Aston Villa and Tottenham face searching UEFA Cup tests
Villa face CSKA Moscow, the only team in the group phase to win all four of their matches, in the round of 32 while Spurs have to play Shakhtar Donetsk of the Ukraine.
The draw appears to have handed Manchester City the better chance of becoming the first English side since Liverpool in 2001 to win the tournament, after they were paired with FC Copenhagen.