The crystal structures of five follicular fluid meiosis-activating sterol-related Δ8,14-sterol compounds are presented. These are 4,4-dimethyl-23-phenyl-24-nor-5α-chola-8,14-dien-3β-ol, C31H44O, 4,4-dimethyl-22-phenyl-23,24-dinor-5α-chola-8,14-dien-3β-ol, C30H42O, (20R)-4,4-dimethyl-22-oxa-5α,20-cholesta-8,14,24-trien-3β-ol, C28H44O2, 4,4-dimethyl-23-phenyl-22-oxa-24-nor-5α-chola-8,14-dien-3β-ol–water (4/1), 4C30H42O2·H2O, and 4,4-dimethyl-5α-cholesta-8,14-dien-3-one, C29H46O. Two of the derivatives are inactive and three are active as agonists. Preliminary structure–activity relationship studies showed that the positions of the double bonds in the skeleton and the structures of the side chains are important determinants for activity. The conformations of the skeletons were compared with double-bond isomers retrieved from the Cambridge Structural Database [Allen & Kennard (1993). Chem. Des. Autom. News, 8, 1, 31–37]; no significant differences were found. Thus, conformational changes induced by the double bonds are not discriminative with respect to the activity of the compounds. Comparisons of the side-chain conformations of active and inactive structures revealed that the crystal structures were not conclusive as far as correlation of conformation and activity of the side chains were concerned.
Supporting information
CCDC references: 174812; 174813; 174814; 174815; 174816
Colourless single crystals suitable for X-ray analysis of compounds (II), (III)
and (V) were obtained by vapor diffusion of a pyridine solution into CH3CN.
Crystals formed after several days. Colourless single crystals of compounds
(IV) and (VI) were obtained by slow evaporation of ethanol solutions.
Due to the absence of significant anomalous dispersion, the absolute structure
cannot be determined reliably. The configuration was chosen such that for each
compound the skeleton stereochemistry corresponds to those of other related
androstanes. Friedel pairs were merged for each structure. H atoms were
introduced at calculated positions, riding on their carrier atoms. The methyl
groups were refined as rigid groups, allowing for rotation around the C—C
bonds. The hydroxyl H atoms were also treated as rigid groups. Their initial
positions were determined from a circular residual-density map. H atoms were
refined with a fixed isotropic displacement parameter related to the value of
the equivalent isotropic displacement parameter of the carrier atom by a
factor of 1.5 for the methyl and hydroxyl H atoms and 1.2 for all other H
atoms. The structure of (III) contains a disordered solvent region (15 e, 170 Å3) that could not be interpreted. A new set of structure factors was
calculated using the SQUEEZE algorithm in PLATON (van der Sluis & Spek,
1990). Atoms C25A, C26A and C27A show large anisotropy, (U3/U1)max = 16.7
for C26A. Schomaker & Trueblood (1968) TLS analysis on C22A and the phenyl
ring resulted in a maximum libration amplitude <π2> = 152. Since the
electron-density map did not show separate peaks, a disorder model was not
thought appropriate. The two independent molecules in the crystal structure of
(VI) are both disordered, related by intermolecular contacts. A flip of ring A
from a chair to a twist-boat conformation of one of the molecules causes a
30° rotation over the C-24 to C-25 dihedral in the other. The occupancy
factors of the disorder components in both molecules were linked.
For all compounds, data collection: COLLECT (Nonius, 1998). Cell refinement: DIRAX (Duisenberg, 1992) for (II), (IV), (V); DENZO (Otwinowski & Minor, 1997) for (III); DENZO 1.11.0 (Otwinowski & Minor, 1997) for (VI). Data reduction: EVAL14 (Duisenberg, 1998) for (II), (IV), (V); DENZO (Otwinowski & Minor, 1997) for (III); DENZO 1.11.0 (Otwinowski & Minor, 1997) for (VI). For all compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2001). Software used to prepare material for publication: PLATON for (II), (III), (IV), (V); PLATON (Spek, 2001) for (VI).
(II) 4,4-dimethyl-23-phenyl-24-nor-5
α-cholane-8,14-dien-3
β-ol
top
Crystal data top
C31H44O | F(000) = 952 |
Mr = 432.66 | Cell parameters were determined by rotating the crystal simultaneously
over phi and chi angles, from which accurate phi angles could be
determined (Duisenberg et al. (2000), J. Appl. Cryst., 33, 893-898). |
Monoclinic, P21 | Dx = 1.130 Mg m−3 |
Hall symbol: P 2y1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.271 (3) Å | Cell parameters from 114 reflections |
b = 9.733 (5) Å | θ = 3.1–16.8° |
c = 35.98 (2) Å | µ = 0.07 mm−1 |
β = 93.28 (4)° | T = 150 K |
V = 2542 (2) Å3 | Block, colourless |
Z = 4 | 0.3 × 0.3 × 0.3 mm |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 4455 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.048 |
Graphite monochromator | θmax = 25.3°, θmin = 1.1° |
Detector resolution: 18.4 pixels mm-1 | h = −8→8 |
ϕ and ω scans with κ offsets | k = −11→9 |
15221 measured reflections | l = −43→41 |
4842 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0516P)2 + 0.49P] where P = (Fo2 + 2Fc2)/3 |
4842 reflections | (Δ/σ)max = 0.001 |
590 parameters | Δρmax = 0.18 e Å−3 |
1 restraint | Δρmin = −0.14 e Å−3 |
Crystal data top
C31H44O | V = 2542 (2) Å3 |
Mr = 432.66 | Z = 4 |
Monoclinic, P21 | Mo Kα radiation |
a = 7.271 (3) Å | µ = 0.07 mm−1 |
b = 9.733 (5) Å | T = 150 K |
c = 35.98 (2) Å | 0.3 × 0.3 × 0.3 mm |
β = 93.28 (4)° | |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 4455 reflections with I > 2σ(I) |
15221 measured reflections | Rint = 0.048 |
4842 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.044 | 1 restraint |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.10 | Δρmax = 0.18 e Å−3 |
4842 reflections | Δρmin = −0.14 e Å−3 |
590 parameters | |
Special details top
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 F2 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 F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
etc. and is not relevant to the choice of reflections for
refinement. R-factors based on F2 are statistically about
twice as large as those based on F, and R-factors based on ALL
data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O3 | 0.4419 (3) | −0.1397 (3) | 0.23703 (5) | 0.0640 (8) | |
C1 | 0.2140 (4) | −0.0281 (3) | 0.14635 (7) | 0.0487 (9) | |
C2 | 0.2343 (4) | −0.0734 (4) | 0.18678 (8) | 0.0560 (10) | |
C3 | 0.4343 (4) | −0.0923 (3) | 0.19911 (7) | 0.0487 (9) | |
C4 | 0.5510 (4) | 0.0347 (3) | 0.19464 (7) | 0.0448 (8) | |
C5 | 0.5192 (3) | 0.0820 (3) | 0.15372 (7) | 0.0400 (8) | |
C6 | 0.6363 (4) | 0.2022 (3) | 0.14302 (8) | 0.0514 (9) | |
C7 | 0.6471 (4) | 0.2054 (4) | 0.10097 (8) | 0.0544 (10) | |
C8 | 0.4655 (3) | 0.1839 (3) | 0.08056 (7) | 0.0422 (8) | |
C9 | 0.3178 (3) | 0.1352 (3) | 0.09692 (7) | 0.0422 (8) | |
C10 | 0.3181 (3) | 0.1045 (3) | 0.13883 (7) | 0.0410 (8) | |
C11 | 0.1357 (3) | 0.1184 (4) | 0.07482 (8) | 0.0526 (9) | |
C12 | 0.1490 (4) | 0.1172 (3) | 0.03286 (8) | 0.0488 (9) | |
C13 | 0.2719 (3) | 0.2313 (3) | 0.01960 (7) | 0.0431 (8) | |
C14 | 0.4551 (3) | 0.2179 (3) | 0.04082 (8) | 0.0483 (9) | |
C15 | 0.5912 (4) | 0.2465 (4) | 0.01906 (9) | 0.0668 (13) | |
C16 | 0.5235 (4) | 0.2724 (5) | −0.02041 (9) | 0.0705 (13) | |
C17 | 0.3264 (4) | 0.2176 (3) | −0.02139 (8) | 0.0498 (9) | |
C18 | 0.1935 (4) | 0.3714 (4) | 0.02795 (9) | 0.0599 (11) | |
C19 | 0.2190 (4) | 0.2239 (4) | 0.15672 (9) | 0.0603 (10) | |
C20 | 0.2027 (4) | 0.2782 (3) | −0.05264 (8) | 0.0522 (9) | |
C21 | 0.0067 (4) | 0.2253 (5) | −0.05316 (9) | 0.0717 (13) | |
C22 | 0.2811 (5) | 0.2560 (4) | −0.09097 (8) | 0.0608 (11) | |
C23 | 0.3109 (7) | 0.1080 (4) | −0.10151 (10) | 0.0833 (14) | |
C24 | 0.3519 (6) | 0.0896 (4) | −0.14184 (10) | 0.0735 (14) | |
C25 | 0.2123 (8) | 0.0891 (5) | −0.16871 (12) | 0.0998 (19) | |
C26 | 0.2428 (11) | 0.0731 (6) | −0.20606 (14) | 0.124 (3) | |
C27 | 0.4148 (13) | 0.0544 (5) | −0.21632 (15) | 0.123 (3) | |
C28 | 0.5584 (10) | 0.0551 (5) | −0.19076 (16) | 0.109 (2) | |
C29 | 0.5260 (7) | 0.0723 (4) | −0.15284 (13) | 0.0882 (18) | |
C41 | 0.5106 (5) | 0.1416 (4) | 0.22411 (9) | 0.0644 (11) | |
C42 | 0.7521 (4) | −0.0081 (4) | 0.20070 (9) | 0.0638 (10) | |
O3A | 0.1669 (3) | 0.6827 (2) | 0.26651 (5) | 0.0616 (7) | |
C1A | 0.3386 (4) | 0.7326 (3) | 0.36674 (8) | 0.0482 (9) | |
C2A | 0.3449 (4) | 0.7170 (4) | 0.32460 (8) | 0.0526 (9) | |
C3A | 0.1562 (4) | 0.7028 (3) | 0.30580 (7) | 0.0491 (9) | |
C4A | 0.0278 (4) | 0.8215 (3) | 0.31419 (7) | 0.0452 (8) | |
C5A | 0.0316 (3) | 0.8400 (3) | 0.35743 (7) | 0.0401 (8) | |
C6A | −0.0964 (3) | 0.9501 (3) | 0.37008 (7) | 0.0499 (9) | |
C7A | −0.1294 (3) | 0.9338 (4) | 0.41110 (7) | 0.0510 (9) | |
C8A | 0.0435 (3) | 0.9024 (3) | 0.43461 (7) | 0.0384 (7) | |
C9A | 0.1981 (3) | 0.8586 (3) | 0.42008 (7) | 0.0391 (7) | |
C10A | 0.2238 (3) | 0.8548 (3) | 0.37805 (7) | 0.0396 (8) | |
C11A | 0.3655 (3) | 0.8234 (4) | 0.44503 (7) | 0.0504 (9) | |
C12A | 0.3338 (3) | 0.8170 (3) | 0.48651 (7) | 0.0431 (8) | |
C13A | 0.2109 (3) | 0.9315 (3) | 0.49880 (7) | 0.0374 (7) | |
C14A | 0.0347 (3) | 0.9239 (3) | 0.47466 (7) | 0.0387 (7) | |
C15A | −0.1096 (3) | 0.9484 (4) | 0.49461 (8) | 0.0528 (9) | |
C16A | −0.0561 (4) | 0.9696 (4) | 0.53499 (8) | 0.0583 (10) | |
C17A | 0.1403 (3) | 0.9144 (3) | 0.53869 (7) | 0.0419 (8) | |
C18A | 0.2982 (4) | 1.0706 (3) | 0.49311 (9) | 0.0551 (10) | |
C19A | 0.3262 (4) | 0.9863 (3) | 0.36920 (8) | 0.0548 (10) | |
C20A | 0.2570 (4) | 0.9743 (3) | 0.57156 (7) | 0.0502 (9) | |
C21A | 0.4473 (4) | 0.9107 (5) | 0.57579 (9) | 0.0712 (13) | |
C22A | 0.1607 (4) | 0.9666 (3) | 0.60830 (8) | 0.0574 (10) | |
C23A | 0.1224 (6) | 0.8240 (4) | 0.62204 (10) | 0.0733 (14) | |
C24A | 0.0272 (5) | 0.8254 (3) | 0.65823 (8) | 0.0565 (10) | |
C25A | −0.1577 (5) | 0.8323 (4) | 0.65900 (12) | 0.0784 (14) | |
C26A | −0.2409 (7) | 0.8366 (5) | 0.6934 (2) | 0.108 (2) | |
C27A | −0.1358 (11) | 0.8354 (5) | 0.72547 (16) | 0.111 (3) | |
C28A | 0.0437 (9) | 0.8281 (5) | 0.72503 (11) | 0.101 (2) | |
C29A | 0.1270 (6) | 0.8220 (4) | 0.69200 (10) | 0.0751 (12) | |
C41A | −0.1667 (4) | 0.7783 (4) | 0.30068 (9) | 0.0640 (13) | |
C42A | 0.0758 (4) | 0.9500 (4) | 0.29286 (8) | 0.0577 (10) | |
H1A | 0.08440 | −0.01480 | 0.13940 | 0.0580* | |
H1B | 0.25930 | −0.10060 | 0.13080 | 0.0580* | |
H2A | 0.17980 | −0.00490 | 0.20230 | 0.0670* | |
H2B | 0.16900 | −0.15920 | 0.18970 | 0.0670* | |
H3 | 0.48420 | −0.16520 | 0.18380 | 0.0590* | |
H5 | 0.56280 | 0.00500 | 0.13900 | 0.0480* | |
H6A | 0.75910 | 0.19340 | 0.15480 | 0.0620* | |
H6B | 0.58280 | 0.28710 | 0.15150 | 0.0620* | |
H7A | 0.69650 | 0.29350 | 0.09380 | 0.0650* | |
H7B | 0.73160 | 0.13460 | 0.09370 | 0.0650* | |
H11A | 0.05460 | 0.19270 | 0.08130 | 0.0630* | |
H11B | 0.07940 | 0.03300 | 0.08220 | 0.0630* | |
H12A | 0.02660 | 0.12740 | 0.02100 | 0.0590* | |
H12B | 0.19750 | 0.02920 | 0.02540 | 0.0590* | |
H15 | 0.71460 | 0.25000 | 0.02740 | 0.0800* | |
H16A | 0.59680 | 0.22300 | −0.03770 | 0.0850* | |
H16B | 0.52560 | 0.36960 | −0.02630 | 0.0850* | |
H17 | 0.33430 | 0.11890 | −0.02650 | 0.0600* | |
H18A | 0.26860 | 0.44140 | 0.01770 | 0.0900* | |
H18B | 0.19200 | 0.38360 | 0.05440 | 0.0900* | |
H18C | 0.07010 | 0.37810 | 0.01710 | 0.0900* | |
H19A | 0.10210 | 0.23890 | 0.14360 | 0.0910* | |
H19B | 0.29260 | 0.30550 | 0.15560 | 0.0910* | |
H19C | 0.20000 | 0.20230 | 0.18220 | 0.0910* | |
H20 | 0.19780 | 0.37760 | −0.04850 | 0.0630* | |
H21A | −0.05170 | 0.25880 | −0.03170 | 0.1070* | |
H21B | 0.00770 | 0.12660 | −0.05280 | 0.1070* | |
H21C | −0.06020 | 0.25680 | −0.07530 | 0.1070* | |
H22A | 0.19770 | 0.29760 | −0.10970 | 0.0730* | |
H22B | 0.39790 | 0.30400 | −0.09140 | 0.0730* | |
H23A | 0.20150 | 0.05570 | −0.09650 | 0.1000* | |
H23B | 0.41260 | 0.07120 | −0.08600 | 0.1000* | |
H25 | 0.09200 | 0.10000 | −0.16170 | 0.1200* | |
H26 | 0.14480 | 0.07530 | −0.22380 | 0.1490* | |
H27 | 0.43580 | 0.04070 | −0.24130 | 0.1480* | |
H28 | 0.67790 | 0.04430 | −0.19820 | 0.1310* | |
H29 | 0.62460 | 0.07190 | −0.13520 | 0.1060* | |
H31A | 0.39020 | −0.07080 | 0.25250 | 0.0960* | 0.500 |
H31C | 0.37240 | −0.22320 | 0.23860 | 0.0960* | 0.500 |
H41A | 0.56260 | 0.11210 | 0.24790 | 0.0960* | |
H41B | 0.37970 | 0.15200 | 0.22530 | 0.0960* | |
H41C | 0.56390 | 0.22800 | 0.21770 | 0.0960* | |
H42A | 0.78390 | −0.06900 | 0.18110 | 0.0960* | |
H42B | 0.76980 | −0.05430 | 0.22420 | 0.0960* | |
H42C | 0.82920 | 0.07190 | 0.20060 | 0.0960* | |
H1C | 0.28790 | 0.64940 | 0.37690 | 0.0580* | |
H1D | 0.46330 | 0.74320 | 0.37750 | 0.0580* | |
H2C | 0.40520 | 0.79670 | 0.31460 | 0.0630* | |
H2D | 0.41740 | 0.63670 | 0.31920 | 0.0630* | |
H3A | 0.10170 | 0.61930 | 0.31570 | 0.0590* | |
H5A | −0.01830 | 0.75390 | 0.36680 | 0.0480* | |
H11C | 0.46030 | 0.89110 | 0.44120 | 0.0600* | |
H11D | 0.41210 | 0.73500 | 0.43740 | 0.0600* | |
H12C | 0.27830 | 0.72940 | 0.49210 | 0.0520* | |
H12D | 0.45170 | 0.82260 | 0.50050 | 0.0520* | |
H15A | −0.23030 | 0.95210 | 0.48460 | 0.0630* | |
H16C | −0.13630 | 0.91850 | 0.55060 | 0.0700* | |
H16D | −0.06010 | 1.06610 | 0.54160 | 0.0700* | |
H17A | 0.13090 | 0.81550 | 0.54320 | 0.0500* | |
H18D | 0.31490 | 1.08430 | 0.46710 | 0.0830* | |
H18E | 0.41560 | 1.07440 | 0.50670 | 0.0830* | |
H18F | 0.21950 | 1.14120 | 0.50190 | 0.0830* | |
H19D | 0.36220 | 0.98300 | 0.34400 | 0.0820* | |
H19E | 0.43390 | 0.99470 | 0.38580 | 0.0820* | |
H19F | 0.24710 | 1.06390 | 0.37230 | 0.0820* | |
H20A | 0.27440 | 1.07200 | 0.56620 | 0.0600* | |
H21D | 0.51410 | 0.93150 | 0.55420 | 0.1070* | |
H21E | 0.43620 | 0.81290 | 0.57830 | 0.1070* | |
H21F | 0.51220 | 0.94740 | 0.59760 | 0.1070* | |
H22C | 0.23650 | 1.01400 | 0.62730 | 0.0690* | |
H22D | 0.04480 | 1.01570 | 0.60530 | 0.0690* | |
H23C | 0.23770 | 0.77430 | 0.62550 | 0.0880* | |
H23D | 0.04570 | 0.77580 | 0.60330 | 0.0880* | |
H25A | −0.23030 | 0.83430 | 0.63690 | 0.0940* | |
H26A | −0.36850 | 0.84020 | 0.69390 | 0.1300* | |
H27A | −0.19130 | 0.83970 | 0.74810 | 0.1330* | |
H28A | 0.11500 | 0.82710 | 0.74730 | 0.1210* | |
H29A | 0.25460 | 0.81530 | 0.69230 | 0.0900* | |
H32A | 0.23980 | 0.75460 | 0.25650 | 0.0920* | 0.500 |
H32C | 0.22300 | 0.59540 | 0.26200 | 0.0920* | 0.500 |
H41D | −0.16490 | 0.74310 | 0.27580 | 0.0960* | |
H41E | −0.24730 | 0.85640 | 0.30100 | 0.0960* | |
H41F | −0.21010 | 0.70830 | 0.31680 | 0.0960* | |
H42D | 0.00970 | 1.02700 | 0.30210 | 0.0870* | |
H42E | 0.04220 | 0.93740 | 0.26690 | 0.0870* | |
H42F | 0.20580 | 0.96690 | 0.29610 | 0.0870* | |
H61A | −0.21290 | 0.94450 | 0.35560 | 0.0600* | |
H62A | −0.04320 | 1.03970 | 0.36580 | 0.0600* | |
H71A | −0.18330 | 1.01780 | 0.42010 | 0.0610* | |
H72A | −0.21750 | 0.86020 | 0.41400 | 0.0610* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O3 | 0.0669 (13) | 0.0787 (16) | 0.0469 (11) | −0.0020 (12) | 0.0079 (9) | 0.0171 (11) |
C1 | 0.0388 (13) | 0.0593 (18) | 0.0478 (14) | −0.0141 (13) | 0.0008 (11) | 0.0069 (14) |
C2 | 0.0470 (14) | 0.069 (2) | 0.0523 (15) | −0.0164 (15) | 0.0054 (12) | 0.0103 (15) |
C3 | 0.0526 (15) | 0.0521 (17) | 0.0420 (13) | 0.0007 (14) | 0.0068 (11) | 0.0042 (13) |
C4 | 0.0384 (13) | 0.0532 (16) | 0.0430 (14) | 0.0009 (12) | 0.0031 (10) | −0.0006 (12) |
C5 | 0.0333 (12) | 0.0413 (14) | 0.0455 (13) | −0.0016 (11) | 0.0021 (10) | −0.0020 (11) |
C6 | 0.0389 (13) | 0.0533 (17) | 0.0611 (17) | −0.0087 (13) | −0.0054 (12) | 0.0016 (14) |
C7 | 0.0343 (13) | 0.065 (2) | 0.0634 (18) | −0.0119 (14) | −0.0010 (12) | 0.0146 (15) |
C8 | 0.0275 (11) | 0.0451 (14) | 0.0543 (15) | −0.0002 (11) | 0.0047 (10) | 0.0088 (12) |
C9 | 0.0304 (12) | 0.0460 (15) | 0.0502 (14) | −0.0005 (11) | 0.0030 (10) | 0.0040 (12) |
C10 | 0.0309 (11) | 0.0459 (15) | 0.0466 (14) | −0.0015 (11) | 0.0049 (10) | 0.0015 (12) |
C11 | 0.0297 (12) | 0.074 (2) | 0.0540 (16) | −0.0091 (13) | 0.0016 (11) | 0.0168 (15) |
C12 | 0.0346 (13) | 0.0575 (18) | 0.0537 (16) | −0.0074 (13) | −0.0025 (11) | 0.0124 (14) |
C13 | 0.0329 (12) | 0.0480 (15) | 0.0486 (14) | 0.0008 (12) | 0.0048 (10) | 0.0111 (12) |
C14 | 0.0308 (12) | 0.0547 (17) | 0.0595 (16) | −0.0027 (12) | 0.0045 (11) | 0.0131 (14) |
C15 | 0.0357 (14) | 0.102 (3) | 0.0628 (18) | −0.0095 (17) | 0.0043 (12) | 0.0212 (19) |
C16 | 0.0448 (15) | 0.105 (3) | 0.0624 (19) | −0.0066 (18) | 0.0084 (13) | 0.023 (2) |
C17 | 0.0432 (14) | 0.0562 (18) | 0.0505 (15) | 0.0030 (13) | 0.0062 (11) | 0.0118 (14) |
C18 | 0.0595 (18) | 0.0573 (19) | 0.0629 (18) | 0.0089 (15) | 0.0024 (14) | 0.0066 (15) |
C19 | 0.0503 (16) | 0.065 (2) | 0.0661 (18) | 0.0127 (15) | 0.0066 (13) | −0.0027 (16) |
C20 | 0.0540 (16) | 0.0510 (17) | 0.0516 (15) | 0.0033 (14) | 0.0024 (12) | 0.0137 (13) |
C21 | 0.0527 (17) | 0.096 (3) | 0.0649 (19) | −0.0032 (19) | −0.0084 (14) | 0.025 (2) |
C22 | 0.074 (2) | 0.0555 (19) | 0.0529 (17) | 0.0030 (16) | 0.0042 (14) | 0.0188 (15) |
C23 | 0.128 (3) | 0.062 (2) | 0.061 (2) | 0.011 (2) | 0.016 (2) | 0.0143 (18) |
C24 | 0.112 (3) | 0.0483 (19) | 0.061 (2) | 0.007 (2) | 0.012 (2) | 0.0102 (16) |
C25 | 0.141 (4) | 0.081 (3) | 0.076 (3) | −0.002 (3) | −0.007 (3) | 0.008 (2) |
C26 | 0.216 (7) | 0.079 (3) | 0.074 (3) | −0.011 (4) | −0.023 (4) | −0.001 (3) |
C27 | 0.241 (8) | 0.059 (3) | 0.073 (3) | 0.013 (4) | 0.040 (4) | −0.002 (2) |
C28 | 0.174 (5) | 0.055 (3) | 0.104 (4) | 0.021 (3) | 0.053 (4) | 0.013 (3) |
C29 | 0.126 (4) | 0.052 (2) | 0.088 (3) | 0.016 (2) | 0.019 (3) | 0.0107 (19) |
C41 | 0.072 (2) | 0.069 (2) | 0.0515 (17) | −0.0028 (18) | −0.0019 (14) | −0.0132 (16) |
C42 | 0.0441 (15) | 0.085 (2) | 0.0615 (18) | 0.0034 (16) | −0.0050 (13) | 0.0214 (18) |
O3A | 0.0744 (14) | 0.0662 (14) | 0.0445 (10) | −0.0043 (12) | 0.0061 (9) | −0.0050 (10) |
C1A | 0.0396 (13) | 0.0547 (17) | 0.0504 (15) | 0.0098 (13) | 0.0032 (11) | 0.0021 (13) |
C2A | 0.0474 (15) | 0.0603 (19) | 0.0509 (15) | 0.0101 (14) | 0.0102 (12) | −0.0022 (14) |
C3A | 0.0573 (16) | 0.0477 (16) | 0.0425 (14) | −0.0047 (14) | 0.0058 (12) | 0.0030 (12) |
C4A | 0.0429 (13) | 0.0500 (16) | 0.0426 (13) | −0.0028 (12) | 0.0004 (11) | 0.0062 (12) |
C5A | 0.0320 (12) | 0.0437 (14) | 0.0446 (13) | −0.0022 (11) | 0.0013 (10) | 0.0082 (11) |
C6A | 0.0376 (13) | 0.0590 (18) | 0.0524 (15) | 0.0119 (13) | −0.0024 (11) | 0.0078 (14) |
C7A | 0.0340 (12) | 0.067 (2) | 0.0518 (15) | 0.0111 (14) | 0.0008 (11) | 0.0039 (15) |
C8A | 0.0299 (11) | 0.0370 (13) | 0.0483 (13) | 0.0037 (10) | 0.0016 (9) | 0.0030 (11) |
C9A | 0.0296 (11) | 0.0400 (14) | 0.0474 (13) | 0.0019 (10) | 0.0006 (10) | 0.0036 (11) |
C10A | 0.0311 (12) | 0.0432 (15) | 0.0444 (13) | 0.0007 (11) | 0.0023 (10) | 0.0049 (11) |
C11A | 0.0351 (13) | 0.0676 (19) | 0.0481 (15) | 0.0145 (13) | 0.0001 (11) | −0.0019 (14) |
C12A | 0.0329 (12) | 0.0476 (15) | 0.0482 (14) | 0.0061 (12) | −0.0034 (10) | −0.0003 (12) |
C13A | 0.0320 (11) | 0.0364 (14) | 0.0440 (13) | −0.0030 (10) | 0.0029 (9) | 0.0008 (11) |
C14A | 0.0329 (11) | 0.0355 (13) | 0.0475 (13) | 0.0022 (10) | 0.0017 (10) | 0.0022 (11) |
C15A | 0.0334 (13) | 0.071 (2) | 0.0541 (15) | 0.0076 (14) | 0.0041 (11) | −0.0014 (15) |
C16A | 0.0436 (14) | 0.077 (2) | 0.0550 (16) | 0.0110 (15) | 0.0092 (12) | −0.0001 (16) |
C17A | 0.0394 (12) | 0.0388 (14) | 0.0476 (14) | −0.0026 (11) | 0.0044 (10) | −0.0018 (12) |
C18A | 0.0561 (17) | 0.0454 (16) | 0.0639 (18) | −0.0129 (14) | 0.0054 (14) | 0.0015 (14) |
C19A | 0.0491 (15) | 0.0549 (18) | 0.0603 (17) | −0.0112 (14) | 0.0020 (13) | 0.0064 (14) |
C20A | 0.0536 (15) | 0.0465 (16) | 0.0503 (15) | −0.0022 (13) | 0.0014 (12) | −0.0070 (13) |
C21A | 0.0555 (17) | 0.098 (3) | 0.0584 (18) | 0.001 (2) | −0.0112 (13) | −0.015 (2) |
C22A | 0.0734 (19) | 0.0481 (17) | 0.0509 (16) | 0.0046 (16) | 0.0056 (14) | −0.0082 (14) |
C23A | 0.110 (3) | 0.0511 (19) | 0.061 (2) | 0.003 (2) | 0.0236 (19) | −0.0051 (16) |
C24A | 0.075 (2) | 0.0412 (16) | 0.0534 (16) | 0.0016 (15) | 0.0052 (14) | −0.0018 (13) |
C25A | 0.076 (2) | 0.058 (2) | 0.100 (3) | −0.0058 (19) | −0.005 (2) | −0.001 (2) |
C26A | 0.085 (3) | 0.062 (3) | 0.182 (6) | −0.008 (2) | 0.057 (3) | −0.003 (3) |
C27A | 0.173 (6) | 0.066 (3) | 0.099 (4) | −0.018 (4) | 0.062 (4) | −0.006 (3) |
C28A | 0.169 (5) | 0.078 (3) | 0.056 (2) | −0.015 (3) | 0.000 (3) | 0.000 (2) |
C29A | 0.085 (2) | 0.073 (2) | 0.066 (2) | −0.008 (2) | −0.0059 (18) | 0.0031 (19) |
C41A | 0.0502 (16) | 0.086 (3) | 0.0545 (17) | −0.0070 (17) | −0.0076 (13) | −0.0014 (17) |
C42A | 0.0681 (18) | 0.0582 (19) | 0.0472 (15) | 0.0044 (16) | 0.0058 (13) | 0.0156 (14) |
Geometric parameters (Å, º) top
O3—C3 | 1.438 (3) | C42—H42A | 0.9596 |
O3—H31A | 0.9617 | C42—H42B | 0.9598 |
O3—H31C | 0.9604 | C42—H42C | 0.9596 |
O3A—C3A | 1.434 (3) | C1A—C2A | 1.527 (4) |
O3A—H32A | 0.9604 | C1A—C10A | 1.522 (4) |
O3A—H32C | 0.9604 | C2A—C3A | 1.501 (4) |
C1—C2 | 1.519 (4) | C3A—C4A | 1.526 (4) |
C1—C10 | 1.528 (4) | C4A—C42A | 1.518 (5) |
C2—C3 | 1.507 (4) | C4A—C41A | 1.528 (4) |
C3—C4 | 1.513 (4) | C4A—C5A | 1.565 (4) |
C4—C42 | 1.524 (4) | C5A—C10A | 1.551 (3) |
C4—C41 | 1.526 (5) | C5A—C6A | 1.507 (4) |
C4—C5 | 1.547 (4) | C6A—C7A | 1.517 (4) |
C5—C10 | 1.544 (3) | C7A—C8A | 1.506 (3) |
C5—C6 | 1.510 (4) | C8A—C14A | 1.461 (4) |
C6—C7 | 1.520 (4) | C8A—C9A | 1.336 (3) |
C7—C8 | 1.488 (4) | C9A—C11A | 1.510 (3) |
C8—C14 | 1.465 (4) | C9A—C10A | 1.535 (4) |
C8—C9 | 1.340 (3) | C10A—C19A | 1.524 (4) |
C9—C11 | 1.514 (3) | C11A—C12A | 1.524 (4) |
C9—C10 | 1.537 (4) | C12A—C13A | 1.510 (4) |
C10—C19 | 1.529 (4) | C13A—C17A | 1.561 (3) |
C11—C12 | 1.518 (4) | C13A—C14A | 1.508 (3) |
C12—C13 | 1.519 (4) | C13A—C18A | 1.514 (4) |
C13—C17 | 1.555 (4) | C14A—C15A | 1.326 (3) |
C13—C14 | 1.503 (3) | C15A—C16A | 1.497 (4) |
C13—C18 | 1.515 (5) | C16A—C17A | 1.524 (4) |
C14—C15 | 1.326 (4) | C17A—C20A | 1.531 (4) |
C15—C16 | 1.498 (5) | C20A—C21A | 1.516 (4) |
C16—C17 | 1.528 (4) | C20A—C22A | 1.533 (4) |
C17—C20 | 1.518 (4) | C22A—C23A | 1.505 (5) |
C20—C22 | 1.537 (4) | C23A—C24A | 1.509 (5) |
C20—C21 | 1.514 (4) | C24A—C29A | 1.379 (5) |
C22—C23 | 1.508 (5) | C24A—C25A | 1.348 (5) |
C23—C24 | 1.509 (5) | C25A—C26A | 1.409 (8) |
C24—C29 | 1.358 (7) | C26A—C27A | 1.347 (9) |
C24—C25 | 1.361 (6) | C27A—C28A | 1.308 (10) |
C25—C26 | 1.383 (7) | C28A—C29A | 1.366 (6) |
C26—C27 | 1.337 (12) | C1A—H1C | 0.9699 |
C27—C28 | 1.351 (10) | C1A—H1D | 0.9708 |
C28—C29 | 1.408 (7) | C2A—H2C | 0.9703 |
C1—H1A | 0.9697 | C2A—H2D | 0.9686 |
C1—H1B | 0.9698 | C3A—H3A | 0.9801 |
C2—H2A | 0.9689 | C5A—H5A | 0.9806 |
C2—H2B | 0.9693 | C6A—H61A | 0.9703 |
C3—H3 | 0.9805 | C6A—H62A | 0.9699 |
C5—H5 | 0.9808 | C7A—H71A | 0.9703 |
C6—H6B | 0.9700 | C7A—H72A | 0.9706 |
C6—H6A | 0.9700 | C11A—H11C | 0.9691 |
C7—H7A | 0.9703 | C11A—H11D | 0.9701 |
C7—H7B | 0.9691 | C12A—H12C | 0.9693 |
C11—H11B | 0.9703 | C12A—H12D | 0.9705 |
C11—H11A | 0.9700 | C15A—H15A | 0.9301 |
C12—H12B | 0.9700 | C16A—H16C | 0.9697 |
C12—H12A | 0.9698 | C16A—H16D | 0.9698 |
C15—H15 | 0.9303 | C17A—H17A | 0.9793 |
C16—H16A | 0.9696 | C18A—H18D | 0.9598 |
C16—H16B | 0.9698 | C18A—H18E | 0.9599 |
C17—H17 | 0.9804 | C18A—H18F | 0.9594 |
C18—H18C | 0.9600 | C19A—H19D | 0.9585 |
C18—H18B | 0.9597 | C19A—H19E | 0.9608 |
C18—H18A | 0.9599 | C19A—H19F | 0.9597 |
C19—H19B | 0.9598 | C20A—H20A | 0.9799 |
C19—H19A | 0.9595 | C21A—H21D | 0.9610 |
C19—H19C | 0.9582 | C21A—H21E | 0.9600 |
C20—H20 | 0.9799 | C21A—H21F | 0.9611 |
C21—H21A | 0.9593 | C22A—H22C | 0.9700 |
C21—H21B | 0.9608 | C22A—H22D | 0.9694 |
C21—H21C | 0.9596 | C23A—H23C | 0.9697 |
C22—H22B | 0.9702 | C23A—H23D | 0.9709 |
C22—H22A | 0.9690 | C25A—H25A | 0.9291 |
C23—H23B | 0.9692 | C26A—H26A | 0.9296 |
C23—H23A | 0.9699 | C27A—H27A | 0.9301 |
C25—H25 | 0.9302 | C28A—H28A | 0.9292 |
C26—H26 | 0.9293 | C29A—H29A | 0.9295 |
C27—H27 | 0.9298 | C41A—H41D | 0.9593 |
C28—H28 | 0.9297 | C41A—H41E | 0.9603 |
C29—H29 | 0.9299 | C41A—H41F | 0.9598 |
C41—H41A | 0.9597 | C42A—H42D | 0.9599 |
C41—H41B | 0.9605 | C42A—H42E | 0.9597 |
C41—H41C | 0.9596 | C42A—H42F | 0.9599 |
| | | |
O3···O3Ai | 2.890 (3) | H12A···H21A | 2.3306 |
O3···C28ii | 3.405 (6) | H12A···H15ix | 2.5852 |
O3···C27ii | 3.255 (6) | H12A···H18C | 2.4656 |
O3A···C27Aiii | 3.401 (5) | H12B···H16Bii | 2.5417 |
O3A···O3iv | 2.890 (3) | H12B···H17 | 2.3347 |
O3···H32Ai | 1.9561 | H12B···C8 | 3.0920 |
O3···H42B | 2.5912 | H12C···H17A | 2.3359 |
O3···H41B | 2.9021 | H12C···H16Diii | 2.5087 |
O3···H2Ci | 2.8860 | H12C···C15Aiii | 3.0465 |
O3···H41A | 2.6250 | H12D···H18E | 2.4763 |
O3A···H42E | 2.6400 | H12D···H21D | 2.2275 |
O3A···H41D | 2.5239 | H12D···C18Ax | 3.0542 |
O3A···H26v | 2.8622 | H12D···C21A | 2.8433 |
O3A···H31Civ | 2.0619 | H15···C7 | 2.7540 |
C3···C28ii | 3.446 (6) | H15···H7A | 2.4372 |
C9···C18 | 3.465 (4) | H15···H12Aviii | 2.5852 |
C9A···C18A | 3.387 (4) | H15A···H71A | 2.4499 |
C12···C21 | 3.375 (4) | H15A···C7A | 2.7902 |
C12A···C21A | 3.395 (4) | H16A···H23B | 2.5943 |
C16···C23 | 3.598 (5) | H16A···C21viii | 3.0631 |
C18···C9 | 3.465 (4) | H16A···C22 | 2.9227 |
C18···C21 | 3.454 (5) | H16A···H21Aviii | 2.5762 |
C18A···C21A | 3.475 (5) | H16A···H22B | 2.4751 |
C18A···C9A | 3.387 (4) | H16B···H20 | 2.4712 |
C19···C41 | 3.229 (5) | H16B···H22B | 2.5509 |
C19A···C42A | 3.227 (4) | H16B···H12Bvi | 2.5417 |
C21···C12 | 3.375 (4) | H16B···C22 | 3.0534 |
C21···C18 | 3.454 (5) | H16C···C22A | 2.9461 |
C21A···C12A | 3.395 (4) | H16C···H21Dix | 2.5558 |
C21A···C18A | 3.475 (5) | H16C···H22D | 2.4911 |
C23···C16 | 3.598 (5) | H16D···H12Cvii | 2.5087 |
C27···O3vi | 3.255 (6) | H16D···H20A | 2.5408 |
C27A···O3Avii | 3.401 (5) | H16D···H22D | 2.4238 |
C28···O3vi | 3.405 (6) | H16D···C22A | 2.9721 |
C28···C3vi | 3.446 (6) | H17···H21B | 2.5066 |
C41···C19 | 3.229 (5) | H17···C23 | 2.6965 |
C42A···C19A | 3.227 (4) | H17···H12B | 2.3347 |
C1···H11B | 2.5259 | H17···H23B | 2.2939 |
C1A···H11D | 2.5678 | H17A···C23A | 2.8420 |
C2···H19C | 2.6992 | H17A···H23D | 2.3156 |
C2···H32Ai | 3.0142 | H17A···H12C | 2.3359 |
C2···H41B | 2.7720 | H17A···H21E | 2.4905 |
C2A···H42F | 2.8057 | H18A···C15 | 3.0150 |
C2A···H19D | 2.6826 | H18A···H20 | 2.4866 |
C3···H32Ai | 2.9696 | H18A···C20 | 3.0031 |
C3A···H31Civ | 3.0448 | H18A···C16 | 2.8830 |
C4···H19C | 3.0404 | H18B···C11 | 2.7212 |
C4A···H19D | 3.0389 | H18B···C9 | 2.9770 |
C6···H41C | 2.7788 | H18B···C8 | 2.8991 |
C6···H19B | 2.7551 | H18B···H11A | 2.3448 |
C6···H42C | 2.7450 | H18C···C20 | 2.9065 |
C6A···H41E | 2.8109 | H18C···C21 | 2.9464 |
C6A···H42D | 2.7117 | H18C···H21A | 2.2444 |
C6A···H19F | 2.7292 | H18C···H12A | 2.4656 |
C7···H11Aviii | 3.0879 | H18C···H20 | 2.5853 |
C7···H15 | 2.7540 | H18D···C8A | 2.8515 |
C7A···H15A | 2.7902 | H18D···C9A | 2.8714 |
C8···H5 | 2.7899 | H18D···C11A | 2.6922 |
C8···H12B | 3.0920 | H18D···H11C | 2.3738 |
C8···H18B | 2.8991 | H18E···C12Axi | 2.9841 |
C8A···H5A | 2.8492 | H18E···H21D | 2.2865 |
C8A···H18D | 2.8515 | H18E···C21A | 2.9505 |
C9···H18B | 2.9770 | H18E···H12D | 2.4763 |
C9···H6B | 3.0532 | H18E···C20A | 2.8342 |
C9A···H62A | 3.0996 | H18E···H20A | 2.4267 |
C9A···H18D | 2.8714 | H18F···C16A | 2.9147 |
C11···H19A | 2.7619 | H18F···C20A | 2.9861 |
C11···H1A | 2.7052 | H18F···C15A | 3.0405 |
C11···H18B | 2.7212 | H18F···H20A | 2.4206 |
C11···H7Bix | 3.0574 | H18F···C15Avii | 3.0994 |
C11···H1B | 3.0333 | H19A···H6Aix | 2.5871 |
C11A···H18D | 2.6922 | H19A···C11 | 2.7619 |
C11A···H19E | 2.7731 | H19A···H1A | 2.4769 |
C11A···H1C | 3.0062 | H19A···H11A | 2.2929 |
C11A···H1D | 2.6863 | H19B···C29vi | 2.9169 |
C12···H21A | 3.0061 | H19B···H6B | 2.1311 |
C12A···H21D | 2.9200 | H19B···C28vi | 2.9188 |
C12A···H18Ex | 2.9841 | H19B···C6 | 2.7551 |
C13···H21A | 2.9185 | H19C···C2 | 2.6992 |
C13A···H21D | 2.8862 | H19C···C4 | 3.0404 |
C15···H18A | 3.0150 | H19C···C41 | 2.7080 |
C15···H7B | 3.0210 | H19C···H2A | 2.1504 |
C15···H7A | 2.7912 | H19C···H41B | 2.0297 |
C15A···H71A | 2.7867 | H19D···C2A | 2.6826 |
C15A···H72A | 3.0828 | H19D···C42A | 2.7178 |
C15A···H12Cvii | 3.0465 | H19D···H2C | 2.1314 |
C15A···H18F | 3.0405 | H19D···C4A | 3.0389 |
C15A···H18Fiii | 3.0994 | H19D···H42F | 2.0158 |
C16···H22B | 2.6806 | H19E···H1D | 2.4768 |
C16···H18A | 2.8830 | H19E···H11C | 2.2322 |
C16A···H22D | 2.6318 | H19E···C11A | 2.7731 |
C16A···H18F | 2.9147 | H19F···H62A | 2.1235 |
C17···H23B | 2.8273 | H19F···C6A | 2.7292 |
C17A···H23D | 2.8071 | H19F···C25Avii | 2.9038 |
C18···H21A | 2.9237 | H20···H18C | 2.5853 |
C18···H21Bv | 3.0429 | H20···H18A | 2.4866 |
C18···H20 | 2.7532 | H20···C18 | 2.7532 |
C18···H11A | 2.8199 | H20···H16B | 2.4712 |
C18A···H20A | 2.6453 | H20A···H16D | 2.5408 |
C18A···H21D | 2.9553 | H20A···C18A | 2.6453 |
C18A···H11C | 2.8604 | H20A···H18F | 2.4206 |
C18A···H12Dxi | 3.0542 | H20A···H18E | 2.4267 |
C19···H41B | 2.7592 | H21A···C13 | 2.9185 |
C19···H11A | 2.9177 | H21A···C12 | 3.0061 |
C19···H6B | 2.7327 | H21A···H12A | 2.3306 |
C19···H2A | 2.7899 | H21A···H16Aix | 2.5762 |
C19A···H42F | 2.7305 | H21A···H18C | 2.2444 |
C19A···H11C | 2.8690 | H21A···C18 | 2.9237 |
C19A···H2C | 2.7792 | H21B···C23 | 2.8994 |
C19A···H62A | 2.7316 | H21B···H17 | 2.5066 |
C20···H18C | 2.9065 | H21B···C18xiii | 3.0429 |
C20···H18A | 3.0031 | H21B···H23A | 2.2776 |
C20A···H18E | 2.8342 | H21C···H22A | 2.3391 |
C20A···H18F | 2.9861 | H21D···C12A | 2.9200 |
C21···H23A | 2.7231 | H21D···C13A | 2.8862 |
C21···H18C | 2.9464 | H21D···C18A | 2.9553 |
C21···H12A | 2.8291 | H21D···H12D | 2.2275 |
C21···H16Aix | 3.0631 | H21D···H16Cviii | 2.5558 |
C21A···H18E | 2.9505 | H21D···H18E | 2.2865 |
C21A···H23C | 2.7561 | H21E···H23C | 2.3213 |
C21A···H12D | 2.8433 | H21E···H17A | 2.4905 |
C22···H16B | 3.0534 | H21E···C23A | 2.8469 |
C22···H16A | 2.9227 | H21F···H25Aviii | 2.5325 |
C22A···H16D | 2.9721 | H21F···H1Cxi | 2.5821 |
C22A···H16C | 2.9461 | H21F···H22C | 2.4136 |
C23···H21B | 2.8994 | H22A···C25 | 2.9433 |
C23···H17 | 2.6965 | H22A···H21C | 2.3391 |
C23···H7Aii | 3.0744 | H22B···H16A | 2.4751 |
C23A···H62Aiii | 2.8652 | H22B···H16B | 2.5509 |
C23A···H17A | 2.8420 | H22B···C16 | 2.6806 |
C23A···H21E | 2.8469 | H22C···H21F | 2.4136 |
C24···H6Bii | 3.0057 | H22D···C25A | 3.0680 |
C24···H3vi | 3.0986 | H22D···C16A | 2.6318 |
C24A···H62Aiii | 2.9164 | H22D···H5Avii | 2.5382 |
C25···H22A | 2.9433 | H22D···H16C | 2.4911 |
C25A···H3Avii | 2.9590 | H22D···H16D | 2.4238 |
C25A···H19Fiii | 2.9038 | H23A···C21 | 2.7231 |
C25A···H22D | 3.0680 | H23A···H25 | 2.4716 |
C26···H28Axii | 3.0388 | H23A···H21B | 2.2776 |
C26···H41Dxiii | 3.0318 | H23B···H29 | 2.4129 |
C26A···H3Avii | 2.9565 | H23B···H17 | 2.2939 |
C26A···H32Cvii | 2.9855 | H23B···C17 | 2.8273 |
C27···H3vi | 3.0428 | H23B···H16A | 2.5943 |
C27···H31Cvi | 2.8044 | H23C···H21E | 2.3213 |
C27A···H32Cvii | 2.6537 | H23C···H29A | 2.4325 |
C28···H19Bii | 2.9188 | H23C···C21A | 2.7561 |
C28···H3vi | 2.7530 | H23D···H17A | 2.3156 |
C28···H31Cvi | 2.8234 | H23D···C17A | 2.8071 |
C28A···H26xiv | 3.0926 | H23D···H25A | 2.4679 |
C29···H6Bii | 2.8876 | H23D···H62Aiii | 2.5534 |
C29···H19Bii | 2.9169 | H25···H23A | 2.4716 |
C29···H3vi | 2.7866 | H25A···H21Fix | 2.5325 |
C29A···H42Diii | 3.0499 | H25A···H23D | 2.4679 |
C41···H6B | 3.0435 | H26···C28Axii | 3.0926 |
C41···H2A | 2.8668 | H26···O3Axiii | 2.8622 |
C41···H31A | 2.4872 | H26···H41Dxiii | 2.4941 |
C41···H19C | 2.7080 | H27A···H32Cvii | 2.5239 |
C41A···H61A | 2.5904 | H27A···H41Bvii | 2.5060 |
C42···H6A | 2.5663 | H28···H32Cii | 2.4950 |
C42A···H32A | 2.6323 | H28A···C26xiv | 3.0388 |
C42A···H62A | 2.9424 | H29···H23B | 2.4129 |
C42A···H19D | 2.7178 | H29A···H23C | 2.4325 |
C42A···H31Aiv | 2.7848 | H31A···C41 | 2.4872 |
C42A···H2C | 2.8914 | H31A···C42Ai | 2.7848 |
H1A···H19A | 2.4769 | H31A···H2Ci | 2.5767 |
H1A···C11 | 2.7052 | H31A···H32Ai | 2.0304 |
H1A···H11B | 2.1082 | H31A···H2A | 2.3870 |
H1B···C11 | 3.0333 | H31A···H41B | 2.3786 |
H1B···H5 | 2.4370 | H31A···H42Fi | 2.1526 |
H1B···H11B | 2.4895 | H31A···H41A | 2.1890 |
H1B···H3 | 2.5197 | H31C···C3Ai | 3.0448 |
H1C···C11A | 3.0062 | H31C···H2B | 2.3180 |
H1C···H3A | 2.5350 | H31C···O3Ai | 2.0619 |
H1C···H21Fx | 2.5821 | H31C···H32Ci | 2.2607 |
H1C···H5A | 2.4558 | H31C···C27ii | 2.8044 |
H1C···H11D | 2.4542 | H31C···H32Ai | 1.2092 |
H1D···C11A | 2.6863 | H31C···C28ii | 2.8234 |
H1D···H11D | 2.2094 | H32A···C2iv | 3.0142 |
H1D···H19E | 2.4768 | H32A···C3iv | 2.9696 |
H2A···H41B | 2.2343 | H32A···H42F | 2.5301 |
H2A···C19 | 2.7899 | H32A···H2Biv | 2.5698 |
H2A···C41 | 2.8668 | H32A···H2C | 2.3867 |
H2A···H19C | 2.1504 | H32A···C42A | 2.6323 |
H2A···H31A | 2.3870 | H32A···O3iv | 1.9561 |
H2B···H31C | 2.3180 | H32A···H42E | 2.3306 |
H2B···H32Ai | 2.5698 | H32A···H31Aiv | 2.0305 |
H2C···C42A | 2.8914 | H32A···H31Civ | 1.2092 |
H2C···O3iv | 2.8860 | H32C···H31Civ | 2.2607 |
H2C···C19A | 2.7792 | H32C···H27Aiii | 2.5239 |
H2C···H32A | 2.3867 | H32C···C26Aiii | 2.9855 |
H2C···H42F | 2.2758 | H32C···C27Aiii | 2.6537 |
H2C···H19D | 2.1314 | H32C···H2D | 2.4621 |
H2C···H31Aiv | 2.5767 | H32C···H28vi | 2.4950 |
H2D···H32C | 2.4621 | H41A···O3 | 2.6250 |
H3···C27ii | 3.0428 | H41A···H31A | 2.1890 |
H3···C24ii | 3.0986 | H41A···H42B | 2.4015 |
H3···H1B | 2.5197 | H41B···O3 | 2.9021 |
H3···H5 | 2.4030 | H41B···C2 | 2.7720 |
H3···H42A | 2.3789 | H41B···H19C | 2.0297 |
H3···C29ii | 2.7866 | H41B···H31A | 2.3786 |
H3···C28ii | 2.7530 | H41B···H27Aiii | 2.5060 |
H3A···H5A | 2.4579 | H41B···C19 | 2.7592 |
H3A···H1C | 2.5350 | H41B···H2A | 2.2343 |
H3A···H41F | 2.4294 | H41C···C6 | 2.7788 |
H3A···C25Aiii | 2.9590 | H41C···H6B | 2.4618 |
H3A···C26Aiii | 2.9565 | H41C···H42C | 2.5581 |
H5···H7B | 2.4460 | H41D···O3A | 2.5239 |
H5···H42A | 2.2625 | H41D···H26v | 2.4941 |
H5···H1B | 2.4370 | H41D···H42E | 2.4499 |
H5···H3 | 2.4030 | H41D···C26v | 3.0318 |
H5···C8 | 2.7899 | H41E···H61A | 2.1449 |
H5A···H3A | 2.4579 | H41E···C6A | 2.8109 |
H5A···H41F | 2.2563 | H41E···H42D | 2.4985 |
H5A···C8A | 2.8492 | H41F···H5A | 2.2563 |
H5A···H1C | 2.4558 | H41F···H3A | 2.4294 |
H5A···H22Diii | 2.5382 | H42A···H5 | 2.2625 |
H5A···H72A | 2.5167 | H42A···H3 | 2.3789 |
H6A···H19Aviii | 2.5871 | H42B···H42Exv | 2.4375 |
H6A···C42 | 2.5663 | H42B···H41A | 2.4015 |
H6A···H42C | 2.0682 | H42B···O3 | 2.5912 |
H6B···C19 | 2.7327 | H42C···H6A | 2.0682 |
H6B···C41 | 3.0435 | H42C···H41C | 2.5581 |
H6B···C9 | 3.0532 | H42C···C6 | 2.7450 |
H6B···H41C | 2.4618 | H42D···C6A | 2.7117 |
H6B···C24vi | 3.0057 | H42D···H41E | 2.4985 |
H6B···H19B | 2.1311 | H42D···H62A | 2.3488 |
H6B···C29vi | 2.8876 | H42D···C29Avii | 3.0499 |
H7A···C23vi | 3.0744 | H42E···O3A | 2.6400 |
H7A···H15 | 2.4372 | H42E···H32A | 2.3306 |
H7A···C15 | 2.7912 | H42E···H41D | 2.4499 |
H7B···C11viii | 3.0574 | H42E···H42Bxvi | 2.4375 |
H7B···H11Aviii | 2.4808 | H42F···C2A | 2.8057 |
H7B···C15 | 3.0210 | H42F···C19A | 2.7305 |
H7B···H5 | 2.4460 | H42F···H2C | 2.2758 |
H11A···H19A | 2.2929 | H42F···H19D | 2.0158 |
H11A···C19 | 2.9177 | H42F···H31Aiv | 2.1526 |
H11A···C7ix | 3.0879 | H42F···H32A | 2.5301 |
H11A···C18 | 2.8199 | H61A···C41A | 2.5904 |
H11A···H7Bix | 2.4808 | H61A···H41E | 2.1449 |
H11A···H18B | 2.3448 | H62A···C9A | 3.0996 |
H11B···H1B | 2.4895 | H62A···C19A | 2.7316 |
H11B···H1A | 2.1082 | H62A···C42A | 2.9424 |
H11B···C1 | 2.5259 | H62A···H19F | 2.1235 |
H11C···H18D | 2.3738 | H62A···H42D | 2.3488 |
H11C···H19E | 2.2322 | H62A···C23Avii | 2.8652 |
H11C···C19A | 2.8690 | H62A···C24Avii | 2.9164 |
H11C···C18A | 2.8604 | H62A···H23Dvii | 2.5534 |
H11D···H1C | 2.4542 | H71A···C15A | 2.7867 |
H11D···C1A | 2.5678 | H71A···H15A | 2.4499 |
H11D···H1D | 2.2094 | H72A···C15A | 3.0828 |
H12A···C21 | 2.8291 | H72A···H5A | 2.5167 |
| | | |
H31A—O3—H31C | 109.37 | C4—C42—H42C | 109.49 |
C3—O3—H31A | 109.28 | C4—C42—H42A | 109.47 |
C3—O3—H31C | 109.60 | C4—C42—H42B | 109.47 |
H32A—O3A—H32C | 109.42 | C2A—C1A—C10A | 113.0 (2) |
C3A—O3A—H32C | 109.57 | C1A—C2A—C3A | 112.2 (2) |
C3A—O3A—H32A | 109.43 | O3A—C3A—C2A | 110.9 (2) |
C2—C1—C10 | 113.1 (2) | O3A—C3A—C4A | 111.5 (2) |
C1—C2—C3 | 110.9 (2) | C2A—C3A—C4A | 113.3 (2) |
O3—C3—C4 | 111.8 (2) | C3A—C4A—C42A | 111.3 (2) |
O3—C3—C2 | 107.6 (2) | C5A—C4A—C42A | 114.6 (2) |
C2—C3—C4 | 114.0 (3) | C41A—C4A—C42A | 107.5 (2) |
C5—C4—C42 | 107.9 (2) | C5A—C4A—C41A | 108.1 (2) |
C3—C4—C5 | 106.9 (2) | C3A—C4A—C5A | 107.9 (2) |
C41—C4—C42 | 108.0 (3) | C3A—C4A—C41A | 107.1 (2) |
C5—C4—C41 | 115.7 (2) | C6A—C5A—C10A | 110.2 (2) |
C3—C4—C42 | 107.5 (3) | C4A—C5A—C6A | 114.0 (2) |
C3—C4—C41 | 110.6 (2) | C4A—C5A—C10A | 116.8 (2) |
C4—C5—C6 | 114.7 (2) | C5A—C6A—C7A | 110.8 (2) |
C6—C5—C10 | 109.8 (2) | C6A—C7A—C8A | 113.22 (19) |
C4—C5—C10 | 117.3 (2) | C7A—C8A—C9A | 122.6 (2) |
C5—C6—C7 | 109.4 (2) | C7A—C8A—C14A | 116.3 (2) |
C6—C7—C8 | 113.2 (2) | C9A—C8A—C14A | 121.1 (2) |
C9—C8—C14 | 120.7 (2) | C10A—C9A—C11A | 116.16 (19) |
C7—C8—C14 | 116.4 (2) | C8A—C9A—C10A | 123.1 (2) |
C7—C8—C9 | 122.9 (2) | C8A—C9A—C11A | 120.5 (2) |
C8—C9—C11 | 120.4 (2) | C1A—C10A—C5A | 107.0 (2) |
C8—C9—C10 | 122.9 (2) | C1A—C10A—C9A | 112.4 (2) |
C10—C9—C11 | 116.5 (2) | C1A—C10A—C19A | 108.6 (2) |
C1—C10—C19 | 108.5 (2) | C5A—C10A—C9A | 108.44 (18) |
C5—C10—C9 | 108.43 (19) | C9A—C10A—C19A | 105.9 (2) |
C9—C10—C19 | 106.9 (2) | C5A—C10A—C19A | 114.6 (2) |
C5—C10—C19 | 114.9 (2) | C9A—C11A—C12A | 115.43 (19) |
C1—C10—C9 | 111.4 (2) | C11A—C12A—C13A | 112.4 (2) |
C1—C10—C5 | 106.7 (2) | C12A—C13A—C17A | 114.9 (2) |
C9—C11—C12 | 114.8 (2) | C14A—C13A—C18A | 108.4 (2) |
C11—C12—C13 | 112.3 (2) | C12A—C13A—C18A | 111.1 (2) |
C14—C13—C17 | 102.0 (2) | C14A—C13A—C17A | 102.19 (18) |
C14—C13—C18 | 108.1 (2) | C12A—C13A—C14A | 107.0 (2) |
C12—C13—C18 | 111.2 (2) | C17A—C13A—C18A | 112.5 (2) |
C12—C13—C14 | 107.3 (2) | C13A—C14A—C15A | 110.6 (2) |
C17—C13—C18 | 112.6 (2) | C8A—C14A—C13A | 119.4 (2) |
C12—C13—C17 | 114.9 (2) | C8A—C14A—C15A | 129.8 (2) |
C8—C14—C13 | 120.7 (2) | C14A—C15A—C16A | 112.4 (2) |
C8—C14—C15 | 128.7 (2) | C15A—C16A—C17A | 103.1 (2) |
C13—C14—C15 | 110.6 (3) | C13A—C17A—C16A | 103.8 (2) |
C14—C15—C16 | 112.3 (3) | C16A—C17A—C20A | 114.1 (2) |
C15—C16—C17 | 102.7 (3) | C13A—C17A—C20A | 118.2 (2) |
C13—C17—C16 | 103.8 (2) | C21A—C20A—C22A | 110.7 (2) |
C13—C17—C20 | 119.8 (2) | C17A—C20A—C22A | 112.8 (2) |
C16—C17—C20 | 113.4 (3) | C17A—C20A—C21A | 112.6 (2) |
C17—C20—C22 | 112.0 (3) | C20A—C22A—C23A | 115.5 (3) |
C17—C20—C21 | 113.2 (3) | C22A—C23A—C24A | 112.2 (3) |
C21—C20—C22 | 109.8 (3) | C23A—C24A—C25A | 121.7 (3) |
C20—C22—C23 | 115.2 (3) | C23A—C24A—C29A | 121.0 (3) |
C22—C23—C24 | 113.2 (3) | C25A—C24A—C29A | 117.3 (3) |
C23—C24—C25 | 120.2 (4) | C24A—C25A—C26A | 119.9 (4) |
C25—C24—C29 | 117.5 (4) | C25A—C26A—C27A | 120.1 (5) |
C23—C24—C29 | 122.3 (4) | C26A—C27A—C28A | 120.5 (6) |
C24—C25—C26 | 122.4 (6) | C27A—C28A—C29A | 120.4 (5) |
C25—C26—C27 | 119.2 (6) | C24A—C29A—C28A | 121.9 (4) |
C26—C27—C28 | 120.7 (6) | C2A—C1A—H1C | 108.95 |
C27—C28—C29 | 119.6 (6) | C2A—C1A—H1D | 109.03 |
C24—C29—C28 | 120.5 (5) | C10A—C1A—H1C | 109.01 |
C10—C1—H1A | 108.99 | C10A—C1A—H1D | 108.93 |
C10—C1—H1B | 108.93 | H1C—C1A—H1D | 107.75 |
C2—C1—H1B | 108.88 | C1A—C2A—H2C | 109.18 |
C2—C1—H1A | 108.99 | C1A—C2A—H2D | 109.09 |
H1A—C1—H1B | 107.79 | C3A—C2A—H2C | 109.11 |
C1—C2—H2A | 109.37 | C3A—C2A—H2D | 109.22 |
C1—C2—H2B | 109.42 | H2C—C2A—H2D | 107.94 |
H2A—C2—H2B | 108.14 | O3A—C3A—H3A | 106.92 |
C3—C2—H2A | 109.51 | C2A—C3A—H3A | 106.90 |
C3—C2—H2B | 109.47 | C4A—C3A—H3A | 106.93 |
O3—C3—H3 | 107.78 | C4A—C5A—H5A | 104.93 |
C2—C3—H3 | 107.75 | C6A—C5A—H5A | 104.89 |
C4—C3—H3 | 107.68 | C10A—C5A—H5A | 104.83 |
C4—C5—H5 | 104.54 | C5A—C6A—H61A | 109.46 |
C10—C5—H5 | 104.48 | C5A—C6A—H62A | 109.43 |
C6—C5—H5 | 104.48 | C7A—C6A—H61A | 109.55 |
C7—C6—H6A | 109.76 | C7A—C6A—H62A | 109.58 |
C5—C6—H6B | 109.74 | H61A—C6A—H62A | 108.01 |
C5—C6—H6A | 109.79 | C6A—C7A—H71A | 109.02 |
C7—C6—H6B | 109.89 | C6A—C7A—H72A | 108.90 |
H6A—C6—H6B | 108.27 | C8A—C7A—H71A | 108.89 |
C6—C7—H7A | 108.89 | C8A—C7A—H72A | 108.95 |
H7A—C7—H7B | 107.86 | H71A—C7A—H72A | 107.72 |
C6—C7—H7B | 108.89 | C9A—C11A—H11C | 108.48 |
C8—C7—H7A | 108.94 | C9A—C11A—H11D | 108.41 |
C8—C7—H7B | 108.97 | C12A—C11A—H11C | 108.40 |
C9—C11—H11A | 108.58 | C12A—C11A—H11D | 108.40 |
C9—C11—H11B | 108.59 | H11C—C11A—H11D | 107.46 |
C12—C11—H11A | 108.60 | C11A—C12A—H12C | 109.10 |
H11A—C11—H11B | 107.53 | C11A—C12A—H12D | 109.08 |
C12—C11—H11B | 108.50 | C13A—C12A—H12C | 109.15 |
C13—C12—H12B | 109.20 | C13A—C12A—H12D | 109.06 |
H12A—C12—H12B | 107.92 | H12C—C12A—H12D | 107.92 |
C11—C12—H12A | 109.13 | C14A—C15A—H15A | 123.75 |
C13—C12—H12A | 109.17 | C16A—C15A—H15A | 123.89 |
C11—C12—H12B | 109.07 | C15A—C16A—H16C | 111.10 |
C14—C15—H15 | 123.77 | C15A—C16A—H16D | 111.21 |
C16—C15—H15 | 123.94 | C17A—C16A—H16C | 111.10 |
C15—C16—H16A | 111.22 | C17A—C16A—H16D | 111.16 |
C15—C16—H16B | 111.28 | H16C—C16A—H16D | 109.10 |
H16A—C16—H16B | 109.11 | C13A—C17A—H17A | 106.68 |
C17—C16—H16A | 111.19 | C16A—C17A—H17A | 106.68 |
C17—C16—H16B | 111.23 | C20A—C17A—H17A | 106.69 |
C13—C17—H17 | 106.43 | C13A—C18A—H18D | 109.48 |
C16—C17—H17 | 106.35 | C13A—C18A—H18E | 109.45 |
C20—C17—H17 | 106.28 | C13A—C18A—H18F | 109.47 |
C13—C18—H18A | 109.51 | H18D—C18A—H18E | 109.44 |
H18A—C18—H18C | 109.54 | H18D—C18A—H18F | 109.45 |
H18B—C18—H18C | 109.36 | H18E—C18A—H18F | 109.53 |
C13—C18—H18B | 109.50 | C10A—C19A—H19D | 109.43 |
C13—C18—H18C | 109.52 | C10A—C19A—H19E | 109.41 |
H18A—C18—H18B | 109.40 | C10A—C19A—H19F | 109.49 |
C10—C19—H19A | 109.52 | H19D—C19A—H19E | 109.50 |
C10—C19—H19B | 109.51 | H19D—C19A—H19F | 109.52 |
C10—C19—H19C | 109.47 | H19E—C19A—H19F | 109.47 |
H19B—C19—H19C | 109.45 | C17A—C20A—H20A | 106.84 |
H19A—C19—H19B | 109.50 | C21A—C20A—H20A | 106.78 |
H19A—C19—H19C | 109.38 | C22A—C20A—H20A | 106.72 |
C17—C20—H20 | 107.23 | C20A—C21A—H21D | 109.48 |
C21—C20—H20 | 107.17 | C20A—C21A—H21E | 109.47 |
C22—C20—H20 | 107.08 | C20A—C21A—H21F | 109.45 |
C20—C21—H21A | 109.51 | H21D—C21A—H21E | 109.51 |
H21A—C21—H21C | 109.44 | H21D—C21A—H21F | 109.54 |
H21B—C21—H21C | 109.50 | H21E—C21A—H21F | 109.37 |
H21A—C21—H21B | 109.41 | C20A—C22A—H22C | 108.38 |
C20—C21—H21B | 109.48 | C20A—C22A—H22D | 108.48 |
C20—C21—H21C | 109.49 | C23A—C22A—H22C | 108.40 |
C20—C22—H22A | 108.40 | C23A—C22A—H22D | 108.38 |
C20—C22—H22B | 108.45 | H22C—C22A—H22D | 107.41 |
C23—C22—H22A | 108.51 | C22A—C23A—H23C | 109.11 |
C23—C22—H22B | 108.51 | C22A—C23A—H23D | 109.11 |
H22A—C22—H22B | 107.53 | C24A—C23A—H23C | 109.24 |
C24—C23—H23A | 109.01 | C24A—C23A—H23D | 109.26 |
H23A—C23—H23B | 107.81 | H23C—C23A—H23D | 107.82 |
C22—C23—H23B | 108.91 | C24A—C25A—H25A | 120.13 |
C24—C23—H23B | 108.89 | C26A—C25A—H25A | 119.98 |
C22—C23—H23A | 108.87 | C25A—C26A—H26A | 119.82 |
C24—C25—H25 | 118.79 | C27A—C26A—H26A | 120.11 |
C26—C25—H25 | 118.80 | C26A—C27A—H27A | 119.75 |
C27—C26—H26 | 120.42 | C28A—C27A—H27A | 119.75 |
C25—C26—H26 | 120.36 | C27A—C28A—H28A | 119.87 |
C28—C27—H27 | 119.69 | C29A—C28A—H28A | 119.78 |
C26—C27—H27 | 119.64 | C24A—C29A—H29A | 119.10 |
C27—C28—H28 | 120.13 | C28A—C29A—H29A | 119.01 |
C29—C28—H28 | 120.23 | C4A—C41A—H41D | 109.47 |
C24—C29—H29 | 119.78 | C4A—C41A—H41E | 109.43 |
C28—C29—H29 | 119.72 | C4A—C41A—H41F | 109.48 |
C4—C41—H41C | 109.52 | H41D—C41A—H41E | 109.56 |
H41A—C41—H41C | 109.43 | H41D—C41A—H41F | 109.44 |
H41B—C41—H41C | 109.46 | H41E—C41A—H41F | 109.43 |
H41A—C41—H41B | 109.43 | C4A—C42A—H42D | 109.51 |
C4—C41—H41A | 109.51 | C4A—C42A—H42E | 109.48 |
C4—C41—H41B | 109.48 | C4A—C42A—H42F | 109.45 |
H42A—C42—H42B | 109.40 | H42D—C42A—H42E | 109.40 |
H42A—C42—H42C | 109.46 | H42D—C42A—H42F | 109.46 |
H42B—C42—H42C | 109.55 | H42E—C42A—H42F | 109.52 |
| | | |
C2—C1—C10—C9 | 171.6 (2) | C10A—C1A—C2A—C3A | −57.6 (4) |
C2—C1—C10—C19 | −70.9 (3) | C2A—C1A—C10A—C19A | −70.5 (3) |
C2—C1—C10—C5 | 53.4 (3) | C2A—C1A—C10A—C5A | 53.7 (3) |
C10—C1—C2—C3 | −57.3 (3) | C2A—C1A—C10A—C9A | 172.7 (2) |
C1—C2—C3—O3 | −178.0 (3) | C1A—C2A—C3A—O3A | −177.6 (2) |
C1—C2—C3—C4 | 57.4 (3) | C1A—C2A—C3A—C4A | 56.1 (4) |
O3—C3—C4—C42 | 68.8 (3) | C2A—C3A—C4A—C42A | 75.0 (3) |
C2—C3—C4—C42 | −168.8 (2) | O3A—C3A—C4A—C41A | 66.3 (3) |
C2—C3—C4—C5 | −53.2 (3) | O3A—C3A—C4A—C5A | −177.5 (2) |
O3—C3—C4—C41 | −48.8 (3) | C2A—C3A—C4A—C41A | −167.8 (2) |
O3—C3—C4—C5 | −175.5 (2) | O3A—C3A—C4A—C42A | −51.0 (3) |
C2—C3—C4—C41 | 73.5 (3) | C2A—C3A—C4A—C5A | −51.5 (3) |
C42—C4—C5—C6 | −60.1 (3) | C3A—C4A—C5A—C6A | −177.3 (2) |
C41—C4—C5—C10 | −70.2 (3) | C41A—C4A—C5A—C10A | 168.0 (3) |
C41—C4—C5—C6 | 60.9 (3) | C3A—C4A—C5A—C10A | 52.4 (3) |
C42—C4—C5—C10 | 168.8 (3) | C41A—C4A—C5A—C6A | −61.7 (3) |
C3—C4—C5—C6 | −175.5 (2) | C42A—C4A—C5A—C6A | 58.2 (3) |
C3—C4—C5—C10 | 53.4 (3) | C42A—C4A—C5A—C10A | −72.1 (3) |
C4—C5—C6—C7 | 159.2 (2) | C10A—C5A—C6A—C7A | −63.7 (3) |
C4—C5—C10—C9 | −173.8 (2) | C4A—C5A—C6A—C7A | 162.8 (2) |
C10—C5—C6—C7 | −66.2 (3) | C6A—C5A—C10A—C19A | −65.1 (3) |
C4—C5—C10—C1 | −53.7 (3) | C6A—C5A—C10A—C9A | 53.0 (3) |
C6—C5—C10—C9 | 52.9 (3) | C4A—C5A—C10A—C9A | −175.0 (2) |
C4—C5—C10—C19 | 66.6 (3) | C4A—C5A—C10A—C19A | 67.0 (3) |
C6—C5—C10—C1 | 173.0 (2) | C4A—C5A—C10A—C1A | −53.4 (3) |
C6—C5—C10—C19 | −66.7 (3) | C6A—C5A—C10A—C1A | 174.5 (2) |
C5—C6—C7—C8 | 45.2 (4) | C5A—C6A—C7A—C8A | 43.4 (3) |
C6—C7—C8—C14 | 165.8 (3) | C6A—C7A—C8A—C9A | −16.3 (4) |
C6—C7—C8—C9 | −14.7 (5) | C6A—C7A—C8A—C14A | 163.0 (3) |
C7—C8—C14—C13 | −165.9 (3) | C7A—C8A—C9A—C10A | 8.7 (5) |
C14—C8—C9—C11 | −1.8 (4) | C9A—C8A—C14A—C15A | −169.8 (3) |
C9—C8—C14—C15 | −168.7 (3) | C7A—C8A—C9A—C11A | −177.7 (3) |
C7—C8—C14—C15 | 10.8 (5) | C14A—C8A—C9A—C10A | −170.6 (3) |
C9—C8—C14—C13 | 14.6 (4) | C14A—C8A—C9A—C11A | 3.0 (4) |
C7—C8—C9—C10 | 3.6 (5) | C7A—C8A—C14A—C13A | −164.0 (3) |
C7—C8—C9—C11 | 178.7 (3) | C7A—C8A—C14A—C15A | 10.8 (5) |
C14—C8—C9—C10 | −176.9 (3) | C9A—C8A—C14A—C13A | 15.4 (4) |
C11—C9—C10—C1 | 45.1 (3) | C8A—C9A—C11A—C12A | 10.4 (4) |
C8—C9—C10—C19 | 102.0 (3) | C10A—C9A—C11A—C12A | −175.5 (3) |
C8—C9—C11—C12 | 18.0 (4) | C8A—C9A—C10A—C1A | −144.7 (3) |
C11—C9—C10—C5 | 162.2 (3) | C8A—C9A—C10A—C5A | −26.6 (4) |
C11—C9—C10—C19 | −73.3 (3) | C8A—C9A—C10A—C19A | 96.9 (3) |
C8—C9—C10—C5 | −22.5 (4) | C11A—C9A—C10A—C1A | 41.4 (3) |
C10—C9—C11—C12 | −166.6 (3) | C11A—C9A—C10A—C5A | 159.5 (3) |
C8—C9—C10—C1 | −139.6 (3) | C11A—C9A—C10A—C19A | −77.1 (3) |
C9—C11—C12—C13 | −45.8 (4) | C9A—C11A—C12A—C13A | −41.3 (4) |
C11—C12—C13—C18 | −63.4 (3) | C11A—C12A—C13A—C17A | 168.1 (2) |
C11—C12—C13—C14 | 54.6 (3) | C11A—C12A—C13A—C14A | 55.4 (3) |
C11—C12—C13—C17 | 167.2 (2) | C11A—C12A—C13A—C18A | −62.8 (3) |
C12—C13—C14—C15 | 142.2 (3) | C17A—C13A—C14A—C8A | −165.2 (3) |
C12—C13—C14—C8 | −40.5 (3) | C12A—C13A—C14A—C8A | −44.1 (3) |
C18—C13—C14—C15 | −97.8 (3) | C12A—C13A—C14A—C15A | 140.2 (3) |
C17—C13—C14—C8 | −161.7 (3) | C14A—C13A—C17A—C20A | −154.7 (2) |
C18—C13—C17—C20 | −40.7 (3) | C18A—C13A—C17A—C16A | 88.7 (3) |
C14—C13—C17—C16 | −28.6 (3) | C18A—C13A—C17A—C20A | −38.8 (3) |
C12—C13—C17—C16 | −144.3 (3) | C17A—C13A—C14A—C15A | 19.1 (3) |
C12—C13—C17—C20 | 88.0 (3) | C18A—C13A—C14A—C8A | 75.8 (3) |
C18—C13—C14—C8 | 79.5 (3) | C18A—C13A—C14A—C15A | −99.9 (3) |
C18—C13—C17—C16 | 87.0 (3) | C12A—C13A—C17A—C16A | −142.8 (2) |
C14—C13—C17—C20 | −156.3 (3) | C12A—C13A—C17A—C20A | 89.8 (3) |
C17—C13—C14—C15 | 21.1 (3) | C14A—C13A—C17A—C16A | −27.3 (3) |
C13—C14—C15—C16 | −4.5 (4) | C8A—C14A—C15A—C16A | −177.8 (3) |
C8—C14—C15—C16 | 178.5 (3) | C13A—C14A—C15A—C16A | −2.6 (4) |
C14—C15—C16—C17 | −14.5 (4) | C14A—C15A—C16A—C17A | −15.4 (4) |
C15—C16—C17—C13 | 26.3 (4) | C15A—C16A—C17A—C13A | 25.9 (3) |
C15—C16—C17—C20 | 157.8 (3) | C15A—C16A—C17A—C20A | 155.9 (3) |
C13—C17—C20—C21 | −56.0 (4) | C13A—C17A—C20A—C22A | 172.7 (2) |
C16—C17—C20—C22 | 56.1 (4) | C13A—C17A—C20A—C21A | −61.2 (3) |
C13—C17—C20—C22 | 179.2 (3) | C16A—C17A—C20A—C22A | 50.3 (3) |
C16—C17—C20—C21 | −179.1 (3) | C16A—C17A—C20A—C21A | 176.4 (3) |
C21—C20—C22—C23 | −67.7 (4) | C17A—C20A—C22A—C23A | 63.7 (3) |
C17—C20—C22—C23 | 59.0 (4) | C21A—C20A—C22A—C23A | −63.5 (4) |
C20—C22—C23—C24 | 168.7 (3) | C20A—C22A—C23A—C24A | −179.9 (3) |
C22—C23—C24—C29 | 99.7 (5) | C22A—C23A—C24A—C25A | 87.5 (4) |
C22—C23—C24—C25 | −80.7 (5) | C22A—C23A—C24A—C29A | −91.4 (4) |
C23—C24—C29—C28 | 179.8 (4) | C23A—C24A—C25A—C26A | −178.5 (4) |
C25—C24—C29—C28 | 0.2 (6) | C25A—C24A—C29A—C28A | −1.3 (6) |
C23—C24—C25—C26 | 179.8 (4) | C29A—C24A—C25A—C26A | 0.4 (5) |
C29—C24—C25—C26 | −0.6 (7) | C23A—C24A—C29A—C28A | 177.6 (4) |
C24—C25—C26—C27 | 1.5 (8) | C24A—C25A—C26A—C27A | 0.8 (7) |
C25—C26—C27—C28 | −2.0 (8) | C25A—C26A—C27A—C28A | −1.1 (7) |
C26—C27—C28—C29 | 1.6 (8) | C26A—C27A—C28A—C29A | 0.2 (8) |
C27—C28—C29—C24 | −0.7 (7) | C27A—C28A—C29A—C24A | 1.0 (7) |
Symmetry codes: (i) x, y−1, z; (ii) −x+1, y−1/2, −z; (iii) −x, y−1/2, −z+1; (iv) x, y+1, z; (v) −x, y+1/2, −z; (vi) −x+1, y+1/2, −z; (vii) −x, y+1/2, −z+1; (viii) x+1, y, z; (ix) x−1, y, z; (x) −x+1, y−1/2, −z+1; (xi) −x+1, y+1/2, −z+1; (xii) x, y−1, z−1; (xiii) −x, y−1/2, −z; (xiv) x, y+1, z+1; (xv) x+1, y−1, z; (xvi) x−1, y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H31C···O3Ai | 0.96 | 2.06 | 2.890 (3) | 143 |
O3A—H32A···O3iv | 0.96 | 1.96 | 2.890 (3) | 164 |
C41A—H41D···O3A | 0.96 | 2.52 | 2.933 (4) | 106 |
C42—H42B···O3 | 0.96 | 2.59 | 2.962 (4) | 103 |
C42—H42B···O3 | 0.96 | 2.59 | 2.962 (4) | 103 |
Symmetry codes: (i) x, y−1, z; (iv) x, y+1, z. |
(III) 4,4-dimethyl-22-phenyl-23,24-dinor-5
α-cholane-8,14-dien-3
β-ol
top
Crystal data top
C30H42O | F(000) = 1840 |
Mr = 418.64 | Cell parameters were refined using all reflections,
including those with theta greater than 25.25 |
Monoclinic, C2 | Dx = 1.061 Mg m−3 |
Hall symbol: C 2y | Mo Kα radiation, λ = 0.71073 Å |
a = 23.785 (9) Å | Cell parameters from 32980 reflections |
b = 13.610 (3) Å | θ = 2.0–28.4° |
c = 19.080 (7) Å | µ = 0.06 mm−1 |
β = 121.927 (12)° | T = 150 K |
V = 5242 (3) Å3 | Block, colourless |
Z = 8 | 0.2 × 0.2 × 0.1 mm |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 4763 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.049 |
Graphite monochromator | θmax = 25.3°, θmin = 2.0° |
Detector resolution: 18.4 pixels mm-1 | h = −28→28 |
ϕ and ω scans with κ offsets | k = −15→15 |
29708 measured reflections | l = −22→22 |
4917 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.119 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0671P)2 + 2.59P] where P = (Fo2 + 2Fc2)/3 |
4917 reflections | (Δ/σ)max = 0.034 |
559 parameters | Δρmax = 0.27 e Å−3 |
1 restraint | Δρmin = −0.29 e Å−3 |
Crystal data top
C30H42O | V = 5242 (3) Å3 |
Mr = 418.64 | Z = 8 |
Monoclinic, C2 | Mo Kα radiation |
a = 23.785 (9) Å | µ = 0.06 mm−1 |
b = 13.610 (3) Å | T = 150 K |
c = 19.080 (7) Å | 0.2 × 0.2 × 0.1 mm |
β = 121.927 (12)° | |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 4763 reflections with I > 2σ(I) |
29708 measured reflections | Rint = 0.049 |
4917 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.046 | 1 restraint |
wR(F2) = 0.119 | H-atom parameters constrained |
S = 1.09 | Δρmax = 0.27 e Å−3 |
4917 reflections | Δρmin = −0.29 e Å−3 |
559 parameters | |
Special details top
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 F2 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 F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
etc. and is not relevant to the choice of reflections for
refinement. R-factors based on F2 are statistically about
twice as large as those based on F, and R-factors based on ALL
data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O3 | 0.08993 (10) | −0.04455 (15) | 0.06291 (12) | 0.0359 (6) | |
C1 | 0.16336 (13) | 0.1789 (2) | 0.19857 (16) | 0.0304 (8) | |
C2 | 0.14246 (14) | 0.0720 (2) | 0.17404 (17) | 0.0335 (8) | |
C3 | 0.10875 (13) | 0.0572 (2) | 0.08092 (16) | 0.0296 (8) | |
C4 | 0.15369 (14) | 0.0875 (2) | 0.04829 (16) | 0.0301 (8) | |
C5 | 0.17849 (13) | 0.1939 (2) | 0.07838 (15) | 0.0279 (8) | |
C6 | 0.21886 (17) | 0.2376 (2) | 0.04608 (18) | 0.0409 (10) | |
C7 | 0.22206 (16) | 0.3491 (2) | 0.05453 (17) | 0.0368 (9) | |
C8 | 0.23284 (13) | 0.3850 (2) | 0.13453 (16) | 0.0304 (8) | |
C9 | 0.22266 (14) | 0.3274 (2) | 0.18599 (16) | 0.0330 (8) | |
C10 | 0.21110 (12) | 0.2162 (2) | 0.17241 (15) | 0.0264 (7) | |
C11 | 0.23704 (15) | 0.3672 (2) | 0.26750 (17) | 0.0344 (8) | |
C12 | 0.23541 (14) | 0.4790 (2) | 0.27326 (17) | 0.0328 (8) | |
C13 | 0.27415 (13) | 0.5293 (2) | 0.23959 (16) | 0.0296 (8) | |
C14 | 0.24729 (14) | 0.4902 (2) | 0.15252 (16) | 0.0327 (8) | |
C15 | 0.24786 (16) | 0.5611 (2) | 0.10343 (18) | 0.0405 (9) | |
C16 | 0.26706 (16) | 0.6586 (2) | 0.14690 (17) | 0.0365 (8) | |
C17 | 0.26142 (14) | 0.6414 (2) | 0.22320 (16) | 0.0312 (8) | |
C18 | 0.34844 (14) | 0.5040 (2) | 0.29311 (18) | 0.0385 (9) | |
C19 | 0.27948 (13) | 0.1668 (2) | 0.22801 (17) | 0.0347 (8) | |
C20 | 0.30123 (14) | 0.7142 (2) | 0.29405 (16) | 0.0323 (8) | |
C21 | 0.29462 (18) | 0.6960 (3) | 0.36779 (19) | 0.0450 (10) | |
C22 | 0.27984 (15) | 0.8202 (2) | 0.26154 (17) | 0.0371 (9) | |
C23 | 0.31736 (14) | 0.8997 (2) | 0.32460 (16) | 0.0329 (8) | |
C24 | 0.38048 (14) | 0.9274 (2) | 0.34426 (17) | 0.0366 (8) | |
C25 | 0.41526 (16) | 1.0001 (2) | 0.40165 (18) | 0.0419 (9) | |
C26 | 0.38816 (17) | 1.0463 (2) | 0.44186 (18) | 0.0441 (10) | |
C27 | 0.32556 (18) | 1.0198 (2) | 0.42318 (18) | 0.0458 (10) | |
C28 | 0.29050 (16) | 0.9475 (2) | 0.36486 (18) | 0.0401 (9) | |
C41 | 0.20900 (14) | 0.0120 (2) | 0.07354 (18) | 0.0350 (9) | |
C42 | 0.11015 (16) | 0.0887 (2) | −0.04639 (17) | 0.0385 (9) | |
O3A | 0.00040 (10) | 0.88950 (15) | 0.10173 (12) | 0.0365 (6) | |
C1A | 0.08220 (13) | 0.6718 (2) | 0.24361 (17) | 0.0330 (8) | |
C2A | 0.07077 (13) | 0.7780 (2) | 0.21255 (17) | 0.0346 (8) | |
C3A | 0.00763 (13) | 0.7883 (2) | 0.12750 (16) | 0.0301 (8) | |
C4A | −0.05429 (13) | 0.7540 (2) | 0.12715 (16) | 0.0311 (8) | |
C5A | −0.04046 (12) | 0.6478 (2) | 0.16294 (16) | 0.0285 (8) | |
C6A | −0.09909 (14) | 0.5998 (2) | 0.1614 (2) | 0.0385 (9) | |
C7A | −0.09049 (14) | 0.4894 (2) | 0.16797 (19) | 0.0372 (8) | |
C8A | −0.02110 (13) | 0.4576 (2) | 0.23222 (15) | 0.0294 (8) | |
C9A | 0.03143 (13) | 0.5190 (2) | 0.26628 (15) | 0.0293 (8) | |
C10A | 0.02396 (13) | 0.6303 (2) | 0.24864 (15) | 0.0279 (8) | |
C11A | 0.09998 (13) | 0.4812 (2) | 0.32986 (17) | 0.0325 (8) | |
C12A | 0.10804 (13) | 0.3697 (2) | 0.32820 (17) | 0.0321 (8) | |
C13A | 0.05136 (13) | 0.3139 (2) | 0.32688 (15) | 0.0274 (7) | |
C14A | −0.01292 (13) | 0.3526 (2) | 0.25358 (15) | 0.0297 (8) | |
C15A | −0.05732 (14) | 0.2806 (2) | 0.21751 (17) | 0.0366 (8) | |
C16A | −0.02954 (15) | 0.1828 (2) | 0.25723 (17) | 0.0379 (8) | |
C17A | 0.04616 (14) | 0.2020 (2) | 0.30611 (16) | 0.0313 (8) | |
C18A | 0.05176 (14) | 0.3329 (2) | 0.40681 (15) | 0.0326 (8) | |
C19A | 0.02426 (16) | 0.6786 (2) | 0.32214 (17) | 0.0383 (9) | |
C20A | 0.08561 (14) | 0.1290 (2) | 0.37632 (16) | 0.0329 (8) | |
C21A | 0.16049 (15) | 0.1452 (2) | 0.42054 (18) | 0.0379 (9) | |
C22A | 0.06730 (18) | 0.0226 (2) | 0.34242 (18) | 0.0445 (10) | |
C23A | 0.09743 (14) | −0.0558 (2) | 0.40698 (16) | 0.0350 (8) | |
C24A | 0.15314 (19) | −0.1077 (3) | 0.4230 (3) | 0.0683 (14) | |
C25A | 0.1788 (3) | −0.1806 (4) | 0.4833 (5) | 0.131 (2) | |
C26A | 0.1517 (6) | −0.2058 (4) | 0.5238 (3) | 0.153 (4) | |
C27A | 0.0968 (5) | −0.1565 (4) | 0.5112 (3) | 0.112 (3) | |
C28A | 0.0682 (2) | −0.0811 (3) | 0.4511 (2) | 0.0615 (14) | |
C41A | −0.11193 (14) | 0.7490 (2) | 0.03617 (18) | 0.0390 (9) | |
C42A | −0.07358 (15) | 0.8276 (2) | 0.1726 (2) | 0.0396 (10) | |
H1A | 0.18480 | 0.18510 | 0.25800 | 0.0360* | |
H1B | 0.12410 | 0.22000 | 0.17320 | 0.0360* | |
H2A | 0.18120 | 0.03000 | 0.20240 | 0.0400* | |
H2B | 0.11220 | 0.05300 | 0.19120 | 0.0400* | |
H3 | 0.06850 | 0.09750 | 0.05310 | 0.0360* | |
H3B | 0.07010 | −0.04800 | 0.00420 | 0.0540* | 0.500 |
H3C | 0.05690 | −0.05730 | 0.07620 | 0.0540* | 0.500 |
H5 | 0.13790 | 0.23330 | 0.05190 | 0.0330* | |
H6A | 0.19910 | 0.21990 | −0.01160 | 0.0490* | |
H6B | 0.26340 | 0.21070 | 0.07670 | 0.0490* | |
H7A | 0.25770 | 0.37310 | 0.04860 | 0.0440* | |
H7B | 0.18100 | 0.37660 | 0.00980 | 0.0440* | |
H11A | 0.28050 | 0.34430 | 0.31040 | 0.0410* | |
H11B | 0.20500 | 0.33970 | 0.27880 | 0.0410* | |
H12A | 0.25430 | 0.49790 | 0.33050 | 0.0390* | |
H12B | 0.18980 | 0.50130 | 0.24220 | 0.0390* | |
H15 | 0.23770 | 0.55090 | 0.04980 | 0.0490* | |
H16A | 0.23710 | 0.71010 | 0.11190 | 0.0440* | |
H16B | 0.31200 | 0.67630 | 0.16340 | 0.0440* | |
H17 | 0.21480 | 0.65190 | 0.20450 | 0.0370* | |
H18A | 0.37170 | 0.53580 | 0.27090 | 0.0580* | |
H18B | 0.35410 | 0.43420 | 0.29320 | 0.0580* | |
H18C | 0.36580 | 0.52630 | 0.34860 | 0.0580* | |
H19A | 0.29750 | 0.18600 | 0.28440 | 0.0520* | |
H19B | 0.30900 | 0.18700 | 0.21070 | 0.0520* | |
H19C | 0.27440 | 0.09670 | 0.22340 | 0.0520* | |
H20 | 0.34810 | 0.70710 | 0.31250 | 0.0390* | |
H21A | 0.31160 | 0.63190 | 0.39000 | 0.0680* | |
H21B | 0.24880 | 0.69970 | 0.35070 | 0.0680* | |
H21C | 0.31930 | 0.74480 | 0.40930 | 0.0680* | |
H22A | 0.28550 | 0.83000 | 0.21530 | 0.0450* | |
H22B | 0.23300 | 0.82720 | 0.24110 | 0.0450* | |
H24 | 0.39950 | 0.89630 | 0.31830 | 0.0440* | |
H25 | 0.45710 | 1.01820 | 0.41340 | 0.0500* | |
H26 | 0.41190 | 1.09470 | 0.48100 | 0.0530* | |
H27 | 0.30700 | 1.05050 | 0.44980 | 0.0550* | |
H28 | 0.24830 | 0.93050 | 0.35240 | 0.0480* | |
H41A | 0.24220 | 0.03920 | 0.06510 | 0.0530* | |
H41B | 0.19080 | −0.04620 | 0.04060 | 0.0530* | |
H41C | 0.22860 | −0.00440 | 0.13080 | 0.0530* | |
H42A | 0.13770 | 0.09560 | −0.06900 | 0.0580* | |
H42B | 0.07980 | 0.14290 | −0.06390 | 0.0580* | |
H42C | 0.08570 | 0.02830 | −0.06540 | 0.0580* | |
H1C | 0.12230 | 0.66890 | 0.29800 | 0.0400* | |
H1D | 0.08870 | 0.63090 | 0.20690 | 0.0400* | |
H2C | 0.06770 | 0.82000 | 0.25150 | 0.0410* | |
H2D | 0.10830 | 0.79970 | 0.20970 | 0.0410* | |
H3A | 0.01210 | 0.74790 | 0.08820 | 0.0360* | |
H5A | −0.03430 | 0.60890 | 0.12430 | 0.0340* | |
H11C | 0.11010 | 0.50000 | 0.38440 | 0.0390* | |
H11D | 0.13210 | 0.51310 | 0.32080 | 0.0390* | |
H12C | 0.14990 | 0.35010 | 0.37650 | 0.0380* | |
H12D | 0.10910 | 0.35220 | 0.27960 | 0.0380* | |
H15A | −0.10040 | 0.28990 | 0.17300 | 0.0440* | |
H16C | −0.04180 | 0.13180 | 0.21610 | 0.0450* | |
H16D | −0.04450 | 0.16430 | 0.29380 | 0.0450* | |
H17A | 0.06080 | 0.19380 | 0.26720 | 0.0380* | |
H18D | 0.01680 | 0.29590 | 0.40550 | 0.0490* | |
H18E | 0.04510 | 0.40170 | 0.41110 | 0.0490* | |
H18F | 0.09360 | 0.31290 | 0.45360 | 0.0490* | |
H19D | 0.06200 | 0.65590 | 0.37300 | 0.0570* | |
H19E | −0.01560 | 0.66130 | 0.32040 | 0.0570* | |
H19F | 0.02650 | 0.74870 | 0.31860 | 0.0570* | |
H20A | 0.07260 | 0.13790 | 0.41680 | 0.0390* | |
H21D | 0.17140 | 0.20870 | 0.44620 | 0.0570* | |
H21E | 0.17390 | 0.14150 | 0.38120 | 0.0570* | |
H21F | 0.18300 | 0.09540 | 0.46190 | 0.0570* | |
H22C | 0.01950 | 0.01570 | 0.31240 | 0.0540* | |
H22D | 0.08120 | 0.01230 | 0.30350 | 0.0540* | |
H24A | 0.17330 | −0.09390 | 0.39360 | 0.0820* | |
H25A | 0.21740 | −0.21250 | 0.49500 | 0.1570* | |
H26A | 0.16930 | −0.25730 | 0.56140 | 0.1830* | |
H27A | 0.07830 | −0.17260 | 0.54220 | 0.1350* | |
H28A | 0.03020 | −0.04890 | 0.44120 | 0.0740* | |
H32A | −0.03660 | 0.89400 | 0.04590 | 0.0550* | 0.500 |
H33A | 0.04060 | 0.90290 | 0.10310 | 0.0550* | 0.500 |
H41D | −0.10400 | 0.69660 | 0.00870 | 0.0580* | |
H41E | −0.11500 | 0.81010 | 0.00930 | 0.0580* | |
H41F | −0.15260 | 0.73700 | 0.03390 | 0.0580* | |
H42D | −0.10570 | 0.79790 | 0.18200 | 0.0590* | |
H42E | −0.09220 | 0.88550 | 0.13950 | 0.0590* | |
H42F | −0.03490 | 0.84500 | 0.22460 | 0.0590* | |
H61A | −0.10210 | 0.62430 | 0.20700 | 0.0460* | |
H62A | −0.13980 | 0.61660 | 0.11030 | 0.0460* | |
H71A | −0.12110 | 0.46150 | 0.18140 | 0.0450* | |
H72A | −0.10170 | 0.46350 | 0.11470 | 0.0450* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O3 | 0.0390 (10) | 0.0313 (10) | 0.0384 (10) | −0.0089 (8) | 0.0211 (9) | −0.0049 (8) |
C1 | 0.0332 (13) | 0.0332 (15) | 0.0279 (12) | −0.0047 (12) | 0.0183 (11) | −0.0023 (11) |
C2 | 0.0397 (15) | 0.0353 (15) | 0.0318 (14) | −0.0092 (12) | 0.0231 (12) | −0.0023 (12) |
C3 | 0.0286 (13) | 0.0279 (14) | 0.0298 (13) | −0.0060 (11) | 0.0137 (11) | −0.0027 (10) |
C4 | 0.0330 (13) | 0.0302 (14) | 0.0261 (13) | −0.0026 (11) | 0.0150 (11) | −0.0009 (11) |
C5 | 0.0295 (13) | 0.0315 (15) | 0.0219 (12) | −0.0002 (11) | 0.0131 (10) | 0.0020 (10) |
C6 | 0.0576 (19) | 0.0367 (17) | 0.0300 (14) | −0.0058 (14) | 0.0243 (14) | −0.0009 (12) |
C7 | 0.0504 (17) | 0.0333 (15) | 0.0314 (14) | −0.0089 (13) | 0.0249 (13) | −0.0012 (12) |
C8 | 0.0329 (14) | 0.0303 (14) | 0.0282 (13) | −0.0019 (11) | 0.0163 (11) | 0.0018 (11) |
C9 | 0.0391 (15) | 0.0326 (15) | 0.0252 (13) | −0.0029 (12) | 0.0155 (12) | 0.0018 (11) |
C10 | 0.0286 (12) | 0.0293 (13) | 0.0212 (12) | −0.0009 (11) | 0.0131 (10) | 0.0022 (10) |
C11 | 0.0444 (16) | 0.0336 (15) | 0.0297 (13) | −0.0085 (12) | 0.0227 (12) | −0.0011 (11) |
C12 | 0.0389 (15) | 0.0342 (15) | 0.0280 (13) | −0.0053 (12) | 0.0195 (12) | −0.0029 (11) |
C13 | 0.0306 (13) | 0.0276 (14) | 0.0261 (12) | −0.0038 (11) | 0.0119 (11) | 0.0008 (11) |
C14 | 0.0395 (15) | 0.0323 (15) | 0.0264 (13) | −0.0060 (12) | 0.0175 (12) | −0.0002 (11) |
C15 | 0.0535 (18) | 0.0362 (16) | 0.0304 (14) | −0.0011 (14) | 0.0212 (13) | 0.0010 (12) |
C16 | 0.0460 (16) | 0.0323 (15) | 0.0277 (13) | −0.0037 (12) | 0.0171 (12) | 0.0026 (11) |
C17 | 0.0316 (14) | 0.0312 (15) | 0.0262 (12) | −0.0018 (11) | 0.0121 (11) | 0.0021 (11) |
C18 | 0.0329 (14) | 0.0383 (16) | 0.0385 (15) | −0.0022 (12) | 0.0150 (13) | 0.0057 (13) |
C19 | 0.0326 (14) | 0.0380 (16) | 0.0308 (13) | 0.0025 (12) | 0.0149 (12) | 0.0046 (12) |
C20 | 0.0359 (14) | 0.0300 (14) | 0.0244 (13) | −0.0038 (11) | 0.0114 (11) | 0.0009 (11) |
C21 | 0.059 (2) | 0.0405 (18) | 0.0319 (15) | −0.0110 (15) | 0.0216 (15) | −0.0047 (13) |
C22 | 0.0404 (16) | 0.0327 (15) | 0.0280 (14) | −0.0012 (12) | 0.0112 (12) | 0.0009 (12) |
C23 | 0.0399 (15) | 0.0254 (14) | 0.0274 (13) | 0.0041 (11) | 0.0138 (12) | 0.0040 (11) |
C24 | 0.0386 (15) | 0.0378 (16) | 0.0306 (13) | 0.0025 (13) | 0.0164 (12) | 0.0005 (12) |
C25 | 0.0407 (16) | 0.0404 (17) | 0.0362 (15) | −0.0030 (13) | 0.0146 (13) | −0.0009 (13) |
C26 | 0.0547 (19) | 0.0331 (16) | 0.0280 (14) | 0.0039 (14) | 0.0106 (14) | −0.0004 (12) |
C27 | 0.066 (2) | 0.0406 (18) | 0.0286 (14) | 0.0182 (16) | 0.0236 (14) | 0.0047 (12) |
C28 | 0.0425 (16) | 0.0420 (17) | 0.0371 (15) | 0.0082 (13) | 0.0219 (13) | 0.0074 (13) |
C41 | 0.0412 (15) | 0.0320 (15) | 0.0400 (15) | −0.0027 (12) | 0.0270 (13) | −0.0026 (12) |
C42 | 0.0470 (17) | 0.0376 (16) | 0.0285 (14) | −0.0110 (13) | 0.0184 (13) | −0.0022 (12) |
O3A | 0.0385 (11) | 0.0320 (11) | 0.0388 (11) | 0.0007 (8) | 0.0204 (9) | 0.0089 (8) |
C1A | 0.0256 (12) | 0.0328 (15) | 0.0322 (13) | −0.0018 (11) | 0.0096 (11) | 0.0050 (12) |
C2A | 0.0278 (13) | 0.0322 (15) | 0.0373 (15) | −0.0054 (11) | 0.0128 (12) | 0.0054 (12) |
C3A | 0.0307 (13) | 0.0290 (14) | 0.0304 (13) | −0.0006 (11) | 0.0160 (11) | 0.0041 (11) |
C4A | 0.0296 (13) | 0.0298 (14) | 0.0305 (13) | −0.0001 (11) | 0.0135 (11) | 0.0047 (11) |
C5A | 0.0259 (12) | 0.0289 (14) | 0.0284 (13) | −0.0006 (10) | 0.0127 (11) | 0.0012 (11) |
C6A | 0.0274 (14) | 0.0392 (17) | 0.0433 (16) | 0.0004 (12) | 0.0149 (13) | 0.0099 (13) |
C7A | 0.0296 (14) | 0.0340 (15) | 0.0391 (15) | −0.0059 (11) | 0.0122 (12) | 0.0082 (12) |
C8A | 0.0299 (13) | 0.0316 (14) | 0.0236 (12) | −0.0007 (11) | 0.0121 (11) | 0.0017 (11) |
C9A | 0.0294 (13) | 0.0290 (14) | 0.0260 (12) | −0.0012 (11) | 0.0122 (11) | −0.0003 (11) |
C10A | 0.0277 (13) | 0.0275 (14) | 0.0250 (12) | −0.0034 (11) | 0.0116 (10) | 0.0003 (10) |
C11A | 0.0272 (13) | 0.0300 (14) | 0.0308 (13) | −0.0039 (11) | 0.0089 (11) | 0.0050 (11) |
C12A | 0.0283 (13) | 0.0321 (15) | 0.0323 (13) | 0.0001 (11) | 0.0136 (11) | 0.0046 (11) |
C13A | 0.0295 (13) | 0.0247 (13) | 0.0232 (12) | −0.0015 (10) | 0.0106 (11) | 0.0000 (10) |
C14A | 0.0321 (13) | 0.0318 (15) | 0.0230 (12) | −0.0038 (11) | 0.0130 (11) | −0.0007 (11) |
C15A | 0.0330 (14) | 0.0372 (16) | 0.0276 (13) | −0.0040 (12) | 0.0079 (12) | 0.0045 (12) |
C16A | 0.0425 (16) | 0.0308 (15) | 0.0242 (12) | −0.0090 (13) | 0.0067 (12) | −0.0006 (11) |
C17A | 0.0392 (15) | 0.0272 (14) | 0.0228 (12) | −0.0028 (11) | 0.0131 (11) | −0.0026 (10) |
C18A | 0.0348 (14) | 0.0341 (15) | 0.0241 (13) | 0.0003 (12) | 0.0123 (11) | −0.0027 (11) |
C19A | 0.0497 (17) | 0.0328 (15) | 0.0307 (14) | −0.0024 (13) | 0.0202 (13) | −0.0027 (12) |
C20A | 0.0402 (15) | 0.0273 (14) | 0.0262 (13) | −0.0020 (12) | 0.0141 (12) | −0.0003 (11) |
C21A | 0.0412 (16) | 0.0347 (16) | 0.0386 (15) | 0.0052 (12) | 0.0217 (13) | 0.0075 (12) |
C22A | 0.064 (2) | 0.0301 (16) | 0.0287 (14) | −0.0036 (15) | 0.0172 (14) | −0.0011 (12) |
C23A | 0.0409 (15) | 0.0272 (15) | 0.0288 (13) | −0.0009 (12) | 0.0130 (12) | −0.0014 (11) |
C24A | 0.0431 (19) | 0.043 (2) | 0.101 (3) | −0.0009 (16) | 0.026 (2) | −0.008 (2) |
C25A | 0.063 (3) | 0.038 (3) | 0.140 (6) | 0.017 (2) | −0.050 (3) | −0.004 (3) |
C26A | 0.251 (11) | 0.037 (3) | 0.034 (2) | −0.031 (5) | −0.017 (4) | −0.004 (2) |
C27A | 0.246 (9) | 0.052 (3) | 0.064 (3) | −0.064 (4) | 0.099 (5) | −0.026 (3) |
C28A | 0.104 (3) | 0.0405 (19) | 0.058 (2) | −0.017 (2) | 0.055 (2) | −0.0121 (17) |
C41A | 0.0338 (15) | 0.0377 (16) | 0.0378 (15) | −0.0020 (12) | 0.0137 (13) | 0.0113 (13) |
C42A | 0.0394 (16) | 0.0365 (17) | 0.0499 (17) | 0.0073 (13) | 0.0283 (14) | 0.0079 (13) |
Geometric parameters (Å, º) top
O3—C3 | 1.440 (3) | C42—H42C | 0.9604 |
O3—H3B | 0.9595 | C42—H42A | 0.9609 |
O3—H3C | 0.9604 | C42—H42B | 0.9601 |
O3A—C3A | 1.442 (3) | C1A—C2A | 1.531 (4) |
O3A—H33A | 0.9601 | C1A—C10A | 1.545 (5) |
O3A—H32A | 0.9599 | C2A—C3A | 1.527 (4) |
C1—C10 | 1.548 (5) | C3A—C4A | 1.542 (5) |
C1—C2 | 1.529 (4) | C4A—C42A | 1.545 (5) |
C2—C3 | 1.528 (4) | C4A—C5A | 1.558 (4) |
C3—C4 | 1.550 (5) | C4A—C41A | 1.543 (4) |
C4—C41 | 1.532 (5) | C5A—C10A | 1.558 (4) |
C4—C42 | 1.535 (4) | C5A—C6A | 1.526 (5) |
C4—C5 | 1.554 (4) | C6A—C7A | 1.513 (4) |
C5—C10 | 1.562 (3) | C7A—C8A | 1.508 (5) |
C5—C6 | 1.510 (5) | C8A—C9A | 1.350 (4) |
C6—C7 | 1.524 (4) | C8A—C14A | 1.470 (4) |
C7—C8 | 1.490 (4) | C9A—C11A | 1.517 (4) |
C8—C9 | 1.374 (4) | C9A—C10A | 1.541 (4) |
C8—C14 | 1.470 (4) | C10A—C19A | 1.545 (4) |
C9—C11 | 1.505 (4) | C11A—C12A | 1.532 (4) |
C9—C10 | 1.536 (4) | C12A—C13A | 1.536 (5) |
C10—C19 | 1.548 (4) | C13A—C14A | 1.520 (4) |
C11—C12 | 1.528 (4) | C13A—C18A | 1.542 (4) |
C12—C13 | 1.535 (5) | C13A—C17A | 1.562 (4) |
C13—C17 | 1.555 (4) | C14A—C15A | 1.334 (4) |
C13—C14 | 1.526 (4) | C15A—C16A | 1.501 (4) |
C13—C18 | 1.541 (5) | C16A—C17A | 1.550 (5) |
C14—C15 | 1.350 (4) | C17A—C20A | 1.527 (4) |
C15—C16 | 1.502 (4) | C20A—C22A | 1.551 (4) |
C16—C17 | 1.549 (4) | C20A—C21A | 1.531 (5) |
C17—C20 | 1.534 (4) | C22A—C23A | 1.495 (4) |
C20—C21 | 1.516 (5) | C23A—C28A | 1.389 (6) |
C20—C22 | 1.546 (4) | C23A—C24A | 1.386 (6) |
C22—C23 | 1.510 (4) | C24A—C25A | 1.392 (8) |
C23—C28 | 1.393 (5) | C25A—C26A | 1.287 (15) |
C23—C24 | 1.393 (5) | C26A—C27A | 1.372 (17) |
C24—C25 | 1.380 (4) | C27A—C28A | 1.416 (6) |
C25—C26 | 1.387 (5) | C1A—H1C | 0.9702 |
C26—C27 | 1.383 (6) | C1A—H1D | 0.9690 |
C27—C28 | 1.386 (4) | C2A—H2C | 0.9704 |
C1—H1B | 0.9701 | C2A—H2D | 0.9687 |
C1—H1A | 0.9702 | C3A—H3A | 0.9799 |
C2—H2A | 0.9702 | C5A—H5A | 0.9796 |
C2—H2B | 0.9702 | C6A—H61A | 0.9691 |
C3—H3 | 0.9806 | C6A—H62A | 0.9705 |
C5—H5 | 0.9793 | C7A—H71A | 0.9681 |
C6—H6B | 0.9711 | C7A—H72A | 0.9704 |
C6—H6A | 0.9711 | C11A—H11C | 0.9702 |
C7—H7B | 0.9699 | C11A—H11D | 0.9704 |
C7—H7A | 0.9693 | C12A—H12C | 0.9702 |
C11—H11A | 0.9699 | C12A—H12D | 0.9705 |
C11—H11B | 0.9701 | C15A—H15A | 0.9310 |
C12—H12B | 0.9696 | C16A—H16C | 0.9698 |
C12—H12A | 0.9705 | C16A—H16D | 0.9693 |
C15—H15 | 0.9291 | C17A—H17A | 0.9789 |
C16—H16A | 0.9704 | C18A—H18D | 0.9611 |
C16—H16B | 0.9715 | C18A—H18E | 0.9603 |
C17—H17 | 0.9792 | C18A—H18F | 0.9601 |
C18—H18A | 0.9596 | C19A—H19D | 0.9600 |
C18—H18C | 0.9598 | C19A—H19E | 0.9602 |
C18—H18B | 0.9593 | C19A—H19F | 0.9599 |
C19—H19B | 0.9607 | C20A—H20A | 0.9797 |
C19—H19A | 0.9601 | C21A—H21D | 0.9589 |
C19—H19C | 0.9598 | C21A—H21E | 0.9596 |
C20—H20 | 0.9803 | C21A—H21F | 0.9602 |
C21—H21A | 0.9606 | C22A—H22C | 0.9699 |
C21—H21C | 0.9598 | C22A—H22D | 0.9696 |
C21—H21B | 0.9595 | C24A—H24A | 0.9297 |
C22—H22B | 0.9710 | C25A—H25A | 0.9298 |
C22—H22A | 0.9695 | C26A—H26A | 0.9293 |
C24—H24 | 0.9307 | C27A—H27A | 0.9310 |
C25—H25 | 0.9302 | C28A—H28A | 0.9295 |
C26—H26 | 0.9297 | C41A—H41D | 0.9610 |
C27—H27 | 0.9298 | C41A—H41E | 0.9592 |
C28—H28 | 0.9301 | C41A—H41F | 0.9591 |
C41—H41C | 0.9602 | C42A—H42D | 0.9613 |
C41—H41B | 0.9602 | C42A—H42E | 0.9592 |
C41—H41A | 0.9597 | C42A—H42F | 0.9599 |
| | | |
O3···O3Ai | 2.749 (4) | H11D···C12 | 3.0714 |
O3···O3Aii | 2.855 (3) | H11D···C1A | 2.5286 |
O3A···O3iii | 2.855 (3) | H11D···H1C | 2.1523 |
O3A···O3iv | 2.749 (4) | H11D···H1D | 2.4466 |
O3···H41C | 2.8872 | H12A···H18C | 2.5166 |
O3···H41B | 2.6491 | H12A···C21 | 2.8237 |
O3···H32Aii | 1.9579 | H12A···H21A | 2.1990 |
O3···H33Ai | 1.8514 | H12B···H11D | 2.5170 |
O3···H41Eii | 2.6525 | H12B···H17 | 2.3504 |
O3···H42C | 2.5934 | H12C···C21A | 2.8848 |
O3A···H41E | 2.5869 | H12C···H18F | 2.5094 |
O3A···H42E | 2.6556 | H12C···H21D | 2.2392 |
O3A···H3Biii | 2.0089 | H12D···H17A | 2.3949 |
O3A···H42Ciii | 2.5964 | H12D···C8A | 3.0829 |
O3A···H3Civ | 1.8055 | H12D···H11B | 2.2954 |
C9···C18 | 3.527 (4) | H15···C7 | 2.7794 |
C9A···C18A | 3.531 (4) | H15···H7A | 2.4686 |
C11···C26Av | 3.564 (6) | H15···H41Axiii | 2.4836 |
C12···C21 | 3.357 (5) | H15A···H16Bviii | 2.5222 |
C12A···C21A | 3.416 (4) | H15A···C7A | 2.7314 |
C18···C9 | 3.527 (4) | H15A···H71A | 2.4095 |
C18···C21 | 3.525 (5) | H16A···C22 | 2.8915 |
C18A···C21A | 3.545 (5) | H16A···H41Fxi | 2.4492 |
C18A···C9A | 3.531 (4) | H16A···H22A | 2.3405 |
C19···C41 | 3.273 (4) | H16A···C41Axi | 2.8687 |
C19A···C42A | 3.263 (4) | H16B···H15Axiv | 2.5222 |
C21···C28 | 3.424 (5) | H16B···C22 | 3.0727 |
C21···C18 | 3.525 (5) | H16B···H20 | 2.5342 |
C21···C12 | 3.357 (5) | H16B···H22A | 2.5325 |
C21A···C12A | 3.416 (4) | H16B···C15Axiv | 3.0574 |
C21A···C18A | 3.545 (5) | H16C···C22A | 2.8524 |
C21A···C24A | 3.448 (5) | H16C···H22C | 2.2727 |
C24A···C21A | 3.448 (5) | H16C···C42xi | 2.8114 |
C26A···C11vi | 3.564 (6) | H16C···H42Axi | 2.5596 |
C28···C21 | 3.424 (5) | H16C···H42Bxi | 2.5488 |
C41···C19 | 3.273 (4) | H16D···C22A | 3.0069 |
C42A···C19A | 3.263 (4) | H16D···H18D | 2.5669 |
C1···H11B | 2.5515 | H16D···H20A | 2.5457 |
C1A···H11D | 2.5286 | H16D···H22C | 2.4417 |
C2···H41C | 2.7834 | H16D···H18Aviii | 2.5102 |
C2···H19C | 2.7789 | H17···H21B | 2.5441 |
C2···H33Ai | 3.0870 | H17···H22B | 2.4591 |
C2A···H19F | 2.7596 | H17···H12B | 2.3504 |
C2A···H42F | 2.7951 | H17A···H22D | 2.5419 |
C3···H32Aii | 3.0564 | H17A···H12D | 2.3949 |
C3···H33Ai | 2.8182 | H17A···H21E | 2.5071 |
C3A···H3Civ | 2.8214 | H18A···C16 | 2.8909 |
C4···H19C | 3.0456 | H18A···H16Dxiv | 2.5102 |
C6···H19B | 2.7953 | H18A···C15 | 3.0083 |
C6···H41A | 2.7419 | H18B···C8 | 2.9490 |
C6···H42A | 2.7927 | H18B···C9 | 3.0507 |
C6A···H41F | 2.7838 | H18B···C11 | 2.7166 |
C6A···H42D | 2.7411 | H18B···H11A | 2.2971 |
C6A···H19E | 2.7341 | H18C···H21A | 2.3299 |
C6A···H19Bvii | 3.0409 | H18C···H20 | 2.5298 |
C7···H15 | 2.7794 | H18C···H12A | 2.5166 |
C7A···H15A | 2.7314 | H18C···C20 | 2.8794 |
C8···H5 | 2.8429 | H18C···C21 | 2.9984 |
C8···H18B | 2.9490 | H18D···C20A | 3.0186 |
C8A···H12D | 3.0829 | H18D···C16A | 2.8791 |
C8A···H5A | 2.8098 | H18D···C15A | 3.0543 |
C8A···H18E | 3.0038 | H18D···H16D | 2.5669 |
C9···H18B | 3.0507 | H18D···H20A | 2.4757 |
C9A···H18E | 3.0560 | H18E···C26vi | 3.0908 |
C11···H18B | 2.7166 | H18E···C11A | 2.7234 |
C11···H1B | 3.0586 | H18E···H11C | 2.2962 |
C11···H19A | 2.7862 | H18E···C8A | 3.0038 |
C11···H1A | 2.7351 | H18E···C9A | 3.0560 |
C11A···H19D | 2.8166 | H18F···H21Cvi | 2.5023 |
C11A···H1D | 3.0102 | H18F···C21A | 3.0331 |
C11A···H1C | 2.7420 | H18F···H12C | 2.5094 |
C11A···H18E | 2.7234 | H18F···C20A | 2.8597 |
C12···H21A | 2.8821 | H18F···H21D | 2.3941 |
C12···H11D | 3.0714 | H18F···H20A | 2.4585 |
C12A···H21D | 2.9245 | H19A···H11A | 2.2942 |
C12A···H11B | 2.9449 | H19A···H1A | 2.4518 |
C13···H21A | 2.8767 | H19A···C11 | 2.7862 |
C13A···H21D | 2.9171 | H19B···H61Axii | 2.3156 |
C14A···H24viii | 2.9897 | H19B···C6 | 2.7953 |
C15···H7A | 2.8204 | H19B···H6B | 2.2100 |
C15···H18A | 3.0083 | H19B···C6Axii | 3.0409 |
C15···H7B | 3.0034 | H19C···C2 | 2.7789 |
C15A···H24viii | 3.0531 | H19C···C4 | 3.0456 |
C15A···H16Bviii | 3.0574 | H19C···C41 | 2.6870 |
C15A···H72A | 2.9947 | H19C···H2A | 2.2269 |
C15A···H71A | 2.7807 | H19C···H41C | 2.0410 |
C15A···H18D | 3.0543 | H19D···C11A | 2.8166 |
C16···H18A | 2.8909 | H19D···H1C | 2.5113 |
C16···H22A | 2.5946 | H19D···H11C | 2.3653 |
C16A···H22C | 2.5183 | H19E···C6A | 2.7341 |
C16A···H18D | 2.8791 | H19E···H61A | 2.1118 |
C18···H21A | 2.9881 | H19F···C42A | 2.7506 |
C18···H20 | 2.7894 | H19F···H2C | 2.2063 |
C18···H11A | 2.8298 | H19F···C2A | 2.7596 |
C18A···H11C | 2.8121 | H19F···H42F | 2.0729 |
C18A···H21D | 3.0426 | H20···C18 | 2.7894 |
C18A···H20A | 2.6880 | H20···C24 | 3.0751 |
C19···H41C | 2.8213 | H20···H18C | 2.5298 |
C19···H2A | 2.8216 | H20···H16B | 2.5342 |
C19···H11A | 2.8753 | H20A···C28A | 3.0652 |
C19···H6B | 2.7695 | H20A···C18A | 2.6880 |
C19A···H11C | 2.9871 | H20A···H18D | 2.4757 |
C19A···H2C | 2.8391 | H20A···H18F | 2.4585 |
C19A···H61A | 2.7243 | H20A···H16D | 2.5457 |
C19A···H42F | 2.7933 | H21A···C12 | 2.8821 |
C20···H18C | 2.8794 | H21A···C13 | 2.8767 |
C20A···H18D | 3.0186 | H21A···H18C | 2.3299 |
C20A···H18F | 2.8597 | H21A···C18 | 2.9881 |
C21···H12A | 2.8237 | H21A···H12A | 2.1990 |
C21···H18C | 2.9984 | H21B···H17 | 2.5441 |
C21A···H12C | 2.8848 | H21B···H22B | 2.5873 |
C21A···H18F | 3.0331 | H21C···C28 | 2.8608 |
C22···H16A | 2.8915 | H21C···C23 | 2.6418 |
C22···H16B | 3.0727 | H21C···H18Fv | 2.5023 |
C22A···H16C | 2.8524 | H21D···C12A | 2.9245 |
C22A···H16D | 3.0069 | H21D···C13A | 2.9171 |
C23···H21C | 2.6418 | H21D···H12C | 2.2392 |
C23A···H21F | 2.6869 | H21D···H18F | 2.3941 |
C24···H20 | 3.0751 | H21D···C18A | 3.0426 |
C24A···H21F | 2.8528 | H21D···H25Av | 2.5032 |
C24A···H2Ci | 2.9618 | H21E···H17A | 2.5071 |
C26···H26Aix | 2.9877 | H21E···H1A | 2.5670 |
C26···H18Ev | 3.0908 | H21E···H22D | 2.5873 |
C26A···H26x | 3.0858 | H21F···C24A | 2.8528 |
C26A···H11Avi | 2.7708 | H21F···C23A | 2.6869 |
C27···H26Aix | 3.0441 | H22A···C16 | 2.5946 |
C27A···H11Avi | 3.0978 | H22A···H24 | 2.5283 |
C28···H21C | 2.8608 | H22A···H16A | 2.3405 |
C28···H2Aiv | 3.0173 | H22A···H16B | 2.5325 |
C28A···H20A | 3.0652 | H22B···H28 | 2.4086 |
C41···H6B | 2.9847 | H22B···H17 | 2.4591 |
C41···H3B | 2.9511 | H22B···H21B | 2.5873 |
C41···H19C | 2.6870 | H22C···C16A | 2.5183 |
C41···H2A | 2.8743 | H22C···H28A | 2.4931 |
C41A···H32A | 2.6052 | H22C···H16C | 2.2727 |
C41A···H62A | 2.5843 | H22C···H16D | 2.4417 |
C41A···H16Axi | 2.8687 | H22D···H24A | 2.4207 |
C42···H6A | 2.5729 | H22D···H17A | 2.5419 |
C42···H3B | 2.5046 | H22D···H21E | 2.5873 |
C42···H16Cxi | 2.8114 | H24···H22A | 2.5283 |
C42A···H19F | 2.7506 | H24···C14Axiv | 2.9897 |
C42A···H61A | 3.0029 | H24···C15Axiv | 3.0531 |
C42A···H2C | 2.8668 | H24···H71Axiv | 2.5488 |
H1A···C11 | 2.7351 | H24A···H22D | 2.4207 |
H1A···H11B | 2.1480 | H24A···H28i | 2.3224 |
H1A···H19A | 2.4518 | H25A···H21Dvi | 2.5032 |
H1A···H21E | 2.5670 | H26···C26Aix | 3.0858 |
H1B···C11 | 3.0586 | H26A···H11Avi | 2.4963 |
H1B···H3 | 2.5640 | H26A···C26x | 2.9877 |
H1B···H11B | 2.5131 | H26A···C27x | 3.0441 |
H1B···H5 | 2.5100 | H28···H22B | 2.4086 |
H1C···H19D | 2.5113 | H28···H24Aiv | 2.3224 |
H1C···H11D | 2.1523 | H28A···H22C | 2.4931 |
H1C···C11A | 2.7420 | H32A···H41E | 1.9727 |
H1D···C11A | 3.0102 | H32A···O3iii | 1.9579 |
H1D···H11D | 2.4466 | H32A···C41A | 2.6052 |
H1D···H3A | 2.5729 | H32A···H3Civ | 2.0879 |
H1D···H5A | 2.5011 | H32A···C3iii | 3.0564 |
H2A···C19 | 2.8216 | H32A···H42Ciii | 2.3028 |
H2A···C28i | 3.0173 | H33A···H3Biv | 2.4290 |
H2A···C41 | 2.8743 | H33A···O3iv | 1.8514 |
H2A···H19C | 2.2269 | H33A···C2iv | 3.0870 |
H2A···H41C | 2.2328 | H33A···C3iv | 2.8182 |
H2B···H3C | 2.3970 | H33A···H2D | 2.2888 |
H2C···C19A | 2.8391 | H33A···H3Civ | 0.9579 |
H2C···C24Aiv | 2.9618 | H41A···C6 | 2.7419 |
H2C···C42A | 2.8668 | H41A···H42A | 2.5666 |
H2C···H19F | 2.2063 | H41A···H15xv | 2.4836 |
H2C···H42F | 2.2382 | H41A···H6B | 2.3734 |
H2D···H33A | 2.2888 | H41B···H3B | 2.5721 |
H3···H5 | 2.4862 | H41B···H42C | 2.4536 |
H3···H42B | 2.4641 | H41B···H41Eii | 2.4832 |
H3···H1B | 2.5640 | H41B···O3 | 2.6491 |
H3A···H1D | 2.5729 | H41C···C2 | 2.7834 |
H3A···H5A | 2.4648 | H41C···C19 | 2.8213 |
H3A···H41D | 2.4461 | H41C···O3 | 2.8872 |
H3B···C41 | 2.9511 | H41C···H19C | 2.0410 |
H3B···H33Ai | 2.4290 | H41C···H2A | 2.2328 |
H3B···H41B | 2.5721 | H41D···H3A | 2.4461 |
H3B···C42 | 2.5046 | H41D···H5A | 2.2738 |
H3B···H41Eii | 2.2864 | H41E···H32A | 1.9727 |
H3B···O3Aii | 2.0089 | H41E···O3A | 2.5869 |
H3B···H42C | 1.8710 | H41E···H3Biii | 2.2864 |
H3C···H2B | 2.3970 | H41E···H42E | 2.4685 |
H3C···C3Ai | 2.8214 | H41E···O3iii | 2.6525 |
H3C···O3Ai | 1.8055 | H41E···H41Biii | 2.4832 |
H3C···H32Ai | 2.0879 | H41F···H42D | 2.5656 |
H3C···H33Ai | 0.9579 | H41F···H62A | 2.1055 |
H5···C8 | 2.8429 | H41F···H6Bvii | 2.5519 |
H5···H7B | 2.5240 | H41F···H16Axi | 2.4492 |
H5···H1B | 2.5100 | H41F···C6A | 2.7838 |
H5···H3 | 2.4862 | H42A···C6 | 2.7927 |
H5···H42B | 2.2529 | H42A···H16Cxi | 2.5596 |
H5A···C8A | 2.8098 | H42A···H6A | 2.1219 |
H5A···H1D | 2.5011 | H42A···H41A | 2.5666 |
H5A···H3A | 2.4648 | H42B···H3 | 2.4641 |
H5A···H41D | 2.2738 | H42B···H5 | 2.2529 |
H5A···H72A | 2.4918 | H42B···H16Cxi | 2.5488 |
H6A···H42A | 2.1219 | H42C···H42Eii | 2.4558 |
H6A···C42 | 2.5729 | H42C···O3 | 2.5934 |
H6B···C19 | 2.7695 | H42C···H3B | 1.8710 |
H6B···H62Axii | 2.4064 | H42C···H41B | 2.4536 |
H6B···H19B | 2.2100 | H42C···O3Aii | 2.5964 |
H6B···H41A | 2.3734 | H42C···H32Aii | 2.3028 |
H6B···C41 | 2.9847 | H42D···C6A | 2.7411 |
H6B···H41Fxii | 2.5519 | H42D···H41F | 2.5656 |
H7A···H15 | 2.4686 | H42D···H61A | 2.4029 |
H7A···C15 | 2.8204 | H42E···O3A | 2.6556 |
H7B···C15 | 3.0034 | H42E···H41E | 2.4685 |
H7B···H5 | 2.5240 | H42E···H42Ciii | 2.4558 |
H7B···H72Axi | 2.4208 | H42F···C2A | 2.7951 |
H11A···C26Av | 2.7708 | H42F···C19A | 2.7933 |
H11A···H18B | 2.2971 | H42F···H2C | 2.2382 |
H11A···H19A | 2.2942 | H42F···H19F | 2.0729 |
H11A···C18 | 2.8298 | H61A···C19A | 2.7243 |
H11A···C19 | 2.8753 | H61A···C42A | 3.0029 |
H11A···C27Av | 3.0978 | H61A···H19E | 2.1118 |
H11A···H26Av | 2.4963 | H61A···H42D | 2.4029 |
H11B···C1 | 2.5515 | H61A···H19Bvii | 2.3156 |
H11B···H12D | 2.2954 | H62A···C41A | 2.5843 |
H11B···H1B | 2.5131 | H62A···H41F | 2.1055 |
H11B···C12A | 2.9449 | H62A···H6Bvii | 2.4064 |
H11B···H1A | 2.1480 | H71A···C15A | 2.7807 |
H11C···H18E | 2.2962 | H71A···H15A | 2.4095 |
H11C···C19A | 2.9871 | H71A···H24viii | 2.5488 |
H11C···C18A | 2.8121 | H72A···C15A | 2.9947 |
H11C···H19D | 2.3653 | H72A···H5A | 2.4918 |
H11D···H12B | 2.5170 | H72A···H7Bxi | 2.4208 |
| | | |
C3—O3—H3B | 102.97 | C4—C42—H42C | 109.40 |
C3—O3—H3C | 107.77 | C4—C42—H42A | 109.48 |
H3B—O3—H3C | 109.49 | C4—C42—H42B | 109.44 |
H32A—O3A—H33A | 109.48 | C2A—C1A—C10A | 112.8 (3) |
C3A—O3A—H32A | 108.26 | C1A—C2A—C3A | 111.8 (2) |
C3A—O3A—H33A | 103.57 | O3A—C3A—C2A | 108.8 (2) |
C2—C1—C10 | 112.9 (3) | O3A—C3A—C4A | 110.3 (3) |
C1—C2—C3 | 111.5 (2) | C2A—C3A—C4A | 112.2 (2) |
O3—C3—C4 | 110.7 (2) | C3A—C4A—C41A | 107.3 (2) |
O3—C3—C2 | 108.1 (2) | C5A—C4A—C42A | 114.3 (2) |
C2—C3—C4 | 112.5 (3) | C3A—C4A—C42A | 111.6 (2) |
C5—C4—C41 | 114.4 (3) | C5A—C4A—C41A | 108.0 (2) |
C5—C4—C42 | 108.2 (2) | C3A—C4A—C5A | 107.4 (2) |
C3—C4—C42 | 107.2 (3) | C41A—C4A—C42A | 108.0 (3) |
C3—C4—C41 | 110.8 (2) | C6A—C5A—C10A | 109.6 (2) |
C41—C4—C42 | 108.0 (2) | C4A—C5A—C10A | 117.7 (2) |
C3—C4—C5 | 107.9 (2) | C4A—C5A—C6A | 114.2 (3) |
C6—C5—C10 | 110.8 (2) | C5A—C6A—C7A | 110.0 (3) |
C4—C5—C10 | 117.8 (2) | C6A—C7A—C8A | 113.2 (3) |
C4—C5—C6 | 114.5 (2) | C7A—C8A—C9A | 123.4 (2) |
C5—C6—C7 | 110.9 (3) | C7A—C8A—C14A | 115.6 (3) |
C6—C7—C8 | 114.0 (2) | C9A—C8A—C14A | 121.0 (3) |
C7—C8—C9 | 123.0 (3) | C10A—C9A—C11A | 117.3 (2) |
C9—C8—C14 | 119.8 (3) | C8A—C9A—C10A | 122.2 (3) |
C7—C8—C14 | 116.8 (2) | C8A—C9A—C11A | 120.3 (2) |
C10—C9—C11 | 116.8 (2) | C1A—C10A—C5A | 107.2 (2) |
C8—C9—C11 | 120.2 (2) | C1A—C10A—C9A | 111.7 (3) |
C8—C9—C10 | 121.7 (3) | C1A—C10A—C19A | 109.1 (2) |
C1—C10—C19 | 108.7 (2) | C9A—C10A—C19A | 106.0 (2) |
C9—C10—C19 | 106.4 (2) | C5A—C10A—C19A | 114.7 (3) |
C1—C10—C9 | 111.4 (2) | C5A—C10A—C9A | 108.4 (2) |
C1—C10—C5 | 107.7 (2) | C9A—C11A—C12A | 114.4 (2) |
C5—C10—C19 | 114.0 (2) | C11A—C12A—C13A | 111.8 (3) |
C5—C10—C9 | 108.7 (2) | C12A—C13A—C14A | 106.9 (2) |
C9—C11—C12 | 115.6 (2) | C12A—C13A—C17A | 115.9 (3) |
C11—C12—C13 | 111.7 (3) | C12A—C13A—C18A | 110.8 (2) |
C12—C13—C18 | 110.8 (2) | C14A—C13A—C17A | 101.4 (2) |
C14—C13—C17 | 101.4 (2) | C14A—C13A—C18A | 109.2 (3) |
C12—C13—C17 | 115.2 (3) | C17A—C13A—C18A | 111.9 (2) |
C17—C13—C18 | 112.7 (2) | C8A—C14A—C15A | 128.2 (3) |
C12—C13—C14 | 107.6 (2) | C8A—C14A—C13A | 120.9 (2) |
C14—C13—C18 | 108.5 (3) | C13A—C14A—C15A | 110.9 (2) |
C13—C14—C15 | 110.7 (2) | C14A—C15A—C16A | 112.0 (3) |
C8—C14—C13 | 120.4 (2) | C15A—C16A—C17A | 102.4 (2) |
C8—C14—C15 | 128.4 (3) | C16A—C17A—C20A | 113.4 (3) |
C14—C15—C16 | 111.1 (3) | C13A—C17A—C16A | 103.2 (2) |
C15—C16—C17 | 103.5 (2) | C13A—C17A—C20A | 118.8 (2) |
C13—C17—C20 | 119.5 (2) | C17A—C20A—C22A | 109.6 (2) |
C16—C17—C20 | 114.3 (3) | C17A—C20A—C21A | 112.7 (3) |
C13—C17—C16 | 103.5 (2) | C21A—C20A—C22A | 110.6 (3) |
C21—C20—C22 | 110.6 (3) | C20A—C22A—C23A | 114.6 (2) |
C17—C20—C22 | 109.3 (2) | C22A—C23A—C24A | 122.1 (4) |
C17—C20—C21 | 113.2 (3) | C22A—C23A—C28A | 120.0 (3) |
C20—C22—C23 | 114.7 (2) | C24A—C23A—C28A | 117.8 (3) |
C22—C23—C24 | 120.5 (3) | C23A—C24A—C25A | 119.7 (5) |
C24—C23—C28 | 117.9 (3) | C24A—C25A—C26A | 123.1 (8) |
C22—C23—C28 | 121.6 (3) | C25A—C26A—C27A | 119.8 (6) |
C23—C24—C25 | 121.1 (3) | C26A—C27A—C28A | 120.1 (8) |
C24—C25—C26 | 120.3 (4) | C23A—C28A—C27A | 119.4 (6) |
C25—C26—C27 | 119.4 (3) | C2A—C1A—H1C | 108.99 |
C26—C27—C28 | 120.1 (4) | C2A—C1A—H1D | 109.03 |
C23—C28—C27 | 121.2 (4) | C10A—C1A—H1C | 108.98 |
C2—C1—H1A | 108.99 | C10A—C1A—H1D | 109.02 |
H1A—C1—H1B | 107.78 | H1C—C1A—H1D | 107.90 |
C2—C1—H1B | 108.94 | C1A—C2A—H2C | 109.24 |
C10—C1—H1A | 109.06 | C1A—C2A—H2D | 109.23 |
C10—C1—H1B | 109.07 | C3A—C2A—H2C | 109.26 |
C1—C2—H2A | 109.32 | C3A—C2A—H2D | 109.27 |
C1—C2—H2B | 109.24 | H2C—C2A—H2D | 107.95 |
C3—C2—H2A | 109.30 | O3A—C3A—H3A | 108.46 |
H2A—C2—H2B | 108.06 | C2A—C3A—H3A | 108.54 |
C3—C2—H2B | 109.31 | C4A—C3A—H3A | 108.47 |
C4—C3—H3 | 108.47 | C4A—C5A—H5A | 104.63 |
C2—C3—H3 | 108.51 | C6A—C5A—H5A | 104.66 |
O3—C3—H3 | 108.51 | C10A—C5A—H5A | 104.58 |
C4—C5—H5 | 103.98 | C5A—C6A—H61A | 109.63 |
C6—C5—H5 | 103.88 | C5A—C6A—H62A | 109.54 |
C10—C5—H5 | 103.97 | C7A—C6A—H61A | 109.78 |
C7—C6—H6B | 109.53 | C7A—C6A—H62A | 109.67 |
H6A—C6—H6B | 107.97 | H61A—C6A—H62A | 108.22 |
C5—C6—H6B | 109.43 | C6A—C7A—H71A | 108.90 |
C7—C6—H6A | 109.52 | C6A—C7A—H72A | 108.89 |
C5—C6—H6A | 109.49 | C8A—C7A—H71A | 108.98 |
C6—C7—H7A | 108.73 | C8A—C7A—H72A | 108.88 |
C6—C7—H7B | 108.69 | H71A—C7A—H72A | 107.83 |
H7A—C7—H7B | 107.64 | C9A—C11A—H11C | 108.68 |
C8—C7—H7B | 108.82 | C9A—C11A—H11D | 108.67 |
C8—C7—H7A | 108.77 | C12A—C11A—H11C | 108.70 |
C12—C11—H11B | 108.39 | C12A—C11A—H11D | 108.70 |
H11A—C11—H11B | 107.48 | H11C—C11A—H11D | 107.51 |
C12—C11—H11A | 108.40 | C11A—C12A—H12C | 109.24 |
C9—C11—H11B | 108.35 | C11A—C12A—H12D | 109.24 |
C9—C11—H11A | 108.34 | C13A—C12A—H12C | 109.30 |
C11—C12—H12A | 109.31 | C13A—C12A—H12D | 109.21 |
C11—C12—H12B | 109.30 | H12C—C12A—H12D | 107.93 |
C13—C12—H12A | 109.25 | C14A—C15A—H15A | 124.04 |
C13—C12—H12B | 109.26 | C16A—C15A—H15A | 124.01 |
H12A—C12—H12B | 107.90 | C15A—C16A—H16C | 111.25 |
C16—C15—H15 | 124.48 | C15A—C16A—H16D | 111.26 |
C14—C15—H15 | 124.42 | C17A—C16A—H16C | 111.34 |
C15—C16—H16A | 111.09 | C17A—C16A—H16D | 111.25 |
C15—C16—H16B | 111.04 | H16C—C16A—H16D | 109.20 |
C17—C16—H16A | 111.03 | C13A—C17A—H17A | 106.94 |
H16A—C16—H16B | 109.00 | C16A—C17A—H17A | 106.88 |
C17—C16—H16B | 111.12 | C20A—C17A—H17A | 106.92 |
C20—C17—H17 | 106.21 | C13A—C18A—H18D | 109.49 |
C16—C17—H17 | 106.25 | C13A—C18A—H18E | 109.44 |
C13—C17—H17 | 106.20 | C13A—C18A—H18F | 109.47 |
C13—C18—H18A | 109.47 | H18D—C18A—H18E | 109.49 |
C13—C18—H18B | 109.45 | H18D—C18A—H18F | 109.43 |
C13—C18—H18C | 109.51 | H18E—C18A—H18F | 109.50 |
H18B—C18—H18C | 109.45 | C10A—C19A—H19D | 109.48 |
H18A—C18—H18B | 109.53 | C10A—C19A—H19E | 109.49 |
H18A—C18—H18C | 109.41 | C10A—C19A—H19F | 109.43 |
C10—C19—H19A | 109.53 | H19D—C19A—H19E | 109.53 |
C10—C19—H19B | 109.51 | H19D—C19A—H19F | 109.51 |
C10—C19—H19C | 109.46 | H19E—C19A—H19F | 109.38 |
H19A—C19—H19B | 109.45 | C17A—C20A—H20A | 107.90 |
H19B—C19—H19C | 109.41 | C21A—C20A—H20A | 107.95 |
H19A—C19—H19C | 109.46 | C22A—C20A—H20A | 107.94 |
C22—C20—H20 | 107.85 | C20A—C21A—H21D | 109.45 |
C17—C20—H20 | 107.92 | C20A—C21A—H21E | 109.42 |
C21—C20—H20 | 107.87 | C20A—C21A—H21F | 109.38 |
C20—C21—H21A | 109.39 | H21D—C21A—H21E | 109.54 |
C20—C21—H21B | 109.42 | H21D—C21A—H21F | 109.50 |
C20—C21—H21C | 109.53 | H21E—C21A—H21F | 109.53 |
H21A—C21—H21B | 109.55 | C20A—C22A—H22C | 108.63 |
H21A—C21—H21C | 109.48 | C20A—C22A—H22D | 108.66 |
H21B—C21—H21C | 109.46 | C23A—C22A—H22C | 108.59 |
C20—C22—H22B | 108.47 | C23A—C22A—H22D | 108.59 |
H22A—C22—H22B | 107.64 | H22C—C22A—H22D | 107.56 |
C23—C22—H22A | 108.58 | C23A—C24A—H24A | 120.14 |
C23—C22—H22B | 108.60 | C25A—C24A—H24A | 120.14 |
C20—C22—H22A | 108.59 | C24A—C25A—H25A | 118.48 |
C25—C24—H24 | 119.49 | C26A—C25A—H25A | 118.41 |
C23—C24—H24 | 119.44 | C25A—C26A—H26A | 120.02 |
C24—C25—H25 | 119.81 | C27A—C26A—H26A | 120.18 |
C26—C25—H25 | 119.85 | C26A—C27A—H27A | 119.97 |
C25—C26—H26 | 120.21 | C28A—C27A—H27A | 119.93 |
C27—C26—H26 | 120.37 | C23A—C28A—H28A | 120.30 |
C26—C27—H27 | 119.96 | C27A—C28A—H28A | 120.35 |
C28—C27—H27 | 119.98 | C4A—C41A—H41D | 109.42 |
C23—C28—H28 | 119.37 | C4A—C41A—H41E | 109.53 |
C27—C28—H28 | 119.45 | C4A—C41A—H41F | 109.46 |
C4—C41—H41B | 109.42 | H41D—C41A—H41E | 109.47 |
H41A—C41—H41C | 109.46 | H41D—C41A—H41F | 109.46 |
C4—C41—H41C | 109.46 | H41E—C41A—H41F | 109.49 |
H41A—C41—H41B | 109.54 | C4A—C42A—H42D | 109.47 |
C4—C41—H41A | 109.53 | C4A—C42A—H42E | 109.50 |
H41B—C41—H41C | 109.42 | C4A—C42A—H42F | 109.47 |
H42A—C42—H42B | 109.54 | H42D—C42A—H42E | 109.42 |
H42A—C42—H42C | 109.55 | H42D—C42A—H42F | 109.44 |
H42B—C42—H42C | 109.42 | H42E—C42A—H42F | 109.53 |
| | | |
C10—C1—C2—C3 | −58.2 (3) | C2A—C1A—C10A—C19A | −72.5 (3) |
C2—C1—C10—C9 | 171.4 (2) | C10A—C1A—C2A—C3A | −57.9 (3) |
C2—C1—C10—C19 | −71.7 (3) | C2A—C1A—C10A—C5A | 52.2 (3) |
C2—C1—C10—C5 | 52.2 (3) | C2A—C1A—C10A—C9A | 170.7 (2) |
C1—C2—C3—O3 | −179.3 (3) | C1A—C2A—C3A—C4A | 58.4 (3) |
C1—C2—C3—C4 | 58.2 (3) | C1A—C2A—C3A—O3A | −179.3 (3) |
C2—C3—C4—C42 | −169.0 (2) | C2A—C3A—C4A—C42A | 72.5 (3) |
O3—C3—C4—C41 | −47.7 (3) | C2A—C3A—C4A—C41A | −169.4 (2) |
C2—C3—C4—C41 | 73.3 (3) | O3A—C3A—C4A—C5A | −175.0 (2) |
O3—C3—C4—C5 | −173.7 (2) | O3A—C3A—C4A—C41A | 69.1 (3) |
O3—C3—C4—C42 | 70.0 (3) | O3A—C3A—C4A—C42A | −49.0 (3) |
C2—C3—C4—C5 | −52.7 (3) | C2A—C3A—C4A—C5A | −53.5 (3) |
C3—C4—C5—C6 | −175.5 (2) | C41A—C4A—C5A—C6A | −60.6 (3) |
C41—C4—C5—C10 | −72.2 (4) | C3A—C4A—C5A—C6A | −176.0 (2) |
C42—C4—C5—C6 | −59.8 (4) | C3A—C4A—C5A—C10A | 53.4 (3) |
C42—C4—C5—C10 | 167.3 (3) | C42A—C4A—C5A—C10A | −71.0 (4) |
C41—C4—C5—C6 | 60.8 (3) | C41A—C4A—C5A—C10A | 168.7 (3) |
C3—C4—C5—C10 | 51.6 (3) | C42A—C4A—C5A—C6A | 59.6 (3) |
C10—C5—C6—C7 | −62.1 (3) | C4A—C5A—C6A—C7A | 160.1 (2) |
C4—C5—C6—C7 | 161.7 (2) | C6A—C5A—C10A—C19A | −64.0 (3) |
C6—C5—C10—C19 | −65.2 (3) | C6A—C5A—C10A—C9A | 54.1 (3) |
C6—C5—C10—C9 | 53.3 (3) | C4A—C5A—C10A—C1A | −52.5 (3) |
C4—C5—C10—C1 | −51.3 (3) | C4A—C5A—C10A—C9A | −173.1 (3) |
C4—C5—C10—C9 | −172.1 (3) | C10A—C5A—C6A—C7A | −65.4 (3) |
C4—C5—C10—C19 | 69.4 (4) | C6A—C5A—C10A—C1A | 174.8 (2) |
C6—C5—C10—C1 | 174.1 (2) | C4A—C5A—C10A—C19A | 68.7 (4) |
C5—C6—C7—C8 | 42.3 (4) | C5A—C6A—C7A—C8A | 43.8 (4) |
C6—C7—C8—C14 | 170.3 (3) | C6A—C7A—C8A—C14A | 167.9 (3) |
C6—C7—C8—C9 | −17.1 (5) | C6A—C7A—C8A—C9A | −14.9 (4) |
C7—C8—C9—C10 | 10.9 (5) | C9A—C8A—C14A—C13A | 12.9 (4) |
C7—C8—C14—C15 | 4.9 (6) | C7A—C8A—C9A—C10A | 6.2 (5) |
C9—C8—C14—C13 | 21.0 (5) | C7A—C8A—C9A—C11A | −179.2 (3) |
C9—C8—C14—C15 | −168.0 (4) | C14A—C8A—C9A—C10A | −176.7 (3) |
C7—C8—C9—C11 | 177.6 (3) | C14A—C8A—C9A—C11A | −2.1 (4) |
C14—C8—C9—C10 | −176.7 (3) | C7A—C8A—C14A—C13A | −169.8 (3) |
C14—C8—C9—C11 | −10.0 (5) | C7A—C8A—C14A—C15A | 7.6 (5) |
C7—C8—C14—C13 | −166.2 (3) | C9A—C8A—C14A—C15A | −169.7 (3) |
C11—C9—C10—C19 | −72.2 (4) | C11A—C9A—C10A—C19A | −76.8 (3) |
C8—C9—C11—C12 | 23.7 (5) | C8A—C9A—C11A—C12A | 20.4 (4) |
C10—C9—C11—C12 | −168.9 (3) | C8A—C9A—C10A—C1A | −143.4 (3) |
C8—C9—C10—C1 | −146.7 (3) | C8A—C9A—C10A—C5A | −25.6 (4) |
C8—C9—C10—C5 | −28.2 (4) | C8A—C9A—C10A—C19A | 97.9 (3) |
C8—C9—C10—C19 | 95.0 (3) | C11A—C9A—C10A—C1A | 41.8 (3) |
C11—C9—C10—C1 | 46.1 (4) | C11A—C9A—C10A—C5A | 159.7 (3) |
C11—C9—C10—C5 | 164.6 (3) | C10A—C9A—C11A—C12A | −164.7 (3) |
C9—C11—C12—C13 | −46.8 (4) | C9A—C11A—C12A—C13A | −48.4 (3) |
C11—C12—C13—C18 | −64.8 (3) | C11A—C12A—C13A—C14A | 55.1 (3) |
C11—C12—C13—C14 | 53.6 (3) | C11A—C12A—C13A—C17A | 167.3 (2) |
C11—C12—C13—C17 | 165.9 (2) | C11A—C12A—C13A—C18A | −63.8 (3) |
C14—C13—C17—C20 | −158.8 (3) | C12A—C13A—C14A—C15A | 143.3 (3) |
C18—C13—C17—C16 | 85.4 (3) | C12A—C13A—C14A—C8A | −38.9 (4) |
C18—C13—C17—C20 | −43.0 (4) | C14A—C13A—C17A—C16A | −30.4 (3) |
C14—C13—C17—C16 | −30.4 (3) | C14A—C13A—C17A—C20A | −156.8 (3) |
C12—C13—C14—C8 | −42.4 (4) | C18A—C13A—C17A—C16A | 85.9 (3) |
C12—C13—C14—C15 | 145.1 (3) | C18A—C13A—C17A—C20A | −40.5 (4) |
C17—C13—C14—C8 | −163.7 (3) | C17A—C13A—C14A—C15A | 21.4 (3) |
C17—C13—C14—C15 | 23.8 (4) | C18A—C13A—C14A—C8A | 81.0 (3) |
C18—C13—C14—C8 | 77.4 (4) | C18A—C13A—C14A—C15A | −96.8 (3) |
C18—C13—C14—C15 | −95.1 (3) | C12A—C13A—C17A—C16A | −145.7 (2) |
C12—C13—C17—C16 | −146.2 (3) | C12A—C13A—C17A—C20A | 87.8 (3) |
C12—C13—C17—C20 | 85.4 (4) | C17A—C13A—C14A—C8A | −160.8 (3) |
C8—C14—C15—C16 | −178.4 (3) | C13A—C14A—C15A—C16A | −2.8 (4) |
C13—C14—C15—C16 | −6.7 (4) | C8A—C14A—C15A—C16A | 179.5 (3) |
C14—C15—C16—C17 | −13.6 (4) | C14A—C15A—C16A—C17A | −17.2 (4) |
C15—C16—C17—C20 | 158.9 (3) | C15A—C16A—C17A—C20A | 159.0 (2) |
C15—C16—C17—C13 | 27.3 (3) | C15A—C16A—C17A—C13A | 29.1 (3) |
C13—C17—C20—C21 | −56.9 (4) | C13A—C17A—C20A—C21A | −62.0 (4) |
C13—C17—C20—C22 | 179.4 (3) | C16A—C17A—C20A—C21A | 176.5 (2) |
C16—C17—C20—C21 | 179.8 (3) | C16A—C17A—C20A—C22A | 52.9 (4) |
C16—C17—C20—C22 | 56.1 (4) | C13A—C17A—C20A—C22A | 174.3 (3) |
C17—C20—C22—C23 | −177.7 (3) | C21A—C20A—C22A—C23A | 61.3 (4) |
C21—C20—C22—C23 | 57.1 (4) | C17A—C20A—C22A—C23A | −173.9 (3) |
C20—C22—C23—C24 | 79.2 (4) | C20A—C22A—C23A—C24A | −100.3 (4) |
C20—C22—C23—C28 | −100.8 (4) | C20A—C22A—C23A—C28A | 82.0 (4) |
C28—C23—C24—C25 | −0.2 (4) | C22A—C23A—C24A—C25A | −179.4 (4) |
C22—C23—C24—C25 | 179.9 (3) | C24A—C23A—C28A—C27A | 1.3 (5) |
C22—C23—C28—C27 | 179.4 (3) | C28A—C23A—C24A—C25A | −1.7 (6) |
C24—C23—C28—C27 | −0.5 (4) | C22A—C23A—C28A—C27A | 179.1 (4) |
C23—C24—C25—C26 | 0.9 (4) | C23A—C24A—C25A—C26A | 2.8 (9) |
C24—C25—C26—C27 | −0.8 (4) | C24A—C25A—C26A—C27A | −3.4 (10) |
C25—C26—C27—C28 | 0.1 (4) | C25A—C26A—C27A—C28A | 2.9 (9) |
C26—C27—C28—C23 | 0.6 (4) | C26A—C27A—C28A—C23A | −1.9 (7) |
Symmetry codes: (i) x, y−1, z; (ii) −x, y−1, −z; (iii) −x, y+1, −z; (iv) x, y+1, z; (v) −x+1/2, y+1/2, −z+1; (vi) −x+1/2, y−1/2, −z+1; (vii) x−1/2, y+1/2, z; (viii) x−1/2, y−1/2, z; (ix) −x+1/2, y+3/2, −z+1; (x) −x+1/2, y−3/2, −z+1; (xi) −x, y, −z; (xii) x+1/2, y−1/2, z; (xiii) −x+1/2, y+1/2, −z; (xiv) x+1/2, y+1/2, z; (xv) −x+1/2, y−1/2, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3B···O3Aii | 0.96 | 2.01 | 2.855 (3) | 146 |
O3—H3C···O3Ai | 0.96 | 1.81 | 2.749 (4) | 167 |
O3A—H32A···O3iii | 0.96 | 1.96 | 2.855 (3) | 155 |
O3A—H33A···O3iv | 0.96 | 1.85 | 2.749 (4) | 154 |
C41A—H41E···O3A | 0.96 | 2.59 | 2.971 (4) | 104 |
C42—H42C···O3 | 0.96 | 2.59 | 2.988 (4) | 105 |
C42—H42C···O3Aii | 0.96 | 2.60 | 3.527 (4) | 163 |
Symmetry codes: (i) x, y−1, z; (ii) −x, y−1, −z; (iii) −x, y+1, −z; (iv) x, y+1, z. |
(IV) 4,4-dimethyl-22-oxa-5
α,20
β-cholesta-8,14,24-trien-3
β-ol
top
Crystal data top
C28H44O2 | Cell parameters were determined by rotating the crystal simultaneously
over phi and chi angles, from which accurate phi angles could be
determined (Duisenberg et al. (2000), J. Appl. Cryst., 33, 893-898). |
Mr = 412.63 | Dx = 1.079 Mg m−3 |
Hexagonal, P62 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 62 | Cell parameters from 45 reflections |
a = 24.661 (10) Å | θ = 3.8–11.5° |
c = 7.232 (10) Å | µ = 0.07 mm−1 |
V = 3809 (6) Å3 | T = 150 K |
Z = 6 | Block, colourless |
F(000) = 1368 | 0.6 × 0.2 × 0.2 mm |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 2161 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.045 |
Graphite monochromator | θmax = 24.8°, θmin = 1.7° |
Detector resolution: 18.4 pixels mm-1 | h = −28→18 |
ϕ and ω scans | k = −28→28 |
13233 measured reflections | l = −8→6 |
2343 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.075 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.001P)2 + 8.0P] where P = (Fo2 + 2Fc2)/3 |
2343 reflections | (Δ/σ)max < 0.001 |
275 parameters | Δρmax = 0.52 e Å−3 |
5 restraints | Δρmin = −0.36 e Å−3 |
Crystal data top
C28H44O2 | Z = 6 |
Mr = 412.63 | Mo Kα radiation |
Hexagonal, P62 | µ = 0.07 mm−1 |
a = 24.661 (10) Å | T = 150 K |
c = 7.232 (10) Å | 0.6 × 0.2 × 0.2 mm |
V = 3809 (6) Å3 | |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 2161 reflections with I > 2σ(I) |
13233 measured reflections | Rint = 0.045 |
2343 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.075 | 5 restraints |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.05 | Δρmax = 0.52 e Å−3 |
2343 reflections | Δρmin = −0.36 e Å−3 |
275 parameters | |
Special details top
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 F2 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 F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
etc. and is not relevant to the choice of reflections for
refinement. R-factors based on F2 are statistically about
twice as large as those based on F, and R-factors based on ALL
data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O3 | 0.31323 (17) | 0.61951 (15) | 0.2361 (7) | 0.0297 (11) | |
O22 | 0.3207 (3) | 0.1657 (3) | −0.0819 (3) | 0.042 (2)* | 0.567 (7) |
C1 | 0.3016 (2) | 0.4688 (2) | 0.0554 (9) | 0.0266 (17) | |
C2 | 0.3038 (2) | 0.5330 (2) | 0.0584 (9) | 0.0283 (17) | |
C3 | 0.3114 (2) | 0.5597 (2) | 0.2543 (8) | 0.0244 (16) | |
C4 | 0.3703 (2) | 0.5662 (2) | 0.3587 (8) | 0.0267 (17) | |
C5 | 0.3682 (2) | 0.5010 (2) | 0.3455 (8) | 0.0228 (16) | |
C6 | 0.4216 (2) | 0.4994 (2) | 0.4494 (9) | 0.0283 (17) | |
C7 | 0.4047 (2) | 0.4311 (2) | 0.4847 (9) | 0.0276 (16) | |
C8 | 0.3780 (2) | 0.3895 (2) | 0.3141 (8) | 0.0248 (14) | |
C9 | 0.3531 (2) | 0.4050 (2) | 0.1686 (9) | 0.0300 (17) | |
C10 | 0.3604 (2) | 0.4714 (2) | 0.1466 (8) | 0.0240 (14) | |
C11 | 0.3214 (3) | 0.3593 (2) | 0.0092 (10) | 0.051 (2) | |
C12 | 0.3034 (3) | 0.2898 (2) | 0.0522 (11) | 0.051 (2) | |
C13 | 0.3574 (3) | 0.2863 (2) | 0.1469 (9) | 0.0339 (17) | |
C14 | 0.3763 (2) | 0.3284 (2) | 0.3195 (9) | 0.0273 (17) | |
C15 | 0.3929 (3) | 0.3028 (3) | 0.4593 (9) | 0.0351 (17) | |
C16 | 0.3830 (3) | 0.2387 (3) | 0.4076 (9) | 0.0401 (17) | |
C17 | 0.3393 (3) | 0.2211 (2) | 0.2373 (10) | 0.0374 (17) | |
C18 | 0.4144 (3) | 0.3093 (3) | 0.0162 (9) | 0.051 (2) | |
C19 | 0.4186 (3) | 0.5094 (2) | 0.0178 (9) | 0.0339 (17) | |
C20 | 0.3383 (3) | 0.1706 (3) | 0.1126 (3) | 0.058 (3) | |
C21 | 0.3147 (6) | 0.1054 (7) | 0.218 (3) | 0.047 (4)* | 0.567 (7) |
C23 | 0.2539 (4) | 0.1343 (5) | −0.0719 (14) | 0.034 (2)* | 0.567 (7) |
C24 | 0.2335 (4) | 0.1398 (4) | −0.2820 (15) | 0.083 (3) | |
C25 | 0.1839 (3) | 0.1008 (3) | −0.3744 (11) | 0.054 (2) | |
C26 | 0.1619 (4) | 0.1202 (5) | −0.5424 (14) | 0.100 (4) | |
C27 | 0.1399 (5) | 0.0327 (4) | −0.3235 (17) | 0.129 (5) | |
C41 | 0.4314 (2) | 0.6230 (2) | 0.2848 (10) | 0.0324 (17) | |
C42 | 0.3633 (3) | 0.5786 (3) | 0.5664 (9) | 0.0367 (17) | |
C23' | 0.2744 (6) | 0.1219 (6) | −0.1623 (17) | 0.0340* | 0.433 (7) |
C21' | 0.3308 (10) | 0.1148 (10) | 0.215 (3) | 0.0470* | 0.433 (7) |
O22' | 0.2816 (3) | 0.1560 (4) | 0.0095 (12) | 0.0420* | 0.433 (7) |
H2A | 0.33850 | 0.56260 | −0.01740 | 0.0340* | |
H1B | 0.26430 | 0.43810 | 0.12020 | 0.0320* | |
H3O | 0.31180 | 0.63270 | 0.33900 | 0.0440* | |
H2B | 0.26550 | 0.52800 | 0.00480 | 0.0340* | |
H3 | 0.27410 | 0.53130 | 0.32580 | 0.0290* | |
H6B | 0.45970 | 0.52060 | 0.37700 | 0.0340* | |
H7A | 0.44200 | 0.43060 | 0.52490 | 0.0330* | |
H7B | 0.37430 | 0.41400 | 0.58400 | 0.0330* | |
H11A | 0.34920 | 0.37370 | −0.09690 | 0.0610* | |
H11B | 0.28370 | 0.36000 | −0.02460 | 0.0610* | |
H5 | 0.33010 | 0.47160 | 0.41230 | 0.0270* | |
H6A | 0.42880 | 0.52120 | 0.56630 | 0.0340* | |
H1A | 0.29840 | 0.45500 | −0.07180 | 0.0320* | |
H16A | 0.36320 | 0.20890 | 0.50740 | 0.0480* | |
H16B | 0.42230 | 0.24090 | 0.37580 | 0.0480* | |
H17 | 0.29670 | 0.20400 | 0.28560 | 0.0450* | |
H18A | 0.44620 | 0.30380 | 0.07510 | 0.0770* | |
H18B | 0.43080 | 0.35290 | −0.01100 | 0.0770* | |
H18C | 0.40160 | 0.28560 | −0.09650 | 0.0770* | |
H19A | 0.45620 | 0.51950 | 0.08430 | 0.0510* | |
H19B | 0.42010 | 0.54730 | −0.02120 | 0.0510* | |
H19C | 0.41520 | 0.48460 | −0.08870 | 0.0510* | |
H20 | 0.38320 | 0.18550 | 0.10180 | 0.0700* | 0.567 (7) |
H21A | 0.34230 | 0.11150 | 0.31920 | 0.0710* | 0.567 (7) |
H21B | 0.31470 | 0.07540 | 0.13330 | 0.0710* | 0.567 (7) |
H21C | 0.27310 | 0.09040 | 0.26360 | 0.0710* | 0.567 (7) |
H23A | 0.24010 | 0.15490 | 0.01520 | 0.0410* | 0.567 (7) |
H23B | 0.23670 | 0.09090 | −0.03570 | 0.0410* | 0.567 (7) |
H24 | 0.26140 | 0.17600 | −0.34520 | 0.0990* | |
H26A | 0.18730 | 0.16470 | −0.55930 | 0.1500* | |
H26B | 0.11900 | 0.10930 | −0.52600 | 0.1500* | |
H26C | 0.16540 | 0.09910 | −0.64930 | 0.1500* | |
H27A | 0.12940 | 0.00730 | −0.43260 | 0.1940* | |
H27B | 0.10250 | 0.02860 | −0.26960 | 0.1940* | |
H27C | 0.16010 | 0.01930 | −0.23610 | 0.1940* | |
H41A | 0.43090 | 0.62260 | 0.15210 | 0.0480* | |
H41B | 0.46680 | 0.62060 | 0.32840 | 0.0480* | |
H41C | 0.43410 | 0.66110 | 0.32820 | 0.0480* | |
H42A | 0.35610 | 0.61340 | 0.57610 | 0.0550* | |
H42B | 0.40090 | 0.58810 | 0.63180 | 0.0550* | |
H42C | 0.32850 | 0.54210 | 0.61910 | 0.0550* | |
H12A | 0.26690 | 0.27080 | 0.13190 | 0.0620* | |
H12B | 0.29270 | 0.26610 | −0.06220 | 0.0620* | |
H15 | 0.40830 | 0.32210 | 0.57280 | 0.0420* | |
H20' | 0.37500 | 0.18800 | 0.03140 | 0.0700* | 0.433 (7) |
H21D | 0.32910 | 0.08440 | 0.12880 | 0.0710* | 0.433 (7) |
H21E | 0.29280 | 0.09670 | 0.28590 | 0.0710* | 0.433 (7) |
H21F | 0.36580 | 0.12720 | 0.29700 | 0.0710* | 0.433 (7) |
H23C | 0.25340 | 0.07710 | −0.14090 | 0.0410* | 0.433 (7) |
H23D | 0.31460 | 0.13530 | −0.22020 | 0.0410* | 0.433 (7) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O3 | 0.043 (2) | 0.0338 (19) | 0.0196 (17) | 0.0247 (17) | −0.0018 (17) | 0.0008 (16) |
C1 | 0.033 (3) | 0.028 (3) | 0.017 (3) | 0.014 (2) | −0.009 (2) | −0.002 (2) |
C2 | 0.031 (3) | 0.032 (3) | 0.021 (3) | 0.015 (2) | −0.007 (2) | 0.000 (2) |
C3 | 0.025 (2) | 0.028 (3) | 0.020 (3) | 0.013 (2) | 0.001 (2) | 0.001 (2) |
C4 | 0.030 (3) | 0.038 (3) | 0.016 (3) | 0.020 (2) | 0.001 (2) | 0.000 (2) |
C5 | 0.020 (2) | 0.029 (3) | 0.019 (3) | 0.012 (2) | 0.001 (2) | 0.000 (2) |
C6 | 0.030 (3) | 0.042 (3) | 0.017 (3) | 0.021 (2) | −0.005 (2) | −0.004 (2) |
C7 | 0.026 (3) | 0.046 (3) | 0.016 (2) | 0.022 (2) | 0.000 (2) | 0.003 (2) |
C8 | 0.026 (2) | 0.030 (3) | 0.017 (2) | 0.013 (2) | −0.001 (2) | 0.003 (2) |
C9 | 0.039 (3) | 0.030 (3) | 0.022 (3) | 0.018 (2) | −0.006 (2) | 0.001 (2) |
C10 | 0.030 (3) | 0.024 (2) | 0.016 (2) | 0.012 (2) | 0.001 (2) | 0.003 (2) |
C11 | 0.081 (4) | 0.030 (3) | 0.046 (4) | 0.031 (3) | −0.036 (4) | −0.010 (3) |
C12 | 0.072 (4) | 0.030 (3) | 0.052 (4) | 0.026 (3) | −0.037 (4) | −0.006 (3) |
C13 | 0.046 (3) | 0.029 (3) | 0.027 (3) | 0.019 (3) | −0.007 (3) | 0.004 (2) |
C14 | 0.032 (3) | 0.037 (3) | 0.018 (3) | 0.021 (2) | 0.001 (2) | 0.007 (2) |
C15 | 0.042 (3) | 0.043 (3) | 0.024 (3) | 0.024 (3) | −0.003 (2) | 0.004 (3) |
C16 | 0.048 (3) | 0.052 (3) | 0.031 (3) | 0.033 (3) | 0.003 (3) | 0.013 (3) |
C17 | 0.039 (3) | 0.037 (3) | 0.039 (3) | 0.021 (3) | 0.001 (3) | 0.011 (3) |
C18 | 0.085 (5) | 0.041 (3) | 0.021 (3) | 0.026 (3) | 0.009 (3) | 0.006 (3) |
C19 | 0.046 (3) | 0.039 (3) | 0.023 (3) | 0.026 (3) | 0.003 (3) | −0.001 (2) |
C20 | 0.100 (6) | 0.047 (4) | 0.041 (4) | 0.047 (4) | −0.020 (4) | −0.003 (3) |
C24 | 0.065 (5) | 0.084 (6) | 0.083 (6) | 0.025 (5) | 0.000 (5) | 0.011 (5) |
C25 | 0.055 (4) | 0.063 (4) | 0.049 (4) | 0.034 (4) | 0.007 (4) | −0.018 (4) |
C26 | 0.078 (6) | 0.162 (9) | 0.074 (7) | 0.071 (6) | −0.011 (5) | −0.039 (7) |
C27 | 0.143 (9) | 0.065 (6) | 0.111 (9) | 0.000 (6) | 0.013 (8) | −0.036 (6) |
C41 | 0.028 (3) | 0.029 (3) | 0.036 (3) | 0.011 (2) | −0.002 (2) | −0.005 (2) |
C42 | 0.053 (3) | 0.049 (3) | 0.022 (3) | 0.036 (3) | −0.008 (3) | −0.009 (3) |
Geometric parameters (Å, º) top
O3—C3 | 1.459 (6) | C6—H6A | 0.9694 |
O22—C20 | 1.459 (5) | C6—H6B | 0.9691 |
O22—C23 | 1.429 (14) | C7—H7A | 0.9706 |
O22'—C20 | 1.462 (12) | C7—H7B | 0.9693 |
O22'—C23' | 1.461 (15) | C11—H11A | 0.9703 |
O3—H3O | 0.8199 | C11—H11B | 0.9698 |
C1—C10 | 1.565 (8) | C12—H12A | 0.9697 |
C1—C2 | 1.557 (7) | C12—H12B | 0.9703 |
C2—C3 | 1.534 (9) | C15—H15 | 0.9294 |
C3—C4 | 1.573 (8) | C16—H16A | 0.9698 |
C4—C41 | 1.552 (7) | C16—H16B | 0.9709 |
C4—C42 | 1.560 (9) | C17—H17 | 0.9800 |
C4—C5 | 1.586 (7) | C18—H18A | 0.9598 |
C5—C10 | 1.581 (8) | C18—H18B | 0.9610 |
C5—C6 | 1.534 (8) | C18—H18C | 0.9597 |
C6—C7 | 1.541 (7) | C19—H19A | 0.9603 |
C7—C8 | 1.527 (8) | C19—H19B | 0.9591 |
C8—C9 | 1.366 (8) | C19—H19C | 0.9607 |
C8—C14 | 1.487 (7) | C20—H20 | 0.9800 |
C9—C11 | 1.526 (9) | C20—H20' | 0.9797 |
C9—C10 | 1.563 (7) | C21—H21A | 0.9587 |
C10—C19 | 1.569 (9) | C21—H21B | 0.9605 |
C11—C12 | 1.572 (7) | C21—H21C | 0.9584 |
C12—C13 | 1.538 (11) | C21'—H21D | 0.9597 |
C13—C18 | 1.547 (11) | C21'—H21E | 0.9602 |
C13—C14 | 1.539 (9) | C21'—H21F | 0.9624 |
C13—C17 | 1.579 (7) | C23—H23B | 0.9695 |
C14—C15 | 1.359 (9) | C23—H23A | 0.9714 |
C15—C16 | 1.521 (10) | C23'—H23D | 0.9694 |
C16—C17 | 1.549 (10) | C23'—H23C | 0.9698 |
C17—C20 | 1.528 (9) | C24—H24 | 0.9301 |
C20—C21' | 1.49 (2) | C26—H26C | 0.9596 |
C20—C21 | 1.603 (18) | C26—H26B | 0.9598 |
C23—C24 | 1.627 (15) | C26—H26A | 0.9614 |
C23'—C24 | 1.551 (19) | C27—H27B | 0.9590 |
C24—C25 | 1.301 (13) | C27—H27A | 0.9590 |
C25—C26 | 1.503 (13) | C27—H27C | 0.9599 |
C25—C27 | 1.520 (11) | C41—H41A | 0.9598 |
C1—H1A | 0.9703 | C41—H41B | 0.9575 |
C1—H1B | 0.9708 | C41—H41C | 0.9608 |
C2—H2A | 0.9700 | C42—H42B | 0.9598 |
C2—H2B | 0.9701 | C42—H42C | 0.9589 |
C3—H3 | 0.9797 | C42—H42A | 0.9619 |
C5—H5 | 0.9801 | | |
| | | |
O3···O3i | 2.979 (8) | H12B···O22 | 2.8874 |
O3···O3ii | 2.979 (8) | H15···C7 | 2.8068 |
O22···C18 | 3.194 (10) | H15···H7A | 2.3972 |
O22'···C12 | 3.082 (11) | H15···H18Cvii | 2.5315 |
O3···H42A | 2.7103 | H16A···H24vii | 2.4618 |
O3···H42Ai | 2.6474 | H16A···H21F | 2.5511 |
O3···H3Oi | 2.1807 | H16A···H23Dvii | 2.5370 |
O3···H41C | 2.7062 | H16A···C21' | 2.9396 |
O3···H2Aii | 2.9177 | H16A···C21 | 3.0451 |
O22···H12B | 2.8874 | H16A···H21A | 2.5787 |
O22···H23C | 2.0210 | H16B···H21F | 2.4943 |
O22···H18C | 2.6144 | H16B···H18A | 2.5629 |
O22'···H12B | 2.6406 | H16B···H20 | 2.3250 |
O22'···H23B | 1.4604 | H16B···C21' | 3.0162 |
C9···C18 | 3.555 (10) | H17···H12A | 2.3875 |
C12···C23 | 3.510 (13) | H17···H21C | 2.5655 |
C12···O22' | 3.082 (11) | H17···H23A | 2.3555 |
C18···C9 | 3.555 (10) | H17···C23 | 2.9898 |
C18···O22 | 3.194 (10) | H17···H21E | 2.5994 |
C19···C41 | 3.285 (9) | H18A···C16 | 2.8787 |
C23···C12 | 3.510 (13) | H18A···C20 | 3.0337 |
C41···C19 | 3.285 (9) | H18A···H20 | 2.5357 |
C1···H11B | 2.5582 | H18A···H20' | 2.5147 |
C2···H41A | 2.8706 | H18A···H16B | 2.5629 |
C2···H19B | 2.7695 | H18A···C15 | 3.0686 |
C6···H19A | 2.7427 | H18A···C41iii | 3.0366 |
C6···H41B | 2.7587 | H18B···H11A | 2.3939 |
C6···H7Aiii | 2.9642 | H18B···C11 | 2.7840 |
C6···H42B | 2.8111 | H18B···C8 | 3.0353 |
C7···H6Biii | 3.0372 | H18B···C9 | 3.0776 |
C7···H15 | 2.8068 | H18C···C20 | 2.8878 |
C8···H18B | 3.0353 | H18C···H12B | 2.4927 |
C8···H5 | 2.8967 | H18C···H15viii | 2.5315 |
C8···H21Div | 3.0454 | H18C···O22 | 2.6144 |
C9···H18B | 3.0776 | H18C···H20' | 2.3453 |
C11···H19C | 2.8727 | H19A···H6B | 2.1182 |
C11···H1A | 2.7520 | H19A···C6 | 2.7427 |
C11···H1B | 3.0233 | H19B···C2 | 2.7695 |
C11···H18B | 2.7840 | H19B···C41 | 2.8178 |
C12···H23A | 2.8953 | H19B···H2A | 2.2253 |
C12···H23Civ | 2.9741 | H19B···H41A | 2.1437 |
C15···H7A | 2.7943 | H19C···H11A | 2.3835 |
C15···H18A | 3.0686 | H19C···C11 | 2.8727 |
C16···H21A | 2.8474 | H19C···H1A | 2.5965 |
C16···H21F | 2.6859 | H20···H16B | 2.3250 |
C16···H18A | 2.8787 | H20···H18A | 2.5357 |
C17···H23A | 2.6900 | H20···C18 | 2.8191 |
C18···H11A | 2.8862 | H20'···H18C | 2.3453 |
C18···H20 | 2.8191 | H20'···H23D | 2.2984 |
C18···H20' | 2.6454 | H20'···C18 | 2.6454 |
C19···H6B | 2.7517 | H20'···H18A | 2.5147 |
C19···H2A | 2.8774 | H20'···H1Bv | 2.4933 |
C19···H41A | 2.8252 | H21A···C16 | 2.8474 |
C19···H11A | 3.0148 | H21A···H16A | 2.5787 |
C20···H18A | 3.0337 | H21A···H21D | 1.4937 |
C20···H18C | 2.8878 | H21A···H21E | 1.1117 |
C21···H23A | 3.0449 | H21B···H21F | 1.7354 |
C21···H23B | 2.5508 | H21B···C23 | 2.9560 |
C21···H16A | 3.0451 | H21B···H23B | 2.4648 |
C21···H23C | 2.9076 | H21B···C23' | 2.8306 |
C21'···H23B | 2.7662 | H21B···H21E | 1.4385 |
C21'···H23C | 3.0591 | H21B···H23C | 2.5065 |
C21'···H16B | 3.0162 | H21C···H17 | 2.5655 |
C21'···H16A | 2.9396 | H21C···C23 | 2.7921 |
C23···H21D | 3.0565 | H21C···H21F | 2.0083 |
C23···H17 | 2.9898 | H21C···H23B | 2.3457 |
C23···H12B | 2.8940 | H21C···H21D | 1.7561 |
C23···H27C | 2.8712 | H21D···C23 | 3.0565 |
C23···H21B | 2.9560 | H21D···H21C | 1.7561 |
C23···H21E | 3.0603 | H21D···C23' | 2.8904 |
C23···H21C | 2.7921 | H21D···H21A | 1.4937 |
C23'···H27C | 2.7386 | H21D···C8v | 3.0454 |
C23'···H12Av | 2.8806 | H21E···H17 | 2.5994 |
C23'···H21D | 2.8904 | H21E···H21A | 1.1117 |
C23'···H21B | 2.8306 | H21E···C23 | 3.0603 |
C24···H27Aiv | 2.9419 | H21E···H21B | 1.4385 |
C25···H27Aiv | 2.8025 | H21F···H21C | 2.0083 |
C26···H27Cvi | 2.9229 | H21F···H16A | 2.5511 |
C27···H27Aiv | 3.0913 | H21F···C16 | 2.6859 |
C27···H23C | 2.7771 | H21F···H16B | 2.4943 |
C27···H23B | 2.9436 | H21F···H21B | 1.7354 |
C41···H2A | 2.9718 | H23A···C17 | 2.6900 |
C41···H6B | 3.0118 | H23A···C12 | 2.8953 |
C41···H19B | 2.8178 | H23A···H12B | 2.4411 |
C41···H18Aiii | 3.0366 | H23A···H17 | 2.3555 |
C42···H3O | 2.7914 | H23A···C21 | 3.0449 |
C42···H2Avii | 3.0575 | H23A···H27Civ | 2.5844 |
C42···H6A | 2.6267 | H23A···H23C | 2.3859 |
H1A···C11 | 2.7520 | H23B···C27 | 2.9436 |
H1A···H11B | 2.2107 | H23B···C21 | 2.5508 |
H1A···H19C | 2.5965 | H23B···H23D | 2.1369 |
H1B···H20'iv | 2.4933 | H23B···H27C | 2.3348 |
H1B···C11 | 3.0233 | H23B···H21B | 2.4648 |
H1B···H5 | 2.5372 | H23B···H21C | 2.3457 |
H1B···H11B | 2.4406 | H23B···O22' | 1.4604 |
H2A···C41 | 2.9718 | H23B···C21' | 2.7662 |
H2A···C42viii | 3.0575 | H23C···C21 | 2.9076 |
H2A···C19 | 2.8774 | H23C···O22 | 2.0210 |
H2A···O3i | 2.9177 | H23C···C21' | 3.0591 |
H2A···H3Oi | 2.5973 | H23C···C12v | 2.9741 |
H2A···H19B | 2.2253 | H23C···H12Av | 2.0998 |
H2A···H41A | 2.3479 | H23C···C27 | 2.7771 |
H3···H5 | 2.5494 | H23C···H21B | 2.5065 |
H3···H42C | 2.4521 | H23C···H23A | 2.3859 |
H3O···C42 | 2.7914 | H23C···H27C | 2.1261 |
H3O···H2Aii | 2.5973 | H23D···H16Aviii | 2.5370 |
H3O···O3ii | 2.1807 | H23D···H23B | 2.1369 |
H3O···H42A | 2.2091 | H23D···H20' | 2.2984 |
H3O···H42Ai | 2.4984 | H23D···H11Bv | 2.4478 |
H5···H1B | 2.5372 | H24···H26A | 2.3033 |
H5···H3 | 2.5494 | H24···H16Aviii | 2.4618 |
H5···H7B | 2.5092 | H26A···H24 | 2.3033 |
H5···H42C | 2.3086 | H26B···H27B | 2.5990 |
H5···C8 | 2.8967 | H26C···H27A | 2.5218 |
H6A···C42 | 2.6267 | H27A···C24v | 2.9419 |
H6A···H42B | 2.1342 | H27A···H26C | 2.5218 |
H6B···C41 | 3.0118 | H27A···H27Bv | 2.5940 |
H6B···C7iii | 3.0372 | H27A···C25v | 2.8025 |
H6B···H19A | 2.1182 | H27A···C27v | 3.0913 |
H6B···H41B | 2.4092 | H27B···H27Aiv | 2.5940 |
H6B···C19 | 2.7517 | H27B···H26B | 2.5990 |
H6B···H7Aiii | 2.3562 | H27C···C26ix | 2.9229 |
H7A···H6Biii | 2.3562 | H27C···H23C | 2.1261 |
H7A···C15 | 2.7943 | H27C···C23 | 2.8712 |
H7A···H15 | 2.3972 | H27C···H23Av | 2.5844 |
H7A···C6iii | 2.9642 | H27C···C23' | 2.7386 |
H7B···H11Avii | 2.4660 | H27C···H23B | 2.3348 |
H7B···H5 | 2.5092 | H41A···C19 | 2.8252 |
H11A···C18 | 2.8862 | H41A···C2 | 2.8706 |
H11A···C19 | 3.0148 | H41A···H2A | 2.3479 |
H11A···H7Bviii | 2.4660 | H41A···H19B | 2.1437 |
H11A···H18B | 2.3939 | H41B···C6 | 2.7587 |
H11A···H19C | 2.3835 | H41B···H6B | 2.4092 |
H11B···C1 | 2.5582 | H41C···H42A | 2.4567 |
H11B···H1A | 2.2107 | H41C···O3 | 2.7062 |
H11B···H1B | 2.4406 | H42A···O3 | 2.7103 |
H11B···H23Div | 2.4478 | H42A···H3O | 2.2091 |
H12A···C23'iv | 2.8806 | H42A···H41C | 2.4567 |
H12A···H17 | 2.3875 | H42A···O3ii | 2.6474 |
H12A···H23Civ | 2.0998 | H42A···H3Oii | 2.4984 |
H12B···H23A | 2.4411 | H42B···C6 | 2.8111 |
H12B···H18C | 2.4927 | H42B···H6A | 2.1342 |
H12B···C23 | 2.8940 | H42C···H5 | 2.3086 |
H12B···O22' | 2.6406 | H42C···H3 | 2.4521 |
| | | |
C20—O22—C23 | 102.2 (6) | C9—C11—H11B | 108.60 |
C20—O22'—C23' | 113.7 (9) | C12—C11—H11A | 108.55 |
C3—O3—H3O | 109.48 | C12—C11—H11B | 108.59 |
C2—C1—C10 | 113.1 (4) | H11A—C11—H11B | 107.60 |
C1—C2—C3 | 112.6 (5) | C11—C12—H12A | 109.41 |
C2—C3—C4 | 113.3 (4) | C11—C12—H12B | 109.37 |
O3—C3—C2 | 106.6 (4) | C13—C12—H12A | 109.20 |
O3—C3—C4 | 112.3 (4) | C13—C12—H12B | 109.16 |
C3—C4—C41 | 110.9 (4) | H12A—C12—H12B | 107.98 |
C5—C4—C41 | 114.8 (4) | C14—C15—H15 | 124.06 |
C5—C4—C42 | 107.8 (4) | C16—C15—H15 | 124.17 |
C3—C4—C42 | 107.2 (5) | C15—C16—H16A | 111.29 |
C41—C4—C42 | 107.9 (5) | C15—C16—H16B | 111.30 |
C3—C4—C5 | 107.9 (4) | C17—C16—H16A | 111.30 |
C6—C5—C10 | 110.0 (4) | C17—C16—H16B | 111.26 |
C4—C5—C10 | 117.2 (4) | H16A—C16—H16B | 109.20 |
C4—C5—C6 | 113.8 (4) | C13—C17—H17 | 106.39 |
C5—C6—C7 | 110.1 (4) | C16—C17—H17 | 106.45 |
C6—C7—C8 | 113.0 (5) | C20—C17—H17 | 106.42 |
C7—C8—C9 | 122.5 (4) | C13—C18—H18A | 109.50 |
C9—C8—C14 | 121.0 (5) | C13—C18—H18B | 109.40 |
C7—C8—C14 | 116.3 (5) | C13—C18—H18C | 109.49 |
C10—C9—C11 | 116.4 (5) | H18A—C18—H18B | 109.42 |
C8—C9—C10 | 122.6 (5) | H18A—C18—H18C | 109.51 |
C8—C9—C11 | 120.7 (4) | H18B—C18—H18C | 109.50 |
C1—C10—C9 | 112.4 (4) | C10—C19—H19A | 109.51 |
C1—C10—C5 | 107.4 (4) | C10—C19—H19B | 109.56 |
C5—C10—C19 | 113.6 (4) | C10—C19—H19C | 109.46 |
C1—C10—C19 | 109.1 (5) | H19A—C19—H19B | 109.44 |
C9—C10—C19 | 106.1 (4) | H19A—C19—H19C | 109.40 |
C5—C10—C9 | 108.3 (4) | H19B—C19—H19C | 109.46 |
C9—C11—C12 | 114.6 (6) | O22—C20—H20 | 100.82 |
C11—C12—C13 | 111.7 (5) | C17—C20—H20 | 100.76 |
C12—C13—C18 | 111.2 (6) | C17—C20—H20' | 111.22 |
C12—C13—C14 | 107.6 (5) | C21—C20—H20 | 100.92 |
C12—C13—C17 | 115.4 (5) | O22'—C20—H20' | 111.26 |
C17—C13—C18 | 111.6 (6) | C21'—C20—H20' | 111.30 |
C14—C13—C17 | 100.8 (5) | C20—C21—H21A | 109.42 |
C14—C13—C18 | 109.6 (5) | C20—C21—H21B | 109.24 |
C8—C14—C15 | 128.9 (6) | C20—C21—H21C | 109.42 |
C8—C14—C13 | 120.5 (5) | H21A—C21—H21B | 109.53 |
C13—C14—C15 | 110.5 (5) | H21A—C21—H21C | 109.68 |
C14—C15—C16 | 111.8 (5) | H21B—C21—H21C | 109.54 |
C15—C16—C17 | 102.4 (6) | C20—C21'—H21F | 109.59 |
C13—C17—C20 | 117.8 (5) | C20—C21'—H21D | 109.59 |
C16—C17—C20 | 115.0 (6) | C20—C21'—H21E | 109.65 |
C13—C17—C16 | 103.9 (4) | H21E—C21'—H21F | 109.29 |
O22—C20—C21 | 115.6 (8) | H21D—C21'—H21E | 109.42 |
O22'—C20—C17 | 97.2 (6) | H21D—C21'—H21F | 109.29 |
C17—C20—C21' | 113.8 (9) | O22—C23—H23A | 111.08 |
C17—C20—C21 | 112.8 (8) | O22—C23—H23B | 111.18 |
O22'—C20—C21' | 111.4 (11) | C24—C23—H23A | 110.98 |
O22—C20—C17 | 121.3 (6) | C24—C23—H23B | 111.18 |
O22—C23—C24 | 103.2 (7) | H23A—C23—H23B | 109.14 |
O22'—C23'—C24 | 102.7 (10) | C24—C23'—H23D | 111.19 |
C23'—C24—C25 | 125.5 (9) | O22'—C23'—H23C | 111.23 |
C23—C24—C25 | 129.3 (8) | C24—C23'—H23C | 111.12 |
C24—C25—C26 | 122.4 (8) | O22'—C23'—H23D | 111.22 |
C24—C25—C27 | 125.5 (9) | H23C—C23'—H23D | 109.26 |
C26—C25—C27 | 112.1 (8) | C23'—C24—H24 | 105.85 |
C2—C1—H1A | 108.98 | C23—C24—H24 | 115.32 |
C2—C1—H1B | 108.90 | C25—C24—H24 | 115.35 |
C10—C1—H1A | 108.98 | H26A—C26—H26C | 109.43 |
C10—C1—H1B | 109.01 | H26B—C26—H26C | 109.46 |
H1A—C1—H1B | 107.75 | C25—C26—H26A | 109.47 |
C1—C2—H2A | 109.05 | C25—C26—H26B | 109.50 |
C1—C2—H2B | 109.18 | C25—C26—H26C | 109.51 |
C3—C2—H2A | 109.06 | H26A—C26—H26B | 109.47 |
C3—C2—H2B | 109.02 | C25—C27—H27B | 109.42 |
H2A—C2—H2B | 107.84 | C25—C27—H27C | 109.46 |
O3—C3—H3 | 108.28 | C25—C27—H27A | 109.44 |
C2—C3—H3 | 108.13 | H27B—C27—H27C | 109.47 |
C4—C3—H3 | 107.98 | H27A—C27—H27B | 109.52 |
C4—C5—H5 | 104.69 | H27A—C27—H27C | 109.51 |
C6—C5—H5 | 104.91 | C4—C41—H41A | 109.48 |
C10—C5—H5 | 104.87 | C4—C41—H41B | 109.55 |
C5—C6—H6A | 109.54 | C4—C41—H41C | 109.36 |
C5—C6—H6B | 109.56 | H41A—C41—H41B | 109.64 |
C7—C6—H6A | 109.64 | H41A—C41—H41C | 109.33 |
C7—C6—H6B | 109.79 | H41B—C41—H41C | 109.47 |
H6A—C6—H6B | 108.22 | C4—C42—H42C | 109.49 |
C6—C7—H7A | 108.87 | H42B—C42—H42C | 109.59 |
C6—C7—H7B | 109.03 | H42A—C42—H42B | 109.45 |
C8—C7—H7A | 109.05 | H42A—C42—H42C | 109.31 |
C8—C7—H7B | 109.05 | C4—C42—H42A | 109.45 |
H7A—C7—H7B | 107.72 | C4—C42—H42B | 109.53 |
C9—C11—H11A | 108.65 | | |
| | | |
C23—O22—C20—C17 | −79.4 (8) | C9—C8—C14—C13 | 11.1 (8) |
C23—O22—C20—C21 | 63.0 (11) | C9—C8—C14—C15 | −172.8 (6) |
C20—O22—C23—C24 | 169.8 (6) | C11—C9—C10—C5 | 157.9 (5) |
C2—C1—C10—C9 | 171.6 (5) | C8—C9—C10—C1 | −145.9 (5) |
C2—C1—C10—C5 | 52.6 (6) | C8—C9—C10—C5 | −27.4 (7) |
C10—C1—C2—C3 | −56.5 (6) | C8—C9—C10—C19 | 94.9 (6) |
C2—C1—C10—C19 | −71.0 (6) | C11—C9—C10—C1 | 39.4 (7) |
C1—C2—C3—C4 | 55.5 (5) | C11—C9—C10—C19 | −79.7 (6) |
C1—C2—C3—O3 | 179.6 (4) | C8—C9—C11—C12 | 16.4 (9) |
C2—C3—C4—C5 | −51.2 (5) | C10—C9—C11—C12 | −168.8 (5) |
O3—C3—C4—C5 | −172.1 (4) | C9—C11—C12—C13 | −46.0 (8) |
O3—C3—C4—C41 | −45.6 (6) | C11—C12—C13—C17 | 166.3 (6) |
O3—C3—C4—C42 | 72.0 (5) | C11—C12—C13—C18 | −65.2 (7) |
C2—C3—C4—C41 | 75.4 (5) | C11—C12—C13—C14 | 54.7 (7) |
C2—C3—C4—C42 | −167.1 (4) | C12—C13—C14—C15 | 144.0 (5) |
C42—C4—C5—C6 | −61.9 (6) | C12—C13—C14—C8 | −39.3 (7) |
C3—C4—C5—C6 | −177.4 (5) | C14—C13—C17—C16 | −31.5 (7) |
C42—C4—C5—C10 | 167.7 (5) | C17—C13—C14—C8 | −160.6 (5) |
C41—C4—C5—C10 | −72.0 (6) | C17—C13—C14—C15 | 22.7 (7) |
C3—C4—C5—C10 | 52.3 (6) | C18—C13—C14—C8 | 81.7 (7) |
C41—C4—C5—C6 | 58.3 (7) | C18—C13—C14—C15 | −95.1 (6) |
C10—C5—C6—C7 | −64.9 (6) | C12—C13—C17—C16 | −147.1 (6) |
C4—C5—C6—C7 | 161.3 (5) | C12—C13—C17—C20 | 84.3 (8) |
C4—C5—C10—C19 | 67.6 (6) | C18—C13—C17—C16 | 84.7 (7) |
C4—C5—C10—C1 | −53.0 (5) | C18—C13—C17—C20 | −43.9 (8) |
C4—C5—C10—C9 | −174.7 (4) | C14—C13—C17—C20 | −160.2 (6) |
C6—C5—C10—C19 | −64.4 (5) | C13—C14—C15—C16 | −4.4 (8) |
C6—C5—C10—C1 | 174.9 (4) | C8—C14—C15—C16 | 179.3 (6) |
C6—C5—C10—C9 | 53.3 (5) | C14—C15—C16—C17 | −16.4 (8) |
C5—C6—C7—C8 | 46.1 (6) | C15—C16—C17—C20 | 159.8 (5) |
C6—C7—C8—C14 | 164.3 (5) | C15—C16—C17—C13 | 29.5 (7) |
C6—C7—C8—C9 | −19.9 (7) | C16—C17—C20—O22 | −155.8 (6) |
C7—C8—C14—C15 | 3.1 (9) | C13—C17—C20—O22 | −32.7 (10) |
C7—C8—C14—C13 | −173.0 (5) | C13—C17—C20—C21 | −176.0 (9) |
C7—C8—C9—C10 | 11.3 (8) | C16—C17—C20—C21 | 60.8 (10) |
C7—C8—C9—C11 | −174.2 (5) | O22—C23—C24—C25 | 147.2 (10) |
C14—C8—C9—C10 | −173.0 (5) | C23—C24—C25—C27 | −15.7 (17) |
C14—C8—C9—C11 | 1.4 (8) | C23—C24—C25—C26 | 161.0 (10) |
Symmetry codes: (i) −y+1, x−y+1, z−1/3; (ii) −x+y, −x+1, z+1/3; (iii) −x+1, −y+1, z; (iv) x−y, x, z+1/3; (v) y, −x+y, z−1/3; (vi) x−y, x, z−2/3; (vii) x, y, z+1; (viii) x, y, z−1; (ix) y, −x+y, z+2/3. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3O···O3ii | 0.82 | 2.18 | 2.979 (8) | 165 |
Symmetry code: (ii) −x+y, −x+1, z+1/3. |
(V) 4,4-dimethyl-23-phenyl-22-oxa-24-nor-5
α-cholane-8,14-dien-3
β-ol–water (4/1)
top
Crystal data top
4C30H42O2·H2O | F(000) = 1924 |
Mr = 1756.56 | Cell parameters were determined by rotating the crystal simultaneously
over phi and chi angles, from which accurate phi angles could be
determined (Duisenberg et al. (2000), J. Appl. Cryst., 33, 893-898). |
Monoclinic, C2 | Dx = 1.112 Mg m−3 |
Hall symbol: C 2y | Mo Kα radiation, λ = 0.71073 Å |
a = 64.902 (4) Å | Cell parameters from 47 reflections |
b = 7.2926 (14) Å | θ = 3.3–12.7° |
c = 11.1447 (11) Å | µ = 0.07 mm−1 |
β = 96.055 (13)° | T = 293 K |
V = 5245.4 (12) Å3 | Block, colourless |
Z = 2 | 0.2 × 0.2 × 0.15 mm |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 3899 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.048 |
Graphite monochromator | θmax = 25.3°, θmin = 1.3° |
Detector resolution: 18.4 pixels mm-1 | h = −64→77 |
ϕ and ω scans | k = −8→7 |
17152 measured reflections | l = −13→13 |
5110 independent reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.106 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0324P)2 + 2.9P] where P = (Fo2 + 2Fc2)/3 |
5110 reflections | (Δ/σ)max = 0.001 |
596 parameters | Δρmax = 0.12 e Å−3 |
4 restraints | Δρmin = −0.12 e Å−3 |
Crystal data top
4C30H42O2·H2O | V = 5245.4 (12) Å3 |
Mr = 1756.56 | Z = 2 |
Monoclinic, C2 | Mo Kα radiation |
a = 64.902 (4) Å | µ = 0.07 mm−1 |
b = 7.2926 (14) Å | T = 293 K |
c = 11.1447 (11) Å | 0.2 × 0.2 × 0.15 mm |
β = 96.055 (13)° | |
Data collection top
Enraf-Nonius κ-CCD diffractometer | 3899 reflections with I > 2σ(I) |
17152 measured reflections | Rint = 0.048 |
5110 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.045 | 4 restraints |
wR(F2) = 0.106 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.12 e Å−3 |
5110 reflections | Δρmin = −0.12 e Å−3 |
596 parameters | |
Special details top
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 F2 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 F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
etc. and is not relevant to the choice of reflections for
refinement. R-factors based on F2 are statistically about
twice as large as those based on F, and R-factors based on ALL
data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O3 | 0.98963 (3) | −0.0169 (4) | 0.30176 (19) | 0.0657 (9) | |
O22 | 0.81057 (3) | −0.0018 (4) | −0.1533 (2) | 0.0663 (9) | |
C1 | 0.93754 (5) | −0.2162 (5) | 0.1854 (3) | 0.0504 (10) | |
C2 | 0.96001 (5) | −0.2117 (5) | 0.2418 (3) | 0.0543 (11) | |
C3 | 0.96793 (5) | −0.0176 (5) | 0.2595 (3) | 0.0505 (10) | |
C4 | 0.95503 (5) | 0.1007 (4) | 0.3390 (3) | 0.0486 (10) | |
C5 | 0.93197 (5) | 0.0876 (4) | 0.2840 (2) | 0.0436 (10) | |
C6 | 0.91688 (5) | 0.2074 (5) | 0.3444 (3) | 0.0574 (11) | |
C7 | 0.89736 (5) | 0.2372 (5) | 0.2584 (3) | 0.0551 (11) | |
C8 | 0.88948 (5) | 0.0665 (4) | 0.1923 (3) | 0.0464 (10) | |
C9 | 0.90101 (5) | −0.0889 (4) | 0.1901 (3) | 0.0459 (10) | |
C10 | 0.92260 (5) | −0.1074 (4) | 0.2597 (2) | 0.0418 (9) | |
C11 | 0.89191 (5) | −0.2586 (5) | 0.1244 (3) | 0.0588 (11) | |
C12 | 0.87355 (5) | −0.2227 (5) | 0.0299 (3) | 0.0545 (11) | |
C13 | 0.85742 (5) | −0.0933 (5) | 0.0771 (3) | 0.0484 (10) | |
C14 | 0.86873 (5) | 0.0778 (4) | 0.1257 (3) | 0.0482 (10) | |
C15 | 0.85702 (5) | 0.2271 (5) | 0.1014 (3) | 0.0587 (11) | |
C16 | 0.83710 (6) | 0.1815 (5) | 0.0267 (3) | 0.0623 (12) | |
C17 | 0.84137 (5) | −0.0100 (5) | −0.0213 (3) | 0.0520 (10) | |
C18 | 0.84692 (6) | −0.1846 (5) | 0.1810 (3) | 0.0649 (12) | |
C19 | 0.91972 (6) | −0.2185 (5) | 0.3760 (3) | 0.0612 (11) | |
C20 | 0.82174 (5) | −0.1175 (5) | −0.0642 (3) | 0.0601 (12) | |
C21 | 0.82544 (6) | −0.3045 (6) | −0.1172 (4) | 0.0873 (17) | |
C23 | 0.78923 (6) | −0.0393 (6) | −0.1769 (4) | 0.0831 (16) | |
C24 | 0.77837 (6) | 0.1120 (6) | −0.2510 (3) | 0.0670 (14) | |
C25 | 0.78816 (6) | 0.2756 (7) | −0.2735 (4) | 0.0785 (16) | |
C26 | 0.77740 (7) | 0.4140 (7) | −0.3386 (4) | 0.0944 (17) | |
C27 | 0.75675 (8) | 0.3898 (9) | −0.3804 (4) | 0.103 (2) | |
C28 | 0.74710 (8) | 0.2290 (10) | −0.3586 (5) | 0.108 (2) | |
C29 | 0.75783 (6) | 0.0902 (8) | −0.2943 (4) | 0.0895 (19) | |
C41 | 0.96254 (6) | 0.3005 (5) | 0.3300 (4) | 0.0759 (16) | |
C42 | 0.95895 (5) | 0.0438 (6) | 0.4732 (2) | 0.0626 (13) | |
O3A | 0.99344 (3) | 0.2002 (4) | 0.8724 (2) | 0.0715 (9) | |
O22A | 0.81777 (3) | 0.1715 (4) | 0.3634 (2) | 0.0728 (9) | |
C1A | 0.93658 (5) | 0.0714 (5) | 0.8323 (3) | 0.0566 (11) | |
C2A | 0.95877 (5) | 0.0824 (5) | 0.8928 (3) | 0.0639 (12) | |
C3A | 0.97181 (5) | 0.2082 (5) | 0.8248 (3) | 0.0537 (11) | |
C4A | 0.96365 (5) | 0.4055 (5) | 0.8171 (3) | 0.0518 (11) | |
C5A | 0.94044 (5) | 0.3956 (4) | 0.7615 (2) | 0.0438 (10) | |
C6A | 0.92971 (5) | 0.5792 (5) | 0.7384 (3) | 0.0616 (11) | |
C7A | 0.91067 (5) | 0.5582 (5) | 0.6479 (3) | 0.0600 (11) | |
C8A | 0.89818 (5) | 0.3876 (5) | 0.6629 (3) | 0.0457 (10) | |
C9A | 0.90524 (5) | 0.2475 (4) | 0.7358 (2) | 0.0455 (10) | |
C10A | 0.92579 (5) | 0.2606 (4) | 0.8195 (2) | 0.0447 (10) | |
C11A | 0.89183 (5) | 0.0796 (5) | 0.7488 (3) | 0.0651 (12) | |
C12A | 0.87500 (5) | 0.0493 (5) | 0.6442 (3) | 0.0624 (12) | |
C13A | 0.86285 (5) | 0.2238 (5) | 0.6100 (3) | 0.0488 (10) | |
C14A | 0.87842 (5) | 0.3740 (4) | 0.5868 (3) | 0.0459 (10) | |
C15A | 0.87043 (5) | 0.4839 (5) | 0.4976 (3) | 0.0601 (11) | |
C16A | 0.84977 (5) | 0.4169 (6) | 0.4405 (3) | 0.0645 (14) | |
C17A | 0.84898 (5) | 0.2192 (5) | 0.4881 (3) | 0.0544 (11) | |
C18A | 0.85058 (5) | 0.2892 (6) | 0.7137 (3) | 0.0667 (13) | |
C19A | 0.91986 (6) | 0.3209 (6) | 0.9453 (3) | 0.0680 (13) | |
C20A | 0.82695 (5) | 0.1433 (5) | 0.4848 (3) | 0.0631 (14) | |
C21A | 0.82563 (7) | −0.0575 (7) | 0.5202 (4) | 0.0929 (19) | |
C23A | 0.79586 (6) | 0.1640 (8) | 0.3466 (4) | 0.0968 (18) | |
C24A | 0.78852 (6) | 0.2706 (7) | 0.2349 (4) | 0.0761 (16) | |
C25A | 0.77516 (7) | 0.1930 (8) | 0.1445 (4) | 0.0969 (19) | |
C26A | 0.76875 (9) | 0.2920 (14) | 0.0406 (5) | 0.131 (3) | |
C27A | 0.77567 (10) | 0.4654 (14) | 0.0276 (6) | 0.139 (4) | |
C28A | 0.78870 (8) | 0.5448 (10) | 0.1186 (6) | 0.127 (3) | |
C29A | 0.79511 (7) | 0.4458 (8) | 0.2200 (5) | 0.099 (2) | |
C41A | 0.96695 (6) | 0.5022 (6) | 0.9403 (3) | 0.0658 (12) | |
C42A | 0.97621 (6) | 0.5122 (6) | 0.7295 (3) | 0.0799 (14) | |
O40 | 1.00000 | 0.7458 (5) | 0.50000 | 0.0872 (16) | |
H1A | 0.93300 | −0.34280 | 0.17830 | 0.0600* | |
H1B | 0.93680 | −0.16520 | 0.10470 | 0.0600* | |
H2A | 0.96100 | −0.27370 | 0.31920 | 0.0650* | |
H2B | 0.96860 | −0.27730 | 0.19010 | 0.0650* | |
H3 | 0.96660 | 0.03960 | 0.17940 | 0.0610* | |
H5 | 0.93200 | 0.14090 | 0.20330 | 0.0520* | |
H6A | 0.91340 | 0.14860 | 0.41760 | 0.0690* | |
H6B | 0.92330 | 0.32460 | 0.36620 | 0.0690* | |
H7A | 0.88660 | 0.28450 | 0.30380 | 0.0660* | |
H7B | 0.90020 | 0.32960 | 0.19960 | 0.0660* | |
H11A | 0.88750 | −0.34350 | 0.18370 | 0.0710* | |
H11B | 0.90280 | −0.31810 | 0.08510 | 0.0710* | |
H12A | 0.86690 | −0.33840 | 0.00630 | 0.0650* | |
H12B | 0.87860 | −0.16880 | −0.04120 | 0.0650* | |
H15 | 0.86080 | 0.34460 | 0.12760 | 0.0710* | |
H16A | 0.83420 | 0.26840 | −0.03880 | 0.0750* | |
H16B | 0.82560 | 0.17970 | 0.07550 | 0.0750* | |
H17 | 0.84870 | 0.00860 | −0.09270 | 0.0620* | |
H18A | 0.83660 | −0.10350 | 0.20670 | 0.0970* | |
H18B | 0.85720 | −0.20920 | 0.24750 | 0.0970* | |
H18C | 0.84050 | −0.29750 | 0.15280 | 0.0970* | |
H19A | 0.91170 | −0.32660 | 0.35490 | 0.0920* | |
H19B | 0.91260 | −0.14420 | 0.42970 | 0.0920* | |
H19C | 0.93300 | −0.25310 | 0.41510 | 0.0920* | |
H20 | 0.81350 | −0.13260 | 0.00380 | 0.0720* | |
H21A | 0.83430 | −0.29210 | −0.18070 | 0.1310* | |
H21B | 0.81240 | −0.35690 | −0.14920 | 0.1310* | |
H21C | 0.83200 | −0.38310 | −0.05530 | 0.1310* | |
H23A | 0.78320 | −0.05110 | −0.10120 | 0.1000* | |
H23B | 0.78730 | −0.15460 | −0.22000 | 0.1000* | |
H25 | 0.80200 | 0.29270 | −0.24470 | 0.0940* | |
H26 | 0.78410 | 0.52300 | −0.35400 | 0.1130* | |
H27 | 0.74950 | 0.48290 | −0.42320 | 0.1230* | |
H28 | 0.73320 | 0.21230 | −0.38710 | 0.1290* | |
H29 | 0.75110 | −0.01900 | −0.28010 | 0.1080* | |
H31O | 0.99340 | −0.13250 | 0.33900 | 0.0990* | 0.500 |
H32O | 0.99750 | 0.00260 | 0.23470 | 0.0990* | 0.500 |
H41A | 0.95910 | 0.34450 | 0.24920 | 0.1140* | |
H41B | 0.97730 | 0.30540 | 0.35020 | 0.1140* | |
H41C | 0.95590 | 0.37600 | 0.38510 | 0.1140* | |
H42A | 0.94880 | 0.10030 | 0.51780 | 0.0940* | |
H42B | 0.97250 | 0.08310 | 0.50550 | 0.0940* | |
H42C | 0.95800 | −0.08710 | 0.47960 | 0.0940* | |
H1C | 0.92860 | −0.00870 | 0.87940 | 0.0680* | |
H1D | 0.93670 | 0.01740 | 0.75290 | 0.0680* | |
H2C | 0.95860 | 0.12680 | 0.97470 | 0.0770* | |
H2D | 0.96480 | −0.03930 | 0.89650 | 0.0770* | |
H3B | 0.97100 | 0.16180 | 0.74190 | 0.0640* | |
H3C | 0.99480 | 0.23920 | 0.95510 | 0.1070* | 0.500 |
H3D | 0.99840 | 0.07660 | 0.86770 | 0.1070* | 0.500 |
H5A | 0.94120 | 0.34550 | 0.68050 | 0.0530* | |
H11C | 0.88530 | 0.09090 | 0.82280 | 0.0780* | |
H11D | 0.90070 | −0.02790 | 0.75650 | 0.0780* | |
H12C | 0.88140 | 0.00540 | 0.57460 | 0.0750* | |
H12D | 0.86550 | −0.04460 | 0.66650 | 0.0750* | |
H15A | 0.87690 | 0.58960 | 0.47370 | 0.0720* | |
H16C | 0.84910 | 0.41910 | 0.35320 | 0.0770* | |
H16D | 0.83850 | 0.49020 | 0.46580 | 0.0770* | |
H17A | 0.85620 | 0.14260 | 0.43360 | 0.0650* | |
H18D | 0.84320 | 0.39970 | 0.68990 | 0.1000* | |
H18E | 0.86000 | 0.31270 | 0.78430 | 0.1000* | |
H18F | 0.84090 | 0.19600 | 0.73130 | 0.1000* | |
H19D | 0.91000 | 0.23600 | 0.97200 | 0.1020* | |
H19E | 0.91390 | 0.44140 | 0.93930 | 0.1020* | |
H19F | 0.93210 | 0.32270 | 1.00210 | 0.1020* | |
H20A | 0.81930 | 0.21660 | 0.53920 | 0.0760* | |
H21D | 0.83430 | −0.12940 | 0.47370 | 0.1390* | |
H21E | 0.81150 | −0.09870 | 0.50480 | 0.1390* | |
H21F | 0.83020 | −0.07120 | 0.60450 | 0.1390* | |
H23C | 0.79020 | 0.21640 | 0.41600 | 0.1160* | |
H23D | 0.79130 | 0.03760 | 0.33790 | 0.1160* | |
H25A | 0.77040 | 0.07380 | 0.15310 | 0.1160* | |
H26A | 0.75970 | 0.23920 | −0.01990 | 0.1570* | |
H27A | 0.77160 | 0.53070 | −0.04270 | 0.1660* | |
H28A | 0.79310 | 0.66520 | 0.11110 | 0.1520* | |
H29A | 0.80420 | 0.49930 | 0.28020 | 0.1180* | |
H41D | 0.98140 | 0.52670 | 0.96020 | 0.0990* | |
H41E | 0.96210 | 0.42460 | 1.00090 | 0.0990* | |
H41F | 0.95940 | 0.61550 | 0.93650 | 0.0990* | |
H42D | 0.97350 | 0.46200 | 0.64980 | 0.1200* | |
H42E | 0.99070 | 0.50180 | 0.75580 | 0.1200* | |
H42F | 0.97220 | 0.63900 | 0.72850 | 0.1200* | |
H61A | 0.92570 | 0.62750 | 0.81350 | 0.0740* | |
H62A | 0.93920 | 0.66560 | 0.70760 | 0.0740* | |
H71A | 0.90180 | 0.66390 | 0.65440 | 0.0720* | |
H72A | 0.91500 | 0.55850 | 0.56730 | 0.0720* | |
H40A | 1.00000 | 0.6238 (5) | 0.50000 | 0.1310* | |
H40B | 0.9991 (15) | 0.7663 (6) | 0.5780 (15) | 0.1310* | 0.500 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O3 | 0.0563 (14) | 0.0739 (17) | 0.0671 (13) | −0.0072 (13) | 0.0074 (11) | 0.0070 (14) |
O22 | 0.0544 (14) | 0.0678 (16) | 0.0762 (15) | 0.0016 (13) | 0.0039 (11) | 0.0176 (14) |
C1 | 0.0571 (18) | 0.0421 (18) | 0.0525 (17) | 0.0019 (16) | 0.0083 (14) | −0.0058 (15) |
C2 | 0.059 (2) | 0.051 (2) | 0.0535 (18) | 0.0047 (17) | 0.0090 (15) | −0.0113 (16) |
C3 | 0.0571 (19) | 0.054 (2) | 0.0408 (15) | −0.0044 (17) | 0.0072 (14) | 0.0095 (16) |
C4 | 0.066 (2) | 0.0347 (18) | 0.0452 (16) | −0.0044 (16) | 0.0067 (15) | −0.0011 (14) |
C5 | 0.0639 (19) | 0.0302 (16) | 0.0379 (14) | 0.0000 (15) | 0.0112 (13) | 0.0041 (13) |
C6 | 0.076 (2) | 0.0385 (18) | 0.0579 (19) | 0.0057 (17) | 0.0081 (17) | −0.0065 (16) |
C7 | 0.072 (2) | 0.0356 (18) | 0.0597 (18) | 0.0086 (17) | 0.0169 (16) | −0.0035 (16) |
C8 | 0.0596 (19) | 0.0340 (17) | 0.0477 (16) | 0.0032 (16) | 0.0153 (14) | 0.0045 (14) |
C9 | 0.0554 (18) | 0.0300 (17) | 0.0539 (17) | 0.0014 (15) | 0.0128 (15) | 0.0039 (14) |
C10 | 0.0564 (18) | 0.0281 (15) | 0.0432 (15) | 0.0034 (15) | 0.0155 (14) | 0.0057 (14) |
C11 | 0.062 (2) | 0.0326 (18) | 0.081 (2) | 0.0058 (16) | 0.0036 (17) | −0.0024 (17) |
C12 | 0.0596 (19) | 0.0380 (18) | 0.0662 (19) | 0.0018 (16) | 0.0085 (16) | −0.0028 (16) |
C13 | 0.0550 (18) | 0.0341 (17) | 0.0578 (18) | 0.0032 (15) | 0.0145 (15) | 0.0108 (15) |
C14 | 0.0547 (19) | 0.0373 (18) | 0.0550 (17) | 0.0054 (16) | 0.0169 (15) | 0.0028 (15) |
C15 | 0.067 (2) | 0.0368 (19) | 0.072 (2) | 0.0081 (17) | 0.0054 (18) | 0.0018 (17) |
C16 | 0.072 (2) | 0.045 (2) | 0.072 (2) | 0.0129 (18) | 0.0175 (18) | 0.0115 (18) |
C17 | 0.0576 (19) | 0.0404 (17) | 0.0595 (18) | 0.0031 (16) | 0.0129 (15) | 0.0149 (16) |
C18 | 0.069 (2) | 0.057 (2) | 0.070 (2) | −0.0021 (19) | 0.0128 (18) | 0.0200 (18) |
C19 | 0.073 (2) | 0.050 (2) | 0.0630 (19) | 0.0003 (18) | 0.0184 (17) | 0.0178 (17) |
C20 | 0.058 (2) | 0.050 (2) | 0.072 (2) | 0.0010 (18) | 0.0060 (17) | 0.0138 (19) |
C21 | 0.082 (3) | 0.057 (3) | 0.118 (3) | −0.002 (2) | −0.012 (2) | −0.003 (3) |
C23 | 0.062 (2) | 0.074 (3) | 0.111 (3) | −0.006 (2) | −0.002 (2) | 0.011 (3) |
C24 | 0.058 (2) | 0.075 (3) | 0.068 (2) | 0.009 (2) | 0.0060 (18) | −0.002 (2) |
C25 | 0.064 (2) | 0.083 (3) | 0.088 (3) | 0.013 (2) | 0.005 (2) | 0.012 (2) |
C26 | 0.096 (3) | 0.087 (3) | 0.101 (3) | 0.020 (3) | 0.014 (3) | 0.024 (3) |
C27 | 0.101 (4) | 0.118 (5) | 0.087 (3) | 0.048 (4) | 0.002 (3) | 0.017 (3) |
C28 | 0.073 (3) | 0.131 (5) | 0.113 (4) | 0.018 (4) | −0.019 (3) | 0.001 (4) |
C29 | 0.064 (3) | 0.099 (4) | 0.102 (3) | 0.000 (3) | −0.007 (2) | 0.001 (3) |
C41 | 0.081 (3) | 0.049 (2) | 0.095 (3) | −0.011 (2) | −0.003 (2) | 0.001 (2) |
C42 | 0.076 (2) | 0.068 (3) | 0.0433 (16) | 0.009 (2) | 0.0042 (15) | −0.0078 (17) |
O3A | 0.0598 (14) | 0.0828 (18) | 0.0708 (14) | 0.0130 (14) | 0.0020 (11) | −0.0133 (15) |
O22A | 0.0555 (14) | 0.099 (2) | 0.0633 (14) | −0.0014 (14) | 0.0035 (11) | 0.0062 (15) |
C1A | 0.066 (2) | 0.0398 (18) | 0.0630 (19) | 0.0036 (18) | 0.0019 (16) | 0.0115 (16) |
C2A | 0.073 (2) | 0.047 (2) | 0.069 (2) | 0.0123 (19) | −0.0058 (18) | 0.0059 (18) |
C3A | 0.0566 (19) | 0.060 (2) | 0.0441 (16) | 0.0101 (17) | 0.0040 (14) | −0.0111 (16) |
C4A | 0.061 (2) | 0.0509 (19) | 0.0444 (16) | −0.0039 (17) | 0.0094 (14) | 0.0016 (16) |
C5A | 0.0588 (19) | 0.0363 (16) | 0.0376 (14) | 0.0020 (15) | 0.0106 (13) | −0.0015 (14) |
C6A | 0.073 (2) | 0.0383 (19) | 0.072 (2) | −0.0033 (19) | 0.0000 (18) | 0.0102 (18) |
C7A | 0.071 (2) | 0.0403 (19) | 0.067 (2) | 0.0016 (17) | −0.0005 (17) | 0.0150 (17) |
C8A | 0.0548 (18) | 0.0398 (17) | 0.0438 (15) | 0.0054 (15) | 0.0113 (14) | 0.0103 (15) |
C9A | 0.0553 (18) | 0.0383 (18) | 0.0440 (15) | 0.0032 (15) | 0.0099 (13) | 0.0064 (14) |
C10A | 0.0598 (18) | 0.0389 (18) | 0.0366 (14) | 0.0060 (15) | 0.0106 (13) | 0.0070 (14) |
C11A | 0.067 (2) | 0.047 (2) | 0.080 (2) | −0.0040 (19) | 0.0016 (18) | 0.0231 (19) |
C12A | 0.061 (2) | 0.045 (2) | 0.081 (2) | −0.0052 (17) | 0.0060 (18) | 0.0112 (18) |
C13A | 0.0523 (18) | 0.0435 (18) | 0.0519 (17) | 0.0050 (15) | 0.0122 (14) | 0.0094 (15) |
C14A | 0.0584 (19) | 0.0384 (18) | 0.0425 (16) | 0.0062 (15) | 0.0129 (14) | 0.0059 (15) |
C15A | 0.062 (2) | 0.058 (2) | 0.0605 (19) | −0.0016 (18) | 0.0070 (16) | 0.0159 (19) |
C16A | 0.061 (2) | 0.074 (3) | 0.0584 (19) | 0.005 (2) | 0.0059 (16) | 0.0137 (19) |
C17A | 0.0550 (19) | 0.058 (2) | 0.0519 (17) | 0.0048 (17) | 0.0134 (15) | 0.0033 (17) |
C18A | 0.064 (2) | 0.084 (3) | 0.0545 (18) | 0.002 (2) | 0.0170 (16) | 0.0085 (19) |
C19A | 0.077 (2) | 0.086 (3) | 0.0433 (17) | 0.002 (2) | 0.0173 (16) | 0.0016 (18) |
C20A | 0.058 (2) | 0.071 (3) | 0.061 (2) | −0.0030 (18) | 0.0091 (16) | 0.0063 (19) |
C21A | 0.083 (3) | 0.090 (4) | 0.102 (3) | −0.024 (3) | −0.007 (2) | 0.022 (3) |
C23A | 0.058 (2) | 0.131 (4) | 0.099 (3) | −0.016 (3) | −0.003 (2) | 0.026 (3) |
C24A | 0.049 (2) | 0.106 (4) | 0.074 (2) | 0.001 (2) | 0.0102 (19) | 0.012 (3) |
C25A | 0.081 (3) | 0.114 (4) | 0.095 (3) | −0.001 (3) | 0.006 (3) | −0.005 (3) |
C26A | 0.099 (4) | 0.214 (8) | 0.077 (3) | 0.007 (5) | −0.004 (3) | 0.000 (5) |
C27A | 0.089 (4) | 0.228 (10) | 0.102 (4) | 0.029 (5) | 0.023 (3) | 0.068 (6) |
C28A | 0.087 (3) | 0.142 (6) | 0.155 (5) | −0.004 (4) | 0.025 (4) | 0.069 (5) |
C29A | 0.068 (3) | 0.121 (5) | 0.106 (3) | −0.018 (3) | 0.006 (2) | 0.019 (3) |
C41A | 0.073 (2) | 0.055 (2) | 0.068 (2) | 0.0022 (19) | 0.0015 (18) | −0.0147 (19) |
C42A | 0.071 (2) | 0.087 (3) | 0.083 (2) | −0.014 (2) | 0.014 (2) | 0.018 (2) |
O40 | 0.101 (3) | 0.082 (3) | 0.078 (2) | 0.0000 | 0.007 (2) | 0.0000 |
Geometric parameters (Å, º) top
O3—C3 | 1.437 (4) | C41—H41C | 0.9601 |
O22—C20 | 1.439 (4) | C41—H41A | 0.9598 |
O22—C23 | 1.409 (4) | C41—H41B | 0.9613 |
O3—H32O | 0.9593 | C42—H42B | 0.9583 |
O3—H31O | 0.9599 | C42—H42A | 0.9591 |
O3A—C3A | 1.449 (4) | C42—H42C | 0.9597 |
O22A—C20A | 1.434 (4) | C1A—C10A | 1.547 (5) |
O22A—C23A | 1.416 (4) | C1A—C2A | 1.527 (5) |
O3A—H3D | 0.9604 | C2A—C3A | 1.506 (5) |
O3A—H3C | 0.9597 | C3A—C4A | 1.532 (5) |
O40—H40B | 0.89 (2) | C4A—C41A | 1.538 (5) |
O40—H40A | 0.890 (5) | C4A—C5A | 1.569 (4) |
C1—C2 | 1.526 (5) | C4A—C42A | 1.546 (5) |
C1—C10 | 1.557 (4) | C5A—C10A | 1.556 (4) |
C2—C3 | 1.512 (5) | C5A—C6A | 1.519 (5) |
C3—C4 | 1.545 (5) | C6A—C7A | 1.518 (5) |
C4—C42 | 1.547 (4) | C7A—C8A | 1.504 (5) |
C4—C41 | 1.543 (5) | C8A—C9A | 1.355 (4) |
C4—C5 | 1.559 (4) | C8A—C14A | 1.464 (5) |
C5—C6 | 1.521 (5) | C9A—C11A | 1.518 (5) |
C5—C10 | 1.559 (4) | C9A—C10A | 1.548 (4) |
C6—C7 | 1.521 (5) | C10A—C19A | 1.556 (4) |
C7—C8 | 1.508 (5) | C11A—C12A | 1.527 (5) |
C8—C14 | 1.470 (5) | C12A—C13A | 1.524 (5) |
C8—C9 | 1.360 (4) | C13A—C18A | 1.546 (5) |
C9—C11 | 1.525 (5) | C13A—C17A | 1.549 (5) |
C9—C10 | 1.534 (4) | C13A—C14A | 1.531 (5) |
C10—C19 | 1.556 (4) | C14A—C15A | 1.338 (5) |
C11—C12 | 1.527 (5) | C15A—C16A | 1.504 (5) |
C12—C13 | 1.543 (5) | C16A—C17A | 1.539 (6) |
C13—C18 | 1.554 (5) | C17A—C20A | 1.530 (5) |
C13—C17 | 1.554 (5) | C20A—C21A | 1.521 (6) |
C13—C14 | 1.518 (5) | C23A—C24A | 1.502 (7) |
C14—C15 | 1.339 (5) | C24A—C29A | 1.363 (8) |
C15—C16 | 1.499 (5) | C24A—C25A | 1.379 (6) |
C16—C17 | 1.531 (5) | C25A—C26A | 1.391 (9) |
C17—C20 | 1.529 (5) | C26A—C27A | 1.355 (14) |
C20—C21 | 1.515 (6) | C27A—C28A | 1.378 (10) |
C23—C24 | 1.508 (6) | C28A—C29A | 1.368 (9) |
C24—C25 | 1.387 (6) | C1A—H1C | 0.9707 |
C24—C29 | 1.378 (6) | C1A—H1D | 0.9693 |
C25—C26 | 1.388 (7) | C2A—H2C | 0.9696 |
C26—C27 | 1.383 (7) | C2A—H2D | 0.9691 |
C27—C28 | 1.363 (9) | C3A—H3B | 0.9801 |
C28—C29 | 1.385 (8) | C5A—H5A | 0.9799 |
C1—H1A | 0.9698 | C6A—H61A | 0.9686 |
C1—H1B | 0.9697 | C6A—H62A | 0.9689 |
C2—H2A | 0.9700 | C7A—H72A | 0.9691 |
C2—H2B | 0.9692 | C7A—H71A | 0.9693 |
C3—H3 | 0.9809 | C11A—H11D | 0.9710 |
C5—H5 | 0.9800 | C11A—H11C | 0.9697 |
C6—H6B | 0.9705 | C12A—H12C | 0.9719 |
C6—H6A | 0.9692 | C12A—H12D | 0.9712 |
C7—H7B | 0.9711 | C15A—H15A | 0.9301 |
C7—H7A | 0.9681 | C16A—H16C | 0.9694 |
C11—H11A | 0.9705 | C16A—H16D | 0.9715 |
C11—H11B | 0.9721 | C17A—H17A | 0.9801 |
C12—H12A | 0.9713 | C18A—H18D | 0.9604 |
C12—H12B | 0.9719 | C18A—H18F | 0.9598 |
C15—H15 | 0.9298 | C18A—H18E | 0.9596 |
C16—H16A | 0.9700 | C19A—H19E | 0.9596 |
C16—H16B | 0.9689 | C19A—H19D | 0.9600 |
C17—H17 | 0.9787 | C19A—H19F | 0.9622 |
C18—H18B | 0.9604 | C20A—H20A | 0.9815 |
C18—H18A | 0.9596 | C21A—H21D | 0.9600 |
C18—H18C | 0.9605 | C21A—H21F | 0.9601 |
C19—H19C | 0.9577 | C21A—H21E | 0.9631 |
C19—H19A | 0.9601 | C23A—H23D | 0.9699 |
C19—H19B | 0.9611 | C23A—H23C | 0.9691 |
C20—H20 | 0.9788 | C25A—H25A | 0.9309 |
C21—H21B | 0.9622 | C26A—H26A | 0.9297 |
C21—H21C | 0.9611 | C27A—H27A | 0.9310 |
C21—H21A | 0.9620 | C28A—H28A | 0.9298 |
C23—H23A | 0.9706 | C29A—H29A | 0.9311 |
C23—H23B | 0.9699 | C41A—H41E | 0.9593 |
C25—H25 | 0.9298 | C41A—H41F | 0.9593 |
C26—H26 | 0.9307 | C41A—H41D | 0.9575 |
C27—H27 | 0.9287 | C42A—H42F | 0.9604 |
C28—H28 | 0.9323 | C42A—H42D | 0.9597 |
C29—H29 | 0.9298 | C42A—H42E | 0.9581 |
| | | |
O3···O40i | 2.831 (3) | H11B···C1 | 2.5206 |
O3···O40ii | 2.831 (3) | H11B···H1A | 2.1269 |
O3···C3Aiii | 3.419 (4) | H11B···H19Exi | 2.5460 |
O3···O3Aiii | 2.816 (3) | H11B···H1B | 2.4614 |
O3A···O3Aiv | 2.882 (3) | H11C···H19D | 2.4274 |
O3A···O3iii | 2.816 (3) | H11C···C18A | 2.8407 |
O40···O3v | 2.831 (3) | H11C···H18E | 2.3126 |
O40···O3vi | 2.831 (3) | H11C···C19A | 3.0104 |
O3···H42B | 2.7306 | H11C···H12Bviii | 2.4924 |
O3···H40Bii | 2.15 (3) | H11D···H71Ai | 2.5236 |
O3···H3Diii | 2.2237 | H11D···H1D | 2.3642 |
O3···H41B | 2.5588 | H11D···C1A | 2.4992 |
O3A···H41D | 2.7201 | H11D···H1C | 2.1567 |
O3A···H32Oiii | 1.9988 | H12A···H18C | 2.5061 |
O3A···H3Civ | 2.0124 | H12A···C21 | 2.9008 |
O3A···H42E | 2.5513 | H12A···H21C | 2.3195 |
O22···H25 | 2.4166 | H12B···H17 | 2.3524 |
O22···H16A | 2.7295 | H12B···H11Cvii | 2.4924 |
O22···H18Fvii | 2.8537 | H12C···H17A | 2.3671 |
O22A···H29A | 2.6791 | H12D···H18F | 2.5283 |
O22A···H16D | 2.8619 | H12D···C21A | 2.9109 |
O22A···H16C | 2.7307 | H12D···H21F | 2.3302 |
O40···H31Ovi | 2.0071 | H15···H7A | 2.4816 |
O40···H31Ov | 2.0071 | H15···C7 | 2.7639 |
C3A···O3iii | 3.419 (4) | H15A···H71A | 2.5048 |
C7A···C19v | 3.543 (5) | H15A···C7A | 2.7798 |
C9···C18 | 3.570 (5) | H15A···H72A | 2.5904 |
C9A···C18A | 3.543 (5) | H16A···O22 | 2.7295 |
C12···C21 | 3.422 (5) | H16A···C18Avii | 3.0627 |
C12A···C21A | 3.442 (6) | H16A···H21Cv | 2.5510 |
C18···C9 | 3.570 (5) | H16B···H20 | 2.5119 |
C18···C21 | 3.574 (6) | H16B···H18A | 2.5870 |
C18A···C21A | 3.596 (6) | H16C···O22A | 2.7307 |
C18A···C9A | 3.543 (5) | H16D···H18D | 2.5701 |
C19···C7Ai | 3.543 (5) | H16D···H20A | 2.5334 |
C19···C42 | 3.276 (5) | H16D···O22A | 2.8619 |
C19A···C41A | 3.336 (6) | H17···H21A | 2.5398 |
C21···C18 | 3.574 (6) | H17···H12B | 2.3524 |
C21···C12 | 3.422 (5) | H17···C18Avii | 2.9855 |
C21A···C18A | 3.596 (6) | H17···H18Fvii | 2.4004 |
C21A···C12A | 3.442 (6) | H17A···H21D | 2.5077 |
C41A···C19A | 3.336 (6) | H17A···H12C | 2.3671 |
C42···C19 | 3.276 (5) | H18A···C15 | 3.0454 |
C1···H11B | 2.5206 | H18A···C20 | 3.0727 |
C1A···H11D | 2.4992 | H18A···C16 | 2.8911 |
C2···H19C | 2.7584 | H18A···H16B | 2.5870 |
C2···H42C | 2.8177 | H18A···H20 | 2.5867 |
C2A···H41E | 2.7696 | H18B···H11A | 2.3721 |
C2A···H19F | 2.8277 | H18B···C8 | 3.0136 |
C3···H40Bii | 3.09 (6) | H18B···C11 | 2.7819 |
C3···H3Diii | 2.8125 | H18C···H21C | 2.4089 |
C3A···H32Oiii | 2.6332 | H18C···C21 | 3.0646 |
C6···H42A | 2.7914 | H18C···C20 | 2.9040 |
C6···H19B | 2.7588 | H18C···H20 | 2.5808 |
C6···H41C | 2.8087 | H18C···H12A | 2.5061 |
C6A···H41F | 2.7857 | H18D···C16A | 2.8589 |
C6A···H19E | 2.7496 | H18D···C15A | 2.9820 |
C6A···H42F | 2.8056 | H18D···H20A | 2.5417 |
C7···H15 | 2.7639 | H18D···C20A | 3.0536 |
C7A···H15A | 2.7798 | H18D···H16D | 2.5701 |
C8···H18B | 3.0136 | H18E···C11A | 2.7361 |
C8···H5 | 2.8024 | H18E···H11C | 2.3126 |
C8A···H18E | 2.9961 | H18E···C9A | 3.0780 |
C8A···H5A | 2.7952 | H18E···C8A | 2.9961 |
C9A···H18E | 3.0780 | H18F···O22viii | 2.8537 |
C11···H1B | 3.0225 | H18F···H20A | 2.4368 |
C11···H18B | 2.7819 | H18F···H21F | 2.4636 |
C11···H19A | 2.7926 | H18F···H17viii | 2.4004 |
C11···H1A | 2.7408 | H18F···C20A | 2.8266 |
C11A···H19D | 2.8741 | H18F···C21A | 3.0729 |
C11A···H1D | 2.9428 | H18F···H12D | 2.5283 |
C11A···H1C | 2.7378 | H19A···C11 | 2.7926 |
C11A···H18E | 2.7361 | H19A···H1A | 2.5244 |
C12···H21C | 3.0003 | H19A···H11A | 2.3431 |
C12A···H21F | 3.0250 | H19A···H72Ai | 2.4989 |
C13···H21C | 2.9752 | H19B···H6A | 2.1405 |
C13A···H21F | 3.0158 | H19B···C6 | 2.7588 |
C15···H7B | 2.9939 | H19C···H42C | 2.0902 |
C15···H7A | 2.8347 | H19C···H72Ai | 2.5588 |
C15···H18A | 3.0454 | H19C···C2 | 2.7584 |
C15A···H72A | 2.9653 | H19C···H2A | 2.2084 |
C15A···H71A | 2.8586 | H19C···C42 | 2.7774 |
C15A···H7A | 2.8912 | H19D···C11A | 2.8741 |
C15A···H18D | 2.9820 | H19D···H11C | 2.4274 |
C16···H18A | 2.8911 | H19D···H1C | 2.4433 |
C16A···H18D | 2.8589 | H19E···C6A | 2.7496 |
C18···H20 | 2.8009 | H19E···H11Bxii | 2.5460 |
C18···H21C | 3.0709 | H19E···H61A | 2.1495 |
C18···H11A | 2.8746 | H19F···H2C | 2.2810 |
C18A···H11C | 2.8407 | H19F···C2A | 2.8277 |
C18A···H20A | 2.7113 | H19F···C41A | 2.7627 |
C18A···H16Aviii | 3.0627 | H19F···H41E | 2.0854 |
C18A···H17viii | 2.9855 | H20···H28Ai | 2.3857 |
C19···H6A | 2.7550 | H20···H18C | 2.5808 |
C19···H11A | 2.9751 | H20···H23A | 2.2593 |
C19···H2A | 2.8458 | H20···H18A | 2.5867 |
C19···H72Ai | 2.7243 | H20···C18 | 2.8009 |
C19···H42C | 2.7962 | H20···H16B | 2.5119 |
C19A···H41E | 2.8483 | H20A···H18F | 2.4368 |
C19A···H2C | 2.8738 | H20A···C18A | 2.7113 |
C19A···H11C | 3.0104 | H20A···H23C | 2.2148 |
C19A···H61A | 2.7236 | H20A···H18D | 2.5417 |
C20···H18C | 2.9040 | H20A···C25viii | 3.0850 |
C20···H18A | 3.0727 | H20A···H16D | 2.5334 |
C20A···H18F | 2.8266 | H21A···H17 | 2.5398 |
C20A···H18D | 3.0536 | H21B···C23 | 2.7610 |
C21···H23B | 2.8349 | H21B···H23B | 2.2763 |
C21···H18C | 3.0646 | H21C···C13 | 2.9752 |
C21···H12A | 2.9008 | H21C···C18 | 3.0709 |
C21A···H18F | 3.0729 | H21C···H12A | 2.3195 |
C21A···H12D | 2.9109 | H21C···C12 | 3.0003 |
C21A···H23D | 2.9357 | H21C···H16Ai | 2.5510 |
C23···H21B | 2.7610 | H21C···H18C | 2.4089 |
C23A···H21E | 2.7261 | H21D···H17A | 2.5077 |
C24A···H29ix | 3.0812 | H21E···H23D | 2.3774 |
C25···H20Avii | 3.0850 | H21E···C23A | 2.7261 |
C27A···H26Aix | 3.0368 | H21F···H12D | 2.3302 |
C28···H27x | 3.0490 | H21F···H18F | 2.4636 |
C41···H6B | 2.6261 | H21F···C13A | 3.0158 |
C41A···H61A | 3.0334 | H21F···C12A | 3.0250 |
C41A···H2C | 2.8247 | H23A···H20 | 2.2593 |
C41A···H3C | 2.6287 | H23B···C21 | 2.8349 |
C41A···H19F | 2.7627 | H23B···H21B | 2.2763 |
C42···H31O | 3.0975 | H23B···H29 | 2.5719 |
C42···H2A | 2.8935 | H23C···H20A | 2.2148 |
C42···H6A | 3.0531 | H23D···H25A | 2.3584 |
C42···H19C | 2.7774 | H23D···C21A | 2.9357 |
C42A···H62A | 2.6376 | H23D···H21E | 2.3774 |
C42A···H40B | 3.00 (5) | H25···O22 | 2.4166 |
H1A···H19A | 2.5244 | H25A···H23D | 2.3584 |
H1A···C11 | 2.7408 | H26A···C27Axiii | 3.0368 |
H1A···H11B | 2.1269 | H27···C28xiv | 3.0490 |
H1B···H3 | 2.5149 | H28A···H20v | 2.3857 |
H1B···H5 | 2.5219 | H29···H23B | 2.5719 |
H1B···C11 | 3.0225 | H29···C24Axiii | 3.0812 |
H1B···H11B | 2.4614 | H29A···O22A | 2.6791 |
H1C···C11A | 2.7378 | H31O···H2B | 2.4282 |
H1C···H19D | 2.4433 | H31O···H2A | 2.3309 |
H1C···H11D | 2.1567 | H31O···O40i | 2.0071 |
H1D···H5A | 2.5517 | H31O···C42 | 3.0975 |
H1D···H11D | 2.3642 | H31O···H40Aii | 2.5297 |
H1D···H3B | 2.4773 | H31O···H40Ai | 2.5297 |
H1D···C11A | 2.9428 | H31O···O40ii | 2.0071 |
H2A···C19 | 2.8458 | H32O···H3Biii | 2.3416 |
H2A···C42 | 2.8935 | H32O···C3Aiii | 2.6332 |
H2A···H19C | 2.2084 | H32O···O3Aiii | 1.9988 |
H2A···H31O | 2.3309 | H40A···H31Ovi | 2.5297 |
H2A···H42C | 2.2713 | H40A···H31Ov | 2.5297 |
H2B···H31O | 2.4282 | H40B···C42A | 3.00 (5) |
H2C···H19F | 2.2810 | H40B···O3vi | 2.15 (3) |
H2C···H41E | 2.1998 | H40B···C3vi | 3.09 (6) |
H2C···H3C | 2.5195 | H41A···H5 | 2.3173 |
H2C···H3viii | 2.3724 | H41A···H3 | 2.4220 |
H2C···C19A | 2.8738 | H41B···O3 | 2.5588 |
H2C···C41A | 2.8247 | H41B···H42B | 2.4155 |
H2D···H41Fi | 2.5869 | H41C···H42A | 2.5663 |
H2D···H3D | 2.3918 | H41C···H6B | 2.1372 |
H3···H5 | 2.4053 | H41C···C6 | 2.8087 |
H3···H2Cvii | 2.3724 | H41D···H3C | 2.2728 |
H3···H41A | 2.4220 | H41D···H42E | 2.4242 |
H3···H3Diii | 2.4000 | H41D···O3A | 2.7201 |
H3···H1B | 2.5149 | H41D···H41Div | 2.4828 |
H3B···H42D | 2.4306 | H41E···H2C | 2.1998 |
H3B···H1D | 2.4773 | H41E···H19F | 2.0854 |
H3B···H5A | 2.3926 | H41E···C19A | 2.8483 |
H3B···H32Oiii | 2.3416 | H41E···C2A | 2.7696 |
H3C···C41A | 2.6287 | H41F···C6A | 2.7857 |
H3C···O3Aiv | 2.0124 | H41F···H61A | 2.4572 |
H3C···H41D | 2.2728 | H41F···H42F | 2.5494 |
H3C···H2C | 2.5195 | H41F···H2Dv | 2.5869 |
H3D···O3iii | 2.2237 | H42A···H6A | 2.4715 |
H3D···H2D | 2.3918 | H42A···C6 | 2.7914 |
H3D···H3iii | 2.4000 | H42A···H41C | 2.5663 |
H3D···C3iii | 2.8125 | H42B···O3 | 2.7306 |
H5···H3 | 2.4053 | H42B···H41B | 2.4155 |
H5···H1B | 2.5219 | H42C···C2 | 2.8177 |
H5···C8 | 2.8024 | H42C···H2A | 2.2713 |
H5···H41A | 2.3173 | H42C···H19C | 2.0902 |
H5···H7B | 2.4773 | H42C···C19 | 2.7962 |
H5A···C8A | 2.7952 | H42D···H3B | 2.4306 |
H5A···H72A | 2.5384 | H42D···H5A | 2.3205 |
H5A···H42D | 2.3205 | H42E···H41D | 2.4242 |
H5A···H1D | 2.5517 | H42E···O3A | 2.5513 |
H5A···H3B | 2.3926 | H42F···H62A | 2.1386 |
H6A···H19B | 2.1405 | H42F···C6A | 2.8056 |
H6A···C19 | 2.7550 | H42F···H41F | 2.5494 |
H6A···C42 | 3.0531 | H61A···C41A | 3.0334 |
H6A···H42A | 2.4715 | H61A···H19E | 2.1495 |
H6B···C41 | 2.6261 | H61A···H41F | 2.4572 |
H6B···H41C | 2.1372 | H61A···C19A | 2.7236 |
H7A···C15 | 2.8347 | H62A···H42F | 2.1386 |
H7A···H15 | 2.4816 | H62A···C42A | 2.6376 |
H7A···C15A | 2.8912 | H71A···C15A | 2.8586 |
H7B···H5 | 2.4773 | H71A···H15A | 2.5048 |
H7B···H11Av | 2.5225 | H71A···H11Dv | 2.5236 |
H7B···C15 | 2.9939 | H72A···C19v | 2.7243 |
H11A···C18 | 2.8746 | H72A···H5A | 2.5384 |
H11A···C19 | 2.9751 | H72A···H19Av | 2.4989 |
H11A···H18B | 2.3721 | H72A···H19Cv | 2.5588 |
H11A···H7Bi | 2.5225 | H72A···H15A | 2.5904 |
H11A···H19A | 2.3431 | H72A···C15A | 2.9653 |
| | | |
C20—O22—C23 | 115.4 (3) | H42B—C42—H42C | 109.46 |
C3—O3—H31O | 109.56 | H42A—C42—H42B | 109.28 |
C3—O3—H32O | 109.22 | C4—C42—H42A | 109.50 |
H31O—O3—H32O | 109.55 | C4—C42—H42B | 109.50 |
C20A—O22A—C23A | 115.5 (3) | H42A—C42—H42C | 109.62 |
C3A—O3A—H3D | 109.59 | C2A—C1A—C10A | 113.0 (3) |
H3C—O3A—H3D | 109.46 | C1A—C2A—C3A | 111.3 (3) |
C3A—O3A—H3C | 109.10 | O3A—C3A—C2A | 111.4 (3) |
H40A—O40—H40Biii | 99.7 (4) | C2A—C3A—C4A | 113.0 (3) |
H40B—O40—H40Biii | 160.7 (7) | O3A—C3A—C4A | 112.0 (3) |
H40A—O40—H40B | 99.7 (4) | C5A—C4A—C42A | 108.8 (3) |
C2—C1—C10 | 113.1 (3) | C5A—C4A—C41A | 114.3 (3) |
C1—C2—C3 | 111.8 (3) | C3A—C4A—C5A | 106.9 (3) |
C2—C3—C4 | 113.6 (3) | C3A—C4A—C42A | 107.8 (3) |
O3—C3—C4 | 112.4 (3) | C41A—C4A—C42A | 107.4 (3) |
O3—C3—C2 | 110.7 (3) | C3A—C4A—C41A | 111.4 (3) |
C3—C4—C41 | 107.2 (3) | C4A—C5A—C6A | 115.5 (3) |
C5—C4—C42 | 114.6 (3) | C6A—C5A—C10A | 109.8 (3) |
C5—C4—C41 | 109.2 (3) | C4A—C5A—C10A | 117.9 (2) |
C41—C4—C42 | 107.2 (3) | C5A—C6A—C7A | 110.5 (3) |
C3—C4—C5 | 107.2 (2) | C6A—C7A—C8A | 114.8 (3) |
C3—C4—C42 | 111.2 (3) | C7A—C8A—C14A | 116.2 (3) |
C4—C5—C6 | 115.3 (2) | C7A—C8A—C9A | 122.6 (3) |
C4—C5—C10 | 117.7 (2) | C9A—C8A—C14A | 121.1 (3) |
C6—C5—C10 | 110.1 (3) | C8A—C9A—C10A | 122.0 (3) |
C5—C6—C7 | 109.6 (3) | C8A—C9A—C11A | 120.3 (3) |
C6—C7—C8 | 114.0 (3) | C10A—C9A—C11A | 117.3 (2) |
C7—C8—C14 | 116.5 (3) | C1A—C10A—C19A | 108.8 (2) |
C9—C8—C14 | 121.0 (3) | C1A—C10A—C9A | 110.7 (2) |
C7—C8—C9 | 122.5 (3) | C5A—C10A—C19A | 114.6 (3) |
C8—C9—C10 | 122.6 (3) | C5A—C10A—C9A | 108.3 (2) |
C8—C9—C11 | 119.9 (3) | C1A—C10A—C5A | 108.2 (3) |
C10—C9—C11 | 117.3 (3) | C9A—C10A—C19A | 106.3 (3) |
C9—C10—C19 | 106.5 (3) | C9A—C11A—C12A | 114.5 (3) |
C1—C10—C5 | 107.7 (3) | C11A—C12A—C13A | 112.3 (3) |
C5—C10—C9 | 109.0 (2) | C12A—C13A—C18A | 111.4 (3) |
C5—C10—C19 | 114.1 (2) | C14A—C13A—C17A | 101.6 (3) |
C1—C10—C19 | 108.3 (3) | C12A—C13A—C17A | 116.0 (3) |
C1—C10—C9 | 111.3 (2) | C12A—C13A—C14A | 107.8 (3) |
C9—C11—C12 | 115.2 (3) | C14A—C13A—C18A | 107.9 (3) |
C11—C12—C13 | 112.2 (3) | C17A—C13A—C18A | 111.4 (3) |
C12—C13—C17 | 115.3 (3) | C8A—C14A—C13A | 120.3 (3) |
C14—C13—C18 | 108.7 (3) | C8A—C14A—C15A | 129.6 (3) |
C17—C13—C18 | 112.3 (3) | C13A—C14A—C15A | 110.1 (3) |
C12—C13—C18 | 111.0 (3) | C14A—C15A—C16A | 112.2 (3) |
C12—C13—C14 | 107.7 (3) | C15A—C16A—C17A | 102.7 (3) |
C14—C13—C17 | 101.1 (3) | C13A—C17A—C20A | 119.0 (3) |
C8—C14—C15 | 128.2 (3) | C16A—C17A—C20A | 113.3 (3) |
C8—C14—C13 | 121.1 (3) | C13A—C17A—C16A | 104.2 (3) |
C13—C14—C15 | 110.7 (3) | C17A—C20A—C21A | 114.8 (3) |
C14—C15—C16 | 111.7 (3) | O22A—C20A—C17A | 105.4 (3) |
C15—C16—C17 | 102.7 (3) | O22A—C20A—C21A | 110.7 (3) |
C13—C17—C20 | 119.6 (3) | O22A—C23A—C24A | 108.4 (3) |
C13—C17—C16 | 104.0 (3) | C23A—C24A—C25A | 120.9 (5) |
C16—C17—C20 | 113.7 (3) | C23A—C24A—C29A | 120.7 (4) |
C17—C20—C21 | 115.0 (3) | C25A—C24A—C29A | 118.5 (5) |
O22—C20—C21 | 110.3 (3) | C24A—C25A—C26A | 120.3 (6) |
O22—C20—C17 | 104.9 (3) | C25A—C26A—C27A | 120.0 (6) |
O22—C23—C24 | 110.7 (3) | C26A—C27A—C28A | 119.9 (7) |
C25—C24—C29 | 118.7 (4) | C27A—C28A—C29A | 119.7 (7) |
C23—C24—C29 | 119.1 (4) | C24A—C29A—C28A | 121.5 (5) |
C23—C24—C25 | 122.1 (4) | C10A—C1A—H1D | 108.98 |
C24—C25—C26 | 120.3 (4) | H1C—C1A—H1D | 107.78 |
C25—C26—C27 | 120.0 (5) | C10A—C1A—H1C | 108.93 |
C26—C27—C28 | 119.8 (5) | C2A—C1A—H1C | 108.97 |
C27—C28—C29 | 120.4 (5) | C2A—C1A—H1D | 109.06 |
C24—C29—C28 | 120.8 (5) | C1A—C2A—H2C | 109.24 |
C2—C1—H1B | 108.99 | C1A—C2A—H2D | 109.18 |
H1A—C1—H1B | 107.73 | C3A—C2A—H2C | 109.46 |
C10—C1—H1A | 109.12 | C3A—C2A—H2D | 109.48 |
C10—C1—H1B | 108.97 | H2C—C2A—H2D | 108.08 |
C2—C1—H1A | 108.84 | C4A—C3A—H3B | 106.71 |
C3—C2—H2B | 109.31 | O3A—C3A—H3B | 106.55 |
C1—C2—H2A | 109.09 | C2A—C3A—H3B | 106.68 |
C3—C2—H2A | 109.31 | C4A—C5A—H5A | 103.97 |
C1—C2—H2B | 109.21 | C6A—C5A—H5A | 103.85 |
H2A—C2—H2B | 108.08 | C10A—C5A—H5A | 103.84 |
O3—C3—H3 | 106.61 | C7A—C6A—H62A | 109.48 |
C2—C3—H3 | 106.46 | H61A—C6A—H62A | 107.96 |
C4—C3—H3 | 106.47 | C5A—C6A—H61A | 109.53 |
C10—C5—H5 | 103.94 | C5A—C6A—H62A | 109.64 |
C4—C5—H5 | 103.99 | C7A—C6A—H61A | 109.67 |
C6—C5—H5 | 104.00 | C6A—C7A—H71A | 108.56 |
C7—C6—H6B | 109.81 | C6A—C7A—H72A | 108.68 |
C5—C6—H6B | 109.70 | C8A—C7A—H71A | 108.56 |
C7—C6—H6A | 109.94 | C8A—C7A—H72A | 108.50 |
H6A—C6—H6B | 108.12 | H71A—C7A—H72A | 107.46 |
C5—C6—H6A | 109.66 | C9A—C11A—H11D | 108.61 |
C8—C7—H7A | 108.86 | H11C—C11A—H11D | 107.56 |
C6—C7—H7B | 108.63 | C12A—C11A—H11C | 108.66 |
H7A—C7—H7B | 107.71 | C12A—C11A—H11D | 108.68 |
C6—C7—H7A | 108.68 | C9A—C11A—H11C | 108.61 |
C8—C7—H7B | 108.78 | C13A—C12A—H12D | 109.09 |
H11A—C11—H11B | 107.62 | H12C—C12A—H12D | 107.96 |
C12—C11—H11A | 108.31 | C13A—C12A—H12C | 109.20 |
C9—C11—H11A | 108.53 | C11A—C12A—H12C | 108.99 |
C9—C11—H11B | 108.39 | C11A—C12A—H12D | 109.21 |
C12—C11—H11B | 108.50 | C16A—C15A—H15A | 123.88 |
C13—C12—H12B | 109.27 | C14A—C15A—H15A | 123.91 |
C13—C12—H12A | 109.00 | C15A—C16A—H16C | 111.28 |
C11—C12—H12A | 109.26 | C15A—C16A—H16D | 111.31 |
C11—C12—H12B | 109.02 | C17A—C16A—H16C | 111.21 |
H12A—C12—H12B | 108.00 | C17A—C16A—H16D | 111.22 |
C14—C15—H15 | 124.09 | H16C—C16A—H16D | 109.07 |
C16—C15—H15 | 124.21 | C16A—C17A—H17A | 106.55 |
C17—C16—H16A | 111.15 | C13A—C17A—H17A | 106.52 |
C15—C16—H16B | 111.19 | C20A—C17A—H17A | 106.59 |
H16A—C16—H16B | 109.36 | C13A—C18A—H18D | 109.48 |
C17—C16—H16B | 111.24 | C13A—C18A—H18E | 109.52 |
C15—C16—H16A | 111.13 | H18E—C18A—H18F | 109.46 |
C20—C17—H17 | 106.10 | H18D—C18A—H18F | 109.42 |
C13—C17—H17 | 106.31 | C13A—C18A—H18F | 109.52 |
C16—C17—H17 | 106.20 | H18D—C18A—H18E | 109.43 |
H18A—C18—H18B | 109.56 | C10A—C19A—H19D | 109.47 |
C13—C18—H18B | 109.36 | C10A—C19A—H19E | 109.40 |
H18B—C18—H18C | 109.54 | C10A—C19A—H19F | 109.34 |
C13—C18—H18C | 109.43 | H19D—C19A—H19E | 109.59 |
H18A—C18—H18C | 109.49 | H19D—C19A—H19F | 109.63 |
C13—C18—H18A | 109.46 | H19E—C19A—H19F | 109.40 |
H19A—C19—H19B | 109.36 | C17A—C20A—H20A | 108.69 |
C10—C19—H19A | 109.46 | O22A—C20A—H20A | 108.52 |
C10—C19—H19C | 109.55 | C21A—C20A—H20A | 108.54 |
H19A—C19—H19C | 109.50 | C20A—C21A—H21D | 109.48 |
C10—C19—H19B | 109.45 | C20A—C21A—H21E | 109.43 |
H19B—C19—H19C | 109.51 | H21E—C21A—H21F | 109.39 |
C17—C20—H20 | 108.72 | H21D—C21A—H21F | 109.46 |
C21—C20—H20 | 108.82 | C20A—C21A—H21F | 109.50 |
O22—C20—H20 | 108.88 | H21D—C21A—H21E | 109.56 |
H21A—C21—H21C | 109.28 | O22A—C23A—H23D | 109.98 |
C20—C21—H21B | 109.42 | H23C—C23A—H23D | 108.49 |
H21A—C21—H21B | 109.59 | C24A—C23A—H23C | 110.10 |
C20—C21—H21A | 109.50 | C24A—C23A—H23D | 110.02 |
C20—C21—H21C | 109.47 | O22A—C23A—H23C | 109.83 |
H21B—C21—H21C | 109.57 | C24A—C25A—H25A | 119.85 |
H23A—C23—H23B | 108.11 | C26A—C25A—H25A | 119.82 |
O22—C23—H23B | 109.50 | C27A—C26A—H26A | 120.01 |
C24—C23—H23A | 109.45 | C25A—C26A—H26A | 119.97 |
O22—C23—H23A | 109.48 | C26A—C27A—H27A | 119.97 |
C24—C23—H23B | 109.55 | C28A—C27A—H27A | 120.14 |
C24—C25—H25 | 119.82 | C27A—C28A—H28A | 120.08 |
C26—C25—H25 | 119.83 | C29A—C28A—H28A | 120.20 |
C27—C26—H26 | 120.13 | C28A—C29A—H29A | 119.23 |
C25—C26—H26 | 119.90 | C24A—C29A—H29A | 119.22 |
C28—C27—H27 | 120.20 | C4A—C41A—H41E | 109.44 |
C26—C27—H27 | 120.01 | H41D—C41A—H41F | 109.44 |
C29—C28—H28 | 119.77 | C4A—C41A—H41F | 109.46 |
C27—C28—H28 | 119.86 | H41D—C41A—H41E | 109.46 |
C24—C29—H29 | 119.58 | C4A—C41A—H41D | 109.45 |
C28—C29—H29 | 119.63 | H41E—C41A—H41F | 109.58 |
H41A—C41—H41C | 109.43 | C4A—C42A—H42F | 109.37 |
C4—C41—H41B | 109.49 | H42D—C42A—H42F | 109.49 |
C4—C41—H41C | 109.50 | H42E—C42A—H42F | 109.62 |
C4—C41—H41A | 109.44 | H42D—C42A—H42E | 109.34 |
H41A—C41—H41B | 109.55 | C4A—C42A—H42D | 109.58 |
H41B—C41—H41C | 109.41 | C4A—C42A—H42E | 109.44 |
C4—C42—H42C | 109.47 | | |
| | | |
C23—O22—C20—C17 | −159.5 (3) | C25—C26—C27—C28 | −0.7 (7) |
C23—O22—C20—C21 | 76.1 (4) | C26—C27—C28—C29 | 0.3 (8) |
C20—O22—C23—C24 | 168.3 (3) | C27—C28—C29—C24 | 0.2 (8) |
C23A—O22A—C20A—C17A | −161.7 (4) | C2A—C1A—C10A—C9A | 168.6 (2) |
C20A—O22A—C23A—C24A | 156.2 (4) | C2A—C1A—C10A—C19A | −74.9 (3) |
C23A—O22A—C20A—C21A | 73.6 (4) | C10A—C1A—C2A—C3A | −57.6 (4) |
C2—C1—C10—C19 | −72.6 (3) | C2A—C1A—C10A—C5A | 50.1 (3) |
C2—C1—C10—C9 | 170.7 (3) | C1A—C2A—C3A—O3A | −172.4 (3) |
C10—C1—C2—C3 | −56.7 (4) | C1A—C2A—C3A—C4A | 60.5 (4) |
C2—C1—C10—C5 | 51.3 (3) | O3A—C3A—C4A—C42A | 61.7 (3) |
C1—C2—C3—O3 | −174.5 (3) | O3A—C3A—C4A—C41A | −55.9 (4) |
C1—C2—C3—C4 | 57.9 (4) | O3A—C3A—C4A—C5A | 178.6 (2) |
O3—C3—C4—C41 | 63.0 (4) | C2A—C3A—C4A—C5A | −54.6 (3) |
C2—C3—C4—C5 | −53.0 (3) | C2A—C3A—C4A—C41A | 70.9 (4) |
C2—C3—C4—C42 | 73.0 (3) | C2A—C3A—C4A—C42A | −171.4 (3) |
C2—C3—C4—C41 | −170.2 (3) | C42A—C4A—C5A—C6A | −60.1 (3) |
O3—C3—C4—C5 | −179.8 (3) | C3A—C4A—C5A—C10A | 51.1 (3) |
O3—C3—C4—C42 | −53.8 (4) | C41A—C4A—C5A—C6A | 60.0 (4) |
C3—C4—C5—C10 | 51.9 (3) | C42A—C4A—C5A—C10A | 167.3 (3) |
C3—C4—C5—C6 | −175.5 (3) | C3A—C4A—C5A—C6A | −176.2 (2) |
C42—C4—C5—C10 | −72.0 (3) | C41A—C4A—C5A—C10A | −72.7 (4) |
C41—C4—C5—C6 | −59.7 (4) | C4A—C5A—C10A—C19A | 72.2 (4) |
C41—C4—C5—C10 | 167.8 (3) | C6A—C5A—C10A—C1A | 175.6 (2) |
C42—C4—C5—C6 | 60.6 (4) | C4A—C5A—C6A—C7A | 160.4 (3) |
C4—C5—C10—C9 | −172.2 (2) | C6A—C5A—C10A—C19A | −62.9 (3) |
C4—C5—C10—C1 | −51.4 (3) | C10A—C5A—C6A—C7A | −63.2 (3) |
C10—C5—C6—C7 | −64.7 (3) | C4A—C5A—C10A—C9A | −169.3 (2) |
C6—C5—C10—C1 | 173.8 (2) | C4A—C5A—C10A—C1A | −49.2 (3) |
C6—C5—C10—C19 | −65.9 (3) | C6A—C5A—C10A—C9A | 55.6 (3) |
C4—C5—C6—C7 | 159.3 (3) | C5A—C6A—C7A—C8A | 39.9 (4) |
C6—C5—C10—C9 | 52.9 (3) | C6A—C7A—C8A—C14A | 172.8 (3) |
C4—C5—C10—C19 | 68.9 (3) | C6A—C7A—C8A—C9A | −11.8 (5) |
C5—C6—C7—C8 | 43.4 (4) | C7A—C8A—C9A—C11A | 179.2 (3) |
C6—C7—C8—C14 | 168.9 (3) | C14A—C8A—C9A—C11A | −5.7 (5) |
C6—C7—C8—C9 | −13.2 (5) | C9A—C8A—C14A—C13A | 15.2 (5) |
C9—C8—C14—C15 | −167.4 (3) | C7A—C8A—C9A—C10A | 6.4 (5) |
C9—C8—C14—C13 | 14.5 (5) | C7A—C8A—C14A—C15A | 6.4 (5) |
C14—C8—C9—C10 | −179.1 (3) | C7A—C8A—C14A—C13A | −169.3 (3) |
C14—C8—C9—C11 | −3.9 (5) | C9A—C8A—C14A—C15A | −169.1 (3) |
C7—C8—C14—C13 | −167.6 (3) | C14A—C8A—C9A—C10A | −178.4 (3) |
C7—C8—C9—C10 | 3.1 (5) | C8A—C9A—C10A—C5A | −28.1 (4) |
C7—C8—C14—C15 | 10.5 (5) | C10A—C9A—C11A—C12A | −164.8 (3) |
C7—C8—C9—C11 | 178.3 (3) | C8A—C9A—C10A—C19A | 95.5 (3) |
C8—C9—C11—C12 | 20.5 (4) | C8A—C9A—C10A—C1A | −146.5 (3) |
C11—C9—C10—C19 | −74.6 (3) | C8A—C9A—C11A—C12A | 22.2 (4) |
C8—C9—C10—C1 | −141.4 (3) | C11A—C9A—C10A—C1A | 40.5 (3) |
C11—C9—C10—C1 | 43.2 (4) | C11A—C9A—C10A—C5A | 159.0 (2) |
C8—C9—C10—C19 | 100.8 (3) | C11A—C9A—C10A—C19A | −77.4 (3) |
C11—C9—C10—C5 | 161.8 (3) | C9A—C11A—C12A—C13A | −47.5 (4) |
C10—C9—C11—C12 | −164.0 (3) | C11A—C12A—C13A—C18A | −64.6 (4) |
C8—C9—C10—C5 | −22.8 (4) | C11A—C12A—C13A—C14A | 53.6 (3) |
C9—C11—C12—C13 | −46.3 (4) | C11A—C12A—C13A—C17A | 166.6 (3) |
C11—C12—C13—C14 | 52.8 (4) | C18A—C13A—C14A—C8A | 81.6 (4) |
C11—C12—C13—C18 | −66.0 (4) | C18A—C13A—C14A—C15A | −94.8 (3) |
C11—C12—C13—C17 | 164.9 (3) | C12A—C13A—C14A—C8A | −38.8 (4) |
C17—C13—C14—C15 | 21.7 (4) | C12A—C13A—C14A—C15A | 144.8 (3) |
C18—C13—C14—C8 | 81.8 (4) | C14A—C13A—C17A—C16A | −29.8 (3) |
C12—C13—C14—C15 | 143.0 (3) | C17A—C13A—C14A—C8A | −161.2 (3) |
C17—C13—C14—C8 | −159.8 (3) | C17A—C13A—C14A—C15A | 22.3 (4) |
C18—C13—C17—C16 | 85.4 (3) | C18A—C13A—C17A—C20A | −42.5 (4) |
C18—C13—C17—C20 | −42.7 (4) | C12A—C13A—C17A—C16A | −146.4 (3) |
C12—C13—C14—C8 | −38.5 (4) | C18A—C13A—C17A—C16A | 84.8 (3) |
C12—C13—C17—C20 | 85.7 (4) | C14A—C13A—C17A—C20A | −157.1 (3) |
C14—C13—C17—C16 | −30.2 (3) | C12A—C13A—C17A—C20A | 86.3 (4) |
C14—C13—C17—C20 | −158.4 (3) | C8A—C14A—C15A—C16A | 178.6 (3) |
C18—C13—C14—C15 | −96.6 (3) | C13A—C14A—C15A—C16A | −5.3 (4) |
C12—C13—C17—C16 | −146.1 (3) | C14A—C15A—C16A—C17A | −14.2 (4) |
C13—C14—C15—C16 | −4.0 (4) | C15A—C16A—C17A—C20A | 157.9 (3) |
C8—C14—C15—C16 | 177.7 (3) | C15A—C16A—C17A—C13A | 27.2 (3) |
C14—C15—C16—C17 | −15.9 (4) | C16A—C17A—C20A—C21A | 174.6 (3) |
C15—C16—C17—C20 | 160.2 (3) | C16A—C17A—C20A—O22A | 52.5 (4) |
C15—C16—C17—C13 | 28.4 (3) | C13A—C17A—C20A—O22A | 175.4 (3) |
C16—C17—C20—C21 | 177.5 (3) | C13A—C17A—C20A—C21A | −62.5 (4) |
C13—C17—C20—O22 | 179.7 (3) | O22A—C23A—C24A—C29A | −51.8 (6) |
C13—C17—C20—C21 | −58.9 (4) | O22A—C23A—C24A—C25A | 127.5 (4) |
C16—C17—C20—O22 | 56.1 (3) | C25A—C24A—C29A—C28A | 0.3 (7) |
O22—C23—C24—C25 | −9.4 (5) | C23A—C24A—C25A—C26A | −178.9 (5) |
O22—C23—C24—C29 | 173.0 (4) | C29A—C24A—C25A—C26A | 0.4 (7) |
C29—C24—C25—C26 | −0.1 (6) | C23A—C24A—C29A—C28A | 179.6 (5) |
C25—C24—C29—C28 | −0.3 (7) | C24A—C25A—C26A—C27A | 0.2 (8) |
C23—C24—C25—C26 | −177.7 (4) | C25A—C26A—C27A—C28A | −1.4 (10) |
C23—C24—C29—C28 | 177.4 (4) | C26A—C27A—C28A—C29A | 2.1 (10) |
C24—C25—C26—C27 | 0.6 (7) | C27A—C28A—C29A—C24A | −1.6 (8) |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, y−1, −z+1; (iii) −x+2, y, −z+1; (iv) −x+2, y, −z+2; (v) x, y+1, z; (vi) −x+2, y+1, −z+1; (vii) x, y, z−1; (viii) x, y, z+1; (ix) −x+3/2, y+1/2, −z; (x) −x+3/2, y−1/2, −z−1; (xi) x, y−1, z−1; (xii) x, y+1, z+1; (xiii) −x+3/2, y−1/2, −z; (xiv) −x+3/2, y+1/2, −z−1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3A—H3C···O3Aiv | 0.96 | 2.01 | 2.882 (3) | 150 |
O3A—H3D···O3iii | 0.96 | 2.22 | 2.816 (3) | 119 |
O3—H31O···O40i | 0.96 | 2.01 | 2.831 (3) | 143 |
O3—H31O···O40ii | 0.96 | 2.01 | 2.831 (3) | 143 |
O3—H32O···O3Aiii | 0.96 | 2.00 | 2.816 (3) | 142 |
O40—H40B···O3vi | 0.89 | 2.15 | 2.831 (3) | 133 |
C25—H25···O22 | 0.9298 | 2.4166 | 2.755 (5) | 101.38 |
C41—H41B···O3 | 0.9613 | 2.5588 | 2.944 (5) | 104.04 |
C42A—H42E···O3A | 0.9581 | 2.5513 | 2.931 (5) | 103.74 |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, y−1, −z+1; (iii) −x+2, y, −z+1; (iv) −x+2, y, −z+2; (vi) −x+2, y+1, −z+1. |
Crystal data top
C29H46O | Cell parameters were determined using all reflections,
including those with theta greater than 25.25 |
Mr = 410.66 | Dx = 1.040 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 42635 reflections |
a = 10.5743 (7) Å | θ = 3.0–26.5° |
b = 20.941 (17) Å | µ = 0.06 mm−1 |
c = 23.69 (2) Å | T = 293 K |
V = 5247 (6) Å3 | Block, colourless |
Z = 8 | 0.2 × 0.2 × 0.15 mm |
F(000) = 1824 | |
Data collection top
ENRAF-NONIUS κ CCD diffractometer | 3231 reflections with I > 2σ(I) |
Radiation source: Rotating Anode | Rint = 0.099 |
Graphite monochromator | θmax = 25.3°, θmin = 3.0° |
Detector resolution: 18.4 pixels mm-1 | h = −12→12 |
ϕ and ω scans (κ=0) | k = −25→25 |
37782 measured reflections | l = −28→28 |
5260 independent reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.051 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.112 | w = 1/[σ2(Fo2) + (0.010P)2 + 1.5P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
5260 reflections | Δρmax = 0.15 e Å−3 |
574 parameters | Δρmin = −0.12 e Å−3 |
2 restraints | Extinction correction: SHELXL, FC*=KFC[1+0.001XFC2Λ3/SIN(2Θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0144 (10) |
Crystal data top
C29H46O | V = 5247 (6) Å3 |
Mr = 410.66 | Z = 8 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 10.5743 (7) Å | µ = 0.06 mm−1 |
b = 20.941 (17) Å | T = 293 K |
c = 23.69 (2) Å | 0.2 × 0.2 × 0.15 mm |
Data collection top
ENRAF-NONIUS κ CCD diffractometer | 3231 reflections with I > 2σ(I) |
37782 measured reflections | Rint = 0.099 |
5260 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.051 | 2 restraints |
wR(F2) = 0.112 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | Δρmax = 0.15 e Å−3 |
5260 reflections | Δρmin = −0.12 e Å−3 |
574 parameters | |
Special details top
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 F2 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 F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
etc. and is not relevant to the choice of reflections for
refinement. R-factors based on F2 are statistically about
twice as large as those based on F, and R-factors based on ALL
data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O3A | 1.0172 (5) | 0.4588 (3) | 0.5508 (3) | 0.138 (3) | 0.761 (6) |
C1A | 0.7534 (6) | 0.4814 (3) | 0.4606 (3) | 0.086 (2) | 0.761 (6) |
C2A | 0.8345 (6) | 0.5040 (3) | 0.5086 (3) | 0.111 (3) | 0.761 (6) |
C3A | 0.9054 (5) | 0.4523 (2) | 0.5404 (2) | 0.099 (2) | |
C4A | 0.8287 (4) | 0.3963 (2) | 0.56080 (17) | 0.0787 (17) | |
C5A | 0.7082 (4) | 0.38986 (16) | 0.52378 (14) | 0.0663 (14) | |
C6A | 0.6361 (4) | 0.32807 (18) | 0.53176 (17) | 0.0850 (17) | |
C7A | 0.5047 (4) | 0.33482 (19) | 0.50785 (15) | 0.0773 (16) | |
C8A | 0.5056 (4) | 0.36245 (16) | 0.44906 (14) | 0.0617 (14) | |
C9A | 0.6061 (3) | 0.39350 (17) | 0.42801 (14) | 0.0630 (12) | |
C10A | 0.7220 (6) | 0.4077 (3) | 0.4621 (3) | 0.059 (2) | 0.761 (6) |
C11A | 0.6052 (4) | 0.4175 (2) | 0.36760 (15) | 0.0833 (16) | |
C12A | 0.4738 (3) | 0.42586 (18) | 0.34231 (15) | 0.0707 (16) | |
C13A | 0.3894 (3) | 0.36857 (17) | 0.35261 (13) | 0.0610 (11) | |
C14A | 0.3895 (4) | 0.35596 (17) | 0.41635 (14) | 0.0613 (11) | |
C15A | 0.2766 (4) | 0.3389 (2) | 0.43424 (17) | 0.0837 (16) | |
C16A | 0.1802 (4) | 0.3406 (2) | 0.38780 (17) | 0.0887 (17) | |
C17A | 0.2461 (3) | 0.37942 (17) | 0.34144 (14) | 0.0633 (12) | |
C18A | 0.4379 (4) | 0.30827 (19) | 0.32266 (17) | 0.0887 (17) | |
C19A | 0.8373 (6) | 0.3725 (4) | 0.4337 (3) | 0.104 (3) | 0.761 (6) |
C20A | 0.1927 (4) | 0.36969 (19) | 0.28222 (15) | 0.0720 (16) | |
C21A | 0.2583 (4) | 0.4107 (3) | 0.23856 (18) | 0.120 (2) | |
C22A | 0.0504 (4) | 0.3812 (2) | 0.28124 (16) | 0.0800 (17) | |
C23A | −0.0169 (4) | 0.3732 (2) | 0.22669 (18) | 0.0950 (19) | |
C24A | −0.1564 (4) | 0.3839 (2) | 0.22796 (18) | 0.0897 (19) | |
C25A | −0.2279 (4) | 0.3865 (3) | 0.1759 (2) | 0.125 (2) | |
C26A | −0.3654 (4) | 0.4030 (3) | 0.1828 (2) | 0.133 (3) | |
C27A | −0.2046 (6) | 0.3416 (4) | 0.1313 (3) | 0.202 (4) | |
C41A | 0.7892 (5) | 0.4121 (3) | 0.62187 (18) | 0.126 (2) | |
C42A | 0.9128 (5) | 0.3365 (2) | 0.5629 (2) | 0.124 (3) | |
O3' | 0.970 (3) | 0.4793 (12) | 0.5723 (10) | 0.1380* | 0.239 (6) |
C1' | 0.802 (2) | 0.4505 (10) | 0.4454 (9) | 0.0860* | 0.239 (6) |
C2' | 0.930 (2) | 0.4579 (11) | 0.4786 (9) | 0.1110* | 0.239 (6) |
C10' | 0.750 (3) | 0.3901 (12) | 0.4552 (13) | 0.0600* | 0.239 (6) |
C19' | 0.806 (3) | 0.3317 (11) | 0.4332 (11) | 0.1040* | 0.239 (6) |
O3 | −0.3761 (3) | 0.14485 (15) | −0.09081 (12) | 0.1007 (12) | |
C1 | −0.0713 (3) | 0.14639 (19) | −0.03718 (13) | 0.0693 (12) | |
C2 | −0.1605 (4) | 0.1174 (2) | −0.08126 (16) | 0.0810 (16) | |
C3 | −0.2948 (4) | 0.11817 (18) | −0.06302 (16) | 0.0727 (14) | |
C4 | −0.3232 (3) | 0.08178 (18) | −0.00892 (16) | 0.0703 (12) | |
C5 | −0.2037 (3) | 0.08224 (16) | 0.02902 (14) | 0.0587 (12) | |
C6 | −0.2302 (4) | 0.0657 (2) | 0.09083 (15) | 0.0807 (17) | |
C7 | −0.1071 (4) | 0.05070 (18) | 0.12077 (15) | 0.0747 (16) | |
C8 | −0.0069 (3) | 0.09962 (16) | 0.10938 (13) | 0.0567 (11) | |
C9 | −0.0132 (3) | 0.14120 (15) | 0.06611 (13) | 0.0566 (11) | |
C10 | −0.1228 (3) | 0.14330 (15) | 0.02431 (14) | 0.0584 (11) | |
C11 | 0.0886 (4) | 0.19062 (17) | 0.05780 (16) | 0.0783 (14) | |
C12 | 0.2142 (4) | 0.17412 (18) | 0.08533 (15) | 0.0720 (14) | |
C13 | 0.1979 (3) | 0.15346 (16) | 0.14681 (13) | 0.0588 (11) | |
C14 | 0.1026 (3) | 0.09893 (16) | 0.14751 (13) | 0.0578 (11) | |
C15 | 0.1349 (4) | 0.05535 (18) | 0.18565 (15) | 0.0703 (14) | |
C16 | 0.2567 (4) | 0.06990 (17) | 0.21344 (15) | 0.0720 (14) | |
C17 | 0.3147 (3) | 0.12115 (16) | 0.17462 (13) | 0.0610 (11) | |
C18 | 0.1448 (4) | 0.20818 (18) | 0.18306 (17) | 0.0843 (16) | |
C19 | −0.1989 (4) | 0.20501 (17) | 0.03545 (18) | 0.0880 (16) | |
C20 | 0.4138 (3) | 0.16321 (18) | 0.20336 (15) | 0.0697 (14) | |
C21 | 0.4663 (4) | 0.2146 (2) | 0.16432 (19) | 0.1027 (19) | |
C22 | 0.5205 (4) | 0.1217 (2) | 0.22651 (17) | 0.0820 (17) | |
C23 | 0.6203 (4) | 0.1561 (2) | 0.2608 (2) | 0.108 (2) | |
C24 | 0.7211 (5) | 0.1136 (3) | 0.2831 (2) | 0.120 (3) | |
C25 | 0.8358 (9) | 0.1437 (7) | 0.3085 (4) | 0.151 (5) | 0.761 (6) |
C26 | 0.9290 (7) | 0.0944 (4) | 0.3273 (3) | 0.225 (5) | |
C27 | 0.8107 (13) | 0.1979 (6) | 0.3499 (6) | 0.264 (9) | 0.761 (6) |
C41 | −0.4437 (4) | 0.1080 (2) | 0.01911 (19) | 0.104 (2) | |
C42 | −0.3506 (4) | 0.01217 (19) | −0.0274 (2) | 0.1030 (19) | |
C25' | 0.806 (4) | 0.138 (2) | 0.3357 (19) | 0.1510* | 0.239 (6) |
C27' | 0.872 (6) | 0.193 (3) | 0.307 (3) | 0.2650* | 0.239 (6) |
H6C | 0.68010 | 0.29350 | 0.51280 | 0.1020* | |
H6D | 0.63120 | 0.31780 | 0.57160 | 0.1020* | |
H7C | 0.45520 | 0.36230 | 0.53230 | 0.0930* | |
H7D | 0.46440 | 0.29320 | 0.50700 | 0.0930* | |
H11C | 0.65230 | 0.38770 | 0.34440 | 0.1000* | |
H11D | 0.64880 | 0.45820 | 0.36620 | 0.1000* | |
H12C | 0.43460 | 0.46350 | 0.35860 | 0.0850* | |
H12D | 0.48160 | 0.43280 | 0.30200 | 0.0850* | |
H15A | 0.25870 | 0.32730 | 0.47130 | 0.1010* | |
H16C | 0.10300 | 0.36140 | 0.40020 | 0.1060* | |
H1C | 0.79610 | 0.49110 | 0.42540 | 0.1030* | 0.761 (6) |
H1D | 0.67460 | 0.50520 | 0.46110 | 0.1030* | 0.761 (6) |
H2C | 0.78120 | 0.52670 | 0.53520 | 0.1330* | 0.761 (6) |
H2D | 0.89560 | 0.53420 | 0.49400 | 0.1330* | 0.761 (6) |
H5A | 0.65110 | 0.42250 | 0.53890 | 0.0800* | |
H19D | 0.83900 | 0.38280 | 0.39420 | 0.1550* | 0.761 (6) |
H19E | 0.82990 | 0.32710 | 0.43830 | 0.1550* | 0.761 (6) |
H19F | 0.91410 | 0.38700 | 0.45120 | 0.1550* | 0.761 (6) |
H20A | 0.20710 | 0.32500 | 0.27190 | 0.0870* | |
H21D | 0.22020 | 0.40370 | 0.20230 | 0.1810* | |
H21E | 0.34630 | 0.39940 | 0.23690 | 0.1810* | |
H21F | 0.25010 | 0.45480 | 0.24870 | 0.1810* | |
H22C | 0.01200 | 0.35240 | 0.30840 | 0.0960* | |
H22D | 0.03520 | 0.42430 | 0.29440 | 0.0960* | |
H23C | −0.00150 | 0.33020 | 0.21310 | 0.1140* | |
H23D | 0.01980 | 0.40250 | 0.19960 | 0.1140* | |
H24C | −0.19310 | 0.35040 | 0.25090 | 0.1070* | |
H24D | −0.17100 | 0.42380 | 0.24770 | 0.1070* | |
H25A | −0.19520 | 0.42600 | 0.15910 | 0.1500* | |
H26G | −0.40150 | 0.41220 | 0.14650 | 0.2000* | |
H26H | −0.37340 | 0.43980 | 0.20670 | 0.2000* | |
H26I | −0.40920 | 0.36760 | 0.19950 | 0.2000* | |
H27J | −0.11840 | 0.34530 | 0.11890 | 0.3040* | |
H27K | −0.26030 | 0.35040 | 0.10020 | 0.3040* | |
H27L | −0.21950 | 0.29900 | 0.14480 | 0.3040* | |
H41D | 0.86330 | 0.41960 | 0.64430 | 0.1890* | |
H41E | 0.74250 | 0.37690 | 0.63740 | 0.1890* | |
H41F | 0.73710 | 0.44970 | 0.62190 | 0.1890* | |
H42D | 0.99730 | 0.34740 | 0.55160 | 0.1850* | |
H42E | 0.87950 | 0.30470 | 0.53780 | 0.1850* | |
H42F | 0.91410 | 0.32000 | 0.60070 | 0.1850* | |
H16D | 0.16010 | 0.29790 | 0.37480 | 0.1060* | |
H17A | 0.23010 | 0.42430 | 0.35070 | 0.0760* | |
H18D | 0.44640 | 0.31660 | 0.28300 | 0.1330* | |
H18E | 0.37890 | 0.27400 | 0.32830 | 0.1330* | |
H18F | 0.51860 | 0.29650 | 0.33800 | 0.1330* | |
H1E | 0.74330 | 0.48320 | 0.45750 | 0.1030* | 0.239 (6) |
H1F | 0.81750 | 0.45600 | 0.40540 | 0.1030* | 0.239 (6) |
H2E | 0.98870 | 0.42500 | 0.46680 | 0.1330* | 0.239 (6) |
H2F | 0.96730 | 0.49910 | 0.47030 | 0.1330* | 0.239 (6) |
H19G | 0.84950 | 0.34140 | 0.39880 | 0.1550* | 0.239 (6) |
H19H | 0.74310 | 0.29940 | 0.42610 | 0.1550* | 0.239 (6) |
H19I | 0.86500 | 0.31630 | 0.46070 | 0.1550* | 0.239 (6) |
H2A | −0.15250 | 0.14120 | −0.11620 | 0.0970* | |
H2B | −0.13510 | 0.07370 | −0.08860 | 0.0970* | |
H5 | −0.15000 | 0.04760 | 0.01480 | 0.0700* | |
H6A | −0.27160 | 0.10140 | 0.10920 | 0.0960* | |
H6B | −0.28620 | 0.02910 | 0.09280 | 0.0960* | |
H7A | −0.12240 | 0.04850 | 0.16110 | 0.0900* | |
H7B | −0.07700 | 0.00920 | 0.10850 | 0.0900* | |
H11A | 0.05900 | 0.23100 | 0.07300 | 0.0940* | |
H11B | 0.10210 | 0.19640 | 0.01760 | 0.0940* | |
H12A | 0.26950 | 0.21110 | 0.08380 | 0.0860* | |
H12B | 0.25420 | 0.13990 | 0.06430 | 0.0860* | |
H15 | 0.08620 | 0.01960 | 0.19400 | 0.0840* | |
H16A | 0.31010 | 0.03230 | 0.21530 | 0.0870* | |
H1A | −0.05560 | 0.19070 | −0.04690 | 0.0840* | |
H1B | 0.00900 | 0.12400 | −0.03870 | 0.0840* | |
H18A | 0.06090 | 0.21850 | 0.17060 | 0.1260* | |
H18B | 0.19810 | 0.24500 | 0.17940 | 0.1260* | |
H18C | 0.14220 | 0.19510 | 0.22190 | 0.1260* | |
H19A | −0.23970 | 0.20210 | 0.07160 | 0.1320* | |
H19B | −0.26170 | 0.21020 | 0.00650 | 0.1320* | |
H19C | −0.14270 | 0.24100 | 0.03520 | 0.1320* | |
H20 | 0.37320 | 0.18460 | 0.23540 | 0.0840* | |
H21A | 0.53200 | 0.23770 | 0.18340 | 0.1540* | |
H21B | 0.39970 | 0.24350 | 0.15400 | 0.1540* | |
H21C | 0.50020 | 0.19500 | 0.13100 | 0.1540* | |
H22A | 0.48360 | 0.08860 | 0.25000 | 0.0990* | |
H22B | 0.56190 | 0.10070 | 0.19500 | 0.0990* | |
H23A | 0.65910 | 0.18870 | 0.23730 | 0.1300* | |
H23B | 0.57950 | 0.17760 | 0.29220 | 0.1300* | |
H24A | 0.74890 | 0.08620 | 0.25250 | 0.1440* | |
H24B | 0.68320 | 0.08630 | 0.31150 | 0.1440* | |
H25 | 0.87740 | 0.16460 | 0.27660 | 0.1810* | 0.761 (6) |
H26A | 1.00840 | 0.11460 | 0.33560 | 0.3370* | 0.761 (6) |
H26B | 0.94070 | 0.06350 | 0.29780 | 0.3370* | 0.761 (6) |
H26C | 0.89780 | 0.07340 | 0.36050 | 0.3370* | 0.761 (6) |
H27A | 0.76780 | 0.18150 | 0.38250 | 0.3970* | 0.761 (6) |
H27B | 0.75890 | 0.22970 | 0.33210 | 0.3970* | 0.761 (6) |
H27C | 0.88960 | 0.21670 | 0.36120 | 0.3970* | 0.761 (6) |
H41A | −0.43040 | 0.15170 | 0.02990 | 0.1560* | |
H41B | −0.46320 | 0.08310 | 0.05200 | 0.1560* | |
H41C | −0.51280 | 0.10570 | −0.00710 | 0.1560* | |
H42A | −0.42170 | 0.01160 | −0.05260 | 0.1550* | |
H42B | −0.36920 | −0.01330 | 0.00530 | 0.1550* | |
H42C | −0.27780 | −0.00500 | −0.04630 | 0.1550* | |
H16B | 0.24370 | 0.08630 | 0.25130 | 0.0870* | |
H17 | 0.35870 | 0.09810 | 0.14440 | 0.0730* | |
H25' | 0.76780 | 0.14310 | 0.37310 | 0.1810* | 0.239 (6) |
H26D | 1.00300 | 0.12090 | 0.32800 | 0.3370* | 0.239 (6) |
H26E | 0.92410 | 0.07270 | 0.29170 | 0.3370* | 0.239 (6) |
H26F | 0.93390 | 0.06360 | 0.35720 | 0.3370* | 0.239 (6) |
H27D | 0.85120 | 0.23170 | 0.32630 | 0.3970* | 0.239 (6) |
H27E | 0.84440 | 0.19530 | 0.26850 | 0.3970* | 0.239 (6) |
H27F | 0.96140 | 0.18590 | 0.30830 | 0.3970* | 0.239 (6) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O3A | 0.084 (4) | 0.166 (6) | 0.164 (6) | −0.044 (4) | −0.027 (3) | 0.047 (5) |
C1A | 0.085 (4) | 0.072 (4) | 0.101 (4) | −0.023 (3) | −0.005 (4) | 0.020 (3) |
C2A | 0.123 (6) | 0.085 (4) | 0.125 (5) | −0.036 (4) | −0.035 (5) | 0.030 (4) |
C3A | 0.090 (4) | 0.112 (4) | 0.094 (3) | −0.033 (3) | −0.017 (3) | 0.011 (3) |
C4A | 0.080 (3) | 0.083 (3) | 0.073 (3) | −0.014 (2) | −0.002 (2) | 0.004 (2) |
C5A | 0.077 (3) | 0.061 (2) | 0.061 (2) | −0.010 (2) | 0.002 (2) | 0.0031 (18) |
C6A | 0.105 (3) | 0.072 (3) | 0.078 (3) | −0.020 (2) | −0.014 (3) | 0.018 (2) |
C7A | 0.087 (3) | 0.079 (3) | 0.066 (2) | −0.024 (2) | −0.007 (2) | 0.014 (2) |
C8A | 0.073 (3) | 0.057 (2) | 0.0551 (19) | −0.002 (2) | 0.0063 (19) | −0.0001 (17) |
C9A | 0.063 (2) | 0.072 (2) | 0.054 (2) | 0.000 (2) | 0.0100 (19) | 0.0015 (18) |
C10A | 0.046 (4) | 0.070 (5) | 0.062 (3) | 0.004 (3) | 0.013 (3) | 0.004 (3) |
C11A | 0.070 (3) | 0.117 (3) | 0.063 (2) | −0.011 (3) | 0.006 (2) | 0.017 (2) |
C12A | 0.070 (3) | 0.083 (3) | 0.059 (2) | −0.005 (2) | 0.008 (2) | 0.0082 (19) |
C13A | 0.065 (2) | 0.062 (2) | 0.0560 (19) | 0.007 (2) | 0.0052 (18) | −0.0052 (17) |
C14A | 0.066 (2) | 0.060 (2) | 0.0578 (19) | −0.007 (2) | 0.0071 (19) | 0.0004 (17) |
C15A | 0.079 (3) | 0.106 (3) | 0.066 (2) | −0.021 (3) | 0.004 (2) | 0.011 (2) |
C16A | 0.074 (3) | 0.111 (3) | 0.081 (3) | −0.011 (3) | 0.003 (2) | 0.002 (3) |
C17A | 0.064 (2) | 0.062 (2) | 0.064 (2) | 0.0055 (19) | 0.0063 (19) | −0.0089 (18) |
C18A | 0.093 (3) | 0.091 (3) | 0.082 (3) | 0.033 (3) | −0.006 (2) | −0.019 (2) |
C19A | 0.070 (4) | 0.160 (7) | 0.081 (4) | 0.029 (5) | 0.018 (3) | −0.013 (5) |
C20A | 0.070 (3) | 0.083 (3) | 0.063 (2) | 0.015 (2) | −0.002 (2) | −0.015 (2) |
C21A | 0.089 (3) | 0.200 (5) | 0.072 (3) | −0.002 (4) | 0.000 (3) | 0.025 (3) |
C22A | 0.070 (3) | 0.095 (3) | 0.075 (3) | 0.014 (2) | −0.001 (2) | −0.017 (2) |
C23A | 0.072 (3) | 0.129 (4) | 0.084 (3) | 0.018 (3) | −0.006 (2) | −0.024 (3) |
C24A | 0.071 (3) | 0.115 (4) | 0.083 (3) | 0.009 (3) | −0.003 (2) | −0.019 (3) |
C25A | 0.070 (3) | 0.208 (6) | 0.098 (3) | 0.014 (4) | −0.013 (3) | −0.045 (4) |
C26A | 0.076 (3) | 0.207 (6) | 0.117 (4) | 0.019 (4) | −0.011 (3) | −0.011 (4) |
C27A | 0.112 (5) | 0.327 (10) | 0.168 (6) | 0.061 (6) | −0.032 (4) | −0.147 (7) |
C41A | 0.125 (4) | 0.176 (5) | 0.076 (3) | −0.049 (4) | −0.008 (3) | −0.004 (3) |
C42A | 0.114 (4) | 0.109 (4) | 0.148 (5) | 0.000 (4) | −0.051 (4) | 0.020 (4) |
O3 | 0.095 (2) | 0.110 (2) | 0.097 (2) | 0.014 (2) | −0.0301 (18) | 0.0116 (18) |
C1 | 0.068 (2) | 0.079 (2) | 0.061 (2) | −0.004 (2) | −0.0030 (19) | 0.015 (2) |
C2 | 0.082 (3) | 0.100 (3) | 0.061 (2) | −0.009 (2) | −0.005 (2) | 0.010 (2) |
C3 | 0.075 (3) | 0.073 (2) | 0.070 (2) | 0.001 (2) | −0.013 (2) | −0.003 (2) |
C4 | 0.061 (2) | 0.077 (2) | 0.073 (2) | 0.000 (2) | −0.005 (2) | 0.004 (2) |
C5 | 0.053 (2) | 0.061 (2) | 0.062 (2) | 0.0007 (18) | 0.0014 (18) | 0.0046 (17) |
C6 | 0.068 (3) | 0.096 (3) | 0.078 (3) | −0.020 (2) | 0.005 (2) | 0.022 (2) |
C7 | 0.074 (3) | 0.086 (3) | 0.064 (2) | −0.021 (2) | −0.006 (2) | 0.023 (2) |
C8 | 0.059 (2) | 0.057 (2) | 0.0541 (19) | −0.0064 (18) | 0.0002 (18) | 0.0058 (17) |
C9 | 0.061 (2) | 0.0513 (19) | 0.0575 (19) | −0.0049 (18) | −0.0051 (18) | 0.0032 (17) |
C10 | 0.062 (2) | 0.0523 (19) | 0.061 (2) | 0.0037 (18) | 0.0018 (18) | 0.0067 (17) |
C11 | 0.088 (3) | 0.072 (2) | 0.075 (2) | −0.022 (2) | −0.021 (2) | 0.023 (2) |
C12 | 0.077 (3) | 0.072 (2) | 0.067 (2) | −0.023 (2) | −0.006 (2) | 0.0136 (19) |
C13 | 0.067 (2) | 0.056 (2) | 0.0535 (19) | −0.004 (2) | −0.0051 (17) | 0.0008 (16) |
C14 | 0.071 (2) | 0.054 (2) | 0.0485 (18) | −0.0048 (19) | 0.0024 (18) | 0.0041 (16) |
C15 | 0.082 (3) | 0.067 (2) | 0.062 (2) | −0.017 (2) | −0.008 (2) | 0.010 (2) |
C16 | 0.084 (3) | 0.072 (2) | 0.060 (2) | 0.001 (2) | −0.010 (2) | 0.0058 (19) |
C17 | 0.070 (2) | 0.062 (2) | 0.0511 (18) | −0.001 (2) | −0.0003 (18) | −0.0041 (17) |
C18 | 0.095 (3) | 0.066 (2) | 0.092 (3) | 0.011 (2) | −0.014 (3) | −0.020 (2) |
C19 | 0.096 (3) | 0.068 (2) | 0.100 (3) | 0.021 (2) | −0.016 (3) | −0.005 (2) |
C20 | 0.071 (3) | 0.071 (2) | 0.067 (2) | −0.005 (2) | −0.010 (2) | −0.009 (2) |
C21 | 0.102 (4) | 0.101 (3) | 0.105 (3) | −0.033 (3) | −0.022 (3) | 0.013 (3) |
C22 | 0.070 (3) | 0.092 (3) | 0.084 (3) | 0.001 (2) | −0.011 (2) | −0.008 (2) |
C23 | 0.086 (3) | 0.110 (4) | 0.128 (4) | 0.004 (3) | −0.039 (3) | −0.009 (3) |
C24 | 0.093 (4) | 0.147 (5) | 0.120 (4) | 0.021 (4) | −0.030 (3) | −0.008 (4) |
C25 | 0.086 (7) | 0.212 (10) | 0.155 (8) | 0.041 (7) | −0.062 (6) | −0.010 (10) |
C26 | 0.136 (6) | 0.333 (12) | 0.206 (8) | 0.082 (7) | −0.077 (6) | −0.058 (8) |
C27 | 0.251 (16) | 0.152 (9) | 0.39 (2) | 0.055 (10) | −0.238 (16) | −0.098 (13) |
C41 | 0.053 (3) | 0.158 (5) | 0.101 (3) | 0.008 (3) | 0.003 (2) | −0.005 (3) |
C42 | 0.100 (3) | 0.084 (3) | 0.125 (4) | −0.031 (3) | −0.034 (3) | 0.014 (3) |
Geometric parameters (Å, º) top
O3'—C3A | 1.17 (3) | C42A—H42E | 0.9597 |
O3A—C3A | 1.215 (8) | C42A—H42F | 0.9601 |
O3—C3 | 1.219 (5) | C42A—H42D | 0.9603 |
C1'—C2' | 1.57 (3) | C1—C2 | 1.533 (5) |
C1'—C10' | 1.40 (3) | C1—C10 | 1.557 (5) |
C1A—C10A | 1.579 (9) | C2—C3 | 1.485 (6) |
C1A—C2A | 1.501 (10) | C3—C4 | 1.521 (5) |
C2'—C3A | 1.49 (2) | C4—C5 | 1.551 (5) |
C2A—C3A | 1.517 (8) | C4—C41 | 1.538 (5) |
C3A—C4A | 1.506 (6) | C4—C42 | 1.549 (6) |
C4A—C42A | 1.537 (6) | C5—C6 | 1.531 (5) |
C4A—C5A | 1.553 (6) | C5—C10 | 1.542 (5) |
C4A—C41A | 1.542 (6) | C6—C7 | 1.515 (6) |
C5A—C10A | 1.515 (8) | C7—C8 | 1.498 (5) |
C5A—C10' | 1.68 (3) | C8—C9 | 1.347 (4) |
C5A—C6A | 1.514 (5) | C8—C14 | 1.469 (4) |
C6A—C7A | 1.507 (6) | C9—C10 | 1.525 (5) |
C7A—C8A | 1.508 (5) | C9—C11 | 1.506 (5) |
C8A—C9A | 1.342 (5) | C10—C19 | 1.545 (5) |
C8A—C14A | 1.458 (6) | C11—C12 | 1.519 (6) |
C9A—C10' | 1.65 (3) | C12—C13 | 1.529 (5) |
C9A—C10A | 1.498 (7) | C13—C14 | 1.523 (5) |
C9A—C11A | 1.517 (5) | C13—C17 | 1.555 (5) |
C10'—C19' | 1.46 (4) | C13—C18 | 1.538 (5) |
C10A—C19A | 1.576 (10) | C14—C15 | 1.329 (5) |
C11A—C12A | 1.523 (5) | C15—C16 | 1.478 (6) |
C12A—C13A | 1.515 (5) | C16—C17 | 1.541 (5) |
C13A—C14A | 1.533 (5) | C17—C20 | 1.529 (5) |
C13A—C18A | 1.537 (5) | C20—C21 | 1.524 (6) |
C13A—C17A | 1.555 (5) | C20—C22 | 1.526 (5) |
C14A—C15A | 1.316 (6) | C22—C23 | 1.514 (6) |
C15A—C16A | 1.500 (6) | C23—C24 | 1.486 (7) |
C16A—C17A | 1.534 (5) | C24—C25 | 1.494 (12) |
C17A—C20A | 1.526 (5) | C24—C25' | 1.62 (4) |
C20A—C22A | 1.524 (6) | C25—C26 | 1.495 (15) |
C20A—C21A | 1.513 (6) | C25—C27 | 1.523 (18) |
C22A—C23A | 1.485 (6) | C25'—C26 | 1.60 (4) |
C23A—C24A | 1.492 (6) | C25'—C27' | 1.51 (8) |
C24A—C25A | 1.448 (6) | C1—H1A | 0.9703 |
C25A—C27A | 1.436 (9) | C1—H1B | 0.9706 |
C25A—C26A | 1.503 (6) | C2—H2A | 0.9700 |
C1'—H1F | 0.9687 | C2—H2B | 0.9694 |
C1'—H1E | 0.9677 | C5—H5 | 0.9809 |
C1A—H1D | 0.9710 | C6—H6A | 0.9695 |
C1A—H1C | 0.9699 | C6—H6B | 0.9697 |
C2'—H2F | 0.9688 | C7—H7A | 0.9703 |
C2'—H2E | 0.9686 | C7—H7B | 0.9701 |
C2A—H2D | 0.9680 | C11—H11A | 0.9709 |
C2A—H2C | 0.9700 | C11—H11B | 0.9707 |
C5A—H5A | 0.9798 | C12—H12A | 0.9710 |
C6A—H6D | 0.9695 | C12—H12B | 0.9699 |
C6A—H6C | 0.9707 | C15—H15 | 0.9299 |
C7A—H7D | 0.9704 | C16—H16A | 0.9699 |
C7A—H7C | 0.9699 | C16—H16B | 0.9703 |
C11A—H11D | 0.9696 | C17—H17 | 0.9809 |
C11A—H11C | 0.9693 | C18—H18A | 0.9597 |
C12A—H12D | 0.9696 | C18—H18B | 0.9590 |
C12A—H12C | 0.9706 | C18—H18C | 0.9606 |
C15A—H15A | 0.9305 | C19—H19A | 0.9610 |
C16A—H16C | 0.9708 | C19—H19B | 0.9609 |
C16A—H16D | 0.9693 | C19—H19C | 0.9598 |
C17A—H17A | 0.9798 | C20—H20 | 0.9804 |
C18A—H18E | 0.9603 | C21—H21A | 0.9597 |
C18A—H18D | 0.9600 | C21—H21B | 0.9602 |
C18A—H18F | 0.9597 | C21—H21C | 0.9593 |
C19'—H19I | 0.9580 | C22—H22A | 0.9708 |
C19'—H19H | 0.9634 | C22—H22B | 0.9708 |
C19'—H19G | 0.9577 | C23—H23A | 0.9718 |
C19A—H19F | 0.9611 | C23—H23B | 0.9708 |
C19A—H19D | 0.9606 | C24—H24A | 0.9702 |
C19A—H19E | 0.9601 | C24—H24B | 0.9697 |
C20A—H20A | 0.9792 | C25—H25 | 0.9779 |
C21A—H21E | 0.9610 | C25'—H25' | 0.9797 |
C21A—H21F | 0.9582 | C26—H26B | 0.9605 |
C21A—H21D | 0.9602 | C26—H26C | 0.9597 |
C22A—H22C | 0.9709 | C26—H26D | 0.9594 |
C22A—H22D | 0.9683 | C26—H26E | 0.9595 |
C23A—H23C | 0.9701 | C26—H26F | 0.9595 |
C23A—H23D | 0.9690 | C26—H26A | 0.9605 |
C24A—H24C | 0.9686 | C27—H27A | 0.9594 |
C24A—H24D | 0.9699 | C27—H27B | 0.9599 |
C25A—H25A | 0.9809 | C27—H27C | 0.9606 |
C26A—H26G | 0.9605 | C27'—H27E | 0.9590 |
C26A—H26H | 0.9600 | C27'—H27F | 0.9575 |
C26A—H26I | 0.9595 | C27'—H27D | 0.9562 |
C27A—H27J | 0.9608 | C41—H41A | 0.9605 |
C27A—H27L | 0.9607 | C41—H41B | 0.9601 |
C27A—H27K | 0.9612 | C41—H41C | 0.9601 |
C41A—H41E | 0.9605 | C42—H42B | 0.9610 |
C41A—H41F | 0.9610 | C42—H42C | 0.9604 |
C41A—H41D | 0.9597 | C42—H42A | 0.9602 |
| | | |
O3···H41C | 2.5876 | H7D···C15A | 2.7985 |
O3···H11Ai | 2.7217 | H7D···H15A | 2.4406 |
O3···H27Ji | 2.6552 | H7D···H42Eviii | 2.4770 |
O3'···H2Bii | 2.6655 | H11A···H19C | 2.3227 |
O3'···H41D | 2.3971 | H11A···O3v | 2.7217 |
O3'···H41F | 2.7983 | H11A···C19 | 2.9197 |
O3'···H42D | 2.8201 | H11A···H18A | 2.3274 |
O3A···H42D | 2.3423 | H11A···C18 | 2.8021 |
O3A···H2Bii | 2.8541 | H11B···C1 | 2.4786 |
O3A···H41D | 2.8688 | H11B···H1B | 2.2466 |
O3A···H42Cii | 2.8600 | H11B···H1A | 2.2651 |
O3A···H5ii | 2.8010 | H11B···H19Bv | 2.4951 |
C2'···C7ii | 3.58 (2) | H11C···C19A | 2.8992 |
C3···C19 | 3.127 (6) | H11C···H18F | 2.3810 |
C3A···C19A | 3.115 (9) | H11C···C18A | 2.8586 |
C7···C2'iii | 3.58 (2) | H11C···C19' | 2.9058 |
C9···C18 | 3.527 (5) | H11C···H19D | 2.3023 |
C9A···C18A | 3.547 (5) | H11D···C1A | 2.5421 |
C12···C21 | 3.366 (6) | H11D···C1' | 2.4843 |
C12A···C21A | 3.367 (5) | H11D···H1E | 2.4397 |
C18···C21 | 3.431 (6) | H11D···H1F | 2.0117 |
C18···C9 | 3.527 (5) | H11D···H16Aii | 2.5151 |
C18A···C9A | 3.547 (5) | H11D···H1D | 2.4696 |
C18A···C21A | 3.490 (7) | H11D···H1C | 2.2064 |
C19···C41 | 3.313 (6) | H12A···C21 | 2.8242 |
C19···C3 | 3.127 (6) | H12A···H21B | 2.2633 |
C19'···C42A | 3.28 (3) | H12A···H18B | 2.4910 |
C19A···C3A | 3.115 (9) | H12B···H17 | 2.3642 |
C19A···C42A | 3.252 (9) | H12B···C8 | 3.0782 |
C21···C12 | 3.366 (6) | H12C···H17A | 2.3206 |
C21···C18 | 3.431 (6) | H12C···H6Bix | 2.3823 |
C21A···C18A | 3.490 (7) | H12D···H18D | 2.5024 |
C21A···C12A | 3.367 (5) | H12D···H21E | 2.2171 |
C41···C19 | 3.313 (6) | H12D···C21A | 2.8371 |
C42A···C19' | 3.28 (3) | H15···C7 | 2.7591 |
C42A···C19A | 3.252 (9) | H15···H24Div | 2.5955 |
C1···H11B | 2.4786 | H15···H22Div | 2.3887 |
C1'···H11D | 2.4843 | H15···H7A | 2.4165 |
C1A···H11D | 2.5421 | H15A···C7A | 2.7462 |
C2···H19B | 3.0406 | H15A···H7D | 2.4406 |
C2···H42C | 2.9655 | H16A···H22A | 2.3306 |
C2···H5 | 2.7072 | H16A···C22 | 2.9198 |
C2'···H5ii | 2.9941 | H16A···H11Diii | 2.5151 |
C2'···H7Bii | 2.7981 | H16B···C41Aviii | 3.0436 |
C2'···H42D | 2.9753 | H16B···C22 | 3.0760 |
C2'···H19I | 3.0732 | H16B···H20 | 2.5009 |
C2A···H41F | 3.0920 | H16B···H22A | 2.5374 |
C2A···H5A | 2.6812 | H16C···H2Ex | 2.3926 |
C2A···H1Bii | 3.0922 | H16C···C19Ax | 2.9288 |
C2A···H19F | 2.9259 | H16C···C22A | 2.9028 |
C3···H19B | 2.5592 | H16C···H19Fx | 2.3953 |
C3A···H19F | 2.5190 | H16C···H22C | 2.3859 |
C4···H19B | 2.7907 | H16D···H20A | 2.5521 |
C4A···H19F | 2.7563 | H16D···C22A | 3.0500 |
C4A···H19I | 2.9290 | H16D···H22C | 2.4960 |
C5···H2Fiii | 3.0463 | H17···H12B | 2.3642 |
C5···H2B | 2.8853 | H17···H21C | 2.5411 |
C5A···H2C | 2.9800 | H17···H22B | 2.4612 |
C6···H19A | 2.8942 | H17A···H7Bix | 2.5916 |
C6···H42B | 3.0007 | H17A···H21F | 2.5087 |
C6···H41B | 2.6551 | H17A···H22D | 2.4550 |
C6A···H41E | 2.9286 | H17A···C7ix | 3.0257 |
C6A···H19H | 2.8121 | H17A···H12C | 2.3206 |
C6A···H19I | 2.9587 | H18A···C9 | 3.0600 |
C6A···H42E | 2.6238 | H18A···H11A | 2.3274 |
C6A···H19E | 3.0172 | H18A···C8 | 2.9691 |
C7···H17Aiv | 3.0257 | H18A···C11 | 2.7513 |
C7···H15 | 2.7591 | H18B···C20 | 2.9083 |
C7···H2Fiii | 2.8300 | H18B···C21 | 2.9285 |
C7A···H15A | 2.7462 | H18B···H21B | 2.2153 |
C8···H18A | 2.9691 | H18B···H12A | 2.4910 |
C8···H2Diii | 3.0433 | H18C···C15 | 3.0509 |
C8···H2Fiii | 2.8584 | H18C···C20 | 2.9811 |
C8···H5 | 2.9152 | H18C···H20 | 2.4733 |
C8···H12B | 3.0782 | H18C···C16 | 2.8948 |
C8A···H18F | 2.9750 | H18D···C20A | 2.9040 |
C8A···H19H | 2.8890 | H18D···C21A | 2.9913 |
C8A···H5A | 2.9120 | H18D···H12D | 2.5024 |
C9···H6A | 3.0336 | H18D···H20A | 2.5501 |
C9···H18A | 3.0600 | H18D···H21E | 2.3065 |
C9···H2Diii | 2.9318 | H18E···C15A | 3.0525 |
C9A···H18F | 3.0871 | H18E···C16A | 2.8892 |
C9A···H6C | 3.0056 | H18E···H20A | 2.4953 |
C10'···H42E | 2.9839 | H18E···C20A | 3.0140 |
C11···H19C | 2.7170 | H18F···C11A | 2.7840 |
C11···H19Bv | 3.0233 | H18F···H11C | 2.3810 |
C11···H18A | 2.7513 | H18F···C9A | 3.0871 |
C11···H1A | 2.9119 | H18F···C8A | 2.9750 |
C11···H1B | 2.8076 | H19A···H41A | 2.4812 |
C11A···H1C | 2.8855 | H19A···H6A | 2.3139 |
C11A···H1E | 2.9262 | H19A···C6 | 2.8942 |
C11A···H1D | 2.9697 | H19B···C3 | 2.5592 |
C11A···H19D | 2.6528 | H19B···C41 | 2.8936 |
C11A···H18F | 2.7840 | H19B···C2 | 3.0406 |
C11A···H1F | 2.5479 | H19B···C4 | 2.7907 |
C12···H21B | 2.9336 | H19B···H11Bi | 2.4951 |
C12A···H21E | 2.8918 | H19B···H1A | 2.5529 |
C13···H21B | 2.8526 | H19B···C11i | 3.0233 |
C13A···H21E | 2.8533 | H19B···H41A | 2.2339 |
C14···H1Ciii | 3.0382 | H19C···H11A | 2.3227 |
C15···H1Fiii | 3.0390 | H19C···C11 | 2.7170 |
C15···H1Ciii | 3.0440 | H19C···H1A | 2.3962 |
C15···H18C | 3.0509 | H19D···C11A | 2.6528 |
C15···H7A | 2.7859 | H19D···H1C | 2.4281 |
C15···H7B | 3.0490 | H19D···H11C | 2.3023 |
C15A···H7D | 2.7985 | H19E···C6A | 3.0172 |
C15A···H18E | 3.0525 | H19E···C42A | 3.0860 |
C15A···H7C | 3.0340 | H19E···H6C | 2.4739 |
C16···H18C | 2.8948 | H19E···H42E | 2.4603 |
C16···H22A | 2.5808 | H19F···C2A | 2.9259 |
C16A···H22C | 2.6007 | H19F···C3A | 2.5190 |
C16A···H18E | 2.8892 | H19F···C4A | 2.7563 |
C18···H20 | 2.7595 | H19F···H1C | 2.5851 |
C18···H21B | 2.8786 | H19F···C42A | 2.8501 |
C18···H23C | 3.0706 | H19F···H16Cvi | 2.3953 |
C18···H11A | 2.8021 | H19G···H1F | 2.4286 |
C18A···H20A | 2.7433 | H19H···C8A | 2.8890 |
C18A···H21E | 2.9511 | H19H···C6A | 2.8121 |
C18A···H11C | 2.8586 | H19H···H6C | 2.1631 |
C19···H41A | 2.6937 | H19I···C6A | 2.9587 |
C19···H6A | 2.8900 | H19I···C42A | 2.5096 |
C19···H11A | 2.9197 | H19I···H6C | 2.3611 |
C19'···H2E | 2.8606 | H19I···H42E | 1.8493 |
C19'···H11C | 2.9058 | H19I···C2' | 3.0732 |
C19'···H6C | 2.4432 | H19I···C4A | 2.9290 |
C19'···H42E | 2.6582 | H20···H23B | 2.5674 |
C19A···H16Cvi | 2.9288 | H20···H18C | 2.4733 |
C19A···H42E | 2.8808 | H20···H16B | 2.5009 |
C19A···H11C | 2.8992 | H20···C18 | 2.7595 |
C19A···H6C | 3.0021 | H20A···H18D | 2.5501 |
C20···H18B | 2.9083 | H20A···H18E | 2.4953 |
C20···H18C | 2.9811 | H20A···H16D | 2.5521 |
C20A···H18E | 3.0140 | H20A···C18A | 2.7433 |
C20A···H18D | 2.9040 | H21A···C23 | 2.6749 |
C21···H12A | 2.8242 | H21A···H23A | 2.1190 |
C21···H23A | 2.7278 | H21B···C12 | 2.9336 |
C21···H18B | 2.9285 | H21B···C18 | 2.8786 |
C21A···H23D | 2.6911 | H21B···C13 | 2.8526 |
C21A···H12D | 2.8371 | H21B···H18B | 2.2153 |
C21A···H18D | 2.9913 | H21B···H12A | 2.2633 |
C22···H16A | 2.9198 | H21C···H17 | 2.5411 |
C22···H16B | 3.0760 | H21C···H22B | 2.5738 |
C22A···H16D | 3.0500 | H21D···H23D | 2.1202 |
C22A···H16C | 2.9028 | H21D···C23A | 2.6510 |
C23···H27E | 2.5145 | H21E···H18D | 2.3065 |
C23···H21A | 2.6749 | H21E···C12A | 2.8918 |
C23···H27B | 2.7161 | H21E···C13A | 2.8533 |
C23A···H27J | 2.8313 | H21E···C18A | 2.9511 |
C23A···H21D | 2.6510 | H21E···H12D | 2.2171 |
C27···H23B | 2.8331 | H21F···H22D | 2.5970 |
C27'···H23A | 2.7935 | H21F···H17A | 2.5087 |
C27A···H23C | 2.9027 | H22A···H16A | 2.3306 |
C41···H6B | 2.9244 | H22A···C16 | 2.5808 |
C41···H6A | 2.8085 | H22A···H24B | 2.5652 |
C41···H19B | 2.8936 | H22A···H16B | 2.5374 |
C41A···H16Bvii | 3.0436 | H22B···H21C | 2.5738 |
C41A···H6D | 2.8477 | H22B···H24A | 2.4204 |
C42···H6B | 2.9497 | H22B···H17 | 2.4612 |
C42···H2B | 2.9926 | H22C···H16C | 2.3859 |
C42A···H6C | 2.8766 | H22C···H16D | 2.4960 |
C42A···H19E | 3.0860 | H22C···H24C | 2.5616 |
C42A···H19F | 2.8501 | H22C···C16A | 2.6007 |
C42A···H6D | 3.0104 | H22D···H24D | 2.4451 |
C42A···H2E | 3.0436 | H22D···H15ix | 2.3887 |
C42A···H19I | 2.5096 | H22D···H17A | 2.4550 |
H1A···H19B | 2.5529 | H22D···H21F | 2.5970 |
H1A···H11B | 2.2651 | H23A···C21 | 2.7278 |
H1A···C11 | 2.9119 | H23A···C27' | 2.7935 |
H1A···H19C | 2.3962 | H23A···H27E | 2.0988 |
H1B···C11 | 2.8076 | H23A···H21A | 2.1190 |
H1B···H11B | 2.2466 | H23A···H25 | 2.5398 |
H1B···C2Aiii | 3.0922 | H23B···H20 | 2.5674 |
H1B···H2Diii | 2.3823 | H23B···C27 | 2.8331 |
H1C···H11D | 2.2064 | H23B···H27B | 2.3839 |
H1C···C14ii | 3.0382 | H23C···C18 | 3.0706 |
H1C···H19D | 2.4281 | H23C···H27J | 2.5709 |
H1C···H19F | 2.5851 | H23C···C27A | 2.9027 |
H1C···C11A | 2.8855 | H23D···H25A | 2.5163 |
H1C···C15ii | 3.0440 | H23D···H21D | 2.1202 |
H1D···H11D | 2.4696 | H23D···C21A | 2.6911 |
H1D···H5A | 2.5414 | H24A···H26B | 2.3434 |
H1D···C11A | 2.9697 | H24A···H27E | 2.5265 |
H1E···H11D | 2.4397 | H24A···H26E | 2.0916 |
H1E···H5A | 2.5072 | H24A···H22B | 2.4204 |
H1E···C11A | 2.9262 | H24B···H26C | 2.5633 |
H1F···H19G | 2.4286 | H24B···H22A | 2.5652 |
H1F···C11A | 2.5479 | H24C···H22C | 2.5616 |
H1F···H11D | 2.0117 | H24D···H26H | 2.3742 |
H1F···C15ii | 3.0390 | H24D···H22D | 2.4451 |
H2B···H42C | 2.4490 | H24D···H15ix | 2.5955 |
H2B···O3Aiii | 2.8541 | H25···H23A | 2.5398 |
H2B···C42 | 2.9926 | H25A···H23D | 2.5163 |
H2B···C5 | 2.8853 | H26A···H41Evii | 2.5630 |
H2B···H5 | 2.5151 | H26A···H27C | 2.5529 |
H2B···O3'iii | 2.6655 | H26B···H24A | 2.3434 |
H2C···H5A | 2.5810 | H26C···H24B | 2.5633 |
H2C···C5A | 2.9800 | H26D···H27F | 1.5047 |
H2D···C8ii | 3.0433 | H26E···H24A | 2.0916 |
H2D···C9ii | 2.9318 | H26E···H27F | 2.4350 |
H2D···H1Bii | 2.3823 | H26G···H27K | 2.2600 |
H2E···C42A | 3.0436 | H26H···H24D | 2.3742 |
H2E···C19' | 2.8606 | H27B···C23 | 2.7161 |
H2E···H16Cvi | 2.3926 | H27B···H23B | 2.3839 |
H2E···H42D | 2.5857 | H27C···H26A | 2.5529 |
H2F···C7ii | 2.8300 | H27E···H23A | 2.0988 |
H2F···C8ii | 2.8584 | H27E···H24A | 2.5265 |
H2F···H7Bii | 2.2082 | H27E···C23 | 2.5145 |
H2F···H5ii | 2.2110 | H27F···H26D | 1.5047 |
H2F···C5ii | 3.0463 | H27F···H26E | 2.4350 |
H5···O3Aiii | 2.8010 | H27J···C23A | 2.8313 |
H5···C8 | 2.9152 | H27J···H23C | 2.5709 |
H5···H2B | 2.5151 | H27J···O3v | 2.6552 |
H5···H7B | 2.4842 | H27K···H26G | 2.2600 |
H5···H42C | 2.2661 | H41A···H19B | 2.2339 |
H5···C2'iii | 2.9941 | H41A···H19A | 2.4812 |
H5···C2 | 2.7072 | H41A···C19 | 2.6937 |
H5···H2Fiii | 2.2110 | H41B···C6 | 2.6551 |
H5A···H41F | 2.2403 | H41B···H6B | 2.3909 |
H5A···C8A | 2.9120 | H41B···H42B | 2.5075 |
H5A···H2C | 2.5810 | H41B···H6A | 2.4675 |
H5A···H7C | 2.4300 | H41C···H42A | 2.4440 |
H5A···H1E | 2.5072 | H41C···O3 | 2.5876 |
H5A···C2A | 2.6812 | H41D···O3' | 2.3971 |
H5A···H1D | 2.5414 | H41D···O3A | 2.8688 |
H6A···H19A | 2.3139 | H41D···H42F | 2.3887 |
H6A···H41B | 2.4675 | H41E···H42F | 2.3385 |
H6A···C9 | 3.0336 | H41E···H26Aviii | 2.5630 |
H6A···C19 | 2.8900 | H41E···C6A | 2.9286 |
H6A···C41 | 2.8085 | H41E···H6D | 2.3125 |
H6B···C42 | 2.9497 | H41F···C2A | 3.0920 |
H6B···H41B | 2.3909 | H41F···H5A | 2.2403 |
H6B···H42B | 2.4201 | H41F···O3' | 2.7983 |
H6B···H12Civ | 2.3823 | H42A···H41C | 2.4440 |
H6B···C41 | 2.9244 | H42B···H41B | 2.5075 |
H6C···C9A | 3.0056 | H42B···H6B | 2.4201 |
H6C···C19A | 3.0021 | H42B···C6 | 3.0007 |
H6C···C19' | 2.4432 | H42C···H5 | 2.2661 |
H6C···H19H | 2.1631 | H42C···O3Aiii | 2.8600 |
H6C···H19I | 2.3611 | H42C···H2B | 2.4490 |
H6C···H42E | 2.2027 | H42C···C2 | 2.9655 |
H6C···C42A | 2.8766 | H42D···O3A | 2.3423 |
H6C···H19E | 2.4739 | H42D···H2E | 2.5857 |
H6D···C41A | 2.8477 | H42D···O3' | 2.8201 |
H6D···H41E | 2.3125 | H42D···C2' | 2.9753 |
H6D···C42A | 3.0104 | H42E···H6C | 2.2027 |
H7A···H15 | 2.4165 | H42E···C19A | 2.8808 |
H7A···C15 | 2.7859 | H42E···C6A | 2.6238 |
H7B···H5 | 2.4842 | H42E···H19E | 2.4603 |
H7B···H2Fiii | 2.2082 | H42E···C10' | 2.9839 |
H7B···H17Aiv | 2.5916 | H42E···C19' | 2.6582 |
H7B···C15 | 3.0490 | H42E···H19I | 1.8493 |
H7B···C2'iii | 2.7981 | H42E···H7Dvii | 2.4770 |
H7C···H5A | 2.4300 | H42F···H41D | 2.3887 |
H7C···C15A | 3.0340 | H42F···H41E | 2.3385 |
| | | |
C2'—C1'—C10' | 110 (2) | C4A—C42A—H42F | 109.38 |
C2A—C1A—C10A | 114.3 (5) | C4A—C42A—H42D | 109.62 |
C1'—C2'—C3A | 109.5 (15) | H42D—C42A—H42F | 109.41 |
C1A—C2A—C3A | 115.7 (5) | H42E—C42A—H42F | 109.49 |
O3A—C3A—C4A | 123.1 (5) | H42D—C42A—H42E | 109.48 |
O3A—C3A—C2A | 120.1 (5) | C2—C1—C10 | 114.0 (3) |
C2'—C3A—C4A | 118.1 (9) | C1—C2—C3 | 112.7 (3) |
C2A—C3A—C4A | 116.7 (4) | O3—C3—C2 | 121.5 (4) |
O3'—C3A—C4A | 119.0 (13) | O3—C3—C4 | 123.1 (4) |
O3'—C3A—C2' | 119.8 (16) | C2—C3—C4 | 115.4 (3) |
C3A—C4A—C41A | 106.3 (4) | C3—C4—C5 | 108.9 (3) |
C3A—C4A—C42A | 109.5 (4) | C3—C4—C41 | 110.4 (3) |
C5A—C4A—C42A | 115.0 (3) | C3—C4—C42 | 105.7 (3) |
C41A—C4A—C42A | 107.5 (4) | C5—C4—C41 | 115.0 (3) |
C5A—C4A—C41A | 109.1 (3) | C5—C4—C42 | 108.8 (3) |
C3A—C4A—C5A | 109.2 (3) | C41—C4—C42 | 107.6 (3) |
C4A—C5A—C10' | 109.2 (11) | C4—C5—C6 | 113.8 (3) |
C6A—C5A—C10A | 112.3 (4) | C4—C5—C10 | 114.5 (3) |
C6A—C5A—C10' | 104.8 (9) | C6—C5—C10 | 111.0 (3) |
C4A—C5A—C6A | 114.6 (3) | C5—C6—C7 | 109.7 (3) |
C4A—C5A—C10A | 116.4 (4) | C6—C7—C8 | 112.4 (3) |
C5A—C6A—C7A | 109.7 (3) | C7—C8—C9 | 123.0 (3) |
C6A—C7A—C8A | 112.2 (3) | C7—C8—C14 | 116.1 (3) |
C7A—C8A—C9A | 122.3 (3) | C9—C8—C14 | 120.9 (3) |
C9A—C8A—C14A | 121.0 (3) | C8—C9—C10 | 123.4 (3) |
C7A—C8A—C14A | 116.7 (3) | C8—C9—C11 | 120.6 (3) |
C8A—C9A—C11A | 120.4 (3) | C10—C9—C11 | 116.0 (3) |
C8A—C9A—C10A | 122.9 (4) | C1—C10—C5 | 107.2 (3) |
C10'—C9A—C11A | 112.8 (11) | C1—C10—C9 | 110.1 (3) |
C8A—C9A—C10' | 124.3 (10) | C1—C10—C19 | 107.9 (3) |
C10A—C9A—C11A | 116.6 (4) | C5—C10—C9 | 110.5 (3) |
C5A—C10'—C9A | 97.7 (16) | C5—C10—C19 | 113.1 (3) |
C1'—C10'—C5A | 105.4 (19) | C9—C10—C19 | 108.0 (3) |
C5A—C10'—C19' | 117 (2) | C9—C11—C12 | 114.4 (3) |
C1'—C10'—C9A | 105.0 (19) | C11—C12—C13 | 112.0 (3) |
C9A—C10'—C19' | 106 (2) | C12—C13—C14 | 107.3 (3) |
C1'—C10'—C19' | 123 (3) | C12—C13—C17 | 115.9 (3) |
C1A—C10A—C19A | 106.6 (5) | C12—C13—C18 | 111.2 (3) |
C1A—C10A—C5A | 106.4 (5) | C14—C13—C17 | 101.2 (3) |
C1A—C10A—C9A | 110.7 (5) | C14—C13—C18 | 108.1 (3) |
C9A—C10A—C19A | 108.1 (5) | C17—C13—C18 | 112.2 (3) |
C5A—C10A—C9A | 113.1 (5) | C8—C14—C13 | 120.5 (3) |
C5A—C10A—C19A | 111.8 (5) | C8—C14—C15 | 128.9 (3) |
C9A—C11A—C12A | 114.5 (3) | C13—C14—C15 | 110.6 (3) |
C11A—C12A—C13A | 112.5 (3) | C14—C15—C16 | 112.7 (3) |
C12A—C13A—C17A | 115.5 (3) | C15—C16—C17 | 103.0 (3) |
C12A—C13A—C18A | 112.3 (3) | C13—C17—C16 | 103.9 (3) |
C14A—C13A—C17A | 101.2 (3) | C13—C17—C20 | 118.9 (3) |
C14A—C13A—C18A | 108.2 (3) | C16—C17—C20 | 114.1 (3) |
C17A—C13A—C18A | 111.5 (3) | C17—C20—C21 | 112.7 (3) |
C12A—C13A—C14A | 107.1 (3) | C17—C20—C22 | 109.8 (3) |
C8A—C14A—C13A | 120.5 (3) | C21—C20—C22 | 110.6 (3) |
C8A—C14A—C15A | 128.2 (3) | C20—C22—C23 | 115.9 (3) |
C13A—C14A—C15A | 111.3 (3) | C22—C23—C24 | 113.9 (4) |
C14A—C15A—C16A | 111.9 (4) | C23—C24—C25 | 118.2 (7) |
C15A—C16A—C17A | 103.2 (3) | C23—C24—C25' | 118.9 (15) |
C13A—C17A—C16A | 104.1 (3) | C24—C25—C26 | 111.3 (10) |
C13A—C17A—C20A | 119.8 (3) | C24—C25—C27 | 115.6 (9) |
C16A—C17A—C20A | 114.8 (3) | C26—C25—C27 | 115.9 (8) |
C17A—C20A—C21A | 112.5 (3) | C24—C25'—C26 | 100 (2) |
C21A—C20A—C22A | 110.6 (3) | C24—C25'—C27' | 99 (4) |
C17A—C20A—C22A | 111.0 (3) | C26—C25'—C27' | 90 (3) |
C20A—C22A—C23A | 117.9 (3) | C2—C1—H1A | 108.80 |
C22A—C23A—C24A | 116.1 (4) | C2—C1—H1B | 108.77 |
C23A—C24A—C25A | 120.3 (4) | C10—C1—H1A | 108.77 |
C24A—C25A—C27A | 120.9 (5) | C10—C1—H1B | 108.70 |
C26A—C25A—C27A | 113.4 (4) | H1A—C1—H1B | 107.66 |
C24A—C25A—C26A | 114.9 (4) | C1—C2—H2A | 108.93 |
C10'—C1'—H1E | 109.79 | C1—C2—H2B | 109.00 |
C10'—C1'—H1F | 109.66 | C3—C2—H2A | 109.04 |
H1E—C1'—H1F | 108.32 | C3—C2—H2B | 109.12 |
C2'—C1'—H1E | 109.51 | H2A—C2—H2B | 107.92 |
C2'—C1'—H1F | 109.39 | C4—C5—H5 | 105.55 |
C2A—C1A—H1C | 108.64 | C6—C5—H5 | 105.50 |
C10A—C1A—H1D | 108.72 | C10—C5—H5 | 105.49 |
H1C—C1A—H1D | 107.61 | C5—C6—H6A | 109.74 |
C2A—C1A—H1D | 108.62 | C5—C6—H6B | 109.67 |
C10A—C1A—H1C | 108.78 | C7—C6—H6A | 109.73 |
C1'—C2'—H2E | 109.69 | C7—C6—H6B | 109.77 |
C3A—C2'—H2E | 109.83 | H6A—C6—H6B | 108.19 |
C3A—C2'—H2F | 109.89 | C6—C7—H7A | 109.13 |
C1'—C2'—H2F | 109.66 | C6—C7—H7B | 109.10 |
H2E—C2'—H2F | 108.30 | C8—C7—H7A | 109.13 |
C3A—C2A—H2D | 108.29 | C8—C7—H7B | 109.06 |
H2C—C2A—H2D | 107.45 | H7A—C7—H7B | 107.90 |
C1A—C2A—H2C | 108.35 | C9—C11—H11A | 108.63 |
C1A—C2A—H2D | 108.45 | C9—C11—H11B | 108.61 |
C3A—C2A—H2C | 108.31 | C12—C11—H11A | 108.70 |
C4A—C5A—H5A | 103.80 | C12—C11—H11B | 108.73 |
C6A—C5A—H5A | 103.90 | H11A—C11—H11B | 107.63 |
C10A—C5A—H5A | 103.88 | C11—C12—H12A | 109.21 |
C10'—C5A—H5A | 120.83 | C11—C12—H12B | 109.19 |
C5A—C6A—H6D | 109.76 | C13—C12—H12A | 109.21 |
C7A—C6A—H6C | 109.75 | C13—C12—H12B | 109.24 |
C5A—C6A—H6C | 109.77 | H12A—C12—H12B | 107.90 |
H6C—C6A—H6D | 108.11 | C14—C15—H15 | 123.72 |
C7A—C6A—H6D | 109.73 | C16—C15—H15 | 123.62 |
C6A—C7A—H7C | 109.19 | C15—C16—H16A | 111.11 |
H7C—C7A—H7D | 107.96 | C15—C16—H16B | 111.18 |
C8A—C7A—H7D | 109.16 | C17—C16—H16A | 111.15 |
C6A—C7A—H7D | 109.17 | C17—C16—H16B | 111.21 |
C8A—C7A—H7C | 109.11 | H16A—C16—H16B | 109.13 |
C9A—C11A—H11D | 108.69 | C13—C17—H17 | 106.35 |
H11C—C11A—H11D | 107.59 | C16—C17—H17 | 106.37 |
C12A—C11A—H11C | 108.64 | C20—C17—H17 | 106.47 |
C12A—C11A—H11D | 108.62 | C13—C18—H18A | 109.48 |
C9A—C11A—H11C | 108.58 | C13—C18—H18B | 109.51 |
C13A—C12A—H12C | 109.11 | C13—C18—H18C | 109.45 |
C13A—C12A—H12D | 109.12 | H18A—C18—H18B | 109.54 |
H12C—C12A—H12D | 107.84 | H18A—C18—H18C | 109.42 |
C11A—C12A—H12D | 109.09 | H18B—C18—H18C | 109.43 |
C11A—C12A—H12C | 109.05 | C10—C19—H19A | 109.45 |
C16A—C15A—H15A | 124.06 | C10—C19—H19B | 109.43 |
C14A—C15A—H15A | 124.00 | C10—C19—H19C | 109.46 |
C17A—C16A—H16D | 111.16 | H19A—C19—H19B | 109.46 |
H16C—C16A—H16D | 109.01 | H19A—C19—H19C | 109.47 |
C15A—C16A—H16C | 111.10 | H19B—C19—H19C | 109.55 |
C15A—C16A—H16D | 111.11 | C17—C20—H20 | 107.93 |
C17A—C16A—H16C | 111.16 | C21—C20—H20 | 107.87 |
C13A—C17A—H17A | 105.68 | C22—C20—H20 | 107.80 |
C16A—C17A—H17A | 105.64 | C20—C21—H21A | 109.50 |
C20A—C17A—H17A | 105.67 | C20—C21—H21B | 109.42 |
C13A—C18A—H18D | 109.51 | C20—C21—H21C | 109.49 |
C13A—C18A—H18E | 109.45 | H21A—C21—H21B | 109.46 |
C13A—C18A—H18F | 109.45 | H21A—C21—H21C | 109.44 |
H18D—C18A—H18E | 109.44 | H21B—C21—H21C | 109.52 |
H18D—C18A—H18F | 109.52 | C20—C22—H22A | 108.39 |
H18E—C18A—H18F | 109.45 | C20—C22—H22B | 108.36 |
C10'—C19'—H19I | 107.71 | C23—C22—H22A | 108.19 |
C10'—C19'—H19G | 108.79 | C23—C22—H22B | 108.29 |
C10'—C19'—H19H | 111.81 | H22A—C22—H22B | 107.38 |
H19H—C19'—H19I | 109.39 | C22—C23—H23A | 108.72 |
H19G—C19'—H19H | 109.38 | C22—C23—H23B | 108.79 |
H19G—C19'—H19I | 109.72 | C24—C23—H23A | 108.76 |
C10A—C19A—H19D | 109.00 | C24—C23—H23B | 108.91 |
H19D—C19A—H19E | 109.54 | H23A—C23—H23B | 107.52 |
C10A—C19A—H19E | 110.59 | C23—C24—H24A | 107.81 |
C10A—C19A—H19F | 108.77 | C23—C24—H24B | 107.66 |
H19D—C19A—H19F | 109.49 | C25—C24—H24A | 107.74 |
H19E—C19A—H19F | 109.43 | C25—C24—H24B | 107.75 |
C22A—C20A—H20A | 107.51 | H24A—C24—H24B | 107.17 |
C17A—C20A—H20A | 107.44 | C25'—C24—H24A | 126.44 |
C21A—C20A—H20A | 107.49 | C25'—C24—H24B | 83.17 |
C20A—C21A—H21E | 109.40 | C24—C25—H25 | 104.05 |
C20A—C21A—H21F | 109.52 | C26—C25—H25 | 104.05 |
H21D—C21A—H21E | 109.40 | C27—C25—H25 | 104.04 |
H21D—C21A—H21F | 109.48 | C26—C25'—H25' | 120.62 |
H21E—C21A—H21F | 109.59 | C27'—C25'—H25' | 121.01 |
C20A—C21A—H21D | 109.44 | C24—C25'—H25' | 120.14 |
C20A—C22A—H22C | 107.73 | H26A—C26—H26B | 109.46 |
C23A—C22A—H22C | 107.84 | H26A—C26—H26C | 109.54 |
C23A—C22A—H22D | 107.81 | C25—C26—H26C | 109.51 |
C20A—C22A—H22D | 107.84 | C25'—C26—H26D | 109.30 |
H22C—C22A—H22D | 107.22 | C25'—C26—H26E | 109.60 |
C22A—C23A—H23D | 108.25 | H26B—C26—H26C | 109.40 |
C24A—C23A—H23C | 108.18 | H26D—C26—H26E | 109.46 |
C22A—C23A—H23C | 108.25 | H26D—C26—H26F | 109.39 |
H23C—C23A—H23D | 107.50 | H26E—C26—H26F | 109.49 |
C24A—C23A—H23D | 108.31 | C25'—C26—H26F | 109.59 |
C23A—C24A—H24C | 107.37 | C25—C26—H26A | 109.46 |
C23A—C24A—H24D | 107.24 | C25—C26—H26B | 109.47 |
C25A—C24A—H24C | 107.22 | C25—C27—H27A | 109.52 |
C25A—C24A—H24D | 107.18 | C25—C27—H27B | 109.47 |
H24C—C24A—H24D | 106.83 | C25—C27—H27C | 109.48 |
C24A—C25A—H25A | 101.15 | H27B—C27—H27C | 109.50 |
C26A—C25A—H25A | 101.03 | H27A—C27—H27B | 109.41 |
C27A—C25A—H25A | 101.13 | H27A—C27—H27C | 109.45 |
C25A—C26A—H26G | 109.46 | C25'—C27'—H27E | 109.05 |
C25A—C26A—H26H | 109.50 | H27D—C27'—H27F | 110.08 |
C25A—C26A—H26I | 109.52 | C25'—C27'—H27F | 108.89 |
H26G—C26A—H26H | 109.40 | H27D—C27'—H27E | 110.02 |
H26G—C26A—H26I | 109.41 | C25'—C27'—H27D | 108.97 |
H26H—C26A—H26I | 109.53 | H27E—C27'—H27F | 109.81 |
C25A—C27A—H27J | 109.58 | C4—C41—H41A | 109.49 |
C25A—C27A—H27K | 109.48 | C4—C41—H41C | 109.46 |
H27J—C27A—H27K | 109.36 | H41A—C41—H41B | 109.44 |
H27J—C27A—H27L | 109.41 | C4—C41—H41B | 109.54 |
H27K—C27A—H27L | 109.44 | H41B—C41—H41C | 109.53 |
C25A—C27A—H27L | 109.57 | H41A—C41—H41C | 109.35 |
C4A—C41A—H41D | 109.49 | C4—C42—H42B | 109.43 |
C4A—C41A—H41E | 109.52 | C4—C42—H42C | 109.52 |
H41D—C41A—H41E | 109.46 | H42A—C42—H42C | 109.45 |
H41D—C41A—H41F | 109.49 | H42B—C42—H42C | 109.40 |
C4A—C41A—H41F | 109.38 | H42A—C42—H42B | 109.53 |
H41E—C41A—H41F | 109.50 | C4—C42—H42A | 109.50 |
C4A—C42A—H42E | 109.45 | | |
| | | |
C10A—C1A—C2A—C3A | 17.6 (8) | C10—C1—C2—C3 | 25.1 (5) |
C2A—C1A—C10A—C5A | 35.2 (7) | C2—C1—C10—C5 | 32.0 (4) |
C2A—C1A—C10A—C9A | 158.5 (5) | C2—C1—C10—C9 | 152.2 (3) |
C2A—C1A—C10A—C19A | −84.2 (7) | C2—C1—C10—C19 | −90.2 (4) |
C1A—C2A—C3A—O3A | 132.6 (6) | C1—C2—C3—O3 | 122.2 (4) |
C1A—C2A—C3A—C4A | −51.2 (7) | C1—C2—C3—C4 | −59.8 (4) |
O3A—C3A—C4A—C5A | −159.9 (5) | O3—C3—C4—C5 | −153.3 (4) |
O3A—C3A—C4A—C41A | 82.6 (6) | O3—C3—C4—C41 | −26.2 (5) |
O3A—C3A—C4A—C42A | −33.3 (7) | O3—C3—C4—C42 | 90.0 (4) |
C2A—C3A—C4A—C5A | 23.9 (6) | C2—C3—C4—C5 | 28.7 (4) |
C2A—C3A—C4A—C41A | −93.6 (5) | C2—C3—C4—C41 | 155.8 (3) |
C2A—C3A—C4A—C42A | 150.6 (4) | C2—C3—C4—C42 | −88.1 (4) |
C3A—C4A—C5A—C6A | 168.2 (3) | C3—C4—C5—C6 | 162.4 (3) |
C3A—C4A—C5A—C10A | 34.3 (5) | C3—C4—C5—C10 | 33.2 (4) |
C41A—C4A—C5A—C6A | −76.1 (4) | C41—C4—C5—C6 | 37.9 (4) |
C41A—C4A—C5A—C10A | 150.0 (4) | C41—C4—C5—C10 | −91.3 (4) |
C42A—C4A—C5A—C6A | 44.7 (5) | C42—C4—C5—C6 | −82.9 (4) |
C42A—C4A—C5A—C10A | −89.2 (5) | C42—C4—C5—C10 | 147.9 (3) |
C4A—C5A—C6A—C7A | 163.4 (3) | C4—C5—C6—C7 | 165.5 (3) |
C10A—C5A—C6A—C7A | −60.8 (5) | C10—C5—C6—C7 | −63.5 (4) |
C4A—C5A—C10A—C1A | −64.5 (5) | C4—C5—C10—C1 | −64.1 (3) |
C4A—C5A—C10A—C9A | 173.7 (4) | C4—C5—C10—C9 | 176.0 (3) |
C4A—C5A—C10A—C19A | 51.5 (6) | C4—C5—C10—C19 | 54.8 (4) |
C6A—C5A—C10A—C1A | 160.6 (4) | C6—C5—C10—C1 | 165.3 (3) |
C6A—C5A—C10A—C9A | 38.8 (6) | C6—C5—C10—C9 | 45.4 (4) |
C6A—C5A—C10A—C19A | −83.5 (6) | C6—C5—C10—C19 | −75.8 (4) |
C5A—C6A—C7A—C8A | 48.9 (4) | C5—C6—C7—C8 | 47.7 (4) |
C6A—C7A—C8A—C9A | −17.6 (5) | C6—C7—C8—C9 | −17.3 (5) |
C6A—C7A—C8A—C14A | 164.6 (3) | C6—C7—C8—C14 | 164.4 (3) |
C7A—C8A—C9A—C10A | −4.6 (6) | C7—C8—C9—C10 | 0.3 (5) |
C7A—C8A—C9A—C11A | 176.8 (3) | C7—C8—C9—C11 | 178.2 (3) |
C14A—C8A—C9A—C10A | 173.1 (4) | C14—C8—C9—C10 | 178.6 (3) |
C14A—C8A—C9A—C11A | −5.5 (5) | C14—C8—C9—C11 | −3.6 (5) |
C7A—C8A—C14A—C13A | −166.2 (3) | C7—C8—C14—C13 | −168.9 (3) |
C7A—C8A—C14A—C15A | 12.7 (6) | C7—C8—C14—C15 | 10.9 (5) |
C9A—C8A—C14A—C13A | 15.9 (5) | C9—C8—C14—C13 | 12.8 (5) |
C9A—C8A—C14A—C15A | −165.1 (4) | C9—C8—C14—C15 | −167.4 (4) |
C8A—C9A—C10A—C1A | −125.5 (5) | C8—C9—C10—C1 | −132.8 (3) |
C8A—C9A—C10A—C5A | −6.2 (7) | C8—C9—C10—C5 | −14.6 (4) |
C8A—C9A—C10A—C19A | 118.1 (5) | C8—C9—C10—C19 | 109.6 (4) |
C11A—C9A—C10A—C1A | 53.1 (6) | C11—C9—C10—C1 | 49.2 (4) |
C11A—C9A—C10A—C5A | 172.4 (4) | C11—C9—C10—C5 | 167.5 (3) |
C11A—C9A—C10A—C19A | −63.3 (6) | C11—C9—C10—C19 | −68.3 (4) |
C8A—C9A—C11A—C12A | 21.4 (5) | C8—C9—C11—C12 | 22.1 (5) |
C10A—C9A—C11A—C12A | −157.2 (4) | C10—C9—C11—C12 | −159.9 (3) |
C9A—C11A—C12A—C13A | −47.3 (4) | C9—C11—C12—C13 | −49.0 (4) |
C11A—C12A—C13A—C14A | 53.8 (4) | C11—C12—C13—C14 | 54.5 (4) |
C11A—C12A—C13A—C17A | 165.7 (3) | C11—C12—C13—C17 | 166.7 (3) |
C11A—C12A—C13A—C18A | −64.9 (4) | C11—C12—C13—C18 | −63.6 (4) |
C12A—C13A—C14A—C8A | −39.6 (4) | C12—C13—C14—C8 | −37.7 (4) |
C12A—C13A—C14A—C15A | 141.2 (3) | C12—C13—C14—C15 | 142.4 (3) |
C17A—C13A—C14A—C8A | −161.0 (3) | C17—C13—C14—C8 | −159.7 (3) |
C17A—C13A—C14A—C15A | 19.9 (4) | C17—C13—C14—C15 | 20.5 (4) |
C18A—C13A—C14A—C8A | 81.7 (4) | C18—C13—C14—C8 | 82.3 (4) |
C18A—C13A—C14A—C15A | −97.4 (4) | C18—C13—C14—C15 | −97.5 (3) |
C12A—C13A—C17A—C16A | −142.9 (3) | C12—C13—C17—C16 | −143.9 (3) |
C12A—C13A—C17A—C20A | 87.2 (4) | C12—C13—C17—C20 | 88.0 (4) |
C14A—C13A—C17A—C16A | −27.6 (3) | C14—C13—C17—C16 | −28.2 (3) |
C14A—C13A—C17A—C20A | −157.6 (3) | C14—C13—C17—C20 | −156.3 (3) |
C18A—C13A—C17A—C16A | 87.3 (3) | C18—C13—C17—C16 | 86.8 (3) |
C18A—C13A—C17A—C20A | −42.7 (4) | C18—C13—C17—C20 | −41.2 (4) |
C8A—C14A—C15A—C16A | 177.6 (4) | C8—C14—C15—C16 | 176.5 (3) |
C13A—C14A—C15A—C16A | −3.3 (5) | C13—C14—C15—C16 | −3.7 (4) |
C14A—C15A—C16A—C17A | −15.0 (4) | C14—C15—C16—C17 | −15.0 (4) |
C15A—C16A—C17A—C13A | 26.3 (4) | C15—C16—C17—C13 | 26.7 (3) |
C15A—C16A—C17A—C20A | 159.3 (3) | C15—C16—C17—C20 | 157.6 (3) |
C13A—C17A—C20A—C21A | −56.8 (5) | C13—C17—C20—C21 | −55.2 (4) |
C13A—C17A—C20A—C22A | 178.5 (3) | C13—C17—C20—C22 | −178.9 (3) |
C16A—C17A—C20A—C21A | 178.1 (4) | C16—C17—C20—C21 | −178.3 (3) |
C16A—C17A—C20A—C22A | 53.5 (4) | C16—C17—C20—C22 | 58.0 (4) |
C17A—C20A—C22A—C23A | −179.5 (3) | C17—C20—C22—C23 | −174.8 (3) |
C21A—C20A—C22A—C23A | 54.8 (5) | C21—C20—C22—C23 | 60.3 (4) |
C20A—C22A—C23A—C24A | 179.0 (4) | C20—C22—C23—C24 | 179.2 (4) |
C22A—C23A—C24A—C25A | 171.0 (4) | C22—C23—C24—C25 | 169.2 (5) |
C23A—C24A—C25A—C26A | −175.1 (4) | C23—C24—C25—C26 | −178.4 (5) |
C23A—C24A—C25A—C27A | 43.1 (7) | C23—C24—C25—C27 | 46.5 (11) |
Symmetry codes: (i) x−1/2, −y+1/2, −z; (ii) −x+1, y+1/2, −z+1/2; (iii) −x+1, y−1/2, −z+1/2; (iv) −x, y−1/2, −z+1/2; (v) x+1/2, −y+1/2, −z; (vi) x+1, y, z; (vii) x+1/2, −y+1/2, −z+1; (viii) x−1/2, −y+1/2, −z+1; (ix) −x, y+1/2, −z+1/2; (x) x−1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C42A—H42D···O3A | 0.96 | 2.34 | 2.804 (8) | 109 |
Experimental details
| (II) | (III) | (IV) | (V) |
Crystal data |
Chemical formula | C31H44O | C30H42O | C28H44O2 | 4C30H42O2·H2O |
Mr | 432.66 | 418.64 | 412.63 | 1756.56 |
Crystal system, space group | Monoclinic, P21 | Monoclinic, C2 | Hexagonal, P62 | Monoclinic, C2 |
Temperature (K) | 150 | 150 | 150 | 293 |
a, b, c (Å) | 7.271 (3), 9.733 (5), 35.98 (2) | 23.785 (9), 13.610 (3), 19.080 (7) | 24.661 (10), 24.661 (10), 7.232 (10) | 64.902 (4), 7.2926 (14), 11.1447 (11) |
α, β, γ (°) | 90, 93.28 (4), 90 | 90, 121.927 (12), 90 | 90, 90, 120 | 90, 96.055 (13), 90 |
V (Å3) | 2542 (2) | 5242 (3) | 3809 (6) | 5245.4 (12) |
Z | 4 | 8 | 6 | 2 |
Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.07 | 0.06 | 0.07 | 0.07 |
Crystal size (mm) | 0.3 × 0.3 × 0.3 | 0.2 × 0.2 × 0.1 | 0.6 × 0.2 × 0.2 | 0.2 × 0.2 × 0.15 |
|
Data collection |
Diffractometer | Enraf-Nonius κ-CCD diffractometer | Enraf-Nonius κ-CCD diffractometer | Enraf-Nonius κ-CCD diffractometer | Enraf-Nonius κ-CCD diffractometer |
Absorption correction | – | – | – | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15221, 4842, 4455 | 29708, 4917, 4763 | 13233, 2343, 2161 | 17152, 5110, 3899 |
Rint | 0.048 | 0.049 | 0.045 | 0.048 |
(sin θ/λ)max (Å−1) | 0.600 | 0.600 | 0.590 | 0.600 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.044, 0.116, 1.10 | 0.046, 0.119, 1.09 | 0.075, 0.140, 1.05 | 0.045, 0.106, 1.03 |
No. of reflections | 4842 | 4917 | 2343 | 5110 |
No. of parameters | 590 | 559 | 275 | 596 |
No. of restraints | 1 | 1 | 5 | 4 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.18, −0.14 | 0.27, −0.29 | 0.52, −0.36 | 0.12, −0.12 |
| (VI) |
Crystal data |
Chemical formula | C29H46O |
Mr | 410.66 |
Crystal system, space group | Orthorhombic, P212121 |
Temperature (K) | 293 |
a, b, c (Å) | 10.5743 (7), 20.941 (17), 23.69 (2) |
α, β, γ (°) | 90, 90, 90 |
V (Å3) | 5247 (6) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.06 |
Crystal size (mm) | 0.2 × 0.2 × 0.15 |
|
Data collection |
Diffractometer | ENRAF-NONIUS κ CCD diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 37782, 5260, 3231 |
Rint | 0.099 |
(sin θ/λ)max (Å−1) | 0.600 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.051, 0.112, 1.01 |
No. of reflections | 5260 |
No. of parameters | 574 |
No. of restraints | 2 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.15, −0.12 |
Hydrogen-bond geometry (Å, º) for (II) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H31C···O3Ai | 0.96 | 2.06 | 2.890 (3) | 143 |
O3A—H32A···O3ii | 0.96 | 1.96 | 2.890 (3) | 164 |
Symmetry codes: (i) x, y−1, z; (ii) x, y+1, z. |
Hydrogen-bond geometry (Å, º) for (III) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3B···O3Ai | 0.96 | 2.01 | 2.855 (3) | 146 |
O3—H3C···O3Aii | 0.96 | 1.81 | 2.749 (4) | 167 |
O3A—H32A···O3iii | 0.96 | 1.96 | 2.855 (3) | 155 |
O3A—H33A···O3iv | 0.96 | 1.85 | 2.749 (4) | 154 |
Symmetry codes: (i) −x, y−1, −z; (ii) x, y−1, z; (iii) −x, y+1, −z; (iv) x, y+1, z. |
Hydrogen-bond geometry (Å, º) for (IV) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3O···O3i | 0.82 | 2.18 | 2.979 (8) | 165 |
Symmetry code: (i) −x+y, −x+1, z+1/3. |
Hydrogen-bond geometry (Å, º) for (V) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3A—H3C···O3Ai | 0.96 | 2.01 | 2.882 (3) | 150 |
O3A—H3D···O3ii | 0.96 | 2.22 | 2.816 (3) | 119 |
O3—H31O···O40iii | 0.96 | 2.01 | 2.831 (3) | 143 |
O3—H31O···O40iv | 0.96 | 2.01 | 2.831 (3) | 143 |
O3—H32O···O3Aii | 0.96 | 2.00 | 2.816 (3) | 142 |
O40—H40B···O3v | 0.89 | 2.15 | 2.831 (3) | 133 |
Symmetry codes: (i) −x+2, y, −z+2; (ii) −x+2, y, −z+1; (iii) x, y−1, z; (iv) −x+2, y−1, −z+1; (v) −x+2, y+1, −z+1. |
Hydrogen-bond geometry (Å, º) for (VI) top
D—H···A | D—H | H···A | D···A | D—H···A |
C42A—H42D···O3A | 0.9603 | 2.3423 | 2.804 (8) | 108.82 |
Table 1. Side chain torsion angles of the independent and disordered molecules
in the crystal structures of (II)-(VI). Primes indicate a second independent
molecule if present, an asterisk indicates the less populated conformation of
a disordered side chain. topMolecule | C17-C20 | C20-X22 | X22-C23 | C23-C24 |
II | 179.2 (3) | 59.0 (4) | 168.7 (3) | -80.7 (5) |
II' | 172.7 (2) | 63.7 (3) | -179.9 (3) | 87.5 (4) |
III | 179.4 (3) | -177.7 (3) | 79.2 (4) | - |
III' | 174.3 (3) | -173.9 (3) | -100.3 (4) | - |
IV | -32.7 (10) | -79.4 (8) | 169.8 (6) | 147.2 (10) |
IV* | -72.1 (7) | 163.0 (8) | -154.2 (8) | -132.2 (11) |
V | 175.4 (3) | -161.7 (4) | 156.2 (4) | 127.5 (4) |
V' | 179.7 (3) | -159.5 (3) | 168.3 (3) | -9.4 (5) |
VI | -178.6 (3) | -179.4 (3) | 179.1 (3) | 170.9 (4) |
VI' | -178.9 (3) | -174.7 (3) | 179.1 (4) | 169.2 (5) |
VI'* | -178.9 (3) | -174.7 (3) | 179.1 (4) | -160.1 (18) |
Sterol compounds are intermediates in the biosynthetic pathway of cholesterol. One of these compounds, called follicular fluid-meiosis activating sterol [FF-MAS, (I)], was found to initiate the resumption of prophase I-arrested human oocytes (Byskov et al., 1995). For this reason, FF-MAS may serve as a lead compound in the development of agonists and antagonists to either stimulate or block the production of functional egg cells. A number of FF-MAS-related sterols have been synthesized and tested with a varying number of double bonds at different positions in the steroid skeleton. Very few double-bond configurations were found to yield active compounds. Those that are active have double bonds at positions 8 and 14 or an aromatic C ring (Grønvald et al., 1997). Sterols with Δ5, Δ5,7, Δ7,9(11), Δ8, Δ8(14) etc. double bond(s) gave inactive compounds. Thus, the position and number of double bonds appear to be an important prerequisite for activity, which leads to the question whether there is a correlation between activity and the conformation of the skeleton as induced by the double-bond configuration.
The side-chain structure appears to have an impact on activity as well. FF-MAS-related sterols show a similar structure–activity relationship with respect to the stereochemistry of C-20 as 1α,25-dihydroxy-vitamin D3, 1α,25-(OH)2—D3. It was found that a derivative of 1α,25-(OH)2—D3 with an inverted stereochemistry at C-20 (`unnatural configuration') has a similar affinity for the vitamin D receptor (VDR) as the endogenous ligand 1α,25-(OH)2—D3 with a `natural configuration' at C-20, and even has an increased transcriptional activity (Liu et al., 1997; Väisänen et al., 1999; Boullion et al., 1995). Similarly, analogs of FF-MAS with unnatural C-20 stereochemistry are able to induce meiosis, provided that C-22 is replaced by an O atom. This is exemplified by compound (IV). In contrast, 22-oxa sterols with the C-20 configuration, as in FF-MAS, are in general inactive, as is the case for compound (V). Examination of the crystal structures may provide an understanding of the underlying structure–activity relationships.
In this paper, we present the crystal structures of five FF-MAS derived sterols (II)-(VI). All five compounds have a Δ8,14 double-bond configuration and all but (VI) have a 3β-OH moiety. Compounds (II)-(IV) are active and (V) and (VI) are inactive in in vitro tests. The inactivity of compound (VI) is most likely caused by the absence of the mandatory 3β-OH group. Ellipsoid plots of the major components of one of the molecules in each structure is given in Fig. 1 as representative of that compound.
In the crystal structures of compounds (II)–(V), the hydroxyl groups form hydrogen bonds to other hydroxyl groups present in the structure. Different types of hydrogen-bonding schemes are found. The two independent molecules in the crystal structure of (II) form hydrogen bonds in a pairwise fashion, denoted by a D by the graph-set notation (Etter, 1990; Bernstein et al., 1995). The hydroxyl H atoms are disordered over two positions in which one component donates a hydrogen bond to the other molecule. The second component does not participate in a hydrogen bond, as no hydrogen-bond acceptor was available within 3.6 Å. In the crystal structure of (III), hydrogen bonds are found in a cyclic arrangement of co-operative hydrogen bonds involving the two independent molecules and two of their symmetry-related copies [R44(8) in graph-set notation], with disordered directionality. The hydroxyl H atoms of compound (IV) form spiralling hydrogen-bond chains of which the central axis coincides with the 62 axis [C(2) in graph-set notation], each H atom donates to the molecule on the α-side of the molecule. The O···O distance of the hydrogen bonds is rather long, implying a weaker hydrogen bond. The long donor–acceptor distance is most likely a consequence of packing optimization of the bulky steroid moiety. The water molecule of the monohydrate structure of compound (V) is located at a special position, i.e. on the twofold rotation axis. The structure contains one potential hydrogen-bond donor more than there are potential hydrogen-bond acceptors. The free H atom was placed at electron density found on the twofold axis near the water O atom, taking into account a reasonable geometry. The hydroxyl groups of compound (V) and the other H atom of the water molecule form infinite co-operative hydrogen-bonded chains with disordered directionality. The chains consisted of three different motifs, which can be described by DD33(6)D in unary graph-set notation. The binary notation is C55(10). [unary ?]
To determine whether differences in the conformation of the skeleton can explain differences in activity of double-bond isomers, the skeletal conformations of compounds (II)-(V) and of compound (VI) are compared with those of double-bond sterol isomers in the Cambridge Structural Database (CSD Version of October 2000, 224400 entries; Allen & Kennard, 1993). The CSD was searched for compounds containing the four-ring sterol topology with androstane stereochemistry, containing a varying number of double bonds at different positions. For the Δ8,14 structures presented here and that of an aromatic C ring structure (Ferguson et al., 1982), a type of skeleton that can yield active compounds, it is found that the atomic positions of the superimposed skeletons are very similar. However, differences between the atomic positions of these classes of skeletons with skeleton classes which are known to give inactive compounds (i.e. the Δ5 and fully saturated structures) are of the same magnitude. This finding indicates that, although the positions of the double bonds in the skeletons are important, the skeleton conformation is not the determining factor for the activity of double-bond FF-MAS isomers.
Although the skeletal structure of (V) satisfies the conditions required for activity discussed in the first paragraph, the compound is not active. Its lack of activity is therefore probably related to the structure of the side chain. In order to compare the side-chain conformations of the molecules in all five crystal structures, the skeletons of all independent molecules were superimposed. A stereoview of the superposition of the skeleton atoms of crystal structures (II)-(V) is given in Fig. 2. Rings A, B and C were included in the fit but have been omitted from the figure for clarity. The independent molecules of compound (V) are shown in dark grey, with those of the other compounds in light grey. Table 1 gives successive torsion angles in the side chains of the five structures for each of the independent molecules and for disordered side-chain conformations. The orientations of the side chains correspond to those found for other sterols with both an R and S C-20 stereochemistry (Nes et al., 1984). Compounds (II), (III) and (V), with a natural configuration (see above) at C-20, crystallize with the side chain extended pointing away from ring D (the so-called `north-east' orientation). The orientation of the side chain in the structure of (IV), which has un unnatural C-20 stereochemistry, is called the `north-west' orientation and points upwards in the plane of the paper of the Scheme. It can be seen from Fig. 2 that the phenyl rings of the side chains of compound (II) occupy the same region in space as that of the inactive compound (V). The side chains of the active compounds (II) and (III) occupy different regions in space. The active conformation(s) can therefore not be distilled from the crystal structure conformations. Either the active conformation of compound (II) is a conformation present in solution but not in the crystal structure, or compound (V) is mainly present in another (inactive) conformation in solution.
An interesting aspect of the aromatic C-ring structure mentioned above is the orientation of the side chain with respect to the skeleton. The C17—C20 bond of the aromatic C ring structure points upwards with respect to the plane through the skeleton rings (Fig. 3). This is also found for 1α,25-(OH)2—D3 bound to its receptor (Rochel et al., 2000). By rotation of the C17—C20 torsion angle, the conformation of the side chains of compounds (I)-(VI) can change such that the direction is similar to the side chain of the aromatic C-ring structure. NMR experiments are planned to gain insight into the conformational behavior of the compounds in solution.