The structure-property relations are examined for apremilast cocrystals and solvates in this work. A unique and large dataset of multicomponent crystal forms is presented including 7 cocrystals and 12 solvates. In total, 15 of the presented multicomponent forms and their crystal structures are published here for the first time. This dataset is unique owing to the extreme crystal packing similarity of all 19 crystal forms. This fact makes the evaluation of structure-property relations significantly easier and more precise since the differences in the crystal lattice arrangement are close to negligible. Properties of the guest molecules used here can be directly correlated with the macroscopic properties of the corresponding multicomponent forms. Interestingly, a considerable correlation was found between the intrinsic dissolution rate of the multicomponent forms and their solubility, as well as the solubility of their guest molecules in the dissolution medium. The latter is of particular interest as it can aid in the design of multicomponent forms with tuned properties.

Department of Chemical Engineering University of Chemistry and Technology Technická 3 Prague 6 16628 Czech Republic

Department of Solid State Chemistry University of Chemistry and Technology Technická 5 Prague 6 16628 Czech Republic

Institute of Physics of the Czech Academy of Sciences Na Slovance 2 Prague 8 18200 Czech Republic

Zentiva k s U kabelovny 130 Prague 10 10237 Czech Republic

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Apremilast Cocrystals with Phenolic Coformers