| Literature DB >> 22259540 |
De Cai Wang, Bo Rong Leng, Gui Bin Wang, Ping Wei, Ping Kai Ou-Yang.
Abstract
There are two independent mol-ecules in the asymmetric unit of the title compound, C(15)H(10)ClNO(2), which differ in the dihedral angles between the mean planes of the phenyl ring and the 4-chloro-indoline-2,3-dione ring system [59.48 (9) and 79.0 (1)°]. In the crystal, mol-ecules are linked through C-H⋯O hydrogen bonds, forming polymeric chains in [100].Entities:
Year: 2011 PMID: 22259540 PMCID: PMC3254398 DOI: 10.1107/S1600536811051816
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C15H10ClNO2 | |
| Orthorhombic, | Mo |
| Hall symbol: -P 2ac 2ab | Cell parameters from 25 reflections |
| θ = 9–13° | |
| µ = 0.30 mm−1 | |
| Block, yellow | |
| 0.30 × 0.20 × 0.10 mm |
| Enraf–Nonius CAD-4 diffractometer | 1929 reflections with |
| Radiation source: fine-focus sealed tube | |
| graphite | θmax = 25.4°, θmin = 1.8° |
| ω/2θ scans | |
| Absorption correction: ψ scan (North | |
| 4623 measured reflections | 3 standard reflections every 200 reflections |
| 4623 independent reflections | intensity decay: 1% |
| 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 | |
| 4623 reflections | (Δ/σ)max = 0.001 |
| 343 parameters | Δρmax = 0.18 e Å−3 |
| 0 restraints | Δρmin = −0.20 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 |
| Cl1 | 0.61720 (4) | 0.52555 (7) | 0.54905 (10) | 0.0902 (4) | |
| C1 | 0.73389 (14) | 0.5069 (2) | 0.5352 (3) | 0.0438 (9) | |
| N1 | 0.83104 (11) | 0.47219 (17) | 0.5229 (2) | 0.0506 (8) | |
| O1 | 0.82562 (10) | 0.33371 (14) | 0.5350 (2) | 0.0681 (8) | |
| O2 | 0.70097 (10) | 0.36781 (14) | 0.5538 (2) | 0.0628 (8) | |
| C2 | 0.68738 (15) | 0.5601 (2) | 0.5384 (3) | 0.0522 (10) | |
| C3 | 0.69793 (18) | 0.6420 (2) | 0.5343 (3) | 0.0644 (12) | |
| H3A | 0.6671 | 0.6785 | 0.5358 | 0.077* | |
| C4 | 0.7549 (2) | 0.6687 (2) | 0.5278 (3) | 0.0649 (12) | |
| H4A | 0.7617 | 0.7239 | 0.5269 | 0.078* | |
| C5 | 0.80188 (17) | 0.6178 (2) | 0.5228 (3) | 0.0540 (11) | |
| H5A | 0.8398 | 0.6375 | 0.5173 | 0.065* | |
| C6 | 0.79077 (15) | 0.5362 (2) | 0.5261 (3) | 0.0452 (9) | |
| C7 | 0.80405 (15) | 0.3997 (2) | 0.5335 (3) | 0.0490 (10) | |
| C8 | 0.73753 (16) | 0.4189 (2) | 0.5423 (3) | 0.0489 (10) | |
| C9 | 0.89331 (15) | 0.4816 (2) | 0.5095 (3) | 0.0576 (11) | |
| H9A | 0.9002 | 0.5207 | 0.4567 | 0.069* | |
| H9B | 0.9096 | 0.4306 | 0.4876 | 0.069* | |
| C10 | 0.92469 (15) | 0.5083 (2) | 0.6021 (3) | 0.0525 (10) | |
| C11 | 0.96343 (16) | 0.5718 (2) | 0.5974 (3) | 0.0721 (13) | |
| H11A | 0.9693 | 0.5990 | 0.5373 | 0.086* | |
| C12 | 0.9933 (2) | 0.5946 (3) | 0.6822 (5) | 0.0975 (17) | |
| H12A | 1.0196 | 0.6373 | 0.6790 | 0.117* | |
| C13 | 0.9849 (2) | 0.5558 (4) | 0.7704 (5) | 0.1020 (19) | |
| H13A | 1.0054 | 0.5717 | 0.8273 | 0.122* | |
| C14 | 0.9457 (2) | 0.4926 (3) | 0.7757 (4) | 0.0911 (15) | |
| H14A | 0.9398 | 0.4657 | 0.8360 | 0.109* | |
| C15 | 0.91552 (17) | 0.4698 (2) | 0.6912 (3) | 0.0674 (12) | |
| H15A | 0.8886 | 0.4279 | 0.6947 | 0.081* | |
| O3 | 0.78599 (12) | 0.39116 (16) | 0.7763 (2) | 0.0807 (9) | |
| O4 | 0.66106 (12) | 0.42670 (16) | 0.7850 (2) | 0.0824 (9) | |
| N2 | 0.65413 (13) | 0.28816 (19) | 0.7866 (2) | 0.0596 (9) | |
| Cl2 | 0.86828 (5) | 0.23348 (8) | 0.78394 (10) | 0.1009 (5) | |
| C16 | 0.69392 (17) | 0.2242 (2) | 0.7838 (3) | 0.0512 (10) | |
| C17 | 0.6827 (2) | 0.1434 (2) | 0.7823 (3) | 0.0699 (12) | |
| H17A | 0.6444 | 0.1245 | 0.7811 | 0.084* | |
| C18 | 0.7288 (2) | 0.0906 (2) | 0.7827 (3) | 0.0789 (14) | |
| H18A | 0.7214 | 0.0355 | 0.7817 | 0.095* | |
| C19 | 0.7861 (2) | 0.1170 (3) | 0.7845 (3) | 0.0767 (14) | |
| H19A | 0.8167 | 0.0802 | 0.7859 | 0.092* | |
| C20 | 0.79739 (17) | 0.1997 (3) | 0.7842 (3) | 0.0633 (11) | |
| C21 | 0.75154 (15) | 0.2526 (2) | 0.7840 (3) | 0.0506 (10) | |
| C22 | 0.74875 (18) | 0.3404 (2) | 0.7816 (3) | 0.0551 (11) | |
| C23 | 0.68310 (19) | 0.3602 (3) | 0.7847 (3) | 0.0618 (11) | |
| C24 | 0.59128 (16) | 0.2818 (3) | 0.7776 (3) | 0.0758 (13) | |
| H24A | 0.5827 | 0.2432 | 0.7252 | 0.091* | |
| H24B | 0.5764 | 0.3336 | 0.7556 | 0.091* | |
| C25 | 0.55801 (16) | 0.2574 (2) | 0.8702 (3) | 0.0587 (11) | |
| C26 | 0.58256 (16) | 0.2129 (2) | 0.9452 (3) | 0.0647 (12) | |
| H26A | 0.6223 | 0.2009 | 0.9437 | 0.078* | |
| C27 | 0.5485 (2) | 0.1861 (3) | 1.0228 (3) | 0.0774 (13) | |
| H27A | 0.5653 | 0.1545 | 1.0727 | 0.093* | |
| C28 | 0.4906 (2) | 0.2049 (3) | 1.0284 (4) | 0.0900 (16) | |
| H28A | 0.4677 | 0.1864 | 1.0813 | 0.108* | |
| C29 | 0.46671 (18) | 0.2517 (3) | 0.9539 (5) | 0.0910 (16) | |
| H29A | 0.4275 | 0.2662 | 0.9573 | 0.109* | |
| C30 | 0.49984 (18) | 0.2771 (2) | 0.8754 (3) | 0.0736 (13) | |
| H30A | 0.4830 | 0.3079 | 0.8249 | 0.088* |
| Cl1 | 0.0555 (7) | 0.0927 (9) | 0.1224 (10) | 0.0131 (6) | 0.0004 (7) | 0.0070 (8) |
| C1 | 0.046 (2) | 0.043 (2) | 0.042 (2) | 0.0025 (19) | 0.001 (2) | −0.0029 (19) |
| N1 | 0.0396 (17) | 0.0442 (18) | 0.068 (2) | −0.0015 (15) | 0.0006 (17) | −0.0029 (18) |
| O1 | 0.0652 (17) | 0.0403 (16) | 0.099 (2) | 0.0090 (14) | −0.0063 (16) | −0.0039 (16) |
| O2 | 0.0551 (16) | 0.0472 (16) | 0.086 (2) | −0.0117 (14) | −0.0087 (16) | −0.0008 (15) |
| C2 | 0.059 (2) | 0.048 (2) | 0.050 (3) | 0.007 (2) | 0.001 (2) | −0.002 (2) |
| C3 | 0.077 (3) | 0.052 (3) | 0.064 (3) | 0.018 (2) | 0.000 (3) | 0.001 (2) |
| C4 | 0.096 (3) | 0.048 (3) | 0.051 (3) | 0.002 (3) | 0.001 (3) | −0.002 (2) |
| C5 | 0.066 (3) | 0.040 (2) | 0.056 (3) | −0.008 (2) | 0.007 (2) | 0.002 (2) |
| C6 | 0.050 (2) | 0.043 (2) | 0.043 (2) | 0.0059 (19) | −0.0061 (19) | −0.001 (2) |
| C7 | 0.049 (2) | 0.043 (2) | 0.056 (3) | −0.001 (2) | −0.009 (2) | −0.002 (2) |
| C8 | 0.050 (2) | 0.046 (3) | 0.050 (3) | −0.007 (2) | −0.010 (2) | −0.005 (2) |
| C9 | 0.055 (2) | 0.054 (3) | 0.063 (3) | −0.002 (2) | 0.010 (2) | 0.000 (2) |
| C10 | 0.045 (2) | 0.055 (3) | 0.058 (3) | 0.0001 (19) | 0.007 (2) | 0.001 (2) |
| C11 | 0.056 (3) | 0.071 (3) | 0.089 (4) | −0.019 (2) | 0.008 (3) | −0.004 (3) |
| C12 | 0.066 (3) | 0.097 (4) | 0.129 (5) | −0.017 (3) | −0.007 (4) | −0.031 (4) |
| C13 | 0.081 (4) | 0.126 (5) | 0.099 (5) | 0.016 (4) | −0.041 (4) | −0.041 (4) |
| C14 | 0.100 (4) | 0.100 (4) | 0.073 (4) | 0.022 (3) | −0.012 (3) | 0.006 (3) |
| C15 | 0.070 (3) | 0.056 (3) | 0.076 (3) | 0.004 (2) | −0.006 (3) | 0.002 (3) |
| O3 | 0.090 (2) | 0.0580 (18) | 0.095 (2) | −0.0212 (17) | 0.0114 (19) | 0.0033 (18) |
| O4 | 0.107 (2) | 0.0579 (18) | 0.082 (2) | 0.0191 (17) | 0.0051 (19) | 0.0061 (18) |
| N2 | 0.057 (2) | 0.059 (2) | 0.063 (2) | −0.0011 (18) | 0.003 (2) | 0.003 (2) |
| Cl2 | 0.0643 (7) | 0.1260 (11) | 0.1124 (11) | 0.0158 (8) | 0.0084 (8) | 0.0130 (9) |
| C16 | 0.068 (3) | 0.042 (2) | 0.044 (2) | −0.002 (2) | 0.000 (2) | −0.001 (2) |
| C17 | 0.097 (3) | 0.053 (3) | 0.060 (3) | −0.018 (3) | 0.010 (3) | −0.008 (3) |
| C18 | 0.137 (5) | 0.039 (3) | 0.060 (3) | 0.003 (3) | 0.008 (3) | 0.000 (2) |
| C19 | 0.105 (4) | 0.070 (3) | 0.055 (3) | 0.031 (3) | 0.007 (3) | −0.002 (3) |
| C20 | 0.072 (3) | 0.066 (3) | 0.052 (3) | 0.011 (2) | 0.009 (2) | 0.001 (2) |
| C21 | 0.061 (2) | 0.044 (2) | 0.047 (2) | −0.004 (2) | 0.003 (2) | −0.0032 (19) |
| C22 | 0.073 (3) | 0.048 (3) | 0.044 (2) | −0.007 (2) | 0.006 (2) | 0.000 (2) |
| C23 | 0.084 (3) | 0.052 (3) | 0.049 (3) | 0.008 (3) | 0.007 (2) | 0.000 (3) |
| C24 | 0.064 (3) | 0.099 (3) | 0.065 (3) | −0.002 (2) | −0.018 (3) | 0.006 (3) |
| C25 | 0.047 (2) | 0.069 (3) | 0.060 (3) | 0.002 (2) | −0.010 (2) | −0.005 (2) |
| C26 | 0.055 (3) | 0.088 (3) | 0.051 (3) | 0.007 (2) | −0.002 (2) | −0.003 (3) |
| C27 | 0.087 (3) | 0.082 (3) | 0.063 (3) | 0.012 (3) | 0.012 (3) | −0.001 (3) |
| C28 | 0.090 (4) | 0.092 (4) | 0.088 (4) | −0.016 (3) | 0.035 (3) | −0.023 (3) |
| C29 | 0.055 (3) | 0.091 (4) | 0.128 (5) | −0.001 (3) | 0.011 (4) | −0.024 (4) |
| C30 | 0.057 (3) | 0.074 (3) | 0.090 (4) | 0.002 (2) | −0.021 (3) | 0.002 (3) |
| Cl1—C2 | 1.710 (4) | O3—C22 | 1.200 (4) |
| C1—C2 | 1.383 (4) | O4—C23 | 1.213 (4) |
| C1—C6 | 1.394 (4) | N2—C23 | 1.368 (4) |
| C1—C8 | 1.465 (4) | N2—C16 | 1.399 (4) |
| N1—C7 | 1.359 (4) | N2—C24 | 1.446 (4) |
| N1—C6 | 1.407 (4) | Cl2—C20 | 1.715 (4) |
| N1—C9 | 1.444 (4) | C16—C17 | 1.366 (4) |
| O1—C7 | 1.202 (4) | C16—C21 | 1.399 (4) |
| O2—C8 | 1.201 (4) | C17—C18 | 1.372 (5) |
| C2—C3 | 1.382 (4) | C17—H17A | 0.9300 |
| C3—C4 | 1.378 (5) | C18—C19 | 1.381 (5) |
| C3—H3A | 0.9300 | C18—H18A | 0.9300 |
| C4—C5 | 1.369 (5) | C19—C20 | 1.397 (5) |
| C4—H4A | 0.9300 | C19—H19A | 0.9300 |
| C5—C6 | 1.379 (4) | C20—C21 | 1.368 (5) |
| C5—H5A | 0.9300 | C21—C22 | 1.459 (5) |
| C7—C8 | 1.558 (4) | C22—C23 | 1.537 (5) |
| C9—C10 | 1.496 (5) | C24—C25 | 1.506 (5) |
| C9—H9A | 0.9700 | C24—H24A | 0.9700 |
| C9—H9B | 0.9700 | C24—H24B | 0.9700 |
| C10—C15 | 1.365 (5) | C25—C26 | 1.364 (5) |
| C10—C11 | 1.378 (4) | C25—C30 | 1.371 (5) |
| C11—C12 | 1.374 (6) | C26—C27 | 1.369 (5) |
| C11—H11A | 0.9300 | C26—H26A | 0.9300 |
| C12—C13 | 1.354 (6) | C27—C28 | 1.363 (5) |
| C12—H12A | 0.9300 | C27—H27A | 0.9300 |
| C13—C14 | 1.381 (6) | C28—C29 | 1.374 (6) |
| C13—H13A | 0.9300 | C28—H28A | 0.9300 |
| C14—C15 | 1.375 (5) | C29—C30 | 1.359 (5) |
| C14—H14A | 0.9300 | C29—H29A | 0.9300 |
| C15—H15A | 0.9300 | C30—H30A | 0.9300 |
| C2—C1—C6 | 119.8 (3) | C23—N2—C16 | 110.4 (3) |
| C2—C1—C8 | 132.7 (3) | C23—N2—C24 | 122.9 (4) |
| C6—C1—C8 | 107.5 (3) | C16—N2—C24 | 126.1 (3) |
| C7—N1—C6 | 111.6 (3) | C17—C16—N2 | 128.6 (4) |
| C7—N1—C9 | 123.8 (3) | C17—C16—C21 | 120.6 (4) |
| C6—N1—C9 | 124.6 (3) | N2—C16—C21 | 110.9 (3) |
| C3—C2—C1 | 119.5 (3) | C16—C17—C18 | 118.8 (4) |
| C3—C2—Cl1 | 119.8 (3) | C16—C17—H17A | 120.6 |
| C1—C2—Cl1 | 120.7 (3) | C18—C17—H17A | 120.6 |
| C4—C3—C2 | 118.9 (4) | C17—C18—C19 | 121.8 (4) |
| C4—C3—H3A | 120.5 | C17—C18—H18A | 119.1 |
| C2—C3—H3A | 120.5 | C19—C18—H18A | 119.1 |
| C5—C4—C3 | 123.1 (4) | C18—C19—C20 | 119.2 (4) |
| C5—C4—H4A | 118.4 | C18—C19—H19A | 120.4 |
| C3—C4—H4A | 118.4 | C20—C19—H19A | 120.4 |
| C4—C5—C6 | 117.4 (4) | C21—C20—C19 | 119.3 (4) |
| C4—C5—H5A | 121.3 | C21—C20—Cl2 | 121.0 (3) |
| C6—C5—H5A | 121.3 | C19—C20—Cl2 | 119.7 (4) |
| C5—C6—C1 | 121.2 (3) | C20—C21—C16 | 120.3 (4) |
| C5—C6—N1 | 128.4 (3) | C20—C21—C22 | 132.4 (4) |
| C1—C6—N1 | 110.4 (3) | C16—C21—C22 | 107.2 (3) |
| O1—C7—N1 | 128.5 (3) | O3—C22—C21 | 132.2 (4) |
| O1—C7—C8 | 125.9 (3) | O3—C22—C23 | 123.0 (4) |
| N1—C7—C8 | 105.6 (3) | C21—C22—C23 | 104.8 (3) |
| O2—C8—C1 | 132.3 (4) | O4—C23—N2 | 126.5 (4) |
| O2—C8—C7 | 123.0 (3) | O4—C23—C22 | 126.9 (4) |
| C1—C8—C7 | 104.8 (3) | N2—C23—C22 | 106.6 (3) |
| N1—C9—C10 | 113.7 (3) | N2—C24—C25 | 117.0 (3) |
| N1—C9—H9A | 108.8 | N2—C24—H24A | 108.1 |
| C10—C9—H9A | 108.8 | C25—C24—H24A | 108.1 |
| N1—C9—H9B | 108.8 | N2—C24—H24B | 108.1 |
| C10—C9—H9B | 108.8 | C25—C24—H24B | 108.1 |
| H9A—C9—H9B | 107.7 | H24A—C24—H24B | 107.3 |
| C15—C10—C11 | 119.7 (4) | C26—C25—C30 | 119.4 (4) |
| C15—C10—C9 | 120.4 (4) | C26—C25—C24 | 122.7 (4) |
| C11—C10—C9 | 119.8 (4) | C30—C25—C24 | 117.9 (4) |
| C12—C11—C10 | 119.5 (4) | C25—C26—C27 | 119.8 (4) |
| C12—C11—H11A | 120.2 | C25—C26—H26A | 120.1 |
| C10—C11—H11A | 120.2 | C27—C26—H26A | 120.1 |
| C13—C12—C11 | 120.8 (5) | C28—C27—C26 | 121.3 (5) |
| C13—C12—H12A | 119.6 | C28—C27—H27A | 119.4 |
| C11—C12—H12A | 119.6 | C26—C27—H27A | 119.4 |
| C12—C13—C14 | 119.8 (5) | C27—C28—C29 | 118.4 (5) |
| C12—C13—H13A | 120.1 | C27—C28—H28A | 120.8 |
| C14—C13—H13A | 120.1 | C29—C28—H28A | 120.8 |
| C15—C14—C13 | 119.5 (5) | C30—C29—C28 | 120.7 (4) |
| C15—C14—H14A | 120.2 | C30—C29—H29A | 119.6 |
| C13—C14—H14A | 120.2 | C28—C29—H29A | 119.6 |
| C10—C15—C14 | 120.5 (4) | C29—C30—C25 | 120.4 (4) |
| C10—C15—H15A | 119.8 | C29—C30—H30A | 119.8 |
| C14—C15—H15A | 119.8 | C25—C30—H30A | 119.8 |
| C6—C1—C2—C3 | −1.2 (6) | C23—N2—C16—C17 | −178.5 (4) |
| C8—C1—C2—C3 | 177.0 (4) | C24—N2—C16—C17 | −7.2 (6) |
| C6—C1—C2—Cl1 | 179.7 (3) | C23—N2—C16—C21 | 2.4 (5) |
| C8—C1—C2—Cl1 | −2.1 (6) | C24—N2—C16—C21 | 173.7 (4) |
| C1—C2—C3—C4 | −0.5 (6) | N2—C16—C17—C18 | −178.0 (4) |
| Cl1—C2—C3—C4 | 178.6 (3) | C21—C16—C17—C18 | 1.1 (6) |
| C2—C3—C4—C5 | 1.7 (6) | C16—C17—C18—C19 | 0.0 (7) |
| C3—C4—C5—C6 | −1.1 (6) | C17—C18—C19—C20 | −1.1 (7) |
| C4—C5—C6—C1 | −0.7 (6) | C18—C19—C20—C21 | 1.2 (7) |
| C4—C5—C6—N1 | −179.5 (3) | C18—C19—C20—Cl2 | −178.7 (4) |
| C2—C1—C6—C5 | 1.8 (6) | C19—C20—C21—C16 | −0.1 (6) |
| C8—C1—C6—C5 | −176.8 (3) | Cl2—C20—C21—C16 | 179.7 (3) |
| C2—C1—C6—N1 | −179.2 (3) | C19—C20—C21—C22 | −178.6 (4) |
| C8—C1—C6—N1 | 2.2 (4) | Cl2—C20—C21—C22 | 1.3 (7) |
| C7—N1—C6—C5 | 176.6 (4) | C17—C16—C21—C20 | −1.0 (6) |
| C9—N1—C6—C5 | −3.8 (6) | N2—C16—C21—C20 | 178.2 (4) |
| C7—N1—C6—C1 | −2.4 (4) | C17—C16—C21—C22 | 177.8 (3) |
| C9—N1—C6—C1 | 177.2 (3) | N2—C16—C21—C22 | −3.0 (5) |
| C6—N1—C7—O1 | −179.3 (4) | C20—C21—C22—O3 | 2.6 (8) |
| C9—N1—C7—O1 | 1.1 (6) | C16—C21—C22—O3 | −176.0 (4) |
| C6—N1—C7—C8 | 1.4 (4) | C20—C21—C22—C23 | −179.0 (4) |
| C9—N1—C7—C8 | −178.2 (3) | C16—C21—C22—C23 | 2.4 (4) |
| C2—C1—C8—O2 | −0.8 (8) | C16—N2—C23—O4 | 179.0 (4) |
| C6—C1—C8—O2 | 177.5 (4) | C24—N2—C23—O4 | 7.4 (7) |
| C2—C1—C8—C7 | −179.6 (4) | C16—N2—C23—C22 | −0.8 (4) |
| C6—C1—C8—C7 | −1.3 (4) | C24—N2—C23—C22 | −172.4 (3) |
| O1—C7—C8—O2 | 1.7 (6) | O3—C22—C23—O4 | −2.2 (7) |
| N1—C7—C8—O2 | −179.0 (3) | C21—C22—C23—O4 | 179.2 (4) |
| O1—C7—C8—C1 | −179.3 (4) | O3—C22—C23—N2 | 177.6 (4) |
| N1—C7—C8—C1 | −0.1 (4) | C21—C22—C23—N2 | −1.0 (4) |
| C7—N1—C9—C10 | −102.9 (4) | C23—N2—C24—C25 | −109.5 (4) |
| C6—N1—C9—C10 | 77.5 (4) | C16—N2—C24—C25 | 80.3 (5) |
| N1—C9—C10—C15 | 49.4 (5) | N2—C24—C25—C26 | −25.9 (6) |
| N1—C9—C10—C11 | −131.1 (3) | N2—C24—C25—C30 | 158.0 (4) |
| C15—C10—C11—C12 | 1.2 (6) | C30—C25—C26—C27 | 2.3 (6) |
| C9—C10—C11—C12 | −178.3 (4) | C24—C25—C26—C27 | −173.8 (4) |
| C10—C11—C12—C13 | −0.3 (7) | C25—C26—C27—C28 | −1.9 (6) |
| C11—C12—C13—C14 | −0.2 (8) | C26—C27—C28—C29 | 0.0 (7) |
| C12—C13—C14—C15 | −0.1 (7) | C27—C28—C29—C30 | 1.5 (7) |
| C11—C10—C15—C14 | −1.6 (6) | C28—C29—C30—C25 | −1.1 (7) |
| C9—C10—C15—C14 | 177.9 (4) | C26—C25—C30—C29 | −0.8 (6) |
| C13—C14—C15—C10 | 1.1 (7) | C24—C25—C30—C29 | 175.5 (4) |
| H··· | ||||
| C3—H3A···O1i | 0.93 | 2.58 | 3.228 (4) | 127 |
| C4—H4A···O2i | 0.93 | 2.56 | 3.473 (4) | 167 |
| C18—H18A···O3ii | 0.93 | 2.40 | 3.329 (4) | 173 |
| C19—H19A···O4ii | 0.93 | 2.60 | 3.382 (6) | 142 |
| C26—H26A···O2iii | 0.93 | 2.59 | 3.350 (4) | 140 |
| C29—H29A···O1iv | 0.93 | 2.59 | 3.505 (5) | 169 |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| C3—H3 | 0.93 | 2.58 | 3.228 (4) | 127 |
| C4—H4 | 0.93 | 2.56 | 3.473 (4) | 167 |
| C18—H18 | 0.93 | 2.40 | 3.329 (4) | 173 |
| C19—H19 | 0.93 | 2.60 | 3.382 (6) | 142 |
| C26—H26 | 0.93 | 2.59 | 3.350 (4) | 140 |
| C29—H29 | 0.93 | 2.59 | 3.505 (5) | 169 |
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .