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2-Hydroxy-N-(3-nitrophenyl)benzamide
In the crystal structure of title compound, C(13)H(10)N(2)O(4), as expected, the nitro- and hydroxy-substituted benzene rings are planar with r. m. s. deviations of 0.0037 and 0.0014 Å, respectively, but are twisted slightly relative to each other, making a dihedral angle of 12.23 (7)°. The nitro g...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007834/ https://www.ncbi.nlm.nih.gov/pubmed/21588758 http://dx.doi.org/10.1107/S1600536810031910 |
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author | Raza, Abdul Rauf Nisar, Bushra Tahir, M. Nawaz |
author_facet | Raza, Abdul Rauf Nisar, Bushra Tahir, M. Nawaz |
author_sort | Raza, Abdul Rauf |
collection | PubMed |
description | In the crystal structure of title compound, C(13)H(10)N(2)O(4), as expected, the nitro- and hydroxy-substituted benzene rings are planar with r. m. s. deviations of 0.0037 and 0.0014 Å, respectively, but are twisted slightly relative to each other, making a dihedral angle of 12.23 (7)°. The nitro group is only slightly twisted [by 2.71 (16)°] with respect to its parent ring. An intramolecular N—H⋯O hydrogen bond forms an S(6) ring motif. Intermolecular N—H⋯O and O—H⋯O hydrogen bonds build up sheets parallel to the ab plane. Futhermore, weak π–π interactions [centroid–centroid distances = 3.7150 (8) 3.7342 (6) and 3.9421 (8) Å] between the rings yield a three-dimensional network. |
format | Text |
id | pubmed-3007834 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30078342010-12-30 2-Hydroxy-N-(3-nitrophenyl)benzamide Raza, Abdul Rauf Nisar, Bushra Tahir, M. Nawaz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of title compound, C(13)H(10)N(2)O(4), as expected, the nitro- and hydroxy-substituted benzene rings are planar with r. m. s. deviations of 0.0037 and 0.0014 Å, respectively, but are twisted slightly relative to each other, making a dihedral angle of 12.23 (7)°. The nitro group is only slightly twisted [by 2.71 (16)°] with respect to its parent ring. An intramolecular N—H⋯O hydrogen bond forms an S(6) ring motif. Intermolecular N—H⋯O and O—H⋯O hydrogen bonds build up sheets parallel to the ab plane. Futhermore, weak π–π interactions [centroid–centroid distances = 3.7150 (8) 3.7342 (6) and 3.9421 (8) Å] between the rings yield a three-dimensional network. International Union of Crystallography 2010-08-28 /pmc/articles/PMC3007834/ /pubmed/21588758 http://dx.doi.org/10.1107/S1600536810031910 Text en © Raza et al. 2010 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 Raza, Abdul Rauf Nisar, Bushra Tahir, M. Nawaz 2-Hydroxy-N-(3-nitrophenyl)benzamide |
title | 2-Hydroxy-N-(3-nitrophenyl)benzamide |
title_full | 2-Hydroxy-N-(3-nitrophenyl)benzamide |
title_fullStr | 2-Hydroxy-N-(3-nitrophenyl)benzamide |
title_full_unstemmed | 2-Hydroxy-N-(3-nitrophenyl)benzamide |
title_short | 2-Hydroxy-N-(3-nitrophenyl)benzamide |
title_sort | 2-hydroxy-n-(3-nitrophenyl)benzamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007834/ https://www.ncbi.nlm.nih.gov/pubmed/21588758 http://dx.doi.org/10.1107/S1600536810031910 |
work_keys_str_mv | AT razaabdulrauf 2hydroxyn3nitrophenylbenzamide AT nisarbushra 2hydroxyn3nitrophenylbenzamide AT tahirmnawaz 2hydroxyn3nitrophenylbenzamide |