| 1. Round | 20/08/1999 | CD Santa Clara | - | Sporting CP | 2:2 |  |
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| 2. Round | 28/08/1999 | CS Marítimo | - | CD Santa Clara | 0:0 |
| 1. Round | 20/08/1999 | CD Santa Clara | - | Sporting CP | 2:2 | |
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| 2. Round | 28/08/1999 | CS Marítimo | - | CD Santa Clara | 0:0 |
| Sérgio Manuel Freitas Pedro | |
| Born: | 17.06.1969 |
| Place of birth: |
Luanda, 
Angola |
| Nationality: |
Angola
Portugal |
| Height: | 179 cm |
| Weight: | 70 kg |
| Position(s): | Offensive Midfielder Right Winger |