ran up close to him

[navi tasan]

1) I ran up close to him till I could see the scar on his face.
2) I ran up close enough to him to be able to see the scar on his face.
3) I ran up close to him, to where I could see the scar on his face.
4) I ran up close to him, where I could see the scar on his face.

Which are grammatically correct:?
Which are natural?

 

[emsr2d2]

1, 2 and 3 are grammatical. 4 doesn't work.
As always, there's no definitive meaning of "natural". If you mean "Which one(s) would you, a native speaker, say?", my answer would be "None of them". However, before deciding how I would word it, I'd need to know what the main focus should be on. Is it on the running? Is it on how close I got? Is it the existence of the scar?

With no specific focus, I'd probably say "I ran towards him until I was so close I could see the scar on his face".