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  • Title: C[bond]H- - -O hydrogen bonds in beta-sheetlike networks: combined X-ray crystallography and high-pressure infrared study.
    Author: Lee KM, Chang HC, Jiang JC, Chen JC, Kao HE, Lin SH, Lin IJ.
    Journal: J Am Chem Soc; 2003 Oct 08; 125(40):12358-64. PubMed ID: 14519022.
    Abstract:
    Close interactions of the C(alpha)[bond]H- - -O type have been analyzed via X-ray crystallography and high-pressure infrared spectroscopy. The results demonstrate that the C(alpha)[bond]H- - -O interactions can offer an additional stability to the beta-sheet formation. X-ray structural data suggest that while 1-acetamido-3-(2-pyrimidinyl)-imidazolium bromide exhibits a bilayer stacking, the PF(6)(-) salt reveals a beta-sheetlike pattern. The appearance of the free-NH infrared absorption indicates that the conventional N[bond]H- - -O or N[bond]H- - -N hydrogen bonds do not fully dominate the packing for the PF(6)(-) salt. The high-pressure infrared study suggests that the C(alpha)[bond]H- - -O hydrogen bonds are the important determinants for the stability of the PF(6)(-) salt. This study also verifies that the imidazolium C[bond]H stretching frequency shifts to a longer wavelength upon the formation of the C[bond]H- - -O hydrogen bonds.
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