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4-nitro-9,10-dihydrophenanthrene and a polymorphic form of 4-nitrophenanthrene
1Department of Chemistry and Materials Science, Tokyo Institute of Technology, Oookayama 2, Meguro-ku, Tokyo 152-8551, Japan.
Acta Crystallographica. Section C, Crystal Structure Communications
|December 12, 2001
Summary
The crystal structures of two nitro-aromatic compounds reveal non-planar molecular geometries. These structural differences in dihedral angles influence their photochemical reactivity.
Area of Science:
- Crystallography
- Organic Chemistry
- Photochemistry
Background:
- Non-planar molecular structures in organic compounds can influence their chemical properties.
- Understanding the relationship between molecular geometry and reactivity is crucial in organic chemistry.
Purpose of the Study:
- To determine the crystal structures of 4-nitro-9,10-dihydrophenanthrene and 4-nitrophenanthrene.
- To investigate the impact of molecular non-planarity on photochemical reactivity.
Main Methods:
- X-ray crystallography was used to analyze the crystal structures.
- The dihedral angles between phenyl rings in the biphenyl skeletons were measured.
Main Results:
- Both 4-nitro-9,10-dihydrophenanthrene and 4-nitrophenanthrene were found to be non-planar.
- Dihedral angles were measured at 28.64 (8) degrees for the former and 10.34 (15) / 11.75 (13) degrees for the two independent molecules of the latter.
- Observed differences in dihedral angles correlate with variations in photochemical reactivity.
Conclusions:
- Molecular non-planarity is a key feature of these nitro-aromatic compounds.
- The degree of non-planarity significantly affects the photochemical behavior of these molecules.