Birmingham and Celtic fail to reach last 32

Rubin Kazan, down to 10 men after 13 minutes, held on for a 1-1 draw at PAOK Salonika to qualify at the expense of last season's Champions League quarter-finalists Tottenham Hotspur.

The under-strength English Premier League side, with only three outfield players on the bench, won 4-0 at Shamrock Rovers but finished third in Group A, one point behind the Russians.

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