4-(2,6-二氯苄基)-6-[(E)-2-苯基乙烯基]哒嗪-3(2)-酮的晶体结构与 Hirshfeld 表面分析

Daoui Said, Cinar Emine Berrin, Dege Necmi, Chelfi Tarik, El Kalai Fouad, Abudunia Abdulmalik, Karrouchi Khalid, Benchat Noureddine

Laboratory of Applied Chemistry and Environment (LCAE), Faculty of Sciences, Mohamed I University, 60000 Oujda, Morocco.

Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun, 55200, Turkey.

Acta Crystallogr E Crystallogr Commun. 2021 Jan 1;77(Pt 1):23-27. doi: 10.1107/S205698902001573X.

The title pyridazinone derivative, CHClNO, an important pharmacophore with a wide variety of biological applications is not planar, the chloro-phenyl 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 (8) ring motif and C-H⋯Cl hydrogen bonds also occur. The roles of the inter-molecular inter-actions 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.

哒嗪酮衍生物CHClNO是一种重要的药效基团，具有广泛的生物学应用，它不是平面结构，氯苯基和哒嗪酮环几乎垂直，二面角为85.73 (11)°。苯乙烯基的苯环与哒嗪酮环共面[1.47 (12)°]。在晶体中，N-H⋯O氢键形成具有 (8) 环模式的反演二聚体，并且也存在C-H⋯Cl氢键。使用 Hirshfeld 表面分析阐明了分子间相互作用在晶体堆积中的作用，二维指纹图谱表明对晶体堆积最重要的贡献来自H⋯H（37.9%）、C⋯H/H⋯C（18.7%）、Cl⋯H/H⋯Cl（16.4%）和Cl⋯C/C⋯Cl（6.7%）接触。