Synthesis and Supramolecularity of Hydrogen-Bonded Cocrystals of Pharmaceutical Model Rac-Ibuprofen with Pyridine Derivatives

Abstract

The cocrystals of a pharmaceutical model rac-ibuprofen with two pyridine-containing cocrystal formers were synthesized and their solid-state structures were carefully investigated in terms of crystal engineering and supramolecular chemistry. The target cocrystals were obtained by solvent-free grinding of rac-ibuprofen with the given cocrystal former and then suitable X-ray crystals were grown in acetonitrile solution and characterized by X-ray crystallography. Both structures adopted homo and hetero supramolecular synthons as well as other noncovalent interactions.

Keywords:

• Crystal engineering
• intermolecular forces
• pharmaceutical model
• solvent-free grinding
• supramolecular synthons
• X-ray crystal structures

Acknowledgment

The author thanks Mutah University for support needed to finish this work. Special thanks to Professor Koh Lip Lin and Geok Kheng Tan (the National University of Singapore) for running the X-ray experiments. Finally, great thanks to Professor Mike Zaworotko (University of South Florida) for his great support and valuable comments.

Notes

Symmetry transformations used to generate equivalent atoms: #1: x, y − 1, z; #2: −x + 3/2, y, z + ½; #3: x, y + 1, z; #4: −x + 3/2, y − 1, z − 1/2.

Symmetry transformations used to generate equivalent atoms: #1: −x + 3, −y −1, −z + 1.