Also keep in mind Jeff:
(this pertains to Version-20, I can only assume that it is the same in the latest versions)
As I said, with "Associative Dimension" enabled, inserted Dimensions take on the Workplane (CS; Coordinate System) of the Entity being dimensioned.
With "Associative Dimension" not enabled, inserted Dimensions take on the Workplane (CS; Coordinate System) of the current/active Workplane.
With the Selector in 3D Mode ("2D/3D Depending... " not enabled in the Selector Properties/General tab), and we Radial Copy, all the resultant copies will have a different Workplane (CS; Coordinate System). Hence, when we Radius or Diameter Dimension each, with "Associative Dimension" enabled, each of the inserted Dimensions will be different-- having taken on the Workplane of the Entity being dimensioned.
Maybe experiment with it a bit: Turn on your User Coordinate System Icon; draw some stuff as you have been doing; activate the Workplane by Entity command, clicking on some of the Entities, including inserted (Associative, and non-Associative) Dimensions, and observe what the User Coordinate System Icon does.
Play around with it some... I think you'll see the same thing I'm seeing. -Alvin