Neville, I had the same issue once and I created a custom field with valid list of values for Status Category in the way I expected, then populated the value appropriately using workflow post functions automatically based on the transition, then used the custom field in my reporting. It worked out well.
I have multiple projects that use variations of the same base workflow. The variations depend on the requirements of the project or issue type. The variations mostly come in the form of new statuses ...
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