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J Am Chem Soc ; 125(40): 12358-64, 2003 Oct 08.
Artigo em Inglês | MEDLINE | ID: mdl-14519022

RESUMO

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.


Assuntos
Acetamidas/química , Imidazóis/química , Pirimidinas/química , Cristalografia por Raios X , Ligação de Hidrogênio , Modelos Moleculares , Espectrofotometria Infravermelho
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