Diaqua­{2,6-bis­[N-(2-pyridinylmeth­yl)­carbamo­yl]­phenolato-κ2 O 1,O 2}zinc(II). Corrigendum

Corrigendum to Acta Cryst. (2008), E64, m884–m885

Controlling the Morphology of Aggregates of an Amphiphilic Synthetic Receptor through Host-Guest Interactions

A new amphiphilic receptor containing a macrocyclic anionic headgroup and a single alkyl chain was prepared through an efficient templated synthesis. The interdependence of the aggregation behavior and the host-guest chemistry was studied. In the absence of any guest the terminus of the alkyl chain of the receptor is included inside the hydrophobic cavity of the macrocycle (as evident from 1H NMR studies) leading to self-assembly into micrometer-long nanotubes (as evident from TEM studies). The alkyl chain can be displaced by an acridizinium bromide guest (as evident from 1H NMR and ITC), which leads to a dramatic change in aggregate size and morphology (as evident from DLS). Studies of the solubilization of Nile red suggest that the resulting aggregates are micelles with a cmc of around 35 µM. These results represent a new addition to the still small number of water-soluble amphiphilic receptors and one of the first examples in which specific host-guest chemistry controls the size and shape of nanoscale aggregates.

Diaqua{2,6-bis[N-(2-pyridinylmethyl)carbamoyl]phenolato-κ2O1,O2}zinc(II)

In the title compound, [Zn(C20H17N4O3)2(H2O)2], the ZnII atom, lying on a twofold rotation axis, is six-coordinated in a distorted octahedral geometry by two phenolate O atoms and two carbonyl O atoms from two 2,6-bis[(pyridin-2-ylmethyl)carbamoyl]phenolate ligands and by two water molecules. A three-dimensional network is built up from an extensive array of hydrogen bonds and π–π interactions between the pyridyl rings, with a centroid–centroid distance of 3.666 (3) Å