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Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile
In the title compound, C(22)H(14)ClN(3)O(2), the indole unit is essentially coplanar, with a maximum deviation of 0.035 Å for the C atom bearing the methyl group. The central pyridine ring is inclined to the indole ring system by 43.7 (1)°. The dihedral angle between the phenyl ring and the indole r...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645016/ https://www.ncbi.nlm.nih.gov/pubmed/26594546 http://dx.doi.org/10.1107/S2056989015018058 |
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author | Vimala, G. Poomathi, N. AaminaNaaz, Y. Perumal, P. T. SubbiahPandi, A. |
author_facet | Vimala, G. Poomathi, N. AaminaNaaz, Y. Perumal, P. T. SubbiahPandi, A. |
author_sort | Vimala, G. |
collection | PubMed |
description | In the title compound, C(22)H(14)ClN(3)O(2), the indole unit is essentially coplanar, with a maximum deviation of 0.035 Å for the C atom bearing the methyl group. The central pyridine ring is inclined to the indole ring system by 43.7 (1)°. The dihedral angle between the phenyl ring and the indole ring system is 15.7 (2)°, while that between the phenyl ring and the central pyridine ring is 46.3 (1)°. The molecular structure is stabilized by an intramolecular O—H⋯O hydrogen bonding, forming an S(6) ring motif. In the crystal, molecules are linked via pairs of N—H⋯N hydrogen bonds, forming inversion dimers with an R (2) (2)(16) ring motif. The crystal structure also features C—H⋯π and π–π interactions [centroid–centroid separation = 3.688 (1) Å]. |
format | Online Article Text |
id | pubmed-4645016 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46450162015-11-20 Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile Vimala, G. Poomathi, N. AaminaNaaz, Y. Perumal, P. T. SubbiahPandi, A. Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(22)H(14)ClN(3)O(2), the indole unit is essentially coplanar, with a maximum deviation of 0.035 Å for the C atom bearing the methyl group. The central pyridine ring is inclined to the indole ring system by 43.7 (1)°. The dihedral angle between the phenyl ring and the indole ring system is 15.7 (2)°, while that between the phenyl ring and the central pyridine ring is 46.3 (1)°. The molecular structure is stabilized by an intramolecular O—H⋯O hydrogen bonding, forming an S(6) ring motif. In the crystal, molecules are linked via pairs of N—H⋯N hydrogen bonds, forming inversion dimers with an R (2) (2)(16) ring motif. The crystal structure also features C—H⋯π and π–π interactions [centroid–centroid separation = 3.688 (1) Å]. International Union of Crystallography 2015-10-07 /pmc/articles/PMC4645016/ /pubmed/26594546 http://dx.doi.org/10.1107/S2056989015018058 Text en © Vimala et al. 2015 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 | Data Reports Vimala, G. Poomathi, N. AaminaNaaz, Y. Perumal, P. T. SubbiahPandi, A. Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile |
title | Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile |
title_full | Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile |
title_fullStr | Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile |
title_full_unstemmed | Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile |
title_short | Crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1H-indol-3-yl)nicotinonitrile |
title_sort | crystal structure of 5-(5-chloro-2-hydroxybenzoyl)-2-(2-methyl-1h-indol-3-yl)nicotinonitrile |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645016/ https://www.ncbi.nlm.nih.gov/pubmed/26594546 http://dx.doi.org/10.1107/S2056989015018058 |
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