Crystal structure and Hirshfeld surface analysis of (E)-4-({2,2-di-chloro-1-[4-(di-methyl-amino)-phen-yl]ethenyl}diazen-yl)benzo-nitrile

Abstract

In the title compound, C₁₇H₁₄Cl₂N₄, the dihedral angle between the aromatic rings is 50.09 (9)°. The central -N=N- unit shows an E configuration. In the crystal, C-H⋯N inter-actions, C-Cl⋯π and π-π stacking inter-actions [centroid-to-centroid distance = 3.7719 (14) Å] link the mol-ecules, forming mol-ecular layers approximately parallel to the (002) plane. Additional weak van der Waals inter-actions between the layers consolidate the three-dimensional packing. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (33.6%), N⋯H/ H⋯N (17.2%), Cl⋯H/H⋯Cl (14.1%) and C⋯H/H⋯C (14.1%) contacts.

Keywords: C—Cl⋯π inter­actions; C—H⋯N inter­actions; Hirshfeld surface analysis; crystal structure; π–π stacking inter­actions.