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

In the title com­pound, C(13)H(14)N(2)O(3), 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 hydroge...

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Detalles Bibliográficos
Autores principales: Daoui, Said, Baydere, Cemile, El Kalai, Fouad, Saddik, Rafik, Dege, Necmi, Karrouchi, Khalid, Benchat, Noureddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829713/
https://www.ncbi.nlm.nih.gov/pubmed/31709099
http://dx.doi.org/10.1107/S2056989019014130
Descripción
Sumario:In the title com­pound, C(13)H(14)N(2)O(3), 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[Image: see text]). 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⋯π inter­actions and aromatic π–π stacking inter­actions are not observed.