Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807025123/ez2076sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807025123/ez2076Isup2.hkl |
CCDC reference: 651525
Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2003).
C37H54O2 | F(000) = 1168 |
Mr = 530.8 | Dx = 1.141 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 6693 reflections |
a = 6.7897 (1) Å | θ = 2.7–30.6° |
b = 12.0370 (2) Å | µ = 0.07 mm−1 |
c = 37.8246 (6) Å | T = 173 K |
V = 3091.31 (8) Å3 | Block, colourless |
Z = 4 | 0.64 × 0.56 × 0.16 mm |
Bruker SMART APEXII CCD area-detector diffractometer | 3995 reflections with I > 2σ(I) |
ω scans | Rint = 0.065 |
Absorption correction: integration (XPREP; Bruker, 1999) | θmax = 28°, θmin = 2.0° |
Tmin = 0.960, Tmax = 0.989 | h = −8→8 |
45207 measured reflections | k = −13→15 |
4236 independent reflections | l = −48→49 |
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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.101 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0631P)2 + 0.3893P] where P = (Fo2 + 2Fc2)/3 |
4236 reflections | (Δ/σ)max = 0.001 |
360 parameters | Δρmax = 0.30 e Å−3 |
0 restraints | Δρmin = −0.24 e Å−3 |
Experimental. Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 1999) |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.2238 (2) | 0.66959 (13) | 0.22612 (4) | 0.0203 (3) | |
H1A | 0.1128 | 0.72 | 0.2317 | 0.024* | |
H1B | 0.3448 | 0.7024 | 0.2363 | 0.024* | |
C2 | 0.2468 (2) | 0.66287 (13) | 0.18584 (4) | 0.0212 (3) | |
H2A | 0.1222 | 0.637 | 0.175 | 0.025* | |
H2B | 0.2779 | 0.7373 | 0.1762 | 0.025* | |
C3 | 0.4108 (2) | 0.58281 (13) | 0.17718 (4) | 0.0197 (3) | |
H3 | 0.5332 | 0.6087 | 0.1893 | 0.024* | |
C4 | 0.3688 (2) | 0.46299 (13) | 0.18896 (4) | 0.0194 (3) | |
C5 | 0.3393 (2) | 0.47086 (13) | 0.22985 (3) | 0.0175 (3) | |
H5 | 0.4683 | 0.4991 | 0.2389 | 0.021* | |
C6 | 0.3117 (2) | 0.35937 (13) | 0.24870 (4) | 0.0220 (3) | |
H6A | 0.3941 | 0.3019 | 0.2372 | 0.026* | |
H6B | 0.1723 | 0.3358 | 0.2471 | 0.026* | |
C7 | 0.3717 (2) | 0.37190 (13) | 0.28754 (4) | 0.0211 (3) | |
H7A | 0.5141 | 0.3893 | 0.2887 | 0.025* | |
H7B | 0.3509 | 0.3001 | 0.2997 | 0.025* | |
C8 | 0.2561 (2) | 0.46341 (12) | 0.30742 (4) | 0.0178 (3) | |
C9 | 0.2326 (2) | 0.57017 (12) | 0.28433 (4) | 0.0170 (3) | |
H9 | 0.365 | 0.6064 | 0.285 | 0.02* | |
C10 | 0.1859 (2) | 0.55592 (13) | 0.24388 (4) | 0.0171 (3) | |
C11 | 0.0954 (2) | 0.65227 (13) | 0.30325 (4) | 0.0215 (3) | |
H11A | 0.1115 | 0.7267 | 0.2925 | 0.026* | |
H11B | −0.0428 | 0.6288 | 0.2996 | 0.026* | |
C12 | 0.1347 (2) | 0.66015 (13) | 0.34210 (4) | 0.0212 (3) | |
H12 | 0.0685 | 0.717 | 0.3548 | 0.025* | |
C13 | 0.2550 (2) | 0.59397 (13) | 0.36035 (4) | 0.0188 (3) | |
C14 | 0.3695 (2) | 0.50043 (13) | 0.34219 (4) | 0.0185 (3) | |
C15 | 0.3964 (3) | 0.39984 (14) | 0.36740 (4) | 0.0258 (3) | |
H15A | 0.273 | 0.356 | 0.3676 | 0.031* | |
H15B | 0.502 | 0.3516 | 0.3579 | 0.031* | |
C16 | 0.4483 (3) | 0.43141 (14) | 0.40553 (4) | 0.0268 (3) | |
H16A | 0.5804 | 0.4662 | 0.4059 | 0.032* | |
H16B | 0.4544 | 0.3631 | 0.4201 | 0.032* | |
C17 | 0.2984 (3) | 0.51200 (15) | 0.42198 (4) | 0.0256 (3) | |
C18 | 0.2908 (2) | 0.61864 (14) | 0.39938 (4) | 0.0219 (3) | |
H18 | 0.1751 | 0.6626 | 0.4079 | 0.026* | |
C19 | 0.4737 (3) | 0.69286 (15) | 0.40412 (4) | 0.0256 (3) | |
H19A | 0.5889 | 0.654 | 0.3939 | 0.031* | |
H19B | 0.4538 | 0.7621 | 0.3905 | 0.031* | |
C20 | 0.5215 (3) | 0.72395 (16) | 0.44263 (4) | 0.0290 (4) | |
C21 | 0.5376 (3) | 0.61569 (17) | 0.46385 (4) | 0.0327 (4) | |
H21A | 0.6552 | 0.5742 | 0.4558 | 0.039* | |
H21B | 0.5569 | 0.6341 | 0.4891 | 0.039* | |
C22 | 0.3576 (3) | 0.54134 (17) | 0.46027 (4) | 0.0322 (4) | |
H22A | 0.2446 | 0.5786 | 0.4718 | 0.039* | |
H22B | 0.3829 | 0.4714 | 0.4733 | 0.039* | |
C23 | 0.5541 (2) | 0.39306 (14) | 0.18158 (4) | 0.0252 (3) | |
H23A | 0.5268 | 0.3149 | 0.1869 | 0.038* | |
H23B | 0.6625 | 0.4193 | 0.1965 | 0.038* | |
H23C | 0.5909 | 0.4005 | 0.1566 | 0.038* | |
C24 | 0.1971 (3) | 0.41062 (15) | 0.16858 (4) | 0.0261 (3) | |
H24A | 0.1638 | 0.3387 | 0.1792 | 0.039* | |
H24B | 0.2353 | 0.3998 | 0.1438 | 0.039* | |
H24C | 0.0823 | 0.4599 | 0.1697 | 0.039* | |
C25 | −0.0304 (2) | 0.52403 (15) | 0.23597 (4) | 0.0235 (3) | |
H25A | −0.0474 | 0.4438 | 0.2391 | 0.035* | |
H25B | −0.0628 | 0.5444 | 0.2116 | 0.035* | |
H25C | −0.1179 | 0.5637 | 0.2522 | 0.035* | |
C26 | 0.0536 (2) | 0.41393 (14) | 0.31691 (4) | 0.0237 (3) | |
H26A | −0.0134 | 0.4629 | 0.3338 | 0.036* | |
H26B | 0.0716 | 0.3404 | 0.3276 | 0.036* | |
H26C | −0.0263 | 0.407 | 0.2954 | 0.036* | |
C27 | 0.5789 (2) | 0.54578 (15) | 0.33350 (4) | 0.0243 (3) | |
H27A | 0.5692 | 0.6238 | 0.3263 | 0.036* | |
H27B | 0.6365 | 0.5021 | 0.3142 | 0.036* | |
H27C | 0.6626 | 0.54 | 0.3545 | 0.036* | |
C28 | 0.0943 (3) | 0.45846 (19) | 0.42306 (5) | 0.0358 (4) | |
H28A | 0.0015 | 0.509 | 0.4347 | 0.054* | |
H28B | 0.101 | 0.3886 | 0.4363 | 0.054* | |
H28C | 0.0495 | 0.4435 | 0.3989 | 0.054* | |
C29 | 0.7185 (3) | 0.7853 (2) | 0.44317 (5) | 0.0414 (5) | |
H29A | 0.7493 | 0.8078 | 0.4674 | 0.062* | |
H29B | 0.7102 | 0.8513 | 0.4281 | 0.062* | |
H29C | 0.8224 | 0.736 | 0.4343 | 0.062* | |
C30 | 0.3647 (4) | 0.80080 (18) | 0.45799 (5) | 0.0383 (5) | |
H30A | 0.2391 | 0.761 | 0.4595 | 0.057* | |
H30B | 0.3493 | 0.8658 | 0.4427 | 0.057* | |
H30C | 0.4049 | 0.825 | 0.4817 | 0.057* | |
C31 | 0.6289 (2) | 0.60710 (14) | 0.12809 (4) | 0.0239 (3) | |
C32 | 0.6434 (3) | 0.61319 (15) | 0.08868 (4) | 0.0276 (4) | |
C33 | 0.4794 (3) | 0.61160 (18) | 0.06693 (5) | 0.0372 (4) | |
H33 | 0.3514 | 0.6053 | 0.0769 | 0.045* | |
C34 | 0.5026 (4) | 0.6193 (2) | 0.03050 (5) | 0.0512 (6) | |
H34 | 0.3903 | 0.6181 | 0.0155 | 0.061* | |
C35 | 0.6872 (4) | 0.6287 (2) | 0.01612 (5) | 0.0568 (7) | |
H35 | 0.7023 | 0.633 | −0.0088 | 0.068* | |
C36 | 0.8492 (4) | 0.6317 (3) | 0.03738 (6) | 0.0606 (7) | |
H36 | 0.9764 | 0.639 | 0.0272 | 0.073* | |
C37 | 0.8293 (3) | 0.6243 (2) | 0.07390 (5) | 0.0453 (5) | |
H37 | 0.9425 | 0.6268 | 0.0887 | 0.054* | |
O1 | 0.44441 (16) | 0.58696 (10) | 0.13894 (3) | 0.0235 (2) | |
O2 | 0.76870 (18) | 0.61892 (13) | 0.14734 (3) | 0.0347 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0240 (7) | 0.0177 (7) | 0.0191 (6) | 0.0020 (6) | −0.0008 (5) | 0.0007 (5) |
C2 | 0.0248 (7) | 0.0197 (7) | 0.0191 (6) | 0.0006 (6) | 0.0001 (6) | 0.0023 (5) |
C3 | 0.0221 (7) | 0.0217 (8) | 0.0153 (6) | −0.0020 (6) | −0.0002 (5) | −0.0010 (5) |
C4 | 0.0212 (7) | 0.0191 (7) | 0.0180 (6) | −0.0021 (6) | −0.0002 (5) | −0.0031 (5) |
C5 | 0.0187 (6) | 0.0157 (7) | 0.0179 (6) | −0.0004 (6) | −0.0027 (5) | −0.0020 (5) |
C6 | 0.0291 (8) | 0.0159 (7) | 0.0209 (6) | 0.0006 (6) | −0.0025 (6) | −0.0018 (6) |
C7 | 0.0298 (7) | 0.0145 (7) | 0.0192 (6) | 0.0052 (6) | −0.0012 (6) | −0.0002 (5) |
C8 | 0.0189 (6) | 0.0163 (7) | 0.0181 (6) | 0.0011 (6) | −0.0006 (5) | −0.0001 (5) |
C9 | 0.0180 (6) | 0.0148 (7) | 0.0181 (6) | 0.0018 (5) | −0.0013 (5) | −0.0001 (5) |
C10 | 0.0167 (6) | 0.0169 (7) | 0.0178 (6) | 0.0005 (5) | −0.0019 (5) | 0.0001 (5) |
C11 | 0.0233 (7) | 0.0209 (8) | 0.0203 (6) | 0.0072 (6) | −0.0021 (5) | −0.0016 (6) |
C12 | 0.0237 (7) | 0.0193 (7) | 0.0204 (6) | 0.0051 (6) | 0.0014 (6) | −0.0016 (6) |
C13 | 0.0202 (7) | 0.0182 (7) | 0.0179 (6) | 0.0009 (6) | 0.0008 (5) | −0.0010 (5) |
C14 | 0.0202 (6) | 0.0179 (7) | 0.0174 (6) | 0.0030 (6) | −0.0011 (5) | −0.0002 (5) |
C15 | 0.0365 (9) | 0.0190 (8) | 0.0218 (7) | 0.0067 (7) | −0.0029 (6) | 0.0009 (6) |
C16 | 0.0376 (9) | 0.0226 (8) | 0.0202 (6) | 0.0075 (7) | −0.0029 (6) | 0.0030 (6) |
C17 | 0.0316 (8) | 0.0271 (9) | 0.0181 (6) | 0.0015 (7) | 0.0011 (6) | 0.0025 (6) |
C18 | 0.0262 (7) | 0.0222 (8) | 0.0174 (6) | 0.0038 (6) | 0.0014 (5) | −0.0015 (6) |
C19 | 0.0337 (8) | 0.0251 (8) | 0.0181 (6) | −0.0015 (7) | −0.0007 (6) | −0.0001 (6) |
C20 | 0.0357 (9) | 0.0308 (9) | 0.0205 (7) | −0.0011 (8) | −0.0021 (6) | −0.0037 (7) |
C21 | 0.0419 (10) | 0.0373 (10) | 0.0190 (7) | 0.0035 (9) | −0.0047 (7) | −0.0015 (7) |
C22 | 0.0456 (10) | 0.0335 (10) | 0.0174 (7) | 0.0026 (9) | 0.0008 (7) | 0.0033 (7) |
C23 | 0.0276 (8) | 0.0232 (8) | 0.0250 (7) | 0.0022 (7) | 0.0020 (6) | −0.0063 (6) |
C24 | 0.0296 (8) | 0.0275 (9) | 0.0212 (7) | −0.0087 (7) | −0.0030 (6) | −0.0037 (6) |
C25 | 0.0192 (7) | 0.0293 (9) | 0.0221 (6) | −0.0012 (7) | −0.0033 (5) | 0.0003 (6) |
C26 | 0.0230 (7) | 0.0232 (8) | 0.0250 (7) | −0.0048 (6) | −0.0007 (6) | 0.0016 (6) |
C27 | 0.0184 (7) | 0.0313 (9) | 0.0231 (7) | 0.0006 (6) | −0.0013 (5) | −0.0034 (6) |
C28 | 0.0382 (10) | 0.0400 (11) | 0.0292 (8) | −0.0059 (9) | 0.0060 (7) | 0.0043 (8) |
C29 | 0.0477 (11) | 0.0464 (12) | 0.0300 (8) | −0.0126 (10) | −0.0058 (8) | −0.0055 (8) |
C30 | 0.0543 (12) | 0.0344 (11) | 0.0262 (8) | 0.0039 (9) | 0.0033 (8) | −0.0074 (7) |
C31 | 0.0271 (7) | 0.0209 (8) | 0.0237 (7) | −0.0007 (6) | 0.0026 (6) | −0.0002 (6) |
C32 | 0.0348 (9) | 0.0249 (9) | 0.0231 (7) | −0.0010 (7) | 0.0058 (6) | −0.0015 (6) |
C33 | 0.0438 (10) | 0.0420 (11) | 0.0259 (8) | −0.0023 (9) | 0.0004 (8) | 0.0004 (8) |
C34 | 0.0677 (15) | 0.0616 (15) | 0.0241 (9) | −0.0036 (13) | −0.0045 (9) | 0.0006 (9) |
C35 | 0.0844 (18) | 0.0630 (16) | 0.0230 (8) | −0.0084 (15) | 0.0123 (10) | −0.0023 (9) |
C36 | 0.0609 (15) | 0.084 (2) | 0.0368 (11) | −0.0104 (15) | 0.0248 (11) | −0.0063 (12) |
C37 | 0.0403 (11) | 0.0625 (15) | 0.0330 (9) | −0.0056 (11) | 0.0109 (8) | −0.0052 (10) |
O1 | 0.0251 (5) | 0.0282 (6) | 0.0173 (5) | −0.0031 (5) | 0.0005 (4) | −0.0006 (4) |
O2 | 0.0251 (6) | 0.0501 (8) | 0.0287 (6) | −0.0051 (6) | 0.0000 (5) | 0.0000 (6) |
C1—C2 | 1.5335 (19) | C19—C20 | 1.538 (2) |
C1—C10 | 1.546 (2) | C19—H19A | 0.99 |
C1—H1A | 0.99 | C19—H19B | 0.99 |
C1—H1B | 0.99 | C20—C30 | 1.526 (3) |
C2—C3 | 1.508 (2) | C20—C29 | 1.528 (3) |
C2—H2A | 0.99 | C20—C21 | 1.534 (3) |
C2—H2B | 0.99 | C21—C22 | 1.521 (3) |
C3—O1 | 1.4652 (16) | C21—H21A | 0.99 |
C3—C4 | 1.536 (2) | C21—H21B | 0.99 |
C3—H3 | 1 | C22—H22A | 0.99 |
C4—C24 | 1.533 (2) | C22—H22B | 0.99 |
C4—C23 | 1.539 (2) | C23—H23A | 0.98 |
C4—C5 | 1.5626 (18) | C23—H23B | 0.98 |
C5—C6 | 1.531 (2) | C23—H23C | 0.98 |
C5—C10 | 1.554 (2) | C24—H24A | 0.98 |
C5—H5 | 1 | C24—H24B | 0.98 |
C6—C7 | 1.5318 (19) | C24—H24C | 0.98 |
C6—H6A | 0.99 | C25—H25A | 0.98 |
C6—H6B | 0.99 | C25—H25B | 0.98 |
C7—C8 | 1.547 (2) | C25—H25C | 0.98 |
C7—H7A | 0.99 | C26—H26A | 0.98 |
C7—H7B | 0.99 | C26—H26B | 0.98 |
C8—C26 | 1.541 (2) | C26—H26C | 0.98 |
C8—C9 | 1.562 (2) | C27—H27A | 0.98 |
C8—C14 | 1.5877 (19) | C27—H27B | 0.98 |
C9—C11 | 1.535 (2) | C27—H27C | 0.98 |
C9—C10 | 1.5719 (18) | C28—H28A | 0.98 |
C9—H9 | 1 | C28—H28B | 0.98 |
C10—C25 | 1.547 (2) | C28—H28C | 0.98 |
C11—C12 | 1.4967 (19) | C29—H29A | 0.98 |
C11—H11A | 0.99 | C29—H29B | 0.98 |
C11—H11B | 0.99 | C29—H29C | 0.98 |
C12—C13 | 1.333 (2) | C30—H30A | 0.98 |
C12—H12 | 0.95 | C30—H30B | 0.98 |
C13—C18 | 1.5256 (19) | C30—H30C | 0.98 |
C13—C14 | 1.531 (2) | C31—O2 | 1.204 (2) |
C14—C15 | 1.552 (2) | C31—O1 | 1.341 (2) |
C14—C27 | 1.558 (2) | C31—C32 | 1.496 (2) |
C15—C16 | 1.532 (2) | C32—C33 | 1.385 (3) |
C15—H15A | 0.99 | C32—C37 | 1.387 (3) |
C15—H15B | 0.99 | C33—C34 | 1.390 (2) |
C16—C17 | 1.538 (2) | C33—H33 | 0.95 |
C16—H16A | 0.99 | C34—C35 | 1.371 (4) |
C16—H16B | 0.99 | C34—H34 | 0.95 |
C17—C28 | 1.529 (3) | C35—C36 | 1.363 (4) |
C17—C18 | 1.543 (2) | C35—H35 | 0.95 |
C17—C22 | 1.544 (2) | C36—C37 | 1.391 (3) |
C18—C19 | 1.540 (2) | C36—H36 | 0.95 |
C18—H18 | 1 | C37—H37 | 0.95 |
C2—C1—C10 | 113.70 (12) | C19—C18—C17 | 113.01 (13) |
C2—C1—H1A | 108.8 | C13—C18—H18 | 106.8 |
C10—C1—H1A | 108.8 | C19—C18—H18 | 106.8 |
C2—C1—H1B | 108.8 | C17—C18—H18 | 106.8 |
C10—C1—H1B | 108.8 | C20—C19—C18 | 114.93 (13) |
H1A—C1—H1B | 107.7 | C20—C19—H19A | 108.5 |
C3—C2—C1 | 108.94 (12) | C18—C19—H19A | 108.5 |
C3—C2—H2A | 109.9 | C20—C19—H19B | 108.5 |
C1—C2—H2A | 109.9 | C18—C19—H19B | 108.5 |
C3—C2—H2B | 109.9 | H19A—C19—H19B | 107.5 |
C1—C2—H2B | 109.9 | C30—C20—C29 | 108.24 (16) |
H2A—C2—H2B | 108.3 | C30—C20—C21 | 111.43 (15) |
O1—C3—C2 | 107.92 (12) | C29—C20—C21 | 109.93 (16) |
O1—C3—C4 | 110.32 (12) | C30—C20—C19 | 111.15 (15) |
C2—C3—C4 | 113.58 (12) | C29—C20—C19 | 108.37 (14) |
O1—C3—H3 | 108.3 | C21—C20—C19 | 107.69 (14) |
C2—C3—H3 | 108.3 | C22—C21—C20 | 113.31 (15) |
C4—C3—H3 | 108.3 | C22—C21—H21A | 108.9 |
C24—C4—C3 | 112.42 (13) | C20—C21—H21A | 108.9 |
C24—C4—C23 | 107.79 (12) | C22—C21—H21B | 108.9 |
C3—C4—C23 | 108.01 (12) | C20—C21—H21B | 108.9 |
C24—C4—C5 | 115.15 (12) | H21A—C21—H21B | 107.7 |
C3—C4—C5 | 104.71 (11) | C21—C22—C17 | 115.29 (14) |
C23—C4—C5 | 108.51 (12) | C21—C22—H22A | 108.5 |
C6—C5—C10 | 109.68 (12) | C17—C22—H22A | 108.5 |
C6—C5—C4 | 115.05 (12) | C21—C22—H22B | 108.5 |
C10—C5—C4 | 117.63 (12) | C17—C22—H22B | 108.5 |
C6—C5—H5 | 104.3 | H22A—C22—H22B | 107.5 |
C10—C5—H5 | 104.3 | C4—C23—H23A | 109.5 |
C4—C5—H5 | 104.3 | C4—C23—H23B | 109.5 |
C5—C6—C7 | 109.14 (12) | H23A—C23—H23B | 109.5 |
C5—C6—H6A | 109.9 | C4—C23—H23C | 109.5 |
C7—C6—H6A | 109.9 | H23A—C23—H23C | 109.5 |
C5—C6—H6B | 109.9 | H23B—C23—H23C | 109.5 |
C7—C6—H6B | 109.9 | C4—C24—H24A | 109.5 |
H6A—C6—H6B | 108.3 | C4—C24—H24B | 109.5 |
C6—C7—C8 | 113.66 (12) | H24A—C24—H24B | 109.5 |
C6—C7—H7A | 108.8 | C4—C24—H24C | 109.5 |
C8—C7—H7A | 108.8 | H24A—C24—H24C | 109.5 |
C6—C7—H7B | 108.8 | H24B—C24—H24C | 109.5 |
C8—C7—H7B | 108.8 | C10—C25—H25A | 109.5 |
H7A—C7—H7B | 107.7 | C10—C25—H25B | 109.5 |
C26—C8—C7 | 106.90 (12) | H25A—C25—H25B | 109.5 |
C26—C8—C9 | 110.91 (12) | C10—C25—H25C | 109.5 |
C7—C8—C9 | 111.46 (11) | H25A—C25—H25C | 109.5 |
C26—C8—C14 | 110.37 (11) | H25B—C25—H25C | 109.5 |
C7—C8—C14 | 110.87 (11) | C8—C26—H26A | 109.5 |
C9—C8—C14 | 106.38 (11) | C8—C26—H26B | 109.5 |
C11—C9—C8 | 109.33 (11) | H26A—C26—H26B | 109.5 |
C11—C9—C10 | 113.69 (11) | C8—C26—H26C | 109.5 |
C8—C9—C10 | 118.36 (12) | H26A—C26—H26C | 109.5 |
C11—C9—H9 | 104.7 | H26B—C26—H26C | 109.5 |
C8—C9—H9 | 104.7 | C14—C27—H27A | 109.5 |
C10—C9—H9 | 104.7 | C14—C27—H27B | 109.5 |
C1—C10—C25 | 107.07 (13) | H27A—C27—H27B | 109.5 |
C1—C10—C5 | 108.87 (12) | C14—C27—H27C | 109.5 |
C25—C10—C5 | 114.00 (12) | H27A—C27—H27C | 109.5 |
C1—C10—C9 | 107.02 (12) | H27B—C27—H27C | 109.5 |
C25—C10—C9 | 114.00 (11) | C17—C28—H28A | 109.5 |
C5—C10—C9 | 105.61 (11) | C17—C28—H28B | 109.5 |
C12—C11—C9 | 112.99 (12) | H28A—C28—H28B | 109.5 |
C12—C11—H11A | 109 | C17—C28—H28C | 109.5 |
C9—C11—H11A | 109 | H28A—C28—H28C | 109.5 |
C12—C11—H11B | 109 | H28B—C28—H28C | 109.5 |
C9—C11—H11B | 109 | C20—C29—H29A | 109.5 |
H11A—C11—H11B | 107.8 | C20—C29—H29B | 109.5 |
C13—C12—C11 | 125.41 (14) | H29A—C29—H29B | 109.5 |
C13—C12—H12 | 117.3 | C20—C29—H29C | 109.5 |
C11—C12—H12 | 117.3 | H29A—C29—H29C | 109.5 |
C12—C13—C18 | 118.82 (14) | H29B—C29—H29C | 109.5 |
C12—C13—C14 | 121.21 (13) | C20—C30—H30A | 109.5 |
C18—C13—C14 | 119.78 (13) | C20—C30—H30B | 109.5 |
C13—C14—C15 | 110.97 (12) | H30A—C30—H30B | 109.5 |
C13—C14—C27 | 107.47 (13) | C20—C30—H30C | 109.5 |
C15—C14—C27 | 107.19 (12) | H30A—C30—H30C | 109.5 |
C13—C14—C8 | 109.38 (12) | H30B—C30—H30C | 109.5 |
C15—C14—C8 | 110.32 (12) | O2—C31—O1 | 124.94 (14) |
C27—C14—C8 | 111.47 (11) | O2—C31—C32 | 123.02 (15) |
C16—C15—C14 | 114.33 (13) | O1—C31—C32 | 112.04 (14) |
C16—C15—H15A | 108.7 | C33—C32—C37 | 119.60 (16) |
C14—C15—H15A | 108.7 | C33—C32—C31 | 122.59 (16) |
C16—C15—H15B | 108.7 | C37—C32—C31 | 117.77 (16) |
C14—C15—H15B | 108.7 | C32—C33—C34 | 119.8 (2) |
H15A—C15—H15B | 107.6 | C32—C33—H33 | 120.1 |
C15—C16—C17 | 112.65 (13) | C34—C33—H33 | 120.1 |
C15—C16—H16A | 109.1 | C35—C34—C33 | 120.2 (2) |
C17—C16—H16A | 109.1 | C35—C34—H34 | 119.9 |
C15—C16—H16B | 109.1 | C33—C34—H34 | 119.9 |
C17—C16—H16B | 109.1 | C36—C35—C34 | 120.37 (18) |
H16A—C16—H16B | 107.8 | C36—C35—H35 | 119.8 |
C28—C17—C16 | 110.18 (15) | C34—C35—H35 | 119.8 |
C28—C17—C18 | 109.57 (14) | C35—C36—C37 | 120.4 (2) |
C16—C17—C18 | 108.84 (12) | C35—C36—H36 | 119.8 |
C28—C17—C22 | 107.88 (14) | C37—C36—H36 | 119.8 |
C16—C17—C22 | 110.60 (14) | C32—C37—C36 | 119.6 (2) |
C18—C17—C22 | 109.76 (14) | C32—C37—H37 | 120.2 |
C13—C18—C19 | 110.72 (12) | C36—C37—H37 | 120.2 |
C13—C18—C17 | 112.31 (13) | C31—O1—C3 | 117.01 (12) |
C10—C1—C2—C3 | −56.44 (17) | C7—C8—C14—C13 | 177.83 (12) |
C1—C2—C3—O1 | −173.90 (12) | C9—C8—C14—C13 | 56.48 (14) |
C1—C2—C3—C4 | 63.46 (16) | C26—C8—C14—C15 | 58.41 (16) |
O1—C3—C4—C24 | −55.10 (16) | C7—C8—C14—C15 | −59.85 (16) |
C2—C3—C4—C24 | 66.20 (16) | C9—C8—C14—C15 | 178.81 (12) |
O1—C3—C4—C23 | 63.70 (15) | C26—C8—C14—C27 | 177.38 (13) |
C2—C3—C4—C23 | −175.00 (12) | C7—C8—C14—C27 | 59.12 (16) |
O1—C3—C4—C5 | 179.20 (11) | C9—C8—C14—C27 | −62.22 (15) |
C2—C3—C4—C5 | −59.50 (15) | C13—C14—C15—C16 | −41.70 (19) |
C24—C4—C5—C6 | 60.88 (18) | C27—C14—C15—C16 | 75.37 (17) |
C3—C4—C5—C6 | −175.15 (12) | C8—C14—C15—C16 | −163.09 (14) |
C23—C4—C5—C6 | −60.00 (16) | C14—C15—C16—C17 | 55.2 (2) |
C24—C4—C5—C10 | −70.76 (17) | C15—C16—C17—C28 | 60.95 (18) |
C3—C4—C5—C10 | 53.22 (16) | C15—C16—C17—C18 | −59.21 (19) |
C23—C4—C5—C10 | 168.37 (13) | C15—C16—C17—C22 | −179.86 (14) |
C10—C5—C6—C7 | −68.60 (15) | C12—C13—C18—C19 | −92.59 (17) |
C4—C5—C6—C7 | 156.08 (12) | C14—C13—C18—C19 | 82.48 (17) |
C5—C6—C7—C8 | 57.32 (17) | C12—C13—C18—C17 | 140.04 (15) |
C6—C7—C8—C26 | 78.92 (15) | C14—C13—C18—C17 | −44.89 (19) |
C6—C7—C8—C9 | −42.43 (17) | C28—C17—C18—C13 | −67.93 (17) |
C6—C7—C8—C14 | −160.73 (13) | C16—C17—C18—C13 | 52.61 (17) |
C26—C8—C9—C11 | 53.90 (15) | C22—C17—C18—C13 | 173.78 (14) |
C7—C8—C9—C11 | 172.89 (12) | C28—C17—C18—C19 | 165.93 (14) |
C14—C8—C9—C11 | −66.14 (14) | C16—C17—C18—C19 | −73.53 (16) |
C26—C8—C9—C10 | −78.43 (15) | C22—C17—C18—C19 | 47.64 (18) |
C7—C8—C9—C10 | 40.56 (17) | C13—C18—C19—C20 | 179.30 (14) |
C14—C8—C9—C10 | 161.53 (12) | C17—C18—C19—C20 | −53.72 (19) |
C2—C1—C10—C25 | −75.01 (15) | C18—C19—C20—C30 | −67.9 (2) |
C2—C1—C10—C5 | 48.67 (16) | C18—C19—C20—C29 | 173.33 (16) |
C2—C1—C10—C9 | 162.37 (12) | C18—C19—C20—C21 | 54.5 (2) |
C6—C5—C10—C1 | 176.78 (11) | C30—C20—C21—C22 | 68.38 (19) |
C4—C5—C10—C1 | −49.20 (16) | C29—C20—C21—C22 | −171.62 (15) |
C6—C5—C10—C25 | −63.77 (15) | C19—C20—C21—C22 | −53.75 (19) |
C4—C5—C10—C25 | 70.26 (17) | C20—C21—C22—C17 | 54.3 (2) |
C6—C5—C10—C9 | 62.16 (14) | C28—C17—C22—C21 | −168.41 (16) |
C4—C5—C10—C9 | −163.82 (12) | C16—C17—C22—C21 | 71.0 (2) |
C11—C9—C10—C1 | 63.99 (15) | C18—C17—C22—C21 | −49.1 (2) |
C8—C9—C10—C1 | −165.63 (12) | O2—C31—C32—C33 | −172.78 (19) |
C11—C9—C10—C25 | −54.20 (18) | O1—C31—C32—C33 | 7.4 (3) |
C8—C9—C10—C25 | 76.17 (17) | O2—C31—C32—C37 | 5.2 (3) |
C11—C9—C10—C5 | 179.88 (12) | O1—C31—C32—C37 | −174.68 (19) |
C8—C9—C10—C5 | −49.74 (16) | C37—C32—C33—C34 | 1.0 (3) |
C8—C9—C11—C12 | 42.11 (17) | C31—C32—C33—C34 | 179.0 (2) |
C10—C9—C11—C12 | 176.84 (13) | C32—C33—C34—C35 | −0.1 (4) |
C9—C11—C12—C13 | −8.9 (2) | C33—C34—C35—C36 | −0.7 (4) |
C11—C12—C13—C18 | 175.42 (15) | C34—C35—C36—C37 | 0.6 (4) |
C11—C12—C13—C14 | 0.4 (2) | C33—C32—C37—C36 | −1.1 (4) |
C12—C13—C14—C15 | −147.13 (15) | C31—C32—C37—C36 | −179.2 (2) |
C18—C13—C14—C15 | 37.92 (19) | C35—C36—C37—C32 | 0.3 (4) |
C12—C13—C14—C27 | 95.96 (17) | O2—C31—O1—C3 | 2.1 (3) |
C18—C13—C14—C27 | −78.98 (16) | C32—C31—O1—C3 | −178.04 (13) |
C12—C13—C14—C8 | −25.20 (19) | C2—C3—O1—C31 | 126.23 (15) |
C18—C13—C14—C8 | 159.86 (13) | C4—C3—O1—C31 | −109.16 (15) |
C26—C8—C14—C13 | −63.91 (15) |
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···O2 | 1.00 | 2.26 | 2.7148 (19) | 106 |
C23—H23C···O1 | 0.98 | 2.54 | 2.933 (2) | 104 |