I don't think the goal of a bot is having an interesting conversation. The goal is to help you accomplish a task (get your answer, do something for you,...).

Clearly, in the above example, you didn't provide what the bot was expecting and since the bot is a research prototype, it had not enough training to identify that you were not providing an API file but asking a clarification question.

No, the bot owner should the dashboard to realize that a user (you) asked this question that made the bot failed and should prepare a new version of the bot that can answer it