To determine the scope of DESC, we extended our studies to a diverse portfolio of azoarenes, including derivatives with electron-donating and -withdrawing substituents, positively and negatively charged groups, and heterocyclic azoarenes (2-9 in Fig. ). All of these compounds were encapsulated as homodimers within cage C and, similar to 1, most of them preferably existed in the E2⊂C form even in the presence of (ps1)2⊂C. Interestingly, however, azobispyrazole 44 9 (and, to some extent, azopyrazole 45 8) showed a strong tendency to form a heterodimer with ps1, as manifested by the intense 509 nm peak in the absorption spectrum (Fig. ; dotted brown line). The high fraction of the heterodimer allowed us to grow single crystals and solve its X-ray structure, which shows E-9 and ps1 bound tightly inside the cavity of C (Fig. ). Exposure of (E-9⋅ps1)⊂C to 525 nm light quenched its near-UV absorption, consistent with the E→Z isomerization (Fig. ). The putative (Z-9⋅ps1)⊂C heterodimer is unstable, forcing ps1 into homodimers, which explains why the 400-600 nm part of the spectrum at the end of the reaction is nearly identical to that of pure (ps1)2⊂C (Fig. ). Similar to 1 and 9, compounds 2-8 also switched to their Z isomers when exposed to 525 nm light in the presence of (ps1)2⊂C (Supplementary Fig. ).