3-Methyl-4-[(E)-3-thien-ylmethyl-idene-amino]-1H-1,2,4-triazole-5(4H)-thione

Abstract

The asymmetric unit of the title compound, C(8)H(8)N(4)S(2), contains two crystallographically independent mol-ecules. The thio-phene ring of one mol-ecule is disordered over two positions with refined site occupancies of 0.6375 (19) and 0.3625 (19). One mol-ecule is almost planar and the other one is twisted, the dihedral angles between the thio-phene and triazole rings being 7.28 (7) and 48.9 (2)° [48.5 (4)° for the minor component], respectively. An intra-molecular C-H⋯S hydrogen bond stabilizes the mol-ecular conformation of the planar molecule. In the crystal, the two mol-ecules are inter-connected by N-H⋯S hydrogen bonds into dimers, which are further consolidated into chains along the b axis by C-H⋯N hydrogen bonds. Weak C-H⋯π and π-π inter-actions [centroid-centroid distance = 3.5149 (7) Å] are also observed.

Fig. 1.

The molecular structure of the title compound with atom labels and 50% probability ellipsoids for non-H atoms.

Fig. 2.

The crystal packing of the title compound viewed down the c axis showing chains along the b axis. Only the major component of disorder is shown. Intermolecular hydrogen bonds are shown as dashed lines.