title: Crystal structure and computational study of 2,4-di-chloro-N-[(E)-(5-nitro-thio-phen-2-yl)methyl-idene]aniline.
abstract: The title compound, C11H6Cl2N2O2S, is a Schiff base that incorporates an N-bound 2,4-di-chloro-phenyl and a C-bound 5-nitro-thio-phene ring. The mol-ecule 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 thio-phene 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 inter-actions between symmetry-related thio-phene 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.
authors.affiliation: Yesilyurt Demir Celik Vocational School, Ondokuz Mayıs University, TR-55139 Samsun, Turkey.
authors.forename: Yavuz
authors.initials: Y
authors.lastname: Köysal
authors.affiliation: Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, TR-55139 Samsun, Turkey.
authors.forename: Hakan
authors.initials: H
authors.lastname: Bülbül
authors.affiliation: Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, 55139 Samsun, Turkey.
authors.forename: Sümeyye
authors.initials: S
authors.lastname: Gümüş
authors.affiliation: Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, 55139 Samsun, Turkey.
authors.forename: Erbil
authors.initials: E
authors.lastname: Ağar
authors.affiliation: Department of Physics, Faculty of Arts and Sciences, Giresun University, Giresun, Turkey.
authors.forename: Mustafa Serkan
authors.initials: MS
authors.lastname: Soylu
keywords: Schiff base; crystal structure; nitro­thio­phene; quantum-chemical calculations; π–π inter­actions