I think if you are going to pull it off you need a screen in there though, a broken one obviously, but I think to get the look you are going for there needs to be a screen that looks like the plant has smashed through it from the inside
like this:

I also think it would look cool if the roots somehow came out and over the base of the monitor, id then sit the monitor on top of a pot and water the pot as opposed to figuring out some way of keeping soil etc inside the monitor.