Molecular and Crystal Structure of N-Allylamide-9-Nitrocytisine

X-ray diffraction measurements and quantum-chemical calculations of the crystal structures of nitromethylcytisines were performed. N -allylamide-9-nitrocytisine ( III ) was compared to previously studied N -methyl-9-nitrocytisine ( II ). The crystal structure of III was stabilized as a result of participation of the amide in relatively strong N–H···OH-bonds. The packing density of crystals of III was higher than that of II . Compound III had a significantly higher melting point, in agreement with our previously suggested positive correlation between the packing density and melting point. Compound III was readily soluble in water, in contrast to II , because of a substantial role of specific solvation effects.