Molecular electrostatic potential profiles (MEP), and the molecular lipophilicity patterns (MLP) of a cycloacetylenosaccharide and its bromobenzene complex (calculated PIMM91-structures).

mlp0	mlp1	mlp2	mlp3	mlp4
mep0	mep1	mep2	mep3	mep4

Image Notes
all	MEPs and MLPs: PIMM91 global energy-minimum structure of the non-complexed host. All side view models are aligned with the 2-OH and 3-OH groups directed up, and the 6-CH2OH groups pointing down.

Complex IA and IIA (private and absolute scaling)
mlp2	mlp1	mlp1	mlp2
Complex IA and IB (private and absolute scaling)
mlp1	mlp2	mlp1	mlp2
Complex IIA and IIB (private and absolute scaling)
mlp2	mlp1	mlp1	mlp2
Strained Complexes (private and absolute scaling)
mlp1	mlp2	mlp1	mlp2

Image Notes

all

MLPs (private versus absolute scaling) of the cycloalkin bromobenzene complex (all PIMM91-structures): All frontside views are aligned such that the 2-OH and 3-OH groups point towards the viewer, side view models are shown with the 2-OH and 3-OH groups pointing up. Complex I, structures A and B: two most stable complexes with the C-Br bond pointing towards the 2-OH and 3-OH groups. Complex II, structures A and B: two most stable host-guest alignments with the C-Br bond pointing towards the 6-CH2OH side. In the first row, only the most stable, global energy-minimum structure of complex I and II (both structures A) are shown. The forth row displays the strained complexes with the center of geometry of the benzene ring lying in the mean-plane of the macrocycle (z=0, high local energy-minimum structure in the x/y-plane).