2-(4-Methoxyphenylazo)-4-phenylphenol

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular interactions is crucial in chemistry.
• Azobenzene derivatives are known for their unique photochemical and structural properties.
• Intramolecular hydrogen bonding influences molecular conformation and stability.

Purpose of the Study:

• To determine the precise crystal structure of the C(19)H(16)N(2)O(2) compound.
• To investigate the nature and geometry of the intramolecular hydrogen bond.
• To analyze the planarity and conformation of the azobenzene moiety.

Main Methods:

• Single-crystal X-ray diffraction was employed to elucidate the crystal structure.
• Crystallographic data were collected and analyzed to determine atomic positions and bond lengths.
• Geometric parameters, including hydrogen bond distances and dihedral angles, were calculated.

Main Results:

• The crystal structure confirmed a trans configuration for the azo moiety.
• An intramolecular O-H.N=N hydrogen bond was identified with specific H.N and O.N distances (1.81(3) and 2.581(4) Å).
• The azobenzene unit exhibited approximate planarity with a dihedral angle of about 23 degrees relative to the substituted phenyl group.

Conclusions:

• The crystal structure provides detailed insights into the solid-state arrangement of the C(19)H(16)N(2)O(2) molecule.
• The observed intramolecular hydrogen bond plays a significant role in stabilizing the molecular conformation.
• The findings contribute to the understanding of structure-property relationships in azobenzene derivatives.