Interior perimeter drain advice needed

I'm in the process of installing a pressure relief system consisting of interior perimeter drain to sump system. I spent the weekend with a jackhammer and some buckets making a lot of progress, but I've run into an obstacle, literally. The home is a 100 year old two room schoolhouse. Super thick, wide and well-cured foundation footers. Footprint is failry simple, square, with a small room off one side and a chimney in the center. Back to the problem, there are two sections I cannot get my trench to meet because of the footer. One, by the chimney wall (I guess the chimney sits on a footer that connects to the foundation wall footer about 5 feet away). The other is between the small annex and the main square footprint. Questions:

1. Will the concept of the drain to pump work fine if I run it as an open circuit where it's start and end points are capped off with the sump pit somewhere in the center? Why not right? This would solve the chimney side of the problem.

2. Why is there a footer running approx 12 feet across the room in the center where there is no wall to support, and can I hack through it to run the trench through on one side? I think it might have once supported a wall, but somebody somewhere along the line knocked that wall out and put up two posts to support the flooring above it. Not ideal. My better judgement says, don't compromise the integrity of the footer, but would it really if i put a 4 inch drain through it? And if it's not supporting wall? And it's been cured for 100 years and hard as hell?

Any advice on how to complete this drain circuit would be an enormous help.

Pics attached. Hopefully...

Thanks!

I

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Interior perimeter drain advice needed