After placing individual widgets into the top "sidebar," they could probably be placed to the left of the content, but with this comes issues.
First off, the widgets would not automatically shift down if a widget above them grew in length. If you had categories at the top on the left and added a category, you would then have to go into the CSS and shift every widget that was below the categories widget down by manually adjusting the positioning of each widget. If you wanted to move one widget out of the left and add a different one, you would have to do all that in CSS my manually positioning that widget. If you wanted to rearrange any on the left, you would have to change the positioning on all widgets in order do do that.
There is no way to make a left "sidebar" and have it dynamic. That would require hacking the theme PHP script files and we do not have access to those, and besides, who has enough PHP scripting experience not to make a complete wreck of it?