N-(2-Nitro-phen-yl)benzamide. 2009

Aamer Saeed, and Jim Simpson

In the title compound, C(13)H(10)N(2)O(3), the central C-C(=O)-N-C amide unit makes dihedral angles of 21.68 (4) and 19.08 (4)°, respectively, with the phenyl and nitro-benzene rings. The two aromatic rings are inclined at 3.74 (3)° and the nitro group is skewed out of the attached benzene ring plane by 18.55 (8)°. An intra-molecular N-H⋯O inter-action to an O atom of the nitro substituent generates an S(6) ring motif. In the crystal, C-H⋯O contacts generate two centrosymmetric ring systems with R(2) (2)(14) and R(2) (2)(20) graph-set motifs, forming zigzag chains down the a axis. π-π inter-actions between adjacent phenyl and nitro-benzene rings [centroid-centroid distance = 3.6849 (6) Å] also form centrosymmetric dimers. These and an additional C-H⋯O hydrogen bond generate an extensive three-dimensional network structure.

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