3-Chloro-N-(3-chlorophenyl)benzamide

Abstract

In the crystal structure of the title compound, C13H9Cl2NO, the N—H and C=O bonds are anti to each other in the two independent molecules. In one molecule, the N—H bond is syn to the meta-chloro group of the attached ring; it is anti in the other molecule. This relationship is also observed between the C=O bond and the meta-chloro substituent of its attached ring. The amide –NHCO– group makes dihedral angles of 31.5 (4) and 34.7 (3)° with the aniline rings; it makes dihedral angles of 37.4 (3) and 37.2 (3)° with the benzoyl rings. The two rings are nearly coplanar, with dihedral angles of 9.1 (2) and 7.3 (3)° in the two independent molecules. Adjacent molecules are linked into infinite chains through N—H...O hydrogen bonds.