4-[(E)-(4-Eth-oxy-benzyl-idene)amino]-phenol

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding molecular conformation and crystal packing is crucial for predicting material properties.
• Substituted benzene rings and ethoxy groups can influence molecular geometry and intermolecular interactions.

Purpose of the Study:

• To elucidate the detailed three-dimensional molecular structure of the title compound (C15H15NO2).
• To investigate the conformational preferences and intermolecular interactions in the crystalline state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, dihedral angles, and torsion angles provided conformational insights.
• Identification of intermolecular interactions such as hydrogen bonds and C-H···π interactions.

Main Results:

• The molecule adopts a trans conformation around the methylidene C=N bond.
• A dihedral angle of 26.31(5)° was observed between the two substituted benzene rings, indicating a twisted conformation.
• The ethoxy group is nearly coplanar with its attached benzene ring (torsion angle of -179.08(9)°).
• Crystal packing is governed by O-H⋯N hydrogen bonds and weak C-H⋯O interactions, forming chains along specific crystallographic directions.
• C-H⋯π interactions were also identified as contributing to the crystal architecture.

Conclusions:

• The study provides a precise description of the molecular geometry and conformational characteristics of C15H15NO2.
• The identified intermolecular interactions, including hydrogen bonding and C-H⋯π interactions, dictate the crystal packing and supramolecular assembly.
• This structural information is fundamental for further research into the compound's physical and chemical properties.