Role of Weak Intermolecular Interactions in the Crystal Structure of Tetrakis-furazano[3,4-c:3′,4′-g:3,4-k:3′′′, 4′′′-o][1,2,5,6,9,10,13,14]octaazacyclohexadecine and Its Solvates

A single crystal X-ray diffraction study of macrocycle 1 and its solvates with dichloroethane and acetonitrile was carried out. Analysis of crystal packing based on geometrical criteria and intermolecular interaction energies obtained from topological analysis of the experimental electron density and quantum chemical calculations allowed for a detailed description of peculiarities of the crystal packing of compound 1 and its modification upon solvate formation. Crystal packing of solvates of this conformationally rigid macrocycle can be successfully explained by a shape similarity principle as well as by consideration of stabilization energy of the molecule in crystal that allows one to get insight into the formation of other solvates or cocrystals of the macrocycle 1.