Spectroscopic Observations of Host – Guest Hydrogen Bonding in Binary Cyclopropanemethanol + Methane Hydrate

2019 
Herein, we report a new structure II (sII) hydrate with cyclopropanemethanol (CPM) in the presence of methane (CH4) gas for the first time and investigate the host–guest hydrogen bonding in the binary CPM + CH4 hydrate via solid-state NMR, Raman spectroscopy, and synchrotron X-ray powder diffraction analysis. The crystal structure and guest distribution of the binary CPM + CH4 hydrate were characterized using solid-state 13C NMR and powder diffraction analyses, which confirmed the formation of the binary sII CPM + CH4 hydrate. The CPM in the large cages of sII hydrate was predicted to be present in the dynamic Anti (Anti I or Anti II) form based on the measured- and calculated- NMR spectra. The inclusion of CH4 molecules in both the large and small cages of the sII hydrate was observed from the 13C NMR and Raman spectra. No free OH signals of the CPM guest were observed in the Raman spectra of the binary CPM + CH4 hydrate, which indicated that the CPM guest participated in host–guest hydrogen bonding with...
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