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N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide
The title compound, C(15)H(15)N(3)O, was obtained by a condensation reaction between o-aminoacetophenone and benzoyl hydrazine. The molecule displays an E configuration about the C=N bond. Intramolecular N—H⋯N hydrogen bonds are formed between the 2-aminophenyl and imine groups. In the crystal,...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979270/ https://www.ncbi.nlm.nih.gov/pubmed/21579213 http://dx.doi.org/10.1107/S1600536810010937 |
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author | Singh, Vinod P. Singh, Shweta |
author_facet | Singh, Vinod P. Singh, Shweta |
author_sort | Singh, Vinod P. |
collection | PubMed |
description | The title compound, C(15)H(15)N(3)O, was obtained by a condensation reaction between o-aminoacetophenone and benzoyl hydrazine. The molecule displays an E configuration about the C=N bond. Intramolecular N—H⋯N hydrogen bonds are formed between the 2-aminophenyl and imine groups. In the crystal, dimers are formed between molecules linked by intermolecular N—H⋯O hydrogen bonds from the 2-aminophenyl group. In addition there are intermolecular N—H⋯O hydrogen bonds between the amine and carbonyl groups of adjacent molecules. The molecule is twisted rather than planar due to a steric interaction between the central amide group and the two outer benzene rings. The dihedral angles between this central group and the two rings are 23.29 (9) and 24.96 (9)°. |
format | Text |
id | pubmed-2979270 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29792702010-12-30 N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide Singh, Vinod P. Singh, Shweta Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(15)N(3)O, was obtained by a condensation reaction between o-aminoacetophenone and benzoyl hydrazine. The molecule displays an E configuration about the C=N bond. Intramolecular N—H⋯N hydrogen bonds are formed between the 2-aminophenyl and imine groups. In the crystal, dimers are formed between molecules linked by intermolecular N—H⋯O hydrogen bonds from the 2-aminophenyl group. In addition there are intermolecular N—H⋯O hydrogen bonds between the amine and carbonyl groups of adjacent molecules. The molecule is twisted rather than planar due to a steric interaction between the central amide group and the two outer benzene rings. The dihedral angles between this central group and the two rings are 23.29 (9) and 24.96 (9)°. International Union of Crystallography 2010-04-24 /pmc/articles/PMC2979270/ /pubmed/21579213 http://dx.doi.org/10.1107/S1600536810010937 Text en © Singh and Singh 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 Singh, Vinod P. Singh, Shweta N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide |
title |
N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide |
title_full |
N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide |
title_fullStr |
N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide |
title_full_unstemmed |
N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide |
title_short |
N′-[1-(2-Aminophenyl)ethylidene]benzohydrazide |
title_sort | n′-[1-(2-aminophenyl)ethylidene]benzohydrazide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979270/ https://www.ncbi.nlm.nih.gov/pubmed/21579213 http://dx.doi.org/10.1107/S1600536810010937 |
work_keys_str_mv | AT singhvinodp n12aminophenylethylidenebenzohydrazide AT singhshweta n12aminophenylethylidenebenzohydrazide |