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, C25H27NO4S, which crystallized as a racemate, the relative configuration of the adjacent OH and CH3 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)degrees, respectively, and to each another by 13.82 (15)degrees. In the crystal, molecules are linked via O-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds, forming double-stranded chains along the a-axis direction. The chains are linked via C-H center dot center dot center dot pi interactions, forming a three-dimensional architecture.