Modeling of the structure and IR spectrum of methyl-β-D-glucopyranoside by the density functional method

A theoretical study has been made of the structure and IR spectrum of methyl-β-D-glucopyranoside with allowance for the influence of a hydrogen bond on them. Structural dynamic models of a free methyl-β-D-glucopyranoside molecule and its simplest complexes with the hydrogen bond, which represent variously structured dimmers, have been constructed by a density-functional method using a B3LYP functional in a 6-31G (d) basis. Energies have been minimized; structures, electrooptical parameters, force constants, and frequencies of normal modes in a harmonic approximation and their intensities in IR spectra have been calculated; hydrogen-bond energy has been evaluated. From the calculation results, the IR spectrum of a methyl-β-D-glucopyranoside sample has been interpreted and the conclusions on its structure and spectrum formation, and also on the capabilities of the employed method of density-functional theory have been drawn.

[1]  V. V. Nechaev,et al.  Application of a method of linear scaling of frequencies in calculations of the normal vibrations of polyatomic molecules , 2003 .

[2]  V. N. Piottukh-Peletskii,et al.  Interpretation of the IR spectrum of methyl-β-D-glucopyranoside based on the theoretical calculation of frequencies and intensities of normal vibrations , 2007 .

[3]  P. Choler,et al.  Methyl-β-D-glucopyranoside in higher plants: accumulation and intracellular localization in Geum montanum L. leaves and in model systems studied by 13C nuclear magnetic resonance , 2004 .

[4]  V. V. Nechaev,et al.  Anharmonic resonances in the vibrational spectra of pyrazine , 2005 .

[5]  P. Choler,et al.  Methyl-beta-D-glucopyranoside in higher plants: accumulation and intracellular localization in Geum montanum L. leaves and in model systems studied by 13C nuclear magnetic resonance. , 2004, Journal of experimental botany.

[6]  H. Yoshida,et al.  A NEW APPROACH TO VIBRATIONAL ANALYSIS OF LARGE MOLECULES BY DENSITY FUNCTIONAL THEORY: WAVENUMBER-LINEAR SCALING METHOD , 2002 .

[7]  Jacek Karwowski,et al.  Quantum-Chemical Models , 1997 .

[8]  V. V. Nechaev,et al.  Anharmonic analysis of the vibrational states of pyrimidine by the density functional method , 2004 .

[9]  Peter Pulay,et al.  Combination of theoretical ab initio and experimental information to obtain reliable harmonic force constants. Scaled quantum mechanical (QM) force fields for glyoxal, acrolein, butadiene, formaldehyde, and ethylene , 1983 .

[10]  M. V. Korolevich,et al.  Calculation of the structure and IR spectrum of methyl-β-D-glucopyranoside by density functional theory , 2010 .

[11]  Paul C. Painter,et al.  The theory of vibrational spectroscopy and its application to polymeric materials , 1982 .

[12]  N. Handy,et al.  Anharmonic constants for benzene , 1997 .