There is an article on the official Xbox 360 support site for the “The game could not start” error, which can be found at https://support.xbox.com/en-US/xbox-360/errors/game-could-not-start
Relevant info copied (links can be found on the original article):
If this error occurs when playing an Xbox original game
If this problem occurs when you try to play an original Xbox game, try the following solutions:
Solution 1: Update your console software
Make sure your console has the latest software update.
Solution 2: Make sure that you have an official Xbox 360 Hard Drive
You can play most original Xbox games on your Xbox 360 console if you have an official Xbox 360 Hard Drive and the latest console software. If you have the latest console software and an official Xbox 360 Hard Drive but you get the “Game could not start” error, the game is probably not supported by Xbox 360.
Solution 3: Try cleaning the game disc
For information about how to clean discs, see Care for your console and game discs.
Solution 4: Try a different Xbox 360 Hard Drive
To see if the problem is related to your console's hard drive, try using a different official Xbox 360 Hard Drive to play the game (if you have access to one).
If the game works with a different hard drive or on a different Xbox 360 console, your Xbox 360 Hard Drive may need to be replaced.
Solution 5: Request a replacement hard drive
If the solutions above didn’t resolve the problem, go to the Online Service Center and click Replace an Accessory under Devices to order a replacement hard drive.