The dimeric complex of cyclomaltoheptaose with 1,14-tetradecanedioic acid.Comparison with related complexes

The structure of the complex of cyclomaltoheptaose (beta -cyclodextrin, bet a CD) with 1,14-tetradecanedioic acid has been determined and refined to a final R = 0.0693 based on 9824 observed reflections. Each diacid molecule t hreads through two beta CD monomers arranged in dimers thus, forming a [3]p seudorotaxane. The end carboxylic groups of adjacent dimers, far apart and fully hydrated, are associated indirectly through water molecules. The posi tioning of the carboxylic groups with respect to the beta CD dimer and the H-bonds with water molecules are very similar to these of the corresponding complexes of the diacids with 12 and 13 carbon atoms. The bending in the m iddle of the aliphatic chain is more prominent, compared to that of the cor responding guests with less carbon atoms, thus the end carboxylic groups st ay in the same height of the primary faces of the beta CD dimeric complex. As a consequence of the present structure, more close contacts are observed between calculated H-atoms of the guest and O-atoms of the host inside the cavity. This bending is allowed by the width of the beta CD dimer cavity a t the secondary interface region. (C) 2001 Elsevier Science Ltd. All rights reserved.