Diverse Hydrogen-Bonded Structural Motifs in 1,4-Diazabicyclo[2.2.2]octane N,N’-Dioxide Salts with Oxoanions

Four new hybrid inorganic–organic salts of 1,4-diazabicyclo[2.2.2]octane N,N’-dioxide (odabco) with the formulae odabco·2HNO3 (1), odabco·HClO4 (2), odabco·H2SO4 (3) and odabco·2H2SO4 (4) were synthesized characterized by single-crystal x-ray diffraction (XRD), powder XRD infrared spectroscopy. Compound 1 is based on isolated (H2odabco)2+ fragments, representing 0D structure. 2 cationic 1D {Hodabco}nn+ hydrogen-bonded chains. 3 comprising a strongly coordinated sulfate anion consists two-component {-H2odabco-SO4−} fragments forming uncharged helical 4 contains both {-HSO4-}nn– {-HSO4-H2odabco-HSO4−} hydrogen bonding motifs, resulting in 3D polymeric network. A comparative structural analysis obtained previously reported cognate structures was performed to rationalize impact degree odabco protonation donor ability features dimensionalities odabco-based lattices.