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| » Match details | Head to head |
| Portsmouth FC | Tuesday, 24. August 1999 | Torquay United |
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3:0
(1st leg 0:0)
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| goals | |
| 1 : 0 | Luke Nightingale 1. |
| 2 : 0 | Steve Lovell 26. |
| 3 : 0 | Luke Nightingale 55. |
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Manager: Alan Ball |
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Fratton Park (Portsmouth / England) | |
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8.741 | |
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Lee Cable (England) |