Oxazoline transition metal complexes have been applied as catalysts as early as 1980s,1 however, most of these complexes are comprised of polydentate, polyoxazoline or hybrid-donor ligands. This is also reflected in the number of deposited crystal structures in the Cambridge Structural Database,2 where only 2% of about 2500 structures of oxazoline transition metal complexes contain non-bridging monodentate oxazoline ligands. Furthermore, less than ten complexes contain chiral monodentate ligands. A set of seven oxazoline ligands with different type and size of substituents on 2-aryl groups on the oxazoline ring were synthesized, including a fluorescent pyrene derivative. From these ligands, zinc(II), cadmium(II) and cobalt(II) complexes with different types of anions were prepared and characterized. The influence of structural variation to facilitate formation of supramolecular interactions and various geometries in tetrahedral complexes is examined in solution and solid state. The crystal structures show that the metal atom is part of a helically chiral structure. Whereas in the literature there does not seem to be a preference for a particular helical chirality of tetrahedral metal complexes of achiral 2-aryl-oxazolines,3,4 we show here that a (4S)-phenyl group on the oxazoline ring facilitates formation of (M)-helicity in corresponding tetrahedral complexes.