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Dundee 7th, Scottish Premier League |
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| League Record 1998-1999 [for the same period] |
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| Pld | W | D | L | F | A | GD | GFA | GAA | | PpG | Pts | Rank |
| Home Record | 18 | 7 | 4 | 7 | 18 | 23 | -5 | 1.00 | 1.27 | | 1.38 | 25 | 6 |
| Away Record | 18 | 6 | 3 | 9 | 18 | 33 | -15 | 1.00 | 1.83 | | 1.16 | 21 | 5 |
| Overall Record | 36 | 13 | 7 | 16 | 36 | 56 | -20 | 1.00 | 1.55 | | 1.27 | 46 | 5 |
| Scottish Premier League |
| No. | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 31-Jul-99 | A | Dundee United | L | 1-2 | (0-1) | 11,693 |
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| 2 | 08-Aug-99 | H | Hibernian | L | 3-4 | (0-1) | 6,050 |
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| 3 | 14-Aug-99 | A | Aberdeen | W | 2-0 | (2-0) | 8,174 |
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| 4 | 21-Aug-99 | H | Celtic | L | 1-2 | (0-0) | 10,531 |
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| 5 | 28-Aug-99 | A | Motherwell | W | 2-0 | (1-0) | 6,278 |
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| 6 | 11-Sep-99 | A | Heart of Midlothian | L | 0-4 | (0-1) | 13,378 |
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| 7 | 19-Sep-99 | H | St Johnstone | L | 1-2 | (1-0) | 5,283 |
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| 8 | 25-Sep-99 | A | Kilmarnock | W | 2-0 | (1-0) | 7,433 |
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| 9 | 02-Oct-99 | H | Rangers | L | 2-3 | (0-1) | 10,494 |
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| 10 | 17-Oct-99 | H | Dundee United | L | 0-2 | (0-1) | 9,484 |
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| 11 | 23-Oct-99 | A | Hibernian | L | 2-5 | (1-2) | 10,160 |
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| 12 | 30-Oct-99 | H | Heart of Midlothian | W | 1-0 | (1-0) | 6,018 |
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| 13 | 06-Nov-99 | A | St Johnstone | W | 1-0 | (1-0) | 4,917 |
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| 14 | 20-Nov-99 | H | Motherwell | L | 0-1 | (0-1) | 4,340 |
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| 15 | 28-Nov-99 | A | Rangers | W | 2-1 | (1-0) | 47,154 |
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| 16 | 12-Dec-99 | A | Dundee United | L | 0-1 | (0-0) | 9,185 |
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| 17 | 27-Dec-99 | H | St Johnstone | D | 1-1 | (0-1) | 6,323 |
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| 18 | 22-Jan-00 | A | Heart of Midlothian | L | 0-2 | (0-1) | 13,112 |
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| 19 | 26-Jan-00 | H | Kilmarnock | D | 0-0 | (0-0) | 4,039 |
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| 20 | 05-Feb-00 | A | Motherwell | W | 3-0 | (0-0) | 5,685 |
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| 21 | 12-Feb-00 | H | Celtic | L | 0-3 | (0-0) | 10,044 |
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| 22 | 22-Feb-00 | H | Aberdeen | L | 1-3 | (0-0) | 5,784 |
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| 23 | 27-Feb-00 | H | Rangers | L | 1-7 | (1-6) | 9,297 |
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| 24 | 01-Mar-00 | A | Celtic | L | 2-6 | (0-5) | 56,228 |
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| 25 | 04-Mar-00 | A | Kilmarnock | D | 2-2 | (0-1) | 8,460 |
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| 26 | 21-Mar-00 | A | Hibernian | W | 2-1 | (0-1) | 10,208 |
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| 27 | 25-Mar-00 | A | St Johnstone | L | 1-2 | (0-1) | 4,655 |
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| 28 | 01-Apr-00 | H | Heart of Midlothian | D | 0-0 | (0-0) | 6,291 |
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| 29 | 08-Apr-00 | H | Motherwell | W | 4-1 | (0-1) | 4,701 |
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| 30 | 15-Apr-00 | A | Celtic | D | 2-2 | (1-2) | 47,163 |
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| 31 | 18-Apr-00 | A | Aberdeen | W | 1-0 | (0-0) | 12,403 |
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| 32 | 22-Apr-00 | H | Kilmarnock | L | 1-2 | (0-1) | 6,208 |
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| 33 | 30-Apr-00 | A | Rangers | L | 0-3 | (0-0) | 50,032 |
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| 34 | 06-May-00 | H | Dundee United | W | 3-0 | (0-0) | 8,581 |
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| 35 | 14-May-00 | H | Hibernian | W | 1-0 | (0-0) | 5,061 |
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| 36 | 21-May-00 | H | Aberdeen | L | 0-2 | (0-1) | 6,449 |
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| Scottish FA Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 3 | 29-Jan-00 | H | Ayr United | D | 0-0 | (0-0) | 3,925 |
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| 3r | 15-Feb-00 | A | Ayr United | D | 0-0 | (0-0) | 3,029 |
| [aet, pen 7-6] |
| Scottish League Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 2 | 17-Aug-99 | H | Dumbarton | W | 4-0 | (3-0) | 2,580 |
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| 3 | 12-Oct-99 | A | Alloa Athletic | W | 3-1 | (2-1) | 1,344 |
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| QF | 01-Dec-99 | A | Celtic | L | 0-1 | (0-0) | 40,260 |
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Home and away results against each team, listed in the current league table standings
| Home | 1998-1999 | Team | 1998-1999 | Away | Pts |
| L 2-3 | L 1-7 | [1-1, 0-4] | Rangers | [1-6, 0-1] | W 2-1 | L 0-3 | 3 |
| L 1-2 | L 0-3 | [0-3, 1-1] | Celtic | [0-5, 1-6] | L 2-6 | D 2-2 | 1 |
| W 1-0 | D 0-0 | [2-0, 1-0] | Heart of Midlothian | [2-1, 2-0] | L 0-4 | L 0-2 | 4 |
| L 0-1 | W 4-1 | [1-0, 1-0] | Motherwell | [2-1, 1-2] | W 2-0 | W 3-0 | 9 |
| L 1-2 | D 1-1 | [0-1, 0-1] | St Johnstone | [0-1, 1-1] | W 1-0 | L 1-2 | 4 |
| L 3-4 | W 1-0 | - | Hibernian | - | L 2-5 | W 2-1 | 6 |
| | | Dundee | | |
| L 0-2 | W 3-0 | [1-3, 2-2] | Dundee United | [2-0, 1-0] | L 1-2 | L 0-1 | 3 |
| D 0-0 | L 1-2 | [2-1, 1-1] | Kilmarnock | [0-0, 1-2] | W 2-0 | D 2-2 | 5 |
| L 1-3 | L 0-2 | [1-2, 0-2] | Aberdeen | [2-1, 2-2] | W 2-0 | W 1-0 | 6 |
| Leading Scorers |
League Cup |
| Falconer | | 16 | |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
| Grady | | 7 | |  |  |  |  |  |  |  |
| Rae | | 5 | |  |  |  |  |  |
| Annand | | 4 | |  |  |  |  |
| Boyack | | 3 | |  |  |  |
| Luna | | 3 | |  |  |  |
| McSkimming | | 2 | |  |  |
| Robertson | | 2 | |  |  |
| Tweed | | 2 | |  |  |
| Artero | | 1 | |  |
| Bayne | | 1 | |  |
| Billio | | 1 | |  |
| Ireland | | 1 | |  |
| Matute | | 1 | |  |
| Sharp | | 1 | |  |
| Yates | | 1 | |  |
| (own goals) | | 2 | |  |  |
Score distributions by match - goals scored by row, and goals conceded by column. Each box shows the number of this season's matches with the resulting scoreline.
| League | Cup |
 | 0 | 1 | 2 | 3 | 4 | 5 | 6 | 7 |
| 0 | 2 | 2 | 3 | 2 | 1 |
| 1 | 4 | 1 | 5 | 1 | | | | 1 |
| 2 | 3 | 2 | 2 | 1 | | 1 | 1 |
| 3 | 2 | | | | 1 |
| 4 | | 1 |
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 | 0 | 1 |
| 0 | 2 | 1 |
| 1 |
| 2 |
| 3 | | 1 |
| 4 | 1 |
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When the goals have been scored and conceded this season