Structures of ten organic salts from 2-aminothiazole/2-aminobenzothiazole and acidic compounds

Cocrystallization of 2-aminothiazole/2-aminobenzothiazole with a set of organic acids got a total of ten crystalline salts. The ten salts have been examined by XRD, IR and elemental analysis and the melting points of all salts were also reported. Their structural and supramolecular aspects are fully analyzed. The result reveals that among all the investigated crystalline solids the hetero N in thiazole kernels are protonated when the organic acids are deprotonated and the crystal packing is interpreted in terms of the strong charge-assisted N-H center dot center dot center dot O H-bond from the NH+ and the deprotonated acidic groups. Except the N-H center dot center dot center dot O H-bonds, the O-H-O H-bonds were found at 2 and 7-10. 1 and 3 have the additional N-H center dot center dot center dot Cl H-bonds, 7 displayed the N-H center dot center dot center dot Br H-bond. The N-H center dot center dot center dot N H-bonds were occurred in 1 and 2. There were O-H center dot center dot center dot S H-bonds in 2 and 9. Further analysis of the crystal packing of the salts told that a different set of additional O-O, O-S, Cl-S, S-C, Br-S, CH-O, CH-S, CH-Cl/CH2-Cl, CH-pi, O-pi, Cl-pi and pi-pi contacts contribute to the stabilization and expansion of the total frameworks. For the interplay of the various weak nonbonding contacts these structures took on homo or hetero supramolecular synthons or both. The recognition of the base-acid in all the multicomponent crystals is based on the typical R-2(2) (8) synthon except 1 and 9-10. Due to the synergetic effect of these weak bonds, 1-10 display 1D-3D structures. (C) 2019 Elsevier B.V. All rights reserved.