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4-Anilino-3-nitrobenzonitrile
In the title compound, C(13)H(9)N(3)O(2), the aromatic rings are twisted with respect to each other, making a dihedral angle of 49.41 (9)°. The nitro group and the nitrile group are nearly in the plane of the benzonitrile ring, the largest deviation from the plane being 0.123 (1) Å. There is an intr...
Autores principales: | , , , |
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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/PMC3011760/ https://www.ncbi.nlm.nih.gov/pubmed/21589567 http://dx.doi.org/10.1107/S1600536810043862 |
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author | Wang, Yong Fan, Kaiqing Li, Chenghong Ge, Changhua |
author_facet | Wang, Yong Fan, Kaiqing Li, Chenghong Ge, Changhua |
author_sort | Wang, Yong |
collection | PubMed |
description | In the title compound, C(13)H(9)N(3)O(2), the aromatic rings are twisted with respect to each other, making a dihedral angle of 49.41 (9)°. The nitro group and the nitrile group are nearly in the plane of the benzonitrile ring, the largest deviation from the plane being 0.123 (1) Å. There is an intramolecular N—H⋯O hydrogen bond forming an S(6) ring. Weak intermolecular C—H⋯O hydrogen bonds link the molecules into a chain parallel to the c axis. Futhermore, slipped π–π interactions between symmetry-related phenyl rings [centroid–centroid distance 3.808 (1) Å, interplanar distance 3.544 (8) Å with an offset of 21.5°] stabilize the structure. |
format | Text |
id | pubmed-3011760 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30117602010-12-30 4-Anilino-3-nitrobenzonitrile Wang, Yong Fan, Kaiqing Li, Chenghong Ge, Changhua Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(9)N(3)O(2), the aromatic rings are twisted with respect to each other, making a dihedral angle of 49.41 (9)°. The nitro group and the nitrile group are nearly in the plane of the benzonitrile ring, the largest deviation from the plane being 0.123 (1) Å. There is an intramolecular N—H⋯O hydrogen bond forming an S(6) ring. Weak intermolecular C—H⋯O hydrogen bonds link the molecules into a chain parallel to the c axis. Futhermore, slipped π–π interactions between symmetry-related phenyl rings [centroid–centroid distance 3.808 (1) Å, interplanar distance 3.544 (8) Å with an offset of 21.5°] stabilize the structure. International Union of Crystallography 2010-11-24 /pmc/articles/PMC3011760/ /pubmed/21589567 http://dx.doi.org/10.1107/S1600536810043862 Text en © Wang 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 Wang, Yong Fan, Kaiqing Li, Chenghong Ge, Changhua 4-Anilino-3-nitrobenzonitrile |
title | 4-Anilino-3-nitrobenzonitrile |
title_full | 4-Anilino-3-nitrobenzonitrile |
title_fullStr | 4-Anilino-3-nitrobenzonitrile |
title_full_unstemmed | 4-Anilino-3-nitrobenzonitrile |
title_short | 4-Anilino-3-nitrobenzonitrile |
title_sort | 4-anilino-3-nitrobenzonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011760/ https://www.ncbi.nlm.nih.gov/pubmed/21589567 http://dx.doi.org/10.1107/S1600536810043862 |
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