| Literature DB >> 22199786 |
Tahir Ali Sheikh, Islam Ullah Khan, William T A Harrison.
Abstract
In the title compound, C(26)H(24)Cl(4)N(2)O(4)S(2), the dihedral angles between the central benzene ring and the pendant rings are 70.07 (12) and 59.07 (12)°. The equivalent angle between the pendant rings is 79.24 (12)°. Both sulfonamide groups lie to the same side of the central ring but the pendant chains have very different conformations, as indicated by their C-S-N-C torsion angles [104.66 (17) and -76.35 (19)°] and S-N-C-C torsion angles [129.61 (17) and 147.10 (17)°]. Both N atoms are close to planar (bond angle sums = 359.0 and 354.8°). In the crystal, inversion dimers are formed via a pair of weak C-H⋯O inter-actions which generate R(2) (2)(22) loops.Entities:
Year: 2011 PMID: 22199786 PMCID: PMC3238937 DOI: 10.1107/S1600536811045478
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C26H24Cl4N2O4S2 | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 7190 reflections | |
| θ = 2.2–26.4° | |
| µ = 0.59 mm−1 | |
| α = 87.777 (1)° | |
| β = 84.443 (1)° | Block, colourless |
| γ = 84.257 (1)° | 0.40 × 0.15 × 0.15 mm |
| Bruker APEXII CCD diffractometer | 5200 reflections with |
| Radiation source: fine-focus sealed tube | |
| graphite | θmax = 28.4°, θmin = 2.9° |
| ω scans | |
| 21435 measured reflections | |
| 7190 independent 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 | |
| 7190 reflections | (Δ/σ)max < 0.001 |
| 343 parameters | Δρmax = 0.65 e Å−3 |
| 0 restraints | Δρmin = −0.59 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 | 0.3523 (3) | 0.37348 (17) | 0.05525 (13) | 0.0427 (5) | |
| H1 | 0.4634 | 0.3801 | 0.0553 | 0.051* | |
| C2 | 0.2551 (3) | 0.36986 (17) | 0.13297 (13) | 0.0436 (5) | |
| C3 | 0.0903 (3) | 0.3619 (2) | 0.13202 (16) | 0.0567 (6) | |
| H3 | 0.0238 | 0.3608 | 0.1834 | 0.068* | |
| C4 | 0.0236 (3) | 0.3556 (3) | 0.05513 (19) | 0.0681 (7) | |
| H4 | −0.0878 | 0.3500 | 0.0549 | 0.082* | |
| C5 | 0.1202 (3) | 0.3573 (2) | −0.02092 (17) | 0.0630 (7) | |
| H5 | 0.0742 | 0.3518 | −0.0724 | 0.076* | |
| C6 | 0.2857 (3) | 0.36727 (18) | −0.02203 (13) | 0.0475 (5) | |
| C7 | 0.3328 (3) | 0.36645 (18) | 0.21600 (13) | 0.0452 (5) | |
| H7A | 0.3917 | 0.4358 | 0.2188 | 0.054* | |
| H7B | 0.2492 | 0.3673 | 0.2640 | 0.054* | |
| C8 | 0.3762 (3) | 0.14402 (19) | 0.22185 (16) | 0.0560 (6) | |
| H8A | 0.4636 | 0.0801 | 0.2193 | 0.067* | |
| H8B | 0.3180 | 0.1408 | 0.1712 | 0.067* | |
| C9 | 0.2634 (4) | 0.1266 (2) | 0.2993 (2) | 0.0722 (8) | |
| H9 | 0.3045 | 0.1303 | 0.3522 | 0.087* | |
| C10 | 0.1167 (5) | 0.1073 (4) | 0.2996 (3) | 0.1118 (13) | |
| H10A | 0.0708 | 0.1030 | 0.2480 | 0.134* | |
| H10B | 0.0538 | 0.0974 | 0.3515 | 0.134* | |
| C11 | 0.6357 (2) | 0.20232 (19) | 0.35234 (12) | 0.0414 (4) | |
| C12 | 0.5655 (3) | 0.2651 (2) | 0.42343 (13) | 0.0469 (5) | |
| C13 | 0.5809 (3) | 0.2177 (2) | 0.50477 (14) | 0.0616 (6) | |
| H13 | 0.5360 | 0.2610 | 0.5520 | 0.074* | |
| C14 | 0.6615 (4) | 0.1076 (3) | 0.51736 (16) | 0.0670 (7) | |
| H14 | 0.6721 | 0.0766 | 0.5726 | 0.080* | |
| C15 | 0.7263 (3) | 0.0438 (2) | 0.44686 (15) | 0.0550 (6) | |
| C16 | 0.7139 (3) | 0.0899 (2) | 0.36483 (14) | 0.0474 (5) | |
| H16 | 0.7579 | 0.0457 | 0.3178 | 0.057* | |
| C17 | 0.3948 (3) | 0.36633 (19) | −0.10491 (13) | 0.0529 (6) | |
| H17A | 0.3550 | 0.4297 | −0.1432 | 0.064* | |
| H17B | 0.5044 | 0.3799 | −0.0934 | 0.064* | |
| C18 | 0.4535 (3) | 0.14377 (19) | −0.09764 (15) | 0.0547 (6) | |
| H18A | 0.4232 | 0.0750 | −0.1250 | 0.066* | |
| H18B | 0.3977 | 0.1464 | −0.0402 | 0.066* | |
| C19 | 0.6323 (4) | 0.1299 (3) | −0.09123 (19) | 0.0726 (8) | |
| H19 | 0.6998 | 0.1201 | −0.1420 | 0.087* | |
| C20 | 0.7008 (5) | 0.1304 (3) | −0.0213 (3) | 0.1042 (12) | |
| H20A | 0.6375 | 0.1400 | 0.0308 | 0.125* | |
| H20B | 0.8140 | 0.1212 | −0.0226 | 0.125* | |
| C21 | 0.2219 (3) | 0.30691 (18) | −0.27923 (13) | 0.0428 (5) | |
| C22 | 0.0825 (3) | 0.2487 (2) | −0.25724 (16) | 0.0539 (6) | |
| C23 | −0.0632 (3) | 0.2931 (3) | −0.2852 (2) | 0.0703 (8) | |
| H23 | −0.1553 | 0.2530 | −0.2710 | 0.084* | |
| C24 | −0.0753 (3) | 0.3962 (3) | −0.3342 (2) | 0.0723 (8) | |
| H24 | −0.1748 | 0.4257 | −0.3533 | 0.087* | |
| C25 | 0.0607 (3) | 0.4551 (2) | −0.35453 (17) | 0.0591 (6) | |
| C26 | 0.2105 (3) | 0.41098 (19) | −0.32823 (14) | 0.0468 (5) | |
| H26 | 0.3024 | 0.4509 | −0.3433 | 0.056* | |
| S1 | 0.63115 (7) | 0.25666 (5) | 0.24397 (3) | 0.04469 (14) | |
| S2 | 0.41781 (6) | 0.25211 (5) | −0.25007 (3) | 0.04245 (14) | |
| N1 | 0.4463 (2) | 0.25790 (15) | 0.22148 (11) | 0.0450 (4) | |
| N2 | 0.3983 (2) | 0.25128 (15) | −0.14661 (11) | 0.0485 (4) | |
| O1 | 0.7286 (2) | 0.16884 (15) | 0.19430 (10) | 0.0610 (4) | |
| O2 | 0.6734 (2) | 0.37546 (14) | 0.23770 (10) | 0.0586 (4) | |
| O3 | 0.4524 (2) | 0.13258 (14) | −0.27629 (10) | 0.0560 (4) | |
| Cl1 | 0.45440 (9) | 0.40108 (6) | 0.41341 (4) | 0.06439 (18) | |
| Cl2 | 0.82694 (11) | −0.09625 (7) | 0.45968 (5) | 0.0831 (2) | |
| Cl3 | 0.08862 (9) | 0.12043 (6) | −0.19397 (5) | 0.0722 (2) | |
| Cl4 | 0.04722 (11) | 0.58805 (7) | −0.41244 (6) | 0.0902 (3) | |
| O4 | 0.52548 (18) | 0.33697 (15) | −0.28380 (10) | 0.0525 (4) |
| C1 | 0.0560 (13) | 0.0353 (10) | 0.0367 (10) | −0.0047 (9) | −0.0038 (9) | −0.0011 (8) |
| C2 | 0.0565 (13) | 0.0350 (10) | 0.0379 (11) | 0.0030 (9) | −0.0044 (9) | −0.0015 (8) |
| C3 | 0.0557 (14) | 0.0599 (14) | 0.0517 (14) | 0.0045 (11) | 0.0003 (11) | −0.0044 (11) |
| C4 | 0.0500 (14) | 0.0834 (19) | 0.0707 (18) | 0.0048 (13) | −0.0112 (13) | −0.0129 (14) |
| C5 | 0.0723 (17) | 0.0652 (16) | 0.0524 (14) | 0.0078 (13) | −0.0229 (13) | −0.0080 (12) |
| C6 | 0.0699 (15) | 0.0351 (10) | 0.0371 (11) | −0.0007 (10) | −0.0072 (10) | −0.0013 (8) |
| C7 | 0.0587 (13) | 0.0416 (11) | 0.0335 (10) | −0.0001 (9) | 0.0011 (9) | −0.0039 (8) |
| C8 | 0.0685 (15) | 0.0386 (11) | 0.0630 (15) | −0.0089 (10) | −0.0144 (12) | 0.0006 (10) |
| C9 | 0.0738 (19) | 0.0669 (17) | 0.080 (2) | −0.0249 (14) | −0.0178 (15) | 0.0206 (14) |
| C10 | 0.083 (2) | 0.132 (3) | 0.127 (3) | −0.044 (2) | −0.020 (2) | 0.029 (3) |
| C11 | 0.0436 (11) | 0.0504 (12) | 0.0306 (10) | −0.0091 (9) | −0.0017 (8) | −0.0018 (8) |
| C12 | 0.0524 (12) | 0.0527 (12) | 0.0363 (11) | −0.0080 (10) | −0.0027 (9) | −0.0050 (9) |
| C13 | 0.0766 (17) | 0.0754 (17) | 0.0310 (11) | −0.0037 (14) | 0.0019 (11) | −0.0058 (11) |
| C14 | 0.0852 (19) | 0.0777 (18) | 0.0365 (12) | −0.0043 (15) | −0.0051 (12) | 0.0085 (12) |
| C15 | 0.0603 (14) | 0.0558 (14) | 0.0485 (13) | −0.0063 (11) | −0.0069 (11) | 0.0089 (10) |
| C16 | 0.0489 (12) | 0.0559 (13) | 0.0379 (11) | −0.0069 (10) | −0.0035 (9) | −0.0033 (9) |
| C17 | 0.0875 (18) | 0.0387 (11) | 0.0334 (11) | −0.0118 (11) | −0.0048 (11) | 0.0005 (8) |
| C18 | 0.0774 (17) | 0.0414 (12) | 0.0432 (12) | −0.0038 (11) | 0.0008 (11) | 0.0045 (9) |
| C19 | 0.081 (2) | 0.0750 (18) | 0.0587 (16) | 0.0039 (15) | −0.0086 (14) | 0.0118 (14) |
| C20 | 0.105 (3) | 0.114 (3) | 0.096 (3) | 0.001 (2) | −0.032 (2) | −0.004 (2) |
| C21 | 0.0441 (11) | 0.0470 (11) | 0.0377 (11) | −0.0051 (9) | −0.0011 (9) | −0.0109 (9) |
| C22 | 0.0494 (13) | 0.0528 (13) | 0.0593 (14) | −0.0087 (10) | 0.0041 (11) | −0.0141 (11) |
| C23 | 0.0453 (14) | 0.0733 (18) | 0.093 (2) | −0.0101 (12) | −0.0023 (13) | −0.0180 (16) |
| C24 | 0.0486 (14) | 0.0769 (19) | 0.093 (2) | 0.0034 (13) | −0.0200 (14) | −0.0187 (16) |
| C25 | 0.0648 (16) | 0.0526 (14) | 0.0609 (15) | 0.0052 (12) | −0.0172 (12) | −0.0116 (11) |
| C26 | 0.0500 (12) | 0.0480 (12) | 0.0436 (12) | −0.0043 (9) | −0.0085 (9) | −0.0083 (9) |
| S1 | 0.0529 (3) | 0.0501 (3) | 0.0300 (2) | −0.0060 (2) | 0.0017 (2) | −0.0006 (2) |
| S2 | 0.0450 (3) | 0.0478 (3) | 0.0337 (3) | −0.0032 (2) | 0.0003 (2) | −0.0033 (2) |
| N1 | 0.0604 (11) | 0.0355 (9) | 0.0401 (9) | −0.0053 (8) | −0.0098 (8) | −0.0001 (7) |
| N2 | 0.0749 (13) | 0.0377 (9) | 0.0324 (9) | −0.0040 (8) | −0.0041 (8) | −0.0002 (7) |
| O1 | 0.0690 (11) | 0.0715 (11) | 0.0369 (8) | 0.0091 (9) | 0.0071 (7) | −0.0046 (7) |
| O2 | 0.0689 (11) | 0.0584 (10) | 0.0504 (9) | −0.0231 (8) | −0.0005 (8) | 0.0057 (7) |
| O3 | 0.0645 (10) | 0.0540 (9) | 0.0468 (9) | 0.0077 (8) | −0.0003 (7) | −0.0138 (7) |
| Cl1 | 0.0808 (4) | 0.0610 (4) | 0.0484 (3) | 0.0087 (3) | −0.0027 (3) | −0.0135 (3) |
| Cl2 | 0.1044 (6) | 0.0696 (4) | 0.0707 (5) | 0.0120 (4) | −0.0131 (4) | 0.0149 (4) |
| Cl3 | 0.0726 (4) | 0.0601 (4) | 0.0836 (5) | −0.0233 (3) | 0.0114 (4) | −0.0002 (3) |
| Cl4 | 0.1033 (6) | 0.0672 (4) | 0.1033 (6) | 0.0049 (4) | −0.0444 (5) | 0.0105 (4) |
| O4 | 0.0452 (8) | 0.0693 (10) | 0.0431 (8) | −0.0114 (7) | −0.0023 (7) | 0.0070 (7) |
| C1—C6 | 1.384 (3) | C15—C16 | 1.376 (3) |
| C1—C2 | 1.393 (3) | C15—Cl2 | 1.732 (3) |
| C1—H1 | 0.9300 | C16—H16 | 0.9300 |
| C2—C3 | 1.378 (3) | C17—N2 | 1.478 (3) |
| C2—C7 | 1.502 (3) | C17—H17A | 0.9700 |
| C3—C4 | 1.379 (4) | C17—H17B | 0.9700 |
| C3—H3 | 0.9300 | C18—N2 | 1.472 (3) |
| C4—C5 | 1.369 (4) | C18—C19 | 1.484 (4) |
| C4—H4 | 0.9300 | C18—H18A | 0.9700 |
| C5—C6 | 1.383 (4) | C18—H18B | 0.9700 |
| C5—H5 | 0.9300 | C19—C20 | 1.281 (4) |
| C6—C17 | 1.507 (3) | C19—H19 | 0.9300 |
| C7—N1 | 1.476 (3) | C20—H20A | 0.9300 |
| C7—H7A | 0.9700 | C20—H20B | 0.9300 |
| C7—H7B | 0.9700 | C21—C26 | 1.382 (3) |
| C8—N1 | 1.467 (3) | C21—C22 | 1.393 (3) |
| C8—C9 | 1.475 (4) | C21—S2 | 1.773 (2) |
| C8—H8A | 0.9700 | C22—C23 | 1.365 (4) |
| C8—H8B | 0.9700 | C22—Cl3 | 1.727 (3) |
| C9—C10 | 1.254 (4) | C23—C24 | 1.373 (4) |
| C9—H9 | 0.9300 | C23—H23 | 0.9300 |
| C10—H10A | 0.9300 | C24—C25 | 1.371 (4) |
| C10—H10B | 0.9300 | C24—H24 | 0.9300 |
| C11—C16 | 1.386 (3) | C25—C26 | 1.384 (3) |
| C11—C12 | 1.391 (3) | C25—Cl4 | 1.728 (3) |
| C11—S1 | 1.784 (2) | C26—H26 | 0.9300 |
| C12—C13 | 1.375 (3) | S1—O2 | 1.4226 (16) |
| C12—Cl1 | 1.724 (2) | S1—O1 | 1.4227 (16) |
| C13—C14 | 1.372 (4) | S1—N1 | 1.6011 (19) |
| C13—H13 | 0.9300 | S2—O3 | 1.4249 (16) |
| C14—C15 | 1.378 (4) | S2—O4 | 1.4281 (16) |
| C14—H14 | 0.9300 | S2—N2 | 1.6112 (18) |
| C6—C1—C2 | 120.9 (2) | N2—C17—C6 | 110.33 (18) |
| C6—C1—H1 | 119.6 | N2—C17—H17A | 109.6 |
| C2—C1—H1 | 119.6 | C6—C17—H17A | 109.6 |
| C3—C2—C1 | 119.0 (2) | N2—C17—H17B | 109.6 |
| C3—C2—C7 | 121.2 (2) | C6—C17—H17B | 109.6 |
| C1—C2—C7 | 119.7 (2) | H17A—C17—H17B | 108.1 |
| C2—C3—C4 | 120.2 (2) | N2—C18—C19 | 113.2 (2) |
| C2—C3—H3 | 119.9 | N2—C18—H18A | 108.9 |
| C4—C3—H3 | 119.9 | C19—C18—H18A | 108.9 |
| C5—C4—C3 | 120.4 (3) | N2—C18—H18B | 108.9 |
| C5—C4—H4 | 119.8 | C19—C18—H18B | 108.9 |
| C3—C4—H4 | 119.8 | H18A—C18—H18B | 107.7 |
| C4—C5—C6 | 120.7 (2) | C20—C19—C18 | 125.2 (3) |
| C4—C5—H5 | 119.7 | C20—C19—H19 | 117.4 |
| C6—C5—H5 | 119.7 | C18—C19—H19 | 117.4 |
| C5—C6—C1 | 118.8 (2) | C19—C20—H20A | 120.0 |
| C5—C6—C17 | 121.4 (2) | C19—C20—H20B | 120.0 |
| C1—C6—C17 | 119.7 (2) | H20A—C20—H20B | 120.0 |
| N1—C7—C2 | 109.52 (16) | C26—C21—C22 | 119.4 (2) |
| N1—C7—H7A | 109.8 | C26—C21—S2 | 117.30 (16) |
| C2—C7—H7A | 109.8 | C22—C21—S2 | 123.27 (18) |
| N1—C7—H7B | 109.8 | C23—C22—C21 | 120.2 (2) |
| C2—C7—H7B | 109.8 | C23—C22—Cl3 | 118.4 (2) |
| H7A—C7—H7B | 108.2 | C21—C22—Cl3 | 121.38 (19) |
| N1—C8—C9 | 111.8 (2) | C22—C23—C24 | 120.7 (3) |
| N1—C8—H8A | 109.2 | C22—C23—H23 | 119.6 |
| C9—C8—H8A | 109.2 | C24—C23—H23 | 119.6 |
| N1—C8—H8B | 109.2 | C25—C24—C23 | 119.4 (3) |
| C9—C8—H8B | 109.2 | C25—C24—H24 | 120.3 |
| H8A—C8—H8B | 107.9 | C23—C24—H24 | 120.3 |
| C10—C9—C8 | 125.5 (3) | C24—C25—C26 | 121.1 (2) |
| C10—C9—H9 | 117.3 | C24—C25—Cl4 | 120.3 (2) |
| C8—C9—H9 | 117.3 | C26—C25—Cl4 | 118.6 (2) |
| C9—C10—H10A | 120.0 | C21—C26—C25 | 119.2 (2) |
| C9—C10—H10B | 120.0 | C21—C26—H26 | 120.4 |
| H10A—C10—H10B | 120.0 | C25—C26—H26 | 120.4 |
| C16—C11—C12 | 119.06 (19) | O2—S1—O1 | 118.98 (11) |
| C16—C11—S1 | 116.79 (15) | O2—S1—N1 | 107.96 (10) |
| C12—C11—S1 | 124.15 (17) | O1—S1—N1 | 108.42 (10) |
| C13—C12—C11 | 119.9 (2) | O2—S1—C11 | 109.61 (10) |
| C13—C12—Cl1 | 117.98 (18) | O1—S1—C11 | 104.72 (10) |
| C11—C12—Cl1 | 122.09 (17) | N1—S1—C11 | 106.50 (9) |
| C14—C13—C12 | 121.1 (2) | O3—S2—O4 | 118.28 (10) |
| C14—C13—H13 | 119.5 | O3—S2—N2 | 108.01 (9) |
| C12—C13—H13 | 119.5 | O4—S2—N2 | 110.76 (10) |
| C13—C14—C15 | 119.0 (2) | O3—S2—C21 | 108.82 (10) |
| C13—C14—H14 | 120.5 | O4—S2—C21 | 105.88 (10) |
| C15—C14—H14 | 120.5 | N2—S2—C21 | 104.16 (10) |
| C16—C15—C14 | 121.0 (2) | C8—N1—C7 | 117.11 (18) |
| C16—C15—Cl2 | 118.46 (19) | C8—N1—S1 | 117.93 (15) |
| C14—C15—Cl2 | 120.56 (19) | C7—N1—S1 | 123.99 (14) |
| C15—C16—C11 | 119.9 (2) | C18—N2—C17 | 117.55 (18) |
| C15—C16—H16 | 120.0 | C18—N2—S2 | 119.85 (15) |
| C11—C16—H16 | 120.0 | C17—N2—S2 | 117.37 (14) |
| C6—C1—C2—C3 | −1.0 (3) | C23—C24—C25—Cl4 | −177.5 (2) |
| C6—C1—C2—C7 | 174.88 (18) | C22—C21—C26—C25 | −0.1 (3) |
| C1—C2—C3—C4 | 1.1 (3) | S2—C21—C26—C25 | 178.15 (17) |
| C7—C2—C3—C4 | −174.8 (2) | C24—C25—C26—C21 | −1.3 (4) |
| C2—C3—C4—C5 | −0.1 (4) | Cl4—C25—C26—C21 | 177.70 (16) |
| C3—C4—C5—C6 | −0.9 (4) | C16—C11—S1—O2 | −134.09 (17) |
| C4—C5—C6—C1 | 1.0 (4) | C12—C11—S1—O2 | 46.3 (2) |
| C4—C5—C6—C17 | 178.5 (2) | C16—C11—S1—O1 | −5.38 (19) |
| C2—C1—C6—C5 | 0.0 (3) | C12—C11—S1—O1 | 175.01 (19) |
| C2—C1—C6—C17 | −177.50 (18) | C16—C11—S1—N1 | 109.37 (17) |
| C3—C2—C7—N1 | 114.2 (2) | C12—C11—S1—N1 | −70.3 (2) |
| C1—C2—C7—N1 | −61.7 (2) | C26—C21—S2—O3 | −125.84 (16) |
| N1—C8—C9—C10 | 123.0 (4) | C22—C21—S2—O3 | 52.3 (2) |
| C16—C11—C12—C13 | 3.0 (3) | C26—C21—S2—O4 | 2.29 (18) |
| S1—C11—C12—C13 | −177.43 (19) | C22—C21—S2—O4 | −179.54 (18) |
| C16—C11—C12—Cl1 | −175.59 (17) | C26—C21—S2—N2 | 119.15 (16) |
| S1—C11—C12—Cl1 | 4.0 (3) | C22—C21—S2—N2 | −62.7 (2) |
| C11—C12—C13—C14 | −1.5 (4) | C9—C8—N1—C7 | −65.1 (3) |
| Cl1—C12—C13—C14 | 177.1 (2) | C9—C8—N1—S1 | 104.1 (2) |
| C12—C13—C14—C15 | −0.6 (4) | C2—C7—N1—C8 | −61.9 (2) |
| C13—C14—C15—C16 | 1.2 (4) | C2—C7—N1—S1 | 129.61 (17) |
| C13—C14—C15—Cl2 | −179.3 (2) | O2—S1—N1—C8 | 178.66 (16) |
| C14—C15—C16—C11 | 0.2 (4) | O1—S1—N1—C8 | 48.51 (19) |
| Cl2—C15—C16—C11 | −179.29 (17) | C11—S1—N1—C8 | −63.70 (18) |
| C12—C11—C16—C15 | −2.3 (3) | O2—S1—N1—C7 | −12.98 (19) |
| S1—C11—C16—C15 | 178.04 (18) | O1—S1—N1—C7 | −143.13 (16) |
| C5—C6—C17—N2 | −63.4 (3) | C11—S1—N1—C7 | 104.66 (17) |
| C1—C6—C17—N2 | 114.1 (2) | C19—C18—N2—C17 | −73.6 (3) |
| N2—C18—C19—C20 | 116.5 (3) | C19—C18—N2—S2 | 80.2 (2) |
| C26—C21—C22—C23 | 1.2 (3) | C6—C17—N2—C18 | −58.5 (3) |
| S2—C21—C22—C23 | −176.92 (19) | C6—C17—N2—S2 | 147.10 (17) |
| C26—C21—C22—Cl3 | −178.38 (16) | O3—S2—N2—C18 | 14.2 (2) |
| S2—C21—C22—Cl3 | 3.5 (3) | O4—S2—N2—C18 | −116.77 (18) |
| C21—C22—C23—C24 | −1.0 (4) | C21—S2—N2—C18 | 129.81 (18) |
| Cl3—C22—C23—C24 | 178.6 (2) | O3—S2—N2—C17 | 168.06 (17) |
| C22—C23—C24—C25 | −0.3 (4) | O4—S2—N2—C17 | 37.1 (2) |
| C23—C24—C25—C26 | 1.5 (4) | C21—S2—N2—C17 | −76.35 (19) |
| H··· | ||||
| C8—H8A···O3i | 0.97 | 2.59 | 3.422 (3) | 144 |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| C8—H8 | 0.97 | 2.59 | 3.422 (3) | 144 |
Symmetry code: (i) .