2-[(E)-Phen-yl(2-phenyl-hydrazin-1-yl-idene)meth-yl]phenol

Area of Science:

• Organic Chemistry
• Crystallography

Background:

• Hydrazone derivatives are versatile organic compounds with diverse applications.
• Understanding the precise three-dimensional structure of these molecules is crucial for predicting their properties and reactivity.

Purpose of the Study:

• To elucidate the crystal structure and molecular conformation of a specific hydrazone derivative, C(19)H(16)N(2)O.
• To investigate the nature of intra- and intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular conformation.

Main Results:

• The hydrazone derivative C(19)H(16)N(2)O exhibits a twisted conformation between the hydroxy-phenyl and N-bound phenyl rings (dihedral angle = 24.37°).
• A C-bound phenyl ring is nearly perpendicular to the other two rings (dihedral angles = 75.30° and 86.00°).
• The imine bond conformation is E, with an intramolecular hydrogen bond between the hydroxyl group and the imine nitrogen atom. Crystal packing features zigzag chains stabilized by N-H⋯O hydrogen bonds.

Conclusions:

• The study provides a detailed structural characterization of the hydrazone derivative C(19)H(16)N(2)O.
• The observed conformation and hydrogen bonding patterns are key determinants of the molecule's solid-state behavior and potential intermolecular interactions.