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N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide
The title compound, C(14)H(12)FN(3)O, adopts an E conformation with respect to the azomethine double bond whereas the N and methyl C atoms are in a Z conformation with respect to the same bond. The ketonic O and azomethine N atoms are cis to each other. The non-planar molecule [the dihedral angle b...
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/PMC3998283/ https://www.ncbi.nlm.nih.gov/pubmed/24764844 http://dx.doi.org/10.1107/S1600536813035009 |
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author | Sreeja, P. B. Sithambaresan, M. Aiswarya, N. Kurup, M. R. Prathapachandra |
author_facet | Sreeja, P. B. Sithambaresan, M. Aiswarya, N. Kurup, M. R. Prathapachandra |
author_sort | Sreeja, P. B. |
collection | PubMed |
description | The title compound, C(14)H(12)FN(3)O, adopts an E conformation with respect to the azomethine double bond whereas the N and methyl C atoms are in a Z conformation with respect to the same bond. The ketonic O and azomethine N atoms are cis to each other. The non-planar molecule [the dihedral angle between the benzene rings is 7.44 (11)°] exists in an amido form with a C=O bond length of 1.221 (2) Å. In the crystal, a bifurcated N—H⋯(O,N) hydrogen bond is formed between the amide H atom and the keto O and imine N atoms of an adjacent molecule, leading to the formation of chains propagating along the b-axis direction. Through a 180° rotation of the fluorophenyl ring, the F atom is disordered over two sites with an occupancy ratio of 0.632 (4):0.368 (4). |
format | Online Article Text |
id | pubmed-3998283 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39982832014-04-24 N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide Sreeja, P. B. Sithambaresan, M. Aiswarya, N. Kurup, M. R. Prathapachandra Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(12)FN(3)O, adopts an E conformation with respect to the azomethine double bond whereas the N and methyl C atoms are in a Z conformation with respect to the same bond. The ketonic O and azomethine N atoms are cis to each other. The non-planar molecule [the dihedral angle between the benzene rings is 7.44 (11)°] exists in an amido form with a C=O bond length of 1.221 (2) Å. In the crystal, a bifurcated N—H⋯(O,N) hydrogen bond is formed between the amide H atom and the keto O and imine N atoms of an adjacent molecule, leading to the formation of chains propagating along the b-axis direction. Through a 180° rotation of the fluorophenyl ring, the F atom is disordered over two sites with an occupancy ratio of 0.632 (4):0.368 (4). International Union of Crystallography 2014-01-08 /pmc/articles/PMC3998283/ /pubmed/24764844 http://dx.doi.org/10.1107/S1600536813035009 Text en © Sreeja 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 | Organic Papers Sreeja, P. B. Sithambaresan, M. Aiswarya, N. Kurup, M. R. Prathapachandra N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
title |
N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
title_full |
N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
title_fullStr |
N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
title_full_unstemmed |
N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
title_short |
N′-[(1E)-1-(2-Fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
title_sort | n′-[(1e)-1-(2-fluorophenyl)ethylidene]pyridine-3-carbohydrazide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998283/ https://www.ncbi.nlm.nih.gov/pubmed/24764844 http://dx.doi.org/10.1107/S1600536813035009 |
work_keys_str_mv | AT sreejapb n1e12fluorophenylethylidenepyridine3carbohydrazide AT sithambaresanm n1e12fluorophenylethylidenepyridine3carbohydrazide AT aiswaryan n1e12fluorophenylethylidenepyridine3carbohydrazide AT kurupmrprathapachandra n1e12fluorophenylethylidenepyridine3carbohydrazide |