3-Methyl-4-[(E)-3-thienylmethylideneamino]-1H-1,2,4-triazole-5(4H)-thione

The asymmetric unit of the title compound, C8H8N4S2, contains two crystallographically independent molecules. The thiophene ring of one molecule is disordered over two positions with refined site occupancies of 0.6375 (19) and 0.3625 (19). One molecule is almost planar and the other one is twisted, the dihedral angles between the thiophene and triazole rings being 7.28 (7) and 48.9 (2)° [48.5 (4)° for the minor component], respectively. An intramolecular C—H⋯S hydrogen bond stabilizes the molecular conformation of the planar molecule. In the crystal, the two molecules are interconnected 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 interactions [centroid–centroid distance = 3.5149 (7) Å] are also observed.

The asymmetric unit of the title compound, C 8 H 8 N 4 S 2 , contains two crystallographically independent molecules. The thiophene ring of one molecule is disordered over two positions with refined site occupancies of 0.6375 (19) and 0.3625 (19). One molecule is almost planar and the other one is twisted, the dihedral angles between the thiophene and triazole rings being 7.28 (7) and 48.9 (2) [48.5 (4) for the minor component], respectively. An intramolecular C-HÁ Á ÁS hydrogen bond stabilizes the molecular conformation of the planar molecule. In the crystal, the two molecules are interconnected by N-HÁ Á ÁS hydrogen bonds into dimers, which are further consolidated into chains along the b axis by C-HÁ Á ÁN hydrogen bonds. Weak C-HÁ Á Á andinteractions [centroid-centroid distance = 3.5149 (7) Å ] are also observed.

Comment
Schiff bases of 1,2,4-triazole and its derivatives have been the subject of current research in the field of pharmacology and coordination chemistry (Ghazzali et al., 2010). Due to the bioactivity associated with substituted 1,2,4-triazoles, researchers and chemists are very much interested to study the chemistry of these compounds, as they exhibit a broad spectrum of biological properties such as anticancer (Xia et al., 2010), anti-inflammatory/analgesic (Aytac et al., 2009), antibacterial/ antifungal (Siddiqui et al., 2006), antiviral/anti-HIV and anti-tuberculosis (Kucukguzel et al., 2008) activities.
The asymmetric unit of the title compound consists of two crystallographically independent molecules (Fig. 1). The thiophene ring of molecule B is disordered over two positions with refined site occupancies of 0.6375 (19) and 0.3625 (19).

Refinement
The thiophene ring of molecule B is disordered over two positions with refined site occupancies of 0.6375 (19) and 0.3625 (19). The same U ij parameters were used for the atom pairs C1B/C1X and C2B/C2X. The S1X-C2X bond distance was constrained to 1.70 (1) Å. The N-bound hydrogen atoms was located in a difference Fourier map and refined freely.
The rest of hydrogen atoms were positioned geometrically [C-H = 0.93-0.96 Å] and refined using a riding model [U iso (H) = 1.2-1.5U eq (C)]. A rotating-group model were applied for methyl groups. Fig. 1. The molecular structure of the title compound with atom labels and 50% probability ellipsoids for non-H atoms.

sup-2 Figures
Hall symbol: -P 1 Mo Kα radiation, λ = 0.71073 Å a = 9.3108 (7)  as those based on F, and R-factors based on ALL data will be even larger.