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4-(sec-Butylamino)-3-nitrobenzoic acid
The asymmetric unit of title compound, C(11)H(14)N(2)O(4), 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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969477/ https://www.ncbi.nlm.nih.gov/pubmed/21582841 http://dx.doi.org/10.1107/S1600536809021655 |
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author | Narendra Babu, Shivanagere Nagojappa Abdul Rahim, Aisyah Saad Hamid, Shafida Abd Yeap, Chin Sing Fun, Hoong-Kun |
author_facet | Narendra Babu, Shivanagere Nagojappa Abdul Rahim, Aisyah Saad Hamid, Shafida Abd Yeap, Chin Sing Fun, Hoong-Kun |
author_sort | Narendra Babu, Shivanagere Nagojappa |
collection | PubMed |
description | The asymmetric unit of title compound, C(11)H(14)N(2)O(4), 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(H(2)) 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 R (2) (2)(8) ring motifs. The crystal structure is also stabilized by weak intermolecular C—H⋯O interactions. |
format | Text |
id | pubmed-2969477 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29694772010-12-30 4-(sec-Butylamino)-3-nitrobenzoic acid Narendra Babu, Shivanagere Nagojappa Abdul Rahim, Aisyah Saad Hamid, Shafida Abd Yeap, Chin Sing Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of title compound, C(11)H(14)N(2)O(4), 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(H(2)) 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 R (2) (2)(8) ring motifs. The crystal structure is also stabilized by weak intermolecular C—H⋯O interactions. International Union of Crystallography 2009-06-13 /pmc/articles/PMC2969477/ /pubmed/21582841 http://dx.doi.org/10.1107/S1600536809021655 Text en © Narendra Babu et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Narendra Babu, Shivanagere Nagojappa Abdul Rahim, Aisyah Saad Hamid, Shafida Abd Yeap, Chin Sing Fun, Hoong-Kun 4-(sec-Butylamino)-3-nitrobenzoic acid |
title | 4-(sec-Butylamino)-3-nitrobenzoic acid |
title_full | 4-(sec-Butylamino)-3-nitrobenzoic acid |
title_fullStr | 4-(sec-Butylamino)-3-nitrobenzoic acid |
title_full_unstemmed | 4-(sec-Butylamino)-3-nitrobenzoic acid |
title_short | 4-(sec-Butylamino)-3-nitrobenzoic acid |
title_sort | 4-(sec-butylamino)-3-nitrobenzoic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969477/ https://www.ncbi.nlm.nih.gov/pubmed/21582841 http://dx.doi.org/10.1107/S1600536809021655 |
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