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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...
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/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. |
format | Online Article Text |
id | pubmed-4011257 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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