Self-association and self-assembly of molecular clips in solution and in the solid state
Reek JNH, Elemans JAAW, de Gelder R, Beurskens PT, Rowan AE, Nolte RJM
TETRAHEDRON 59 (2): 175-185 JAN 6 2003

Abstract:
Clip molecules based on diphenylglycoluril form well-defined dimeric structures in chloroform solution and in the solid state. In solution the dimerization process is based on favourable pi-pi interactions and cavity filling effects. A combination of favourable pi-pi interactions and crystal packing forces determine the self-assembly of clips in the solid state. The geometry that the clip molecules adopt in solution and in a series of X-ray crystal structures is compared with favourable geometries predicted by molecular modelling calculations.