Complex sentence: It surpassed the 365th day in space for the Space Shuttle fleet and the 100th day of flight time in space for Columbia, the fleet's oldest Orbiter on its fourteenth flight.
Split into simpler sentences: It surpassed the 365th day in space for the Space Shuttle fleet. Also surpassed the 100th day of flight time in space for Columbia, the fleet's oldest Orbiter on its fourteenth flight.