To examine self-inclusion phenomena, we intentionally synthesized the first pair of an unlocked and a locked self-inclusion complex, 3h and 4h, from a permethylated alpha-cyclodextrin-azobenzene dyad through an m-xylylene spacer. A d(2)-labeled complex 4d was also prepared for decisive H-1 NMR spectral assignments. In both complexes, the guests were bound in the CD cavities in a similar manner, whereas the mutual orientation of the spacer and the nearest benzene ring was unexpectedly different.