An open ended wrench is definitely more prone to slipping than the alternatives, but sometimes you don't have room to get a box end or socket over the end of the bolt and you can only come at it from the side. Then you need your open enders.So an open end wrench is to be used only when sockets or closed end cannot access the fastener?
The damage to the drain plug in your photo definitely looks like the wrench wasn't applied square-on to the head. The chance of an open ender slipping increases drastically if you don't have it aligned properly.
It doesn't mean that you can't use an open ended wrench in this case, a drain plug shouldn't be all that tight. But you have to be more careful with an open ender compared with the alternatives, so it wouldn't be my first choice. Basically when you found it was very tight the best thing to do would have been to stop there and go get a breaker bar and socket (either 12 point or 6 point would have worked fine in this case).
Obviously the damaged plug could be replaced, but honestly, for the amount of torque you need with a drain plug, you should still be able to get plenty of grip on it with any decent socket.
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