(1E,3S,4aR,12aR)-3-Isopropenyl-8-methoxy-3,4,4a,5,6,11,12,12a-octa­hydro-1(2H)-chrysenone oxime

The title compound, C₂₃H₂₉NO₂, has two independent mol­ecules in the asymmetric unit, differing in the conformation of the propyl­ene side chain. Hydro­gen bonding of the oxime moiety joins the independent mol­ecules into a dimer, with graph-set R²₂[6].

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.057
• wR factor = 0.156
• Data-to-parameter ratio = 8.1

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           25.42
         From the CIF: _reflns_number_total               3787
         Count of symmetry unique reflns         3825
         Completeness (_total/calc)             99.01%
         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
          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.

---

S1. Comment

The crystal structure of the title compound, (I), was determined to confirm beyond any doubt the stereochemistry around ring junction C4a—C12a of this (unnatural) D-homosteroid skeleton (Drach et al., 2003). The configuration of atom C3 was known to be R. In both independent molecules (see below), the configurations of atoms C4a and C12a were found to be S and R, respectively.

The title compound crystallizes with two independent molecules in the asymmetric unit. An atomic displacement ellipsoid plot is given in Fig. 1, together with the adopted labelling scheme for atoms and rings. The molecule labelled C1–C20 will be referred to as molecule 1. The labels of molecule 2 are obtained by adding 50 to the numerical part of the label of the corresponding atom in molecule 1. The independent molecules differ only slightly in conformation. Fig. 2 shows a plot of the superposition of the two molecules using the quaternion transformation method (Mackay, 1984). The independent molecules are related by a 172° rotation along the vector [−0.02, 1.00, 0.00], see Fig. 3. The most obvious difference is the orientation of the isopropenyl moiety, as can be expressed by the torsion angles C2—C3—C15—C17 and C52—C53—C65—C67, which amount to −22.7 (7) and 2.8 (7)°, respectively. There is also a small difference in the orientation of the oxime H atom, as is indicated by the torsion angles C1—N13—O14—H14 (160°) and C51—N63—O64—H64 (140°).

The conformation of the steroid skeleton in both independent molecules is the same. Ring B has adopted a screw-boat conformation with the local twofold rotation axes running through the midpoint of the bond C10A—C10B [relevant asymmetry parameters (Duax & Norton, 1975) are ΔC₂[C10A—C10B] = 5.1 (7)° for molecule 1 and ΔC₂[C60A—C60B] = 1.7 (7)° for molecule 2; Cremer & Pople puckering parameters θ and ϕ (Cremer & Pople, 1975) are 65.4 (7) and 94.6 (8)° for molecule 1, and 66.4 (7) and 91.6 (7)° for molecule 2, ideal values are 67.5 and 90°, respectively]. Ring C is in a half-chair conformation, with the local twofold axis running through the midpoint of the bond C4B—C10B [relevant asymmetry parameters are ΔC₂[C4B—C10B] = 4.9 (7)° for molecule 1 and ΔC₂[C60A—C60B] = 4.5 (6)° for molecule 2; Cremer & Pople puckering parameters θ and ϕ are 51.8 (6) and 276.9 (7)° for molecule 1, and 50.5 (6) and 276.7 (7)° for molecule 2, ideal values are 50.8 and 270°, respectively]. Ring D has taken a somewhat distorted chair conformation (all relevant asymmetry parameters are in the range 2.8 (5)–23.4 (6)° for molecule 1 and 4.2 (4)–23.4 (5)° for molecule 2, respectively; the Cremer & Pople parameter θ amounts to 157.1 (6)° for molecule 1 and 160.5 (5)° for molecule 2, the ideal value is 180°.

The methoxy C—O bond makes an angle of 3.5 (3)° with ring A in molecule 1 and and angle of 6.2 (3)° in molecule 2.

The oxime moieties of the independent molecules donate a hydrogen bond to each other, forming a hydrogen bonded dimer (see Fig. 3). The graph set (Bernstein et al., 1995) of the dimer is R₂²[6].

S2. Experimental

Crystals were obtained from hexane/ether. Details of the synthesis and crystallization are described by Drach et al. (2003).

S3. Refinement

Due to the absence of significant anomalous scatterers, the absolute configuration could not be determined ab initio. The chirality was chosen in agreement with the well known stereochemistry of atom C3. Of 3152 of the 3787 unique reflections reported above, the intensities of the Friedel-related reflections were measured. Friedel opposites were merged before refinement. H atoms bonded to C atoms were introduced on calculated positions, and were riding on their carrier atoms during refinement. The oxime H atom could be located on a difference Fourier map. To improve the data/parameter ratio, the oxime H was not refined but included in the model in riding mode on the oxime O atom.

Computing details

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2002); software used to prepare material for publication: PLATON.

Figures

	Fig. 1. Displacement ellipsoid plot of the title compound drawn at the 50% probability level (Spek, 2002). H atoms are drawn with an arbitrary radius.
	Fig. 2. Fit of molecule 1 (red) on molecule 2 (green). H atoms, except the oxime H atom, have been omitted for clarity.
	Fig. 3. Crystal packing, projected down b, showing the hydrogen-bonded dimer (molecule 1 is indicated in red and molecule 2 in green). The positions of local twofold axes are indicated with blue ellipses. H atoms not involved in hydrogen bonding have been omitted for clarity.

(I)

Crystal data

C23H29NO2	F(000) = 760
Mr = 351.47	Quoted _cell_measurement_* data items refer to the initial cell determination. The cell parameters as reported in _cell_* are based on the complete data set.
Monoclinic, P21	Dx = 1.219 Mg m^−3
Hall symbol: P 2yb	Mo Kα radiation, λ = 0.71073 Å
a = 8.137 (2) Å	Cell parameters from 212 reflections
b = 7.519 (2) Å	θ = 2.0–25.0°
c = 31.439 (8) Å	µ = 0.08 mm^−1
β = 95.535 (8)°	T = 150 K
V = 1914.5 (8) Å^3	Plate, colourless
Z = 4	0.30 × 0.18 × 0.02 mm

Data collection

Nonius KappaCCD area-detector diffractometer	2770 reflections with I > 2σ(I)
Radiation source: Rotating Anode	Rint = 0.096
Graphite monochromator	θmax = 25.4°, θmin = 1.3°
Detector resolution: 18.4 pixels mm^-1	h = −9→9
ϕ scans and ω scans with κ offset	k = −9→9
37857 measured reflections	l = −37→37
3787 independent reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.156	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0776P)^2 + 0.92P] where P = (Fo^2 + 2Fc^2)/3
3787 reflections	(Δ/σ)max < 0.001
469 parameters	Δρmax = 0.24 e Å^−3
1 restraint	Δρmin = −0.24 e Å^−3

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F^{2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F}2, conventional R-factors R are based on F, with F set to zero for negative F^{2. The observed criterion of F}2 > σ(F^{2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F}2 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 (Ų)

	x	y	z	Uiso*/Ueq
O14	0.7483 (4)	0.7763 (5)	0.24098 (10)	0.0392 (11)
O18	0.6712 (5)	0.5124 (5)	0.62014 (10)	0.0402 (12)
N13	0.6859 (5)	0.7490 (5)	0.28110 (12)	0.0334 (12)
C1	0.7887 (6)	0.6681 (6)	0.30820 (14)	0.0299 (17)
C2	0.9552 (6)	0.6077 (7)	0.29795 (15)	0.0349 (17)
C3	1.0086 (6)	0.4306 (7)	0.31799 (14)	0.0324 (17)
C4	0.9908 (6)	0.4377 (7)	0.36576 (14)	0.0329 (17)
C4A	0.8103 (6)	0.4701 (6)	0.37458 (14)	0.0298 (17)
C4B	0.7931 (6)	0.4661 (6)	0.42211 (15)	0.0295 (17)
C5	0.8117 (6)	0.2845 (6)	0.44305 (14)	0.0326 (16)
C6	0.8782 (6)	0.2979 (7)	0.48936 (14)	0.0365 (17)
C6A	0.7876 (6)	0.4347 (6)	0.51302 (15)	0.0295 (17)
C7	0.7638 (6)	0.4145 (7)	0.55601 (15)	0.0336 (17)
C8	0.6885 (6)	0.5467 (7)	0.57792 (14)	0.0307 (17)
C9	0.6378 (6)	0.7043 (6)	0.55692 (15)	0.0318 (17)
C10	0.6584 (6)	0.7222 (7)	0.51374 (15)	0.0326 (17)
C10A	0.7341 (6)	0.5903 (6)	0.49088 (14)	0.0276 (16)
C10B	0.7580 (6)	0.6087 (6)	0.44536 (14)	0.0279 (17)
C11	0.7386 (7)	0.7913 (6)	0.42538 (14)	0.0350 (17)
C12	0.7942 (6)	0.8008 (6)	0.38061 (14)	0.0312 (16)
C12A	0.7323 (6)	0.6410 (6)	0.35292 (14)	0.0297 (16)
C15	0.9217 (6)	0.2699 (7)	0.29666 (15)	0.0338 (17)
C16	1.0128 (7)	0.0967 (7)	0.30335 (17)	0.0459 (19)
C17	0.7780 (7)	0.2762 (8)	0.27380 (15)	0.0463 (19)
C19	0.5862 (7)	0.6390 (8)	0.64338 (16)	0.0427 (17)
C20	0.5434 (6)	0.6264 (7)	0.35064 (15)	0.0340 (17)
O64	0.3779 (4)	0.8831 (5)	0.25212 (10)	0.0373 (11)
O68	0.2486 (5)	0.5978 (5)	−0.13131 (10)	0.0453 (11)
N63	0.4225 (5)	0.8398 (5)	0.21051 (11)	0.0331 (14)
C51	0.3045 (6)	0.7814 (6)	0.18518 (14)	0.0271 (16)
C52	0.1331 (6)	0.7497 (6)	0.19804 (15)	0.0314 (17)
C53	0.0712 (6)	0.5633 (6)	0.18347 (14)	0.0310 (17)
C54	0.0703 (6)	0.5585 (6)	0.13484 (14)	0.0305 (16)
C54A	0.2481 (6)	0.5755 (6)	0.12083 (14)	0.0263 (14)
C54B	0.2434 (5)	0.5646 (6)	0.07254 (14)	0.0270 (16)
C55	0.2106 (6)	0.3827 (6)	0.05312 (15)	0.0315 (17)
C56	0.1220 (6)	0.3935 (7)	0.00895 (15)	0.0378 (17)
C56A	0.1991 (6)	0.5262 (6)	−0.01896 (14)	0.0286 (17)
C57	0.1949 (6)	0.5047 (7)	−0.06281 (15)	0.0358 (17)
C58	0.2590 (6)	0.6332 (7)	−0.08831 (15)	0.0340 (17)
C59	0.3296 (6)	0.7852 (7)	−0.06958 (15)	0.0338 (17)
C60	0.3357 (6)	0.8070 (7)	−0.02545 (15)	0.0331 (17)
C60A	0.2706 (6)	0.6807 (6)	0.00078 (15)	0.0277 (17)
C60B	0.2712 (6)	0.7040 (6)	0.04736 (15)	0.0285 (17)
C61	0.3087 (6)	0.8871 (6)	0.06533 (14)	0.0330 (17)
C62	0.2767 (6)	0.9065 (6)	0.11184 (14)	0.0299 (16)
C62A	0.3401 (6)	0.7454 (6)	0.13922 (14)	0.0269 (16)
C65	0.1680 (6)	0.4106 (7)	0.20571 (15)	0.0312 (16)
C66	0.1133 (8)	0.2269 (7)	0.19125 (17)	0.0440 (19)
C67	0.2898 (7)	0.4321 (7)	0.23617 (16)	0.0423 (19)
C69	0.3301 (8)	0.7163 (8)	−0.15762 (16)	0.051 (2)
C70	0.5262 (6)	0.7182 (7)	0.13644 (15)	0.0323 (17)
H2A	1.03760	0.69930	0.30780	0.0420*
H2B	0.95460	0.59780	0.26650	0.0420*
H3	1.12900	0.41700	0.31470	0.0390*
H4A	0.74510	0.36720	0.36180	0.0360*
H4B	1.06100	0.53440	0.37890	0.0400*
H4C	1.02970	0.32420	0.37910	0.0400*
H5A	0.70280	0.22460	0.44100	0.0390*
H5B	0.88730	0.21090	0.42760	0.0390*
H6A	0.86870	0.18060	0.50320	0.0440*
H6B	0.99680	0.32970	0.49120	0.0440*
H7	0.79970	0.30860	0.57050	0.0400*
H9	0.59010	0.79770	0.57190	0.0380*
H10	0.61980	0.82720	0.49920	0.0390*
H11A	0.80360	0.87770	0.44390	0.0420*
H11B	0.62120	0.82700	0.42410	0.0420*
H12A	0.91630	0.80430	0.38260	0.0380*
H12B	0.75220	0.91200	0.36670	0.0380*
H14	0.65620	0.79750	0.22040	0.0590*
H16A	0.94190	−0.00100	0.29200	0.0680*
H16B	1.04280	0.07820	0.33400	0.0680*
H16C	1.11310	0.10000	0.28840	0.0680*
H17A	0.73070	0.17060	0.26130	0.0560*
H17B	0.72130	0.38620	0.26970	0.0560*
H19A	0.64400	0.75340	0.64350	0.0640*
H19B	0.58270	0.59760	0.67280	0.0640*
H19C	0.47340	0.65340	0.62990	0.0640*
H20A	0.49380	0.74120	0.34200	0.0510*
H20B	0.51070	0.59340	0.37880	0.0510*
H20C	0.50510	0.53530	0.32970	0.0510*
H52A	0.05700	0.84140	0.18490	0.0370*
H52B	0.13430	0.75950	0.22950	0.0370*
H53	−0.04590	0.55240	0.19030	0.0370*
H54A	0.00140	0.65720	0.12220	0.0360*
H54B	0.02070	0.44520	0.12390	0.0360*
H54C	0.31220	0.47040	0.13280	0.0320*
H55A	0.31690	0.31980	0.05180	0.0380*
H55B	0.14320	0.31280	0.07170	0.0380*
H56A	0.00550	0.42710	0.01110	0.0450*
H56B	0.12270	0.27470	−0.00460	0.0450*
H57	0.14720	0.40010	−0.07570	0.0430*
H59	0.37360	0.87410	−0.08670	0.0400*
H60	0.38580	0.91090	−0.01280	0.0400*
H61A	0.24040	0.97510	0.04810	0.0390*
H61B	0.42600	0.91510	0.06250	0.0390*
H62A	0.15650	0.92010	0.11360	0.0360*
H62B	0.33160	1.01580	0.12360	0.0360*
H64	0.45170	0.85300	0.27150	0.0560*
H66A	0.18750	0.13820	0.20560	0.0660*
H66B	0.11630	0.21710	0.16030	0.0660*
H66C	0.00040	0.20590	0.19850	0.0660*
H67A	0.34390	0.33120	0.24920	0.0510*
H67B	0.32330	0.54840	0.24500	0.0510*
H69A	0.27710	0.83330	−0.15770	0.0770*
H69B	0.32320	0.66960	−0.18680	0.0770*
H69C	0.44630	0.72750	−0.14640	0.0770*
H70A	0.58570	0.82730	0.14540	0.0480*
H70B	0.54580	0.68980	0.10690	0.0480*
H70C	0.56570	0.62000	0.15520	0.0480*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O14	0.043 (2)	0.046 (2)	0.0284 (18)	0.0004 (19)	0.0022 (15)	0.0083 (17)
O18	0.054 (2)	0.035 (2)	0.032 (2)	0.0060 (18)	0.0068 (17)	−0.0021 (16)
N13	0.039 (2)	0.031 (2)	0.030 (2)	0.003 (2)	0.0028 (18)	0.0044 (19)
C1	0.034 (3)	0.026 (3)	0.029 (3)	−0.006 (2)	0.000 (2)	0.002 (2)
C2	0.035 (3)	0.032 (3)	0.038 (3)	0.000 (2)	0.005 (2)	0.002 (2)
C3	0.033 (3)	0.032 (3)	0.032 (3)	0.005 (2)	0.002 (2)	0.001 (2)
C4	0.035 (3)	0.026 (3)	0.037 (3)	0.002 (2)	0.000 (2)	0.000 (2)
C4A	0.035 (3)	0.023 (3)	0.031 (3)	−0.002 (2)	0.001 (2)	−0.001 (2)
C4B	0.034 (3)	0.024 (3)	0.030 (3)	0.000 (2)	0.001 (2)	0.004 (2)
C5	0.043 (3)	0.022 (2)	0.033 (3)	0.008 (2)	0.004 (2)	0.000 (2)
C6	0.041 (3)	0.029 (3)	0.039 (3)	0.008 (2)	0.001 (2)	0.005 (2)
C6A	0.029 (3)	0.025 (3)	0.034 (3)	0.001 (2)	0.000 (2)	0.000 (2)
C7	0.035 (3)	0.026 (3)	0.039 (3)	0.006 (2)	−0.001 (2)	0.003 (2)
C8	0.033 (3)	0.029 (3)	0.030 (3)	−0.005 (2)	0.002 (2)	0.000 (2)
C9	0.032 (3)	0.026 (3)	0.038 (3)	0.000 (2)	0.007 (2)	−0.005 (2)
C10	0.037 (3)	0.025 (3)	0.036 (3)	0.005 (2)	0.004 (2)	0.005 (2)
C10A	0.028 (3)	0.021 (2)	0.033 (3)	0.001 (2)	−0.001 (2)	0.003 (2)
C10B	0.028 (3)	0.020 (3)	0.035 (3)	0.002 (2)	0.000 (2)	−0.002 (2)
C11	0.052 (3)	0.022 (3)	0.031 (3)	−0.001 (2)	0.004 (2)	0.003 (2)
C12	0.037 (3)	0.020 (2)	0.036 (3)	0.004 (2)	0.001 (2)	0.003 (2)
C12A	0.033 (3)	0.024 (2)	0.032 (3)	0.002 (2)	0.002 (2)	0.004 (2)
C15	0.037 (3)	0.035 (3)	0.030 (3)	0.000 (3)	0.006 (2)	−0.001 (2)
C16	0.053 (4)	0.029 (3)	0.055 (3)	0.001 (3)	0.002 (3)	0.002 (3)
C17	0.053 (4)	0.039 (3)	0.045 (3)	0.002 (3)	−0.005 (3)	−0.009 (3)
C19	0.047 (3)	0.043 (3)	0.039 (3)	0.003 (3)	0.009 (2)	0.001 (3)
C20	0.032 (3)	0.033 (3)	0.037 (3)	0.000 (2)	0.003 (2)	0.006 (2)
O64	0.043 (2)	0.038 (2)	0.0300 (19)	0.0031 (17)	−0.0016 (15)	−0.0029 (16)
O68	0.062 (2)	0.041 (2)	0.0323 (19)	0.006 (2)	0.0015 (17)	−0.0005 (18)
N63	0.044 (3)	0.029 (2)	0.026 (2)	0.0026 (19)	0.0026 (19)	−0.0001 (18)
C51	0.031 (3)	0.015 (2)	0.034 (3)	0.000 (2)	−0.003 (2)	0.001 (2)
C52	0.035 (3)	0.025 (3)	0.034 (3)	−0.001 (2)	0.003 (2)	−0.003 (2)
C53	0.032 (3)	0.024 (3)	0.038 (3)	0.001 (2)	0.009 (2)	0.001 (2)
C54	0.031 (3)	0.021 (2)	0.039 (3)	0.000 (2)	0.001 (2)	0.000 (2)
C54A	0.023 (2)	0.020 (2)	0.036 (3)	0.001 (2)	0.003 (2)	0.000 (2)
C54B	0.021 (2)	0.021 (3)	0.039 (3)	−0.002 (2)	0.003 (2)	−0.003 (2)
C55	0.033 (3)	0.024 (3)	0.038 (3)	0.003 (2)	0.006 (2)	−0.002 (2)
C56	0.040 (3)	0.030 (3)	0.043 (3)	−0.006 (3)	0.002 (2)	−0.004 (2)
C56A	0.022 (3)	0.029 (3)	0.034 (3)	0.001 (2)	−0.002 (2)	0.000 (2)
C57	0.033 (3)	0.032 (3)	0.041 (3)	0.005 (2)	−0.003 (2)	−0.002 (2)
C58	0.036 (3)	0.036 (3)	0.029 (3)	0.010 (2)	−0.002 (2)	−0.002 (2)
C59	0.032 (3)	0.033 (3)	0.037 (3)	−0.002 (2)	0.006 (2)	0.008 (2)
C60	0.036 (3)	0.026 (3)	0.037 (3)	−0.005 (2)	0.002 (2)	−0.001 (2)
C60A	0.024 (3)	0.023 (3)	0.036 (3)	0.002 (2)	0.002 (2)	−0.001 (2)
C60B	0.025 (3)	0.027 (3)	0.034 (3)	−0.004 (2)	0.005 (2)	0.000 (2)
C61	0.044 (3)	0.022 (3)	0.032 (3)	−0.007 (2)	−0.001 (2)	0.002 (2)
C62	0.033 (3)	0.022 (2)	0.034 (3)	−0.006 (2)	−0.001 (2)	0.000 (2)
C62A	0.027 (3)	0.021 (2)	0.032 (3)	−0.003 (2)	−0.0002 (19)	0.001 (2)
C65	0.041 (3)	0.023 (2)	0.031 (3)	0.000 (2)	0.011 (2)	0.001 (2)
C66	0.061 (4)	0.023 (3)	0.048 (3)	−0.002 (3)	0.006 (3)	0.001 (2)
C67	0.053 (4)	0.029 (3)	0.044 (3)	0.004 (3)	0.000 (3)	0.006 (2)
C69	0.071 (4)	0.049 (4)	0.034 (3)	−0.006 (3)	0.005 (3)	0.006 (3)
C70	0.031 (3)	0.030 (3)	0.036 (3)	−0.001 (2)	0.004 (2)	−0.002 (2)

Geometric parameters (Å, º)

O14—N13	1.419 (5)	C19—H19B	0.9789
N13—C1	1.288 (6)	C19—H19C	0.9792
O18—C8	1.373 (5)	C19—H19A	0.9802
O18—C19	1.420 (7)	C20—H20C	0.9799
C4B—C10B	1.344 (6)	C20—H20A	0.9801
O64—N63	1.428 (5)	C20—H20B	0.9806
N63—C51	1.265 (6)	C51—C62A	1.525 (6)
O68—C58	1.372 (6)	C51—C52	1.508 (7)
O68—C69	1.423 (7)	C52—C53	1.544 (6)
C54B—C60B	1.346 (6)	C53—C65	1.524 (7)
O64—H64	0.8441	C53—C54	1.529 (6)
O14—H14	0.9551	C54—C54A	1.558 (7)
C1—C2	1.493 (7)	C54A—C54B	1.517 (6)
C1—C12A	1.534 (6)	C54A—C62A	1.563 (6)
C2—C3	1.519 (7)	C54B—C55	1.511 (6)
C3—C4	1.524 (6)	C55—C56	1.504 (7)
C3—C15	1.523 (7)	C56—C56A	1.505 (7)
C4—C4A	1.540 (7)	C56A—C60A	1.415 (6)
C4A—C12A	1.560 (6)	C56A—C57	1.385 (6)
C4A—C4B	1.515 (6)	C57—C58	1.389 (7)
C4B—C5	1.517 (6)	C58—C59	1.385 (7)
C5—C6	1.507 (6)	C59—C60	1.393 (7)
C6—C6A	1.504 (7)	C60—C60A	1.395 (7)
C6A—C10A	1.409 (6)	C60A—C60B	1.474 (7)
C6A—C7	1.392 (7)	C60B—C61	1.508 (6)
C7—C8	1.385 (7)	C61—C62	1.517 (6)
C8—C9	1.399 (7)	C62—C62A	1.546 (6)
C9—C10	1.390 (7)	C62A—C70	1.539 (7)
C10—C10A	1.402 (7)	C65—C66	1.508 (7)
C10A—C10B	1.469 (6)	C65—C67	1.320 (7)
C10B—C11	1.512 (6)	C52—H52A	0.9900
C11—C12	1.521 (6)	C52—H52B	0.9909
C12—C12A	1.540 (6)	C53—H53	1.0001
C12A—C20	1.536 (7)	C54—H54A	0.9900
C15—C16	1.503 (7)	C54—H54B	0.9900
C15—C17	1.313 (7)	C54A—H54C	1.0001
C2—H2A	0.9898	C55—H55A	0.9902
C2—H2B	0.9911	C55—H55B	0.9900
C3—H3	1.0003	C56—H56A	0.9896
C4—H4C	0.9893	C56—H56B	0.9899
C4—H4B	0.9900	C57—H57	0.9503
C4A—H4A	1.0002	C59—H59	0.9497
C5—H5A	0.9906	C60—H60	0.9505
C5—H5B	0.9891	C61—H61A	0.9910
C6—H6A	0.9898	C61—H61B	0.9898
C6—H6B	0.9905	C62—H62A	0.9902
C7—H7	0.9493	C62—H62B	0.9898
C9—H9	0.9492	C66—H66A	0.9800
C10—H10	0.9504	C66—H66B	0.9785
C11—H11A	0.9906	C66—H66C	0.9804
C11—H11B	0.9894	C67—H67A	0.9499
C12—H12B	0.9891	C67—H67B	0.9494
C12—H12A	0.9898	C69—H69A	0.9796
C16—H16B	0.9809	C69—H69B	0.9788
C16—H16C	0.9806	C69—H69C	0.9804
C16—H16A	0.9798	C70—H70A	0.9800
C17—H17B	0.9498	C70—H70B	0.9809
C17—H17A	0.9507	C70—H70C	0.9797
O14···O64	3.171 (5)	H7···H6A	2.4387
O14···N63	2.772 (5)	H9···C19	2.5473
O18···C16^i	3.407 (7)	H9···H19A	2.2760
O64···O14	3.171 (5)	H9···H5A^v	2.4414
O64···N13	2.773 (5)	H9···H19C	2.3954
O68···C70^ii	3.404 (7)	H10···H11A	2.4301
O14···H2B	2.2368	H10···C11	2.6127
O14···H16A^iii	2.7150	H10···H11B	2.3622
O14···H64	2.7431	H11A···H10	2.4301
O18···H20A^iv	2.7723	H11A···H6B^i	2.5084
O18···H16B^i	2.6631	H11A···C5^iii	3.0596
O64···H67B	2.5616	H11A···C10	2.8433
O64···H52B	2.2420	H11B···C20	2.7798
O64···H66A^iii	2.7895	H11B···C10	2.9138
O64···H19B^v	2.8513	H11B···H20B	2.3822
O64···H14	2.6405	H11B···C8^v	3.0087
O68···H66C^vi	2.8987	H11B···H10	2.3622
O68···H70A^ii	2.5032	H12A···C4B	3.0421
N13···O64	2.773 (5)	H12A···H4B	2.3547
N13···N63	3.011 (5)	H12A···C2	3.0871
N63···O14	2.772 (5)	H12A···C4	2.8823
N63···N13	3.011 (5)	H12B···H20A	2.5216
N63···C67	3.374 (7)	H12B···H19C^v	2.5911
N13···H17B	2.7700	H14···H70A	2.3829
N13···H20A	2.5865	H14···C70	2.8113
N13···H16A^iii	2.8022	H14···H64	2.4576
N13···H20C	2.7412	H14···O64	2.6405
N13···H64	2.0551	H14···N63	1.9235
N63···H67B	2.6071	H14···C51	2.9697
N63···H14	1.9235	H14···H70C	2.4968
N63···H66A^iii	2.9424	H16A···H2A^ix	2.4200
N63···H70C	2.7393	H16A···H17A	2.2869
N63···H70A	2.5469	H16A···O14^ix	2.7149
C1···C17	3.137 (7)	H16A···N13^ix	2.8022
C4A···C17	3.475 (7)	H16A···C1^ix	2.8506
C6···C10A^vii	3.521 (7)	H16A···C2^ix	2.9494
C10A···C6^i	3.521 (7)	H16B···C19^vii	3.0682
C10B···C20	3.306 (7)	H16B···C4	2.9265
C16···O18^vii	3.407 (7)	H16B···H4C	2.3393
C16···C19^vii	3.535 (8)	H16B···O18^vii	2.6631
C17···C4A	3.475 (7)	H16C···H3	2.5221
C17···C1	3.137 (7)	H17A···H16A	2.2869
C19···C16^i	3.535 (8)	H17A···H69B^ii	2.3410
C20···C10B	3.306 (7)	H17B···C1	2.4760
C51···C67	3.085 (7)	H17B···N13	2.7700
C52···C66^iii	3.597 (7)	H17B···H2B	2.4864
C56···C60A^viii	3.560 (7)	H17B···C2	2.6189
C60A···C56^vi	3.560 (7)	H19A···C9	2.7425
C60B···C70	3.323 (7)	H19A···H3^i	2.4867
C66···C52^ix	3.597 (7)	H19A···H9	2.2760
C67···C51	3.085 (7)	H19B···H64^iv	2.5733
C67···N63	3.374 (7)	H19B···O64^iv	2.8513
C70···O68^x	3.404 (7)	H19C···H12B^iv	2.5911
C70···C60B	3.323 (7)	H19C···H9	2.3954
C1···H17B	2.4760	H19C···H4A^v	2.4296
C1···H16A^iii	2.8506	H19C···C9	2.7915
C2···H16A^iii	2.9494	H19C···H5A^v	2.5873
C2···H17B	2.6189	H20A···H12B	2.5216
C2···H52B^xi	2.9432	H20A···H64	2.3644
C2···H12A	3.0871	H20A···N13	2.5865
C4···H5B	2.7772	H20A···O18^v	2.7723
C4···H12A	2.8823	H20B···C4B	2.7289
C4···H16B	2.9265	H20B···C10B	2.7621
C4B···H12A	3.0421	H20B···H11B	2.3822
C4B···H20B	2.7289	H20B···C11	2.6970
C5···H4C	2.8224	H20C···H4A	2.4596
C5···H11A^ix	3.0596	H20C···N13	2.7412
C8···H11B^iv	3.0087	H52A···C62	3.0828
C9···H19A	2.7425	H52A···C66^iii	2.9383
C9···H5A^v	2.7827	H52A···H54A	2.4159
C9···H19C	2.7915	H52A···H62A	2.5260
C10···H11B	2.9138	H52A···H66A^iii	2.5294
C10···H6B^i	2.9382	H52B···O64	2.2420
C10···H11A	2.8433	H52B···C2^xii	2.9432
C10A···H6B^i	2.8486	H52B···C67	2.7666
C10B···H20B	2.7621	H52B···H2B^xii	2.3016
C11···H10	2.6127	H52B···H67B	2.2310
C11···H20B	2.6970	H53···H2B^xii	2.4195
C12···H4B	2.9582	H54A···C62	2.9629
C15···H4A	2.7133	H54A···H52A	2.4159
C16···H4C	2.9246	H54A···H62A	2.3747
C16···H2A^ix	2.9972	H54A···H57^vi	2.5679
C17···H69B^ii	2.8926	H54B···C55	2.8677
C17···H4A	2.8874	H54B···C66	2.7272
C17···H2B	2.8335	H54B···H55B	2.2346
C19···H9	2.5473	H54B···H66B	2.1644
C19···H16B^i	3.0682	H54C···C65	2.7115
C20···H64	3.0483	H54C···H55B	2.5447
C20···H11B	2.7798	H54C···H70C	2.3950
C51···H14	2.9697	H55A···C59^ii	2.8886
C51···H67B	2.5640	H55A···C60^ii	3.0229
C51···H66A^iii	2.9383	H55B···C54	2.8165
C52···H67B	2.5348	H55B···H54B	2.2346
C52···H2B^xii	2.9410	H55B···H54C	2.5447
C52···H62A	2.9703	H56A···C60^viii	2.9948
C52···H66A^iii	2.9606	H56A···C60A^viii	2.9082
C53···H2B^xii	2.8739	H56B···H57	2.4518
C54···H66B	2.7041	H57···H56B	2.4518
C54···H62A	2.9018	H57···H54A^viii	2.5679
C54···H55B	2.8165	H59···C69	2.5204
C54B···H62A	3.0802	H59···H69A	2.3141
C54B···H70B	2.7559	H59···H69C	2.3026
C55···H54B	2.8677	H59···H70B^x	2.5590
C55···H61A^ix	3.0796	H60···C61	2.5993
C58···H61B^ii	3.0848	H60···H61A	2.3949
C59···H69C	2.7139	H60···H61B	2.3586
C59···H69A	2.7857	H61A···C55^iii	3.0796
C59···H55A^x	2.8886	H61A···C60	2.8092
C60···H56A^vi	2.9948	H61A···H60	2.3949
C60···H61B	2.9076	H61B···C60	2.9076
C60···H55A^x	3.0229	H61B···C70	2.8098
C60···H61A	2.8092	H61B···H60	2.3586
C60A···H56A^vi	2.9082	H61B···H70B	2.3465
C60B···H70B	2.7751	H61B···C58^x	3.0848
C61···H60	2.5993	H62A···C52	2.9703
C61···H70B	2.6729	H62A···C54	2.9018
C62···H54A	2.9629	H62A···C54B	3.0802
C62···H52A	3.0828	H62A···H52A	2.5260
C65···H2B^xii	3.0478	H62A···H54A	2.3747
C65···H54C	2.7115	H62B···H70A	2.5456
C66···H54B	2.7272	H62B···H69C^x	2.4625
C66···H52A^ix	2.9383	H64···O14	2.7431
C67···H3^xii	2.9058	H64···N13	2.0551
C67···H52B	2.7666	H64···C20	3.0483
C69···H66C^vi	2.8676	H64···H14	2.4576
C69···H59	2.5204	H64···H20A	2.3644
C69···H70A^ii	3.0201	H64···H19B^v	2.5733
C70···H61B	2.8098	H66A···O64^ix	2.7895
C70···H14	2.8113	H66A···N63^ix	2.9424
H2A···C16^iii	2.9972	H66A···C51^ix	2.9383
H2A···H4B	2.5472	H66A···C52^ix	2.9606
H2A···H16A^iii	2.4200	H66A···H52A^ix	2.5294
H2B···C65^xi	3.0478	H66A···H67A	2.2952
H2B···C52^xi	2.9410	H66B···C54	2.7041
H2B···C53^xi	2.8739	H66B···H54B	2.1644
H2B···O14	2.2368	H66C···O68^viii	2.8987
H2B···C17	2.8335	H66C···C69^viii	2.8676
H2B···H53^xi	2.4195	H67A···H66A	2.2952
H2B···H17B	2.4864	H67B···O64	2.5616
H2B···H52B^xi	2.3016	H67B···N63	2.6071
H3···H19A^vii	2.4867	H67B···C51	2.5640
H3···H16C	2.5221	H67B···C52	2.5348
H3···C67^xi	2.9058	H67B···H52B	2.2310
H4A···C17	2.8874	H69A···C59	2.7857
H4A···H5B	2.5569	H69A···H59	2.3141
H4A···C15	2.7133	H69A···H70C^x	2.5040
H4A···H20C	2.4596	H69B···C17^x	2.8926
H4A···H19C^iv	2.4296	H69B···H17A^x	2.3410
H4B···C12	2.9582	H69C···C59	2.7139
H4B···H12A	2.3547	H69C···H59	2.3026
H4B···H2A	2.5472	H69C···H62B^ii	2.4625
H4C···C5	2.8224	H70A···N63	2.5469
H4C···C16	2.9246	H70A···H14	2.3829
H4C···H5B	2.1758	H70A···H62B	2.5456
H4C···H16B	2.3393	H70A···O68^x	2.5032
H5A···H19C^iv	2.5873	H70A···C69^x	3.0201
H5A···C9^iv	2.7827	H70B···C54B	2.7559
H5A···H9^iv	2.4414	H70B···C60B	2.7751
H5B···H4A	2.5569	H70B···C61	2.6729
H5B···H4C	2.1758	H70B···H61B	2.3465
H5B···C4	2.7772	H70B···H59^ii	2.5590
H6A···H7	2.4387	H70C···N63	2.7393
H6B···C10^vii	2.9382	H70C···H14	2.4968
H6B···C10A^vii	2.8486	H70C···H54C	2.3950
H6B···H11A^vii	2.5084	H70C···H69A^ii	2.5040
C8—O18—C19	118.2 (4)	H20A—C20—H20B	109.43
N13—O14—H14	107.55	C12A—C20—H20A	109.48
C58—O68—C69	117.6 (4)	H20A—C20—H20C	109.49
N63—O64—H64	111.96	N63—C51—C52	123.5 (4)
O14—N13—C1	113.0 (4)	C52—C51—C62A	119.4 (4)
O64—N63—C51	114.3 (4)	N63—C51—C62A	117.1 (4)
N13—C1—C2	123.1 (4)	C51—C52—C53	110.3 (4)
C2—C1—C12A	121.0 (4)	C52—C53—C65	114.1 (4)
N13—C1—C12A	115.9 (4)	C54—C53—C65	113.2 (4)
C1—C2—C3	114.0 (4)	C52—C53—C54	106.7 (4)
C4—C3—C15	112.2 (4)	C53—C54—C54A	111.5 (4)
C2—C3—C15	114.3 (4)	C54—C54A—C62A	112.8 (4)
C2—C3—C4	109.1 (4)	C54B—C54A—C62A	112.3 (4)
C3—C4—C4A	111.5 (4)	C54—C54A—C54B	110.1 (4)
C4—C4A—C12A	114.0 (4)	C54A—C54B—C60B	123.9 (4)
C4B—C4A—C12A	112.0 (4)	C55—C54B—C60B	120.0 (4)
C4—C4A—C4B	110.8 (4)	C54A—C54B—C55	116.1 (4)
C5—C4B—C10B	120.0 (4)	C54B—C55—C56	112.0 (4)
C4A—C4B—C10B	124.4 (4)	C55—C56—C56A	112.6 (4)
C4A—C4B—C5	115.5 (4)	C56—C56A—C57	122.1 (4)
C4B—C5—C6	111.8 (4)	C57—C56A—C60A	120.1 (4)
C5—C6—C6A	112.1 (4)	C56—C56A—C60A	117.7 (4)
C6—C6A—C10A	117.8 (4)	C56A—C57—C58	121.2 (5)
C7—C6A—C10A	120.3 (4)	O68—C58—C59	124.2 (4)
C6—C6A—C7	121.8 (4)	C57—C58—C59	119.5 (4)
C6A—C7—C8	120.9 (5)	O68—C58—C57	116.3 (4)
O18—C8—C7	115.9 (4)	C58—C59—C60	119.6 (5)
O18—C8—C9	124.2 (4)	C59—C60—C60A	122.0 (5)
C7—C8—C9	119.8 (4)	C56A—C60A—C60	117.6 (4)
C8—C9—C10	119.0 (4)	C56A—C60A—C60B	119.7 (4)
C9—C10—C10A	122.2 (5)	C60—C60A—C60B	122.8 (4)
C6A—C10A—C10B	119.7 (4)	C54B—C60B—C61	122.0 (4)
C6A—C10A—C10	117.7 (4)	C60A—C60B—C61	117.5 (4)
C10—C10A—C10B	122.6 (4)	C54B—C60B—C60A	120.5 (4)
C10A—C10B—C11	118.2 (4)	C60B—C61—C62	113.7 (4)
C4B—C10B—C10A	120.6 (4)	C61—C62—C62A	112.5 (4)
C4B—C10B—C11	121.2 (4)	C51—C62A—C54A	111.6 (4)
C10B—C11—C12	113.5 (4)	C51—C62A—C62	107.8 (4)
C11—C12—C12A	112.1 (4)	C54A—C62A—C62	108.2 (4)
C1—C12A—C4A	111.4 (4)	C54A—C62A—C70	108.0 (4)
C12—C12A—C20	110.7 (4)	C62—C62A—C70	110.5 (4)
C1—C12A—C20	110.7 (4)	C51—C62A—C70	110.8 (4)
C4A—C12A—C12	107.4 (4)	C53—C65—C67	124.0 (5)
C1—C12A—C12	107.7 (4)	C66—C65—C67	120.7 (5)
C4A—C12A—C20	108.9 (4)	C53—C65—C66	115.3 (4)
C3—C15—C16	115.1 (4)	C51—C52—H52A	109.60
C3—C15—C17	124.3 (5)	C51—C52—H52B	109.60
C16—C15—C17	120.6 (5)	C53—C52—H52A	109.60
C3—C2—H2A	108.80	C53—C52—H52B	109.58
H2A—C2—H2B	107.60	H52A—C52—H52B	108.07
C1—C2—H2B	108.72	C52—C53—H53	107.52
C3—C2—H2B	108.77	C54—C53—H53	107.46
C1—C2—H2A	108.79	C65—C53—H53	107.51
C2—C3—H3	106.90	C53—C54—H54A	109.37
C15—C3—H3	106.93	C53—C54—H54B	109.28
C4—C3—H3	107.02	C54A—C54—H54A	109.30
C3—C4—H4C	109.31	C54A—C54—H54B	109.33
C3—C4—H4B	109.34	H54A—C54—H54B	108.03
H4B—C4—H4C	107.97	C54—C54A—H54C	107.08
C4A—C4—H4B	109.30	C54B—C54A—H54C	107.20
C4A—C4—H4C	109.38	C62A—C54A—H54C	107.03
C4—C4A—H4A	106.46	C54B—C55—H55A	109.17
C4B—C4A—H4A	106.56	C54B—C55—H55B	109.17
C12A—C4A—H4A	106.50	C56—C55—H55A	109.27
C4B—C5—H5A	109.26	C56—C55—H55B	109.27
H5A—C5—H5B	107.97	H55A—C55—H55B	107.88
C6—C5—H5B	109.24	C55—C56—H56A	109.13
C6—C5—H5A	109.20	C55—C56—H56B	109.06
C4B—C5—H5B	109.34	C56A—C56—H56A	109.05
C5—C6—H6A	109.22	C56A—C56—H56B	109.11
C6A—C6—H6B	109.11	H56A—C56—H56B	107.76
C6A—C6—H6A	109.23	C56A—C57—H57	119.40
C5—C6—H6B	109.25	C58—C57—H57	119.36
H6A—C6—H6B	107.84	C58—C59—H59	120.23
C8—C7—H7	119.58	C60—C59—H59	120.16
C6A—C7—H7	119.49	C59—C60—H60	119.08
C8—C9—H9	120.57	C60A—C60—H60	118.95
C10—C9—H9	120.43	C60B—C61—H61A	108.80
C10A—C10—H10	118.84	C60B—C61—H61B	108.82
C9—C10—H10	118.99	C62—C61—H61A	108.87
C12—C11—H11B	108.77	C62—C61—H61B	108.84
H11A—C11—H11B	107.74	H61A—C61—H61B	107.68
C12—C11—H11A	108.87	C61—C62—H62A	109.03
C10B—C11—H11A	108.84	C61—C62—H62B	109.07
C10B—C11—H11B	108.97	C62A—C62—H62A	109.16
C12A—C12—H12B	109.24	C62A—C62—H62B	109.17
C11—C12—H12B	109.14	H62A—C62—H62B	107.82
C12A—C12—H12A	109.15	C65—C66—H66A	109.50
C11—C12—H12A	109.21	C65—C66—H66B	109.50
H12A—C12—H12B	107.90	C65—C66—H66C	109.48
C15—C16—H16B	109.45	H66A—C66—H66B	109.46
H16A—C16—H16C	109.42	H66A—C66—H66C	109.44
H16B—C16—H16C	109.55	H66B—C66—H66C	109.44
H16A—C16—H16B	109.48	C65—C67—H67A	119.96
C15—C16—H16A	109.48	C65—C67—H67B	119.95
C15—C16—H16C	109.45	H67A—C67—H67B	120.10
H17A—C17—H17B	119.95	O68—C69—H69A	109.52
C15—C17—H17A	119.99	O68—C69—H69B	109.42
C15—C17—H17B	120.07	O68—C69—H69C	109.40
O18—C19—H19B	109.45	H69A—C69—H69B	109.53
H19A—C19—H19C	109.51	H69A—C69—H69C	109.44
O18—C19—H19C	109.53	H69B—C69—H69C	109.52
O18—C19—H19A	109.45	C62A—C70—H70A	109.51
H19A—C19—H19B	109.46	C62A—C70—H70B	109.48
H19B—C19—H19C	109.43	C62A—C70—H70C	109.48
C12A—C20—H20C	109.47	H70A—C70—H70B	109.48
C12A—C20—H20B	109.48	H70A—C70—H70C	109.48
H20B—C20—H20C	109.47	H70B—C70—H70C	109.39
C19—O18—C8—C7	−176.4 (5)	C10B—C11—C12—C12A	44.3 (6)
C19—O18—C8—C9	4.6 (7)	C11—C12—C12A—C20	56.5 (5)
C69—O68—C58—C57	−172.8 (5)	C11—C12—C12A—C4A	−62.4 (5)
C69—O68—C58—C59	6.5 (7)	C11—C12—C12A—C1	177.6 (4)
O14—N13—C1—C2	−0.8 (6)	N63—C51—C62A—C62	−98.9 (5)
O14—N13—C1—C12A	177.5 (4)	N63—C51—C62A—C54A	142.4 (4)
O64—N63—C51—C52	−3.3 (6)	C52—C51—C62A—C62	80.0 (5)
O64—N63—C51—C62A	175.6 (4)	N63—C51—C62A—C70	22.0 (6)
C12A—C1—C2—C3	39.2 (6)	C52—C51—C62A—C54A	−38.6 (6)
N13—C1—C2—C3	−142.6 (5)	C62A—C51—C52—C53	49.9 (5)
N13—C1—C12A—C4A	150.6 (4)	N63—C51—C52—C53	−131.3 (5)
N13—C1—C12A—C12	−91.9 (5)	C52—C51—C62A—C70	−159.0 (4)
C2—C1—C12A—C4A	−31.1 (6)	C51—C52—C53—C54	−60.0 (5)
N13—C1—C12A—C20	29.2 (6)	C51—C52—C53—C65	65.8 (5)
C2—C1—C12A—C12	86.4 (5)	C65—C53—C54—C54A	−61.7 (5)
C2—C1—C12A—C20	−152.5 (4)	C52—C53—C65—C66	−178.4 (4)
C1—C2—C3—C15	74.5 (5)	C52—C53—C65—C67	2.8 (7)
C1—C2—C3—C4	−52.0 (5)	C52—C53—C54—C54A	64.7 (5)
C2—C3—C15—C16	157.2 (4)	C54—C53—C65—C66	−56.0 (6)
C2—C3—C4—C4A	61.2 (5)	C54—C53—C65—C67	125.2 (5)
C15—C3—C4—C4A	−66.5 (5)	C53—C54—C54A—C62A	−55.4 (5)
C4—C3—C15—C17	102.2 (6)	C53—C54—C54A—C54B	178.3 (4)
C2—C3—C15—C17	−22.7 (7)	C54—C54A—C54B—C60B	108.9 (5)
C4—C3—C15—C16	−77.9 (5)	C62A—C54A—C54B—C55	160.2 (4)
C3—C4—C4A—C12A	−55.9 (5)	C62A—C54A—C54B—C60B	−17.7 (6)
C3—C4—C4A—C4B	176.7 (4)	C54—C54A—C54B—C55	−73.2 (5)
C4B—C4A—C12A—C12	47.5 (5)	C54B—C54A—C62A—C62	46.2 (5)
C12A—C4A—C4B—C5	160.5 (4)	C54B—C54A—C62A—C70	−73.4 (5)
C4B—C4A—C12A—C1	165.2 (4)	C54—C54A—C62A—C70	161.5 (4)
C4B—C4A—C12A—C20	−72.5 (5)	C54—C54A—C62A—C51	39.4 (5)
C4—C4A—C12A—C20	160.8 (4)	C54—C54A—C62A—C62	−78.9 (4)
C4—C4A—C12A—C12	−79.3 (5)	C54B—C54A—C62A—C51	164.6 (4)
C4—C4A—C4B—C5	−71.0 (5)	C54A—C54B—C55—C56	149.8 (4)
C4—C4A—C4B—C10B	111.3 (5)	C55—C54B—C60B—C61	−178.4 (4)
C12A—C4A—C4B—C10B	−17.2 (7)	C55—C54B—C60B—C60A	−0.2 (7)
C4—C4A—C12A—C1	38.4 (5)	C60B—C54B—C55—C56	−32.1 (6)
C4A—C4B—C10B—C11	−2.4 (8)	C54A—C54B—C60B—C60A	177.6 (4)
C4A—C4B—C5—C6	151.1 (4)	C54A—C54B—C60B—C61	−0.6 (7)
C4A—C4B—C10B—C10A	176.4 (4)	C54B—C55—C56—C56A	47.7 (5)
C5—C4B—C10B—C11	−180.0 (4)	C55—C56—C56A—C60A	−33.7 (6)
C5—C4B—C10B—C10A	−1.2 (7)	C55—C56—C56A—C57	149.2 (5)
C10B—C4B—C5—C6	−31.1 (6)	C56—C56A—C57—C58	176.5 (5)
C4B—C5—C6—C6A	48.2 (5)	C57—C56A—C60A—C60B	178.7 (5)
C5—C6—C6A—C10A	−36.1 (6)	C56—C56A—C60A—C60	−177.3 (4)
C5—C6—C6A—C7	147.2 (5)	C56—C56A—C60A—C60B	1.6 (7)
C7—C6A—C10A—C10B	−179.2 (4)	C60A—C56A—C57—C58	−0.4 (7)
C10A—C6A—C7—C8	−0.5 (7)	C57—C56A—C60A—C60	−0.2 (7)
C7—C6A—C10A—C10	0.5 (7)	C56A—C57—C58—O68	179.8 (4)
C6—C6A—C7—C8	176.2 (5)	C56A—C57—C58—C59	0.5 (8)
C6—C6A—C10A—C10	−176.3 (4)	O68—C58—C59—C60	−179.2 (5)
C6—C6A—C10A—C10B	4.0 (7)	C57—C58—C59—C60	0.1 (7)
C6A—C7—C8—C9	−1.1 (7)	C58—C59—C60—C60A	−0.8 (8)
C6A—C7—C8—O18	179.9 (4)	C59—C60—C60A—C60B	−178.0 (5)
C7—C8—C9—C10	2.5 (7)	C59—C60—C60A—C56A	0.9 (7)
O18—C8—C9—C10	−178.5 (5)	C56A—C60A—C60B—C61	−165.1 (4)
C8—C9—C10—C10A	−2.5 (7)	C60—C60A—C60B—C54B	−164.5 (5)
C9—C10—C10A—C10B	−179.4 (5)	C56A—C60A—C60B—C54B	16.7 (7)
C9—C10—C10A—C6A	1.0 (7)	C60—C60A—C60B—C61	13.8 (7)
C10—C10A—C10B—C4B	−163.7 (5)	C54B—C60B—C61—C62	−12.1 (7)
C6A—C10A—C10B—C4B	15.9 (7)	C60A—C60B—C61—C62	169.6 (4)
C10—C10A—C10B—C11	15.1 (7)	C60B—C61—C62—C62A	43.3 (6)
C6A—C10A—C10B—C11	−165.3 (5)	C61—C62—C62A—C54A	−60.4 (5)
C10A—C10B—C11—C12	170.2 (4)	C61—C62—C62A—C70	57.7 (5)
C4B—C10B—C11—C12	−11.0 (7)	C61—C62—C62A—C51	178.9 (4)

Symmetry codes: (i) −x+2, y+1/2, −z+1; (ii) −x+1, y−1/2, −z; (iii) x, y+1, z; (iv) −x+1, y−1/2, −z+1; (v) −x+1, y+1/2, −z+1; (vi) −x, y+1/2, −z; (vii) −x+2, y−1/2, −z+1; (viii) −x, y−1/2, −z; (ix) x, y−1, z; (x) −x+1, y+1/2, −z; (xi) x+1, y, z; (xii) x−1, y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O14—H14···N63	0.96	1.92	2.772 (5)	147
O64—H64···N13	0.84	2.06	2.773 (5)	142
C2—H2B···O14	0.99	2.24	2.659 (6)	104
C52—H52B···O64	0.99	2.24	2.685 (6)	106
C67—H67B···O64	0.95	2.56	3.492 (7)	167
C67—H67B···N63	0.95	2.61	3.374 (7)	138
C70—H70A···O68^x	0.98	2.50	3.404 (7)	153

Symmetry code: (x) −x+1, y+1/2, −z.