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Thirteen-times winners Real Madrid were drawn against English champions Manchester City while title-holders Liverpool must face Diego Simeone's Atletico Madrid in the Champions League round of 16 following Monday's draw.
City have yet to beat the Spanish side with two draws and two defeats in their previous four meetings.
In other ties, Serie A champions Juventus will face French side Olympique Lyonnais, Paris St Germain will play Borussia Dortmund and Barcelona were pitted against an unpredictable Napoli.
Jose Mourinho's Tottenham Hotspur side will play RB Leipzig, who are in the knockout stages for the first time, while Chelsea were drawn against Bayern Munich.
The first legs will be played on February 18, 19, 25, 26. The second legs will to be played in March.
The draw for the Europa League round of 32 was also released on Monday. Following is the list of matches (first named team plays first leg at home):
Wolverhampton Wanderers v Espanyol
Sporting v Istanbul Basaksehir
Getafe v Ajax Amsterdam
Bayer Leverkusen v Porto
Copenhagen v Celtic
APOEL v Basel
CFR Cluj v Sevilla
Olympiacos v Arsenal
AZ Alkmaar v LASK
Club Brugge v Manchester United
Ludogorets v Inter Milan
Eintracht Frankfurt v Salzburg
Shakhtar Donetsk v Benfica
VfL Wolfsburg v Malmo
AS Roma v Gent
Rangers v Braga
The ties will be played on February 20 and 27.
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