In summary, we report the construction of a dual-emissive SCPP [8] bismacrocycle by immobilization of 1,2,4,5-TPB core with two rigid macrocycles. The luminescence behavior of SCPP [8] combines the characteristics of the ACQ effect and AIE effect, inducing tunable emission from cyan to red including near whitelight emission. The enantiomers of (M)-SCPP [8] and (P)-SCPP [8] are separated by a recycling chiral HPLC, and the high configurational stability of two enantiomers are demonstrated by temperature-dependent CD spectra. Further, (M)-SCPP [8] and (P)-SCPP [8] exhibit highly enhanced CPL properties due to AIE effect. (M)/(P)-SCPP [8] will have potential applications in AIE sensors, white-light emitters, and chiral materials.