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 [to 27 May 2000 inclusive]

Round 2 Fixtures & Results
Round 2
17-Aug-99Aberdeen1-0Livingston6,756 
Gillies 59
17-Aug-99Ayr United2-1Hamilton Academical1,789 
Reynolds 85Henderson 69
Bone 90
17-Aug-99Clyde2-2Hibernian1,800aet, pen 4-5
Woods 14McGinlay 9
Carrigan 30Hartley 16
17-Aug-99Dundee4-0Dumbarton2,580 
Boyack 17, 90
Falconer 31, 35
17-Aug-99East Fife2-2Airdrieonians741aet, pen 5-4
Logan 45McCormick 20, 49
Robertson 53p
17-Aug-99Morton1-3Alloa Athletic747 
Curran 45Irvine 23, 68
Cameron 43
17-Aug-99Inverness C T2-0St Mirren1,238aet
Sheerin 104p
Byers 118
18-Aug-99Dundee United3-1Ross County4,682aet
Ferraz 27Escalon 40
Thompson 115, 119
18-Aug-99Dunfermline Athletic4-0Queens Park2,596 
Coyle 20, 39
Petrie 43
Smith 81
18-Aug-99East Stirlingshire0-2Falkirk1,201aet
Crabbe 100
Bowsher(og) 102
18-Aug-99Queen of the South1-3Heart of Midlothian5,180 
Leslie 14Jackson 46, 85
Severin 70
18-Aug-99Raith Rovers2-2Motherwell2,393aet, pen 4-5
Burns 75Browne(og) 5
Dargo 85Halliday 74