The ZnII ion in the title compound, [Zn(C9H6NO4)2(H2O)4], is located on an inversion center and is octahedrally coordinated by two 2-(2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)acetate anions in axial sites and four water molecules in equatorial positions. In the crystal, O—H...O hydrogen bonds between the coordinated water molecules and carbonyl–carboxylate O atoms lead to pleated sheets parallel to (001)

2-Alkylbenzimidazoles have been obtained from o-nitroaniline and aliphatic carboxylic acids by reductive cyclization.Interaction of the former with arenesulfonyl chlorides led to the synthesis of 2-alkyl-1-arylsulfonylbenzimidazoles, the yield of which depended on the structure of the substituent in position 2.The high biological activity and broad spectrum of action of benzimidazole derivatives [2-8] has caused increased interest in them. Among 2-substituted benzimidazoles are found substances possessing antitumor, hypotensive, spasmolytic, neuroleptic, and antibacterial action [2-6], and also herbicidal, fungicidal, and growth stimulating activity [7,8].Communications have appeared recently on the synthesis of 2-cycloalkyl(aralkyl)benzimidazoles and sulfonylation of the latter with methane-and benzenesulfonyl chlorides [9]. Similar reactions for 2-alkylbenzimidazoles have not been studied. Continuing our investigations on the synthesis and conversion of benzazoles [1], in this work we have synthesized 2-alkylbenzimidazoles 2a-e and have studied their interaction with arene sulfonyl chlorides.2-Alkylbenzimidazoles were obtained previously from o-phenylenediamine and the appropriate acids [10]. Compounds 2a-e were synthesized by us from o-nitroaniline (1) and aliphatic acids by reductive cyclization using iron powder and hydrochloric acid. The interaction of products 2a-e with arene sulfonyl chlorides in the presence of triethylamine at room temperature led to 2-alkyl-1-arylsulfonyl benzimidazoles 3a-e and 8a-e (Table 1).It should be noted that with the lengthening of the substituent R the yields of compounds 3a-e and 8a-e were reduced. This is probably explained by the action of steric factors. Substitution in Ar did not have a significant influence on the course of the reaction.

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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.