That's what I meant by the devil being in the details -- these gray area questions hinge on the specific facts. Lawyers on both sides will argue which factors apply based on past caselaw and available evidence, and the court renders a decision. For example, from the Stanford webpage I previously linked: "the creation of a Harry Potter encyclopedia was determined to be “slightly transformative” (because it made the Harry Potter terms and lexicons available in one volume), but this transformative quality was not enough to justify a fair use defense in light of the extensive verbatim use of text from the Harry Potter books". So you might be okay creating a Harry Potter encyclopedia in general, but not if your definitions are copy/pasted from the books, but you might still be okay quoting key lines from the books if the quotes are a small portion of your encyclopedia. The caselaw just doesn't lend itself to firm lines in the sand.
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