Acta Crystallographica Section E
Structure Reports Online
ISSN 1600-5368
5
a
-Cholestane
Simon J. Coles,* Christopher S. Frampton and Michael B. Hursthouse
Department of Chemistry, University of Southampton, Southampton SO17 1BJ, England
Correspondence e-mail: [email protected]
Key indicators
Single-crystal X-ray study
T= 120 K
Mean(C±C) = 0.004 AÊ
Rfactor = 0.062
wRfactor = 0.137
Data-to-parameter ratio = 18.6
For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
The title compound, C27H48, is a steroid derivative composed
of a saturated-carbon fused-ring framework with two methyl substituents and an alkyl side chain.
Comment
The title compound, (I), is a cholesterol steroid-based struc-ture and hence the atom-numbering scheme normally assigned to such structures is employed (Hsu & Nordman, 1983). Cholestane appears in the Cambridge Crystallographic Database (Allen & Kennard, 1993) as entry ZZZKGI (Haner & Norton, 1966); however, there are no deposited coordinates and merely the unit-cell parameters are presented; deter-mination of the structure was therefore deemed worthwhile.
Cholestane crystallizes with two molecules in the asym-metric unit (Fig. 1). The structure is composed of four fused carbon rings with two methyl substituents, and an alkyl side chain. The three six-membered rings are all in the chair conformation whilst, according to puckering analysis (Cremer & Pople, 1975), the ®ve-membered ring is in a twist confor-mation about the C13ÐC14 bond. There are eight chiral centres in the molecule, but the absolute con®guration of these sites cannot be assigned with con®dence as the absolute structure cannot be determined reliably from this experiment. From the structure presented, these sites exhibit the following chirality: C5 =R, C8 =R, C9 =S, C10 =S, C13 =R, C14 =S, C17 =Rand C20 =R; however, an inversion of the absolute con®guration would reverse all these chirality assignments. As a result of the lack of acceptor atoms, there are no classical hydrogen bonds in the crystal structure. The molecules pack as corrugated sheets perpendicular to thecaxis.
Experimental
5-Cholestane was purchased from Aldrich and recrystallized from
Crystal data
C27H48
Mr= 372.65
Monoclinic,P21
a= 11.3936 (3) AÊ
b= 10.8972 (3) AÊ
c= 19.5047 (7) AÊ
= 104.2390 (11)
V= 2347.27 (12) AÊ3
Z= 4
Dx= 1.055 Mg mÿ3
MoKradiation Cell parameters from 6151
re¯ections
= 2.9±27.5 = 0.06 mmÿ1
T= 120 (2) K Plate, colourless 0.400.350.04 mm
Data collection
Nonius KappaCCD diffractometer
'and!scans
Absorption correction: multi-scan (SORTAV; Blessing, 1997)
Tmin= 0.977,Tmax= 0.998 15024 measured re¯ections 9278 independent re¯ections
5989 re¯ections withI> 2(I)
Rint= 0.076
max= 27.5
h=ÿ14!14
k=ÿ14!11
l=ÿ25!25
Re®nement
Re®nement onF2
R[F2> 2(F2)] = 0.062
wR(F2) = 0.137
S= 0.99 9278 re¯ections 498 parameters
H-atom parameters constrained
w= 1/[2(F
o2) + (0.0563P)2]
whereP= (Fo2+ 2Fc2)/3
(/)max= 0.025 max= 0.63 e AÊÿ3 min=ÿ0.62 e AÊÿ3
Extinction correction:SHELXL
Extinction coef®cient: 0.047 (2)
All C atoms were re®ned anisotropically, whilst H atoms were placed in idealized positions and were re®ned with a riding model. Methyl H atoms were re®ned as rigid groups allowed to rotate but not tip. The structure crystallizes in the chiral space groupP21but the
absolute structure parameter (Flack, 1983) could not be re®ned to an acceptable value as the structure is composed purely of C and H atoms.
Data collection: DENZO (Otwinowski & Minor, 1997) and
COLLECT(Hooft, 1998); cell re®nement:DENZOandCOLLECT; data reduction:DENZOandCOLLECT; program(s) used to solve
structure: SHELXS97 (Sheldrick, 1997); program(s) used to re®ne structure: SHELXL97 (Sheldrick, 1997); molecular graphics:
PLATON(Spek, 1990).
The authors thank the EPSRC for the funding of crystal-lographic facilities.
References
Allen, F. H. & Kennard, O. (1993).Chem. Des. Autom. News,8, 31±37. Blessing, R. H. (1997).J. Appl. Cryst.30, 421±429.
Cremer, D. & Pople, J. A. (1975).J. Am. Chem. Soc.97, 1354±1358. Flack, H. D. (1983).Acta Cryst.A39, 876±881.
Haner, B. A. & Norton, D. A. (1966).Acta Cryst.20, 930. Hooft, R. (1998).COLLECT. Nonius BV, Delft, The Netherlands. Hsu, L.-Y. & Nordman, C. E. (1983).Science,220, 604±606.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
Macromolecular Crystallography, Part A, edited by C. W. Carter and R. M. Sweet, pp. 307±326. London: Academic Press.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of GoÈttingen, Germany.
Spek, A. L. (1990).Acta Cryst.A46, C34.
Figure 1
supporting information
Acta Cryst. (2002). E58, o445–o446 [https://doi.org/10.1107/S1600536802004786]
5
α
-Cholestane
Simon J. Coles, Christopher S. Frampton and Michael B. Hursthouse
(I)
Crystal data
C27H48
Mr = 372.65 Monoclinic, P21
a = 11.3936 (3) Å
b = 10.8972 (3) Å
c = 19.5047 (7) Å
β = 104.2390 (11)°
V = 2347.27 (12) Å3
Z = 4
F(000) = 840
Dx = 1.055 Mg m−3
Mo Kα radiation, λ = 0.71073 Å Cell parameters from 6151 reflections
θ = 2.9–27.5°
µ = 0.06 mm−1
T = 120 K Plate, colourless 0.4 × 0.35 × 0.04 mm
Data collection
Nonius KappaCCD diffractometer
Radiation source: Nonius FR591 rotating anode
φ and ω scans
Absorption correction: multi-scan (SORTAV; Blessing, 1997)
Tmin = 0.977, Tmax = 0.998
15024 measured reflections
9278 independent reflections 5989 reflections with I > 2σ(I)
Rint = 0.076
θmax = 27.5°, θmin = 3.0°
h = −14→14
k = −14→11
l = −25→25
Refinement
Refinement on F2
Least-squares matrix: full
R[F2 > 2σ(F2)] = 0.062
wR(F2) = 0.137
S = 0.99 9278 reflections 498 parameters 1 restraint
H-atom parameters constrained
w = 1/[σ2(F
o2) + (0.0563P)2]
where P = (Fo2 + 2Fc2)/3
(Δ/σ)max = 0.025
Δρmax = 0.63 e Å−3
Δρmin = −0.62 e Å−3
Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Extinction coefficient: 0.047 (2) Absolute structure: (Flack, 1983) Absolute structure parameter: 2 (5)
Special details
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
x y z Uiso*/Ueq
C1A 0.4704 (2) 0.5206 (2) 0.88447 (13) 0.0282 (6)
H1A1 0.3884 0.5089 0.8533 0.034*
H1A2 0.5219 0.4524 0.8753 0.034*
C2A 0.4624 (3) 0.5137 (3) 0.96141 (13) 0.0323 (7)
H2A1 0.4049 0.5766 0.9699 0.039*
H2A2 0.4313 0.4321 0.9706 0.039*
C3A 0.5861 (3) 0.5346 (3) 1.01191 (14) 0.0324 (7)
H3A1 0.5779 0.5349 1.0613 0.039*
H3A2 0.6414 0.4669 1.007 0.039*
C4A 0.6391 (3) 0.6565 (3) 0.99577 (14) 0.0320 (7)
H4A1 0.7214 0.6663 1.027 0.038*
H4A2 0.5883 0.7245 1.0059 0.038*
C5A 0.6460 (3) 0.6641 (2) 0.91858 (13) 0.0282 (7)
H5A 0.6993 0.5948 0.9115 0.034*
C6A 0.7070 (3) 0.7804 (3) 0.90200 (14) 0.0322 (7)
H6A1 0.7858 0.7902 0.9368 0.039*
H6A2 0.6559 0.852 0.9064 0.039*
C7A 0.7274 (2) 0.7772 (3) 0.82729 (13) 0.0295 (7)
H7A1 0.7903 0.7153 0.8257 0.035*
H7A2 0.7581 0.8582 0.8166 0.035*
C8A 0.6120 (2) 0.7464 (2) 0.77013 (13) 0.0222 (6)
H8A 0.5555 0.8179 0.7649 0.027*
C9A 0.5474 (2) 0.6326 (2) 0.79043 (13) 0.0230 (6)
H9A 0.6052 0.5627 0.7931 0.028*
C10A 0.5225 (2) 0.6426 (2) 0.86510 (13) 0.0230 (6) C11A 0.4357 (2) 0.6002 (3) 0.73069 (13) 0.0277 (7)
H11A 0.3997 0.5231 0.743 0.033*
H11B 0.3745 0.6659 0.727 0.033*
C12A 0.4656 (3) 0.5846 (2) 0.65899 (14) 0.0289 (7)
H12A 0.3898 0.5688 0.6225 0.035*
H12B 0.5187 0.5121 0.6609 0.035*
C13A 0.5285 (2) 0.6972 (2) 0.63748 (13) 0.0212 (6) C14A 0.6410 (2) 0.7223 (2) 0.69891 (13) 0.0230 (6)
H14A 0.6898 0.645 0.7051 0.028*
C15A 0.7138 (3) 0.8163 (2) 0.66878 (14) 0.0288 (7)
H15A 0.8006 0.8133 0.6939 0.035*
H15B 0.6828 0.9004 0.6722 0.035*
C16A 0.6948 (2) 0.7765 (2) 0.59073 (13) 0.0253 (6)
H16A 0.7698 0.7392 0.5831 0.03*
H16B 0.6736 0.8484 0.5591 0.03*
C17A 0.5903 (2) 0.6817 (2) 0.57488 (13) 0.0224 (6)
H17A 0.6286 0.5986 0.5801 0.027*
C18A 0.4318 (3) 0.7463 (3) 0.86726 (15) 0.0323 (7)
H18A 0.3524 0.7247 0.8368 0.048*
H18C 0.4247 0.7574 0.9159 0.048* C19A 0.4422 (3) 0.8075 (2) 0.62386 (14) 0.0311 (7)
H19A 0.4837 0.8784 0.6097 0.047*
H19B 0.4171 0.8272 0.6672 0.047*
H19C 0.3707 0.7873 0.586 0.047*
C20A 0.5113 (2) 0.6902 (2) 0.49847 (13) 0.0243 (6)
H20A 0.4747 0.7741 0.4919 0.029*
C21A 0.4081 (3) 0.5977 (3) 0.48527 (14) 0.0349 (7)
H21A 0.4409 0.5153 0.4977 0.052*
H21B 0.3649 0.5995 0.4352 0.052*
H21C 0.3521 0.6187 0.5144 0.052*
C22A 0.5871 (3) 0.6740 (3) 0.44435 (13) 0.0286 (7)
H22A 0.6565 0.7315 0.4562 0.034*
H22B 0.6203 0.5896 0.4485 0.034*
C23A 0.5181 (3) 0.6959 (3) 0.36776 (14) 0.0295 (7)
H23A 0.4508 0.6361 0.3553 0.035*
H23B 0.4819 0.779 0.3641 0.035*
C24A 0.5944 (3) 0.6851 (3) 0.31424 (14) 0.0321 (7)
H24A 0.6284 0.6012 0.3171 0.039*
H24B 0.6632 0.7429 0.3279 0.039*
C25A 0.5287 (3) 0.7106 (2) 0.23769 (13) 0.0283 (7)
H25A 0.4886 0.7925 0.2361 0.034*
C26A 0.4306 (3) 0.6164 (3) 0.20829 (16) 0.0458 (9)
H26A 0.3706 0.6168 0.2367 0.069*
H26B 0.4671 0.5347 0.21 0.069*
H26C 0.3908 0.6371 0.1592 0.069*
C27A 0.6181 (3) 0.7178 (3) 0.19120 (15) 0.0427 (8)
H27A 0.5744 0.7368 0.1425 0.064*
H27B 0.6597 0.6389 0.1922 0.064*
H27C 0.6777 0.7824 0.209 0.064*
C1B 1.1012 (3) 0.6048 (2) 0.90578 (13) 0.0299 (7)
H1B1 1.1784 0.6182 0.8923 0.036*
H1B2 1.0479 0.6759 0.8885 0.036*
C2B 1.1267 (3) 0.5999 (3) 0.98673 (13) 0.0355 (7)
H2B1 1.1879 0.5357 1.0049 0.043*
H2B2 1.1604 0.6796 1.0067 0.043*
C3B 1.0133 (3) 0.5725 (3) 1.01076 (15) 0.0365 (8)
H3B1 0.9569 0.6429 0.9989 0.044*
H3B2 1.0344 0.5621 1.0628 0.044*
C4B 0.9504 (3) 0.4568 (3) 0.97603 (14) 0.0314 (7)
H4B1 0.873 0.4459 0.9897 0.038*
H4B2 1.0021 0.3846 0.9932 0.038*
C5B 0.9257 (3) 0.4638 (2) 0.89549 (13) 0.0256 (6)
H5B 0.873 0.5374 0.8813 0.031*
C6B 0.8524 (2) 0.3550 (3) 0.85885 (13) 0.0283 (7)
H6B1 0.7783 0.3461 0.8764 0.034*
H6B2 0.9007 0.279 0.8708 0.034*
H7B1 0.757 0.4387 0.7664 0.033*
H7B2 0.7775 0.2951 0.7566 0.033*
C8B 0.9258 (2) 0.4002 (2) 0.74852 (13) 0.0224 (6)
H8B 0.9795 0.3264 0.7549 0.027*
C9B 0.9996 (2) 0.5092 (2) 0.78775 (13) 0.0232 (6)
H9B 0.9432 0.581 0.7806 0.028*
C10B 1.0409 (2) 0.4880 (2) 0.86918 (13) 0.0242 (6) C11B 1.1032 (2) 0.5444 (3) 0.75338 (13) 0.0278 (7)
H11C 1.1414 0.621 0.7755 0.033*
H11D 1.1654 0.479 0.7634 0.033*
C12B 1.0623 (3) 0.5633 (2) 0.67323 (13) 0.0294 (7)
H12C 1.1343 0.5785 0.6545 0.035*
H12D 1.0099 0.6368 0.6632 0.035*
C13B 0.9928 (2) 0.4523 (2) 0.63488 (13) 0.0222 (6) C14B 0.8871 (2) 0.4302 (2) 0.66984 (13) 0.0228 (6)
H14B 0.8411 0.5091 0.6657 0.027*
C15B 0.8050 (3) 0.3390 (3) 0.62063 (13) 0.0296 (7)
H15C 0.7203 0.3456 0.6247 0.035*
H15D 0.8335 0.2537 0.6313 0.035*
C16B 0.8158 (2) 0.3783 (2) 0.54605 (13) 0.0266 (6)
H16C 0.7395 0.4171 0.5196 0.032*
H16D 0.8319 0.3059 0.5191 0.032*
C17B 0.9224 (2) 0.4713 (2) 0.55634 (13) 0.0238 (6)
H17B 0.8864 0.5554 0.5527 0.029*
C18B 1.1309 (2) 0.3801 (2) 0.88712 (13) 0.0285 (7)
H18D 1.2063 0.4018 0.8744 0.043*
H18E 1.0955 0.3072 0.8604 0.043*
H18F 1.1481 0.3627 0.9379 0.043*
C19B 1.0750 (2) 0.3399 (3) 0.64091 (14) 0.0324 (7)
H19D 1.0287 0.2708 0.6157 0.049*
H19E 1.1061 0.3183 0.6909 0.049*
H19F 1.1429 0.3586 0.6201 0.049*
C20B 0.9917 (3) 0.4603 (3) 0.49831 (14) 0.0277 (7)
H20B 1.0261 0.3756 0.5006 0.033*
C21B 1.0968 (3) 0.5508 (3) 0.51034 (15) 0.0502 (10)
H21D 1.1577 0.5282 0.5534 0.075*
H21E 1.067 0.6338 0.5155 0.075*
H21F 1.1334 0.5484 0.4698 0.075*
C22B 0.9080 (3) 0.4782 (3) 0.42417 (13) 0.0286 (7)
H22C 0.8371 0.4233 0.4188 0.034*
H22D 0.878 0.5638 0.4196 0.034*
C23B 0.9700 (3) 0.4517 (3) 0.36461 (14) 0.0308 (7)
H23C 1.0032 0.3673 0.3706 0.037*
H23D 1.0389 0.5089 0.369 0.037*
C24B 0.8867 (3) 0.4637 (3) 0.29021 (13) 0.0318 (7)
H24C 0.8189 0.4048 0.2855 0.038*
H24D 0.8517 0.5473 0.2847 0.038*
H25B 0.9878 0.3578 0.2381 0.031* C26B 1.0467 (3) 0.5347 (3) 0.23022 (14) 0.0330 (7)
H26D 1.01 0.6163 0.2212 0.05*
H26E 1.0876 0.5142 0.193 0.05*
H26F 1.1057 0.5345 0.2762 0.05*
C27B 0.8572 (3) 0.4402 (3) 0.15897 (14) 0.0379 (8)
H27D 0.898 0.4182 0.1219 0.057*
H27E 0.8212 0.5221 0.1493 0.057*
H27F 0.7934 0.3802 0.1596 0.057*
Atomic displacement parameters (Å2)
U11 U22 U33 U12 U13 U23
C9B 0.0247 (15) 0.0221 (14) 0.0238 (15) 0.0021 (12) 0.0078 (12) 0.0014 (11) C10B 0.0280 (16) 0.0238 (15) 0.0214 (15) −0.0004 (12) 0.0070 (12) 0.0003 (11) C11B 0.0297 (17) 0.0327 (16) 0.0208 (15) −0.0072 (13) 0.0063 (12) −0.0021 (12) C12B 0.0298 (17) 0.0352 (17) 0.0236 (16) −0.0092 (13) 0.0076 (13) 0.0003 (12) C13B 0.0206 (15) 0.0289 (15) 0.0169 (14) 0.0007 (13) 0.0042 (11) 0.0005 (11) C14B 0.0209 (15) 0.0238 (14) 0.0235 (15) 0.0001 (12) 0.0048 (12) 0.0036 (11) C15B 0.0278 (16) 0.0360 (17) 0.0235 (16) −0.0085 (14) 0.0038 (13) 0.0018 (12) C16B 0.0249 (15) 0.0312 (15) 0.0224 (15) −0.0005 (13) 0.0035 (12) −0.0006 (11) C17B 0.0220 (15) 0.0247 (15) 0.0237 (15) −0.0007 (12) 0.0038 (12) 0.0001 (11) C18B 0.0285 (17) 0.0339 (16) 0.0232 (16) 0.0013 (13) 0.0063 (13) −0.0002 (12) C19B 0.0261 (16) 0.0475 (19) 0.0231 (16) 0.0059 (14) 0.0050 (13) 0.0004 (13) C20B 0.0253 (16) 0.0387 (17) 0.0194 (15) −0.0025 (14) 0.0061 (12) 0.0011 (12) C21B 0.042 (2) 0.083 (3) 0.0259 (18) −0.0230 (19) 0.0092 (16) 0.0020 (17) C22B 0.0253 (16) 0.0395 (18) 0.0212 (16) −0.0022 (13) 0.0062 (13) 0.0003 (12) C23B 0.0328 (18) 0.0354 (17) 0.0237 (16) 0.0033 (15) 0.0060 (13) 0.0031 (12) C24B 0.0307 (17) 0.0443 (18) 0.0207 (16) −0.0018 (14) 0.0068 (13) 0.0012 (13) C25B 0.0320 (17) 0.0253 (15) 0.0193 (15) 0.0013 (13) 0.0059 (12) 0.0000 (11) C26B 0.0395 (19) 0.0351 (16) 0.0258 (16) 0.0021 (15) 0.0107 (14) 0.0024 (12) C27B 0.0419 (19) 0.0496 (19) 0.0217 (17) −0.0045 (16) 0.0069 (14) −0.0013 (13)
Geometric parameters (Å, º)
C1A—C2A 1.528 (3) C1B—C2B 1.534 (3)
C1A—C10A 1.541 (3) C1B—C10B 1.536 (4)
C1A—H1A1 0.99 C1B—H1B1 0.99
C1A—H1A2 0.99 C1B—H1B2 0.99
C2A—C3A 1.525 (4) C2B—C3B 1.508 (4)
C2A—H2A1 0.99 C2B—H2B1 0.99
C2A—H2A2 0.99 C2B—H2B2 0.99
C3A—C4A 1.524 (4) C3B—C4B 1.524 (4)
C3A—H3A1 0.99 C3B—H3B1 0.99
C3A—H3A2 0.99 C3B—H3B2 0.99
C4A—C5A 1.529 (4) C4B—C5B 1.528 (4)
C4A—H4A1 0.99 C4B—H4B1 0.99
C4A—H4A2 0.99 C4B—H4B2 0.99
C5A—C6A 1.518 (4) C5B—C6B 1.523 (4)
C5A—C10A 1.549 (4) C5B—C10B 1.545 (4)
C5A—H5A 1.00 C5B—H5B 1.00
C6A—C7A 1.532 (4) C6B—C7B 1.525 (3)
C6A—H6A1 0.99 C6B—H6B1 0.99
C6A—H6A2 0.99 C6B—H6B2 0.99
C7A—C8A 1.538 (3) C7B—C8B 1.533 (4)
C7A—H7A1 0.99 C7B—H7B1 0.99
C7A—H7A2 0.99 C7B—H7B2 0.99
C8A—C14A 1.528 (4) C8B—C14B 1.524 (3)
C8A—C9A 1.542 (4) C8B—C9B 1.545 (4)
C8A—H8A 1.00 C8B—H8B 1.00
C9A—C10A 1.555 (3) C9B—C10B 1.559 (3)
C9A—H9A 1.00 C9B—H9B 1.00
C10A—C18A 1.539 (4) C10B—C18B 1.543 (4) C11A—C12A 1.528 (3) C11B—C12B 1.531 (3)
C11A—H11A 0.99 C11B—H11C 0.99
C11A—H11B 0.99 C11B—H11D 0.99
C12A—C13A 1.531 (4) C12B—C13B 1.536 (4)
C12A—H12A 0.99 C12B—H12C 0.99
C12A—H12B 0.99 C12B—H12D 0.99
C13A—C19A 1.534 (4) C13B—C19B 1.528 (4) C13A—C14A 1.549 (4) C13B—C14B 1.543 (4) C13A—C17A 1.561 (4) C13B—C17B 1.558 (3) C14A—C15A 1.523 (4) C14B—C15B 1.530 (4)
C14A—H14A 1.00 C14B—H14B 1.00
C15A—C16A 1.546 (4) C15B—C16B 1.550 (3)
C15A—H15A 0.99 C15B—H15C 0.99
C15A—H15B 0.99 C15B—H15D 0.99
C16A—C17A 1.548 (4) C16B—C17B 1.556 (4)
C16A—H16A 0.99 C16B—H16C 0.99
C16A—H16B 0.99 C16B—H16D 0.99
C17A—C20A 1.543 (3) C17B—C20B 1.535 (4)
C17A—H17A 1.00 C17B—H17B 1.00
C18A—H18A 0.98 C18B—H18D 0.98
C18A—H18B 0.98 C18B—H18E 0.98
C18A—H18C 0.98 C18B—H18F 0.98
C19A—H19A 0.98 C19B—H19D 0.98
C19A—H19B 0.98 C19B—H19E 0.98
C19A—H19C 0.98 C19B—H19F 0.98
C20A—C21A 1.521 (4) C20B—C21B 1.524 (4) C20A—C22A 1.530 (4) C20B—C22B 1.536 (4)
C20A—H20A 1.00 C20B—H20B 1.00
C21A—H21A 0.98 C21B—H21D 0.98
C21A—H21B 0.98 C21B—H21E 0.98
C21A—H21C 0.98 C21B—H21F 0.98
C22A—C23A 1.526 (4) C22B—C23B 1.528 (4)
C22A—H22A 0.99 C22B—H22C 0.99
C22A—H22B 0.99 C22B—H22D 0.99
C23A—C24A 1.519 (4) C23B—C24B 1.532 (4)
C23A—H23A 0.99 C23B—H23C 0.99
C23A—H23B 0.99 C23B—H23D 0.99
C24A—C25A 1.522 (4) C24B—C25B 1.524 (4)
C24A—H24A 0.99 C24B—H24C 0.99
C24A—H24B 0.99 C24B—H24D 0.99
C25A—C26A 1.522 (4) C25B—C26B 1.516 (4) C25A—C27A 1.523 (4) C25B—C27B 1.525 (4)
C25A—H25A 1.00 C25B—H25B 1.00
C26A—H26A 0.98 C26B—H26D 0.98
C26A—H26C 0.98 C26B—H26F 0.98
C27A—H27A 0.98 C27B—H27D 0.98
C27A—H27B 0.98 C27B—H27E 0.98
C27A—H27C 0.98 C27B—H27F 0.98
C2A—C1A—C10A 113.8 (2) C2B—C1B—C10B 113.5 (2) C2A—C1A—H1A1 108.8 C2B—C1B—H1B1 108.9 C10A—C1A—H1A1 108.8 C10B—C1B—H1B1 108.9 C2A—C1A—H1A2 108.8 C2B—C1B—H1B2 108.9 C10A—C1A—H1A2 108.8 C10B—C1B—H1B2 108.9 H1A1—C1A—H1A2 107.7 H1B1—C1B—H1B2 107.7 C3A—C2A—C1A 111.0 (2) C3B—C2B—C1B 111.5 (2) C3A—C2A—H2A1 109.4 C3B—C2B—H2B1 109.3 C1A—C2A—H2A1 109.4 C1B—C2B—H2B1 109.3 C3A—C2A—H2A2 109.4 C3B—C2B—H2B2 109.3 C1A—C2A—H2A2 109.4 C1B—C2B—H2B2 109.3
H2A1—C2A—H2A2 108 H2B1—C2B—H2B2 108
C4A—C3A—C2A 110.3 (2) C2B—C3B—C4B 111.7 (2) C4A—C3A—H3A1 109.6 C2B—C3B—H3B1 109.3 C2A—C3A—H3A1 109.6 C4B—C3B—H3B1 109.3 C4A—C3A—H3A2 109.6 C2B—C3B—H3B2 109.3 C2A—C3A—H3A2 109.6 C4B—C3B—H3B2 109.3 H3A1—C3A—H3A2 108.1 H3B1—C3B—H3B2 107.9 C3A—C4A—C5A 111.7 (2) C3B—C4B—C5B 111.3 (2) C3A—C4A—H4A1 109.3 C3B—C4B—H4B1 109.4 C5A—C4A—H4A1 109.3 C5B—C4B—H4B1 109.4 C3A—C4A—H4A2 109.3 C3B—C4B—H4B2 109.4 C5A—C4A—H4A2 109.3 C5B—C4B—H4B2 109.4 H4A1—C4A—H4A2 107.9 H4B1—C4B—H4B2 108 C6A—C5A—C4A 113.1 (2) C6B—C5B—C4B 112.6 (2) C6A—C5A—C10A 111.7 (2) C6B—C5B—C10B 113.0 (2) C4A—C5A—C10A 113.4 (2) C4B—C5B—C10B 113.1 (2)
C6A—C5A—H5A 106 C6B—C5B—H5B 105.8
C4A—C5A—H5A 106 C4B—C5B—H5B 105.8
C10A—C5A—H5A 106 C10B—C5B—H5B 105.8
C5A—C6A—C7A 111.6 (2) C5B—C6B—C7B 111.6 (2) C5A—C6A—H6A1 109.3 C5B—C6B—H6B1 109.3 C7A—C6A—H6A1 109.3 C7B—C6B—H6B1 109.3 C5A—C6A—H6A2 109.3 C5B—C6B—H6B2 109.3 C7A—C6A—H6A2 109.3 C7B—C6B—H6B2 109.3
H6A1—C6A—H6A2 108 H6B1—C6B—H6B2 108
C6A—C7A—C8A 113.1 (2) C6B—C7B—C8B 112.4 (2)
C6A—C7A—H7A1 109 C6B—C7B—H7B1 109.1
C8A—C7A—H7A1 109 C8B—C7B—H7B1 109.1
C6A—C7A—H7A2 109 C6B—C7B—H7B2 109.1
C8A—C7A—H7A2 109 C8B—C7B—H7B2 109.1
C14A—C8A—C9A 108.63 (19) C14B—C8B—C9B 108.78 (19) C7A—C8A—C9A 111.5 (2) C7B—C8B—C9B 111.2 (2) C14A—C8A—H8A 108.5 C14B—C8B—H8B 108.3
C7A—C8A—H8A 108.5 C7B—C8B—H8B 108.3
C9A—C8A—H8A 108.5 C9B—C8B—H8B 108.3
C11A—C9A—C8A 110.3 (2) C11B—C9B—C8B 110.9 (2) C11A—C9A—C10A 114.7 (2) C11B—C9B—C10B 114.1 (2) C8A—C9A—C10A 113.1 (2) C8B—C9B—C10B 112.5 (2)
C11A—C9A—H9A 106 C11B—C9B—H9B 106.2
C8A—C9A—H9A 106 C8B—C9B—H9B 106.2
C10A—C9A—H9A 106 C10B—C9B—H9B 106.2
C23A—C24A—H24A 108.4 C25B—C24B—H24C 108.7 C25A—C24A—H24A 108.4 C23B—C24B—H24C 108.7 C23A—C24A—H24B 108.4 C25B—C24B—H24D 108.7 C25A—C24A—H24B 108.4 C23B—C24B—H24D 108.7 H24A—C24A—H24B 107.4 H24C—C24B—H24D 107.6 C26A—C25A—C24A 112.7 (2) C26B—C25B—C27B 109.7 (2) C26A—C25A—C27A 110.3 (2) C26B—C25B—C24B 111.9 (2) C24A—C25A—C27A 110.7 (2) C27B—C25B—C24B 110.9 (2) C26A—C25A—H25A 107.6 C26B—C25B—H25B 108.1 C24A—C25A—H25A 107.6 C27B—C25B—H25B 108.1 C27A—C25A—H25A 107.6 C24B—C25B—H25B 108.1 C25A—C26A—H26A 109.5 C25B—C26B—H26D 109.5 C25A—C26A—H26B 109.5 C25B—C26B—H26E 109.5 H26A—C26A—H26B 109.5 H26D—C26B—H26E 109.5 C25A—C26A—H26C 109.5 C25B—C26B—H26F 109.5 H26A—C26A—H26C 109.5 H26D—C26B—H26F 109.5 H26B—C26A—H26C 109.5 H26E—C26B—H26F 109.5 C25A—C27A—H27A 109.5 C25B—C27B—H27D 109.5 C25A—C27A—H27B 109.5 C25B—C27B—H27E 109.5 H27A—C27A—H27B 109.5 H27D—C27B—H27E 109.5 C25A—C27A—H27C 109.5 C25B—C27B—H27F 109.5 H27A—C27A—H27C 109.5 H27D—C27B—H27F 109.5 H27B—C27A—H27C 109.5 H27E—C27B—H27F 109.5
