Edit: When counters are placed diagonally they don't connect to each other...
Originally wrote, edited to better explain;
(I've found that when building a diagonal wall on the Sims 4 you can't place counters against them as they do not connect? Am I missing something when placing them or is this the actual case...?)
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Hmm, I've had that happen and had to zoom in and connect them manually by holding alt and either waiting for it to snap together or have it stay and it looked snapped together. Then I use one of my sims to make sure it's route able. If that doesn't help, maybe someone here has a better suggestion.
So glad you found a work around it ^_^ I too was frustrated but found that to be the only way to have things stay that I knew would be able to go via the grid box allowance. Happy building!