4-(m-chlorobenzylamino)-3-phenyl-4,5-dihydro-1H-1,2,4-triazol-5-one

Abstract

The conformation of the title compound, C15H13ClN4O, can be described in terms of four essentially planar fragments. The triazole ring is planar within 0.008 Angstrom, and its plane, while being almost parallel to the benzene plane of the benzylamino group [dihedral angle 2.95 (14)degrees], forms a dihedral angle of 16.43 (12)degrees with the plane of its 3-phenyl substituent. The four-atom bridge (triazole)N-N(H)-C(H-2)-C(C6H4Cl), linking the triazole moiety with the chlorophenyl group, is also almost planar, the N-N-C-C torsion angle being -178.82 (13)degrees. Its mean plane is approximately normal to the triazole and chlorophenyl planes [dihedral angles 107.08 (10) and 108.81 (10)degrees, respectively]. Two independent N-H...O bonds link the molecules into infinite chains running along the b axis of the crystal.