In order to reveal the nature of the intermolecular binding between the parts of the title HGC, the DFT B3LYP calculations were performed with the use of GAUSSIAN09 program package [1] and 6-31G basis sets. The schematic view of the optimized geometry of the HGC is presented in Fig. 1. The distance R between the centre of symmetry of γ-cyclodextrin (γCD) and the carbon atom of the end methyl group of cis-oleic acid (COA) equals to 11Å (R = R0). The value of R was varied from R0 up to R = ∞ when the molecules forming the HGC are considered as free. Fig. 2 show of the functional dependence of the energy difference E=E(R) - E(R0) for the HGC on R.figureOne can see from Fig. 2 that the energy release connected with the formation of the HGC is equal to 0.0907 a.u. or 56.9 kcal/mole. However, the HGC does not contain any intermolecular (between γCD and COA) hydrogen bonds. Moreover, the minimal distance between the atoms of γCD and those of COA is 2.86Å. At the same time, the calculated value of the dipole moment (DM) of the HGC is 5.56 D; the values of DMs of γCD and COA are 4.95 D and 0.61 D respectively. It means that the value of DM of the HGC is the sum of the values of the DMs of its parts. Thus, the formation of the HGC is exclusively caused by the dipole-dipole interaction (of the type ‘head to tail’) between the molecules of γCD and COA.