Possible Clues:

• Another drink shortly served up for serious criminal
• Detailed charge again for hold-up -- this one's penned at length
• Convict given a long sentence
• Sentence one penned at length
• One with a run-on sentence?
• One who doesn't get out
• Rifle (anag.)
• Criminal file that's wrong, then put right
• Having killed lots of time repays him
• Con in feature film shown up