Acta Crystallographica Section E (Dec 2011)
2-n-Butyl-6-chloro-1-(2,4-dimethylphenylsulfonyl)-1H-benzimidazole–2-n-butyl-5-chloro-1-(2,4-dimethylphenylsulfonyl)-1H-benzimidazole (0.759/0.241)
Abstract
The title compound, 0.759C19H21ClN2O2S·0.241C19H21ClN2O2S, was synthesized by arylsulfonylation of 2-n-butyl-5-chloro-1H-benzimidazole in the presence of triethylamine. The crystal structure is composed of two molecules, 2-n-butyl-6-chloro-1-(2,4-dimethylphenylsulfonyl)-1H-benzimidazole and 1-(2,4-dimethylphenylsulfonyl)-2-n-butyl-5-chloro-1H-benzimidazole, in the refined ratio of 0.759 (4):0.241 (4) disordered at the same position in the unit cell. The molecule has three essentially planar fragments viz. benzimidazole, dimethylbenzene and n-butyl (r.m.s. deviations of 0.009, 0.024 and 0.003 Å, respectively). The angle between the benzimidazole and dimethylbenzene fragments is 86.0 (1)°. In the crystal, pairs of intermolecular C—H...π interactions form centrosymmetrical dimers, which are linked by weak intermolecular C—H...O hydrogen bonds.