That would blow up the nixpkgs repo significantly and be a nightmare to maintain (for some package the list of generated files depends on option flags, target system,…).
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The only world where I can imagine that working is if we sharply reduce the scope to some crucial files.
For example, if mainProgram is set, we could enforce that $bin/bin/${mainProgram} or $out/bin/${mainProgram} exists.
But we already implicitly do that with e.g. versionCheckHook (which we already heavily encourage packages to use).
So I don’t think this is a fruitful proposal.