The incident began just before 5:30 p.m. on Wednesday at 30th and Chestnut streets.
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"This was a road rage incident. This 22-year-old was operating a Chevy in the area of 30th and Chestnut and got into a road rage incident with a 27-year-old female who was driving her vehicle also at 30th and Chestnut," said Philadelphia Police Chief Inspector Scott Small.
At some point, police say the 22-year-old man got out of his vehicle and smashed the woman's rear window with a crowbar.
In response, the woman shot the man one time in the groin.
Small says the man tried to drive himself to the hospital but fell out of his vehicle along 22nd and Market streets in Center City.
He was then transported to Penn Presbyterian Hospital with serious injuries.
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Officials say the woman had a permit to carry and is cooperating with police in the investigation.
There is no word yet on the man's identity.
Police also said another woman was riding passenger in the man's car, but she fled on foot from the scene.
No arrests have been made.
Anyone with information on this case is asked to call police at 215-686-TIPS.