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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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Detalles Bibliográficos
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:
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
Descripción
Sumario: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.