Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives

Three coumarin derivatives, viz. 6-methyl-N-(3-methyl­phen­yl)-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(3) (1), N-(3-meth­oxy­phen­yl)-6-methyl-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(4) (2), and 6-meth­oxy-N-(3-meth­oxy­phen­yl)-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(5) (3), were...

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Autores principales: Gomes, Lígia R., Low, John Nicolson, Fonseca, André, Matos, Maria João, Borges, Fernanda
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4992908/
https://www.ncbi.nlm.nih.gov/pubmed/27555933
http://dx.doi.org/10.1107/S2056989016008665
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author Gomes, Lígia R.
Low, John Nicolson
Fonseca, André
Matos, Maria João
Borges, Fernanda
author_facet Gomes, Lígia R.
Low, John Nicolson
Fonseca, André
Matos, Maria João
Borges, Fernanda
author_sort Gomes, Lígia R.
collection PubMed
description Three coumarin derivatives, viz. 6-methyl-N-(3-methyl­phen­yl)-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(3) (1), N-(3-meth­oxy­phen­yl)-6-methyl-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(4) (2), and 6-meth­oxy-N-(3-meth­oxy­phen­yl)-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(5) (3), were synthesized and structurally characterized. The mol­ecules display intra­molecular N—H⋯O and weak C—H⋯O hydrogen bonds, which probably contribute to the approximate planarity of the mol­ecules. The supra­molecular structures feature C—H⋯O hydrogen bonds and π–π inter­actions, as confirmed by Hirshfeld surface analyses.
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spelling pubmed-49929082016-08-23 Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives Gomes, Lígia R. Low, John Nicolson Fonseca, André Matos, Maria João Borges, Fernanda Acta Crystallogr E Crystallogr Commun Research Communications Three coumarin derivatives, viz. 6-methyl-N-(3-methyl­phen­yl)-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(3) (1), N-(3-meth­oxy­phen­yl)-6-methyl-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(4) (2), and 6-meth­oxy-N-(3-meth­oxy­phen­yl)-2-oxo-2H-chromene-3-carboxamide, C(18)H(15)NO(5) (3), were synthesized and structurally characterized. The mol­ecules display intra­molecular N—H⋯O and weak C—H⋯O hydrogen bonds, which probably contribute to the approximate planarity of the mol­ecules. The supra­molecular structures feature C—H⋯O hydrogen bonds and π–π inter­actions, as confirmed by Hirshfeld surface analyses. International Union of Crystallography 2016-06-10 /pmc/articles/PMC4992908/ /pubmed/27555933 http://dx.doi.org/10.1107/S2056989016008665 Text en © Gomes 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 (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Gomes, Lígia R.
Low, John Nicolson
Fonseca, André
Matos, Maria João
Borges, Fernanda
Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
title Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
title_full Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
title_fullStr Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
title_full_unstemmed Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
title_short Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
title_sort crystal structures of three 6-substituted coumarin-3-carboxamide derivatives
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4992908/
https://www.ncbi.nlm.nih.gov/pubmed/27555933
http://dx.doi.org/10.1107/S2056989016008665
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