5-(4-Hy-droxy-phen-yl)imidazolidine-2,4-dione

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Understanding the synthesis and structural properties of novel organic compounds is crucial in chemistry.
• Imidazolidine derivatives are important scaffolds in medicinal chemistry and materials science.
• Hydrogen bonding plays a key role in the self-assembly of molecules in the solid state.

Purpose of the Study:

• To synthesize and characterize a new organic compound with the molecular formula C9H8N2O3.
• To elucidate the crystal structure and conformational properties of the synthesized compound.
• To investigate the intermolecular interactions, specifically hydrogen bonding, that stabilize the crystal lattice.

Main Methods:

• Chemical synthesis involving the reaction of phenol, glyoxylic acid, and urea in an aqueous medium.
• Single-crystal X-ray diffraction to determine the three-dimensional molecular structure and conformation.
• Analysis of intermolecular interactions, including hydrogen bond geometry (N-H⋯O and O-H⋯O).

Main Results:

• Successful synthesis of the target compound C9H8N2O3.
• The imidazolidine ring exhibits an almost planar conformation with a root-mean-square deviation of 0.012 Å.
• The imidazolidine ring is significantly twisted (89.3°) relative to the attached benzene ring.
• Molecules self-assemble into a three-dimensional framework through a network of N-H⋯O and O-H⋯O hydrogen bonds.

Conclusions:

• The study successfully synthesized and characterized a novel organic compound.
• The determined crystal structure provides insights into the conformational preferences of the imidazolidine ring system.
• The formation of a 3D hydrogen-bonded network highlights the importance of non-covalent interactions in crystal engineering.