> Try
>
> [x for x in range(2**1000)]
>
> in a REPL. It doesn’t raise anything, it tries to create a list that will eventually exceed PY_SIZE_MAX, but it only crashes once it reaches that iteration.

It is expected behavior.

> This raises an OverflowError instead, the same way:
> len(range(2**1000))
> raises an OverflowError

If your patch uses __length_hint__, it is bug.
iterator will return 2**1000 for __length_hint__, but produce no item
on iteration.