5-{[5-(4-Chlorophenyl)-3-methyl-1H-pyrazol-1-yl]methyl}-1,3,4-oxadiazole-2(3H)-thione

Abstract

In the title compound, C13H11ClN4OS, the oxadiazolethione ring is inclined to the pyrazole ring by 79.2 (2)°. The 4-chlorophenyl ring is rotationally disordered, with the two fragments inclined to one another by 27.1 (4)°, and to the pyrazole ring by 43.1 (3) and 68.6 (3)°. In the crystal, molecules are linked by pairs of N—H...N hydrogen bonds, forming inversion dimers, enclosing an R22(14) ring motif. The dimers are linked by C—H...N hydrogen bonds, forming ribbons propagating along the a-axis direction and enclosing R22(8) ring motifs. The ribbons are linked by C—H...Cl hydrogen bonds, forming a three-dimensional supramolecular structure.

Keywords

• crystal structure
• pyrazole
• oxadiazolethione
• hydrogen bonding