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Crystal structure and Hirshfeld surface analysis of (Z)-4-(4-hy­droxy­benzyl­idene)-3-methyl­isoxazol-5(4H)-one

The title compound, C(11)H(9)NO(3), contains an isoxazole and a hy­droxy­benzyl­idene ring, which are inclined to each another by 3.18 (8)°. There is an intra­molecular C—H⋯O contact forming an S(7) ring. In the crystal, mol­ecules stack head-to-tail in columns along the b-axis direction, linked by...

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Detalles Bibliográficos
Autores principales: Zemamouche, Wissem, Laroun, Rima, Hamdouni, Noudjoud, Brihi, Ouarda, Boudjada, Ali, Debache, Abdelmadjid
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6038640/
https://www.ncbi.nlm.nih.gov/pubmed/30002887
http://dx.doi.org/10.1107/S2056989018007867
Descripción
Sumario:The title compound, C(11)H(9)NO(3), contains an isoxazole and a hy­droxy­benzyl­idene ring, which are inclined to each another by 3.18 (8)°. There is an intra­molecular C—H⋯O contact forming an S(7) ring. In the crystal, mol­ecules stack head-to-tail in columns along the b-axis direction, linked by offset π–π inter­actions [inter­centroid distances of 3.676 (1) and 3.723 (1) Å]. The columns are linked by O—H⋯O and O—H⋯N hydrogen bonds, forming layers parallel to the ab plane. The layers are linked by C—H⋯O hydrogen bonds, forming a supra­molecular three-dimensional framework. An analysis of the Hirshfeld surfaces points to the importance of the O—H⋯O and O—H⋯N hydrogen bonding in the packing mechanism of the crystal structure.