Salt and co-crystal formation from 6-bromobenzo[d]thiazol-2-amine and different carboxylic acid derivatives

Studies concentrating on non-covalent interactions between the organic base of 6-bromobenzo[d]thiazol-2-amine, and carboxylic acid derivatives have led to an increased understanding of the role 6-bromobenzo[d]thiazol-2-amine has in binding with carboxylic acid derivatives. Here anhydrous and hydrated multicomponent organic acid–base adducts of 6-bromobenzo[d]thiazol-2-amine have been prepared with the carboxylic acids as p-nitrobenzoic acid, fumaric acid, l-tartaric acid, and terephthalic acid. The four crystalline compounds were characterized by X-ray diffraction analysis, infrared (IR), melting point (mp), and elemental analysis. All structures adopted hetero R 2 2 ( 8 ) supramolecular synthons except the salt 3. Analysis of crystal packing of the compounds under study suggests that there are NH⋯O, OH⋯N, and OH⋯O hydrogen bonds (charge assisted or neutral) between acid and base components in the supramolecular assemblies.