N-(4-Bromophenyl)-4-nitrobenzamide

In the title compound, C13H9BrN2O3, the dihedral angle between the mean planes of the two benzene rings is 3.6 (7)°. The amide group is twisted by 28.1 (6) and 31.8 (3)° from the mean planes of the 4-bromophenyl and 4-nitrobenzene rings, respectively. The crystal packing features weak intermolecular N—H⋯O and C—H⋯O hydrogen bonds resulting in a three-dimensional network.

In the title compound, C 13 H 9 BrN 2 O 3 , the dihedral angle between the mean planes of the two benzene rings is 3.6 (7) . The amide group is twisted by 28.1 (6) and 31.8 (3) from the mean planes of the 4-bromophenyl and 4-nitrobenzene rings, respectively. The crystal packing features weak intermolecular N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds resulting in a three-dimensional network.

Comment
Amides are known to play a pivitol role in molecular recognition, being important components in supramolecular chemical anion sensors technology (Jagessar & Rampersaud, 2007). Moreover, amides have also been reported as antimicrobial agents (Priya et al., 2005). The structure of the title compound has been determined to explore the effect of substituents on the structure of benzanilides.
In the title compound ( Fig. 1), the dihedral angle between the mean planes of the two benzene rings is 3.6 (7)°. The amide group is twisted by 28.1 (6) and 31.8 (3)° from the mean planes of the 4-bromophenyl and 4-nitrobenzene rings. The bond distances and angles in the title compound agree well with the corresponding bond distances and angles reported for a closely related compound (Gowda et al., 2008). The crystal packing of the title compound is stabilized by weak N-H···O and C-H···O intermolecular hydrogen bonds which results in a hydrogen bonded 3-D network (Fig. 2).
After completion of the reaction, the crude solid product was filtered, washed with water and purified by re-crystallization from ethyl acetate.

Refinement
The N-H atom length was set to 0.88Å (NH) and the H atom refined isotropically.