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theme_filefield_file() right now returns a DIV with the clear-block class, presumably because it contains a floated icon that it wants to clear.
The problem with having clear-block or clearfix at the field level, though, is that it doesn't play nice with floats elsewhere in the node. See the attached screenshot with the clear-block; .clear-block (or rather, .clear-block:after) is pushing out to clear past the floated imagefield image.
I'm not sure that float clearing is really necessary in the default generic formatter, so here's a patch taking it out, with another screenshot after the fix.