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• W2968744081 abstract "Polymorph α of resorcinol, at ambient pressure stable to 365 K when it transforms to polymorph β, is exceptionally resistant to high pressure. The crystals of polymorph α can be compressed to over 4 GPa without transforming to the β phase. We have performed high-pressure recrystallization of resorcinol aqueous and methanol solutions, and they yielded polymorph α below 0.5 GPa and polymorph β above this pressure. Our single-crystal X-ray diffraction studies on resorcinol polymorphs in a diamond-anvil cell reveal the structural origins of the phase transition. The high pressure changes the angular dimensions of bistable hydrogen bonds OH···O, which destabilizes the H-atoms and the structure of polymorph α above 0.5 GPa, consistent with the calorimetric and NMR results. The high-temperature, high-pressure polymorph β achieves the more dense packing through the changed conformation of one of the hydroxyl groups and the considerable twisting of the hydrogen bonds necessary for the formation of additional C–H···π bonds. The large temperature and pressure hysteresis of the polymorphs α and β are connected with the different topologies of their O–H···O networks." @default.
• W2968744081 created "2019-08-22" @default.
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• W2968744081 date "2019-08-14" @default.
• W2968744081 modified "2023-10-01" @default.
• W2968744081 title "Pressure-Dependent Crystallization Preference of Resorcinol Polymorphs" @default.
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• W2968744081 doi "https://doi.org/10.1021/acs.cgd.9b00610" @default.
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