4-Amino-3-(1-naphthyl-oxymeth-yl)-1H-1,2,4-triazole-5(4H)-thione

Abstract

In the title compound, C(13)H(12)N(4)OS, the dihedral angle between the triazole and naphthalene ring systems is 67.42 (5)°. In the crystal, adjacent mol-ecules are linked via two pairs of inter-molecular N-H⋯S inter-actions, forming R(2) (2)(8) and R(2) (2)(10) ring motifs. Weak C-H⋯S inter-actions generate infinite chains along [001] and the structure is further consolidated by C-H⋯π bonds and aromatic π⋯π stacking inter-actions [distance between the centroids of the triazole rings = 3.2479 (7) Å].

Fig. 1.

The molecular structure of (I), showing 50% probability displacement ellipsoids for non-H atoms.

Fig. 2.

The crystal structure of (I) viewed along the b axis. Intermolecular interactions are shown in dashed lines.