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Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
3-(3-Nitro-benz-yl)-4H-chromen-4-one
Kaalin Gopaul1, Neil Anthony Koorbanally, Mahidansha Shaikh
1School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Durban 4000, South Africa.
The study details the molecular structure of a C16H11NO4 compound, revealing a significant dihedral angle between its ring systems. Molecules are interconnected in the crystal via weak hydrogen bonds, forming a 3D network.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure Analysis
Background:
- Understanding the three-dimensional arrangement of atoms in organic compounds is crucial for predicting their properties and reactivity.
- Chromone derivatives are known for their diverse biological activities and applications.
Purpose of the Study:
- To elucidate the precise molecular geometry and crystal packing of the title compound, C16H11NO4.
- To investigate the intermolecular interactions governing the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided geometric insights.
- Intermolecular interactions, specifically hydrogen bonds, were identified and analyzed.
Main Results:
- The title compound, C16H11NO4, exhibits a distinct dihedral angle of 77.83(3)° between the chromone ring system and the attached benzene ring.
- The crystal structure is characterized by weak C-H⋯O hydrogen bonds.
- These hydrogen bonds facilitate the formation of an extended three-dimensional molecular network.
Conclusions:
- The determined dihedral angle provides critical information about the non-planar conformation of the molecule.
- The identified hydrogen bonding network explains the observed crystal packing and influences the solid-state properties.
- This structural data serves as a foundation for further studies on related chromone derivatives.
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