To expand the interface between self-assembled metal ligand and hydrogen-bonded architectures, here we report the preparation, self-assembly, and metal-ligand binding of a pyridyl quinolone ligand (5-PYQ). The 5-PYQ ligand self-associates through quinolone hydrogen bonding, and it binds to metal centers through the pyridine ligand component. As a first step toward investigating more-complex hybrid metal ligand hydrogen-bonded (MLHB) architectures, we report investigations of 5-PYQ with mono- and bis-platinated anthracene precursors. These results demonstrate that the 5-PYQ ligand maintains hydrogen bonding interactions while binding to square-planar platinum centers, but that generation of coordination compounds with closed topology erodes the hydrogen bonding fidelity to favor ambidentate coordination modes of the 5-PYQ ligand.