If an iPod is in "use as hard disk" mode, could I drag and drop songs to it

After countless attempts to sync my iTunes into this iPod I just obtained, with iTunes, Finder, sometimes both programs hanging and freezing up, since I pick "use iPod as hard disk" as an option, couldn't I just drag and drop my iTunes tracks into the iPod via just a pair of Finder windows? I mean if it can work like a USB drive, I think it wouldn't be impossible to do the same with my songs, since they are just files as well, since I am having such a horrible ordeal syncing this iPod. I am on the verge of my 6th Restore in almost as many days and at best I could load songs into it one by one, but sometimes it would even balk for the most curious reasons such as:
song running over 5 1/2 minutes in length
song consisting of mp3 I d/l-ed elsewhere independent of iTunes Store
song purchased from iTunes a very long time ago
the 4th or 6th song in a row being synced, no matter the type
I have little idea why this iMac is giving me so much guff, as my sister has the same model that works without complaint for her.

Curses, foiled again! Maybe you additionally have an idea why my 4th gen 20 GB iPod seems to make Finder, iTunes, and occasionally Disk Utility hang and stop responding when all I am trying to do is attempt to make the iPod work as designed ie: accept my iTunes songs, keep them and have them available for playback. It is fully charged, yet most of the time it chokes when I am trying to Restore it, so every time I do manage to restore it, it takes about 4 or 5 incremental attempts of completing Restore until I get it going again. Then I am only able to get it running by manually loading the songs one track at a time until I get up to about 30 or so and it unravels upon my attempts to put all of them on, even adding them manually one song at a time.

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    When you post a code, use code tags for propere formatting. Click CODE icon on the taskbar for generating code tag pair you need.
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        fond.addItem("Albastru");
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          int h = getHeight();
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          yL0 = h / 4;
          xL1 = xL0 * 3;
          yL1 = yL0 * 3;
          xC0 = xR0 = xL0;
          yC0 = yR0 = yL0;
          xC1 = xR1 = w / 2;
          yC1 = yR1 = h / 2;
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        Shape s = null;
        Point p0 = null;
        Point p1 = null;
        @Override
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            dist = ((Line2D)shape).ptSegDist(p0);
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            else{
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            p1 = e.getPoint();
            dx = p1.x - p0.x;
            dy = p1.y - p0.y;
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              dxL += dx;
              dyL += dy;
            else if (s instanceof Rectangle2D){
              dxR += dx;
              dyR += dy;
            else if (s instanceof Ellipse2D){
              dxC += dx;
              dyC += dy;
            shape = Desenare.this.prepareShapeDrag(fig);
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