day after good results against VFB Stuttgart, Olympique Lyonnais and FC Barcelona. In the quarter-final, after a 0–0 home draw with Sporting, Rangers went on to win the away leg 2–0. In the semi-final they drew 0–0 in both legs against Fiorentina and after extra time, they won 4–2 on penalties, taking Rangers to the UEFA Cup Final in Manchester, which they lost 0–2 to Zenit St. Petersburg. Rangers also narrowly missed out on the league title, partly attributable to an end-of-season fixture backlog due to their cup runs. They added the 2007–08 Scottish Cup with a win over Queen of the South in what was their 68th match of the campaign; afterwards, Smith revealed that assistant McCoist had been controlling the team in the Scottish Cup run. In the 2008–09 UEFA Champions League second qualifying round, Rangers drew 0–0 with Lithuanian side FBK Kaunas at Ibrox on 30 July 2008 and lost the return leg 2–1. The loss against Kaunas meant Rangers made an early exit from European competition. Rangers went on to claim the SPL title – the club's 52nd championship – on 24 May 2009. Smith followed this up with the Scottish Cup a week later to end the season with a League and Cup double. In December 2009, it was revealed that Smith was to continue as Rangers manager without a contract when it expired the following month. In March 2010, he guided Rangers to win the League Cup after they had been reduced to nine men in the final. On 25 April 2010, Rangers clinched their 53rd league title with a 1–0 win away to Hibernian. On 25 May 2010, Smith signed a new one-year deal to continue as Rangers manager throughout the 2010–11 campaign. He stated that it would be his last as Rangers manager, with McCoist to take control thereafter. In this final season as manager, Smith led Rangers to another domestic double, winning the League Cup and their 54th league championship. The league title was secured on the final day of the season, with a 5–1 win against Kilmarnock at Rugby Park. After management Rangers entered administration in February 2012. An attempt to take the club out of administration by means of a creditors voluntary arrangement was rejected by HM Revenue & Customs, the largest creditor, putting the club into liquidation in June 2012. The administrator, Duff & Phelps, sold the assets