Synthesis And Structural Characterization Of Cyclohexanaminium 2-(Methoxycarbonyl)-3,4,5,6-Tetrabromobenzoate Methanol Solvate

The title compound cyclohexanaminium 2-(methoxycarbonyl)-3,4,5,6-tetrabromo benzo-ate methanol solvate (C16H21Br4NO5, Mr = 626.94) was synthesized and characterized by single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P2(1)/c, with a = 18.4464(16), b = 13.4490(14), c = 8.8614(7) angstrom, beta = 90.5550(10) degrees, V = 2198.3(3) angstrom(3), Z = 4, Dc = 1.894 g/cm(3),. = 0.71073 angstrom, mu (MoK a) = 7.347 mm(-1), F(000) = 1216. The final refinement gave R = 0.0430, wR(F 2) = 0.0743 for 10,893 observed reflections with I > 2 sigma(I). X-ray diffraction analysis reveals that in the title compound, C6H14N+ center dot C9H3Br4O4- center dot CH4O, the N atoms of the cyclohexanamine molecule are protonated. In the anion, the mean planes of the methoxycarbonyl and carboxylate groups form dihedral angles of 71.7 (3) and 94.7 (3) degrees, respectively with the benzene ring. The crystal structure is stabilized by N-H center dot center dot center dot O hydrogen bonds between cyclohexanaminium and 2-(methoxycarbon-yl)3,4,5,6- tetrabromobenzoate anion, and by O-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds between methanol, 2-(methoxycarbonyl)-3,4,5,6-tetrabromobenzoate and cyclohexanaminium.