Synthesis, Characterization, Crystal structure and Hirshfeld surface analysis of alkyl Substituted N,4-diphenyl thiazole-2-amine.

Abstract The present work describes the synthesis of 4-(4-bromophenyl)-N-(4-chlorophenyl)-N-propylthiazol-2-amine (3a) and N-(4-chlorophenyl)-N-ethyl-4-(4-nitrophenyl)thiazol-2-amine (3b) through a three step pathway. The synthesized compounds were characterized by 1H NMR, 13C NMR, FT-IR and mass spectral analysis. Further, the structures were confirmed by single crystal X-ray diffraction studies which revealed that 3a crystallizes in triclinic system with P-1 space group whereas 3b crystallizes as monoclinic with P21/c space group. The asymmetric unit consists of only one molecule in both the structures. The study of torsional angles of 3a and 3b indicated that S1 and C4 are cis to each other whereas N2 and C4 are trans. A detailed analysis of intermolecular hydrogen bonding interactions has been performed. Also their C-H•••π and π•••π stacking interactions have been explored using Hirshfeld surface analysis and their 2D fingerprint plots. The most significant contributions in both the compounds are due to H⋯H interactions which also account for their stability.