SAN ANTONIO -- North Carolina had 1.6 seconds to score and avoid another early NCAA tournament exit, but instead spent that precious time trying to call timeout. A fittingly frustrating end to a frustrating Tar Heels season. With coach Roy Williams jumping and gesticulating for a timeout, the No. 6 seed Tar Heels inbounded the ball to Nate Britt who dribbled past midcourt as time expired, ousting them in the third round for a second consecutive season in a 85-83 loss to Iowa State on Sunday. Officials huddled for several minutes reviewing the clock on replays before confirming that the game was over. Williams -- who collapsed his hands on his knees as Britt surged toward him -- then shook Iowa State coach Fred Hoibergs hand as North Carolina began absorbing the heartbreaker. "We made some mistakes. We practice all the time that situation for five guys to be calling timeout, and Im supposed to be calling timeout, and I was calling timeout," Williams said. "Referees didnt recognize it. We practice those scenarios, so we made mistakes. " Iowa States DeAndre Kane did exactly as his coach had instructed, driving for a layup with 1.6 seconds left that gave the Cyclones the lead. His twisting shot put Iowa State in the Sweet 16 for the first time since 2000. "Hes been our Mariano Rivera. Hes been our closer all throughout this season," Iowa State coach Fred Hoiberg said. Now the No. 3 seed Cyclones (28-7) are headed to the home of the former Yankees star, New York City, where they will play No. 7 seed Connecticut in the East Regional semifinals next week. The No. 6 seed Tar Heels (24-10) are gone in the NCAA tournaments opening weekend for the first time in consecutive seasons under Williams, who choked back tears following the end of his 10th season in Chapel Hill. "Lets not anybody lay it on the officials or anything like that. We didnt call the timeout with 1.6 seconds to play," Williams said. Britt said he thought North Carolina got the timeout before the buzzer. "When I looked up at the clock I saw one-point-something time left," he said. "I saw staff screaming and trying to call timeout." Kane finished with 24 points and 10 rebounds. It was just the kind of big game the Cyclones needed without forward Georges Niang, who broke his foot in Fridays win against North Carolina Central. The 6-foot-7 sophomore sat on the bench wearing a bulky boot while the Cyclones tried their best without their third-leading scorer and tallest starter. Kane said the last possession called for him to attack the basket, unless North Carolina defenders swarmed him as he penetrated. "But nobody helped, and I made an acrobatic shot and it went in," Kane said. Marcus Paige led North Carolina with 19 points and Kennedy Meeks had 15 points and 13 rebounds. But North Carolina played nearly the entire game without forward Brice Johnson, who sprained ankle in the opening minutes. The team said X-rays were negative, but the Tar Heels third-leading scorer never returned. The Tar Heels crave a fast pace, and -- after dealing with the grind-it-out style of recent opponents -- Williams and Paige had spoken of relishing the chance to finally hit the gas against the similarly up-tempo Cyclones. But this was no track meet. Undersized Iowa State bottled up the Tar Heels before they could run and bombarded them with 3-pointers (12 of 26) instead of quick baskets. The first dunk came from Kane, not the high-flying Tar Heels, and not until 12 minutes into the game after a handful of bungled North Carolina fast breaks. Niangs injury left Hoiberg with a tough choice: go small with his best remaining five or a put a little-used big man in place of his star sophomore. He opted for size over another shooter, giving 6-foot-8 forward Daniel Edozie his first career start. Edozie missed the only two shots he tried and grabbed four rebounds. But Johnsons bum ankle reduced North Carolinas size advantage. Johnson, who came in averaging 10.6 points and is the Tar Heels second-leading rebounder, tumbled to the floor with North Carolina up 12-7. He sat on the bench before hobbling to the locker room. Coincidental or not, the Cyclones got hot the moment Johnson left the game. They shook off a 1-for-10 start from the floor and erased a seven-point deficit in less than 1 1/2 minutes. After that, neither team led by more than single digits. "Once Georges got injured people didnt think that we had enough to pull out this win," forward Dustin Hogue said. "This goes to show that we have depth and we have heart. With enough heart you can beat anybody." Nike Free Trainers Uk . Case in point: LeBron James vs. Ben McLemore. James was driving to the rim in the first quarter and McLemore decided to try to take the charge, which was quite admirable and predictably futile. Nike Free Sale Uk . Speaking with TSN 1050 following Brendan Shanahans introductory press conference, the Leafs GM also addressed the clubs perceived leadership issues and the type of working relationship that can be expected within Torontos front office. http://www.nikefreesaleuk.com/ . Ibrahimovic put PSG ahead when he got in front of his marker to neatly flick in Lucass cross in the 59th minute. New signing Yohan Cabaye came on as a second-half substitute and headed Ezequiel Lavezzis cross against the post in the 87th. Moments later, Lucas set up another goal from the right when fellow countryman Alex turned in his corner with a strikers finish. Nike Free Cheap Online . -- Miguel Angel Jimenez quickly shifted his focus back to the Ryder Cup after winning his first Champions Tour event. Nike Free Clearance . -- The Denver Broncos retired John Elways No. MONACO -- Canadian Milos Raonic defeated Spains Tommy Robredo 6-4, 6-3 on Thursday to reach the quarter-finals at the Monte Carlo Masters. The 23-year-old from Thornhill, Ont., will next take on Australian Open champion Stanislas Wawrinka, who advanced on a walkover when Spanish opponent Nicolas Almagro retired before their match with a foot injury. Wawrinka, the third seed, has beaten the eighth-seeded Raonic in both of their previous meetings. "Ive struggled in the past against Stan but it will be quite different this time around," said Raonic. "Im doing a lot of things well and Im looking forward to that challenge." Raonic had seven aces in his third-round match and broke Robredos serve once per set while never facing a challenge on his own serve. The Canadian also beat Robredo in their previous meeting last spring in Barcelona. His next match marks a breakthrough as it will be Raonics first quarter-final appearance at a clay-court 1000 Series event. "This is a first, thats for sure," he said. "Its a result of a lot of the good things Im doing. But I can do better and Im looking forward to bringing that out in myself. "This is the closest Ive gotten to a big clay opportunity, so its definitely a positive." In second-round mens doubles play, Torontos Daniel Nestor and Serbian partner Nenad Zimonjic defeated the Polish duo of Mariusz Fyrstenberg and Marcin Matowski 6-7(6), 7-6 (3), 10-7. Raonic claimed the opening set against Robredo with a break in the final game, smashing down an overhead winner on his second set-point opportunity. The Canadian jumped out to a 2-0 lead in the second set when a Robredo return wide down the line. Raonic then stayed the course to serve out the victory, finishing in just over an hour. "Im very pleased with myself, I showed a lot of discipline," Raonic said. "I struggled in the beginning but was able to figure it all out towards the end of the set. I gave myself a lot of opportunities afterwards." Raonic credited his world-class serve with keeping him out of trouble. "Serving well was a big thing today," he said. "I was also moving well and able to dictate with my forehand." The victory boosted Raonics record to 10-3 on the season and has given him a boost of confidence on the slower surface. "Ive played a lot of the Spanish guys in practice matches," said Raonic, the former pupil of Spaniard Galo Blanco. "I definitely have more of an understanding of what I need to do and what I can expect from them as well." Also Thursday, defending champion Novak Djokovic raced into the quarter-finals by dispatching Pablo Carreno Busta of Spain 6-0, 6-1 in 47 minutes. Eight-time champion Rafael Nadal also had little trouble, beating Italian Andreas Sepppi 6-1, 6-3, while fourth-seeded Roger Federer shook off a slow start in a 6-4, 6-1 win against Czech player Lukas Rosol.dddddddddddd The second-seeded Djokovic won his second-round opener in 45 minutes and has yet to be tested this week. He next faces Spaniard Guillermo Garcia-Lopez. The top-seeded Nadal has looked sloppy at times. "Lost only two games in the first two matches (here). Cant be better than this, for sure," Djokovic said. "I am confident on the court. Im coming off a great American hard-court season." Djokovic sealed the 22-minute first set with a crisp forehand. Carreno Busta received loud cheers, clenched his fists and grinned broadly when he won his only game for 3-1 in the second. Djokovic served out, tormenting him one last time with an exquisite drop shot. He is aiming for his fifth straight Masters win. He won at Indian Wells and Key Biscayne, dominating Nadal in the latter final to record his third straight win against him in straight sets. "Ive had more time comparing to last year to practice on the clay courts and to get my game to the level where I want it to be," Djokovic said. Nadal achieved his 300th win on clay in beating Seppi. He won this title for eight straight years until last year when he lost the final to Djokovic. "Today I played a little bit better than yesterday," Nadal said. "I was playing at a good level." He next faces sixth-seeded David Ferrer, who easily beat Grigor Dimitrov of Bulgaria 6-4, 6-2, while Federer will face ninth-seeded Jo-Wilfried Tsonga. Nadal has a 21-5 career record against countryman Ferrer, winning 10 of the past 11 meetings. "David is a tough, tough player on any surface," Nadal said. "But here on clay, always a big challenge." Rosol, meanwhile, broke Federer in the third game and held for 3-1. "It was a bit rocky in the beginning," Federer said. He broke back with a stinging cross-court forehand at Rosols feet, and then broke him to love. He clinched the set when Rosols forehand sailed long. Federer has a 10-4 record against Tsonga, who beat him in the French Open quarter-finals last year and in the Wimbledon quarters in 2011. "Ive seen Jo play different kind of quality matches lately, so not quite sure hes going to play, how aggressive, how passive," Federer said. Tsonga won 5-7, 6-3, 6-0 against Fabio Fognini of Italy, who did his best to spoil the Frenchmans 29th birthday with his wild antics, including smashing rackets and shouting loudly. In the days only upset, Garcia-Lopez beat fifth-seeded Tomas Berdych of the Czech Republic 4-6, 6-3, 6-1. The only other time Garcia-Lopez reached a Masters last eight was in Shanghai four years ago, when he lost to Djokovic, who leads 5-0 in their head-to-heads. ' ' '