CLEVELAND – For the third year in a row, a first-round pick of the Boston Celtics is unable to come to terms on a contract extension prior to the deadline.

That means Marcus Smart will become a restricted free agent this summer. Last year it was Kelly Olynyk (now with the Miami Heat) and in 2015 it was Jared Sullinger (now with Shenzhen Leopards of the Chinese Basketball Association).

Both the Celtics and Smart's camp intensified their discussions in recent days as the October 16th 6 p.m. EST deadline drew near.

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While there was progress made, there wasn’t enough to get a deal done.

Smart has repeatedly indicated that he wants to re-sign a long-term deal to stay in Boston.

And the market for the 6-foot-4 guard became clearer based on the contracts that some of his fellow rookie class of 2014, were receiving.

Denver’s Gary Harris agreed to a four-year, $84 million contract after establishing himself as one of the better young two-way talents in the NBA last season. And at the other end of the financial spectrum, you would have to look at Phoenix’s T.J. Warren who signed a four-year, $50 million contract.

More than likely, Smart’s deal next summer will fall somewhere between the deals those two players received.

As much as Smart would have preferred to get a deal done heading into the season, it’s not something that he’s going to cause him to lose any sleep.

“Get it done now, or get it done in six months, I’m OK either way,” he told NBC Sports Boston. “I’m not worried about it.”