Actually there have been problems transferring files especially games from computer to computer if you dont zip the entire folder. You can test it yourself. Send one game to your other computer unzipped and it will have the same result as he is describing. If you compress the entire folder and send it, the game will run perfectly fine.
Unless you are doing some kind of ASCII ftp transfer over systems with different encoding, or the transfer is failing mid way because some file is corrupted, I can't see it happening
At most, you will get a faster transfer speed because of the overhead in packeting individual files, but once the files arrive to their destination, it matters nothing how the files were formatted (keep in mind we are talking Mac to Mac transfer over afp here).
If it doesn't run, it might very well be because of a preference file stored somewhere else in your computer. It will have absolutely nothing to do with the fact you compressed it first or not.
Update: looking into the problem a little deeper, it seems the game in question was last updated in October 2003, supporting up to OS X 10.3. Even Aspyr's Game Agent doesn't mention the game. Being this the case, there is a high probability that it won't run on an Intel Mac natively.