Bogie:
Due to the fact that your network is running on a certain voltage-level, the whole network (subjected to this voltage) should be insulated to handle it. Because there should be no connection to ground under normal operating conditions, you can, in theory, megger your whole network towards ground to detect isolation failures. Practical however, in big networks, you might run into problems doing it. (The network becomes just to big, takes longer to charge-up during megger-tests, etc.)
Thus, in my opinion:
Open the Incoming Breaker at the LV-side and disconnect the incoming neutral (if any) at the same location.
Disconnect the grounding-point of the transformer. (Not sure how your system is grounded, star point to ground, corner delta grounded, etc. You'll rarely find such a system to be ungrounded) You'll have to disconnect the grounding-point to ensure there are no path to ground during the test.
Megger the cables with the transformer included, towards ground. If the reading is fine, it means that the transformer and cable insulation are in a good condition. If not, you'll have to disconnect the transformer from the cables, and megger each on its own to determine which (cables or transformer) is defective.
Regards
Ralph
Just one last note:
Be on the check-out for VTs connected directly on the cables, although I do not think it will be present on your network. If they are wye-wye-connected, you'll have to disconnect it totally or disconnect the grounding point on the primary side.
[red]Failure seldom stops us, it is the fear for failure that stops us - Jack Lemmon[/red]
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