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Paper
CrystEngComm, 2007, 9, 676 - 685, DOI: 10.1039/b702278f
Oxo-anion binding by protonated (dimethylphenyl)(pyridyl)ureas
Biao Wu, Xiaojuan Huang, Yazhao Xia, Xiao-Juan Yang and Christoph Janiak
The anion coordination chemistry of two protonated urea-based ligands, N-(2,4-dimethylphenyl)-N
-(3-pyridy1)urea ( 1) and N-(2,6-dimethylphenyl)-N-(3-pyridy1)urea ( 2) is reported. Reaction of 1 or 2 with inorganic oxo-acids such as perchloric, nitric or sulfuric acid affords the adducts ( 3–6) of the corresponding anions with protonated ligands ( 1H+ and 2H+). The solid-state structures of the anion complexes display a rich variety of hydrogen bond motifs involving the urea NH groups, carbonyl, protonated pyridyl NH+ fragment, water molecules, and the anions. While complexes with ligand 1 ( 3 and 4) crystallize as monohydrate, compounds with 2 ( 5 and 6) are solvent-free, which leads to notable differences in their hydrogen bond patterns. When crystallized from the acid mixture HClO4/HNO3 or HClO4/H2SO4 both 1 and 2 selectively bind the perchlorate anion.
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