Crystal structure of 4-[(E)-(4-fluorobenzylidene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione

Abstract

The title compound, C10H9FN4S, crystallizes with two molecules (A and B) in the asymmetric unit. The dihedral angle between the planes of the trizole and fluorobenzene rings is 7.3 (3)° in molecule A and 41.1 (3)° in molecule B. Molecule A features an intramolecular C—H...S hydrogen bond, which closes an S(6) ring. In the crystal, A+B dimers linked by pairs of N—H...S hydrogen bonds occur, generating R22(8) loops. Weak π–π stacking contacts [centroid–centroid separation = 3.739 (6) Å] are also observed.

Keywords

• crystal structure
• 1,2,4-triazole-5(4H)-thione
• fluorobenzene
• C—H...S hydrogen bond
• N—H...S hydrogen bond
• π–π stacking contacts