Insights into isostructural and non-isostructural crystals of esters of oleanolic acid and its 11-oxo derivatives

Langer, D.; Wicher, B.; Bendzinska-Berus, W.; Bednarczyk-Cwynar, B.; Tykarska, E.

doi:10.1107/S2052520622005972

Insights into isostructural and non-isostructural crystals of esters of oleanolic acid and its 11-oxo derivatives

D. Langer, B. Wicher, W. Bendzinska-Berus, B. Bednarczyk-Cwynar and E. Tykarska

Synthesis and structural characterization of new esters of oleanolic acid and its 11-oxo derivatives are reported. Compounds crystallize in four isostructural groups, each containing one to four structures. Single-crystal X-ray analysis revealed that molecules belonging to non-isostructural groups self-associate according to two schemes that describe also supramolecular architectures in crystals of glycyrrhetinic acid derivatives. Structural motifs arise as a result of van der Waals forces. Parameters introduced for the analysis of one- and two-dimensional assemblies allow the comparison of motifs in isostructural and non-isostructural crystals, including polymorphs, and a qualitative assessment of differences in molecular self-assembly. One-, two- or three-dimensional similarity has been confirmed by XPac calculations.

Keywords: oleanolic acid esters; glycyrrhetinic acid esters; triterpenes; self-assembly.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520622005972/rm5063sup1.cif Contains datablocks 1_methyl_OA, 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 3_isopropyl_OA, 4_benzyl_OA, 4a_11-oxo-benzyl-OA, 5_n-butyl-OA, 5aa_11-oxo-n-butyl-OA-a, 5ab_11-oxo-n-butyl-OA-b, 6_isobutyl-OA, 6a_11-oxo-isobutyl-OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50631_methyl_OAsup2.hkl Contains datablock 1_methyl_OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50632_ethyl_OAsup3.hkl Contains datablock 2_ethyl_OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50632a_11-oxo-ethyl-OAsup4.hkl Contains datablock 2a_11-oxo-ethyl-OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50633_isopropyl_OAsup5.hkl Contains datablock 3_isopropyl_OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50634_benzyl_OAsup6.hkl Contains datablock 4_benzyl_OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50634a_11-oxo-benzyl-OAsup7.hkl Contains datablock 4a_11-oxo-benzyl-OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50635_n-butyl-OAsup8.hkl Contains datablock 5_n-butyl-OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50635aa_11-oxo-n-butyl-OA-asup9.hkl Contains datablock 5aa_11-oxo-n-butyl-OA-a
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50635ab_11-oxo-n-butyl-OA-bsup10.hkl Contains datablock 5ab_11-oxo-n-butyl-OA-b
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50636_isobutyl-OAsup11.hkl Contains datablock 6_isobutyl-OA
	Structure factor file (CIF format) https://doi.org/10.1107/S2052520622005972/rm50636a_11-oxo-isobutyl-OAsup12.hkl Contains datablock 6a_11-oxo-isobutyl-OA
	Portable Document Format (PDF) file https://doi.org/10.1107/S2052520622005972/rm5063sup13.pdf Supplementary material

CCDC references: 2142307; 2142308; 2142309; 2142310; 2142311; 2142312; 2142313; 2142314; 2142315; 2142316; 2142317

Computing details top

Data collection: CrysAlis PRO 1.171.38.43 (Rigaku OD, 2015) for 1_methyl_OA, 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 3_isopropyl_OA, 4_benzyl_OA, 5_n-butyl-OA, 6_isobutyl-OA, 6a_11-oxo-isobutyl-OA; CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018) for 4a_11-oxo-benzyl-OA, 5aa_11-oxo-n-butyl-OA-a, 5ab_11-oxo-n-butyl-OA-b. Cell refinement: CrysAlis PRO 1.171.38.43 (Rigaku OD, 2015) for 1_methyl_OA, 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 3_isopropyl_OA, 4_benzyl_OA, 5_n-butyl-OA, 6_isobutyl-OA, 6a_11-oxo-isobutyl-OA; CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018) for 4a_11-oxo-benzyl-OA, 5aa_11-oxo-n-butyl-OA-a, 5ab_11-oxo-n-butyl-OA-b. Data reduction: CrysAlis PRO 1.171.38.43 (Rigaku OD, 2015) for 1_methyl_OA, 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 3_isopropyl_OA, 4_benzyl_OA, 5_n-butyl-OA, 6_isobutyl-OA, 6a_11-oxo-isobutyl-OA; CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018) for 4a_11-oxo-benzyl-OA, 5aa_11-oxo-n-butyl-OA-a, 5ab_11-oxo-n-butyl-OA-b. Program(s) used to solve structure: SIR2004 (Burla et al., 2005) for 1_methyl_OA, 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 3_isopropyl_OA, 4_benzyl_OA, 5_n-butyl-OA, 5aa_11-oxo-n-butyl-OA-a, 5ab_11-oxo-n-butyl-OA-b, 6_isobutyl-OA, 6a_11-oxo-isobutyl-OA; SHELXT 2014/5 (Sheldrick, 2014) for 4a_11-oxo-benzyl-OA. Program(s) used to refine structure: SHELXL2016/4 (Sheldrick, 2016) for 1_methyl_OA, 3_isopropyl_OA, 4a_11-oxo-benzyl-OA, 5_n-butyl-OA, 5ab_11-oxo-n-butyl-OA-b, 6_isobutyl-OA; SHELXL (Sheldrick, 2015) for 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 4_benzyl_OA, 5aa_11-oxo-n-butyl-OA-a; SHELXL 2018/3 (Sheldrick, 2015) for 6a_11-oxo-isobutyl-OA. Molecular graphics: Mercury (Macrae et al., 2008) for 1_methyl_OA, 3_isopropyl_OA, 4a_11-oxo-benzyl-OA, 5_n-butyl-OA, 5ab_11-oxo-n-butyl-OA-b, 6_isobutyl-OA; Olex2 (Dolomanov et al., 2009) for 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 4_benzyl_OA, 5aa_11-oxo-n-butyl-OA-a; Olex2 1.3 (Dolomanov et al., 2009) for 6a_11-oxo-isobutyl-OA. Software used to prepare material for publication: SHELXL2016/4 (Sheldrick, 2016) for 1_methyl_OA, 3_isopropyl_OA, 4a_11-oxo-benzyl-OA, 5_n-butyl-OA, 5ab_11-oxo-n-butyl-OA-b, 6_isobutyl-OA; Olex2 (Dolomanov et al., 2009) for 2_ethyl_OA, 2a_11-oxo-ethyl-OA, 4_benzyl_OA, 5aa_11-oxo-n-butyl-OA-a; Olex2 1.3 (Dolomanov et al., 2009) for 6a_11-oxo-isobutyl-OA.

(1_methyl_OA) top

Crystal data top

C₃₁H₅₀O₃	Z = 2
M_r = 470.71	F(000) = 520
Triclinic, P1	D_x = 1.138 Mg m⁻³
a = 7.1158 (2) Å	Cu Kα radiation, λ = 1.54184 Å
b = 13.1180 (3) Å	Cell parameters from 18904 reflections
c = 14.9298 (4) Å	θ = 2.9–76.3°
α = 91.250 (2)°	µ = 0.54 mm⁻¹
β = 91.505 (2)°	T = 130 K
γ = 99.452 (2)°	Block, colourless
V = 1373.75 (6) Å³	0.60 × 0.30 × 0.30 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	9790 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	9728 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.021
ω scans	θ_max = 74.5°, θ_min = 3.4°
Absorption correction: multi-scan CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −8→8
T_min = 0.825, T_max = 1.000	k = −16→16
27997 measured reflections	l = −18→18

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.031	H-atom parameters constrained
wR(F²) = 0.084	w = 1/[σ²(F_o²) + (0.055P)² + 0.1917P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
9790 reflections	Δρ_max = 0.23 e Å⁻³
629 parameters	Δρ_min = −0.17 e Å⁻³
3 restraints	Absolute structure: Flack x determined using 4085 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.01 (4)

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1A	0.4084 (2)	0.18239 (13)	0.36068 (11)	0.0182 (3)
H1A	0.5464	0.2030	0.3745	0.022*
H1B	0.3425	0.1742	0.4183	0.022*
C2A	0.3759 (3)	0.07804 (13)	0.30943 (12)	0.0209 (3)
H2A	0.4530	0.0835	0.2550	0.025*
H2B	0.4183	0.0248	0.3476	0.025*
C3A	0.1665 (2)	0.04530 (13)	0.28273 (11)	0.0185 (3)
H3A	0.0925	0.0406	0.3389	0.022*
C4A	0.0886 (2)	0.12284 (13)	0.22259 (11)	0.0186 (3)
C5A	0.1279 (2)	0.22952 (13)	0.27393 (10)	0.0160 (3)
H5A	0.0533	0.2180	0.3297	0.019*
C6A	0.0469 (2)	0.31572 (13)	0.22738 (11)	0.0200 (3)
H6A	−0.0797	0.2880	0.1998	0.024*
H6B	0.1321	0.3437	0.1792	0.024*
C7A	0.0282 (3)	0.40224 (13)	0.29579 (12)	0.0213 (3)
H7A	−0.0668	0.3749	0.3402	0.026*
H7B	−0.0206	0.4587	0.2643	0.026*
C8A	0.2172 (2)	0.44726 (13)	0.34585 (11)	0.0167 (3)
C9A	0.3210 (2)	0.35946 (12)	0.37814 (11)	0.0155 (3)
H9A	0.2401	0.3257	0.4265	0.019*
C10A	0.3362 (2)	0.26939 (12)	0.30854 (11)	0.0155 (3)
C11A	0.5119 (2)	0.40496 (13)	0.42595 (12)	0.0201 (3)
H11A	0.5477	0.3534	0.4679	0.024*
H11B	0.6118	0.4172	0.3807	0.024*
C12A	0.5079 (2)	0.50463 (13)	0.47735 (11)	0.0184 (3)
H12A	0.6204	0.5337	0.5106	0.022*
C13A	0.3616 (2)	0.55564 (12)	0.48048 (10)	0.0156 (3)
C14A	0.1723 (2)	0.51171 (13)	0.43179 (11)	0.0168 (3)
C15A	0.0553 (3)	0.59614 (13)	0.40359 (12)	0.0222 (4)
H15A	0.0994	0.6225	0.3448	0.027*
H15B	−0.0802	0.5640	0.3957	0.027*
C16A	0.0693 (3)	0.68774 (14)	0.47016 (13)	0.0235 (4)
H16A	0.0059	0.6641	0.5260	0.028*
H16B	0.0014	0.7409	0.4444	0.028*
C17A	0.2770 (3)	0.73602 (13)	0.49253 (11)	0.0191 (3)
C18A	0.3803 (2)	0.65496 (12)	0.53759 (11)	0.0160 (3)
H18A	0.5189	0.6849	0.5425	0.019*
C19A	0.3113 (3)	0.63376 (13)	0.63356 (11)	0.0186 (3)
H19A	0.1771	0.5984	0.6300	0.022*
H19B	0.3882	0.5860	0.6617	0.022*
C20A	0.3241 (3)	0.73121 (13)	0.69438 (11)	0.0204 (3)
C21A	0.2182 (3)	0.80920 (13)	0.64784 (12)	0.0220 (4)
H21A	0.0804	0.7809	0.6439	0.026*
H21B	0.2348	0.8739	0.6847	0.026*
C22A	0.2885 (3)	0.83419 (13)	0.55390 (12)	0.0220 (4)
H22A	0.4222	0.8700	0.5584	0.026*
H22B	0.2108	0.8819	0.5262	0.026*
C23A	−0.1287 (3)	0.08820 (14)	0.21252 (14)	0.0262 (4)
H23A	−0.1870	0.0957	0.2705	0.039*
H23B	−0.1560	0.0157	0.1920	0.039*
H23C	−0.1813	0.1312	0.1686	0.039*
C24A	0.1699 (3)	0.12435 (14)	0.12821 (12)	0.0245 (4)
H24A	0.1311	0.1815	0.0951	0.037*
H24B	0.1212	0.0588	0.0964	0.037*
H24C	0.3094	0.1337	0.1329	0.037*
C25A	0.4766 (3)	0.30085 (13)	0.23316 (12)	0.0212 (3)
H25A	0.4117	0.3325	0.1850	0.032*
H25B	0.5221	0.2394	0.2094	0.032*
H25C	0.5850	0.3506	0.2572	0.032*
C26A	0.3421 (3)	0.51877 (14)	0.28157 (12)	0.0234 (4)
H26A	0.2796	0.5779	0.2674	0.035*
H26B	0.3586	0.4801	0.2262	0.035*
H26C	0.4670	0.5435	0.3105	0.035*
C27A	0.0515 (2)	0.44368 (13)	0.50054 (12)	0.0199 (3)
H27A	0.0009	0.4883	0.5441	0.030*
H27B	0.1319	0.4011	0.5319	0.030*
H27C	−0.0544	0.3988	0.4689	0.030*
C28A	0.3733 (3)	0.77552 (13)	0.40721 (12)	0.0255 (4)
C29A	0.2243 (3)	0.70130 (15)	0.78191 (12)	0.0288 (4)
H29A	0.2321	0.7627	0.8212	0.043*
H29B	0.2867	0.6495	0.8118	0.043*
H29C	0.0902	0.6725	0.7687	0.043*
C30A	0.5322 (3)	0.77815 (14)	0.71679 (12)	0.0247 (4)
H30A	0.5966	0.7263	0.7454	0.037*
H30B	0.5364	0.8379	0.7577	0.037*
H30C	0.5965	0.8002	0.6616	0.037*
C31A	0.6598 (5)	0.8219 (3)	0.3321 (2)	0.0605 (8)
H31A	0.6593	0.8965	0.3299	0.091*
H31B	0.5957	0.7878	0.2779	0.091*
H31C	0.7917	0.8092	0.3355	0.091*
O28A	0.2891 (3)	0.80418 (12)	0.34342 (10)	0.0408 (4)
O29A	0.5603 (2)	0.78087 (13)	0.41043 (10)	0.0380 (4)
O3A	0.13297 (19)	−0.05513 (9)	0.23949 (8)	0.0243 (3)
H3AO	0.1744	−0.0978	0.2728	0.029*
C1B	1.1136 (3)	0.58373 (14)	1.03010 (12)	0.0230 (4)
H1C	1.1588	0.5289	1.0653	0.028*
H1D	1.1786	0.5871	0.9722	0.028*
C2B	1.1702 (3)	0.68764 (15)	1.08094 (12)	0.0253 (4)
H2C	1.1147	0.6833	1.1411	0.030*
H2D	1.3106	0.7036	1.0887	0.030*
C3B	1.0992 (3)	0.77292 (14)	1.02966 (11)	0.0237 (4)
H3B	1.1477	0.7680	0.9677	0.028*
C4B	0.8804 (3)	0.75616 (13)	1.01868 (12)	0.0215 (4)
C5B	0.8184 (2)	0.64775 (13)	0.97166 (11)	0.0178 (3)
H5B	0.8747	0.6552	0.9110	0.021*
C6B	0.6036 (2)	0.61778 (13)	0.95249 (12)	0.0206 (3)
H6C	0.5504	0.6793	0.9335	0.025*
H6D	0.5400	0.5922	1.0078	0.025*
C7B	0.5652 (2)	0.53345 (13)	0.87849 (12)	0.0204 (3)
H7C	0.6099	0.5640	0.8212	0.024*
H7D	0.4257	0.5105	0.8717	0.024*
C8B	0.6605 (2)	0.43786 (12)	0.89478 (11)	0.0161 (3)
C9B	0.8659 (2)	0.46820 (13)	0.93563 (11)	0.0168 (3)
H9B	0.9431	0.4994	0.8851	0.020*
C10B	0.8970 (2)	0.55405 (13)	1.01203 (11)	0.0165 (3)
C11B	0.9487 (3)	0.37065 (14)	0.95744 (12)	0.0234 (4)
H11C	1.0893	0.3885	0.9621	0.028*
H11D	0.9034	0.3460	1.0165	0.028*
C12B	0.8951 (2)	0.28419 (13)	0.88866 (12)	0.0199 (3)
H12B	0.9528	0.2243	0.8954	0.024*
C13B	0.7741 (2)	0.28464 (12)	0.81932 (11)	0.0154 (3)
C14B	0.6788 (2)	0.37899 (12)	0.80175 (11)	0.0151 (3)
C15B	0.4789 (2)	0.34997 (13)	0.75529 (11)	0.0192 (3)
H15C	0.3840	0.3295	0.8016	0.023*
H15D	0.4455	0.4119	0.7261	0.023*
C16B	0.4644 (2)	0.26204 (13)	0.68485 (11)	0.0187 (3)
H16C	0.3305	0.2438	0.6627	0.022*
H16D	0.5432	0.2863	0.6334	0.022*
C17B	0.5303 (2)	0.16545 (12)	0.72176 (11)	0.0159 (3)
C18B	0.7415 (2)	0.19160 (12)	0.75396 (11)	0.0157 (3)
H18B	0.7714	0.1309	0.7876	0.019*
C19B	0.8765 (2)	0.20596 (13)	0.67439 (11)	0.0177 (3)
H19C	1.0098	0.2179	0.6980	0.021*
H19D	0.8557	0.2685	0.6421	0.021*
C20B	0.8493 (2)	0.11307 (13)	0.60735 (11)	0.0189 (3)
C21B	0.6402 (2)	0.09439 (13)	0.57372 (11)	0.0201 (3)
H21C	0.6145	0.1552	0.5402	0.024*
H21D	0.6184	0.0337	0.5320	0.024*
C22B	0.5020 (2)	0.07581 (13)	0.65023 (11)	0.0186 (3)
H22C	0.5188	0.0109	0.6797	0.022*
H22D	0.3699	0.0668	0.6253	0.022*
C23B	0.8284 (4)	0.83946 (15)	0.95632 (15)	0.0356 (5)
H23D	0.8744	0.8281	0.8962	0.053*
H23E	0.8879	0.9079	0.9797	0.053*
H23F	0.6896	0.8356	0.9533	0.053*
C24B	0.7859 (3)	0.76843 (15)	1.10881 (13)	0.0267 (4)
H24D	0.8261	0.8390	1.1328	0.040*
H24E	0.8245	0.7191	1.1512	0.040*
H24F	0.6470	0.7550	1.0999	0.040*
C25B	0.8068 (3)	0.51821 (14)	1.10115 (11)	0.0226 (4)
H25D	0.8691	0.5628	1.1505	0.034*
H25E	0.8233	0.4466	1.1112	0.034*
H25F	0.6705	0.5224	1.0984	0.034*
C26B	0.5337 (3)	0.36665 (14)	0.95831 (12)	0.0215 (4)
H26D	0.4124	0.3387	0.9274	0.032*
H26E	0.5094	0.4065	1.0118	0.032*
H26F	0.5989	0.3096	0.9759	0.032*
C27B	0.8062 (3)	0.44731 (13)	0.73519 (11)	0.0205 (3)
H27D	0.7835	0.4172	0.6745	0.031*
H27E	0.9407	0.4505	0.7529	0.031*
H27F	0.7745	0.5172	0.7364	0.031*
C28B	0.4028 (2)	0.12367 (13)	0.79818 (12)	0.0195 (3)
C29B	0.9757 (3)	0.14021 (15)	0.52733 (13)	0.0280 (4)
H29D	0.9590	0.0815	0.4845	0.042*
H29E	1.1094	0.1559	0.5481	0.042*
H29F	0.9399	0.2006	0.4980	0.042*
C30B	0.9030 (3)	0.01656 (13)	0.65008 (13)	0.0238 (4)
H30D	1.0363	0.0310	0.6716	0.036*
H30E	0.8867	−0.0404	0.6055	0.036*
H30F	0.8205	−0.0029	0.7006	0.036*
C31B	0.3673 (4)	0.01135 (19)	0.91990 (16)	0.0405 (5)
H31D	0.2472	−0.0269	0.8944	0.061*
H31E	0.3404	0.0653	0.9618	0.061*
H31F	0.4365	−0.0362	0.9518	0.061*
O28B	0.24501 (19)	0.14185 (12)	0.81000 (10)	0.0324 (3)
O29B	0.4824 (2)	0.05840 (11)	0.84851 (10)	0.0314 (3)
O3B	1.1798 (2)	0.87345 (10)	1.06336 (9)	0.0309 (3)
H3BO	1.1519	0.8796	1.1173	0.037*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1A	0.0184 (8)	0.0187 (8)	0.0178 (7)	0.0050 (6)	−0.0022 (6)	−0.0029 (6)
C2A	0.0231 (9)	0.0186 (8)	0.0222 (8)	0.0081 (6)	−0.0018 (7)	−0.0030 (6)
C3A	0.0236 (8)	0.0152 (7)	0.0161 (7)	0.0019 (6)	0.0010 (6)	−0.0031 (6)
C4A	0.0206 (8)	0.0174 (8)	0.0172 (8)	0.0028 (6)	−0.0018 (6)	−0.0031 (6)
C5A	0.0175 (8)	0.0169 (7)	0.0135 (7)	0.0033 (6)	0.0002 (6)	−0.0021 (6)
C6A	0.0226 (8)	0.0187 (8)	0.0188 (8)	0.0051 (6)	−0.0058 (6)	−0.0031 (6)
C7A	0.0234 (9)	0.0198 (8)	0.0221 (8)	0.0096 (7)	−0.0075 (7)	−0.0049 (7)
C8A	0.0194 (8)	0.0159 (7)	0.0155 (7)	0.0047 (6)	−0.0007 (6)	−0.0003 (6)
C9A	0.0154 (7)	0.0164 (7)	0.0148 (7)	0.0034 (6)	−0.0003 (6)	−0.0018 (6)
C10A	0.0153 (8)	0.0161 (7)	0.0152 (7)	0.0031 (6)	0.0006 (6)	−0.0021 (6)
C11A	0.0159 (8)	0.0212 (8)	0.0233 (8)	0.0047 (6)	−0.0025 (6)	−0.0040 (6)
C12A	0.0167 (8)	0.0191 (8)	0.0179 (8)	−0.0005 (6)	−0.0011 (6)	−0.0021 (6)
C13A	0.0188 (8)	0.0141 (7)	0.0133 (7)	0.0011 (6)	0.0008 (6)	0.0006 (6)
C14A	0.0175 (8)	0.0150 (7)	0.0184 (7)	0.0042 (6)	−0.0004 (6)	−0.0021 (6)
C15A	0.0229 (9)	0.0191 (8)	0.0256 (9)	0.0080 (7)	−0.0064 (7)	−0.0043 (7)
C16A	0.0273 (9)	0.0192 (8)	0.0259 (9)	0.0108 (7)	−0.0051 (7)	−0.0042 (7)
C17A	0.0242 (9)	0.0155 (7)	0.0177 (8)	0.0039 (6)	−0.0007 (6)	0.0006 (6)
C18A	0.0189 (8)	0.0136 (7)	0.0150 (7)	0.0012 (6)	0.0002 (6)	−0.0006 (6)
C19A	0.0240 (8)	0.0145 (7)	0.0167 (8)	0.0019 (6)	0.0011 (6)	0.0007 (6)
C20A	0.0285 (9)	0.0161 (8)	0.0164 (8)	0.0030 (7)	0.0016 (7)	−0.0017 (6)
C21A	0.0281 (9)	0.0172 (8)	0.0207 (8)	0.0042 (7)	0.0023 (7)	−0.0021 (6)
C22A	0.0327 (10)	0.0144 (7)	0.0196 (8)	0.0059 (7)	0.0004 (7)	0.0006 (6)
C23A	0.0235 (9)	0.0215 (8)	0.0324 (10)	0.0025 (7)	−0.0064 (7)	−0.0066 (7)
C24A	0.0368 (10)	0.0218 (8)	0.0154 (8)	0.0070 (7)	0.0000 (7)	−0.0029 (6)
C25A	0.0217 (8)	0.0205 (8)	0.0217 (8)	0.0034 (6)	0.0058 (7)	−0.0015 (6)
C26A	0.0339 (10)	0.0179 (8)	0.0183 (8)	0.0036 (7)	0.0028 (7)	0.0008 (6)
C27A	0.0172 (8)	0.0192 (8)	0.0226 (8)	0.0011 (6)	0.0028 (6)	−0.0038 (6)
C28A	0.0455 (11)	0.0138 (7)	0.0182 (8)	0.0079 (7)	0.0012 (8)	0.0009 (6)
C29A	0.0414 (11)	0.0256 (9)	0.0192 (9)	0.0044 (8)	0.0076 (8)	−0.0004 (7)
C30A	0.0306 (10)	0.0198 (8)	0.0223 (8)	0.0016 (7)	−0.0038 (7)	−0.0020 (6)
C31A	0.072 (2)	0.0680 (18)	0.0496 (15)	0.0268 (15)	0.0389 (14)	0.0346 (14)
O28A	0.0652 (11)	0.0311 (8)	0.0262 (7)	0.0079 (7)	−0.0083 (7)	0.0133 (6)
O29A	0.0422 (9)	0.0460 (9)	0.0294 (7)	0.0135 (7)	0.0166 (6)	0.0187 (6)
O3A	0.0358 (7)	0.0155 (6)	0.0217 (6)	0.0057 (5)	−0.0054 (5)	−0.0028 (5)
C1B	0.0191 (8)	0.0268 (9)	0.0230 (8)	0.0049 (7)	−0.0025 (7)	−0.0080 (7)
C2B	0.0180 (8)	0.0298 (9)	0.0262 (9)	−0.0001 (7)	−0.0008 (7)	−0.0106 (7)
C3B	0.0273 (9)	0.0236 (9)	0.0169 (8)	−0.0058 (7)	0.0075 (7)	−0.0058 (7)
C4B	0.0267 (9)	0.0181 (8)	0.0189 (8)	0.0016 (7)	0.0005 (7)	−0.0043 (6)
C5B	0.0194 (8)	0.0177 (8)	0.0155 (7)	0.0015 (6)	0.0009 (6)	−0.0022 (6)
C6B	0.0206 (8)	0.0189 (8)	0.0229 (8)	0.0064 (6)	−0.0020 (7)	−0.0047 (6)
C7B	0.0197 (8)	0.0188 (8)	0.0230 (8)	0.0059 (6)	−0.0043 (6)	−0.0048 (6)
C8B	0.0159 (8)	0.0158 (7)	0.0165 (7)	0.0029 (6)	0.0000 (6)	−0.0020 (6)
C9B	0.0159 (8)	0.0191 (8)	0.0156 (7)	0.0042 (6)	0.0002 (6)	−0.0028 (6)
C10B	0.0165 (8)	0.0178 (8)	0.0151 (7)	0.0025 (6)	0.0005 (6)	−0.0029 (6)
C11B	0.0248 (9)	0.0240 (9)	0.0228 (8)	0.0109 (7)	−0.0083 (7)	−0.0066 (7)
C12B	0.0199 (8)	0.0186 (8)	0.0228 (8)	0.0086 (6)	−0.0021 (6)	−0.0016 (6)
C13B	0.0135 (7)	0.0157 (7)	0.0168 (7)	0.0011 (6)	0.0028 (6)	−0.0002 (6)
C14B	0.0149 (7)	0.0152 (7)	0.0152 (7)	0.0024 (6)	−0.0001 (6)	−0.0006 (6)
C15B	0.0189 (8)	0.0165 (8)	0.0226 (8)	0.0050 (6)	−0.0051 (6)	−0.0026 (6)
C16B	0.0169 (8)	0.0179 (8)	0.0207 (8)	0.0022 (6)	−0.0033 (6)	−0.0017 (6)
C17B	0.0150 (8)	0.0147 (7)	0.0176 (7)	0.0010 (6)	0.0019 (6)	−0.0014 (6)
C18B	0.0158 (8)	0.0148 (7)	0.0164 (7)	0.0020 (6)	0.0007 (6)	0.0001 (6)
C19B	0.0151 (7)	0.0176 (8)	0.0196 (8)	0.0002 (6)	0.0033 (6)	−0.0007 (6)
C20B	0.0180 (8)	0.0187 (8)	0.0191 (8)	0.0002 (6)	0.0047 (6)	−0.0025 (6)
C21B	0.0213 (8)	0.0204 (8)	0.0175 (8)	0.0005 (6)	0.0012 (6)	−0.0040 (6)
C22B	0.0158 (8)	0.0165 (8)	0.0220 (8)	−0.0009 (6)	0.0014 (6)	−0.0035 (6)
C23B	0.0527 (13)	0.0180 (9)	0.0347 (11)	0.0039 (8)	−0.0092 (9)	−0.0026 (8)
C24B	0.0247 (9)	0.0259 (9)	0.0284 (9)	0.0019 (7)	0.0054 (7)	−0.0117 (7)
C25B	0.0280 (9)	0.0228 (8)	0.0167 (8)	0.0029 (7)	0.0013 (7)	−0.0004 (6)
C26B	0.0209 (8)	0.0219 (8)	0.0208 (8)	0.0006 (7)	0.0054 (7)	−0.0016 (6)
C27B	0.0265 (9)	0.0171 (8)	0.0170 (8)	0.0006 (6)	0.0015 (6)	0.0008 (6)
C28B	0.0180 (8)	0.0174 (8)	0.0221 (8)	−0.0004 (6)	0.0036 (6)	−0.0030 (6)
C29B	0.0290 (10)	0.0290 (9)	0.0236 (9)	−0.0032 (8)	0.0113 (7)	−0.0064 (7)
C30B	0.0217 (9)	0.0199 (8)	0.0303 (9)	0.0049 (7)	0.0033 (7)	−0.0043 (7)
C31B	0.0439 (13)	0.0417 (12)	0.0375 (12)	0.0065 (10)	0.0208 (10)	0.0181 (9)
O28B	0.0189 (7)	0.0404 (8)	0.0390 (8)	0.0061 (6)	0.0102 (6)	0.0066 (6)
O29B	0.0306 (7)	0.0341 (7)	0.0327 (7)	0.0104 (6)	0.0155 (6)	0.0169 (6)
O3B	0.0379 (8)	0.0263 (7)	0.0224 (6)	−0.0132 (6)	0.0085 (6)	−0.0081 (5)

Geometric parameters (Å, º) top

C1A—C2A	1.534 (2)	C1B—C2B	1.534 (2)
C1A—C10A	1.544 (2)	C1B—C10B	1.542 (2)
C1A—H1A	0.9900	C1B—H1C	0.9900
C1A—H1B	0.9900	C1B—H1D	0.9900
C2A—C3A	1.522 (2)	C2B—C3B	1.515 (3)
C2A—H2A	0.9900	C2B—H2C	0.9900
C2A—H2B	0.9900	C2B—H2D	0.9900
C3A—O3A	1.4355 (18)	C3B—O3B	1.424 (2)
C3A—C4A	1.532 (2)	C3B—C4B	1.540 (3)
C3A—H3A	1.0000	C3B—H3B	1.0000
C4A—C24A	1.537 (2)	C4B—C23B	1.535 (3)
C4A—C23A	1.540 (2)	C4B—C24B	1.537 (2)
C4A—C5A	1.561 (2)	C4B—C5B	1.563 (2)
C5A—C6A	1.524 (2)	C5B—C6B	1.532 (2)
C5A—C10A	1.559 (2)	C5B—C10B	1.558 (2)
C5A—H5A	1.0000	C5B—H5B	1.0000
C6A—C7A	1.535 (2)	C6B—C7B	1.533 (2)
C6A—H6A	0.9900	C6B—H6C	0.9900
C6A—H6B	0.9900	C6B—H6D	0.9900
C7A—C8A	1.543 (2)	C7B—C8B	1.541 (2)
C7A—H7A	0.9900	C7B—H7C	0.9900
C7A—H7B	0.9900	C7B—H7D	0.9900
C8A—C9A	1.546 (2)	C8B—C26B	1.547 (2)
C8A—C26A	1.550 (2)	C8B—C9B	1.554 (2)
C8A—C14A	1.589 (2)	C8B—C14B	1.593 (2)
C9A—C11A	1.542 (2)	C9B—C11B	1.532 (2)
C9A—C10A	1.575 (2)	C9B—C10B	1.571 (2)
C9A—H9A	1.0000	C9B—H9B	1.0000
C10A—C25A	1.542 (2)	C10B—C25B	1.542 (2)
C11A—C12A	1.506 (2)	C11B—C12B	1.507 (2)
C11A—H11A	0.9900	C11B—H11C	0.9900
C11A—H11B	0.9900	C11B—H11D	0.9900
C12A—C13A	1.328 (3)	C12B—C13B	1.330 (3)
C12A—H12A	0.9500	C12B—H12B	0.9500
C13A—C18A	1.527 (2)	C13B—C18B	1.529 (2)
C13A—C14A	1.533 (2)	C13B—C14B	1.530 (2)
C14A—C15A	1.550 (2)	C14B—C15B	1.552 (2)
C14A—C27A	1.557 (2)	C14B—C27B	1.559 (2)
C15A—C16A	1.531 (2)	C15B—C16B	1.533 (2)
C15A—H15A	0.9900	C15B—H15C	0.9900
C15A—H15B	0.9900	C15B—H15D	0.9900
C16A—C17A	1.534 (2)	C16B—C17B	1.530 (2)
C16A—H16A	0.9900	C16B—H16C	0.9900
C16A—H16B	0.9900	C16B—H16D	0.9900
C17A—C28A	1.523 (2)	C17B—C28B	1.531 (2)
C17A—C18A	1.544 (2)	C17B—C18B	1.547 (2)
C17A—C22A	1.554 (2)	C17B—C22B	1.556 (2)
C18A—C19A	1.543 (2)	C18B—C19B	1.542 (2)
C18A—H18A	1.0000	C18B—H18B	1.0000
C19A—C20A	1.541 (2)	C19B—C20B	1.544 (2)
C19A—H19A	0.9900	C19B—H19C	0.9900
C19A—H19B	0.9900	C19B—H19D	0.9900
C20A—C29A	1.532 (2)	C20B—C29B	1.528 (2)
C20A—C30A	1.533 (2)	C20B—C30B	1.529 (3)
C20A—C21A	1.534 (3)	C20B—C21B	1.537 (2)
C21A—C22A	1.526 (2)	C21B—C22B	1.524 (2)
C21A—H21A	0.9900	C21B—H21C	0.9900
C21A—H21B	0.9900	C21B—H21D	0.9900
C22A—H22A	0.9900	C22B—H22C	0.9900
C22A—H22B	0.9900	C22B—H22D	0.9900
C23A—H23A	0.9800	C23B—H23D	0.9800
C23A—H23B	0.9800	C23B—H23E	0.9800
C23A—H23C	0.9800	C23B—H23F	0.9800
C24A—H24A	0.9800	C24B—H24D	0.9800
C24A—H24B	0.9800	C24B—H24E	0.9800
C24A—H24C	0.9800	C24B—H24F	0.9800
C25A—H25A	0.9800	C25B—H25D	0.9800
C25A—H25B	0.9800	C25B—H25E	0.9800
C25A—H25C	0.9800	C25B—H25F	0.9800
C26A—H26A	0.9800	C26B—H26D	0.9800
C26A—H26B	0.9800	C26B—H26E	0.9800
C26A—H26C	0.9800	C26B—H26F	0.9800
C27A—H27A	0.9800	C27B—H27D	0.9800
C27A—H27B	0.9800	C27B—H27E	0.9800
C27A—H27C	0.9800	C27B—H27F	0.9800
C28A—O28A	1.211 (3)	C28B—O28B	1.202 (2)
C28A—O29A	1.321 (3)	C28B—O29B	1.336 (2)
C29A—H29A	0.9800	C29B—H29D	0.9800
C29A—H29B	0.9800	C29B—H29E	0.9800
C29A—H29C	0.9800	C29B—H29F	0.9800
C30A—H30A	0.9800	C30B—H30D	0.9800
C30A—H30B	0.9800	C30B—H30E	0.9800
C30A—H30C	0.9800	C30B—H30F	0.9800
C31A—O29A	1.451 (2)	C31B—O29B	1.448 (2)
C31A—H31A	0.9800	C31B—H31D	0.9800
C31A—H31B	0.9800	C31B—H31E	0.9800
C31A—H31C	0.9800	C31B—H31F	0.9800
O3A—H3AO	0.8400	O3B—H3BO	0.8400

C2A—C1A—C10A	113.37 (13)	C2B—C1B—C10B	113.32 (14)
C2A—C1A—H1A	108.9	C2B—C1B—H1C	108.9
C10A—C1A—H1A	108.9	C10B—C1B—H1C	108.9
C2A—C1A—H1B	108.9	C2B—C1B—H1D	108.9
C10A—C1A—H1B	108.9	C10B—C1B—H1D	108.9
H1A—C1A—H1B	107.7	H1C—C1B—H1D	107.7
C3A—C2A—C1A	110.94 (13)	C3B—C2B—C1B	110.19 (15)
C3A—C2A—H2A	109.5	C3B—C2B—H2C	109.6
C1A—C2A—H2A	109.5	C1B—C2B—H2C	109.6
C3A—C2A—H2B	109.5	C3B—C2B—H2D	109.6
C1A—C2A—H2B	109.5	C1B—C2B—H2D	109.6
H2A—C2A—H2B	108.0	H2C—C2B—H2D	108.1
O3A—C3A—C2A	111.32 (13)	O3B—C3B—C2B	112.69 (15)
O3A—C3A—C4A	109.52 (13)	O3B—C3B—C4B	113.58 (15)
C2A—C3A—C4A	113.15 (13)	C2B—C3B—C4B	112.70 (14)
O3A—C3A—H3A	107.5	O3B—C3B—H3B	105.7
C2A—C3A—H3A	107.5	C2B—C3B—H3B	105.7
C4A—C3A—H3A	107.5	C4B—C3B—H3B	105.7
C3A—C4A—C24A	112.32 (14)	C23B—C4B—C24B	108.03 (16)
C3A—C4A—C23A	107.32 (14)	C23B—C4B—C3B	107.59 (16)
C24A—C4A—C23A	107.53 (14)	C24B—C4B—C3B	111.47 (14)
C3A—C4A—C5A	106.73 (13)	C23B—C4B—C5B	108.81 (14)
C24A—C4A—C5A	114.18 (13)	C24B—C4B—C5B	113.94 (14)
C23A—C4A—C5A	108.52 (13)	C3B—C4B—C5B	106.81 (14)
C6A—C5A—C10A	110.14 (13)	C6B—C5B—C10B	109.34 (13)
C6A—C5A—C4A	114.53 (13)	C6B—C5B—C4B	114.76 (14)
C10A—C5A—C4A	117.42 (13)	C10B—C5B—C4B	117.82 (14)
C6A—C5A—H5A	104.4	C6B—C5B—H5B	104.4
C10A—C5A—H5A	104.4	C10B—C5B—H5B	104.4
C4A—C5A—H5A	104.4	C4B—C5B—H5B	104.4
C5A—C6A—C7A	109.68 (13)	C5B—C6B—C7B	110.21 (13)
C5A—C6A—H6A	109.7	C5B—C6B—H6C	109.6
C7A—C6A—H6A	109.7	C7B—C6B—H6C	109.6
C5A—C6A—H6B	109.7	C5B—C6B—H6D	109.6
C7A—C6A—H6B	109.7	C7B—C6B—H6D	109.6
H6A—C6A—H6B	108.2	H6C—C6B—H6D	108.1
C6A—C7A—C8A	113.70 (14)	C6B—C7B—C8B	114.94 (14)
C6A—C7A—H7A	108.8	C6B—C7B—H7C	108.5
C8A—C7A—H7A	108.8	C8B—C7B—H7C	108.5
C6A—C7A—H7B	108.8	C6B—C7B—H7D	108.5
C8A—C7A—H7B	108.8	C8B—C7B—H7D	108.5
H7A—C7A—H7B	107.7	H7C—C7B—H7D	107.5
C7A—C8A—C9A	110.54 (13)	C7B—C8B—C26B	107.76 (13)
C7A—C8A—C26A	108.32 (14)	C7B—C8B—C9B	111.85 (13)
C9A—C8A—C26A	111.02 (14)	C26B—C8B—C9B	110.61 (14)
C7A—C8A—C14A	109.13 (13)	C7B—C8B—C14B	109.54 (13)
C9A—C8A—C14A	107.81 (13)	C26B—C8B—C14B	110.32 (12)
C26A—C8A—C14A	110.01 (13)	C9B—C8B—C14B	106.77 (12)
C11A—C9A—C8A	110.27 (13)	C11B—C9B—C8B	109.91 (13)
C11A—C9A—C10A	113.79 (13)	C11B—C9B—C10B	114.49 (14)
C8A—C9A—C10A	117.08 (13)	C8B—C9B—C10B	117.05 (13)
C11A—C9A—H9A	104.8	C11B—C9B—H9B	104.7
C8A—C9A—H9A	104.8	C8B—C9B—H9B	104.7
C10A—C9A—H9A	104.8	C10B—C9B—H9B	104.7
C25A—C10A—C1A	107.65 (13)	C25B—C10B—C1B	107.41 (14)
C25A—C10A—C5A	113.71 (13)	C25B—C10B—C5B	113.74 (13)
C1A—C10A—C5A	108.58 (13)	C1B—C10B—C5B	109.34 (13)
C25A—C10A—C9A	113.98 (13)	C25B—C10B—C9B	113.68 (13)
C1A—C10A—C9A	107.25 (13)	C1B—C10B—C9B	107.39 (12)
C5A—C10A—C9A	105.40 (12)	C5B—C10B—C9B	105.07 (13)
C12A—C11A—C9A	113.97 (14)	C12B—C11B—C9B	113.50 (14)
C12A—C11A—H11A	108.8	C12B—C11B—H11C	108.9
C9A—C11A—H11A	108.8	C9B—C11B—H11C	108.9
C12A—C11A—H11B	108.8	C12B—C11B—H11D	108.9
C9A—C11A—H11B	108.8	C9B—C11B—H11D	108.9
H11A—C11A—H11B	107.7	H11C—C11B—H11D	107.7
C13A—C12A—C11A	125.99 (15)	C13B—C12B—C11B	125.54 (16)
C13A—C12A—H12A	117.0	C13B—C12B—H12B	117.2
C11A—C12A—H12A	117.0	C11B—C12B—H12B	117.2
C12A—C13A—C18A	119.27 (15)	C12B—C13B—C18B	118.62 (15)
C12A—C13A—C14A	120.24 (14)	C12B—C13B—C14B	120.81 (15)
C18A—C13A—C14A	120.39 (14)	C18B—C13B—C14B	120.46 (14)
C13A—C14A—C15A	113.22 (13)	C13B—C14B—C15B	112.70 (13)
C13A—C14A—C27A	106.21 (13)	C13B—C14B—C27B	106.84 (13)
C15A—C14A—C27A	106.63 (13)	C15B—C14B—C27B	106.58 (13)
C13A—C14A—C8A	108.28 (13)	C13B—C14B—C8B	108.73 (13)
C15A—C14A—C8A	109.87 (13)	C15B—C14B—C8B	109.57 (12)
C27A—C14A—C8A	112.66 (13)	C27B—C14B—C8B	112.44 (12)
C16A—C15A—C14A	114.55 (14)	C16B—C15B—C14B	114.12 (13)
C16A—C15A—H15A	108.6	C16B—C15B—H15C	108.7
C14A—C15A—H15A	108.6	C14B—C15B—H15C	108.7
C16A—C15A—H15B	108.6	C16B—C15B—H15D	108.7
C14A—C15A—H15B	108.6	C14B—C15B—H15D	108.7
H15A—C15A—H15B	107.6	H15C—C15B—H15D	107.6
C15A—C16A—C17A	111.88 (14)	C17B—C16B—C15B	112.58 (14)
C15A—C16A—H16A	109.2	C17B—C16B—H16C	109.1
C17A—C16A—H16A	109.2	C15B—C16B—H16C	109.1
C15A—C16A—H16B	109.2	C17B—C16B—H16D	109.1
C17A—C16A—H16B	109.2	C15B—C16B—H16D	109.1
H16A—C16A—H16B	107.9	H16C—C16B—H16D	107.8
C28A—C17A—C16A	109.40 (15)	C16B—C17B—C28B	109.65 (13)
C28A—C17A—C18A	111.76 (14)	C16B—C17B—C18B	109.83 (13)
C16A—C17A—C18A	109.34 (13)	C28B—C17B—C18B	111.13 (13)
C28A—C17A—C22A	104.29 (13)	C16B—C17B—C22B	111.08 (13)
C16A—C17A—C22A	111.22 (14)	C28B—C17B—C22B	104.27 (12)
C18A—C17A—C22A	110.77 (14)	C18B—C17B—C22B	110.77 (13)
C13A—C18A—C19A	111.82 (12)	C13B—C18B—C19B	112.33 (12)
C13A—C18A—C17A	111.57 (13)	C13B—C18B—C17B	111.32 (13)
C19A—C18A—C17A	111.28 (13)	C19B—C18B—C17B	111.59 (13)
C13A—C18A—H18A	107.3	C13B—C18B—H18B	107.1
C19A—C18A—H18A	107.3	C19B—C18B—H18B	107.1
C17A—C18A—H18A	107.3	C17B—C18B—H18B	107.1
C20A—C19A—C18A	114.39 (13)	C18B—C19B—C20B	113.86 (12)
C20A—C19A—H19A	108.7	C18B—C19B—H19C	108.8
C18A—C19A—H19A	108.7	C20B—C19B—H19C	108.8
C20A—C19A—H19B	108.7	C18B—C19B—H19D	108.8
C18A—C19A—H19B	108.7	C20B—C19B—H19D	108.8
H19A—C19A—H19B	107.6	H19C—C19B—H19D	107.7
C29A—C20A—C30A	108.58 (15)	C29B—C20B—C30B	108.60 (15)
C29A—C20A—C21A	107.99 (15)	C29B—C20B—C21B	108.38 (14)
C30A—C20A—C21A	111.32 (14)	C30B—C20B—C21B	111.30 (13)
C29A—C20A—C19A	108.80 (13)	C29B—C20B—C19B	109.12 (13)
C30A—C20A—C19A	111.05 (14)	C30B—C20B—C19B	111.60 (14)
C21A—C20A—C19A	109.01 (14)	C21B—C20B—C19B	107.76 (13)
C22A—C21A—C20A	112.82 (15)	C22B—C21B—C20B	112.20 (14)
C22A—C21A—H21A	109.0	C22B—C21B—H21C	109.2
C20A—C21A—H21A	109.0	C20B—C21B—H21C	109.2
C22A—C21A—H21B	109.0	C22B—C21B—H21D	109.2
C20A—C21A—H21B	109.0	C20B—C21B—H21D	109.2
H21A—C21A—H21B	107.8	H21C—C21B—H21D	107.9
C21A—C22A—C17A	112.53 (14)	C21B—C22B—C17B	113.11 (12)
C21A—C22A—H22A	109.1	C21B—C22B—H22C	109.0
C17A—C22A—H22A	109.1	C17B—C22B—H22C	109.0
C21A—C22A—H22B	109.1	C21B—C22B—H22D	109.0
C17A—C22A—H22B	109.1	C17B—C22B—H22D	109.0
H22A—C22A—H22B	107.8	H22C—C22B—H22D	107.8
C4A—C23A—H23A	109.5	C4B—C23B—H23D	109.5
C4A—C23A—H23B	109.5	C4B—C23B—H23E	109.5
H23A—C23A—H23B	109.5	H23D—C23B—H23E	109.5
C4A—C23A—H23C	109.5	C4B—C23B—H23F	109.5
H23A—C23A—H23C	109.5	H23D—C23B—H23F	109.5
H23B—C23A—H23C	109.5	H23E—C23B—H23F	109.5
C4A—C24A—H24A	109.5	C4B—C24B—H24D	109.5
C4A—C24A—H24B	109.5	C4B—C24B—H24E	109.5
H24A—C24A—H24B	109.5	H24D—C24B—H24E	109.5
C4A—C24A—H24C	109.5	C4B—C24B—H24F	109.5
H24A—C24A—H24C	109.5	H24D—C24B—H24F	109.5
H24B—C24A—H24C	109.5	H24E—C24B—H24F	109.5
C10A—C25A—H25A	109.5	C10B—C25B—H25D	109.5
C10A—C25A—H25B	109.5	C10B—C25B—H25E	109.5
H25A—C25A—H25B	109.5	H25D—C25B—H25E	109.5
C10A—C25A—H25C	109.5	C10B—C25B—H25F	109.5
H25A—C25A—H25C	109.5	H25D—C25B—H25F	109.5
H25B—C25A—H25C	109.5	H25E—C25B—H25F	109.5
C8A—C26A—H26A	109.5	C8B—C26B—H26D	109.5
C8A—C26A—H26B	109.5	C8B—C26B—H26E	109.5
H26A—C26A—H26B	109.5	H26D—C26B—H26E	109.5
C8A—C26A—H26C	109.5	C8B—C26B—H26F	109.5
H26A—C26A—H26C	109.5	H26D—C26B—H26F	109.5
H26B—C26A—H26C	109.5	H26E—C26B—H26F	109.5
C14A—C27A—H27A	109.5	C14B—C27B—H27D	109.5
C14A—C27A—H27B	109.5	C14B—C27B—H27E	109.5
H27A—C27A—H27B	109.5	H27D—C27B—H27E	109.5
C14A—C27A—H27C	109.5	C14B—C27B—H27F	109.5
H27A—C27A—H27C	109.5	H27D—C27B—H27F	109.5
H27B—C27A—H27C	109.5	H27E—C27B—H27F	109.5
O28A—C28A—O29A	122.39 (18)	O28B—C28B—O29B	122.77 (16)
O28A—C28A—C17A	123.7 (2)	O28B—C28B—C17B	125.10 (17)
O29A—C28A—C17A	113.79 (16)	O29B—C28B—C17B	112.01 (14)
C20A—C29A—H29A	109.5	C20B—C29B—H29D	109.5
C20A—C29A—H29B	109.5	C20B—C29B—H29E	109.5
H29A—C29A—H29B	109.5	H29D—C29B—H29E	109.5
C20A—C29A—H29C	109.5	C20B—C29B—H29F	109.5
H29A—C29A—H29C	109.5	H29D—C29B—H29F	109.5
H29B—C29A—H29C	109.5	H29E—C29B—H29F	109.5
C20A—C30A—H30A	109.5	C20B—C30B—H30D	109.5
C20A—C30A—H30B	109.5	C20B—C30B—H30E	109.5
H30A—C30A—H30B	109.5	H30D—C30B—H30E	109.5
C20A—C30A—H30C	109.5	C20B—C30B—H30F	109.5
H30A—C30A—H30C	109.5	H30D—C30B—H30F	109.5
H30B—C30A—H30C	109.5	H30E—C30B—H30F	109.5
O29A—C31A—H31A	109.5	O29B—C31B—H31D	109.5
O29A—C31A—H31B	109.5	O29B—C31B—H31E	109.5
H31A—C31A—H31B	109.5	H31D—C31B—H31E	109.5
O29A—C31A—H31C	109.5	O29B—C31B—H31F	109.5
H31A—C31A—H31C	109.5	H31D—C31B—H31F	109.5
H31B—C31A—H31C	109.5	H31E—C31B—H31F	109.5
C28A—O29A—C31A	115.98 (19)	C28B—O29B—C31B	115.66 (16)
C3A—O3A—H3AO	109.5	C3B—O3B—H3BO	109.5

C10A—C1A—C2A—C3A	−55.92 (18)	C10B—C1B—C2B—C3B	−57.39 (19)
C1A—C2A—C3A—O3A	−176.51 (14)	C1B—C2B—C3B—O3B	−167.85 (14)
C1A—C2A—C3A—C4A	59.64 (18)	C1B—C2B—C3B—C4B	61.99 (18)
O3A—C3A—C4A—C24A	−54.68 (17)	O3B—C3B—C4B—C23B	57.18 (18)
C2A—C3A—C4A—C24A	70.15 (17)	C2B—C3B—C4B—C23B	−173.11 (14)
O3A—C3A—C4A—C23A	63.30 (16)	O3B—C3B—C4B—C24B	−61.1 (2)
C2A—C3A—C4A—C23A	−171.87 (13)	C2B—C3B—C4B—C24B	68.62 (18)
O3A—C3A—C4A—C5A	179.47 (13)	O3B—C3B—C4B—C5B	173.86 (14)
C2A—C3A—C4A—C5A	−55.70 (16)	C2B—C3B—C4B—C5B	−56.43 (17)
C3A—C4A—C5A—C6A	−175.71 (13)	C23B—C4B—C5B—C6B	−62.65 (19)
C24A—C4A—C5A—C6A	59.57 (19)	C24B—C4B—C5B—C6B	57.9 (2)
C23A—C4A—C5A—C6A	−60.34 (18)	C3B—C4B—C5B—C6B	−178.52 (14)
C3A—C4A—C5A—C10A	52.75 (17)	C23B—C4B—C5B—C10B	166.39 (15)
C24A—C4A—C5A—C10A	−71.97 (19)	C24B—C4B—C5B—C10B	−73.0 (2)
C23A—C4A—C5A—C10A	168.13 (14)	C3B—C4B—C5B—C10B	50.51 (18)
C10A—C5A—C6A—C7A	−65.56 (17)	C10B—C5B—C6B—C7B	−65.83 (17)
C4A—C5A—C6A—C7A	159.49 (14)	C4B—C5B—C6B—C7B	159.22 (14)
C5A—C6A—C7A—C8A	56.71 (19)	C5B—C6B—C7B—C8B	52.63 (19)
C6A—C7A—C8A—C9A	−45.94 (19)	C6B—C7B—C8B—C26B	81.65 (17)
C6A—C7A—C8A—C26A	75.91 (18)	C6B—C7B—C8B—C9B	−40.13 (19)
C6A—C7A—C8A—C14A	−164.34 (14)	C6B—C7B—C8B—C14B	−158.30 (14)
C7A—C8A—C9A—C11A	178.56 (13)	C7B—C8B—C9B—C11B	175.55 (13)
C26A—C8A—C9A—C11A	58.32 (17)	C26B—C8B—C9B—C11B	55.42 (17)
C14A—C8A—C9A—C11A	−62.23 (16)	C14B—C8B—C9B—C11B	−64.63 (16)
C7A—C8A—C9A—C10A	46.35 (18)	C7B—C8B—C9B—C10B	42.71 (19)
C26A—C8A—C9A—C10A	−73.89 (17)	C26B—C8B—C9B—C10B	−77.42 (17)
C14A—C8A—C9A—C10A	165.55 (13)	C14B—C8B—C9B—C10B	162.53 (14)
C2A—C1A—C10A—C25A	−73.81 (17)	C2B—C1B—C10B—C25B	−75.10 (19)
C2A—C1A—C10A—C5A	49.71 (17)	C2B—C1B—C10B—C5B	48.77 (19)
C2A—C1A—C10A—C9A	163.14 (13)	C2B—C1B—C10B—C9B	162.26 (15)
C6A—C5A—C10A—C25A	−63.96 (17)	C6B—C5B—C10B—C25B	−60.72 (17)
C4A—C5A—C10A—C25A	69.54 (18)	C4B—C5B—C10B—C25B	72.66 (18)
C6A—C5A—C10A—C1A	176.23 (12)	C6B—C5B—C10B—C1B	179.22 (13)
C4A—C5A—C10A—C1A	−50.27 (17)	C4B—C5B—C10B—C1B	−47.39 (18)
C6A—C5A—C10A—C9A	61.59 (15)	C6B—C5B—C10B—C9B	64.22 (15)
C4A—C5A—C10A—C9A	−164.91 (13)	C4B—C5B—C10B—C9B	−162.39 (13)
C11A—C9A—C10A—C25A	−58.80 (19)	C11B—C9B—C10B—C25B	−59.93 (19)
C8A—C9A—C10A—C25A	71.80 (18)	C8B—C9B—C10B—C25B	70.81 (19)
C11A—C9A—C10A—C1A	60.26 (17)	C11B—C9B—C10B—C1B	58.74 (18)
C8A—C9A—C10A—C1A	−169.14 (13)	C8B—C9B—C10B—C1B	−170.51 (14)
C11A—C9A—C10A—C5A	175.82 (14)	C11B—C9B—C10B—C5B	175.08 (14)
C8A—C9A—C10A—C5A	−53.58 (17)	C8B—C9B—C10B—C5B	−54.17 (17)
C8A—C9A—C11A—C12A	33.85 (19)	C8B—C9B—C11B—C12B	38.30 (19)
C10A—C9A—C11A—C12A	167.74 (14)	C10B—C9B—C11B—C12B	172.44 (14)
C9A—C11A—C12A—C13A	−3.3 (2)	C9B—C11B—C12B—C13B	−6.2 (3)
C11A—C12A—C13A—C18A	178.82 (15)	C11B—C12B—C13B—C18B	177.84 (15)
C11A—C12A—C13A—C14A	2.5 (3)	C11B—C12B—C13B—C14B	1.7 (3)
C12A—C13A—C14A—C15A	−152.91 (16)	C12B—C13B—C14B—C15B	−150.11 (15)
C18A—C13A—C14A—C15A	30.8 (2)	C18B—C13B—C14B—C15B	33.78 (19)
C12A—C13A—C14A—C27A	90.41 (17)	C12B—C13B—C14B—C27B	93.16 (18)
C18A—C13A—C14A—C27A	−85.90 (17)	C18B—C13B—C14B—C27B	−82.95 (16)
C12A—C13A—C14A—C8A	−30.8 (2)	C12B—C13B—C14B—C8B	−28.4 (2)
C18A—C13A—C14A—C8A	152.86 (14)	C18B—C13B—C14B—C8B	155.47 (13)
C7A—C8A—C14A—C13A	179.98 (13)	C7B—C8B—C14B—C13B	179.87 (13)
C9A—C8A—C14A—C13A	59.88 (16)	C26B—C8B—C14B—C13B	−61.66 (16)
C26A—C8A—C14A—C13A	−61.31 (17)	C9B—C8B—C14B—C13B	58.58 (15)
C7A—C8A—C14A—C15A	−55.90 (17)	C7B—C8B—C14B—C15B	−56.55 (16)
C9A—C8A—C14A—C15A	−176.00 (13)	C26B—C8B—C14B—C15B	61.91 (17)
C26A—C8A—C14A—C15A	62.81 (17)	C9B—C8B—C14B—C15B	−177.85 (13)
C7A—C8A—C14A—C27A	62.82 (18)	C7B—C8B—C14B—C27B	61.78 (17)
C9A—C8A—C14A—C27A	−57.28 (17)	C26B—C8B—C14B—C27B	−179.76 (15)
C26A—C8A—C14A—C27A	−178.47 (15)	C9B—C8B—C14B—C27B	−59.52 (17)
C13A—C14A—C15A—C16A	−35.9 (2)	C13B—C14B—C15B—C16B	−37.95 (19)
C27A—C14A—C15A—C16A	80.51 (17)	C27B—C14B—C15B—C16B	78.93 (17)
C8A—C14A—C15A—C16A	−157.11 (14)	C8B—C14B—C15B—C16B	−159.16 (13)
C14A—C15A—C16A—C17A	53.3 (2)	C14B—C15B—C16B—C17B	53.45 (18)
C15A—C16A—C17A—C28A	60.66 (19)	C15B—C16B—C17B—C28B	61.81 (17)
C15A—C16A—C17A—C18A	−62.03 (18)	C15B—C16B—C17B—C18B	−60.58 (17)
C15A—C16A—C17A—C22A	175.33 (14)	C15B—C16B—C17B—C22B	176.53 (13)
C12A—C13A—C18A—C19A	−91.55 (18)	C12B—C13B—C18B—C19B	−92.05 (19)
C14A—C13A—C18A—C19A	84.79 (18)	C14B—C13B—C18B—C19B	84.13 (17)
C12A—C13A—C18A—C17A	143.09 (16)	C12B—C13B—C18B—C17B	141.98 (16)
C14A—C13A—C18A—C17A	−40.57 (19)	C14B—C13B—C18B—C17B	−41.83 (18)
C28A—C17A—C18A—C13A	−67.17 (17)	C16B—C17B—C18B—C13B	52.88 (17)
C16A—C17A—C18A—C13A	54.10 (17)	C28B—C17B—C18B—C13B	−68.63 (17)
C22A—C17A—C18A—C13A	177.01 (13)	C22B—C17B—C18B—C13B	175.95 (13)
C28A—C17A—C18A—C19A	167.17 (13)	C16B—C17B—C18B—C19B	−73.50 (16)
C16A—C17A—C18A—C19A	−71.56 (16)	C28B—C17B—C18B—C19B	165.00 (13)
C22A—C17A—C18A—C19A	51.35 (17)	C22B—C17B—C18B—C19B	49.58 (17)
C13A—C18A—C19A—C20A	−179.29 (15)	C13B—C18B—C19B—C20B	179.43 (14)
C17A—C18A—C19A—C20A	−53.77 (19)	C17B—C18B—C19B—C20B	−54.75 (19)
C18A—C19A—C20A—C29A	171.57 (16)	C18B—C19B—C20B—C29B	174.49 (16)
C18A—C19A—C20A—C30A	−68.98 (19)	C18B—C19B—C20B—C30B	−65.49 (18)
C18A—C19A—C20A—C21A	54.02 (19)	C18B—C19B—C20B—C21B	57.00 (18)
C29A—C20A—C21A—C22A	−172.48 (14)	C29B—C20B—C21B—C22B	−175.08 (14)
C30A—C20A—C21A—C22A	68.41 (18)	C30B—C20B—C21B—C22B	65.56 (17)
C19A—C20A—C21A—C22A	−54.43 (18)	C19B—C20B—C21B—C22B	−57.12 (18)
C20A—C21A—C22A—C17A	55.9 (2)	C20B—C21B—C22B—C17B	56.59 (19)
C28A—C17A—C22A—C21A	−173.67 (16)	C16B—C17B—C22B—C21B	70.90 (18)
C16A—C17A—C22A—C21A	68.5 (2)	C28B—C17B—C22B—C21B	−171.07 (15)
C18A—C17A—C22A—C21A	−53.3 (2)	C18B—C17B—C22B—C21B	−51.45 (19)
C16A—C17A—C28A—O28A	28.2 (2)	C16B—C17B—C28B—O28B	21.0 (2)
C18A—C17A—C28A—O28A	149.46 (17)	C18B—C17B—C28B—O28B	142.61 (17)
C22A—C17A—C28A—O28A	−90.8 (2)	C22B—C17B—C28B—O28B	−98.02 (19)
C16A—C17A—C28A—O29A	−155.05 (15)	C16B—C17B—C28B—O29B	−162.80 (14)
C18A—C17A—C28A—O29A	−33.8 (2)	C18B—C17B—C28B—O29B	−41.19 (18)
C22A—C17A—C28A—O29A	85.89 (18)	C22B—C17B—C28B—O29B	78.19 (17)
O28A—C28A—O29A—C31A	−0.9 (3)	O28B—C28B—O29B—C31B	−0.9 (3)
C17A—C28A—O29A—C31A	−177.67 (19)	C17B—C28B—O29B—C31B	−177.18 (16)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3A—H3AO···O28Aⁱ	0.84	1.95	2.785 (2)	175
O3B—H3BO···O3Aⁱⁱ	0.84	2.02	2.8187 (17)	160
O3A—H3AO···O28Aⁱ	0.84	1.95	2.785 (2)	175
O3B—H3BO···O3Aⁱⁱ	0.84	2.02	2.8187 (17)	160

Symmetry codes: (i) x, y−1, z; (ii) x+1, y+1, z+1.

(2_ethyl_OA) top

Crystal data top

C₃₂H₅₂O₃	Z = 2
M_r = 484.73	F(000) = 536
Triclinic, P1	D_x = 1.142 Mg m⁻³
a = 7.1484 (1) Å	Cu Kα radiation, λ = 1.54184 Å
b = 13.3087 (3) Å	Cell parameters from 23217 reflections
c = 15.0523 (3) Å	θ = 2.9–76.3°
α = 92.456 (2)°	µ = 0.54 mm⁻¹
β = 94.221 (2)°	T = 130 K
γ = 98.518 (2)°	Block, yellow
V = 1410.28 (5) Å³	0.5 × 0.2 × 0.2 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	10183 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	10113 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.024
ω scans	θ_max = 74.5°, θ_min = 3.0°
Absorption correction: multi-scan CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −8→8
T_min = 0.726, T_max = 1.000	k = −16→16
34437 measured reflections	l = −18→18

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.035	w = 1/[σ²(F_o²) + (0.0588P)² + 0.2518P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.093	(Δ/σ)_max < 0.001
S = 1.02	Δρ_max = 0.27 e Å⁻³
10183 reflections	Δρ_min = −0.27 e Å⁻³
664 parameters	Absolute structure: Flack x determined using 4330 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
7 restraints	Absolute structure parameter: 0.00 (5)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
C1A	0.3949 (3)	0.20312 (15)	0.44486 (12)	0.0229 (4)
H1AA	0.532277	0.225998	0.459771	0.027*
H1AB	0.334228	0.193801	0.501568	0.027*
C2A	0.3680 (3)	0.10082 (15)	0.39153 (13)	0.0244 (4)
H2AA	0.440210	0.107882	0.337895	0.029*
H2AB	0.418963	0.049694	0.428435	0.029*
C3A	0.1594 (3)	0.06417 (14)	0.36318 (12)	0.0210 (4)
H3A	0.090331	0.057134	0.418531	0.025*
C4A	0.0680 (3)	0.13838 (14)	0.30519 (12)	0.0213 (4)
C5A	0.1025 (2)	0.24359 (14)	0.35883 (11)	0.0183 (3)
H5A	0.034299	0.230855	0.413872	0.022*
C6A	0.0092 (3)	0.32656 (14)	0.31449 (12)	0.0216 (4)
H6AA	−0.118012	0.297181	0.286654	0.026*
H6AB	0.086777	0.354956	0.267017	0.026*
C7A	−0.0093 (3)	0.41133 (14)	0.38383 (12)	0.0209 (4)
H7AA	−0.097141	0.383399	0.427642	0.025*
H7AB	−0.066178	0.465465	0.353519	0.025*
C8A	0.1810 (2)	0.45886 (14)	0.43416 (11)	0.0185 (3)
C9A	0.2942 (2)	0.37438 (14)	0.46535 (12)	0.0191 (3)
H9A	0.219534	0.340250	0.512213	0.023*
C10A	0.3106 (2)	0.28627 (14)	0.39439 (12)	0.0191 (3)
C11A	0.4854 (3)	0.42098 (16)	0.51475 (13)	0.0259 (4)
H11A	0.525519	0.371639	0.556882	0.031*
H11B	0.581802	0.431694	0.470728	0.031*
C12A	0.4824 (3)	0.52040 (16)	0.56571 (13)	0.0254 (4)
H12A	0.596621	0.550639	0.598779	0.031*
C13A	0.3344 (3)	0.56957 (14)	0.56861 (11)	0.0203 (4)
C14A	0.1421 (2)	0.52306 (13)	0.52074 (11)	0.0188 (3)
C15A	0.0145 (3)	0.60327 (15)	0.49408 (12)	0.0246 (4)
H15A	0.047792	0.628152	0.435366	0.029*
H15B	−0.119391	0.569768	0.487138	0.029*
C16A	0.0312 (3)	0.69471 (16)	0.56098 (13)	0.0290 (4)
H16A	−0.019503	0.671973	0.617443	0.035*
H16B	−0.045854	0.744852	0.536931	0.035*
C17A	0.2380 (3)	0.74545 (15)	0.57974 (12)	0.0287 (4)
C18A	0.3543 (3)	0.66977 (14)	0.62380 (12)	0.0234 (4)
H18A	0.490926	0.701025	0.626851	0.028*
C19A	0.3028 (3)	0.65286 (14)	0.72065 (12)	0.0221 (4)
H19A	0.170888	0.617024	0.718985	0.027*
H19B	0.387009	0.607988	0.748093	0.027*
C20A	0.3199 (3)	0.75125 (15)	0.78022 (12)	0.0256 (4)
C21A	0.2038 (3)	0.82515 (15)	0.73426 (13)	0.0309 (5)
H21A	0.067303	0.796944	0.732537	0.037*
H21B	0.223938	0.890557	0.770055	0.037*
C22A	0.2559 (4)	0.84510 (16)	0.63930 (14)	0.0360 (5)
H22A	0.387917	0.880892	0.641429	0.043*
H22B	0.171529	0.890141	0.612266	0.043*
C23A	−0.1468 (3)	0.10129 (17)	0.29444 (15)	0.0313 (5)
H23A	−0.170775	0.030849	0.269665	0.047*
H23B	−0.208016	0.144652	0.254017	0.047*
H23C	−0.198677	0.104712	0.352789	0.047*
C24A	0.1394 (3)	0.14169 (16)	0.21119 (12)	0.0284 (4)
H24A	0.278210	0.157700	0.216070	0.043*
H24B	0.085470	0.194145	0.178436	0.043*
H24C	0.100056	0.075345	0.179231	0.043*
C25A	0.4413 (3)	0.31960 (16)	0.32015 (13)	0.0262 (4)
H25A	0.546257	0.371347	0.345017	0.039*
H25B	0.368349	0.347988	0.272293	0.039*
H25C	0.492278	0.260572	0.296104	0.039*
C26A	0.2937 (3)	0.52941 (15)	0.37083 (12)	0.0264 (4)
H26A	0.298055	0.492354	0.313514	0.040*
H26B	0.423258	0.551252	0.397694	0.040*
H26C	0.231116	0.589215	0.361254	0.040*
C27A	0.0357 (2)	0.45598 (14)	0.58890 (12)	0.0201 (3)
H27A	0.122880	0.415455	0.618719	0.030*
H27B	−0.071382	0.410485	0.557500	0.030*
H27C	−0.011587	0.499755	0.633408	0.030*
C29A	0.2357 (3)	0.72521 (17)	0.86823 (13)	0.0325 (5)
H29A	0.247650	0.787074	0.907252	0.049*
H29B	0.304130	0.675414	0.897392	0.049*
H29C	0.101361	0.696440	0.856542	0.049*
C30A	0.5280 (3)	0.79888 (17)	0.80008 (14)	0.0336 (5)
H30A	0.536037	0.859522	0.840297	0.050*
H30B	0.582482	0.818095	0.744246	0.050*
H30C	0.598806	0.749507	0.828420	0.050*
O28A	0.2497 (5)	0.8215 (4)	0.4381 (3)	0.0387 (9)	0.608 (3)
C28A	0.3326 (9)	0.7775 (8)	0.4944 (5)	0.0266 (15)	0.608 (3)
O29A	0.5083 (6)	0.7560 (3)	0.4852 (3)	0.0294 (8)	0.608 (3)
C31A	0.6072 (7)	0.7905 (3)	0.4081 (3)	0.0359 (9)	0.608 (3)
H31A	0.513423	0.795999	0.357412	0.043*	0.608 (3)
H31B	0.688275	0.740219	0.390017	0.043*	0.608 (3)
C32A	0.7271 (6)	0.8917 (3)	0.4300 (3)	0.0375 (7)	0.608 (3)
H32A	0.645813	0.942179	0.444736	0.056*	0.608 (3)
H32B	0.796666	0.912631	0.378522	0.056*	0.608 (3)
H32C	0.817472	0.886531	0.481246	0.056*	0.608 (3)
O28C	0.1718 (9)	0.8178 (7)	0.4347 (6)	0.0387 (9)	0.392 (3)
C28C	0.2792 (17)	0.7873 (14)	0.4887 (9)	0.0266 (15)	0.392 (3)
O29C	0.4618 (11)	0.7871 (5)	0.4831 (5)	0.0294 (8)	0.392 (3)
C31C	0.5347 (10)	0.8257 (6)	0.4004 (4)	0.0359 (9)	0.392 (3)
H31C	0.482391	0.778935	0.348707	0.043*	0.392 (3)
H31D	0.499258	0.893696	0.390114	0.043*	0.392 (3)
C32C	0.7409 (9)	0.8319 (5)	0.4126 (4)	0.0375 (7)	0.392 (3)
H32D	0.790376	0.879035	0.463630	0.056*	0.392 (3)
H32E	0.797184	0.856621	0.358703	0.056*	0.392 (3)
H32F	0.773364	0.764342	0.423734	0.056*	0.392 (3)
O3A	0.1349 (2)	−0.03414 (10)	0.31732 (9)	0.0251 (3)
H3AA	0.168774	−0.076818	0.352280	0.030*
C1B	1.1413 (3)	0.60104 (16)	1.10913 (13)	0.0263 (4)
H1BA	1.190226	0.547225	1.143346	0.032*
H1BB	1.200020	0.603354	1.051574	0.032*
C2B	1.2009 (3)	0.70371 (17)	1.16128 (13)	0.0290 (4)
H2BA	1.150798	0.700436	1.220852	0.035*
H2BB	1.341059	0.718639	1.169863	0.035*
C3B	1.1258 (3)	0.78777 (15)	1.11147 (13)	0.0280 (4)
H3B	1.170253	0.782480	1.050220	0.034*
C4B	0.9074 (3)	0.77213 (15)	1.09825 (13)	0.0273 (4)
C5B	0.8424 (3)	0.66481 (14)	1.05089 (12)	0.0217 (4)
H5B	0.892979	0.670296	0.990798	0.026*
C6B	0.6272 (3)	0.63677 (15)	1.03091 (14)	0.0260 (4)
H6BA	0.572714	0.697533	1.012387	0.031*
H6BB	0.568873	0.613196	1.085446	0.031*
C7B	0.5826 (3)	0.55236 (15)	0.95632 (13)	0.0245 (4)
H7BA	0.623928	0.580626	0.899953	0.029*
H7BB	0.443371	0.531406	0.948232	0.029*
C8B	0.6768 (2)	0.45732 (14)	0.97304 (12)	0.0186 (3)
C9B	0.8851 (2)	0.48636 (14)	1.01430 (11)	0.0190 (3)
H9B	0.957422	0.514777	0.964329	0.023*
C10B	0.9237 (2)	0.57275 (14)	1.09065 (12)	0.0195 (4)
C11B	0.9680 (3)	0.38985 (16)	1.03635 (13)	0.0268 (4)
H11C	1.108214	0.406016	1.041641	0.032*
H11D	0.927904	0.367960	1.094970	0.032*
C12B	0.9083 (3)	0.30296 (15)	0.96783 (12)	0.0220 (4)
H12B	0.966529	0.243747	0.974553	0.026*
C13B	0.7806 (2)	0.30221 (13)	0.89856 (11)	0.0177 (3)
C14B	0.6845 (2)	0.39541 (14)	0.88082 (12)	0.0182 (3)
C15B	0.4805 (3)	0.36646 (14)	0.83457 (13)	0.0224 (4)
H15C	0.391274	0.349551	0.880892	0.027*
H15D	0.444406	0.426482	0.804812	0.027*
C16B	0.4578 (2)	0.27654 (14)	0.76539 (12)	0.0210 (4)
H16C	0.322161	0.258714	0.743986	0.025*
H16D	0.529130	0.297549	0.713615	0.025*
C17B	0.5283 (2)	0.18233 (13)	0.80215 (11)	0.0178 (3)
C18B	0.7423 (2)	0.20862 (13)	0.83379 (11)	0.0175 (3)
H18B	0.777246	0.149946	0.867324	0.021*
C19B	0.8666 (2)	0.21949 (14)	0.75401 (12)	0.0199 (3)
H19C	0.840768	0.279931	0.721811	0.024*
H19D	1.001777	0.231557	0.777050	0.024*
C20B	0.8331 (3)	0.12592 (14)	0.68753 (12)	0.0214 (4)
C21B	0.6216 (3)	0.10637 (15)	0.65482 (12)	0.0231 (4)
H21C	0.590586	0.164510	0.620683	0.028*
H21D	0.596565	0.044723	0.613985	0.028*
C22B	0.4929 (2)	0.09204 (14)	0.73129 (12)	0.0205 (4)
H22C	0.513134	0.028978	0.760733	0.025*
H22D	0.358970	0.083313	0.706530	0.025*
C23B	0.8526 (4)	0.85300 (18)	1.03610 (19)	0.0465 (6)
H23D	0.914600	0.920423	1.059784	0.070*
H23E	0.714582	0.850906	1.032133	0.070*
H23F	0.893439	0.839417	0.976599	0.070*
C24B	0.8196 (3)	0.78723 (17)	1.18726 (16)	0.0342 (5)
H24D	0.867746	0.742653	1.230805	0.051*
H24E	0.681195	0.770356	1.177987	0.051*
H24F	0.854052	0.858290	1.209688	0.051*
C25B	0.8439 (3)	0.54068 (15)	1.17934 (12)	0.0262 (4)
H25D	0.861972	0.470328	1.189237	0.039*
H25E	0.708241	0.545668	1.176620	0.039*
H25F	0.910870	0.585673	1.228516	0.039*
C26B	0.5568 (3)	0.39100 (15)	1.03646 (13)	0.0255 (4)
H26D	0.538833	0.432598	1.089564	0.038*
H26E	0.622763	0.334628	1.054299	0.038*
H26F	0.432959	0.363773	1.005675	0.038*
C27B	0.8034 (3)	0.45927 (15)	0.81417 (12)	0.0241 (4)
H27D	0.938914	0.460893	0.831032	0.036*
H27E	0.773543	0.528828	0.815960	0.036*
H27F	0.772426	0.428197	0.753665	0.036*
C28B	0.4120 (2)	0.14505 (14)	0.87937 (12)	0.0214 (4)
C29B	0.9492 (3)	0.15040 (17)	0.60713 (14)	0.0316 (5)
H29D	1.084374	0.165371	0.627304	0.047*
H29E	0.909607	0.209655	0.578841	0.047*
H29F	0.927607	0.091792	0.563975	0.047*
C30B	0.8948 (3)	0.03250 (15)	0.73007 (14)	0.0264 (4)
H30D	0.872515	−0.025366	0.686135	0.040*
H30E	0.821271	0.016011	0.781353	0.040*
H30F	1.030167	0.047009	0.749981	0.040*
C31B	0.4088 (4)	0.0399 (3)	1.00482 (18)	0.0548 (8)
H31E	0.382378	−0.035323	0.997635	0.066*
H31F	0.287165	0.065669	1.010790	0.066*
C32B	0.5398 (4)	0.0715 (2)	1.08554 (16)	0.0407 (5)
H32G	0.664417	0.052345	1.076411	0.061*
H32H	0.488688	0.037702	1.137066	0.061*
H32I	0.552667	0.145446	1.096453	0.061*
O28B	0.2598 (2)	0.16546 (15)	0.89285 (13)	0.0451 (4)
O29B	0.4973 (2)	0.08105 (17)	0.92746 (12)	0.0506 (5)
O3B	1.2085 (2)	0.88643 (11)	1.14777 (10)	0.0359 (4)
H3BA	1.172395	0.895612	1.198959	0.043*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1A	0.0194 (8)	0.0261 (10)	0.0226 (8)	0.0064 (7)	−0.0050 (7)	−0.0038 (7)
C2A	0.0216 (9)	0.0257 (10)	0.0266 (9)	0.0090 (7)	−0.0030 (7)	−0.0025 (7)
C3A	0.0235 (9)	0.0216 (9)	0.0174 (8)	0.0030 (7)	0.0013 (6)	−0.0025 (6)
C4A	0.0215 (9)	0.0231 (9)	0.0187 (8)	0.0051 (7)	−0.0026 (6)	−0.0035 (7)
C5A	0.0167 (8)	0.0221 (9)	0.0156 (7)	0.0031 (7)	−0.0015 (6)	−0.0018 (6)
C6A	0.0213 (8)	0.0244 (9)	0.0186 (8)	0.0060 (7)	−0.0046 (6)	−0.0016 (7)
C7A	0.0204 (8)	0.0214 (9)	0.0205 (8)	0.0050 (7)	−0.0038 (6)	−0.0011 (7)
C8A	0.0186 (8)	0.0193 (8)	0.0168 (8)	0.0011 (7)	0.0002 (6)	0.0008 (6)
C9A	0.0148 (7)	0.0232 (9)	0.0184 (8)	0.0026 (7)	−0.0011 (6)	−0.0021 (7)
C10A	0.0162 (8)	0.0222 (9)	0.0186 (8)	0.0038 (7)	−0.0008 (6)	−0.0017 (7)
C11A	0.0174 (8)	0.0321 (10)	0.0266 (9)	0.0041 (7)	−0.0039 (7)	−0.0063 (8)
C12A	0.0181 (8)	0.0317 (10)	0.0229 (8)	−0.0051 (7)	−0.0006 (7)	−0.0056 (7)
C13A	0.0217 (8)	0.0203 (9)	0.0167 (8)	−0.0038 (7)	0.0027 (6)	0.0007 (7)
C14A	0.0195 (8)	0.0175 (8)	0.0185 (8)	0.0007 (6)	0.0008 (6)	0.0006 (6)
C15A	0.0316 (10)	0.0199 (9)	0.0225 (9)	0.0073 (7)	−0.0025 (7)	−0.0001 (7)
C16A	0.0421 (12)	0.0215 (9)	0.0242 (9)	0.0096 (8)	−0.0016 (8)	0.0013 (7)
C17A	0.0488 (12)	0.0172 (9)	0.0186 (8)	−0.0009 (8)	0.0037 (8)	0.0021 (7)
C18A	0.0288 (9)	0.0211 (9)	0.0174 (8)	−0.0056 (7)	0.0037 (7)	−0.0008 (7)
C19A	0.0300 (9)	0.0174 (8)	0.0181 (8)	0.0006 (7)	0.0026 (7)	0.0010 (6)
C20A	0.0378 (11)	0.0194 (9)	0.0186 (8)	0.0008 (8)	0.0038 (7)	−0.0003 (7)
C21A	0.0507 (13)	0.0184 (9)	0.0230 (9)	0.0042 (9)	0.0020 (8)	−0.0011 (7)
C22A	0.0639 (15)	0.0171 (9)	0.0248 (10)	0.0006 (9)	0.0002 (9)	0.0031 (8)
C23A	0.0235 (10)	0.0297 (10)	0.0379 (11)	0.0042 (8)	−0.0083 (8)	−0.0118 (9)
C24A	0.0411 (11)	0.0277 (10)	0.0178 (8)	0.0115 (8)	−0.0005 (7)	−0.0021 (7)
C25A	0.0215 (9)	0.0301 (10)	0.0264 (9)	0.0015 (7)	0.0058 (7)	−0.0031 (8)
C26A	0.0336 (10)	0.0249 (10)	0.0195 (8)	−0.0011 (8)	0.0056 (7)	0.0020 (7)
C27A	0.0196 (8)	0.0188 (8)	0.0213 (8)	0.0004 (7)	0.0032 (6)	0.0002 (6)
C29A	0.0500 (13)	0.0285 (10)	0.0199 (9)	0.0067 (9)	0.0079 (8)	0.0007 (7)
C30A	0.0430 (12)	0.0263 (10)	0.0280 (10)	−0.0029 (9)	−0.0017 (9)	−0.0033 (8)
O28A	0.052 (3)	0.0378 (11)	0.0286 (10)	0.009 (3)	0.002 (2)	0.0171 (8)
C28A	0.042 (5)	0.016 (2)	0.0206 (14)	−0.001 (3)	−0.001 (3)	0.0044 (11)
O29A	0.037 (2)	0.027 (2)	0.0244 (8)	0.0004 (12)	0.0103 (12)	0.0081 (14)
C31A	0.042 (3)	0.040 (3)	0.0269 (13)	0.0017 (15)	0.0131 (17)	0.0110 (15)
C32A	0.0366 (15)	0.0316 (18)	0.0481 (18)	0.0069 (16)	0.0152 (14)	0.0194 (16)
O28C	0.052 (3)	0.0378 (11)	0.0286 (10)	0.009 (3)	0.002 (2)	0.0171 (8)
C28C	0.042 (5)	0.016 (2)	0.0206 (14)	−0.001 (3)	−0.001 (3)	0.0044 (11)
O29C	0.037 (2)	0.027 (2)	0.0244 (8)	0.0004 (12)	0.0103 (12)	0.0081 (14)
C31C	0.042 (3)	0.040 (3)	0.0269 (13)	0.0017 (15)	0.0131 (17)	0.0110 (15)
C32C	0.0366 (15)	0.0316 (18)	0.0481 (18)	0.0069 (16)	0.0152 (14)	0.0194 (16)
O3A	0.0337 (7)	0.0203 (7)	0.0211 (6)	0.0053 (5)	−0.0007 (5)	−0.0010 (5)
C1B	0.0197 (9)	0.0315 (10)	0.0257 (9)	0.0023 (7)	−0.0027 (7)	−0.0090 (8)
C2B	0.0203 (9)	0.0355 (11)	0.0278 (9)	−0.0021 (8)	0.0000 (7)	−0.0109 (8)
C3B	0.0318 (10)	0.0269 (10)	0.0211 (8)	−0.0093 (8)	0.0077 (7)	−0.0081 (7)
C4B	0.0317 (10)	0.0193 (9)	0.0285 (9)	−0.0009 (8)	−0.0009 (8)	−0.0052 (7)
C5B	0.0233 (9)	0.0184 (9)	0.0216 (8)	0.0000 (7)	−0.0010 (7)	−0.0034 (7)
C6B	0.0241 (9)	0.0218 (9)	0.0313 (10)	0.0069 (7)	−0.0055 (7)	−0.0067 (8)
C7B	0.0211 (9)	0.0208 (9)	0.0302 (9)	0.0060 (7)	−0.0078 (7)	−0.0072 (7)
C8B	0.0168 (8)	0.0176 (8)	0.0206 (8)	0.0026 (6)	−0.0019 (6)	−0.0032 (6)
C9B	0.0157 (8)	0.0217 (9)	0.0184 (8)	0.0019 (6)	−0.0018 (6)	−0.0026 (7)
C10B	0.0182 (8)	0.0219 (9)	0.0171 (8)	0.0009 (7)	−0.0014 (6)	−0.0027 (7)
C11B	0.0263 (9)	0.0277 (10)	0.0253 (9)	0.0094 (8)	−0.0104 (7)	−0.0057 (8)
C12B	0.0209 (8)	0.0213 (9)	0.0239 (8)	0.0070 (7)	−0.0040 (7)	−0.0022 (7)
C13B	0.0146 (7)	0.0179 (8)	0.0203 (8)	0.0018 (6)	0.0016 (6)	−0.0003 (6)
C14B	0.0177 (8)	0.0166 (8)	0.0192 (8)	0.0016 (6)	−0.0019 (6)	−0.0013 (6)
C15B	0.0202 (8)	0.0202 (9)	0.0260 (9)	0.0061 (7)	−0.0066 (7)	−0.0035 (7)
C16B	0.0181 (8)	0.0205 (9)	0.0230 (8)	0.0030 (7)	−0.0055 (6)	−0.0021 (7)
C17B	0.0153 (8)	0.0177 (8)	0.0197 (8)	0.0011 (6)	−0.0007 (6)	−0.0001 (6)
C18B	0.0151 (8)	0.0176 (8)	0.0193 (8)	0.0023 (6)	−0.0006 (6)	0.0000 (6)
C19B	0.0160 (8)	0.0209 (9)	0.0219 (8)	0.0004 (6)	0.0016 (6)	−0.0003 (7)
C20B	0.0201 (8)	0.0227 (9)	0.0206 (8)	0.0006 (7)	0.0033 (6)	−0.0029 (7)
C21B	0.0242 (9)	0.0241 (9)	0.0191 (8)	0.0007 (7)	−0.0009 (7)	−0.0039 (7)
C22B	0.0159 (8)	0.0203 (8)	0.0236 (8)	−0.0005 (6)	−0.0011 (6)	−0.0027 (7)
C23B	0.0625 (16)	0.0202 (10)	0.0521 (14)	0.0029 (10)	−0.0170 (12)	−0.0038 (10)
C24B	0.0255 (10)	0.0316 (11)	0.0422 (12)	−0.0018 (8)	0.0053 (8)	−0.0182 (9)
C25B	0.0314 (10)	0.0249 (9)	0.0206 (9)	−0.0007 (8)	0.0032 (7)	−0.0021 (7)
C26B	0.0240 (9)	0.0251 (9)	0.0260 (9)	−0.0013 (7)	0.0053 (7)	−0.0041 (7)
C27B	0.0309 (9)	0.0199 (9)	0.0201 (8)	−0.0003 (7)	0.0007 (7)	0.0010 (7)
C28B	0.0169 (8)	0.0215 (9)	0.0236 (8)	−0.0024 (7)	0.0002 (6)	−0.0029 (7)
C29B	0.0317 (10)	0.0354 (11)	0.0259 (9)	−0.0023 (9)	0.0092 (8)	−0.0058 (8)
C30B	0.0223 (9)	0.0237 (9)	0.0332 (10)	0.0051 (7)	0.0020 (7)	−0.0044 (8)
C31B	0.0296 (12)	0.092 (2)	0.0403 (13)	−0.0075 (13)	0.0051 (10)	0.0353 (14)
C32B	0.0414 (12)	0.0418 (13)	0.0370 (12)	−0.0034 (10)	0.0113 (10)	0.0003 (10)
O28B	0.0288 (8)	0.0521 (11)	0.0617 (11)	0.0155 (7)	0.0221 (8)	0.0214 (9)
O29B	0.0281 (8)	0.0828 (14)	0.0482 (10)	0.0155 (8)	0.0146 (7)	0.0438 (10)
O3B	0.0411 (8)	0.0302 (8)	0.0302 (7)	−0.0159 (7)	0.0121 (6)	−0.0114 (6)

Geometric parameters (Å, º) top

C1A—H1AA	0.9900	C31C—C32C	1.462 (9)
C1A—H1AB	0.9900	C32C—H32D	0.9800
C1A—C2A	1.530 (2)	C32C—H32E	0.9800
C1A—C10A	1.539 (3)	C32C—H32F	0.9800
C2A—H2AA	0.9900	O3A—H3AA	0.8400
C2A—H2AB	0.9900	C1B—H1BA	0.9900
C2A—C3A	1.522 (2)	C1B—H1BB	0.9900
C3A—H3A	1.0000	C1B—C2B	1.533 (3)
C3A—C4A	1.531 (3)	C1B—C10B	1.546 (2)
C3A—O3A	1.434 (2)	C2B—H2BA	0.9900
C4A—C5A	1.564 (2)	C2B—H2BB	0.9900
C4A—C23A	1.536 (3)	C2B—C3B	1.514 (3)
C4A—C24A	1.539 (2)	C3B—H3B	1.0000
C5A—H5A	1.0000	C3B—C4B	1.541 (3)
C5A—C6A	1.525 (3)	C3B—O3B	1.426 (2)
C5A—C10A	1.558 (2)	C4B—C5B	1.559 (2)
C6A—H6AA	0.9900	C4B—C23B	1.531 (3)
C6A—H6AB	0.9900	C4B—C24B	1.539 (3)
C6A—C7A	1.531 (2)	C5B—H5B	1.0000
C7A—H7AA	0.9900	C5B—C6B	1.533 (3)
C7A—H7AB	0.9900	C5B—C10B	1.556 (3)
C7A—C8A	1.542 (2)	C6B—H6BA	0.9900
C8A—C9A	1.549 (3)	C6B—H6BB	0.9900
C8A—C14A	1.592 (2)	C6B—C7B	1.535 (2)
C8A—C26A	1.551 (2)	C7B—H7BA	0.9900
C9A—H9A	1.0000	C7B—H7BB	0.9900
C9A—C10A	1.575 (2)	C7B—C8B	1.540 (3)
C9A—C11A	1.538 (2)	C8B—C9B	1.557 (2)
C10A—C25A	1.547 (2)	C8B—C14B	1.592 (2)
C11A—H11A	0.9900	C8B—C26B	1.547 (2)
C11A—H11B	0.9900	C9B—H9B	1.0000
C11A—C12A	1.505 (3)	C9B—C10B	1.570 (2)
C12A—H12A	0.9500	C9B—C11B	1.531 (3)
C12A—C13A	1.326 (3)	C10B—C25B	1.542 (2)
C13A—C14A	1.535 (2)	C11B—H11C	0.9900
C13A—C18A	1.523 (2)	C11B—H11D	0.9900
C14A—C15A	1.551 (3)	C11B—C12B	1.507 (2)
C14A—C27A	1.556 (2)	C12B—H12B	0.9500
C15A—H15A	0.9900	C12B—C13B	1.333 (3)
C15A—H15B	0.9900	C13B—C14B	1.528 (3)
C15A—C16A	1.531 (2)	C13B—C18B	1.527 (2)
C16A—H16A	0.9900	C14B—C15B	1.556 (2)
C16A—H16B	0.9900	C14B—C27B	1.561 (2)
C16A—C17A	1.532 (3)	C15B—H15C	0.9900
C17A—C18A	1.540 (3)	C15B—H15D	0.9900
C17A—C22A	1.552 (3)	C15B—C16B	1.534 (2)
C17A—C28A	1.542 (7)	C16B—H16C	0.9900
C17A—C28C	1.534 (11)	C16B—H16D	0.9900
C18A—H18A	1.0000	C16B—C17B	1.529 (3)
C18A—C19A	1.547 (2)	C17B—C18B	1.552 (2)
C19A—H19A	0.9900	C17B—C22B	1.551 (2)
C19A—H19B	0.9900	C17B—C28B	1.536 (2)
C19A—C20A	1.539 (2)	C18B—H18B	1.0000
C20A—C21A	1.533 (3)	C18B—C19B	1.545 (2)
C20A—C29A	1.527 (3)	C19B—H19C	0.9900
C20A—C30A	1.531 (3)	C19B—H19D	0.9900
C21A—H21A	0.9900	C19B—C20B	1.542 (2)
C21A—H21B	0.9900	C20B—C21B	1.536 (2)
C21A—C22A	1.528 (3)	C20B—C29B	1.537 (2)
C22A—H22A	0.9900	C20B—C30B	1.529 (3)
C22A—H22B	0.9900	C21B—H21C	0.9900
C23A—H23A	0.9800	C21B—H21D	0.9900
C23A—H23B	0.9800	C21B—C22B	1.526 (2)
C23A—H23C	0.9800	C22B—H22C	0.9900
C24A—H24A	0.9800	C22B—H22D	0.9900
C24A—H24B	0.9800	C23B—H23D	0.9800
C24A—H24C	0.9800	C23B—H23E	0.9800
C25A—H25A	0.9800	C23B—H23F	0.9800
C25A—H25B	0.9800	C24B—H24D	0.9800
C25A—H25C	0.9800	C24B—H24E	0.9800
C26A—H26A	0.9800	C24B—H24F	0.9800
C26A—H26B	0.9800	C25B—H25D	0.9800
C26A—H26C	0.9800	C25B—H25E	0.9800
C27A—H27A	0.9800	C25B—H25F	0.9800
C27A—H27B	0.9800	C26B—H26D	0.9800
C27A—H27C	0.9800	C26B—H26E	0.9800
C29A—H29A	0.9800	C26B—H26F	0.9800
C29A—H29B	0.9800	C27B—H27D	0.9800
C29A—H29C	0.9800	C27B—H27E	0.9800
C30A—H30A	0.9800	C27B—H27F	0.9800
C30A—H30B	0.9800	C28B—O28B	1.189 (2)
C30A—H30C	0.9800	C28B—O29B	1.328 (3)
O28A—C28A	1.217 (8)	C29B—H29D	0.9800
C28A—O29A	1.345 (6)	C29B—H29E	0.9800
O29A—C31A	1.459 (5)	C29B—H29F	0.9800
C31A—H31A	0.9900	C30B—H30D	0.9800
C31A—H31B	0.9900	C30B—H30E	0.9800
C31A—C32A	1.495 (6)	C30B—H30F	0.9800
C32A—H32A	0.9800	C31B—H31E	0.9900
C32A—H32B	0.9800	C31B—H31F	0.9900
C32A—H32C	0.9800	C31B—C32B	1.484 (4)
O28C—C28C	1.201 (14)	C31B—O29B	1.455 (2)
C28C—O29C	1.314 (9)	C32B—H32G	0.9800
O29C—C31C	1.468 (10)	C32B—H32H	0.9800
C31C—H31C	0.9900	C32B—H32I	0.9800
C31C—H31D	0.9900	O3B—H3BA	0.8400

H1AA—C1A—H1AB	107.8	C32C—C31C—H31C	110.5
C2A—C1A—H1AA	109.0	C32C—C31C—H31D	110.5
C2A—C1A—H1AB	109.0	C31C—C32C—H32D	109.5
C2A—C1A—C10A	113.10 (15)	C31C—C32C—H32E	109.5
C10A—C1A—H1AA	109.0	C31C—C32C—H32F	109.5
C10A—C1A—H1AB	109.0	H32D—C32C—H32E	109.5
C1A—C2A—H2AA	109.4	H32D—C32C—H32F	109.5
C1A—C2A—H2AB	109.4	H32E—C32C—H32F	109.5
H2AA—C2A—H2AB	108.0	C3A—O3A—H3AA	109.5
C3A—C2A—C1A	111.21 (15)	H1BA—C1B—H1BB	107.8
C3A—C2A—H2AA	109.4	C2B—C1B—H1BA	109.0
C3A—C2A—H2AB	109.4	C2B—C1B—H1BB	109.0
C2A—C3A—H3A	107.7	C2B—C1B—C10B	113.08 (16)
C2A—C3A—C4A	113.23 (15)	C10B—C1B—H1BA	109.0
C4A—C3A—H3A	107.7	C10B—C1B—H1BB	109.0
O3A—C3A—C2A	110.71 (14)	C1B—C2B—H2BA	109.6
O3A—C3A—H3A	107.7	C1B—C2B—H2BB	109.6
O3A—C3A—C4A	109.71 (14)	H2BA—C2B—H2BB	108.1
C3A—C4A—C5A	106.72 (14)	C3B—C2B—C1B	110.43 (16)
C3A—C4A—C23A	107.71 (16)	C3B—C2B—H2BA	109.6
C3A—C4A—C24A	112.47 (15)	C3B—C2B—H2BB	109.6
C23A—C4A—C5A	108.02 (15)	C2B—C3B—H3B	105.6
C23A—C4A—C24A	107.55 (16)	C2B—C3B—C4B	112.83 (16)
C24A—C4A—C5A	114.12 (15)	C4B—C3B—H3B	105.6
C4A—C5A—H5A	104.4	O3B—C3B—C2B	112.30 (17)
C6A—C5A—C4A	114.64 (14)	O3B—C3B—H3B	105.6
C6A—C5A—H5A	104.4	O3B—C3B—C4B	114.03 (17)
C6A—C5A—C10A	110.16 (14)	C3B—C4B—C5B	107.24 (16)
C10A—C5A—C4A	117.25 (14)	C23B—C4B—C3B	107.22 (18)
C10A—C5A—H5A	104.4	C23B—C4B—C5B	108.92 (16)
C5A—C6A—H6AA	109.7	C23B—C4B—C24B	108.3 (2)
C5A—C6A—H6AB	109.7	C24B—C4B—C3B	111.18 (16)
C5A—C6A—C7A	109.99 (14)	C24B—C4B—C5B	113.81 (16)
H6AA—C6A—H6AB	108.2	C4B—C5B—H5B	104.4
C7A—C6A—H6AA	109.7	C6B—C5B—C4B	114.47 (16)
C7A—C6A—H6AB	109.7	C6B—C5B—H5B	104.4
C6A—C7A—H7AA	108.8	C6B—C5B—C10B	109.35 (15)
C6A—C7A—H7AB	108.8	C10B—C5B—C4B	118.09 (15)
C6A—C7A—C8A	113.66 (15)	C10B—C5B—H5B	104.4
H7AA—C7A—H7AB	107.7	C5B—C6B—H6BA	109.6
C8A—C7A—H7AA	108.8	C5B—C6B—H6BB	109.6
C8A—C7A—H7AB	108.8	C5B—C6B—C7B	110.07 (15)
C7A—C8A—C9A	110.29 (14)	H6BA—C6B—H6BB	108.2
C7A—C8A—C14A	109.65 (14)	C7B—C6B—H6BA	109.6
C7A—C8A—C26A	108.26 (14)	C7B—C6B—H6BB	109.6
C9A—C8A—C14A	107.59 (13)	C6B—C7B—H7BA	108.6
C9A—C8A—C26A	111.11 (15)	C6B—C7B—H7BB	108.6
C26A—C8A—C14A	109.94 (14)	C6B—C7B—C8B	114.72 (16)
C8A—C9A—H9A	104.8	H7BA—C7B—H7BB	107.6
C8A—C9A—C10A	116.89 (14)	C8B—C7B—H7BA	108.6
C10A—C9A—H9A	104.8	C8B—C7B—H7BB	108.6
C11A—C9A—C8A	110.74 (15)	C7B—C8B—C9B	111.57 (14)
C11A—C9A—H9A	104.8	C7B—C8B—C14B	109.63 (14)
C11A—C9A—C10A	113.55 (14)	C7B—C8B—C26B	108.00 (15)
C1A—C10A—C5A	108.67 (14)	C9B—C8B—C14B	107.03 (13)
C1A—C10A—C9A	107.01 (14)	C26B—C8B—C9B	110.38 (15)
C1A—C10A—C25A	107.94 (15)	C26B—C8B—C14B	110.25 (14)
C5A—C10A—C9A	105.35 (13)	C8B—C9B—H9B	104.8
C25A—C10A—C5A	113.74 (14)	C8B—C9B—C10B	117.06 (14)
C25A—C10A—C9A	113.84 (15)	C10B—C9B—H9B	104.8
C9A—C11A—H11A	108.7	C11B—C9B—C8B	109.78 (14)
C9A—C11A—H11B	108.7	C11B—C9B—H9B	104.8
H11A—C11A—H11B	107.6	C11B—C9B—C10B	114.32 (15)
C12A—C11A—C9A	114.41 (16)	C1B—C10B—C5B	109.01 (15)
C12A—C11A—H11A	108.7	C1B—C10B—C9B	107.57 (14)
C12A—C11A—H11B	108.7	C5B—C10B—C9B	105.18 (14)
C11A—C12A—H12A	117.1	C25B—C10B—C1B	107.17 (15)
C13A—C12A—C11A	125.83 (17)	C25B—C10B—C5B	113.91 (15)
C13A—C12A—H12A	117.1	C25B—C10B—C9B	113.79 (14)
C12A—C13A—C14A	120.19 (16)	C9B—C11B—H11C	108.8
C12A—C13A—C18A	119.41 (16)	C9B—C11B—H11D	108.8
C18A—C13A—C14A	120.32 (16)	H11C—C11B—H11D	107.7
C13A—C14A—C8A	108.09 (14)	C12B—C11B—C9B	113.65 (15)
C13A—C14A—C15A	113.52 (15)	C12B—C11B—H11C	108.8
C13A—C14A—C27A	106.32 (14)	C12B—C11B—H11D	108.8
C15A—C14A—C8A	109.81 (14)	C11B—C12B—H12B	117.3
C15A—C14A—C27A	106.54 (15)	C13B—C12B—C11B	125.47 (18)
C27A—C14A—C8A	112.60 (14)	C13B—C12B—H12B	117.3
C14A—C15A—H15A	108.7	C12B—C13B—C14B	120.85 (16)
C14A—C15A—H15B	108.7	C12B—C13B—C18B	118.37 (16)
H15A—C15A—H15B	107.6	C18B—C13B—C14B	120.66 (15)
C16A—C15A—C14A	114.31 (15)	C13B—C14B—C8B	108.88 (14)
C16A—C15A—H15A	108.7	C13B—C14B—C15B	112.43 (14)
C16A—C15A—H15B	108.7	C13B—C14B—C27B	107.00 (14)
C15A—C16A—H16A	109.4	C15B—C14B—C8B	109.71 (14)
C15A—C16A—H16B	109.4	C15B—C14B—C27B	106.55 (15)
C15A—C16A—C17A	111.22 (17)	C27B—C14B—C8B	112.27 (14)
H16A—C16A—H16B	108.0	C14B—C15B—H15C	108.7
C17A—C16A—H16A	109.4	C14B—C15B—H15D	108.7
C17A—C16A—H16B	109.4	H15C—C15B—H15D	107.6
C16A—C17A—C18A	109.24 (15)	C16B—C15B—C14B	114.29 (15)
C16A—C17A—C22A	112.03 (18)	C16B—C15B—H15C	108.7
C16A—C17A—C28A	113.0 (4)	C16B—C15B—H15D	108.7
C16A—C17A—C28C	101.0 (6)	C15B—C16B—H16C	109.0
C18A—C17A—C22A	110.56 (17)	C15B—C16B—H16D	109.0
C18A—C17A—C28A	107.0 (3)	H16C—C16B—H16D	107.8
C28A—C17A—C22A	104.9 (5)	C17B—C16B—C15B	113.08 (15)
C28C—C17A—C18A	122.1 (5)	C17B—C16B—H16C	109.0
C28C—C17A—C22A	101.4 (7)	C17B—C16B—H16D	109.0
C13A—C18A—C17A	111.95 (15)	C16B—C17B—C18B	109.46 (14)
C13A—C18A—H18A	107.3	C16B—C17B—C22B	111.08 (14)
C13A—C18A—C19A	111.61 (14)	C16B—C17B—C28B	109.77 (15)
C17A—C18A—H18A	107.3	C22B—C17B—C18B	110.93 (14)
C17A—C18A—C19A	111.12 (16)	C28B—C17B—C18B	110.77 (14)
C19A—C18A—H18A	107.3	C28B—C17B—C22B	104.75 (13)
C18A—C19A—H19A	108.7	C13B—C18B—C17B	111.34 (14)
C18A—C19A—H19B	108.7	C13B—C18B—H18B	107.1
H19A—C19A—H19B	107.6	C13B—C18B—C19B	112.40 (14)
C20A—C19A—C18A	114.33 (15)	C17B—C18B—H18B	107.1
C20A—C19A—H19A	108.7	C19B—C18B—C17B	111.48 (13)
C20A—C19A—H19B	108.7	C19B—C18B—H18B	107.1
C21A—C20A—C19A	109.09 (16)	C18B—C19B—H19C	108.8
C29A—C20A—C19A	108.62 (15)	C18B—C19B—H19D	108.8
C29A—C20A—C21A	108.14 (17)	H19C—C19B—H19D	107.7
C29A—C20A—C30A	108.69 (17)	C20B—C19B—C18B	113.87 (14)
C30A—C20A—C19A	110.80 (16)	C20B—C19B—H19C	108.8
C30A—C20A—C21A	111.42 (17)	C20B—C19B—H19D	108.8
C20A—C21A—H21A	109.0	C21B—C20B—C19B	108.03 (14)
C20A—C21A—H21B	109.0	C21B—C20B—C29B	108.52 (15)
H21A—C21A—H21B	107.8	C29B—C20B—C19B	108.71 (15)
C22A—C21A—C20A	113.11 (18)	C30B—C20B—C19B	111.48 (15)
C22A—C21A—H21A	109.0	C30B—C20B—C21B	111.27 (15)
C22A—C21A—H21B	109.0	C30B—C20B—C29B	108.75 (16)
C17A—C22A—H22A	109.1	C20B—C21B—H21C	109.1
C17A—C22A—H22B	109.1	C20B—C21B—H21D	109.1
C21A—C22A—C17A	112.30 (16)	H21C—C21B—H21D	107.8
C21A—C22A—H22A	109.1	C22B—C21B—C20B	112.55 (14)
C21A—C22A—H22B	109.1	C22B—C21B—H21C	109.1
H22A—C22A—H22B	107.9	C22B—C21B—H21D	109.1
C4A—C23A—H23A	109.5	C17B—C22B—H22C	108.9
C4A—C23A—H23B	109.5	C17B—C22B—H22D	108.9
C4A—C23A—H23C	109.5	C21B—C22B—C17B	113.32 (14)
H23A—C23A—H23B	109.5	C21B—C22B—H22C	108.9
H23A—C23A—H23C	109.5	C21B—C22B—H22D	108.9
H23B—C23A—H23C	109.5	H22C—C22B—H22D	107.7
C4A—C24A—H24A	109.5	C4B—C23B—H23D	109.5
C4A—C24A—H24B	109.5	C4B—C23B—H23E	109.5
C4A—C24A—H24C	109.5	C4B—C23B—H23F	109.5
H24A—C24A—H24B	109.5	H23D—C23B—H23E	109.5
H24A—C24A—H24C	109.5	H23D—C23B—H23F	109.5
H24B—C24A—H24C	109.5	H23E—C23B—H23F	109.5
C10A—C25A—H25A	109.5	C4B—C24B—H24D	109.5
C10A—C25A—H25B	109.5	C4B—C24B—H24E	109.5
C10A—C25A—H25C	109.5	C4B—C24B—H24F	109.5
H25A—C25A—H25B	109.5	H24D—C24B—H24E	109.5
H25A—C25A—H25C	109.5	H24D—C24B—H24F	109.5
H25B—C25A—H25C	109.5	H24E—C24B—H24F	109.5
C8A—C26A—H26A	109.5	C10B—C25B—H25D	109.5
C8A—C26A—H26B	109.5	C10B—C25B—H25E	109.5
C8A—C26A—H26C	109.5	C10B—C25B—H25F	109.5
H26A—C26A—H26B	109.5	H25D—C25B—H25E	109.5
H26A—C26A—H26C	109.5	H25D—C25B—H25F	109.5
H26B—C26A—H26C	109.5	H25E—C25B—H25F	109.5
C14A—C27A—H27A	109.5	C8B—C26B—H26D	109.5
C14A—C27A—H27B	109.5	C8B—C26B—H26E	109.5
C14A—C27A—H27C	109.5	C8B—C26B—H26F	109.5
H27A—C27A—H27B	109.5	H26D—C26B—H26E	109.5
H27A—C27A—H27C	109.5	H26D—C26B—H26F	109.5
H27B—C27A—H27C	109.5	H26E—C26B—H26F	109.5
C20A—C29A—H29A	109.5	C14B—C27B—H27D	109.5
C20A—C29A—H29B	109.5	C14B—C27B—H27E	109.5
C20A—C29A—H29C	109.5	C14B—C27B—H27F	109.5
H29A—C29A—H29B	109.5	H27D—C27B—H27E	109.5
H29A—C29A—H29C	109.5	H27D—C27B—H27F	109.5
H29B—C29A—H29C	109.5	H27E—C27B—H27F	109.5
C20A—C30A—H30A	109.5	O28B—C28B—C17B	125.31 (19)
C20A—C30A—H30B	109.5	O28B—C28B—O29B	123.10 (18)
C20A—C30A—H30C	109.5	O29B—C28B—C17B	111.47 (15)
H30A—C30A—H30B	109.5	C20B—C29B—H29D	109.5
H30A—C30A—H30C	109.5	C20B—C29B—H29E	109.5
H30B—C30A—H30C	109.5	C20B—C29B—H29F	109.5
O28A—C28A—C17A	120.4 (4)	H29D—C29B—H29E	109.5
O28A—C28A—O29A	121.8 (6)	H29D—C29B—H29F	109.5
O29A—C28A—C17A	117.8 (4)	H29E—C29B—H29F	109.5
C28A—O29A—C31A	119.4 (4)	C20B—C30B—H30D	109.5
O29A—C31A—H31A	109.6	C20B—C30B—H30E	109.5
O29A—C31A—H31B	109.6	C20B—C30B—H30F	109.5
O29A—C31A—C32A	110.3 (3)	H30D—C30B—H30E	109.5
H31A—C31A—H31B	108.1	H30D—C30B—H30F	109.5
C32A—C31A—H31A	109.6	H30E—C30B—H30F	109.5
C32A—C31A—H31B	109.6	H31E—C31B—H31F	108.3
C31A—C32A—H32A	109.5	C32B—C31B—H31E	110.0
C31A—C32A—H32B	109.5	C32B—C31B—H31F	110.0
C31A—C32A—H32C	109.5	O29B—C31B—H31E	110.0
H32A—C32A—H32B	109.5	O29B—C31B—H31F	110.0
H32A—C32A—H32C	109.5	O29B—C31B—C32B	108.67 (19)
H32B—C32A—H32C	109.5	C31B—C32B—H32G	109.5
O28C—C28C—C17A	128.3 (9)	C31B—C32B—H32H	109.5
O28C—C28C—O29C	126.5 (10)	C31B—C32B—H32I	109.5
O29C—C28C—C17A	105.2 (8)	H32G—C32B—H32H	109.5
C28C—O29C—C31C	114.8 (7)	H32G—C32B—H32I	109.5
O29C—C31C—H31C	110.5	H32H—C32B—H32I	109.5
O29C—C31C—H31D	110.5	C28B—O29B—C31B	118.92 (19)
H31C—C31C—H31D	108.7	C3B—O3B—H3BA	109.5
C32C—C31C—O29C	106.0 (6)

C1A—C2A—C3A—C4A	59.3 (2)	C28C—C17A—C18A—C19A	171.5 (9)
C1A—C2A—C3A—O3A	−176.99 (15)	C28C—C17A—C22A—C21A	175.0 (5)
C2A—C1A—C10A—C5A	50.34 (19)	C28C—O29C—C31C—C32C	172.6 (11)
C2A—C1A—C10A—C9A	163.64 (14)	O3A—C3A—C4A—C5A	−179.30 (14)
C2A—C1A—C10A—C25A	−73.45 (18)	O3A—C3A—C4A—C23A	64.91 (17)
C2A—C3A—C4A—C5A	−55.07 (18)	O3A—C3A—C4A—C24A	−53.42 (19)
C2A—C3A—C4A—C23A	−170.86 (14)	C1B—C2B—C3B—C4B	61.3 (2)
C2A—C3A—C4A—C24A	70.81 (18)	C1B—C2B—C3B—O3B	−168.20 (15)
C3A—C4A—C5A—C6A	−175.93 (14)	C2B—C1B—C10B—C5B	49.5 (2)
C3A—C4A—C5A—C10A	52.57 (19)	C2B—C1B—C10B—C9B	163.04 (17)
C4A—C5A—C6A—C7A	160.07 (15)	C2B—C1B—C10B—C25B	−74.2 (2)
C4A—C5A—C10A—C1A	−50.77 (19)	C2B—C3B—C4B—C5B	−55.1 (2)
C4A—C5A—C10A—C9A	−165.16 (15)	C2B—C3B—C4B—C23B	−171.99 (16)
C4A—C5A—C10A—C25A	69.5 (2)	C2B—C3B—C4B—C24B	69.9 (2)
C5A—C6A—C7A—C8A	56.7 (2)	C3B—C4B—C5B—C6B	−179.09 (16)
C6A—C5A—C10A—C1A	175.71 (14)	C3B—C4B—C5B—C10B	50.0 (2)
C6A—C5A—C10A—C9A	61.31 (17)	C4B—C5B—C6B—C7B	158.93 (17)
C6A—C5A—C10A—C25A	−64.04 (19)	C4B—C5B—C10B—C1B	−47.7 (2)
C6A—C7A—C8A—C9A	−46.47 (19)	C4B—C5B—C10B—C9B	−162.80 (15)
C6A—C7A—C8A—C14A	−164.77 (15)	C4B—C5B—C10B—C25B	71.9 (2)
C6A—C7A—C8A—C26A	75.3 (2)	C5B—C6B—C7B—C8B	53.5 (2)
C7A—C8A—C9A—C10A	47.22 (19)	C6B—C5B—C10B—C1B	179.06 (14)
C7A—C8A—C9A—C11A	179.36 (14)	C6B—C5B—C10B—C9B	63.96 (17)
C7A—C8A—C14A—C13A	−179.66 (15)	C6B—C5B—C10B—C25B	−61.32 (19)
C7A—C8A—C14A—C15A	−55.34 (18)	C6B—C7B—C8B—C9B	−41.1 (2)
C7A—C8A—C14A—C27A	63.20 (19)	C6B—C7B—C8B—C14B	−159.47 (15)
C8A—C9A—C10A—C1A	−169.67 (14)	C6B—C7B—C8B—C26B	80.38 (19)
C8A—C9A—C10A—C5A	−54.12 (18)	C7B—C8B—C9B—C10B	43.2 (2)
C8A—C9A—C10A—C25A	71.17 (19)	C7B—C8B—C9B—C11B	175.71 (15)
C8A—C9A—C11A—C12A	32.0 (2)	C7B—C8B—C14B—C13B	179.29 (14)
C8A—C14A—C15A—C16A	−156.64 (16)	C7B—C8B—C14B—C15B	−57.29 (18)
C9A—C8A—C14A—C13A	60.37 (17)	C7B—C8B—C14B—C27B	60.99 (19)
C9A—C8A—C14A—C15A	−175.30 (14)	C8B—C9B—C10B—C1B	−170.23 (16)
C9A—C8A—C14A—C27A	−56.77 (18)	C8B—C9B—C10B—C5B	−54.14 (19)
C9A—C11A—C12A—C13A	−2.0 (3)	C8B—C9B—C10B—C25B	71.2 (2)
C10A—C1A—C2A—C3A	−56.2 (2)	C8B—C9B—C11B—C12B	38.5 (2)
C10A—C5A—C6A—C7A	−65.11 (18)	C8B—C14B—C15B—C16B	−158.73 (15)
C10A—C9A—C11A—C12A	165.82 (17)	C9B—C8B—C14B—C13B	58.13 (17)
C11A—C9A—C10A—C1A	59.48 (19)	C9B—C8B—C14B—C15B	−178.45 (15)
C11A—C9A—C10A—C5A	175.03 (15)	C9B—C8B—C14B—C27B	−60.17 (19)
C11A—C9A—C10A—C25A	−59.7 (2)	C9B—C11B—C12B—C13B	−6.9 (3)
C11A—C12A—C13A—C14A	3.0 (3)	C10B—C1B—C2B—C3B	−57.8 (2)
C11A—C12A—C13A—C18A	179.82 (18)	C10B—C5B—C6B—C7B	−66.0 (2)
C12A—C13A—C14A—C8A	−32.4 (2)	C10B—C9B—C11B—C12B	172.41 (15)
C12A—C13A—C14A—C15A	−154.45 (17)	C11B—C9B—C10B—C1B	59.4 (2)
C12A—C13A—C14A—C27A	88.7 (2)	C11B—C9B—C10B—C5B	175.49 (15)
C12A—C13A—C18A—C17A	144.42 (18)	C11B—C9B—C10B—C25B	−59.2 (2)
C12A—C13A—C18A—C19A	−90.3 (2)	C11B—C12B—C13B—C14B	2.0 (3)
C13A—C14A—C15A—C16A	−35.5 (2)	C11B—C12B—C13B—C18B	177.95 (17)
C13A—C18A—C19A—C20A	−179.97 (17)	C12B—C13B—C14B—C8B	−28.2 (2)
C14A—C8A—C9A—C10A	166.78 (14)	C12B—C13B—C14B—C15B	−149.97 (17)
C14A—C8A—C9A—C11A	−61.08 (17)	C12B—C13B—C14B—C27B	93.39 (19)
C14A—C13A—C18A—C17A	−38.8 (2)	C12B—C13B—C18B—C17B	141.34 (16)
C14A—C13A—C18A—C19A	86.5 (2)	C12B—C13B—C18B—C19B	−92.8 (2)
C14A—C15A—C16A—C17A	54.4 (2)	C13B—C14B—C15B—C16B	−37.4 (2)
C15A—C16A—C17A—C18A	−63.4 (2)	C13B—C18B—C19B—C20B	179.48 (15)
C15A—C16A—C17A—C22A	173.78 (16)	C14B—C8B—C9B—C10B	163.17 (15)
C15A—C16A—C17A—C28A	55.6 (4)	C14B—C8B—C9B—C11B	−64.37 (18)
C15A—C16A—C17A—C28C	66.5 (7)	C14B—C13B—C18B—C17B	−42.7 (2)
C16A—C17A—C18A—C13A	54.27 (19)	C14B—C13B—C18B—C19B	83.20 (19)
C16A—C17A—C18A—C19A	−71.27 (18)	C14B—C15B—C16B—C17B	52.8 (2)
C16A—C17A—C22A—C21A	68.1 (2)	C15B—C16B—C17B—C18B	−60.06 (18)
C16A—C17A—C28A—O28A	45.7 (11)	C15B—C16B—C17B—C22B	177.10 (14)
C16A—C17A—C28A—O29A	−134.8 (7)	C15B—C16B—C17B—C28B	61.72 (18)
C16A—C17A—C28C—O28C	32 (2)	C16B—C17B—C18B—C13B	53.00 (18)
C16A—C17A—C28C—O29C	−150.3 (11)	C16B—C17B—C18B—C19B	−73.39 (18)
C17A—C18A—C19A—C20A	−54.2 (2)	C16B—C17B—C22B—C21B	71.04 (19)
C17A—C28A—O29A—C31A	−176.3 (6)	C16B—C17B—C28B—O28B	19.9 (3)
C17A—C28C—O29C—C31C	−179.4 (7)	C16B—C17B—C28B—O29B	−163.94 (16)
C18A—C13A—C14A—C8A	150.86 (15)	C17B—C18B—C19B—C20B	−54.7 (2)
C18A—C13A—C14A—C15A	28.8 (2)	C17B—C28B—O29B—C31B	178.6 (2)
C18A—C13A—C14A—C27A	−88.02 (19)	C18B—C13B—C14B—C8B	155.96 (14)
C18A—C17A—C22A—C21A	−54.0 (3)	C18B—C13B—C14B—C15B	34.2 (2)
C18A—C17A—C28A—O28A	165.9 (8)	C18B—C13B—C14B—C27B	−82.48 (17)
C18A—C17A—C28A—O29A	−14.6 (9)	C18B—C17B—C22B—C21B	−50.9 (2)
C18A—C17A—C28C—O28C	153.6 (15)	C18B—C17B—C28B—O28B	140.9 (2)
C18A—C17A—C28C—O29C	−29.1 (16)	C18B—C17B—C28B—O29B	−43.0 (2)
C18A—C19A—C20A—C21A	53.5 (2)	C18B—C19B—C20B—C21B	56.7 (2)
C18A—C19A—C20A—C29A	171.13 (18)	C18B—C19B—C20B—C29B	174.31 (16)
C18A—C19A—C20A—C30A	−69.5 (2)	C18B—C19B—C20B—C30B	−65.81 (19)
C19A—C20A—C21A—C22A	−53.7 (2)	C19B—C20B—C21B—C22B	−56.4 (2)
C20A—C21A—C22A—C17A	55.8 (3)	C20B—C21B—C22B—C17B	55.7 (2)
C22A—C17A—C18A—C13A	178.00 (16)	C22B—C17B—C18B—C13B	175.93 (14)
C22A—C17A—C18A—C19A	52.5 (2)	C22B—C17B—C18B—C19B	49.53 (19)
C22A—C17A—C28A—O28A	−76.6 (10)	C22B—C17B—C28B—O28B	−99.4 (2)
C22A—C17A—C28A—O29A	102.9 (8)	C22B—C17B—C28B—O29B	76.72 (19)
C22A—C17A—C28C—O28C	−83 (2)	C23B—C4B—C5B—C6B	−63.4 (2)
C22A—C17A—C28C—O29C	94.2 (12)	C23B—C4B—C5B—C10B	165.68 (19)
C23A—C4A—C5A—C6A	−60.3 (2)	C24B—C4B—C5B—C6B	57.5 (2)
C23A—C4A—C5A—C10A	168.15 (16)	C24B—C4B—C5B—C10B	−73.4 (2)
C24A—C4A—C5A—C6A	59.2 (2)	C26B—C8B—C9B—C10B	−76.84 (19)
C24A—C4A—C5A—C10A	−72.3 (2)	C26B—C8B—C9B—C11B	55.62 (18)
C26A—C8A—C9A—C10A	−72.83 (18)	C26B—C8B—C14B—C13B	−61.95 (18)
C26A—C8A—C9A—C11A	59.31 (18)	C26B—C8B—C14B—C15B	61.48 (19)
C26A—C8A—C14A—C13A	−60.75 (19)	C26B—C8B—C14B—C27B	179.76 (16)
C26A—C8A—C14A—C15A	63.57 (18)	C27B—C14B—C15B—C16B	79.50 (19)
C26A—C8A—C14A—C27A	−177.89 (16)	C28B—C17B—C18B—C13B	−68.18 (19)
C27A—C14A—C15A—C16A	81.14 (19)	C28B—C17B—C18B—C19B	165.42 (15)
C29A—C20A—C21A—C22A	−171.70 (17)	C28B—C17B—C22B—C21B	−170.50 (15)
C30A—C20A—C21A—C22A	68.9 (2)	C29B—C20B—C21B—C22B	−174.11 (16)
O28A—C28A—O29A—C31A	3.1 (13)	C30B—C20B—C21B—C22B	66.27 (19)
C28A—C17A—C18A—C13A	−68.3 (5)	C32B—C31B—O29B—C28B	−119.0 (3)
C28A—C17A—C18A—C19A	166.1 (4)	O28B—C28B—O29B—C31B	−5.1 (3)
C28A—C17A—C22A—C21A	−169.0 (3)	O3B—C3B—C4B—C5B	175.18 (15)
C28A—O29A—C31A—C32A	92.8 (7)	O3B—C3B—C4B—C23B	58.3 (2)
O28C—C28C—O29C—C31C	−2 (2)	O3B—C3B—C4B—C24B	−59.8 (2)
C28C—C17A—C18A—C13A	−63.0 (9)

(2a_11-oxo-ethyl-OA) top

Crystal data top

0.29(C₃₂H₅₂O₄)·0.71(C₃₂H₅₀O₄)	Z = 2
M_r = 499.29	F(000) = 549
Triclinic, P1	D_x = 1.164 Mg m⁻³
a = 7.1965 (2) Å	Cu Kα radiation, λ = 1.54178 Å
b = 13.3283 (2) Å	Cell parameters from 32558 reflections
c = 15.0866 (3) Å	θ = 2.9–76.3°
α = 92.599 (1)°	µ = 0.58 mm⁻¹
β = 94.416 (2)°	T = 130 K
γ = 98.623 (2)°	Block, colorless
V = 1424.08 (5) Å³	0.2 × 0.2 × 0.1 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	9718 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	9571 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.026
ω scans	θ_max = 66.6°, θ_min = 4.6°
Absorption correction: multi-scan CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −8→8
T_min = 0.710, T_max = 1.000	k = −15→15
51114 measured reflections	l = −17→17

Refinement top

Refinement on F²	H-atom parameters constrained
Least-squares matrix: full	w = 1/[σ²(F_o²) + (0.0517P)² + 0.5519P] where P = (F_o² + 2F_c²)/3
R[F² > 2σ(F²)] = 0.039	(Δ/σ)_max < 0.001
wR(F²) = 0.101	Δρ_max = 0.56 e Å⁻³
S = 1.02	Δρ_min = −0.29 e Å⁻³
9718 reflections	Extinction correction: SHELXL-2018/3 (Sheldrick 2018), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
695 parameters	Extinction coefficient: 0.0021 (5)
13 restraints	Absolute structure: Flack x determined using 4528 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Hydrogen site location: inferred from neighbouring sites	Absolute structure parameter: 0.02 (5)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
C1A	0.4058 (4)	0.1837 (2)	0.4602 (2)	0.0317 (6)
H1AA	0.542570	0.206047	0.475080	0.038*
H1AB	0.345928	0.174557	0.516833	0.038*
C2A	0.3768 (4)	0.0813 (2)	0.4065 (2)	0.0318 (6)
H2AA	0.447150	0.088318	0.352658	0.038*
H2AB	0.427786	0.030102	0.442852	0.038*
C3A	0.1700 (4)	0.04502 (19)	0.37889 (17)	0.0253 (5)
H3A	0.102872	0.036430	0.434322	0.030*
C4A	0.0765 (4)	0.1196 (2)	0.32272 (17)	0.0251 (5)
C5A	0.1141 (3)	0.22426 (19)	0.37647 (16)	0.0221 (5)
H5A	0.049352	0.211655	0.432135	0.027*
C6A	0.0177 (4)	0.3067 (2)	0.33269 (17)	0.0264 (6)
H6AA	0.090688	0.333854	0.283700	0.032*
H6AB	−0.110443	0.276803	0.307023	0.032*
C7A	0.0046 (4)	0.3928 (2)	0.40100 (18)	0.0262 (5)
H7AA	−0.079004	0.366098	0.446463	0.031*
H7AB	−0.054200	0.446017	0.370750	0.031*
C8A	0.1962 (4)	0.4413 (2)	0.44788 (17)	0.0257 (6)
C9A	0.3099 (4)	0.3566 (2)	0.47972 (18)	0.0252 (5)
H9A	0.236214	0.323547	0.526957	0.030*
C10A	0.3226 (4)	0.2674 (2)	0.40995 (18)	0.0255 (6)
C11A	0.4985 (4)	0.4052 (2)	0.5290 (2)	0.0339 (6)
H11A	0.543073	0.354274	0.567939	0.041*	0.568 (3)
H11B	0.591172	0.419112	0.484204	0.041*	0.568 (3)
C12A	0.5019 (4)	0.5001 (2)	0.58429 (18)	0.0284 (6)
H12A	0.615422	0.526694	0.619360	0.034*	0.432 (3)
C13A	0.360 (3)	0.5497 (15)	0.5881 (11)	0.0266 (16)	0.432 (3)
C13C	0.359 (2)	0.5691 (10)	0.5655 (7)	0.0266 (16)	0.568 (3)
H13C	0.400551	0.602931	0.511008	0.032*	0.568 (3)
C14A	0.1655 (4)	0.5081 (2)	0.53372 (18)	0.0258 (6)
C15A	0.0320 (4)	0.5854 (2)	0.50868 (18)	0.0306 (6)
H15A	0.059302	0.610072	0.449420	0.037*
H15B	−0.099717	0.549914	0.503757	0.037*
C16A	0.0488 (4)	0.6772 (2)	0.57519 (19)	0.0333 (6)
H16A	−0.031440	0.725743	0.551600	0.040*
H16B	0.001521	0.654267	0.631958	0.040*
C17A	0.2515 (5)	0.7313 (2)	0.59306 (18)	0.0338 (7)
C18A	0.3752 (4)	0.6572 (2)	0.63513 (19)	0.0299 (6)
H18A	0.509924	0.690158	0.637264	0.036*	0.432 (3)
H18B	0.508746	0.692281	0.638694	0.036*	0.568 (3)
C19A	0.3289 (4)	0.6373 (2)	0.73081 (19)	0.0290 (6)
H19A	0.414828	0.592561	0.756357	0.035*
H19B	0.198505	0.600492	0.729507	0.035*
C20A	0.3465 (4)	0.7344 (2)	0.79215 (19)	0.0323 (6)
C21A	0.2226 (5)	0.8070 (2)	0.7493 (2)	0.0363 (7)
H21A	0.088354	0.776487	0.749196	0.044*
H21B	0.241621	0.871696	0.786076	0.044*
C22A	0.2656 (5)	0.8293 (2)	0.6548 (2)	0.0410 (7)
H22A	0.394509	0.867971	0.655715	0.049*
H22B	0.176210	0.872518	0.629913	0.049*
C23A	−0.1369 (4)	0.0816 (2)	0.3143 (2)	0.0381 (7)
H23A	−0.161189	0.010983	0.290042	0.057*
H23B	−0.200550	0.124149	0.274393	0.057*
H23C	−0.185133	0.085484	0.373195	0.057*
C24A	0.1427 (5)	0.1228 (2)	0.22860 (18)	0.0346 (7)
H24A	0.100019	0.056937	0.196303	0.052*
H24B	0.280763	0.137562	0.232329	0.052*
H24C	0.089755	0.176080	0.196976	0.052*
C25A	0.4501 (4)	0.3006 (2)	0.3354 (2)	0.0374 (7)
H25A	0.554196	0.352902	0.359783	0.056*
H25B	0.375978	0.328071	0.287745	0.056*
H25C	0.501102	0.241752	0.311486	0.056*
C26A	0.3034 (5)	0.5078 (2)	0.3807 (2)	0.0388 (7)
H26A	0.281255	0.473167	0.321307	0.058*
H26B	0.438785	0.518757	0.399267	0.058*
H26C	0.257935	0.573456	0.379175	0.058*
C27A	0.0733 (4)	0.4426 (2)	0.60602 (18)	0.0295 (6)
H27A	0.169905	0.411677	0.639527	0.044*
H27B	−0.023836	0.389098	0.577372	0.044*
H27C	0.015585	0.485867	0.646731	0.044*
C28A	0.2937 (9)	0.7683 (9)	0.5011 (5)	0.0318 (17)	0.568 (3)
C29A	0.2693 (5)	0.7057 (3)	0.8804 (2)	0.0440 (8)
H29A	0.338331	0.654775	0.906656	0.066*
H29B	0.135129	0.677646	0.870040	0.066*
H29C	0.284954	0.766341	0.921118	0.066*
C30A	0.5522 (5)	0.7843 (2)	0.8100 (2)	0.0408 (7)
H30A	0.559817	0.845267	0.849749	0.061*
H30B	0.602857	0.803380	0.753561	0.061*
H30C	0.626026	0.736400	0.837960	0.061*
C31A	0.5509 (9)	0.8169 (6)	0.4143 (4)	0.0517 (13)	0.568 (3)
H31A	0.491005	0.769629	0.364210	0.062*	0.568 (3)
H31B	0.520458	0.885570	0.403506	0.062*	0.568 (3)
C32A	0.7553 (11)	0.8189 (8)	0.4219 (6)	0.0666 (19)	0.568 (3)
H32A	0.807413	0.844790	0.367781	0.100*	0.568 (3)
H32B	0.783356	0.749879	0.429429	0.100*	0.568 (3)
H32C	0.812147	0.863204	0.473546	0.100*	0.568 (3)
O3A	0.1452 (3)	−0.05241 (14)	0.33081 (12)	0.0303 (4)
H3AA	0.173264	−0.096527	0.365374	0.036*
O11A	0.6355 (5)	0.3618 (3)	0.5424 (3)	0.0273 (11)	0.432 (3)
O12A	0.6206 (6)	0.5141 (3)	0.6486 (3)	0.0480 (11)	0.568 (3)
O28A	0.1892 (7)	0.7998 (6)	0.4470 (5)	0.0407 (12)	0.568 (3)
O29A	0.4820 (7)	0.7827 (4)	0.4988 (3)	0.0487 (10)	0.568 (3)
C28C	0.3547 (13)	0.7711 (13)	0.5139 (8)	0.0318 (17)	0.432 (3)
O29C	0.5225 (9)	0.7377 (6)	0.4982 (4)	0.0487 (10)	0.432 (3)
C31C	0.6208 (14)	0.7668 (7)	0.4167 (6)	0.0517 (13)	0.432 (3)
H31C	0.528666	0.769171	0.364906	0.062*	0.432 (3)
H31D	0.706964	0.718361	0.401851	0.062*	0.432 (3)
O28C	0.2708 (10)	0.8029 (9)	0.4519 (7)	0.0407 (12)	0.432 (3)
C32C	0.7289 (15)	0.8709 (8)	0.4435 (8)	0.0666 (19)	0.432 (3)
H32D	0.804888	0.894957	0.395312	0.100*	0.432 (3)
H32E	0.811877	0.867362	0.497532	0.100*	0.432 (3)
H32F	0.640181	0.918041	0.455066	0.100*	0.432 (3)
C1B	1.1779 (4)	0.5917 (2)	1.11808 (18)	0.0279 (6)
H1BA	1.232745	0.538994	1.150990	0.033*
H1BB	1.232047	0.595550	1.059739	0.033*
C2B	1.2343 (4)	0.6941 (2)	1.17027 (19)	0.0317 (6)
H2BA	1.187553	0.689609	1.230206	0.038*
H2BB	1.373556	0.710941	1.177785	0.038*
C3B	1.1538 (4)	0.7774 (2)	1.12249 (19)	0.0316 (6)
H3B	1.197347	0.774469	1.061195	0.038*
C4B	0.9366 (4)	0.7579 (2)	1.1096 (2)	0.0332 (6)
C5B	0.8750 (4)	0.6498 (2)	1.06295 (19)	0.0277 (6)
H5B	0.922207	0.655489	1.002478	0.033*
C6B	0.6610 (4)	0.6196 (2)	1.0448 (2)	0.0323 (6)
H6BA	0.606646	0.594808	1.099524	0.039*
H6BB	0.603667	0.679623	1.027593	0.039*
C7B	0.6161 (4)	0.5363 (2)	0.9701 (2)	0.0300 (6)
H7BA	0.655591	0.565036	0.913911	0.036*
H7BB	0.477860	0.514605	0.962375	0.036*
C8B	0.7118 (3)	0.44222 (19)	0.98598 (17)	0.0233 (5)
C9B	0.9204 (3)	0.47244 (19)	1.02687 (17)	0.0223 (5)
H9B	0.989981	0.500810	0.976477	0.027*
C10B	0.9622 (4)	0.5592 (2)	1.10235 (17)	0.0235 (5)
C11B	0.9998 (3)	0.3745 (2)	1.04519 (17)	0.0237 (5)
C12B	0.9421 (4)	0.28874 (19)	0.97871 (17)	0.0237 (5)
H12B	1.002126	0.230313	0.984809	0.028*
C13B	0.8113 (3)	0.28733 (18)	0.91033 (17)	0.0213 (5)
C14B	0.7173 (3)	0.38123 (18)	0.89351 (17)	0.0225 (5)
C15B	0.5144 (4)	0.35376 (19)	0.84725 (18)	0.0259 (6)
H15C	0.425936	0.336656	0.893335	0.031*
H15D	0.479693	0.414409	0.818472	0.031*
C16B	0.4890 (4)	0.26492 (19)	0.77706 (17)	0.0243 (5)
H16C	0.562171	0.285375	0.726127	0.029*
H16D	0.354312	0.248668	0.754779	0.029*
C17B	0.5543 (3)	0.16986 (18)	0.81468 (16)	0.0212 (5)
C18B	0.7663 (3)	0.19358 (18)	0.84615 (16)	0.0203 (5)
H18C	0.798331	0.134540	0.879626	0.024*
C19B	0.8903 (4)	0.20285 (19)	0.76668 (17)	0.0233 (5)
H19C	0.867266	0.263440	0.734404	0.028*
H19D	1.024704	0.213555	0.789879	0.028*
C20B	0.8527 (4)	0.1089 (2)	0.70062 (17)	0.0252 (5)
C21B	0.6419 (4)	0.0904 (2)	0.66865 (18)	0.0273 (6)
H21C	0.612283	0.148118	0.633884	0.033*
H21D	0.614439	0.028145	0.628611	0.033*
C22B	0.5152 (4)	0.07879 (19)	0.74519 (18)	0.0240 (5)
H22C	0.533425	0.016075	0.775268	0.029*
H22D	0.381829	0.070886	0.720667	0.029*
C23B	0.8759 (6)	0.8372 (2)	1.0474 (3)	0.0564 (10)
H23D	0.738927	0.834943	1.045977	0.085*
H23E	0.910727	0.822259	0.987210	0.085*
H23F	0.939144	0.905046	1.069259	0.085*
C24B	0.8503 (4)	0.7714 (3)	1.1985 (2)	0.0427 (8)
H24D	0.902919	0.728675	1.242093	0.064*
H24E	0.713163	0.751487	1.189749	0.064*
H24F	0.879794	0.842833	1.220530	0.064*
C25B	0.8880 (4)	0.5259 (2)	1.19128 (18)	0.0296 (6)
H25D	0.952421	0.572403	1.240028	0.044*
H25E	0.912423	0.456721	1.201284	0.044*
H25F	0.751959	0.527298	1.189057	0.044*
C26B	0.5958 (4)	0.3759 (2)	1.05040 (19)	0.0290 (6)
H26D	0.571090	0.418760	1.101338	0.044*
H26E	0.667196	0.323265	1.071489	0.044*
H26F	0.475819	0.343736	1.019075	0.044*
C27B	0.8385 (4)	0.4438 (2)	0.82783 (18)	0.0280 (6)
H27D	0.972626	0.443860	0.845154	0.042*
H27E	0.812049	0.513852	0.829780	0.042*
H27F	0.807197	0.413074	0.767258	0.042*
C28B	0.4341 (4)	0.1359 (2)	0.89073 (18)	0.0261 (6)
C29B	0.9660 (4)	0.1325 (2)	0.6205 (2)	0.0368 (7)
H29D	0.925697	0.191075	0.591899	0.055*
H29E	0.944390	0.073381	0.577886	0.055*
H29F	1.100542	0.148069	0.640467	0.055*
C30B	0.9120 (4)	0.0156 (2)	0.7431 (2)	0.0307 (6)
H30D	1.047042	0.029213	0.762272	0.046*
H30E	0.886856	−0.042592	0.699477	0.046*
H30F	0.840175	0.000333	0.794693	0.046*
C31B	0.4267 (5)	0.0556 (4)	1.0280 (3)	0.0723 (14)
H31E	0.329630	0.098361	1.040870	0.087*
H31F	0.363429	−0.015134	1.014093	0.087*
C32B	0.5639 (5)	0.0598 (3)	1.1046 (2)	0.0473 (8)
H32G	0.661662	0.019237	1.090449	0.071*
H32H	0.500590	0.032584	1.155545	0.071*
H32I	0.621850	0.130546	1.119339	0.071*
O3B	1.2294 (3)	0.87645 (15)	1.16007 (14)	0.0395 (5)
H3BA	1.193305	0.883769	1.211275	0.047*
O11B	1.1087 (3)	0.36511 (16)	1.10945 (13)	0.0346 (5)
O28B	0.2726 (3)	0.1456 (2)	0.89384 (17)	0.0477 (6)
O29B	0.5273 (3)	0.0931 (2)	0.95279 (17)	0.0597 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1A	0.0277 (14)	0.0339 (15)	0.0330 (15)	0.0109 (12)	−0.0064 (12)	−0.0079 (12)
C2A	0.0319 (15)	0.0328 (15)	0.0312 (15)	0.0139 (12)	−0.0062 (12)	−0.0063 (12)
C3A	0.0317 (14)	0.0267 (13)	0.0171 (12)	0.0050 (11)	0.0024 (11)	−0.0039 (10)
C4A	0.0274 (14)	0.0287 (14)	0.0190 (13)	0.0078 (11)	−0.0027 (10)	−0.0047 (10)
C5A	0.0221 (12)	0.0279 (13)	0.0167 (12)	0.0061 (10)	0.0020 (10)	−0.0034 (10)
C6A	0.0288 (13)	0.0326 (14)	0.0185 (13)	0.0093 (11)	−0.0006 (10)	−0.0027 (11)
C7A	0.0270 (13)	0.0308 (14)	0.0219 (13)	0.0094 (11)	0.0000 (10)	−0.0003 (11)
C8A	0.0262 (13)	0.0264 (13)	0.0253 (14)	0.0064 (11)	0.0038 (11)	−0.0012 (11)
C9A	0.0201 (12)	0.0291 (13)	0.0263 (13)	0.0059 (10)	0.0012 (10)	−0.0040 (11)
C10A	0.0213 (13)	0.0285 (13)	0.0269 (14)	0.0056 (10)	0.0028 (11)	−0.0046 (11)
C11A	0.0248 (14)	0.0347 (15)	0.0401 (17)	0.0027 (12)	−0.0018 (12)	−0.0079 (13)
C12A	0.0233 (13)	0.0354 (14)	0.0240 (14)	−0.0024 (11)	0.0018 (11)	−0.0032 (11)
C13A	0.0345 (17)	0.023 (5)	0.022 (6)	0.009 (3)	−0.008 (4)	0.003 (3)
C13C	0.0345 (17)	0.023 (5)	0.022 (6)	0.009 (3)	−0.008 (4)	0.003 (3)
C14A	0.0279 (14)	0.0243 (13)	0.0252 (14)	0.0063 (10)	0.0010 (11)	−0.0029 (10)
C15A	0.0389 (16)	0.0301 (14)	0.0241 (14)	0.0121 (12)	0.0000 (12)	−0.0006 (11)
C16A	0.0483 (18)	0.0265 (14)	0.0279 (15)	0.0151 (12)	0.0029 (13)	0.0022 (11)
C17A	0.0561 (19)	0.0243 (14)	0.0214 (14)	0.0045 (12)	0.0087 (13)	0.0021 (11)
C18A	0.0356 (15)	0.0236 (13)	0.0291 (15)	−0.0003 (11)	0.0057 (12)	−0.0026 (11)
C19A	0.0357 (15)	0.0225 (13)	0.0286 (14)	0.0038 (11)	0.0026 (11)	0.0028 (11)
C20A	0.0465 (17)	0.0264 (13)	0.0238 (14)	0.0045 (12)	0.0052 (12)	−0.0008 (11)
C21A	0.0543 (19)	0.0270 (14)	0.0284 (15)	0.0092 (13)	0.0049 (13)	−0.0025 (11)
C22A	0.066 (2)	0.0238 (14)	0.0326 (17)	0.0055 (14)	0.0025 (15)	0.0043 (12)
C23A	0.0305 (15)	0.0411 (17)	0.0401 (18)	0.0065 (13)	−0.0059 (13)	−0.0164 (14)
C24A	0.0503 (18)	0.0374 (16)	0.0194 (14)	0.0183 (13)	0.0026 (12)	−0.0021 (11)
C25A	0.0326 (15)	0.0326 (15)	0.0478 (18)	0.0028 (12)	0.0183 (14)	−0.0067 (13)
C26A	0.0454 (18)	0.0308 (15)	0.0413 (18)	0.0031 (13)	0.0172 (15)	0.0009 (13)
C27A	0.0389 (15)	0.0261 (13)	0.0236 (14)	0.0079 (11)	0.0005 (12)	−0.0024 (11)
C28A	0.032 (5)	0.0347 (18)	0.021 (3)	−0.010 (4)	−0.011 (3)	0.000 (2)
C29A	0.062 (2)	0.0476 (18)	0.0242 (15)	0.0125 (16)	0.0062 (14)	0.0047 (13)
C30A	0.0520 (19)	0.0300 (15)	0.0374 (17)	0.0009 (13)	−0.0007 (14)	−0.0055 (13)
C31A	0.056 (4)	0.057 (4)	0.047 (3)	0.014 (2)	0.014 (3)	0.015 (3)
C32A	0.056 (3)	0.090 (6)	0.067 (4)	0.035 (4)	0.027 (3)	0.029 (4)
O3A	0.0421 (11)	0.0258 (9)	0.0228 (9)	0.0067 (8)	0.0002 (8)	−0.0024 (7)
O11A	0.0067 (18)	0.041 (3)	0.031 (2)	0.0060 (16)	−0.0074 (16)	−0.0193 (19)
O12A	0.042 (2)	0.056 (3)	0.046 (2)	0.0132 (19)	−0.0036 (19)	−0.010 (2)
O28A	0.046 (4)	0.0452 (15)	0.0338 (16)	0.015 (4)	0.002 (3)	0.0172 (13)
O29A	0.049 (3)	0.063 (3)	0.0453 (17)	0.029 (2)	0.0243 (17)	0.023 (2)
C28C	0.032 (5)	0.0347 (18)	0.021 (3)	−0.010 (4)	−0.011 (3)	0.000 (2)
O29C	0.049 (3)	0.063 (3)	0.0453 (17)	0.029 (2)	0.0243 (17)	0.023 (2)
C31C	0.056 (4)	0.057 (4)	0.047 (3)	0.014 (2)	0.014 (3)	0.015 (3)
O28C	0.046 (4)	0.0452 (15)	0.0338 (16)	0.015 (4)	0.002 (3)	0.0172 (13)
C32C	0.056 (3)	0.090 (6)	0.067 (4)	0.035 (4)	0.027 (3)	0.029 (4)
C1B	0.0224 (13)	0.0344 (14)	0.0247 (14)	0.0005 (11)	0.0005 (11)	−0.0076 (11)
C2B	0.0230 (13)	0.0394 (16)	0.0294 (15)	−0.0027 (11)	0.0034 (11)	−0.0106 (12)
C3B	0.0361 (15)	0.0299 (14)	0.0251 (14)	−0.0063 (11)	0.0078 (12)	−0.0102 (11)
C4B	0.0340 (15)	0.0248 (14)	0.0373 (16)	−0.0002 (12)	−0.0024 (13)	−0.0111 (12)
C5B	0.0282 (14)	0.0253 (13)	0.0276 (14)	0.0015 (11)	−0.0002 (11)	−0.0074 (11)
C6B	0.0284 (14)	0.0273 (14)	0.0403 (17)	0.0085 (11)	−0.0043 (12)	−0.0112 (12)
C7B	0.0256 (13)	0.0256 (13)	0.0371 (16)	0.0068 (11)	−0.0070 (11)	−0.0095 (11)
C8B	0.0203 (12)	0.0219 (12)	0.0266 (14)	0.0032 (10)	−0.0012 (10)	−0.0049 (10)
C9B	0.0198 (12)	0.0246 (12)	0.0212 (13)	0.0006 (10)	0.0012 (10)	−0.0018 (10)
C10B	0.0210 (12)	0.0265 (13)	0.0216 (13)	0.0014 (10)	0.0005 (10)	−0.0048 (10)
C11B	0.0207 (12)	0.0279 (13)	0.0220 (13)	0.0039 (10)	0.0009 (10)	−0.0003 (10)
C12B	0.0253 (13)	0.0241 (12)	0.0227 (13)	0.0079 (10)	0.0013 (10)	−0.0007 (10)
C13B	0.0189 (12)	0.0216 (12)	0.0235 (13)	0.0034 (9)	0.0034 (10)	−0.0001 (10)
C14B	0.0223 (12)	0.0206 (12)	0.0239 (13)	0.0038 (10)	−0.0016 (10)	−0.0022 (10)
C15B	0.0243 (13)	0.0214 (12)	0.0306 (14)	0.0059 (10)	−0.0068 (11)	−0.0056 (11)
C16B	0.0226 (12)	0.0254 (13)	0.0239 (13)	0.0044 (10)	−0.0041 (10)	−0.0028 (10)
C17B	0.0219 (13)	0.0219 (12)	0.0192 (12)	0.0037 (10)	0.0004 (10)	−0.0021 (10)
C18B	0.0201 (12)	0.0202 (12)	0.0205 (12)	0.0037 (9)	0.0003 (10)	−0.0002 (9)
C19B	0.0214 (12)	0.0241 (12)	0.0235 (13)	0.0015 (10)	0.0023 (10)	−0.0012 (10)
C20B	0.0264 (13)	0.0259 (13)	0.0226 (13)	0.0023 (10)	0.0044 (11)	−0.0037 (10)
C21B	0.0318 (14)	0.0264 (13)	0.0219 (13)	0.0021 (11)	−0.0004 (11)	−0.0060 (10)
C22B	0.0231 (13)	0.0214 (12)	0.0257 (13)	0.0012 (10)	−0.0022 (10)	−0.0035 (10)
C23B	0.069 (2)	0.0236 (15)	0.070 (3)	0.0060 (15)	−0.023 (2)	−0.0135 (16)
C24B	0.0282 (15)	0.0389 (16)	0.057 (2)	−0.0012 (12)	0.0049 (14)	−0.0257 (15)
C25B	0.0296 (14)	0.0323 (14)	0.0248 (14)	−0.0006 (11)	0.0038 (11)	−0.0064 (11)
C26B	0.0234 (13)	0.0315 (14)	0.0302 (14)	−0.0003 (11)	0.0054 (11)	−0.0089 (11)
C27B	0.0354 (15)	0.0215 (12)	0.0259 (14)	0.0016 (11)	0.0004 (11)	0.0004 (10)
C28B	0.0224 (13)	0.0283 (13)	0.0257 (14)	0.0003 (10)	−0.0007 (11)	−0.0031 (11)
C29B	0.0401 (17)	0.0381 (16)	0.0308 (16)	−0.0003 (13)	0.0117 (13)	−0.0075 (13)
C30B	0.0279 (14)	0.0274 (13)	0.0366 (15)	0.0068 (11)	0.0016 (12)	−0.0075 (11)
C31B	0.0345 (19)	0.132 (4)	0.049 (2)	−0.005 (2)	0.0093 (17)	0.047 (3)
C32B	0.0469 (19)	0.054 (2)	0.0397 (18)	−0.0009 (15)	0.0107 (15)	0.0086 (15)
O3B	0.0456 (12)	0.0319 (11)	0.0350 (11)	−0.0141 (9)	0.0142 (10)	−0.0141 (9)
O11B	0.0370 (11)	0.0364 (10)	0.0295 (11)	0.0105 (9)	−0.0085 (9)	−0.0039 (8)
O28B	0.0282 (11)	0.0664 (15)	0.0538 (14)	0.0139 (10)	0.0144 (10)	0.0179 (12)
O29B	0.0263 (11)	0.110 (2)	0.0495 (15)	0.0147 (12)	0.0119 (10)	0.0484 (15)

Geometric parameters (Å, º) top

C1A—H1AA	0.9900	C28C—O29C	1.381 (11)
C1A—H1AB	0.9900	C28C—O28C	1.203 (10)
C1A—C2A	1.533 (4)	O29C—C31C	1.503 (8)
C1A—C10A	1.544 (4)	C31C—H31C	0.9900
C2A—H2AA	0.9900	C31C—H31D	0.9900
C2A—H2AB	0.9900	C31C—C32C	1.507 (11)
C2A—C3A	1.514 (4)	C32C—H32D	0.9800
C3A—H3A	1.0000	C32C—H32E	0.9800
C3A—C4A	1.532 (4)	C32C—H32F	0.9800
C3A—O3A	1.439 (3)	C1B—H1BA	0.9900
C4A—C5A	1.558 (3)	C1B—H1BB	0.9900
C4A—C23A	1.537 (4)	C1B—C2B	1.529 (4)
C4A—C24A	1.533 (4)	C1B—C10B	1.545 (4)
C5A—H5A	1.0000	C2B—H2BA	0.9900
C5A—C6A	1.532 (3)	C2B—H2BB	0.9900
C5A—C10A	1.561 (4)	C2B—C3B	1.513 (4)
C6A—H6AA	0.9900	C3B—H3B	1.0000
C6A—H6AB	0.9900	C3B—C4B	1.541 (4)
C6A—C7A	1.526 (4)	C3B—O3B	1.424 (3)
C7A—H7AA	0.9900	C4B—C5B	1.561 (4)
C7A—H7AB	0.9900	C4B—C23B	1.534 (5)
C7A—C8A	1.537 (4)	C4B—C24B	1.536 (4)
C8A—C9A	1.562 (3)	C5B—H5B	1.0000
C8A—C14A	1.587 (3)	C5B—C6B	1.532 (4)
C8A—C26A	1.551 (4)	C5B—C10B	1.562 (4)
C9A—H9A	1.0000	C6B—H6BA	0.9900
C9A—C10A	1.570 (3)	C6B—H6BB	0.9900
C9A—C11A	1.534 (4)	C6B—C7B	1.526 (4)
C10A—C25A	1.544 (4)	C7B—H7BA	0.9900
C11A—H11A	0.9900	C7B—H7BB	0.9900
C11A—H11B	0.9900	C7B—C8B	1.537 (4)
C11A—C12A	1.480 (4)	C8B—C9B	1.565 (3)
C11A—O11A	1.224 (5)	C8B—C14B	1.589 (3)
C12A—H12A	0.9500	C8B—C26B	1.551 (4)
C12A—C13A	1.30 (2)	C9B—H9B	1.0000
C12A—C13C	1.499 (13)	C9B—C10B	1.565 (3)
C12A—O12A	1.231 (5)	C9B—C11B	1.529 (3)
C13A—C14A	1.58 (2)	C10B—C25B	1.541 (4)
C13A—C18A	1.55 (2)	C11B—C12B	1.475 (4)
C13C—H13C	1.0000	C11B—O11B	1.222 (3)
C13C—C14A	1.533 (16)	C12B—H12B	0.9500
C13C—C18A	1.524 (16)	C12B—C13B	1.340 (4)
C14A—C15A	1.550 (4)	C13B—C14B	1.531 (3)
C14A—C27A	1.554 (4)	C13B—C18B	1.525 (3)
C15A—H15A	0.9900	C14B—C15B	1.553 (4)
C15A—H15B	0.9900	C14B—C27B	1.558 (4)
C15A—C16A	1.531 (4)	C15B—H15C	0.9900
C16A—H16A	0.9900	C15B—H15D	0.9900
C16A—H16B	0.9900	C15B—C16B	1.532 (3)
C16A—C17A	1.525 (5)	C16B—H16C	0.9900
C17A—C18A	1.551 (4)	C16B—H16D	0.9900
C17A—C22A	1.556 (4)	C16B—C17B	1.533 (3)
C17A—C28A	1.531 (8)	C17B—C18B	1.544 (3)
C17A—C28C	1.528 (10)	C17B—C22B	1.545 (3)
C18A—H18A	1.0000	C17B—C28B	1.534 (3)
C18A—H18B	1.0000	C18B—H18C	1.0000
C18A—C19A	1.532 (4)	C18B—C19B	1.547 (3)
C19A—H19A	0.9900	C19B—H19C	0.9900
C19A—H19B	0.9900	C19B—H19D	0.9900
C19A—C20A	1.540 (4)	C19B—C20B	1.542 (3)
C20A—C21A	1.541 (4)	C20B—C21B	1.536 (4)
C20A—C29A	1.524 (4)	C20B—C29B	1.527 (4)
C20A—C30A	1.528 (5)	C20B—C30B	1.525 (4)
C21A—H21A	0.9900	C21B—H21C	0.9900
C21A—H21B	0.9900	C21B—H21D	0.9900
C21A—C22A	1.516 (4)	C21B—C22B	1.525 (4)
C22A—H22A	0.9900	C22B—H22C	0.9900
C22A—H22B	0.9900	C22B—H22D	0.9900
C23A—H23A	0.9800	C23B—H23D	0.9800
C23A—H23B	0.9800	C23B—H23E	0.9800
C23A—H23C	0.9800	C23B—H23F	0.9800
C24A—H24A	0.9800	C24B—H24D	0.9800
C24A—H24B	0.9800	C24B—H24E	0.9800
C24A—H24C	0.9800	C24B—H24F	0.9800
C25A—H25A	0.9800	C25B—H25D	0.9800
C25A—H25B	0.9800	C25B—H25E	0.9800
C25A—H25C	0.9800	C25B—H25F	0.9800
C26A—H26A	0.9800	C26B—H26D	0.9800
C26A—H26B	0.9800	C26B—H26E	0.9800
C26A—H26C	0.9800	C26B—H26F	0.9800
C27A—H27A	0.9800	C27B—H27D	0.9800
C27A—H27B	0.9800	C27B—H27E	0.9800
C27A—H27C	0.9800	C27B—H27F	0.9800
C28A—O28A	1.199 (8)	C28B—O28B	1.193 (3)
C28A—O29A	1.343 (7)	C28B—O29B	1.311 (3)
C29A—H29A	0.9800	C29B—H29D	0.9800
C29A—H29B	0.9800	C29B—H29E	0.9800
C29A—H29C	0.9800	C29B—H29F	0.9800
C30A—H30A	0.9800	C30B—H30D	0.9800
C30A—H30B	0.9800	C30B—H30E	0.9800
C30A—H30C	0.9800	C30B—H30F	0.9800
C31A—H31A	0.9900	C31B—H31E	0.9900
C31A—H31B	0.9900	C31B—H31F	0.9900
C31A—C32A	1.463 (9)	C31B—C32B	1.454 (5)
C31A—O29A	1.470 (7)	C31B—O29B	1.460 (4)
C32A—H32A	0.9800	C32B—H32G	0.9800
C32A—H32B	0.9800	C32B—H32H	0.9800
C32A—H32C	0.9800	C32B—H32I	0.9800
O3A—H3AA	0.8400	O3B—H3BA	0.8400

H1AA—C1A—H1AB	107.8	H32A—C32A—H32C	109.5
C2A—C1A—H1AA	109.0	H32B—C32A—H32C	109.5
C2A—C1A—H1AB	109.0	C3A—O3A—H3AA	109.5
C2A—C1A—C10A	113.0 (2)	C28A—O29A—C31A	115.3 (5)
C10A—C1A—H1AA	109.0	O29C—C28C—C17A	118.4 (8)
C10A—C1A—H1AB	109.0	O28C—C28C—C17A	120.7 (8)
C1A—C2A—H2AA	109.4	O28C—C28C—O29C	116.9 (10)
C1A—C2A—H2AB	109.4	C28C—O29C—C31C	120.6 (7)
H2AA—C2A—H2AB	108.0	O29C—C31C—H31C	111.1
C3A—C2A—C1A	111.4 (2)	O29C—C31C—H31D	111.1
C3A—C2A—H2AA	109.4	O29C—C31C—C32C	103.3 (7)
C3A—C2A—H2AB	109.4	H31C—C31C—H31D	109.1
C2A—C3A—H3A	107.8	C32C—C31C—H31C	111.1
C2A—C3A—C4A	113.6 (2)	C32C—C31C—H31D	111.1
C4A—C3A—H3A	107.8	C31C—C32C—H32D	109.5
O3A—C3A—C2A	110.5 (2)	C31C—C32C—H32E	109.5
O3A—C3A—H3A	107.8	C31C—C32C—H32F	109.5
O3A—C3A—C4A	109.3 (2)	H32D—C32C—H32E	109.5
C3A—C4A—C5A	106.9 (2)	H32D—C32C—H32F	109.5
C3A—C4A—C23A	107.2 (2)	H32E—C32C—H32F	109.5
C3A—C4A—C24A	112.1 (2)	H1BA—C1B—H1BB	107.7
C23A—C4A—C5A	108.4 (2)	C2B—C1B—H1BA	108.9
C24A—C4A—C5A	114.1 (2)	C2B—C1B—H1BB	108.9
C24A—C4A—C23A	107.9 (2)	C2B—C1B—C10B	113.2 (2)
C4A—C5A—H5A	104.5	C10B—C1B—H1BA	108.9
C4A—C5A—C10A	117.5 (2)	C10B—C1B—H1BB	108.9
C6A—C5A—C4A	113.9 (2)	C1B—C2B—H2BA	109.5
C6A—C5A—H5A	104.5	C1B—C2B—H2BB	109.5
C6A—C5A—C10A	110.4 (2)	H2BA—C2B—H2BB	108.0
C10A—C5A—H5A	104.5	C3B—C2B—C1B	110.9 (2)
C5A—C6A—H6AA	109.6	C3B—C2B—H2BA	109.5
C5A—C6A—H6AB	109.6	C3B—C2B—H2BB	109.5
H6AA—C6A—H6AB	108.1	C2B—C3B—H3B	105.6
C7A—C6A—C5A	110.4 (2)	C2B—C3B—C4B	112.7 (2)
C7A—C6A—H6AA	109.6	C4B—C3B—H3B	105.6
C7A—C6A—H6AB	109.6	O3B—C3B—C2B	112.8 (2)
C6A—C7A—H7AA	108.8	O3B—C3B—H3B	105.6
C6A—C7A—H7AB	108.8	O3B—C3B—C4B	113.6 (2)
C6A—C7A—C8A	113.6 (2)	C3B—C4B—C5B	107.9 (2)
H7AA—C7A—H7AB	107.7	C23B—C4B—C3B	107.2 (3)
C8A—C7A—H7AA	108.8	C23B—C4B—C5B	108.9 (2)
C8A—C7A—H7AB	108.8	C23B—C4B—C24B	108.4 (3)
C7A—C8A—C9A	110.0 (2)	C24B—C4B—C3B	111.0 (2)
C7A—C8A—C14A	110.0 (2)	C24B—C4B—C5B	113.2 (2)
C7A—C8A—C26A	107.8 (2)	C4B—C5B—H5B	104.5
C9A—C8A—C14A	107.3 (2)	C4B—C5B—C10B	118.2 (2)
C26A—C8A—C9A	111.0 (2)	C6B—C5B—C4B	114.0 (2)
C26A—C8A—C14A	110.7 (2)	C6B—C5B—H5B	104.5
C8A—C9A—H9A	104.5	C6B—C5B—C10B	109.6 (2)
C8A—C9A—C10A	116.9 (2)	C10B—C5B—H5B	104.5
C10A—C9A—H9A	104.5	C5B—C6B—H6BA	109.6
C11A—C9A—C8A	109.9 (2)	C5B—C6B—H6BB	109.6
C11A—C9A—H9A	104.5	H6BA—C6B—H6BB	108.2
C11A—C9A—C10A	115.0 (2)	C7B—C6B—C5B	110.1 (2)
C1A—C10A—C5A	107.7 (2)	C7B—C6B—H6BA	109.6
C1A—C10A—C9A	107.7 (2)	C7B—C6B—H6BB	109.6
C5A—C10A—C9A	105.26 (19)	C6B—C7B—H7BA	108.7
C25A—C10A—C1A	108.5 (2)	C6B—C7B—H7BB	108.7
C25A—C10A—C5A	114.5 (2)	C6B—C7B—C8B	114.3 (2)
C25A—C10A—C9A	112.9 (2)	H7BA—C7B—H7BB	107.6
C9A—C11A—H11A	107.9	C8B—C7B—H7BA	108.7
C9A—C11A—H11B	107.9	C8B—C7B—H7BB	108.7
H11A—C11A—H11B	107.2	C7B—C8B—C9B	111.6 (2)
C12A—C11A—C9A	117.7 (2)	C7B—C8B—C14B	109.3 (2)
C12A—C11A—H11A	107.9	C7B—C8B—C26B	107.8 (2)
C12A—C11A—H11B	107.9	C9B—C8B—C14B	107.33 (19)
O11A—C11A—C9A	124.8 (3)	C26B—C8B—C9B	109.9 (2)
O11A—C11A—C12A	115.4 (3)	C26B—C8B—C14B	110.9 (2)
C11A—C12A—H12A	117.8	C8B—C9B—H9B	104.3
C11A—C12A—C13C	121.0 (6)	C10B—C9B—C8B	117.8 (2)
C13A—C12A—C11A	124.4 (10)	C10B—C9B—H9B	104.3
C13A—C12A—H12A	117.8	C11B—C9B—C8B	107.9 (2)
O12A—C12A—C11A	115.5 (3)	C11B—C9B—H9B	104.3
O12A—C12A—C13C	123.4 (6)	C11B—C9B—C10B	116.5 (2)
C12A—C13A—C14A	120.4 (16)	C1B—C10B—C5B	108.2 (2)
C12A—C13A—C18A	123.4 (16)	C1B—C10B—C9B	108.6 (2)
C18A—C13A—C14A	115.8 (12)	C5B—C10B—C9B	104.8 (2)
C12A—C13C—H13C	103.4	C25B—C10B—C1B	108.0 (2)
C12A—C13C—C14A	111.1 (9)	C25B—C10B—C5B	114.3 (2)
C12A—C13C—C18A	112.7 (8)	C25B—C10B—C9B	112.8 (2)
C14A—C13C—H13C	103.4	C12B—C11B—C9B	116.4 (2)
C18A—C13C—H13C	103.4	O11B—C11B—C9B	124.0 (2)
C18A—C13C—C14A	120.4 (10)	O11B—C11B—C12B	119.6 (2)
C13A—C14A—C8A	110.8 (8)	C11B—C12B—H12B	117.7
C13C—C14A—C8A	106.3 (6)	C13B—C12B—C11B	124.7 (2)
C13C—C14A—C15A	107.4 (5)	C13B—C12B—H12B	117.7
C13C—C14A—C27A	113.8 (3)	C12B—C13B—C14B	120.3 (2)
C15A—C14A—C8A	110.1 (2)	C12B—C13B—C18B	119.1 (2)
C15A—C14A—C13A	118.0 (7)	C18B—C13B—C14B	120.4 (2)
C15A—C14A—C27A	106.9 (2)	C13B—C14B—C8B	108.7 (2)
C27A—C14A—C8A	112.2 (2)	C13B—C14B—C15B	112.6 (2)
C27A—C14A—C13A	98.2 (5)	C13B—C14B—C27B	106.0 (2)
C14A—C15A—H15A	108.7	C15B—C14B—C8B	109.77 (19)
C14A—C15A—H15B	108.7	C15B—C14B—C27B	107.1 (2)
H15A—C15A—H15B	107.6	C27B—C14B—C8B	112.6 (2)
C16A—C15A—C14A	114.3 (2)	C14B—C15B—H15C	108.6
C16A—C15A—H15A	108.7	C14B—C15B—H15D	108.6
C16A—C15A—H15B	108.7	H15C—C15B—H15D	107.6
C15A—C16A—H16A	109.2	C16B—C15B—C14B	114.5 (2)
C15A—C16A—H16B	109.2	C16B—C15B—H15C	108.6
H16A—C16A—H16B	107.9	C16B—C15B—H15D	108.6
C17A—C16A—C15A	112.3 (2)	C15B—C16B—H16C	109.2
C17A—C16A—H16A	109.2	C15B—C16B—H16D	109.2
C17A—C16A—H16B	109.2	C15B—C16B—C17B	111.9 (2)
C16A—C17A—C18A	109.3 (2)	H16C—C16B—H16D	107.9
C16A—C17A—C22A	112.1 (3)	C17B—C16B—H16C	109.2
C16A—C17A—C28A	101.7 (3)	C17B—C16B—H16D	109.2
C16A—C17A—C28C	118.2 (5)	C16B—C17B—C18B	109.5 (2)
C18A—C17A—C22A	110.2 (2)	C16B—C17B—C22B	111.4 (2)
C28A—C17A—C18A	118.0 (4)	C16B—C17B—C28B	108.8 (2)
C28A—C17A—C22A	105.4 (5)	C18B—C17B—C22B	110.76 (19)
C28C—C17A—C18A	104.8 (5)	C28B—C17B—C18B	111.9 (2)
C28C—C17A—C22A	101.9 (7)	C28B—C17B—C22B	104.4 (2)
C13A—C18A—H18A	107.8	C13B—C18B—C17B	111.99 (19)
C13C—C18A—C17A	104.5 (4)	C13B—C18B—H18C	107.1
C13C—C18A—H18B	106.7	C13B—C18B—C19B	111.5 (2)
C13C—C18A—C19A	120.3 (4)	C17B—C18B—H18C	107.1
C17A—C18A—C13A	117.3 (6)	C17B—C18B—C19B	111.7 (2)
C17A—C18A—H18A	107.8	C19B—C18B—H18C	107.1
C17A—C18A—H18B	106.7	C18B—C19B—H19C	108.9
C19A—C18A—C13A	104.7 (5)	C18B—C19B—H19D	108.9
C19A—C18A—C17A	111.2 (2)	H19C—C19B—H19D	107.7
C19A—C18A—H18A	107.8	C20B—C19B—C18B	113.5 (2)
C19A—C18A—H18B	106.7	C20B—C19B—H19C	108.9
C18A—C19A—H19A	108.8	C20B—C19B—H19D	108.9
C18A—C19A—H19B	108.8	C21B—C20B—C19B	108.2 (2)
C18A—C19A—C20A	113.9 (2)	C29B—C20B—C19B	108.3 (2)
H19A—C19A—H19B	107.7	C29B—C20B—C21B	108.6 (2)
C20A—C19A—H19A	108.8	C30B—C20B—C19B	111.4 (2)
C20A—C19A—H19B	108.8	C30B—C20B—C21B	111.2 (2)
C19A—C20A—C21A	108.8 (2)	C30B—C20B—C29B	109.1 (2)
C29A—C20A—C19A	108.5 (2)	C20B—C21B—H21C	109.0
C29A—C20A—C21A	107.6 (2)	C20B—C21B—H21D	109.0
C29A—C20A—C30A	108.9 (3)	H21C—C21B—H21D	107.8
C30A—C20A—C19A	111.0 (2)	C22B—C21B—C20B	112.8 (2)
C30A—C20A—C21A	111.8 (2)	C22B—C21B—H21C	109.0
C20A—C21A—H21A	109.0	C22B—C21B—H21D	109.0
C20A—C21A—H21B	109.0	C17B—C22B—H22C	108.9
H21A—C21A—H21B	107.8	C17B—C22B—H22D	108.9
C22A—C21A—C20A	113.1 (2)	C21B—C22B—C17B	113.3 (2)
C22A—C21A—H21A	109.0	C21B—C22B—H22C	108.9
C22A—C21A—H21B	109.0	C21B—C22B—H22D	108.9
C17A—C22A—H22A	109.0	H22C—C22B—H22D	107.7
C17A—C22A—H22B	109.0	C4B—C23B—H23D	109.5
C21A—C22A—C17A	112.7 (2)	C4B—C23B—H23E	109.5
C21A—C22A—H22A	109.0	C4B—C23B—H23F	109.5
C21A—C22A—H22B	109.0	H23D—C23B—H23E	109.5
H22A—C22A—H22B	107.8	H23D—C23B—H23F	109.5
C4A—C23A—H23A	109.5	H23E—C23B—H23F	109.5
C4A—C23A—H23B	109.5	C4B—C24B—H24D	109.5
C4A—C23A—H23C	109.5	C4B—C24B—H24E	109.5
H23A—C23A—H23B	109.5	C4B—C24B—H24F	109.5
H23A—C23A—H23C	109.5	H24D—C24B—H24E	109.5
H23B—C23A—H23C	109.5	H24D—C24B—H24F	109.5
C4A—C24A—H24A	109.5	H24E—C24B—H24F	109.5
C4A—C24A—H24B	109.5	C10B—C25B—H25D	109.5
C4A—C24A—H24C	109.5	C10B—C25B—H25E	109.5
H24A—C24A—H24B	109.5	C10B—C25B—H25F	109.5
H24A—C24A—H24C	109.5	H25D—C25B—H25E	109.5
H24B—C24A—H24C	109.5	H25D—C25B—H25F	109.5
C10A—C25A—H25A	109.5	H25E—C25B—H25F	109.5
C10A—C25A—H25B	109.5	C8B—C26B—H26D	109.5
C10A—C25A—H25C	109.5	C8B—C26B—H26E	109.5
H25A—C25A—H25B	109.5	C8B—C26B—H26F	109.5
H25A—C25A—H25C	109.5	H26D—C26B—H26E	109.5
H25B—C25A—H25C	109.5	H26D—C26B—H26F	109.5
C8A—C26A—H26A	109.5	H26E—C26B—H26F	109.5
C8A—C26A—H26B	109.5	C14B—C27B—H27D	109.5
C8A—C26A—H26C	109.5	C14B—C27B—H27E	109.5
H26A—C26A—H26B	109.5	C14B—C27B—H27F	109.5
H26A—C26A—H26C	109.5	H27D—C27B—H27E	109.5
H26B—C26A—H26C	109.5	H27D—C27B—H27F	109.5
C14A—C27A—H27A	109.5	H27E—C27B—H27F	109.5
C14A—C27A—H27B	109.5	O28B—C28B—C17B	124.6 (2)
C14A—C27A—H27C	109.5	O28B—C28B—O29B	122.7 (3)
H27A—C27A—H27B	109.5	O29B—C28B—C17B	112.7 (2)
H27A—C27A—H27C	109.5	C20B—C29B—H29D	109.5
H27B—C27A—H27C	109.5	C20B—C29B—H29E	109.5
O28A—C28A—C17A	128.0 (6)	C20B—C29B—H29F	109.5
O28A—C28A—O29A	123.2 (7)	H29D—C29B—H29E	109.5
O29A—C28A—C17A	107.1 (5)	H29D—C29B—H29F	109.5
C20A—C29A—H29A	109.5	H29E—C29B—H29F	109.5
C20A—C29A—H29B	109.5	C20B—C30B—H30D	109.5
C20A—C29A—H29C	109.5	C20B—C30B—H30E	109.5
H29A—C29A—H29B	109.5	C20B—C30B—H30F	109.5
H29A—C29A—H29C	109.5	H30D—C30B—H30E	109.5
H29B—C29A—H29C	109.5	H30D—C30B—H30F	109.5
C20A—C30A—H30A	109.5	H30E—C30B—H30F	109.5
C20A—C30A—H30B	109.5	H31E—C31B—H31F	108.5
C20A—C30A—H30C	109.5	C32B—C31B—H31E	110.1
H30A—C30A—H30B	109.5	C32B—C31B—H31F	110.1
H30A—C30A—H30C	109.5	C32B—C31B—O29B	107.8 (3)
H30B—C30A—H30C	109.5	O29B—C31B—H31E	110.1
H31A—C31A—H31B	108.5	O29B—C31B—H31F	110.1
C32A—C31A—H31A	110.3	C31B—C32B—H32G	109.5
C32A—C31A—H31B	110.3	C31B—C32B—H32H	109.5
C32A—C31A—O29A	107.1 (6)	C31B—C32B—H32I	109.5
O29A—C31A—H31A	110.3	H32G—C32B—H32H	109.5
O29A—C31A—H31B	110.3	H32G—C32B—H32I	109.5
C31A—C32A—H32A	109.5	H32H—C32B—H32I	109.5
C31A—C32A—H32B	109.5	C3B—O3B—H3BA	109.5
C31A—C32A—H32C	109.5	C28B—O29B—C31B	117.9 (3)
H32A—C32A—H32B	109.5

C1A—C2A—C3A—C4A	58.5 (3)	C28A—C17A—C18A—C13C	−55.1 (7)
C1A—C2A—C3A—O3A	−178.3 (2)	C28A—C17A—C18A—C19A	173.7 (5)
C2A—C1A—C10A—C5A	51.3 (3)	C28A—C17A—C22A—C21A	178.5 (4)
C2A—C1A—C10A—C9A	164.4 (2)	C29A—C20A—C21A—C22A	−171.5 (3)
C2A—C1A—C10A—C25A	−73.2 (3)	C30A—C20A—C21A—C22A	68.9 (3)
C2A—C3A—C4A—C5A	−54.1 (3)	C32A—C31A—O29A—C28A	−174.7 (9)
C2A—C3A—C4A—C23A	−170.2 (2)	O3A—C3A—C4A—C5A	−177.98 (19)
C2A—C3A—C4A—C24A	71.6 (3)	O3A—C3A—C4A—C23A	65.9 (3)
C3A—C4A—C5A—C6A	−175.9 (2)	O3A—C3A—C4A—C24A	−52.2 (3)
C3A—C4A—C5A—C10A	52.7 (3)	O11A—C11A—C12A—C13A	−170.8 (7)
C4A—C5A—C6A—C7A	161.0 (2)	O12A—C12A—C13C—C14A	−139.3 (6)
C4A—C5A—C10A—C1A	−51.8 (3)	O12A—C12A—C13C—C18A	−0.7 (10)
C4A—C5A—C10A—C9A	−166.5 (2)	O28A—C28A—O29A—C31A	−14.8 (16)
C4A—C5A—C10A—C25A	69.0 (3)	C28C—C17A—C18A—C13A	−78.1 (10)
C5A—C6A—C7A—C8A	56.7 (3)	C28C—C17A—C18A—C19A	161.5 (7)
C6A—C5A—C10A—C1A	175.2 (2)	C28C—C17A—C22A—C21A	−163.9 (4)
C6A—C5A—C10A—C9A	60.5 (3)	C28C—O29C—C31C—C32C	82.8 (12)
C6A—C5A—C10A—C25A	−64.0 (3)	O28C—C28C—O29C—C31C	17 (2)
C6A—C7A—C8A—C9A	−47.2 (3)	C1B—C2B—C3B—C4B	60.1 (3)
C6A—C7A—C8A—C14A	−165.1 (2)	C1B—C2B—C3B—O3B	−169.5 (2)
C6A—C7A—C8A—C26A	74.0 (3)	C2B—C1B—C10B—C5B	50.5 (3)
C7A—C8A—C9A—C10A	48.3 (3)	C2B—C1B—C10B—C9B	163.7 (2)
C7A—C8A—C9A—C11A	−178.3 (2)	C2B—C1B—C10B—C25B	−73.6 (3)
C7A—C8A—C14A—C13A	174.3 (5)	C2B—C3B—C4B—C5B	−53.5 (3)
C7A—C8A—C14A—C13C	−169.3 (3)	C2B—C3B—C4B—C23B	−170.6 (2)
C7A—C8A—C14A—C15A	−53.3 (3)	C2B—C3B—C4B—C24B	71.2 (3)
C7A—C8A—C14A—C27A	65.7 (3)	C3B—C4B—C5B—C6B	−179.5 (2)
C8A—C9A—C10A—C1A	−169.1 (2)	C3B—C4B—C5B—C10B	49.4 (3)
C8A—C9A—C10A—C5A	−54.4 (3)	C4B—C5B—C6B—C7B	157.9 (2)
C8A—C9A—C10A—C25A	71.1 (3)	C4B—C5B—C10B—C1B	−48.1 (3)
C8A—C9A—C11A—C12A	35.6 (3)	C4B—C5B—C10B—C9B	−163.8 (2)
C8A—C9A—C11A—O11A	−161.1 (4)	C4B—C5B—C10B—C25B	72.3 (3)
C8A—C14A—C15A—C16A	−158.6 (2)	C5B—C6B—C7B—C8B	54.5 (3)
C9A—C8A—C14A—C13A	54.8 (5)	C6B—C5B—C10B—C1B	178.9 (2)
C9A—C8A—C14A—C13C	71.1 (4)	C6B—C5B—C10B—C9B	63.2 (3)
C9A—C8A—C14A—C15A	−172.9 (2)	C6B—C5B—C10B—C25B	−60.7 (3)
C9A—C8A—C14A—C27A	−53.9 (3)	C6B—C7B—C8B—C9B	−41.1 (3)
C9A—C11A—C12A—C13A	−6.0 (8)	C6B—C7B—C8B—C14B	−159.7 (2)
C9A—C11A—C12A—C13C	−24.6 (6)	C6B—C7B—C8B—C26B	79.7 (3)
C9A—C11A—C12A—O12A	151.0 (3)	C7B—C8B—C9B—C10B	42.4 (3)
C10A—C1A—C2A—C3A	−56.6 (3)	C7B—C8B—C9B—C11B	176.8 (2)
C10A—C5A—C6A—C7A	−64.3 (3)	C7B—C8B—C14B—C13B	−179.5 (2)
C10A—C9A—C11A—C12A	170.0 (2)	C7B—C8B—C14B—C15B	−55.9 (3)
C10A—C9A—C11A—O11A	−26.7 (5)	C7B—C8B—C14B—C27B	63.3 (3)
C11A—C9A—C10A—C1A	59.7 (3)	C8B—C9B—C10B—C1B	−168.0 (2)
C11A—C9A—C10A—C5A	174.5 (2)	C8B—C9B—C10B—C5B	−52.5 (3)
C11A—C9A—C10A—C25A	−60.0 (3)	C8B—C9B—C10B—C25B	72.3 (3)
C11A—C12A—C13A—C14A	1.8 (13)	C8B—C9B—C11B—C12B	38.1 (3)
C11A—C12A—C13A—C18A	−170.5 (6)	C8B—C9B—C11B—O11B	−143.5 (3)
C11A—C12A—C13C—C14A	36.0 (8)	C8B—C14B—C15B—C16B	−158.9 (2)
C11A—C12A—C13C—C18A	174.5 (5)	C9B—C8B—C14B—C13B	59.3 (2)
C12A—C13A—C14A—C8A	−27.3 (11)	C9B—C8B—C14B—C15B	−177.2 (2)
C12A—C13A—C14A—C15A	−155.5 (7)	C9B—C8B—C14B—C27B	−57.9 (3)
C12A—C13A—C14A—C27A	90.3 (10)	C9B—C11B—C12B—C13B	−7.8 (4)
C12A—C13A—C18A—C17A	145.1 (7)	C10B—C1B—C2B—C3B	−58.7 (3)
C12A—C13A—C18A—C19A	−91.2 (11)	C10B—C5B—C6B—C7B	−66.9 (3)
C12A—C13C—C14A—C8A	−57.6 (6)	C10B—C9B—C11B—C12B	173.2 (2)
C12A—C13C—C14A—C15A	−175.4 (5)	C10B—C9B—C11B—O11B	−8.4 (4)
C12A—C13C—C14A—C27A	66.4 (8)	C11B—C9B—C10B—C1B	61.5 (3)
C12A—C13C—C18A—C17A	167.2 (6)	C11B—C9B—C10B—C5B	176.9 (2)
C12A—C13C—C18A—C19A	−67.2 (10)	C11B—C9B—C10B—C25B	−58.3 (3)
C13A—C14A—C15A—C16A	−30.1 (7)	C11B—C12B—C13B—C14B	3.5 (4)
C13A—C18A—C19A—C20A	176.7 (8)	C11B—C12B—C13B—C18B	179.6 (2)
C13C—C14A—C15A—C16A	−43.3 (5)	C12B—C13B—C14B—C8B	−29.7 (3)
C13C—C18A—C19A—C20A	−178.2 (7)	C12B—C13B—C14B—C15B	−151.6 (2)
C14A—C8A—C9A—C10A	167.9 (2)	C12B—C13B—C14B—C27B	91.7 (3)
C14A—C8A—C9A—C11A	−58.7 (3)	C12B—C13B—C18B—C17B	142.9 (2)
C14A—C13A—C18A—C17A	−27.5 (11)	C12B—C13B—C18B—C19B	−91.1 (3)
C14A—C13A—C18A—C19A	96.2 (7)	C13B—C14B—C15B—C16B	−37.6 (3)
C14A—C13C—C18A—C17A	−58.5 (5)	C13B—C18B—C19B—C20B	178.9 (2)
C14A—C13C—C18A—C19A	67.1 (6)	C14B—C8B—C9B—C10B	162.1 (2)
C14A—C15A—C16A—C17A	53.5 (3)	C14B—C8B—C9B—C11B	−63.5 (2)
C15A—C16A—C17A—C18A	−62.1 (3)	C14B—C13B—C18B—C17B	−41.0 (3)
C15A—C16A—C17A—C22A	175.5 (2)	C14B—C13B—C18B—C19B	85.0 (3)
C15A—C16A—C17A—C28A	63.3 (5)	C14B—C15B—C16B—C17B	54.1 (3)
C15A—C16A—C17A—C28C	57.5 (8)	C15B—C16B—C17B—C18B	−61.1 (3)
C16A—C17A—C18A—C13A	49.4 (8)	C15B—C16B—C17B—C22B	176.1 (2)
C16A—C17A—C18A—C13C	60.3 (6)	C15B—C16B—C17B—C28B	61.5 (3)
C16A—C17A—C18A—C19A	−71.0 (3)	C16B—C17B—C18B—C13B	53.2 (3)
C16A—C17A—C22A—C21A	68.8 (3)	C16B—C17B—C18B—C19B	−72.7 (2)
C16A—C17A—C28A—O28A	37.2 (14)	C16B—C17B—C22B—C21B	70.5 (3)
C16A—C17A—C28A—O29A	−157.4 (7)	C16B—C17B—C28B—O28B	32.7 (4)
C16A—C17A—C28C—O29C	−122.8 (10)	C16B—C17B—C28B—O29B	−148.2 (3)
C16A—C17A—C28C—O28C	33.9 (19)	C17B—C18B—C19B—C20B	−54.9 (3)
C17A—C18A—C19A—C20A	−55.7 (3)	C17B—C28B—O29B—C31B	−178.8 (3)
C17A—C28A—O29A—C31A	178.9 (6)	C18B—C13B—C14B—C8B	154.2 (2)
C17A—C28C—O29C—C31C	174.3 (9)	C18B—C13B—C14B—C15B	32.3 (3)
C18A—C13A—C14A—C8A	145.5 (7)	C18B—C13B—C14B—C27B	−84.4 (3)
C18A—C13A—C14A—C15A	17.3 (11)	C18B—C17B—C22B—C21B	−51.5 (3)
C18A—C13A—C14A—C27A	−96.9 (8)	C18B—C17B—C28B—O28B	153.8 (3)
C18A—C13C—C14A—C8A	167.5 (4)	C18B—C17B—C28B—O29B	−27.1 (3)
C18A—C13C—C14A—C15A	49.6 (5)	C18B—C19B—C20B—C21B	56.0 (3)
C18A—C13C—C14A—C27A	−68.5 (6)	C18B—C19B—C20B—C29B	173.5 (2)
C18A—C17A—C22A—C21A	−53.1 (4)	C18B—C19B—C20B—C30B	−66.5 (3)
C18A—C17A—C28A—O28A	156.6 (11)	C19B—C20B—C21B—C22B	−55.8 (3)
C18A—C17A—C28A—O29A	−38.0 (10)	C20B—C21B—C22B—C17B	55.6 (3)
C18A—C17A—C28C—O29C	−0.9 (14)	C22B—C17B—C18B—C13B	176.4 (2)
C18A—C17A—C28C—O28C	155.8 (14)	C22B—C17B—C18B—C19B	50.5 (3)
C18A—C19A—C20A—C21A	54.9 (3)	C22B—C17B—C28B—O28B	−86.4 (3)
C18A—C19A—C20A—C29A	171.7 (3)	C22B—C17B—C28B—O29B	92.8 (3)
C18A—C19A—C20A—C30A	−68.6 (3)	C23B—C4B—C5B—C6B	−63.4 (3)
C19A—C20A—C21A—C22A	−54.1 (3)	C23B—C4B—C5B—C10B	165.5 (3)
C20A—C21A—C22A—C17A	55.1 (4)	C24B—C4B—C5B—C6B	57.2 (3)
C22A—C17A—C18A—C13A	172.9 (8)	C24B—C4B—C5B—C10B	−73.9 (3)
C22A—C17A—C18A—C13C	−176.2 (6)	C26B—C8B—C9B—C10B	−77.2 (3)
C22A—C17A—C18A—C19A	52.6 (3)	C26B—C8B—C9B—C11B	57.2 (3)
C22A—C17A—C28A—O28A	−79.8 (13)	C26B—C8B—C14B—C13B	−60.8 (3)
C22A—C17A—C28A—O29A	85.6 (9)	C26B—C8B—C14B—C15B	62.8 (3)
C22A—C17A—C28C—O29C	114.0 (12)	C26B—C8B—C14B—C27B	−178.0 (2)
C22A—C17A—C28C—O28C	−89.3 (16)	C27B—C14B—C15B—C16B	78.5 (3)
C23A—C4A—C5A—C6A	−60.6 (3)	C28B—C17B—C18B—C13B	−67.6 (3)
C23A—C4A—C5A—C10A	167.9 (2)	C28B—C17B—C18B—C19B	166.5 (2)
C24A—C4A—C5A—C6A	59.6 (3)	C28B—C17B—C22B—C21B	−172.2 (2)
C24A—C4A—C5A—C10A	−71.8 (3)	C29B—C20B—C21B—C22B	−173.1 (2)
C26A—C8A—C9A—C10A	−71.0 (3)	C30B—C20B—C21B—C22B	66.9 (3)
C26A—C8A—C9A—C11A	62.5 (3)	C32B—C31B—O29B—C28B	−151.9 (4)
C26A—C8A—C14A—C13A	−66.6 (5)	O3B—C3B—C4B—C5B	176.6 (2)
C26A—C8A—C14A—C13C	−50.3 (4)	O3B—C3B—C4B—C23B	59.4 (3)
C26A—C8A—C14A—C15A	65.7 (3)	O3B—C3B—C4B—C24B	−58.7 (3)
C26A—C8A—C14A—C27A	−175.2 (2)	O11B—C11B—C12B—C13B	173.7 (3)
C27A—C14A—C15A—C16A	79.2 (3)	O28B—C28B—O29B—C31B	0.4 (5)

(3_isopropyl_OA) top

Crystal data top

C₃₃H₅₄O₃	Z = 2
M_r = 498.76	F(000) = 552
Triclinic, P1	D_x = 1.119 Mg m⁻³
a = 7.1971 (2) Å	Cu Kα radiation, λ = 1.54184 Å
b = 13.5381 (3) Å	Cell parameters from 17895 reflections
c = 15.4611 (4) Å	θ = 2.8–76.3°
α = 94.146 (2)°	µ = 0.53 mm⁻¹
β = 96.768 (2)°	T = 130 K
γ = 96.674 (2)°	Plate, colourless
V = 1480.16 (7) Å³	0.20 × 0.20 × 0.05 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	10656 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	10425 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.024
ω scans	θ_max = 76.4°, θ_min = 2.9°
Absorption correction: multi-scan CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −9→8
T_min = 0.955, T_max = 1.000	k = −17→17
30399 measured reflections	l = −18→19

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.033	H-atom parameters constrained
wR(F²) = 0.085	w = 1/[σ²(F_o²) + (0.052P)² + 0.1877P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
10656 reflections	Δρ_max = 0.22 e Å⁻³
667 parameters	Δρ_min = −0.19 e Å⁻³
3 restraints	Absolute structure: Flack x determined using 4285 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.08 (6)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1A	0.4039 (2)	0.20272 (13)	0.44749 (12)	0.0208 (3)
H1A	0.540622	0.225116	0.462192	0.025*
H1B	0.349426	0.196714	0.503048	0.025*
C2A	0.3767 (3)	0.09979 (13)	0.39617 (13)	0.0226 (4)
H2A	0.442061	0.103766	0.343434	0.027*
H2B	0.433939	0.051500	0.432842	0.027*
C3A	0.1689 (2)	0.06309 (12)	0.36896 (12)	0.0197 (3)
H3A	0.106651	0.058303	0.423266	0.024*
C4A	0.0677 (2)	0.13409 (12)	0.31161 (12)	0.0190 (3)
C5A	0.1030 (2)	0.23953 (12)	0.36286 (11)	0.0168 (3)
H5A	0.041825	0.230508	0.417038	0.020*
C6A	0.0016 (2)	0.31925 (12)	0.31784 (12)	0.0196 (3)
H6A	0.072190	0.343732	0.270783	0.024*
H6B	−0.126306	0.289653	0.291055	0.024*
C7A	−0.0130 (2)	0.40651 (12)	0.38437 (12)	0.0191 (3)
H7A	−0.095289	0.382481	0.427476	0.023*
H7B	−0.074035	0.458224	0.353559	0.023*
C8A	0.1790 (2)	0.45463 (12)	0.43376 (11)	0.0164 (3)
C9A	0.2991 (2)	0.37254 (12)	0.46531 (11)	0.0170 (3)
H9A	0.232502	0.342165	0.512046	0.020*
C10A	0.3116 (2)	0.28262 (12)	0.39697 (11)	0.0172 (3)
C11A	0.4930 (2)	0.42081 (12)	0.51248 (12)	0.0210 (3)
H11A	0.540663	0.375057	0.554592	0.025*
H11B	0.582543	0.428175	0.468730	0.025*
C12A	0.4911 (2)	0.52121 (12)	0.56071 (12)	0.0192 (3)
H12A	0.606970	0.552357	0.592186	0.023*
C13A	0.3418 (2)	0.57028 (12)	0.56324 (11)	0.0168 (3)
C14A	0.1478 (2)	0.52157 (12)	0.51817 (11)	0.0167 (3)
C15A	0.0141 (2)	0.59961 (12)	0.49164 (12)	0.0191 (3)
H15A	0.041030	0.622043	0.434361	0.023*
H15B	−0.117754	0.566716	0.484215	0.023*
C16A	0.0313 (2)	0.69120 (12)	0.55738 (12)	0.0198 (3)
H16A	−0.010584	0.670446	0.612810	0.024*
H16B	−0.052583	0.738781	0.534229	0.024*
C17A	0.2343 (2)	0.74334 (12)	0.57556 (11)	0.0183 (3)
C18A	0.3619 (2)	0.67046 (11)	0.61776 (11)	0.0171 (3)
H18A	0.495647	0.701512	0.619990	0.021*
C19A	0.3250 (3)	0.65675 (12)	0.71253 (12)	0.0203 (3)
H19A	0.415668	0.614019	0.738416	0.024*
H19B	0.196750	0.620744	0.711303	0.024*
C20A	0.3412 (3)	0.75411 (13)	0.77255 (12)	0.0229 (4)
C21A	0.2131 (3)	0.82476 (13)	0.72883 (13)	0.0246 (4)
H21A	0.079690	0.796316	0.727926	0.030*
H21B	0.232662	0.889812	0.764356	0.030*
C22A	0.2501 (3)	0.84189 (13)	0.63596 (12)	0.0230 (4)
H22A	0.378156	0.878333	0.637648	0.028*
H22B	0.158648	0.884519	0.610610	0.028*
C23A	−0.1451 (3)	0.09779 (13)	0.30238 (13)	0.0243 (4)
H23A	−0.212848	0.137078	0.261290	0.036*
H23B	−0.190092	0.106054	0.359555	0.036*
H23C	−0.167784	0.027142	0.280424	0.036*
C24A	0.1273 (3)	0.13134 (13)	0.21945 (12)	0.0242 (4)
H24A	0.082941	0.065613	0.188384	0.036*
H24B	0.265099	0.143725	0.223738	0.036*
H24C	0.071899	0.182917	0.187398	0.036*
C25A	0.4314 (2)	0.31014 (13)	0.32382 (13)	0.0227 (4)
H25A	0.538090	0.360112	0.347806	0.034*
H25B	0.353613	0.337521	0.277294	0.034*
H25C	0.478752	0.250273	0.299882	0.034*
C26A	0.2816 (2)	0.51890 (13)	0.37108 (12)	0.0205 (3)
H26A	0.274035	0.480846	0.314120	0.031*
H26B	0.414229	0.536944	0.395459	0.031*
H26C	0.221742	0.579716	0.363856	0.031*
C27A	0.0537 (2)	0.45963 (13)	0.58590 (12)	0.0204 (3)
H27A	0.146658	0.422480	0.616320	0.031*
H27B	−0.051791	0.412696	0.555590	0.031*
H27C	0.006857	0.504700	0.628439	0.031*
C28A	0.2969 (2)	0.77947 (12)	0.49101 (12)	0.0188 (3)
C29A	0.2710 (3)	0.72943 (15)	0.85902 (13)	0.0298 (4)
H29A	0.280810	0.790815	0.897856	0.045*
H29B	0.348065	0.682527	0.886769	0.045*
H29C	0.139021	0.699124	0.847836	0.045*
C30A	0.5466 (3)	0.80356 (14)	0.79094 (13)	0.0280 (4)
H30A	0.553893	0.864286	0.830375	0.042*
H30B	0.591582	0.820807	0.735872	0.042*
H30C	0.625387	0.757130	0.818301	0.042*
C31A	0.5663 (3)	0.82385 (17)	0.41596 (14)	0.0312 (4)
H31A	0.471145	0.855208	0.378144	0.037*
C32A	0.7258 (3)	0.90174 (15)	0.45552 (16)	0.0353 (5)
H32A	0.675179	0.955928	0.487041	0.053*
H32B	0.793055	0.928465	0.409063	0.053*
H32C	0.812903	0.871550	0.496237	0.053*
C33A	0.6313 (3)	0.73828 (18)	0.36422 (15)	0.0383 (5)
H33A	0.714398	0.703688	0.403152	0.058*
H33B	0.700129	0.764128	0.317899	0.058*
H33C	0.521521	0.691495	0.338037	0.058*
O28A	0.1908 (2)	0.80832 (12)	0.43455 (10)	0.0327 (3)
O29A	0.4806 (2)	0.78232 (13)	0.48910 (10)	0.0349 (4)
O3A	0.14435 (19)	−0.03475 (9)	0.32329 (9)	0.0234 (3)
H3AO	0.156471	−0.077627	0.359513	0.028*
C1B	1.2033 (2)	0.61596 (14)	1.09978 (13)	0.0238 (4)
H1C	1.257808	0.562212	1.130420	0.029*
H1D	1.257106	0.620341	1.043925	0.029*
C2B	1.2602 (3)	0.71514 (14)	1.15605 (13)	0.0253 (4)
H2C	1.214426	0.709743	1.213641	0.030*
H2D	1.399485	0.729703	1.165941	0.030*
C3B	1.1782 (3)	0.80005 (13)	1.11178 (12)	0.0233 (4)
H3B	1.223370	0.799854	1.053042	0.028*
C4B	0.9606 (3)	0.78348 (13)	1.09430 (12)	0.0222 (4)
C5B	0.9001 (2)	0.67935 (12)	1.04317 (12)	0.0193 (3)
H5B	0.948306	0.685767	0.985490	0.023*
C6B	0.6861 (2)	0.65219 (13)	1.02025 (13)	0.0235 (4)
H6C	0.631181	0.629016	1.072114	0.028*
H6D	0.628555	0.712028	1.003248	0.028*
C7B	0.6421 (2)	0.56983 (13)	0.94483 (13)	0.0236 (4)
H7C	0.681855	0.597234	0.891300	0.028*
H7D	0.503853	0.550445	0.934106	0.028*
C8B	0.7381 (2)	0.47550 (12)	0.96052 (12)	0.0188 (3)
C9B	0.9472 (2)	0.50385 (13)	1.00269 (12)	0.0193 (3)
H9B	1.014114	0.531888	0.955052	0.023*
C10B	0.9869 (2)	0.58818 (13)	1.07993 (12)	0.0194 (3)
C11B	1.0371 (3)	0.40889 (14)	1.02214 (14)	0.0266 (4)
H11C	1.175759	0.424045	1.025268	0.032*
H11D	1.008435	0.389480	1.080121	0.032*
C12B	0.9700 (2)	0.32180 (13)	0.95504 (13)	0.0221 (4)
H12B	1.028516	0.262910	0.961521	0.027*
C13B	0.8365 (2)	0.31998 (12)	0.88766 (12)	0.0181 (3)
C14B	0.7402 (2)	0.41311 (12)	0.86980 (12)	0.0187 (3)
C15B	0.5354 (2)	0.38742 (12)	0.82209 (12)	0.0222 (4)
H15C	0.448703	0.375302	0.866459	0.027*
H15D	0.500340	0.446088	0.792214	0.027*
C16B	0.5055 (2)	0.29641 (13)	0.75465 (12)	0.0203 (3)
H16C	0.575841	0.311758	0.704947	0.024*
H16D	0.369928	0.281561	0.731892	0.024*
C17B	0.5732 (2)	0.20431 (12)	0.79527 (12)	0.0180 (3)
C18B	0.7873 (2)	0.22543 (12)	0.82540 (11)	0.0181 (3)
H18B	0.822766	0.168576	0.859022	0.022*
C19B	0.9002 (2)	0.22697 (13)	0.74681 (12)	0.0204 (3)
H19C	1.036498	0.237493	0.768885	0.024*
H19D	0.871775	0.284420	0.713624	0.024*
C20B	0.8588 (3)	0.13119 (13)	0.68412 (12)	0.0226 (4)
C21B	0.6451 (3)	0.11236 (14)	0.65426 (12)	0.0241 (4)
H21C	0.609142	0.165701	0.617466	0.029*
H21D	0.615535	0.048029	0.617739	0.029*
C22B	0.5278 (2)	0.10954 (12)	0.73004 (12)	0.0206 (3)
H22C	0.550331	0.050316	0.761894	0.025*
H22D	0.392498	0.101965	0.706382	0.025*
C23B	0.8981 (3)	0.86401 (14)	1.03582 (15)	0.0322 (4)
H23D	0.760415	0.860769	1.029537	0.048*
H23E	0.939125	0.852477	0.978101	0.048*
H23F	0.955105	0.930072	1.062585	0.048*
C24B	0.8726 (3)	0.79643 (15)	1.17921 (14)	0.0294 (4)
H24D	0.900199	0.866236	1.203438	0.044*
H24E	0.925598	0.753354	1.221466	0.044*
H24F	0.735744	0.778005	1.167088	0.044*
C25B	0.9148 (3)	0.55650 (14)	1.16518 (13)	0.0254 (4)
H25D	0.983620	0.599914	1.214978	0.038*
H25E	0.935320	0.487123	1.172536	0.038*
H25F	0.779825	0.562334	1.162165	0.038*
C26B	0.6248 (3)	0.41274 (14)	1.02097 (13)	0.0246 (4)
H26D	0.605204	0.455467	1.072181	0.037*
H26E	0.695085	0.358682	1.040026	0.037*
H26F	0.502312	0.384303	0.988999	0.037*
C27B	0.8548 (3)	0.47123 (13)	0.80646 (13)	0.0247 (4)
H27D	0.989938	0.473161	0.825784	0.037*
H27E	0.822166	0.539516	0.806326	0.037*
H27F	0.824667	0.437707	0.747284	0.037*
C28B	0.4599 (2)	0.18025 (12)	0.87006 (12)	0.0200 (3)
C29B	0.9629 (3)	0.14722 (17)	0.60459 (15)	0.0333 (4)
H29D	0.939170	0.086430	0.564427	0.050*
H29E	1.098609	0.162605	0.623725	0.050*
H29F	0.917672	0.202888	0.574642	0.050*
C30B	0.9267 (3)	0.04148 (14)	0.72813 (14)	0.0276 (4)
H30D	0.905292	−0.017356	0.685716	0.041*
H30E	0.856394	0.028262	0.777512	0.041*
H30F	1.061579	0.056259	0.749261	0.041*
C31B	0.4560 (3)	0.10821 (14)	1.00584 (13)	0.0262 (4)
H31B	0.362942	0.155080	1.018329	0.031*
C32B	0.3548 (4)	0.00532 (18)	0.97872 (17)	0.0470 (6)
H32D	0.256950	0.008242	0.929518	0.070*
H32E	0.296344	−0.020705	1.027964	0.070*
H32F	0.444922	−0.038746	0.960973	0.070*
C33B	0.6025 (4)	0.1104 (2)	1.08457 (16)	0.0414 (5)
H33D	0.696845	0.066880	1.070952	0.062*
H33E	0.541560	0.086808	1.134005	0.062*
H33F	0.664313	0.178840	1.099846	0.062*
O28B	0.29527 (19)	0.18988 (12)	0.86898 (10)	0.0325 (3)
O29B	0.55847 (17)	0.14178 (10)	0.93516 (9)	0.0238 (3)
O3B	1.2519 (2)	0.89485 (10)	1.15668 (9)	0.0284 (3)
H3BO	1.212321	0.899718	1.205606	0.034*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1A	0.0197 (8)	0.0195 (7)	0.0224 (8)	0.0053 (6)	−0.0016 (6)	−0.0014 (7)
C2A	0.0229 (8)	0.0189 (8)	0.0264 (9)	0.0080 (6)	0.0005 (7)	−0.0003 (7)
C3A	0.0249 (8)	0.0152 (7)	0.0187 (8)	0.0033 (6)	0.0021 (7)	−0.0001 (6)
C4A	0.0213 (8)	0.0165 (7)	0.0189 (8)	0.0023 (6)	0.0010 (6)	0.0005 (6)
C5A	0.0165 (7)	0.0173 (7)	0.0167 (8)	0.0027 (6)	0.0024 (6)	0.0007 (6)
C6A	0.0195 (8)	0.0188 (7)	0.0199 (8)	0.0037 (6)	−0.0003 (6)	−0.0003 (6)
C7A	0.0182 (8)	0.0183 (7)	0.0209 (8)	0.0054 (6)	0.0001 (6)	0.0007 (6)
C8A	0.0158 (7)	0.0157 (7)	0.0183 (8)	0.0031 (6)	0.0025 (6)	0.0026 (6)
C9A	0.0162 (7)	0.0167 (7)	0.0177 (8)	0.0033 (6)	0.0010 (6)	−0.0005 (6)
C10A	0.0161 (7)	0.0162 (7)	0.0194 (8)	0.0034 (6)	0.0024 (6)	0.0004 (6)
C11A	0.0179 (8)	0.0192 (8)	0.0253 (9)	0.0050 (6)	0.0006 (7)	−0.0034 (7)
C12A	0.0174 (7)	0.0197 (8)	0.0191 (8)	0.0012 (6)	0.0000 (6)	−0.0011 (6)
C13A	0.0191 (8)	0.0150 (7)	0.0165 (8)	0.0021 (6)	0.0028 (6)	0.0023 (6)
C14A	0.0167 (7)	0.0155 (7)	0.0184 (8)	0.0033 (6)	0.0035 (6)	0.0015 (6)
C15A	0.0166 (7)	0.0169 (7)	0.0240 (9)	0.0039 (6)	0.0023 (6)	0.0019 (6)
C16A	0.0212 (8)	0.0185 (7)	0.0217 (9)	0.0066 (6)	0.0059 (7)	0.0024 (6)
C17A	0.0218 (8)	0.0161 (7)	0.0182 (8)	0.0042 (6)	0.0045 (6)	0.0031 (6)
C18A	0.0198 (7)	0.0146 (7)	0.0170 (8)	0.0033 (6)	0.0020 (6)	0.0011 (6)
C19A	0.0276 (8)	0.0170 (7)	0.0173 (8)	0.0045 (6)	0.0039 (7)	0.0026 (6)
C20A	0.0323 (9)	0.0194 (7)	0.0175 (8)	0.0052 (7)	0.0050 (7)	−0.0001 (6)
C21A	0.0334 (10)	0.0196 (8)	0.0227 (9)	0.0087 (7)	0.0066 (7)	−0.0005 (7)
C22A	0.0297 (9)	0.0177 (7)	0.0224 (9)	0.0054 (6)	0.0047 (7)	0.0021 (7)
C23A	0.0236 (9)	0.0188 (8)	0.0285 (10)	0.0007 (6)	−0.0013 (7)	0.0001 (7)
C24A	0.0319 (9)	0.0211 (8)	0.0193 (9)	0.0041 (7)	0.0027 (7)	−0.0001 (7)
C25A	0.0214 (8)	0.0222 (8)	0.0247 (9)	0.0017 (6)	0.0064 (7)	−0.0013 (7)
C26A	0.0243 (8)	0.0190 (7)	0.0190 (8)	0.0033 (6)	0.0048 (7)	0.0022 (6)
C27A	0.0212 (8)	0.0189 (7)	0.0221 (9)	0.0025 (6)	0.0065 (7)	0.0019 (6)
C28A	0.0219 (8)	0.0147 (7)	0.0201 (8)	0.0028 (6)	0.0034 (6)	0.0013 (6)
C29A	0.0441 (11)	0.0269 (9)	0.0197 (9)	0.0067 (8)	0.0077 (8)	0.0008 (7)
C30A	0.0347 (10)	0.0230 (8)	0.0255 (10)	0.0044 (7)	0.0012 (8)	0.0003 (7)
C31A	0.0247 (9)	0.0460 (11)	0.0280 (10)	0.0090 (8)	0.0098 (8)	0.0198 (9)
C32A	0.0404 (11)	0.0264 (9)	0.0432 (13)	0.0103 (8)	0.0108 (9)	0.0110 (9)
C33A	0.0409 (12)	0.0451 (12)	0.0271 (11)	−0.0080 (9)	0.0100 (9)	0.0023 (9)
O28A	0.0258 (7)	0.0423 (8)	0.0326 (8)	0.0048 (6)	0.0026 (6)	0.0212 (6)
O29A	0.0241 (7)	0.0586 (9)	0.0278 (8)	0.0114 (6)	0.0090 (6)	0.0236 (7)
O3A	0.0358 (7)	0.0150 (5)	0.0190 (6)	0.0046 (5)	0.0008 (5)	0.0011 (4)
C1B	0.0187 (8)	0.0263 (8)	0.0250 (9)	0.0019 (6)	0.0011 (7)	−0.0025 (7)
C2B	0.0207 (8)	0.0298 (9)	0.0227 (9)	−0.0018 (7)	0.0010 (7)	−0.0045 (7)
C3B	0.0238 (9)	0.0236 (8)	0.0204 (9)	−0.0048 (7)	0.0064 (7)	−0.0044 (7)
C4B	0.0229 (9)	0.0213 (8)	0.0214 (9)	−0.0003 (6)	0.0053 (7)	−0.0034 (7)
C5B	0.0201 (8)	0.0196 (8)	0.0182 (8)	0.0014 (6)	0.0045 (6)	−0.0004 (6)
C6B	0.0202 (8)	0.0209 (8)	0.0287 (10)	0.0045 (6)	0.0013 (7)	−0.0029 (7)
C7B	0.0195 (8)	0.0214 (8)	0.0282 (10)	0.0046 (6)	−0.0034 (7)	−0.0022 (7)
C8B	0.0166 (8)	0.0174 (7)	0.0224 (8)	0.0022 (6)	0.0024 (6)	0.0006 (6)
C9B	0.0152 (8)	0.0216 (8)	0.0207 (8)	0.0033 (6)	0.0010 (6)	0.0000 (6)
C10B	0.0179 (8)	0.0206 (8)	0.0190 (8)	0.0006 (6)	0.0023 (6)	−0.0005 (6)
C11B	0.0238 (9)	0.0249 (9)	0.0289 (10)	0.0074 (7)	−0.0070 (7)	−0.0032 (7)
C12B	0.0195 (8)	0.0200 (8)	0.0268 (9)	0.0051 (6)	0.0012 (7)	0.0001 (7)
C13B	0.0159 (7)	0.0182 (7)	0.0208 (8)	0.0020 (6)	0.0048 (6)	0.0019 (6)
C14B	0.0179 (8)	0.0170 (7)	0.0206 (8)	0.0020 (6)	0.0004 (6)	0.0020 (6)
C15B	0.0211 (8)	0.0191 (8)	0.0256 (9)	0.0049 (6)	−0.0031 (7)	0.0019 (7)
C16B	0.0192 (8)	0.0198 (7)	0.0208 (8)	0.0023 (6)	−0.0019 (6)	0.0021 (6)
C17B	0.0164 (8)	0.0176 (7)	0.0195 (8)	0.0022 (6)	0.0015 (6)	0.0006 (6)
C18B	0.0160 (8)	0.0175 (7)	0.0206 (8)	0.0023 (6)	0.0013 (6)	0.0015 (6)
C19B	0.0176 (8)	0.0209 (8)	0.0225 (9)	0.0008 (6)	0.0036 (6)	0.0016 (6)
C20B	0.0210 (8)	0.0240 (8)	0.0226 (9)	0.0018 (6)	0.0052 (7)	−0.0019 (7)
C21B	0.0229 (9)	0.0266 (8)	0.0212 (9)	0.0011 (7)	0.0014 (7)	−0.0030 (7)
C22B	0.0164 (8)	0.0195 (8)	0.0243 (9)	0.0004 (6)	0.0002 (6)	−0.0012 (7)
C23B	0.0386 (11)	0.0201 (8)	0.0353 (11)	0.0021 (7)	−0.0018 (9)	−0.0022 (8)
C24B	0.0257 (9)	0.0302 (9)	0.0307 (11)	−0.0022 (7)	0.0099 (8)	−0.0104 (8)
C25B	0.0281 (9)	0.0263 (8)	0.0211 (9)	−0.0005 (7)	0.0034 (7)	0.0025 (7)
C26B	0.0219 (8)	0.0247 (8)	0.0260 (9)	−0.0012 (7)	0.0045 (7)	−0.0012 (7)
C27B	0.0305 (9)	0.0203 (8)	0.0225 (9)	−0.0005 (7)	0.0037 (7)	0.0022 (7)
C28B	0.0196 (8)	0.0178 (7)	0.0219 (9)	0.0013 (6)	0.0019 (7)	0.0006 (6)
C29B	0.0301 (10)	0.0397 (11)	0.0296 (11)	−0.0015 (8)	0.0118 (8)	−0.0058 (8)
C30B	0.0245 (9)	0.0226 (8)	0.0356 (11)	0.0061 (7)	0.0044 (8)	−0.0036 (8)
C31B	0.0285 (9)	0.0291 (9)	0.0219 (9)	0.0021 (7)	0.0079 (7)	0.0039 (7)
C32B	0.0642 (16)	0.0386 (12)	0.0341 (12)	−0.0173 (11)	0.0098 (11)	0.0085 (10)
C33B	0.0427 (12)	0.0536 (14)	0.0281 (11)	0.0043 (10)	0.0013 (9)	0.0123 (10)
O28B	0.0189 (6)	0.0511 (9)	0.0311 (8)	0.0099 (6)	0.0066 (5)	0.0125 (7)
O29B	0.0203 (6)	0.0284 (6)	0.0241 (7)	0.0036 (5)	0.0048 (5)	0.0085 (5)
O3B	0.0314 (7)	0.0261 (6)	0.0245 (7)	−0.0085 (5)	0.0087 (5)	−0.0068 (5)

Geometric parameters (Å, º) top

C1A—C2A	1.533 (2)	C1B—C2B	1.532 (2)
C1A—C10A	1.546 (2)	C1B—C10B	1.548 (2)
C1A—H1A	0.9900	C1B—H1C	0.9900
C1A—H1B	0.9900	C1B—H1D	0.9900
C2A—C3A	1.519 (2)	C2B—C3B	1.521 (3)
C2A—H2A	0.9900	C2B—H2C	0.9900
C2A—H2B	0.9900	C2B—H2D	0.9900
C3A—O3A	1.437 (2)	C3B—O3B	1.427 (2)
C3A—C4A	1.541 (2)	C3B—C4B	1.544 (2)
C3A—H3A	1.0000	C3B—H3B	1.0000
C4A—C24A	1.535 (3)	C4B—C24B	1.531 (3)
C4A—C23A	1.540 (2)	C4B—C23B	1.539 (3)
C4A—C5A	1.560 (2)	C4B—C5B	1.555 (2)
C5A—C6A	1.534 (2)	C5B—C6B	1.534 (2)
C5A—C10A	1.561 (2)	C5B—C10B	1.560 (2)
C5A—H5A	1.0000	C5B—H5B	1.0000
C6A—C7A	1.531 (2)	C6B—C7B	1.532 (2)
C6A—H6A	0.9900	C6B—H6C	0.9900
C6A—H6B	0.9900	C6B—H6D	0.9900
C7A—C8A	1.545 (2)	C7B—C8B	1.542 (2)
C7A—H7A	0.9900	C7B—H7C	0.9900
C7A—H7B	0.9900	C7B—H7D	0.9900
C8A—C26A	1.544 (2)	C8B—C26B	1.547 (2)
C8A—C9A	1.557 (2)	C8B—C9B	1.561 (2)
C8A—C14A	1.588 (2)	C8B—C14B	1.587 (2)
C9A—C11A	1.545 (2)	C9B—C11B	1.538 (2)
C9A—C10A	1.571 (2)	C9B—C10B	1.568 (2)
C9A—H9A	1.0000	C9B—H9B	1.0000
C10A—C25A	1.542 (2)	C10B—C25B	1.543 (3)
C11A—C12A	1.505 (2)	C11B—C12B	1.507 (2)
C11A—H11A	0.9900	C11B—H11C	0.9900
C11A—H11B	0.9900	C11B—H11D	0.9900
C12A—C13A	1.331 (2)	C12B—C13B	1.328 (2)
C12A—H12A	0.9500	C12B—H12B	0.9500
C13A—C18A	1.527 (2)	C13B—C18B	1.525 (2)
C13A—C14A	1.536 (2)	C13B—C14B	1.535 (2)
C14A—C15A	1.554 (2)	C14B—C27B	1.552 (2)
C14A—C27A	1.556 (2)	C14B—C15B	1.557 (2)
C15A—C16A	1.529 (2)	C15B—C16B	1.533 (2)
C15A—H15A	0.9900	C15B—H15C	0.9900
C15A—H15B	0.9900	C15B—H15D	0.9900
C16A—C17A	1.532 (2)	C16B—C17B	1.539 (2)
C16A—H16A	0.9900	C16B—H16C	0.9900
C16A—H16B	0.9900	C16B—H16D	0.9900
C17A—C28A	1.527 (2)	C17B—C28B	1.524 (2)
C17A—C18A	1.551 (2)	C17B—C18B	1.544 (2)
C17A—C22A	1.557 (2)	C17B—C22B	1.552 (2)
C18A—C19A	1.540 (2)	C18B—C19B	1.539 (3)
C18A—H18A	1.0000	C18B—H18B	1.0000
C19A—C20A	1.541 (2)	C19B—C20B	1.540 (2)
C19A—H19A	0.9900	C19B—H19C	0.9900
C19A—H19B	0.9900	C19B—H19D	0.9900
C20A—C29A	1.529 (3)	C20B—C29B	1.529 (3)
C20A—C30A	1.536 (3)	C20B—C30B	1.535 (2)
C20A—C21A	1.541 (2)	C20B—C21B	1.539 (2)
C21A—C22A	1.520 (3)	C21B—C22B	1.523 (3)
C21A—H21A	0.9900	C21B—H21C	0.9900
C21A—H21B	0.9900	C21B—H21D	0.9900
C22A—H22A	0.9900	C22B—H22C	0.9900
C22A—H22B	0.9900	C22B—H22D	0.9900
C23A—H23A	0.9800	C23B—H23D	0.9800
C23A—H23B	0.9800	C23B—H23E	0.9800
C23A—H23C	0.9800	C23B—H23F	0.9800
C24A—H24A	0.9800	C24B—H24D	0.9800
C24A—H24B	0.9800	C24B—H24E	0.9800
C24A—H24C	0.9800	C24B—H24F	0.9800
C25A—H25A	0.9800	C25B—H25D	0.9800
C25A—H25B	0.9800	C25B—H25E	0.9800
C25A—H25C	0.9800	C25B—H25F	0.9800
C26A—H26A	0.9800	C26B—H26D	0.9800
C26A—H26B	0.9800	C26B—H26E	0.9800
C26A—H26C	0.9800	C26B—H26F	0.9800
C27A—H27A	0.9800	C27B—H27D	0.9800
C27A—H27B	0.9800	C27B—H27E	0.9800
C27A—H27C	0.9800	C27B—H27F	0.9800
C28A—O28A	1.208 (2)	C28B—O28B	1.206 (2)
C28A—O29A	1.322 (2)	C28B—O29B	1.334 (2)
C29A—H29A	0.9800	C29B—H29D	0.9800
C29A—H29B	0.9800	C29B—H29E	0.9800
C29A—H29C	0.9800	C29B—H29F	0.9800
C30A—H30A	0.9800	C30B—H30D	0.9800
C30A—H30B	0.9800	C30B—H30E	0.9800
C30A—H30C	0.9800	C30B—H30F	0.9800
C31A—O29A	1.467 (2)	C31B—O29B	1.459 (2)
C31A—C32A	1.504 (3)	C31B—C32B	1.502 (3)
C31A—C33A	1.510 (3)	C31B—C33B	1.510 (3)
C31A—H31A	1.0000	C31B—H31B	1.0000
C32A—H32A	0.9800	C32B—H32D	0.9800
C32A—H32B	0.9800	C32B—H32E	0.9800
C32A—H32C	0.9800	C32B—H32F	0.9800
C33A—H33A	0.9800	C33B—H33D	0.9800
C33A—H33B	0.9800	C33B—H33E	0.9800
C33A—H33C	0.9800	C33B—H33F	0.9800
O3A—H3AO	0.8400	O3B—H3BO	0.8400

C2A—C1A—C10A	113.30 (14)	C2B—C1B—C10B	112.86 (15)
C2A—C1A—H1A	108.9	C2B—C1B—H1C	109.0
C10A—C1A—H1A	108.9	C10B—C1B—H1C	109.0
C2A—C1A—H1B	108.9	C2B—C1B—H1D	109.0
C10A—C1A—H1B	108.9	C10B—C1B—H1D	109.0
H1A—C1A—H1B	107.7	H1C—C1B—H1D	107.8
C3A—C2A—C1A	111.29 (14)	C3B—C2B—C1B	110.89 (15)
C3A—C2A—H2A	109.4	C3B—C2B—H2C	109.5
C1A—C2A—H2A	109.4	C1B—C2B—H2C	109.5
C3A—C2A—H2B	109.4	C3B—C2B—H2D	109.5
C1A—C2A—H2B	109.4	C1B—C2B—H2D	109.5
H2A—C2A—H2B	108.0	H2C—C2B—H2D	108.0
O3A—C3A—C2A	110.95 (14)	O3B—C3B—C2B	111.64 (15)
O3A—C3A—C4A	109.12 (13)	O3B—C3B—C4B	113.46 (15)
C2A—C3A—C4A	113.00 (14)	C2B—C3B—C4B	112.84 (15)
O3A—C3A—H3A	107.9	O3B—C3B—H3B	106.1
C2A—C3A—H3A	107.9	C2B—C3B—H3B	106.1
C4A—C3A—H3A	107.9	C4B—C3B—H3B	106.1
C24A—C4A—C23A	107.70 (15)	C24B—C4B—C23B	107.58 (17)
C24A—C4A—C3A	111.93 (14)	C24B—C4B—C3B	111.32 (15)
C23A—C4A—C3A	107.30 (14)	C23B—C4B—C3B	107.52 (15)
C24A—C4A—C5A	114.45 (14)	C24B—C4B—C5B	113.59 (15)
C23A—C4A—C5A	108.07 (14)	C23B—C4B—C5B	108.60 (15)
C3A—C4A—C5A	107.12 (13)	C3B—C4B—C5B	108.03 (14)
C6A—C5A—C4A	114.48 (13)	C6B—C5B—C4B	114.23 (14)
C6A—C5A—C10A	109.90 (13)	C6B—C5B—C10B	109.30 (14)
C4A—C5A—C10A	117.44 (13)	C4B—C5B—C10B	117.86 (14)
C6A—C5A—H5A	104.5	C6B—C5B—H5B	104.7
C4A—C5A—H5A	104.5	C4B—C5B—H5B	104.7
C10A—C5A—H5A	104.5	C10B—C5B—H5B	104.7
C7A—C6A—C5A	110.14 (14)	C7B—C6B—C5B	110.26 (15)
C7A—C6A—H6A	109.6	C7B—C6B—H6C	109.6
C5A—C6A—H6A	109.6	C5B—C6B—H6C	109.6
C7A—C6A—H6B	109.6	C7B—C6B—H6D	109.6
C5A—C6A—H6B	109.6	C5B—C6B—H6D	109.6
H6A—C6A—H6B	108.1	H6C—C6B—H6D	108.1
C6A—C7A—C8A	113.84 (14)	C6B—C7B—C8B	114.53 (14)
C6A—C7A—H7A	108.8	C6B—C7B—H7C	108.6
C8A—C7A—H7A	108.8	C8B—C7B—H7C	108.6
C6A—C7A—H7B	108.8	C6B—C7B—H7D	108.6
C8A—C7A—H7B	108.8	C8B—C7B—H7D	108.6
H7A—C7A—H7B	107.7	H7C—C7B—H7D	107.6
C26A—C8A—C7A	108.10 (14)	C7B—C8B—C26B	108.18 (15)
C26A—C8A—C9A	110.59 (13)	C7B—C8B—C9B	110.89 (13)
C7A—C8A—C9A	110.38 (13)	C26B—C8B—C9B	110.55 (14)
C26A—C8A—C14A	110.42 (13)	C7B—C8B—C14B	109.53 (14)
C7A—C8A—C14A	110.13 (13)	C26B—C8B—C14B	110.25 (14)
C9A—C8A—C14A	107.23 (13)	C9B—C8B—C14B	107.45 (13)
C11A—C9A—C8A	110.24 (13)	C11B—C9B—C8B	110.02 (14)
C11A—C9A—C10A	113.57 (14)	C11B—C9B—C10B	114.04 (14)
C8A—C9A—C10A	116.98 (13)	C8B—C9B—C10B	117.07 (14)
C11A—C9A—H9A	104.9	C11B—C9B—H9B	104.8
C8A—C9A—H9A	104.9	C8B—C9B—H9B	104.8
C10A—C9A—H9A	104.9	C10B—C9B—H9B	104.8
C25A—C10A—C1A	107.93 (14)	C25B—C10B—C1B	107.39 (15)
C25A—C10A—C5A	113.81 (14)	C25B—C10B—C5B	114.14 (15)
C1A—C10A—C5A	108.13 (13)	C1B—C10B—C5B	108.45 (14)
C25A—C10A—C9A	113.99 (14)	C25B—C10B—C9B	113.79 (14)
C1A—C10A—C9A	107.18 (13)	C1B—C10B—C9B	107.61 (14)
C5A—C10A—C9A	105.48 (13)	C5B—C10B—C9B	105.20 (13)
C12A—C11A—C9A	114.54 (14)	C12B—C11B—C9B	113.74 (14)
C12A—C11A—H11A	108.6	C12B—C11B—H11C	108.8
C9A—C11A—H11A	108.6	C9B—C11B—H11C	108.8
C12A—C11A—H11B	108.6	C12B—C11B—H11D	108.8
C9A—C11A—H11B	108.6	C9B—C11B—H11D	108.8
H11A—C11A—H11B	107.6	H11C—C11B—H11D	107.7
C13A—C12A—C11A	125.85 (15)	C13B—C12B—C11B	125.87 (16)
C13A—C12A—H12A	117.1	C13B—C12B—H12B	117.1
C11A—C12A—H12A	117.1	C11B—C12B—H12B	117.1
C12A—C13A—C18A	119.42 (15)	C12B—C13B—C18B	118.92 (15)
C12A—C13A—C14A	119.76 (15)	C12B—C13B—C14B	120.67 (16)
C18A—C13A—C14A	120.60 (14)	C18B—C13B—C14B	120.33 (14)
C13A—C14A—C15A	112.60 (13)	C13B—C14B—C27B	106.70 (14)
C13A—C14A—C27A	107.17 (13)	C13B—C14B—C15B	112.82 (13)
C15A—C14A—C27A	106.65 (13)	C27B—C14B—C15B	106.35 (14)
C13A—C14A—C8A	108.14 (13)	C13B—C14B—C8B	108.22 (13)
C15A—C14A—C8A	109.69 (13)	C27B—C14B—C8B	112.91 (14)
C27A—C14A—C8A	112.64 (13)	C15B—C14B—C8B	109.87 (14)
C16A—C15A—C14A	114.29 (14)	C16B—C15B—C14B	114.84 (14)
C16A—C15A—H15A	108.7	C16B—C15B—H15C	108.6
C14A—C15A—H15A	108.7	C14B—C15B—H15C	108.6
C16A—C15A—H15B	108.7	C16B—C15B—H15D	108.6
C14A—C15A—H15B	108.7	C14B—C15B—H15D	108.6
H15A—C15A—H15B	107.6	H15C—C15B—H15D	107.5
C15A—C16A—C17A	111.66 (14)	C15B—C16B—C17B	111.19 (14)
C15A—C16A—H16A	109.3	C15B—C16B—H16C	109.4
C17A—C16A—H16A	109.3	C17B—C16B—H16C	109.4
C15A—C16A—H16B	109.3	C15B—C16B—H16D	109.4
C17A—C16A—H16B	109.3	C17B—C16B—H16D	109.4
H16A—C16A—H16B	107.9	H16C—C16B—H16D	108.0
C28A—C17A—C16A	109.57 (14)	C28B—C17B—C16B	108.62 (14)
C28A—C17A—C18A	113.18 (14)	C28B—C17B—C18B	112.59 (14)
C16A—C17A—C18A	108.79 (13)	C16B—C17B—C18B	109.21 (13)
C28A—C17A—C22A	102.94 (13)	C28B—C17B—C22B	104.32 (13)
C16A—C17A—C22A	112.02 (14)	C16B—C17B—C22B	111.68 (14)
C18A—C17A—C22A	110.31 (14)	C18B—C17B—C22B	110.38 (13)
C13A—C18A—C19A	111.42 (13)	C13B—C18B—C19B	112.74 (14)
C13A—C18A—C17A	112.06 (13)	C13B—C18B—C17B	111.46 (14)
C19A—C18A—C17A	111.10 (14)	C19B—C18B—C17B	111.27 (14)
C13A—C18A—H18A	107.3	C13B—C18B—H18B	107.0
C19A—C18A—H18A	107.3	C19B—C18B—H18B	107.0
C17A—C18A—H18A	107.3	C17B—C18B—H18B	107.0
C18A—C19A—C20A	115.17 (13)	C18B—C19B—C20B	114.14 (14)
C18A—C19A—H19A	108.5	C18B—C19B—H19C	108.7
C20A—C19A—H19A	108.5	C20B—C19B—H19C	108.7
C18A—C19A—H19B	108.5	C18B—C19B—H19D	108.7
C20A—C19A—H19B	108.5	C20B—C19B—H19D	108.7
H19A—C19A—H19B	107.5	H19C—C19B—H19D	107.6
C29A—C20A—C30A	109.08 (16)	C29B—C20B—C30B	108.62 (16)
C29A—C20A—C21A	108.33 (16)	C29B—C20B—C21B	109.26 (16)
C30A—C20A—C21A	110.95 (15)	C30B—C20B—C21B	110.74 (15)
C29A—C20A—C19A	108.70 (15)	C29B—C20B—C19B	108.57 (15)
C30A—C20A—C19A	110.92 (15)	C30B—C20B—C19B	111.34 (15)
C21A—C20A—C19A	108.80 (14)	C21B—C20B—C19B	108.27 (14)
C22A—C21A—C20A	113.07 (16)	C22B—C21B—C20B	113.17 (15)
C22A—C21A—H21A	109.0	C22B—C21B—H21C	108.9
C20A—C21A—H21A	109.0	C20B—C21B—H21C	108.9
C22A—C21A—H21B	109.0	C22B—C21B—H21D	108.9
C20A—C21A—H21B	109.0	C20B—C21B—H21D	108.9
H21A—C21A—H21B	107.8	H21C—C21B—H21D	107.8
C21A—C22A—C17A	113.21 (14)	C21B—C22B—C17B	113.27 (14)
C21A—C22A—H22A	108.9	C21B—C22B—H22C	108.9
C17A—C22A—H22A	108.9	C17B—C22B—H22C	108.9
C21A—C22A—H22B	108.9	C21B—C22B—H22D	108.9
C17A—C22A—H22B	108.9	C17B—C22B—H22D	108.9
H22A—C22A—H22B	107.7	H22C—C22B—H22D	107.7
C4A—C23A—H23A	109.5	C4B—C23B—H23D	109.5
C4A—C23A—H23B	109.5	C4B—C23B—H23E	109.5
H23A—C23A—H23B	109.5	H23D—C23B—H23E	109.5
C4A—C23A—H23C	109.5	C4B—C23B—H23F	109.5
H23A—C23A—H23C	109.5	H23D—C23B—H23F	109.5
H23B—C23A—H23C	109.5	H23E—C23B—H23F	109.5
C4A—C24A—H24A	109.5	C4B—C24B—H24D	109.5
C4A—C24A—H24B	109.5	C4B—C24B—H24E	109.5
H24A—C24A—H24B	109.5	H24D—C24B—H24E	109.5
C4A—C24A—H24C	109.5	C4B—C24B—H24F	109.5
H24A—C24A—H24C	109.5	H24D—C24B—H24F	109.5
H24B—C24A—H24C	109.5	H24E—C24B—H24F	109.5
C10A—C25A—H25A	109.5	C10B—C25B—H25D	109.5
C10A—C25A—H25B	109.5	C10B—C25B—H25E	109.5
H25A—C25A—H25B	109.5	H25D—C25B—H25E	109.5
C10A—C25A—H25C	109.5	C10B—C25B—H25F	109.5
H25A—C25A—H25C	109.5	H25D—C25B—H25F	109.5
H25B—C25A—H25C	109.5	H25E—C25B—H25F	109.5
C8A—C26A—H26A	109.5	C8B—C26B—H26D	109.5
C8A—C26A—H26B	109.5	C8B—C26B—H26E	109.5
H26A—C26A—H26B	109.5	H26D—C26B—H26E	109.5
C8A—C26A—H26C	109.5	C8B—C26B—H26F	109.5
H26A—C26A—H26C	109.5	H26D—C26B—H26F	109.5
H26B—C26A—H26C	109.5	H26E—C26B—H26F	109.5
C14A—C27A—H27A	109.5	C14B—C27B—H27D	109.5
C14A—C27A—H27B	109.5	C14B—C27B—H27E	109.5
H27A—C27A—H27B	109.5	H27D—C27B—H27E	109.5
C14A—C27A—H27C	109.5	C14B—C27B—H27F	109.5
H27A—C27A—H27C	109.5	H27D—C27B—H27F	109.5
H27B—C27A—H27C	109.5	H27E—C27B—H27F	109.5
O28A—C28A—O29A	123.83 (17)	O28B—C28B—O29B	122.98 (17)
O28A—C28A—C17A	123.09 (16)	O28B—C28B—C17B	123.74 (16)
O29A—C28A—C17A	112.92 (14)	O29B—C28B—C17B	113.18 (15)
C20A—C29A—H29A	109.5	C20B—C29B—H29D	109.5
C20A—C29A—H29B	109.5	C20B—C29B—H29E	109.5
H29A—C29A—H29B	109.5	H29D—C29B—H29E	109.5
C20A—C29A—H29C	109.5	C20B—C29B—H29F	109.5
H29A—C29A—H29C	109.5	H29D—C29B—H29F	109.5
H29B—C29A—H29C	109.5	H29E—C29B—H29F	109.5
C20A—C30A—H30A	109.5	C20B—C30B—H30D	109.5
C20A—C30A—H30B	109.5	C20B—C30B—H30E	109.5
H30A—C30A—H30B	109.5	H30D—C30B—H30E	109.5
C20A—C30A—H30C	109.5	C20B—C30B—H30F	109.5
H30A—C30A—H30C	109.5	H30D—C30B—H30F	109.5
H30B—C30A—H30C	109.5	H30E—C30B—H30F	109.5
O29A—C31A—C32A	106.54 (18)	O29B—C31B—C32B	108.86 (17)
O29A—C31A—C33A	107.13 (17)	O29B—C31B—C33B	105.94 (17)
C32A—C31A—C33A	113.06 (18)	C32B—C31B—C33B	112.46 (19)
O29A—C31A—H31A	110.0	O29B—C31B—H31B	109.8
C32A—C31A—H31A	110.0	C32B—C31B—H31B	109.8
C33A—C31A—H31A	110.0	C33B—C31B—H31B	109.8
C31A—C32A—H32A	109.5	C31B—C32B—H32D	109.5
C31A—C32A—H32B	109.5	C31B—C32B—H32E	109.5
H32A—C32A—H32B	109.5	H32D—C32B—H32E	109.5
C31A—C32A—H32C	109.5	C31B—C32B—H32F	109.5
H32A—C32A—H32C	109.5	H32D—C32B—H32F	109.5
H32B—C32A—H32C	109.5	H32E—C32B—H32F	109.5
C31A—C33A—H33A	109.5	C31B—C33B—H33D	109.5
C31A—C33A—H33B	109.5	C31B—C33B—H33E	109.5
H33A—C33A—H33B	109.5	H33D—C33B—H33E	109.5
C31A—C33A—H33C	109.5	C31B—C33B—H33F	109.5
H33A—C33A—H33C	109.5	H33D—C33B—H33F	109.5
H33B—C33A—H33C	109.5	H33E—C33B—H33F	109.5
C28A—O29A—C31A	119.82 (14)	C28B—O29B—C31B	116.77 (14)
C3A—O3A—H3AO	109.5	C3B—O3B—H3BO	109.5

C10A—C1A—C2A—C3A	−56.6 (2)	C10B—C1B—C2B—C3B	−58.3 (2)
C1A—C2A—C3A—O3A	−178.19 (14)	C1B—C2B—C3B—O3B	−171.39 (15)
C1A—C2A—C3A—C4A	58.9 (2)	C1B—C2B—C3B—C4B	59.4 (2)
O3A—C3A—C4A—C24A	−52.30 (18)	O3B—C3B—C4B—C24B	−56.2 (2)
C2A—C3A—C4A—C24A	71.64 (19)	C2B—C3B—C4B—C24B	72.1 (2)
O3A—C3A—C4A—C23A	65.64 (18)	O3B—C3B—C4B—C23B	61.4 (2)
C2A—C3A—C4A—C23A	−170.42 (15)	C2B—C3B—C4B—C23B	−170.31 (16)
O3A—C3A—C4A—C5A	−178.52 (14)	O3B—C3B—C4B—C5B	178.47 (14)
C2A—C3A—C4A—C5A	−54.58 (19)	C2B—C3B—C4B—C5B	−53.3 (2)
C24A—C4A—C5A—C6A	58.92 (19)	C24B—C4B—C5B—C6B	56.4 (2)
C23A—C4A—C5A—C6A	−61.05 (18)	C23B—C4B—C5B—C6B	−63.3 (2)
C3A—C4A—C5A—C6A	−176.38 (15)	C3B—C4B—C5B—C6B	−179.61 (15)
C24A—C4A—C5A—C10A	−72.20 (18)	C24B—C4B—C5B—C10B	−74.0 (2)
C23A—C4A—C5A—C10A	167.82 (14)	C23B—C4B—C5B—C10B	166.35 (16)
C3A—C4A—C5A—C10A	52.49 (19)	C3B—C4B—C5B—C10B	50.0 (2)
C4A—C5A—C6A—C7A	160.30 (14)	C4B—C5B—C6B—C7B	159.90 (15)
C10A—C5A—C6A—C7A	−65.02 (18)	C10B—C5B—C6B—C7B	−65.63 (19)
C5A—C6A—C7A—C8A	56.19 (19)	C5B—C6B—C7B—C8B	54.5 (2)
C6A—C7A—C8A—C26A	75.41 (17)	C6B—C7B—C8B—C26B	78.71 (19)
C6A—C7A—C8A—C9A	−45.67 (19)	C6B—C7B—C8B—C9B	−42.7 (2)
C6A—C7A—C8A—C14A	−163.88 (13)	C6B—C7B—C8B—C14B	−161.10 (15)
C26A—C8A—C9A—C11A	58.91 (18)	C7B—C8B—C9B—C11B	177.07 (16)
C7A—C8A—C9A—C11A	178.49 (15)	C26B—C8B—C9B—C11B	57.1 (2)
C14A—C8A—C9A—C11A	−61.54 (17)	C14B—C8B—C9B—C11B	−63.25 (18)
C26A—C8A—C9A—C10A	−72.85 (18)	C7B—C8B—C9B—C10B	44.8 (2)
C7A—C8A—C9A—C10A	46.7 (2)	C26B—C8B—C9B—C10B	−75.20 (18)
C14A—C8A—C9A—C10A	166.70 (13)	C14B—C8B—C9B—C10B	164.45 (14)
C2A—C1A—C10A—C25A	−72.90 (18)	C2B—C1B—C10B—C25B	−72.57 (19)
C2A—C1A—C10A—C5A	50.64 (19)	C2B—C1B—C10B—C5B	51.2 (2)
C2A—C1A—C10A—C9A	163.92 (15)	C2B—C1B—C10B—C9B	164.54 (15)
C6A—C5A—C10A—C25A	−64.12 (18)	C6B—C5B—C10B—C25B	−62.16 (19)
C4A—C5A—C10A—C25A	69.07 (18)	C4B—C5B—C10B—C25B	70.4 (2)
C6A—C5A—C10A—C1A	175.98 (14)	C6B—C5B—C10B—C1B	178.19 (15)
C4A—C5A—C10A—C1A	−50.84 (19)	C4B—C5B—C10B—C1B	−49.2 (2)
C6A—C5A—C10A—C9A	61.57 (17)	C6B—C5B—C10B—C9B	63.28 (18)
C4A—C5A—C10A—C9A	−165.24 (14)	C4B—C5B—C10B—C9B	−164.11 (15)
C11A—C9A—C10A—C25A	−58.93 (18)	C11B—C9B—C10B—C25B	−59.5 (2)
C8A—C9A—C10A—C25A	71.29 (18)	C8B—C9B—C10B—C25B	70.96 (19)
C11A—C9A—C10A—C1A	60.43 (18)	C11B—C9B—C10B—C1B	59.37 (19)
C8A—C9A—C10A—C1A	−169.35 (14)	C8B—C9B—C10B—C1B	−170.18 (15)
C11A—C9A—C10A—C5A	175.49 (14)	C11B—C9B—C10B—C5B	174.85 (15)
C8A—C9A—C10A—C5A	−54.29 (18)	C8B—C9B—C10B—C5B	−54.69 (19)
C8A—C9A—C11A—C12A	31.9 (2)	C8B—C9B—C11B—C12B	35.5 (2)
C10A—C9A—C11A—C12A	165.42 (15)	C10B—C9B—C11B—C12B	169.40 (16)
C9A—C11A—C12A—C13A	−2.0 (3)	C9B—C11B—C12B—C13B	−4.8 (3)
C11A—C12A—C13A—C18A	178.08 (16)	C11B—C12B—C13B—C18B	179.45 (17)
C11A—C12A—C13A—C14A	3.5 (3)	C11B—C12B—C13B—C14B	2.6 (3)
C12A—C13A—C14A—C15A	−154.91 (16)	C12B—C13B—C14B—C27B	91.5 (2)
C18A—C13A—C14A—C15A	30.6 (2)	C18B—C13B—C14B—C27B	−85.34 (18)
C12A—C13A—C14A—C27A	88.13 (19)	C12B—C13B—C14B—C15B	−152.10 (18)
C18A—C13A—C14A—C27A	−86.40 (17)	C18B—C13B—C14B—C15B	31.1 (2)
C12A—C13A—C14A—C8A	−33.5 (2)	C12B—C13B—C14B—C8B	−30.3 (2)
C18A—C13A—C14A—C8A	151.93 (14)	C18B—C13B—C14B—C8B	152.88 (15)
C26A—C8A—C14A—C13A	−58.90 (15)	C7B—C8B—C14B—C13B	179.97 (14)
C7A—C8A—C14A—C13A	−178.21 (13)	C26B—C8B—C14B—C13B	−61.11 (17)
C9A—C8A—C14A—C13A	61.66 (15)	C9B—C8B—C14B—C13B	59.43 (16)
C26A—C8A—C14A—C15A	64.24 (16)	C7B—C8B—C14B—C27B	62.09 (17)
C7A—C8A—C14A—C15A	−55.06 (16)	C26B—C8B—C14B—C27B	−178.99 (15)
C9A—C8A—C14A—C15A	−175.20 (13)	C9B—C8B—C14B—C27B	−58.45 (17)
C26A—C8A—C14A—C27A	−177.14 (13)	C7B—C8B—C14B—C15B	−56.44 (17)
C7A—C8A—C14A—C27A	63.55 (16)	C26B—C8B—C14B—C15B	62.48 (17)
C9A—C8A—C14A—C27A	−56.58 (16)	C9B—C8B—C14B—C15B	−176.98 (13)
C13A—C14A—C15A—C16A	−37.4 (2)	C13B—C14B—C15B—C16B	−36.1 (2)
C27A—C14A—C15A—C16A	79.91 (17)	C27B—C14B—C15B—C16B	80.50 (18)
C8A—C14A—C15A—C16A	−157.84 (14)	C8B—C14B—C15B—C16B	−156.99 (14)
C14A—C15A—C16A—C17A	55.73 (19)	C14B—C15B—C16B—C17B	53.6 (2)
C15A—C16A—C17A—C28A	61.35 (17)	C15B—C16B—C17B—C28B	60.52 (18)
C15A—C16A—C17A—C18A	−62.85 (18)	C15B—C16B—C17B—C18B	−62.61 (19)
C15A—C16A—C17A—C22A	174.93 (13)	C15B—C16B—C17B—C22B	175.02 (14)
C12A—C13A—C18A—C19A	−88.83 (19)	C12B—C13B—C18B—C19B	−92.4 (2)
C14A—C13A—C18A—C19A	85.72 (18)	C14B—C13B—C18B—C19B	84.50 (18)
C12A—C13A—C18A—C17A	145.98 (16)	C12B—C13B—C18B—C17B	141.65 (17)
C14A—C13A—C18A—C17A	−39.5 (2)	C14B—C13B—C18B—C17B	−41.5 (2)
C28A—C17A—C18A—C13A	−68.72 (18)	C28B—C17B—C18B—C13B	−65.49 (17)
C16A—C17A—C18A—C13A	53.32 (19)	C16B—C17B—C18B—C13B	55.25 (19)
C22A—C17A—C18A—C13A	176.57 (14)	C22B—C17B—C18B—C13B	178.40 (13)
C28A—C17A—C18A—C19A	165.92 (14)	C28B—C17B—C18B—C19B	167.73 (14)
C16A—C17A—C18A—C19A	−72.04 (17)	C16B—C17B—C18B—C19B	−71.53 (18)
C22A—C17A—C18A—C19A	51.21 (18)	C22B—C17B—C18B—C19B	51.62 (17)
C13A—C18A—C19A—C20A	−179.69 (14)	C13B—C18B—C19B—C20B	178.13 (14)
C17A—C18A—C19A—C20A	−53.97 (19)	C17B—C18B—C19B—C20B	−55.80 (18)
C18A—C19A—C20A—C29A	171.20 (15)	C18B—C19B—C20B—C29B	173.84 (15)
C18A—C19A—C20A—C30A	−68.87 (19)	C18B—C19B—C20B—C30B	−66.63 (19)
C18A—C19A—C20A—C21A	53.4 (2)	C18B—C19B—C20B—C21B	55.32 (19)
C29A—C20A—C21A—C22A	−171.14 (15)	C29B—C20B—C21B—C22B	−172.18 (15)
C30A—C20A—C21A—C22A	69.2 (2)	C30B—C20B—C21B—C22B	68.2 (2)
C19A—C20A—C21A—C22A	−53.1 (2)	C19B—C20B—C21B—C22B	−54.10 (19)
C20A—C21A—C22A—C17A	55.4 (2)	C20B—C21B—C22B—C17B	54.71 (19)
C28A—C17A—C22A—C21A	−174.27 (15)	C28B—C17B—C22B—C21B	−173.25 (14)
C16A—C17A—C22A—C21A	68.11 (19)	C16B—C17B—C22B—C21B	69.62 (18)
C18A—C17A—C22A—C21A	−53.2 (2)	C18B—C17B—C22B—C21B	−52.08 (18)
C16A—C17A—C28A—O28A	33.7 (2)	C16B—C17B—C28B—O28B	36.4 (2)
C18A—C17A—C28A—O28A	155.27 (17)	C18B—C17B—C28B—O28B	157.47 (17)
C22A—C17A—C28A—O28A	−85.7 (2)	C22B—C17B—C28B—O28B	−82.8 (2)
C16A—C17A—C28A—O29A	−150.75 (15)	C16B—C17B—C28B—O29B	−147.27 (14)
C18A—C17A—C28A—O29A	−29.2 (2)	C18B—C17B—C28B—O29B	−26.2 (2)
C22A—C17A—C28A—O29A	89.91 (17)	C22B—C17B—C28B—O29B	93.50 (16)
O28A—C28A—O29A—C31A	1.0 (3)	O28B—C28B—O29B—C31B	1.7 (3)
C17A—C28A—O29A—C31A	−174.51 (17)	C17B—C28B—O29B—C31B	−174.64 (14)
C32A—C31A—O29A—C28A	127.22 (19)	C32B—C31B—O29B—C28B	82.3 (2)
C33A—C31A—O29A—C28A	−111.5 (2)	C33B—C31B—O29B—C28B	−156.55 (17)

benzyl ester of oleanolic acid (4_benzyl_OA) top

Crystal data top

C₃₇H₅₄O₃	F(000) = 600
M_r = 546.80	D_x = 1.155 Mg m⁻³
Monoclinic, P2₁	Cu Kα radiation, λ = 1.54184 Å
a = 6.8066 (1) Å	Cell parameters from 7732 reflections
b = 12.8648 (2) Å	θ = 4.2–76.2°
c = 17.8830 (3) Å	µ = 0.55 mm⁻¹
β = 94.885 (1)°	T = 130 K
V = 1560.25 (4) Å³	Block, colorless
Z = 2	0.4 × 0.2 × 0.02 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5397 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	5183 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.029
ω scans	θ_max = 74.4°, θ_min = 4.2°
Absorption correction: multi-scan CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −8→8
T_min = 0.753, T_max = 1.000	k = −16→13
16816 measured reflections	l = −22→22

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.033	w = 1/[σ²(F_o²) + (0.0508P)² + 0.1604P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.085	(Δ/σ)_max < 0.001
S = 1.03	Δρ_max = 0.17 e Å⁻³
5397 reflections	Δρ_min = −0.18 e Å⁻³
368 parameters	Absolute structure: Flack x determined using 1876 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
1 restraint	Absolute structure parameter: −0.06 (10)
Primary atom site location: structure-invariant direct methods

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.2788 (3)	1.25704 (17)	1.06353 (10)	0.0258 (4)
H1A	0.380413	1.306603	1.049260	0.031*
H1B	0.148275	1.285337	1.045161	0.031*
C2	0.2902 (3)	1.24911 (18)	1.14936 (11)	0.0295 (4)
H2A	0.424791	1.227719	1.168620	0.035*
H2B	0.263409	1.318099	1.170817	0.035*
C3	0.1415 (3)	1.17063 (18)	1.17410 (11)	0.0289 (4)
H3	0.009035	1.194637	1.152324	0.035*
C4	0.1704 (3)	1.06041 (17)	1.14287 (11)	0.0261 (4)
C5	0.1684 (3)	1.07060 (15)	1.05592 (10)	0.0218 (4)
H5	0.033315	1.097018	1.039718	0.026*
C6	0.1822 (3)	0.96719 (16)	1.01432 (10)	0.0244 (4)
H6A	0.321365	0.944170	1.016643	0.029*
H6B	0.105299	0.913416	1.038623	0.029*
C7	0.1016 (3)	0.98026 (15)	0.93246 (11)	0.0228 (4)
H7A	−0.040719	0.996907	0.930842	0.027*
H7B	0.114970	0.913384	0.905981	0.027*
C8	0.2065 (2)	1.06619 (15)	0.89025 (10)	0.0196 (3)
C9	0.2375 (3)	1.16565 (15)	0.93913 (10)	0.0197 (3)
H9	0.103058	1.197016	0.939222	0.024*
C10	0.3094 (3)	1.15186 (15)	1.02450 (10)	0.0216 (4)
C11	0.3579 (3)	1.24617 (16)	0.89866 (10)	0.0245 (4)
H11A	0.338405	1.315557	0.920801	0.029*
H11B	0.499612	1.228648	0.907328	0.029*
C12	0.3027 (3)	1.25142 (15)	0.81582 (10)	0.0214 (4)
H12	0.359661	1.305713	0.788863	0.026*
C13	0.1808 (2)	1.18665 (14)	0.77668 (9)	0.0174 (3)
C14	0.0769 (2)	1.09898 (15)	0.81571 (10)	0.0184 (3)
C15	0.0446 (3)	1.00252 (15)	0.76388 (10)	0.0218 (4)
H15A	0.168809	0.962138	0.766037	0.026*
H15B	−0.057167	0.957723	0.783716	0.026*
C16	−0.0187 (3)	1.02779 (14)	0.68182 (10)	0.0187 (3)
H16A	−0.151395	1.059832	0.678299	0.022*
H16B	−0.026981	0.962623	0.652277	0.022*
C17	0.1268 (2)	1.10230 (14)	0.64845 (10)	0.0179 (3)
C18	0.1354 (2)	1.20483 (13)	0.69280 (9)	0.0174 (3)
H18	0.246676	1.246509	0.675298	0.021*
C19	−0.0547 (3)	1.26907 (15)	0.67553 (10)	0.0212 (4)
H19A	−0.165024	1.232379	0.696813	0.025*
H19B	−0.038063	1.336934	0.701388	0.025*
C20	−0.1116 (3)	1.28896 (15)	0.59168 (11)	0.0238 (4)
C21	−0.1192 (3)	1.18502 (15)	0.54980 (10)	0.0235 (4)
H21A	−0.230524	1.143333	0.565768	0.028*
H21B	−0.144130	1.198286	0.495290	0.028*
C22	0.0712 (3)	1.12266 (15)	0.56405 (10)	0.0214 (4)
H22A	0.179929	1.160953	0.542990	0.026*
H22B	0.055733	1.055230	0.537518	0.026*
C23	−0.0087 (3)	0.99454 (19)	1.16166 (12)	0.0329 (5)
H23A	−0.025800	1.000343	1.215357	0.049*
H23B	0.013796	0.921630	1.148991	0.049*
H23C	−0.127553	1.019865	1.132548	0.049*
C24	0.3557 (3)	1.0078 (2)	1.18095 (11)	0.0334 (5)
H24A	0.468605	1.054875	1.179820	0.050*
H24B	0.382346	0.943543	1.154140	0.050*
H24C	0.334287	0.991388	1.233152	0.050*
C25	0.5303 (3)	1.12292 (18)	1.03884 (11)	0.0269 (4)
H25A	0.605348	1.157383	1.001537	0.040*
H25B	0.545587	1.047434	1.034792	0.040*
H25C	0.579811	1.145643	1.089271	0.040*
C26	0.4070 (3)	1.02153 (16)	0.87031 (10)	0.0234 (4)
H26A	0.497638	1.017449	0.915823	0.035*
H26B	0.463099	1.067038	0.833684	0.035*
H26C	0.386931	0.951874	0.848829	0.035*
C27	−0.1296 (3)	1.14018 (17)	0.83243 (10)	0.0244 (4)
H27A	−0.118226	1.212684	0.849048	0.037*
H27B	−0.180949	1.097892	0.871975	0.037*
H27C	−0.219794	1.135933	0.786797	0.037*
C28	0.3333 (3)	1.05491 (14)	0.65264 (10)	0.0199 (4)
C29	−0.3166 (3)	1.33882 (18)	0.58430 (13)	0.0329 (5)
H29A	−0.413370	1.289428	0.601011	0.049*
H29B	−0.352110	1.357409	0.531744	0.049*
H29C	−0.315528	1.401540	0.615440	0.049*
C31	0.5122 (3)	0.89959 (16)	0.63873 (12)	0.0276 (4)
H31A	0.587561	0.914431	0.687365	0.033*
H31B	0.591227	0.922770	0.597831	0.033*
C30	0.0335 (3)	1.36360 (16)	0.55869 (12)	0.0307 (4)
H30A	0.029488	1.431068	0.583948	0.046*
H30B	−0.003140	1.372573	0.504888	0.046*
H30C	0.167157	1.334908	0.566114	0.046*
C32	0.4692 (3)	0.78524 (15)	0.63158 (11)	0.0234 (4)
C33	0.3140 (3)	0.74013 (17)	0.66588 (11)	0.0277 (4)
H33	0.230684	0.782394	0.693147	0.033*
C34	0.2803 (3)	0.63403 (17)	0.66052 (12)	0.0301 (4)
H34	0.173261	0.603905	0.683591	0.036*
C35	0.4032 (3)	0.57179 (17)	0.62140 (12)	0.0296 (4)
H35	0.381213	0.498952	0.618051	0.035*
C36	0.5576 (3)	0.61631 (16)	0.58733 (12)	0.0293 (4)
H36	0.641753	0.573830	0.560567	0.035*
C37	0.5903 (3)	0.72245 (16)	0.59201 (11)	0.0259 (4)
H37	0.695906	0.752482	0.568044	0.031*
O3	0.1351 (2)	1.17195 (15)	1.25384 (8)	0.0390 (4)
H3A	0.250018	1.166326	1.274602	0.059*
O26	0.48569 (19)	1.09993 (11)	0.66752 (9)	0.0289 (3)
O27	0.32539 (19)	0.95317 (11)	0.63415 (8)	0.0265 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0290 (9)	0.0260 (10)	0.0219 (8)	0.0004 (8)	−0.0018 (7)	−0.0016 (8)
C2	0.0324 (10)	0.0330 (11)	0.0225 (9)	0.0026 (9)	−0.0017 (7)	−0.0050 (8)
C3	0.0258 (9)	0.0400 (12)	0.0206 (9)	0.0063 (9)	−0.0002 (7)	−0.0008 (8)
C4	0.0222 (8)	0.0339 (11)	0.0218 (9)	0.0043 (8)	−0.0003 (7)	0.0044 (8)
C5	0.0188 (8)	0.0242 (9)	0.0220 (8)	0.0024 (7)	−0.0007 (6)	0.0024 (7)
C6	0.0267 (9)	0.0229 (9)	0.0233 (9)	−0.0001 (7)	0.0005 (7)	0.0048 (7)
C7	0.0240 (8)	0.0209 (9)	0.0231 (8)	−0.0036 (7)	0.0007 (7)	0.0014 (7)
C8	0.0177 (8)	0.0201 (9)	0.0207 (8)	−0.0017 (7)	0.0003 (6)	0.0001 (7)
C9	0.0170 (7)	0.0205 (9)	0.0211 (8)	−0.0009 (7)	−0.0016 (6)	0.0006 (7)
C10	0.0197 (8)	0.0239 (10)	0.0205 (8)	0.0002 (7)	−0.0015 (6)	−0.0005 (7)
C11	0.0270 (9)	0.0241 (10)	0.0215 (8)	−0.0074 (8)	−0.0031 (7)	−0.0012 (8)
C12	0.0219 (8)	0.0201 (9)	0.0220 (8)	−0.0032 (7)	0.0005 (6)	0.0001 (7)
C13	0.0168 (7)	0.0164 (8)	0.0191 (8)	0.0014 (7)	0.0017 (6)	0.0006 (6)
C14	0.0167 (7)	0.0188 (8)	0.0196 (8)	−0.0029 (7)	0.0001 (6)	0.0008 (7)
C15	0.0242 (8)	0.0173 (9)	0.0233 (8)	−0.0056 (7)	−0.0011 (7)	0.0008 (7)
C16	0.0168 (8)	0.0167 (8)	0.0223 (8)	−0.0020 (7)	−0.0005 (6)	−0.0020 (7)
C17	0.0170 (7)	0.0152 (8)	0.0211 (8)	0.0002 (7)	0.0002 (6)	−0.0014 (7)
C18	0.0180 (8)	0.0140 (8)	0.0197 (8)	−0.0010 (6)	−0.0003 (6)	0.0000 (7)
C19	0.0248 (9)	0.0168 (8)	0.0215 (8)	0.0033 (7)	−0.0007 (7)	−0.0016 (7)
C20	0.0274 (9)	0.0182 (9)	0.0247 (9)	0.0029 (7)	−0.0046 (7)	0.0013 (7)
C21	0.0264 (9)	0.0215 (9)	0.0214 (8)	−0.0010 (8)	−0.0053 (7)	−0.0002 (7)
C22	0.0256 (9)	0.0177 (9)	0.0207 (8)	−0.0007 (7)	0.0008 (6)	−0.0023 (7)
C23	0.0332 (10)	0.0396 (12)	0.0262 (9)	0.0005 (9)	0.0049 (8)	0.0084 (9)
C24	0.0331 (10)	0.0427 (13)	0.0235 (9)	0.0105 (10)	−0.0028 (8)	0.0066 (9)
C25	0.0202 (8)	0.0358 (11)	0.0237 (9)	0.0013 (8)	−0.0031 (7)	0.0000 (8)
C26	0.0201 (8)	0.0249 (10)	0.0249 (9)	0.0034 (8)	−0.0002 (7)	−0.0004 (8)
C27	0.0171 (8)	0.0326 (10)	0.0232 (8)	−0.0004 (7)	0.0008 (6)	0.0024 (8)
C28	0.0211 (8)	0.0180 (8)	0.0205 (8)	0.0003 (7)	0.0013 (6)	−0.0012 (7)
C29	0.0339 (11)	0.0273 (11)	0.0358 (11)	0.0108 (9)	−0.0073 (8)	0.0003 (9)
C31	0.0187 (8)	0.0222 (10)	0.0413 (11)	0.0038 (8)	−0.0003 (7)	−0.0056 (8)
C30	0.0415 (11)	0.0200 (10)	0.0297 (10)	−0.0002 (9)	−0.0018 (8)	0.0040 (8)
C32	0.0213 (9)	0.0204 (9)	0.0275 (9)	0.0035 (7)	−0.0027 (7)	−0.0022 (8)
C33	0.0245 (9)	0.0290 (11)	0.0302 (10)	0.0058 (8)	0.0055 (7)	−0.0031 (8)
C34	0.0278 (9)	0.0289 (10)	0.0342 (10)	0.0009 (8)	0.0058 (8)	0.0057 (9)
C35	0.0308 (10)	0.0200 (10)	0.0377 (11)	0.0021 (8)	0.0016 (8)	0.0023 (9)
C36	0.0301 (9)	0.0229 (10)	0.0355 (11)	0.0072 (8)	0.0061 (8)	−0.0020 (8)
C37	0.0230 (9)	0.0245 (10)	0.0307 (9)	0.0018 (7)	0.0050 (7)	0.0017 (8)
O3	0.0383 (8)	0.0581 (11)	0.0210 (7)	0.0022 (8)	0.0040 (6)	−0.0033 (7)
O26	0.0175 (6)	0.0227 (7)	0.0466 (8)	−0.0017 (5)	0.0039 (5)	−0.0060 (6)
O27	0.0185 (6)	0.0172 (7)	0.0432 (8)	0.0024 (5)	−0.0017 (5)	−0.0069 (6)

Geometric parameters (Å, º) top

C1—H1A	0.9900	C19—H19B	0.9900
C1—H1B	0.9900	C19—C20	1.538 (2)
C1—C2	1.534 (3)	C20—C21	1.531 (3)
C1—C10	1.545 (3)	C20—C29	1.531 (3)
C2—H2A	0.9900	C20—C30	1.531 (3)
C2—H2B	0.9900	C21—H21A	0.9900
C2—C3	1.522 (3)	C21—H21B	0.9900
C3—H3	1.0000	C21—C22	1.527 (3)
C3—C4	1.543 (3)	C22—H22A	0.9900
C3—O3	1.430 (2)	C22—H22B	0.9900
C4—C5	1.559 (2)	C23—H23A	0.9800
C4—C23	1.545 (3)	C23—H23B	0.9800
C4—C24	1.538 (3)	C23—H23C	0.9800
C5—H5	1.0000	C24—H24A	0.9800
C5—C6	1.531 (3)	C24—H24B	0.9800
C5—C10	1.556 (3)	C24—H24C	0.9800
C6—H6A	0.9900	C25—H25A	0.9800
C6—H6B	0.9900	C25—H25B	0.9800
C6—C7	1.528 (3)	C25—H25C	0.9800
C7—H7A	0.9900	C26—H26A	0.9800
C7—H7B	0.9900	C26—H26B	0.9800
C7—C8	1.547 (2)	C26—H26C	0.9800
C8—C9	1.554 (3)	C27—H27A	0.9800
C8—C14	1.592 (2)	C27—H27B	0.9800
C8—C26	1.550 (2)	C27—H27C	0.9800
C9—H9	1.0000	C28—O26	1.198 (2)
C9—C10	1.573 (2)	C28—O27	1.350 (2)
C9—C11	1.539 (2)	C29—H29A	0.9800
C10—C25	1.549 (2)	C29—H29B	0.9800
C11—H11A	0.9900	C29—H29C	0.9800
C11—H11B	0.9900	C31—H31A	0.9900
C11—C12	1.498 (2)	C31—H31B	0.9900
C12—H12	0.9500	C31—C32	1.503 (3)
C12—C13	1.332 (3)	C31—O27	1.443 (2)
C13—C14	1.531 (2)	C30—H30A	0.9800
C13—C18	1.524 (2)	C30—H30B	0.9800
C14—C15	1.553 (2)	C30—H30C	0.9800
C14—C27	1.555 (2)	C32—C33	1.393 (3)
C15—H15A	0.9900	C32—C37	1.390 (3)
C15—H15B	0.9900	C33—H33	0.9500
C15—C16	1.529 (2)	C33—C34	1.386 (3)
C16—H16A	0.9900	C34—H34	0.9500
C16—H16B	0.9900	C34—C35	1.389 (3)
C16—C17	1.535 (2)	C35—H35	0.9500
C17—C18	1.538 (2)	C35—C36	1.383 (3)
C17—C22	1.547 (2)	C36—H36	0.9500
C17—C28	1.528 (2)	C36—C37	1.385 (3)
C18—H18	1.0000	C37—H37	0.9500
C18—C19	1.544 (2)	O3—H3A	0.8400
C19—H19A	0.9900

H1A—C1—H1B	107.7	C17—C18—H18	107.1
C2—C1—H1A	108.9	C17—C18—C19	111.21 (14)
C2—C1—H1B	108.9	C19—C18—H18	107.1
C2—C1—C10	113.37 (17)	C18—C19—H19A	108.5
C10—C1—H1A	108.9	C18—C19—H19B	108.5
C10—C1—H1B	108.9	H19A—C19—H19B	107.5
C1—C2—H2A	109.5	C20—C19—C18	114.91 (15)
C1—C2—H2B	109.5	C20—C19—H19A	108.5
H2A—C2—H2B	108.0	C20—C19—H19B	108.5
C3—C2—C1	110.91 (17)	C21—C20—C19	109.07 (15)
C3—C2—H2A	109.5	C21—C20—C30	110.80 (16)
C3—C2—H2B	109.5	C29—C20—C19	107.80 (16)
C2—C3—H3	106.4	C29—C20—C21	109.34 (16)
C2—C3—C4	113.32 (16)	C29—C20—C30	108.49 (17)
C4—C3—H3	106.4	C30—C20—C19	111.28 (16)
O3—C3—C2	111.07 (18)	C20—C21—H21A	109.1
O3—C3—H3	106.4	C20—C21—H21B	109.1
O3—C3—C4	112.80 (18)	H21A—C21—H21B	107.8
C3—C4—C5	107.05 (16)	C22—C21—C20	112.60 (15)
C3—C4—C23	107.33 (17)	C22—C21—H21A	109.1
C23—C4—C5	108.84 (16)	C22—C21—H21B	109.1
C24—C4—C3	111.69 (17)	C17—C22—H22A	109.1
C24—C4—C5	114.55 (16)	C17—C22—H22B	109.1
C24—C4—C23	107.13 (18)	C21—C22—C17	112.68 (14)
C4—C5—H5	104.3	C21—C22—H22A	109.1
C6—C5—C4	114.57 (16)	C21—C22—H22B	109.1
C6—C5—H5	104.3	H22A—C22—H22B	107.8
C6—C5—C10	110.08 (14)	C4—C23—H23A	109.5
C10—C5—C4	117.60 (16)	C4—C23—H23B	109.5
C10—C5—H5	104.3	C4—C23—H23C	109.5
C5—C6—H6A	109.7	H23A—C23—H23B	109.5
C5—C6—H6B	109.7	H23A—C23—H23C	109.5
H6A—C6—H6B	108.2	H23B—C23—H23C	109.5
C7—C6—C5	109.76 (15)	C4—C24—H24A	109.5
C7—C6—H6A	109.7	C4—C24—H24B	109.5
C7—C6—H6B	109.7	C4—C24—H24C	109.5
C6—C7—H7A	108.8	H24A—C24—H24B	109.5
C6—C7—H7B	108.8	H24A—C24—H24C	109.5
C6—C7—C8	113.76 (15)	H24B—C24—H24C	109.5
H7A—C7—H7B	107.7	C10—C25—H25A	109.5
C8—C7—H7A	108.8	C10—C25—H25B	109.5
C8—C7—H7B	108.8	C10—C25—H25C	109.5
C7—C8—C9	111.10 (14)	H25A—C25—H25B	109.5
C7—C8—C14	110.61 (14)	H25A—C25—H25C	109.5
C7—C8—C26	107.43 (15)	H25B—C25—H25C	109.5
C9—C8—C14	106.96 (14)	C8—C26—H26A	109.5
C26—C8—C9	110.79 (15)	C8—C26—H26B	109.5
C26—C8—C14	109.98 (14)	C8—C26—H26C	109.5
C8—C9—H9	104.7	H26A—C26—H26B	109.5
C8—C9—C10	117.98 (15)	H26A—C26—H26C	109.5
C10—C9—H9	104.7	H26B—C26—H26C	109.5
C11—C9—C8	109.98 (14)	C14—C27—H27A	109.5
C11—C9—H9	104.7	C14—C27—H27B	109.5
C11—C9—C10	113.46 (14)	C14—C27—H27C	109.5
C1—C10—C5	108.33 (14)	H27A—C27—H27B	109.5
C1—C10—C9	107.27 (15)	H27A—C27—H27C	109.5
C1—C10—C25	107.57 (15)	H27B—C27—H27C	109.5
C5—C10—C9	106.01 (14)	O26—C28—C17	126.40 (17)
C25—C10—C5	113.48 (16)	O26—C28—O27	122.59 (17)
C25—C10—C9	113.90 (14)	O27—C28—C17	110.97 (15)
C9—C11—H11A	108.9	C20—C29—H29A	109.5
C9—C11—H11B	108.9	C20—C29—H29B	109.5
H11A—C11—H11B	107.7	C20—C29—H29C	109.5
C12—C11—C9	113.36 (15)	H29A—C29—H29B	109.5
C12—C11—H11A	108.9	H29A—C29—H29C	109.5
C12—C11—H11B	108.9	H29B—C29—H29C	109.5
C11—C12—H12	117.1	H31A—C31—H31B	108.5
C13—C12—C11	125.73 (17)	C32—C31—H31A	110.2
C13—C12—H12	117.1	C32—C31—H31B	110.2
C12—C13—C14	120.83 (16)	O27—C31—H31A	110.2
C12—C13—C18	119.12 (16)	O27—C31—H31B	110.2
C18—C13—C14	119.94 (15)	O27—C31—C32	107.38 (15)
C13—C14—C8	109.43 (14)	C20—C30—H30A	109.5
C13—C14—C15	111.34 (14)	C20—C30—H30B	109.5
C13—C14—C27	107.26 (15)	C20—C30—H30C	109.5
C15—C14—C8	109.16 (15)	H30A—C30—H30B	109.5
C15—C14—C27	107.62 (14)	H30A—C30—H30C	109.5
C27—C14—C8	112.02 (14)	H30B—C30—H30C	109.5
C14—C15—H15A	108.6	C33—C32—C31	121.31 (17)
C14—C15—H15B	108.6	C37—C32—C31	119.52 (18)
H15A—C15—H15B	107.6	C37—C32—C33	119.14 (18)
C16—C15—C14	114.64 (15)	C32—C33—H33	119.8
C16—C15—H15A	108.6	C34—C33—C32	120.49 (18)
C16—C15—H15B	108.6	C34—C33—H33	119.8
C15—C16—H16A	109.3	C33—C34—H34	120.0
C15—C16—H16B	109.3	C33—C34—C35	119.94 (19)
C15—C16—C17	111.56 (14)	C35—C34—H34	120.0
H16A—C16—H16B	108.0	C34—C35—H35	120.1
C17—C16—H16A	109.3	C36—C35—C34	119.7 (2)
C17—C16—H16B	109.3	C36—C35—H35	120.1
C16—C17—C18	109.41 (13)	C35—C36—H36	119.8
C16—C17—C22	111.87 (14)	C35—C36—C37	120.38 (19)
C18—C17—C22	110.70 (14)	C37—C36—H36	119.8
C28—C17—C16	110.66 (15)	C32—C37—H37	119.8
C28—C17—C18	108.84 (14)	C36—C37—C32	120.32 (18)
C28—C17—C22	105.27 (14)	C36—C37—H37	119.8
C13—C18—C17	111.82 (14)	C3—O3—H3A	109.5
C13—C18—H18	107.1	C28—O27—C31	115.66 (14)
C13—C18—C19	112.06 (13)

C1—C2—C3—C4	58.7 (2)	C15—C16—C17—C18	−60.65 (18)
C1—C2—C3—O3	−173.10 (17)	C15—C16—C17—C22	176.31 (15)
C2—C1—C10—C5	50.8 (2)	C15—C16—C17—C28	59.27 (19)
C2—C1—C10—C9	164.84 (15)	C16—C17—C18—C13	53.69 (18)
C2—C1—C10—C25	−72.2 (2)	C16—C17—C18—C19	−72.42 (17)
C2—C3—C4—C5	−54.3 (2)	C16—C17—C22—C21	68.26 (19)
C2—C3—C4—C23	−171.02 (17)	C16—C17—C28—O26	−140.52 (19)
C2—C3—C4—C24	71.8 (2)	C16—C17—C28—O27	41.94 (19)
C3—C4—C5—C6	−176.26 (15)	C17—C18—C19—C20	−53.1 (2)
C3—C4—C5—C10	52.1 (2)	C17—C28—O27—C31	−177.96 (15)
C4—C5—C6—C7	158.40 (15)	C18—C13—C14—C8	156.76 (14)
C4—C5—C10—C1	−50.7 (2)	C18—C13—C14—C15	36.0 (2)
C4—C5—C10—C9	−165.59 (15)	C18—C13—C14—C27	−81.51 (18)
C4—C5—C10—C25	68.7 (2)	C18—C17—C22—C21	−54.05 (19)
C5—C6—C7—C8	56.9 (2)	C18—C17—C28—O26	−20.3 (2)
C6—C5—C10—C1	175.59 (15)	C18—C17—C28—O27	162.20 (14)
C6—C5—C10—C9	60.73 (18)	C18—C19—C20—C21	53.1 (2)
C6—C5—C10—C25	−65.02 (19)	C18—C19—C20—C29	171.74 (16)
C6—C7—C8—C9	−44.1 (2)	C18—C19—C20—C30	−69.4 (2)
C6—C7—C8—C14	−162.69 (15)	C19—C20—C21—C22	−53.8 (2)
C6—C7—C8—C26	77.27 (19)	C20—C21—C22—C17	56.3 (2)
C7—C8—C9—C10	42.8 (2)	C22—C17—C18—C13	177.42 (14)
C7—C8—C9—C11	175.09 (15)	C22—C17—C18—C19	51.32 (18)
C7—C8—C14—C13	177.98 (15)	C22—C17—C28—O26	98.4 (2)
C7—C8—C14—C15	−59.94 (18)	C22—C17—C28—O27	−79.10 (17)
C7—C8—C14—C27	59.2 (2)	C23—C4—C5—C6	−60.5 (2)
C8—C9—C10—C1	−166.28 (15)	C23—C4—C5—C10	167.78 (17)
C8—C9—C10—C5	−50.70 (19)	C24—C4—C5—C6	59.3 (2)
C8—C9—C10—C25	74.8 (2)	C24—C4—C5—C10	−72.3 (2)
C8—C9—C11—C12	39.6 (2)	C26—C8—C9—C10	−76.53 (19)
C8—C14—C15—C16	−161.54 (14)	C26—C8—C9—C11	55.75 (19)
C9—C8—C14—C13	56.87 (17)	C26—C8—C14—C13	−63.51 (19)
C9—C8—C14—C15	178.95 (13)	C26—C8—C14—C15	58.57 (18)
C9—C8—C14—C27	−61.96 (19)	C26—C8—C14—C27	177.66 (16)
C9—C11—C12—C13	−7.9 (3)	C27—C14—C15—C16	76.67 (18)
C10—C1—C2—C3	−56.5 (2)	C28—C17—C18—C13	−67.34 (17)
C10—C5—C6—C7	−66.41 (19)	C28—C17—C18—C19	166.55 (14)
C10—C9—C11—C12	174.15 (15)	C28—C17—C22—C21	−171.50 (15)
C11—C9—C10—C1	63.00 (19)	C29—C20—C21—C22	−171.44 (16)
C11—C9—C10—C5	178.59 (15)	C31—C32—C33—C34	−178.07 (19)
C11—C9—C10—C25	−55.9 (2)	C31—C32—C37—C36	177.46 (19)
C11—C12—C13—C14	2.0 (3)	C30—C20—C21—C22	69.0 (2)
C11—C12—C13—C18	178.17 (16)	C32—C31—O27—C28	168.76 (16)
C12—C13—C14—C8	−27.1 (2)	C32—C33—C34—C35	0.7 (3)
C12—C13—C14—C15	−147.84 (17)	C33—C32—C37—C36	−0.5 (3)
C12—C13—C14—C27	94.7 (2)	C33—C34—C35—C36	−0.6 (3)
C12—C13—C18—C17	140.01 (17)	C34—C35—C36—C37	0.0 (3)
C12—C13—C18—C19	−94.35 (19)	C35—C36—C37—C32	0.6 (3)
C13—C14—C15—C16	−40.6 (2)	C37—C32—C33—C34	−0.1 (3)
C13—C18—C19—C20	−179.06 (15)	O3—C3—C4—C5	178.41 (15)
C14—C8—C9—C10	163.61 (14)	O3—C3—C4—C23	61.7 (2)
C14—C8—C9—C11	−64.11 (17)	O3—C3—C4—C24	−55.5 (2)
C14—C13—C18—C17	−43.8 (2)	O26—C28—O27—C31	4.4 (3)
C14—C13—C18—C19	81.9 (2)	O27—C31—C32—C33	−39.5 (3)
C14—C15—C16—C17	55.1 (2)	O27—C31—C32—C37	142.58 (18)

(4a_11-oxo-benzyl-OA) top

Crystal data top

C₃₇H₅₂O₄	F(000) = 612
M_r = 560.78	D_x = 1.186 Mg m⁻³
Monoclinic, P2₁	Cu Kα radiation, λ = 1.54178 Å
a = 6.7857 (2) Å	Cell parameters from 7842 reflections
b = 13.0000 (3) Å	θ = 4.2–76.4°
c = 17.8671 (4) Å	µ = 0.58 mm⁻¹
β = 94.870 (2)°	T = 130 K
V = 1570.44 (7) Å³	Needle, colourless
Z = 2	0.40 × 0.05 × 0.05 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5483 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	5351 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.025
ω scans	θ_max = 66.6°, θ_min = 5.0°
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −7→8
T_min = 0.743, T_max = 1.000	k = −15→15
14222 measured reflections	l = −21→21

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.031	H-atom parameters constrained
wR(F²) = 0.081	w = 1/[σ²(F_o²) + (0.0454P)² + 0.2279P] where P = (F_o² + 2F_c²)/3
S = 1.02	(Δ/σ)_max < 0.001
5483 reflections	Δρ_max = 0.28 e Å⁻³
378 parameters	Δρ_min = −0.16 e Å⁻³
1 restraint	Absolute structure: Flack x determined using 2447 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.06 (8)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C10	0.7974 (3)	0.68577 (16)	0.52567 (11)	0.0222 (4)
C1	0.7647 (3)	0.78977 (17)	0.56471 (12)	0.0279 (5)
H1A	0.8653	0.8395	0.5503	0.033*
H1B	0.6329	0.8170	0.5466	0.033*
C2	0.7773 (3)	0.78148 (19)	0.65047 (13)	0.0307 (5)
H2A	0.9129	0.7608	0.6693	0.037*
H2B	0.7501	0.8496	0.6721	0.037*
C3	0.6306 (3)	0.70359 (19)	0.67610 (12)	0.0300 (5)
H3A	0.4966	0.7273	0.6556	0.036*
C4	0.6586 (3)	0.59516 (17)	0.64404 (12)	0.0256 (5)
C5	0.6546 (3)	0.60558 (16)	0.55676 (11)	0.0212 (4)
H5	0.5195	0.6327	0.5411	0.025*
C6	0.6643 (3)	0.50360 (16)	0.51524 (12)	0.0235 (4)
H6A	0.5849	0.4513	0.5395	0.028*
H6B	0.8030	0.4793	0.5177	0.028*
C7	0.5846 (3)	0.51694 (16)	0.43299 (12)	0.0218 (4)
H7A	0.4427	0.5354	0.4311	0.026*
H7B	0.5950	0.4504	0.4067	0.026*
C8	0.6945 (3)	0.59998 (15)	0.39100 (11)	0.0188 (4)
C9	0.7283 (3)	0.69868 (16)	0.44037 (11)	0.0203 (4)
H9	0.5940	0.7304	0.4401	0.024*
C11	0.8468 (3)	0.77581 (17)	0.39761 (12)	0.0269 (5)
C12	0.7989 (3)	0.78200 (16)	0.31606 (12)	0.0241 (4)
H12	0.8593	0.8352	0.2896	0.029*
C13	0.6760 (3)	0.71783 (15)	0.27641 (11)	0.0184 (4)
C14	0.5681 (3)	0.63282 (15)	0.31581 (11)	0.0179 (4)
C15	0.5315 (3)	0.53719 (15)	0.26425 (11)	0.0209 (4)
H15A	0.6537	0.4953	0.2671	0.025*
H15B	0.4263	0.4948	0.2840	0.025*
C16	0.4715 (3)	0.56170 (15)	0.18184 (11)	0.0186 (4)
H16A	0.3393	0.5944	0.1776	0.022*
H16B	0.4620	0.4969	0.1527	0.022*
C17	0.6203 (3)	0.63374 (15)	0.14840 (11)	0.0182 (4)
C18	0.6329 (3)	0.73581 (14)	0.19280 (11)	0.0171 (4)
H18	0.7463	0.7758	0.1754	0.021*
C19	0.4447 (3)	0.80168 (16)	0.17609 (11)	0.0210 (4)
H19A	0.3324	0.7665	0.1972	0.025*
H19B	0.4642	0.8686	0.2022	0.025*
C20	0.3899 (3)	0.82195 (16)	0.09199 (12)	0.0240 (4)
C21	0.3774 (3)	0.71914 (16)	0.04978 (11)	0.0236 (4)
H21A	0.2636	0.6794	0.0656	0.028*
H21B	0.3535	0.7327	−0.0048	0.028*
C22	0.5657 (3)	0.65478 (16)	0.06416 (11)	0.0213 (4)
H22A	0.6767	0.6913	0.0432	0.026*
H22B	0.5471	0.5883	0.0374	0.026*
C23	0.4820 (4)	0.5293 (2)	0.66335 (13)	0.0338 (5)
H23A	0.4656	0.5351	0.7172	0.051*
H23B	0.5060	0.4572	0.6508	0.051*
H23C	0.3617	0.5535	0.6345	0.051*
C24	0.8472 (3)	0.5432 (2)	0.68071 (12)	0.0315 (5)
H24A	0.9586	0.5912	0.6807	0.047*
H24B	0.8762	0.4815	0.6522	0.047*
H24C	0.8268	0.5240	0.7325	0.047*
C25	1.0189 (3)	0.65568 (19)	0.53916 (12)	0.0273 (5)
H25A	1.0318	0.5807	0.5371	0.041*
H25B	1.0718	0.6804	0.5886	0.041*
H25C	1.0929	0.6869	0.5002	0.041*
C26	0.8952 (3)	0.55297 (17)	0.37314 (12)	0.0245 (4)
H26A	0.8726	0.4855	0.3495	0.037*
H26B	0.9808	0.5451	0.4198	0.037*
H26C	0.9592	0.5986	0.3389	0.037*
C27	0.3628 (3)	0.67757 (17)	0.33166 (11)	0.0233 (4)
H27A	0.3772	0.7504	0.3451	0.035*
H27B	0.3112	0.6398	0.3733	0.035*
H27C	0.2709	0.6706	0.2866	0.035*
C28	0.8262 (3)	0.58518 (15)	0.15306 (11)	0.0196 (4)
C29	0.1861 (4)	0.87366 (19)	0.08454 (14)	0.0337 (5)
H29A	0.0870	0.8260	0.1013	0.051*
H29B	0.1513	0.8922	0.0319	0.051*
H29C	0.1897	0.9358	0.1156	0.051*
C30	0.5388 (4)	0.89449 (17)	0.05921 (13)	0.0309 (5)
H30A	0.5362	0.9615	0.0843	0.046*
H30B	0.5036	0.9033	0.0053	0.046*
H30C	0.6719	0.8650	0.0672	0.046*
C31	1.0049 (3)	0.43150 (17)	0.13900 (14)	0.0284 (5)
H31A	1.0799	0.4456	0.1879	0.034*
H31B	1.0849	0.4551	0.0985	0.034*
C32	0.9639 (3)	0.31872 (16)	0.13101 (12)	0.0227 (4)
C33	0.8084 (3)	0.27229 (18)	0.16462 (13)	0.0273 (5)
H33	0.7225	0.3132	0.1916	0.033*
C34	0.7780 (3)	0.16740 (19)	0.15899 (14)	0.0311 (5)
H34	0.6704	0.1367	0.1814	0.037*
C35	0.9043 (3)	0.10670 (18)	0.12060 (14)	0.0295 (5)
H35	0.8848	0.0344	0.1174	0.035*
C36	1.0588 (3)	0.15216 (17)	0.08695 (13)	0.0287 (5)
H36	1.1452	0.1110	0.0604	0.034*
C37	1.0878 (3)	0.25763 (17)	0.09193 (13)	0.0255 (4)
H37	1.1935	0.2883	0.0684	0.031*
O3	0.6293 (3)	0.70398 (16)	0.75610 (9)	0.0382 (4)
H3	0.7445	0.6937	0.7758	0.057*
O11	0.9740 (3)	0.83233 (16)	0.42754 (10)	0.0464 (5)
O28	0.9789 (2)	0.62962 (12)	0.16903 (10)	0.0305 (4)
O29	0.8175 (2)	0.48528 (11)	0.13447 (9)	0.0263 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C10	0.0218 (10)	0.0243 (11)	0.0196 (10)	−0.0001 (8)	−0.0028 (8)	−0.0010 (8)
C1	0.0349 (12)	0.0249 (11)	0.0225 (11)	0.0023 (9)	−0.0047 (8)	−0.0015 (8)
C2	0.0357 (12)	0.0316 (12)	0.0238 (11)	0.0059 (9)	−0.0036 (9)	−0.0075 (9)
C3	0.0277 (11)	0.0410 (13)	0.0207 (10)	0.0102 (10)	−0.0015 (8)	−0.0040 (9)
C4	0.0236 (10)	0.0334 (12)	0.0195 (10)	0.0072 (9)	−0.0005 (8)	0.0032 (8)
C5	0.0202 (10)	0.0242 (10)	0.0184 (10)	0.0043 (8)	−0.0030 (7)	0.0020 (8)
C6	0.0256 (10)	0.0229 (11)	0.0213 (10)	0.0008 (8)	−0.0010 (8)	0.0032 (8)
C7	0.0230 (10)	0.0208 (10)	0.0210 (10)	−0.0031 (7)	−0.0013 (8)	0.0014 (7)
C8	0.0173 (9)	0.0218 (10)	0.0167 (9)	−0.0014 (7)	−0.0015 (7)	0.0004 (8)
C9	0.0183 (9)	0.0209 (10)	0.0208 (9)	−0.0006 (7)	−0.0032 (7)	−0.0004 (8)
C11	0.0298 (11)	0.0269 (12)	0.0229 (10)	−0.0079 (9)	−0.0050 (9)	−0.0014 (9)
C12	0.0242 (10)	0.0248 (11)	0.0228 (10)	−0.0065 (8)	−0.0008 (8)	0.0029 (8)
C13	0.0160 (9)	0.0185 (9)	0.0204 (9)	0.0007 (7)	0.0001 (7)	−0.0002 (7)
C14	0.0164 (9)	0.0197 (10)	0.0170 (9)	−0.0017 (7)	−0.0015 (7)	−0.0003 (7)
C15	0.0220 (9)	0.0186 (10)	0.0215 (10)	−0.0056 (7)	−0.0016 (8)	0.0010 (8)
C16	0.0165 (9)	0.0180 (9)	0.0207 (9)	−0.0020 (7)	−0.0024 (7)	−0.0012 (7)
C17	0.0166 (9)	0.0165 (9)	0.0211 (10)	−0.0009 (7)	−0.0009 (7)	−0.0013 (7)
C18	0.0167 (9)	0.0148 (9)	0.0195 (9)	−0.0008 (7)	−0.0002 (7)	−0.0005 (7)
C19	0.0220 (10)	0.0191 (10)	0.0214 (10)	0.0029 (8)	−0.0021 (8)	−0.0012 (7)
C20	0.0280 (11)	0.0206 (10)	0.0225 (10)	0.0034 (8)	−0.0037 (8)	0.0006 (8)
C21	0.0265 (10)	0.0244 (11)	0.0186 (9)	−0.0001 (8)	−0.0059 (8)	0.0012 (8)
C22	0.0243 (10)	0.0207 (10)	0.0186 (10)	−0.0009 (7)	0.0002 (8)	−0.0023 (7)
C23	0.0355 (12)	0.0429 (14)	0.0234 (11)	0.0024 (10)	0.0048 (9)	0.0060 (10)
C24	0.0344 (12)	0.0396 (14)	0.0194 (10)	0.0118 (10)	−0.0041 (9)	0.0032 (9)
C25	0.0210 (10)	0.0388 (13)	0.0211 (10)	0.0002 (8)	−0.0044 (8)	−0.0020 (9)
C26	0.0210 (10)	0.0282 (11)	0.0238 (10)	0.0023 (8)	−0.0011 (8)	0.0006 (9)
C27	0.0178 (9)	0.0316 (11)	0.0200 (9)	0.0000 (8)	−0.0010 (7)	0.0026 (8)
C28	0.0198 (10)	0.0204 (10)	0.0186 (9)	−0.0001 (8)	0.0004 (7)	−0.0003 (7)
C29	0.0350 (13)	0.0310 (12)	0.0332 (12)	0.0118 (10)	−0.0086 (10)	0.0002 (10)
C30	0.0419 (13)	0.0217 (11)	0.0282 (11)	−0.0010 (9)	−0.0019 (10)	0.0047 (9)
C31	0.0173 (10)	0.0257 (12)	0.0418 (13)	0.0040 (8)	−0.0004 (9)	−0.0056 (9)
C32	0.0188 (10)	0.0245 (11)	0.0240 (10)	0.0037 (8)	−0.0037 (8)	−0.0012 (8)
C33	0.0244 (11)	0.0306 (12)	0.0273 (11)	0.0065 (8)	0.0043 (8)	−0.0019 (9)
C34	0.0274 (11)	0.0338 (12)	0.0327 (12)	0.0003 (9)	0.0064 (9)	0.0068 (9)
C35	0.0307 (11)	0.0210 (11)	0.0367 (12)	0.0026 (8)	0.0014 (9)	0.0035 (9)
C36	0.0301 (11)	0.0246 (12)	0.0321 (12)	0.0070 (8)	0.0063 (9)	−0.0017 (9)
C37	0.0203 (10)	0.0278 (11)	0.0286 (11)	0.0033 (8)	0.0041 (8)	0.0026 (8)
O3	0.0363 (9)	0.0577 (11)	0.0205 (8)	0.0069 (8)	0.0022 (6)	−0.0061 (8)
O11	0.0585 (12)	0.0504 (12)	0.0278 (9)	−0.0340 (9)	−0.0114 (8)	0.0023 (8)
O28	0.0163 (7)	0.0250 (8)	0.0501 (10)	−0.0015 (6)	0.0018 (6)	−0.0056 (7)
O29	0.0184 (7)	0.0203 (8)	0.0390 (9)	0.0021 (5)	−0.0040 (6)	−0.0065 (6)

Geometric parameters (Å, º) top

C10—C1	1.546 (3)	C14—C15	1.555 (3)
C10—C25	1.552 (3)	C14—C27	1.557 (3)
C10—C5	1.557 (3)	C15—C16	1.528 (3)
C10—C9	1.565 (3)	C16—C17	1.535 (3)
C1—C2	1.531 (3)	C17—C28	1.529 (3)
C2—C3	1.517 (4)	C17—C22	1.544 (3)
C3—O3	1.430 (3)	C17—C18	1.545 (3)
C3—C4	1.539 (3)	C18—C19	1.545 (3)
C4—C23	1.536 (3)	C19—C20	1.540 (3)
C4—C24	1.543 (3)	C20—C29	1.533 (3)
C4—C5	1.563 (3)	C20—C21	1.533 (3)
C5—C6	1.523 (3)	C20—C30	1.534 (3)
C6—C7	1.532 (3)	C21—C22	1.531 (3)
C7—C8	1.543 (3)	C28—O28	1.200 (3)
C8—C26	1.551 (3)	C28—O29	1.341 (3)
C8—C9	1.563 (3)	C31—O29	1.447 (2)
C8—C14	1.590 (3)	C31—C32	1.497 (3)
C9—C11	1.530 (3)	C32—C37	1.387 (3)
C11—O11	1.222 (3)	C32—C33	1.395 (3)
C11—C12	1.468 (3)	C33—C34	1.381 (3)
C12—C13	1.339 (3)	C34—C35	1.388 (3)
C13—C18	1.516 (3)	C35—C36	1.385 (3)
C13—C14	1.530 (3)	C36—C37	1.387 (3)

C1—C10—C25	108.95 (17)	C13—C14—C27	106.51 (16)
C1—C10—C5	107.87 (17)	C15—C14—C27	107.82 (16)
C25—C10—C5	113.55 (17)	C13—C14—C8	109.75 (15)
C1—C10—C9	107.64 (16)	C15—C14—C8	109.49 (15)
C25—C10—C9	112.60 (16)	C27—C14—C8	111.92 (16)
C5—C10—C9	105.97 (15)	C16—C15—C14	114.86 (16)
C2—C1—C10	113.08 (18)	C15—C16—C17	111.83 (15)
C3—C2—C1	111.51 (19)	C28—C17—C16	110.81 (16)
O3—C3—C2	111.05 (19)	C28—C17—C22	105.60 (15)
O3—C3—C4	112.75 (19)	C16—C17—C22	112.09 (15)
C2—C3—C4	113.22 (18)	C28—C17—C18	108.46 (15)
C23—C4—C3	107.70 (18)	C16—C17—C18	109.49 (15)
C23—C4—C24	107.20 (19)	C22—C17—C18	110.29 (16)
C3—C4—C24	111.50 (18)	C13—C18—C17	111.79 (16)
C23—C4—C5	108.95 (18)	C13—C18—C19	111.29 (15)
C3—C4—C5	107.43 (17)	C17—C18—C19	111.61 (15)
C24—C4—C5	113.88 (17)	C20—C19—C18	114.24 (16)
C6—C5—C10	110.78 (16)	C29—C20—C21	109.12 (18)
C6—C5—C4	114.37 (17)	C29—C20—C30	108.42 (19)
C10—C5—C4	117.08 (17)	C21—C20—C30	111.02 (18)
C5—C6—C7	110.01 (16)	C29—C20—C19	107.53 (18)
C6—C7—C8	113.55 (16)	C21—C20—C19	109.23 (17)
C7—C8—C26	107.08 (16)	C30—C20—C19	111.43 (17)
C7—C8—C9	110.73 (16)	C22—C21—C20	112.54 (17)
C26—C8—C9	110.49 (16)	C21—C22—C17	112.86 (16)
C7—C8—C14	110.52 (15)	O28—C28—O29	122.97 (18)
C26—C8—C14	110.62 (15)	O28—C28—C17	125.53 (18)
C9—C8—C14	107.43 (15)	O29—C28—C17	111.47 (16)
C11—C9—C8	108.33 (16)	O29—C31—C32	108.20 (17)
C11—C9—C10	115.47 (16)	C37—C32—C33	118.8 (2)
C8—C9—C10	118.63 (16)	C37—C32—C31	119.5 (2)
O11—C11—C12	119.3 (2)	C33—C32—C31	121.61 (19)
O11—C11—C9	123.9 (2)	C34—C33—C32	120.6 (2)
C12—C11—C9	116.77 (17)	C33—C34—C35	120.2 (2)
C13—C12—C11	124.49 (19)	C36—C35—C34	119.6 (2)
C12—C13—C18	118.99 (18)	C35—C36—C37	120.2 (2)
C12—C13—C14	120.50 (18)	C36—C37—C32	120.6 (2)
C18—C13—C14	120.33 (16)	C28—O29—C31	115.75 (16)
C13—C14—C15	111.32 (16)

C25—C10—C1—C2	−71.8 (2)	C26—C8—C14—C13	−63.6 (2)
C5—C10—C1—C2	51.9 (2)	C9—C8—C14—C13	57.1 (2)
C9—C10—C1—C2	165.80 (18)	C7—C8—C14—C15	−59.5 (2)
C10—C1—C2—C3	−56.8 (2)	C26—C8—C14—C15	58.9 (2)
C1—C2—C3—O3	−174.08 (18)	C9—C8—C14—C15	179.58 (15)
C1—C2—C3—C4	57.9 (2)	C7—C8—C14—C27	60.0 (2)
O3—C3—C4—C23	62.1 (2)	C26—C8—C14—C27	178.41 (17)
C2—C3—C4—C23	−170.79 (19)	C9—C8—C14—C27	−60.9 (2)
O3—C3—C4—C24	−55.3 (3)	C13—C14—C15—C16	−39.9 (2)
C2—C3—C4—C24	71.9 (2)	C27—C14—C15—C16	76.6 (2)
O3—C3—C4—C5	179.31 (17)	C8—C14—C15—C16	−161.45 (16)
C2—C3—C4—C5	−53.6 (2)	C14—C15—C16—C17	54.3 (2)
C1—C10—C5—C6	174.51 (15)	C15—C16—C17—C28	59.7 (2)
C25—C10—C5—C6	−64.7 (2)	C15—C16—C17—C22	177.35 (16)
C9—C10—C5—C6	59.5 (2)	C15—C16—C17—C18	−59.9 (2)
C1—C10—C5—C4	−51.9 (2)	C12—C13—C18—C17	141.05 (19)
C25—C10—C5—C4	69.0 (2)	C14—C13—C18—C17	−43.7 (2)
C9—C10—C5—C4	−166.93 (16)	C12—C13—C18—C19	−93.4 (2)
C23—C4—C5—C6	−59.1 (2)	C14—C13—C18—C19	81.8 (2)
C3—C4—C5—C6	−175.46 (17)	C28—C17—C18—C13	−67.72 (19)
C24—C4—C5—C6	60.5 (2)	C16—C17—C18—C13	53.3 (2)
C23—C4—C5—C10	168.94 (18)	C22—C17—C18—C13	177.09 (15)
C3—C4—C5—C10	52.5 (2)	C28—C17—C18—C19	166.90 (16)
C24—C4—C5—C10	−71.5 (2)	C16—C17—C18—C19	−72.1 (2)
C10—C5—C6—C7	−65.9 (2)	C22—C17—C18—C19	51.7 (2)
C4—C5—C6—C7	159.19 (17)	C13—C18—C19—C20	−179.21 (17)
C5—C6—C7—C8	57.2 (2)	C17—C18—C19—C20	−53.6 (2)
C6—C7—C8—C26	76.2 (2)	C18—C19—C20—C29	171.73 (18)
C6—C7—C8—C9	−44.4 (2)	C18—C19—C20—C21	53.4 (2)
C6—C7—C8—C14	−163.28 (16)	C18—C19—C20—C30	−69.6 (2)
C7—C8—C9—C11	177.12 (16)	C29—C20—C21—C22	−171.29 (18)
C26—C8—C9—C11	58.6 (2)	C30—C20—C21—C22	69.3 (2)
C14—C8—C9—C11	−62.11 (19)	C19—C20—C21—C22	−54.0 (2)
C7—C8—C9—C10	42.9 (2)	C20—C21—C22—C17	56.3 (2)
C26—C8—C9—C10	−75.5 (2)	C28—C17—C22—C21	−170.88 (17)
C14—C8—C9—C10	163.70 (16)	C16—C17—C22—C21	68.4 (2)
C1—C10—C9—C11	64.0 (2)	C18—C17—C22—C21	−53.9 (2)
C25—C10—C9—C11	−56.0 (2)	C16—C17—C28—O28	−139.5 (2)
C5—C10—C9—C11	179.26 (17)	C22—C17—C28—O28	98.9 (2)
C1—C10—C9—C8	−164.89 (17)	C18—C17—C28—O28	−19.3 (3)
C25—C10—C9—C8	75.0 (2)	C16—C17—C28—O29	42.5 (2)
C5—C10—C9—C8	−49.7 (2)	C22—C17—C28—O29	−79.06 (19)
C8—C9—C11—O11	−143.1 (2)	C18—C17—C28—O29	162.73 (16)
C10—C9—C11—O11	−7.3 (3)	O29—C31—C32—C37	143.2 (2)
C8—C9—C11—C12	38.2 (2)	O29—C31—C32—C33	−39.6 (3)
C10—C9—C11—C12	173.95 (18)	C37—C32—C33—C34	−0.1 (3)
O11—C11—C12—C13	173.6 (2)	C31—C32—C33—C34	−177.4 (2)
C9—C11—C12—C13	−7.6 (3)	C32—C33—C34—C35	1.0 (4)
C11—C12—C13—C18	177.40 (19)	C33—C34—C35—C36	−1.1 (4)
C11—C12—C13—C14	2.2 (3)	C34—C35—C36—C37	0.3 (4)
C12—C13—C14—C15	−149.01 (19)	C35—C36—C37—C32	0.5 (4)
C18—C13—C14—C15	35.8 (2)	C33—C32—C37—C36	−0.6 (3)
C12—C13—C14—C27	93.7 (2)	C31—C32—C37—C36	176.7 (2)
C18—C13—C14—C27	−81.5 (2)	O28—C28—O29—C31	3.5 (3)
C12—C13—C14—C8	−27.6 (3)	C17—C28—O29—C31	−178.46 (17)
C18—C13—C14—C8	157.19 (16)	C32—C31—O29—C28	169.27 (18)
C7—C8—C14—C13	178.02 (16)

(5_n-butyl-OA) top

Crystal data top

C₃₄H₅₆O₃	F(000) = 568
M_r = 512.78	D_x = 1.141 Mg m⁻³
Monoclinic, P2₁	Cu Kα radiation, λ = 1.54184 Å
a = 6.8841 (1) Å	Cell parameters from 15943 reflections
b = 12.2006 (1) Å	θ = 2.5–76.3°
c = 17.7696 (2) Å	µ = 0.54 mm⁻¹
β = 89.794 (1)°	T = 130 K
V = 1492.46 (3) Å³	Plate, colourless
Z = 2	0.20 × 0.20 × 0.02 mm

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5703 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	5541 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.031
ω scans	θ_max = 74.5°, θ_min = 4.4°
Absorption correction: multi-scan CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −8→8
T_min = 0.818, T_max = 1.000	k = −15→14
30525 measured reflections	l = −22→22

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.033	H-atom parameters constrained
wR(F²) = 0.088	w = 1/[σ²(F_o²) + (0.0556P)² + 0.1924P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max < 0.001
5703 reflections	Δρ_max = 0.23 e Å⁻³
342 parameters	Δρ_min = −0.17 e Å⁻³
1 restraint	Absolute structure: Flack x determined using 2379 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.06 (7)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.7234 (2)	0.51754 (15)	−0.05317 (10)	0.0230 (3)
H1A	0.6188	0.5680	−0.0368	0.028*
H1B	0.8485	0.5485	−0.0359	0.028*
C2	0.7249 (3)	0.51190 (17)	−0.13906 (10)	0.0262 (4)
H2A	0.5958	0.4878	−0.1570	0.031*
H2B	0.7506	0.5858	−0.1599	0.031*
C3	0.8786 (3)	0.43297 (17)	−0.16702 (10)	0.0266 (4)
H3	1.0077	0.4602	−0.1494	0.032*
C4	0.8519 (2)	0.31492 (16)	−0.13735 (10)	0.0243 (4)
C5	0.8392 (2)	0.32238 (15)	−0.04978 (10)	0.0210 (3)
H5	0.9693	0.3508	−0.0343	0.025*
C6	0.8214 (3)	0.21157 (16)	−0.00967 (10)	0.0246 (4)
H6A	0.9031	0.1564	−0.0357	0.030*
H6B	0.6849	0.1862	−0.0112	0.030*
C7	0.8870 (3)	0.22340 (16)	0.07228 (10)	0.0234 (4)
H7A	1.0272	0.2415	0.0728	0.028*
H7B	0.8704	0.1520	0.0980	0.028*
C8	0.7755 (2)	0.31200 (14)	0.11707 (9)	0.0195 (3)
C9	0.7513 (2)	0.41822 (14)	0.06975 (9)	0.0189 (3)
H9	0.8839	0.4516	0.0683	0.023*
C10	0.6920 (2)	0.40544 (15)	−0.01521 (9)	0.0198 (3)
C11	0.6259 (2)	0.50139 (15)	0.11329 (10)	0.0223 (3)
H11A	0.6474	0.5753	0.0918	0.027*
H11B	0.4872	0.4827	0.1062	0.027*
C12	0.6685 (2)	0.50478 (15)	0.19587 (9)	0.0213 (3)
H12	0.6085	0.5613	0.2244	0.026*
C13	0.7830 (2)	0.43542 (14)	0.23264 (9)	0.0189 (3)
C14	0.8917 (2)	0.34354 (15)	0.19130 (9)	0.0191 (3)
C15	0.9150 (2)	0.24047 (15)	0.24140 (10)	0.0226 (3)
H15A	0.7932	0.1975	0.2392	0.027*
H15B	1.0199	0.1944	0.2200	0.027*
C16	0.9617 (2)	0.26377 (15)	0.32396 (9)	0.0213 (3)
H16A	1.0920	0.2976	0.3275	0.026*
H16B	0.9643	0.1939	0.3523	0.026*
C17	0.8102 (2)	0.34090 (15)	0.35942 (9)	0.0207 (3)
C18	0.8125 (2)	0.45128 (14)	0.31721 (9)	0.0203 (3)
H18	0.6997	0.4950	0.3363	0.024*
C19	0.9980 (3)	0.51717 (16)	0.33512 (10)	0.0241 (4)
H19A	1.1107	0.4788	0.3126	0.029*
H19B	0.9881	0.5899	0.3107	0.029*
C20	1.0375 (3)	0.53439 (16)	0.41960 (10)	0.0260 (4)
C21	1.0333 (3)	0.42297 (17)	0.45923 (10)	0.0286 (4)
H21A	1.1460	0.3790	0.4420	0.034*
H21B	1.0468	0.4345	0.5141	0.034*
C22	0.8471 (3)	0.35857 (16)	0.44436 (10)	0.0260 (4)
H22A	0.7356	0.3986	0.4665	0.031*
H22B	0.8558	0.2864	0.4695	0.031*
C23	1.0360 (3)	0.24991 (19)	−0.15899 (10)	0.0314 (4)
H23A	1.0187	0.1727	−0.1453	0.047*
H23B	1.1480	0.2800	−0.1321	0.047*
H23C	1.0582	0.2557	−0.2134	0.047*
C24	0.6777 (3)	0.25760 (18)	−0.17417 (10)	0.0305 (4)
H24A	0.7038	0.2472	−0.2279	0.046*
H24B	0.5612	0.3029	−0.1678	0.046*
H24C	0.6569	0.1862	−0.1503	0.046*
C25	0.4763 (2)	0.37315 (16)	−0.02713 (10)	0.0243 (4)
H25A	0.3950	0.4108	0.0101	0.036*
H25B	0.4618	0.2937	−0.0212	0.036*
H25C	0.4358	0.3945	−0.0779	0.036*
C26	0.5751 (2)	0.26363 (16)	0.13867 (10)	0.0236 (4)
H26A	0.4925	0.2604	0.0939	0.035*
H26B	0.5135	0.3103	0.1768	0.035*
H26C	0.5924	0.1896	0.1590	0.035*
C27	1.0992 (2)	0.38717 (17)	0.17328 (10)	0.0239 (4)
H27A	1.0910	0.4636	0.1566	0.036*
H27B	1.1577	0.3426	0.1333	0.036*
H27C	1.1796	0.3828	0.2186	0.036*
C28	0.6065 (2)	0.29134 (16)	0.35417 (9)	0.0229 (4)
C29	1.2402 (3)	0.5854 (2)	0.42824 (12)	0.0349 (4)
H29A	1.2462	0.6543	0.4000	0.052*
H29B	1.3383	0.5346	0.4086	0.052*
H29C	1.2653	0.5998	0.4816	0.052*
C30	0.8889 (3)	0.61296 (18)	0.45481 (11)	0.0316 (4)
H30A	0.9118	0.6183	0.5091	0.047*
H30B	0.7574	0.5852	0.4459	0.047*
H30C	0.9025	0.6856	0.4319	0.047*
C31	0.4214 (3)	0.12825 (18)	0.36281 (12)	0.0321 (4)
H31A	0.3718	0.1338	0.3107	0.039*
H31B	0.3255	0.1622	0.3973	0.039*
C32	0.4530 (3)	0.00984 (19)	0.38363 (11)	0.0322 (4)
H32A	0.3273	−0.0293	0.3804	0.039*
H32B	0.4968	0.0062	0.4366	0.039*
C33	0.6004 (3)	−0.04902 (19)	0.33442 (13)	0.0384 (5)
H33A	0.5614	−0.0422	0.2811	0.046*
H33B	0.7288	−0.0135	0.3402	0.046*
C34	0.6178 (4)	−0.1693 (2)	0.35442 (16)	0.0523 (6)
H34A	0.6601	−0.1764	0.4068	0.078*
H34B	0.7132	−0.2042	0.3211	0.078*
H34C	0.4913	−0.2049	0.3483	0.078*
O3	0.8781 (2)	0.43701 (14)	−0.24799 (8)	0.0367 (3)
H3O	0.9896	0.4219	−0.2644	0.044*
O28	0.45985 (18)	0.34158 (13)	0.34138 (9)	0.0323 (3)
O29	0.60782 (18)	0.18372 (11)	0.36895 (8)	0.0274 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0235 (7)	0.0208 (9)	0.0247 (8)	0.0000 (7)	−0.0036 (6)	0.0006 (7)
C2	0.0287 (8)	0.0238 (10)	0.0263 (8)	−0.0015 (7)	−0.0034 (6)	0.0033 (7)
C3	0.0256 (8)	0.0308 (10)	0.0234 (8)	−0.0039 (7)	−0.0015 (6)	−0.0007 (7)
C4	0.0217 (7)	0.0258 (10)	0.0256 (8)	−0.0021 (7)	−0.0027 (6)	−0.0031 (7)
C5	0.0178 (7)	0.0198 (9)	0.0255 (8)	−0.0010 (6)	−0.0044 (6)	−0.0024 (7)
C6	0.0255 (8)	0.0206 (9)	0.0278 (9)	0.0019 (7)	−0.0042 (7)	−0.0028 (7)
C7	0.0246 (8)	0.0194 (9)	0.0263 (8)	0.0050 (7)	−0.0043 (6)	−0.0018 (7)
C8	0.0171 (7)	0.0180 (9)	0.0235 (7)	0.0017 (6)	−0.0037 (6)	0.0005 (6)
C9	0.0161 (7)	0.0175 (8)	0.0232 (7)	0.0006 (6)	−0.0033 (6)	−0.0006 (6)
C10	0.0176 (7)	0.0191 (9)	0.0228 (7)	0.0008 (6)	−0.0046 (6)	−0.0005 (6)
C11	0.0217 (7)	0.0200 (9)	0.0251 (8)	0.0049 (7)	−0.0044 (6)	0.0001 (7)
C12	0.0196 (7)	0.0189 (9)	0.0254 (8)	0.0024 (6)	−0.0018 (6)	−0.0010 (7)
C13	0.0159 (7)	0.0172 (8)	0.0236 (8)	−0.0012 (6)	−0.0019 (6)	0.0001 (6)
C14	0.0155 (6)	0.0191 (8)	0.0229 (7)	0.0023 (6)	−0.0035 (5)	−0.0002 (6)
C15	0.0225 (8)	0.0192 (9)	0.0262 (8)	0.0059 (6)	−0.0032 (6)	0.0006 (7)
C16	0.0178 (7)	0.0205 (9)	0.0257 (8)	0.0029 (6)	−0.0042 (6)	0.0031 (7)
C17	0.0185 (7)	0.0205 (9)	0.0232 (7)	0.0014 (6)	−0.0031 (6)	0.0022 (7)
C18	0.0188 (7)	0.0185 (9)	0.0236 (8)	0.0025 (6)	−0.0025 (6)	−0.0002 (7)
C19	0.0253 (8)	0.0220 (9)	0.0250 (8)	−0.0010 (7)	−0.0034 (6)	0.0003 (7)
C20	0.0258 (8)	0.0246 (10)	0.0275 (8)	0.0014 (7)	−0.0074 (7)	−0.0048 (7)
C21	0.0303 (9)	0.0308 (11)	0.0248 (8)	0.0031 (8)	−0.0100 (7)	−0.0008 (7)
C22	0.0287 (8)	0.0260 (11)	0.0234 (8)	0.0023 (7)	−0.0040 (6)	0.0027 (7)
C23	0.0307 (9)	0.0337 (12)	0.0297 (8)	0.0040 (8)	0.0001 (7)	−0.0068 (8)
C24	0.0313 (9)	0.0318 (11)	0.0285 (8)	−0.0069 (8)	−0.0067 (7)	−0.0038 (8)
C25	0.0180 (7)	0.0270 (10)	0.0279 (8)	−0.0026 (6)	−0.0051 (6)	0.0013 (7)
C26	0.0197 (7)	0.0230 (9)	0.0281 (8)	−0.0031 (7)	−0.0040 (6)	0.0025 (7)
C27	0.0157 (7)	0.0295 (10)	0.0266 (8)	0.0008 (7)	−0.0025 (6)	−0.0005 (7)
C28	0.0214 (8)	0.0248 (10)	0.0227 (7)	0.0016 (7)	−0.0015 (6)	0.0025 (7)
C29	0.0303 (9)	0.0358 (12)	0.0386 (10)	−0.0038 (8)	−0.0102 (8)	−0.0074 (9)
C30	0.0347 (10)	0.0295 (11)	0.0308 (9)	0.0039 (8)	−0.0052 (7)	−0.0059 (8)
C31	0.0213 (8)	0.0327 (12)	0.0424 (11)	−0.0044 (7)	−0.0030 (7)	0.0083 (9)
C32	0.0282 (9)	0.0318 (11)	0.0365 (10)	−0.0074 (8)	−0.0048 (7)	0.0067 (9)
C33	0.0431 (11)	0.0330 (12)	0.0391 (11)	−0.0007 (9)	−0.0033 (9)	0.0036 (9)
C34	0.0677 (17)	0.0353 (14)	0.0541 (14)	0.0030 (12)	−0.0101 (12)	0.0021 (11)
O3	0.0415 (8)	0.0439 (9)	0.0248 (6)	−0.0017 (7)	0.0030 (5)	0.0003 (6)
O28	0.0182 (6)	0.0291 (8)	0.0497 (8)	0.0031 (5)	−0.0004 (5)	0.0066 (6)
O29	0.0200 (6)	0.0231 (7)	0.0393 (7)	−0.0014 (5)	−0.0047 (5)	0.0070 (6)

Geometric parameters (Å, º) top

C1—C2	1.528 (2)	C19—C20	1.541 (2)
C1—C10	1.540 (2)	C19—H19A	0.9900
C1—H1A	0.9900	C19—H19B	0.9900
C1—H1B	0.9900	C20—C21	1.531 (3)
C2—C3	1.513 (3)	C20—C30	1.534 (3)
C2—H2A	0.9900	C20—C29	1.536 (3)
C2—H2B	0.9900	C21—C22	1.527 (3)
C3—O3	1.440 (2)	C21—H21A	0.9900
C3—C4	1.544 (3)	C21—H21B	0.9900
C3—H3	1.0000	C22—H22A	0.9900
C4—C24	1.537 (2)	C22—H22B	0.9900
C4—C23	1.543 (3)	C23—H23A	0.9800
C4—C5	1.561 (2)	C23—H23B	0.9800
C5—C6	1.533 (3)	C23—H23C	0.9800
C5—C10	1.558 (2)	C24—H24A	0.9800
C5—H5	1.0000	C24—H24B	0.9800
C6—C7	1.533 (2)	C24—H24C	0.9800
C6—H6A	0.9900	C25—H25A	0.9800
C6—H6B	0.9900	C25—H25B	0.9800
C7—C8	1.545 (2)	C25—H25C	0.9800
C7—H7A	0.9900	C26—H26A	0.9800
C7—H7B	0.9900	C26—H26B	0.9800
C8—C26	1.548 (2)	C26—H26C	0.9800
C8—C9	1.554 (2)	C27—H27A	0.9800
C8—C14	1.592 (2)	C27—H27B	0.9800
C9—C11	1.539 (2)	C27—H27C	0.9800
C9—C10	1.573 (2)	C28—O28	1.203 (2)
C9—H9	1.0000	C28—O29	1.339 (2)
C10—C25	1.552 (2)	C29—H29A	0.9800
C11—C12	1.498 (2)	C29—H29B	0.9800
C11—H11A	0.9900	C29—H29C	0.9800
C11—H11B	0.9900	C30—H30A	0.9800
C12—C13	1.330 (2)	C30—H30B	0.9800
C12—H12	0.9500	C30—H30C	0.9800
C13—C18	1.530 (2)	C31—O29	1.455 (2)
C13—C14	1.534 (2)	C31—C32	1.507 (3)
C14—C15	1.549 (2)	C31—H31A	0.9900
C14—C27	1.557 (2)	C31—H31B	0.9900
C15—C16	1.530 (2)	C32—C33	1.518 (3)
C15—H15A	0.9900	C32—H32A	0.9900
C15—H15B	0.9900	C32—H32B	0.9900
C16—C17	1.538 (2)	C33—C34	1.514 (3)
C16—H16A	0.9900	C33—H33A	0.9900
C16—H16B	0.9900	C33—H33B	0.9900
C17—C28	1.531 (2)	C34—H34A	0.9800
C17—C18	1.542 (2)	C34—H34B	0.9800
C17—C22	1.547 (2)	C34—H34C	0.9800
C18—C19	1.543 (2)	O3—H3O	0.8400
C18—H18	1.0000

C2—C1—C10	113.46 (15)	C13—C18—H18	107.1
C2—C1—H1A	108.9	C17—C18—H18	107.1
C10—C1—H1A	108.9	C19—C18—H18	107.1
C2—C1—H1B	108.9	C20—C19—C18	114.91 (15)
C10—C1—H1B	108.9	C20—C19—H19A	108.5
H1A—C1—H1B	107.7	C18—C19—H19A	108.5
C3—C2—C1	111.03 (15)	C20—C19—H19B	108.5
C3—C2—H2A	109.4	C18—C19—H19B	108.5
C1—C2—H2A	109.4	H19A—C19—H19B	107.5
C3—C2—H2B	109.4	C21—C20—C30	110.84 (16)
C1—C2—H2B	109.4	C21—C20—C29	109.23 (15)
H2A—C2—H2B	108.0	C30—C20—C29	108.12 (16)
O3—C3—C2	107.59 (15)	C21—C20—C19	108.90 (15)
O3—C3—C4	111.87 (16)	C30—C20—C19	111.27 (14)
C2—C3—C4	113.51 (15)	C29—C20—C19	108.44 (15)
O3—C3—H3	107.9	C22—C21—C20	113.05 (14)
C2—C3—H3	107.9	C22—C21—H21A	109.0
C4—C3—H3	107.9	C20—C21—H21A	109.0
C24—C4—C23	107.55 (16)	C22—C21—H21B	109.0
C24—C4—C3	111.79 (15)	C20—C21—H21B	109.0
C23—C4—C3	107.32 (15)	H21A—C21—H21B	107.8
C24—C4—C5	114.22 (14)	C21—C22—C17	112.41 (14)
C23—C4—C5	108.74 (14)	C21—C22—H22A	109.1
C3—C4—C5	106.99 (14)	C17—C22—H22A	109.1
C6—C5—C10	109.85 (14)	C21—C22—H22B	109.1
C6—C5—C4	114.59 (14)	C17—C22—H22B	109.1
C10—C5—C4	117.70 (14)	H22A—C22—H22B	107.9
C6—C5—H5	104.4	C4—C23—H23A	109.5
C10—C5—H5	104.4	C4—C23—H23B	109.5
C4—C5—H5	104.4	H23A—C23—H23B	109.5
C5—C6—C7	109.58 (14)	C4—C23—H23C	109.5
C5—C6—H6A	109.8	H23A—C23—H23C	109.5
C7—C6—H6A	109.8	H23B—C23—H23C	109.5
C5—C6—H6B	109.8	C4—C24—H24A	109.5
C7—C6—H6B	109.8	C4—C24—H24B	109.5
H6A—C6—H6B	108.2	H24A—C24—H24B	109.5
C6—C7—C8	114.05 (14)	C4—C24—H24C	109.5
C6—C7—H7A	108.7	H24A—C24—H24C	109.5
C8—C7—H7A	108.7	H24B—C24—H24C	109.5
C6—C7—H7B	108.7	C10—C25—H25A	109.5
C8—C7—H7B	108.7	C10—C25—H25B	109.5
H7A—C7—H7B	107.6	H25A—C25—H25B	109.5
C7—C8—C26	107.57 (14)	C10—C25—H25C	109.5
C7—C8—C9	111.03 (13)	H25A—C25—H25C	109.5
C26—C8—C9	110.79 (13)	H25B—C25—H25C	109.5
C7—C8—C14	110.23 (13)	C8—C26—H26A	109.5
C26—C8—C14	109.67 (13)	C8—C26—H26B	109.5
C9—C8—C14	107.57 (13)	H26A—C26—H26B	109.5
C11—C9—C8	109.81 (13)	C8—C26—H26C	109.5
C11—C9—C10	113.64 (13)	H26A—C26—H26C	109.5
C8—C9—C10	117.73 (14)	H26B—C26—H26C	109.5
C11—C9—H9	104.8	C14—C27—H27A	109.5
C8—C9—H9	104.8	C14—C27—H27B	109.5
C10—C9—H9	104.8	H27A—C27—H27B	109.5
C1—C10—C25	107.35 (14)	C14—C27—H27C	109.5
C1—C10—C5	108.38 (13)	H27A—C27—H27C	109.5
C25—C10—C5	113.74 (14)	H27B—C27—H27C	109.5
C1—C10—C9	107.22 (14)	O28—C28—O29	122.88 (17)
C25—C10—C9	114.06 (13)	O28—C28—C17	125.44 (18)
C5—C10—C9	105.81 (13)	O29—C28—C17	111.62 (14)
C12—C11—C9	113.52 (14)	C20—C29—H29A	109.5
C12—C11—H11A	108.9	C20—C29—H29B	109.5
C9—C11—H11A	108.9	H29A—C29—H29B	109.5
C12—C11—H11B	108.9	C20—C29—H29C	109.5
C9—C11—H11B	108.9	H29A—C29—H29C	109.5
H11A—C11—H11B	107.7	H29B—C29—H29C	109.5
C13—C12—C11	125.61 (16)	C20—C30—H30A	109.5
C13—C12—H12	117.2	C20—C30—H30B	109.5
C11—C12—H12	117.2	H30A—C30—H30B	109.5
C12—C13—C18	118.91 (15)	C20—C30—H30C	109.5
C12—C13—C14	121.26 (15)	H30A—C30—H30C	109.5
C18—C13—C14	119.78 (14)	H30B—C30—H30C	109.5
C13—C14—C15	111.68 (13)	O29—C31—C32	107.43 (15)
C13—C14—C27	107.12 (14)	O29—C31—H31A	110.2
C15—C14—C27	107.39 (13)	C32—C31—H31A	110.2
C13—C14—C8	109.14 (12)	O29—C31—H31B	110.2
C15—C14—C8	109.47 (14)	C32—C31—H31B	110.2
C27—C14—C8	112.05 (13)	H31A—C31—H31B	108.5
C16—C15—C14	115.01 (15)	C31—C32—C33	114.13 (17)
C16—C15—H15A	108.5	C31—C32—H32A	108.7
C14—C15—H15A	108.5	C33—C32—H32A	108.7
C16—C15—H15B	108.5	C31—C32—H32B	108.7
C14—C15—H15B	108.5	C33—C32—H32B	108.7
H15A—C15—H15B	107.5	H32A—C32—H32B	107.6
C15—C16—C17	111.23 (13)	C34—C33—C32	112.1 (2)
C15—C16—H16A	109.4	C34—C33—H33A	109.2
C17—C16—H16A	109.4	C32—C33—H33A	109.2
C15—C16—H16B	109.4	C34—C33—H33B	109.2
C17—C16—H16B	109.4	C32—C33—H33B	109.2
H16A—C16—H16B	108.0	H33A—C33—H33B	107.9
C28—C17—C16	110.69 (15)	C33—C34—H34A	109.5
C28—C17—C18	108.86 (13)	C33—C34—H34B	109.5
C16—C17—C18	109.23 (13)	H34A—C34—H34B	109.5
C28—C17—C22	105.56 (13)	C33—C34—H34C	109.5
C16—C17—C22	111.83 (13)	H34A—C34—H34C	109.5
C18—C17—C22	110.59 (15)	H34B—C34—H34C	109.5
C13—C18—C17	111.50 (14)	C3—O3—H3O	109.5
C13—C18—C19	112.44 (13)	C28—O29—C31	115.76 (14)
C17—C18—C19	111.21 (13)

C10—C1—C2—C3	−56.9 (2)	C12—C13—C14—C8	−26.3 (2)
C1—C2—C3—O3	−176.81 (15)	C18—C13—C14—C8	156.28 (14)
C1—C2—C3—C4	58.9 (2)	C7—C8—C14—C13	177.27 (14)
O3—C3—C4—C24	−50.09 (19)	C26—C8—C14—C13	−64.48 (17)
C2—C3—C4—C24	71.89 (19)	C9—C8—C14—C13	56.09 (16)
O3—C3—C4—C23	67.61 (18)	C7—C8—C14—C15	−60.22 (17)
C2—C3—C4—C23	−170.41 (15)	C26—C8—C14—C15	58.02 (17)
O3—C3—C4—C5	−175.83 (13)	C9—C8—C14—C15	178.59 (12)
C2—C3—C4—C5	−53.85 (18)	C7—C8—C14—C27	58.80 (19)
C24—C4—C5—C6	58.3 (2)	C26—C8—C14—C27	177.05 (15)
C23—C4—C5—C6	−61.80 (18)	C9—C8—C14—C27	−62.39 (17)
C3—C4—C5—C6	−177.41 (14)	C13—C14—C15—C16	−39.75 (18)
C24—C4—C5—C10	−73.1 (2)	C27—C14—C15—C16	77.41 (17)
C23—C4—C5—C10	166.74 (15)	C8—C14—C15—C16	−160.72 (13)
C3—C4—C5—C10	51.13 (18)	C14—C15—C16—C17	54.90 (19)
C10—C5—C6—C7	−66.32 (17)	C15—C16—C17—C28	58.49 (18)
C4—C5—C6—C7	158.55 (13)	C15—C16—C17—C18	−61.36 (18)
C5—C6—C7—C8	56.47 (19)	C15—C16—C17—C22	175.89 (15)
C6—C7—C8—C26	77.47 (18)	C12—C13—C18—C17	138.80 (16)
C6—C7—C8—C9	−43.9 (2)	C14—C13—C18—C17	−43.75 (18)
C6—C7—C8—C14	−163.00 (14)	C12—C13—C18—C19	−95.52 (18)
C7—C8—C9—C11	175.49 (13)	C14—C13—C18—C19	81.93 (19)
C26—C8—C9—C11	56.03 (17)	C28—C17—C18—C13	−66.33 (16)
C14—C8—C9—C11	−63.83 (15)	C16—C17—C18—C13	54.64 (17)
C7—C8—C9—C10	43.36 (18)	C22—C17—C18—C13	178.13 (13)
C26—C8—C9—C10	−76.10 (17)	C28—C17—C18—C19	167.31 (14)
C14—C8—C9—C10	164.04 (13)	C16—C17—C18—C19	−71.71 (17)
C2—C1—C10—C25	−72.49 (17)	C22—C17—C18—C19	51.77 (17)
C2—C1—C10—C5	50.75 (18)	C13—C18—C19—C20	−179.11 (15)
C2—C1—C10—C9	164.55 (13)	C17—C18—C19—C20	−53.27 (19)
C6—C5—C10—C1	176.31 (13)	C18—C19—C20—C21	52.84 (19)
C4—C5—C10—C1	−50.12 (18)	C18—C19—C20—C30	−69.6 (2)
C6—C5—C10—C25	−64.38 (18)	C18—C19—C20—C29	171.60 (16)
C4—C5—C10—C25	69.19 (19)	C30—C20—C21—C22	69.13 (19)
C6—C5—C10—C9	61.58 (16)	C29—C20—C21—C22	−171.85 (15)
C4—C5—C10—C9	−164.84 (14)	C19—C20—C21—C22	−53.59 (19)
C11—C9—C10—C1	62.30 (17)	C20—C21—C22—C17	56.3 (2)
C8—C9—C10—C1	−167.30 (13)	C28—C17—C22—C21	−171.76 (16)
C11—C9—C10—C25	−56.4 (2)	C16—C17—C22—C21	67.8 (2)
C8—C9—C10—C25	73.99 (19)	C18—C17—C22—C21	−54.18 (18)
C11—C9—C10—C5	177.82 (14)	C16—C17—C28—O28	−141.61 (18)
C8—C9—C10—C5	−51.78 (17)	C18—C17—C28—O28	−21.5 (2)
C8—C9—C11—C12	39.67 (19)	C22—C17—C28—O28	97.2 (2)
C10—C9—C11—C12	173.90 (14)	C16—C17—C28—O29	41.14 (19)
C9—C11—C12—C13	−8.4 (3)	C18—C17—C28—O29	161.21 (14)
C11—C12—C13—C18	179.40 (15)	C22—C17—C28—O29	−80.04 (18)
C11—C12—C13—C14	2.0 (3)	O29—C31—C32—C33	−59.1 (2)
C12—C13—C14—C15	−147.50 (16)	C31—C32—C33—C34	−176.45 (18)
C18—C13—C14—C15	35.12 (19)	O28—C28—O29—C31	4.7 (3)
C12—C13—C14—C27	95.18 (18)	C17—C28—O29—C31	−177.96 (15)
C18—C13—C14—C27	−82.20 (17)	C32—C31—O29—C28	−178.40 (16)

(5aa_11-oxo-n-butyl-OA-a) top

Crystal data top

C₃₄H₅₄O₄	D_x = 1.129 Mg m⁻³
M_r = 526.77	Cu Kα radiation, λ = 1.54178 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 12447 reflections
a = 12.1308 (5) Å	θ = 4.1–76.0°
b = 12.7614 (3) Å	µ = 0.56 mm⁻¹
c = 20.0270 (4) Å	T = 130 K
V = 3100.30 (16) Å³	Block, colourless
Z = 4	0.4 × 0.1 × 0.1 mm
F(000) = 1160

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5156 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.034
ω scans	θ_max = 66.6°, θ_min = 5.0°
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −14→13
T_min = 0.726, T_max = 1.000	k = −15→15
28954 measured reflections	l = −23→23
5477 independent reflections

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.075	w = 1/[σ²(F_o²) + (0.1092P)² + 3.1817P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.216	(Δ/σ)_max < 0.001
S = 1.12	Δρ_max = 0.46 e Å⁻³
5477 reflections	Δρ_min = −0.31 e Å⁻³
351 parameters	Absolute structure: Flack x determined using 2122 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
0 restraints	Absolute structure parameter: 0.04 (7)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
O11	0.4897 (3)	0.2355 (3)	0.65300 (16)	0.0400 (9)
O3	0.6831 (4)	−0.1260 (3)	0.86247 (18)	0.0442 (9)
H3	0.626098	−0.163320	0.861784	0.066*
C1	0.5802 (5)	0.0570 (4)	0.7270 (2)	0.0364 (11)
H1A	0.506851	0.089471	0.720434	0.044*
H1B	0.595888	0.012720	0.687489	0.044*
C2	0.5772 (5)	−0.0123 (4)	0.7895 (2)	0.0400 (12)
H2A	0.555144	0.030860	0.828358	0.048*
H2B	0.520794	−0.067604	0.783462	0.048*
C3	0.6869 (5)	−0.0630 (4)	0.8038 (2)	0.0361 (11)
H3A	0.705212	−0.109828	0.765363	0.043*
C4	0.7808 (4)	0.0158 (4)	0.8115 (2)	0.0355 (11)
C5	0.7789 (4)	0.0902 (3)	0.7494 (2)	0.0316 (11)
H5	0.794594	0.043376	0.710528	0.038*
C6	0.8731 (5)	0.1688 (4)	0.7496 (2)	0.0367 (11)
H6A	0.941845	0.133740	0.764092	0.044*
H6B	0.856743	0.225859	0.781571	0.044*
C7	0.8891 (4)	0.2150 (4)	0.6795 (2)	0.0356 (11)
H7A	0.949349	0.267268	0.681028	0.043*
H7B	0.912235	0.158226	0.648778	0.043*
C8	0.7855 (4)	0.2674 (3)	0.6513 (2)	0.0320 (10)
C9	0.6836 (4)	0.1954 (3)	0.6609 (2)	0.0309 (10)
H9	0.696928	0.134952	0.630172	0.037*
C10	0.6681 (4)	0.1441 (3)	0.7317 (2)	0.0313 (11)
C11	0.5822 (4)	0.2503 (3)	0.6321 (2)	0.0313 (10)
C12	0.6002 (4)	0.3232 (4)	0.5758 (2)	0.0325 (10)
H12	0.537313	0.356957	0.557501	0.039*
C13	0.6975 (5)	0.3451 (3)	0.5490 (2)	0.0331 (11)
C14	0.8009 (5)	0.2883 (3)	0.5735 (2)	0.0320 (10)
C15	0.9077 (5)	0.3504 (4)	0.5619 (3)	0.0390 (12)
H15A	0.918654	0.398786	0.599953	0.047*
H15B	0.970360	0.300678	0.561630	0.047*
C16	0.9109 (5)	0.4141 (4)	0.4972 (3)	0.0419 (12)
H16A	0.910110	0.366001	0.458456	0.050*
H16B	0.980002	0.455344	0.495470	0.050*
C17	0.8110 (5)	0.4890 (4)	0.4931 (2)	0.0387 (11)
C18	0.7039 (5)	0.4238 (4)	0.4919 (2)	0.0335 (11)
H18	0.640846	0.473548	0.497167	0.040*
C19	0.6887 (5)	0.3666 (4)	0.4238 (2)	0.0355 (11)
H19A	0.747025	0.312904	0.419090	0.043*
H19B	0.616709	0.330019	0.423969	0.043*
C20	0.6932 (5)	0.4407 (4)	0.3630 (2)	0.0387 (11)
C21	0.8032 (5)	0.4995 (4)	0.3657 (3)	0.0430 (12)
H21A	0.864306	0.448618	0.360830	0.052*
H21B	0.807160	0.548851	0.327572	0.052*
C22	0.8184 (5)	0.5604 (4)	0.4306 (3)	0.0429 (12)
H22A	0.761148	0.615453	0.433529	0.051*
H22B	0.891248	0.595452	0.429964	0.051*
C23	0.8889 (5)	−0.0480 (4)	0.8105 (3)	0.0475 (14)
H23A	0.884503	−0.104387	0.843598	0.071*
H23B	0.950926	−0.001838	0.821312	0.071*
H23C	0.899756	−0.078170	0.766004	0.071*
C24	0.7737 (6)	0.0726 (4)	0.8789 (2)	0.0484 (15)
H24A	0.700554	0.104263	0.883789	0.073*
H24B	0.830111	0.127455	0.880849	0.073*
H24C	0.785907	0.022243	0.915110	0.073*
C25	0.6280 (5)	0.2251 (4)	0.7846 (2)	0.0392 (12)
H25A	0.581064	0.277513	0.762891	0.059*
H25B	0.691908	0.259863	0.804736	0.059*
H25C	0.585838	0.188927	0.819377	0.059*
C26	0.7681 (5)	0.3731 (4)	0.6882 (2)	0.0376 (12)
H26A	0.776306	0.362390	0.736429	0.056*
H26B	0.693902	0.399738	0.678743	0.056*
H26C	0.822959	0.424025	0.672834	0.056*
C27	0.8092 (5)	0.1855 (4)	0.5318 (2)	0.0362 (11)
H27A	0.737013	0.151135	0.530480	0.054*
H27B	0.863172	0.138438	0.552397	0.054*
H27C	0.832665	0.202442	0.486211	0.054*
C29	0.6909 (6)	0.3741 (4)	0.2993 (2)	0.0452 (13)
H29A	0.691330	0.420166	0.260161	0.068*
H29B	0.624053	0.331035	0.298878	0.068*
H29C	0.755945	0.328558	0.298189	0.068*
C30	0.5962 (5)	0.5173 (4)	0.3615 (3)	0.0446 (13)
H30A	0.595006	0.558029	0.402923	0.067*
H30B	0.527116	0.478023	0.357148	0.067*
H30C	0.604330	0.564753	0.323329	0.067*
C28	0.8109 (6)	0.5652 (4)	0.5542 (3)	0.0467 (14)
O29	0.7128 (4)	0.5920 (3)	0.57440 (19)	0.0525 (11)
O28	0.8975 (5)	0.5994 (4)	0.5758 (3)	0.0801 (17)
C31	0.6999 (8)	0.6702 (5)	0.6283 (3)	0.0689 (19)
H31A	0.773361	0.692790	0.644267	0.083*
H31B	0.659817	0.638456	0.666309	0.083*
C32	0.6359 (8)	0.7649 (6)	0.6021 (4)	0.077 (2)
H32A	0.565828	0.740023	0.582258	0.092*
H32B	0.617169	0.810893	0.640220	0.092*
C33	0.6960 (9)	0.8276 (6)	0.5514 (4)	0.087 (3)
H33A	0.647165	0.885043	0.536297	0.104*
H33B	0.710690	0.782229	0.512287	0.104*
C34	0.8045 (11)	0.8751 (7)	0.5740 (6)	0.106 (3)
H34A	0.837372	0.914712	0.537130	0.160*
H34B	0.791222	0.922242	0.611835	0.160*
H34C	0.854927	0.819134	0.587757	0.160*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O11	0.055 (2)	0.0379 (19)	0.0273 (17)	0.0071 (17)	0.0041 (15)	0.0075 (15)
O3	0.067 (2)	0.0332 (18)	0.0321 (18)	−0.0100 (18)	−0.0068 (17)	0.0148 (15)
C1	0.054 (3)	0.030 (2)	0.025 (2)	0.000 (2)	−0.002 (2)	0.009 (2)
C2	0.060 (3)	0.033 (3)	0.026 (2)	−0.006 (2)	0.003 (2)	0.010 (2)
C3	0.061 (3)	0.023 (2)	0.023 (2)	−0.006 (2)	−0.004 (2)	0.0064 (18)
C4	0.057 (3)	0.026 (2)	0.024 (2)	−0.005 (2)	−0.004 (2)	0.0059 (18)
C5	0.059 (3)	0.018 (2)	0.0180 (19)	−0.001 (2)	−0.0001 (19)	0.0009 (16)
C6	0.056 (3)	0.026 (2)	0.028 (2)	−0.004 (2)	−0.007 (2)	0.0064 (19)
C7	0.054 (3)	0.024 (2)	0.028 (2)	−0.007 (2)	−0.004 (2)	0.0076 (19)
C8	0.059 (3)	0.019 (2)	0.019 (2)	0.001 (2)	−0.0021 (19)	−0.0017 (16)
C9	0.053 (3)	0.021 (2)	0.0190 (19)	0.003 (2)	−0.0025 (19)	−0.0030 (16)
C10	0.059 (3)	0.020 (2)	0.0143 (19)	0.0005 (19)	0.0009 (18)	−0.0012 (16)
C11	0.056 (3)	0.020 (2)	0.019 (2)	0.0020 (19)	−0.005 (2)	−0.0022 (17)
C12	0.056 (3)	0.021 (2)	0.021 (2)	0.004 (2)	−0.003 (2)	0.0022 (17)
C13	0.059 (3)	0.020 (2)	0.020 (2)	0.001 (2)	−0.006 (2)	−0.0023 (17)
C14	0.053 (3)	0.019 (2)	0.024 (2)	0.001 (2)	−0.001 (2)	0.0040 (17)
C15	0.055 (3)	0.030 (3)	0.033 (3)	−0.001 (2)	−0.004 (2)	0.010 (2)
C16	0.055 (3)	0.034 (3)	0.037 (3)	−0.004 (2)	−0.001 (2)	0.015 (2)
C17	0.061 (3)	0.027 (2)	0.028 (2)	−0.004 (2)	−0.005 (2)	0.008 (2)
C18	0.058 (3)	0.024 (2)	0.019 (2)	0.001 (2)	−0.003 (2)	0.0074 (18)
C19	0.060 (3)	0.024 (2)	0.023 (2)	−0.004 (2)	−0.002 (2)	0.0075 (18)
C20	0.063 (3)	0.030 (2)	0.023 (2)	−0.003 (2)	−0.002 (2)	0.012 (2)
C21	0.064 (3)	0.034 (3)	0.031 (2)	−0.004 (2)	0.003 (2)	0.017 (2)
C22	0.061 (3)	0.030 (2)	0.038 (3)	−0.008 (2)	−0.005 (2)	0.013 (2)
C23	0.064 (4)	0.035 (3)	0.044 (3)	−0.002 (3)	−0.005 (3)	0.017 (2)
C24	0.087 (4)	0.036 (3)	0.022 (2)	−0.010 (3)	−0.011 (2)	0.005 (2)
C25	0.073 (4)	0.023 (2)	0.022 (2)	0.007 (2)	0.003 (2)	−0.0021 (18)
C26	0.070 (4)	0.020 (2)	0.023 (2)	−0.002 (2)	−0.004 (2)	−0.0033 (18)
C27	0.061 (3)	0.025 (2)	0.023 (2)	0.005 (2)	0.002 (2)	−0.0002 (18)
C29	0.074 (4)	0.038 (3)	0.024 (2)	−0.004 (3)	−0.001 (2)	0.011 (2)
C30	0.069 (4)	0.032 (3)	0.032 (3)	−0.002 (2)	−0.004 (2)	0.016 (2)
C28	0.075 (4)	0.023 (2)	0.041 (3)	−0.013 (3)	−0.026 (3)	0.014 (2)
O29	0.083 (3)	0.036 (2)	0.039 (2)	−0.003 (2)	−0.003 (2)	−0.0094 (16)
O28	0.090 (4)	0.045 (3)	0.105 (4)	−0.008 (3)	−0.038 (3)	−0.013 (3)
C31	0.112 (6)	0.052 (4)	0.042 (3)	−0.008 (4)	−0.001 (4)	−0.003 (3)
C32	0.101 (6)	0.053 (4)	0.075 (5)	0.001 (4)	0.025 (4)	−0.021 (4)
C33	0.153 (8)	0.053 (4)	0.055 (4)	0.008 (5)	0.002 (5)	0.007 (3)
C34	0.160 (10)	0.057 (5)	0.102 (7)	−0.026 (6)	0.014 (7)	−0.009 (5)

Geometric parameters (Å, º) top

O11—C11	1.212 (6)	C18—C19	1.557 (6)
O3—H3	0.8400	C19—H19A	0.9900
O3—C3	1.424 (5)	C19—H19B	0.9900
C1—H1A	0.9900	C19—C20	1.543 (6)
C1—H1B	0.9900	C20—C21	1.532 (8)
C1—C2	1.534 (6)	C20—C29	1.533 (7)
C1—C10	1.543 (7)	C20—C30	1.530 (8)
C2—H2A	0.9900	C21—H21A	0.9900
C2—H2B	0.9900	C21—H21B	0.9900
C2—C3	1.508 (8)	C21—C22	1.526 (8)
C3—H3A	1.0000	C22—H22A	0.9900
C3—C4	1.527 (7)	C22—H22B	0.9900
C4—C5	1.564 (6)	C23—H23A	0.9800
C4—C23	1.543 (8)	C23—H23B	0.9800
C4—C24	1.535 (7)	C23—H23C	0.9800
C5—H5	1.0000	C24—H24A	0.9800
C5—C6	1.521 (7)	C24—H24B	0.9800
C5—C10	1.550 (7)	C24—H24C	0.9800
C6—H6A	0.9900	C25—H25A	0.9800
C6—H6B	0.9900	C25—H25B	0.9800
C6—C7	1.535 (6)	C25—H25C	0.9800
C7—H7A	0.9900	C26—H26A	0.9800
C7—H7B	0.9900	C26—H26B	0.9800
C7—C8	1.532 (7)	C26—H26C	0.9800
C8—C9	1.551 (7)	C27—H27A	0.9800
C8—C14	1.591 (6)	C27—H27B	0.9800
C8—C26	1.554 (6)	C27—H27C	0.9800
C9—H9	1.0000	C29—H29A	0.9800
C9—C10	1.575 (6)	C29—H29B	0.9800
C9—C11	1.528 (7)	C29—H29C	0.9800
C10—C25	1.557 (6)	C30—H30A	0.9800
C11—C12	1.478 (6)	C30—H30B	0.9800
C12—H12	0.9500	C30—H30C	0.9800
C12—C13	1.327 (7)	C28—O29	1.303 (8)
C13—C14	1.529 (7)	C28—O28	1.218 (7)
C13—C18	1.524 (6)	O29—C31	1.478 (7)
C14—C15	1.537 (7)	C31—H31A	0.9900
C14—C27	1.559 (6)	C31—H31B	0.9900
C15—H15A	0.9900	C31—C32	1.529 (11)
C15—H15B	0.9900	C32—H32A	0.9900
C15—C16	1.529 (6)	C32—H32B	0.9900
C16—H16A	0.9900	C32—C33	1.484 (12)
C16—H16B	0.9900	C33—H33A	0.9900
C16—C17	1.546 (8)	C33—H33B	0.9900
C17—C18	1.543 (8)	C33—C34	1.518 (15)
C17—C22	1.551 (6)	C34—H34A	0.9800
C17—C28	1.563 (7)	C34—H34B	0.9800
C18—H18	1.0000	C34—H34C	0.9800

C3—O3—H3	109.5	C17—C18—H18	107.4
H1A—C1—H1B	107.9	C17—C18—C19	111.5 (4)
C2—C1—H1A	109.1	C19—C18—H18	107.4
C2—C1—H1B	109.1	C18—C19—H19A	108.9
C2—C1—C10	112.4 (4)	C18—C19—H19B	108.9
C10—C1—H1A	109.1	H19A—C19—H19B	107.7
C10—C1—H1B	109.1	C20—C19—C18	113.6 (4)
C1—C2—H2A	109.1	C20—C19—H19A	108.9
C1—C2—H2B	109.1	C20—C19—H19B	108.9
H2A—C2—H2B	107.8	C21—C20—C19	107.7 (4)
C3—C2—C1	112.4 (4)	C21—C20—C29	108.4 (5)
C3—C2—H2A	109.1	C29—C20—C19	108.5 (4)
C3—C2—H2B	109.1	C30—C20—C19	112.3 (4)
O3—C3—C2	111.8 (4)	C30—C20—C21	111.0 (4)
O3—C3—H3A	107.8	C30—C20—C29	108.9 (4)
O3—C3—C4	108.3 (4)	C20—C21—H21A	109.1
C2—C3—H3A	107.8	C20—C21—H21B	109.1
C2—C3—C4	113.2 (4)	H21A—C21—H21B	107.8
C4—C3—H3A	107.8	C22—C21—C20	112.6 (5)
C3—C4—C5	108.0 (4)	C22—C21—H21A	109.1
C3—C4—C23	106.5 (4)	C22—C21—H21B	109.1
C3—C4—C24	110.9 (4)	C17—C22—H22A	109.1
C23—C4—C5	108.8 (4)	C17—C22—H22B	109.1
C24—C4—C5	114.3 (4)	C21—C22—C17	112.4 (4)
C24—C4—C23	107.9 (4)	C21—C22—H22A	109.1
C4—C5—H5	104.6	C21—C22—H22B	109.1
C6—C5—C4	112.8 (4)	H22A—C22—H22B	107.8
C6—C5—H5	104.6	C4—C23—H23A	109.5
C6—C5—C10	111.1 (4)	C4—C23—H23B	109.5
C10—C5—C4	117.6 (4)	C4—C23—H23C	109.5
C10—C5—H5	104.6	H23A—C23—H23B	109.5
C5—C6—H6A	109.6	H23A—C23—H23C	109.5
C5—C6—H6B	109.6	H23B—C23—H23C	109.5
C5—C6—C7	110.3 (4)	C4—C24—H24A	109.5
H6A—C6—H6B	108.1	C4—C24—H24B	109.5
C7—C6—H6A	109.6	C4—C24—H24C	109.5
C7—C6—H6B	109.6	H24A—C24—H24B	109.5
C6—C7—H7A	108.8	H24A—C24—H24C	109.5
C6—C7—H7B	108.8	H24B—C24—H24C	109.5
H7A—C7—H7B	107.7	C10—C25—H25A	109.5
C8—C7—C6	113.6 (4)	C10—C25—H25B	109.5
C8—C7—H7A	108.8	C10—C25—H25C	109.5
C8—C7—H7B	108.8	H25A—C25—H25B	109.5
C7—C8—C9	110.5 (4)	H25A—C25—H25C	109.5
C7—C8—C14	109.7 (4)	H25B—C25—H25C	109.5
C7—C8—C26	108.4 (4)	C8—C26—H26A	109.5
C9—C8—C14	108.3 (4)	C8—C26—H26B	109.5
C9—C8—C26	110.3 (4)	C8—C26—H26C	109.5
C26—C8—C14	109.6 (3)	H26A—C26—H26B	109.5
C8—C9—H9	104.6	H26A—C26—H26C	109.5
C8—C9—C10	116.9 (4)	H26B—C26—H26C	109.5
C10—C9—H9	104.6	C14—C27—H27A	109.5
C11—C9—C8	108.9 (4)	C14—C27—H27B	109.5
C11—C9—H9	104.6	C14—C27—H27C	109.5
C11—C9—C10	115.7 (4)	H27A—C27—H27B	109.5
C1—C10—C5	107.1 (4)	H27A—C27—H27C	109.5
C1—C10—C9	109.0 (4)	H27B—C27—H27C	109.5
C1—C10—C25	107.7 (4)	C20—C29—H29A	109.5
C5—C10—C9	106.6 (4)	C20—C29—H29B	109.5
C5—C10—C25	114.2 (4)	C20—C29—H29C	109.5
C25—C10—C9	111.9 (4)	H29A—C29—H29B	109.5
O11—C11—C9	122.9 (4)	H29A—C29—H29C	109.5
O11—C11—C12	119.9 (4)	H29B—C29—H29C	109.5
C12—C11—C9	117.2 (4)	C20—C30—H30A	109.5
C11—C12—H12	117.5	C20—C30—H30B	109.5
C13—C12—C11	125.0 (4)	C20—C30—H30C	109.5
C13—C12—H12	117.5	H30A—C30—H30B	109.5
C12—C13—C14	119.9 (4)	H30A—C30—H30C	109.5
C12—C13—C18	119.2 (5)	H30B—C30—H30C	109.5
C18—C13—C14	120.8 (4)	O29—C28—C17	114.0 (5)
C13—C14—C8	107.3 (4)	O28—C28—C17	120.1 (6)
C13—C14—C15	113.5 (4)	O28—C28—O29	125.7 (6)
C13—C14—C27	106.2 (4)	C28—O29—C31	120.1 (5)
C15—C14—C8	109.5 (4)	O29—C31—H31A	109.7
C15—C14—C27	107.3 (4)	O29—C31—H31B	109.7
C27—C14—C8	113.0 (3)	O29—C31—C32	109.7 (6)
C14—C15—H15A	108.5	H31A—C31—H31B	108.2
C14—C15—H15B	108.5	C32—C31—H31A	109.7
H15A—C15—H15B	107.5	C32—C31—H31B	109.7
C16—C15—C14	115.1 (4)	C31—C32—H32A	108.7
C16—C15—H15A	108.5	C31—C32—H32B	108.7
C16—C15—H15B	108.5	H32A—C32—H32B	107.6
C15—C16—H16A	109.5	C33—C32—C31	114.3 (7)
C15—C16—H16B	109.5	C33—C32—H32A	108.7
C15—C16—C17	110.7 (4)	C33—C32—H32B	108.7
H16A—C16—H16B	108.1	C32—C33—H33A	108.3
C17—C16—H16A	109.5	C32—C33—H33B	108.3
C17—C16—H16B	109.5	C32—C33—C34	115.9 (8)
C16—C17—C22	111.1 (4)	H33A—C33—H33B	107.4
C16—C17—C28	110.1 (4)	C34—C33—H33A	108.3
C18—C17—C16	109.1 (4)	C34—C33—H33B	108.3
C18—C17—C22	110.7 (4)	C33—C34—H34A	109.5
C18—C17—C28	110.4 (4)	C33—C34—H34B	109.5
C22—C17—C28	105.4 (4)	C33—C34—H34C	109.5
C13—C18—C17	112.7 (4)	H34A—C34—H34B	109.5
C13—C18—H18	107.4	H34A—C34—H34C	109.5
C13—C18—C19	110.0 (4)	H34B—C34—H34C	109.5

O11—C11—C12—C13	−179.9 (5)	C12—C13—C18—C19	−88.8 (5)
O3—C3—C4—C5	−175.8 (4)	C13—C14—C15—C16	−36.0 (6)
O3—C3—C4—C23	67.4 (5)	C13—C18—C19—C20	179.6 (5)
O3—C3—C4—C24	−49.8 (6)	C14—C8—C9—C10	166.8 (4)
C1—C2—C3—O3	179.3 (4)	C14—C8—C9—C11	−59.7 (4)
C1—C2—C3—C4	56.7 (6)	C14—C13—C18—C17	−36.5 (6)
C2—C1—C10—C5	52.9 (5)	C14—C13—C18—C19	88.7 (5)
C2—C1—C10—C9	167.9 (4)	C14—C15—C16—C17	55.1 (6)
C2—C1—C10—C25	−70.4 (5)	C15—C16—C17—C18	−62.3 (5)
C2—C3—C4—C5	−51.2 (5)	C15—C16—C17—C22	175.4 (4)
C2—C3—C4—C23	−168.0 (4)	C15—C16—C17—C28	59.0 (6)
C2—C3—C4—C24	74.8 (5)	C16—C17—C18—C13	52.2 (5)
C3—C4—C5—C6	−176.8 (4)	C16—C17—C18—C19	−72.1 (5)
C3—C4—C5—C10	51.9 (5)	C16—C17—C22—C21	68.8 (6)
C4—C5—C6—C7	162.2 (4)	C16—C17—C28—O29	−147.3 (4)
C4—C5—C10—C1	−52.7 (5)	C16—C17—C28—O28	37.3 (6)
C4—C5—C10—C9	−169.3 (4)	C17—C18—C19—C20	−54.5 (6)
C4—C5—C10—C25	66.5 (5)	C17—C28—O29—C31	−175.2 (4)
C5—C6—C7—C8	57.0 (5)	C18—C13—C14—C8	148.4 (4)
C6—C5—C10—C1	175.3 (4)	C18—C13—C14—C15	27.3 (6)
C6—C5—C10—C9	58.6 (4)	C18—C13—C14—C27	−90.4 (5)
C6—C5—C10—C25	−65.6 (5)	C18—C17—C22—C21	−52.6 (6)
C6—C7—C8—C9	−47.4 (5)	C18—C17—C28—O29	−26.8 (5)
C6—C7—C8—C14	−166.7 (4)	C18—C17—C28—O28	157.8 (5)
C6—C7—C8—C26	73.6 (5)	C18—C19—C20—C21	56.3 (6)
C7—C8—C9—C10	46.6 (5)	C18—C19—C20—C29	173.4 (5)
C7—C8—C9—C11	−179.9 (4)	C18—C19—C20—C30	−66.2 (6)
C7—C8—C14—C13	−177.4 (4)	C19—C20—C21—C22	−57.4 (6)
C7—C8—C14—C15	−53.8 (5)	C20—C21—C22—C17	57.6 (6)
C7—C8—C14—C27	65.8 (5)	C22—C17—C18—C13	174.8 (4)
C8—C9—C10—C1	−167.0 (4)	C22—C17—C18—C19	50.5 (5)
C8—C9—C10—C5	−51.7 (5)	C22—C17—C28—O29	92.7 (5)
C8—C9—C10—C25	73.9 (5)	C22—C17—C28—O28	−82.7 (6)
C8—C9—C11—O11	−151.3 (4)	C23—C4—C5—C6	−61.5 (5)
C8—C9—C11—C12	29.5 (5)	C23—C4—C5—C10	167.2 (4)
C8—C14—C15—C16	−155.9 (4)	C24—C4—C5—C6	59.2 (6)
C9—C8—C14—C13	61.9 (4)	C24—C4—C5—C10	−72.1 (6)
C9—C8—C14—C15	−174.5 (4)	C26—C8—C9—C10	−73.3 (5)
C9—C8—C14—C27	−54.9 (5)	C26—C8—C9—C11	60.2 (4)
C9—C11—C12—C13	−0.6 (7)	C26—C8—C14—C13	−58.5 (5)
C10—C1—C2—C3	−57.6 (6)	C26—C8—C14—C15	65.1 (5)
C10—C5—C6—C7	−63.3 (5)	C26—C8—C14—C27	−175.3 (4)
C10—C9—C11—O11	−17.1 (6)	C27—C14—C15—C16	81.0 (5)
C10—C9—C11—C12	163.6 (4)	C29—C20—C21—C22	−174.6 (4)
C11—C9—C10—C1	62.6 (5)	C30—C20—C21—C22	65.9 (5)
C11—C9—C10—C5	178.0 (4)	C28—C17—C18—C13	−68.9 (5)
C11—C9—C10—C25	−56.5 (5)	C28—C17—C18—C19	166.8 (4)
C11—C12—C13—C14	3.7 (7)	C28—C17—C22—C21	−172.0 (5)
C11—C12—C13—C18	−178.8 (4)	C28—O29—C31—C32	119.1 (7)
C12—C13—C14—C8	−34.0 (5)	O29—C31—C32—C33	−67.7 (9)
C12—C13—C14—C15	−155.2 (4)	O28—C28—O29—C31	−0.1 (8)
C12—C13—C14—C27	87.2 (5)	C31—C32—C33—C34	−60.3 (10)
C12—C13—C18—C17	146.0 (5)

(5ab_11-oxo-n-butyl-OA-b) top

Crystal data top

C₃₄H₅₄O₄	D_x = 1.158 Mg m⁻³
M_r = 526.77	Cu Kα radiation, λ = 1.54178 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 10446 reflections
a = 10.7032 (1) Å	θ = 3.7–75.8°
b = 16.2471 (2) Å	µ = 0.57 mm⁻¹
c = 17.3698 (3) Å	T = 130 K
V = 3020.54 (7) Å³	Block, colourless
Z = 4	0.50 × 0.20 × 0.20 mm
F(000) = 1160

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5332 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	5203 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.019
ω scans	θ_max = 66.6°, θ_min = 4.9°
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −12→12
T_min = 0.768, T_max = 1.000	k = −19→17
17114 measured reflections	l = −19→20

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.036	H-atom parameters constrained
wR(F²) = 0.101	w = 1/[σ²(F_o²) + (0.0632P)² + 0.6725P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
5332 reflections	Δρ_max = 0.39 e Å⁻³
352 parameters	Δρ_min = −0.21 e Å⁻³
0 restraints	Absolute structure: Flack x determined using 2243 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.13 (6)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.6907 (2)	0.20508 (13)	0.41892 (11)	0.0263 (4)
H1A	0.6378	0.2523	0.4038	0.032*
H1B	0.7750	0.2266	0.4312	0.032*
C2	0.7007 (2)	0.14575 (14)	0.35107 (12)	0.0303 (5)
H2A	0.6162	0.1271	0.3359	0.036*
H2B	0.7386	0.1744	0.3065	0.036*
C3	0.7806 (2)	0.07152 (14)	0.37268 (13)	0.0303 (5)
H3	0.8654	0.0921	0.3872	0.036*
C4	0.7286 (2)	0.02242 (13)	0.44125 (13)	0.0289 (5)
C5	0.70825 (18)	0.08375 (12)	0.50910 (12)	0.0235 (4)
H5	0.7942	0.1025	0.5233	0.028*
C6	0.6568 (2)	0.04421 (12)	0.58249 (12)	0.0267 (4)
H6A	0.5658	0.0352	0.5769	0.032*
H6B	0.6970	−0.0100	0.5904	0.032*
C7	0.6814 (2)	0.09905 (12)	0.65242 (12)	0.0274 (4)
H7A	0.7723	0.0989	0.6630	0.033*
H7B	0.6392	0.0744	0.6976	0.033*
C8	0.63800 (18)	0.18906 (12)	0.64476 (11)	0.0223 (4)
C9	0.66331 (19)	0.22257 (12)	0.56166 (11)	0.0215 (4)
H9	0.7559	0.2303	0.5598	0.026*
C10	0.63486 (19)	0.16479 (12)	0.49198 (11)	0.0225 (4)
C11	0.6109 (2)	0.31002 (13)	0.55687 (12)	0.0266 (4)
C12	0.6371 (2)	0.36277 (13)	0.62380 (12)	0.0284 (5)
H12	0.6232	0.4202	0.6185	0.034*
C13	0.67952 (19)	0.33534 (12)	0.69192 (12)	0.0239 (4)
C14	0.71336 (18)	0.24458 (12)	0.70407 (11)	0.0218 (4)
C15	0.6838 (2)	0.21790 (13)	0.78786 (11)	0.0262 (4)
H15A	0.5926	0.2089	0.7926	0.031*
H15B	0.7257	0.1647	0.7982	0.031*
C16	0.7246 (2)	0.28003 (14)	0.84901 (12)	0.0284 (5)
H16A	0.8164	0.2871	0.8469	0.034*
H16B	0.7026	0.2590	0.9007	0.034*
C17	0.6606 (2)	0.36358 (14)	0.83581 (12)	0.0272 (4)
C18	0.6997 (2)	0.39769 (12)	0.75652 (12)	0.0253 (4)
H18	0.6441	0.4457	0.7454	0.030*
C19	0.8351 (2)	0.43057 (13)	0.75778 (13)	0.0290 (5)
H19A	0.8927	0.3834	0.7641	0.035*
H19B	0.8534	0.4562	0.7073	0.035*
C20	0.8628 (2)	0.49383 (14)	0.82149 (14)	0.0329 (5)
C21	0.8250 (2)	0.45678 (15)	0.89895 (13)	0.0339 (5)
H21A	0.8805	0.4097	0.9108	0.041*
H21B	0.8365	0.4986	0.9398	0.041*
C22	0.6899 (2)	0.42747 (15)	0.89974 (13)	0.0334 (5)
H22A	0.6342	0.4756	0.8932	0.040*
H22B	0.6716	0.4026	0.9505	0.040*
C23	0.8311 (2)	−0.03958 (15)	0.46399 (14)	0.0370 (5)
H23A	0.8521	−0.0739	0.4195	0.055*
H23B	0.8008	−0.0746	0.5060	0.055*
H23C	0.9057	−0.0097	0.4810	0.055*
C24	0.6109 (2)	−0.02618 (15)	0.41870 (14)	0.0355 (5)
H24A	0.5477	0.0118	0.3986	0.053*
H24B	0.5778	−0.0546	0.4641	0.053*
H24C	0.6323	−0.0667	0.3790	0.053*
C25	0.4934 (2)	0.15160 (14)	0.47786 (12)	0.0288 (4)
H25A	0.4623	0.1085	0.5123	0.043*
H25B	0.4798	0.1350	0.4243	0.043*
H25C	0.4484	0.2030	0.4880	0.043*
C26	0.4965 (2)	0.19270 (15)	0.66212 (12)	0.0296 (5)
H26A	0.4700	0.2503	0.6661	0.044*
H26B	0.4794	0.1644	0.7108	0.044*
H26C	0.4503	0.1657	0.6205	0.044*
C27	0.85677 (19)	0.23563 (13)	0.69250 (12)	0.0276 (4)
H27A	0.8769	0.2418	0.6378	0.041*
H27B	0.8836	0.1812	0.7103	0.041*
H27C	0.9001	0.2782	0.7222	0.041*
C28	0.5193 (2)	0.35160 (15)	0.83906 (13)	0.0328 (5)
C29	1.0032 (3)	0.51075 (18)	0.82304 (17)	0.0467 (6)
H29A	1.0224	0.5490	0.8650	0.070*
H29B	1.0289	0.5351	0.7739	0.070*
H29C	1.0484	0.4590	0.8312	0.070*
C30	0.7944 (3)	0.57480 (15)	0.80647 (17)	0.0462 (7)
H30A	0.7045	0.5643	0.8021	0.069*
H30B	0.8251	0.5992	0.7585	0.069*
H30C	0.8096	0.6128	0.8492	0.069*
C31	0.3552 (3)	0.29231 (19)	0.91413 (17)	0.0487 (7)
H31A	0.3045	0.3357	0.8891	0.058*
H31B	0.3363	0.2931	0.9699	0.058*
C32	0.3207 (3)	0.20997 (18)	0.88128 (17)	0.0476 (6)
H32A	0.3782	0.1677	0.9019	0.057*
H32B	0.3311	0.2115	0.8247	0.057*
C33	0.1862 (3)	0.1856 (2)	0.90031 (17)	0.0519 (7)
H33A	0.1723	0.1280	0.8840	0.062*
H33B	0.1743	0.1882	0.9568	0.062*
C34	0.0912 (3)	0.2393 (3)	0.8625 (3)	0.0825 (12)
H34A	0.0074	0.2181	0.8734	0.124*
H34B	0.1053	0.2396	0.8067	0.124*
H34C	0.0986	0.2955	0.8825	0.124*
O3	0.7948 (2)	0.01704 (11)	0.30860 (10)	0.0450 (5)
H3O	0.8354	0.0408	0.2737	0.068*
O11	0.55137 (18)	0.33756 (10)	0.50255 (9)	0.0393 (4)
O28	0.44534 (16)	0.37796 (12)	0.79310 (11)	0.0434 (4)
O29	0.48659 (17)	0.30948 (12)	0.90241 (10)	0.0436 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0322 (11)	0.0253 (10)	0.0214 (9)	−0.0014 (9)	0.0020 (9)	0.0012 (8)
C2	0.0357 (12)	0.0329 (11)	0.0222 (10)	−0.0046 (9)	0.0030 (9)	−0.0021 (9)
C3	0.0333 (11)	0.0299 (11)	0.0277 (11)	−0.0016 (9)	0.0041 (9)	−0.0071 (9)
C4	0.0306 (11)	0.0258 (10)	0.0304 (11)	−0.0013 (9)	0.0011 (9)	−0.0052 (9)
C5	0.0223 (9)	0.0223 (9)	0.0259 (10)	−0.0018 (8)	0.0007 (8)	−0.0006 (8)
C6	0.0315 (11)	0.0216 (9)	0.0270 (10)	−0.0022 (9)	0.0000 (9)	0.0016 (8)
C7	0.0363 (11)	0.0223 (10)	0.0235 (10)	−0.0025 (9)	−0.0011 (9)	0.0036 (8)
C8	0.0221 (9)	0.0232 (9)	0.0217 (9)	−0.0002 (8)	0.0009 (7)	0.0020 (8)
C9	0.0212 (9)	0.0226 (9)	0.0208 (9)	0.0007 (8)	0.0007 (8)	0.0012 (8)
C10	0.0228 (10)	0.0235 (10)	0.0211 (9)	−0.0012 (8)	0.0000 (7)	0.0000 (8)
C11	0.0300 (10)	0.0260 (10)	0.0237 (10)	0.0042 (9)	−0.0005 (8)	0.0025 (9)
C12	0.0343 (11)	0.0215 (9)	0.0294 (11)	0.0050 (9)	−0.0014 (9)	0.0002 (8)
C13	0.0238 (10)	0.0244 (9)	0.0236 (10)	0.0008 (8)	0.0018 (8)	0.0001 (8)
C14	0.0215 (9)	0.0233 (9)	0.0207 (10)	0.0003 (8)	0.0003 (8)	0.0009 (7)
C15	0.0310 (10)	0.0262 (10)	0.0214 (10)	−0.0001 (9)	−0.0008 (8)	0.0025 (8)
C16	0.0311 (11)	0.0329 (11)	0.0212 (10)	−0.0029 (9)	−0.0012 (8)	0.0026 (8)
C17	0.0261 (10)	0.0316 (10)	0.0240 (10)	−0.0010 (9)	0.0010 (8)	−0.0030 (8)
C18	0.0255 (10)	0.0248 (9)	0.0256 (10)	0.0021 (8)	0.0002 (8)	−0.0012 (8)
C19	0.0305 (11)	0.0266 (10)	0.0299 (11)	−0.0033 (9)	0.0036 (9)	−0.0020 (9)
C20	0.0335 (12)	0.0293 (11)	0.0357 (12)	−0.0047 (9)	0.0014 (9)	−0.0064 (9)
C21	0.0340 (12)	0.0369 (12)	0.0307 (11)	−0.0048 (10)	−0.0033 (10)	−0.0069 (9)
C22	0.0333 (12)	0.0394 (12)	0.0274 (11)	−0.0049 (10)	0.0018 (9)	−0.0076 (9)
C23	0.0413 (13)	0.0312 (11)	0.0385 (12)	0.0075 (10)	0.0020 (10)	−0.0066 (9)
C24	0.0396 (13)	0.0320 (11)	0.0350 (12)	−0.0082 (10)	−0.0007 (10)	−0.0070 (10)
C25	0.0242 (10)	0.0349 (11)	0.0274 (10)	0.0001 (9)	−0.0028 (8)	−0.0018 (9)
C26	0.0247 (10)	0.0379 (11)	0.0261 (10)	−0.0048 (9)	0.0034 (8)	−0.0019 (9)
C27	0.0239 (10)	0.0312 (10)	0.0278 (10)	0.0010 (8)	−0.0023 (8)	−0.0024 (8)
C28	0.0287 (11)	0.0372 (12)	0.0323 (11)	−0.0010 (10)	0.0022 (9)	−0.0138 (10)
C29	0.0402 (14)	0.0512 (15)	0.0488 (15)	−0.0174 (13)	0.0034 (12)	−0.0115 (12)
C30	0.0638 (18)	0.0283 (12)	0.0465 (15)	−0.0005 (12)	−0.0023 (14)	−0.0085 (11)
C31	0.0368 (13)	0.0607 (17)	0.0486 (15)	−0.0116 (13)	0.0146 (12)	−0.0121 (13)
C32	0.0430 (14)	0.0472 (15)	0.0526 (16)	−0.0047 (13)	0.0003 (13)	−0.0042 (12)
C33	0.0500 (16)	0.0604 (17)	0.0452 (15)	−0.0144 (14)	0.0004 (13)	0.0034 (13)
C34	0.0424 (17)	0.081 (3)	0.124 (4)	−0.0055 (18)	−0.013 (2)	0.005 (3)
O3	0.0632 (12)	0.0390 (9)	0.0328 (9)	−0.0004 (8)	0.0132 (8)	−0.0122 (7)
O11	0.0526 (10)	0.0355 (9)	0.0299 (8)	0.0134 (8)	−0.0065 (8)	0.0019 (7)
O28	0.0274 (8)	0.0557 (11)	0.0471 (10)	0.0043 (8)	−0.0017 (8)	−0.0100 (9)
O29	0.0352 (9)	0.0564 (10)	0.0393 (9)	−0.0106 (8)	0.0109 (7)	−0.0041 (8)

Geometric parameters (Å, º) top

C1—C2	1.526 (3)	C19—C20	1.539 (3)
C1—C10	1.548 (3)	C19—H19A	0.9900
C1—H1A	0.9900	C19—H19B	0.9900
C1—H1B	0.9900	C20—C30	1.528 (3)
C2—C3	1.525 (3)	C20—C29	1.528 (3)
C2—H2A	0.9900	C20—C21	1.529 (3)
C2—H2B	0.9900	C21—C22	1.522 (3)
C3—O3	1.430 (3)	C21—H21A	0.9900
C3—C4	1.538 (3)	C21—H21B	0.9900
C3—H3	1.0000	C22—H22A	0.9900
C4—C24	1.537 (3)	C22—H22B	0.9900
C4—C23	1.541 (3)	C23—H23A	0.9800
C4—C5	1.558 (3)	C23—H23B	0.9800
C5—C6	1.530 (3)	C23—H23C	0.9800
C5—C10	1.562 (3)	C24—H24A	0.9800
C5—H5	1.0000	C24—H24B	0.9800
C6—C7	1.529 (3)	C24—H24C	0.9800
C6—H6A	0.9900	C25—H25A	0.9800
C6—H6B	0.9900	C25—H25B	0.9800
C7—C8	1.540 (3)	C25—H25C	0.9800
C7—H7A	0.9900	C26—H26A	0.9800
C7—H7B	0.9900	C26—H26B	0.9800
C8—C26	1.545 (3)	C26—H26C	0.9800
C8—C9	1.566 (3)	C27—H27A	0.9800
C8—C14	1.589 (3)	C27—H27B	0.9800
C9—C11	1.530 (3)	C27—H27C	0.9800
C9—C10	1.562 (3)	C28—O28	1.203 (3)
C9—H9	1.0000	C28—O29	1.342 (3)
C10—C25	1.549 (3)	C29—H29A	0.9800
C11—O11	1.223 (3)	C29—H29B	0.9800
C11—C12	1.471 (3)	C29—H29C	0.9800
C12—C13	1.343 (3)	C30—H30A	0.9800
C12—H12	0.9500	C30—H30B	0.9800
C13—C18	1.527 (3)	C30—H30C	0.9800
C13—C14	1.533 (3)	C31—O29	1.448 (3)
C14—C15	1.551 (3)	C31—C32	1.501 (4)
C14—C27	1.555 (3)	C31—H31A	0.9900
C15—C16	1.529 (3)	C31—H31B	0.9900
C15—H15A	0.9900	C32—C33	1.529 (4)
C15—H15B	0.9900	C32—H32A	0.9900
C16—C17	1.538 (3)	C32—H32B	0.9900
C16—H16A	0.9900	C33—C34	1.492 (5)
C16—H16B	0.9900	C33—H33A	0.9900
C17—C28	1.526 (3)	C33—H33B	0.9900
C17—C18	1.543 (3)	C34—H34A	0.9800
C17—C22	1.552 (3)	C34—H34B	0.9800
C18—C19	1.545 (3)	C34—H34C	0.9800
C18—H18	1.0000	O3—H3O	0.8400

C2—C1—C10	113.15 (17)	C17—C18—H18	106.9
C2—C1—H1A	108.9	C19—C18—H18	106.9
C10—C1—H1A	108.9	C20—C19—C18	114.93 (18)
C2—C1—H1B	108.9	C20—C19—H19A	108.5
C10—C1—H1B	108.9	C18—C19—H19A	108.5
H1A—C1—H1B	107.8	C20—C19—H19B	108.5
C3—C2—C1	110.41 (18)	C18—C19—H19B	108.5
C3—C2—H2A	109.6	H19A—C19—H19B	107.5
C1—C2—H2A	109.6	C30—C20—C29	108.6 (2)
C3—C2—H2B	109.6	C30—C20—C21	111.2 (2)
C1—C2—H2B	109.6	C29—C20—C21	108.4 (2)
H2A—C2—H2B	108.1	C30—C20—C19	111.1 (2)
O3—C3—C2	110.94 (18)	C29—C20—C19	108.8 (2)
O3—C3—C4	108.68 (17)	C21—C20—C19	108.60 (18)
C2—C3—C4	113.48 (18)	C22—C21—C20	112.50 (19)
O3—C3—H3	107.8	C22—C21—H21A	109.1
C2—C3—H3	107.8	C20—C21—H21A	109.1
C4—C3—H3	107.8	C22—C21—H21B	109.1
C24—C4—C3	111.43 (19)	C20—C21—H21B	109.1
C24—C4—C23	108.24 (19)	H21A—C21—H21B	107.8
C3—C4—C23	106.25 (19)	C21—C22—C17	113.28 (19)
C24—C4—C5	114.00 (18)	C21—C22—H22A	108.9
C3—C4—C5	107.73 (16)	C17—C22—H22A	108.9
C23—C4—C5	108.88 (18)	C21—C22—H22B	108.9
C6—C5—C4	114.32 (17)	C17—C22—H22B	108.9
C6—C5—C10	109.38 (16)	H22A—C22—H22B	107.7
C4—C5—C10	117.73 (17)	C4—C23—H23A	109.5
C6—C5—H5	104.7	C4—C23—H23B	109.5
C4—C5—H5	104.7	H23A—C23—H23B	109.5
C10—C5—H5	104.7	C4—C23—H23C	109.5
C7—C6—C5	110.82 (16)	H23A—C23—H23C	109.5
C7—C6—H6A	109.5	H23B—C23—H23C	109.5
C5—C6—H6A	109.5	C4—C24—H24A	109.5
C7—C6—H6B	109.5	C4—C24—H24B	109.5
C5—C6—H6B	109.5	H24A—C24—H24B	109.5
H6A—C6—H6B	108.1	C4—C24—H24C	109.5
C6—C7—C8	115.64 (17)	H24A—C24—H24C	109.5
C6—C7—H7A	108.4	H24B—C24—H24C	109.5
C8—C7—H7A	108.4	C10—C25—H25A	109.5
C6—C7—H7B	108.4	C10—C25—H25B	109.5
C8—C7—H7B	108.4	H25A—C25—H25B	109.5
H7A—C7—H7B	107.4	C10—C25—H25C	109.5
C7—C8—C26	108.36 (17)	H25A—C25—H25C	109.5
C7—C8—C9	110.94 (16)	H25B—C25—H25C	109.5
C26—C8—C9	109.64 (16)	C8—C26—H26A	109.5
C7—C8—C14	109.26 (16)	C8—C26—H26B	109.5
C26—C8—C14	110.44 (16)	H26A—C26—H26B	109.5
C9—C8—C14	108.20 (15)	C8—C26—H26C	109.5
C11—C9—C10	116.40 (16)	H26A—C26—H26C	109.5
C11—C9—C8	108.02 (16)	H26B—C26—H26C	109.5
C10—C9—C8	118.14 (16)	C14—C27—H27A	109.5
C11—C9—H9	104.2	C14—C27—H27B	109.5
C10—C9—H9	104.2	H27A—C27—H27B	109.5
C8—C9—H9	104.2	C14—C27—H27C	109.5
C1—C10—C25	107.84 (16)	H27A—C27—H27C	109.5
C1—C10—C9	107.81 (15)	H27B—C27—H27C	109.5
C25—C10—C9	113.36 (16)	O28—C28—O29	123.7 (2)
C1—C10—C5	108.56 (16)	O28—C28—C17	125.6 (2)
C25—C10—C5	113.91 (17)	O29—C28—C17	110.7 (2)
C9—C10—C5	105.14 (15)	C20—C29—H29A	109.5
O11—C11—C12	119.74 (19)	C20—C29—H29B	109.5
O11—C11—C9	124.93 (19)	H29A—C29—H29B	109.5
C12—C11—C9	115.33 (17)	C20—C29—H29C	109.5
C13—C12—C11	124.55 (19)	H29A—C29—H29C	109.5
C13—C12—H12	117.7	H29B—C29—H29C	109.5
C11—C12—H12	117.7	C20—C30—H30A	109.5
C12—C13—C18	118.34 (18)	C20—C30—H30B	109.5
C12—C13—C14	121.35 (18)	H30A—C30—H30B	109.5
C18—C13—C14	120.24 (17)	C20—C30—H30C	109.5
C13—C14—C15	110.47 (16)	H30A—C30—H30C	109.5
C13—C14—C27	107.78 (16)	H30B—C30—H30C	109.5
C15—C14—C27	107.27 (17)	O29—C31—C32	110.9 (2)
C13—C14—C8	109.68 (16)	O29—C31—H31A	109.5
C15—C14—C8	110.24 (16)	C32—C31—H31A	109.5
C27—C14—C8	111.35 (16)	O29—C31—H31B	109.5
C16—C15—C14	114.13 (17)	C32—C31—H31B	109.5
C16—C15—H15A	108.7	H31A—C31—H31B	108.0
C14—C15—H15A	108.7	C31—C32—C33	112.3 (2)
C16—C15—H15B	108.7	C31—C32—H32A	109.1
C14—C15—H15B	108.7	C33—C32—H32A	109.1
H15A—C15—H15B	107.6	C31—C32—H32B	109.1
C15—C16—C17	110.58 (17)	C33—C32—H32B	109.1
C15—C16—H16A	109.5	H32A—C32—H32B	107.9
C17—C16—H16A	109.5	C34—C33—C32	113.3 (3)
C15—C16—H16B	109.5	C34—C33—H33A	108.9
C17—C16—H16B	109.5	C32—C33—H33A	108.9
H16A—C16—H16B	108.1	C34—C33—H33B	108.9
C28—C17—C16	108.89 (18)	C32—C33—H33B	108.9
C28—C17—C18	110.35 (18)	H33A—C33—H33B	107.7
C16—C17—C18	109.22 (17)	C33—C34—H34A	109.5
C28—C17—C22	105.05 (18)	C33—C34—H34B	109.5
C16—C17—C22	113.16 (18)	H34A—C34—H34B	109.5
C18—C17—C22	110.09 (17)	C33—C34—H34C	109.5
C13—C18—C17	112.30 (16)	H34A—C34—H34C	109.5
C13—C18—C19	111.86 (17)	H34B—C34—H34C	109.5
C17—C18—C19	111.48 (17)	C3—O3—H3O	109.5
C13—C18—H18	106.9	C28—O29—C31	117.8 (2)

C10—C1—C2—C3	−58.0 (2)	C18—C13—C14—C27	−80.5 (2)
C1—C2—C3—O3	−177.68 (18)	C12—C13—C14—C8	−24.9 (3)
C1—C2—C3—C4	59.6 (2)	C18—C13—C14—C8	158.14 (17)
O3—C3—C4—C24	−51.7 (2)	C7—C8—C14—C13	174.91 (16)
C2—C3—C4—C24	72.2 (2)	C26—C8—C14—C13	−66.0 (2)
O3—C3—C4—C23	66.0 (2)	C9—C8—C14—C13	54.0 (2)
C2—C3—C4—C23	−170.11 (18)	C7—C8—C14—C15	−63.2 (2)
O3—C3—C4—C5	−177.48 (18)	C26—C8—C14—C15	55.9 (2)
C2—C3—C4—C5	−53.6 (2)	C9—C8—C14—C15	175.87 (16)
C24—C4—C5—C6	56.0 (2)	C7—C8—C14—C27	55.7 (2)
C3—C4—C5—C6	−179.78 (17)	C26—C8—C14—C27	174.80 (17)
C23—C4—C5—C6	−65.0 (2)	C9—C8—C14—C27	−65.2 (2)
C24—C4—C5—C10	−74.5 (2)	C13—C14—C15—C16	−44.0 (2)
C3—C4—C5—C10	49.8 (2)	C27—C14—C15—C16	73.2 (2)
C23—C4—C5—C10	164.59 (18)	C8—C14—C15—C16	−165.42 (17)
C4—C5—C6—C7	160.47 (18)	C14—C15—C16—C17	59.1 (2)
C10—C5—C6—C7	−65.1 (2)	C15—C16—C17—C28	59.0 (2)
C5—C6—C7—C8	52.2 (2)	C15—C16—C17—C18	−61.5 (2)
C6—C7—C8—C26	81.4 (2)	C15—C16—C17—C22	175.44 (18)
C6—C7—C8—C9	−39.0 (2)	C12—C13—C18—C17	141.1 (2)
C6—C7—C8—C14	−158.19 (17)	C14—C13—C18—C17	−41.8 (3)
C7—C8—C9—C11	176.60 (17)	C12—C13—C18—C19	−92.7 (2)
C26—C8—C9—C11	57.0 (2)	C14—C13—C18—C19	84.4 (2)
C14—C8—C9—C11	−63.6 (2)	C28—C17—C18—C13	−67.7 (2)
C7—C8—C9—C10	41.8 (2)	C16—C17—C18—C13	52.0 (2)
C26—C8—C9—C10	−77.8 (2)	C22—C17—C18—C13	176.82 (18)
C14—C8—C9—C10	161.68 (16)	C28—C17—C18—C19	165.89 (17)
C2—C1—C10—C25	−72.6 (2)	C16—C17—C18—C19	−74.4 (2)
C2—C1—C10—C9	164.64 (17)	C22—C17—C18—C19	50.4 (2)
C2—C1—C10—C5	51.2 (2)	C13—C18—C19—C20	−179.97 (18)
C11—C9—C10—C1	59.6 (2)	C17—C18—C19—C20	−53.3 (2)
C8—C9—C10—C1	−169.31 (17)	C18—C19—C20—C30	−68.8 (3)
C11—C9—C10—C25	−59.7 (2)	C18—C19—C20—C29	171.7 (2)
C8—C9—C10—C25	71.4 (2)	C18—C19—C20—C21	53.9 (2)
C11—C9—C10—C5	175.28 (16)	C30—C20—C21—C22	68.0 (3)
C8—C9—C10—C5	−53.6 (2)	C29—C20—C21—C22	−172.6 (2)
C6—C5—C10—C1	178.40 (16)	C19—C20—C21—C22	−54.6 (3)
C4—C5—C10—C1	−48.9 (2)	C20—C21—C22—C17	56.9 (3)
C6—C5—C10—C25	−61.4 (2)	C28—C17—C22—C21	−172.2 (2)
C4—C5—C10—C25	71.2 (2)	C16—C17—C22—C21	69.1 (3)
C6—C5—C10—C9	63.25 (19)	C18—C17—C22—C21	−53.4 (3)
C4—C5—C10—C9	−164.05 (17)	C16—C17—C28—O28	−132.3 (2)
C10—C9—C11—O11	−1.4 (3)	C18—C17—C28—O28	−12.4 (3)
C8—C9—C11—O11	−137.1 (2)	C22—C17—C28—O28	106.2 (3)
C10—C9—C11—C12	179.01 (18)	C16—C17—C28—O29	49.9 (2)
C8—C9—C11—C12	43.4 (2)	C18—C17—C28—O29	169.73 (17)
O11—C11—C12—C13	166.5 (2)	C22—C17—C28—O29	−71.6 (2)
C9—C11—C12—C13	−13.9 (3)	O29—C31—C32—C33	173.7 (2)
C11—C12—C13—C18	−178.7 (2)	C31—C32—C33—C34	66.7 (4)
C11—C12—C13—C14	4.3 (3)	O28—C28—O29—C31	2.5 (3)
C12—C13—C14—C15	−146.6 (2)	C17—C28—O29—C31	−179.6 (2)
C18—C13—C14—C15	36.4 (2)	C32—C31—O29—C28	92.8 (3)
C12—C13—C14—C27	96.5 (2)

(6_isobutyl-OA) top

Crystal data top

C₃₄H₅₆O₃	D_x = 1.152 Mg m⁻³
M_r = 512.78	Cu Kα radiation, λ = 1.54184 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 9251 reflections
a = 10.3008 (2) Å	θ = 3.6–76.2°
b = 16.2751 (2) Å	µ = 0.54 mm⁻¹
c = 17.6374 (2) Å	T = 130 K
V = 2956.85 (8) Å³	Block, colourless
Z = 4	0.20 × 0.20 × 0.20 mm
F(000) = 1136

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5878 independent reflections
Radiation source: SuperNova (Cu) X-ray Source	5701 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.027
ω scans	θ_max = 74.5°, θ_min = 3.7°
Absorption correction: multi-scan CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −12→12
T_min = 0.954, T_max = 1.000	k = −16→20
17199 measured reflections	l = −22→17

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.034	H-atom parameters constrained
wR(F²) = 0.089	w = 1/[σ²(F_o²) + (0.0555P)² + 0.4032P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
5878 reflections	Δρ_max = 0.18 e Å⁻³
343 parameters	Δρ_min = −0.23 e Å⁻³
0 restraints	Absolute structure: Flack x determined using 2365 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.02 (8)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.68208 (16)	0.20749 (10)	0.42167 (9)	0.0167 (3)
H1A	0.6285	0.2563	0.4095	0.020*
H1B	0.7706	0.2269	0.4341	0.020*
C2	0.68883 (17)	0.15193 (10)	0.35192 (9)	0.0196 (3)
H2A	0.6000	0.1353	0.3369	0.023*
H2B	0.7282	0.1825	0.3091	0.023*
C3	0.76948 (17)	0.07574 (10)	0.36882 (9)	0.0188 (3)
H3	0.8585	0.0942	0.3838	0.023*
C4	0.71443 (17)	0.02338 (10)	0.43416 (9)	0.0184 (3)
C5	0.69561 (16)	0.08063 (9)	0.50400 (9)	0.0154 (3)
H5	0.7857	0.0963	0.5194	0.018*
C6	0.63852 (17)	0.03819 (10)	0.57389 (9)	0.0181 (3)
H6A	0.6771	−0.0173	0.5791	0.022*
H6B	0.5437	0.0317	0.5672	0.022*
C7	0.66508 (17)	0.08779 (10)	0.64603 (9)	0.0182 (3)
H7A	0.7589	0.0840	0.6578	0.022*
H7B	0.6174	0.0619	0.6885	0.022*
C8	0.62695 (15)	0.17974 (10)	0.64249 (8)	0.0139 (3)
C9	0.65898 (15)	0.21698 (9)	0.56345 (9)	0.0137 (3)
H9	0.7558	0.2213	0.5625	0.016*
C10	0.62416 (15)	0.16406 (10)	0.49172 (9)	0.0143 (3)
C11	0.61092 (17)	0.30644 (10)	0.55914 (9)	0.0183 (3)
H11A	0.6551	0.3346	0.5166	0.022*
H11B	0.5166	0.3066	0.5484	0.022*
C12	0.63585 (16)	0.35336 (10)	0.63132 (9)	0.0172 (3)
H12	0.6200	0.4109	0.6303	0.021*
C13	0.67792 (15)	0.32176 (9)	0.69637 (9)	0.0150 (3)
C14	0.70812 (16)	0.22947 (9)	0.70403 (9)	0.0145 (3)
C15	0.67325 (17)	0.19832 (10)	0.78450 (9)	0.0171 (3)
H15A	0.5780	0.1911	0.7877	0.020*
H15B	0.7137	0.1438	0.7922	0.020*
C16	0.71672 (16)	0.25544 (10)	0.84850 (9)	0.0175 (3)
H16A	0.8125	0.2605	0.8479	0.021*
H16B	0.6908	0.2318	0.8979	0.021*
C17	0.65521 (16)	0.34083 (10)	0.83919 (9)	0.0161 (3)
C18	0.69950 (16)	0.37937 (10)	0.76352 (9)	0.0157 (3)
H18A	0.6438	0.4288	0.7548	0.019*
C19	0.84168 (17)	0.40997 (10)	0.76786 (9)	0.0189 (3)
H19A	0.8995	0.3615	0.7710	0.023*
H19B	0.8624	0.4391	0.7201	0.023*
C20	0.87253 (17)	0.46729 (11)	0.83456 (10)	0.0204 (3)
C21	0.83081 (17)	0.42499 (11)	0.90833 (9)	0.0205 (3)
H21A	0.8864	0.3762	0.9169	0.025*
H21B	0.8444	0.4632	0.9512	0.025*
C22	0.68831 (17)	0.39807 (11)	0.90699 (9)	0.0203 (3)
H22A	0.6325	0.4475	0.9044	0.024*
H22B	0.6681	0.3691	0.9549	0.024*
C23	0.8184 (2)	−0.04128 (11)	0.45361 (10)	0.0274 (4)
H23A	0.7846	−0.0788	0.4923	0.041*
H23B	0.8962	−0.0137	0.4730	0.041*
H23C	0.8407	−0.0725	0.4079	0.041*
C24	0.59066 (19)	−0.02210 (11)	0.40986 (10)	0.0253 (4)
H24A	0.6112	−0.0601	0.3685	0.038*
H24B	0.5258	0.0178	0.3925	0.038*
H24C	0.5560	−0.0530	0.4530	0.038*
C25	0.47704 (16)	0.15471 (11)	0.47748 (9)	0.0192 (3)
H25A	0.4336	0.2072	0.4875	0.029*
H25B	0.4419	0.1124	0.5113	0.029*
H25C	0.4623	0.1386	0.4246	0.029*
C26	0.48044 (16)	0.18742 (11)	0.65988 (9)	0.0190 (3)
H26A	0.4581	0.2454	0.6672	0.029*
H26B	0.4600	0.1565	0.7061	0.029*
H26C	0.4303	0.1652	0.6174	0.029*
C27	0.85672 (16)	0.21715 (10)	0.69396 (9)	0.0188 (3)
H27A	0.8839	0.2401	0.6451	0.028*
H27B	0.8770	0.1583	0.6954	0.028*
H27C	0.9029	0.2452	0.7350	0.028*
C30	0.8044 (2)	0.55044 (11)	0.82608 (11)	0.0306 (4)
H30A	0.7106	0.5418	0.8213	0.046*
H30B	0.8369	0.5784	0.7807	0.046*
H30C	0.8220	0.5843	0.8708	0.046*
C29	1.01926 (19)	0.48189 (13)	0.83724 (11)	0.0289 (4)
H29A	1.0397	0.5199	0.8786	0.043*
H29B	1.0481	0.5056	0.7890	0.043*
H29C	1.0639	0.4295	0.8458	0.043*
C28	0.50712 (16)	0.33444 (10)	0.84042 (9)	0.0189 (3)
C31	0.32596 (18)	0.27774 (13)	0.90561 (11)	0.0272 (4)
H31A	0.2845	0.3307	0.8922	0.033*
H31B	0.3058	0.2659	0.9594	0.033*
C32	0.26953 (18)	0.21015 (12)	0.85629 (10)	0.0237 (4)
H32	0.2923	0.2220	0.8023	0.028*
C34	0.1215 (2)	0.21230 (14)	0.86429 (13)	0.0351 (5)
H34A	0.0980	0.2067	0.9179	0.053*
H34B	0.0834	0.1669	0.8353	0.053*
H34C	0.0885	0.2647	0.8448	0.053*
C33	0.3240 (2)	0.12611 (13)	0.87717 (11)	0.0314 (4)
H33A	0.4189	0.1274	0.8737	0.047*
H33B	0.2898	0.0847	0.8422	0.047*
H33C	0.2983	0.1122	0.9291	0.047*
O29	0.46554 (12)	0.28530 (8)	0.89667 (7)	0.0244 (3)
O28	0.43425 (12)	0.37121 (8)	0.79898 (8)	0.0256 (3)
O3	0.78171 (14)	0.02494 (8)	0.30331 (7)	0.0273 (3)
H3O	0.8212	0.0508	0.2691	0.033*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0194 (8)	0.0158 (7)	0.0148 (7)	−0.0003 (6)	0.0006 (6)	0.0009 (6)
C2	0.0228 (8)	0.0219 (8)	0.0140 (7)	−0.0021 (7)	0.0008 (6)	0.0001 (6)
C3	0.0204 (8)	0.0191 (7)	0.0170 (7)	−0.0029 (6)	0.0034 (6)	−0.0047 (6)
C4	0.0222 (8)	0.0167 (7)	0.0163 (7)	−0.0016 (7)	0.0011 (6)	−0.0020 (6)
C5	0.0164 (7)	0.0147 (7)	0.0150 (7)	−0.0007 (6)	0.0006 (6)	−0.0004 (6)
C6	0.0231 (8)	0.0145 (7)	0.0167 (7)	−0.0018 (6)	0.0010 (6)	0.0007 (6)
C7	0.0239 (8)	0.0154 (7)	0.0151 (7)	−0.0004 (6)	−0.0011 (6)	0.0017 (6)
C8	0.0144 (7)	0.0144 (7)	0.0130 (7)	0.0004 (6)	0.0004 (6)	−0.0002 (6)
C9	0.0138 (7)	0.0142 (7)	0.0130 (7)	0.0000 (6)	−0.0009 (6)	0.0006 (6)
C10	0.0139 (7)	0.0159 (7)	0.0131 (6)	−0.0006 (6)	−0.0001 (6)	−0.0004 (6)
C11	0.0232 (8)	0.0163 (7)	0.0152 (7)	0.0033 (6)	−0.0023 (6)	0.0003 (6)
C12	0.0213 (8)	0.0130 (7)	0.0174 (7)	0.0022 (6)	0.0005 (6)	−0.0001 (6)
C13	0.0132 (7)	0.0161 (7)	0.0158 (7)	−0.0003 (6)	0.0014 (6)	−0.0010 (6)
C14	0.0147 (7)	0.0154 (7)	0.0136 (6)	0.0011 (6)	−0.0004 (6)	−0.0001 (6)
C15	0.0211 (8)	0.0158 (7)	0.0143 (7)	−0.0003 (6)	−0.0009 (6)	0.0010 (6)
C16	0.0181 (7)	0.0207 (8)	0.0138 (7)	−0.0003 (6)	−0.0013 (6)	0.0011 (6)
C17	0.0142 (7)	0.0203 (7)	0.0138 (7)	0.0008 (6)	0.0002 (6)	−0.0024 (6)
C18	0.0160 (7)	0.0158 (7)	0.0153 (7)	0.0021 (6)	−0.0013 (6)	−0.0010 (6)
C19	0.0197 (8)	0.0191 (7)	0.0179 (7)	−0.0027 (6)	0.0015 (6)	0.0001 (6)
C20	0.0210 (8)	0.0202 (8)	0.0199 (7)	−0.0042 (6)	−0.0011 (6)	−0.0014 (7)
C21	0.0203 (8)	0.0240 (8)	0.0172 (7)	−0.0033 (7)	−0.0026 (6)	−0.0024 (6)
C22	0.0190 (8)	0.0260 (8)	0.0160 (7)	−0.0017 (7)	0.0004 (6)	−0.0046 (6)
C23	0.0391 (11)	0.0199 (8)	0.0230 (8)	0.0079 (8)	0.0008 (8)	−0.0050 (7)
C24	0.0314 (9)	0.0228 (8)	0.0217 (8)	−0.0114 (8)	0.0024 (7)	−0.0052 (7)
C25	0.0149 (8)	0.0252 (8)	0.0175 (7)	0.0002 (6)	−0.0010 (6)	−0.0022 (6)
C26	0.0161 (8)	0.0242 (8)	0.0168 (7)	−0.0013 (6)	0.0013 (6)	−0.0016 (6)
C27	0.0158 (8)	0.0208 (8)	0.0198 (7)	0.0024 (6)	−0.0012 (6)	−0.0016 (6)
C30	0.0430 (12)	0.0203 (8)	0.0286 (9)	−0.0014 (8)	−0.0049 (9)	−0.0032 (7)
C29	0.0244 (9)	0.0361 (10)	0.0262 (9)	−0.0114 (8)	−0.0008 (7)	−0.0029 (8)
C28	0.0174 (8)	0.0214 (8)	0.0177 (7)	−0.0003 (6)	0.0003 (6)	−0.0062 (6)
C31	0.0179 (8)	0.0365 (10)	0.0271 (9)	−0.0036 (7)	0.0061 (7)	−0.0046 (8)
C32	0.0215 (9)	0.0283 (9)	0.0213 (8)	−0.0017 (7)	0.0004 (7)	0.0014 (7)
C34	0.0220 (9)	0.0382 (11)	0.0452 (12)	−0.0042 (8)	−0.0035 (9)	0.0028 (9)
C33	0.0327 (10)	0.0323 (9)	0.0290 (9)	0.0006 (9)	0.0018 (8)	0.0063 (8)
O29	0.0170 (6)	0.0340 (7)	0.0223 (6)	−0.0044 (5)	0.0029 (5)	0.0004 (5)
O28	0.0168 (6)	0.0314 (6)	0.0285 (6)	0.0043 (5)	−0.0032 (5)	0.0000 (5)
O3	0.0402 (8)	0.0241 (6)	0.0175 (5)	−0.0037 (6)	0.0088 (5)	−0.0053 (5)

Geometric parameters (Å, º) top

C1—C2	1.528 (2)	C19—C20	1.535 (2)
C1—C10	1.543 (2)	C19—H19A	0.9900
C1—H1A	0.9900	C19—H19B	0.9900
C1—H1B	0.9900	C20—C29	1.531 (2)
C2—C3	1.522 (2)	C20—C30	1.532 (2)
C2—H2A	0.9900	C20—C21	1.533 (2)
C2—H2B	0.9900	C21—C22	1.532 (2)
C3—O3	1.4265 (19)	C21—H21A	0.9900
C3—C4	1.541 (2)	C21—H21B	0.9900
C3—H3	1.0000	C22—H22A	0.9900
C4—C24	1.535 (2)	C22—H22B	0.9900
C4—C23	1.540 (3)	C23—H23A	0.9800
C4—C5	1.557 (2)	C23—H23B	0.9800
C5—C6	1.530 (2)	C23—H23C	0.9800
C5—C10	1.560 (2)	C24—H24A	0.9800
C5—H5	1.0000	C24—H24B	0.9800
C6—C7	1.532 (2)	C24—H24C	0.9800
C6—H6A	0.9900	C25—H25A	0.9800
C6—H6B	0.9900	C25—H25B	0.9800
C7—C8	1.549 (2)	C25—H25C	0.9800
C7—H7A	0.9900	C26—H26A	0.9800
C7—H7B	0.9900	C26—H26B	0.9800
C8—C26	1.545 (2)	C26—H26C	0.9800
C8—C9	1.556 (2)	C27—H27A	0.9800
C8—C14	1.591 (2)	C27—H27B	0.9800
C9—C11	1.540 (2)	C27—H27C	0.9800
C9—C10	1.572 (2)	C30—H30A	0.9800
C9—H9	1.0000	C30—H30B	0.9800
C10—C25	1.544 (2)	C30—H30C	0.9800
C11—C12	1.507 (2)	C29—H29A	0.9800
C11—H11A	0.9900	C29—H29B	0.9800
C11—H11B	0.9900	C29—H29C	0.9800
C12—C13	1.330 (2)	C28—O28	1.207 (2)
C12—H12	0.9500	C28—O29	1.344 (2)
C13—C18	1.527 (2)	C31—O29	1.452 (2)
C13—C14	1.540 (2)	C31—C32	1.518 (3)
C14—C15	1.549 (2)	C31—H31A	0.9900
C14—C27	1.554 (2)	C31—H31B	0.9900
C15—C16	1.529 (2)	C32—C33	1.524 (3)
C15—H15A	0.9900	C32—C34	1.531 (3)
C15—H15B	0.9900	C32—H32	1.0000
C16—C17	1.536 (2)	C34—H34A	0.9800
C16—H16A	0.9900	C34—H34B	0.9800
C16—H16B	0.9900	C34—H34C	0.9800
C17—C28	1.529 (2)	C33—H33A	0.9800
C17—C18	1.544 (2)	C33—H33B	0.9800
C17—C22	1.554 (2)	C33—H33C	0.9800
C18—C19	1.549 (2)	O3—H3O	0.8400
C18—H18A	1.0000

C2—C1—C10	113.01 (13)	C13—C18—H18A	106.9
C2—C1—H1A	109.0	C17—C18—H18A	106.9
C10—C1—H1A	109.0	C19—C18—H18A	106.9
C2—C1—H1B	109.0	C20—C19—C18	115.41 (14)
C10—C1—H1B	109.0	C20—C19—H19A	108.4
H1A—C1—H1B	107.8	C18—C19—H19A	108.4
C3—C2—C1	110.43 (13)	C20—C19—H19B	108.4
C3—C2—H2A	109.6	C18—C19—H19B	108.4
C1—C2—H2A	109.6	H19A—C19—H19B	107.5
C3—C2—H2B	109.6	C29—C20—C30	108.56 (16)
C1—C2—H2B	109.6	C29—C20—C21	108.67 (15)
H2A—C2—H2B	108.1	C30—C20—C21	110.55 (15)
O3—C3—C2	111.20 (14)	C29—C20—C19	108.81 (14)
O3—C3—C4	108.52 (13)	C30—C20—C19	111.55 (14)
C2—C3—C4	113.33 (14)	C21—C20—C19	108.63 (14)
O3—C3—H3	107.9	C22—C21—C20	112.57 (14)
C2—C3—H3	107.9	C22—C21—H21A	109.1
C4—C3—H3	107.9	C20—C21—H21A	109.1
C24—C4—C23	108.08 (15)	C22—C21—H21B	109.1
C24—C4—C3	111.31 (14)	C20—C21—H21B	109.1
C23—C4—C3	106.76 (14)	H21A—C21—H21B	107.8
C24—C4—C5	113.96 (14)	C21—C22—C17	113.18 (14)
C23—C4—C5	108.62 (13)	C21—C22—H22A	108.9
C3—C4—C5	107.85 (13)	C17—C22—H22A	108.9
C6—C5—C4	114.52 (13)	C21—C22—H22B	108.9
C6—C5—C10	108.88 (13)	C17—C22—H22B	108.9
C4—C5—C10	118.03 (13)	H22A—C22—H22B	107.8
C6—C5—H5	104.6	C4—C23—H23A	109.5
C4—C5—H5	104.6	C4—C23—H23B	109.5
C10—C5—H5	104.6	H23A—C23—H23B	109.5
C5—C6—C7	111.26 (13)	C4—C23—H23C	109.5
C5—C6—H6A	109.4	H23A—C23—H23C	109.5
C7—C6—H6A	109.4	H23B—C23—H23C	109.5
C5—C6—H6B	109.4	C4—C24—H24A	109.5
C7—C6—H6B	109.4	C4—C24—H24B	109.5
H6A—C6—H6B	108.0	H24A—C24—H24B	109.5
C6—C7—C8	115.51 (13)	C4—C24—H24C	109.5
C6—C7—H7A	108.4	H24A—C24—H24C	109.5
C8—C7—H7A	108.4	H24B—C24—H24C	109.5
C6—C7—H7B	108.4	C10—C25—H25A	109.5
C8—C7—H7B	108.4	C10—C25—H25B	109.5
H7A—C7—H7B	107.5	H25A—C25—H25B	109.5
C26—C8—C7	108.54 (13)	C10—C25—H25C	109.5
C26—C8—C9	110.70 (13)	H25A—C25—H25C	109.5
C7—C8—C9	111.03 (12)	H25B—C25—H25C	109.5
C26—C8—C14	109.68 (12)	C8—C26—H26A	109.5
C7—C8—C14	109.32 (12)	C8—C26—H26B	109.5
C9—C8—C14	107.56 (12)	H26A—C26—H26B	109.5
C11—C9—C8	110.15 (13)	C8—C26—H26C	109.5
C11—C9—C10	113.89 (12)	H26A—C26—H26C	109.5
C8—C9—C10	117.36 (12)	H26B—C26—H26C	109.5
C11—C9—H9	104.7	C14—C27—H27A	109.5
C8—C9—H9	104.7	C14—C27—H27B	109.5
C10—C9—H9	104.7	H27A—C27—H27B	109.5
C1—C10—C25	107.12 (13)	C14—C27—H27C	109.5
C1—C10—C5	109.12 (13)	H27A—C27—H27C	109.5
C25—C10—C5	113.58 (13)	H27B—C27—H27C	109.5
C1—C10—C9	107.77 (12)	C20—C30—H30A	109.5
C25—C10—C9	114.14 (13)	C20—C30—H30B	109.5
C5—C10—C9	104.92 (12)	H30A—C30—H30B	109.5
C12—C11—C9	112.51 (13)	C20—C30—H30C	109.5
C12—C11—H11A	109.1	H30A—C30—H30C	109.5
C9—C11—H11A	109.1	H30B—C30—H30C	109.5
C12—C11—H11B	109.1	C20—C29—H29A	109.5
C9—C11—H11B	109.1	C20—C29—H29B	109.5
H11A—C11—H11B	107.8	H29A—C29—H29B	109.5
C13—C12—C11	126.06 (14)	C20—C29—H29C	109.5
C13—C12—H12	117.0	H29A—C29—H29C	109.5
C11—C12—H12	117.0	H29B—C29—H29C	109.5
C12—C13—C18	118.63 (14)	O28—C28—O29	122.95 (16)
C12—C13—C14	121.25 (14)	O28—C28—C17	125.33 (16)
C18—C13—C14	120.10 (13)	O29—C28—C17	111.64 (14)
C13—C14—C15	110.66 (13)	O29—C31—C32	112.24 (15)
C13—C14—C27	108.35 (13)	O29—C31—H31A	109.2
C15—C14—C27	106.91 (13)	C32—C31—H31A	109.2
C13—C14—C8	109.27 (12)	O29—C31—H31B	109.2
C15—C14—C8	109.67 (12)	C32—C31—H31B	109.2
C27—C14—C8	111.96 (12)	H31A—C31—H31B	107.9
C16—C15—C14	114.16 (13)	C31—C32—C33	111.78 (16)
C16—C15—H15A	108.7	C31—C32—C34	108.17 (16)
C14—C15—H15A	108.7	C33—C32—C34	111.40 (17)
C16—C15—H15B	108.7	C31—C32—H32	108.5
C14—C15—H15B	108.7	C33—C32—H32	108.5
H15A—C15—H15B	107.6	C34—C32—H32	108.5
C15—C16—C17	110.50 (13)	C32—C34—H34A	109.5
C15—C16—H16A	109.5	C32—C34—H34B	109.5
C17—C16—H16A	109.5	H34A—C34—H34B	109.5
C15—C16—H16B	109.5	C32—C34—H34C	109.5
C17—C16—H16B	109.5	H34A—C34—H34C	109.5
H16A—C16—H16B	108.1	H34B—C34—H34C	109.5
C28—C17—C16	110.40 (14)	C32—C33—H33A	109.5
C28—C17—C18	109.56 (13)	C32—C33—H33B	109.5
C16—C17—C18	109.76 (12)	H33A—C33—H33B	109.5
C28—C17—C22	104.40 (13)	C32—C33—H33C	109.5
C16—C17—C22	111.70 (13)	H33A—C33—H33C	109.5
C18—C17—C22	110.91 (13)	H33B—C33—H33C	109.5
C13—C18—C17	112.21 (13)	C28—O29—C31	116.49 (14)
C13—C18—C19	111.93 (13)	C3—O3—H3O	109.5
C17—C18—C19	111.56 (13)

C10—C1—C2—C3	−58.12 (18)	C12—C13—C14—C8	−24.5 (2)
C1—C2—C3—O3	−177.38 (14)	C18—C13—C14—C8	157.12 (13)
C1—C2—C3—C4	60.04 (18)	C26—C8—C14—C13	−65.40 (16)
O3—C3—C4—C24	−51.68 (19)	C7—C8—C14—C13	175.71 (13)
C2—C3—C4—C24	72.37 (18)	C9—C8—C14—C13	55.06 (16)
O3—C3—C4—C23	66.05 (17)	C26—C8—C14—C15	56.06 (16)
C2—C3—C4—C23	−169.90 (14)	C7—C8—C14—C15	−62.83 (16)
O3—C3—C4—C5	−177.38 (14)	C9—C8—C14—C15	176.52 (12)
C2—C3—C4—C5	−53.33 (18)	C26—C8—C14—C27	174.56 (13)
C24—C4—C5—C6	54.70 (19)	C7—C8—C14—C27	55.67 (16)
C23—C4—C5—C6	−65.83 (18)	C9—C8—C14—C27	−64.98 (16)
C3—C4—C5—C6	178.82 (14)	C13—C14—C15—C16	−44.07 (18)
C24—C4—C5—C10	−75.52 (18)	C27—C14—C15—C16	73.73 (16)
C23—C4—C5—C10	163.94 (14)	C8—C14—C15—C16	−164.69 (13)
C3—C4—C5—C10	48.60 (18)	C14—C15—C16—C17	58.88 (18)
C4—C5—C6—C7	160.70 (14)	C15—C16—C17—C28	59.54 (17)
C10—C5—C6—C7	−64.73 (17)	C15—C16—C17—C18	−61.33 (17)
C5—C6—C7—C8	51.17 (19)	C15—C16—C17—C22	175.24 (13)
C6—C7—C8—C26	83.03 (17)	C12—C13—C18—C17	140.34 (15)
C6—C7—C8—C9	−38.87 (19)	C14—C13—C18—C17	−41.25 (19)
C6—C7—C8—C14	−157.38 (14)	C12—C13—C18—C19	−93.34 (18)
C26—C8—C9—C11	55.10 (17)	C14—C13—C18—C19	85.07 (17)
C7—C8—C9—C11	175.72 (13)	C28—C17—C18—C13	−69.71 (16)
C14—C8—C9—C11	−64.71 (15)	C16—C17—C18—C13	51.67 (17)
C26—C8—C9—C10	−77.40 (17)	C22—C17—C18—C13	175.57 (13)
C7—C8—C9—C10	43.22 (18)	C28—C17—C18—C19	163.77 (13)
C14—C8—C9—C10	162.79 (13)	C16—C17—C18—C19	−74.85 (16)
C2—C1—C10—C25	−72.83 (17)	C22—C17—C18—C19	49.05 (17)
C2—C1—C10—C5	50.53 (17)	C13—C18—C19—C20	−179.11 (13)
C2—C1—C10—C9	163.94 (13)	C17—C18—C19—C20	−52.43 (18)
C6—C5—C10—C1	179.55 (12)	C18—C19—C20—C29	172.03 (15)
C4—C5—C10—C1	−47.69 (18)	C18—C19—C20—C30	−68.23 (19)
C6—C5—C10—C25	−61.02 (17)	C18—C19—C20—C21	53.88 (19)
C4—C5—C10—C25	71.74 (17)	C29—C20—C21—C22	−172.86 (15)
C6—C5—C10—C9	64.29 (15)	C30—C20—C21—C22	68.09 (19)
C4—C5—C10—C9	−162.94 (13)	C19—C20—C21—C22	−54.62 (19)
C11—C9—C10—C1	57.18 (17)	C20—C21—C22—C17	56.11 (19)
C8—C9—C10—C1	−172.03 (13)	C28—C17—C22—C21	−170.10 (14)
C11—C9—C10—C25	−61.66 (18)	C16—C17—C22—C21	70.60 (18)
C8—C9—C10—C25	69.13 (18)	C18—C17—C22—C21	−52.19 (18)
C11—C9—C10—C5	173.37 (13)	C16—C17—C28—O28	−138.03 (17)
C8—C9—C10—C5	−55.83 (16)	C18—C17—C28—O28	−17.0 (2)
C8—C9—C11—C12	40.89 (18)	C22—C17—C28—O28	101.79 (19)
C10—C9—C11—C12	175.15 (14)	C16—C17—C28—O29	45.18 (17)
C9—C11—C12—C13	−8.7 (2)	C18—C17—C28—O29	166.17 (13)
C11—C12—C13—C18	179.13 (16)	C22—C17—C28—O29	−75.00 (16)
C11—C12—C13—C14	0.7 (3)	O29—C31—C32—C33	62.1 (2)
C12—C13—C14—C15	−145.38 (16)	O29—C31—C32—C34	−174.95 (16)
C18—C13—C14—C15	36.3 (2)	O28—C28—O29—C31	0.3 (2)
C12—C13—C14—C27	97.71 (18)	C17—C28—O29—C31	177.15 (14)
C18—C13—C14—C27	−80.65 (17)	C32—C31—O29—C28	87.33 (19)

(6a_11-oxo-isobutyl-OA) top

Crystal data top

C₃₄H₅₄O₄	D_x = 1.190 Mg m⁻³
M_r = 526.77	Cu Kα radiation, λ = 1.54178 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 10009 reflections
a = 10.3043 (2) Å	θ = 3.7–76.5°
b = 16.1852 (3) Å	µ = 0.59 mm⁻¹
c = 17.6270 (4) Å	T = 130 K
V = 2939.78 (10) Å³	Plate, colourless
Z = 4	0.25 × 0.25 × 0.01 mm
F(000) = 1160

Data collection top

SuperNova, Dual, Cu at zero, Atlas diffractometer	5791 reflections with I > 2σ(I)
Detector resolution: 10.3991 pixels mm^-1	R_int = 0.036
ω scans	θ_max = 76.8°, θ_min = 3.7°
Absorption correction: multi-scan CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −13→11
T_min = 0.712, T_max = 1.000	k = −20→20
24221 measured reflections	l = −21→22
6118 independent reflections

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.036	w = 1/[σ²(F_o²) + (0.0421P)² + 0.6804P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.091	(Δ/σ)_max < 0.001
S = 1.05	Δρ_max = 0.19 e Å⁻³
6118 reflections	Δρ_min = −0.22 e Å⁻³
353 parameters	Absolute structure: Flack x determined using 2402 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
0 restraints	Absolute structure parameter: 0.08 (10)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.6852 (2)	0.20796 (12)	0.42136 (11)	0.0186 (4)
H1A	0.633554	0.257611	0.408582	0.022*
H1B	0.774047	0.226416	0.434483	0.022*
C2	0.6919 (2)	0.15187 (12)	0.35215 (11)	0.0203 (4)
H2A	0.602998	0.135431	0.337029	0.024*
H2B	0.731624	0.182204	0.309273	0.024*
C3	0.7717 (2)	0.07512 (13)	0.36948 (11)	0.0196 (4)
H3	0.860618	0.093455	0.384661	0.023*
C4	0.7153 (2)	0.02319 (13)	0.43493 (11)	0.0194 (4)
C5	0.69564 (18)	0.08131 (12)	0.50440 (11)	0.0165 (4)
H5	0.785412	0.097202	0.520252	0.020*
C6	0.6375 (2)	0.03842 (12)	0.57399 (11)	0.0190 (4)
H6A	0.542592	0.032337	0.567112	0.023*
H6B	0.675382	−0.017501	0.579146	0.023*
C7	0.6645 (2)	0.08820 (12)	0.64604 (10)	0.0186 (4)
H7A	0.758290	0.084343	0.657560	0.022*
H7B	0.617062	0.062072	0.688605	0.022*
C8	0.62670 (18)	0.18024 (12)	0.64303 (10)	0.0155 (4)
C9	0.65624 (18)	0.21815 (11)	0.56292 (10)	0.0155 (4)
H9	0.752931	0.223327	0.561891	0.019*
C10	0.62410 (18)	0.16513 (12)	0.49121 (11)	0.0159 (4)
C11	0.6084 (2)	0.30747 (12)	0.56269 (11)	0.0184 (4)
C12	0.6371 (2)	0.35557 (12)	0.63203 (11)	0.0193 (4)
H12	0.624559	0.413685	0.630189	0.023*
C13	0.67967 (18)	0.32272 (12)	0.69740 (11)	0.0165 (4)
C14	0.70851 (18)	0.23017 (12)	0.70410 (11)	0.0162 (4)
C15	0.6755 (2)	0.19795 (12)	0.78475 (10)	0.0181 (4)
H15A	0.580422	0.190077	0.788467	0.022*
H15B	0.716866	0.143280	0.791794	0.022*
C16	0.71925 (19)	0.25507 (12)	0.84884 (11)	0.0187 (4)
H16A	0.814980	0.260163	0.847995	0.022*
H16B	0.693802	0.230916	0.898246	0.022*
C17	0.65794 (18)	0.34094 (12)	0.84045 (11)	0.0175 (4)
C18	0.70165 (19)	0.38032 (12)	0.76468 (11)	0.0171 (4)
H18	0.645926	0.430075	0.756306	0.020*
C19	0.8438 (2)	0.41093 (13)	0.76856 (11)	0.0197 (4)
H19A	0.901747	0.362240	0.771666	0.024*
H19B	0.864323	0.440339	0.720788	0.024*
C20	0.8742 (2)	0.46853 (13)	0.83547 (12)	0.0217 (4)
C21	0.8328 (2)	0.42576 (13)	0.90920 (11)	0.0221 (4)
H21A	0.888628	0.376810	0.917586	0.027*
H21B	0.846372	0.464146	0.952204	0.027*
C22	0.6908 (2)	0.39844 (13)	0.90805 (11)	0.0214 (4)
H22A	0.634705	0.448035	0.905503	0.026*
H22B	0.670889	0.369240	0.956011	0.026*
C24	0.5917 (2)	−0.02274 (14)	0.41036 (12)	0.0263 (4)
H24A	0.526966	0.017288	0.392770	0.039*
H24B	0.556690	−0.053702	0.453530	0.039*
H24C	0.612580	−0.061075	0.369095	0.039*
C23	0.8191 (2)	−0.04174 (13)	0.45545 (12)	0.0277 (5)
H23A	0.783972	−0.079904	0.493419	0.041*
H23B	0.895785	−0.013911	0.476143	0.041*
H23C	0.843492	−0.072663	0.409826	0.041*
C25	0.4771 (2)	0.15629 (14)	0.47638 (12)	0.0218 (4)
H25A	0.434354	0.209574	0.484920	0.033*
H25B	0.440708	0.114943	0.510976	0.033*
H25C	0.462908	0.138739	0.423816	0.033*
C26	0.85739 (19)	0.21815 (13)	0.69266 (12)	0.0197 (4)
H26A	0.882386	0.238579	0.642404	0.030*
H26B	0.878781	0.159307	0.696626	0.030*
H26C	0.904555	0.248995	0.731752	0.030*
C27	0.47997 (19)	0.18769 (13)	0.66007 (11)	0.0201 (4)
H27A	0.430262	0.164443	0.617751	0.030*
H27B	0.457072	0.246026	0.666593	0.030*
H27C	0.459583	0.157317	0.706667	0.030*
C28	0.50951 (19)	0.33417 (13)	0.84091 (11)	0.0195 (4)
C29	0.8059 (3)	0.55226 (14)	0.82701 (14)	0.0319 (5)
H29A	0.712148	0.543526	0.821996	0.048*
H29B	0.838638	0.580511	0.781724	0.048*
H29C	0.823202	0.586218	0.871911	0.048*
C30	1.0209 (2)	0.48362 (16)	0.83791 (13)	0.0297 (5)
H30A	1.041481	0.520939	0.879999	0.045*
H30B	1.048974	0.508640	0.790022	0.045*
H30C	1.066012	0.430929	0.845267	0.045*
C31	0.3278 (2)	0.27739 (16)	0.90617 (13)	0.0281 (5)
H31A	0.286087	0.330635	0.893119	0.034*
H31B	0.307372	0.264999	0.959864	0.034*
C32	0.2718 (2)	0.20999 (14)	0.85640 (12)	0.0243 (4)
H32	0.294957	0.222316	0.802482	0.029*
C33	0.3254 (3)	0.12524 (15)	0.87664 (13)	0.0318 (5)
H33A	0.420291	0.126182	0.873067	0.048*
H33B	0.290748	0.083977	0.841348	0.048*
H33C	0.299683	0.110965	0.928533	0.048*
C34	0.1237 (2)	0.21252 (17)	0.86402 (16)	0.0356 (6)
H34A	0.099553	0.204671	0.917316	0.053*
H34B	0.085357	0.168366	0.833278	0.053*
H34C	0.091444	0.266134	0.846357	0.053*
O3	0.78407 (17)	0.02354 (10)	0.30414 (8)	0.0281 (3)
H3A	0.823420	0.049368	0.269802	0.042*
O11	0.55098 (17)	0.34051 (10)	0.51014 (9)	0.0282 (4)
O28	0.43730 (15)	0.37021 (10)	0.79850 (9)	0.0266 (3)
O29	0.46790 (14)	0.28549 (10)	0.89762 (8)	0.0251 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0228 (9)	0.0170 (8)	0.0161 (8)	−0.0010 (8)	0.0011 (7)	0.0011 (7)
C2	0.0241 (10)	0.0225 (9)	0.0142 (9)	−0.0015 (8)	0.0011 (7)	0.0014 (7)
C3	0.0213 (9)	0.0209 (9)	0.0165 (9)	−0.0025 (8)	0.0041 (7)	−0.0043 (7)
C4	0.0223 (9)	0.0177 (9)	0.0181 (9)	−0.0021 (8)	0.0019 (7)	−0.0006 (7)
C5	0.0161 (9)	0.0169 (8)	0.0166 (9)	−0.0014 (7)	0.0004 (7)	0.0002 (7)
C6	0.0236 (10)	0.0163 (9)	0.0170 (9)	−0.0030 (8)	0.0013 (7)	0.0004 (7)
C7	0.0247 (10)	0.0169 (9)	0.0143 (9)	−0.0011 (8)	0.0000 (7)	0.0018 (7)
C8	0.0156 (9)	0.0161 (8)	0.0147 (8)	0.0004 (7)	0.0008 (7)	0.0007 (7)
C9	0.0150 (8)	0.0164 (8)	0.0152 (8)	0.0003 (7)	−0.0003 (7)	0.0013 (7)
C10	0.0147 (9)	0.0177 (9)	0.0152 (8)	−0.0008 (7)	0.0003 (7)	−0.0002 (7)
C11	0.0205 (9)	0.0194 (9)	0.0153 (9)	0.0033 (8)	0.0011 (7)	0.0011 (7)
C12	0.0242 (10)	0.0148 (8)	0.0188 (9)	0.0027 (7)	0.0000 (7)	0.0005 (7)
C13	0.0149 (8)	0.0185 (9)	0.0162 (8)	0.0006 (7)	0.0019 (7)	−0.0002 (7)
C14	0.0162 (9)	0.0167 (9)	0.0155 (8)	0.0012 (7)	0.0007 (7)	0.0001 (7)
C15	0.0220 (9)	0.0168 (8)	0.0155 (8)	−0.0003 (8)	−0.0015 (7)	0.0015 (7)
C16	0.0196 (9)	0.0208 (9)	0.0159 (9)	0.0001 (8)	−0.0010 (7)	0.0013 (7)
C17	0.0152 (8)	0.0217 (9)	0.0158 (8)	0.0007 (8)	0.0001 (7)	−0.0021 (7)
C18	0.0187 (9)	0.0159 (8)	0.0165 (8)	0.0015 (8)	−0.0020 (7)	−0.0017 (7)
C19	0.0205 (9)	0.0202 (9)	0.0185 (9)	−0.0028 (8)	0.0021 (8)	0.0008 (7)
C20	0.0229 (10)	0.0209 (10)	0.0214 (9)	−0.0041 (8)	−0.0024 (8)	−0.0015 (8)
C21	0.0213 (10)	0.0262 (10)	0.0187 (9)	−0.0028 (8)	−0.0032 (8)	−0.0037 (8)
C22	0.0208 (10)	0.0261 (10)	0.0174 (9)	−0.0011 (8)	0.0011 (8)	−0.0040 (8)
C24	0.0311 (11)	0.0254 (10)	0.0223 (10)	−0.0112 (9)	0.0032 (8)	−0.0066 (8)
C23	0.0377 (12)	0.0220 (10)	0.0232 (10)	0.0083 (10)	0.0014 (9)	−0.0038 (8)
C25	0.0164 (9)	0.0299 (11)	0.0191 (9)	0.0011 (8)	−0.0014 (7)	−0.0033 (8)
C26	0.0161 (9)	0.0220 (9)	0.0211 (9)	0.0021 (8)	−0.0001 (7)	−0.0020 (8)
C27	0.0170 (9)	0.0252 (10)	0.0181 (9)	−0.0018 (8)	0.0002 (7)	−0.0008 (8)
C28	0.0188 (9)	0.0219 (9)	0.0177 (9)	−0.0012 (8)	0.0002 (7)	−0.0069 (8)
C29	0.0449 (14)	0.0213 (10)	0.0295 (11)	−0.0007 (10)	−0.0053 (10)	−0.0030 (8)
C30	0.0257 (11)	0.0367 (12)	0.0266 (11)	−0.0115 (10)	−0.0012 (9)	−0.0016 (10)
C31	0.0187 (10)	0.0389 (12)	0.0266 (10)	−0.0042 (9)	0.0064 (8)	−0.0060 (9)
C32	0.0220 (10)	0.0288 (11)	0.0222 (10)	−0.0013 (9)	0.0014 (8)	0.0012 (8)
C33	0.0343 (12)	0.0324 (11)	0.0288 (11)	0.0007 (10)	0.0023 (9)	0.0056 (9)
C34	0.0227 (11)	0.0396 (13)	0.0445 (14)	−0.0045 (10)	−0.0030 (10)	0.0024 (11)
O3	0.0415 (9)	0.0247 (8)	0.0180 (7)	−0.0031 (7)	0.0093 (6)	−0.0047 (6)
O11	0.0409 (9)	0.0251 (8)	0.0185 (7)	0.0124 (7)	−0.0060 (6)	0.0001 (6)
O28	0.0192 (7)	0.0320 (8)	0.0286 (8)	0.0035 (6)	−0.0035 (6)	0.0009 (7)
O29	0.0179 (7)	0.0360 (8)	0.0213 (7)	−0.0040 (6)	0.0027 (6)	0.0008 (6)

Geometric parameters (Å, º) top

C1—H1A	0.9900	C19—H19A	0.9900
C1—H1B	0.9900	C19—H19B	0.9900
C1—C2	1.522 (3)	C19—C20	1.536 (3)
C1—C10	1.547 (3)	C20—C21	1.533 (3)
C2—H2A	0.9900	C20—C29	1.534 (3)
C2—H2B	0.9900	C20—C30	1.532 (3)
C2—C3	1.521 (3)	C21—H21A	0.9900
C3—H3	1.0000	C21—H21B	0.9900
C3—C4	1.541 (3)	C21—C22	1.529 (3)
C3—O3	1.428 (2)	C22—H22A	0.9900
C4—C5	1.557 (3)	C22—H22B	0.9900
C4—C24	1.537 (3)	C24—H24A	0.9800
C4—C23	1.543 (3)	C24—H24B	0.9800
C5—H5	1.0000	C24—H24C	0.9800
C5—C6	1.532 (3)	C23—H23A	0.9800
C5—C10	1.561 (3)	C23—H23B	0.9800
C6—H6A	0.9900	C23—H23C	0.9800
C6—H6B	0.9900	C25—H25A	0.9800
C6—C7	1.530 (3)	C25—H25B	0.9800
C7—H7A	0.9900	C25—H25C	0.9800
C7—H7B	0.9900	C26—H26A	0.9800
C7—C8	1.541 (3)	C26—H26B	0.9800
C8—C9	1.569 (2)	C26—H26C	0.9800
C8—C14	1.588 (3)	C27—H27A	0.9800
C8—C27	1.546 (3)	C27—H27B	0.9800
C9—H9	1.0000	C27—H27C	0.9800
C9—C10	1.563 (3)	C28—O28	1.205 (3)
C9—C11	1.527 (3)	C28—O29	1.343 (3)
C10—C25	1.544 (3)	C29—H29A	0.9800
C11—C12	1.479 (3)	C29—H29B	0.9800
C11—O11	1.222 (3)	C29—H29C	0.9800
C12—H12	0.9500	C30—H30A	0.9800
C12—C13	1.343 (3)	C30—H30B	0.9800
C13—C14	1.532 (3)	C30—H30C	0.9800
C13—C18	1.525 (3)	C31—H31A	0.9900
C14—C15	1.552 (3)	C31—H31B	0.9900
C14—C26	1.559 (3)	C31—C32	1.514 (3)
C15—H15A	0.9900	C31—O29	1.458 (2)
C15—H15B	0.9900	C32—H32	1.0000
C15—C16	1.528 (3)	C32—C33	1.521 (3)
C16—H16A	0.9900	C32—C34	1.532 (3)
C16—H16B	0.9900	C33—H33A	0.9800
C16—C17	1.534 (3)	C33—H33B	0.9800
C17—C18	1.547 (3)	C33—H33C	0.9800
C17—C22	1.549 (3)	C34—H34A	0.9800
C17—C28	1.533 (3)	C34—H34B	0.9800
C18—H18	1.0000	C34—H34C	0.9800
C18—C19	1.548 (3)	O3—H3A	0.8400

H1A—C1—H1B	107.8	C17—C18—C19	111.67 (16)
C2—C1—H1A	109.0	C19—C18—H18	107.0
C2—C1—H1B	109.0	C18—C19—H19A	108.5
C2—C1—C10	112.88 (16)	C18—C19—H19B	108.5
C10—C1—H1A	109.0	H19A—C19—H19B	107.5
C10—C1—H1B	109.0	C20—C19—C18	114.88 (17)
C1—C2—H2A	109.5	C20—C19—H19A	108.5
C1—C2—H2B	109.5	C20—C19—H19B	108.5
H2A—C2—H2B	108.1	C21—C20—C19	108.70 (17)
C3—C2—C1	110.51 (16)	C21—C20—C29	110.73 (18)
C3—C2—H2A	109.5	C29—C20—C19	111.61 (17)
C3—C2—H2B	109.5	C30—C20—C19	108.61 (18)
C2—C3—H3	107.9	C30—C20—C21	108.81 (18)
C2—C3—C4	113.08 (16)	C30—C20—C29	108.33 (19)
C4—C3—H3	107.9	C20—C21—H21A	109.1
O3—C3—C2	111.34 (17)	C20—C21—H21B	109.1
O3—C3—H3	107.9	H21A—C21—H21B	107.8
O3—C3—C4	108.58 (15)	C22—C21—C20	112.66 (17)
C3—C4—C5	107.95 (15)	C22—C21—H21A	109.1
C3—C4—C23	106.60 (17)	C22—C21—H21B	109.1
C24—C4—C3	111.42 (16)	C17—C22—H22A	109.0
C24—C4—C5	113.96 (17)	C17—C22—H22B	109.0
C24—C4—C23	108.14 (18)	C21—C22—C17	113.13 (16)
C23—C4—C5	108.49 (16)	C21—C22—H22A	109.0
C4—C5—H5	104.8	C21—C22—H22B	109.0
C4—C5—C10	117.97 (16)	H22A—C22—H22B	107.8
C6—C5—C4	114.00 (15)	C4—C24—H24A	109.5
C6—C5—H5	104.8	C4—C24—H24B	109.5
C6—C5—C10	109.17 (15)	C4—C24—H24C	109.5
C10—C5—H5	104.8	H24A—C24—H24B	109.5
C5—C6—H6A	109.5	H24A—C24—H24C	109.5
C5—C6—H6B	109.5	H24B—C24—H24C	109.5
H6A—C6—H6B	108.1	C4—C23—H23A	109.5
C7—C6—C5	110.80 (15)	C4—C23—H23B	109.5
C7—C6—H6A	109.5	C4—C23—H23C	109.5
C7—C6—H6B	109.5	H23A—C23—H23B	109.5
C6—C7—H7A	108.3	H23A—C23—H23C	109.5
C6—C7—H7B	108.3	H23B—C23—H23C	109.5
C6—C7—C8	115.77 (16)	C10—C25—H25A	109.5
H7A—C7—H7B	107.4	C10—C25—H25B	109.5
C8—C7—H7A	108.3	C10—C25—H25C	109.5
C8—C7—H7B	108.3	H25A—C25—H25B	109.5
C7—C8—C9	111.11 (15)	H25A—C25—H25C	109.5
C7—C8—C14	109.55 (15)	H25B—C25—H25C	109.5
C7—C8—C27	108.39 (16)	C14—C26—H26A	109.5
C9—C8—C14	107.94 (15)	C14—C26—H26B	109.5
C27—C8—C9	109.51 (15)	C14—C26—H26C	109.5
C27—C8—C14	110.35 (15)	H26A—C26—H26B	109.5
C8—C9—H9	104.0	H26A—C26—H26C	109.5
C10—C9—C8	118.15 (15)	H26B—C26—H26C	109.5
C10—C9—H9	104.0	C8—C27—H27A	109.5
C11—C9—C8	108.05 (15)	C8—C27—H27B	109.5
C11—C9—H9	104.0	C8—C27—H27C	109.5
C11—C9—C10	116.68 (15)	H27A—C27—H27B	109.5
C1—C10—C5	108.40 (15)	H27A—C27—H27C	109.5
C1—C10—C9	108.13 (15)	H27B—C27—H27C	109.5
C5—C10—C9	104.86 (14)	O28—C28—C17	125.31 (19)
C25—C10—C1	107.84 (16)	O28—C28—O29	123.26 (19)
C25—C10—C5	114.07 (16)	O29—C28—C17	111.35 (17)
C25—C10—C9	113.31 (16)	C20—C29—H29A	109.5
C12—C11—C9	115.55 (16)	C20—C29—H29B	109.5
O11—C11—C9	124.91 (18)	C20—C29—H29C	109.5
O11—C11—C12	119.53 (18)	H29A—C29—H29B	109.5
C11—C12—H12	117.8	H29A—C29—H29C	109.5
C13—C12—C11	124.49 (18)	H29B—C29—H29C	109.5
C13—C12—H12	117.8	C20—C30—H30A	109.5
C12—C13—C14	121.11 (17)	C20—C30—H30B	109.5
C12—C13—C18	118.28 (17)	C20—C30—H30C	109.5
C18—C13—C14	120.60 (16)	H30A—C30—H30B	109.5
C13—C14—C8	110.03 (15)	H30A—C30—H30C	109.5
C13—C14—C15	110.90 (15)	H30B—C30—H30C	109.5
C13—C14—C26	107.63 (16)	H31A—C31—H31B	107.8
C15—C14—C8	109.48 (15)	C32—C31—H31A	109.1
C15—C14—C26	106.99 (16)	C32—C31—H31B	109.1
C26—C14—C8	111.78 (15)	O29—C31—H31A	109.1
C14—C15—H15A	108.7	O29—C31—H31B	109.1
C14—C15—H15B	108.7	O29—C31—C32	112.48 (18)
H15A—C15—H15B	107.6	C31—C32—H32	108.4
C16—C15—C14	114.16 (16)	C31—C32—C33	112.04 (19)
C16—C15—H15A	108.7	C31—C32—C34	108.0 (2)
C16—C15—H15B	108.7	C33—C32—H32	108.4
C15—C16—H16A	109.5	C33—C32—C34	111.4 (2)
C15—C16—H16B	109.5	C34—C32—H32	108.4
C15—C16—C17	110.83 (16)	C32—C33—H33A	109.5
H16A—C16—H16B	108.1	C32—C33—H33B	109.5
C17—C16—H16A	109.5	C32—C33—H33C	109.5
C17—C16—H16B	109.5	H33A—C33—H33B	109.5
C16—C17—C18	109.67 (15)	H33A—C33—H33C	109.5
C16—C17—C22	112.35 (16)	H33B—C33—H33C	109.5
C18—C17—C22	110.67 (16)	C32—C34—H34A	109.5
C28—C17—C16	110.22 (16)	C32—C34—H34B	109.5
C28—C17—C18	108.92 (16)	C32—C34—H34C	109.5
C28—C17—C22	104.87 (15)	H34A—C34—H34B	109.5
C13—C18—C17	112.10 (16)	H34A—C34—H34C	109.5
C13—C18—H18	107.0	H34B—C34—H34C	109.5
C13—C18—C19	111.74 (16)	C3—O3—H3A	109.5
C17—C18—H18	107.0	C28—O29—C31	116.48 (17)

C1—C2—C3—C4	60.1 (2)	C14—C8—C9—C11	−63.48 (18)
C1—C2—C3—O3	−177.29 (16)	C14—C13—C18—C17	−40.7 (2)
C2—C1—C10—C5	51.6 (2)	C14—C13—C18—C19	85.5 (2)
C2—C1—C10—C9	164.79 (16)	C14—C15—C16—C17	58.3 (2)
C2—C1—C10—C25	−72.3 (2)	C15—C16—C17—C18	−61.3 (2)
C2—C3—C4—C5	−53.0 (2)	C15—C16—C17—C22	175.19 (16)
C2—C3—C4—C24	72.8 (2)	C15—C16—C17—C28	58.6 (2)
C2—C3—C4—C23	−169.41 (16)	C16—C17—C18—C13	51.4 (2)
C3—C4—C5—C6	178.98 (16)	C16—C17—C18—C19	−74.87 (19)
C3—C4—C5—C10	48.9 (2)	C16—C17—C22—C21	70.6 (2)
C4—C5—C6—C7	160.10 (16)	C16—C17—C28—O28	−136.2 (2)
C4—C5—C10—C1	−48.4 (2)	C16—C17—C28—O29	46.9 (2)
C4—C5—C10—C9	−163.75 (16)	C17—C18—C19—C20	−52.8 (2)
C4—C5—C10—C25	71.7 (2)	C17—C28—O29—C31	177.17 (17)
C5—C6—C7—C8	51.7 (2)	C18—C13—C14—C8	156.63 (16)
C6—C5—C10—C1	179.33 (15)	C18—C13—C14—C15	35.4 (2)
C6—C5—C10—C9	64.01 (18)	C18—C13—C14—C26	−81.4 (2)
C6—C5—C10—C25	−60.5 (2)	C18—C17—C22—C21	−52.4 (2)
C6—C7—C8—C9	−37.9 (2)	C18—C17—C28—O28	−15.8 (3)
C6—C7—C8—C14	−157.11 (16)	C18—C17—C28—O29	167.22 (15)
C6—C7—C8—C27	82.4 (2)	C18—C19—C20—C21	54.0 (2)
C7—C8—C9—C10	41.2 (2)	C18—C19—C20—C29	−68.4 (2)
C7—C8—C9—C11	176.38 (16)	C18—C19—C20—C30	172.25 (18)
C7—C8—C14—C13	175.57 (15)	C19—C20—C21—C22	−54.8 (2)
C7—C8—C14—C15	−62.31 (19)	C20—C21—C22—C17	56.2 (2)
C7—C8—C14—C26	56.0 (2)	C22—C17—C18—C13	175.90 (16)
C8—C9—C10—C1	−169.31 (16)	C22—C17—C18—C19	49.6 (2)
C8—C9—C10—C5	−53.8 (2)	C22—C17—C28—O28	102.6 (2)
C8—C9—C10—C25	71.2 (2)	C22—C17—C28—O29	−74.3 (2)
C8—C9—C11—C12	42.5 (2)	C24—C4—C5—C6	54.7 (2)
C8—C9—C11—O11	−138.3 (2)	C24—C4—C5—C10	−75.4 (2)
C8—C14—C15—C16	−164.58 (16)	C23—C4—C5—C6	−65.9 (2)
C9—C8—C14—C13	54.47 (19)	C23—C4—C5—C10	164.08 (17)
C9—C8—C14—C15	176.58 (15)	C26—C14—C15—C16	74.1 (2)
C9—C8—C14—C26	−65.06 (19)	C27—C8—C9—C10	−78.6 (2)
C9—C11—C12—C13	−12.2 (3)	C27—C8—C9—C11	56.68 (19)
C10—C1—C2—C3	−59.2 (2)	C27—C8—C14—C13	−65.2 (2)
C10—C5—C6—C7	−65.6 (2)	C27—C8—C14—C15	57.0 (2)
C10—C9—C11—C12	178.46 (17)	C27—C8—C14—C26	175.31 (16)
C10—C9—C11—O11	−2.3 (3)	C28—C17—C18—C13	−69.3 (2)
C11—C9—C10—C1	59.2 (2)	C28—C17—C18—C19	164.43 (16)
C11—C9—C10—C5	174.72 (15)	C28—C17—C22—C21	−169.71 (17)
C11—C9—C10—C25	−60.3 (2)	C29—C20—C21—C22	68.1 (2)
C11—C12—C13—C14	2.9 (3)	C30—C20—C21—C22	−172.90 (18)
C11—C12—C13—C18	−178.46 (18)	C32—C31—O29—C28	86.0 (2)
C12—C13—C14—C8	−24.7 (3)	O3—C3—C4—C5	−177.12 (16)
C12—C13—C14—C15	−146.01 (19)	O3—C3—C4—C24	−51.3 (2)
C12—C13—C14—C26	97.3 (2)	O3—C3—C4—C23	66.5 (2)
C12—C13—C18—C17	140.63 (18)	O11—C11—C12—C13	168.4 (2)
C12—C13—C18—C19	−93.1 (2)	O28—C28—O29—C31	0.2 (3)
C13—C14—C15—C16	−43.0 (2)	O29—C31—C32—C33	62.3 (2)
C13—C18—C19—C20	−179.31 (16)	O29—C31—C32—C34	−174.59 (19)
C14—C8—C9—C10	161.29 (15)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O28ⁱ	0.84	2.13	2.954 (2)	168

Symmetry code: (i) x+1/2, −y+1/2, −z+1.

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