How to say he walked away with a sad look on his face. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh悲(hi) (n) karunaし(shi) (num) 10^24/septillion/quadrillionそうそう(sou) (adv) so/really/seeming/ appearing that/seeming that/looking like/having the appearance ofな(na) (prt) connects adj to noun/indicates emotion or emphasis/command/prohibition顔(kao) (n) face/visage/look/expression/countenance/honor/honour/face/influence/notorietyつきつき(tsuki) (ok) deskを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,してして(shite) (prt) by/as/indicates patient of a causative expression/acts as a connective/adds emphasis/and then立ち立ち(tachi) (n) departure/setting off/start/being used up/being consumed/being burnt out/passage of time/lapse/rehearsal/leading male role in kabuki/ initial charge/verb prefix conveying emphasis and increased feeling去ってno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbい(i) (prt) strengthens a question, assertion, etc.ったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
kareha kanashi souna kao tsukiwoshite tachi satte itta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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