Crystal structure and Hirshfeld surface analysis of N,N′-bis(2-nitrophenyl)glutaramide

• Main Authors: Akshatha R. Salian, Sabine Foro, S. Madan Kumar, B. Thimme Gowda
• Format: Article
• Language: English
• Published: International Union of Crystallography 2018-10-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; bis-amides; intermolecular hydrogen bonds; Hirshfeld surface analysis
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989018013075

The asymmetric unit of the title compound, C17H16N4O6, contains two independent molecules (A and B). The two benzene rings are twisted by an angle of 79.14 (7)° in molecule A, whereas, in molecule B, they are inclined by 19.02 (14)°. The conformations of the molecules are stabilized by intramolecular N—H...O hydrogen bonds between the amide nitrogen atom and the O atom of the ortho-nitro substituent on the phenyl ring, enclosing an S(6) ring motif. In the amide and aliphatic segments, all the N—H, C=O and C—H bonds are anti to each other. In the crystal, the A and B molecules are linked by intermolecular amide-to-amide N—H...O hydrogen bonds, resulting in chains running along the b-axis direction. The intermolecular interactions were analysed using Hirshfeld surface analysis. The two-dimensional fingerprint plots of the intermolecular contacts indicate that the major contributions are from H...H and O...H interactions.