After noticing that the Calibre conversion utility translated my:
## Chapter 12 Hero's Return by Jack Straw
to
<li class="calibre3"><span>CHAPTER</span> 12 Hero's Return by Jack Straw</li>
I changed the Chapter detection XPath expression in Conversion > Structure detection and in Conversion > ToC to:
//*[(name()='h2' or name()='li')]
This produced the ToC, visible in both the Calibre Viewer and in the Fire HD10.
Thank you Quoth. For my applications, plain text input is easiest. Hopefully the above XPATH expression will see me through from now on. But if the conversion plays up again then I'll give properly styled *.docx a whirl.
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