The crash happened in the 6400 block of Woodley Avenue, near Victory Boulevard, around 9:30 p.m., according to the Los Angeles Fire Department.
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Officers say the driver of a white Honda Accord crossed over into the southbound lanes and hit a gray Honda Civic. Aftermath from the crash showed each of the cars with severe damage.
A 60-year-old woman in the Civic was pronounced dead at the scene, and the 5-year-old boy in that car died at the hospital.
Four other victims, between the ages of 21 and 30, were hospitalized in "at least" serious condition, LAFD said.
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It's not clear if drugs or alcohol played a factor in the crash.