The voltage values are rather high, so are you confusing the Voc with the Vmp? The Voc is the voltage of the panels when NO current is flowing. The Vmp is the voltage when the panels power is actually being consumed.
That being said, once you are getting the voltage that high, power loss via the copper wiring is minscule to the point of not being measurable. I'd say the 2S is going to be just fine even if four in series is only ~160-170Vmp. But, I would agree with MS in that once a panel is up and running, a later failure would be very rare.
One plus for multiple strings is that you can exceed your controller's rated input by utilizing virtual tracking. That is, having multiple strings facing in multiple directions. Maybe one array facing SE while the other faces SW. Or three arrays, one facing East, one facing South, and one facing West. Since only one array is at full output at any given time, you don't exceed the controller's amp limit.
The real-world benefit of virtual tracking is you are placing a lower load on your battery across the length of the day. This is especially beneficial towards the late afternoon, where my power usage goes up, but my battery is not being drained because the West-facing array is making enough power for me to not drain the battery at all till after sunset.