Author/Authors :
Atioğlu, Zeliha İlke Education and Health Foundation - Cappadocia University - Cappadocia Vocational College - The Medical Imaging Techniques Program, Turkey , Akkurt, Mehmet Department of Physics - Faculty of Sciences - Erciyes University, Turkey , Shikhaliyev, Namiq Q. Organic Chemistry Department - Baku State University, Azerbaijan , Suleymanova, Gulnar T. Organic Chemistry Department - Baku State University, Azerbaijan , Babayeva, Gulnare V. Organic Chemistry Department - Baku State University, Azerbaijan , Gurbanova, Nurana V. Organic Chemistry Department - Baku State University, Azerbaijan , Mammadova, Gunay Z. Organic Chemistry Department - Baku State University, Azerbaijan , Mlowe, Sixberth University of Dar es Salaam - Dar es Salaam University College of Education - Department of Chemistry, Tanzania
Abstract :
The stabilized conformation of the title compound, C13H9Cl2N3O2, is similar to that of the isomeric compound (E)-1-(2,6-dichlorophenyl)-2-(2-nitrobenzylidene)hydrazine. The 2,6-dichlorophenyl ring and the nitro-substituted benzene ring form a dihedral angle of 26.25 (16)°. In the crystal, face-to-face π-π stacking interactions along the a-axis direction occur between the centroids of the 2,6-dichlorophenyl ring and the nitro-substituted benzene ring. The molecules are further linked by C—H⋯O contacts and N—H⋯O and C—H⋯Cl hydrogen bonds, forming pairs of hydrogen-bonded molecular layers parallel to (100). The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯H (22.1%), Cl⋯H/H⋯Cl (20.5%), O⋯H/H⋯O (19.7%), C⋯C (11.1%) and C⋯H/H⋯C (8.3%) interactions.
Keywords :
crystal structure , isomer , 2,6-dichlorophenyl ring , 3-nitrobenzylidene ring , Hirshfeld surface analysis
