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N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide

The title compound, C(14)H(12)FN(3)O, adopts an E conformation with respect to the azomethine bond. The pyridyl and fluoro­benzene rings make dihedral angles of 38.58 (6) and 41.61 (5)° respectively with the central C(=O)N(2)CC unit, resulting in a non-planar mol­ecule. The inter­molecular inter­act...

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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/PMC4011257/
https://www.ncbi.nlm.nih.gov/pubmed/24860344
http://dx.doi.org/10.1107/S1600536814007545
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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 bond. The pyridyl and fluoro­benzene rings make dihedral angles of 38.58 (6) and 41.61 (5)° respectively with the central C(=O)N(2)CC unit, resulting in a non-planar mol­ecule. The inter­molecular inter­actions comprise two classical N—H⋯O and N—H⋯N hydrogen bonds and four non-classical C—H⋯O and C—H⋯F hydrogen bonds. These inter­actions are augmented by a weak π–π inter­action between the benzene and pyridyl rings of neighbouring mol­ecules, with a centroid–centroid distance of 3.9226 (10) Å. This leads to a three-dimensional supra­molecular assembly in the crystal system. The F atom is disordered over two sites in a 0.559 (3): 0.441 (3) ratio, through a 180° rotation of the fluoro­benzene ring.
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spelling pubmed-40112572014-05-23 N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-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 bond. The pyridyl and fluoro­benzene rings make dihedral angles of 38.58 (6) and 41.61 (5)° respectively with the central C(=O)N(2)CC unit, resulting in a non-planar mol­ecule. The inter­molecular inter­actions comprise two classical N—H⋯O and N—H⋯N hydrogen bonds and four non-classical C—H⋯O and C—H⋯F hydrogen bonds. These inter­actions are augmented by a weak π–π inter­action between the benzene and pyridyl rings of neighbouring mol­ecules, with a centroid–centroid distance of 3.9226 (10) Å. This leads to a three-dimensional supra­molecular assembly in the crystal system. The F atom is disordered over two sites in a 0.559 (3): 0.441 (3) ratio, through a 180° rotation of the fluoro­benzene ring. International Union of Crystallography 2014-04-09 /pmc/articles/PMC4011257/ /pubmed/24860344 http://dx.doi.org/10.1107/S1600536814007545 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′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
title N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
title_full N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
title_fullStr N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
title_full_unstemmed N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
title_short N′-[(E)-1-(2-Fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
title_sort n′-[(e)-1-(2-fluoro­phen­yl)ethyl­idene]pyridine-4-carbohydrazide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011257/
https://www.ncbi.nlm.nih.gov/pubmed/24860344
http://dx.doi.org/10.1107/S1600536814007545
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