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As long as the shell fits your adapter correctly---it is just that ring in the way---I was gonna suggest the same thing as Barry.
I'd like to see a pic of the cup you took out on the original crank. They might have put, essentially, two "pins" to hold position on the cup. The idea being that if the torque overcame the press fit friction, the pins would still hold it in place.
I finally got this all together. Thanks everyone for your suggestions and help! I ended up filing channels with a file and also grinding a bit with a dremmel.
Here is a big thread on bikeforums.net about it or the short version on my humble blog.
Now if I can just stop breaking spokes I'll have the perfect (for me) year-round forty five pound beater fixie conversion.
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