Uefa Cup Draw: Aston Villa's punishment for not finishing in the top two of their Uefa Cup group was a tricky tie with in-form CSKA Moscow following the draw for the last 32 in Nyon Switzerland this afternoon.
Boss Martin O'Neill has said he did not mind which side his team would draw in the knockout stages, but their hopes of progression will be tested fully by a CSKA side who won this competition in 2005 and who were the only team in the group phase to win all four of their matches.
There is the possibility of an all-English tie in the last 16 between Villa and Tottenham, who were also handed a tough tie against Ukraine side Shakhtar Donetsk.
Shakhtar dropped into the competition after finishing third in their Champions League group, with Manchester City to play Danish side FC Copenhagen.
The last-32 ties will be played on February 18th and 19th with the return legs on February 26th, and the final to be played at Fenerbahce's Sukru Saracoglu Stadium in Istanbul on May 20th.
Manchester City chief executive Paul Aldridge admitted he was content with his side's draw.
"We've been very happy with our form in this competition we finished top of the group and hope that to continue," said Aldridge. "I haven't phoned Mark (Hughes) yet but I think he'd be pretty happy with that.
"Mark will probably roll out all the cliches but we go into every competition with the aim to win it and this is no different. As you get closer to the final the chances become more realistic.
"I don't know too much about them (Copenhagen) but they are doing quite well in the league at the moment - they are second I've been told. They are going to be very strong opposition as teams at this stage of the competition are going to be."
Should City progress past Copenhagen they could face further Danish opposition after they were drawn to play either Aalborg or Deportivo La Coruna.
Aalborg have already enjoyed success in Manchester this season after claiming a 2-2 draw with United in their Champions League match at Old Trafford earlier this month.
Holders Zenit St Petersburg will face another trip to Germany after they were drawn to play Stuttgart.
On their way to last season's title Dick Advocaat's side overcame German outfits Bayer Leverkusen, in the quarter-finals, and then Bayern Munich in the last four before beating Rangers 2-0 in the final.
In what proved a tough draw for the German sides Werder Bremen were paired against AC Milan while Wolfsburg face Paris St Germain, who booked their place last night with a 4-0 rout of FC Twente.
Martin Jol will take his Hamburg side to his homeland with a tie against NEC Nijmegen while their Dutch rivals Ajax face Fiorentina, who were beaten in the semi-finals last season.
Steve McClaren's Twente will also face a Champions League team in the form of Marseille.
Other notable ties include Dynamo Kiev against Valencia and Standard Liege versus Braga while Bordeaux will play Galatasaray, who will be hoping to maintain a Turkish presence in the competition with the final to be played in Istanbul.
Uefa Cup last 32 and last 16 draws:
Last 32
Paris St Germain v VfL Wolfsburg
FC Copenhagen v
Manchester City
NEC Nijmegen v Hamburg SV
Sampdoria v Metalist Kharkiv
Braga v Standard Liege
Aston Villav CSKA Moscow
Lech Poznan v Udinese
Olympiakos Piraeus v St Etienne
Fiorentina v Ajax Amsterdam
AaB Aalborg v Deportivo Coruna
Werder Bremen v AC Milan
Girondins Bordeaux v Galatasaray
Dynamo Kiev v Valencia
Zenit St Petersburg v VfB Stuttgart
Olympique Marseille v Twente Enschede
Shakhtar Donetsk v
Tottenham Hotspur
First legs to be played February 18th and 19th.
Second legs to be played February 26th
Last 16
Werder Bremen/AC Milan v Olympiakos Piraeus/St Etienne
Aston Villa/CSKA Moscow v Shakhtar Donetsk/
Tottenham
Lech Poznan/Udinese v Zenit St Petersburg/VfB Stuttgart
Paris St Germain/VfL Wolfsburg v Braga/Standard Liege
Dynamo Kiev/Valencia v Sampdoria/Metalist Kharkiv
FC Copenhagen/
Manchester Cityv AaB Aalborg/Deportivo Coruna
Olympique Marseille/Twente Enschede v Fiorentina/Ajax Amsterdam
NEC Nijmegen/Hamburg SV v Girondins Bordeaux/Galatasaray
First legs to be played March 12th
Second legs to be played March 18th and 19th