Leblanc Cool Down Sigil of Malice double proc

So since the max cooldown reduction possible is 45% its is possible to reduce the cooldown on lebalncs Q to 3.3 seconds which is shorter than how long sigil of malice marks a target meaning that the mark should be able to be able to be activated with a second q. But when trying to do so in a custom game i was unable to activate a Q's mark with another Q.