The crystal structure of 6-(4-chloro-phen-yl)-2-(4-methyl-benz-yl)imidazo[2,1- b][1,3,4]thia-diazole-5-carbaldehyde

Acta Crystallogr E Crystallogr Commun. 2016 Sep 23;72(Pt 10):1460-1462. doi: 10.1107/S2056989016014754. eCollection 2016 Oct 1.

Abstract

In the title imidazo[2,1-b][1,3,4]thia-diazole derivative, C19H14ClN3OS, the 4-methyl-benzyl and chloro-phenyl rings are inclined to the planar imidazo[2,1-b][1,3,4]thia-diazole moiety (r.m.s. deviation = 0.012 Å) by 64.5 (1) and 3.7 (1)°, respectively. The mol-ecular structure is primarily stabilized by a strong intra-molecular C-H⋯O hydrogen bond, leading to the formation of a pseudo-seven-membered S(7) ring motif, and a short intra-molecular C-H⋯N contact forming an S(5) ring motif. In the crystal, mol-ecules are linked by pairs of C-H⋯S hydrogen bonds, forming inversion dimers. The dimers are linked by C-H⋯O and C-H⋯π inter-actions, forming chains propagating along [110].

Keywords: C—H⋯π inter­actions; crystal structure; hydrogen bonding; imidazo[2,1-b][1,3,4]thia­diazole.