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Early-Mid 90's 740 has engine problems... Something to do with gasoline in North America that cause pre-mature engine wear.....
As for later 740/745, well, they sure have quite a bit of torque, feels as powerful as S500, and definitely head and shoulder above S430.....
Late batches of 740i/iL should be fairly bug-free.... And IMHO, handles a tick better than W220 S-Class...... Fit/Finish seems to be better than early W220s(before facelift)..... But W220 rides better, if a nice comfortable cruiser is what you are looking for....
In the end, you really can't go wrong with either one.... But no doubt a mint 2001 740i/iL would be more sporty to drive than a 2001 S500 in similar condition.... but S500 will get you from A - B in comfort(relatively speaking).....
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