Flunarizinium hydrogen maleate

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Piperazine derivatives are important in medicinal chemistry.
• Understanding the solid-state structure of organic salts is crucial for drug development.
• Hydrogen maleate salts are commonly used to improve the physicochemical properties of active pharmaceutical ingredients.

Purpose of the Study:

• To elucidate the crystal structure of 4-[bis-(4-fluoro-phenyl)meth-yl]-1-[(2E)-3-phenyl-prop-2-en-1-yl]piperazin-1-ium hydrogen maleate.
• To investigate the conformational preferences of the protonated piperazine ring and the arrangement of the fluoro-phenyl groups.
• To identify and characterize intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction analysis was performed.
• The crystal structure was solved and refined.
• Intermolecular interactions such as hydrogen bonds (N-H⋯O, C-H⋯O) and C-H⋯F interactions were analyzed.

Main Results:

• The protonated piperazine ring adopts a chair conformation.
• A significant dihedral angle of 68.2° was observed between the two 4-fluoro-phenyl rings.
• An intramolecular O-H⋯O hydrogen bond was identified in the maleate anion.
• The crystal structure is stabilized by a network of N-H⋯O, C-H⋯O, and C-H⋯F interactions, forming [001] chains.

Conclusions:

• The study provides a detailed structural characterization of the title salt.
• The observed intermolecular interactions dictate the packing arrangement in the crystal structure.
• This structural information can be valuable for understanding the properties and potential applications of this compound.