Unfortunately there is no way to associate variations with different files. A product can have a single file, and that same file would always be delivered regardless of what options are selected during the order.
If you need to deliver different files you would need to create a separate product for each different file. Additionally there's no way to personalize those files, if you need to make a unique file for each buyer you would have to provide it by outside means. Our file delivery feature cannot handle unique files per each order.