D. Lynch, Manpreet Singh, S. Parsons
Mar 1, 2000
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Influential Citations
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Journal
Crystal Engineering
Abstract
Abstract Three adduct structures of 2-amino-5-chlorobenzooxazole (2-ABOX) have been prepared and studied using single-crystal X-ray techniques. These adduct structures are indole-2-carboxylic acid [(2-ABOX)(ICA)] 1, N-methylpyrrole-2-carboxylic acid [(2-ABOX)(MPCA)] 2 and 3,5-dinitrobenzoic acid [(2-ABOX)(DNBA)] 3. Having previously studied a series of carboxylic acid adducts of 2-aminothiazole derivatives, these current structures were examined to determine the spatial differences between the constituent non-hydrogen atoms of the dominate R22(8) graph set hydrogen-bonding association. The average distances between the carboxylate oxygen/heterocyclic nitrogen and carboxylate oxygen/2-amino nitrogen are 2.687(5) A and 2.796(5) A, respectively for thirteen 2-aminothiazole adduct structures, and 2.604(8) A and 2.817(8) A, respectively for the three 2-ABOX complexes reported in this paper. These distances show that 2-aminooxazole derivatives are dissimilar to their 2-aminothiazole counterparts, in terms of intermolecular associations with carboxylic acids.