Crystal structure of (E)-3-(4-hydroxybenzyl)-4-{[4-(methylsulfanyl)benzylidene]amino}-1H-1,2,4-triazole-5(4H)-thione

Abstract

In the title compound, C17H16N4OS2, the triazole and methylthiobenzylidene rings are nearly coplanar, making a dihedral angle of 6.52(12)°. An intramolecular C - H⋯S hydrogen bond forms an S(6) ring motif. The hydroxybenzyl ring is almost normal to the triazole and methylthiobenzylidene rings, making dihedral angles of 78.56(12) and 84.79(11)°, respectively. In the crystal, molecules are linked through O - H⋯N and N - H⋯O hydrogen bonds, forming layers parallel to the ac plane. The layers are linked via C - H⋯N hydrogen bonds, forming a three-dimensional structure. In addition, a short π-π interaction is observed [inter-centroid distance = 3.764(3)Å], involving inversion-related methylthiobenzylidene rings.