info:eu-repo/semantics/article
Structural, vibrational and electronic characterization of 1-benzyl-3-furoyl-1-phenylthiourea: an experimental and theoretical study
Fecha
2015-07Registro en:
Defonsi Lestard, Maria Eliana; Gil, Diego Mauricio; Estévez Hernández, Osvaldo; Erben, Mauricio Federico; Duque, Julio; Structural, vibrational and electronic characterization of 1-benzyl-3-furoyl-1-phenylthiourea: an experimental and theoretical study; Royal Society of Chemistry; New Journal of Chemistry; 39; 9; 7-2015; 7459-7471
1144-0546
CONICET Digital
CONICET
Autor
Defonsi Lestard, Maria Eliana
Gil, Diego Mauricio
Estévez Hernández, Osvaldo
Erben, Mauricio Federico
Duque, Julio
Resumen
1-Benzyl-3-furoyl-1-phenylthiourea is a thiourea derivative synthesized and characterized by means of vibrational spectroscopy (IR and Raman) multinuclear NMR (1H and 13C) and elemental analysis. The geometrical parameters of this compound obtained from XRD studies were compared with the calculated values [B3LYP/6-311++G(d,p)] showing a good agreement. As determined by XRD analysis performed previously, the title compound exhibits the U-shape conformation with the C[double bond, length as m-dash]O and C[double bond, length as m-dash]S double bonds in anticlinal geometry. This conformational feature is mainly dictated by the substitution degree on the thiourea core and the ability to form an intramolecular N–H⋯O[double bond, length as m-dash]C hydrogen bond. The UV-visible absorption spectra of the compound in methanol solution were recorded and analyzed using time dependent density functional theory (TD-DFT). Molecular stability was investigated by applying the natural bond (NBO) analysis. Intermolecular interactions were evaluated by means of the AIM approach. The calculated HOMO and LUMO energies show that the charge transfer occurs in the molecule. The molecular electrostatic potential map was calculated by the DFT method. Non-linear optical (NLO) behavior of the title compound was investigated by determining the electric dipole moment, polarizability α, and hyperpolarizability β using B3LYP/6-311++G(d,p) approximation.