^^ ... no.
Wouldn't it be more logical to integrate a sewer into a bridge crossing the valley instead of buried underneath? If they need to bypass the sewer, why don't they just build an aboveground one. They could probably do it joint planning with the DRL and use the same bridge structure! (pure speculation there.)
I think your perception of what is flowing where might be off a bit.
The existing arrangement has the trunk sewers arriving together from the east (via the Taylor Creek valley) and the north and west via the West Don Valley and the Central Don Valley.
Those pipes meet at a junction in the base of the valley, where the flow is then directed south under Coxwell Avenue to the Ashbridges Bay Sewage plant.
The pipe is maybe 40 feet down at valley level, and its height (or depth) remains fairly constant all the way to the plant (so its about 160ft below the crest of the valley wall at Coxwell and O'Connor.
What's at issue is a crack in a section of pipe where the depth is in the 150ft range.........and the by-pass is to avoid not so much a giant sinkhole, though I suppose that could happen; but more so that if the pipe failed, the sewage in the valley would have nowhere to go; and so would all be dumped, un-treated, into Taylor Creek and the Don River. Stink and disease aside, this would totally flood the bike path level with sewage.
So the proposed solution is a new pipe, being tunneled under a side ravine to the corner of Coxwell and O'Connor.
Like the existing pipe the depth will be constant; because it has to meet the existing sewer under coxwell, to send the sewage south.
There will only be big shafts at the intersection and at the junction point in the valley for putting in and taking out the tunnel boring machine.
The TBM will do all the piping.
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As to how the sewers ended up down there in the first place...........
God bless cheap engineers! They figured that water always flows down hill (gravity) so by laying the sewers in the valleys, in-line with existing streams, they avoided any use of electric pumps in our sewers, all flow is by gravity alone.
On the other hand......since the sewers are right there, beside the creek, the engineers also thoughtfully made the sewers too small for a severe rain fall; because they had a handy 'overflow' (the adjacent waterway) to dump sewage if the sewer reached capacity.
Which, btw, it does these days after most rain falls.....