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Check to see if your xbox 360 is connected to the internet. If your xbox is connected to the internet and still is not allowing you to update check your xbox setting. Sometimes your parental control on xbox 360 can stop you from updating your xbox. If all else fails try to take your hard drive off the xbox and reset your console to factory settings
Probably not. the Xbox 360 has a pretty crappy track record when it comes to original xbox games. IF your game is compatible(you'll have to google it, only a select few are) there isn't even necessarily a guarantee it will work. For example, i have mercenaries 1, and the screen turns completely blue at random times then crashes.
Make sure this is a xbox 360 game, if it is an xbox game not all of them work on the 360. you can check the list of compatible games on the web site, there are updates you can get for some of them. If this is not the case and the game is for xbox 360 and your other games are working fine, I would suggest that the disk is bad, if you can, try it in a friends machine and see what happens. I hope this helps. Good luck.
there are alot of old xbox games that wont work on the new xbox 360 (elite or otherwise), unfortunately until Microsoft get their act together with updates for backwards compatible capabilities on more games we'll just all have to wait.