Why Cant I Generate A New Poly/Face?

▤ Summary

I would really like to be able to make some polys/faces to "panel over" some hollow places in a model I am trying to build. If it ends up being up to snuff a buddy of mine is going to use it in his online web comic "The Gentle Wolf" (shameless plug). (I have no idea how to inline graphics so Ill just describe what I presenting to you.) Shape 1 is (hopefully someday) going to grow up (via copying and pasting meshes) into an inflatable portable building. All well and good but Id like to "panel over" the curved parts (currently quite hollow) and figured on using "add edge" command followed by the "fill holes" command to generate a new face between the 4 edges.

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