Rangers have been drawn to face Borussia Dortmund in the Europa League knockout round play-offs.
The Scottish Premiership champions were seeded for Monday's draw after they progressed to the first knockout stage of UEFA's secondary competition by finishing as runners-up to Lyon in the group phase.
Borussia Dortmund, who sit second in Bundesliga, were one of eight teams to drop out of the Champions League, having finished behind Ajax and Sporting Lisbon in Group C.
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The draw represents a tough challenge for Giovanni van Bronckhorst's side, with Norway striker Erling Haaland and England midfielder Jude Bellingham in the Dortmund squad.
The two teams have only met twice in competitive fixtures, playing out two draws in the group stages of the 1995/96 Champions League.
This season's new format means that the eight group winners, including West Ham, directly advance to the round of 16 to be played in March.
The other standout knockout round play-off tie sees Barcelona against Napoli.
Barcelona failed to progress to the knockout stages of the Champions League for the first time since 2003-04, when the La Liga side competed in the UEFA Cup.
Napoli, winners of the competition in 1989, progressed from a Europa League group which included Leicester, who they beat 3-2 in the final group game in Naples.
Europa League play-off draw
Sevilla v Dinamo Zagreb
Atalanta v Olympiacos
RB Leipzig v Real Sociedad
Barcelona v Napoli
Zenit St Petersburg v Real Betis
Borussia Dortmund v Rangers
Sheriff Tiraspol v Braga
Porto v Lazio
When are the play-off ties?
The first legs of the play-off ties will be played on February 17, with the return fixtures a week later on February 24.
This season's final takes place at Sevilla's Ramon Sanchez-Pizjuan Stadium on May 18.
Europa Conference League
Leicester City will face Danish side Randers, competing for the first time in a European knockout phase, in the Europa Conference League play-offs.
The Foxes exited the Europa League with a 3-2 defeat to Napoli in midweek, before manager Brendan Rodgers admitted he didn't know what UEFA's third-tier continental club competition was.
Celtic, who also dropped down from the Europa League after finishing third behind Bayer Leverkusen and Real Betis, will face in Bodo/Glimt.
Their Norwegian opposition finished their Conference League group campaign without defeat after registering four points in their two games with group winners Roma.
Either Tottenham or Dutch side Vitesse will face Rapid Vienna in their play-off tie, with the outcome of Spurs' final group game against Rennes, called off due to a Covid-19 outbreak at the Premier League club, still to be decided by UEFA.
Europa Conference League play-off draw
Marseille v Qarabag
PSV v Maccabi Tel Aviv
Fenerbahce v Slavia Prague
Midtjylland v PAOK
Leicester City v Randers
Celtic v Bodo/Glimt
Sparta Prague v Partizan Belgrade
Rapid Vienna v Tottenham or Vitesse
When are the play-off ties?
The first legs are scheduled for 17 February, with the second legs a week later.
The final of the inaugural season of the competition is to be held in Tirana, Albania, on May 25.