Three aryl-substituted tetrahydro-1,4-epoxy-1-benzazepines: hydrogen-bonded structures in two or three dimensions

Sandra L. Gomez, Walter Raysth, Alirio Palma, Justo Cobo, John N. Low, Christopher Glidewell

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

In (2SR,4RS)-7-chloro-2-exo-(4-chlorophenyl)-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, C16H13Cl2NO, (I), the molecules are linked by a combination of C-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds into a chain of edge-fused R-3(3)(12) rings. The isomeric compound (2S,4R)-7-chloro-2-exo(2-chlorophenyl)-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, (II), crystallizes as a single 2S, 4R enantiomer and the molecules are linked into a three-dimensional framework structure by two C-H center dot center dot center dot O hydrogen bonds and one C-H center dot center dot center dot( arene) hydrogen bond. The molecules of (2S,4R)-7chloro-2-exo-(1-naphthyl)-2,3,4,5-tetrahydro-1H-1,4-epoxy-1benzazepine, C20H16ClNO, (III), are also linked into a three-dimensional framework structure, here by one C-H center dot center dot center dot O hydrogen bond and two C-H center dot center dot center dot pi(arene) hydrogen bonds. The significance of this study lies in its observation of the variations in molecular configuration and conformation, and in the variation in the patterns of supramolecular aggregation, consequent upon modest changes in the peripheral substituents.

Original languageEnglish
Number of pages5
JournalActa Crystallographica Section C-Crystal Structure Communications
Volume64
DOIs
Publication statusPublished - Sept 2008

Keywords

  • ABSOLUTE-CONFIGURATION

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