Abstract
The crystal structures of N-(2-pyridyl)aminomethane-1,1-diphosphonic acid ( 1) and N-(4-methyl-2-pyridyl)aminomethane-1,1-diphosphonic acid ( 2) are determined and discussed with respect to their geometry and solid state organization. Compounds 1 and 2 crystallize as the opposite E and Z isomers. However, in solution both appear as a mixture of the Z and E forms. From the temperature dependence of NMR spectra, the Z/ E ratio is assigned to be nearly equal in 1 and 0.69:0.31, respectively, in 2. The role of a substituent position on the pyridyl ring for the Z/ E ratio in solution and for solid state conformations of N-(2-pyridyl)aminomethane-1,1-diphosphonic acids is discussed as well.
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