@TheDragonLord :
Obviously going to happen after some confrontation, because if Analia can be hateful until Haru went Emperor-mode on her, so will he be on guard until Haru prove herself.
(the only exception is that the observer's reports are enough for that and instead of confrontation he kneel on their first meeting and swear allegiance)
Considering only what's shown of him, he'll make some 'logical' excuses to not be openly friendly with her, like say being a strict teacher on how to be a proper Emperor for her or something like that.
If she stumbles he'll shout for her to get up and keep her head high.
But if she get sick/injured you can bet he's gonna be the first one to rush into the scene to take care of her (possibly while grumbling about how could she make the public worries about losing another Emperor)