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Toxaris - I've always found it much easier to edit the word document directly, rather than via the Settings forms. After changing the document, I see a vertical maze looking progress thingy when I've run S&R as its rebuilding the xml file.
The last thing I did was to relocate some lines in the tables. If the hash algorithm doesn't take relative position of text elements into account that would explain why its 'not working' - (2 + 3 + 4) = 9 and (3 + 4 + 2) = 9. But they are not the same 9
In my opinion it would be better to give the user a button to click, labelled something like "Build/Compile/Generate Run Time Rules Database
Now".
But all of that said I think I'd prefer to maintain the XML file directly - whilst it may appear to be more verbose than a table in a Word document or a Word Form, assuming you have a text editor that has a snippet library then it's easy to maintain - I use Notepad++ and the SnippetsPlus PI.
BR