Apple weighed on U.S. stocks on Thursday, a day after the tech giant unveiled the new iPhone 7 that failed to impress Wall Street.
Apple fell 2.3 percent to $105.82, its steepest decline since June 24 when Britain's vote to leave the European Union unleashed a massive selloff.
The world's most valuable public company also said it would not release first-weekend sales of the new iPhone, limiting analysts' early visibility into the popularity of the product.
The S&P 500 information technology index fell 0.85 percent and was the biggest loser among the benchmark's 10 major sectors.
Crude prices rose 3.65 percent after inventory data showed a surprisingly large drawdown in crude stocks. While the report powered the S&P energy index to trade at a more than 10-month high, it did little to limit losses on the broader U.S. indexes.
U.S. stocks have been trading in a tight range in recent months, even as they hover near record levels, due to growing uncertainty over interest rates.
The S&P 500 index has not moved more than 1 percent in either direction on a daily basis since July 8.
At 12:27 p.m. ET, the Dow Jones Industrial Average was down 37.57 points, or 0.2 percent, at 18,488.57.
The S&P 500 was down 3.87 points, or 0.18 percent, at 2,182.29.
The Nasdaq Composite was down 20.66 points, or 0.39 percent, at 5,263.27, on track for its first decline in five days.