Date Published: May 01, 2009
Publisher: International Union of Crystallography
Author(s): Shivanagere Nagojappa Narendra Babu, Aisyah Saad Abdul Rahim, Shafida Abd Hamid, Ching Kheng Quah, Hoong-Kun Fun.
In the title compound, C9H10N2O4, an intramolecular N—H⋯O hydrogen-bond interaction generates an S(6) ring motif. The nitro group is slightly twisted away from its attached benzene ring [dihedral angle = 15.29 (15)°]. In the crystal structure, molecules are stacked down the a axis caused by short O⋯O(−1−x, −y, 2−z) contacts of 2.6481 (16) Å involving the O atoms of the nitro groups. The crystal packing is consolidated by intermolecular O—H⋯O hydrogen bonds, linking the molecules into centrosymmetric dimers.
For reference bond lengths, see: Allen et al. (1987 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For information on the use of derivatives of nitro benzoic acid as precursors for heterocyclic compounds of biological interest, see: Ishida et al. (2006 ▶). For related structures, see: Mohd. Maidin et al. (2008 ▶); Narendra Babu et al. (2009 ▶). For the synthesis of ethyl 4-ethylamino-3-nitrobenzoate, see: Li et al. (2009 ▶).