It shouldn't matter. Were you entering the same FROM address in the form that you entered into the interface? It could depend on the exact FROM address entered. The order on the page wouldn't matter. SPAM blockers often reject emails that come FROM a different domain than the email server it actually comes from. Also, some hosting providers won't allow emails to send at all that don't have a valid FROM address.
I don't know why two emails would work differently if they are from the same server... most likely they wouldn't, and the difference is in the form values when you fill out the form.