Crystal Structure and Hirshfeld Surface Analysis of Ethyl 2-[5-(3-Chlorobenzyl)-6-Oxo-3-Phenyl-1,6-Di-Hydropyridazin- 1-yl]acetate

Abstract

The title pyridazinone derivative, C<inf>21</inf> H<inf>19</inf>ClN<inf>2</inf> O<inf>3</inf>, is not planar. The unsubstituted phenyl ring and the pyridazine ring are inclined to each other, making a dihedral angle of 17.41 (13)° whereas the Cl-substituted phenyl ring is nearly orthogonal to the pyridazine ring [88.19 (13)°]. In the crystal, C - H...O hydrogen bonds generate dimers with R2<inf>2</inf> (10) and R2<inf>2</inf> (24) ring motifs which are linked by C - H...O interactions, forming chains extending parallel to the c-axis direction. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most significant contributions to the crystal packing are from H...H (44.5%), C...H/H...C (18.5%), H...O/H...O (15.6%), Cl...H/H...Cl (10.6%) and C...C (2.8%) contacts. © 2019 El Kalai et al.