Former world number one, Andy Murray, suffered a first-round exit at the indoor ATP tournament in Cologne as he lost in straight sets to Spain’s Fernando Verdasco.
In the last game of the day, Verdasco converted his fourth match point just after midnight early on Wednesday morning to seal a 6-4, 6-4 win over Britain’s Murray.
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This is only the fourth tournament Murray has played in 2020 during a season disrupted by injury, which has seen his ranking drop to 115th.
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The two-time Olympic champion is struggling to re-find his form after hip surgery earlier in the year.