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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...

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Autores principales: Narendra Babu, Shivanagere Nagojappa, Abdul Rahim, Aisyah Saad, Hamid, Shafida Abd, Yeap, Chin Sing, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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