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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
1-(2-Fluoro-phen-yl)-6,7-dimethoxy-isochroman
Summary
This study details the crystal structure of a fluorinated isochroman compound. Molecular interactions, including hydrogen bonds and pi-interactions, dictate its packing in the solid state.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Isochroman derivatives are important scaffolds in medicinal chemistry.
- Fluorinated organic compounds often exhibit unique pharmacological properties.
- Understanding crystal packing is crucial for predicting solid-state behavior and material properties.
Purpose of the Study:
- To elucidate the three-dimensional molecular structure of a novel fluorinated isochroman compound.
- To investigate the intermolecular interactions governing the crystal packing of the title compound.
- To characterize the conformational preferences of the isochroman and pyran rings.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of bond lengths, bond angles, and torsion angles provided conformational insights.
- Intermolecular interactions, including hydrogen bonds and C-H···π interactions, were identified and analyzed.
Main Results:
- The crystal structure of C(17)H(17)FO(3) was successfully determined.
- The isochroman unit's benzene ring is inclined at 84.96° to the fluoro-benzene ring.
- The pyran ring adopts a half-boat conformation, stabilized by C-H⋯O, C-H⋯F hydrogen bonds, and C-H⋯π interactions.
Conclusions:
- The study provides a detailed structural characterization of a fluorinated isochroman.
- Intermolecular forces play a significant role in organizing the molecules within the crystal lattice.
- The findings contribute to the understanding of structure-property relationships in fluorinated heterocyclic compounds.
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