Sergei Krotiouk defeated Evgueni Smirnov 5-7 6-1 6-4 in the Russia F1 round of 32 on clay. The upset overturned the form book — Evgueni Smirnov came in leading the head-to-head 2–0. Sergei Krotiouk claimed a first win over Evgueni Smirnov in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-08-16 | Russia F2 | R16 | hard | Evgueni Smirnov | 7-6(3) 6-1 |
| 2000-05-29 | Turkey 2 2 | R32 | hard | Evgueni Smirnov | 6-4 6-0 |