4-(sec-butylamino)-3-nitrobenzoic acid

• Main Authors: Narendra Babu, Shivanagere Nagojappa, Abdul Rahim, Aisyah Saad, Abd Hamid, Shafida, Yeap, Chin Sing, Fun, Hoong-Kun
• Format: Article
• Language: English
• Published: International Union of Crystallography 2009
• Subjects: QD Chemistry
• Online Access: http://irep.iium.edu.my/10402/1/lh2837.pdf; http://irep.iium.edu.my/10402/; http://journals.iucr.org/e/issues/2009/07/00/issconts.html
• Institution: Universiti Islam Antarabangsa Malaysia

The asymmetric unit of title compound, C11H14N2O4, consists of two crystallographically independent molecules (A and B). In each, intramolecular N-H...O hydrogen bonds generate S(6) ring motifs. The mean plane of the nitro group forms dihedral angles of 4.5 (3) and 0.5 (3)° with the benzene ring in molecules A and B, respectively. In molecule A, there is disorder of the butylamino group which corresponds to an approximate 180° rotation about the N-C(H) bond, forming two sites with refined occupancies of 0.722 (6) and 0.278 (6). Molecule B is similarly disordered but in addition there is further rotational disorder about the C(H)-C(H2) bond giving a ratio of occupancies for three components of 0.42:0.35:0.23. In the crystal structure, intermolecular O-H...O hydrogen bonds link molecules into centrosymmetric dimers generating R22(8) ring motifs. The crystal structure is also stabilized by weak intermolecular C-H...O interactions.