A schematic representation of cyclodextrin hosts and their general shape, and of phenothiazine guests. The primary face (smaller opening) of the host is at the bottom towards the primary alcohol (or methoxy) groups, and the secondary face (larger opening) is at the top of the host towards the secondary alcohol. The guest CPZ is used as an example, where the phenothiazine core is shown with a gray rectangle, protonated amine tail shown with a yellow triangle (R1), and phenothiazine functionalization with a blue circle (R2). (B) Schematics of phenothiazine guest orientations and binding modes. The different binding modes are named SS (secondary-secondary), PP (primary-primary), PS (primary-secondary), and SP (secondary-primary), where the first letter is the orientation of the guest R1 group and the second letter for the guest R2 group. Dashed lines on the guest depict where it is inside the host.