| Literature DB >> 22606118 |
Hadariah Bahron, Najihah Abu Bakar, Bohari M Yamin, M Sukeri M Yusof.
Abstract
In the title compound, C(25)H(26)N(2)O(4)·CHCl(3), the aromatic rings of the imino-methyl-6-meth-oxy-phenol fragments make dihedral angles of 58.33 (6) and 87.74 (6)° with the central benzene ring. The mol-ecular conformation is stabilized by intra-molecular O-H⋯N hydrogen bonds. In the crystal, an inter-molecular C-H⋯O hydrogen bond involving the chloro-form solvent mol-ecule is observed. The crystal packing is further stabilized by π-π stacking inter-actions [centroid-centroid distances = 3.739 (3)-3.776 (3) Å] between the benzene rings of centrosymmetrically related mol-ecules.Entities:
Year: 2012 PMID: 22606118 PMCID: PMC3344115 DOI: 10.1107/S1600536812011531
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| C25H26N2O4·CHCl3 | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 5967 reflections | |
| θ = 2.0–25.5° | |
| µ = 0.38 mm−1 | |
| α = 99.315 (4)° | |
| β = 93.140 (4)° | Block, colourless |
| γ = 90.196 (4)° | 0.50 × 0.47 × 0.44 mm |
| Bruker SMART APEX CCD area-detector diffractometer | 4947 independent reflections |
| Radiation source: fine-focus sealed tube | 3799 reflections with |
| Graphite monochromator | |
| Detector resolution: 83.66 pixels mm-1 | θmax = 25.5°, θmin = 2.0° |
| ω scan | |
| Absorption correction: multi-scan ( | |
| 14608 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 atoms treated by a mixture of independent and constrained refinement | |
| 4947 reflections | (Δ/σ)max < 0.001 |
| 329 parameters | Δρmax = 0.42 e Å−3 |
| 0 restraints | Δρmin = −0.43 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 | 0.03110 (10) | 0.62554 (11) | 0.86722 (8) | 0.1141 (4) | |
| Cl2 | 0.27407 (11) | 0.52065 (10) | 0.93526 (9) | 0.1134 (3) | |
| Cl3 | 0.12916 (12) | 0.69304 (10) | 1.08602 (7) | 0.1112 (4) | |
| O1 | 0.66016 (19) | 0.17533 (16) | 0.16568 (15) | 0.0666 (5) | |
| O2 | 0.78095 (19) | 0.01822 (19) | 0.02179 (15) | 0.0774 (5) | |
| O3 | 0.24675 (16) | 0.87363 (16) | 0.38440 (18) | 0.0742 (6) | |
| O4 | 0.12149 (18) | 1.08231 (16) | 0.3545 (2) | 0.0897 (7) | |
| N1 | 0.47101 (18) | 0.21937 (16) | 0.29251 (15) | 0.0518 (4) | |
| N2 | 0.24295 (18) | 0.62506 (16) | 0.38954 (16) | 0.0527 (4) | |
| C1 | 0.4031 (2) | 0.28405 (19) | 0.47697 (18) | 0.0500 (5) | |
| C2 | 0.3505 (2) | 0.3788 (2) | 0.55115 (18) | 0.0536 (5) | |
| H2 | 0.3515 | 0.3665 | 0.6224 | 0.064* | |
| C3 | 0.2966 (2) | 0.4910 (2) | 0.52441 (18) | 0.0512 (5) | |
| C4 | 0.2981 (2) | 0.50847 (18) | 0.41760 (18) | 0.0473 (5) | |
| C5 | 0.3573 (2) | 0.42049 (19) | 0.34071 (17) | 0.0492 (5) | |
| C6 | 0.4070 (2) | 0.30635 (19) | 0.37139 (18) | 0.0474 (5) | |
| C7 | 0.4551 (3) | 0.1628 (2) | 0.5135 (2) | 0.0662 (6) | |
| H7A | 0.3897 | 0.0952 | 0.4967 | 0.099* | |
| H7B | 0.4750 | 0.1794 | 0.5896 | 0.099* | |
| H7C | 0.5336 | 0.1367 | 0.4774 | 0.099* | |
| C8 | 0.2394 (3) | 0.5905 (2) | 0.6084 (2) | 0.0705 (7) | |
| H8A | 0.1449 | 0.5873 | 0.5993 | 0.106* | |
| H8B | 0.2707 | 0.6749 | 0.6010 | 0.106* | |
| H8C | 0.2660 | 0.5726 | 0.6785 | 0.106* | |
| C9 | 0.3669 (3) | 0.4462 (2) | 0.2278 (2) | 0.0721 (7) | |
| H9A | 0.2897 | 0.4123 | 0.1851 | 0.108* | |
| H9B | 0.4437 | 0.4050 | 0.1977 | 0.108* | |
| H9C | 0.3735 | 0.5376 | 0.2283 | 0.108* | |
| C10 | 0.4370 (2) | 0.1001 (2) | 0.26946 (18) | 0.0520 (5) | |
| H10 | 0.3665 | 0.0698 | 0.3027 | 0.062* | |
| C11 | 0.5068 (2) | 0.0109 (2) | 0.19195 (18) | 0.0515 (5) | |
| C12 | 0.6140 (2) | 0.0524 (2) | 0.14253 (18) | 0.0529 (5) | |
| C13 | 0.6780 (2) | −0.0339 (2) | 0.06563 (19) | 0.0599 (6) | |
| C14 | 0.6338 (3) | −0.1596 (2) | 0.0417 (2) | 0.0716 (7) | |
| H14 | 0.6758 | −0.2175 | −0.0089 | 0.086* | |
| C15 | 0.5280 (3) | −0.2015 (2) | 0.0915 (2) | 0.0767 (8) | |
| H15 | 0.4998 | −0.2872 | 0.0745 | 0.092* | |
| C16 | 0.4642 (3) | −0.1179 (2) | 0.1656 (2) | 0.0655 (6) | |
| H16 | 0.3927 | −0.1467 | 0.1985 | 0.079* | |
| C17 | 0.8454 (3) | −0.0624 (4) | −0.0602 (3) | 0.1006 (11) | |
| H17A | 0.8850 | −0.1334 | −0.0315 | 0.151* | |
| H17B | 0.9125 | −0.0134 | −0.0870 | 0.151* | |
| H17C | 0.7824 | −0.0949 | −0.1177 | 0.151* | |
| C18 | 0.1223 (2) | 0.6255 (2) | 0.36095 (18) | 0.0513 (5) | |
| H18 | 0.0749 | 0.5483 | 0.3533 | 0.062* | |
| C19 | 0.0532 (2) | 0.7410 (2) | 0.33923 (17) | 0.0498 (5) | |
| C20 | −0.0803 (2) | 0.7342 (3) | 0.3063 (2) | 0.0689 (7) | |
| H20 | −0.1244 | 0.6549 | 0.2957 | 0.083* | |
| C21 | −0.1466 (3) | 0.8424 (3) | 0.2894 (3) | 0.0801 (8) | |
| H21 | −0.2353 | 0.8364 | 0.2666 | 0.096* | |
| C22 | −0.0827 (3) | 0.9608 (3) | 0.3060 (2) | 0.0720 (7) | |
| H22 | −0.1290 | 1.0346 | 0.2956 | 0.086* | |
| C23 | 0.0486 (2) | 0.9705 (2) | 0.3378 (2) | 0.0595 (6) | |
| C24 | 0.1182 (2) | 0.8603 (2) | 0.35432 (18) | 0.0499 (5) | |
| C25 | 0.0571 (3) | 1.1989 (3) | 0.3692 (3) | 0.0928 (10) | |
| H25A | 0.0083 | 1.2092 | 0.3040 | 0.139* | |
| H25B | 0.1205 | 1.2681 | 0.3880 | 0.139* | |
| H25C | −0.0023 | 1.2005 | 0.4259 | 0.139* | |
| C26 | 0.1719 (3) | 0.6559 (3) | 0.9533 (2) | 0.0741 (7) | |
| H26 | 0.2196 | 0.7299 | 0.9349 | 0.089* | |
| H3 | 0.275 (3) | 0.797 (4) | 0.392 (3) | 0.109 (11)* | |
| H1 | 0.605 (3) | 0.218 (3) | 0.210 (3) | 0.101 (11)* |
| Cl1 | 0.1134 (7) | 0.1233 (8) | 0.0967 (6) | 0.0259 (6) | −0.0080 (5) | −0.0049 (5) |
| Cl2 | 0.1231 (8) | 0.1002 (7) | 0.1177 (7) | 0.0351 (6) | 0.0131 (6) | 0.0177 (5) |
| Cl3 | 0.1584 (9) | 0.1091 (7) | 0.0672 (5) | −0.0003 (6) | 0.0309 (5) | 0.0097 (4) |
| O1 | 0.0770 (12) | 0.0468 (9) | 0.0746 (11) | 0.0004 (8) | 0.0250 (9) | −0.0016 (8) |
| O2 | 0.0793 (12) | 0.0798 (12) | 0.0697 (11) | 0.0162 (10) | 0.0216 (9) | −0.0039 (9) |
| O3 | 0.0490 (9) | 0.0427 (9) | 0.1321 (17) | 0.0056 (7) | −0.0044 (9) | 0.0210 (10) |
| O4 | 0.0635 (11) | 0.0417 (9) | 0.167 (2) | 0.0105 (8) | 0.0093 (12) | 0.0248 (11) |
| N1 | 0.0546 (10) | 0.0388 (9) | 0.0620 (11) | 0.0110 (8) | 0.0091 (8) | 0.0065 (8) |
| N2 | 0.0534 (11) | 0.0344 (9) | 0.0710 (12) | 0.0073 (7) | 0.0058 (9) | 0.0095 (8) |
| C1 | 0.0467 (11) | 0.0418 (11) | 0.0622 (13) | 0.0061 (9) | 0.0012 (10) | 0.0108 (9) |
| C2 | 0.0590 (13) | 0.0491 (12) | 0.0537 (12) | 0.0043 (10) | 0.0039 (10) | 0.0112 (10) |
| C3 | 0.0528 (12) | 0.0405 (11) | 0.0595 (13) | 0.0037 (9) | 0.0080 (10) | 0.0035 (9) |
| C4 | 0.0465 (11) | 0.0322 (10) | 0.0632 (13) | 0.0035 (8) | 0.0039 (9) | 0.0075 (9) |
| C5 | 0.0522 (12) | 0.0391 (10) | 0.0570 (12) | 0.0042 (9) | 0.0063 (9) | 0.0086 (9) |
| C6 | 0.0442 (11) | 0.0361 (10) | 0.0611 (13) | 0.0061 (8) | 0.0058 (9) | 0.0048 (9) |
| C7 | 0.0717 (16) | 0.0554 (14) | 0.0740 (16) | 0.0197 (12) | −0.0027 (12) | 0.0193 (12) |
| C8 | 0.0881 (18) | 0.0522 (14) | 0.0700 (16) | 0.0146 (12) | 0.0194 (14) | 0.0012 (12) |
| C9 | 0.099 (2) | 0.0565 (14) | 0.0644 (15) | 0.0228 (13) | 0.0172 (14) | 0.0164 (12) |
| C10 | 0.0503 (12) | 0.0442 (12) | 0.0611 (13) | 0.0078 (9) | 0.0026 (10) | 0.0078 (10) |
| C11 | 0.0571 (13) | 0.0389 (11) | 0.0565 (12) | 0.0099 (9) | −0.0030 (10) | 0.0041 (9) |
| C12 | 0.0609 (13) | 0.0429 (11) | 0.0531 (12) | 0.0129 (10) | −0.0018 (10) | 0.0043 (9) |
| C13 | 0.0659 (15) | 0.0569 (14) | 0.0540 (13) | 0.0201 (11) | −0.0001 (11) | 0.0014 (10) |
| C14 | 0.0876 (19) | 0.0573 (15) | 0.0625 (15) | 0.0236 (13) | −0.0011 (14) | −0.0115 (12) |
| C15 | 0.095 (2) | 0.0425 (13) | 0.0849 (19) | 0.0075 (13) | −0.0076 (16) | −0.0082 (12) |
| C16 | 0.0721 (16) | 0.0461 (13) | 0.0753 (16) | 0.0021 (11) | −0.0032 (13) | 0.0034 (11) |
| C17 | 0.082 (2) | 0.125 (3) | 0.082 (2) | 0.0240 (19) | 0.0192 (16) | −0.0254 (19) |
| C18 | 0.0572 (13) | 0.0373 (10) | 0.0595 (13) | 0.0008 (9) | 0.0072 (10) | 0.0066 (9) |
| C19 | 0.0520 (12) | 0.0442 (11) | 0.0544 (12) | 0.0071 (9) | 0.0059 (9) | 0.0102 (9) |
| C20 | 0.0565 (14) | 0.0592 (14) | 0.0923 (19) | −0.0024 (11) | −0.0047 (13) | 0.0196 (13) |
| C21 | 0.0532 (14) | 0.0771 (18) | 0.113 (2) | 0.0059 (13) | −0.0115 (14) | 0.0308 (16) |
| C22 | 0.0593 (15) | 0.0619 (15) | 0.101 (2) | 0.0180 (12) | 0.0056 (14) | 0.0310 (14) |
| C23 | 0.0548 (13) | 0.0452 (12) | 0.0817 (16) | 0.0100 (10) | 0.0116 (11) | 0.0177 (11) |
| C24 | 0.0452 (11) | 0.0457 (11) | 0.0603 (13) | 0.0090 (9) | 0.0083 (9) | 0.0109 (9) |
| C25 | 0.086 (2) | 0.0506 (15) | 0.141 (3) | 0.0160 (14) | 0.0102 (19) | 0.0142 (17) |
| C26 | 0.0911 (19) | 0.0671 (16) | 0.0665 (16) | −0.0008 (14) | 0.0179 (14) | 0.0136 (13) |
| Cl1—C26 | 1.745 (3) | C9—H9B | 0.9600 |
| Cl2—C26 | 1.753 (3) | C9—H9C | 0.9600 |
| Cl3—C26 | 1.738 (3) | C10—C11 | 1.457 (3) |
| O1—C12 | 1.351 (3) | C10—H10 | 0.9300 |
| O1—H1 | 0.89 (4) | C11—C12 | 1.388 (3) |
| O2—C13 | 1.363 (3) | C11—C16 | 1.399 (3) |
| O2—C17 | 1.419 (3) | C12—C13 | 1.406 (3) |
| O3—C24 | 1.340 (3) | C13—C14 | 1.372 (4) |
| O3—H3 | 0.88 (4) | C14—C15 | 1.380 (4) |
| O4—C23 | 1.366 (3) | C14—H14 | 0.9300 |
| O4—C25 | 1.379 (3) | C15—C16 | 1.368 (4) |
| N1—C10 | 1.280 (3) | C15—H15 | 0.9300 |
| N1—C6 | 1.425 (3) | C16—H16 | 0.9300 |
| N2—C18 | 1.259 (3) | C17—H17A | 0.9600 |
| N2—C4 | 1.435 (3) | C17—H17B | 0.9600 |
| C1—C2 | 1.381 (3) | C17—H17C | 0.9600 |
| C1—C6 | 1.394 (3) | C18—C19 | 1.458 (3) |
| C1—C7 | 1.509 (3) | C18—H18 | 0.9300 |
| C2—C3 | 1.383 (3) | C19—C24 | 1.394 (3) |
| C2—H2 | 0.9300 | C19—C20 | 1.395 (3) |
| C3—C4 | 1.392 (3) | C20—C21 | 1.362 (4) |
| C3—C8 | 1.505 (3) | C20—H20 | 0.9300 |
| C4—C5 | 1.391 (3) | C21—C22 | 1.380 (4) |
| C5—C6 | 1.404 (3) | C21—H21 | 0.9300 |
| C5—C9 | 1.503 (3) | C22—C23 | 1.370 (3) |
| C7—H7A | 0.9600 | C22—H22 | 0.9300 |
| C7—H7B | 0.9600 | C23—C24 | 1.396 (3) |
| C7—H7C | 0.9600 | C25—H25A | 0.9600 |
| C8—H8A | 0.9600 | C25—H25B | 0.9600 |
| C8—H8B | 0.9600 | C25—H25C | 0.9600 |
| C8—H8C | 0.9600 | C26—H26 | 0.9800 |
| C9—H9A | 0.9600 | ||
| C12—O1—H1 | 106 (2) | O2—C13—C14 | 126.2 (2) |
| C13—O2—C17 | 117.6 (2) | O2—C13—C12 | 114.9 (2) |
| C24—O3—H3 | 107 (2) | C14—C13—C12 | 118.9 (2) |
| C23—O4—C25 | 118.9 (2) | C13—C14—C15 | 121.0 (2) |
| C10—N1—C6 | 121.59 (19) | C13—C14—H14 | 119.5 |
| C18—N2—C4 | 118.54 (18) | C15—C14—H14 | 119.5 |
| C2—C1—C6 | 117.92 (19) | C16—C15—C14 | 120.5 (2) |
| C2—C1—C7 | 119.0 (2) | C16—C15—H15 | 119.7 |
| C6—C1—C7 | 123.0 (2) | C14—C15—H15 | 119.7 |
| C1—C2—C3 | 123.1 (2) | C15—C16—C11 | 119.9 (3) |
| C1—C2—H2 | 118.5 | C15—C16—H16 | 120.0 |
| C3—C2—H2 | 118.5 | C11—C16—H16 | 120.0 |
| C2—C3—C4 | 117.53 (19) | O2—C17—H17A | 109.5 |
| C2—C3—C8 | 120.8 (2) | O2—C17—H17B | 109.5 |
| C4—C3—C8 | 121.6 (2) | H17A—C17—H17B | 109.5 |
| C5—C4—C3 | 121.95 (18) | O2—C17—H17C | 109.5 |
| C5—C4—N2 | 120.19 (19) | H17A—C17—H17C | 109.5 |
| C3—C4—N2 | 117.76 (18) | H17B—C17—H17C | 109.5 |
| C4—C5—C6 | 118.1 (2) | N2—C18—C19 | 123.36 (19) |
| C4—C5—C9 | 121.06 (19) | N2—C18—H18 | 118.3 |
| C6—C5—C9 | 120.87 (19) | C19—C18—H18 | 118.3 |
| C1—C6—C5 | 121.22 (19) | C24—C19—C20 | 119.0 (2) |
| C1—C6—N1 | 121.34 (18) | C24—C19—C18 | 120.59 (19) |
| C5—C6—N1 | 117.24 (19) | C20—C19—C18 | 120.4 (2) |
| C1—C7—H7A | 109.5 | C21—C20—C19 | 120.7 (2) |
| C1—C7—H7B | 109.5 | C21—C20—H20 | 119.7 |
| H7A—C7—H7B | 109.5 | C19—C20—H20 | 119.7 |
| C1—C7—H7C | 109.5 | C20—C21—C22 | 120.3 (2) |
| H7A—C7—H7C | 109.5 | C20—C21—H21 | 119.9 |
| H7B—C7—H7C | 109.5 | C22—C21—H21 | 119.9 |
| C3—C8—H8A | 109.5 | C23—C22—C21 | 120.4 (2) |
| C3—C8—H8B | 109.5 | C23—C22—H22 | 119.8 |
| H8A—C8—H8B | 109.5 | C21—C22—H22 | 119.8 |
| C3—C8—H8C | 109.5 | O4—C23—C22 | 125.1 (2) |
| H8A—C8—H8C | 109.5 | O4—C23—C24 | 114.9 (2) |
| H8B—C8—H8C | 109.5 | C22—C23—C24 | 120.0 (2) |
| C5—C9—H9A | 109.5 | O3—C24—C19 | 122.20 (18) |
| C5—C9—H9B | 109.5 | O3—C24—C23 | 118.2 (2) |
| H9A—C9—H9B | 109.5 | C19—C24—C23 | 119.6 (2) |
| C5—C9—H9C | 109.5 | O4—C25—H25A | 109.5 |
| H9A—C9—H9C | 109.5 | O4—C25—H25B | 109.5 |
| H9B—C9—H9C | 109.5 | H25A—C25—H25B | 109.5 |
| N1—C10—C11 | 121.1 (2) | O4—C25—H25C | 109.5 |
| N1—C10—H10 | 119.5 | H25A—C25—H25C | 109.5 |
| C11—C10—H10 | 119.5 | H25B—C25—H25C | 109.5 |
| C12—C11—C16 | 119.4 (2) | Cl3—C26—Cl1 | 110.58 (17) |
| C12—C11—C10 | 120.85 (19) | Cl3—C26—Cl2 | 110.98 (16) |
| C16—C11—C10 | 119.7 (2) | Cl1—C26—Cl2 | 109.26 (16) |
| O1—C12—C11 | 121.96 (19) | Cl3—C26—H26 | 108.7 |
| O1—C12—C13 | 117.9 (2) | Cl1—C26—H26 | 108.7 |
| C11—C12—C13 | 120.2 (2) | Cl2—C26—H26 | 108.7 |
| C6—C1—C2—C3 | 3.1 (3) | C17—O2—C13—C14 | 3.3 (4) |
| C7—C1—C2—C3 | −177.8 (2) | C17—O2—C13—C12 | −176.9 (2) |
| C1—C2—C3—C4 | −1.0 (3) | O1—C12—C13—O2 | −0.5 (3) |
| C1—C2—C3—C8 | 179.3 (2) | C11—C12—C13—O2 | 179.3 (2) |
| C2—C3—C4—C5 | −3.3 (3) | O1—C12—C13—C14 | 179.3 (2) |
| C8—C3—C4—C5 | 176.4 (2) | C11—C12—C13—C14 | −0.9 (3) |
| C2—C3—C4—N2 | −179.66 (19) | O2—C13—C14—C15 | −180.0 (2) |
| C8—C3—C4—N2 | 0.0 (3) | C12—C13—C14—C15 | 0.3 (4) |
| C18—N2—C4—C5 | 93.5 (3) | C13—C14—C15—C16 | 0.4 (4) |
| C18—N2—C4—C3 | −90.1 (3) | C14—C15—C16—C11 | −0.4 (4) |
| C3—C4—C5—C6 | 5.2 (3) | C12—C11—C16—C15 | −0.2 (3) |
| N2—C4—C5—C6 | −178.49 (19) | C10—C11—C16—C15 | 178.8 (2) |
| C3—C4—C5—C9 | −175.3 (2) | C4—N2—C18—C19 | 174.8 (2) |
| N2—C4—C5—C9 | 1.0 (3) | N2—C18—C19—C24 | −3.0 (3) |
| C2—C1—C6—C5 | −1.0 (3) | N2—C18—C19—C20 | 179.1 (2) |
| C7—C1—C6—C5 | 179.9 (2) | C24—C19—C20—C21 | −0.2 (4) |
| C2—C1—C6—N1 | 173.84 (19) | C18—C19—C20—C21 | 177.7 (3) |
| C7—C1—C6—N1 | −5.2 (3) | C19—C20—C21—C22 | −0.8 (5) |
| C4—C5—C6—C1 | −3.0 (3) | C20—C21—C22—C23 | 1.2 (5) |
| C9—C5—C6—C1 | 177.5 (2) | C25—O4—C23—C22 | 18.3 (4) |
| C4—C5—C6—N1 | −178.06 (18) | C25—O4—C23—C24 | −162.4 (3) |
| C9—C5—C6—N1 | 2.4 (3) | C21—C22—C23—O4 | 178.7 (3) |
| C10—N1—C6—C1 | 58.0 (3) | C21—C22—C23—C24 | −0.5 (4) |
| C10—N1—C6—C5 | −126.9 (2) | C20—C19—C24—O3 | −179.0 (2) |
| C6—N1—C10—C11 | −177.39 (19) | C18—C19—C24—O3 | 3.0 (3) |
| N1—C10—C11—C12 | 1.3 (3) | C20—C19—C24—C23 | 0.9 (3) |
| N1—C10—C11—C16 | −177.7 (2) | C18—C19—C24—C23 | −177.1 (2) |
| C16—C11—C12—O1 | −179.3 (2) | O4—C23—C24—O3 | 0.1 (3) |
| C10—C11—C12—O1 | 1.7 (3) | C22—C23—C24—O3 | 179.4 (2) |
| C16—C11—C12—C13 | 0.8 (3) | O4—C23—C24—C19 | −179.9 (2) |
| C10—C11—C12—C13 | −178.2 (2) | C22—C23—C24—C19 | −0.6 (4) |
| H··· | ||||
| O1—H1···N1 | 0.89 (3) | 1.76 (4) | 2.566 (3) | 150 (3) |
| O3—H3···N2 | 0.87 (4) | 1.83 (4) | 2.618 (2) | 150 (4) |
| C26—H26···O1i | 0.98 | 2.16 | 3.071 (4) | 154 |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| O1—H1⋯N1 | 0.89 (3) | 1.76 (4) | 2.566 (3) | 150 (3) |
| O3—H3⋯N2 | 0.87 (4) | 1.83 (4) | 2.618 (2) | 150 (4) |
| C26—H26⋯O1i | 0.98 | 2.16 | 3.071 (4) | 154 |
Symmetry code: (i) .