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Sorry, I didn't see this post. I did not try the sample products, but I have no problem generating the other 10 or so help projects I use. Only this one fails.
I tried to divide it in half, do only half the topics in one file, and half in the other, and I was still unable to generate it.
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Updating again:
Given the impending deadline, it became suddenly imparative that I have working PDF file.
This is how I got one:
Print to a word documnent
choose "Save to a different file" when I get the error
After all the errors complete processing (Word started, crashed, and restarted a few times) and Word opens with the recovered file:
manually generate the toc in word
save as with a new name (save doesn't work, still gives an error about how the file is locked to me)
Save as PDF
If I had to guess, it's choking on creating the TOC.