%0 Journal Article %T 3-Ethynyltriimidazo[1,2-a:1',2'-c:1″,2″-e][1,3,5]triazine Dual Short- and Long-Lived Emissions with Crystallization-Enhanced Feature: Role of Hydrogen Bonds and π-π Interactions. %A Malpicci D %A Maver D %A Rosadoni E %A Colombo A %A Lucenti E %A Marinotto D %A Botta C %A Bellina F %A Cariati E %A Forni A %J Molecules %V 29 %N 9 %D 2024 Apr 25 %M 38731457 %F 4.927 %R 10.3390/molecules29091967 %X Organic room temperature phosphorescent (ORTP) materials with stimuli-responsive, multicomponent emissive behaviour are extremely desirable for various applications. The derivative of cyclic triimidazole (TT) functionalized with an ethynyl group, TT-CCH, is isolated and investigated. The compound possesses crystallization-enhanced emission (CEE) comprising dual fluorescence and dual phosphorescence of both molecular and supramolecular origin with aggregation-induced components highly sensitive to grinding. The mechanisms involved in the emissions have been disclosed thanks to combined structural, spectroscopic and computational investigations. In particular, strong CH⋯N hydrogen bonds are deemed responsible, for the first time in the TT family, together with frequently observed π⋯π stacking interactions, for the aggregated fluorescence and phosphorescence.