Woody Allen has usually the skill to make his movies about intellectuals work by being totally conscious what the audience seems on the silver screen is likely to come across as pompous and then fully going along with all of it and seasoning up the situations with his impeccable comedic skills.
But September is not a comedy. It’s a drama shot like it was a play, and it never gets past the pompousness, dryness and pretentiousness often associated with dialogue heavy adult relationship dramas.
The story goes that Allen was not happy with the first version of the film and reshot September again with another crew.
Maybe third time would’ve been the charm.