Given:

with (
    open('file')  # trailing
):
    pass


while (
    True  # trailing
):
    pass


match (
    some  # trailing
):
    case (
        pattern  # trailing
    ):
        pass

Formatted as:

with open("file"):  # trailing
    pass


while (
    True  # trailing
):
    pass


match (
    some  # trailing
):
    case (
        pattern  # trailing
    ):
        pass

Notice that for with and case pattern the formatting is not collapsed while it does happen for the rest. The case pattern formatting was adopted from with which is the reason they both are the same.

I think the reason is that the nodes are different i.e, WithItem and Pattern* for with and case pattern while it's an expression for while which can utilize the maybe_parenthesized_expression helper directly.

https://play.ruff.rs/6cacd9e5-03dc-4da7-b185-fb45eb264be4