Crystal structure of 4-({(1E,2E)-3-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]allylidene}amino)-1H-1,2,4-triazole-5(4H)-thione

Abstract

The asymmetric unit of the titled compound, C22H20FN5S, comprises two independent molecules (AandB), both of which have atransconformation with respect to the methene C=C [1.342 (2) and 1.335 (2) Å] and the acyclic N=C [1.283 (2) and 1.281 (2) Å] bonds. In moleculeA, the triazole ring makes dihedral angles of 55.01 (12) and 18.17 (9)° with the benzene and indole rings, respectively. The corresponding dihedral angles for moleculeBare 54.54 (11) and 14.60 (10)°, respectively. In the crystal, molecules are consolidated into –A–B–A–B– chains along [010]viaN—H...N hydrogen bonds. The chains are further linked into layers parallel to theacplaneviaπ–π interactions involving inversion-related triazole rings [centroid–centroid distances = 3.3436 (11)–3.4792 (13) Å].