1,3-Bis[(4-methylbenzylidene)amino-oxy]propane

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Bis-oxime compounds are versatile organic molecules with potential applications in various fields.
• Understanding the conformational preferences and crystal packing of organic compounds is crucial for predicting their properties and designing new materials.

Purpose of the Study:

• To synthesize and characterize a novel bis-oxime compound.
• To investigate the molecular conformation and crystal structure of the synthesized compound.
• To explore the intermolecular interactions governing the crystal packing.

Main Methods:

• Synthesis of the bis-oxime compound via the reaction of 4-methyl-2-hydroxy-benzaldehyde with 1,3-bis-(amino-oxy)propane.
• Single-crystal X-ray diffraction analysis to determine the molecular and crystal structure.
• Analysis of dihedral angles and intermolecular interactions (e.g., C-H⋯π).

Main Results:

• The synthesized bis-oxime compound (C(19)H(22)N(2)O(2)) adopts a distinct V-shaped conformation.
• The dihedral angle between the aromatic rings was determined to be 84.59(3)°.
• The crystal structure reveals molecules arranged about a crystallographic twofold rotation axis, with C-H⋯π(Ph) interactions mediating chain formation.

Conclusions:

• The study successfully synthesized and elucidated the structure of a novel bis-oxime compound.
• The V-shaped conformation and specific crystal packing highlight the importance of intermolecular forces in molecular self-assembly.
• The findings contribute to the understanding of bis-oxime chemistry and crystal engineering principles.