The reaction of 3-pentafluoroethyl-4,5,6,7-tetrafluoro-1-H-indazole [3-(C2F5)IndF4]H with Ag2O or [Cu(CH3CN)4]BF4 leads to the formation of two different types of complexes: a trinuclear {[3-(C2F5)IndF4]Ag}3 complex (1) in the case of silver, and an unprecedented type of pentanuclear complex [Et3NH]{Cu5[3-(C2F5)IndF4]6} (2) in the case of copper. When crystallised from Et2O, 1 appears as a dimer with d10-d10 interactions. When crystallized from toluene, 1 affords the [(toluene)(1)(toluene)] adduct, testifying to its strong [small pi]-acid properties. The formation and the aggregation pattern of 1 and 2 can be traced to the extended aromaticity and high electron withdrawing properties of the perfluorinated [3-(C2F5)IndF4]- indazolate.