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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
6,8-Di-bromo-3-nitro-2-phenyl-2H-chromene
Lin-Jie Yan1, Sheng-Yong Zhang
1Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Changle Xilu 169, 710032 Xi-An, People's Republic of China.
This study details the non-planar structure of a novel C15H9Br2NO3 compound. Crystal analysis reveals specific conformations and intermolecular interactions, including hydrogen bonds and bromine-oxygen contacts.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Chromene derivatives are important scaffolds in medicinal chemistry.
- Understanding the precise three-dimensional structure of novel compounds is crucial for predicting their properties and reactivity.
Purpose of the Study:
- To elucidate the crystal structure and molecular geometry of the title compound, C15H9Br2NO3.
- To identify and analyze intermolecular interactions within the crystal lattice.
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.
- Identification of hydrogen bonds and halogen bonds (Br...O contacts) was performed.
Main Results:
- The chromene unit exhibited a deviation from planarity.
- The di-hydro-pyran ring adopted an envelope conformation.
- Significant dihedral angles were observed between the chromene unit and the phenyl ring (85.7°).
- Crystal packing involved C-H⋯O hydrogen bonds and Br⋯O contacts (3.289 Å).
Conclusions:
- The C15H9Br2NO3 compound possesses a distinct, non-planar molecular architecture.
- Intermolecular interactions, including hydrogen bonding and Br⋯O contacts, play a role in stabilizing the crystal structure.
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