Crow knew the odd, hollow feeling of finding out a person he'd just seen or talked to a few hours before was no longer in Johto very well. Like each time he went back from doing his job and shopping to the inn room only to find his adoptive brothers gone... Same for everyone else: Aki, Kiryu, Kay, Johan, Aoko... Kaito...

Perhaps being forewarned of a close friend leaving Johto wouldn't make it any easier to come to terms with it when it happened, but at least it wouldn't feel like being slapped across the face every few months.

"... I'm sorry."

To be honest, he wasn't even exactly sure what he meant by it -- whether he was apologizing for not being able to comfort her, or feeling sorry to see she's going through, or simply being sympathetic at the time of her loss.

Maybe all of the above.