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Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol

The title compound, C(20)H(24)BrNO(2), is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes di...

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Detalles Bibliográficos
Autores principales: Khalilov, Ali N., Khrustalev, Victor N., Fortalnova, Elena A., Akkurt, Mehmet, Yıldırım, Sema Öztürk, Bhattarai, Ajaya, Mamedov, İbrahim G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9260360/
https://www.ncbi.nlm.nih.gov/pubmed/35855370
http://dx.doi.org/10.1107/S2056989022005928
Descripción
Sumario:The title compound, C(20)H(24)BrNO(2), is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes dihedral angles of 77.74 (10) and 45.50 (11)°, respectively, with the 4-bromo­phenol and 1,3,5-tri­methyl­benzene rings. In the crystal, adjacent mol­ecules are connected via C—H⋯O hydrogen bonds and C—H⋯π inter­actions into layers parallel to the (200) plane. The packing is strengthened by van der Waals inter­actions between parallel mol­ecular layers. A Hirshfeld surface analysis shows that H⋯H (58.2%), C⋯H/H⋯C (18.9%), and Br⋯H/H⋯Br (11.5%) inter­actions are the most abundant in the crystal packing.