| Literature DB >> 23476412 |
Sibi Narayanan1, Thothadri Srinivasan, Santhanagopalan Purushothaman, Raghavachary Raghunathan, Devadasan Velmurugan.
Abstract
In the title compound, C26H31NO4, the five-membered rings of the central pyrrolizine system adopt N-envelope conformations. The ethyl acetate group adopts an extended conformation. The dihedral angle between the benzene rings is 36.6 (1)°. In the crystal, C-H⋯O hydrogen bonds form a zigzag chain running along the b-axis directions. The crystal structure is futher consolidated by C-H⋯π inter-actions.Entities:
Year: 2012 PMID: 23476412 PMCID: PMC3588371 DOI: 10.1107/S1600536812049094
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C26H31NO4 | |
| Monoclinic, | Mo |
| Hall symbol: -P 2ybc | Cell parameters from 5598 reflections |
| θ = 1.9–28.3° | |
| µ = 0.08 mm−1 | |
| β = 95.350 (3)° | Block, colorless |
| 0.25 × 0.22 × 0.19 mm | |
| Bruker APEXII CCD area-detector diffractometer | 5598 independent reflections |
| Radiation source: fine-focus sealed tube | 3092 reflections with |
| Graphite monochromator | |
| ω and φ scans | θmax = 28.3°, θmin = 1.9° |
| Absorption correction: multi-scan ( | |
| 20978 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 | |
| 5598 reflections | (Δ/σ)max < 0.001 |
| 281 parameters | Δρmax = 0.35 e Å−3 |
| 0 restraints | Δρmin = −0.23 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 |
| C1 | 0.8192 (2) | 0.3134 (2) | 0.22908 (12) | 0.0675 (6) | |
| H1A | 0.8905 | 0.2679 | 0.2129 | 0.081* | |
| H1B | 0.8112 | 0.2856 | 0.2725 | 0.081* | |
| C2 | 0.8361 (3) | 0.4599 (3) | 0.22534 (16) | 0.0992 (10) | |
| H2A | 0.8050 | 0.5013 | 0.2623 | 0.119* | |
| H2B | 0.9261 | 0.4812 | 0.2245 | 0.119* | |
| C3 | 0.7632 (3) | 0.5066 (2) | 0.16699 (14) | 0.0835 (8) | |
| H3A | 0.8199 | 0.5460 | 0.1386 | 0.100* | |
| H3B | 0.6999 | 0.5705 | 0.1769 | 0.100* | |
| C4 | 0.6989 (2) | 0.38673 (18) | 0.13682 (10) | 0.0549 (5) | |
| H4 | 0.6104 | 0.4070 | 0.1207 | 0.066* | |
| C5 | 0.7702 (2) | 0.32113 (19) | 0.08370 (10) | 0.0530 (5) | |
| H5 | 0.8609 | 0.3446 | 0.0914 | 0.064* | |
| C6 | 0.75954 (17) | 0.17292 (18) | 0.09547 (9) | 0.0456 (4) | |
| H6 | 0.7077 | 0.1345 | 0.0591 | 0.055* | |
| C7 | 0.67976 (17) | 0.16759 (17) | 0.15509 (9) | 0.0448 (4) | |
| H7 | 0.5906 | 0.1727 | 0.1366 | 0.054* | |
| C8 | 0.68313 (18) | 0.04520 (18) | 0.19466 (9) | 0.0485 (5) | |
| C9 | 0.7948 (2) | −0.0100 (2) | 0.22369 (11) | 0.0618 (6) | |
| H9 | 0.8724 | 0.0329 | 0.2213 | 0.074* | |
| C10 | 0.7937 (2) | −0.1271 (2) | 0.25608 (11) | 0.0709 (6) | |
| H10 | 0.8698 | −0.1622 | 0.2749 | 0.085* | |
| C11 | 0.6808 (3) | −0.1907 (2) | 0.26029 (11) | 0.0721 (7) | |
| H11 | 0.6803 | −0.2705 | 0.2811 | 0.087* | |
| C12 | 0.5678 (2) | −0.1378 (2) | 0.23405 (11) | 0.0669 (6) | |
| H12 | 0.4908 | −0.1808 | 0.2380 | 0.080* | |
| C13 | 0.56846 (19) | −0.02010 (19) | 0.20165 (10) | 0.0520 (5) | |
| C14 | 0.3735 (3) | −0.0270 (3) | 0.13226 (14) | 0.0883 (8) | |
| H14A | 0.2849 | −0.0179 | 0.1414 | 0.106* | |
| H14B | 0.3944 | −0.1191 | 0.1327 | 0.106* | |
| C15 | 0.3897 (3) | 0.0281 (3) | 0.06888 (13) | 0.0850 (8) | |
| H15A | 0.3445 | −0.0267 | 0.0367 | 0.102* | |
| H15B | 0.4800 | 0.0259 | 0.0621 | 0.102* | |
| C16 | 0.3404 (2) | 0.1700 (3) | 0.05960 (13) | 0.0819 (8) | |
| H16A | 0.2478 | 0.1684 | 0.0516 | 0.098* | |
| H16B | 0.3618 | 0.2181 | 0.0987 | 0.098* | |
| C17 | 0.3953 (2) | 0.2410 (3) | 0.00565 (12) | 0.0754 (7) | |
| H17A | 0.3845 | 0.1895 | −0.0330 | 0.090* | |
| H17B | 0.3524 | 0.3240 | −0.0021 | 0.090* | |
| C18 | 0.6024 (2) | 0.3342 (2) | −0.01145 (10) | 0.0632 (6) | |
| C19 | 0.7248 (2) | 0.3648 (2) | 0.01703 (10) | 0.0590 (5) | |
| C20 | 0.8025 (3) | 0.4390 (2) | −0.01830 (13) | 0.0795 (7) | |
| H20 | 0.8837 | 0.4618 | −0.0002 | 0.095* | |
| C21 | 0.7642 (4) | 0.4804 (3) | −0.07941 (16) | 0.1016 (11) | |
| H21 | 0.8190 | 0.5300 | −0.1020 | 0.122* | |
| C22 | 0.6452 (4) | 0.4479 (3) | −0.10624 (14) | 0.1009 (11) | |
| H22 | 0.6191 | 0.4750 | −0.1475 | 0.121* | |
| C23 | 0.5625 (3) | 0.3748 (3) | −0.07280 (12) | 0.0836 (8) | |
| H23 | 0.4813 | 0.3533 | −0.0913 | 0.100* | |
| C24 | 0.8885 (2) | 0.1065 (2) | 0.10175 (10) | 0.0535 (5) | |
| C25 | 0.9933 (3) | −0.0951 (3) | 0.08828 (19) | 0.1080 (11) | |
| H25A | 1.0491 | −0.0726 | 0.0558 | 0.130* | |
| H25B | 1.0390 | −0.0777 | 0.1295 | 0.130* | |
| C26 | 0.9634 (5) | −0.2220 (4) | 0.0838 (3) | 0.211 (3) | |
| H26A | 0.9064 | −0.2437 | 0.1153 | 0.316* | |
| H26B | 1.0401 | −0.2731 | 0.0908 | 0.316* | |
| H26C | 0.9222 | −0.2401 | 0.0422 | 0.316* | |
| N1 | 0.70022 (15) | 0.29156 (15) | 0.18853 (8) | 0.0499 (4) | |
| O1 | 0.98902 (15) | 0.15226 (17) | 0.12248 (9) | 0.0811 (5) | |
| O2 | 0.87743 (14) | −0.01498 (15) | 0.08036 (8) | 0.0720 (5) | |
| O3 | 0.52806 (14) | 0.26037 (15) | 0.02487 (7) | 0.0661 (4) | |
| O4 | 0.45450 (13) | 0.03858 (14) | 0.17936 (7) | 0.0621 (4) |
| C1 | 0.0656 (14) | 0.0668 (14) | 0.0663 (14) | 0.0016 (11) | −0.0136 (11) | −0.0109 (12) |
| C2 | 0.097 (2) | 0.0708 (17) | 0.121 (2) | −0.0092 (15) | −0.0377 (18) | −0.0207 (17) |
| C3 | 0.109 (2) | 0.0525 (13) | 0.0868 (18) | −0.0092 (13) | −0.0011 (16) | −0.0116 (13) |
| C4 | 0.0623 (12) | 0.0417 (10) | 0.0593 (12) | 0.0048 (9) | −0.0021 (10) | −0.0014 (9) |
| C5 | 0.0510 (11) | 0.0489 (11) | 0.0587 (12) | 0.0030 (9) | 0.0023 (9) | 0.0060 (9) |
| C6 | 0.0431 (10) | 0.0465 (10) | 0.0460 (10) | 0.0047 (8) | −0.0023 (8) | 0.0008 (8) |
| C7 | 0.0373 (9) | 0.0449 (10) | 0.0514 (11) | 0.0019 (7) | 0.0004 (8) | −0.0001 (8) |
| C8 | 0.0492 (11) | 0.0465 (10) | 0.0503 (11) | 0.0015 (8) | 0.0078 (8) | −0.0012 (8) |
| C9 | 0.0551 (12) | 0.0651 (13) | 0.0656 (13) | 0.0085 (10) | 0.0073 (10) | 0.0154 (11) |
| C10 | 0.0783 (16) | 0.0695 (15) | 0.0662 (14) | 0.0199 (13) | 0.0133 (12) | 0.0177 (12) |
| C11 | 0.107 (2) | 0.0504 (12) | 0.0629 (14) | 0.0079 (13) | 0.0286 (14) | 0.0091 (11) |
| C12 | 0.0791 (16) | 0.0552 (13) | 0.0706 (15) | −0.0138 (12) | 0.0285 (12) | −0.0063 (11) |
| C13 | 0.0549 (12) | 0.0489 (11) | 0.0537 (12) | −0.0024 (9) | 0.0131 (9) | −0.0100 (9) |
| C14 | 0.0753 (17) | 0.0911 (19) | 0.097 (2) | −0.0247 (14) | 0.0025 (15) | −0.0211 (16) |
| C15 | 0.0890 (19) | 0.0872 (19) | 0.0787 (18) | −0.0212 (15) | 0.0070 (14) | −0.0342 (15) |
| C16 | 0.0521 (13) | 0.119 (2) | 0.0720 (16) | 0.0111 (14) | −0.0090 (11) | −0.0198 (16) |
| C17 | 0.0604 (14) | 0.0939 (18) | 0.0671 (15) | 0.0243 (13) | −0.0197 (12) | −0.0130 (14) |
| C18 | 0.0819 (16) | 0.0564 (13) | 0.0509 (12) | 0.0268 (11) | 0.0040 (11) | 0.0060 (10) |
| C19 | 0.0708 (14) | 0.0510 (11) | 0.0561 (12) | 0.0179 (10) | 0.0105 (10) | 0.0085 (10) |
| C20 | 0.0900 (18) | 0.0721 (16) | 0.0801 (17) | 0.0206 (13) | 0.0275 (14) | 0.0236 (13) |
| C21 | 0.127 (3) | 0.098 (2) | 0.087 (2) | 0.045 (2) | 0.045 (2) | 0.0428 (17) |
| C22 | 0.145 (3) | 0.099 (2) | 0.0618 (17) | 0.060 (2) | 0.0245 (19) | 0.0282 (16) |
| C23 | 0.109 (2) | 0.0799 (17) | 0.0597 (15) | 0.0417 (16) | −0.0056 (14) | 0.0068 (13) |
| C24 | 0.0504 (12) | 0.0560 (12) | 0.0544 (12) | 0.0093 (10) | 0.0058 (9) | 0.0045 (10) |
| C25 | 0.0796 (19) | 0.082 (2) | 0.160 (3) | 0.0404 (15) | 0.0002 (19) | −0.009 (2) |
| C26 | 0.146 (4) | 0.091 (3) | 0.388 (10) | 0.064 (3) | −0.015 (5) | −0.020 (4) |
| N1 | 0.0486 (9) | 0.0483 (9) | 0.0519 (9) | 0.0028 (7) | −0.0004 (7) | −0.0038 (7) |
| O1 | 0.0442 (9) | 0.0862 (12) | 0.1114 (14) | 0.0063 (8) | −0.0005 (9) | −0.0067 (10) |
| O2 | 0.0611 (10) | 0.0598 (9) | 0.0935 (12) | 0.0227 (7) | −0.0021 (8) | −0.0092 (8) |
| O3 | 0.0603 (9) | 0.0730 (10) | 0.0612 (9) | 0.0098 (7) | −0.0146 (7) | 0.0074 (8) |
| O4 | 0.0460 (8) | 0.0626 (9) | 0.0775 (10) | −0.0076 (7) | 0.0047 (7) | −0.0152 (7) |
| C1—N1 | 1.462 (3) | C14—O4 | 1.415 (3) |
| C1—C2 | 1.516 (4) | C14—C15 | 1.476 (4) |
| C1—H1A | 0.9700 | C14—H14A | 0.9700 |
| C1—H1B | 0.9700 | C14—H14B | 0.9700 |
| C2—C3 | 1.467 (4) | C15—C16 | 1.552 (4) |
| C2—H2A | 0.9700 | C15—H15A | 0.9700 |
| C2—H2B | 0.9700 | C15—H15B | 0.9700 |
| C3—C4 | 1.514 (3) | C16—C17 | 1.509 (4) |
| C3—H3A | 0.9700 | C16—H16A | 0.9700 |
| C3—H3B | 0.9700 | C16—H16B | 0.9700 |
| C4—N1 | 1.463 (3) | C17—O3 | 1.427 (3) |
| C4—C5 | 1.556 (3) | C17—H17A | 0.9700 |
| C4—H4 | 0.9800 | C17—H17B | 0.9700 |
| C5—C19 | 1.510 (3) | C18—O3 | 1.371 (3) |
| C5—C6 | 1.547 (3) | C18—C23 | 1.386 (3) |
| C5—H5 | 0.9800 | C18—C19 | 1.400 (3) |
| C6—C24 | 1.508 (3) | C19—C20 | 1.382 (3) |
| C6—C7 | 1.575 (3) | C20—C21 | 1.381 (4) |
| C6—H6 | 0.9800 | C20—H20 | 0.9300 |
| C7—N1 | 1.461 (2) | C21—C22 | 1.362 (5) |
| C7—C8 | 1.507 (3) | C21—H21 | 0.9300 |
| C7—H7 | 0.9800 | C22—C23 | 1.387 (4) |
| C8—C9 | 1.390 (3) | C22—H22 | 0.9300 |
| C8—C13 | 1.396 (3) | C23—H23 | 0.9300 |
| C9—C10 | 1.382 (3) | C24—O1 | 1.198 (2) |
| C9—H9 | 0.9300 | C24—O2 | 1.328 (3) |
| C10—C11 | 1.361 (4) | C25—C26 | 1.341 (6) |
| C10—H10 | 0.9300 | C25—O2 | 1.463 (3) |
| C11—C12 | 1.371 (4) | C25—H25A | 0.9700 |
| C11—H11 | 0.9300 | C25—H25B | 0.9700 |
| C12—C13 | 1.388 (3) | C26—H26A | 0.9600 |
| C12—H12 | 0.9300 | C26—H26B | 0.9600 |
| C13—O4 | 1.380 (2) | C26—H26C | 0.9600 |
| N1—C1—C2 | 102.65 (19) | C15—C14—H14A | 109.7 |
| N1—C1—H1A | 111.2 | O4—C14—H14B | 109.7 |
| C2—C1—H1A | 111.2 | C15—C14—H14B | 109.7 |
| N1—C1—H1B | 111.2 | H14A—C14—H14B | 108.2 |
| C2—C1—H1B | 111.2 | C14—C15—C16 | 114.1 (2) |
| H1A—C1—H1B | 109.2 | C14—C15—H15A | 108.7 |
| C3—C2—C1 | 108.3 (2) | C16—C15—H15A | 108.7 |
| C3—C2—H2A | 110.0 | C14—C15—H15B | 108.7 |
| C1—C2—H2A | 110.0 | C16—C15—H15B | 108.7 |
| C3—C2—H2B | 110.0 | H15A—C15—H15B | 107.6 |
| C1—C2—H2B | 110.0 | C17—C16—C15 | 113.7 (2) |
| H2A—C2—H2B | 108.4 | C17—C16—H16A | 108.8 |
| C2—C3—C4 | 105.3 (2) | C15—C16—H16A | 108.8 |
| C2—C3—H3A | 110.7 | C17—C16—H16B | 108.8 |
| C4—C3—H3A | 110.7 | C15—C16—H16B | 108.8 |
| C2—C3—H3B | 110.7 | H16A—C16—H16B | 107.7 |
| C4—C3—H3B | 110.7 | O3—C17—C16 | 106.44 (18) |
| H3A—C3—H3B | 108.8 | O3—C17—H17A | 110.4 |
| N1—C4—C3 | 104.83 (18) | C16—C17—H17A | 110.4 |
| N1—C4—C5 | 106.03 (15) | O3—C17—H17B | 110.4 |
| C3—C4—C5 | 115.4 (2) | C16—C17—H17B | 110.4 |
| N1—C4—H4 | 110.1 | H17A—C17—H17B | 108.6 |
| C3—C4—H4 | 110.1 | O3—C18—C23 | 123.4 (2) |
| C5—C4—H4 | 110.1 | O3—C18—C19 | 115.44 (18) |
| C19—C5—C6 | 114.87 (17) | C23—C18—C19 | 121.2 (3) |
| C19—C5—C4 | 114.30 (16) | C20—C19—C18 | 117.0 (2) |
| C6—C5—C4 | 105.27 (16) | C20—C19—C5 | 121.0 (2) |
| C19—C5—H5 | 107.3 | C18—C19—C5 | 122.0 (2) |
| C6—C5—H5 | 107.3 | C21—C20—C19 | 122.6 (3) |
| C4—C5—H5 | 107.3 | C21—C20—H20 | 118.7 |
| C24—C6—C5 | 112.41 (16) | C19—C20—H20 | 118.7 |
| C24—C6—C7 | 116.88 (15) | C22—C21—C20 | 119.2 (3) |
| C5—C6—C7 | 102.34 (14) | C22—C21—H21 | 120.4 |
| C24—C6—H6 | 108.3 | C20—C21—H21 | 120.4 |
| C5—C6—H6 | 108.3 | C21—C22—C23 | 120.8 (3) |
| C7—C6—H6 | 108.3 | C21—C22—H22 | 119.6 |
| N1—C7—C8 | 117.63 (15) | C23—C22—H22 | 119.6 |
| N1—C7—C6 | 106.88 (14) | C18—C23—C22 | 119.3 (3) |
| C8—C7—C6 | 118.99 (15) | C18—C23—H23 | 120.4 |
| N1—C7—H7 | 103.7 | C22—C23—H23 | 120.4 |
| C8—C7—H7 | 103.7 | O1—C24—O2 | 122.53 (19) |
| C6—C7—H7 | 103.7 | O1—C24—C6 | 127.2 (2) |
| C9—C8—C13 | 117.10 (19) | O2—C24—C6 | 110.22 (17) |
| C9—C8—C7 | 124.01 (17) | C26—C25—O2 | 110.6 (3) |
| C13—C8—C7 | 118.87 (17) | C26—C25—H25A | 109.5 |
| C10—C9—C8 | 121.8 (2) | O2—C25—H25A | 109.5 |
| C10—C9—H9 | 119.1 | C26—C25—H25B | 109.5 |
| C8—C9—H9 | 119.1 | O2—C25—H25B | 109.5 |
| C11—C10—C9 | 119.8 (2) | H25A—C25—H25B | 108.1 |
| C11—C10—H10 | 120.1 | C25—C26—H26A | 109.5 |
| C9—C10—H10 | 120.1 | C25—C26—H26B | 109.5 |
| C10—C11—C12 | 120.5 (2) | H26A—C26—H26B | 109.5 |
| C10—C11—H11 | 119.8 | C25—C26—H26C | 109.5 |
| C12—C11—H11 | 119.8 | H26A—C26—H26C | 109.5 |
| C11—C12—C13 | 119.9 (2) | H26B—C26—H26C | 109.5 |
| C11—C12—H12 | 120.0 | C7—N1—C1 | 119.67 (15) |
| C13—C12—H12 | 120.0 | C7—N1—C4 | 103.34 (14) |
| O4—C13—C12 | 120.23 (19) | C1—N1—C4 | 106.37 (16) |
| O4—C13—C8 | 118.72 (18) | C24—O2—C25 | 116.4 (2) |
| C12—C13—C8 | 120.9 (2) | C18—O3—C17 | 120.56 (17) |
| O4—C14—C15 | 110.0 (2) | C13—O4—C14 | 118.34 (18) |
| O4—C14—H14A | 109.7 | ||
| N1—C1—C2—C3 | −22.2 (3) | O3—C18—C19—C5 | −1.1 (3) |
| C1—C2—C3—C4 | 1.8 (4) | C23—C18—C19—C5 | −179.8 (2) |
| C2—C3—C4—N1 | 19.5 (3) | C6—C5—C19—C20 | −126.8 (2) |
| C2—C3—C4—C5 | −96.7 (3) | C4—C5—C19—C20 | 111.3 (2) |
| N1—C4—C5—C19 | 150.07 (17) | C6—C5—C19—C18 | 54.1 (3) |
| C3—C4—C5—C19 | −94.4 (2) | C4—C5—C19—C18 | −67.7 (3) |
| N1—C4—C5—C6 | 23.1 (2) | C18—C19—C20—C21 | −1.0 (4) |
| C3—C4—C5—C6 | 138.66 (19) | C5—C19—C20—C21 | 179.9 (2) |
| C19—C5—C6—C24 | 107.9 (2) | C19—C20—C21—C22 | 0.2 (4) |
| C4—C5—C6—C24 | −125.50 (17) | C20—C21—C22—C23 | 0.4 (5) |
| C19—C5—C6—C7 | −125.90 (18) | O3—C18—C23—C22 | −179.1 (2) |
| C4—C5—C6—C7 | 0.73 (18) | C19—C18—C23—C22 | −0.5 (4) |
| C24—C6—C7—N1 | 98.75 (19) | C21—C22—C23—C18 | −0.3 (4) |
| C5—C6—C7—N1 | −24.51 (18) | C5—C6—C24—O1 | 30.9 (3) |
| C24—C6—C7—C8 | −37.5 (2) | C7—C6—C24—O1 | −87.0 (3) |
| C5—C6—C7—C8 | −160.75 (16) | C5—C6—C24—O2 | −148.88 (17) |
| N1—C7—C8—C9 | −74.5 (2) | C7—C6—C24—O2 | 93.2 (2) |
| C6—C7—C8—C9 | 57.2 (3) | C8—C7—N1—C1 | 58.7 (2) |
| N1—C7—C8—C13 | 107.4 (2) | C6—C7—N1—C1 | −78.3 (2) |
| C6—C7—C8—C13 | −120.91 (19) | C8—C7—N1—C4 | 176.60 (16) |
| C13—C8—C9—C10 | 2.4 (3) | C6—C7—N1—C4 | 39.67 (17) |
| C7—C8—C9—C10 | −175.7 (2) | C2—C1—N1—C7 | 151.1 (2) |
| C8—C9—C10—C11 | −0.3 (4) | C2—C1—N1—C4 | 34.8 (3) |
| C9—C10—C11—C12 | −1.7 (4) | C3—C4—N1—C7 | −161.31 (18) |
| C10—C11—C12—C13 | 1.5 (3) | C5—C4—N1—C7 | −38.75 (18) |
| C11—C12—C13—O4 | −175.03 (19) | C3—C4—N1—C1 | −34.5 (2) |
| C11—C12—C13—C8 | 0.7 (3) | C5—C4—N1—C1 | 88.11 (18) |
| C9—C8—C13—O4 | 173.20 (17) | O1—C24—O2—C25 | 5.0 (3) |
| C7—C8—C13—O4 | −8.6 (3) | C6—C24—O2—C25 | −175.1 (2) |
| C9—C8—C13—C12 | −2.6 (3) | C26—C25—O2—C24 | 160.8 (4) |
| C7—C8—C13—C12 | 175.65 (18) | C23—C18—O3—C17 | −11.7 (3) |
| O4—C14—C15—C16 | −67.6 (3) | C19—C18—O3—C17 | 169.63 (19) |
| C14—C15—C16—C17 | 160.5 (2) | C16—C17—O3—C18 | −173.41 (19) |
| C15—C16—C17—O3 | −68.4 (3) | C12—C13—O4—C14 | −63.7 (3) |
| O3—C18—C19—C20 | 179.87 (19) | C8—C13—O4—C14 | 120.5 (2) |
| C23—C18—C19—C20 | 1.1 (3) | C15—C14—O4—C13 | −100.1 (3) |
| H··· | ||||
| C11—H11···O4i | 0.93 | 2.60 | 3.419 (3) | 148 |
| C17—H17 | 0.97 | 2.97 | 3.817 (3) | 146 |
| C22—H22··· | 0.93 | 2.94 | 3.770 (3) | 150 |
Hydrogen-bond geometry (Å, °)
Cg3 and Cg4 are the centroids of the C8–C13 and C18–C23 rings, respectively.
|
|
| H⋯ |
|
|
|---|---|---|---|---|
| C11—H11⋯O4i | 0.93 | 2.60 | 3.419 (3) | 148 |
| C17—H17 | 0.97 | 2.97 | 3.817 (3) | 146 |
| C22—H22⋯ | 0.93 | 2.94 | 3.770 (3) | 150 |
Symmetry codes: (i) ; (ii) ; (iii) .