Abstract
Abstract The diaza[4.3.3]-propell-6-enium cation has a staggered conformation, in accordance with earlier work which suggested that staggered conformations of [4.3.3]propellenes are about twice as frequent as eclipsed conformations. The conformations of the three rings have been analyzed using the methods of Boeyens and Evans. Although the oxalate anion would be expected formally to have four equivalent C–O bonds, the dimensions found show only two equivalent C–O bonds, with the other two approximating to a double and a single bond respectively. This suggests that the structure is actually close to that of a hydrogen Oxalate anion. This situation appears to arise from the strong, symmetrical hydrogen bond that links two Oxalate anions. The water molecules are disordered in channels between the linked cation-anion sheets. Various possibilities are advanced for the manner in which charge balance is achieved by proton transfer.
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