Crystal structure and Hirshfeld surface analysis of (E)-6-(4-hydroxy-3-methoxystyryl)-4,5-dihydropyridazin-3(2H)-one

In the title compound, C13H14N2O3, the dihydropyridazine ring (r.m.s. deviation = 0.166 angstrom) has a screw-boat conformation. The dihedral angle between its mean plane and the benzene ring is 0.77 (12)degrees. In the crystal, intermolecular O-H center dot center dot center dot O hydrogen bonds generate C(5) chains and N-H center dot center dot center dot O hydrogen bonds produce R-2(2)(8) motifs. These types of interactions lead to the formation of layers parallel to (12 (1) over bar). The three-dimensional network is achieved by C-H center dot center dot center dot O interactions, including R-2(4)(8) motifs. Intermolecular interactions were additionally investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots. The most significant contributions to the crystal packing are by H center dot center dot center dot H (43.3%), H center dot center dot center dot C/C center dot center dot center dot H (19.3%), H center dot center dot center dot O/H center dot center dot center dot O (22.6%), C center dot center dot center dot N/N center dot center dot center dot C (3.0%) and H center dot center dot center dot N/N center dot center dot center dot H (5.8%) contacts. C-H center dot center dot center dot pi interactions and aromatic pi-pi stacking interactions are not observed.