| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Australian Open
|
1/32 | Denis Istomin |
7-6
5-7 2-6 7-6 6-4 |
| 2014 |
Dubai Duty Free Tennis Championships
United Arab Emirates, Dubai |
1/16 | Novak Djokovic |
6-3
6-3 |
| 2014 |
Australian Open
Australia, Victoria, Melbourne |
1/16 | Novak Djokovic |
3-6
3-6 5-7 |
| 2013 |
Rogers Cup
|
1/8 | Novak Djokovic |
2-6
6-4 6-4 |
| 2011 |
Sony Ericsson Open
United States, Florida, Miami |
Championship | Novak Djokovic |
0-6
1-6 |
| 2010 |
Australian Open
Australia, Victoria, Melbourne |
Championship | Novak Djokovic |
6-1
6-1 6-2 |
| 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 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Ningbo
|
1/16 | Tsung Hua Yang |
3-6
6-3 6-2 |
| 2019 |
Nur-Sultan 2
|
1/8 | Ruben Bemelmans |
4-6
6-6 |
