Football club Hearts has been served with a winding-up order over a tax bill of almost £450,000.
Her Majesty's Revenue and Customs (HMRC) submitted the petition in the Court of Session in Edinburgh.
Hearts said it is attempting to negotiate a payment plan with the tax department. The matter is unrelated to a £1.75 million HMRC bill which the club is challenging at a tax tribunal.
The Edinburgh-based club said it is "endeavouring to agree a suitable payment plan with HMRC for the outstanding amount of £449,692.04" and that the petition was only recently presented.
A Hearts spokesman said in a statement: "We have guaranteed future revenues from forthcoming games and related broadcast income, as well as additional guaranteed transfer income which will more than cover the outstanding amount stated in this petition.
"We would therefore be hopeful that HMRC will accept that winding up the club would be totally unnecessary. The club is revealing the petition as it wants to continue being transparent in all its dealings with supporters and potential investors."
Hearts launched a £1.79 million share issue two weeks ago but the prospectus revealed another tax dispute. HMRC has claimed unpaid tax liabilities in the region of £1.75 million relating to loan agreement for a number of players who joined Hearts from Lithuanian club Kaunas which was then run by Vladimir Romanov, the Tynecastle club's majority shareholder since 2005.
Hearts claim the situation is no different to other loan agreements when parent clubs pay some or all of the wages, and will contest the bill at a tribunal this month.
The winding-up order is not the first to be issued to Hearts by HMRC. The club announced in February that it paid an outstanding tax bill after being given eight days to pay or face being wound up. Last year Hearts FC was forced to pay a bill in the region of £500,000 to defeat a similar order, while others were served in 2009 and 2010.
The club reduced its wage bill significantly in the summer with a number of experienced players such as Ian Black, Stephen Elliott and David Obua moving on and only one player, Ryan Stevenson, coming in.