| Literature DB >> 22058820 |
Hoong-Kun Fun, Madhukar Hemamalini, Sankappa Rai, A M Isloor, Prakash Shetty.
Abstract
In the title mol-ecule, C(25)H(19)N(3)O(3)S(3), the tetra-hydro-pyridine ring adopts a half-chair conformation. The dihedral angle between the least-squares plane through the tetra-hydro-pyridine ring and two thio-phene and two benzene rings are 6.25 (9), 89.49 (9), 76.43 (9) and 84.93 (8)°, respectively, while the dihedral angle between the 1,3,4-oxadiazole and tetra-hydro-pyridine rings is 81.14 (9)°. In the crystal, adjacent mol-ecules are connected via weak C-H⋯N hydrogen bonds, forming a chain along the b axis.Entities:
Year: 2011 PMID: 22058820 PMCID: PMC3201303 DOI: 10.1107/S1600536811038621
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C25H19N3O3S3 | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 6236 reflections | |
| θ = 2.7–33.5° | |
| µ = 0.37 mm−1 | |
| α = 69.253 (1)° | |
| β = 76.794 (1)° | Block, colourless |
| γ = 77.460 (1)° | 0.33 × 0.16 × 0.09 mm |
| Bruker SMART APEXII CCD area-detector diffractometer | 8887 independent reflections |
| Radiation source: fine-focus sealed tube | 5904 reflections with |
| graphite | |
| φ and ω scans | θmax = 33.8°, θmin = 1.8° |
| Absorption correction: multi-scan ( | |
| 33050 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 | |
| 8887 reflections | (Δ/σ)max = 0.001 |
| 307 parameters | Δρmax = 0.47 e Å−3 |
| 0 restraints | Δρmin = −0.56 e Å−3 |
| Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K. |
| 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. |
| S1 | 0.68865 (5) | 0.88728 (4) | 0.30396 (4) | 0.01750 (9) | |
| S2 | 0.21890 (5) | 1.13555 (4) | 0.34716 (4) | 0.02341 (10) | |
| S3 | 0.87479 (6) | 0.36589 (4) | 0.41597 (5) | 0.03181 (13) | |
| O1 | 0.72380 (15) | 1.15330 (10) | 0.22602 (10) | 0.0197 (2) | |
| O2 | 0.79409 (15) | 0.90109 (11) | 0.37398 (11) | 0.0232 (3) | |
| O3 | 0.74563 (16) | 0.92047 (11) | 0.18551 (11) | 0.0230 (3) | |
| N1 | 0.66367 (19) | 1.34718 (13) | 0.20268 (14) | 0.0253 (3) | |
| N2 | 0.51049 (19) | 1.29548 (13) | 0.25770 (14) | 0.0250 (3) | |
| N3 | 0.66204 (18) | 0.74881 (12) | 0.34721 (12) | 0.0185 (3) | |
| C1 | 1.5791 (2) | 1.37068 (16) | −0.08077 (16) | 0.0227 (3) | |
| H1A | 1.5056 | 1.4454 | −0.0869 | 0.027* | |
| C2 | 1.7532 (2) | 1.36806 (17) | −0.13241 (16) | 0.0252 (4) | |
| H2A | 1.7985 | 1.4409 | −0.1724 | 0.030* | |
| C3 | 1.8621 (2) | 1.25980 (18) | −0.12625 (18) | 0.0293 (4) | |
| H3A | 1.9800 | 1.2582 | −0.1643 | 0.035* | |
| C4 | 1.7966 (2) | 1.15442 (17) | −0.06408 (18) | 0.0290 (4) | |
| H4A | 1.8711 | 1.0801 | −0.0579 | 0.035* | |
| C5 | 1.6239 (2) | 1.15597 (16) | −0.01085 (16) | 0.0232 (4) | |
| H5A | 1.5816 | 1.0827 | 0.0323 | 0.028* | |
| C6 | 1.5102 (2) | 1.26432 (15) | −0.01967 (15) | 0.0201 (3) | |
| C7 | 1.3224 (2) | 1.26503 (15) | 0.03247 (14) | 0.0192 (3) | |
| C8 | 1.2404 (2) | 1.16451 (16) | 0.05717 (16) | 0.0237 (4) | |
| H8A | 1.3061 | 1.0961 | 0.0392 | 0.028* | |
| C9 | 1.0665 (2) | 1.16279 (16) | 0.10701 (16) | 0.0233 (4) | |
| H9A | 1.0143 | 1.0934 | 0.1239 | 0.028* | |
| C10 | 0.9670 (2) | 1.26333 (15) | 0.13265 (15) | 0.0197 (3) | |
| C11 | 1.0453 (2) | 1.36463 (15) | 0.10693 (16) | 0.0214 (3) | |
| H11A | 0.9782 | 1.4338 | 0.1228 | 0.026* | |
| C12 | 1.2206 (2) | 1.36495 (15) | 0.05825 (15) | 0.0208 (3) | |
| H12A | 1.2727 | 1.4343 | 0.0421 | 0.025* | |
| C13 | 0.7844 (2) | 1.26086 (15) | 0.18576 (15) | 0.0195 (3) | |
| C14 | 0.5534 (2) | 1.18253 (15) | 0.26865 (15) | 0.0197 (3) | |
| C15 | 0.4398 (2) | 1.09154 (15) | 0.31380 (15) | 0.0186 (3) | |
| C16 | 0.4768 (2) | 0.97000 (15) | 0.32871 (15) | 0.0188 (3) | |
| C17 | 0.3231 (2) | 0.91496 (16) | 0.36701 (16) | 0.0242 (4) | |
| H17A | 0.3234 | 0.8322 | 0.3819 | 0.029* | |
| C18 | 0.1748 (2) | 0.99439 (16) | 0.38000 (17) | 0.0256 (4) | |
| H18A | 0.0600 | 0.9732 | 0.4046 | 0.031* | |
| C19 | 0.6485 (2) | 0.67707 (16) | 0.46603 (15) | 0.0224 (3) | |
| H19A | 0.5237 | 0.6786 | 0.5020 | 0.027* | |
| H19B | 0.7095 | 0.7098 | 0.5051 | 0.027* | |
| C20 | 0.7328 (2) | 0.55051 (15) | 0.47309 (16) | 0.0218 (3) | |
| C21 | 0.7922 (2) | 0.46336 (18) | 0.56962 (18) | 0.0300 (4) | |
| H21A | 0.7774 | 0.4762 | 0.6396 | 0.036* | |
| C22 | 0.8730 (2) | 0.35916 (18) | 0.5505 (2) | 0.0353 (5) | |
| H22A | 0.9222 | 0.2912 | 0.6051 | 0.042* | |
| C23 | 0.7665 (2) | 0.51108 (15) | 0.38342 (16) | 0.0220 (3) | |
| C24 | 0.7232 (2) | 0.58363 (15) | 0.26954 (16) | 0.0232 (4) | |
| H24A | 0.6660 | 0.5368 | 0.2420 | 0.028* | |
| H24B | 0.8321 | 0.6043 | 0.2163 | 0.028* | |
| C25 | 0.5997 (2) | 0.69765 (15) | 0.27725 (16) | 0.0215 (3) | |
| H25A | 0.5965 | 0.7564 | 0.2013 | 0.026* | |
| H25B | 0.4793 | 0.6791 | 0.3106 | 0.026* |
| S1 | 0.01654 (16) | 0.01276 (18) | 0.0226 (2) | −0.00104 (13) | −0.00308 (15) | −0.00578 (16) |
| S2 | 0.01898 (18) | 0.0208 (2) | 0.0301 (3) | 0.00215 (15) | −0.00360 (17) | −0.01094 (19) |
| S3 | 0.0246 (2) | 0.0142 (2) | 0.0525 (3) | 0.00070 (16) | −0.0087 (2) | −0.0063 (2) |
| O1 | 0.0199 (5) | 0.0135 (6) | 0.0258 (7) | −0.0021 (4) | −0.0021 (5) | −0.0078 (5) |
| O2 | 0.0226 (6) | 0.0184 (6) | 0.0317 (7) | −0.0033 (5) | −0.0089 (5) | −0.0088 (5) |
| O3 | 0.0250 (6) | 0.0167 (6) | 0.0232 (7) | −0.0003 (5) | −0.0006 (5) | −0.0051 (5) |
| N1 | 0.0236 (7) | 0.0159 (7) | 0.0382 (10) | −0.0021 (5) | −0.0056 (6) | −0.0108 (7) |
| N2 | 0.0219 (7) | 0.0157 (7) | 0.0392 (10) | −0.0024 (5) | −0.0043 (6) | −0.0118 (7) |
| N3 | 0.0232 (6) | 0.0120 (6) | 0.0207 (7) | −0.0023 (5) | −0.0059 (5) | −0.0046 (6) |
| C1 | 0.0264 (8) | 0.0192 (8) | 0.0242 (9) | −0.0018 (6) | −0.0054 (7) | −0.0091 (7) |
| C2 | 0.0290 (8) | 0.0233 (9) | 0.0263 (10) | −0.0076 (7) | −0.0032 (7) | −0.0102 (8) |
| C3 | 0.0225 (8) | 0.0309 (10) | 0.0386 (12) | −0.0037 (7) | −0.0016 (8) | −0.0184 (9) |
| C4 | 0.0249 (8) | 0.0232 (9) | 0.0426 (12) | 0.0038 (7) | −0.0097 (8) | −0.0167 (9) |
| C5 | 0.0258 (8) | 0.0179 (8) | 0.0278 (10) | −0.0006 (6) | −0.0090 (7) | −0.0083 (7) |
| C6 | 0.0246 (7) | 0.0177 (8) | 0.0208 (9) | −0.0016 (6) | −0.0083 (6) | −0.0076 (7) |
| C7 | 0.0242 (7) | 0.0156 (8) | 0.0177 (8) | −0.0027 (6) | −0.0055 (6) | −0.0042 (7) |
| C8 | 0.0277 (8) | 0.0169 (8) | 0.0281 (10) | −0.0029 (6) | −0.0025 (7) | −0.0107 (7) |
| C9 | 0.0275 (8) | 0.0156 (8) | 0.0288 (10) | −0.0050 (6) | −0.0038 (7) | −0.0090 (7) |
| C10 | 0.0232 (7) | 0.0155 (8) | 0.0213 (9) | −0.0027 (6) | −0.0053 (6) | −0.0060 (7) |
| C11 | 0.0255 (8) | 0.0126 (7) | 0.0260 (9) | −0.0008 (6) | −0.0057 (7) | −0.0062 (7) |
| C12 | 0.0243 (8) | 0.0142 (8) | 0.0241 (9) | −0.0041 (6) | −0.0046 (7) | −0.0053 (7) |
| C13 | 0.0229 (7) | 0.0134 (7) | 0.0237 (9) | −0.0027 (6) | −0.0070 (6) | −0.0060 (7) |
| C14 | 0.0195 (7) | 0.0177 (8) | 0.0228 (9) | 0.0009 (6) | −0.0058 (6) | −0.0084 (7) |
| C15 | 0.0192 (7) | 0.0165 (8) | 0.0204 (8) | −0.0003 (6) | −0.0035 (6) | −0.0075 (7) |
| C16 | 0.0182 (7) | 0.0158 (8) | 0.0218 (9) | −0.0007 (6) | −0.0032 (6) | −0.0065 (7) |
| C17 | 0.0208 (7) | 0.0187 (8) | 0.0323 (10) | −0.0048 (6) | −0.0009 (7) | −0.0082 (8) |
| C18 | 0.0203 (7) | 0.0232 (9) | 0.0311 (10) | −0.0043 (7) | 0.0003 (7) | −0.0080 (8) |
| C19 | 0.0258 (8) | 0.0191 (8) | 0.0216 (9) | −0.0048 (6) | −0.0029 (7) | −0.0052 (7) |
| C20 | 0.0199 (7) | 0.0161 (8) | 0.0262 (9) | −0.0056 (6) | −0.0056 (7) | −0.0001 (7) |
| C21 | 0.0296 (9) | 0.0261 (10) | 0.0310 (11) | −0.0134 (7) | −0.0100 (8) | 0.0032 (8) |
| C22 | 0.0275 (9) | 0.0190 (9) | 0.0505 (14) | −0.0079 (7) | −0.0179 (9) | 0.0094 (9) |
| C23 | 0.0174 (7) | 0.0134 (8) | 0.0328 (10) | −0.0033 (6) | −0.0038 (7) | −0.0042 (7) |
| C24 | 0.0266 (8) | 0.0163 (8) | 0.0281 (10) | −0.0031 (6) | −0.0039 (7) | −0.0091 (7) |
| C25 | 0.0252 (8) | 0.0169 (8) | 0.0248 (9) | −0.0021 (6) | −0.0095 (7) | −0.0070 (7) |
| S1—O3 | 1.4295 (13) | C8—C9 | 1.381 (2) |
| S1—O2 | 1.4350 (12) | C8—H8A | 0.9500 |
| S1—N3 | 1.6116 (14) | C9—C10 | 1.400 (2) |
| S1—C16 | 1.7793 (16) | C9—H9A | 0.9500 |
| S2—C18 | 1.7012 (19) | C10—C11 | 1.393 (2) |
| S2—C15 | 1.7138 (16) | C10—C13 | 1.453 (2) |
| S3—C22 | 1.712 (3) | C11—C12 | 1.387 (2) |
| S3—C23 | 1.7270 (17) | C11—H11A | 0.9500 |
| O1—C14 | 1.3561 (19) | C12—H12A | 0.9500 |
| O1—C13 | 1.367 (2) | C14—C15 | 1.447 (2) |
| N1—C13 | 1.298 (2) | C15—C16 | 1.386 (2) |
| N1—N2 | 1.409 (2) | C16—C17 | 1.417 (2) |
| N2—C14 | 1.298 (2) | C17—C18 | 1.365 (2) |
| N3—C19 | 1.467 (2) | C17—H17A | 0.9500 |
| N3—C25 | 1.477 (2) | C18—H18A | 0.9500 |
| C1—C2 | 1.386 (2) | C19—C20 | 1.510 (2) |
| C1—C6 | 1.401 (2) | C19—H19A | 0.9900 |
| C1—H1A | 0.9500 | C19—H19B | 0.9900 |
| C2—C3 | 1.389 (3) | C20—C23 | 1.357 (3) |
| C2—H2A | 0.9500 | C20—C21 | 1.419 (3) |
| C3—C4 | 1.382 (3) | C21—C22 | 1.363 (3) |
| C3—H3A | 0.9500 | C21—H21A | 0.9500 |
| C4—C5 | 1.382 (3) | C22—H22A | 0.9500 |
| C4—H4A | 0.9500 | C23—C24 | 1.499 (3) |
| C5—C6 | 1.403 (2) | C24—C25 | 1.528 (2) |
| C5—H5A | 0.9500 | C24—H24A | 0.9900 |
| C6—C7 | 1.484 (2) | C24—H24B | 0.9900 |
| C7—C12 | 1.400 (2) | C25—H25A | 0.9900 |
| C7—C8 | 1.405 (2) | C25—H25B | 0.9900 |
| O3—S1—O2 | 119.80 (8) | C7—C12—H12A | 119.4 |
| O3—S1—N3 | 107.36 (7) | N1—C13—O1 | 112.21 (15) |
| O2—S1—N3 | 107.62 (7) | N1—C13—C10 | 129.83 (16) |
| O3—S1—C16 | 107.66 (8) | O1—C13—C10 | 117.95 (14) |
| O2—S1—C16 | 107.45 (7) | N2—C14—O1 | 112.94 (15) |
| N3—S1—C16 | 106.22 (8) | N2—C14—C15 | 127.56 (15) |
| C18—S2—C15 | 92.10 (8) | O1—C14—C15 | 119.40 (14) |
| C22—S3—C23 | 91.92 (9) | C16—C15—C14 | 130.54 (15) |
| C14—O1—C13 | 102.72 (12) | C16—C15—S2 | 111.12 (12) |
| C13—N1—N2 | 106.34 (14) | C14—C15—S2 | 118.16 (12) |
| C14—N2—N1 | 105.78 (14) | C15—C16—C17 | 112.11 (14) |
| C19—N3—C25 | 114.76 (13) | C15—C16—S1 | 126.07 (13) |
| C19—N3—S1 | 121.74 (11) | C17—C16—S1 | 121.82 (13) |
| C25—N3—S1 | 121.27 (12) | C18—C17—C16 | 112.37 (16) |
| C2—C1—C6 | 120.71 (16) | C18—C17—H17A | 123.8 |
| C2—C1—H1A | 119.6 | C16—C17—H17A | 123.8 |
| C6—C1—H1A | 119.6 | C17—C18—S2 | 112.29 (13) |
| C1—C2—C3 | 120.59 (18) | C17—C18—H18A | 123.9 |
| C1—C2—H2A | 119.7 | S2—C18—H18A | 123.9 |
| C3—C2—H2A | 119.7 | N3—C19—C20 | 107.80 (14) |
| C4—C3—C2 | 119.14 (17) | N3—C19—H19A | 110.1 |
| C4—C3—H3A | 120.4 | C20—C19—H19A | 110.1 |
| C2—C3—H3A | 120.4 | N3—C19—H19B | 110.1 |
| C5—C4—C3 | 120.74 (17) | C20—C19—H19B | 110.1 |
| C5—C4—H4A | 119.6 | H19A—C19—H19B | 108.5 |
| C3—C4—H4A | 119.6 | C23—C20—C21 | 113.21 (17) |
| C4—C5—C6 | 120.89 (17) | C23—C20—C19 | 122.01 (16) |
| C4—C5—H5A | 119.6 | C21—C20—C19 | 124.71 (17) |
| C6—C5—H5A | 119.6 | C22—C21—C20 | 112.31 (19) |
| C1—C6—C5 | 117.87 (16) | C22—C21—H21A | 123.8 |
| C1—C6—C7 | 121.56 (15) | C20—C21—H21A | 123.8 |
| C5—C6—C7 | 120.56 (16) | C21—C22—S3 | 111.67 (16) |
| C12—C7—C8 | 117.65 (15) | C21—C22—H22A | 124.2 |
| C12—C7—C6 | 121.74 (15) | S3—C22—H22A | 124.2 |
| C8—C7—C6 | 120.61 (15) | C20—C23—C24 | 125.40 (15) |
| C9—C8—C7 | 121.50 (15) | C20—C23—S3 | 110.88 (14) |
| C9—C8—H8A | 119.2 | C24—C23—S3 | 123.68 (13) |
| C7—C8—H8A | 119.2 | C23—C24—C25 | 108.88 (14) |
| C8—C9—C10 | 120.02 (16) | C23—C24—H24A | 109.9 |
| C8—C9—H9A | 120.0 | C25—C24—H24A | 109.9 |
| C10—C9—H9A | 120.0 | C23—C24—H24B | 109.9 |
| C11—C10—C9 | 119.27 (15) | C25—C24—H24B | 109.9 |
| C11—C10—C13 | 120.89 (15) | H24A—C24—H24B | 108.3 |
| C9—C10—C13 | 119.84 (15) | N3—C25—C24 | 109.48 (13) |
| C12—C11—C10 | 120.28 (15) | N3—C25—H25A | 109.8 |
| C12—C11—H11A | 119.9 | C24—C25—H25A | 109.8 |
| C10—C11—H11A | 119.9 | N3—C25—H25B | 109.8 |
| C11—C12—C7 | 121.25 (16) | C24—C25—H25B | 109.8 |
| C11—C12—H12A | 119.4 | H25A—C25—H25B | 108.2 |
| C13—N1—N2—C14 | −0.1 (2) | C13—O1—C14—C15 | 176.18 (15) |
| O3—S1—N3—C19 | 163.96 (12) | N2—C14—C15—C16 | −179.39 (18) |
| O2—S1—N3—C19 | 33.75 (15) | O1—C14—C15—C16 | 4.5 (3) |
| C16—S1—N3—C19 | −81.09 (14) | N2—C14—C15—S2 | 5.9 (3) |
| O3—S1—N3—C25 | −33.90 (14) | O1—C14—C15—S2 | −170.19 (12) |
| O2—S1—N3—C25 | −164.11 (12) | C18—S2—C15—C16 | −0.32 (14) |
| C16—S1—N3—C25 | 81.06 (14) | C18—S2—C15—C14 | 175.35 (15) |
| C6—C1—C2—C3 | 1.2 (3) | C14—C15—C16—C17 | −174.82 (18) |
| C1—C2—C3—C4 | −2.6 (3) | S2—C15—C16—C17 | 0.16 (19) |
| C2—C3—C4—C5 | 1.6 (3) | C14—C15—C16—S1 | 5.0 (3) |
| C3—C4—C5—C6 | 0.8 (3) | S2—C15—C16—S1 | 179.99 (10) |
| C2—C1—C6—C5 | 1.2 (3) | O3—S1—C16—C15 | −71.56 (17) |
| C2—C1—C6—C7 | −177.54 (16) | O2—S1—C16—C15 | 58.74 (17) |
| C4—C5—C6—C1 | −2.2 (3) | N3—S1—C16—C15 | 173.69 (15) |
| C4—C5—C6—C7 | 176.57 (16) | O3—S1—C16—C17 | 108.25 (16) |
| C1—C6—C7—C12 | −22.9 (3) | O2—S1—C16—C17 | −121.45 (15) |
| C5—C6—C7—C12 | 158.41 (17) | N3—S1—C16—C17 | −6.50 (17) |
| C1—C6—C7—C8 | 156.82 (17) | C15—C16—C17—C18 | 0.1 (2) |
| C5—C6—C7—C8 | −21.9 (3) | S1—C16—C17—C18 | −179.69 (14) |
| C12—C7—C8—C9 | −1.2 (3) | C16—C17—C18—S2 | −0.4 (2) |
| C6—C7—C8—C9 | 179.15 (17) | C15—S2—C18—C17 | 0.41 (16) |
| C7—C8—C9—C10 | 0.9 (3) | C25—N3—C19—C20 | 50.82 (18) |
| C8—C9—C10—C11 | 0.3 (3) | S1—N3—C19—C20 | −145.95 (12) |
| C8—C9—C10—C13 | −179.58 (17) | N3—C19—C20—C23 | −16.1 (2) |
| C9—C10—C11—C12 | −1.1 (3) | N3—C19—C20—C21 | 160.65 (16) |
| C13—C10—C11—C12 | 178.72 (17) | C23—C20—C21—C22 | 0.9 (2) |
| C10—C11—C12—C7 | 0.8 (3) | C19—C20—C21—C22 | −176.09 (16) |
| C8—C7—C12—C11 | 0.3 (3) | C20—C21—C22—S3 | −0.7 (2) |
| C6—C7—C12—C11 | 179.98 (16) | C23—S3—C22—C21 | 0.29 (15) |
| N2—N1—C13—O1 | −0.2 (2) | C21—C20—C23—C24 | −178.48 (16) |
| N2—N1—C13—C10 | −179.90 (17) | C19—C20—C23—C24 | −1.4 (3) |
| C14—O1—C13—N1 | 0.41 (19) | C21—C20—C23—S3 | −0.71 (19) |
| C14—O1—C13—C10 | −179.86 (15) | C19—C20—C23—S3 | 176.41 (13) |
| C11—C10—C13—N1 | 10.6 (3) | C22—S3—C23—C20 | 0.25 (14) |
| C9—C10—C13—N1 | −169.55 (18) | C22—S3—C23—C24 | 178.07 (15) |
| C11—C10—C13—O1 | −169.08 (15) | C20—C23—C24—C25 | −12.7 (2) |
| C9—C10—C13—O1 | 10.8 (2) | S3—C23—C24—C25 | 169.83 (12) |
| N1—N2—C14—O1 | 0.4 (2) | C19—N3—C25—C24 | −67.81 (18) |
| N1—N2—C14—C15 | −175.96 (17) | S1—N3—C25—C24 | 128.87 (14) |
| C13—O1—C14—N2 | −0.48 (19) | C23—C24—C25—N3 | 43.51 (19) |
| H··· | ||||
| C24—H24A···N1i | 0.99 | 2.52 | 3.417 (2) | 150 |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| C24—H24 | 0.99 | 2.52 | 3.417 (2) | 150 |
Symmetry code: (i) .