Trung, Vu Quoc, Linh, Nguyen Ngoc, Dai, Do Ba, Thang, Pham Chien, Hung, Nguyen Huy, and Luc, Van Meervelt
The synthesis and crystal structure of a new thiophene monomer containing a 1,2,4-triazole-5-thione ring are reported. The thiophene and 1,2,4-triazole rings are inclined to each other by 79.70 (9)°., In the title compound, C13H11N3S2, the phenyl ring is twisted from the 1,2,4-triazole plane by 63.35 (9)° and by 47.35 (9)° from the thiophene plane. In the crystal, chains of molecules running along the c-axis direction are formed by N—H⋯S interactions [graph-set motif C(4)]. The 1,2,4-triazole and phenyl rings are involved in π–π stacking interactions [centroid–centroid distance = 3.4553 (10) Å]. The thiophene ring is involved in C—H⋯S and C—H⋯π interactions. The intermolecular interactions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H⋯H (35.8%), followed by S⋯H/H⋯S (26.7%) and C⋯H/H⋯C (18.2%).