4-Amino-3-(p-chlorophenyl)-5-(p-methoxybenzyl)-4H-1,2,4-triazole: X-ray and DFT-Calculated Structures

Abstract

The title compound, 4-amino-3-(p-chlorophenyl)-5-(p-methoxybenzyl)-4H-1,2, 4- triazole I , C<inf>16</inf>H<inf>15</inf>ClN<inf>4</inf>O), has been determined using X-ray diffraction techniques and the molecular structure has also been optimized at the B3LYP/6-31 G(d, p) level using density functional theory (DFT). The triazole ring exhibits dihedral angles of 41.61(15)° and 80.73(11)° with the phenyl rings. The molecules are linked principally by N-H⋯N hydrogen bonds involving the amino NH2 group and a triazole N atom, forming C(5) chains which are further linked to give a two-dimensional network of molecules. The N-H⋯N hydrogen bonding is supported by C-H⋯N hydrogen bond and C-H⋯φ interaction. Intermolecular N-H⋯N and C-H⋯N hydrogen bonds produce R<inf>2</inf> 2(9), R<inf>4</inf> 4(10) and R<inf>4</inf> 4(20) rings.