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Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate
The title compound, C(19)H(15)NO(3), was synthesized by a Perkin reaction of 2-methyl-8-hydroxyquinoline and 4-formyl-2-methylbenzoate in acetic anhydride under a nitrogen atmosphere. The molecule has an E conformation about the C=C bond, and the quinoline ring system and the benzene ring are i...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120699/ https://www.ncbi.nlm.nih.gov/pubmed/27920909 http://dx.doi.org/10.1107/S205698901601210X |
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author | Xu, Yu-Xing Hu, Wei-Ji Zhao, Guo-Liang |
author_facet | Xu, Yu-Xing Hu, Wei-Ji Zhao, Guo-Liang |
author_sort | Xu, Yu-Xing |
collection | PubMed |
description | The title compound, C(19)H(15)NO(3), was synthesized by a Perkin reaction of 2-methyl-8-hydroxyquinoline and 4-formyl-2-methylbenzoate in acetic anhydride under a nitrogen atmosphere. The molecule has an E conformation about the C=C bond, and the quinoline ring system and the benzene ring are inclined to one another by 29.22 (7)°. There is an intramolecular O—H⋯N hydrogen bond in the 8-hydroxyquinoline moiety. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(28) ring motif. The dimers are linked by C—H⋯O hydrogen bonds and C—H⋯π interactions, forming sheets parallel to plane (10-1). |
format | Online Article Text |
id | pubmed-5120699 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-51206992016-12-05 Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate Xu, Yu-Xing Hu, Wei-Ji Zhao, Guo-Liang Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(19)H(15)NO(3), was synthesized by a Perkin reaction of 2-methyl-8-hydroxyquinoline and 4-formyl-2-methylbenzoate in acetic anhydride under a nitrogen atmosphere. The molecule has an E conformation about the C=C bond, and the quinoline ring system and the benzene ring are inclined to one another by 29.22 (7)°. There is an intramolecular O—H⋯N hydrogen bond in the 8-hydroxyquinoline moiety. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(28) ring motif. The dimers are linked by C—H⋯O hydrogen bonds and C—H⋯π interactions, forming sheets parallel to plane (10-1). International Union of Crystallography 2016-08-05 /pmc/articles/PMC5120699/ /pubmed/27920909 http://dx.doi.org/10.1107/S205698901601210X Text en © Xu 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 Xu, Yu-Xing Hu, Wei-Ji Zhao, Guo-Liang Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
title | Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
title_full | Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
title_fullStr | Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
title_full_unstemmed | Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
title_short | Crystal structure of methyl (E)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
title_sort | crystal structure of methyl (e)-4-[2-(8-hydroxyquinolin-2-yl)vinyl]benzoate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120699/ https://www.ncbi.nlm.nih.gov/pubmed/27920909 http://dx.doi.org/10.1107/S205698901601210X |
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