Exploring the influence of crystal packing on the optical-physical property of quercetin-based binary and ternary solid forms

The co-crystallization of quercetin(Qur)with a flexible molecule 4-(4-pyridinyldisulfanyl)pyridine(DPDS)in different solvents and conditions was investigated,yielded five multi-component crystalline phases and characterized with X-ray diffractions and thermal analysis.Although the crystal system of Qur-DPDSMe OH and Qur-DPDS-Dioxane is the same,the desolvation results revealed that Qur-DPDS-Me OH transformed to Qur-DPDS when Me OH solvent molecules escape from the lattice,while Qur-DPDS-Dioxane transformed to Qur-DPDS-II through a similar process,which is same with Qur-DPDS-THF.These two cocrystal polymorphs Qur-DPDS and Qur-DPDS-II obey an enantiotropic relationship.Moreover,the formation of cocrystal solvates improves the packing efficiency of crystals.Crystal structure analysis showed that hydrogen bonds and conformations of the corresponding parent molecules play a major role in molecular assembly and crystal packing patterns,thus bring different physicochemical properties.Finally,the fluorescence spectra and quantum-chemical calculations were carried out to explore the difference in the optical-physical properties.