N-(4-Methyl-2-nitrophenyl)succinamic acid

• Main Authors: Sabine Foro, U. Chaithanya, B. Thimme Gowda
• Format: Article
• Language: English
• Published: International Union of Crystallography 2012-03-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536812007258

In the title compound, C11H12N2O5, the conformation of the N—H bond in the amide segment is syn to the ortho-nitro group in the benzene ring. The amide C=O and the carboxyl C=O of the acid segment are syn to each other and both are anti to the H atoms on the adjacent –CH2 groups. Furthermore, the C=O and O—H bonds of the acid group are in syn positions with respect to each other. The dihedral angle between the benzene ring and the amide group is 36.1 (1)°. The amide H atom shows bifurcated intramolecular hydrogen bonding with an O atom of the ortho-nitro group and an intermolecular hydrogen bond with the carbonyl O atom of another molecule. In the crystal, the N—H...O(C) hydrogen bonds generate a chain running along the [100] direction. Inversion dimers are formed via a pair of O—H...O(C) interactions, that form an eight-membered hydrogen-bonded ring involving the carboxyl group.