In a longstanding legal soap opera rife with unexpected twists, the case involving the launch of mobile sports betting in Florida encountered another one Monday afternoon.

Attorneys for West Flagler Associates filed an application with the U.S. Supreme Court for an extension to submit an application for a writ of certiorari. WFA, a Florida parimutuel operator, brushed up against a deadline Monday evening to submit the application with the nation’s highest court. In a seven-page letter submitted to the court, attorneys for the operator requested an extension until Feb. 9.

The parimutuel operator seeks to overturn a June ruling from the U.S. Court of Appeals for the District of Columbia, which provided the first twist in the legal drama.