What year and model HTT do you have?
I cannot foresee how those black marks are related to the AC. The one picture looks like the marks are along the awning. If the AC unit was hit hard, it would not just be missing 2 bolts, it would be extremely damaged. The missing bolts would just let the AC wiggle around at the mounting location. All that black and stone damage appears to be unrelated to the AC unit. More pictures showing a brooder view might show more.
As for the AC bolts. They do need to be inspected at least annually. It is very common on delivery, being a bit loose. They should be just a bit more snug than finger tight. If you tighten them down to much the seal becomes compressed, and you will need to replace the gasket within a year or two.
How old is your TT? Have you been on the roof before? If it is fairly new, wonder if it was damaged in shipment? Do you store the TT at a storage facility? Wonder if someone else did damage while moving their equipment (thinking a man lift of some type). What ever it is from, the first picture with the three vertical lines is very suspicious to me.
Good luck, hopefully nothing more than needing a few new bolts and a gasket.
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