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4-Nitro-N-(3-nitrophenyl)benzamide
The title compound, C(13)H(9)N(3)O(5), prepared as a solid derivative of 3-nitroanaline via reaction with 4-nitrobenzoyl chloride, crystallizes in a chiral space group. The molecule is non-planar with a dihedral angle of 26.1 (1)° between the two benzene rings. Both nitro groups are twisted sligh...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201324/ https://www.ncbi.nlm.nih.gov/pubmed/22065512 http://dx.doi.org/10.1107/S1600536811038062 |
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author | Johnston, Dean H. Taylor, Colin R. |
author_facet | Johnston, Dean H. Taylor, Colin R. |
author_sort | Johnston, Dean H. |
collection | PubMed |
description | The title compound, C(13)H(9)N(3)O(5), prepared as a solid derivative of 3-nitroanaline via reaction with 4-nitrobenzoyl chloride, crystallizes in a chiral space group. The molecule is non-planar with a dihedral angle of 26.1 (1)° between the two benzene rings. Both nitro groups are twisted slightly out of the plane of their corresponding benzene rings, making dihedral angles of 10.7 (4) and 13.5 (4)°. The molecules are stacked along the a axis with benzene ring centroid–centroid distances of 3.8878 (6) Å. In the crystal, intermolecular benzene C—H⋯O interactions involving one nitro group and the carbonyl group link the molecules, forming chains along [001]. An additional set of aromatic C—H⋯O interactions with the second nitro group form chains along [101], connecting adjacent chains to create layers perpendicular to the b axis. |
format | Online Article Text |
id | pubmed-3201324 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32013242011-11-06 4-Nitro-N-(3-nitrophenyl)benzamide Johnston, Dean H. Taylor, Colin R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(9)N(3)O(5), prepared as a solid derivative of 3-nitroanaline via reaction with 4-nitrobenzoyl chloride, crystallizes in a chiral space group. The molecule is non-planar with a dihedral angle of 26.1 (1)° between the two benzene rings. Both nitro groups are twisted slightly out of the plane of their corresponding benzene rings, making dihedral angles of 10.7 (4) and 13.5 (4)°. The molecules are stacked along the a axis with benzene ring centroid–centroid distances of 3.8878 (6) Å. In the crystal, intermolecular benzene C—H⋯O interactions involving one nitro group and the carbonyl group link the molecules, forming chains along [001]. An additional set of aromatic C—H⋯O interactions with the second nitro group form chains along [101], connecting adjacent chains to create layers perpendicular to the b axis. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201324/ /pubmed/22065512 http://dx.doi.org/10.1107/S1600536811038062 Text en © Johnston and Taylor 2011 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 Johnston, Dean H. Taylor, Colin R. 4-Nitro-N-(3-nitrophenyl)benzamide |
title | 4-Nitro-N-(3-nitrophenyl)benzamide |
title_full | 4-Nitro-N-(3-nitrophenyl)benzamide |
title_fullStr | 4-Nitro-N-(3-nitrophenyl)benzamide |
title_full_unstemmed | 4-Nitro-N-(3-nitrophenyl)benzamide |
title_short | 4-Nitro-N-(3-nitrophenyl)benzamide |
title_sort | 4-nitro-n-(3-nitrophenyl)benzamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201324/ https://www.ncbi.nlm.nih.gov/pubmed/22065512 http://dx.doi.org/10.1107/S1600536811038062 |
work_keys_str_mv | AT johnstondeanh 4nitron3nitrophenylbenzamide AT taylorcolinr 4nitron3nitrophenylbenzamide |