Its a very easy scenario to reproduce.
eg. configure a basic copilot with a file "my-recipes.pdf", which contains 10 recipes.
Question to Copilot: Show a complete list of recipes.
Copilot then explains that Recipe1, Recipe2, and Recipe3 exist.
Question: Tell me about Recipe4.
Copilot then tells more detail about Recipe4.
Question: Show 3 of the recipes.
Copilot then Explains about Recipes1..3.
Question: Show 5 of the recipes.
Copilot: Sorry, I don't know about that.
to me, this is not about how one configures topics, entities, skills... it clearly knows what I'm after, but is being restricted in the amount of detail it can put in an answer (or similar).
In my example, I also have generative AI in "Classic" mode, since I'm not asking it complicated questions (yet).