info:eu-repo/semantics/article
Crystallographic study and molecular orbital calculations of thiadiazole derivatives. Part 3: 3,4-diphenyl-1,2,5-thiadiazoline 1,1-dioxide, 3,4-diphenyl-1,2,5-thiadiazolidine 1,1-dioxide and 4-ethoxy-5-methyl-3,4-diphenyl-1,2,5-thiadiazoline 1,1-dioxide
Fecha
2001-12Registro en:
Castellano, E. E.; Piro, Oscar Enrique; Caram, José Alberto; Mirifico, Maria Virginia; Aimone, S. L.; et al.; Crystallographic study and molecular orbital calculations of thiadiazole derivatives. Part 3: 3,4-diphenyl-1,2,5-thiadiazoline 1,1-dioxide, 3,4-diphenyl-1,2,5-thiadiazolidine 1,1-dioxide and 4-ethoxy-5-methyl-3,4-diphenyl-1,2,5-thiadiazoline 1,1-dioxide; Elsevier Science; Journal of Molecular Structure; 597; 1-3; 12-2001; 163-175
1463-9076
CONICET Digital
CONICET
Autor
Castellano, E. E.
Piro, Oscar Enrique
Caram, José Alberto
Mirifico, Maria Virginia
Aimone, S. L.
Vasini, Enrique Julio
Márquez Lucero, A.
Glossman Mitnik, D.
Resumen
Single-crystal X-ray diffraction studies are reported for 3,4-diphenyl-1,2,5-thiadiazoline 1,1-dioxide (I), 3,4-diphenyl-1,2,5-thiadiazolidine 1,1-dioxide(II) and 4-ethoxy-5-methyl-3,4-diphenyl-1,2,5-thiadiazoline 1,1-dioxide (III). Ab initio MO calculations on the electronic structure, conformation and reactivity of these compounds are also reported and compared with the X-ray results. A charge sensitivity analysis is performed on the results applying concepts derived from density functional theory, obtaining several sensitivity coefficients such as the molecular energy, net atomic charges, global and local hardness, global and local softness and Fukui functions. With these results and the analysis of the dipole moment and the total electron density and electrostatic potential maps, several conclusions have been inferred about the preferred sites of chemical reaction of the studied compounds. © 2001 Elsevier Science B.V. All rights reserved.