TY - JOUR
T1 - Octyl 1-(5-tert-butyl-1H-pyrazol-3-yl)-2-(4-chlorophenyl)-1H-benzimidazole- 5-carboxylate
T2 - complex sheets built from N-H⋯N, C-H⋯N and C-H⋯O hydrogen bonds
AU - Cortés, E.
AU - Abonía, R.
AU - Cobo, J.
AU - Glidewell, C.
N1 - The authors thank the Centro de Instrumentacion Cientıfico-Tecnica of the Universidad de Jaen and the staff for the data collection. Financial support from COLCIENCIAS, the Universidad del Valle, the Consejerıa de Economıa, Innovacion, Ciencia y Empleo (Junta de Andalucıa, Spain) and the Universidad de Jaen is gratefully acknowledged.
PY - 2014/6/1
Y1 - 2014/6/1
N2 - In the title compound, C29H35ClN4O2, 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.
AB - In the title compound, C29H35ClN4O2, 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.
KW - Crystal structure
KW - Hydrogen bonding
KW - Supramolecular assembly
KW - Benzimidazole carboxylic acid ester
KW - Antitumour activity
UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-84905485375&partnerID=8YFLogxK
UR - http://scripts.iucr.org/cgi-bin/sendsup?cnor=fg3321&type=supplementarymaterials
U2 - 10.1107/S2053229614011760
DO - 10.1107/S2053229614011760
M3 - Article
AN - SCOPUS:84905485375
SN - 2053-2296
VL - 70
SP - 617
EP - 621
JO - Acta Crystallographica Section C Structural Chemistry
JF - Acta Crystallographica Section C Structural Chemistry
IS - 6
ER -