Title of article :
Crystal structure and computational study of 2,4-dichloro-N-[(E)-(5-nitrothiophen-2-yl)methylidene]aniline
Author/Authors :
Köysal, yavuz Yesilyurt Demir Celik Vocational School - Ondokuz Mayıs University, Turkey , Bülbül, Hakan Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Gümüş, Sümeyye Department of Chemistry- Faculty of Arts and Sciences - Ondokuz Mayıs University, Kurupelit, Turkey , Ag˘arc, Erbil Department of Chemistry- Faculty of Arts and Sciences - Ondokuz Mayıs University, Kurupelit, Turkey , Serkan Soylu, Mustafa Department of Physics - Faculty of Arts and Sciences - Giresun University, Giresun, Turkey
Abstract :
The title compound, C11H6Cl2N2O2S, is a Schiff base that incorporates an N-bound 2,4-dichlorophenyl and a C-bound 5-nitrothiophene ring. The molecule is approximately planar, the maximum deviation from the mean plane being 0.233 (4) Å for the C=N N atom. The dihedral angle between the benzene and thiophene rings is 9.7 (2)°. The C=N double bond has an E configuration. The crystal structure features C—H⋯O hydrogen bonds,forming sheets parallel to (10-1), and π–π stacking interactions between symmetry-related thiophene and benzene rings, in which the distance between adjacent ring centroids is 3.707 (4) Å, forming a three-dimensional supramolecular structure. Geometric parameters from quantum-chemical calculations are in good agreement with experimental X-ray diffraction results
Keywords :
crystal structure , quantum-chemical calculations , π–π interactions , nitrothiophene , Schiff base
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
