2-Chloro-N-(4-methoxyphenyl)benzamide

In the title compound, C14H12ClNO2, the chloro-and methoxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)degrees]. These rings also make angles of 45.9 (3) and 33.5 (3)degrees with the amide -CONH- unit. The methoxy substituent lies close to the methoxybenzene ring plane, with a maximum deviation of 0.142 (3) angstrom for the methyl C atom. The N-H bond is anti to the 2-chloro substituent of the aniline ring. In the crystal structure, intermolecular N-H center dot center dot center dot O hydrogen bonds form C(4) chains augmented by a weak C-H center dot center dot center dot O interaction involving an ortho H atom of the methoxy benzene ring that generates an R-2(1)(6) motif. The chains stack the molecules into columns down the b axis. Adjacent columns are linked by additional C-H center dot center dot center dot O and C-H center dot center dot center dot pi contacts, generating a three-dimensional network.