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Updated: May 22, 2026
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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
5-(Prop-2-yn-yl)-5H-dibenzo[b,f]azepine
1HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
Summary
This study details the crystal structure of a compound containing two independent butterfly-shaped molecules. The azepine rings adopt a boat conformation, with specific dihedral angles noted between the benzene rings.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- The azepine ring system is a key structural motif in various biologically active compounds.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(17)H(13)N.
- To describe the molecular conformation and arrangement within the asymmetric unit.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular structure.
- The crystallographic data were analyzed to identify independent molecules and their conformations.
Main Results:
- The asymmetric unit contains two independent molecules of C(17)H(13)N, both exhibiting a butterfly shape.
- The seven-membered azepine rings adopt a boat conformation in both molecules.
- The dihedral angles between the benzene rings were measured as 46.95(11)° and 52.21(11)° for the two independent molecules.
Conclusions:
- The crystal structure reveals specific conformational preferences for the azepine ring and the relative orientation of the benzene rings.
- This detailed structural information provides a foundation for further studies on related compounds.
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