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1 & 3: b - f.

2 & 4 are inadmissible, since both imply that both men were in the car.

To mean that John was in (probably, but not definitely) his own car and shot/saw Harry, we would say

John saw/shot Harry FROM his car.

and to be absolutely certain as to the ownership, you would have to specify from John's car....

No. You would still have to ask 'What did he do FROM his car?' if you wished to elicit that as a possible response. On the other hand, you might ask 'What did he do in his car?' to elicit an answer such as 'He used a gun'. That would still tend to suggest, though, that the action of using the gun was confined to the area inside the car, and did not affect anyone or anything outside.

He took out a gun and shot Harry from the car!