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.

Autor: Dadou, Said, Kansiz, Sevgi, Daoui, Said, Kalai, Fouad El, Baydere, Cemile, Saddik, Rafik, Karrouchi, Khalid, Dege, Necmi, Benchat, Noureddine
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Zdroj: Acta Crystallographica Section E: Crystallographic Communications; Nov2019, Vol. 75 Issue 11, p1679-1684, 15p
Abstrakt: The asymmetric units of the title compounds both contain one nonplanar mol­ecule. In 4-benzyl-6-phenyl-4,5-di­hydro­pyridazin-3(2H)-one, C17H14N2O, (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, C20H16Cl2N2O3, (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 R2²(8) ring motif. In the crystal structure of (II), C—H∙∙∙O hydrogen bonds generate dimers with R1²(7), R2²(16) and R2²(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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index