4-Benzyl-3-(2-fur­yl)-1H-1,2,4-triazole-5(4H)-thione hemihydrate

Abstract

In the asymmetric unit of the title compound, C13H11N3OS·0.5H2O, there are two independent mol­ecules of 4-benzyl-3-(2-fur­yl)-1H-1,2,4-triazole-5(4H)-thione and a water mol­ecule of hydration. The conformation of the two organic mol­ecules is slightly different, the dihedral angles formed by the furyl and triazole rings being 5.63 (15) and 17.66 (13)°. The water mol­ecule of hydration links three adjacent triazole mol­ecules to form a cluster via inter­molecular O—H⋯S, N—H⋯S and N—H⋯O hydrogen bonds, generating a 10-membered ring of graph set R 3 3(10). The crystal structure is further stabilized by intra- and inter­molecular C—H⋯S, C—H⋯O and C—H⋯N hydrogen bonds and by π–π stacking inter­actions involving the furyl and triazole rings of centrosymmetrically related mol­ecules, with a centroid–centroid separation of 3.470 (2) Å