Are you running the VOV ($25) or a fixed orface tube ($1.99) ?
Is the blower fan on high?
A yes to either of those changes the context of the advice/rant below.
To me it's not moving much heat as I am used to seeing 160 degree condenser temp around 250 psi head pressure when it's well over 100F out.
I would consider the low pressure switch isn't working properly anymore at the indicated on the gauge below freezing temp. That switch is to keep the evaporator from freezing up. It can become a solid brick of ice with zero airflow.
The VOV, when I got one that wasn't defective blocked solid and actually worked, was night and day difference colder at idle. R134a Krap gas quits over 105 degrees due to high heat load and lack of enough condenser airflow. But ... spare me other changes and simply and use a better more efficient gas. Short of that major kludges to overcome Beancounter FOT systems used with R134a way past their expiration date of R12. Getting the damn fan moving air over the condenser with an obsolete spring thermal fan clutch is also a major AC performance compromise. Any hot air recirculation over the condenser hurts performance. On a system that is near redline overheating at 160 degrees condenser temp, Oh! I have a sitting on a MI snowbank engineering idea: lets put a couple of oil coolers running over 200F in front of the condenser.

When the heatwave hit Detroit lately they redesigned a HVAC system on late model RAM pickups...
Look at a mere 20 degree rise over 160F on your high side gauge. Anything over 400 psi is looking to blow something out on the high side. For temperature contrast the AC system goes "Pop!" before the engine thermostat even opens...
VOV reference from the inventor of the FOT system trying to fix the evil his system causes with R134a. It was 'good enough' but more importantly
cheap enough with R12.