Syntheses and structure characterization of ten acid-base hybrid crystals based on imidazole derivatives and mineral acids

Cocrystallization of the imidazole derivatives with a series of mineral acids gave a total of ten hybrid salts with the compositions: [(H(2)bzm)(Cl)(2)center dot 3H(2)O] (1), [(H(2)bzm)(ClO4)(2)] (2), [(H(2)bze)(Cl)(2)center dot 2H(2)O] (3), [(H(2)bzm)(Br)(2)center dot 2H(2)O] (4), [(H(2)bzp)(Cl)(2)center dot 4H(2)O] (5), [(H(2)bzp)(Br)(2)center dot 4H(2)O] (6), (2-(imidazol-1-yl)-1-phenylethanone): (phosphoric acid) [(Himpeta)(+)(H2PO4)(-)] (7), [(H(2)impd)(Br)(2)] (8), [(H(2)impd)(ClO4)(2)] (9), and [(Hbzml)(Cl)] (10). The ten salts have been characterised by X-ray diffraction analysis, IR, and elemental analysis, and the melting points of all the salts were also reported. And their structural and supramolecular aspects are fully analyzed. The result reveals that among the ten investigated crystals the ring N atoms of the imidazole are protonated when the acids are deprotonated, and the crystal packing is interpreted in terms of the strong charge-assisted classical H-bonds between the NH+ and deprotonated acidic groups. Further analysis of the crystal packing of the salts indicated that a different set of additional CH-O, CH2-O, CH Cl, CH2-Cl, CH-N, CH-Br, CH2-Br, O-O, O-pi, CH-pi, and pi-pi associations contribute to the stabilization and expansion of the total high-dimensional frameworks. For the coexistence of the various weak nonbonding interactions these structures adopted homo or hetero supramolecular synthons or both. Some classical supramolecular synthons, such as R-2(1)(7), R-2(2)(7), R-2(2)(8), and R-4(2)(8), usually observed in the organic solids, were again shown to be involved in constructing some of these H-bonding networks. (C) 2017 Elsevier B.V. All rights reserved.