That would be impossible for Jessica to to try every single code on the key pad! and even if she tried to do that there was a big risk of her being caught ...Simon would surely catch her ... even if she did it when he was out remember he had cameras ? She would have easily been caught.
As far why she didn't try to attack Simon, tie him up, drug him or etc...she actually DID hit him on the head and tie him up and him earlier in the movie, trying to force him to give her the code to the door... but Robin (The other girl who was being held prisoner in the room) had been brainwashed by Simon and attacked her...
Robin also tells Jessica later that night that there was another girl named Megan that Simon and kidnaped in the past who kept trying to escape, and Robin had been forced to kill her as a "punishment" for not trying hard enough to stop her.
This probably scared Jessica a lot.
Also, remember Simon had mentioned earlier in the movie that if she killed him she would end up dying down there with him.. if Simon was dead there would be no more food for one thing...so her and Robin would have eventually starved to death since they still would have been stuck in the room.
In regards to stealing Simon's cell phone, they actually never showed him with a cell phone that I can remember? I mean I assume he probably had one somewhere... but my guess is he didn't have it down in the basement... or even if he did it I'm sure it would have been well hidden or the screen would have been locked.
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