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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...

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Autores principales: Sreeja, P. B., Sithambaresan, M., Aiswarya, N., Kurup, M. R. Prathapachandra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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).
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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
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