Crystal Structure and Hirshfeld Surface Analysis of 4-(2,6

Abstract

The title pyridazinone derivative, C19H14Cl2N2O, an important pharmacophore with a wide variety of biological applications is not planar, the chlorophenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)degrees. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)degrees]. In the crystal, N-H center dot center dot center dot O hydrogen bonds form inversion dimers with an R22 (8) ring motif and C-H center dot center dot center dot Cl hydrogen bonds also occur. The roles of the intermolecular interactions 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 center dot center dot center dot H (37.9%), C center dot center dot center dot H/H center dot center dot center dot C (18.7%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (16.4%) and Cl center dot center dot center dot C/C center dot center dot center dot Cl (6.7%) contacts.