4-Nitro-N-(3-nitrophenyl)benzamide

Abstract

The title compound, C₁₃H₉N₃O₅, prepared as a solid derivative of 3-nitroanaline via reaction with 4-nitrobenzoyl chloride, crystallizes in a chiral space group. The molecule is non-planar with a dihedral angle of 26.1 (1)° between the two benzene rings. Both nitro groups are twisted slightly out of the plane of their corresponding benzene rings, making dihedral angles of 10.7 (4) and 13.5 (4)°. The molecules are stacked along the a axis with benzene ring centroid–centroid distances of 3.8878 (6) Å. In the crystal, intermolecular benzene C—H–O interactions involving one nitro group and the carbonyl group link the molecules, forming chains along [001]. An additional set of aromatic C—H–O interactions with the second nitro group form chains along [101], connecting adjacent chains to create layers perpendicular to the b axis.