Synthesis, crystal structure and Hirshfeld surface analysis of 5-methyl-2-[(1,3-thia­zol-2-yl)sulfan­yl]-1,3,4-thia­diazole

Abstract

The title compound contains two biologically active heterocyclic rings, 1,3,4-thia­diazole and 1,3-thia­zole, connected via a sulfur atom. The packing is consolidated by non-classical inter­molecular C—H⋯N hydrogen bonds and π–π stacking inter­actions.

The title compound, C₆H₅N₃S₃, consists of two biologically relevant heterocyclic units, suggesting potential biological activity and possible use as a ligand in metal complexation. The compound crystallizes in the monoclinic space group P2₁/c and features non-classical inter­molecular C—H⋯N hydrogen bonds, along with π–π stacking inter­actions that contribute to the crystal cohesion. Hirshfeld surface analysis highlights significant inter­molecular inter­actions including, among others, N⋯H/H⋯N, S⋯H/H⋯S, and S⋯C/C⋯S contacts.