New calix[4]resorcinols with four anthracene-ended triazolecontaining fragments as rctt- and rccc-diastereoisomers were obtained in two synthetic pathways, namely, by acidcatalyzed condensation of resorcinols with 4-{[1-(anthracen-9-ylmethyl)-1H-[1,2,3]triazol-4-yl]methoxy}benzaldehyde or by the click reaction of 9-(azidomethyl)anthracene with calix[4]resorcinols bearing four terminal acetylene moieties. The compounds obtained demonstrate dual emission in solid state with intensity of low energy band depending on calix[4]resorcinol conformation. The emission in solutions is dominated by anthracene bands, with rccc-isomer showing additional low energy band.