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I've filed pins to fit cranks before but apparently this isn't a good idea, as hand filing can lead to the misalignment of the crank arm and axle? (and I get that - am no an engineer, just a bodger with a record vice - c.1930 - on a bench likely at least as old as my great-great- grand-parents, and a bunch of rasps.) The ones I 'milled' ended up being a bit sloppy and needed tightening after a most rides (but that might be completely usual? Or I'm an idiot. Likely the latter.) But, the alternative seems to be a pin press which are about £300 or a trip to an LBS who's got one?
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apologies, boring and not helpful contribution.
I'm also in the process of trying to get to grips with cotter pin cranks.
This Sheldon Brown page is superb for an overview of removal and installation - https://www.sheldonbrown.com/cotters.html
The size of the pin depends on the size of the hole on the crank arms, From reading up British cranks are generally 9.5mm and French can be either 9 or 8.5mm - I think.
It appears that the pins have to be filed before installation of crank arms to ensure that they are a good fit.
Do you already have Bottom Bracket cup's?