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穷愁潦倒

qióng chóu liáo dǎo impoverished and dejected; wretched and penniless
qióng poor / destitute / to use up / to exhaust / thoroughly / extremely / (coll.) persistently and pointlessly
qióng chóu destitute / troubled / penniless and full of care
  chóu to worry about
   lǎo flooded / heavy rain
   liáo used in 潦草 / used in 潦倒
   liáo dǎo down on one's luck; in straitened circumstances; disappointed; frustrated
    dǎo to fall; to collapse; to lie horizontally / to fail; to go bankrupt / to overthrow / to change (trains or buses) / to move around / to resell at a profit
    dào to invert; to place upside down or frontside back / to pour out / to tip out; to dump / inverted; upside down; reversed / to go backward / contrary to what one might expect; but; yet
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