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 The main building, the library, and the infirmary will not unlock no matter what I try. Its gotten to the point where I can't progress many of the routes anymore. I also can't go to the Monday class anymore because I can't get the stuff from the infirmary. Any insight from anyone? 

Library unlock by attending classes, and Infirmary unlocks by drinking with McCree on weekends. Did you do both of those things?

Yep. I've gotten dialogue about getting books from the library as well as told to go to the infirmary by Zarya. After the second time I drank with McCree I also got dialogue about going back to Mercy for another pill even though I never went to her in the first place.