This sounds just like the premise for so many wacky crime caper movies. I don't see any reason why this couldn't be planned out and executed IC.
Because you don't get paid bounties for
pretending to kill people. You get paid bounties for
killing people. (True, in the game we bow to the "don't die without consent" convention and accept serious wounds for bounties. But still...) And game mechanics trumps RP, *every time*. If your assassin tries to "assassinate" someone, they are trying to
kill that other character, not waving a rubber knife around and pretending to inflict stabbity death. And when they inflict a serious wound, it's called a "serious wound" because, you know, it's pretty damn
serious. Like, you could die, serious.
If you want to completely RP an assassination attempt, then that's fine. Go ahead and do it. I've seen realms go to war over an RP'd assassination attempt. But as soon as you have an infil click that "Assault someone" link, that's no longer a pretend attack. It's attempted murder.