| Literature DB >> 24109358 |
T Vinuchakkaravarthy1, R Sivakumar, T Srinivasan, V Thanikachalam, D Velmurugan.
Abstract
In the title compound, C29H32N2O2, the piperidine ring exists in a chair conformation (the bond-angle sum at the sp (2)-hybridized C atom is 359.79°). The phenyl rings and the methyl group substituted on the heterocyclic ring are in equatorial orientations. In the crystal, pairs of C-H⋯π inter-actions result in the formation of inversion dimers.Entities:
Year: 2013 PMID: 24109358 PMCID: PMC3793771 DOI: 10.1107/S160053681301893X
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C29H32N2O2 | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 5207 reflections | |
| θ = 1.9–26.5° | |
| µ = 0.07 mm−1 | |
| α = 114.352 (3)° | |
| β = 96.245 (2)° | Block, colorless |
| γ = 109.530 (5)° | 0.20 × 0.20 × 0.20 mm |
| Bruker SMART APEXII CCD diffractometer | 5163 independent reflections |
| Radiation source: fine-focus sealed tube | 3847 reflections with |
| Graphite monochromator | |
| ω and φ scans | θmax = 26.6°, θmin = 1.9° |
| Absorption correction: multi-scan ( | |
| 18725 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 | |
| 5163 reflections | (Δ/σ)max < 0.001 |
| 298 parameters | Δρmax = 0.19 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 |
| C1 | 0.85940 (14) | 0.07747 (14) | 0.32666 (13) | 0.0429 (3) | |
| H1 | 0.9292 | 0.0507 | 0.3537 | 0.051* | |
| C2 | 0.86023 (15) | 0.20135 (15) | 0.44415 (13) | 0.0453 (3) | |
| H2 | 0.7928 | 0.2279 | 0.4125 | 0.054* | |
| C3 | 0.99781 (15) | 0.31978 (15) | 0.48597 (14) | 0.0467 (3) | |
| C4 | 1.02338 (17) | 0.35945 (15) | 0.38514 (14) | 0.0506 (4) | |
| H4A | 1.1116 | 0.4378 | 0.4169 | 0.061* | |
| H4B | 0.9527 | 0.3856 | 0.3610 | 0.061* | |
| C5 | 1.02226 (15) | 0.23655 (15) | 0.26978 (14) | 0.0441 (3) | |
| H5 | 1.0983 | 0.2159 | 0.2947 | 0.053* | |
| C6 | 0.72125 (15) | −0.04589 (15) | 0.27061 (14) | 0.0457 (3) | |
| C7 | 0.71016 (18) | −0.17315 (17) | 0.25442 (17) | 0.0593 (4) | |
| H7 | 0.7883 | −0.1828 | 0.2817 | 0.071* | |
| C8 | 0.5842 (2) | −0.28672 (18) | 0.19804 (19) | 0.0709 (5) | |
| H8 | 0.5786 | −0.3721 | 0.1865 | 0.085* | |
| C9 | 0.4681 (2) | −0.27374 (19) | 0.15942 (19) | 0.0715 (5) | |
| H9 | 0.3836 | −0.3499 | 0.1219 | 0.086* | |
| C10 | 0.47680 (18) | −0.1480 (2) | 0.17625 (18) | 0.0676 (5) | |
| H10 | 0.3977 | −0.1386 | 0.1513 | 0.081* | |
| C11 | 0.60263 (16) | −0.03497 (17) | 0.23022 (16) | 0.0555 (4) | |
| H11 | 0.6076 | 0.0495 | 0.2395 | 0.067* | |
| C12 | 0.81213 (17) | 0.16674 (17) | 0.54654 (15) | 0.0562 (4) | |
| H12 | 0.7193 | 0.0924 | 0.5043 | 0.067* | |
| C13 | 0.7980 (2) | 0.2888 (2) | 0.64964 (19) | 0.0817 (6) | |
| H13A | 0.7437 | 0.3201 | 0.6108 | 0.123* | |
| H13B | 0.8874 | 0.3626 | 0.6981 | 0.123* | |
| H13C | 0.7540 | 0.2606 | 0.7048 | 0.123* | |
| C14 | 0.8961 (2) | 0.1127 (2) | 0.60377 (19) | 0.0763 (6) | |
| H14A | 0.9018 | 0.0352 | 0.5370 | 0.114* | |
| H14B | 0.8528 | 0.0845 | 0.6592 | 0.114* | |
| H14C | 0.9868 | 0.1843 | 0.6513 | 0.114* | |
| C15 | 1.29265 (17) | 0.54898 (17) | 0.72791 (15) | 0.0541 (4) | |
| C16 | 1.41632 (16) | 0.65991 (17) | 0.73437 (15) | 0.0533 (4) | |
| C17 | 1.49678 (19) | 0.7698 (2) | 0.85301 (18) | 0.0671 (5) | |
| H17 | 1.4752 | 0.7713 | 0.9261 | 0.081* | |
| C18 | 1.6094 (2) | 0.8772 (2) | 0.8616 (2) | 0.0790 (6) | |
| H18 | 1.6626 | 0.9521 | 0.9408 | 0.095* | |
| C19 | 1.64325 (19) | 0.8744 (2) | 0.7553 (2) | 0.0780 (6) | |
| H19 | 1.7197 | 0.9475 | 0.7632 | 0.094* | |
| C20 | 1.56626 (19) | 0.7648 (2) | 0.6353 (2) | 0.0734 (5) | |
| C21 | 1.45135 (18) | 0.65867 (19) | 0.62697 (18) | 0.0629 (4) | |
| H21 | 1.3967 | 0.5852 | 0.5474 | 0.075* | |
| C22 | 1.6026 (3) | 0.7604 (3) | 0.5167 (3) | 0.1156 (9) | |
| H22A | 1.6847 | 0.8408 | 0.5396 | 0.173* | |
| H22B | 1.5287 | 0.7586 | 0.4629 | 0.173* | |
| H22C | 1.6176 | 0.6790 | 0.4722 | 0.173* | |
| C23 | 1.04536 (16) | 0.27730 (15) | 0.16717 (14) | 0.0480 (4) | |
| C24 | 1.17432 (18) | 0.31908 (16) | 0.15031 (17) | 0.0592 (4) | |
| H24 | 1.2461 | 0.3181 | 0.1996 | 0.071* | |
| C25 | 1.1978 (3) | 0.36252 (19) | 0.0605 (2) | 0.0777 (6) | |
| H25 | 1.2851 | 0.3895 | 0.0496 | 0.093* | |
| C26 | 1.0947 (3) | 0.3661 (2) | −0.0117 (2) | 0.0870 (7) | |
| H26 | 1.1111 | 0.3957 | −0.0715 | 0.104* | |
| C27 | 0.9668 (3) | 0.3257 (2) | 0.0046 (2) | 0.0851 (6) | |
| H27 | 0.8959 | 0.3280 | −0.0446 | 0.102* | |
| C28 | 0.9410 (2) | 0.28125 (19) | 0.09366 (17) | 0.0653 (5) | |
| H28 | 0.8533 | 0.2541 | 0.1037 | 0.078* | |
| C29 | 0.90196 (18) | −0.00294 (16) | 0.12275 (16) | 0.0566 (4) | |
| H29A | 0.8183 | −0.0841 | 0.0931 | 0.085* | |
| H29B | 0.9777 | −0.0182 | 0.1534 | 0.085* | |
| H29C | 0.9159 | 0.0168 | 0.0541 | 0.085* | |
| N1 | 0.89281 (12) | 0.11408 (12) | 0.22587 (11) | 0.0422 (3) | |
| N2 | 1.08029 (13) | 0.36687 (14) | 0.59413 (12) | 0.0536 (3) | |
| O1 | 1.20675 (11) | 0.47558 (12) | 0.60903 (10) | 0.0601 (3) | |
| O2 | 1.26989 (15) | 0.52897 (16) | 0.81397 (12) | 0.0881 (5) |
| C1 | 0.0428 (8) | 0.0407 (8) | 0.0444 (8) | 0.0152 (6) | 0.0146 (6) | 0.0211 (6) |
| C2 | 0.0459 (8) | 0.0444 (8) | 0.0426 (8) | 0.0152 (6) | 0.0162 (6) | 0.0203 (7) |
| C3 | 0.0517 (9) | 0.0385 (8) | 0.0429 (8) | 0.0140 (7) | 0.0173 (7) | 0.0163 (6) |
| C4 | 0.0594 (9) | 0.0396 (8) | 0.0441 (8) | 0.0118 (7) | 0.0155 (7) | 0.0194 (7) |
| C5 | 0.0428 (8) | 0.0427 (8) | 0.0460 (8) | 0.0145 (6) | 0.0150 (6) | 0.0227 (7) |
| C6 | 0.0480 (8) | 0.0413 (8) | 0.0422 (8) | 0.0128 (6) | 0.0169 (6) | 0.0189 (6) |
| C7 | 0.0619 (10) | 0.0486 (9) | 0.0650 (10) | 0.0182 (8) | 0.0192 (8) | 0.0288 (8) |
| C8 | 0.0805 (13) | 0.0423 (9) | 0.0783 (12) | 0.0124 (9) | 0.0245 (10) | 0.0287 (9) |
| C9 | 0.0611 (11) | 0.0523 (10) | 0.0703 (12) | −0.0010 (8) | 0.0195 (9) | 0.0215 (9) |
| C10 | 0.0495 (10) | 0.0627 (11) | 0.0708 (11) | 0.0123 (8) | 0.0141 (8) | 0.0241 (9) |
| C11 | 0.0523 (9) | 0.0457 (9) | 0.0584 (9) | 0.0144 (7) | 0.0149 (7) | 0.0212 (8) |
| C12 | 0.0529 (9) | 0.0560 (9) | 0.0473 (8) | 0.0091 (7) | 0.0193 (7) | 0.0235 (8) |
| C13 | 0.0864 (14) | 0.0854 (14) | 0.0633 (12) | 0.0285 (12) | 0.0426 (11) | 0.0278 (11) |
| C14 | 0.0871 (14) | 0.0762 (13) | 0.0683 (12) | 0.0196 (11) | 0.0222 (10) | 0.0485 (11) |
| C15 | 0.0545 (9) | 0.0547 (9) | 0.0462 (8) | 0.0158 (8) | 0.0118 (7) | 0.0243 (8) |
| C16 | 0.0471 (9) | 0.0518 (9) | 0.0548 (9) | 0.0148 (7) | 0.0074 (7) | 0.0264 (8) |
| C17 | 0.0614 (11) | 0.0642 (11) | 0.0579 (10) | 0.0168 (9) | 0.0018 (8) | 0.0247 (9) |
| C18 | 0.0592 (12) | 0.0597 (12) | 0.0859 (14) | 0.0090 (9) | −0.0089 (10) | 0.0263 (11) |
| C19 | 0.0489 (10) | 0.0653 (12) | 0.1112 (18) | 0.0103 (9) | 0.0090 (11) | 0.0490 (13) |
| C20 | 0.0564 (11) | 0.0755 (13) | 0.0951 (15) | 0.0183 (10) | 0.0231 (10) | 0.0537 (12) |
| C21 | 0.0554 (10) | 0.0626 (11) | 0.0613 (10) | 0.0130 (8) | 0.0128 (8) | 0.0318 (9) |
| C22 | 0.1013 (19) | 0.129 (2) | 0.124 (2) | 0.0219 (16) | 0.0543 (16) | 0.082 (2) |
| C23 | 0.0588 (9) | 0.0370 (7) | 0.0433 (8) | 0.0151 (7) | 0.0197 (7) | 0.0176 (6) |
| C24 | 0.0669 (11) | 0.0436 (9) | 0.0646 (10) | 0.0175 (8) | 0.0323 (8) | 0.0250 (8) |
| C25 | 0.1038 (16) | 0.0482 (10) | 0.0805 (13) | 0.0213 (10) | 0.0577 (13) | 0.0311 (10) |
| C26 | 0.146 (2) | 0.0545 (11) | 0.0625 (12) | 0.0292 (13) | 0.0480 (14) | 0.0356 (10) |
| C27 | 0.1183 (19) | 0.0780 (14) | 0.0636 (12) | 0.0364 (13) | 0.0173 (12) | 0.0436 (11) |
| C28 | 0.0720 (12) | 0.0676 (11) | 0.0576 (10) | 0.0244 (9) | 0.0169 (9) | 0.0355 (9) |
| C29 | 0.0635 (10) | 0.0456 (9) | 0.0530 (9) | 0.0194 (8) | 0.0279 (8) | 0.0170 (7) |
| N1 | 0.0444 (7) | 0.0371 (6) | 0.0409 (6) | 0.0132 (5) | 0.0170 (5) | 0.0168 (5) |
| N2 | 0.0506 (8) | 0.0492 (7) | 0.0468 (7) | 0.0062 (6) | 0.0148 (6) | 0.0218 (6) |
| O1 | 0.0528 (6) | 0.0585 (7) | 0.0453 (6) | 0.0001 (5) | 0.0095 (5) | 0.0236 (5) |
| O2 | 0.0826 (9) | 0.0981 (11) | 0.0548 (8) | 0.0003 (8) | 0.0104 (7) | 0.0431 (8) |
| C1—N1 | 1.4874 (17) | C14—H14C | 0.9600 |
| C1—C6 | 1.516 (2) | C15—O2 | 1.1872 (19) |
| C1—C2 | 1.551 (2) | C15—O1 | 1.3470 (19) |
| C1—H1 | 0.9800 | C15—C16 | 1.486 (2) |
| C2—C3 | 1.504 (2) | C16—C21 | 1.384 (2) |
| C2—C12 | 1.5391 (19) | C16—C17 | 1.386 (2) |
| C2—H2 | 0.9800 | C17—C18 | 1.383 (3) |
| C3—N2 | 1.274 (2) | C17—H17 | 0.9300 |
| C3—C4 | 1.491 (2) | C18—C19 | 1.361 (3) |
| C4—C5 | 1.530 (2) | C18—H18 | 0.9300 |
| C4—H4A | 0.9700 | C19—C20 | 1.387 (3) |
| C4—H4B | 0.9700 | C19—H19 | 0.9300 |
| C5—N1 | 1.4696 (18) | C20—C21 | 1.389 (2) |
| C5—C23 | 1.5150 (19) | C20—C22 | 1.509 (3) |
| C5—H5 | 0.9800 | C21—H21 | 0.9300 |
| C6—C7 | 1.381 (2) | C22—H22A | 0.9600 |
| C6—C11 | 1.384 (2) | C22—H22B | 0.9600 |
| C7—C8 | 1.386 (2) | C22—H22C | 0.9600 |
| C7—H7 | 0.9300 | C23—C24 | 1.380 (2) |
| C8—C9 | 1.365 (3) | C23—C28 | 1.381 (2) |
| C8—H8 | 0.9300 | C24—C25 | 1.386 (3) |
| C9—C10 | 1.369 (3) | C24—H24 | 0.9300 |
| C9—H9 | 0.9300 | C25—C26 | 1.359 (3) |
| C10—C11 | 1.383 (2) | C25—H25 | 0.9300 |
| C10—H10 | 0.9300 | C26—C27 | 1.366 (3) |
| C11—H11 | 0.9300 | C26—H26 | 0.9300 |
| C12—C14 | 1.517 (3) | C27—C28 | 1.389 (3) |
| C12—C13 | 1.528 (3) | C27—H27 | 0.9300 |
| C12—H12 | 0.9800 | C28—H28 | 0.9300 |
| C13—H13A | 0.9600 | C29—N1 | 1.4646 (19) |
| C13—H13B | 0.9600 | C29—H29A | 0.9600 |
| C13—H13C | 0.9600 | C29—H29B | 0.9600 |
| C14—H14A | 0.9600 | C29—H29C | 0.9600 |
| C14—H14B | 0.9600 | N2—O1 | 1.4524 (16) |
| N1—C1—C6 | 108.67 (11) | C12—C14—H14C | 109.5 |
| N1—C1—C2 | 111.65 (11) | H14A—C14—H14C | 109.5 |
| C6—C1—C2 | 111.47 (11) | H14B—C14—H14C | 109.5 |
| N1—C1—H1 | 108.3 | O2—C15—O1 | 124.53 (15) |
| C6—C1—H1 | 108.3 | O2—C15—C16 | 125.98 (15) |
| C2—C1—H1 | 108.3 | O1—C15—C16 | 109.46 (13) |
| C3—C2—C12 | 117.24 (12) | C21—C16—C17 | 119.46 (16) |
| C3—C2—C1 | 106.81 (11) | C21—C16—C15 | 122.52 (15) |
| C12—C2—C1 | 114.42 (12) | C17—C16—C15 | 118.00 (15) |
| C3—C2—H2 | 105.8 | C18—C17—C16 | 119.28 (19) |
| C12—C2—H2 | 105.8 | C18—C17—H17 | 120.4 |
| C1—C2—H2 | 105.8 | C16—C17—H17 | 120.4 |
| N2—C3—C4 | 127.95 (14) | C19—C18—C17 | 120.68 (19) |
| N2—C3—C2 | 119.25 (13) | C19—C18—H18 | 119.7 |
| C4—C3—C2 | 112.59 (12) | C17—C18—H18 | 119.7 |
| C3—C4—C5 | 108.92 (12) | C18—C19—C20 | 121.45 (18) |
| C3—C4—H4A | 109.9 | C18—C19—H19 | 119.3 |
| C5—C4—H4A | 109.9 | C20—C19—H19 | 119.3 |
| C3—C4—H4B | 109.9 | C19—C20—C21 | 117.63 (19) |
| C5—C4—H4B | 109.9 | C19—C20—C22 | 122.0 (2) |
| H4A—C4—H4B | 108.3 | C21—C20—C22 | 120.4 (2) |
| N1—C5—C23 | 112.04 (12) | C16—C21—C20 | 121.47 (18) |
| N1—C5—C4 | 110.59 (11) | C16—C21—H21 | 119.3 |
| C23—C5—C4 | 108.34 (11) | C20—C21—H21 | 119.3 |
| N1—C5—H5 | 108.6 | C20—C22—H22A | 109.5 |
| C23—C5—H5 | 108.6 | C20—C22—H22B | 109.5 |
| C4—C5—H5 | 108.6 | H22A—C22—H22B | 109.5 |
| C7—C6—C11 | 117.98 (14) | C20—C22—H22C | 109.5 |
| C7—C6—C1 | 121.36 (14) | H22A—C22—H22C | 109.5 |
| C11—C6—C1 | 120.62 (13) | H22B—C22—H22C | 109.5 |
| C6—C7—C8 | 120.91 (17) | C24—C23—C28 | 118.47 (15) |
| C6—C7—H7 | 119.5 | C24—C23—C5 | 120.19 (15) |
| C8—C7—H7 | 119.5 | C28—C23—C5 | 121.24 (14) |
| C9—C8—C7 | 120.25 (17) | C23—C24—C25 | 120.61 (19) |
| C9—C8—H8 | 119.9 | C23—C24—H24 | 119.7 |
| C7—C8—H8 | 119.9 | C25—C24—H24 | 119.7 |
| C8—C9—C10 | 119.67 (17) | C26—C25—C24 | 120.70 (19) |
| C8—C9—H9 | 120.2 | C26—C25—H25 | 119.6 |
| C10—C9—H9 | 120.2 | C24—C25—H25 | 119.6 |
| C9—C10—C11 | 120.31 (18) | C25—C26—C27 | 119.22 (18) |
| C9—C10—H10 | 119.8 | C25—C26—H26 | 120.4 |
| C11—C10—H10 | 119.8 | C27—C26—H26 | 120.4 |
| C10—C11—C6 | 120.85 (16) | C26—C27—C28 | 120.9 (2) |
| C10—C11—H11 | 119.6 | C26—C27—H27 | 119.5 |
| C6—C11—H11 | 119.6 | C28—C27—H27 | 119.5 |
| C14—C12—C13 | 111.31 (16) | C23—C28—C27 | 120.04 (19) |
| C14—C12—C2 | 115.51 (14) | C23—C28—H28 | 120.0 |
| C13—C12—C2 | 110.75 (14) | C27—C28—H28 | 120.0 |
| C14—C12—H12 | 106.2 | N1—C29—H29A | 109.5 |
| C13—C12—H12 | 106.2 | N1—C29—H29B | 109.5 |
| C2—C12—H12 | 106.2 | H29A—C29—H29B | 109.5 |
| C12—C13—H13A | 109.5 | N1—C29—H29C | 109.5 |
| C12—C13—H13B | 109.5 | H29A—C29—H29C | 109.5 |
| H13A—C13—H13B | 109.5 | H29B—C29—H29C | 109.5 |
| C12—C13—H13C | 109.5 | C29—N1—C5 | 108.29 (11) |
| H13A—C13—H13C | 109.5 | C29—N1—C1 | 108.89 (11) |
| H13B—C13—H13C | 109.5 | C5—N1—C1 | 114.03 (11) |
| C12—C14—H14A | 109.5 | C3—N2—O1 | 108.37 (11) |
| C12—C14—H14B | 109.5 | C15—O1—N2 | 113.56 (11) |
| H14A—C14—H14B | 109.5 | ||
| N1—C1—C2—C3 | −54.46 (15) | C16—C17—C18—C19 | −1.4 (3) |
| C6—C1—C2—C3 | −176.20 (12) | C17—C18—C19—C20 | 0.3 (3) |
| N1—C1—C2—C12 | 174.07 (12) | C18—C19—C20—C21 | 1.2 (3) |
| C6—C1—C2—C12 | 52.32 (16) | C18—C19—C20—C22 | 180.0 (2) |
| C12—C2—C3—N2 | 14.7 (2) | C17—C16—C21—C20 | 0.5 (3) |
| C1—C2—C3—N2 | −115.22 (15) | C15—C16—C21—C20 | 178.90 (16) |
| C12—C2—C3—C4 | −170.18 (13) | C19—C20—C21—C16 | −1.6 (3) |
| C1—C2—C3—C4 | 59.93 (15) | C22—C20—C21—C16 | 179.6 (2) |
| N2—C3—C4—C5 | 113.23 (18) | N1—C5—C23—C24 | −138.77 (14) |
| C2—C3—C4—C5 | −61.40 (16) | C4—C5—C23—C24 | 98.96 (16) |
| C3—C4—C5—N1 | 55.67 (16) | N1—C5—C23—C28 | 44.96 (19) |
| C3—C4—C5—C23 | 178.82 (12) | C4—C5—C23—C28 | −77.31 (18) |
| N1—C1—C6—C7 | 112.12 (15) | C28—C23—C24—C25 | −0.7 (2) |
| C2—C1—C6—C7 | −124.42 (15) | C5—C23—C24—C25 | −177.07 (14) |
| N1—C1—C6—C11 | −65.75 (16) | C23—C24—C25—C26 | 0.7 (3) |
| C2—C1—C6—C11 | 57.72 (17) | C24—C25—C26—C27 | −0.3 (3) |
| C11—C6—C7—C8 | 0.7 (2) | C25—C26—C27—C28 | 0.0 (3) |
| C1—C6—C7—C8 | −177.18 (15) | C24—C23—C28—C27 | 0.4 (3) |
| C6—C7—C8—C9 | −1.1 (3) | C5—C23—C28—C27 | 176.73 (16) |
| C7—C8—C9—C10 | 0.2 (3) | C26—C27—C28—C23 | 0.0 (3) |
| C8—C9—C10—C11 | 1.0 (3) | C23—C5—N1—C29 | 63.82 (15) |
| C9—C10—C11—C6 | −1.4 (3) | C4—C5—N1—C29 | −175.21 (12) |
| C7—C6—C11—C10 | 0.5 (2) | C23—C5—N1—C1 | −174.80 (11) |
| C1—C6—C11—C10 | 178.44 (15) | C4—C5—N1—C1 | −53.82 (15) |
| C3—C2—C12—C14 | −66.36 (19) | C6—C1—N1—C29 | −61.46 (14) |
| C1—C2—C12—C14 | 59.87 (19) | C2—C1—N1—C29 | 175.18 (12) |
| C3—C2—C12—C13 | 61.33 (19) | C6—C1—N1—C5 | 177.49 (11) |
| C1—C2—C12—C13 | −172.45 (14) | C2—C1—N1—C5 | 54.13 (15) |
| O2—C15—C16—C21 | 164.88 (19) | C4—C3—N2—O1 | 3.2 (2) |
| O1—C15—C16—C21 | −16.9 (2) | C2—C3—N2—O1 | 177.53 (12) |
| O2—C15—C16—C17 | −16.7 (3) | O2—C15—O1—N2 | 0.0 (2) |
| O1—C15—C16—C17 | 161.50 (15) | C16—C15—O1—N2 | −178.20 (12) |
| C21—C16—C17—C18 | 1.0 (3) | C3—N2—O1—C15 | 169.28 (14) |
| C15—C16—C17—C18 | −177.46 (16) |
| H··· | ||||
| C11—H11··· | 0.93 | 2.95 | 3.778 (2) | 149 |
Hydrogen-bond geometry (Å, °)
Cg1 is the centroid of the C16–C21 ring.
|
|
| H⋯ |
|
|
|---|---|---|---|---|
| C11—H11⋯ | 0.93 | 2.95 | 3.778 (2) | 149 |
Symmetry code: (i) .