There is an article by Mark Webbink, Esq., "Packaging Open Source", in the International Free and Open Source Software Law Review, Vol 1, No 2 (2009) that I think you'll find interesting. It compares various FOSS licenses and how they handle compilations and collective works. The context of the article is specifically packaging Linux with an application into a software appliance, but the descriptions of the licenses and how they work are broadly useful in other contexts as well.
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