Playground example below, but also reproduces with async with and if statements with compound boolean conditions (so perhaps related to #4731 but a priori does is not quite the same situation).

Black 314f8c

Playground link

Options

--line-length=88
--safe
--preview

Input

with open("file.txt") as f: content = f.read() # fmt: skip

Output

Cannot parse: 1:4: with

Expected

with open("file.txt") as f: content = f.read() # fmt: skip