I'm not sure if the question's still active, but I think I understand the issue you're having. It's entirely likely that you got the interrogation chamber key from either the chest or that thalmor wizard interrogator. One you've killed all the hostiles, there should be a dossier on Esbern in the chest downstairs. The important thing to understand is that you can't simply add it to your inventory. You MUST open the dossier and begin to read it for the next part of the quest to become active. Once the next aspect of the quest logs, then the next sequence of events will start. I won't give spoilers, but things start happening once you've opened the dossier on Esbern. Hope that helps.
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