Title of article :
Crystal structure and DFT study of (E)-2-chloro-4-{[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]methyl}phenol acetonitrile hemisolvate
Author/Authors :
Dege, Necmi Ondokuz Mayis University - Faculty of Arts and Sciences - Department of Physics, Turkey , Haque Faizi, Md. Serajul Department of Chemistry - Langat Singh College - B. R. A. Bihar University, India , Doğan, Onur Erman Ondokuz Mayis University - Faculty of Arts and Sciences - Department of Physics, Turkey , Ağar, Erbil Ondokuz Mayis University - Faculty of Arts and Sciences - Department of Chemistry, Turkey , Golenya, Irina A. National Taras Shevchenko University - Department of Chemistry, Ukraine
Abstract :
The title Schiff base compound, C13H9ClN4O50.5CH3CN, crystallizes as an
acetonitrile hemisolvate; the solvent molecule being located on a twofold
rotation axis. The molecule is nearly planar, with a dihedral angle between the
two benzene rings of 3.7 (2). The configuration about the C N bond is E, and
there is an intramolecular N—HOnitro hydrogen bond present forming an
S(6) ring motif. In the crystal, molecules are linked by O—HO and N—HO
hydrogen bonds, forming layers lying parallel to (101). The layers are linked by
C—HCl hydrogen bonds, forming a supramolecular framework. Within the
framework there are offset – stacking interactions [intercentroid distance =
3.833 (2) A˚ ] present involving inversion-related molecules. The DFT study
shows that the HOMO and LUMO are localized in the plane extending from the
phenol ring to the 2,4-dinitrobenzene ring, and the HOMO–LUMO gap is found
to be 0.13061 a.u
Keywords :
crystal structure , DFT , supramolecular framework , hydrogen bonding , Schiff base , 2,4-dinitrophenyl
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
