Allow Administration By not working 10.6.3 (or even in 10.5)

I've for years now have had trouble getting the Allow Administration by field to work properly in OS X. It wasn't a problem before I just ignored it but I can't any longer. It doesn't work through the GUI, but when I try via command line sudo dseditgroup -o edit -a “DOMAIN\domain admins” -t group admin where DOMAIN is the name of my domain (in all caps) the response back is "Group not found" Any ideas?