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3-[1-(2-Hy­droxy­anilino)ethyl­idene]-3H-chromen-2,4-dione

The title compound is a new amino­coumarin derivative, C(17)H(13)NO(4), and was synthesized by the condensation of 2-amino­phenol and 3-acetyl-4-hy­droxy­coumarin. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, the molecules are linked into chains extending in t...

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Detalles Bibliográficos
Autores principales: Brahmia, Ameni, Ben Ayed, Taicir, Ben Hassen, Rached
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793787/
https://www.ncbi.nlm.nih.gov/pubmed/24109374
http://dx.doi.org/10.1107/S160053681301934X
Descripción
Sumario:The title compound is a new amino­coumarin derivative, C(17)H(13)NO(4), and was synthesized by the condensation of 2-amino­phenol and 3-acetyl-4-hy­droxy­coumarin. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, the molecules are linked into chains extending in the [010] direction by O—H⋯O hydrogen bonds. There is also a π–π stacking inter­action between the bicyclic coumarin fragment and the phenol ring [centroid–centroid distance = 3.7510 (14) Å], and these ring systems form between them a dihedral angle of 53.3 (2)°. Intermolecular hydrogen bond C—H⋯O hydrogen bonding is also observed in the interconnection of the crystal packing.