Any suggestions on how to document/what to document for my trial run?

Sure. Sleep researchers use two standard measurements. The first is the Stanford Sleepiness Scale. You can find it here:
http://www.stanford.edu/~dement/sss.html

The second is a method of charting your waking times so you can quickly compare how you are doing through different days.
http://www.supermemo.com/articles/sleep.htm
has a chart if you scroll down under "Free Running Sleep". ... "eh"--too complex. The book referenced above contains the proper charting method. I'll try to describe:

Vertical axis is "Day #", Horizontal axis is "Midnight to Midnight" marked hour by hour. And all you do is simply pencil in what hours you sleep. So, if you're sleeping in 5 segments, that's 5 dark pencil marks of the appropriate length. And then the next day, you pencil bars underneath the previous day.

This way, you can really get a feel for your progress; you can see the new sleep pattern forming before your eyes! Plus, you can easily compare to other charts from other studies or tries as this is a standardized system.

...and of course subjective journals are always good.

Win Wenger's 'gravity pose' pre-sleep meditation tactic.

I tend to think the position has less to do with gravity than the fact you are spending some time in theta meditation. Any meditation time is a "sleep-need saver". Note that on a polyphasic schedule, you will find yourself quite ready to hit the sack when your time rolls around. Also consider that a 15 minute meditation prior to sleeping multiplied by 6 is another 90 minutes gone.