Rafael Moreno Negrin defeated Ivan Esquerdo 6-3 5-7 7-6 in the Spain F1 round of 32 on hard. The upset overturned the form book — Ivan Esquerdo came in leading the head-to-head 2–0. Rafael Moreno Negrin claimed a first win over Ivan Esquerdo in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-06 | Spain F26 | R32 | hard | Ivan Esquerdo | 6-3 6-3 |
| 2001-06-04 | Spain 6 3 | R16 | clay | Ivan Esquerdo | 7-5 7-6(3) |