I think .jpg will do just fine. And good question about zipping - all scans of the box, case, CD etc can be placed in one archive. The manual or any other document that is inside the box are to be uploaded separately. You can create separate archives for those (or just one .zip for manual in your case) and if possible create .pdf for those scans. Those "documents" like manual, map, reference card etc are treated as Extras, while scans of the packages are treated as scans.
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