The star destroyer is heavily favored.
The star destroyer can launch a few wings of TIE crafts. The Enterprise can only launch some lame shuttles with wussy lasers, but the shuttles have shields, last I checked, TIE shields are reserved for only two classes of TIE.
The star destroyer is literally filled with firing banks, probably some missile banks as well. The enterprise has only one phaser bank, and two photon banks.
The enterprise is very nimble, while the S.D. turns like a cow. The enterprise will have to get in close to do some damage.
I wonder if the Empire's interdiction S.T. would have any effect on the enterprise.
HyperSpace is faster than warp speed. (I think).
If a star destroyer landed a boarding party against the enterprise the empire would have a 10-1 combatant ratio.
The enterprise could only land a 50 man team tops against the S.T.
In all past conflicts the only losses on the empire side were due to a combination of engineering deficiencies, underestimation or the force.
The enterprise has only won large ship to ship battles because of engineering deficiencies, underestimation or luck (borg).
A fleet of each would fun to watch and would allow the Star trek fleet to work together which is what it's tailored to do, while the Empire's basic strategy is brute force and automatic overwhelming personnel doesn't lend itself to ship - ship cooperation because it doesn't have need to.
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