Cationic iridium complexes incorporated 4,5-diaza-9,9'-spirobifluorene as N<^>N ancillary ligands, in which one (2) or two (3) phenyl groups were introduced onto 4,5-diazafluorene to afford intraligand pi-pi interactions. The X-ray crystal structures of complexes 2 and 3 show that the pendant phenyl ring forms strong intramolecular face-to-face pi-stacking with the difluorophenyl ring of the cyclometalated ligand with distances of 3.38 angstrom for complex 2 and 3.40 and 3.46 angstrom for complex 3. This pi-pi stacking interaction minimizes the expansion of the metal ligand bonds in the excited state, resulting in a longer device lifetime in the light-emitting electrochemical cell (LEC) devices.