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I have now tried every combination several times, and only one seems to work. Having the CF adapter as master, connected to the primary IDE connector, and the 2.5" HD as slave connected to the 2.5" connector. When doing this Workbench boots from the CF card and the HD appears in HDToolBox. I cannot browse the HD though, as HDToolBox says I have to select the type, and save changes, which will remove the HDs partitions. My main issue with this is that I want to boot from the HD (as it has my ideal workbench setup, which I can't seem to replicate) and have the CF adapter primarily for transferring files.
This is starting to do my head in. I have no idea why I can't get it to work :-/
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