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| Kick-off time | Match | Match Id. |
Results after: | |||
| CET | Local | 90 Min. | Extra Time | Half Time | ||
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Tuesday, August 24, 1999 |
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| 18:00 | 18:00 | Hamburger SV (GER) - Montpellier Hérault SC (FRA) | 1 | 1 - 1 | 1 - 1* | 1 - 0 |
| *Montpellier wins 1 - 4 after penalty kicks | ||||||
| 20:45 | 20:45 | Stade Rennais FC (FRA) - Juventus FC (ITA) | 2 | 2 - 2 | 1 - 1 | |
| 20.00 | 20.00 | FC Metz (FRA) - West Ham United FC (ENG) | 3 | 1 - 3 | 0 - 2 | |
CET = Central European Time
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