Crystal structure and Hirshfeld surface analysis of (E)-4-({2,2-di­chloro-1-[4-(di­methyl­amino)­phen­yl]ethenyl}diazen­yl)benzo­nitrile

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 inter­actions, C—Cl⋯π and π–π stacking inter­actions [centroid-to-centroid distance = 3.7719 (14) Å] link the mol­ecules, forming mol­ecular layers approximately parallel to the (002) plane. Additional weak van der Waals inter­actions 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.