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Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine
In the title compound, C(17)H(11)Br(2)N(3)O(4), the dihedral angle between the planes of the naphthalene system and the benzene ring is 52.86 (8)°. The nitro substituent and the attached naphthalene system are almost coplanar [dihedral angle = 5.6 (4)°], probably as a consequence of an intramolecul...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186169/ https://www.ncbi.nlm.nih.gov/pubmed/25309280 http://dx.doi.org/10.1107/S160053681401719X |
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author | Singh, Vijay P. Venkateshwaran, Krishnan Singh, Harkesh B. Butcher, Ray J. |
author_facet | Singh, Vijay P. Venkateshwaran, Krishnan Singh, Harkesh B. Butcher, Ray J. |
author_sort | Singh, Vijay P. |
collection | PubMed |
description | In the title compound, C(17)H(11)Br(2)N(3)O(4), the dihedral angle between the planes of the naphthalene system and the benzene ring is 52.86 (8)°. The nitro substituent and the attached naphthalene system are almost coplanar [dihedral angle = 5.6 (4)°], probably as a consequence of an intramolecular N—H⋯O hydrogen bond with the amine group. The nitro substituent attached to the benzene ring is disordered over two sets of sites with occupancies of 0.694 (3) and 0.306 (3). The major component deviates significantly from the ring plane [dihedral angle = 53.6 (2)°]. In the crystal, the molecules are linked into a three-dimensional array by extensive π–π interactions involving both the naphthalene and benzene rings [range of centroid–centroid distances = 3.5295 (16)–3.9629 (18) Å] and C—H⋯O interactions involving the methylene H atoms and the phenyl-attached nitro group. |
format | Online Article Text |
id | pubmed-4186169 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41861692014-10-12 Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine Singh, Vijay P. Venkateshwaran, Krishnan Singh, Harkesh B. Butcher, Ray J. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(17)H(11)Br(2)N(3)O(4), the dihedral angle between the planes of the naphthalene system and the benzene ring is 52.86 (8)°. The nitro substituent and the attached naphthalene system are almost coplanar [dihedral angle = 5.6 (4)°], probably as a consequence of an intramolecular N—H⋯O hydrogen bond with the amine group. The nitro substituent attached to the benzene ring is disordered over two sets of sites with occupancies of 0.694 (3) and 0.306 (3). The major component deviates significantly from the ring plane [dihedral angle = 53.6 (2)°]. In the crystal, the molecules are linked into a three-dimensional array by extensive π–π interactions involving both the naphthalene and benzene rings [range of centroid–centroid distances = 3.5295 (16)–3.9629 (18) Å] and C—H⋯O interactions involving the methylene H atoms and the phenyl-attached nitro group. International Union of Crystallography 2014-08-01 /pmc/articles/PMC4186169/ /pubmed/25309280 http://dx.doi.org/10.1107/S160053681401719X Text en © Singh et al. 2014 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 | Data Reports Singh, Vijay P. Venkateshwaran, Krishnan Singh, Harkesh B. Butcher, Ray J. Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
title | Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
title_full | Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
title_fullStr | Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
title_full_unstemmed | Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
title_short | Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
title_sort | crystal structure of 4-bromo-n-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186169/ https://www.ncbi.nlm.nih.gov/pubmed/25309280 http://dx.doi.org/10.1107/S160053681401719X |
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