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Crystal structure and Hirshfeld surface analysis of 4-(2,6-di­chloro­benz­yl)-6-[(E)-2-phenyl­ethen­yl]pyridazin-3(2H)-one

The title pyridazinone derivative, C(19)H(14)Cl(2)N(2)O, an important pharmacophore with a wide variety of biological applications is not planar, the chloro­phenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is co...

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Detalles Bibliográficos
Autores principales: Daoui, Said, Cinar, Emine Berrin, Dege, Necmi, Chelfi, Tarik, El Kalai, Fouad, Abudunia, Abdulmalik, Karrouchi, Khalid, Benchat, Noureddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784059/
https://www.ncbi.nlm.nih.gov/pubmed/33520277
http://dx.doi.org/10.1107/S205698902001573X
Descripción
Sumario:The title pyridazinone derivative, C(19)H(14)Cl(2)N(2)O, an important pharmacophore with a wide variety of biological applications is not planar, the chloro­phenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)°]. In the crystal, N—H⋯O hydrogen bonds form inversion dimers with an R (2) (2)(8) ring motif and C—H⋯Cl hydrogen bonds also occur. The roles of the inter­molecular inter­actions in the crystal packing were clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (37.9%), C⋯H/H⋯C (18.7%), Cl⋯H/ H⋯Cl (16.4%) and Cl⋯C/C⋯Cl (6.7%) contacts.