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As a side note, We also have to jacknife van in to our driveaway and have never come close hitting with toolbox also.
We found a formula to measure if the toolbox would hit the car on one of these sites. ( Don't quote me but went something like this )
Measure distance between centre of van hitch and edge of van toolbox. Mesure distance between towball and back corner of car. If distance on van was less, you should not hit the car.
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Makes perfect sense @Jeremy Johnson - same theory as why you cant lick your elbow!
(Cue mental picture of all the forum members reading this trying to lick their elbows)
Cheers, Jemmo