If I were you I'd stop filing immediately and take it to a LBS, the parts should be a tight fit, filing the headtube or forks could leave you with an unusable bike.
You need a headset press to fit the cups properly otherwise you won't be able to get them into the headtube easily and straight. For the crown race you usually need a special tool to do it too, it's a heavy metal tube that acts like a hammer and basically pushes the race on, but importantly does it straight.
Your bike shop will have all of these tools and likely do it for a tenner. Don't try to bodge it or file things so they slide on better, they are compression fit so need to be tight.
You need a headset press to fit the cups properly otherwise you won't be able to get them into the headtube easily and straight. For the crown race you usually need a special tool to do it too, it's a heavy metal tube that acts like a hammer and basically pushes the race on, but importantly does it straight.
Your bike shop will have all of these tools and likely do it for a tenner. Don't try to bodge it or file things so they slide on better, they are compression fit so need to be tight.