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It's really probable that many issues you have, will be solve in the typesystem of pyside, so I recommend you to clone pyside-setup and check the ".xml" files there.
Also, there is already a project using shiboken on a diff project, Qwt, I think I already sent you the link, but in any case , you can check it out: https://github.com/qt-ps-americas/pysideqwt