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The macrobicyclic title compound, C 23 H 35 N 3 O 8 S, contains two tertiary amide bridgehead N atoms and a toluene­sulfonamide N atom in the center of the five-atom bridging strand. The mol­ecule has a central cavity that is defined by the 18-membered ring identified by the N 2 O 4  donor atom set and two 15-membered rings with N 3 O 2  donor atom sets. The toluene­sulfonamide N atom adopts an  exo  orientation with respect to the central cavity, and the tosyl group is oriented on one side of the aza-bridging strand that connects the bridgehead N atoms.

21-(4-Methylphenylsulfonyl)-4,7,13,16-tetraoxa-1,10,21-triazabicyclo[8.8.5]tricosane-19,23-dione: anN-tosylated macrobicyclic dilactam