I'll try to help if I can
1. It looks like IDW puts the issue number in a red bar for their 2nd and 3rd printings. If you're looking at them for collective purposes, 2nd and 3rd prints arent worth as much as the 1st, but they are fun to get to thoroughly complete your collection.
2. This is the tricky part, I would contact whoever ran the Ottawa Comicon, and if possible get a vendor list. I'd guess their website might still be up, or at the very least you can find where they have a vendor list or a contact person. Next I would hunt through Star Trek forums for items to buy or swap. Its a crap shoot but you might snag a copy that way. I would recommend Amazon, but I prefer ebay since it will probably be cheaper there. Good luck I hope you find this!