Evgueni Smirnov defeated Brian Patterson 6-4 3-6 6-4 in the Russia F1 round of 32 on clay. The upset overturned the form book — Brian Patterson came in leading the head-to-head 1–0. Evgueni Smirnov claimed a first win over Brian Patterson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-29 | Turkey 2 1 | R16 | hard | Brian Patterson | 2-6 6-4 6-1 |