A stereocontrolled self-assembly of 5d/4f heterometal-organic macrocycles has been realized by a post-assembly chiral auxiliary approach. Interligand π-π stacking interactions promoted chiral transfer from point-chirality of the auxiliary ligand to metal centers and then the helicates to produced CD and CPL active europium assemblies, facilitating a feasible enantiomeric excess determination by induced chiroptical signals.