im sad to say but the same thing happned to me tonight after i shot at a 4 point.

it was at 30 yards and when i shot, my arrow hit a branch and hit the back right leg of the buck. i heard a cracking noise that can only be described as the sound an arrow makes when it hits a tree. im thinkin i hit the leg bone. i didnt try to follow the trail or look for him cause i knew it was a bad shot, so i found my arrow and left. the arrow had a greasy substance and minimal blood. i will be back tomorrow to look for him. please wish me luck and also good luck in finding ur friends deer. hopfully this helps a lil