When you drag the second helper, you can freely rotate the current object (or the current set of objects)

If the Headsup Command line is open with a value inside; then this action would result in a precise rotation as per the value given in there. Press F10 to invoke the HeadsUp Commandline and give the angle value in there. Angles are measured in degrees. A positive angle would give a counter-clockwise rotation

There is a serious bug sometimes in this command: If you rotate too fast when dragging; there are chances that TAD would crash. So when doing a free rotation, please do it slowly. We are still figuring out how to remove this bug