CEQUINOR   05415
CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Unidad Ejecutora - UE
artículos
Título:
A close insight into electrostatic nature of weak intermolecular interactions in dihydropyrimidine-2(1H)- thione derivatives
Autor/es:
FLORKE, ULRICH; ERBEN, MAURICIO FEDERICO; SAEED, AAMER; PÉREZ, HIRAM; KHURSHID, A.
Revista:
CRYSTENGCOMM
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: CAMBRIDGE; Año: 2017 vol. 19 p. 1495 - 1508
ISSN:
1466-8033
Resumen:
The crystal structures of four 1-(R-phenyl)-4,4,6-trimethyl-3,4-dihydropyrimidine-2IJ1H)-thione derivatives [R = 2-chloro (1), 2,3-di-chloro (2), 2,4-di-methyl (3), and 4-methoxy (4)] were determined and analysis of their molecular conformations was carried out. A comparative study of the intermolecular interactions?including eight closely related structures from CSD?was performed and the degree of isostructurality wasquantified. The intermolecular interactions were characterized in terms of the periodic system electrondensity and the topological analysis highlighted the role of N?H⋯SC hydrogen bonds in the stabilizationof the different supramolecular architectures. PIXEL lattice energy calculations revealed that the dispersion component was the major contributor, together with the important role of the Coulombic term to the total energy. The interaction energies for molecular pairs involving N?H⋯SC hydrogen bonds indicated a dominant contribution to packing stabilization coming from the Coulombic components. Hirshfeld surfacesand fingerprint plots allowed us to visualize different intermolecular contacts and their relative contributions to the total surface for each compound. Analysis of the electrostatic potentials (ESP) correlated wellwith the computed energies, thus characterizing the strengths of the different interactions.