Liverpool will take on fellow five-time winners Bayern Munich in the last 16 of the Champions League, while Jose Mourinho's struggling Manchester United face French giants Paris Saint-Germain.
Holders Real Madrid were paired with Ajax in Monday's draw in Nyon as the Spaniards attempt to lift the trophy for the fifth time in six seasons, while Lionel Messi and Barcelona will play Lyon.
Both Liverpool and Bayern have a rich tradition in the competition, each winning it five times and Liverpool were beaten finalists last season.
Liverpool are the current form side of the two and sit top of the Premier League while Bayern, under new coach Niko Kovac, have been far short of their own high standards in the Bundesliga this season.
"That's the team of the hour, the league leaders in England, they are playing really good football, very physical, really stepping it up. We are looking forward to it," Bayern sporting director Hasan Salihamidzic said of the tie with Liverpool.
"A tough cookie, but that's something to look forward to as a player."
- Ronaldo awaits -
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"No doubt Cristiano is the man of the Champions League, he has always shown that, with goals and victories. Our team is very strong and we can be calm and confident."
"The first match is key and we are playing at home. Barca are potential champions. We have nothing to lose. Everything is a bonus for Lyon."