Reviewing the photo, I bet that the bottom of the motor struck something a time or two and was in a sense forced backwards which is the reason for the separation of the bottom stainless steel bracket as there is a bend and also a separation from the sealant. I suggest that you take the motor off to repair. I doubt you have structural damage but it is easier to repair with the motor off. I would dremel out to see how far the crack goes first and then retake and repost a photo. I bet a two part expoxy and some gel coat will do the job but again, I cannot tell for sure from that photo. So another photo please when you have dremeled the crack out.
In addition when trailering the boat with the motor attached, always pull the motor up when loading or off loading the boat to or from the water particularly long shaft or 25 inch length shaft motors. When trailering, leave the motor in the down position and tie a line from the handle of the motor say to the rear base of the stern pulpit to prevent the motor from bouncing up and down going down the road.
crazy dave condon