Is there anyway to test that the SSPI authentication is kicked of atleast?
Sure, require this authorization for a normal text/html file. When that works, mess up the credentials (eg, set the wrong SSPIDomain) and make certain that that doesn't work.
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Since the configuration doesn't seem to work at all, this problem seems a bit too far off-topic. Of course, it's just my opinion but maybe something in stack exchange, eg, Webmaster, might be more appropriate.
That said, one last little detail that bothers me is the extra </Directory>
in the middle of your config excerpt.
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