Liverpool have been drawn against Russian side Zenit St Petersburg in the last 32 of the Europa League.
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Fellow English side Newcastle will play Metalist Kharkiv of Ukraine, while Chelsea face Czech team Sparta Prague and Tottenham take on Lyon of France.
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Defending champions Atletico Madrid of Spain take on Russia's Rubin Kazan. Ajax, who qualified as a third-placed team from the Champions League group stages - ahead of Manchester City - are paired with Steaua Bucharest.
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The winner of that game will take on Chelsea or Sparta Prague in the last 16 - the draw for which was made immediately after the last 32 draw
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Newcastle will set up a clash with big-spending Anzhi Makhachkala of Russia or German side Hannover should they beat Kharkiv.
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Magpies manager Alan Pardew admitted he knew little about the Ukrainian outfit after the draw was made.