roof vignette question- chimney penetration

[Sfny]

I want to confirm that
1-it is not necessary to leave an open space for the fireplace chimney in the roof plane
2-it is only necessary to show flashing around the chimney
3-is it a fail if you draw the roof plane around the chimney and show flashing?

[Coach]

I want to confirm that
1-it is not necessary to leave an open space for the fireplace chimney in the roof plane

Correct.

2-it is only necessary to show flashing around the chimney

That's not the only place that requires plashing.

3-is it a fail if you draw the roof plane around the chimney and show flashing?

Probably not, but why go to the trouble of drawing plane around chimney?