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Manchester City will take on Real Madrid in a blockbuster Champions League play-off tie for a place in the last 16 of the competition.
The Premier League champions missed out on automatic qualification and now face ties home and away to the Spanish giants.
Celtic meanwhile have been drawn alongside Bayern Munich in the play-off round.
Play-off fixtures will be decided over two legs with ties to be played 11-12 February and 18-19 February.
Italian giants Juventus and AC Milan have both been paired with Dutch opposition against Feyenoord and PSV Eindhoven respectively while there is an all-French clash between Paris Saint-Germain and Brest.
Champions League play-off fixtures
Club Brugge vs Atalanta
Sporting Lisbon vs Borussia Dortmund
Manchester City vs Real Madrid
Celtic vs Bayern Munich
Feyenoord vs Milan
Juventus vs PSV Eindhoven
Brest vs Paris Saint-Germain
Monaco vs Benfica
Liverpool, Barcelona, Arsenal, Inter Milan, Atletico Madrid, Bayer Leverkusen, Lille and Aston Villa all secured automatic qualification to the knockout stages after finishing within the top eight of the league phase.
They progress immediately to the last 16 stage with that draw taking place on Friday 21 February.
More to follow