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Debug mode in global options is for mysql errors.
You should see an error printed on screen at top if you have problems deleting an image as your php should print that error.
I have tested this several times now as posted above. I upload an ad and delete it through the move delete function on showproduct screen which is what your reporting. That calls the form for adm-product.php and triggers the code I noted. remove_all_files is called for every last filename to remove that file.
I refreshed my ssh connection through my winscp to relook at the data directory and sure enough all files are deleted.
Here is a thought. In your pp-inc.php file there is the function remove_all_files why not remove the @ off the front of the @unlink statements and that will give you an error which you can in turn post here and might give some more specific reason for your issue.
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