Research Article: 4-Ethyl­amino-3-nitro­benzoic acid

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.

Partial Text

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 ▶).




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