Four differently substituted 2-aryl-2,3,4,5-tetra­hydro-1H-1,4-ep­oxy-1-benzazepines: hydrogen-bonded structures in one, two and three dimensions

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International Union of Crystallography

RESUMO

In (2RS,4SR)-7-chloro-2-exo-(2-chloro-6-fluoro­phen­yl)-2,3,4,5-tetra­hydro-1H-1,4-epoxy-1-benzazepine, C16H12Cl2FNO, (I), mol­ecules are linked into chains by a single C—H⋯π(arene) hydrogen bond. (2RS,4SR)-2-exo-(2-Chloro-6-fluoro­phen­yl)-2,3,4,5-tetra­hydro-1H-1,4-ep­oxy-1-benzazepine, C16H13ClFNO, (II), is isomorphous with compound (I) but not strictly isostructural with it, as the hydrogen-bonded chains in (II) are linked into sheets by an aromatic π–π stacking inter­action. The mol­ecules of (2RS,4SR)-7-methyl-2-exo-(4-methyl­phenyl)-2,3,4,5-tetra­hydro-1H-1,4-ep­oxy-1-benzazepine, C18H19NO, (III), are linked into sheets by a combination of C—H⋯N and C—H⋯π(arene) hydrogen bonds. (2S,4R)-2-exo-(2-Chloro­phen­yl)-2,3,4,5-tetra­hydro-1H-1,4-ep­oxy-1-benzazepine, C16H14ClNO, (IV), crystallizes as a single enantiomer and the mol­ecules are linked into a three-dimensional framework structure by a combination of one C—H⋯O hydrogen bond and three C—H⋯π(arene) hydrogen bonds.

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