The coordination-driven self-assembly of discrete 2D macrocyclic species from ambidentate pyridyl-carboxylate-based donor ligands and platinum-containing acceptors is presented. All these species are characterized by electrospray ionization mass spectrometry (ESIMS), multinuclear NMR, and in one example, X-ray crystallography. In each case only one isomeric assembly is selectively formed in high yield, despite the potential for more than one product as a consequence of differences in connectivity.