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Crystal structure of 1,2-bis­(6-bromo-3,4-dihydro-2H-benz[e][1,3]oxazin-3-yl)ethane: a bromine-containing bis-benzoxazine

The title benzoxazine molecule, C(18)H(18)Br(2)N(2)O(2), was prepared by a Mannich-type reaction of 4-bromo­phenol with ethane-1,2-di­amine and formaldehyde. The title compound crystallizes in the monoclinic space group C2/c with a centre of inversion located at the mid-point of the C—C bond of the...

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Detalles Bibliográficos
Autores principales: Rivera, Augusto, Rojas, Jicli José’, Ríos-Motta, Jaime, Bolte, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095852/
https://www.ncbi.nlm.nih.gov/pubmed/27840727
http://dx.doi.org/10.1107/S2056989016016509
Descripción
Sumario:The title benzoxazine molecule, C(18)H(18)Br(2)N(2)O(2), was prepared by a Mannich-type reaction of 4-bromo­phenol with ethane-1,2-di­amine and formaldehyde. The title compound crystallizes in the monoclinic space group C2/c with a centre of inversion located at the mid-point of the C—C bond of the central CH(2)CH(2) spacer. The oxazinic ring adopts a half-chair conformation. The structure is compared to those of other functionalized benzoxazines synthesized in our laboratory. In the crystal, weak C—H⋯Br and C—H⋯O hydrogen bonds stack the mol­ecules along the b-axis direction.