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Updated: May 27, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
7H-1-Benzofuro[2,3-b]carbazole
The carbazole and benzofuran rings in the title compound are nearly co-planar. Crystal structure analysis reveals stabilization through weak C-H⋯π interactions.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Carbazole and benzofuran moieties are prevalent in materials science and medicinal chemistry.
- Understanding the solid-state structure of fused heterocyclic systems is crucial for predicting their properties.
Purpose of the Study:
- To characterize the crystal structure of the title compound (C18H11NO).
- To investigate the intermolecular interactions governing the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of non-covalent interactions, including C-H⋯π interactions, was performed.
Main Results:
- The title compound exhibits a near co-planar arrangement between the carbazole and benzofuran rings, with a dihedral angle of 3.31(3)°.
- The crystal lattice is stabilized by significant weak C-H⋯π intermolecular interactions.
Conclusions:
- The determined crystal structure provides insights into the solid-state behavior of this fused heterocyclic system.
- The prevalence of C-H⋯π interactions highlights their importance in the self-assembly of organic molecules.
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