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 R22(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.

► We report the preparation of four organic acid–base adducts.
► These compounds were structurally characterized by spectroscopic and X-ray measurements.
► Here we have studied the non-covalent interactions using experimental methods.
► Non-covalent interactions are playing crucial role in structure extension and lattice stabilization.