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

In the asymmetric unit of the title compound, C13H11N3OS-0.5H(2)O, 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)degrees. The water molecule of hydration links three adjacent triazole molecules to form a cluster via intermolecular O-H center dot center dot center dot S, N-H center dot center dot center dot S and N-H center dot center dot center dot 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 center dot center dot center dot S, C-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds and by pi-pi stacking interactions involving the furyl and triazole rings of centrosymmetrically related molecules, with a centroid-centroid separation of 3.470 (2) angstrom.