Sin would get along with them fairly well I think. She’s would probably go to Sylvan for make up tips and such. Tanlin would probably not trust sin because she’s “too nice” and so they’d probably stay neutral for a while.
Bacon would just be Bacon and try to befriend both of them. I’m dead tired so I can’t recall everything about your Sylvan but I think he’d succeed. I think he could also befriend Tanlin probably by saying something actually smart like, “You know the best part about having friends is that no matter how many you lose, you can always make more” and then immediately say something incredibly stupid.
Kathryne would probably be annoyed by Sylvan even though she usually has a weakness for pretty girls, because I feel like Sylvan would be constantly trying to fix KitKat’s wild hair and she’s not a fan of physical touch. But other than that, after a while, she might warm up. Honestly she could also probably befriend Tanlin simply because she’s VERY blunt and just speaks her mind. I feel like Tanlin would be drawn to that kind of honesty, even if it’s a little rude sometimes.