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