Structural, vibrational and electronic characterization of 1-benzyl-3-furoyl-1-phenylthiourea: an experimental and theoretical study

MARÍA ELIANA DEFONSI LESTARD ; DIEGO M. GIL ; OSVALDO ESTÉVEZ-HERNÁNDEZ; MAURICIO F. ERBEND; JULIO DUQUEB

NEW JOURNAL OF CHEMISTRY

ROYAL SOC CHEMISTRY

Lugar: CAMBRIDGE; Año: 2015 vol. 39 p. 7459 - 7471

1144-0546

1-benzyl-3-furoyl-1-phenylthiourea is a thiourea derivative synthesized and characterized bymeans vibrational spectroscopy (IR and Raman) and elemental analysis. The geometricalparameters of this compound obtained from XRD studies were compared with the calculatedvalues showing a good agreement. As determined by XRD analysis performed previously, the titlecompound exhibits the U-shape conformation with the C=O and C=S double bonds in anticlinalgeometry. This conformational feature is mainly dictated by the substitution degree on thethiourea core and the ability of forming and intramolecular N-H···O=C hydrogen bond. The UVvisibleabsorption spectra of the compound in methanol solution were recorded and analyzedusing time dependent density functional theory (TD-DFT). Molecular stability was investigated byapplying the natural bond (NBO) analysis. Intermolecular interactions were evaluated by means ofAIM approach. The calculated HOMO and LUMO energies show that the charge transfer occurs inthe molecule. The molecular electrostatic potential map was calculated by DFT method.