Yet it pleased the Lord to bruise him. Isaiah 53:10
Stephen Charnock considers God’s pleasure in bruising the Son and how the forgiveness of the sinner is a geater pleasure to God than the cost and the pain of the loss of his Son:
If God did delight in the death of Christ, it was not surely simply in his death; for could a father delight to tear out the bowels of his son? The afflictions of his people go to his heart; much more would the sufferings of his beloved Son. God had more delight in forgiveness than grief at his Son’s sufferings…God would not have done [this] had not pardon of sin been infinitely pleasing to him. And how great a pleasure must that be, that swallowed up all grief at his Son’s sufferings! Yea, he seemed to love our salvation more than he loved the life of his Son, since the end is always more amiable than the means, and the means only lovely as they respect the end.
Transforming Grace 