That's true. The last time he ever offered a compassionate smile to Sakura was at the beginning when he complimented her genjutsu know-how. But the boy from that period is in a completely different dimension from the steely, spontaneous man we know now. Sasuke was still relatively "normal" or sane back then - emotionally scarred and unnnervingly ambitious, but through his arrogant facade he still had some decency.
I'm not expecting too much from this so-called "moment". It might help to paint Sakura in a better light through Sasuke's eyes, but that's the extent of the mending in their mangled relationship. There probably won't be a whole-hearted recovery of the friendship they kind of had until the end.
Kishi's new gimmick - strip Sakura down to the point where she looks as bare-skinned, battle-worn and damaged as Sasuke did after his victory over Deidara.
Probably not. Kishi isn't one to have the clothes of his characters torn away as a consequence from a long and epic struggle. At least, that's not the case for Naruto and Sakura usually. Kakashi suffered similar effects in the fight against Kakuzu. He had lost his vest, his gloves were disintegrated by Raiton, and his mask was chipped. Ironically, I think he looked coolest with the damaged clothing. It added a layer of grittiness and resilience to his character. Maybe it's Sakura's turn to act and look that way.
which leads to question as to why naruto said he needs to get there i think he knows something about sasuke