Guseinov Firudin I, Hökelek Tuncer, Afanaseva Ksenia A, Shuvalova Elena V, Glukhov Lev M, Samigullina Aida I, Belay Alebel N
Kosygin State University of Russia, 117997 Moscow, Russian Federation.
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation.
Acta Crystallogr E Crystallogr Commun. 2025 May 20;81(Pt 6):538-542. doi: 10.1107/S2056989025004359. eCollection 2025 Jun 1.
The title compounds, CHClFNO, (), and CHClNO, (), are α,α-dihalo-β-diketone urea derivatives, which contain 4-fluoro-phenyl and -tolyl groups, respectively. The conformation about the C-C-C-N (O = keto, Cl2 = di-chloro, u = urea) bond is in () and in (). In the crystals of both compounds, O-H⋯O hydrogen bonds generate inversion dimers and the dimers are linked into (100) layers by N-H⋯O hydrogen bonds. The Hirshfeld surface analyses of the crystal structures indicate that the most important contributions for the crystal packings are from H⋯O/O⋯H (22.3%), H⋯H (20.9%), H⋯Cl/Cl⋯H (15.6%) and H⋯C/C⋯H (10.3%) for (I) and H⋯H (31.7%), H⋯O/O⋯H (25.1%), H⋯Cl/Cl⋯H (21.1%) and H⋯C/C⋯H (9.5%) for (II).
标题化合物CHClFNO（）和CHClNO（）是α，α-二卤代-β-二酮脲衍生物，分别含有4-氟苯基和对甲苯基。关于C-C-C-N（O = 酮基，Cl2 = 二氯，u = 脲）键的构象在（）中为 ，在（）中为 。在这两种化合物的晶体中，O-H⋯O氢键形成反演二聚体，并且这些二聚体通过N-H⋯O氢键连接成（100）层。晶体结构的 Hirshfeld 表面分析表明，对于晶体堆积，（I）中最重要的贡献来自H⋯O/O⋯H（22.3%）、H⋯H（20.9%）、H⋯Cl/Cl⋯H（15.6%）和H⋯C/C⋯H（10.3%），对于（II）则来自H⋯H（31.7%）、H⋯O/O⋯H（25.1%）、H⋯Cl/Cl⋯H（21.1%）和H⋯C/C⋯H（9.5%）。
