A cocrystal of friedelan-3β-ol and friedelin (0.75/0.25)

Fun, H.-K.; Boonnak, N.; Chantrapromma, S.

doi:10.1107/S1600536807013979

Buy article online - an online subscription or single-article purchase is required to access this article.

A cocrystal of friedelan-3β-ol and friedelin (0.75/0.25)

H.-K. Fun, N. Boonnak and S. Chantrapromma

The title cocrystal, 0.75C₃₀H₅₁O·0.25C₃₀H₅₀O, is a disordered mixture of two compounds, viz friedelan-3β-ol and friedelin, which were isolated from Artocarpus altilis. The compound crystallizes with two disordered molecules in the asymmetric unit. In both components, three of the five cyclohexane rings adopt chair conformations, one adopts a twist-boat conformation and the fifth is in a boat conformation.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807013979/ci2308sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807013979/ci2308Isup2.hkl Contains datablock I

CCDC reference: 643638

checkCIF report

Key indicators

Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.003 Å
Disorder in main residue
R factor = 0.053
wR factor = 0.145
Data-to-parameter ratio = 14.2

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor      >O1AA   -  >H1AO   ...          ?

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)         200 Deg.
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       4.00 Ratio
PLAT301_ALERT_3_C Main Residue  Disorder .........................       3.00 Perc.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          6

Alert level G
FORMU01_ALERT_1_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and _chemical_formula_moiety. This is
            usually due to the moiety formula being in the wrong format.
            Atom count from _chemical_formula_sum:   C30 H51.5 O1
            Atom count from _chemical_formula_moiety:C30 H50.75 O1
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           31.89
           From the CIF: _reflns_number_total               8489
           Count of symmetry unique reflns         8572
           Completeness (_total/calc)             99.03%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured         0
           Fraction of Friedel pairs measured     0.000
           Are heavy atom types Z>Si present         no
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C3A    = .          S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C4A    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C4B    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C5A    = .          S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C5B    = .          S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C8A    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C8B    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C9A    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C9B    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C12A   = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C12B   = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C17A   = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C17B   = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C18A   = .          S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C18B   = .          S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C21A   = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C21B   = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C22A   = .          S
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C22B   = .          S

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
  21 ALERT level G = General alerts; check

  25 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).

Friedelan-3β-ol–friedelin co-crystal (0.75/0.25) top

Crystal data top

0.75C₃₀H₅₁O·0.25C₃₀H₅₀O	Z = 2
M_r = 428.16	F(000) = 479
Triclinic, P1	D_x = 1.140 Mg m⁻³
Hall symbol: P 1	Melting point = 536–538 K
a = 6.3422 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.3709 (4) Å	Cell parameters from 8489 reflections
c = 29.5443 (16) Å	θ = 0.7–31.9°
α = 90.843 (2)°	µ = 0.07 mm⁻¹
β = 91.334 (2)°	T = 100 K
γ = 115.372 (2)°	Plate, colourless
V = 1247.11 (11) Å³	0.60 × 0.57 × 0.23 mm

Data collection top

Bruker SMART APEX2 CCD area-detector diffractometer	8489 independent reflections
Radiation source: fine-focus sealed tube	8070 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.038
Detector resolution: 8.33 pixels mm^-1	θ_max = 31.9°, θ_min = 0.7°
ω scans	h = −9→9
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −10→10
T_min = 0.961, T_max = 0.985	l = −43→43
34607 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.145	H-atom parameters constrained
S = 1.13	w = 1/[σ²(F_o²) + (0.0753P)² + 0.4863P] where P = (F_o² + 2F_c²)/3
8489 reflections	(Δ/σ)_max = 0.001
597 parameters	Δρ_max = 0.52 e Å⁻³
3 restraints	Δρ_min = −0.31 e Å⁻³

Special details top

Experimental. The data were collected with the Oxford Cyrosystem Cobra low-temperature attachment.

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
O1AA	0.4281 (5)	0.3261 (4)	0.14307 (8)	0.0259 (5)	0.80
H1AO	0.3548	0.2244	0.1274	0.048 (16)*	0.80
O1AB	0.306 (2)	0.3252 (15)	0.1338 (3)	0.0211 (19)	0.20
C1A	0.4557 (4)	0.2226 (3)	0.24314 (8)	0.0152 (4)
H1A	0.5841	0.2216	0.2261	0.018*
H1B	0.4163	0.1199	0.2657	0.018*
C2A	0.2452 (4)	0.1754 (4)	0.21127 (9)	0.0205 (5)
H2A	0.1116	0.1591	0.2290	0.025*
H2B	0.2081	0.0493	0.1951	0.025*
C3A	0.2880 (4)	0.3397 (4)	0.17708 (8)	0.0197 (4)
H3A	0.1363	0.3131	0.1628	0.024*	0.80
C4A	0.3819 (4)	0.5490 (3)	0.19939 (7)	0.0130 (4)
H4A	0.2590	0.5459	0.2193	0.016*
C5A	0.6014 (3)	0.5987 (3)	0.23117 (7)	0.0101 (3)
C6A	0.6584 (4)	0.8000 (3)	0.25620 (7)	0.0122 (4)
H6A	0.7229	0.9079	0.2350	0.015*
H6B	0.5147	0.7992	0.2670	0.015*
C7A	0.8314 (4)	0.8431 (3)	0.29643 (7)	0.0129 (4)
H7A	0.8583	0.9703	0.3110	0.015*
H7B	0.9794	0.8531	0.2858	0.015*
C8A	0.7347 (3)	0.6746 (3)	0.33069 (7)	0.0097 (3)
H8A	0.5750	0.6575	0.3356	0.012*
C9A	0.8590 (4)	0.7320 (3)	0.37863 (7)	0.0100 (3)
C10A	0.8457 (4)	0.9239 (3)	0.39715 (7)	0.0147 (4)
H10A	0.9797	1.0395	0.3868	0.018*
H10B	0.7071	0.9293	0.3839	0.018*
C11A	0.8387 (4)	0.9439 (3)	0.44918 (8)	0.0155 (4)
H11A	0.9256	1.0848	0.4577	0.019*
H11B	0.6777	0.9057	0.4569	0.019*
C12A	0.9337 (4)	0.8228 (3)	0.47887 (7)	0.0137 (4)
C13A	0.8262 (4)	0.8042 (4)	0.52593 (8)	0.0169 (4)
H13A	0.8642	0.9375	0.5383	0.020*
H13B	0.6576	0.7335	0.5225	0.020*
C14A	0.9140 (5)	0.6922 (4)	0.55923 (8)	0.0187 (4)
H14A	0.8356	0.6791	0.5876	0.022*
H14B	1.0800	0.7707	0.5653	0.022*
C15A	0.8703 (4)	0.4785 (3)	0.54073 (7)	0.0137 (4)
C16A	0.7496 (4)	0.4413 (3)	0.49331 (7)	0.0140 (4)
H16A	0.5921	0.4286	0.4966	0.017*
H16B	0.7376	0.3142	0.4812	0.017*
C17A	0.8727 (4)	0.6055 (3)	0.45845 (7)	0.0115 (3)
H17A	1.0219	0.6013	0.4524	0.014*
C18A	0.7301 (3)	0.5558 (3)	0.41200 (7)	0.0099 (3)
C19A	0.7161 (4)	0.3580 (3)	0.39077 (7)	0.0113 (3)
H19A	0.8732	0.3688	0.3880	0.014*
H19B	0.6341	0.2491	0.4110	0.014*
C20A	0.5912 (4)	0.3060 (3)	0.34382 (7)	0.0118 (3)
H20A	0.4303	0.2839	0.3471	0.014*
H20B	0.5901	0.1813	0.3325	0.014*
C21A	0.7047 (3)	0.4700 (3)	0.30840 (7)	0.0101 (3)
C22A	0.5315 (3)	0.4289 (3)	0.26676 (7)	0.0105 (3)
H22A	0.3884	0.4243	0.2797	0.013*
C23A	0.4072 (4)	0.7070 (4)	0.16432 (8)	0.0182 (4)
H23A	0.2641	0.6648	0.1467	0.027*
H23B	0.5319	0.7223	0.1447	0.027*
H23C	0.4414	0.8330	0.1795	0.027*
C24A	0.8124 (4)	0.6216 (3)	0.20290 (8)	0.0147 (4)
H24A	0.9519	0.6761	0.2218	0.022*
H24B	0.8276	0.7105	0.1785	0.022*
H24C	0.7892	0.4926	0.1908	0.022*
C25A	1.1185 (4)	0.7763 (3)	0.37467 (7)	0.0141 (4)
H25A	1.1854	0.8695	0.3509	0.021*
H25B	1.1310	0.6537	0.3678	0.021*
H25C	1.2005	0.8333	0.4028	0.021*
C26A	1.2005 (4)	0.9480 (4)	0.48566 (8)	0.0177 (4)
H26A	1.2305	1.0594	0.5061	0.027*
H26B	1.2675	0.9971	0.4570	0.027*
H26C	1.2688	0.8651	0.4981	0.027*
C27A	1.1007 (4)	0.4575 (4)	0.53861 (8)	0.0196 (4)
H27A	1.0695	0.3246	0.5278	0.029*
H27B	1.1734	0.4802	0.5683	0.029*
H27C	1.2030	0.5544	0.5184	0.029*
C28A	0.7094 (5)	0.3187 (4)	0.57216 (8)	0.0224 (5)
H28A	0.6776	0.1877	0.5600	0.034*
H28B	0.5656	0.3314	0.5746	0.034*
H28C	0.7840	0.3367	0.6016	0.034*
C29A	0.4764 (4)	0.5241 (3)	0.41954 (8)	0.0139 (4)
H29A	0.4048	0.5327	0.3912	0.021*
H29B	0.4770	0.6258	0.4403	0.021*
H29C	0.3897	0.3940	0.4319	0.021*
C30A	0.9332 (4)	0.4610 (3)	0.29455 (8)	0.0142 (4)
H30A	0.8998	0.3623	0.2706	0.021*
H30B	1.0019	0.4251	0.3202	0.021*
H30C	1.0401	0.5901	0.2843	0.021*
O1BA	0.2413 (6)	0.9549 (4)	1.08971 (9)	0.0239 (6)	0.70
H1BO	0.2708	1.0558	1.1055	0.030 (14)*	0.70
O1BB	0.1181 (15)	0.9536 (10)	1.0985 (2)	0.0243 (13)	0.30
C1B	0.3458 (4)	1.0554 (3)	0.98947 (7)	0.0146 (4)
H1C	0.4796	1.0559	1.0062	0.018*
H1D	0.4027	1.1581	0.9669	0.018*
C2B	0.1906 (5)	1.1029 (4)	1.02199 (9)	0.0207 (5)
H2C	0.2838	1.2286	1.0382	0.025*
H2D	0.0690	1.1201	1.0046	0.025*
C3B	0.0784 (5)	0.9392 (4)	1.05599 (8)	0.0203 (4)
H3B	−0.0427	0.9667	1.0705	0.024*	0.70
C4B	−0.0440 (4)	0.7308 (3)	1.03360 (7)	0.0134 (4)
H4B	−0.1678	0.7353	1.0138	0.016*
C5B	0.1174 (4)	0.6802 (3)	1.00174 (7)	0.0111 (3)
C6B	−0.0325 (4)	0.4787 (3)	0.97671 (7)	0.0120 (4)
H6C	−0.0706	0.3710	0.9980	0.014*
H6D	−0.1777	0.4800	0.9661	0.014*
C7B	0.0862 (4)	0.4342 (3)	0.93638 (7)	0.0125 (4)
H7C	−0.0181	0.3072	0.9219	0.015*
H7D	0.2264	0.4234	0.9468	0.015*
C8B	0.1497 (3)	0.6033 (3)	0.90211 (7)	0.0102 (3)
H8B	0.0062	0.6212	0.8976	0.012*
C9B	0.2039 (3)	0.5477 (3)	0.85388 (7)	0.0099 (3)
C10B	−0.0073 (4)	0.3537 (3)	0.83590 (7)	0.0143 (4)
H10C	0.0157	0.2385	0.8459	0.017*
H10D	−0.1472	0.3478	0.8498	0.017*
C11B	−0.0503 (4)	0.3339 (3)	0.78380 (8)	0.0154 (4)
H11C	−0.1069	0.1930	0.7752	0.019*
H11D	−0.1749	0.3730	0.7767	0.019*
C12B	0.1568 (4)	0.4547 (3)	0.75369 (7)	0.0129 (4)
C13B	0.0536 (4)	0.4750 (4)	0.70699 (8)	0.0169 (4)
H13C	−0.0456	0.3420	0.6946	0.020*
H13D	−0.0429	0.5461	0.7111	0.020*
C14B	0.2418 (4)	0.5866 (4)	0.67320 (8)	0.0194 (4)
H14C	0.1674	0.6012	0.6453	0.023*
H14D	0.3258	0.5069	0.6662	0.023*
C15B	0.4186 (4)	0.7978 (4)	0.69116 (8)	0.0159 (4)
C16B	0.3527 (4)	0.8359 (3)	0.73916 (7)	0.0139 (4)
H16C	0.2086	0.8515	0.7367	0.017*
H16D	0.4732	0.9621	0.7510	0.017*
C17B	0.3201 (4)	0.6723 (3)	0.77392 (7)	0.0107 (3)
H17B	0.4744	0.6751	0.7795	0.013*
C18B	0.2418 (3)	0.7226 (3)	0.82037 (7)	0.0093 (3)
C19B	0.4314 (4)	0.9192 (3)	0.84166 (7)	0.0119 (4)
H19C	0.5777	0.9072	0.8440	0.014*
H19D	0.4535	1.0287	0.8217	0.014*
C20B	0.3724 (4)	0.9717 (3)	0.88893 (7)	0.0121 (4)
H20C	0.2340	0.9959	0.8862	0.015*
H20D	0.4999	1.0952	0.9002	0.015*
C21B	0.3296 (3)	0.8070 (3)	0.92378 (7)	0.0096 (3)
C22B	0.2087 (4)	0.8492 (3)	0.96592 (7)	0.0109 (3)
H22B	0.0675	0.8547	0.9533	0.013*
C23B	−0.1693 (4)	0.5724 (4)	1.06892 (8)	0.0178 (4)
H23D	−0.2752	0.6099	1.0849	0.027*
H23E	−0.0561	0.5644	1.0900	0.027*
H23F	−0.2547	0.4441	1.0539	0.027*
C24B	0.3134 (4)	0.6570 (4)	1.02983 (7)	0.0149 (4)
H24D	0.2471	0.5733	1.0551	0.022*
H24E	0.4257	0.7868	1.0406	0.022*
H24F	0.3889	0.5965	1.0111	0.022*
C25B	0.4180 (4)	0.5004 (3)	0.85727 (8)	0.0138 (4)
H25D	0.3978	0.4081	0.8812	0.021*
H25E	0.5559	0.6223	0.8636	0.021*
H25F	0.4336	0.4414	0.8291	0.021*
C26B	0.2962 (4)	0.3294 (4)	0.74570 (8)	0.0187 (4)
H26D	0.2117	0.2218	0.7243	0.028*
H26E	0.3176	0.2748	0.7738	0.028*
H26F	0.4458	0.4138	0.7340	0.028*
C27B	0.4054 (5)	0.9591 (4)	0.66035 (8)	0.0231 (5)
H27D	0.5102	1.0898	0.6721	0.035*
H27E	0.2488	0.9478	0.6594	0.035*
H27F	0.4489	0.9404	0.6303	0.035*
C28B	0.6687 (4)	0.8169 (4)	0.69147 (9)	0.0212 (5)
H28D	0.7756	0.9519	0.7001	0.032*
H28E	0.7037	0.7853	0.6618	0.032*
H28F	0.6838	0.7255	0.7127	0.032*
C29B	0.0185 (4)	0.7567 (4)	0.81372 (8)	0.0143 (4)
H29D	0.0609	0.8920	0.8046	0.021*
H29E	−0.0618	0.7347	0.8417	0.021*
H29F	−0.0819	0.6646	0.7908	0.021*
C30B	0.5706 (4)	0.8160 (3)	0.93755 (8)	0.0145 (4)
H30D	0.6704	0.8548	0.9121	0.022*
H30E	0.5517	0.6862	0.9472	0.022*
H30F	0.6395	0.9126	0.9620	0.022*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1AA	0.0357 (14)	0.0225 (13)	0.0146 (11)	0.0074 (11)	0.0068 (10)	−0.0030 (9)
O1AB	0.034 (5)	0.019 (4)	0.013 (4)	0.015 (4)	−0.011 (4)	−0.003 (3)
C1A	0.0180 (10)	0.0119 (10)	0.0138 (9)	0.0047 (8)	0.0008 (7)	−0.0008 (7)
C2A	0.0205 (11)	0.0127 (10)	0.0213 (11)	0.0007 (8)	−0.0037 (8)	0.0003 (8)
C3A	0.0223 (11)	0.0184 (11)	0.0141 (10)	0.0047 (9)	−0.0014 (8)	−0.0013 (8)
C4A	0.0130 (9)	0.0146 (10)	0.0111 (8)	0.0056 (7)	0.0002 (7)	0.0002 (7)
C5A	0.0110 (8)	0.0104 (9)	0.0092 (8)	0.0047 (7)	0.0020 (6)	0.0005 (6)
C6A	0.0163 (9)	0.0099 (9)	0.0110 (8)	0.0061 (7)	−0.0004 (7)	0.0013 (7)
C7A	0.0158 (9)	0.0091 (9)	0.0115 (8)	0.0031 (7)	0.0002 (7)	0.0009 (7)
C8A	0.0109 (8)	0.0066 (8)	0.0107 (8)	0.0031 (7)	−0.0004 (6)	−0.0003 (6)
C9A	0.0113 (8)	0.0093 (9)	0.0089 (8)	0.0041 (7)	0.0000 (6)	0.0000 (6)
C10A	0.0207 (10)	0.0108 (9)	0.0131 (9)	0.0073 (8)	−0.0015 (7)	−0.0014 (7)
C11A	0.0208 (10)	0.0121 (9)	0.0165 (9)	0.0100 (8)	−0.0003 (7)	−0.0030 (7)
C12A	0.0158 (9)	0.0108 (9)	0.0148 (9)	0.0060 (8)	0.0001 (7)	−0.0017 (7)
C13A	0.0221 (10)	0.0162 (10)	0.0142 (9)	0.0099 (9)	0.0021 (8)	−0.0024 (7)
C14A	0.0255 (11)	0.0182 (11)	0.0116 (9)	0.0088 (9)	0.0002 (8)	−0.0020 (8)
C15A	0.0169 (9)	0.0136 (10)	0.0098 (8)	0.0056 (8)	0.0001 (7)	0.0001 (7)
C16A	0.0169 (9)	0.0106 (9)	0.0130 (9)	0.0045 (7)	0.0004 (7)	0.0004 (7)
C17A	0.0117 (8)	0.0104 (9)	0.0122 (8)	0.0045 (7)	0.0004 (6)	−0.0002 (7)
C18A	0.0096 (8)	0.0090 (8)	0.0108 (8)	0.0037 (7)	0.0005 (6)	0.0004 (6)
C19A	0.0140 (9)	0.0096 (9)	0.0108 (8)	0.0055 (7)	0.0010 (6)	0.0002 (7)
C20A	0.0149 (9)	0.0078 (8)	0.0123 (8)	0.0045 (7)	0.0005 (7)	−0.0001 (6)
C21A	0.0090 (8)	0.0084 (8)	0.0125 (8)	0.0034 (7)	0.0006 (6)	0.0006 (6)
C22A	0.0108 (8)	0.0093 (9)	0.0105 (8)	0.0034 (7)	0.0007 (6)	−0.0011 (6)
C23A	0.0225 (11)	0.0214 (11)	0.0116 (9)	0.0103 (9)	−0.0021 (8)	0.0000 (8)
C24A	0.0150 (9)	0.0141 (10)	0.0157 (9)	0.0066 (8)	0.0050 (7)	0.0018 (7)
C25A	0.0122 (9)	0.0150 (10)	0.0136 (9)	0.0046 (7)	−0.0007 (7)	0.0002 (7)
C26A	0.0160 (10)	0.0149 (10)	0.0176 (10)	0.0025 (8)	−0.0010 (8)	−0.0017 (8)
C27A	0.0209 (11)	0.0224 (12)	0.0157 (10)	0.0097 (9)	−0.0021 (8)	0.0008 (8)
C28A	0.0282 (12)	0.0199 (12)	0.0155 (10)	0.0065 (10)	0.0027 (9)	0.0052 (8)
C29A	0.0116 (8)	0.0152 (10)	0.0149 (9)	0.0058 (7)	0.0009 (7)	0.0004 (7)
C30A	0.0156 (9)	0.0158 (10)	0.0144 (9)	0.0097 (8)	0.0018 (7)	0.0015 (7)
O1BA	0.0372 (17)	0.0206 (14)	0.0117 (11)	0.0107 (12)	−0.0081 (11)	−0.0034 (9)
O1BB	0.039 (4)	0.017 (3)	0.012 (3)	0.008 (3)	0.002 (3)	−0.003 (2)
C1B	0.0190 (10)	0.0093 (9)	0.0135 (9)	0.0044 (8)	−0.0011 (7)	−0.0016 (7)
C2B	0.0314 (13)	0.0133 (10)	0.0202 (11)	0.0121 (9)	0.0058 (9)	−0.0011 (8)
C3B	0.0271 (12)	0.0181 (11)	0.0153 (10)	0.0093 (9)	0.0045 (8)	−0.0022 (8)
C4B	0.0140 (9)	0.0171 (10)	0.0096 (8)	0.0073 (8)	0.0008 (7)	0.0003 (7)
C5B	0.0112 (8)	0.0122 (9)	0.0096 (8)	0.0047 (7)	−0.0002 (6)	0.0004 (7)
C6B	0.0121 (8)	0.0097 (9)	0.0122 (8)	0.0027 (7)	0.0002 (6)	0.0000 (7)
C7B	0.0158 (9)	0.0083 (9)	0.0117 (8)	0.0033 (7)	0.0020 (7)	0.0002 (7)
C8B	0.0096 (8)	0.0090 (9)	0.0120 (8)	0.0040 (7)	0.0004 (6)	0.0009 (7)
C9B	0.0083 (8)	0.0089 (9)	0.0109 (8)	0.0023 (7)	0.0007 (6)	−0.0003 (6)
C10B	0.0138 (9)	0.0099 (9)	0.0137 (9)	−0.0001 (7)	0.0000 (7)	−0.0002 (7)
C11B	0.0131 (9)	0.0138 (10)	0.0140 (9)	0.0008 (7)	−0.0001 (7)	−0.0019 (7)
C12B	0.0136 (9)	0.0103 (9)	0.0118 (8)	0.0022 (7)	0.0017 (7)	−0.0007 (7)
C13B	0.0178 (10)	0.0150 (10)	0.0134 (9)	0.0030 (8)	−0.0019 (7)	−0.0019 (7)
C14B	0.0229 (11)	0.0165 (11)	0.0134 (9)	0.0033 (9)	0.0006 (8)	−0.0023 (8)
C15B	0.0179 (10)	0.0148 (10)	0.0124 (9)	0.0046 (8)	0.0019 (7)	−0.0016 (7)
C16B	0.0169 (9)	0.0122 (9)	0.0111 (8)	0.0047 (8)	0.0025 (7)	0.0003 (7)
C17B	0.0107 (8)	0.0108 (9)	0.0095 (8)	0.0035 (7)	0.0000 (6)	−0.0003 (6)
C18B	0.0086 (8)	0.0089 (8)	0.0095 (8)	0.0029 (7)	−0.0004 (6)	−0.0015 (6)
C19B	0.0123 (8)	0.0102 (9)	0.0109 (8)	0.0027 (7)	0.0009 (6)	−0.0002 (7)
C20B	0.0143 (9)	0.0093 (9)	0.0120 (8)	0.0044 (7)	0.0011 (7)	0.0003 (7)
C21B	0.0107 (8)	0.0083 (8)	0.0100 (8)	0.0044 (7)	−0.0004 (6)	0.0001 (6)
C22B	0.0125 (8)	0.0101 (9)	0.0110 (8)	0.0056 (7)	−0.0011 (6)	−0.0001 (6)
C23B	0.0196 (10)	0.0193 (11)	0.0135 (9)	0.0073 (9)	0.0049 (7)	0.0016 (8)
C24B	0.0157 (9)	0.0175 (10)	0.0123 (9)	0.0079 (8)	−0.0023 (7)	0.0005 (7)
C25B	0.0130 (9)	0.0150 (10)	0.0159 (9)	0.0082 (8)	0.0025 (7)	0.0014 (7)
C26B	0.0231 (11)	0.0140 (10)	0.0189 (10)	0.0078 (9)	0.0017 (8)	−0.0023 (8)
C27B	0.0314 (13)	0.0198 (12)	0.0146 (10)	0.0075 (10)	0.0015 (9)	0.0029 (8)
C28B	0.0180 (10)	0.0237 (12)	0.0194 (10)	0.0064 (9)	0.0058 (8)	−0.0023 (9)
C29B	0.0127 (9)	0.0166 (10)	0.0142 (9)	0.0066 (8)	0.0009 (7)	0.0019 (7)
C30B	0.0097 (8)	0.0149 (10)	0.0173 (10)	0.0040 (7)	−0.0013 (7)	−0.0017 (8)

Geometric parameters (Å, º) top

O1AA—C3A	1.387 (4)	O1BA—C3B	1.385 (4)
O1AA—H1AO	0.82	O1BA—H1BO	0.82
O1AB—C3A	1.293 (9)	O1BB—C3B	1.269 (7)
C1A—C2A	1.524 (3)	C1B—C2B	1.531 (3)
C1A—C22A	1.535 (3)	C1B—C22B	1.536 (3)
C1A—H1A	0.97	C1B—H1C	0.97
C1A—H1B	0.97	C1B—H1D	0.97
C2A—C3A	1.526 (3)	C2B—C3B	1.518 (4)
C2A—H2A	0.97	C2B—H2C	0.97
C2A—H2B	0.97	C2B—H2D	0.97
C3A—C4A	1.527 (3)	C3B—C4B	1.524 (3)
C3A—H3A	0.98	C3B—H3B	0.98
C4A—C23A	1.530 (3)	C4B—C23B	1.537 (3)
C4A—C5A	1.564 (3)	C4B—C5B	1.560 (3)
C4A—H4A	0.98	C4B—H4B	0.98
C5A—C6A	1.541 (3)	C5B—C6B	1.543 (3)
C5A—C24A	1.542 (3)	C5B—C24B	1.550 (3)
C5A—C22A	1.566 (3)	C5B—C22B	1.567 (3)
C6A—C7A	1.532 (3)	C6B—C7B	1.528 (3)
C6A—H6A	0.97	C6B—H6C	0.97
C6A—H6B	0.97	C6B—H6D	0.97
C7A—C8A	1.535 (3)	C7B—C8B	1.538 (3)
C7A—H7A	0.97	C7B—H7C	0.97
C7A—H7B	0.97	C7B—H7D	0.97
C8A—C9A	1.566 (3)	C8B—C21B	1.561 (3)
C8A—C21A	1.569 (3)	C8B—C9B	1.563 (3)
C8A—H8A	0.98	C8B—H8B	0.98
C9A—C25A	1.542 (3)	C9B—C25B	1.541 (3)
C9A—C10A	1.546 (3)	C9B—C10B	1.557 (3)
C9A—C18A	1.579 (3)	C9B—C18B	1.576 (3)
C10A—C11A	1.546 (3)	C10B—C11B	1.550 (3)
C10A—H10A	0.97	C10B—H10C	0.97
C10A—H10B	0.97	C10B—H10D	0.97
C11A—C12A	1.545 (3)	C11B—C12B	1.544 (3)
C11A—H11A	0.97	C11B—H11C	0.97
C11A—H11B	0.97	C11B—H11D	0.97
C12A—C13A	1.545 (3)	C12B—C26B	1.547 (3)
C12A—C26A	1.548 (3)	C12B—C13B	1.550 (3)
C12A—C17A	1.584 (3)	C12B—C17B	1.588 (3)
C13A—C14A	1.533 (3)	C13B—C14B	1.528 (3)
C13A—H13A	0.97	C13B—H13C	0.97
C13A—H13B	0.97	C13B—H13D	0.97
C14A—C15A	1.566 (3)	C14B—C15B	1.554 (3)
C14A—H14A	0.97	C14B—H14C	0.97
C14A—H14B	0.97	C14B—H14D	0.97
C15A—C28A	1.529 (3)	C15B—C28B	1.531 (3)
C15A—C27A	1.536 (3)	C15B—C27B	1.537 (4)
C15A—C16A	1.544 (3)	C15B—C16B	1.543 (3)
C16A—C17A	1.549 (3)	C16B—C17B	1.544 (3)
C16A—H16A	0.97	C16B—H16C	0.97
C16A—H16B	0.97	C16B—H16D	0.97
C17A—C18A	1.574 (3)	C17B—C18B	1.563 (3)
C17A—H17A	0.98	C17B—H17B	0.98
C18A—C19A	1.545 (3)	C18B—C19B	1.545 (3)
C18A—C29A	1.545 (3)	C18B—C29B	1.550 (3)
C19A—C20A	1.540 (3)	C19B—C20B	1.540 (3)
C19A—H19A	0.97	C19B—H19C	0.97
C19A—H19B	0.97	C19B—H19D	0.97
C20A—C21A	1.550 (3)	C20B—C21B	1.541 (3)
C20A—H20A	0.97	C20B—H20C	0.97
C20A—H20B	0.97	C20B—H20D	0.97
C21A—C30A	1.543 (3)	C21B—C30B	1.546 (3)
C21A—C22A	1.566 (3)	C21B—C22B	1.572 (3)
C22A—H22A	0.98	C22B—H22B	0.98
C23A—H23A	0.96	C23B—H23D	0.96
C23A—H23B	0.96	C23B—H23E	0.96
C23A—H23C	0.96	C23B—H23F	0.96
C24A—H24A	0.96	C24B—H24D	0.96
C24A—H24B	0.96	C24B—H24E	0.96
C24A—H24C	0.96	C24B—H24F	0.96
C25A—H25A	0.96	C25B—H25D	0.96
C25A—H25B	0.96	C25B—H25E	0.96
C25A—H25C	0.96	C25B—H25F	0.96
C26A—H26A	0.96	C26B—H26D	0.96
C26A—H26B	0.96	C26B—H26E	0.96
C26A—H26C	0.96	C26B—H26F	0.96
C27A—H27A	0.96	C27B—H27D	0.96
C27A—H27B	0.96	C27B—H27E	0.96
C27A—H27C	0.96	C27B—H27F	0.96
C28A—H28A	0.96	C28B—H28D	0.96
C28A—H28B	0.96	C28B—H28E	0.96
C28A—H28C	0.96	C28B—H28F	0.96
C29A—H29A	0.96	C29B—H29D	0.96
C29A—H29B	0.96	C29B—H29E	0.96
C29A—H29C	0.96	C29B—H29F	0.96
C30A—H30A	0.96	C30B—H30D	0.96
C30A—H30B	0.96	C30B—H30E	0.96
C30A—H30C	0.96	C30B—H30F	0.96

C3A—O1AA—H1AO	109.5	C3B—O1BA—H1BO	109.5
C2A—C1A—C22A	110.74 (19)	C2B—C1B—C22B	110.59 (19)
C2A—C1A—H1A	109.5	C2B—C1B—H1C	109.5
C22A—C1A—H1A	109.5	C22B—C1B—H1C	109.5
C2A—C1A—H1B	109.5	C2B—C1B—H1D	109.5
C22A—C1A—H1B	109.5	C22B—C1B—H1D	109.5
H1A—C1A—H1B	108.1	H1C—C1B—H1D	108.1
C1A—C2A—C3A	112.4 (2)	C3B—C2B—C1B	112.6 (2)
C1A—C2A—H2A	109.1	C3B—C2B—H2C	109.1
C3A—C2A—H2A	109.1	C1B—C2B—H2C	109.1
C1A—C2A—H2B	109.1	C3B—C2B—H2D	109.1
C3A—C2A—H2B	109.1	C1B—C2B—H2D	109.1
H2A—C2A—H2B	107.9	H2C—C2B—H2D	107.8
O1AB—C3A—C2A	126.7 (5)	O1BB—C3B—C2B	126.7 (4)
O1AA—C3A—C2A	110.2 (2)	O1BA—C3B—C2B	109.6 (2)
O1AB—C3A—C4A	118.5 (5)	O1BB—C3B—C4B	118.8 (4)
O1AA—C3A—C4A	112.9 (2)	O1BA—C3B—C4B	114.1 (2)
C2A—C3A—C4A	112.62 (19)	C2B—C3B—C4B	112.60 (19)
O1AB—C3A—H3A	72.3	O1BB—C3B—H3B	71.4
O1AA—C3A—H3A	106.9	O1BA—C3B—H3B	106.7
C2A—C3A—H3A	106.9	C2B—C3B—H3B	106.7
C4A—C3A—H3A	106.9	C4B—C3B—H3B	106.7
C3A—C4A—C23A	110.81 (18)	C3B—C4B—C23B	110.67 (18)
C3A—C4A—C5A	113.17 (18)	C3B—C4B—C5B	112.90 (18)
C23A—C4A—C5A	115.33 (18)	C23B—C4B—C5B	115.36 (18)
C3A—C4A—H4A	105.5	C3B—C4B—H4B	105.7
C23A—C4A—H4A	105.5	C23B—C4B—H4B	105.7
C5A—C4A—H4A	105.5	C5B—C4B—H4B	105.7
C6A—C5A—C24A	108.63 (17)	C6B—C5B—C24B	108.63 (17)
C6A—C5A—C4A	107.94 (16)	C6B—C5B—C4B	108.13 (17)
C24A—C5A—C4A	110.12 (16)	C24B—C5B—C4B	110.29 (16)
C6A—C5A—C22A	108.71 (16)	C6B—C5B—C22B	108.43 (16)
C24A—C5A—C22A	114.29 (17)	C24B—C5B—C22B	114.07 (17)
C4A—C5A—C22A	106.96 (16)	C4B—C5B—C22B	107.12 (17)
C7A—C6A—C5A	113.50 (17)	C7B—C6B—C5B	113.91 (17)
C7A—C6A—H6A	108.9	C7B—C6B—H6C	108.8
C5A—C6A—H6A	108.9	C5B—C6B—H6C	108.8
C7A—C6A—H6B	108.9	C7B—C6B—H6D	108.8
C5A—C6A—H6B	108.9	C5B—C6B—H6D	108.8
H6A—C6A—H6B	107.7	H6C—C6B—H6D	107.7
C6A—C7A—C8A	110.19 (17)	C6B—C7B—C8B	109.93 (17)
C6A—C7A—H7A	109.6	C6B—C7B—H7C	109.7
C8A—C7A—H7A	109.6	C8B—C7B—H7C	109.7
C6A—C7A—H7B	109.6	C6B—C7B—H7D	109.7
C8A—C7A—H7B	109.6	C8B—C7B—H7D	109.7
H7A—C7A—H7B	108.1	H7C—C7B—H7D	108.2
C7A—C8A—C9A	113.98 (16)	C7B—C8B—C21B	110.64 (16)
C7A—C8A—C21A	110.19 (16)	C7B—C8B—C9B	114.56 (17)
C9A—C8A—C21A	117.19 (16)	C21B—C8B—C9B	116.48 (16)
C7A—C8A—H8A	104.7	C7B—C8B—H8B	104.6
C9A—C8A—H8A	104.7	C21B—C8B—H8B	104.6
C21A—C8A—H8A	104.7	C9B—C8B—H8B	104.6
C25A—C9A—C10A	108.30 (18)	C25B—C9B—C10B	107.51 (18)
C25A—C9A—C8A	109.43 (16)	C25B—C9B—C8B	109.26 (16)
C10A—C9A—C8A	109.41 (16)	C10B—C9B—C8B	108.81 (16)
C25A—C9A—C18A	111.75 (16)	C25B—C9B—C18B	112.05 (16)
C10A—C9A—C18A	108.58 (16)	C10B—C9B—C18B	108.81 (16)
C8A—C9A—C18A	109.35 (16)	C8B—C9B—C18B	110.31 (16)
C11A—C10A—C9A	116.23 (18)	C11B—C10B—C9B	115.92 (18)
C11A—C10A—H10A	108.2	C11B—C10B—H10C	108.3
C9A—C10A—H10A	108.2	C9B—C10B—H10C	108.3
C11A—C10A—H10B	108.2	C11B—C10B—H10D	108.3
C9A—C10A—H10B	108.2	C9B—C10B—H10D	108.3
H10A—C10A—H10B	107.4	H10C—C10B—H10D	107.4
C12A—C11A—C10A	118.32 (18)	C12B—C11B—C10B	118.10 (18)
C12A—C11A—H11A	107.7	C12B—C11B—H11C	107.8
C10A—C11A—H11A	107.7	C10B—C11B—H11C	107.8
C12A—C11A—H11B	107.7	C12B—C11B—H11D	107.8
C10A—C11A—H11B	107.7	C10B—C11B—H11D	107.8
H11A—C11A—H11B	107.1	H11C—C11B—H11D	107.1
C13A—C12A—C11A	107.58 (18)	C11B—C12B—C26B	108.24 (19)
C13A—C12A—C26A	107.08 (18)	C11B—C12B—C13B	107.38 (18)
C11A—C12A—C26A	107.87 (19)	C26B—C12B—C13B	106.97 (18)
C13A—C12A—C17A	109.36 (18)	C11B—C12B—C17B	113.42 (17)
C11A—C12A—C17A	113.14 (17)	C26B—C12B—C17B	111.43 (18)
C26A—C12A—C17A	111.56 (18)	C13B—C12B—C17B	109.12 (18)
C14A—C13A—C12A	112.58 (19)	C14B—C13B—C12B	112.72 (19)
C14A—C13A—H13A	109.1	C14B—C13B—H13C	109.0
C12A—C13A—H13A	109.1	C12B—C13B—H13C	109.0
C14A—C13A—H13B	109.1	C14B—C13B—H13D	109.0
C12A—C13A—H13B	109.1	C12B—C13B—H13D	109.0
H13A—C13A—H13B	107.8	H13C—C13B—H13D	107.8
C13A—C14A—C15A	112.42 (18)	C13B—C14B—C15B	112.96 (19)
C13A—C14A—H14A	109.1	C13B—C14B—H14C	109.0
C15A—C14A—H14A	109.1	C15B—C14B—H14C	109.0
C13A—C14A—H14B	109.1	C13B—C14B—H14D	109.0
C15A—C14A—H14B	109.1	C15B—C14B—H14D	109.0
H14A—C14A—H14B	107.9	H14C—C14B—H14D	107.8
C28A—C15A—C27A	108.1 (2)	C28B—C15B—C27B	108.4 (2)
C28A—C15A—C16A	108.27 (19)	C28B—C15B—C16B	110.61 (19)
C27A—C15A—C16A	110.33 (18)	C27B—C15B—C16B	107.8 (2)
C28A—C15A—C14A	109.72 (19)	C28B—C15B—C14B	111.1 (2)
C27A—C15A—C14A	110.88 (19)	C27B—C15B—C14B	109.4 (2)
C16A—C15A—C14A	109.50 (18)	C16B—C15B—C14B	109.43 (19)
C15A—C16A—C17A	115.53 (18)	C15B—C16B—C17B	116.16 (18)
C15A—C16A—H16A	108.4	C15B—C16B—H16C	108.2
C17A—C16A—H16A	108.4	C17B—C16B—H16C	108.2
C15A—C16A—H16B	108.4	C15B—C16B—H16D	108.2
C17A—C16A—H16B	108.4	C17B—C16B—H16D	108.2
H16A—C16A—H16B	107.5	H16C—C16B—H16D	107.4
C16A—C17A—C18A	111.10 (17)	C16B—C17B—C18B	111.34 (17)
C16A—C17A—C12A	111.37 (17)	C16B—C17B—C12B	111.34 (16)
C18A—C17A—C12A	114.21 (16)	C18B—C17B—C12B	114.17 (16)
C16A—C17A—H17A	106.5	C16B—C17B—H17B	106.5
C18A—C17A—H17A	106.5	C18B—C17B—H17B	106.5
C12A—C17A—H17A	106.5	C12B—C17B—H17B	106.5
C19A—C18A—C29A	106.82 (17)	C19B—C18B—C29B	106.59 (17)
C19A—C18A—C17A	110.37 (16)	C19B—C18B—C17B	110.81 (16)
C29A—C18A—C17A	110.25 (16)	C29B—C18B—C17B	110.41 (16)
C19A—C18A—C9A	108.81 (16)	C19B—C18B—C9B	108.05 (15)
C29A—C18A—C9A	111.92 (16)	C29B—C18B—C9B	111.88 (16)
C17A—C18A—C9A	108.66 (16)	C17B—C18B—C9B	109.06 (16)
C20A—C19A—C18A	113.33 (17)	C20B—C19B—C18B	113.69 (17)
C20A—C19A—H19A	108.9	C20B—C19B—H19C	108.8
C18A—C19A—H19A	108.9	C18B—C19B—H19C	108.8
C20A—C19A—H19B	108.9	C20B—C19B—H19D	108.8
C18A—C19A—H19B	108.9	C18B—C19B—H19D	108.8
H19A—C19A—H19B	107.7	H19C—C19B—H19D	107.7
C19A—C20A—C21A	113.95 (17)	C19B—C20B—C21B	113.79 (17)
C19A—C20A—H20A	108.8	C19B—C20B—H20C	108.8
C21A—C20A—H20A	108.8	C21B—C20B—H20C	108.8
C19A—C20A—H20B	108.8	C19B—C20B—H20D	108.8
C21A—C20A—H20B	108.8	C21B—C20B—H20D	108.8
H20A—C20A—H20B	107.7	H20C—C20B—H20D	107.7
C30A—C21A—C20A	107.24 (16)	C20B—C21B—C30B	107.04 (17)
C30A—C21A—C22A	111.44 (17)	C20B—C21B—C8B	107.93 (16)
C20A—C21A—C22A	109.33 (16)	C30B—C21B—C8B	115.65 (17)
C30A—C21A—C8A	115.32 (17)	C20B—C21B—C22B	109.15 (16)
C20A—C21A—C8A	107.05 (16)	C30B—C21B—C22B	110.89 (16)
C22A—C21A—C8A	106.28 (15)	C8B—C21B—C22B	106.04 (16)
C1A—C22A—C5A	110.72 (16)	C1B—C22B—C5B	110.48 (16)
C1A—C22A—C21A	114.76 (17)	C1B—C22B—C21B	114.77 (18)
C5A—C22A—C21A	116.04 (16)	C5B—C22B—C21B	116.43 (16)
C1A—C22A—H22A	104.6	C1B—C22B—H22B	104.6
C5A—C22A—H22A	104.6	C5B—C22B—H22B	104.6
C21A—C22A—H22A	104.6	C21B—C22B—H22B	104.6
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
C5A—C24A—H24A	109.5	C5B—C24B—H24D	109.5
C5A—C24A—H24B	109.5	C5B—C24B—H24E	109.5
H24A—C24A—H24B	109.5	H24D—C24B—H24E	109.5
C5A—C24A—H24C	109.5	C5B—C24B—H24F	109.5
H24A—C24A—H24C	109.5	H24D—C24B—H24F	109.5
H24B—C24A—H24C	109.5	H24E—C24B—H24F	109.5
C9A—C25A—H25A	109.5	C9B—C25B—H25D	109.5
C9A—C25A—H25B	109.5	C9B—C25B—H25E	109.5
H25A—C25A—H25B	109.5	H25D—C25B—H25E	109.5
C9A—C25A—H25C	109.5	C9B—C25B—H25F	109.5
H25A—C25A—H25C	109.5	H25D—C25B—H25F	109.5
H25B—C25A—H25C	109.5	H25E—C25B—H25F	109.5
C12A—C26A—H26A	109.5	C12B—C26B—H26D	109.5
C12A—C26A—H26B	109.5	C12B—C26B—H26E	109.5
H26A—C26A—H26B	109.5	H26D—C26B—H26E	109.5
C12A—C26A—H26C	109.5	C12B—C26B—H26F	109.5
H26A—C26A—H26C	109.5	H26D—C26B—H26F	109.5
H26B—C26A—H26C	109.5	H26E—C26B—H26F	109.5
C15A—C27A—H27A	109.5	C15B—C27B—H27D	109.5
C15A—C27A—H27B	109.5	C15B—C27B—H27E	109.5
H27A—C27A—H27B	109.5	H27D—C27B—H27E	109.5
C15A—C27A—H27C	109.5	C15B—C27B—H27F	109.5
H27A—C27A—H27C	109.5	H27D—C27B—H27F	109.5
H27B—C27A—H27C	109.5	H27E—C27B—H27F	109.5
C15A—C28A—H28A	109.5	C15B—C28B—H28D	109.5
C15A—C28A—H28B	109.5	C15B—C28B—H28E	109.5
H28A—C28A—H28B	109.5	H28D—C28B—H28E	109.5
C15A—C28A—H28C	109.5	C15B—C28B—H28F	109.5
H28A—C28A—H28C	109.5	H28D—C28B—H28F	109.5
H28B—C28A—H28C	109.5	H28E—C28B—H28F	109.5
C18A—C29A—H29A	109.5	C18B—C29B—H29D	109.5
C18A—C29A—H29B	109.5	C18B—C29B—H29E	109.5
H29A—C29A—H29B	109.5	H29D—C29B—H29E	109.5
C18A—C29A—H29C	109.5	C18B—C29B—H29F	109.5
H29A—C29A—H29C	109.5	H29D—C29B—H29F	109.5
H29B—C29A—H29C	109.5	H29E—C29B—H29F	109.5
C21A—C30A—H30A	109.5	C21B—C30B—H30D	109.5
C21A—C30A—H30B	109.5	C21B—C30B—H30E	109.5
H30A—C30A—H30B	109.5	H30D—C30B—H30E	109.5
C21A—C30A—H30C	109.5	C21B—C30B—H30F	109.5
H30A—C30A—H30C	109.5	H30D—C30B—H30F	109.5
H30B—C30A—H30C	109.5	H30E—C30B—H30F	109.5

C22A—C1A—C2A—C3A	54.6 (3)	C22B—C1B—C2B—C3B	54.4 (3)
C1A—C2A—C3A—O1AB	112.2 (7)	C1B—C2B—C3B—O1BB	113.5 (6)
C1A—C2A—C3A—O1AA	76.6 (3)	C1B—C2B—C3B—O1BA	77.3 (3)
C1A—C2A—C3A—C4A	−50.5 (3)	C1B—C2B—C3B—C4B	−50.8 (3)
O1AB—C3A—C4A—C23A	19.4 (6)	O1BB—C3B—C4B—C23B	18.4 (6)
O1AA—C3A—C4A—C23A	58.1 (3)	O1BA—C3B—C4B—C23B	58.3 (3)
C2A—C3A—C4A—C23A	−176.3 (2)	C2B—C3B—C4B—C23B	−176.0 (2)
O1AB—C3A—C4A—C5A	−111.9 (6)	O1BB—C3B—C4B—C5B	−112.6 (5)
O1AA—C3A—C4A—C5A	−73.2 (3)	O1BA—C3B—C4B—C5B	−72.7 (3)
C2A—C3A—C4A—C5A	52.3 (3)	C2B—C3B—C4B—C5B	53.0 (3)
C3A—C4A—C5A—C6A	−172.62 (18)	C3B—C4B—C5B—C6B	−173.12 (18)
C23A—C4A—C5A—C6A	58.3 (2)	C23B—C4B—C5B—C6B	58.2 (2)
C3A—C4A—C5A—C24A	68.9 (2)	C3B—C4B—C5B—C24B	68.2 (2)
C23A—C4A—C5A—C24A	−60.1 (2)	C23B—C4B—C5B—C24B	−60.4 (2)
C3A—C4A—C5A—C22A	−55.8 (2)	C3B—C4B—C5B—C22B	−56.4 (2)
C23A—C4A—C5A—C22A	175.14 (18)	C23B—C4B—C5B—C22B	174.93 (18)
C24A—C5A—C6A—C7A	−74.4 (2)	C24B—C5B—C6B—C7B	−74.2 (2)
C4A—C5A—C6A—C7A	166.25 (17)	C4B—C5B—C6B—C7B	166.14 (17)
C22A—C5A—C6A—C7A	50.6 (2)	C22B—C5B—C6B—C7B	50.3 (2)
C5A—C6A—C7A—C8A	−58.4 (2)	C5B—C6B—C7B—C8B	−58.3 (2)
C6A—C7A—C8A—C9A	−163.12 (17)	C6B—C7B—C8B—C21B	62.9 (2)
C6A—C7A—C8A—C21A	62.7 (2)	C6B—C7B—C8B—C9B	−163.04 (17)
C7A—C8A—C9A—C25A	−62.6 (2)	C7B—C8B—C9B—C25B	−62.0 (2)
C21A—C8A—C9A—C25A	68.2 (2)	C21B—C8B—C9B—C25B	69.3 (2)
C7A—C8A—C9A—C10A	55.9 (2)	C7B—C8B—C9B—C10B	55.1 (2)
C21A—C8A—C9A—C10A	−173.32 (17)	C21B—C8B—C9B—C10B	−173.59 (17)
C7A—C8A—C9A—C18A	174.69 (16)	C7B—C8B—C9B—C18B	174.36 (16)
C21A—C8A—C9A—C18A	−54.5 (2)	C21B—C8B—C9B—C18B	−54.3 (2)
C25A—C9A—C10A—C11A	−91.1 (2)	C25B—C9B—C10B—C11B	−92.0 (2)
C8A—C9A—C10A—C11A	149.74 (19)	C8B—C9B—C10B—C11B	149.74 (19)
C18A—C9A—C10A—C11A	30.5 (3)	C18B—C9B—C10B—C11B	29.5 (3)
C9A—C10A—C11A—C12A	22.0 (3)	C9B—C10B—C11B—C12B	22.5 (3)
C10A—C11A—C12A—C13A	−159.1 (2)	C10B—C11B—C12B—C26B	86.0 (2)
C10A—C11A—C12A—C26A	85.7 (2)	C10B—C11B—C12B—C13B	−158.8 (2)
C10A—C11A—C12A—C17A	−38.2 (3)	C10B—C11B—C12B—C17B	−38.2 (3)
C11A—C12A—C13A—C14A	−178.06 (19)	C11B—C12B—C13B—C14B	−178.15 (19)
C26A—C12A—C13A—C14A	−62.3 (2)	C26B—C12B—C13B—C14B	−62.1 (2)
C17A—C12A—C13A—C14A	58.7 (2)	C17B—C12B—C13B—C14B	58.5 (2)
C12A—C13A—C14A—C15A	−56.0 (3)	C12B—C13B—C14B—C15B	−55.6 (3)
C13A—C14A—C15A—C28A	−118.5 (2)	C13B—C14B—C15B—C28B	122.5 (2)
C13A—C14A—C15A—C27A	122.1 (2)	C13B—C14B—C15B—C27B	−117.9 (2)
C13A—C14A—C15A—C16A	0.2 (3)	C13B—C14B—C15B—C16B	0.0 (3)
C28A—C15A—C16A—C17A	172.33 (19)	C28B—C15B—C16B—C17B	−70.3 (2)
C27A—C15A—C16A—C17A	−69.6 (2)	C27B—C15B—C16B—C17B	171.42 (19)
C14A—C15A—C16A—C17A	52.7 (2)	C14B—C15B—C16B—C17B	52.5 (3)
C15A—C16A—C17A—C18A	−178.01 (18)	C15B—C16B—C17B—C18B	−177.19 (18)
C15A—C16A—C17A—C12A	−49.5 (2)	C15B—C16B—C17B—C12B	−48.5 (2)
C13A—C12A—C17A—C16A	−6.5 (2)	C11B—C12B—C17B—C16B	−126.81 (19)
C11A—C12A—C17A—C16A	−126.37 (19)	C26B—C12B—C17B—C16B	110.7 (2)
C26A—C12A—C17A—C16A	111.8 (2)	C13B—C12B—C17B—C16B	−7.2 (2)
C13A—C12A—C17A—C18A	120.37 (19)	C11B—C12B—C17B—C18B	0.3 (3)
C11A—C12A—C17A—C18A	0.5 (3)	C26B—C12B—C17B—C18B	−122.13 (19)
C26A—C12A—C17A—C18A	−121.35 (19)	C13B—C12B—C17B—C18B	119.97 (19)
C16A—C17A—C18A—C19A	−62.8 (2)	C16B—C17B—C18B—C19B	−62.9 (2)
C12A—C17A—C18A—C19A	170.16 (17)	C12B—C17B—C18B—C19B	169.95 (17)
C16A—C17A—C18A—C29A	54.9 (2)	C16B—C17B—C18B—C29B	54.9 (2)
C12A—C17A—C18A—C29A	−72.1 (2)	C12B—C17B—C18B—C29B	−72.2 (2)
C16A—C17A—C18A—C9A	177.92 (16)	C16B—C17B—C18B—C9B	178.25 (16)
C12A—C17A—C18A—C9A	50.9 (2)	C12B—C17B—C18B—C9B	51.1 (2)
C25A—C9A—C18A—C19A	−67.5 (2)	C25B—C9B—C18B—C19B	−68.1 (2)
C10A—C9A—C18A—C19A	173.10 (16)	C10B—C9B—C18B—C19B	173.14 (17)
C8A—C9A—C18A—C19A	53.8 (2)	C8B—C9B—C18B—C19B	53.8 (2)
C25A—C9A—C18A—C29A	174.68 (18)	C25B—C9B—C18B—C29B	174.85 (18)
C10A—C9A—C18A—C29A	55.3 (2)	C10B—C9B—C18B—C29B	56.1 (2)
C8A—C9A—C18A—C29A	−64.0 (2)	C8B—C9B—C18B—C29B	−63.2 (2)
C25A—C9A—C18A—C17A	52.7 (2)	C25B—C9B—C18B—C17B	52.4 (2)
C10A—C9A—C18A—C17A	−66.7 (2)	C10B—C9B—C18B—C17B	−66.3 (2)
C8A—C9A—C18A—C17A	174.01 (16)	C8B—C9B—C18B—C17B	174.38 (15)
C29A—C18A—C19A—C20A	63.5 (2)	C29B—C18B—C19B—C20B	63.3 (2)
C17A—C18A—C19A—C20A	−176.62 (17)	C17B—C18B—C19B—C20B	−176.55 (16)
C9A—C18A—C19A—C20A	−57.5 (2)	C9B—C18B—C19B—C20B	−57.1 (2)
C18A—C19A—C20A—C21A	58.1 (2)	C18B—C19B—C20B—C21B	57.7 (2)
C19A—C20A—C21A—C30A	73.5 (2)	C19B—C20B—C21B—C30B	74.6 (2)
C19A—C20A—C21A—C22A	−165.55 (17)	C19B—C20B—C21B—C8B	−50.5 (2)
C19A—C20A—C21A—C8A	−50.8 (2)	C19B—C20B—C21B—C22B	−165.28 (17)
C7A—C8A—C21A—C30A	64.6 (2)	C7B—C8B—C21B—C20B	−176.17 (17)
C9A—C8A—C21A—C30A	−67.9 (2)	C9B—C8B—C21B—C20B	50.7 (2)
C7A—C8A—C21A—C20A	−176.20 (16)	C7B—C8B—C21B—C30B	64.0 (2)
C9A—C8A—C21A—C20A	51.3 (2)	C9B—C8B—C21B—C30B	−69.1 (2)
C7A—C8A—C21A—C22A	−59.4 (2)	C7B—C8B—C21B—C22B	−59.3 (2)
C9A—C8A—C21A—C22A	168.06 (17)	C9B—C8B—C21B—C22B	167.55 (16)
C2A—C1A—C22A—C5A	−60.4 (2)	C2B—C1B—C22B—C5B	−59.9 (2)
C2A—C1A—C22A—C21A	165.89 (18)	C2B—C1B—C22B—C21B	166.08 (18)
C6A—C5A—C22A—C1A	175.87 (17)	C6B—C5B—C22B—C1B	176.27 (17)
C24A—C5A—C22A—C1A	−62.6 (2)	C24B—C5B—C22B—C1B	−62.5 (2)
C4A—C5A—C22A—C1A	59.6 (2)	C4B—C5B—C22B—C1B	59.8 (2)
C6A—C5A—C22A—C21A	−51.0 (2)	C6B—C5B—C22B—C21B	−50.5 (2)
C24A—C5A—C22A—C21A	70.5 (2)	C24B—C5B—C22B—C21B	70.7 (2)
C4A—C5A—C22A—C21A	−167.35 (16)	C4B—C5B—C22B—C21B	−166.97 (16)
C30A—C21A—C22A—C1A	60.3 (2)	C20B—C21B—C22B—C1B	−57.6 (2)
C20A—C21A—C22A—C1A	−58.1 (2)	C30B—C21B—C22B—C1B	60.1 (2)
C8A—C21A—C22A—C1A	−173.32 (17)	C8B—C21B—C22B—C1B	−173.63 (16)
C30A—C21A—C22A—C5A	−70.9 (2)	C20B—C21B—C22B—C5B	171.13 (16)
C20A—C21A—C22A—C5A	170.68 (16)	C30B—C21B—C22B—C5B	−71.2 (2)
C8A—C21A—C22A—C5A	55.5 (2)	C8B—C21B—C22B—C5B	55.1 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C24A—H24C···O1AA	0.96	2.48	2.991 (4)	114
C24B—H24E···O1BA	0.96	2.51	2.991 (4)	111

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

E-mail address*
Repeat e-mail address* (for error checking)

Format*	PDF (US $40)
	HTML (US $40)
	PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number (non-UK EC countries only)
Country*

Terms and conditions of use
Contact us

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page