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.