Disjunction

I can confirm that it is possible to get all 4 ending choice achievements in the same playthrough. After selecting the final conversation prompt "[Leave.]" (or in the case of killing her, after your character shoots her) you can press start before the screen fades to black. If you do so you can then Restart from Checkpoint and re-do the conversation. Selecting "[Leave.]" is the trigger that unlocks the specific achievements.

For the specific choices needed, you can select the first conversation option for every prompt up until the final-ish choices.

Once you get to:
"I'm going to let you live."
"The people you've wronged deserve justice. I'm turning you over to the police."
"You deserve to die for what you've done"

To Kill Mara Bishop, select the third choice and then follow through with the deed.

For the other three achievements, select "I'm going to let you live."
You will then be presented 3 more options:

To Spare Mara Bishop select the first option (turn over the evidence)
To Side with Mara Bishop select the second option (destroy the evidence)
To Accept Bribe from Mara Bishop select the third option (depends, what will you give me?)

And again follow through on your decision, the first options will again work just fine until you leave.