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Structural study and Hirshfeld surface analysis of (Z)-4-(2-meth­oxy­benzyl­idene)-3-phenyl­isoxazol-5(4H)-one

The title compound, C(17)H(13)NO(3), adopts a Z configuration about the C=C bond. The isoxazole and meth­oxy­benzyl­idene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the phenyl substituent is twisted significantly out of the plane of the oxazole ring, with...

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Detalles Bibliográficos
Autores principales: Benouatas, Assia, Laroum, Rima, Hamdouni, Noudjoud, Zemamouche, Wissame, Debache, Abdelmadjid, Boudjada, Ali
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100271/
https://www.ncbi.nlm.nih.gov/pubmed/34026266
http://dx.doi.org/10.1107/S2056989021004308
Descripción
Sumario:The title compound, C(17)H(13)NO(3), adopts a Z configuration about the C=C bond. The isoxazole and meth­oxy­benzyl­idene rings are almost coplanar with a dihedral angle of 9.63 (7)° between them. In contrast, the phenyl substituent is twisted significantly out of the plane of the oxazole ring, with the two rings inclined to each other by 46.22 (4)°. The crystal structure features C—H⋯O, C—H⋯N and C—H⋯π hydrogen bonds and π–π contacts. An analysis of the Hirshfeld surfaces points to the importance of H⋯H, H⋯C/C⋯H and H⋯O/O⋯H contacts. The included surface areas of the title compound were compared to those of the isomeric structure (Z)-4-(4-meth­oxy­benzyl­idene)-3-phenyl­isoxazol-5(4H)-one [Zhang et al. (2015 ▸). CrystEngComm, 17, 7316–7322].