In addition, CD spectra of PRBT and PSBT in presence of RB were also measured (Figure and). Obviously, a new cotton bond at 546 nm had appeared after the addition of RB, which was probably attributed to the CD signal from RB in chiral voids. For RB molecules, a pair of enantiomer with mirror-imaged axis chirality originated from the rotation of phenyl rings relative to the xanthene unit (Figure ), whereas fast rotation of phenyl rings led to silent CD signals for pure RB (Figure ). The newly generated CD band suggested that RB molecules were accommodated in the chiral porous skeleton, and a pref- erential chiral configuration was induced by chiral POPs. Time dependent DFT calculation (TD-DFT) of RB suggested that P-RB with clockwise helicity exhibited first negative Cotton effect at 460 nm, whereas M-RB with anti-clockwise rotation displayed positive CD signals (Figure ). Based on the difference for CD spectra (∆CD) of POPs in absence and presence of RB (Figure ), PRBT skeleton would probably induce M helicity for RB whereas RB in PSBT adapted the P-helicity. To elucidate the binding models between chiral POPs and RB, the 1 H NMR spectra of RBT-H and RB had been recorded (Figure ). The mixture of RBT-H and RB nearly displayed no changes relative to their component, which suggested that there was no host-guest interaction between the chiral macrocycle and RB. Considering the size of RB (around 1.2 nm in Figure ), the dye guest was probably accommodated into the pores of chiral POPs rather than the internal voids of CCMs and further induced to adapt a preferential chirality in chiral porous skeletons.