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(E)-1-(2,6-Dichlorophenyl)-2-(3-nitrobenzylidene)hydrazine: crystal structure and Hirshfeld surface analysis
(2020) Atioğlu, Zeliha; Akkurt, Mehmet; Shikhaliyev, Namiq Q.; Suleymanova, Gulnar T.; Babayeva, Gulnare V.; Gurbanova, Nurana V.; Mammadova, Gunay Z.; Mlowe, Sixberth
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 - 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.