Title of article :
Crystal and molecular structure of (2Z,5Z)-3-(2-methoxyphenyl)-2-[(2-methoxyphenyl)imino]-5-(4-nitrobenzylidene)thiazolidin-4-one
Author/Authors :
Djafri, Ahmed Laboratory of Technology and Solid Properties (LTPS) - Abdelhamid Ibn Badis University, Algeria , Chouaih, Abdelkader Laboratory of Technology and Solid Properties (LTPS) - Abdelhamid Ibn Badis University, Algeria , Daran, Jean-Claude Laboratoire de Chimie de Coordination, France , Djafri, Ayada Laboratory of Organic Applied Synthesis (LSOA) - Department of Chemistry - Faculty of Sciences, University of Oran 1, Algeria , Hamzaoui, Fodil Laboratory of Technology and Solid Properties (LTPS) - Abdelhamid Ibn Badis University, Algeria
Abstract :
In the title compound, C24H19N3O5S, the thiazole ring (r.m.s. deviation = 0.012 Å) displays a planar geometry and is surrounded by three fragments, two methoxyphenyl and one nitrophenyl. The thiazole ring is almost in the same plane as the nitrophenyl ring, making a dihedral angle of 20.92 (6)°. The two methoxyphenyl groups are perpendicular to the thiazole ring [dihedral angles of 79.29 (6) and 71.31 (7)° and make a dihedral angle of 68.59 (7)°. The molecule exists in an Z,Z conformation with respect to the C=N imine bond. In the crystal, a series of C—H⋯N, C—H⋯O and C—H⋯S hydrogen bonds, augmented by several π–π(ring) interactions, produce a three-dimensional architecture of molecules stacked along the b-axis direction. The experimentally derived structure is compered with that calculated theoretically using DFT(B3YLP) methods.
Keywords :
crystal structure , thiazolidin-4-one , DFT calculations , hydrogen bonding , π–π interactions.
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
