A lot of interesting things here...
1. Icons and "blank space" - yeah, this is an issue for sure; I try to squeeze my icons into the rectangles as best I can, but some sizes (i.e. an 8' x 8' monster, for example) just don't work very well.
2. Dinonykos' game: no combat screen? We won't see your cool icons in action?
3. Parleying: I was planning to do this kind of thing for my own very fledgling game - note that I have a lot of "good" icons, "neutral" icons, and "evil" icons, leaving a lot of choices (hopefully) before combat - this can be scripted, can't it? For random combat events as well? If not, I will have to do a lot of rethinking...