Crystal structure and Hirshfeld surface analysis of 4-(2,6-di-chloro-benz-yl)-6-[( E )-2-phenyl-ethen-yl]pyridazin-3(2 H )-one.

The title pyridazinone derivative, C ₁₉ H ₁₄ Cl ₂ N ₂ O, an important pharmacophore with a wide variety of biological applications is not planar, the chloro-phenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)°]. In the crystal, N-H⋯O hydrogen bonds form inversion dimers with an R ₂ ² (8) ring motif and C-H⋯Cl hydrogen bonds also occur. The roles of the inter-molecular inter-actions in the crystal packing were clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (37.9%), C⋯H/H⋯C (18.7%), Cl⋯H/ H⋯Cl (16.4%) and Cl⋯C/C⋯Cl (6.7%) contacts.
(© Daoui et al. 2021.)