Did you remove the cam followers (rocker arms) before doing this? This is how we were taught and it eliminates the possibility of any "strike" damage, as well as eliminating compression issues. Once you get the chain on, you then turn it over 3 or 4 revs by hand with the tensioner in to see how things line up.

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1968 230S Automatic, Elfenbein
1975 O309D Executive Westfalia Camper Bus, Blau/ Weiss
1972 280SEL 4,5 Dunkelrot
1966 VW Type 34 "Grosser" Karmann-Ghia
1963 VW 1500 Variant Pearlweiss
1969 VW Variant Automatic, Perugruen
1971 VW Squareback Automatic, Clementine Orange
2001 E320 4Matic Wagon- Our belated welcome to the 21st century! Polar White
1973 280SEL 4,5 Sliding Roof "The Bomb", Dunkelblau.