Rossocuore: I understand it better now. I was actually confused about the legal meaning of the word. Still I find it difficult to imagine how someone would understand all of this procedure without looking at a guide..
Pidgeot: Well, clicking the Authorize Arrest button without satisfying the requirements shows you the following message, which is supposed to be enough to figure it out:
A suspect must have 2 prior convictions and must have broken parole before an arrest can be authorised remotely.
Pidgeot: If you don't know what it means to "have broken parole", it is of course a little tricky, but if you manage to pick up on "parole" as the keyword and try entering it, that's enough to pass the check (as long as the "2 prior convictions" part is also satisfied, not counting the parole violation itself).
The game doesn't care what the prior convictions are, so you can actually add 3 parole violations, and it'll pass the check - even though that makes no logical sense (you can't break parole if you're not on parole, and that requires some previous conviction).