Paul -
You've brought up an interesting point. Without getting into measurements, etc. and just going with what I think seems correct (hmmmm ....... ), if I were to raise my sail fully at the dock, with no wind and, of course, ease the topping lift, the clew of the sail would support the aft end of the boom "in a certain place" or, hopefully, in the RIGHT place. I will assume that this is the case with my boat - the boom seems to sit in the right place, heightwise, and it doesn't feel as if it is being pulled back (aft) by anything. I have lots of choker adjustment room.
So .... still sitting there, no wind, I lower the sail and tie in the 1st reef. I tie the clew reef line such that the line is almost straight across. The boom doesn't move more than a few inches, in any direction. it's as if everything just moved "straight down" - there is no strange tension, etc., in any direction.
I keep going - tie in the 2nd reef. Same deal. Everything moves straight down and I'm able to achieve the same "almost straight across" clew tie-up.
More important, when I sail reefed, the sail looks and feels perfect - no bags, pulls, creases, etc. Everything seems to line up. In the photo that you saw, it didn't help matters that the topping lift was, in fact, holding up the end of the boom (as I think I forgot to release it). The only time that I (normally) sail with the topping lift holding up the boom is if the waves are big and the boom is dropping into the drink or if I wish to "scandalise the main" (love that expression). On a calm day, no wind, I lift the aft end of the sail to get some curve into it.
I've attached a PDF showing two lines (a red and a black) to (I hope) illustrate the point that as I drop the sail, the cringles line up with the two locations on the boom that they are "supposed to be aligned with "or so I think". I've also attached a PDF with a few photos of the sail while reefed.
Maybe I'm wrong but what I am doing feels correct (and, I think, looks correct).
Ernie A. in Toronto