4,4'-(Cyclo-hexane-1,1-di-yl)diphenol methanol solvate

Area of Science:

• Organic Chemistry
• Crystallography
• Medicinal Chemistry

Background:

• Clinofibrate is an anti-lipidemic agent used to manage lipid disorders.
• The synthesis of clinofibrate involves several chemical intermediates.
• Understanding the structure of these intermediates is crucial for optimizing synthesis.

Purpose of the Study:

• To characterize the crystal structure of an intermediate in clinofibrate synthesis.
• To elucidate the intermolecular interactions within the crystal lattice.
• To provide structural data relevant to the synthesis of clinofibrate.

Main Methods:

• Single-crystal X-ray diffraction was used to determine the molecular and crystal structure.
• Analysis of hydrogen bonding networks and dihedral angles between aromatic rings.

Main Results:

• The title compound, C(18)H(20)O(2)·CH(3)OH, was crystallized as a methanol solvate.
• Molecules are connected by two O-H⋯O hydrogen bonds involving the solvent molecule.
• A third O-H⋯O hydrogen bond links neighboring 4,4'-(cyclohexane-1,1-diyl)diphenol molecules.
• The dihedral angle between the two benzene rings is 81.69(6)°.

Conclusions:

• The crystal structure reveals specific hydrogen bonding patterns crucial for molecular assembly.
• The determined structure provides valuable insights into the solid-state properties of the clinofibrate intermediate.
• This structural information can aid in the development and optimization of clinofibrate synthesis.