Vibrational and DFT study of 5-(3-pyridyl-methylidene)-thiazolidine-2-thione-4-one

Adrian Pîrnǎu, Vasile Chiş, Ovidiu Oniga, Nicolae Leopold, Laszlo Szabo, Maria Baias, Onuc Cozar

Research output: Contribution to journalArticle

Abstract

The molecular vibrations of 5-(3-pyridyl-methylidene)-thiazolidine-2-thione-4-one (5-3-PMTT) were investigated by FT-IR, FT-Raman and SERS spectroscopies. In parallel, quantum chemical calculations based on density functional theory (DFT) are used to determine the geometrical, energetic and vibrational characteristics of the molecule. The three possible tautomers of 5-3-PMTT (thione, thiol and enol) have been analyzed by theoretical methods and their relative stability is discussed. The vibrational spectrum of the solid state 5-3-PMTT compound has been assigned based on DFT calculations at B3LYP level of theory using the standard 6-31G(d) basis set. The experimental vibrational bands were assigned to the calculated normal modes and a very good correlation was achieved between the experimental and theoretical data. SERS spectra suggest an important deformation of the adsorbed molecule on silver colloid surface; the six-membered ring is almost perpendicular while the thiazolidine ring lies almost parallel to Ag colloid surface. The molecular electrostatic potential of the molecule has been calculated and used for predicting site candidates of electrophilic attack.

Original languageEnglish (US)
Pages (from-to)289-296
Number of pages8
JournalVibrational Spectroscopy
Volume48
Issue number2
DOIs
StatePublished - Nov 20 2008

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Thiazolidines
Sulfhydryl Compounds
Density functional theory
Molecules
Molecular vibrations
Colloids
Vibrational spectra
Electrostatics
Spectroscopy

Keywords

  • DFT
  • FT-IR
  • FT-Raman
  • Methylidene-thiazolidine derivatives
  • SERS

ASJC Scopus subject areas

  • Spectroscopy

Cite this

Vibrational and DFT study of 5-(3-pyridyl-methylidene)-thiazolidine-2-thione-4-one. / Pîrnǎu, Adrian; Chiş, Vasile; Oniga, Ovidiu; Leopold, Nicolae; Szabo, Laszlo; Baias, Maria; Cozar, Onuc.

In: Vibrational Spectroscopy, Vol. 48, No. 2, 20.11.2008, p. 289-296.

Research output: Contribution to journalArticle

Pîrnǎu, Adrian ; Chiş, Vasile ; Oniga, Ovidiu ; Leopold, Nicolae ; Szabo, Laszlo ; Baias, Maria ; Cozar, Onuc. / Vibrational and DFT study of 5-(3-pyridyl-methylidene)-thiazolidine-2-thione-4-one. In: Vibrational Spectroscopy. 2008 ; Vol. 48, No. 2. pp. 289-296.
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