Funny story so stay with me for a bit...
Interesting that sears had several different drawer configurations (A fact that I am just learning by seeing your pictures op).
A few years back (not all that long ago), I realized that sears was headed downhill and my local sears store had three of these plastic boxes for sale, so I bought all of them.
My thinking was I had a lot of sears tools that I could fill all three boxes and give them to my kids. (one of the boxes even had a different handle).
What went into the bottom drawer G-D only knows, but sears was also was selling a wrench rack that I bought one and placed it into that bottom drawer.
The other drawer I placed a load of wrenches.
Not sure if that helps you out ? But the fact they had so many different drawer configurations does not surprise me...