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How would you call the pout that one makes when assessing a situation? Is there a word or phrase to designate this kind of grimace?

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I think you would just call that a frown (note that it can indicate concentration as well as negative emotions like disapproval or displeasure):

NOUN

A facial expression indicating disapproval, displeasure, or concentration, typically with the corners of the mouth turned down.

‘she leans back uneasily, her mouth forming a pensive frown’

‘a frown of disapproval’

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