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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
(E)-3-(4-Cyclo-hexyl-3-fluoro-benzyl-idene)chroman-4-one
This study reveals substitutional disorder in a novel fluorinated organic compound, C(22)H(21)FO(2). The fluorine and hydrogen atoms share a position, impacting the molecule's crystal structure and electronic properties.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding molecular structure is crucial for predicting material properties.
- Substitutional disorder can significantly influence crystal packing and reactivity.
- Fluorinated organic compounds are vital in pharmaceuticals and materials science.
Purpose of the Study:
- To characterize the crystal structure of the title compound, C(22)H(21)FO(2).
- To investigate the nature and extent of substitutional disorder within the crystal lattice.
- To determine the geometric parameters, including dihedral angles, of the molecule.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Crystallographic refinement was used to model the disorder and determine atomic occupancies.
- Analysis of bond lengths, bond angles, and dihedral angles provided geometric insights.
Main Results:
- The title compound, C(22)H(21)FO(2), was successfully synthesized and characterized.
- Significant substitutional disorder was observed, with fluorine and hydrogen atoms co-occupying a specific site.
- The refined F:H ratio was determined to be 0.80:0.20, indicating a major fluorine presence.
- A dihedral angle of 37.30° was measured between the fluorinated benzene ring and the chromanone system's benzene ring.
- Two notable residual electron-density peaks were identified, correlating with the observed disorder.
Conclusions:
- The crystal structure of C(22)H(21)FO(2) is characterized by significant F/H substitutional disorder.
- This disorder influences the molecular conformation, as evidenced by the dihedral angle.
- The findings provide a detailed structural understanding of this fluorinated organic compound, relevant for further applications.
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