| Literature DB >> 22412490 |
Rosenani A Haque, Muhammad Adnan Iqbal, Srinivasa Budagumpi, Madhukar Hemamalini, Hoong-Kun Fun.
Abstract
In the title mol-ecular salt, C(26)H(28)N(4) (2+)·2Br(-), the central benzene ring makes dihedral angles of 76.75 (11) and 82.40 (10)° with the pendant benzimidazole rings. The corresponding angle between the benzimidazole rings is 57.03 (9)°. In the crystal, the cations and anions are linked via C-H⋯Br hydrogen bonds, forming sheets lying parallel to the bc plane. The crystal structure also features weak C-H⋯π inter-actions.Entities:
Year: 2012 PMID: 22412490 PMCID: PMC3297300 DOI: 10.1107/S1600536812002802
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C26H28N42+·2Br− | |
| Monoclinic, | Mo |
| Hall symbol: C -2yc | Cell parameters from 5440 reflections |
| θ = 2.9–27.3° | |
| µ = 3.32 mm−1 | |
| β = 118.230 (1)° | Block, colourless |
| 0.45 × 0.32 × 0.23 mm | |
| Bruker APEXII DUO CCD diffractometer | 8158 independent reflections |
| Radiation source: fine-focus sealed tube | 6244 reflections with |
| Graphite monochromator | |
| φ and ω scans | θmax = 32.5°, θmin = 2.5° |
| Absorption correction: multi-scan ( | |
| 16606 measured reflections |
| Refinement on | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| H-atom parameters constrained | |
| (Δ/σ)max = 0.003 | |
| 8158 reflections | Δρmax = 0.71 e Å−3 |
| 291 parameters | Δρmin = −0.28 e Å−3 |
| 2 restraints | Absolute structure: Flack (1983), 3727 Friedel pairs |
| Primary atom site location: structure-invariant direct methods | Flack parameter: 0.009 (6) |
| Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. |
| Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
| Br1 | 0.68944 (3) | 0.918762 (6) | 0.48259 (3) | 0.05182 (7) | |
| Br2 | 0.38351 (4) | 0.822199 (8) | 0.90664 (4) | 0.06457 (9) | |
| N1 | 0.4060 (2) | 0.95348 (6) | 0.8359 (3) | 0.0441 (4) | |
| N2 | 0.2014 (2) | 0.92236 (5) | 0.6352 (3) | 0.0378 (4) | |
| N3 | 0.4142 (2) | 0.82699 (5) | 0.4234 (3) | 0.0386 (4) | |
| N4 | 0.5754 (2) | 0.79004 (5) | 0.3842 (3) | 0.0416 (4) | |
| C1 | 0.6769 (3) | 0.97225 (8) | 0.9292 (4) | 0.0569 (7) | |
| H1A | 0.7799 | 0.9729 | 1.0354 | 0.085* | |
| H1B | 0.6509 | 0.9964 | 0.8706 | 0.085* | |
| H1C | 0.6739 | 0.9541 | 0.8395 | 0.085* | |
| C2 | 0.5611 (3) | 0.96170 (10) | 0.9949 (4) | 0.0615 (7) | |
| H2A | 0.5990 | 0.9399 | 1.0759 | 0.074* | |
| H2B | 0.5519 | 0.9820 | 1.0690 | 0.074* | |
| C3 | 0.3020 (3) | 0.97982 (6) | 0.7130 (3) | 0.0405 (4) | |
| C4 | 0.3092 (3) | 1.01828 (7) | 0.7066 (4) | 0.0503 (6) | |
| H4A | 0.3959 | 1.0316 | 0.7930 | 0.060* | |
| C5 | 0.1818 (4) | 1.03575 (7) | 0.5662 (5) | 0.0578 (7) | |
| H5A | 0.1826 | 1.0616 | 0.5568 | 0.069* | |
| C6 | 0.0502 (3) | 1.01593 (7) | 0.4361 (4) | 0.0542 (6) | |
| H6A | −0.0333 | 1.0290 | 0.3424 | 0.065* | |
| C7 | 0.0416 (3) | 0.97753 (7) | 0.4438 (4) | 0.0453 (5) | |
| H7A | −0.0461 | 0.9643 | 0.3592 | 0.054* | |
| C8 | 0.1711 (2) | 0.95996 (6) | 0.5847 (3) | 0.0372 (4) | |
| C9 | 0.3416 (3) | 0.92020 (6) | 0.7867 (3) | 0.0433 (5) | |
| H9A | 0.3878 | 0.8981 | 0.8494 | 0.052* | |
| C10 | 0.0966 (2) | 0.89051 (6) | 0.5423 (3) | 0.0388 (4) | |
| H10A | −0.0035 | 0.8952 | 0.5378 | 0.047* | |
| H10B | 0.1408 | 0.8682 | 0.6174 | 0.047* | |
| C11 | 0.0711 (3) | 0.88369 (5) | 0.3442 (3) | 0.0372 (4) | |
| C12 | −0.0774 (3) | 0.89068 (6) | 0.1938 (4) | 0.0485 (5) | |
| H12A | −0.1560 | 0.8994 | 0.2187 | 0.058* | |
| C13 | −0.1095 (3) | 0.88490 (7) | 0.0100 (4) | 0.0537 (6) | |
| H13A | −0.2082 | 0.8903 | −0.0886 | 0.064* | |
| C14 | 0.0046 (4) | 0.87111 (7) | −0.0274 (4) | 0.0537 (6) | |
| H14A | −0.0173 | 0.8670 | −0.1518 | 0.064* | |
| C15 | 0.1523 (3) | 0.86321 (6) | 0.1182 (4) | 0.0478 (5) | |
| H15A | 0.2289 | 0.8538 | 0.0912 | 0.057* | |
| C16 | 0.1865 (3) | 0.86927 (5) | 0.3048 (3) | 0.0368 (4) | |
| C17 | 0.3497 (3) | 0.86073 (6) | 0.4620 (4) | 0.0411 (5) | |
| H17A | 0.4179 | 0.8817 | 0.4767 | 0.049* | |
| H17B | 0.3461 | 0.8576 | 0.5798 | 0.049* | |
| C18 | 0.3557 (3) | 0.79088 (6) | 0.4066 (3) | 0.0406 (5) | |
| C19 | 0.2223 (3) | 0.77759 (8) | 0.4100 (4) | 0.0525 (6) | |
| H19A | 0.1533 | 0.7933 | 0.4260 | 0.063* | |
| C20 | 0.1996 (4) | 0.73945 (9) | 0.3877 (5) | 0.0635 (8) | |
| H20A | 0.1112 | 0.7292 | 0.3865 | 0.076* | |
| C21 | 0.3028 (4) | 0.71617 (7) | 0.3674 (5) | 0.0665 (8) | |
| H21A | 0.2825 | 0.6906 | 0.3547 | 0.080* | |
| C22 | 0.4359 (4) | 0.72922 (7) | 0.3652 (4) | 0.0581 (7) | |
| H22A | 0.5060 | 0.7133 | 0.3523 | 0.070* | |
| C23 | 0.4582 (3) | 0.76776 (6) | 0.3837 (3) | 0.0404 (4) | |
| C24 | 0.5441 (3) | 0.82501 (6) | 0.4069 (3) | 0.0406 (5) | |
| H24A | 0.6047 | 0.8455 | 0.4108 | 0.049* | |
| C25 | 0.7016 (3) | 0.77625 (9) | 0.3487 (5) | 0.0621 (7) | |
| H25A | 0.6559 | 0.7646 | 0.2251 | 0.074* | |
| H25B | 0.7602 | 0.7573 | 0.4418 | 0.074* | |
| C26 | 0.8105 (5) | 0.80600 (13) | 0.3563 (8) | 0.0893 (12) | |
| H26A | 0.8782 | 0.7964 | 0.3099 | 0.134* | |
| H26B | 0.8720 | 0.8142 | 0.4845 | 0.134* | |
| H26C | 0.7518 | 0.8267 | 0.2795 | 0.134* |
| Br1 | 0.05117 (12) | 0.04447 (12) | 0.05944 (14) | 0.00068 (11) | 0.02585 (11) | 0.00191 (11) |
| Br2 | 0.0914 (2) | 0.05391 (15) | 0.06103 (16) | 0.03112 (14) | 0.04636 (15) | 0.01796 (12) |
| N1 | 0.0401 (9) | 0.0531 (11) | 0.0364 (9) | 0.0054 (8) | 0.0158 (8) | 0.0004 (8) |
| N2 | 0.0395 (9) | 0.0323 (8) | 0.0399 (9) | 0.0074 (7) | 0.0174 (8) | 0.0014 (7) |
| N3 | 0.0384 (9) | 0.0314 (8) | 0.0517 (10) | 0.0024 (7) | 0.0261 (9) | 0.0025 (7) |
| N4 | 0.0413 (10) | 0.0384 (9) | 0.0485 (10) | 0.0098 (7) | 0.0240 (8) | 0.0037 (8) |
| C1 | 0.0458 (13) | 0.0531 (14) | 0.0583 (16) | 0.0057 (11) | 0.0136 (13) | 0.0064 (11) |
| C2 | 0.0454 (13) | 0.085 (2) | 0.0391 (13) | 0.0005 (14) | 0.0076 (11) | −0.0018 (12) |
| C3 | 0.0437 (11) | 0.0399 (10) | 0.0417 (11) | 0.0040 (9) | 0.0234 (9) | −0.0029 (8) |
| C4 | 0.0533 (13) | 0.0392 (11) | 0.0636 (15) | −0.0033 (10) | 0.0319 (12) | −0.0091 (10) |
| C5 | 0.0717 (17) | 0.0332 (11) | 0.0821 (19) | 0.0063 (11) | 0.0475 (16) | 0.0009 (11) |
| C6 | 0.0530 (13) | 0.0404 (12) | 0.0704 (17) | 0.0135 (11) | 0.0301 (13) | 0.0089 (11) |
| C7 | 0.0398 (11) | 0.0415 (11) | 0.0506 (13) | 0.0100 (9) | 0.0182 (10) | 0.0021 (9) |
| C8 | 0.0398 (10) | 0.0326 (9) | 0.0416 (11) | 0.0065 (8) | 0.0213 (9) | 0.0005 (8) |
| C9 | 0.0447 (11) | 0.0423 (11) | 0.0413 (11) | 0.0091 (9) | 0.0192 (10) | 0.0043 (8) |
| C10 | 0.0378 (10) | 0.0335 (10) | 0.0506 (12) | 0.0034 (8) | 0.0253 (10) | 0.0000 (8) |
| C11 | 0.0411 (10) | 0.0255 (8) | 0.0473 (11) | 0.0003 (7) | 0.0229 (9) | −0.0004 (7) |
| C12 | 0.0438 (12) | 0.0378 (11) | 0.0579 (14) | 0.0073 (9) | 0.0191 (11) | −0.0024 (10) |
| C13 | 0.0534 (14) | 0.0394 (11) | 0.0517 (14) | 0.0041 (11) | 0.0112 (12) | −0.0014 (10) |
| C14 | 0.0760 (18) | 0.0378 (11) | 0.0438 (13) | −0.0009 (12) | 0.0253 (13) | −0.0006 (9) |
| C15 | 0.0660 (15) | 0.0352 (10) | 0.0530 (13) | 0.0019 (10) | 0.0370 (12) | −0.0005 (9) |
| C16 | 0.0444 (11) | 0.0245 (8) | 0.0466 (11) | 0.0015 (8) | 0.0257 (9) | 0.0028 (7) |
| C17 | 0.0425 (11) | 0.0352 (10) | 0.0523 (13) | 0.0060 (9) | 0.0279 (10) | −0.0028 (9) |
| C18 | 0.0440 (11) | 0.0339 (10) | 0.0459 (11) | −0.0011 (8) | 0.0229 (10) | 0.0035 (8) |
| C19 | 0.0524 (14) | 0.0476 (13) | 0.0659 (16) | −0.0074 (11) | 0.0348 (13) | 0.0019 (11) |
| C20 | 0.0695 (18) | 0.0507 (15) | 0.0742 (18) | −0.0191 (14) | 0.0372 (15) | 0.0068 (13) |
| C21 | 0.088 (2) | 0.0359 (12) | 0.0665 (17) | −0.0097 (14) | 0.0293 (17) | 0.0035 (12) |
| C22 | 0.0764 (19) | 0.0329 (11) | 0.0570 (15) | 0.0096 (12) | 0.0249 (14) | 0.0031 (10) |
| C23 | 0.0451 (11) | 0.0337 (9) | 0.0393 (11) | 0.0056 (9) | 0.0174 (9) | 0.0034 (8) |
| C24 | 0.0373 (10) | 0.0367 (10) | 0.0523 (13) | 0.0014 (8) | 0.0249 (10) | 0.0022 (9) |
| C25 | 0.0527 (14) | 0.0677 (17) | 0.0768 (19) | 0.0179 (13) | 0.0396 (14) | −0.0038 (14) |
| C26 | 0.065 (2) | 0.100 (3) | 0.133 (3) | −0.0016 (19) | 0.071 (2) | −0.011 (3) |
| N1—C9 | 1.316 (3) | C10—H10B | 0.9700 |
| N1—C3 | 1.393 (3) | C11—C12 | 1.397 (3) |
| N1—C2 | 1.472 (3) | C11—C16 | 1.399 (3) |
| N2—C9 | 1.332 (3) | C12—C13 | 1.373 (4) |
| N2—C8 | 1.396 (3) | C12—H12A | 0.9300 |
| N2—C10 | 1.474 (3) | C13—C14 | 1.369 (5) |
| N3—C24 | 1.331 (3) | C13—H13A | 0.9300 |
| N3—C18 | 1.393 (3) | C14—C15 | 1.385 (4) |
| N3—C17 | 1.460 (3) | C14—H14A | 0.9300 |
| N4—C24 | 1.321 (3) | C15—C16 | 1.391 (3) |
| N4—C23 | 1.388 (3) | C15—H15A | 0.9300 |
| N4—C25 | 1.469 (3) | C16—C17 | 1.519 (3) |
| C1—C2 | 1.499 (5) | C17—H17A | 0.9700 |
| C1—H1A | 0.9600 | C17—H17B | 0.9700 |
| C1—H1B | 0.9600 | C18—C23 | 1.372 (3) |
| C1—H1C | 0.9600 | C18—C19 | 1.392 (4) |
| C2—H2A | 0.9700 | C19—C20 | 1.381 (4) |
| C2—H2B | 0.9700 | C19—H19A | 0.9300 |
| C3—C4 | 1.381 (3) | C20—C21 | 1.371 (5) |
| C3—C8 | 1.394 (3) | C20—H20A | 0.9300 |
| C4—C5 | 1.368 (4) | C21—C22 | 1.382 (5) |
| C4—H4A | 0.9300 | C21—H21A | 0.9300 |
| C5—C6 | 1.402 (4) | C22—C23 | 1.393 (3) |
| C5—H5A | 0.9300 | C22—H22A | 0.9300 |
| C6—C7 | 1.380 (4) | C24—H24A | 0.9300 |
| C6—H6A | 0.9300 | C25—C26 | 1.481 (5) |
| C7—C8 | 1.383 (3) | C25—H25A | 0.9700 |
| C7—H7A | 0.9300 | C25—H25B | 0.9700 |
| C9—H9A | 0.9300 | C26—H26A | 0.9600 |
| C10—C11 | 1.510 (3) | C26—H26B | 0.9600 |
| C10—H10A | 0.9700 | C26—H26C | 0.9600 |
| C9—N1—C3 | 108.49 (19) | C13—C12—C11 | 121.3 (3) |
| C9—N1—C2 | 126.0 (2) | C13—C12—H12A | 119.3 |
| C3—N1—C2 | 125.5 (2) | C11—C12—H12A | 119.3 |
| C9—N2—C8 | 107.76 (18) | C14—C13—C12 | 119.6 (2) |
| C9—N2—C10 | 125.46 (17) | C14—C13—H13A | 120.2 |
| C8—N2—C10 | 126.77 (18) | C12—C13—H13A | 120.2 |
| C24—N3—C18 | 107.65 (19) | C13—C14—C15 | 120.7 (3) |
| C24—N3—C17 | 125.96 (19) | C13—C14—H14A | 119.6 |
| C18—N3—C17 | 126.3 (2) | C15—C14—H14A | 119.6 |
| C24—N4—C23 | 107.7 (2) | C14—C15—C16 | 120.1 (2) |
| C24—N4—C25 | 127.8 (2) | C14—C15—H15A | 119.9 |
| C23—N4—C25 | 124.4 (2) | C16—C15—H15A | 119.9 |
| C2—C1—H1A | 109.5 | C15—C16—C11 | 119.6 (2) |
| C2—C1—H1B | 109.5 | C15—C16—C17 | 119.2 (2) |
| H1A—C1—H1B | 109.5 | C11—C16—C17 | 121.2 (2) |
| C2—C1—H1C | 109.5 | N3—C17—C16 | 111.95 (19) |
| H1A—C1—H1C | 109.5 | N3—C17—H17A | 109.2 |
| H1B—C1—H1C | 109.5 | C16—C17—H17A | 109.2 |
| N1—C2—C1 | 112.0 (2) | N3—C17—H17B | 109.2 |
| N1—C2—H2A | 109.2 | C16—C17—H17B | 109.2 |
| C1—C2—H2A | 109.2 | H17A—C17—H17B | 107.9 |
| N1—C2—H2B | 109.2 | C23—C18—C19 | 122.5 (2) |
| C1—C2—H2B | 109.2 | C23—C18—N3 | 106.5 (2) |
| H2A—C2—H2B | 107.9 | C19—C18—N3 | 131.0 (2) |
| C4—C3—N1 | 132.0 (2) | C20—C19—C18 | 115.4 (3) |
| C4—C3—C8 | 121.7 (2) | C20—C19—H19A | 122.3 |
| N1—C3—C8 | 106.29 (19) | C18—C19—H19A | 122.3 |
| C5—C4—C3 | 116.4 (2) | C21—C20—C19 | 122.4 (3) |
| C5—C4—H4A | 121.8 | C21—C20—H20A | 118.8 |
| C3—C4—H4A | 121.8 | C19—C20—H20A | 118.8 |
| C4—C5—C6 | 122.2 (2) | C20—C21—C22 | 122.4 (2) |
| C4—C5—H5A | 118.9 | C20—C21—H21A | 118.8 |
| C6—C5—H5A | 118.9 | C22—C21—H21A | 118.8 |
| C7—C6—C5 | 121.6 (2) | C21—C22—C23 | 115.6 (3) |
| C7—C6—H6A | 119.2 | C21—C22—H22A | 122.2 |
| C5—C6—H6A | 119.2 | C23—C22—H22A | 122.2 |
| C6—C7—C8 | 116.0 (2) | C18—C23—N4 | 107.35 (18) |
| C6—C7—H7A | 122.0 | C18—C23—C22 | 121.7 (3) |
| C8—C7—H7A | 122.0 | N4—C23—C22 | 130.9 (2) |
| C7—C8—C3 | 122.1 (2) | N4—C24—N3 | 110.8 (2) |
| C7—C8—N2 | 131.4 (2) | N4—C24—H24A | 124.6 |
| C3—C8—N2 | 106.51 (18) | N3—C24—H24A | 124.6 |
| N1—C9—N2 | 110.93 (19) | N4—C25—C26 | 113.3 (3) |
| N1—C9—H9A | 124.5 | N4—C25—H25A | 108.9 |
| N2—C9—H9A | 124.5 | C26—C25—H25A | 108.9 |
| N2—C10—C11 | 112.86 (18) | N4—C25—H25B | 108.9 |
| N2—C10—H10A | 109.0 | C26—C25—H25B | 108.9 |
| C11—C10—H10A | 109.0 | H25A—C25—H25B | 107.7 |
| N2—C10—H10B | 109.0 | C25—C26—H26A | 109.5 |
| C11—C10—H10B | 109.0 | C25—C26—H26B | 109.5 |
| H10A—C10—H10B | 107.8 | H26A—C26—H26B | 109.5 |
| C12—C11—C16 | 118.6 (2) | C25—C26—H26C | 109.5 |
| C12—C11—C10 | 118.1 (2) | H26A—C26—H26C | 109.5 |
| C16—C11—C10 | 123.2 (2) | H26B—C26—H26C | 109.5 |
| C9—N1—C2—C1 | 108.0 (3) | C14—C15—C16—C17 | −179.4 (2) |
| C3—N1—C2—C1 | −72.7 (3) | C12—C11—C16—C15 | 1.7 (3) |
| C9—N1—C3—C4 | 177.2 (3) | C10—C11—C16—C15 | 178.9 (2) |
| C2—N1—C3—C4 | −2.3 (4) | C12—C11—C16—C17 | −179.5 (2) |
| C9—N1—C3—C8 | −0.8 (3) | C10—C11—C16—C17 | −2.3 (3) |
| C2—N1—C3—C8 | 179.8 (2) | C24—N3—C17—C16 | 119.9 (3) |
| N1—C3—C4—C5 | −178.5 (3) | C18—N3—C17—C16 | −63.6 (3) |
| C8—C3—C4—C5 | −0.8 (4) | C15—C16—C17—N3 | −38.6 (3) |
| C3—C4—C5—C6 | 0.4 (4) | C11—C16—C17—N3 | 142.5 (2) |
| C4—C5—C6—C7 | 0.6 (5) | C24—N3—C18—C23 | 1.2 (3) |
| C5—C6—C7—C8 | −1.1 (4) | C17—N3—C18—C23 | −175.9 (2) |
| C6—C7—C8—C3 | 0.8 (4) | C24—N3—C18—C19 | −178.7 (3) |
| C6—C7—C8—N2 | 178.7 (3) | C17—N3—C18—C19 | 4.2 (4) |
| C4—C3—C8—C7 | 0.2 (4) | C23—C18—C19—C20 | −0.3 (4) |
| N1—C3—C8—C7 | 178.4 (2) | N3—C18—C19—C20 | 179.6 (3) |
| C4—C3—C8—N2 | −178.2 (2) | C18—C19—C20—C21 | 1.2 (5) |
| N1—C3—C8—N2 | 0.0 (3) | C19—C20—C21—C22 | −0.9 (5) |
| C9—N2—C8—C7 | −177.4 (3) | C20—C21—C22—C23 | −0.4 (5) |
| C10—N2—C8—C7 | 1.1 (4) | C19—C18—C23—N4 | 179.1 (2) |
| C9—N2—C8—C3 | 0.8 (3) | N3—C18—C23—N4 | −0.8 (3) |
| C10—N2—C8—C3 | 179.3 (2) | C19—C18—C23—C22 | −1.0 (4) |
| C3—N1—C9—N2 | 1.4 (3) | N3—C18—C23—C22 | 179.0 (2) |
| C2—N1—C9—N2 | −179.2 (2) | C24—N4—C23—C18 | 0.1 (3) |
| C8—N2—C9—N1 | −1.4 (3) | C25—N4—C23—C18 | −175.1 (2) |
| C10—N2—C9—N1 | −179.9 (2) | C24—N4—C23—C22 | −179.7 (3) |
| C9—N2—C10—C11 | −114.9 (2) | C25—N4—C23—C22 | 5.0 (4) |
| C8—N2—C10—C11 | 66.8 (3) | C21—C22—C23—C18 | 1.4 (4) |
| N2—C10—C11—C12 | −111.6 (2) | C21—C22—C23—N4 | −178.8 (3) |
| N2—C10—C11—C16 | 71.3 (2) | C23—N4—C24—N3 | 0.7 (3) |
| C16—C11—C12—C13 | −2.3 (3) | C25—N4—C24—N3 | 175.7 (3) |
| C10—C11—C12—C13 | −179.6 (2) | C18—N3—C24—N4 | −1.2 (3) |
| C11—C12—C13—C14 | 1.7 (4) | C17—N3—C24—N4 | 175.9 (2) |
| C12—C13—C14—C15 | −0.5 (4) | C24—N4—C25—C26 | 5.3 (5) |
| C13—C14—C15—C16 | 0.0 (4) | C23—N4—C25—C26 | 179.6 (3) |
| C14—C15—C16—C11 | −0.6 (3) |
| H··· | ||||
| C9—H9 | 0.93 | 2.76 | 3.610 (2) | 152 |
| C10—H10 | 0.97 | 2.92 | 3.884 (2) | 171 |
| C10—H10 | 0.97 | 2.91 | 3.820 (2) | 156 |
| C15—H15 | 0.93 | 2.80 | 3.700 (3) | 163 |
| C17—H17 | 0.97 | 2.78 | 3.696 (3) | 158 |
| C24—H24 | 0.93 | 2.73 | 3.579 (2) | 152 |
| C5—H5 | 0.93 | 2.92 | 3.630 (3) | 135 |
Hydrogen-bond geometry (Å, °)
Cg4 is the centroid of the C11–C16 ring.
| H⋯ | ||||
|---|---|---|---|---|
| C9—H9 | 0.93 | 2.76 | 3.610 (2) | 152 |
| C10—H10 | 0.97 | 2.92 | 3.884 (2) | 171 |
| C10—H10 | 0.97 | 2.91 | 3.820 (2) | 156 |
| C15—H15 | 0.93 | 2.80 | 3.700 (3) | 163 |
| C17—H17 | 0.97 | 2.78 | 3.696 (3) | 158 |
| C24—H24 | 0.93 | 2.73 | 3.579 (2) | 152 |
| C5—H5 | 0.93 | 2.92 | 3.630 (3) | 135 |
Symmetry codes: (i) ; (ii) ; (iii) .