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Crystal structures and Hirshfeld surface analyses of 4-benzyl-6-phenyl-4,5-di­hydro­pyridazin-3(2H)-one and methyl 2-[5-(2,6-di­chloro­benz­yl)-6-oxo-3-phenyl-1,4,5,6-tetra­hydropyridazin-1-yl]acetate

The asymmetric units of the title compounds both contain one nonplanar mol­ecule. In 4-benzyl-6-phenyl-4,5-di­hydro­pyridazin-3(2H)-one, C(17)H(14)N(2)O, (I), the phenyl and pyridazine rings are twisted with respect to each other, making a dihedral angle of 46.69 (9)°; the phenyl ring of the benzyl...

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Detalles Bibliográficos
Autores principales: Dadou, Said, Kansiz, Sevgi, Daoui, Said, El Kalai, Fouad, Baydere, Cemile, Saddik, Rafik, Karrouchi, Khalid, Dege, Necmi, 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/PMC6829710/
https://www.ncbi.nlm.nih.gov/pubmed/31709089
http://dx.doi.org/10.1107/S2056989019013707
Descripción
Sumario:The asymmetric units of the title compounds both contain one nonplanar mol­ecule. In 4-benzyl-6-phenyl-4,5-di­hydro­pyridazin-3(2H)-one, C(17)H(14)N(2)O, (I), the phenyl and pyridazine rings are twisted with respect to each other, making a dihedral angle of 46.69 (9)°; the phenyl ring of the benzyl group is nearly perpendicular to the plane of the pyridazine ring, the dihedral angle being 78.31 (10)°. In methyl 2-[5-(2,6-di­chloro­benz­yl)-6-oxo-3-phenyl-1,4,5,6-tetra­hydropyridazin-1-yl]acetate, C(20)H(16)Cl(2)N(2)O(3), (II), the phenyl and pyridazine rings are twisted with respect to each other, making a dihedral angle of 21.76 (18)°, whereas the phenyl ring of the di­chloro­benzyl group is inclined to the pyridazine ring by 79.61 (19)°. In the crystal structure of (I), pairs of N—H⋯O hydrogen bonds link the mol­ecules into inversion dimers with an R (2) (2)(8) ring motif. In the crystal structure of (II), C—H⋯O hydrogen bonds generate dimers with R (1) (2)(7), R (2) (2)(16) and R (2) (2)(18) ring motifs. The Hirshfeld surface analyses of compound (I) suggests that the most significant contributions to the crystal packing are by H⋯H (48.2%), C⋯H/H⋯C (29.9%) and O⋯H/H⋯O (8.9%) contacts. For compound (II), H⋯H (34.4%), C⋯H/H⋯C (21.3%) and O⋯H/H⋯O (16.5%) inter­actions are the most important contributions.