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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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. |
format | Online Article Text |
id | pubmed-4704742 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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