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• W2807111468 abstract "Gels composed of low molecular weight gelators (LMWGs) are fascinating research targets from the viewpoint of applications because their functionalities are easily modified by designing their molecular structures. Some reliable gelator design approaches have been developed. However, new classes of molecular gelators are sometimes discovered unexpectedly, suggesting that there remain unknown aspects about gelators. To obtain knowledge regarding gelation and crystallization ability, the crystal structure of N,N′-diperfluorooctanoyl-(1R,2R)-1,2-diaminocyclohexane (RR-CF8), which is a derivative of 1,2-diaminocyclohexane, one of the most famous LMWGs, was investigated in addition to the vibrational circular dichroism (VCD) measurements. The crystal structure was solved from powder X-ray diffraction patterns because recrystallization of RR-CF8 afforded no suitable single crystals for single crystal X-ray diffraction measurement. Two unusual structural features were confirmed. One is that the perfluoroalkyl chain (PFC) of RR-CF8 forms a pseudoracemic helix, or a mixture of right- (P) and left-handed (M) helices, while elsewhere, PFCs generally have one-handed helicity. The other is that an oxygen atom of one of the amide groups is free of hydrogen bonds, reducing the stability of one-dimensional hydrogen-bonded assemblies. These unique structural features let us propose the reasonable explanations for the gelation and crystallization ability of RR-CF8. Furthermore, a factor of environment-dependent chirality inversion of RR-CF8 supermolecules was clarified by combining X-ray crystallography and solid-state VCD spectroscopy." @default.
• W2807111468 created "2018-06-13" @default.
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• W2807111468 date "2018-05-31" @default.
• W2807111468 modified "2023-10-13" @default.
• W2807111468 title "Unusual Molecular and Supramolecular Structures of Chiral Low Molecular Weight Organogelators with Long Perfluoroalkyl Chains" @default.
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• W2807111468 doi "https://doi.org/10.1021/acs.cgd.8b00779" @default.
• W2807111468 hasPublicationYear "2018" @default.
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