Drilling an extra gas vent hole on the left side was not that uncommon if one read Frank DeHaas. I believe the receiver was damaged at some point, whether from the use of an inside wrench to remove a very tight barrel or from repeated use of excessive loads, and it finally failed. When the receiver ring split, the barrel tipped down, the head of the case blew out, and the bolt deflected upward. The pre-64 action (and I am a fan) is weak on the right side of the ring. The pics are not good enough to be able to see well enough.
I have told many people of the guy who fired a 308 Norma Magnum through a 7mm STW in a Remington 700. They broke the handle off trying to open the bolt but, when he brought the rifle in, I removed the barrel, removed the bolt, replaced the extractor, removed the stuck case, re-attached the handle, reassembled the rifle, checked headspace and testfired it. The headspace had not changed. The owner reported the shot, which was fired at a bear, killed the bear. The bullet was a 180 Swift A-Frame. I don't think a Winchester would have handled the same situation the same.