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Crystal structure of (1S*,2R*)-7-benz­yloxy-2-methyl-3-tosyl-2,3,4,5-tetra­hydro-1H-3-benz­azepin-1-ol: elucidation of the relative configuration of potent allosteric GluN2B selective NMDA receptor antagonists

In the title compound, C(25)H(27)NO(4)S, which crystallized as a racemate, the relative configuration of the adjacent OH and CH(3) groups on the azepine ring is trans. The seven-membered azepin ring has a chair-like conformation. The planar aromatic rings of the benzyl and tosyl­ate moiety are incli...

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Detalles Bibliográficos
Autores principales: Tewes, Bastian, Frehland, Bastian, Fröhlich, Roland, Wünsch, Bernhard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908544/
https://www.ncbi.nlm.nih.gov/pubmed/27308018
http://dx.doi.org/10.1107/S2056989016005855
Descripción
Sumario:In the title compound, C(25)H(27)NO(4)S, which crystallized as a racemate, the relative configuration of the adjacent OH and CH(3) groups on the azepine ring is trans. The seven-membered azepin ring has a chair-like conformation. The planar aromatic rings of the benzyl and tosyl­ate moiety are inclined to the planar 3-benzazepine ring by 78.39 (15) and 77.03 (14)°, respectively, and to each another by 13.82 (15)°. In the crystal, mol­ecules are linked via O—H⋯O and C—H⋯O hydrogen bonds, forming double-stranded chains along the a-axis direction. The chains are linked via C—H⋯π inter­actions, forming a three-dimensional architecture.