If you have a security interest in the contents, you must have flood insurance on them, where available. Perfection is not necessary.
My question then is how do we know how much contents coverage is required? Also, which contents are insurable and which aren't?
First, determine which contents are insurable. This is an insurance agent question. Once you determine that, you must assign a good faith determination of value to them.
I feel for you. It's complicated. But the loan officers can't have their cake and eat it too.