Unable to extract ZIP file created with Python using zipfile.ZIP_DEFLATED compression method

I have two programs (one in Java and one in Python) that ZIP a folder, upload it to a WebServer and trigger a UNZIP method on them.

The Java version of the program works without issues and the file is extracted on the server without problems.

Here I'm using the ArchiveStreamFactory class i.e. new ArchiveStreamFactory().createArchiveOutputStream(ArchiveStreamFactory.ZIP, this.currentOutputStream);

The Python version only works if I use zipfile.ZIP_STORED method (which does not compress the file). If I use the zipfile.ZIP_DEFLATED method I get internal server error.

I don't have access to the server so for this I can only rely on what I'm able to figure out on my side.

The Java program does seem to use the ZIP_DEFLATED method also as the archive is compressed (smaller) and not just stored.

I've also run zipinfo on the both archives (the one created with Java and the one with Python with DEFLATE - which doesn't work) too see what's different.

Here's the output:

# Java
-rw----     2.0 fat    14398 bl defN  4-Jun-15 13:55 somefile.txt

# Python
-rw-r--r--  2.0 unx      183 b- defN 28-Jun-15 21:39 someotherfile.txt

Both seem to be compressed with DEFLATE (defN) method so why does the archive generated by Java works while the one generated by Python doesn't?