A homologous series of N, N, N′, N′-tetramethylalkyl-N, N′-dioxides is used to probe the level of guest induced fit attainable in the assembly of a dimeric capsule based on tetraurea benzyl calix [4] pyrrole components. A sensible enhancement of the capsule's volume was observed in response to guest size for n= 2, 3, and 4. In turn, larger guests adopted folded conformations to adapt to the capsule's dimensions.
