DL 5860 then DL 4659 at JFK
Washington → New York → Richmond
Timetable, New York time
20:00DL 5860 from Washington at the gate
19:45DL 4659 to Richmond leaves the gate
23 h 45 apart on the timetable, overnight
DL 4659 leaves 23 h 45 after DL 5860 arrives on the timetable: more than half a day, so not a connection we count.