1-[4-(Difluoromethoxy)phenyl]-N-(3,4-dimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide

Two crystallographically independent molecules, A and B, with similar conformations are present in the asymmetric unit of the title compound, C(18)H(16)F(2)N(4)O(4). In molecule A, the plane of the 1,2,4-triazole ring is tilted relative of the 4-difluoromethoxy-substituted and the 3,4-dimethoxy-substituted benzene rings by 6.5 (2) and 16.4 (1)degrees, respectively. The -CHF(2) group is twisted away from the plane of the benzene ring, with a dihedral angle between the O-C bond of the OCHF(2) group and the plane of the adjacent phenyl ring of 38.6 (3)degrees. The corresponding parameters for molecule B are 7.7 (1), 9.5 (2) and 25.2 (2)degrees. In both molecules, the conformations are stabilized by intramolecular N-H center dot center dot center dot N and CH center dot center dot center dot O hydrogen bonds. There are also C-H center dot center dot center dot pi contacts between the methyl groups and the benzene rings, and pi-pi stacking interactions between the benzene rings of adjacent parallel A molecules [centroid-centroid distance = 3.8942 (17) angstrom]. pi-pi interactions are also observed between the triazole ring and one of the benzene rings of parallel B molecules [centroid-centroid distance = 3.7055 (16) angstrom].