Enter. You'll be able to enter the store as you find the door open. Kinda random, don't go just at 11 pm. Its only the time it occured with the writer of the wt

Best method actually is.. is to stay at the shop and start skipping time. It will happen in a while. Perhaps not on the first day of trying but will happen. Of course you had to have the conversation about it with the clerk first.
Just bring it to Anna in the library and the topic will appear. I don't know if the bug (if it was a bug) was fixed but you don't have to select it or anything, anna will just have the conversation topic of it. (But have it selected just in case).
No, thats part of the plaaan

You have to change things around in a different way

Basically it would have done the game good, and should have been a default storytelling solution really, to implement at least a line like "Damn, this didn't work out. Have to find another way". So we know that this is intentional and continue with the story to figure out another way.