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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
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4-(4-Ethyl-phenyl-diazen-yl)phenol.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
The crystal structure of a C(14)H(14)N(2)O compound reveals non-planar molecules in the solid state, unlike typical azobenzene derivatives. These molecules form one-dimensional chains through intermolecular hydrogen bonds.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Azobenzene derivatives are typically planar in the solid state.
- Understanding molecular conformation is crucial for predicting material properties.
Purpose of the Study:
- To determine the crystal structure of the title compound, C(14)H(14)N(2)O.
- To investigate the molecular conformation and intermolecular interactions in the solid state.
Main Methods:
- Single-crystal X-ray diffraction at 100 K.
Main Results:
- The crystal structure of C(14)H(14)N(2)O was determined at 100 K.
- Molecules exhibit a non-planar conformation with a dihedral angle of 42.32° between aromatic rings.
- Infinite one-dimensional chains are formed via intermolecular O-H⋯N hydrogen bonds.
Conclusions:
- The title compound deviates from the typical planar structure of azobenzene derivatives in the solid state.
- Intermolecular hydrogen bonding plays a significant role in the self-assembly of these molecules into chains.
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