No. A cable assembly counts as one conductor or cable. You use the manufacturer’s published overall OD to find its area.
You calculate conduit fill based on the overall insulated conductor OD (or published cross-sectional area), not the bare copper or aluminum size.
Two conductors get less fill due to their geometry and packing efficiency. Two circles (conductors) in a round conduit leave more wasted space than three or more.
No. Each conduit type has different wall thickness and thus different internal areas. That’s why NEC Chapter 9 Table 4 is specific by material and trade size.
No. You must use 53% for one conductor or cable, 31% for two conductors, or 40% for three or more conductors.