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| » Match details | Head to head |
| Wrexham AFC | Saturday, 11. December 1999 | Middlesbrough FC |
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2:1
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| goals | |
| 0 : 1 | Brian Deane 42. |
| 1 : 1 | Robin Gibson 50. |
| 2 : 1 | Darren Ferguson 68. |
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Manager: Brian Flynn |
Manager: Bryan Robson |
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Racecourse Ground (Wrexham / Wales) | |
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11.755 | |
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Stephen Lodge (England) |