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N-(2-Nitro­phen­yl)benzamide

In the title compound, C(13)H(10)N(2)O(3), the central C–C(=O)–N–C amide unit makes dihedral angles of 21.68 (4) and 19.08 (4)°, respectively, with the phenyl and nitro­benzene rings. The two aromatic rings are inclined at 3.74 (3)° and the nitro group is skewed out of the attached benzene ring plan...

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Detalles Bibliográficos
Autores principales: Saeed, Aamer, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977104/
https://www.ncbi.nlm.nih.gov/pubmed/21583545
http://dx.doi.org/10.1107/S1600536809024271
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author Saeed, Aamer
Simpson, Jim
author_facet Saeed, Aamer
Simpson, Jim
author_sort Saeed, Aamer
collection PubMed
description In the title compound, C(13)H(10)N(2)O(3), the central C–C(=O)–N–C amide unit makes dihedral angles of 21.68 (4) and 19.08 (4)°, respectively, with the phenyl and nitro­benzene rings. The two aromatic rings are inclined at 3.74 (3)° and the nitro group is skewed out of the attached benzene ring plane by 18.55 (8)°. An intra­molecular N—H⋯O inter­action to an O atom of the nitro substituent generates an S(6) ring motif. In the crystal, C—H⋯O contacts generate two centrosymmetric ring systems with R (2) (2)(14) and R (2) (2)(20) graph-set motifs, forming zigzag chains down the a axis. π–π inter­actions between adjacent phenyl and nitro­benzene rings [centroid–centroid distance = 3.6849 (6) Å] also form centrosymmetric dimers. These and an additional C—H⋯O hydrogen bond generate an extensive three-dimensional network structure.
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spelling pubmed-29771042010-12-30 N-(2-Nitro­phen­yl)benzamide Saeed, Aamer Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(10)N(2)O(3), the central C–C(=O)–N–C amide unit makes dihedral angles of 21.68 (4) and 19.08 (4)°, respectively, with the phenyl and nitro­benzene rings. The two aromatic rings are inclined at 3.74 (3)° and the nitro group is skewed out of the attached benzene ring plane by 18.55 (8)°. An intra­molecular N—H⋯O inter­action to an O atom of the nitro substituent generates an S(6) ring motif. In the crystal, C—H⋯O contacts generate two centrosymmetric ring systems with R (2) (2)(14) and R (2) (2)(20) graph-set motifs, forming zigzag chains down the a axis. π–π inter­actions between adjacent phenyl and nitro­benzene rings [centroid–centroid distance = 3.6849 (6) Å] also form centrosymmetric dimers. These and an additional C—H⋯O hydrogen bond generate an extensive three-dimensional network structure. International Union of Crystallography 2009-07-11 /pmc/articles/PMC2977104/ /pubmed/21583545 http://dx.doi.org/10.1107/S1600536809024271 Text en © Saeed and Simpson 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
Saeed, Aamer
Simpson, Jim
N-(2-Nitro­phen­yl)benzamide
title N-(2-Nitro­phen­yl)benzamide
title_full N-(2-Nitro­phen­yl)benzamide
title_fullStr N-(2-Nitro­phen­yl)benzamide
title_full_unstemmed N-(2-Nitro­phen­yl)benzamide
title_short N-(2-Nitro­phen­yl)benzamide
title_sort n-(2-nitro­phen­yl)benzamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977104/
https://www.ncbi.nlm.nih.gov/pubmed/21583545
http://dx.doi.org/10.1107/S1600536809024271
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