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Is a singular ZIP File heavier than separated files?
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If the compressed files are of the same/similar format, more compression is possible as the algorithm can detect more related patterns to compress.
But if you toss in a variety of file formats, compression will tend to suffer more.
Sometimes, the easiest way is just to try and see, different formats lend themselves to better or worse compression.
The files that tend to be worst at compression are the ones that are already compressed themselves.