Premium
Octyl 1‐(5‐ tert ‐butyl‐1 H ‐pyrazol‐3‐yl)‐2‐(4‐chlorophenyl)‐1 H ‐benzimidazole‐5‐carboxylate: complex sheets built from N—H...N, C—H...N and C—H...O hydrogen bonds
Author(s) -
Cortés Edwar,
Abonía Rodrigo,
Cobo Justo,
Glidewell Christopher
Publication year - 2014
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229614011760
Subject(s) - benzimidazole , hydrogen bond , imidazole , ring (chemistry) , carboxylate , chemistry , pyrazole , supramolecular chemistry , molecule , delocalized electron , stereochemistry , crystallography , organic chemistry
In the title compound, C 29 H 35 ClN 4 O 2 , the bond lengths provide evidence for aromatic delocalization in the pyrazole ring but bond fixation in the fused imidazole ring, and the octyl chain is folded, rather than adopting an all‐ trans chain‐extended conformation. A combination of N—H...N, C—H...N and C—H...O hydrogen bonds links the molecules into sheets, in which the hydrogen bonds occupy the central layer with the tert ‐butyl and octyl groups arranged on either side, such that the closest contacts between adjacent sheets involve only the octyl groups. Comparisons are made with the supramolecular assembly in some simpler analogues.