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These problems have to do with how OHW does the reverse lookup in the table of contents. For #1, OHW uses the topic id, so it will find the first occurence of this topic in your TOC. I'll file an enhancement for this issue to investigate whether we can be a little smarter for this use case. For #2, if this is only occurring for anchored topics, this is possibly a bug - I'll file one for investigation.
The in-frame TOC version of OHW is still being considered for development, but there is, as of yet, no timetable for this product.