Vibrational and structural study of onopordopicrin based on the FTIR spectrum and DFT calculations

Fernando E. Chain, Elida Romano, Patricio Leyton, Carolina Paipa, César A.N. Catalán, Mario Fortuna, Silvia Antonia Brandán

Resultado de la investigación: Article

6 Citas (Scopus)

Resumen

In the present work, the structural and vibrational properties of the sesquiterpene lactone onopordopi-crin (OP) were studied by using infrared spectroscopy and density functional theory (DFT) calculations together with the 6-31G basis set. The harmonic vibrational wavenumbers for the optimized geometry were calculated at the same level of theory. The complete assignment of the observed bands in the infrared spectrum was performed by combining the DFT calculations with Pulay's scaled quantum mechanical force field (SQMFF) methodology. The comparison between the theoretical and experimental infrared spectrum demonstrated good agreement. Then, the results were used to predict the Raman spectrum. Additionally, the structural properties of OP, such as atomic charges, bond orders, molecular electrostatic potentials, characteristics of electronic delocalization and topological properties of the electronic charge density were evaluated by natural bond orbital (NBO), atoms in molecules (AIM) and frontier orbitals studies. The calculated energy band gap and the chemical potential (μ), electronegativity (χ), global hardness (η), global softness (S) and global electrophilicity index (σ) descriptors predicted for OP low reactivity, higher stability and lower electrophilicity index as compared with the sesquiterpene lactone cnicin containing similar rings.

Idioma originalEnglish
Páginas (desde-hasta)381-389
Número de páginas9
PublicaciónSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volumen150
N.º1
DOI
EstadoPublished - 1 ene 2015
Publicado de forma externa

Huella dactilar

Sesquiterpenes
Lactones
Density functional theory
density functional theory
Infrared radiation
Electronegativity
Chemical potential
infrared spectra
Charge density
Band structure
Raman scattering
Structural properties
Electrostatics
Infrared spectroscopy
orbitals
Energy gap
softness
Hardness
electronics
Atoms

ASJC Scopus subject areas

  • Analytical Chemistry
  • Atomic and Molecular Physics, and Optics
  • Instrumentation
  • Spectroscopy

Citar esto

Chain, Fernando E. ; Romano, Elida ; Leyton, Patricio ; Paipa, Carolina ; Catalán, César A.N. ; Fortuna, Mario ; Brandán, Silvia Antonia. / Vibrational and structural study of onopordopicrin based on the FTIR spectrum and DFT calculations. En: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy. 2015 ; Vol. 150, N.º 1. pp. 381-389.
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abstract = "In the present work, the structural and vibrational properties of the sesquiterpene lactone onopordopi-crin (OP) were studied by using infrared spectroscopy and density functional theory (DFT) calculations together with the 6-31G∗ basis set. The harmonic vibrational wavenumbers for the optimized geometry were calculated at the same level of theory. The complete assignment of the observed bands in the infrared spectrum was performed by combining the DFT calculations with Pulay's scaled quantum mechanical force field (SQMFF) methodology. The comparison between the theoretical and experimental infrared spectrum demonstrated good agreement. Then, the results were used to predict the Raman spectrum. Additionally, the structural properties of OP, such as atomic charges, bond orders, molecular electrostatic potentials, characteristics of electronic delocalization and topological properties of the electronic charge density were evaluated by natural bond orbital (NBO), atoms in molecules (AIM) and frontier orbitals studies. The calculated energy band gap and the chemical potential (μ), electronegativity (χ), global hardness (η), global softness (S) and global electrophilicity index (σ) descriptors predicted for OP low reactivity, higher stability and lower electrophilicity index as compared with the sesquiterpene lactone cnicin containing similar rings.",
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Vibrational and structural study of onopordopicrin based on the FTIR spectrum and DFT calculations. / Chain, Fernando E.; Romano, Elida; Leyton, Patricio; Paipa, Carolina; Catalán, César A.N.; Fortuna, Mario; Brandán, Silvia Antonia.

En: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 150, N.º 1, 01.01.2015, p. 381-389.

Resultado de la investigación: Article

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T1 - Vibrational and structural study of onopordopicrin based on the FTIR spectrum and DFT calculations

AU - Chain, Fernando E.

AU - Romano, Elida

AU - Leyton, Patricio

AU - Paipa, Carolina

AU - Catalán, César A.N.

AU - Fortuna, Mario

AU - Brandán, Silvia Antonia

PY - 2015/1/1

Y1 - 2015/1/1

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AB - In the present work, the structural and vibrational properties of the sesquiterpene lactone onopordopi-crin (OP) were studied by using infrared spectroscopy and density functional theory (DFT) calculations together with the 6-31G∗ basis set. The harmonic vibrational wavenumbers for the optimized geometry were calculated at the same level of theory. The complete assignment of the observed bands in the infrared spectrum was performed by combining the DFT calculations with Pulay's scaled quantum mechanical force field (SQMFF) methodology. The comparison between the theoretical and experimental infrared spectrum demonstrated good agreement. Then, the results were used to predict the Raman spectrum. Additionally, the structural properties of OP, such as atomic charges, bond orders, molecular electrostatic potentials, characteristics of electronic delocalization and topological properties of the electronic charge density were evaluated by natural bond orbital (NBO), atoms in molecules (AIM) and frontier orbitals studies. The calculated energy band gap and the chemical potential (μ), electronegativity (χ), global hardness (η), global softness (S) and global electrophilicity index (σ) descriptors predicted for OP low reactivity, higher stability and lower electrophilicity index as compared with the sesquiterpene lactone cnicin containing similar rings.

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KW - Molecular structure

KW - Onopordopicrin

KW - Vibrational spectra

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