square the circle

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Try to do the impossible, as in Getting that bill through the legislature is the same as trying to square the circle. This idiom alludes to the impossibility of turning a circle into a square. John Donne may have been the first to use it (Sermons, 1624): "Go not thou about to square either circle (God or thyself)."

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square (Idiom)
squaring the circle (mathematics)
Year 420 bce (in Science & Technology)