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Sorry I know I may not be clear on the idea, need help or ideas, would greatly be appreciated, thank you
Often times it may be best to jot category/subcategory notes down on paper to see if there is some form of logical grouping you could use. Have you considered this?
Also, there is an active thread that is somewhat related that you may want to check out in the Search Engine Promotion Forum:
Link Structure for Articles [webmasterworld.com]
Another great tool for brainstorming an extensive directory structure or taxonomy is the always forgotten outline view in MS Word. It's perfect for this sort of work.