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Acta Crystallogr Sect E Struct Rep Online. 2010 June 1; 66(Pt 6): o1249–o1250.
Published online 2010 May 8. doi:  10.1107/S1600536810015722
PMCID: PMC2979588

A second monoclinic polymorph of 3β-chloro­cholest-5-ene

Abstract

The title compound, C27H45Cl, is a second monoclinic polymorph which crystallizes in the space group P21 with four crystallographically independent mol­ecules in the asymmetric unit. The structure was previously reported [Bernal et al. (1940 [triangle]). Philos. Trans. R. Soc. London Ser. B, 239, 135–182; Vani & Vijayan (1979 [triangle]). Mol. Cryst. Liq. Cryst. 51, 253–264], also in the space group P21, but with two unique mol­ecules in the asymmetric unit. As in the previously reported structures, rings A and C in the mol­ecule adopt chair conformations with half-chair conformations for rings B and D. The ring junctions BC and CD are trans, whereas the junction AB is quasi-trans. In the crystal structure, mol­ecules are arranged in a head-to-tail fashion along a and are stacked along the b axis.

Related literature

For general background to steroid compounds, see: Doorenbos & Wu (1968 [triangle]); Green et al. (1978 [triangle]); Clinton & Manso (1961 [triangle]); Rajnikant et al. (2006 [triangle]). For the structures of the other polymorphs of the title compound, see: Bernal et al. (1940 [triangle]); Vani & Vijayan (1979 [triangle]). For ring conformations, see: Cremer & Pople (1975 [triangle]). For the melting point of the title compound, see: Baker & Squire (1948 [triangle]). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer, (1986 [triangle]).

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Object name is e-66-o1249-scheme1.jpg

Experimental

Crystal data

  • C27H45Cl
  • M r = 405.08
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-o1249-efi1.jpg
  • a = 21.208 (2) Å
  • b = 7.5302 (7) Å
  • c = 30.778 (3) Å
  • β = 91.453 (2)°
  • V = 4913.7 (8) Å3
  • Z = 8
  • Mo Kα radiation
  • μ = 0.17 mm−1
  • T = 100 K
  • 0.42 × 0.31 × 0.09 mm

Data collection

  • Bruker APEXII DUO CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2009 [triangle]) T min = 0.933, T max = 0.985
  • 78605 measured reflections
  • 28604 independent reflections
  • 18381 reflections with I > 2σ(I)
  • R int = 0.067

Refinement

  • R[F 2 > 2σ(F 2)] = 0.057
  • wR(F 2) = 0.144
  • S = 0.98
  • 28604 reflections
  • 1017 parameters
  • 1 restraint
  • H-atom parameters constrained
  • Δρmax = 0.41 e Å−3
  • Δρmin = −0.35 e Å−3
  • Absolute structure: Flack (1983 [triangle]), 13239 Friedel pairs
  • Flack parameter: −0.01 (4)

Data collection: APEX2 (Bruker, 2009 [triangle]); cell refinement: SAINT (Bruker, 2009 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810015722/sj2768sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810015722/sj2768Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The authors acknowledge Universiti Sains Malaysia (USM) for providing research facilities. HKF and CSY thank USM for the Research University Golden Goose grant (1001/PFIZIK/811012). CSY also thanks USM for the award of a USM fellowship. MSK would like to acknowledge USM for the postdoctoral fellowship award.

supplementary crystallographic information

Comment

For the last seventy years the chemistry of steroids has provided one of the most interesting and thoroughly explored areas for organic chemists. The synthetic modification of naturally occurring steroids with the hope of improving pharmacological essentials has resulted in the preparation and discovery of a number of diverse pharmacologically active, potent, highly specific commercially important therapeutic agents (Doorenbos & Wu, 1968; Green et al., 1978; Clinton & Manso, 1961). The cholesterol molecule in steroidal chemistry is well known as it comprises of four-ring structure of which three are six-membered cyclohexane rings and one is a five membered carbon ring (Rajnikant et al., 2006). In the present work an attempt has been made to synthesize a derivative of the cholesterol molecule. Although the title compound (I) crystallized in the same monoclinic space group, P21, as previously reported (Bernal et al., 1940; Vani & Vijayan, 1979), the unit cell is different.

The asymmetric unit of the title compound (I) consists of four crystallographically independent molecules whereas the previously reported structures had only two unique molecules in the asymmetric unit of a different monoclinic unit cell. As with the previously reported structures, rings A and C adopt chair conformations with half chair conformations for rings B and D (Cremer & Pople, 1975). The ring junctions B–C and C–D are trans whereas the junction A–B is quasi trans. In the crystal strucutre, molecules are arrange head-to-tail down a axis and each molecule is stacked along the b axis (Fig. 2).

Experimental

Freshly purified thionyl chloride (75 ml) was added gradually to cholesterol (100 g) at room temperature. A vigorous reaction ensued with the evolution of gaseous products. When the reaction slackened, the mixture was gently heated at the temperature of 325-335 K on a water bath for 1 h and then poured onto crushed ice-water mixture with stirring. The yellow solid thus obtained was filtered under suction and washed several times with ice-cooled water and air dried. Recrystallization of crude product from acetone gave (I) (94 g), m.p. 368-369 K (reported m.p. 369-370 K; Baker & Squire, 1948). It gave positive Beilstein test and a yellow colour with tetra-nitromethane in chloroform.

Refinement

All H atoms were positioned geometrically and refined using a riding model, with C–H = 0.93–0.98 Å, Uiso(H) = 1.2 or 1.5 Ueq(C). The rotating group model was applied for the methyl groups. The same Uij parameters were used for atom pairs C23C/C24C and C23A/C24A. A total of 13239 Friedel pairs were use to determine the absolute configuration.

Figures

Fig. 1.
The asymmetric unit of (I), showing 50% probability displacement ellipsoids and the atom-numbering scheme.
Fig. 2.
The crystal packing of (I) viewed along the b axis, showing the molecules stack along b axis.

Crystal data

C27H45ClF(000) = 1792
Mr = 405.08Dx = 1.095 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 9910 reflections
a = 21.208 (2) Åθ = 2.7–29.9°
b = 7.5302 (7) ŵ = 0.17 mm1
c = 30.778 (3) ÅT = 100 K
β = 91.453 (2)°Plate, colourless
V = 4913.7 (8) Å30.42 × 0.31 × 0.09 mm
Z = 8

Data collection

Bruker APEXII DUO CCD area-detector diffractometer28604 independent reflections
Radiation source: fine-focus sealed tube18381 reflections with I > 2σ(I)
graphiteRint = 0.067
[var phi] and ω scansθmax = 30.0°, θmin = 1.0°
Absorption correction: multi-scan (SADABS; Bruker, 2009)h = −29→29
Tmin = 0.933, Tmax = 0.985k = −10→10
78605 measured reflectionsl = −42→43

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.057H-atom parameters constrained
wR(F2) = 0.144w = 1/[σ2(Fo2) + (0.0663P)2] where P = (Fo2 + 2Fc2)/3
S = 0.98(Δ/σ)max = 0.002
28604 reflectionsΔρmax = 0.41 e Å3
1017 parametersΔρmin = −0.35 e Å3
1 restraintAbsolute structure: Flack (1983), 13239 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: −0.01 (4)

Special details

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.
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.
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)

xyzUiso*/Ueq
Cl1A1.08384 (3)0.05358 (10)0.491683 (19)0.03717 (16)
C1A0.73950 (11)0.2488 (3)0.23594 (7)0.0239 (5)
H1AA0.75530.31370.21130.029*
H1AB0.69420.26560.23680.029*
C2A0.77135 (11)0.3165 (3)0.27850 (7)0.0264 (5)
H2AA0.79580.42310.27340.032*
H2AB0.74030.34150.30030.032*
C3A0.81402 (10)0.1626 (3)0.29261 (7)0.0187 (4)
H3AA0.85080.16850.27400.022*
C4A0.84017 (10)0.1599 (3)0.33922 (7)0.0197 (4)
H4AA0.80520.14400.35910.024*
C5A0.87390 (11)0.3344 (3)0.35018 (7)0.0244 (5)
H5AA0.89780.37160.32530.029*
H5AB0.84260.42510.35560.029*
C6A0.91738 (11)0.3206 (3)0.38878 (7)0.0274 (5)
H6AA0.93330.42580.40050.033*
C7A0.93539 (11)0.1685 (3)0.40787 (7)0.0235 (5)
C8A0.97827 (12)0.1723 (3)0.44809 (7)0.0302 (5)
H8AA0.99270.29280.45330.036*
H8AB0.95490.13420.47310.036*
C9A1.03468 (11)0.0514 (4)0.44247 (7)0.0298 (5)
H9AA1.05950.09610.41840.036*
C10A1.01370 (11)−0.1358 (3)0.43209 (7)0.0280 (5)
H10A0.9888−0.18200.45560.034*
H10B1.0502−0.21180.42890.034*
C11A0.97417 (11)−0.1337 (3)0.38977 (7)0.0261 (5)
H11A0.9610−0.25410.38300.031*
H11B1.0004−0.09310.36640.031*
C12A0.91474 (10)−0.0133 (3)0.39151 (7)0.0201 (4)
C13A0.88602 (10)0.0015 (3)0.34454 (7)0.0177 (4)
H13A0.92140.02620.32560.021*
C14A0.85598 (11)−0.1719 (3)0.32792 (7)0.0244 (5)
H14A0.8240−0.20860.34800.029*
H14B0.8881−0.26360.32780.029*
C15A0.82575 (11)−0.1583 (3)0.28219 (7)0.0230 (5)
H15A0.8585−0.13970.26120.028*
H15B0.8046−0.26920.27510.028*
C16A0.77796 (10)−0.0055 (3)0.27877 (7)0.0181 (4)
C17A0.75539 (10)0.0474 (3)0.23176 (7)0.0186 (4)
H17A0.79200.03800.21310.022*
C18A0.70145 (10)−0.0573 (3)0.20946 (7)0.0223 (5)
H18A0.6635−0.04020.22650.027*
C19A0.68780 (10)0.0178 (3)0.16346 (7)0.0244 (5)
H19A0.68940.14640.16490.029*
H19B0.7210−0.02080.14450.029*
C20A0.62416 (11)−0.0373 (3)0.14305 (7)0.0255 (5)
H20A0.6229−0.16550.14010.031*
H20B0.5906−0.00220.16210.031*
C21A0.61307 (11)0.0479 (4)0.09841 (7)0.0314 (6)
H21A0.6432−0.00130.07850.038*
H21B0.62140.17420.10080.038*
C22A0.54642 (12)0.0221 (4)0.07873 (8)0.0357 (6)
H22A0.51630.06870.09950.043*
C23A0.53055 (14)−0.1730 (5)0.07063 (9)0.0496 (6)
H23A0.4880−0.18270.05950.074*
H23B0.5347−0.23770.09740.074*
H23C0.5589−0.22120.04990.074*
C24A0.53904 (13)0.1299 (5)0.03664 (8)0.0496 (6)
H24A0.49650.11940.02550.074*
H24B0.56770.08550.01560.074*
H24C0.54830.25250.04250.074*
C25A0.71424 (11)−0.2564 (3)0.20705 (7)0.0263 (5)
H25A0.7148−0.30570.23580.039*
H25B0.7543−0.27620.19410.039*
H25C0.6817−0.31260.18970.039*
C26A0.72068 (10)−0.0403 (3)0.30730 (7)0.0271 (5)
H26A0.7345−0.05050.33710.041*
H26B0.7004−0.14850.29820.041*
H26C0.69140.05660.30430.041*
C27A0.86742 (11)−0.0928 (3)0.42317 (7)0.0288 (5)
H27A0.8283−0.02930.42070.043*
H27B0.8841−0.08330.45240.043*
H27C0.8604−0.21560.41620.043*
Cl1B0.58765 (3)0.96469 (11)0.48748 (2)0.04346 (18)
C1B0.22872 (11)1.2289 (3)0.24711 (7)0.0242 (5)
H1BA0.24281.30330.22350.029*
H1BB0.18341.24250.24940.029*
C2B0.26239 (11)1.2824 (3)0.29016 (7)0.0251 (5)
H2BA0.28711.38950.28660.030*
H2BB0.23221.30180.31290.030*
C3B0.30473 (10)1.1239 (3)0.30081 (7)0.0192 (4)
H3BA0.34111.13460.28190.023*
C4B0.33183 (10)1.1071 (3)0.34692 (7)0.0202 (4)
H4BA0.29731.08660.36690.024*
C5B0.36654 (11)1.2778 (3)0.36017 (7)0.0249 (5)
H5BA0.38911.32230.33540.030*
H5BB0.33571.36670.36800.030*
C6B0.41218 (12)1.2533 (3)0.39736 (7)0.0286 (5)
H6BA0.42881.35480.41050.034*
C7B0.43094 (11)1.0964 (3)0.41318 (7)0.0256 (5)
C8B0.47725 (12)1.0892 (4)0.45172 (7)0.0335 (6)
H8BA0.49281.20770.45820.040*
H8BB0.45601.04540.47710.040*
C9B0.53163 (12)0.9694 (4)0.44172 (7)0.0327 (6)
H9BA0.55301.01670.41630.039*
C10B0.50845 (12)0.7855 (3)0.43114 (7)0.0325 (6)
H10C0.48530.73830.45530.039*
H10D0.54400.70770.42600.039*
C11B0.46522 (11)0.7936 (3)0.39023 (7)0.0278 (5)
H11C0.45000.67490.38370.033*
H11D0.48980.83290.36590.033*
C12B0.40789 (11)0.9190 (3)0.39480 (7)0.0214 (5)
C13B0.37703 (10)0.9468 (3)0.34883 (6)0.0199 (4)
H13B0.41150.97460.32930.024*
C14B0.34475 (11)0.7802 (3)0.33041 (7)0.0245 (5)
H14C0.31290.74200.35050.029*
H14D0.37580.68620.32870.029*
C15B0.31333 (11)0.8052 (3)0.28510 (7)0.0244 (5)
H15C0.34570.82540.26390.029*
H15D0.29100.69740.27690.029*
C16B0.26710 (10)0.9615 (3)0.28410 (6)0.0183 (4)
C17B0.24560 (10)1.0311 (3)0.23834 (7)0.0190 (4)
H17B0.28281.03060.22010.023*
C18B0.19237 (10)0.9343 (3)0.21285 (7)0.0208 (4)
H18B0.15340.94790.22900.025*
C19B0.18222 (10)1.0233 (3)0.16803 (7)0.0236 (5)
H19C0.18461.15100.17170.028*
H19D0.21630.98810.14940.028*
C20B0.11952 (11)0.9775 (3)0.14522 (7)0.0254 (5)
H20C0.08541.00370.16460.030*
H20D0.11850.85120.13910.030*
C21B0.10853 (10)1.0795 (3)0.10277 (7)0.0246 (5)
H21C0.14011.04270.08230.030*
H21D0.11481.20500.10850.030*
C22B0.04329 (11)1.0542 (4)0.08146 (7)0.0281 (5)
H22B0.01181.07970.10340.034*
C23B0.03199 (12)0.8655 (4)0.06518 (8)0.0362 (6)
H23D0.03820.78350.08880.054*
H23E0.06110.83880.04270.054*
H23F−0.01040.85520.05380.054*
C24B0.03354 (13)1.1879 (4)0.04411 (8)0.0409 (7)
H24D−0.00741.17050.03080.061*
H24E0.06531.17010.02290.061*
H24F0.03661.30660.05540.061*
C25B0.20475 (11)0.7357 (3)0.20730 (8)0.0280 (5)
H25D0.20500.67890.23520.042*
H25E0.24490.71880.19410.042*
H25F0.17210.68470.18910.042*
C26B0.20904 (10)0.9216 (3)0.31165 (7)0.0256 (5)
H26D0.22240.90110.34130.038*
H26E0.18790.81790.30050.038*
H26F0.18071.02100.31040.038*
C27B0.36112 (11)0.8355 (3)0.42662 (7)0.0311 (5)
H27D0.37920.83770.45550.047*
H27E0.35260.71500.41820.047*
H27F0.32250.90210.42590.047*
Cl1C0.18518 (3)0.58349 (10)0.03645 (2)0.04151 (17)
C1C0.55598 (12)0.6996 (3)0.27704 (7)0.0294 (5)
H1CA0.54560.77800.30080.035*
H1CB0.60150.69410.27500.035*
C2C0.52627 (12)0.7685 (3)0.23416 (7)0.0289 (5)
H2CA0.50870.88640.23780.035*
H2CB0.55700.77180.21140.035*
C3C0.47454 (10)0.6332 (3)0.22383 (7)0.0203 (5)
H3CA0.44030.65950.24360.024*
C4C0.44476 (10)0.6342 (3)0.17825 (7)0.0204 (4)
H4CA0.47730.60590.15730.024*
C5C0.41697 (11)0.8168 (3)0.16725 (7)0.0257 (5)
H5CA0.39760.86470.19300.031*
H5CB0.45100.89600.15950.031*
C6C0.36883 (11)0.8136 (3)0.13077 (7)0.0273 (5)
H6CA0.35520.92220.11960.033*
C7C0.34414 (11)0.6671 (3)0.11313 (7)0.0239 (5)
C8C0.29729 (12)0.6809 (3)0.07503 (7)0.0305 (5)
H8CA0.28470.80380.07110.037*
H8CB0.31720.64170.04870.037*
C9C0.23974 (11)0.5686 (4)0.08278 (7)0.0300 (5)
H9CA0.21870.61380.10850.036*
C10C0.25793 (11)0.3783 (3)0.09078 (7)0.0266 (5)
H10E0.27960.33160.06580.032*
H10F0.22040.30730.09510.032*
C11C0.30124 (10)0.3686 (3)0.13120 (7)0.0236 (5)
H11E0.31300.24560.13610.028*
H11F0.27770.40750.15610.028*
C12C0.36221 (10)0.4814 (3)0.12880 (7)0.0199 (4)
C13C0.39273 (10)0.4923 (3)0.17505 (6)0.0185 (4)
H13C0.35940.53050.19450.022*
C14C0.41661 (11)0.3114 (3)0.19231 (7)0.0227 (5)
H14E0.38130.22990.19340.027*
H14F0.44650.26340.17210.027*
C15C0.44823 (10)0.3217 (3)0.23754 (7)0.0216 (4)
H15E0.41710.35580.25860.026*
H15F0.46420.20530.24560.026*
C16C0.50254 (10)0.4556 (3)0.23895 (7)0.0206 (4)
C17C0.52849 (10)0.5104 (3)0.28481 (7)0.0212 (5)
H17C0.49200.52460.30340.025*
C18C0.57611 (11)0.3911 (3)0.30947 (7)0.0245 (5)
H18C0.61530.38930.29330.029*
C19C0.59045 (11)0.4728 (4)0.35464 (7)0.0309 (5)
H19E0.59140.60090.35150.037*
H19F0.55580.44410.37340.037*
C20C0.65131 (13)0.4150 (5)0.37731 (8)0.0473 (8)
H20E0.68610.43560.35810.057*
H20F0.64930.28850.38300.057*
C21C0.66456 (12)0.5128 (4)0.42020 (8)0.0398 (7)
H21E0.65710.63850.41540.048*
H21F0.63430.47250.44120.048*
C22C0.72962 (15)0.4908 (5)0.43994 (10)0.0591 (10)
H22C0.76030.52870.41850.071*
C23C0.74359 (17)0.2999 (6)0.45201 (10)0.0720 (8)
H23G0.74050.22700.42650.108*
H23H0.71370.26000.47280.108*
H23I0.78550.29170.46440.108*
C24C0.73709 (16)0.6104 (6)0.48006 (10)0.0720 (8)
H24G0.72960.73170.47180.108*
H24H0.77910.59890.49210.108*
H24I0.70720.57560.50140.108*
C25C0.55354 (11)0.1996 (3)0.31474 (7)0.0302 (5)
H25G0.55120.14300.28680.045*
H25H0.51260.19940.32730.045*
H25I0.58270.13620.33340.045*
C26C0.55701 (10)0.3922 (3)0.21070 (7)0.0261 (5)
H26G0.54260.38450.18090.039*
H26H0.57110.27750.22050.039*
H26I0.59130.47520.21310.039*
C27C0.40669 (11)0.3976 (3)0.09571 (7)0.0272 (5)
H27G0.44600.46080.09620.041*
H27H0.38760.40450.06710.041*
H27I0.41410.27550.10320.041*
Cl1D0.64629 (3)0.57400 (10)−0.01265 (2)0.03807 (15)
C1D1.00060 (12)0.7448 (3)0.23690 (8)0.0278 (5)
H1DA0.98580.80920.26200.033*
H1DB1.04590.76010.23540.033*
C2D0.96773 (11)0.8136 (3)0.19510 (8)0.0274 (5)
H2DA0.94330.91940.20090.033*
H2DB0.99830.84080.17320.033*
C3D0.92505 (10)0.6614 (3)0.18048 (7)0.0206 (4)
H3DA0.88860.66570.19940.025*
C4D0.89802 (10)0.6608 (3)0.13449 (7)0.0210 (4)
H4DA0.93260.64470.11430.025*
C5D0.86469 (11)0.8370 (3)0.12407 (7)0.0255 (5)
H5DA0.84180.87470.14930.031*
H5DB0.89630.92660.11840.031*
C6D0.82008 (11)0.8268 (3)0.08613 (7)0.0283 (5)
H6DA0.80510.93340.07470.034*
C7D0.79980 (11)0.6782 (3)0.06722 (7)0.0247 (5)
C8D0.75520 (12)0.6848 (3)0.02810 (7)0.0308 (5)
H8DA0.77720.64630.00250.037*
H8DB0.74120.80610.02330.037*
C9D0.69853 (11)0.5666 (3)0.03474 (7)0.0284 (5)
H9DA0.67560.61030.05980.034*
C10D0.71959 (12)0.3780 (3)0.04381 (7)0.0295 (5)
H10G0.74290.33300.01940.035*
H10H0.68310.30250.04760.035*
C11D0.76123 (11)0.3749 (3)0.08487 (7)0.0243 (5)
H11G0.77420.25340.09050.029*
H11H0.73640.41360.10910.029*
C12D0.82078 (10)0.4925 (3)0.08281 (7)0.0200 (4)
C13D0.85156 (10)0.5043 (3)0.12901 (7)0.0192 (4)
H13D0.81720.52690.14900.023*
C14D0.88307 (11)0.3305 (3)0.14417 (7)0.0238 (5)
H14G0.85150.23730.14390.029*
H14H0.91480.29790.12350.029*
C15D0.91425 (11)0.3390 (3)0.18956 (7)0.0230 (5)
H15G0.93580.22770.19560.028*
H15H0.88190.35390.21100.028*
C16D0.96183 (10)0.4925 (3)0.19380 (7)0.0202 (4)
C17D0.98369 (10)0.5429 (3)0.24058 (7)0.0211 (4)
H17D0.94670.53430.25890.025*
C18D1.03759 (11)0.4378 (3)0.26369 (7)0.0232 (5)
H18D1.07630.45750.24760.028*
C19D1.04849 (11)0.5095 (3)0.30998 (7)0.0283 (5)
H19G1.04710.63820.30900.034*
H19H1.01400.47020.32770.034*
C20D1.11032 (11)0.4532 (3)0.33198 (7)0.0278 (5)
H20G1.14490.48400.31340.033*
H20H1.11040.32520.33560.033*
C21D1.12071 (11)0.5409 (3)0.37616 (7)0.0312 (6)
H21G1.08790.50060.39520.037*
H21H1.11570.66820.37260.037*
C22D1.18468 (12)0.5059 (4)0.39857 (8)0.0331 (6)
H22D1.21750.53330.37780.040*
C23D1.19301 (13)0.3143 (4)0.41256 (8)0.0419 (7)
H23J1.23500.29740.42430.063*
H23K1.18630.23780.38790.063*
H23L1.16300.28630.43440.063*
C24D1.19426 (14)0.6280 (5)0.43772 (9)0.0531 (8)
H24J1.23430.60300.45160.080*
H24K1.16120.60830.45790.080*
H24L1.19330.74940.42830.080*
C25D1.02495 (12)0.2379 (3)0.26461 (8)0.0280 (5)
H25J1.02590.19150.23560.042*
H25K0.98420.21640.27650.042*
H25L1.05680.18050.28230.042*
C26D1.01907 (11)0.4608 (3)0.16543 (7)0.0271 (5)
H26J1.00540.45100.13560.041*
H26K1.03980.35290.17430.041*
H26L1.04790.55850.16860.041*
C27D0.86633 (11)0.4144 (3)0.04977 (7)0.0285 (5)
H27J0.90630.47390.05240.043*
H27K0.84910.43060.02090.043*
H27L0.87200.29000.05540.043*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cl1A0.0308 (3)0.0500 (4)0.0303 (3)−0.0058 (3)−0.0088 (2)−0.0029 (3)
C1A0.0237 (12)0.0193 (11)0.0285 (11)0.0037 (9)−0.0021 (9)0.0033 (9)
C2A0.0325 (13)0.0159 (11)0.0306 (12)0.0030 (9)−0.0032 (10)−0.0001 (9)
C3A0.0198 (11)0.0133 (10)0.0229 (10)0.0024 (8)0.0009 (9)0.0003 (8)
C4A0.0239 (12)0.0152 (10)0.0200 (10)0.0029 (9)−0.0004 (9)−0.0020 (8)
C5A0.0298 (13)0.0134 (10)0.0298 (12)0.0033 (9)−0.0008 (10)−0.0034 (9)
C6A0.0353 (14)0.0196 (11)0.0272 (12)−0.0017 (10)−0.0001 (10)−0.0061 (9)
C7A0.0282 (12)0.0213 (11)0.0209 (10)−0.0010 (10)−0.0008 (9)−0.0058 (9)
C8A0.0365 (14)0.0281 (13)0.0255 (11)−0.0009 (11)−0.0052 (10)−0.0034 (10)
C9A0.0258 (13)0.0417 (15)0.0216 (11)−0.0034 (11)−0.0036 (9)−0.0008 (10)
C10A0.0248 (13)0.0291 (13)0.0296 (12)0.0057 (10)−0.0052 (10)−0.0044 (10)
C11A0.0272 (13)0.0236 (12)0.0271 (11)0.0059 (9)−0.0062 (10)−0.0052 (9)
C12A0.0218 (11)0.0161 (11)0.0223 (10)0.0028 (8)−0.0018 (9)−0.0005 (8)
C13A0.0196 (11)0.0128 (10)0.0205 (10)−0.0003 (8)−0.0012 (8)−0.0022 (8)
C14A0.0289 (13)0.0128 (10)0.0310 (12)0.0018 (9)−0.0071 (10)0.0007 (9)
C15A0.0272 (12)0.0125 (10)0.0292 (11)0.0005 (9)−0.0049 (10)−0.0016 (9)
C16A0.0183 (11)0.0154 (10)0.0206 (10)0.0005 (8)−0.0005 (8)0.0001 (8)
C17A0.0165 (10)0.0177 (11)0.0218 (10)−0.0003 (8)0.0029 (8)0.0011 (8)
C18A0.0205 (11)0.0216 (11)0.0248 (11)−0.0020 (9)0.0004 (9)0.0023 (9)
C19A0.0224 (12)0.0263 (12)0.0246 (11)−0.0027 (9)0.0002 (9)0.0052 (9)
C20A0.0269 (12)0.0269 (12)0.0228 (11)−0.0032 (10)−0.0009 (9)0.0046 (9)
C21A0.0272 (13)0.0428 (15)0.0241 (11)−0.0053 (11)0.0003 (10)0.0089 (11)
C22A0.0259 (13)0.0554 (18)0.0257 (12)0.0000 (12)0.0006 (10)0.0079 (11)
C23A0.0375 (12)0.0749 (16)0.0360 (10)−0.0074 (11)−0.0074 (9)0.0110 (11)
C24A0.0375 (12)0.0749 (16)0.0360 (10)−0.0074 (11)−0.0074 (9)0.0110 (11)
C25A0.0271 (13)0.0208 (11)0.0308 (12)−0.0041 (10)−0.0035 (10)−0.0009 (9)
C26A0.0253 (12)0.0305 (13)0.0255 (11)−0.0042 (10)0.0018 (9)0.0042 (10)
C27A0.0285 (13)0.0289 (13)0.0289 (12)0.0000 (10)−0.0012 (10)0.0057 (10)
Cl1B0.0387 (4)0.0554 (5)0.0354 (3)0.0023 (3)−0.0163 (3)−0.0031 (3)
C1B0.0301 (13)0.0174 (11)0.0250 (11)0.0023 (9)−0.0026 (10)0.0026 (9)
C2B0.0340 (13)0.0156 (11)0.0255 (11)0.0025 (9)−0.0041 (10)0.0008 (8)
C3B0.0196 (11)0.0149 (10)0.0230 (10)0.0007 (8)−0.0008 (9)0.0009 (8)
C4B0.0232 (11)0.0167 (11)0.0208 (10)0.0021 (8)−0.0011 (9)0.0011 (8)
C5B0.0339 (13)0.0155 (11)0.0251 (11)−0.0005 (9)−0.0041 (10)−0.0010 (8)
C6B0.0358 (14)0.0226 (12)0.0270 (12)−0.0001 (10)−0.0060 (10)−0.0061 (9)
C7B0.0311 (13)0.0288 (12)0.0168 (10)0.0014 (10)−0.0025 (9)−0.0034 (9)
C8B0.0407 (15)0.0342 (14)0.0251 (11)0.0037 (12)−0.0098 (10)−0.0033 (11)
C9B0.0313 (14)0.0453 (15)0.0211 (11)0.0030 (12)−0.0077 (10)0.0012 (11)
C10B0.0356 (14)0.0365 (15)0.0250 (12)0.0117 (11)−0.0084 (10)−0.0020 (10)
C11B0.0339 (14)0.0275 (12)0.0217 (11)0.0089 (10)−0.0064 (10)−0.0028 (9)
C12B0.0247 (12)0.0211 (11)0.0183 (10)0.0039 (9)−0.0003 (9)0.0034 (8)
C13B0.0232 (11)0.0185 (11)0.0180 (10)0.0020 (9)−0.0008 (9)0.0023 (8)
C14B0.0271 (12)0.0174 (11)0.0286 (11)0.0019 (9)−0.0070 (10)0.0014 (9)
C15B0.0308 (13)0.0162 (11)0.0259 (11)0.0033 (9)−0.0062 (10)−0.0011 (9)
C16B0.0199 (11)0.0140 (10)0.0208 (10)0.0004 (8)−0.0015 (8)0.0021 (8)
C17B0.0187 (11)0.0179 (11)0.0204 (10)0.0003 (8)−0.0002 (8)0.0032 (8)
C18B0.0199 (11)0.0186 (11)0.0237 (11)−0.0017 (9)−0.0019 (9)0.0004 (9)
C19B0.0227 (12)0.0240 (12)0.0238 (11)−0.0028 (9)−0.0036 (9)0.0028 (9)
C20B0.0240 (12)0.0258 (12)0.0260 (11)−0.0040 (10)−0.0038 (9)0.0027 (9)
C21B0.0217 (11)0.0293 (12)0.0228 (10)0.0001 (10)−0.0011 (9)0.0010 (10)
C22B0.0206 (11)0.0451 (15)0.0185 (10)0.0056 (11)0.0015 (9)−0.0009 (10)
C23B0.0285 (14)0.0534 (17)0.0266 (12)−0.0073 (12)−0.0029 (11)−0.0065 (12)
C24B0.0381 (16)0.0549 (18)0.0294 (13)0.0145 (13)−0.0041 (12)0.0032 (12)
C25B0.0310 (13)0.0203 (11)0.0324 (12)−0.0014 (10)−0.0059 (10)−0.0025 (10)
C26B0.0261 (12)0.0267 (12)0.0240 (11)−0.0031 (9)−0.0005 (9)0.0051 (9)
C27B0.0331 (14)0.0358 (14)0.0245 (11)−0.0018 (11)0.0005 (10)0.0086 (10)
Cl1C0.0342 (4)0.0513 (4)0.0384 (3)0.0062 (3)−0.0129 (3)0.0088 (3)
C1C0.0327 (14)0.0298 (13)0.0256 (12)−0.0129 (10)−0.0029 (10)−0.0048 (10)
C2C0.0359 (14)0.0236 (12)0.0272 (12)−0.0128 (10)−0.0009 (10)−0.0009 (9)
C3C0.0243 (12)0.0146 (10)0.0222 (10)−0.0053 (8)0.0025 (9)−0.0021 (8)
C4C0.0253 (12)0.0154 (10)0.0206 (10)−0.0035 (9)0.0016 (9)−0.0003 (8)
C5C0.0367 (14)0.0160 (11)0.0243 (11)−0.0024 (10)0.0008 (10)0.0019 (9)
C6C0.0351 (14)0.0185 (11)0.0280 (12)0.0009 (10)−0.0022 (10)0.0055 (9)
C7C0.0238 (12)0.0242 (12)0.0236 (11)0.0024 (10)0.0006 (9)0.0055 (9)
C8C0.0356 (14)0.0284 (13)0.0272 (12)0.0010 (11)−0.0078 (10)0.0070 (10)
C9C0.0281 (13)0.0395 (14)0.0218 (11)0.0050 (12)−0.0071 (10)0.0045 (11)
C10C0.0217 (12)0.0317 (13)0.0262 (11)−0.0030 (10)−0.0055 (9)0.0026 (10)
C11C0.0226 (12)0.0208 (11)0.0270 (11)−0.0037 (9)−0.0056 (9)0.0048 (9)
C12C0.0208 (11)0.0180 (11)0.0209 (10)−0.0012 (8)−0.0002 (8)0.0012 (8)
C13C0.0206 (11)0.0146 (10)0.0201 (10)−0.0018 (8)0.0001 (8)−0.0004 (8)
C14C0.0231 (12)0.0136 (10)0.0309 (12)−0.0043 (9)−0.0086 (9)0.0004 (9)
C15C0.0221 (11)0.0154 (10)0.0271 (11)−0.0021 (9)−0.0056 (9)0.0030 (9)
C16C0.0203 (11)0.0205 (11)0.0210 (10)−0.0035 (9)0.0010 (9)−0.0034 (9)
C17C0.0192 (11)0.0258 (12)0.0185 (10)−0.0041 (9)−0.0008 (8)−0.0044 (8)
C18C0.0177 (11)0.0330 (13)0.0225 (11)0.0007 (9)−0.0035 (9)−0.0069 (9)
C19C0.0263 (13)0.0426 (15)0.0233 (11)0.0027 (11)−0.0066 (10)−0.0076 (11)
C20C0.0293 (15)0.080 (2)0.0320 (14)0.0174 (15)−0.0116 (11)−0.0175 (14)
C21C0.0305 (14)0.0605 (19)0.0280 (13)0.0072 (13)−0.0070 (11)−0.0030 (12)
C22C0.0389 (17)0.099 (3)0.0383 (16)0.0113 (18)−0.0119 (13)−0.0124 (17)
C23C0.0594 (16)0.110 (2)0.0457 (13)0.0200 (16)−0.0185 (12)−0.0137 (14)
C24C0.0594 (16)0.110 (2)0.0457 (13)0.0200 (16)−0.0185 (12)−0.0137 (14)
C25C0.0282 (13)0.0340 (14)0.0282 (12)0.0060 (10)−0.0062 (10)−0.0005 (10)
C26C0.0213 (12)0.0304 (13)0.0266 (11)0.0011 (9)−0.0006 (9)−0.0082 (9)
C27C0.0255 (12)0.0289 (13)0.0272 (11)0.0012 (10)−0.0008 (10)−0.0053 (10)
Cl1D0.0311 (3)0.0467 (4)0.0359 (3)0.0050 (3)−0.0079 (3)0.0077 (3)
C1D0.0278 (13)0.0167 (11)0.0388 (13)−0.0016 (9)−0.0034 (11)−0.0062 (10)
C2D0.0289 (13)0.0147 (11)0.0384 (13)−0.0046 (9)−0.0011 (10)−0.0012 (9)
C3D0.0221 (11)0.0113 (10)0.0284 (11)0.0003 (9)0.0028 (9)0.0000 (8)
C4D0.0225 (11)0.0128 (10)0.0277 (11)0.0001 (9)0.0033 (9)0.0011 (8)
C5D0.0310 (13)0.0118 (10)0.0342 (12)0.0004 (9)0.0064 (10)0.0028 (9)
C6D0.0325 (14)0.0204 (11)0.0320 (12)0.0043 (10)−0.0001 (10)0.0056 (10)
C7D0.0284 (12)0.0204 (11)0.0256 (11)0.0014 (9)0.0032 (10)0.0050 (9)
C8D0.0382 (15)0.0233 (12)0.0306 (12)0.0029 (10)−0.0022 (11)0.0057 (10)
C9D0.0244 (12)0.0352 (14)0.0255 (11)0.0062 (11)−0.0017 (9)0.0047 (11)
C10D0.0293 (13)0.0284 (13)0.0307 (12)−0.0041 (10)0.0001 (10)0.0038 (10)
C11D0.0266 (12)0.0211 (11)0.0254 (11)−0.0018 (9)0.0013 (10)0.0055 (9)
C12D0.0226 (11)0.0159 (10)0.0215 (10)−0.0005 (8)0.0013 (9)0.0024 (8)
C13D0.0227 (11)0.0113 (10)0.0237 (11)0.0008 (8)0.0017 (9)0.0028 (8)
C14D0.0288 (13)0.0109 (10)0.0316 (12)0.0006 (9)−0.0024 (10)−0.0007 (9)
C15D0.0287 (13)0.0102 (10)0.0300 (11)0.0005 (9)−0.0021 (10)0.0024 (9)
C16D0.0220 (11)0.0138 (10)0.0247 (11)0.0025 (8)−0.0010 (9)−0.0001 (8)
C17D0.0216 (11)0.0150 (11)0.0268 (11)−0.0001 (9)0.0001 (9)−0.0030 (8)
C18D0.0229 (12)0.0221 (11)0.0245 (11)0.0020 (9)−0.0009 (9)−0.0007 (9)
C19D0.0264 (13)0.0275 (13)0.0309 (12)0.0023 (10)0.0022 (10)−0.0044 (10)
C20D0.0259 (12)0.0281 (12)0.0294 (12)0.0019 (10)−0.0016 (10)−0.0057 (10)
C21D0.0272 (13)0.0364 (14)0.0298 (12)−0.0034 (11)−0.0013 (10)−0.0068 (10)
C22D0.0299 (14)0.0417 (15)0.0275 (12)−0.0023 (11)−0.0009 (10)−0.0050 (11)
C23D0.0378 (16)0.0595 (19)0.0282 (13)−0.0004 (14)−0.0033 (12)0.0087 (13)
C24D0.0451 (18)0.072 (2)0.0421 (16)−0.0048 (16)−0.0098 (14)−0.0170 (16)
C25D0.0344 (14)0.0190 (11)0.0304 (12)0.0024 (10)−0.0039 (10)0.0006 (9)
C26D0.0267 (12)0.0247 (12)0.0298 (12)0.0039 (10)0.0028 (10)−0.0015 (10)
C27D0.0283 (13)0.0305 (13)0.0268 (11)0.0023 (10)0.0021 (10)−0.0023 (10)

Geometric parameters (Å, °)

Cl1A—C9A1.817 (2)Cl1C—C9C1.817 (2)
C1A—C2A1.545 (3)C1C—C2C1.538 (3)
C1A—C17A1.560 (3)C1C—C17C1.560 (3)
C1A—H1AA0.9700C1C—H1CA0.9700
C1A—H1AB0.9700C1C—H1CB0.9700
C2A—C3A1.526 (3)C2C—C3C1.525 (3)
C2A—H2AA0.9700C2C—H2CA0.9700
C2A—H2AB0.9700C2C—H2CB0.9700
C3A—C4A1.525 (3)C3C—C4C1.524 (3)
C3A—C16A1.534 (3)C3C—C16C1.531 (3)
C3A—H3AA0.9800C3C—H3CA0.9800
C4A—C5A1.530 (3)C4C—C5C1.531 (3)
C4A—C13A1.545 (3)C4C—C13C1.537 (3)
C4A—H4AA0.9800C4C—H4CA0.9800
C5A—C6A1.489 (3)C5C—C6C1.499 (3)
C5A—H5AA0.9700C5C—H5CA0.9700
C5A—H5AB0.9700C5C—H5CB0.9700
C6A—C7A1.339 (3)C6C—C7C1.331 (3)
C6A—H6AA0.9300C6C—H6CA0.9300
C7A—C8A1.518 (3)C7C—C8C1.521 (3)
C7A—C12A1.519 (3)C7C—C12C1.525 (3)
C8A—C9A1.517 (3)C8C—C9C1.509 (3)
C8A—H8AA0.9700C8C—H8CA0.9700
C8A—H8AB0.9700C8C—H8CB0.9700
C9A—C10A1.510 (3)C9C—C10C1.502 (3)
C9A—H9AA0.9800C9C—H9CA0.9800
C10A—C11A1.531 (3)C10C—C11C1.529 (3)
C10A—H10A0.9700C10C—H10E0.9700
C10A—H10B0.9700C10C—H10F0.9700
C11A—C12A1.555 (3)C11C—C12C1.550 (3)
C11A—H11A0.9700C11C—H11E0.9700
C11A—H11B0.9700C11C—H11F0.9700
C12A—C27A1.538 (3)C12C—C27C1.541 (3)
C12A—C13A1.558 (3)C12C—C13C1.551 (3)
C13A—C14A1.535 (3)C13C—C14C1.543 (3)
C13A—H13A0.9800C13C—H13C0.9800
C14A—C15A1.535 (3)C14C—C15C1.532 (3)
C14A—H14A0.9700C14C—H14E0.9700
C14A—H14B0.9700C14C—H14F0.9700
C15A—C16A1.535 (3)C15C—C16C1.531 (3)
C15A—H15A0.9700C15C—H15E0.9700
C15A—H15B0.9700C15C—H15F0.9700
C16A—C26A1.539 (3)C16C—C26C1.539 (3)
C16A—C17A1.564 (3)C16C—C17C1.558 (3)
C17A—C18A1.537 (3)C17C—C18C1.537 (3)
C17A—H17A0.9800C17C—H17C0.9800
C18A—C25A1.526 (3)C18C—C25C1.529 (3)
C18A—C19A1.545 (3)C18C—C19C1.543 (3)
C18A—H18A0.9800C18C—H18C0.9800
C19A—C20A1.531 (3)C19C—C20C1.515 (3)
C19A—H19A0.9700C19C—H19E0.9700
C19A—H19B0.9700C19C—H19F0.9700
C20A—C21A1.529 (3)C20C—C21C1.531 (4)
C20A—H20A0.9700C20C—H20E0.9700
C20A—H20B0.9700C20C—H20F0.9700
C21A—C22A1.536 (3)C21C—C22C1.503 (4)
C21A—H21A0.9700C21C—H21E0.9700
C21A—H21B0.9700C21C—H21F0.9700
C22A—C23A1.526 (4)C22C—C23C1.512 (5)
C22A—C24A1.534 (4)C22C—C24C1.533 (5)
C22A—H22A0.9800C22C—H22C0.9800
C23A—H23A0.9600C23C—H23G0.9600
C23A—H23B0.9600C23C—H23H0.9600
C23A—H23C0.9600C23C—H23I0.9600
C24A—H24A0.9600C24C—H24G0.9600
C24A—H24B0.9600C24C—H24H0.9600
C24A—H24C0.9600C24C—H24I0.9600
C25A—H25A0.9600C25C—H25G0.9600
C25A—H25B0.9600C25C—H25H0.9600
C25A—H25C0.9600C25C—H25I0.9600
C26A—H26A0.9600C26C—H26G0.9600
C26A—H26B0.9600C26C—H26H0.9600
C26A—H26C0.9600C26C—H26I0.9600
C27A—H27A0.9600C27C—H27G0.9600
C27A—H27B0.9600C27C—H27H0.9600
C27A—H27C0.9600C27C—H27I0.9600
Cl1B—C9B1.820 (2)Cl1D—C9D1.810 (2)
C1B—C2B1.543 (3)C1D—C2D1.537 (3)
C1B—C17B1.557 (3)C1D—C17D1.566 (3)
C1B—H1BA0.9700C1D—H1DA0.9700
C1B—H1BB0.9700C1D—H1DB0.9700
C2B—C3B1.524 (3)C2D—C3D1.521 (3)
C2B—H2BA0.9700C2D—H2DA0.9700
C2B—H2BB0.9700C2D—H2DB0.9700
C3B—C4B1.523 (3)C3D—C4D1.514 (3)
C3B—C16B1.541 (3)C3D—C16D1.542 (3)
C3B—H3BA0.9800C3D—H3DA0.9800
C4B—C5B1.531 (3)C4D—C5D1.534 (3)
C4B—C13B1.542 (3)C4D—C13D1.542 (3)
C4B—H4BA0.9800C4D—H4DA0.9800
C5B—C6B1.492 (3)C5D—C6D1.486 (3)
C5B—H5BA0.9700C5D—H5DA0.9700
C5B—H5BB0.9700C5D—H5DB0.9700
C6B—C7B1.335 (3)C6D—C7D1.327 (3)
C6B—H6BA0.9300C6D—H6DA0.9300
C7B—C8B1.522 (3)C7D—C8D1.513 (3)
C7B—C12B1.526 (3)C7D—C12D1.541 (3)
C8B—C9B1.502 (3)C8D—C9D1.514 (3)
C8B—H8BA0.9700C8D—H8DA0.9700
C8B—H8BB0.9700C8D—H8DB0.9700
C9B—C10B1.503 (4)C9D—C10D1.513 (3)
C9B—H9BA0.9800C9D—H9DA0.9800
C10B—C11B1.540 (3)C10D—C11D1.523 (3)
C10B—H10C0.9700C10D—H10G0.9700
C10B—H10D0.9700C10D—H10H0.9700
C11B—C12B1.549 (3)C11D—C12D1.545 (3)
C11B—H11C0.9700C11D—H11G0.9700
C11B—H11D0.9700C11D—H11H0.9700
C12B—C27B1.545 (3)C12D—C27D1.537 (3)
C12B—C13B1.558 (3)C12D—C13D1.552 (3)
C13B—C14B1.531 (3)C13D—C14D1.537 (3)
C13B—H13B0.9800C13D—H13D0.9800
C14B—C15B1.542 (3)C14D—C15D1.532 (3)
C14B—H14C0.9700C14D—H14G0.9700
C14B—H14D0.9700C14D—H14H0.9700
C15B—C16B1.532 (3)C15D—C16D1.538 (3)
C15B—H15C0.9700C15D—H15G0.9700
C15B—H15D0.9700C15D—H15H0.9700
C16B—C26B1.542 (3)C16D—C26D1.532 (3)
C16B—C17B1.560 (3)C16D—C17D1.548 (3)
C17B—C18B1.542 (3)C17D—C18D1.549 (3)
C17B—H17B0.9800C17D—H17D0.9800
C18B—C25B1.529 (3)C18D—C25D1.529 (3)
C18B—C19B1.544 (3)C18D—C19D1.536 (3)
C18B—H18B0.9800C18D—H18D0.9800
C19B—C20B1.527 (3)C19D—C20D1.521 (3)
C19B—H19C0.9700C19D—H19G0.9700
C19B—H19D0.9700C19D—H19H0.9700
C20B—C21B1.528 (3)C20D—C21D1.523 (3)
C20B—H20C0.9700C20D—H20G0.9700
C20B—H20D0.9700C20D—H20H0.9700
C21B—C22B1.528 (3)C21D—C22D1.529 (3)
C21B—H21C0.9700C21D—H21G0.9700
C21B—H21D0.9700C21D—H21H0.9700
C22B—C23B1.524 (4)C22D—C23D1.515 (4)
C22B—C24B1.538 (3)C22D—C24D1.525 (4)
C22B—H22B0.9800C22D—H22D0.9800
C23B—H23D0.9600C23D—H23J0.9600
C23B—H23E0.9600C23D—H23K0.9600
C23B—H23F0.9600C23D—H23L0.9600
C24B—H24D0.9600C24D—H24J0.9600
C24B—H24E0.9600C24D—H24K0.9600
C24B—H24F0.9600C24D—H24L0.9600
C25B—H25D0.9600C25D—H25J0.9600
C25B—H25E0.9600C25D—H25K0.9600
C25B—H25F0.9600C25D—H25L0.9600
C26B—H26D0.9600C26D—H26J0.9600
C26B—H26E0.9600C26D—H26K0.9600
C26B—H26F0.9600C26D—H26L0.9600
C27B—H27D0.9600C27D—H27J0.9600
C27B—H27E0.9600C27D—H27K0.9600
C27B—H27F0.9600C27D—H27L0.9600
C2A—C1A—C17A107.46 (17)C2C—C1C—C17C107.05 (18)
C2A—C1A—H1AA110.2C2C—C1C—H1CA110.3
C17A—C1A—H1AA110.2C17C—C1C—H1CA110.3
C2A—C1A—H1AB110.2C2C—C1C—H1CB110.3
C17A—C1A—H1AB110.2C17C—C1C—H1CB110.3
H1AA—C1A—H1AB108.5H1CA—C1C—H1CB108.6
C3A—C2A—C1A103.55 (17)C3C—C2C—C1C103.32 (18)
C3A—C2A—H2AA111.1C3C—C2C—H2CA111.1
C1A—C2A—H2AA111.1C1C—C2C—H2CA111.1
C3A—C2A—H2AB111.1C3C—C2C—H2CB111.1
C1A—C2A—H2AB111.1C1C—C2C—H2CB111.1
H2AA—C2A—H2AB109.0H2CA—C2C—H2CB109.1
C4A—C3A—C2A118.48 (18)C4C—C3C—C2C117.89 (18)
C4A—C3A—C16A114.66 (17)C4C—C3C—C16C115.64 (17)
C2A—C3A—C16A105.04 (17)C2C—C3C—C16C104.41 (18)
C4A—C3A—H3AA105.9C4C—C3C—H3CA106.0
C2A—C3A—H3AA105.9C2C—C3C—H3CA106.0
C16A—C3A—H3AA105.9C16C—C3C—H3CA106.0
C3A—C4A—C5A110.65 (17)C3C—C4C—C5C110.87 (17)
C3A—C4A—C13A108.85 (16)C3C—C4C—C13C109.62 (16)
C5A—C4A—C13A110.50 (18)C5C—C4C—C13C109.78 (18)
C3A—C4A—H4AA108.9C3C—C4C—H4CA108.8
C5A—C4A—H4AA108.9C5C—C4C—H4CA108.8
C13A—C4A—H4AA108.9C13C—C4C—H4CA108.8
C6A—C5A—C4A113.12 (18)C6C—C5C—C4C113.74 (18)
C6A—C5A—H5AA109.0C6C—C5C—H5CA108.8
C4A—C5A—H5AA109.0C4C—C5C—H5CA108.8
C6A—C5A—H5AB109.0C6C—C5C—H5CB108.8
C4A—C5A—H5AB109.0C4C—C5C—H5CB108.8
H5AA—C5A—H5AB107.8H5CA—C5C—H5CB107.7
C7A—C6A—C5A125.0 (2)C7C—C6C—C5C124.9 (2)
C7A—C6A—H6AA117.5C7C—C6C—H6CA117.5
C5A—C6A—H6AA117.5C5C—C6C—H6CA117.5
C6A—C7A—C8A120.0 (2)C6C—C7C—C8C120.0 (2)
C6A—C7A—C12A123.30 (19)C6C—C7C—C12C122.5 (2)
C8A—C7A—C12A116.69 (19)C8C—C7C—C12C117.40 (19)
C9A—C8A—C7A110.71 (18)C9C—C8C—C7C110.81 (18)
C9A—C8A—H8AA109.5C9C—C8C—H8CA109.5
C7A—C8A—H8AA109.5C7C—C8C—H8CA109.5
C9A—C8A—H8AB109.5C9C—C8C—H8CB109.5
C7A—C8A—H8AB109.5C7C—C8C—H8CB109.5
H8AA—C8A—H8AB108.1H8CA—C8C—H8CB108.1
C10A—C9A—C8A110.8 (2)C10C—C9C—C8C110.8 (2)
C10A—C9A—Cl1A110.15 (17)C10C—C9C—Cl1C110.09 (17)
C8A—C9A—Cl1A109.71 (16)C8C—C9C—Cl1C110.06 (16)
C10A—C9A—H9AA108.7C10C—C9C—H9CA108.6
C8A—C9A—H9AA108.7C8C—C9C—H9CA108.6
Cl1A—C9A—H9AA108.7Cl1C—C9C—H9CA108.6
C9A—C10A—C11A108.83 (19)C9C—C10C—C11C108.98 (19)
C9A—C10A—H10A109.9C9C—C10C—H10E109.9
C11A—C10A—H10A109.9C11C—C10C—H10E109.9
C9A—C10A—H10B109.9C9C—C10C—H10F109.9
C11A—C10A—H10B109.9C11C—C10C—H10F109.9
H10A—C10A—H10B108.3H10E—C10C—H10F108.3
C10A—C11A—C12A113.79 (18)C10C—C11C—C12C114.81 (17)
C10A—C11A—H11A108.8C10C—C11C—H11E108.6
C12A—C11A—H11A108.8C12C—C11C—H11E108.6
C10A—C11A—H11B108.8C10C—C11C—H11F108.6
C12A—C11A—H11B108.8C12C—C11C—H11F108.6
H11A—C11A—H11B107.7H11E—C11C—H11F107.5
C7A—C12A—C27A109.15 (18)C7C—C12C—C27C108.63 (17)
C7A—C12A—C11A108.05 (18)C7C—C12C—C11C108.31 (18)
C27A—C12A—C11A109.72 (18)C27C—C12C—C11C109.43 (18)
C7A—C12A—C13A110.21 (17)C7C—C12C—C13C109.72 (17)
C27A—C12A—C13A111.70 (18)C27C—C12C—C13C112.34 (18)
C11A—C12A—C13A107.94 (16)C11C—C12C—C13C108.33 (16)
C14A—C13A—C4A111.51 (17)C4C—C13C—C14C111.27 (17)
C14A—C13A—C12A113.41 (17)C4C—C13C—C12C112.20 (16)
C4A—C13A—C12A112.57 (16)C14C—C13C—C12C113.28 (17)
C14A—C13A—H13A106.2C4C—C13C—H13C106.5
C4A—C13A—H13A106.2C14C—C13C—H13C106.5
C12A—C13A—H13A106.2C12C—C13C—H13C106.5
C13A—C14A—C15A114.12 (18)C15C—C14C—C13C113.63 (17)
C13A—C14A—H14A108.7C15C—C14C—H14E108.8
C15A—C14A—H14A108.7C13C—C14C—H14E108.8
C13A—C14A—H14B108.7C15C—C14C—H14F108.8
C15A—C14A—H14B108.7C13C—C14C—H14F108.8
H14A—C14A—H14B107.6H14E—C14C—H14F107.7
C16A—C15A—C14A111.89 (17)C16C—C15C—C14C111.76 (17)
C16A—C15A—H15A109.2C16C—C15C—H15E109.3
C14A—C15A—H15A109.2C14C—C15C—H15E109.3
C16A—C15A—H15B109.2C16C—C15C—H15F109.3
C14A—C15A—H15B109.2C14C—C15C—H15F109.3
H15A—C15A—H15B107.9H15E—C15C—H15F107.9
C3A—C16A—C15A106.01 (17)C3C—C16C—C15C106.34 (17)
C3A—C16A—C26A112.15 (17)C3C—C16C—C26C112.96 (18)
C15A—C16A—C26A111.26 (18)C15C—C16C—C26C110.75 (18)
C3A—C16A—C17A100.70 (16)C3C—C16C—C17C99.78 (17)
C15A—C16A—C17A116.12 (17)C15C—C16C—C17C116.64 (17)
C26A—C16A—C17A110.10 (17)C26C—C16C—C17C109.93 (18)
C18A—C17A—C1A112.08 (18)C18C—C17C—C16C120.35 (18)
C18A—C17A—C16A119.31 (17)C18C—C17C—C1C111.47 (18)
C1A—C17A—C16A103.47 (16)C16C—C17C—C1C103.15 (17)
C18A—C17A—H17A107.1C18C—C17C—H17C107.0
C1A—C17A—H17A107.1C16C—C17C—H17C107.0
C16A—C17A—H17A107.1C1C—C17C—H17C107.0
C25A—C18A—C17A113.24 (18)C25C—C18C—C17C113.57 (18)
C25A—C18A—C19A110.17 (18)C25C—C18C—C19C109.6 (2)
C17A—C18A—C19A109.96 (17)C17C—C18C—C19C108.88 (19)
C25A—C18A—H18A107.8C25C—C18C—H18C108.2
C17A—C18A—H18A107.8C17C—C18C—H18C108.2
C19A—C18A—H18A107.8C19C—C18C—H18C108.2
C20A—C19A—C18A114.78 (18)C20C—C19C—C18C116.5 (2)
C20A—C19A—H19A108.6C20C—C19C—H19E108.2
C18A—C19A—H19A108.6C18C—C19C—H19E108.2
C20A—C19A—H19B108.6C20C—C19C—H19F108.2
C18A—C19A—H19B108.6C18C—C19C—H19F108.2
H19A—C19A—H19B107.5H19E—C19C—H19F107.3
C21A—C20A—C19A111.64 (18)C19C—C20C—C21C113.3 (2)
C21A—C20A—H20A109.3C19C—C20C—H20E108.9
C19A—C20A—H20A109.3C21C—C20C—H20E108.9
C21A—C20A—H20B109.3C19C—C20C—H20F108.9
C19A—C20A—H20B109.3C21C—C20C—H20F108.9
H20A—C20A—H20B108.0H20E—C20C—H20F107.7
C20A—C21A—C22A114.87 (19)C22C—C21C—C20C116.2 (2)
C20A—C21A—H21A108.6C22C—C21C—H21E108.2
C22A—C21A—H21A108.6C20C—C21C—H21E108.2
C20A—C21A—H21B108.6C22C—C21C—H21F108.2
C22A—C21A—H21B108.6C20C—C21C—H21F108.2
H21A—C21A—H21B107.5H21E—C21C—H21F107.4
C23A—C22A—C24A110.8 (2)C21C—C22C—C23C112.1 (3)
C23A—C22A—C21A112.5 (2)C21C—C22C—C24C109.6 (3)
C24A—C22A—C21A109.8 (2)C23C—C22C—C24C110.2 (3)
C23A—C22A—H22A107.9C21C—C22C—H22C108.3
C24A—C22A—H22A107.9C23C—C22C—H22C108.3
C21A—C22A—H22A107.9C24C—C22C—H22C108.3
C22A—C23A—H23A109.5C22C—C23C—H23G109.5
C22A—C23A—H23B109.5C22C—C23C—H23H109.5
H23A—C23A—H23B109.5H23G—C23C—H23H109.5
C22A—C23A—H23C109.5C22C—C23C—H23I109.5
H23A—C23A—H23C109.5H23G—C23C—H23I109.5
H23B—C23A—H23C109.5H23H—C23C—H23I109.5
C22A—C24A—H24A109.5C22C—C24C—H24G109.5
C22A—C24A—H24B109.5C22C—C24C—H24H109.5
H24A—C24A—H24B109.5H24G—C24C—H24H109.5
C22A—C24A—H24C109.5C22C—C24C—H24I109.5
H24A—C24A—H24C109.5H24G—C24C—H24I109.5
H24B—C24A—H24C109.5H24H—C24C—H24I109.5
C18A—C25A—H25A109.5C18C—C25C—H25G109.5
C18A—C25A—H25B109.5C18C—C25C—H25H109.5
H25A—C25A—H25B109.5H25G—C25C—H25H109.5
C18A—C25A—H25C109.5C18C—C25C—H25I109.5
H25A—C25A—H25C109.5H25G—C25C—H25I109.5
H25B—C25A—H25C109.5H25H—C25C—H25I109.5
C16A—C26A—H26A109.5C16C—C26C—H26G109.5
C16A—C26A—H26B109.5C16C—C26C—H26H109.5
H26A—C26A—H26B109.5H26G—C26C—H26H109.5
C16A—C26A—H26C109.5C16C—C26C—H26I109.5
H26A—C26A—H26C109.5H26G—C26C—H26I109.5
H26B—C26A—H26C109.5H26H—C26C—H26I109.5
C12A—C27A—H27A109.5C12C—C27C—H27G109.5
C12A—C27A—H27B109.5C12C—C27C—H27H109.5
H27A—C27A—H27B109.5H27G—C27C—H27H109.5
C12A—C27A—H27C109.5C12C—C27C—H27I109.5
H27A—C27A—H27C109.5H27G—C27C—H27I109.5
H27B—C27A—H27C109.5H27H—C27C—H27I109.5
C2B—C1B—C17B107.18 (17)C2D—C1D—C17D106.72 (18)
C2B—C1B—H1BA110.3C2D—C1D—H1DA110.4
C17B—C1B—H1BA110.3C17D—C1D—H1DA110.4
C2B—C1B—H1BB110.3C2D—C1D—H1DB110.4
C17B—C1B—H1BB110.3C17D—C1D—H1DB110.4
H1BA—C1B—H1BB108.5H1DA—C1D—H1DB108.6
C3B—C2B—C1B103.74 (17)C3D—C2D—C1D104.33 (18)
C3B—C2B—H2BA111.0C3D—C2D—H2DA110.9
C1B—C2B—H2BA111.0C1D—C2D—H2DA110.9
C3B—C2B—H2BB111.0C3D—C2D—H2DB110.9
C1B—C2B—H2BB111.0C1D—C2D—H2DB110.9
H2BA—C2B—H2BB109.0H2DA—C2D—H2DB108.9
C4B—C3B—C2B118.14 (18)C4D—C3D—C2D119.16 (18)
C4B—C3B—C16B115.15 (17)C4D—C3D—C16D115.05 (17)
C2B—C3B—C16B104.61 (17)C2D—C3D—C16D104.44 (17)
C4B—C3B—H3BA106.0C4D—C3D—H3DA105.7
C2B—C3B—H3BA106.0C2D—C3D—H3DA105.7
C16B—C3B—H3BA106.0C16D—C3D—H3DA105.7
C3B—C4B—C5B110.24 (17)C3D—C4D—C5D110.77 (18)
C3B—C4B—C13B108.67 (16)C3D—C4D—C13D109.29 (17)
C5B—C4B—C13B110.65 (18)C5D—C4D—C13D110.39 (18)
C3B—C4B—H4BA109.1C3D—C4D—H4DA108.8
C5B—C4B—H4BA109.1C5D—C4D—H4DA108.8
C13B—C4B—H4BA109.1C13D—C4D—H4DA108.8
C6B—C5B—C4B113.50 (18)C6D—C5D—C4D113.58 (19)
C6B—C5B—H5BA108.9C6D—C5D—H5DA108.8
C4B—C5B—H5BA108.9C4D—C5D—H5DA108.8
C6B—C5B—H5BB108.9C6D—C5D—H5DB108.8
C4B—C5B—H5BB108.9C4D—C5D—H5DB108.8
H5BA—C5B—H5BB107.7H5DA—C5D—H5DB107.7
C7B—C6B—C5B124.8 (2)C7D—C6D—C5D125.5 (2)
C7B—C6B—H6BA117.6C7D—C6D—H6DA117.2
C5B—C6B—H6BA117.6C5D—C6D—H6DA117.2
C6B—C7B—C8B119.8 (2)C6D—C7D—C8D120.7 (2)
C6B—C7B—C12B123.3 (2)C6D—C7D—C12D122.7 (2)
C8B—C7B—C12B116.9 (2)C8D—C7D—C12D116.57 (19)
C9B—C8B—C7B110.19 (19)C7D—C8D—C9D110.84 (19)
C9B—C8B—H8BA109.6C7D—C8D—H8DA109.5
C7B—C8B—H8BA109.6C9D—C8D—H8DA109.5
C9B—C8B—H8BB109.6C7D—C8D—H8DB109.5
C7B—C8B—H8BB109.6C9D—C8D—H8DB109.5
H8BA—C8B—H8BB108.1H8DA—C8D—H8DB108.1
C8B—C9B—C10B110.5 (2)C10D—C9D—C8D110.2 (2)
C8B—C9B—Cl1B110.04 (16)C10D—C9D—Cl1D110.44 (17)
C10B—C9B—Cl1B110.70 (18)C8D—C9D—Cl1D110.18 (16)
C8B—C9B—H9BA108.5C10D—C9D—H9DA108.7
C10B—C9B—H9BA108.5C8D—C9D—H9DA108.7
Cl1B—C9B—H9BA108.5Cl1D—C9D—H9DA108.7
C9B—C10B—C11B108.99 (19)C9D—C10D—C11D109.25 (19)
C9B—C10B—H10C109.9C9D—C10D—H10G109.8
C11B—C10B—H10C109.9C11D—C10D—H10G109.8
C9B—C10B—H10D109.9C9D—C10D—H10H109.8
C11B—C10B—H10D109.9C11D—C10D—H10H109.8
H10C—C10B—H10D108.3H10G—C10D—H10H108.3
C10B—C11B—C12B113.73 (18)C10D—C11D—C12D114.48 (18)
C10B—C11B—H11C108.8C10D—C11D—H11G108.6
C12B—C11B—H11C108.8C12D—C11D—H11G108.6
C10B—C11B—H11D108.8C10D—C11D—H11H108.6
C12B—C11B—H11D108.8C12D—C11D—H11H108.6
H11C—C11B—H11D107.7H11G—C11D—H11H107.6
C7B—C12B—C27B109.01 (18)C27D—C12D—C7D108.83 (17)
C7B—C12B—C11B108.81 (19)C27D—C12D—C11D109.63 (18)
C27B—C12B—C11B109.11 (18)C7D—C12D—C11D107.66 (18)
C7B—C12B—C13B110.03 (17)C27D—C12D—C13D111.79 (18)
C27B—C12B—C13B111.64 (18)C7D—C12D—C13D110.16 (17)
C11B—C12B—C13B108.19 (17)C11D—C12D—C13D108.70 (16)
C14B—C13B—C4B110.83 (17)C14D—C13D—C4D110.23 (18)
C14B—C13B—C12B113.57 (17)C14D—C13D—C12D113.51 (17)
C4B—C13B—C12B112.72 (17)C4D—C13D—C12D113.38 (16)
C14B—C13B—H13B106.4C14D—C13D—H13D106.4
C4B—C13B—H13B106.4C4D—C13D—H13D106.4
C12B—C13B—H13B106.4C12D—C13D—H13D106.4
C13B—C14B—C15B114.46 (18)C15D—C14D—C13D114.56 (18)
C13B—C14B—H14C108.6C15D—C14D—H14G108.6
C15B—C14B—H14C108.6C13D—C14D—H14G108.6
C13B—C14B—H14D108.6C15D—C14D—H14H108.6
C15B—C14B—H14D108.6C13D—C14D—H14H108.6
H14C—C14B—H14D107.6H14G—C14D—H14H107.6
C16B—C15B—C14B111.93 (17)C14D—C15D—C16D112.09 (18)
C16B—C15B—H15C109.2C14D—C15D—H15G109.2
C14B—C15B—H15C109.2C16D—C15D—H15G109.2
C16B—C15B—H15D109.2C14D—C15D—H15H109.2
C14B—C15B—H15D109.2C16D—C15D—H15H109.2
H15C—C15B—H15D107.9H15G—C15D—H15H107.9
C15B—C16B—C3B106.10 (17)C26D—C16D—C15D111.23 (18)
C15B—C16B—C26B111.03 (17)C26D—C16D—C3D112.32 (17)
C3B—C16B—C26B112.64 (17)C15D—C16D—C3D105.71 (17)
C15B—C16B—C17B116.67 (17)C26D—C16D—C17D110.21 (18)
C3B—C16B—C17B99.88 (16)C15D—C16D—C17D116.34 (18)
C26B—C16B—C17B110.03 (17)C3D—C16D—C17D100.51 (16)
C18B—C17B—C1B111.84 (18)C16D—C17D—C18D120.10 (17)
C18B—C17B—C16B119.60 (17)C16D—C17D—C1D103.57 (18)
C1B—C17B—C16B103.19 (16)C18D—C17D—C1D111.20 (18)
C18B—C17B—H17B107.2C16D—C17D—H17D107.1
C1B—C17B—H17B107.2C18D—C17D—H17D107.1
C16B—C17B—H17B107.2C1D—C17D—H17D107.1
C25B—C18B—C17B113.19 (18)C25D—C18D—C19D110.56 (19)
C25B—C18B—C19B110.20 (18)C25D—C18D—C17D112.59 (19)
C17B—C18B—C19B109.46 (17)C19D—C18D—C17D109.77 (18)
C25B—C18B—H18B107.9C25D—C18D—H18D107.9
C17B—C18B—H18B107.9C19D—C18D—H18D107.9
C19B—C18B—H18B107.9C17D—C18D—H18D107.9
C20B—C19B—C18B114.39 (18)C20D—C19D—C18D115.01 (19)
C20B—C19B—H19C108.7C20D—C19D—H19G108.5
C18B—C19B—H19C108.7C18D—C19D—H19G108.5
C20B—C19B—H19D108.7C20D—C19D—H19H108.5
C18B—C19B—H19D108.7C18D—C19D—H19H108.5
H19C—C19B—H19D107.6H19G—C19D—H19H107.5
C19B—C20B—C21B113.07 (18)C19D—C20D—C21D112.3 (2)
C19B—C20B—H20C109.0C19D—C20D—H20G109.1
C21B—C20B—H20C109.0C21D—C20D—H20G109.1
C19B—C20B—H20D109.0C19D—C20D—H20H109.1
C21B—C20B—H20D109.0C21D—C20D—H20H109.1
H20C—C20B—H20D107.8H20G—C20D—H20H107.9
C20B—C21B—C22B114.92 (19)C20D—C21D—C22D115.8 (2)
C20B—C21B—H21C108.5C20D—C21D—H21G108.3
C22B—C21B—H21C108.5C22D—C21D—H21G108.3
C20B—C21B—H21D108.5C20D—C21D—H21H108.3
C22B—C21B—H21D108.5C22D—C21D—H21H108.3
H21C—C21B—H21D107.5H21G—C21D—H21H107.4
C23B—C22B—C21B113.0 (2)C23D—C22D—C24D109.7 (2)
C23B—C22B—C24B110.3 (2)C23D—C22D—C21D112.8 (2)
C21B—C22B—C24B110.0 (2)C24D—C22D—C21D110.6 (2)
C23B—C22B—H22B107.8C23D—C22D—H22D107.9
C21B—C22B—H22B107.8C24D—C22D—H22D107.9
C24B—C22B—H22B107.8C21D—C22D—H22D107.9
C22B—C23B—H23D109.5C22D—C23D—H23J109.5
C22B—C23B—H23E109.5C22D—C23D—H23K109.5
H23D—C23B—H23E109.5H23J—C23D—H23K109.5
C22B—C23B—H23F109.5C22D—C23D—H23L109.5
H23D—C23B—H23F109.5H23J—C23D—H23L109.5
H23E—C23B—H23F109.5H23K—C23D—H23L109.5
C22B—C24B—H24D109.5C22D—C24D—H24J109.5
C22B—C24B—H24E109.5C22D—C24D—H24K109.5
H24D—C24B—H24E109.5H24J—C24D—H24K109.5
C22B—C24B—H24F109.5C22D—C24D—H24L109.5
H24D—C24B—H24F109.5H24J—C24D—H24L109.5
H24E—C24B—H24F109.5H24K—C24D—H24L109.5
C18B—C25B—H25D109.5C18D—C25D—H25J109.5
C18B—C25B—H25E109.5C18D—C25D—H25K109.5
H25D—C25B—H25E109.5H25J—C25D—H25K109.5
C18B—C25B—H25F109.5C18D—C25D—H25L109.5
H25D—C25B—H25F109.5H25J—C25D—H25L109.5
H25E—C25B—H25F109.5H25K—C25D—H25L109.5
C16B—C26B—H26D109.5C16D—C26D—H26J109.5
C16B—C26B—H26E109.5C16D—C26D—H26K109.5
H26D—C26B—H26E109.5H26J—C26D—H26K109.5
C16B—C26B—H26F109.5C16D—C26D—H26L109.5
H26D—C26B—H26F109.5H26J—C26D—H26L109.5
H26E—C26B—H26F109.5H26K—C26D—H26L109.5
C12B—C27B—H27D109.5C12D—C27D—H27J109.5
C12B—C27B—H27E109.5C12D—C27D—H27K109.5
H27D—C27B—H27E109.5H27J—C27D—H27K109.5
C12B—C27B—H27F109.5C12D—C27D—H27L109.5
H27D—C27B—H27F109.5H27J—C27D—H27L109.5
H27E—C27B—H27F109.5H27K—C27D—H27L109.5
C17A—C1A—C2A—C3A10.2 (2)C17C—C1C—C2C—C3C10.3 (2)
C1A—C2A—C3A—C4A−164.18 (18)C1C—C2C—C3C—C4C−166.15 (19)
C1A—C2A—C3A—C16A−34.6 (2)C1C—C2C—C3C—C16C−36.2 (2)
C2A—C3A—C4A—C5A−53.7 (3)C2C—C3C—C4C—C5C−57.0 (3)
C16A—C3A—C4A—C5A−178.72 (18)C16C—C3C—C4C—C5C178.51 (18)
C2A—C3A—C4A—C13A−175.31 (19)C2C—C3C—C4C—C13C−178.34 (19)
C16A—C3A—C4A—C13A59.7 (2)C16C—C3C—C4C—C13C57.1 (2)
C3A—C4A—C5A—C6A−161.50 (18)C3C—C4C—C5C—C6C−160.24 (18)
C13A—C4A—C5A—C6A−40.9 (2)C13C—C4C—C5C—C6C−39.0 (3)
C4A—C5A—C6A—C7A11.8 (3)C4C—C5C—C6C—C7C9.8 (3)
C5A—C6A—C7A—C8A−177.9 (2)C5C—C6C—C7C—C8C−177.8 (2)
C5A—C6A—C7A—C12A1.8 (4)C5C—C6C—C7C—C12C0.6 (4)
C6A—C7A—C8A—C9A−128.5 (2)C6C—C7C—C8C—C9C−131.3 (2)
C12A—C7A—C8A—C9A51.9 (3)C12C—C7C—C8C—C9C50.3 (3)
C7A—C8A—C9A—C10A−56.4 (3)C7C—C8C—C9C—C10C−56.9 (3)
C7A—C8A—C9A—Cl1A−178.29 (16)C7C—C8C—C9C—Cl1C−178.88 (17)
C8A—C9A—C10A—C11A60.2 (3)C8C—C9C—C10C—C11C60.8 (2)
Cl1A—C9A—C10A—C11A−178.25 (15)Cl1C—C9C—C10C—C11C−177.27 (15)
C9A—C10A—C11A—C12A−58.9 (3)C9C—C10C—C11C—C12C−57.9 (3)
C6A—C7A—C12A—C27A−108.3 (2)C6C—C7C—C12C—C27C−104.2 (2)
C8A—C7A—C12A—C27A71.4 (2)C8C—C7C—C12C—C27C74.1 (2)
C6A—C7A—C12A—C11A132.5 (2)C6C—C7C—C12C—C11C137.0 (2)
C8A—C7A—C12A—C11A−47.9 (3)C8C—C7C—C12C—C11C−44.6 (2)
C6A—C7A—C12A—C13A14.7 (3)C6C—C7C—C12C—C13C19.0 (3)
C8A—C7A—C12A—C13A−165.61 (18)C8C—C7C—C12C—C13C−162.69 (18)
C10A—C11A—C12A—C7A51.2 (3)C10C—C11C—C12C—C7C48.3 (2)
C10A—C11A—C12A—C27A−67.7 (2)C10C—C11C—C12C—C27C−70.0 (2)
C10A—C11A—C12A—C13A170.38 (18)C10C—C11C—C12C—C13C167.21 (18)
C3A—C4A—C13A—C14A−50.6 (2)C3C—C4C—C13C—C14C−49.7 (2)
C5A—C4A—C13A—C14A−172.34 (18)C5C—C4C—C13C—C14C−171.70 (18)
C3A—C4A—C13A—C12A−179.41 (17)C3C—C4C—C13C—C12C−177.77 (17)
C5A—C4A—C13A—C12A58.9 (2)C5C—C4C—C13C—C12C60.2 (2)
C7A—C12A—C13A—C14A−172.32 (18)C7C—C12C—C13C—C4C−49.1 (2)
C27A—C12A—C13A—C14A−50.8 (2)C27C—C12C—C13C—C4C71.8 (2)
C11A—C12A—C13A—C14A69.9 (2)C11C—C12C—C13C—C4C−167.18 (18)
C7A—C12A—C13A—C4A−44.5 (2)C7C—C12C—C13C—C14C−176.14 (18)
C27A—C12A—C13A—C4A77.0 (2)C27C—C12C—C13C—C14C−55.2 (2)
C11A—C12A—C13A—C4A−162.32 (18)C11C—C12C—C13C—C14C65.8 (2)
C4A—C13A—C14A—C15A50.0 (3)C4C—C13C—C14C—C15C51.1 (2)
C12A—C13A—C14A—C15A178.32 (18)C12C—C13C—C14C—C15C178.63 (18)
C13A—C14A—C15A—C16A−53.9 (3)C13C—C14C—C15C—C16C−55.6 (2)
C4A—C3A—C16A—C15A−61.8 (2)C4C—C3C—C16C—C15C−59.5 (2)
C2A—C3A—C16A—C15A166.44 (17)C2C—C3C—C16C—C15C169.23 (17)
C4A—C3A—C16A—C26A59.8 (2)C4C—C3C—C16C—C26C62.1 (2)
C2A—C3A—C16A—C26A−72.0 (2)C2C—C3C—C16C—C26C−69.1 (2)
C4A—C3A—C16A—C17A176.89 (17)C4C—C3C—C16C—C17C178.82 (17)
C2A—C3A—C16A—C17A45.08 (19)C2C—C3C—C16C—C17C47.6 (2)
C14A—C15A—C16A—C3A56.2 (2)C14C—C15C—C16C—C3C56.3 (2)
C14A—C15A—C16A—C26A−66.0 (2)C14C—C15C—C16C—C26C−66.8 (2)
C14A—C15A—C16A—C17A167.06 (18)C14C—C15C—C16C—C17C166.51 (18)
C2A—C1A—C17A—C18A146.80 (18)C3C—C16C—C17C—C18C−164.51 (19)
C2A—C1A—C17A—C16A17.0 (2)C15C—C16C—C17C—C18C81.5 (3)
C3A—C16A—C17A—C18A−162.45 (18)C26C—C16C—C17C—C18C−45.6 (3)
C15A—C16A—C17A—C18A83.6 (2)C3C—C16C—C17C—C1C−39.6 (2)
C26A—C16A—C17A—C18A−43.9 (2)C15C—C16C—C17C—C1C−153.53 (19)
C3A—C16A—C17A—C1A−37.17 (19)C26C—C16C—C17C—C1C79.3 (2)
C15A—C16A—C17A—C1A−151.07 (18)C2C—C1C—C17C—C18C149.04 (19)
C26A—C16A—C17A—C1A81.4 (2)C2C—C1C—C17C—C16C18.5 (2)
C1A—C17A—C18A—C25A−176.97 (18)C16C—C17C—C18C—C25C−54.5 (3)
C16A—C17A—C18A—C25A−55.9 (3)C1C—C17C—C18C—C25C−175.36 (18)
C1A—C17A—C18A—C19A59.3 (2)C16C—C17C—C18C—C19C−176.86 (19)
C16A—C17A—C18A—C19A−179.65 (18)C1C—C17C—C18C—C19C62.2 (2)
C25A—C18A—C19A—C20A71.2 (2)C25C—C18C—C19C—C20C76.0 (3)
C17A—C18A—C19A—C20A−163.32 (19)C17C—C18C—C19C—C20C−159.2 (2)
C18A—C19A—C20A—C21A177.8 (2)C18C—C19C—C20C—C21C175.5 (2)
C19A—C20A—C21A—C22A−171.3 (2)C19C—C20C—C21C—C22C−168.0 (3)
C20A—C21A—C22A—C23A−62.3 (3)C20C—C21C—C22C—C23C−62.7 (4)
C20A—C21A—C22A—C24A173.8 (2)C20C—C21C—C22C—C24C174.6 (3)
C17B—C1B—C2B—C3B8.2 (2)C17D—C1D—C2D—C3D9.1 (2)
C1B—C2B—C3B—C4B−163.73 (18)C1D—C2D—C3D—C4D−164.13 (19)
C1B—C2B—C3B—C16B−34.1 (2)C1D—C2D—C3D—C16D−34.0 (2)
C2B—C3B—C4B—C5B−54.0 (3)C2D—C3D—C4D—C5D−52.7 (3)
C16B—C3B—C4B—C5B−178.54 (18)C16D—C3D—C4D—C5D−177.83 (18)
C2B—C3B—C4B—C13B−175.40 (18)C2D—C3D—C4D—C13D−174.50 (19)
C16B—C3B—C4B—C13B60.0 (2)C16D—C3D—C4D—C13D60.3 (2)
C3B—C4B—C5B—C6B−160.22 (18)C3D—C4D—C5D—C6D−161.27 (18)
C13B—C4B—C5B—C6B−40.0 (3)C13D—C4D—C5D—C6D−40.1 (2)
C4B—C5B—C6B—C7B11.9 (3)C4D—C5D—C6D—C7D12.8 (3)
C5B—C6B—C7B—C8B−179.2 (2)C5D—C6D—C7D—C8D−178.8 (2)
C5B—C6B—C7B—C12B0.3 (4)C5D—C6D—C7D—C12D−0.1 (4)
C6B—C7B—C8B—C9B−128.7 (3)C6D—C7D—C8D—C9D−128.9 (2)
C12B—C7B—C8B—C9B51.8 (3)C12D—C7D—C8D—C9D52.3 (3)
C7B—C8B—C9B—C10B−58.6 (3)C7D—C8D—C9D—C10D−57.1 (3)
C7B—C8B—C9B—Cl1B178.89 (17)C7D—C8D—C9D—Cl1D−179.25 (16)
C8B—C9B—C10B—C11B62.1 (3)C8D—C9D—C10D—C11D60.3 (3)
Cl1B—C9B—C10B—C11B−175.74 (16)Cl1D—C9D—C10D—C11D−177.68 (15)
C9B—C10B—C11B—C12B−57.9 (3)C9D—C10D—C11D—C12D−58.8 (3)
C6B—C7B—C12B—C27B−106.3 (3)C6D—C7D—C12D—C27D−107.2 (2)
C8B—C7B—C12B—C27B73.2 (2)C8D—C7D—C12D—C27D71.6 (2)
C6B—C7B—C12B—C11B134.8 (2)C6D—C7D—C12D—C11D134.0 (2)
C8B—C7B—C12B—C11B−45.7 (3)C8D—C7D—C12D—C11D−47.2 (2)
C6B—C7B—C12B—C13B16.4 (3)C6D—C7D—C12D—C13D15.7 (3)
C8B—C7B—C12B—C13B−164.08 (19)C8D—C7D—C12D—C13D−165.55 (18)
C10B—C11B—C12B—C7B48.3 (3)C10D—C11D—C12D—C27D−68.0 (2)
C10B—C11B—C12B—C27B−70.6 (3)C10D—C11D—C12D—C7D50.2 (2)
C10B—C11B—C12B—C13B167.8 (2)C10D—C11D—C12D—C13D169.55 (18)
C3B—C4B—C13B—C14B−52.0 (2)C3D—C4D—C13D—C14D−51.8 (2)
C5B—C4B—C13B—C14B−173.15 (17)C5D—C4D—C13D—C14D−173.91 (18)
C3B—C4B—C13B—C12B179.48 (18)C3D—C4D—C13D—C12D179.66 (17)
C5B—C4B—C13B—C12B58.3 (2)C5D—C4D—C13D—C12D57.6 (2)
C7B—C12B—C13B—C14B−172.34 (18)C27D—C12D—C13D—C14D−49.9 (2)
C27B—C12B—C13B—C14B−51.2 (2)C7D—C12D—C13D—C14D−171.02 (18)
C11B—C12B—C13B—C14B68.9 (2)C11D—C12D—C13D—C14D71.3 (2)
C7B—C12B—C13B—C4B−45.2 (2)C27D—C12D—C13D—C4D76.9 (2)
C27B—C12B—C13B—C4B75.9 (2)C7D—C12D—C13D—C4D−44.2 (2)
C11B—C12B—C13B—C4B−163.99 (18)C11D—C12D—C13D—C4D−161.95 (18)
C4B—C13B—C14B—C15B51.4 (2)C4D—C13D—C14D—C15D51.1 (2)
C12B—C13B—C14B—C15B179.45 (18)C12D—C13D—C14D—C15D179.57 (18)
C13B—C14B—C15B—C16B−53.9 (3)C13D—C14D—C15D—C16D−54.3 (3)
C14B—C15B—C16B—C3B54.5 (2)C14D—C15D—C16D—C26D−67.3 (2)
C14B—C15B—C16B—C26B−68.1 (2)C14D—C15D—C16D—C3D54.8 (2)
C14B—C15B—C16B—C17B164.71 (18)C14D—C15D—C16D—C17D165.36 (18)
C4B—C3B—C16B—C15B−60.6 (2)C4D—C3D—C16D—C26D60.9 (2)
C2B—C3B—C16B—C15B168.00 (17)C2D—C3D—C16D—C26D−71.6 (2)
C4B—C3B—C16B—C26B61.0 (2)C4D—C3D—C16D—C15D−60.6 (2)
C2B—C3B—C16B—C26B−70.3 (2)C2D—C3D—C16D—C15D166.91 (18)
C4B—C3B—C16B—C17B177.74 (17)C4D—C3D—C16D—C17D178.03 (18)
C2B—C3B—C16B—C17B46.37 (19)C2D—C3D—C16D—C17D45.5 (2)
C2B—C1B—C17B—C18B149.97 (18)C26D—C16D—C17D—C18D−44.7 (3)
C2B—C1B—C17B—C16B20.1 (2)C15D—C16D—C17D—C18D83.1 (2)
C15B—C16B—C17B—C18B81.5 (2)C3D—C16D—C17D—C18D−163.34 (19)
C3B—C16B—C17B—C18B−164.77 (18)C26D—C16D—C17D—C1D80.1 (2)
C26B—C16B—C17B—C18B−46.1 (2)C15D—C16D—C17D—C1D−152.13 (19)
C15B—C16B—C17B—C1B−153.57 (19)C3D—C16D—C17D—C1D−38.6 (2)
C3B—C16B—C17B—C1B−39.8 (2)C2D—C1D—C17D—C16D18.8 (2)
C26B—C16B—C17B—C1B78.8 (2)C2D—C1D—C17D—C18D149.12 (19)
C1B—C17B—C18B—C25B−174.70 (18)C16D—C17D—C18D—C25D−54.4 (3)
C16B—C17B—C18B—C25B−54.0 (3)C1D—C17D—C18D—C25D−175.40 (19)
C1B—C17B—C18B—C19B62.0 (2)C16D—C17D—C18D—C19D−177.99 (19)
C16B—C17B—C18B—C19B−177.35 (18)C1D—C17D—C18D—C19D61.0 (2)
C25B—C18B—C19B—C20B72.0 (2)C25D—C18D—C19D—C20D70.6 (3)
C17B—C18B—C19B—C20B−162.91 (19)C17D—C18D—C19D—C20D−164.6 (2)
C18B—C19B—C20B—C21B175.22 (19)C18D—C19D—C20D—C21D175.2 (2)
C19B—C20B—C21B—C22B−173.3 (2)C19D—C20D—C21D—C22D−174.2 (2)
C20B—C21B—C22B—C23B−66.5 (3)C20D—C21D—C22D—C23D−67.7 (3)
C20B—C21B—C22B—C24B169.7 (2)C20D—C21D—C22D—C24D169.0 (2)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ2768).

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