I'm not a big fan of leveling compounds, under a nail down installation. IMO your just asking for problems, with fill popping, breaking up, etc.
Not sure how to translate your "XXFFXX" deal....But I would go with the shingles, plywood and tar paper as my preferred fill to level. As far as "unsupported gap there can be between your fill and your subfloor".....You really want as minimal as possible, "unsupported gap". It's just a matter of taking pains using the materials mentioned to gradually "step" to flatness.
_________________ Howard Chorpash Frazier Mountain Hardwood http://www.lasvegaswoodflooring.com
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