The macrocycle 1 containing four photoresponsive fluorenylidene moieties was designed. The EZEZ form of 1, 1 EZEZ, was selectively produced. Reversible photochemical isomerization between 1 EZEZ and 1 ZZZZ was achieved, the extent of which was dependent on the light source used. Furthermore, the intermediate 1 EZZZ was selectively isomerized to 1 ZZZZ thermally and photochemically.