Scotland have suffered the ignominy of being the first nation to be eliminated from the UEFA qualifying stages for the 2014 World Cup.
A 2-0 defeat to Serbia wasn't enough to seal the fate of Gordon Strachan's side, who are bottom of Group A with two points from six matches.
Results elsewhere conspired to ensure Scotland would be the first officially ruled out of the running to go to Rio.
Andorra could have fallen first as they lost 2-0 to Estonia in Tuesday's early kick off. But defeat for Romania, and Hungary's failure to defeat Turkey, ensured they mathematically stayed in the running, sitting 11 points behind second placed Hungary with 12 points left to play for.
In Group A, Wales looked like sparing Scotland's blushes as they held a 1-0 lead over Croatia. A comeback by the visitors to win 2-1, combined with Belgium's win over Macedonia, ensured Scotland's fate.
San Marino were on course to join Strachan's side in being eliminated early but England's 1-1 draw in Montenegro ensured they stay in the running on goal difference, albeit with a 29-goal deficit to overcome.
The tiebreaker criteria for the 2014 World Cup qualifying stage goes in order of points, goal difference, goals scored and, if those fail to separate two or more nations, head-to-head record.
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