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Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide

In the title compound, C(19)H(13)ClF(2)N(2)O(2), the conformation of the N—H bond in the amide segment is anti to the C=O bond. The mol­ecule is not planar, with dihedral angles between the central benzene ring and the outer benzene and pyridyl rings of 73.35 (7) and 81.26 (6)°, respectively. A weak...

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Detalles Bibliográficos
Autores principales: Liang, Ying, Shi, Li-Qiao, Yang, Zi-Wen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4704742/
https://www.ncbi.nlm.nih.gov/pubmed/26870586
http://dx.doi.org/10.1107/S2056989015023701
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author Liang, Ying
Shi, Li-Qiao
Yang, Zi-Wen
author_facet Liang, Ying
Shi, Li-Qiao
Yang, Zi-Wen
author_sort Liang, Ying
collection PubMed
description In the title compound, C(19)H(13)ClF(2)N(2)O(2), the conformation of the N—H bond in the amide segment is anti to the C=O bond. The mol­ecule is not planar, with dihedral angles between the central benzene ring and the outer benzene and pyridyl rings of 73.35 (7) and 81.26 (6)°, respectively. A weak intra­molecular C—H⋯O hydrogen bond occurs. In the crystal, N—H⋯N, C—H⋯O and C—H⋯F hydrogen bonds lead to the formation of dimers. The N—H⋯N inversion dimers are linked by π–π contacts between adjacent pyridine rings [centroid–centroid = 3.8541 (12) Å] and C—H⋯π inter­actions. These contacts combine to stack the mol­ecules along the a axis.
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spelling pubmed-47047422016-02-11 Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide Liang, Ying Shi, Li-Qiao Yang, Zi-Wen Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(19)H(13)ClF(2)N(2)O(2), the conformation of the N—H bond in the amide segment is anti to the C=O bond. The mol­ecule is not planar, with dihedral angles between the central benzene ring and the outer benzene and pyridyl rings of 73.35 (7) and 81.26 (6)°, respectively. A weak intra­molecular C—H⋯O hydrogen bond occurs. In the crystal, N—H⋯N, C—H⋯O and C—H⋯F hydrogen bonds lead to the formation of dimers. The N—H⋯N inversion dimers are linked by π–π contacts between adjacent pyridine rings [centroid–centroid = 3.8541 (12) Å] and C—H⋯π inter­actions. These contacts combine to stack the mol­ecules along the a axis. International Union of Crystallography 2016-01-01 /pmc/articles/PMC4704742/ /pubmed/26870586 http://dx.doi.org/10.1107/S2056989015023701 Text en © Liang et al. 2016 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 Research Communications
Liang, Ying
Shi, Li-Qiao
Yang, Zi-Wen
Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
title Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
title_full Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
title_fullStr Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
title_full_unstemmed Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
title_short Crystal structure of N-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
title_sort crystal structure of n-{4-[(6-chloro­pyridin-3-yl)meth­oxy]phen­yl}-2,6-di­fluoro­benzamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4704742/
https://www.ncbi.nlm.nih.gov/pubmed/26870586
http://dx.doi.org/10.1107/S2056989015023701
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