In a relatively flat market like Oklahoma City, you're probably better off at 100 meters with 6 kW. The radio horizon at this height, assuming no intervening hills, falls at a radius of 35 km or about 21 miles. See:
http://en.wikipedia.org/wiki/Radio_horizon
If you have a significant audience beyond this distance or a major obstruction, then you might consider going higher.
As far as building penetration is concerned, the "best" combination of height and ERP all depends on distance to the buildings and the obstructions in between. But keep in mind, on an unobstructed path, the inverse square law (6 dB reduction each time the distance is doubled) applies regardless of how much power you start with.
Several years ago, I built a Class A on top of the tallest building in the central business district of a large city, where the HAAT of 275 meters (900 feet) allows an ERP of only 780 watts for 6 kW equivalence. However, most of the office buildings are within a mile, so the signal penetrates without much trouble -- in fact, it sounds fine even in subway stations and underground parking garages. The low power made it practical to use a single bay antenna, and the high elevation provides line-of-sight coverage across most of the city, which does have some terrain issues.
Needless to say, if I had chosen to mount the antenna on a shorter building, or at a rental site several miles away, we could have had the full 6 kW (and a bigger power bill), but nearby tall buildings would have cast large shadows and worsened multipath.