Abstract
Fifteen cocrystals, four cocrystal polymorphs, one cocrystal hydrate, two free base solvates and one free base hydrate of N-(4-(6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)benzo[d]thiazol-2-yl)acetamide (FB) were successfully prepared by milling, solution or slurry crystallization techniques. Thirteen new crystal structures are reported. Powders were characterized by X-ray powder diffraction, thermal gravimetric analysis and differential scanning calorimetry where available. Analysis of the hydrogen bonding within the cocrystals revealed a common heterosynthon among most of the carboxylic acid cocrystals, which may be useful in future cocrystal design. Two main conformational types were observed in the crystal structures, the free base/cocrystal type and the solvate type. Calculation of the relative energies showed that there was significant overlap between both conformational types indicating that the conformational energies of either class could be easily accommodated in a crystal lattice.
Published Version
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