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

Abstract

In the title compound, C13H14N2O3, the dihydropyridazine ring (r.m.s. deviation = 0.166 Å) has a screw-boat conformation. The dihedral angle between its mean plane and the benzene ring is 0.77 (12)°. In the crystal, intermolecular O-H..O hydrogen bonds generate C(5) chains and N-H..O hydrogen bonds produce R 2 2(8) motifs. These types of interactions lead to the formation of layers parallel to (12). The three-dimensional network is achieved by C-H..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..H (43.3%), H..C/C..H (19.3%), H..O/H..O (22.6%), C..N/N..C (3.0%) and H..N/N..H (5.8%) contacts. C-H..? interactions and aromatic ?-? stacking interactions are not observed. © 2019 International Union of Crystallography. All rights reserved.