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)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide –CONH– unit. The methoxy substituent lies close to the methoxybenzene ring plane, with a maximum deviation of 0.142 (3) Å 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...O hydrogen bonds form C(4) chains augmented by a weak C—H...O interaction involving an ortho H atom of the methoxy benzene ring that generates an R21(6) motif. The chains stack the molecules into columns down the b axis. Adjacent columns are linked by additional C—H...O and C—H...π contacts, generating a three-dimensional network.

Abstract licence: CC BY

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