Crystal structure and Hirshfeld surface analysis of 4-(4-methylbenzyl)-6-phenylpyridazin-3(2H)-one

Abstract

In this paper, we describe the synthesis of a new dihydro-2H-pyridazin-3-one derivative. The molecule, C18H16N2O, is not planar; the benzene and pyridazine rings are twisted with respect to each other, making a dihedral angle of 11.47 (2)degrees, and the toluene ring is nearly perpendicular to the pyridazine ring, with a dihedral angle of 89.624 (1)degrees. The molecular conformation is stabilized by weak intramolecular C-H center dot center dot center dot N contacts. In the crystal, pairs of N-H center dot center dot center dot O hydrogen bonds link the molecules into inversion dimers with an R-2(2) (8) ring motif. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional (2D) fingerprint plots, revealing that the most important contributions for the crystal packing are from CH center dot center dot center dot H (56.6%), H center dot center dot center dot C/C H (22.6%), O center dot center dot center dot H/H center dot center dot center dot O (10.0%) and N center dot center dot center dot C/C center dot center dot center dot N (3.5%) interactions.