| Literature DB >> 23125653 |
Abstract
The title compound, C(15)H(20)O(2), crystallizes with two independent mol-ecules of similar geometry in the asymmetric unit. The cyclo-hexyl ring adopts a chair conformation in each mol-ecule. In the crystal, mol-ecules related by translation are linked into chains along the a axis via weak C-H⋯O inter-actions.Entities:
Year: 2012 PMID: 23125653 PMCID: PMC3470209 DOI: 10.1107/S1600536812037373
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C15H20O2 | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 4144 reflections | |
| θ = 2.0–27.9° | |
| µ = 0.08 mm−1 | |
| α = 96.700 (9)° | |
| β = 94.380 (16)° | Prism, colourless |
| γ = 93.332 (12)° | 0.20 × 0.18 × 0.12 mm |
| Rigaku Saturn CCD area-detector diffractometer | 5924 independent reflections |
| Radiation source: rotating anode | 3739 reflections with |
| Multilayer monochromator | |
| Detector resolution: 14.63 pixels mm-1 | θmax = 27.9°, θmin = 2.0° |
| ω and φ scans | |
| Absorption correction: multi-scan ( | |
| 12908 measured reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H-atom parameters constrained | |
| 5924 reflections | (Δ/σ)max = 0.004 |
| 311 parameters | Δρmax = 0.35 e Å−3 |
| 0 restraints | Δρmin = −0.18 e Å−3 |
| 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. |
| Refinement. Refinement of |
| O1 | 0.19664 (16) | 1.11167 (12) | 0.33482 (3) | 0.0263 (2) | |
| O2 | 0.46796 (15) | 0.82156 (13) | 0.14498 (3) | 0.0305 (2) | |
| O3 | 0.77830 (16) | 0.33602 (12) | 0.17072 (3) | 0.0275 (2) | |
| O4 | 0.52284 (16) | 0.73059 (14) | 0.35409 (3) | 0.0334 (3) | |
| C1 | 0.4001 (2) | 1.19400 (18) | 0.36164 (4) | 0.0295 (3) | |
| H1A | 0.5278 | 1.1096 | 0.3598 | 0.044* | |
| H1B | 0.3614 | 1.2175 | 0.3922 | 0.044* | |
| H1C | 0.4506 | 1.3113 | 0.3513 | 0.044* | |
| C2 | 0.2251 (2) | 1.05419 (16) | 0.29179 (4) | 0.0209 (3) | |
| C3 | 0.4298 (2) | 1.08989 (16) | 0.27130 (4) | 0.0218 (3) | |
| H3 | 0.5619 | 1.1598 | 0.2870 | 0.026* | |
| C4 | 0.4368 (2) | 1.02131 (16) | 0.22748 (4) | 0.0212 (3) | |
| H4 | 0.5772 | 1.0428 | 0.2135 | 0.025* | |
| C5 | 0.2447 (2) | 0.92202 (16) | 0.20324 (4) | 0.0192 (3) | |
| C6 | 0.0383 (2) | 0.89343 (16) | 0.22415 (4) | 0.0205 (3) | |
| H6 | −0.0971 | 0.8298 | 0.2080 | 0.025* | |
| C7 | 0.0302 (2) | 0.95706 (16) | 0.26805 (4) | 0.0213 (3) | |
| H7 | −0.1094 | 0.9343 | 0.2821 | 0.026* | |
| C8 | 0.2704 (2) | 0.84618 (17) | 0.15690 (4) | 0.0219 (3) | |
| C9 | 0.0566 (2) | 0.80827 (17) | 0.12401 (4) | 0.0220 (3) | |
| H9 | −0.0875 | 0.7917 | 0.1401 | 0.026* | |
| C10 | 0.0752 (2) | 0.63558 (17) | 0.09157 (4) | 0.0272 (3) | |
| H10A | 0.0743 | 0.5251 | 0.1075 | 0.033* | |
| H10B | 0.2267 | 0.6453 | 0.0780 | 0.033* | |
| C11 | −0.1284 (2) | 0.61157 (18) | 0.05559 (4) | 0.0283 (3) | |
| H11A | −0.1074 | 0.5011 | 0.0346 | 0.034* | |
| H11B | −0.2787 | 0.5904 | 0.0690 | 0.034* | |
| C12 | −0.1415 (2) | 0.78128 (18) | 0.03088 (4) | 0.0258 (3) | |
| H12 | 0.0095 | 0.7978 | 0.0168 | 0.031* | |
| C13 | −0.1635 (2) | 0.95325 (18) | 0.06335 (4) | 0.0267 (3) | |
| H13A | −0.3154 | 0.9416 | 0.0767 | 0.032* | |
| H13B | −0.1645 | 1.0637 | 0.0474 | 0.032* | |
| C14 | 0.0378 (2) | 0.98096 (17) | 0.09963 (4) | 0.0259 (3) | |
| H14A | 0.0112 | 1.0894 | 0.1208 | 0.031* | |
| H14B | 0.1881 | 1.0071 | 0.0867 | 0.031* | |
| C15 | −0.3433 (3) | 0.7554 (2) | −0.00528 (4) | 0.0344 (3) | |
| H15A | −0.4931 | 0.7358 | 0.0077 | 0.052* | |
| H15B | −0.3195 | 0.6475 | −0.0263 | 0.052* | |
| H15C | −0.3470 | 0.8664 | −0.0205 | 0.052* | |
| C16 | 0.5868 (3) | 0.3403 (2) | 0.13812 (4) | 0.0324 (3) | |
| H16A | 0.4446 | 0.2788 | 0.1474 | 0.049* | |
| H16B | 0.6262 | 0.2756 | 0.1101 | 0.049* | |
| H16C | 0.5582 | 0.4693 | 0.1345 | 0.049* | |
| C17 | 0.7511 (2) | 0.41843 (16) | 0.21210 (4) | 0.0213 (3) | |
| C18 | 0.5547 (2) | 0.51267 (16) | 0.22355 (4) | 0.0215 (3) | |
| H18 | 0.4286 | 0.5234 | 0.2021 | 0.026* | |
| C19 | 0.5460 (2) | 0.59047 (16) | 0.26667 (4) | 0.0214 (3) | |
| H19 | 0.4111 | 0.6529 | 0.2747 | 0.026* | |
| C20 | 0.7298 (2) | 0.57948 (16) | 0.29851 (4) | 0.0195 (3) | |
| C21 | 0.9266 (2) | 0.48535 (16) | 0.28615 (4) | 0.0214 (3) | |
| H21 | 1.0549 | 0.4774 | 0.3073 | 0.026* | |
| C22 | 0.9355 (2) | 0.40431 (16) | 0.24356 (4) | 0.0219 (3) | |
| H22 | 1.0681 | 0.3386 | 0.2357 | 0.026* | |
| C23 | 0.7117 (2) | 0.67370 (17) | 0.34374 (4) | 0.0223 (3) | |
| C24 | 0.9260 (2) | 0.69855 (17) | 0.37672 (4) | 0.0216 (3) | |
| H24 | 1.0706 | 0.7109 | 0.3605 | 0.026* | |
| C25 | 0.9183 (2) | 0.87238 (17) | 0.40970 (4) | 0.0242 (3) | |
| H25A | 0.9196 | 0.9833 | 0.3939 | 0.029* | |
| H25B | 0.7700 | 0.8658 | 0.4244 | 0.029* | |
| C26 | 1.1281 (2) | 0.89120 (17) | 0.44422 (4) | 0.0251 (3) | |
| H26A | 1.1156 | 1.0027 | 0.4654 | 0.030* | |
| H26B | 1.2757 | 0.9082 | 0.4297 | 0.030* | |
| C27 | 1.1396 (2) | 0.72105 (18) | 0.46893 (4) | 0.0252 (3) | |
| H27 | 0.9918 | 0.7093 | 0.4842 | 0.030* | |
| C28 | 1.1465 (2) | 0.54731 (17) | 0.43608 (4) | 0.0250 (3) | |
| H28A | 1.2954 | 0.5536 | 0.4216 | 0.030* | |
| H28B | 1.1451 | 0.4369 | 0.4521 | 0.030* | |
| C29 | 0.9384 (2) | 0.52528 (17) | 0.40108 (4) | 0.0244 (3) | |
| H29A | 0.7900 | 0.5053 | 0.4151 | 0.029* | |
| H29B | 0.9552 | 0.4151 | 0.3797 | 0.029* | |
| C30 | 1.3480 (2) | 0.74087 (19) | 0.50368 (4) | 0.0329 (3) | |
| H30A | 1.3497 | 0.6296 | 0.5188 | 0.049* | |
| H30B | 1.3330 | 0.8497 | 0.5250 | 0.049* | |
| H30C | 1.4951 | 0.7561 | 0.4896 | 0.049* |
| O1 | 0.0278 (5) | 0.0285 (5) | 0.0217 (5) | 0.0011 (4) | 0.0032 (4) | −0.0006 (4) |
| O2 | 0.0202 (5) | 0.0442 (6) | 0.0272 (5) | 0.0045 (4) | 0.0047 (4) | 0.0015 (4) |
| O3 | 0.0290 (5) | 0.0311 (5) | 0.0217 (5) | 0.0059 (4) | 0.0004 (4) | −0.0002 (4) |
| O4 | 0.0217 (5) | 0.0480 (6) | 0.0301 (6) | 0.0073 (5) | 0.0046 (4) | −0.0009 (5) |
| C1 | 0.0333 (8) | 0.0294 (7) | 0.0232 (7) | 0.0005 (6) | −0.0047 (6) | −0.0016 (6) |
| C2 | 0.0240 (7) | 0.0176 (6) | 0.0220 (7) | 0.0046 (5) | 0.0028 (6) | 0.0040 (5) |
| C3 | 0.0187 (7) | 0.0193 (6) | 0.0270 (7) | −0.0002 (5) | −0.0017 (5) | 0.0042 (5) |
| C4 | 0.0172 (7) | 0.0214 (6) | 0.0259 (7) | 0.0016 (5) | 0.0025 (5) | 0.0058 (5) |
| C5 | 0.0175 (7) | 0.0183 (6) | 0.0227 (7) | 0.0032 (5) | 0.0009 (5) | 0.0058 (5) |
| C6 | 0.0173 (7) | 0.0178 (6) | 0.0263 (7) | 0.0000 (5) | 0.0012 (5) | 0.0035 (5) |
| C7 | 0.0197 (7) | 0.0195 (6) | 0.0256 (7) | 0.0000 (5) | 0.0050 (5) | 0.0055 (5) |
| C8 | 0.0217 (7) | 0.0223 (6) | 0.0224 (7) | 0.0027 (5) | 0.0018 (6) | 0.0053 (5) |
| C9 | 0.0182 (7) | 0.0279 (7) | 0.0197 (7) | 0.0013 (5) | 0.0024 (5) | 0.0022 (5) |
| C10 | 0.0285 (8) | 0.0238 (6) | 0.0288 (8) | 0.0031 (6) | −0.0009 (6) | 0.0025 (6) |
| C11 | 0.0295 (8) | 0.0265 (7) | 0.0269 (8) | 0.0009 (6) | −0.0016 (6) | −0.0018 (6) |
| C12 | 0.0243 (7) | 0.0334 (7) | 0.0189 (7) | 0.0012 (6) | 0.0026 (6) | 0.0001 (6) |
| C13 | 0.0281 (8) | 0.0282 (7) | 0.0241 (7) | 0.0049 (6) | 0.0000 (6) | 0.0043 (6) |
| C14 | 0.0267 (7) | 0.0245 (7) | 0.0253 (7) | 0.0021 (6) | −0.0017 (6) | 0.0000 (6) |
| C15 | 0.0362 (9) | 0.0414 (8) | 0.0234 (8) | 0.0020 (7) | −0.0038 (6) | −0.0001 (6) |
| C16 | 0.0377 (9) | 0.0345 (8) | 0.0233 (8) | 0.0044 (7) | −0.0038 (6) | −0.0001 (6) |
| C17 | 0.0237 (7) | 0.0187 (6) | 0.0214 (7) | −0.0014 (5) | 0.0034 (6) | 0.0032 (5) |
| C18 | 0.0194 (7) | 0.0209 (6) | 0.0240 (7) | −0.0002 (5) | −0.0025 (5) | 0.0057 (5) |
| C19 | 0.0177 (7) | 0.0194 (6) | 0.0279 (7) | 0.0008 (5) | 0.0035 (6) | 0.0050 (5) |
| C20 | 0.0174 (6) | 0.0188 (6) | 0.0224 (7) | −0.0012 (5) | 0.0022 (5) | 0.0047 (5) |
| C21 | 0.0184 (7) | 0.0227 (6) | 0.0236 (7) | 0.0008 (5) | 0.0004 (5) | 0.0064 (5) |
| C22 | 0.0201 (7) | 0.0195 (6) | 0.0273 (7) | 0.0030 (5) | 0.0050 (6) | 0.0052 (5) |
| C23 | 0.0205 (7) | 0.0226 (6) | 0.0247 (7) | 0.0009 (5) | 0.0046 (6) | 0.0055 (5) |
| C24 | 0.0196 (7) | 0.0244 (6) | 0.0209 (7) | 0.0009 (5) | 0.0041 (5) | 0.0022 (5) |
| C25 | 0.0244 (7) | 0.0235 (6) | 0.0247 (7) | 0.0026 (5) | 0.0034 (6) | 0.0019 (5) |
| C26 | 0.0255 (7) | 0.0250 (6) | 0.0237 (7) | 0.0001 (5) | 0.0023 (6) | −0.0015 (5) |
| C27 | 0.0245 (7) | 0.0298 (7) | 0.0208 (7) | 0.0002 (6) | 0.0033 (6) | 0.0012 (6) |
| C28 | 0.0275 (8) | 0.0251 (6) | 0.0224 (7) | 0.0028 (6) | 0.0005 (6) | 0.0033 (5) |
| C29 | 0.0260 (7) | 0.0239 (6) | 0.0226 (7) | −0.0002 (5) | 0.0013 (6) | 0.0012 (5) |
| C30 | 0.0342 (9) | 0.0367 (8) | 0.0262 (8) | 0.0037 (7) | −0.0020 (6) | −0.0006 (6) |
| O1—C2 | 1.3658 (15) | C15—H15A | 0.9800 |
| O1—C1 | 1.4289 (16) | C15—H15B | 0.9800 |
| O2—C8 | 1.2273 (14) | C15—H15C | 0.9800 |
| O3—C17 | 1.3663 (15) | C16—H16A | 0.9800 |
| O3—C16 | 1.4290 (16) | C16—H16B | 0.9800 |
| O4—C23 | 1.2269 (14) | C16—H16C | 0.9800 |
| C1—H1A | 0.9800 | C17—C22 | 1.3898 (18) |
| C1—H1B | 0.9800 | C17—C18 | 1.3936 (17) |
| C1—H1C | 0.9800 | C18—C19 | 1.3860 (17) |
| C2—C7 | 1.3897 (18) | C18—H18 | 0.9500 |
| C2—C3 | 1.3935 (17) | C19—C20 | 1.3908 (17) |
| C3—C4 | 1.3863 (17) | C19—H19 | 0.9500 |
| C3—H3 | 0.9500 | C20—C21 | 1.4022 (17) |
| C4—C5 | 1.3910 (17) | C20—C23 | 1.4915 (17) |
| C4—H4 | 0.9500 | C21—C22 | 1.3785 (17) |
| C5—C6 | 1.4000 (16) | C21—H21 | 0.9500 |
| C5—C8 | 1.4886 (17) | C22—H22 | 0.9500 |
| C6—C7 | 1.3806 (17) | C23—C24 | 1.5152 (18) |
| C6—H6 | 0.9500 | C24—C25 | 1.5317 (16) |
| C7—H7 | 0.9500 | C24—C29 | 1.5427 (17) |
| C8—C9 | 1.5142 (18) | C24—H24 | 1.0000 |
| C9—C10 | 1.5251 (17) | C25—C26 | 1.5264 (18) |
| C9—C14 | 1.5418 (17) | C25—H25A | 0.9900 |
| C9—H9 | 1.0000 | C25—H25B | 0.9900 |
| C10—C11 | 1.5290 (18) | C26—C27 | 1.5289 (17) |
| C10—H10A | 0.9900 | C26—H26A | 0.9900 |
| C10—H10B | 0.9900 | C26—H26B | 0.9900 |
| C11—C12 | 1.5266 (18) | C27—C30 | 1.5244 (18) |
| C11—H11A | 0.9900 | C27—C28 | 1.5283 (17) |
| C11—H11B | 0.9900 | C27—H27 | 1.0000 |
| C12—C15 | 1.5252 (18) | C28—C29 | 1.5277 (17) |
| C12—C13 | 1.5251 (18) | C28—H28A | 0.9900 |
| C12—H12 | 1.0000 | C28—H28B | 0.9900 |
| C13—C14 | 1.5256 (18) | C29—H29A | 0.9900 |
| C13—H13A | 0.9900 | C29—H29B | 0.9900 |
| C13—H13B | 0.9900 | C30—H30A | 0.9800 |
| C14—H14A | 0.9900 | C30—H30B | 0.9800 |
| C14—H14B | 0.9900 | C30—H30C | 0.9800 |
| C2—O1—C1 | 117.19 (10) | H15B—C15—H15C | 109.5 |
| C17—O3—C16 | 117.13 (10) | O3—C16—H16A | 109.5 |
| O1—C1—H1A | 109.5 | O3—C16—H16B | 109.5 |
| O1—C1—H1B | 109.5 | H16A—C16—H16B | 109.5 |
| H1A—C1—H1B | 109.5 | O3—C16—H16C | 109.5 |
| O1—C1—H1C | 109.5 | H16A—C16—H16C | 109.5 |
| H1A—C1—H1C | 109.5 | H16B—C16—H16C | 109.5 |
| H1B—C1—H1C | 109.5 | O3—C17—C22 | 115.81 (11) |
| O1—C2—C7 | 115.38 (11) | O3—C17—C18 | 124.01 (12) |
| O1—C2—C3 | 124.43 (12) | C22—C17—C18 | 120.19 (12) |
| C7—C2—C3 | 120.18 (12) | C19—C18—C17 | 118.95 (12) |
| C4—C3—C2 | 118.62 (12) | C19—C18—H18 | 120.5 |
| C4—C3—H3 | 120.7 | C17—C18—H18 | 120.5 |
| C2—C3—H3 | 120.7 | C18—C19—C20 | 121.69 (11) |
| C3—C4—C5 | 122.11 (11) | C18—C19—H19 | 119.2 |
| C3—C4—H4 | 118.9 | C20—C19—H19 | 119.2 |
| C5—C4—H4 | 118.9 | C19—C20—C21 | 118.35 (12) |
| C4—C5—C6 | 118.18 (12) | C19—C20—C23 | 118.46 (11) |
| C4—C5—C8 | 118.67 (11) | C21—C20—C23 | 123.16 (12) |
| C6—C5—C8 | 123.13 (12) | C22—C21—C20 | 120.54 (12) |
| C7—C6—C5 | 120.43 (12) | C22—C21—H21 | 119.7 |
| C7—C6—H6 | 119.8 | C20—C21—H21 | 119.7 |
| C5—C6—H6 | 119.8 | C21—C22—C17 | 120.26 (11) |
| C6—C7—C2 | 120.42 (11) | C21—C22—H22 | 119.9 |
| C6—C7—H7 | 119.8 | C17—C22—H22 | 119.9 |
| C2—C7—H7 | 119.8 | O4—C23—C20 | 119.73 (12) |
| O2—C8—C5 | 119.42 (12) | O4—C23—C24 | 120.28 (12) |
| O2—C8—C9 | 119.92 (11) | C20—C23—C24 | 119.99 (10) |
| C5—C8—C9 | 120.59 (10) | C23—C24—C25 | 111.55 (10) |
| C8—C9—C10 | 112.24 (10) | C23—C24—C29 | 109.11 (11) |
| C8—C9—C14 | 106.83 (11) | C25—C24—C29 | 110.09 (10) |
| C10—C9—C14 | 110.54 (11) | C23—C24—H24 | 108.7 |
| C8—C9—H9 | 109.1 | C25—C24—H24 | 108.7 |
| C10—C9—H9 | 109.1 | C29—C24—H24 | 108.7 |
| C14—C9—H9 | 109.1 | C26—C25—C24 | 111.27 (10) |
| C9—C10—C11 | 111.49 (10) | C26—C25—H25A | 109.4 |
| C9—C10—H10A | 109.3 | C24—C25—H25A | 109.4 |
| C11—C10—H10A | 109.3 | C26—C25—H25B | 109.4 |
| C9—C10—H10B | 109.3 | C24—C25—H25B | 109.4 |
| C11—C10—H10B | 109.3 | H25A—C25—H25B | 108.0 |
| H10A—C10—H10B | 108.0 | C25—C26—C27 | 111.83 (11) |
| C12—C11—C10 | 111.75 (11) | C25—C26—H26A | 109.2 |
| C12—C11—H11A | 109.3 | C27—C26—H26A | 109.3 |
| C10—C11—H11A | 109.3 | C25—C26—H26B | 109.3 |
| C12—C11—H11B | 109.3 | C27—C26—H26B | 109.3 |
| C10—C11—H11B | 109.3 | H26A—C26—H26B | 107.9 |
| H11A—C11—H11B | 107.9 | C30—C27—C28 | 111.83 (10) |
| C15—C12—C13 | 111.66 (11) | C30—C27—C26 | 111.76 (11) |
| C15—C12—C11 | 111.45 (12) | C28—C27—C26 | 109.44 (11) |
| C13—C12—C11 | 109.48 (11) | C30—C27—H27 | 107.9 |
| C15—C12—H12 | 108.0 | C28—C27—H27 | 107.9 |
| C13—C12—H12 | 108.0 | C26—C27—H27 | 107.9 |
| C11—C12—H12 | 108.0 | C29—C28—C27 | 112.45 (10) |
| C12—C13—C14 | 112.18 (10) | C29—C28—H28A | 109.1 |
| C12—C13—H13A | 109.2 | C27—C28—H28A | 109.1 |
| C14—C13—H13A | 109.2 | C29—C28—H28B | 109.1 |
| C12—C13—H13B | 109.2 | C27—C28—H28B | 109.1 |
| C14—C13—H13B | 109.2 | H28A—C28—H28B | 107.8 |
| H13A—C13—H13B | 107.9 | C28—C29—C24 | 111.02 (11) |
| C13—C14—C9 | 111.44 (11) | C28—C29—H29A | 109.4 |
| C13—C14—H14A | 109.3 | C24—C29—H29A | 109.4 |
| C9—C14—H14A | 109.3 | C28—C29—H29B | 109.4 |
| C13—C14—H14B | 109.3 | C24—C29—H29B | 109.4 |
| C9—C14—H14B | 109.3 | H29A—C29—H29B | 108.0 |
| H14A—C14—H14B | 108.0 | C27—C30—H30A | 109.5 |
| C12—C15—H15A | 109.5 | C27—C30—H30B | 109.5 |
| C12—C15—H15B | 109.5 | H30A—C30—H30B | 109.5 |
| H15A—C15—H15B | 109.5 | C27—C30—H30C | 109.5 |
| C12—C15—H15C | 109.5 | H30A—C30—H30C | 109.5 |
| H15A—C15—H15C | 109.5 | H30B—C30—H30C | 109.5 |
| C1—O1—C2—C7 | 173.31 (10) | C16—O3—C17—C22 | 177.02 (11) |
| C1—O1—C2—C3 | −7.90 (17) | C16—O3—C17—C18 | −3.19 (17) |
| O1—C2—C3—C4 | 179.14 (11) | O3—C17—C18—C19 | 179.81 (11) |
| C7—C2—C3—C4 | −2.13 (17) | C22—C17—C18—C19 | −0.41 (18) |
| C2—C3—C4—C5 | 1.44 (17) | C17—C18—C19—C20 | 1.11 (18) |
| C3—C4—C5—C6 | 0.71 (17) | C18—C19—C20—C21 | −0.56 (18) |
| C3—C4—C5—C8 | −177.36 (10) | C18—C19—C20—C23 | 177.42 (11) |
| C4—C5—C6—C7 | −2.21 (17) | C19—C20—C21—C22 | −0.68 (18) |
| C8—C5—C6—C7 | 175.77 (11) | C23—C20—C21—C22 | −178.56 (11) |
| C5—C6—C7—C2 | 1.54 (17) | C20—C21—C22—C17 | 1.37 (18) |
| O1—C2—C7—C6 | 179.51 (10) | O3—C17—C22—C21 | 178.99 (11) |
| C3—C2—C7—C6 | 0.67 (17) | C18—C17—C22—C21 | −0.81 (18) |
| C4—C5—C8—O2 | 21.98 (17) | C19—C20—C23—O4 | 12.43 (18) |
| C6—C5—C8—O2 | −155.99 (12) | C21—C20—C23—O4 | −169.69 (12) |
| C4—C5—C8—C9 | −155.03 (11) | C19—C20—C23—C24 | −167.66 (11) |
| C6—C5—C8—C9 | 27.00 (17) | C21—C20—C23—C24 | 10.22 (18) |
| O2—C8—C9—C10 | 39.30 (16) | O4—C23—C24—C25 | −29.70 (16) |
| C5—C8—C9—C10 | −143.71 (11) | C20—C23—C24—C25 | 150.39 (11) |
| O2—C8—C9—C14 | −82.01 (14) | O4—C23—C24—C29 | 92.15 (14) |
| C5—C8—C9—C14 | 94.98 (13) | C20—C23—C24—C29 | −87.76 (13) |
| C8—C9—C10—C11 | −173.66 (11) | C23—C24—C25—C26 | 177.09 (10) |
| C14—C9—C10—C11 | −54.51 (14) | C29—C24—C25—C26 | 55.81 (14) |
| C9—C10—C11—C12 | 56.90 (15) | C24—C25—C26—C27 | −57.41 (14) |
| C10—C11—C12—C15 | 179.37 (10) | C25—C26—C27—C30 | −179.46 (10) |
| C10—C11—C12—C13 | −56.60 (14) | C25—C26—C27—C28 | 56.11 (14) |
| C15—C12—C13—C14 | −179.84 (11) | C30—C27—C28—C29 | 179.88 (11) |
| C11—C12—C13—C14 | 56.25 (14) | C26—C27—C28—C29 | −55.74 (14) |
| C12—C13—C14—C9 | −55.65 (14) | C27—C28—C29—C24 | 56.02 (14) |
| C8—C9—C14—C13 | 176.27 (10) | C23—C24—C29—C28 | −177.67 (10) |
| C10—C9—C14—C13 | 53.89 (13) | C25—C24—C29—C28 | −54.94 (13) |
| H··· | ||||
| C9—H9···O2i | 1.00 | 2.57 | 3.4694 (18) | 150 |
| C24—H24···O4ii | 1.00 | 2.60 | 3.5244 (18) | 154 |
Hydrogen-bond geometry (Å, °)
|
|
| H⋯ |
|
|
|---|---|---|---|---|
| C9—H9⋯O2i | 1.00 | 2.57 | 3.4694 (18) | 150 |
| C24—H24⋯O4ii | 1.00 | 2.60 | 3.5244 (18) | 154 |
Symmetry codes: (i) ; (ii) .