How about we point out the coincidences in RE1?
1. How Richard is still alive by the time Rebecca and Chris or Jill find him.
2. Wesker regaining consciousness with just enough time to spare before the Mansion blows up.
3. Brad having enough patience, and fuel, to hover over the Arklay Forest for his friends. (I mean Shit, why not just go back to RPD and call in backup to find your friends?)
4. If neither Jill nor Chris aren't kidnapped by Wesker and held in the prison for the whole game, then its a coincidence that neither of their groups (Chris & Rebecca, Jill & Barry) don't run into each other in the mansion, not to mention Wesker. (<He was in the Lab for a while, wasn't he?)
5. Barry being just in the same vicinity as Jill when she activated the good ol' Shotgun trap.

Ok after finding a few files located in the rpd ion OB I can safely say that that happens sometime late on the 24th... those files are the 2 operation files, one explains the bombing of the town square in ob as happening late that day... and the other explains about evacuating the civilians to different locales ie: wild things.... also it does say today on each file.... ohh and this would explain why the rpd is fairly empty and how harry from OB scenario got a swat van (after detonating th bomb in OB for harry you get to see a pretty big police presence...) so in my oppinion DT happens either during or after the second half of outbreak...

Desperate Times occurs on the evening of the 27th. Confirmed. Done deal.