UEFA Champions League roundup: Bayern Munich, Manchester City into the knockout round

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Tuesday was the first day teams could secure spots in UEFA Champions League’s knockout round, an opportunity that should have seen Bayern Munich, Real Madrid, Paris Saint-Germain and Manchester City into the round of 16. But Tuesday draws meant two sides missed their chance to lockdown places, and while it’s inevitable that each will not only go through but win their respective groups, only the two teams atop Group D can claim to be qualified for the next phase of the competition.

For Bayern Munich, that accomplishment comes with a European record, their ninth straight Champions League victory tying the defending champions with 2002-03’s Barcelona for longest streak in the competition. Though their 1-0 win at Viktoria Plzen proved closer than most expected, it was still enough to keep them perfect through four games.

Second in Group D is Manchester City, whose 5-2 win over CSKA Moscow leaves them on nine points, six ahead of the Russian champions. But with the head-to-head tiebreaker slid inside Manuel Pellegrini’s blazer, City have secure their first passage into the final 16, with a hat trick from Alvaro Negredo fueling the Citizens’ history-making win.

Real Madrid, drawn in Turin, and PSG, held at home, still lead their groups, but their perfect records went out the window with Tuesday stalemates.

Here’s what else happened Wednesday in UEFA Champions League:

Group A: Real Sociedad (Spain) 0-0 Manchester United (England) [REACTION]

Zzzzz. Though in fairness … Zzzzzzzzzz.

PST’s Steve Davis:

From the lineup selections to a wee lack of urgency from the UEFA Group A leaders, it all seemed a bit deflated as Manchester United and last place Real Sociedad exchanged a couple of bad misses, a few half chances and not much else. United will retain a Group A lead after the 0-0 draw, one where the second half did come to life a bit, at least, following a first 45 that could kindly be termed “sleepy.”

Thank you, David Moyes.

United stay on top of Group A, their eight points in four enough for a one-point lead on Bayer Leverkusen.

[MORE: Manchester United, Real Sociedad plod along to a 0-0 Champions League draw]

Group A: Shakhtar Donetsk (Ukraine) 0-0 Bayer Leverkusen (Germany)

Shakhtar, needing a win to pull even with Bayer, seemed to throw everything at Bayer for 45 minutes, testing Bayer keeper Bernd Leno multiple times, albeit opening themselves up to counters while doing so. An open and exciting half saw the Ukranian champions dominate, though with no reward. In the second, Bayer came into the game and began to level play, doing enough to keep their three-point lead on Shakhtar through the final whistle.

Group B: Juventus (Italy) 2-2 Real Madrid (Spain) [REACTION]

Cristiano Ronaldo and Gareth Bale scored in an eight-minute span of the second half pulling, the visitors in front of a Juventus side that had pinned Real in their own end throughout the first half. A Fernando Llorente goal equalized for the hosts, who were unable to find a winner over the match’s final 25 minutes.

From our recap:

The good news, however: [Juventus] still control their knockout round fate. Win both of their final group stage matches, and their nine points will see them through. But with a trip to Istanbul on the round’s last day, Juve still find themselves in a precarious position, one they could have avoided without eight terrible minutes on Tuesday.

[MORE: Eight-minute spell costs Juventus against Real Madrid, leaves Old Lady drawn, winless in Champions League]

Group B: Copenhagen (Denmark) 1-0 Galatasaray (Turkey)

Galatasaray could have taken control of the race for second with a win in Denmark, but one bad, sisth minute sequence from right back Emmanuel Eboué decided the match. The former Arsenal defender kept Daniel Braaten onside ahead of a Rurik Gislason cross, then failed to recover before the FCK attacker scored the match’s only goal. The teams are now tied on four points, six behind Real Madrid.

Group C: Paris Saint-Germain (France) 1-1 Anderlecht (Belgium)

Two weeks after losing 5-0 at home, Anderlecht earn their first point of the tournament, ruining PSG’s perfect record in the process. Sacha Kljestan’s second half run from deep midfield set up Demy de Zeeuw for a shock second half opener, a goal that was pulled back two minutes later by Zlatan Ibrahimovic. Though Klejstan later saw a second yellow card, Anderlecht were able to hold on for a surprise draw in Paris.

Group C: Olympiacos (Greece) 1-0 Benfica (Portugal) 

Based on the game in Lisbon, this might have been the exact match we should have expected. Olympiacos, content to play on the back foot regardless, were given license to do so after going up early through defender Kostas Manolas. The plan, however, would have blown up in their faces had it not been for Roberto’s eight saves, preserving the result and Olympiacos’s path into the knockout round.

Group D: Viktoria Plzen (Czech Republic) 0-1 Bayern Munich (Germany)

As opposed to the 5-0 in Munich two weeks ago, this was a much more typical Bayern game, with the holders’ dominance of possession not easily translated to the scoreboard. It wasn’t until Pep Guardiola sacrificed Bastian Schweinsteiger and Thomas Müller at the hour that something happened, with substitute Mario Mandzukic beating Matús Kozácik six minutes later. Had it not been for Kozácik, though, the margin would have been much worse. The Viktoria keeper finished with eight saves.

Group D: Manchester City (England) 5-2 CSKA Moscow (Russia) [REACTION]

The Citizens secure their first knockout round spot thanks to five goals from their forward tandem, the first of which came from Sergio Agüero three minutes in. He’d complete his double within 20 minutes before Álvaro Negredo recorded a hat trick, with Seydou Doumbia’s goals on each side of half time CSKA’s only bright spots.

From our recap:

Coming off a 7-0 win in Premier League, Tuesday represented City’s second offensive explosion in four days, one which earned the club a bit of history. Though they remain three points behind Bayern Munich for first in Group D, their six-point edge on third-place CSKA ensures the team will be in Champions League come February. For the first time in club history, the team will take part in the competition’s knockout rounds, and while that’s a misleading factoid given City have only made three appearances in the competition, third and fourth place group stage finishes the last two years were seen as bitter disappointments – part of the season Manuel Pellegrini was brought in to replace Roberto Mancini.

[MORE: Álvaro Negredo hat trick helps Manchester City claim first Champions League knockout round spot]

U.S. Open Cup roundup: Poku lifts Miami; Red Bulls, Cincy win on PKs

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While MLS represents the majority of the remaining clubs in this year’s U.S. Open Cup, one side continues to defy the odds.

[ MORE: Minnesota United adds Hearts midfielder Sam Nicholson ]

Miami FC reached their first quarterfinal in club history after knocking off Atlanta United late on Wednesday, behind a goal and an assist from Kwadwo Poku. The victory for Miami sets up a date with FC Cincinnati — who pulled off an unbelievable shootout win against the Chicago Fire.

Meanwhile, the New York Red Bulls and New England Revolution both advanced on the night with wins over the Philadelphia Union and D.C. United, respectively. The Red Bulls and Revs will meet in the final eight as well.

Sporting KC kept its hope of hoisting a fourth U.S. Open Cup title alive on Wednesday with a 2-0 win over the Houston Dynamo. The 2015 winners will take on FC Dallas — who defeated the Colorado Rapids on Tuesday night.

Here are all the results from tonight’s Open Cup action.

Houston Dynamo 0-2 Sporting KC
New England Revolution 2-1 D.C. United
Miami FC 3-2 Atlanta United
New York Red Bulls 1-1 (5-3 on PKs) Philadelphia Union
FC Cincinnati 0-0 (3-1 on PKs) Chicago Fire

Late action (10:30 p.m. ET kick off)

San Jose Earthquakes vs. Seattle Sounders
LA Galaxy vs. Sacramento Republic

Report: City Football Group set to expand outreach with Girona deal

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City Football Group appears on the verge of adding to its global outreach, and it’s next destination looks to be in Spain.

[ MORE: Are Southampton’s days of selling behind the club? ]

The group of investors, which are known for controlling Premier League side Manchester City, are reportedly nearing a deal to purchase a partial stake in Spanish club Girona — which is set to make its La Liga debut in 2017/18.

CFG is said to be gaining a near “50 percent” stake in the club, with the rest of the club owned by Media Base, a company owned by Pep Guardiola‘s brother, Pere.

Over recent years, CFG has vastly expanded its ownership outreach and currently has a stake in five clubs around the world, with Girona set to be the sixth.

MLS side New York City FC, Australian A-League side Melbourne City FC, Japan’s Yokohama F. Marinos and Club Atletico Torque in Uruguay are all part of the CFG enterprise, alongside Man City.

New York Red Bulls ink goalkeeper Luis Robles to new deal

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The “Iron Man” will keep up his amazing journey with the New York Red Bulls, after signing a new deal with the club on Wednesday.

[ MORE: Wesley Sneijder on verge of joining Los Angeles FC ]

Goalkeeper Luis Robles has extended his contract with the reigning Eastern Conference champions, as the American continues to raise his consecutive starts streak, which stands at 157.

The terms of the deal were not disclosed in the club’s release.

Robles joined the Red Bulls back in 2012 after playing in Germany, and the shot-stopper hasn’t missed a start ever since.

Report: Minnesota United adds Hearts midfielder Sam Nicholson

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Minnesota United has had its shares of ups and down in its debut MLS season, but the Loons are on the verge making an exciting young signing.

[ MORE: Wesley Sneijder closing in on Los Angeles FC move ]

ESPN FC is reporting that Minnesota will sign Hearts winger Sam Nicholson from the Scottish Premier League on a deal that makes him a Loon until 2019.

The young attacker is expected to join the MLS side when the summer transfer window opens on July 10.

Nicholson, 22, has played with the Edinburgh side since his youth days, and made his senior debut with the club in 2013. During his time at Hearts, Nicholson scored 16 goals in all competitions for the team.

Last season, Nicholson missed 16 matches due to a significant knee injury.

According to the report, Scottish sides Rangers and Aberdeen were also among those interested in acquiring Nicholson, while English Championship clubs Bristol City and Barnsley also reached out about the attacker.