The night session of the first edition of the Adria Tour in Belgrade saw three top-10 players in action, including world no. 1 and the crowd favorite Novak Djokovic. Dimitrov made a winning start against Dusan Lajovic but couldn't keep the rhythm against Nikola Milojevic who beat him 4-1, 4-3 in 54 minutes.
The Serb fended off two out of three break chances and grabbed three breaks from ten opportunities, doing a lot of damage on the return and stealing Grigor's serve three times to secure the victory. Milojevic had the upper hand on both serve and return in the opener, earning breaks in games three and five for a 4-1.
They traded breaks in games two and three in the second set, and the Serb claimed the tie break 7-4 to seal the deal and kick off the tournament in the best possible way. In the daily sessions, Dominic Thiem had stayed on the court for only a couple of minutes against Damir Dzumhur who had to retire in the third game, working much harder versus Dusan Lajovic in a 1-4, 4-1, 4-3 triumph.
Thiem saved three match points in the deciding tie break, trailing 6-3 and rattling off the last five points for the second victory of the tournament. Lajovic moved in front with a break in the fourth game of the opener, with Thiem bouncing back in set number two after three commanding holds and a single break that carried them into a decider.
Leading 3-1 in the final set, Thiem lost the advantage while serving for the match in the sixth game, falling 6-3 behind and working hard to take the next five points and prevail after 68 minutes.
1 2-4, 4-2, 4-1 in just over an hour.
Novak broke Krajinovic twice and suffered three breaks, losing the rhythm after the opener and having to beat Alexander Zverev on Sunday to stay in contention for the place in the final.
Filip drew first blood in the third game, with Novak breaking back at 15 in the next game following a perfect drop shot. Djokovic secured another break in the sixth game to take the opener 4-2, hoping for more of the same in set number two after clinching the last three games.
Instead of that, Krajinovic raised his level to serve well in the second set, breaking Novak at 2-2 and sealing the set with a service winner a few minutes later to stay alive. In the decider, Filip broke Novak in games three and five, moving over the top thanks to a lucky net cord winner that secured his first triumph at the Adria Tour.
In the last match of the day, Alexander Zverev lost two games against Viktor Troicki, looking good to reach the final if he defeats Novak Djokovic on Sunday.