N-(4-Chlorophenyl)-4-methylbenzamide

In the title compound, C14H12ClNO, the aromatic rings make a dihedral angle of 59.25 (5)°. The methyl group is disordered over two equally occupied positions. In the crystal, N—H⋯O hydrogen bonds link the molecules into infinite C(4) chains running along the a axis.

In the title compound, C 14 H 12 ClNO, the aromatic rings make a dihedral angle of 59.25 (5) . The methyl group is disordered over two equally occupied positions. In the crystal, N-HÁ Á ÁO hydrogen bonds link the molecules into infinite C(4) chains running along the a axis.
In (I), the N-H and C═O bonds are trans to each other. The two aromatic rings make a dihedral angle of 59.25 (5)°, while the central amide core -NH-C(═O)-group is twisted by 30.85 (8)° and 28.90 (9)° out of the planes of the 4-chlorphenyl and 4-methyphenyl rings, respectively.
The methyl group is disordered over two equally occupied positions.
In the crystal structure, intermolecular N-H···O hydrogen bonds link the molecules into infinite chains running along the a-axis. Part of the crystal structure is shown in Fig. 2.

Experimental
The title compound was prepared according to the method described by Gowda, Jyothi et al. (2003). The purity of the compound was checked by determining its melting point. It was characterized by recording its infrared and NMR spectra.
Plate-like colourless single crystals of the title compound were obtained by slow evaporation from an ethanol solution of the compound (0.5 g in about 30 ml of ethanol) at room temperature.

Refinement
All H atoms except the amide H atom were placed in calculated positions with C-H distances of 0.93 Å (C aromatic), 0.96 Å (C methyl) and constrained to ride on their parent atoms.
The methyl groups of the aromatic ring is disordered over two equally occupied positions rotated with respect to each other by 60°.
The amide H atom was found in a difference map and it was refined isotropically with the N-H distance restrained to 0.86 (2) Å. The U iso (H) values were set at 1.2U eq (C aromatic) and 1.5U eq (C methyl).