Compressor not running

Has the compressor unit been modified?
The compressor motor should be the kind of power it is rated for. If it is a 120 volt compressor motor, the power feed needs to be of 120 volts.
If it is a 240 volt compressor motor, the power feed needs to be 240 volts.
If the compressor says it is 120/240 volts, then that needs to be checked, the wiring diagram given for the voltage applied must be followed.
Wrong voltage to the motor will cause an overcurrent or overload on the motor and cause the motor protection device to short cycle the operation of the motor.

If the above is correct in the compressor wiring, check the pressure switch.
The pressure switch energizes and cuts power to the motor directly. Is the pressure switch contacts staying closed? Is the pressure switch reading the tank pressure? The pressure switch has springs keeping pressure for them to stay closed, in contact, and if the contacts are pitted or defective, intemitent contact may show as a result.
Personaly, I think you have the compressor connected to the wrong voltage.

you could have a weak breaker or the breaker is not rated for the draw of the compressor have a pro check it out

well craftsmen doesnt make 3phase compressors in fact there all low voltage 120 volts , so lets start there the outlet your using is it rated for 20 amps 120 volts ? if not theres your problem but thats ok unplug compressor and use a small screwdriver thru the fan end to move motor shaft around thru one complete turn if you encounter any real friction the unit is damaged and needs repair

power 120 volt cannot to supply to 230 volt, maximum correction factor for voltage is 15%

check for correct voltage; 240 volt motor on 120 volt line?

First thing to do,is,see if the compressor is running,it should be humming,and warm to the touch.There should be a fan running under the unit,cooling the condenser.And the fan in the freezer unit should be running.If none of these are running,check to see if there is current in the wall plug,maybe plug it up to a known hot,receptacle.If the fan in the freezer is working,or the condenser fan,check the thermostat to see if it is working.If it is,take a 120 volt,volt meter,and check the voltage going in the compressor,if it is getting voltage,and is real hot to touch,then it is bad,the compressor,or if it s not running,then it is bad.If the compressor is running,and the large line off the compressor is cold,or near it,then it may be just low on freon.So many things to check here.

If I did the math correctly, 5.5 HP is right at the boarderline of 20 amps, particularly for an older machine that has some deteriorating electronics.

What to do? Can you reconfig the motor to run on 220 Volts??? It would then run on 1/2 the amps.

If you have a dedicated 120 line for this compressor now ... all you have to do to change that to 220 is change the breaker (I presume you have a vacant slot to do this). Find the "neutral" for that wire (white) ane make it the "red" for your compressor line ... (and mark it as such for your future behefit) change the outlet from 110 V 20 A to 220 V 20 A. Both lines will run on #12 with G wire.

If you dont have a slot, you could change one of your standard slots to a "piggy back" remodeling style breaker (has two breakers in one slot). This will free up one slot in your panel for the new 220 (double pole) breaker.

Let me know what you think

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If it's a 220 volt motor, hook l1 and l2 (220 volts) to the line terminals. If it's a'dual voltage' motor (120 or 220)and you want to use 120, hook 120 to the terminals marked 'line'. Make sure the motor is connected for the voltage you're using if it's dual voltage.

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yep have the leak fixed and properly charged.

Assuming there is nothing wrong with the generator, I'm not sure what the Amp rating on a 1 hp compressor is, but starting currents can be 5 or more times the rated current, especially for starting heavy loads like compressors. While the motor only needs it for a short time, if it doesn't get it, it ain't gonna start. If you really need to run this compressor off this generator, one possible solution is to see if the compressor motor has connections inside to wire it for 240 volt operation. I realize in theory you should have available the same full power rating from the generator at 120 v and 240 v. However, many times a motor will still start more easily on 240 than 120, for the same reason that automobile starters went from 6 volt to 12 volt. If you do change the voltage to 240, BE SURE TO CHANGE THE POWER CORD AND PLUG ON THE COMPRESSOR!!!

As a side note, I have one of these generators I purchased as "refurbished", and it is flakey. It works, mostly, but not exactly right. I'm working on it. So anything COULD be wrong.