I reckon Freo v Sydney would be the Friday night. Yes, its a 6 day break but its six days for both, and Freo will be coming off a long trip themselves so the shortened break is evened up a bit.The Friday night game is interesting. It's usually one of the QF's to kick off the finals, however with the top 4 all playing on Saturday in round 23, it's unlikely the AFL would send Hawthorn or Sydney to Perth on a Friday night off a 6 day break, right?
So North versus either Richmond (who both play on the Fri night in round 23) or Bulldogs (who play Lions at Gabba on Sat night in round 23) seems the likely scenario for the Friday night.
Depending on results still:
Fremantle v Sydney, Friday night
5th v 8th, Saturday afternoon
West Coast v Hawthorn, Saturday night
6th v 7th, Sunday afternoon