Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.007 Å; disorder in main residue; R factor = 0.063; wR factor = 0.169; data-to-parameter ratio = 9.9.There are two independent molecules in the asymmetric unit of the title compound, C 12 H 12 N 2 O 3 S. With the exception of the methylene groups, a mean plane fitted through all non-H atoms of each molecule has an r.m.s. deviation of 0.035 Å for one molecule and 0.120 Å for the second. In one of the independent molecules, the methylene groups was refined using a disorder model with an occupancy ratio of 0.53:0.47 (14). Each molecule features an intramolecular O-HÁ Á ÁO hydrogen bond, which generates an S(7) ring.
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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.
In the crystal structure of the title compound, C17H21N3O2·2H2O, water molecules are mutually O—H⋯O hydrogen bonded and form infinite chains propagating along the b axis. Neighboring chains are linked by the quinazoline molecules by means of O—H⋯O=C hydrogen bonds, forming a two–dimensional network.
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