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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...

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Autores principales: Singh, Vijay P., Venkateshwaran, Krishnan, Singh, Harkesh B., Butcher, Ray J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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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