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I'm not sure why you now longer have the compress old files section. By compress old files section you mean after it scans the drive it comes up without the compress.. entry in the "files to delete:" list correct?
The way I understand it (I haven't looked in the registry) is windows lost track of where the compress old files data was and so went looking somewhere else and got confused and hence hung. It only compresses old files after a certain time of disuse. Mine is set for 50 days (by default) and the only way I know of to change that number is through that disk cleanup entry. Assuming it fixed the problem, which I'm not sure it did, it might very well fix itself and the only way to tell if it did is to try it again in 50 days.
Try to do another disk cleanup on the same drive as you just did. Perhaps it recreated the old files database or something.
Another thing that it could be is you now have the data compression disabled on that drive. I asked a friend (who does this stuff for a living) about it and he gave me this. I'm not sure how to put it back on. It's not the check box right off of the drive properties box. That compresses all the data on the drive.
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