| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2007 |
Rogers Cup Montreal
|
Championship | Novak Djokovic |
3-6
3-6 |
| 2007 |
Wimbledon
|
Championship | Novak Djokovic |
6-7
7-6 2-6 6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2010 |
Wimbledon
England, Wimbledon |
Championship | David Ferrer |
4-6
2-6 3-6 |
| 2010 |
Gerry Weber Open
Germany, Halle |
Championship | Andreas Beck |
6-2
3-6 7-6 |
| 2010 |
Gerry Weber Open
Germany, Halle |
Championship | Nicolas Kiefer |
4-6
6-1 7-5 |
| 2010 |
Mutua Madrilena Masters Madrid, Qualification
|
Championship | Filippo Volandri |
4-6
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Shanghai Rolex Masters
|
Quarter Finals | Stefanos Tsitsipas |
6-3
5-7 3-6 |
| 2019 |
Shanghai Rolex Masters
|
1/8 | Novak Djokovic |
7-5
6-3 |
| 2019 |
Shanghai Rolex Masters
|
1/16 | Novak Djokovic |
6-3
6-3 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
Final | Novak Djokovic |
6-3
6-2 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
Semi Finals | Novak Djokovic |
6-3
6-4 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
Quarter Finals | Novak Djokovic |
6-1
6-2 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/8 | Novak Djokovic |
6-3
7-5 |
| 2019 |
Rakuten Japan Open Tennis Championships
|
1/16 | Novak Djokovic |
6-4
6-2 |
| 2019 |
US Open ATP
|
1/8 | Stan Wawrinka |
4-6
5-7 1-2 |
| 2019 |
US Open ATP
|
1/16 | Novak Djokovic |
6-3
6-4 6-2 |
| 2019 |
US Open ATP
|
1/32 | Novak Djokovic |
6-4
7-6 6-1 |
| 2019 |
US Open ATP
|
1/64 | Novak Djokovic |
6-4
6-1 6-4 |
