Annan Athletic battled back to claim a draw against Montrose but slipped 15 points behind Scottish Third Division leaders Alloa.
Montrose's Jamie Winter was unsuccessful with a speculative effort from 30 yards on 20 minutes.
But Winter's next effort from even further out flew past goalkeeper Alex Mitchell on the stroke of half-time.
Annan pressed for a leveller and won a penalty when Jack Steele was fouled in the box by Douglas Cameron, who was sent off for his challenge.
Aaron Muirhead coolly converted the spot-kick to earn a point for the visitors.
Montrose: Andrews, McNalley, Cambell, Smart, Masson, Douglas Cameron, Young, Winter, Gary Wood (Crighton 79), Boyle, Johnston. Subs Not Used: Sandy Wood, McGowan, Crawford, Gordon.
Sent Off: Douglas Cameron (77). Booked: Johnston, McNalley.
Goals: Winter 45.
Annan Athletic: Alex Mitchell, Muirhead, McGowan, Gilfillan, Swinglehurst, Steele, Peter Watson, Sloan, McKechnie (Danny Mitchell 70), Cox, McKenna. Subs Not Used: Summersgill, Gibson, Blake, Jardine.
Booked: McKenna, Cox, Swinglehurst.
Goals: Muirhead 78 pen.
Ref: Paul Robertson.