http://bugs.winehq.org/show_bug.cgi?id=25870
--- Comment #4 from David turbolad995@hotmail.co.uk 2011-04-09 16:08:42 CDT --- -UPDATE-
Using Wine version 1.3.17 at the moment.
In 1by1 Player, the column header labelled "Filename (+)" does resize properly when you double left-click the vertical line.
When running other Windows programs containing column headers via Wine e.g. Pegasus Mail, the column headers do nothing or they shrink when double left-clicked. In Windows, all column headers in all Windows programs should auto-fit the contents below them when you double left-click the vertical divider line. This is especially important in programs such as Microsoft Excel, as the columns have to be resized to auto-fit by double left-clicking. I don't have Microsoft Excel or Microsoft Office to test this out.