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Syntheses and structures of 1-[2,2-di-chloro-1-hy-droxy-3-(4-methyl-phen-yl)-3-oxoprop-yl]urea and
Firudin I Guseinov1,2, Tuncer Hökelek3, Ksenia A Afanaseva1,2
1Kosygin State University of Russia, 117997 Moscow, Russian Federation.
Abstract:
The title compounds, C10H9Cl2FN2O3, (I), and C11H12Cl2N2O3, (II), are α,α-dihalo-β-diketone urea derivatives, which contain 4-fluoro-phenyl and p-tolyl groups, respectively. The conformation about the CO-CCl2-CO-Nu (O = keto, Cl2 = di-chloro, u = urea) bond is anti in (I) and gauche in (II). 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).
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