Classic sync issues

Just bought the 160GB classic, and am trying to sync 14,000 songs to it. Initially I had it set on sync automatically, but it copied roughly 10 songs and then ejected the ipod. I tried on manual, and again the same thing, though obviously without the ejecting.
I am now continually hitting the sync button every time the auto-sync gives up, whilst it is set on enable disk use so it does not eject every time.
Any ideas on why my ipod wont sync properly? The only thing I can think of is if iTunes makes a temporary file in the same folder as it copies to the ipod, as the partition on my hard drive that my music is in is full.

Update. My new computer arrived on the 20th and once I downloaded iTunes and moved all of my music over to it, everything has been fine. Before syncing the iPod, I did a restore. Was then able to add my entire library with album art with no problems. iPod ejected normally as well. Was previously running XP with SP2 on a Pentium 3 880mhz, 512MB RAM, not sure of USB version but it definitely wasn't 2.0. New PC is Vista, has USB 2.0 and a much better processor. I want to say that the new PC made all the difference but your Acer should be just fine. Maybe it would help to uninstall iTunes and download the new version for a fresh install instead of using an "updated" version.

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    System Information
    Time of this report: 4/24/2011, 10:13:44
    Machine name: DEREK
    Operating System: Windows XP Professional (5.1, Build 2600) Service Pack 3 (2600.xpsp_sp3_gdr.101209-1647)
    Language: English (Regional Setting: English)
    System Manufacturer: Dell Computer Corporation
    System Model: Dimension 8300              
    BIOS: Phoenix ROM BIOS PLUS Version 1.10 A07
    Processor: Intel(R) Pentium(R) 4 CPU 3.00GHz
    Memory: 3326MB RAM
    Page File: 1273MB used, 3941MB available
    Windows Dir: C:\WINDOWS
    DirectX Version: DirectX 9.0c (4.09.0000.0904)
    DX Setup Parameters: Not found
    DxDiag Version: 5.03.2600.5512 32bit Unicode
    Display Devices
            Card name: NVIDIA GeForce 6200 
         Manufacturer: NVIDIA
            Chip type: GeForce 6200
             DAC type: Integrated RAMDAC
           Device Key: Enum\PCI\VEN_10DE&DEV_0221&SUBSYS_02F3196E&REV_A1
       Display Memory: 512.0 MB
         Current Mode: 1280 x 1024 (32 bit) (60Hz)
              Monitor: Plug and Play Monitor
      Monitor Max Res: 1600,1200
          Driver Name: nv4_disp.dll
       Driver Version: 6.14.0012.6099 (English)
          DDI Version: 9 (or higher)
    Driver Attributes: Final Retail
    Driver Date/Size: 10/22/2010 07:23:24, 6359552 bytes
          WHQL Logo'd: Yes
      WHQL Date Stamp: n/a
                  VDD: n/a
             Mini VDD: nv4_mini.sys
        Mini VDD Date: 10/22/2010 07:23:24, 9623680 bytes
    Device Identifier: {D7B71E3E-4161-11CF-0D6D-FF2200C2CB35}
            Vendor ID: 0x10DE
            Device ID: 0x0221
            SubSys ID: 0x02F3196E
          Revision ID: 0x00A1
          Revision ID: 0x00A1
          Video Accel: ModeMPEG2_C ModeMPEG2_D ModeWMV9_B ModeWMV9_A
    Deinterlace Caps: {6CB69578-7617-4637-91E5-1C02DB810285}: Format(In/Out)=(YUY2,YUY2) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_PixelAdaptive
                       {335AA36E-7884-43A4-9C91-7F87FAF3E37E}: Format(In/Out)=(YUY2,YUY2) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_BOBVerticalStretch
                       {6CB69578-7617-4637-91E5-1C02DB810285}: Format(In/Out)=(UYVY,YUY2) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_PixelAdaptive
                       {335AA36E-7884-43A4-9C91-7F87FAF3E37E}: Format(In/Out)=(UYVY,YUY2) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_BOBVerticalStretch
                       {6CB69578-7617-4637-91E5-1C02DB810285}: Format(In/Out)=(YV12,0x3231564e) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_PixelAdaptive
                       {335AA36E-7884-43A4-9C91-7F87FAF3E37E}: Format(In/Out)=(YV12,0x3231564e) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_BOBVerticalStretch
                       {6CB69578-7617-4637-91E5-1C02DB810285}: Format(In/Out)=(NV12,0x3231564e) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_PixelAdaptive
                       {335AA36E-7884-43A4-9C91-7F87FAF3E37E}: Format(In/Out)=(NV12,0x3231564e) Frames(Prev/Fwd/Back)=(0,0,0) Caps=VideoProcess_YUV2RGB VideoProcess_StretchX VideoProcess_StretchY DeinterlaceTech_BOBVerticalStretch
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         DDraw Status: Enabled
           D3D Status: Enabled
           AGP Status: Enabled
    DDraw Test Result: Not run
    D3D7 Test Result: Not run
    D3D8 Test Result: Not run
    D3D9 Test Result: Not run
    Sound Devices
                Description: Creative SB Live! Series
    Default Sound Playback: Yes
    Default Voice Playback: Yes
                Hardware ID: PCI\VEN_1102&DEV_0006&SUBSYS_10031102&REV_00
            Manufacturer ID: 1
                 Product ID: 100
                       Type: WDM
                Driver Name: P16X.sys
             Driver Version: 5.12.0001.0129 (English)
          Driver Attributes: Final Retail
                WHQL Logo'd: Yes
              Date and Size: 8/14/2003 16:58:12, 1296384 bytes
                Other Files:
            Driver Provider: Creative Technology Ltd.
             HW Accel Level: Full
                  Cap Flags: 0xF5F
        Min/Max Sample Rate: 8000, 96000
    Static/Strm HW Mix Bufs: 64, 63
    Static/Strm HW 3D Bufs: 64, 63
                  HW Memory: 0
           Voice Management: No
    EAX(tm) 2.0 Listen/Src: Yes, Yes
       I3DL2(tm) Listen/Src: No, No
    Sensaura(tm) ZoomFX(tm): No
                   Registry: OK
          Sound Test Result: Not run
                Description: SoundMAX Digital Audio
    Default Sound Playback: No
    Default Voice Playback: No
                Hardware ID: PCI\VEN_8086&DEV_24D5&SUBSYS_01571028&REV_02
            Manufacturer ID: 65535
                 Product ID: 65535
                       Type: WDM
                Driver Name: smwdm.sys
             Driver Version: 5.12.0001.7000 (English)
          Driver Attributes: Final Retail
                WHQL Logo'd: Yes
              Date and Size: 3/22/2005 11:08:40, 260224 bytes
                Other Files:
            Driver Provider: Analog Devices
             HW Accel Level: Full
                  Cap Flags: 0xF5F
        Min/Max Sample Rate: 100, 192000
    Static/Strm HW Mix Bufs: 33, 32
    Static/Strm HW 3D Bufs: 33, 32
                  HW Memory: 0
           Voice Management: Yes
    EAX(tm) 2.0 Listen/Src: Yes, Yes
       I3DL2(tm) Listen/Src: Yes, Yes
    Sensaura(tm) ZoomFX(tm): Yes
                   Registry: OK
          Sound Test Result: Not run
    Sound Capture Devices
                Description: Creative SB Live! Series
      Default Sound Capture: Yes
      Default Voice Capture: Yes
                Driver Name: P16X.sys
             Driver Version: 5.12.0001.0129 (English)
          Driver Attributes: Final Retail
              Date and Size: 8/14/2003 16:58:12, 1296384 bytes
                  Cap Flags: 0x41
               Format Flags: 0xFFF
                Description: Hauppauge WinTV 88x Audio Capture
      Default Sound Capture: No
      Default Voice Capture: No
                Driver Name: hcw88aud.sys
             Driver Version: 2.125.28070.0000 (English)
          Driver Attributes: Final Retail
              Date and Size: 3/12/2010 09:47:58, 13440 bytes
                  Cap Flags: 0x41
               Format Flags: 0xCC0
                Description: SoundMAX Digital Audio
      Default Sound Capture: No
      Default Voice Capture: No
                Driver Name: smwdm.sys
             Driver Version: 5.12.0001.7000 (English)
          Driver Attributes: Final Retail
              Date and Size: 3/22/2005 11:08:40, 260224 bytes
                  Cap Flags: 0x41
               Format Flags: 0xCCC
    DirectMusic
            DLS Path: C:\WINDOWS\SYSTEM32\drivers\GM.DLS
         DLS Version: 1.00.0016.0002
        Acceleration: n/a
               Ports: Microsoft Synthesizer, Software (Not Kernel Mode), Output, DLS, Internal, Default Port
                      Creative SB Live! Series, Software (Kernel Mode), Output, DLS, Internal
                      SoundMAX Digital Audio, Software (Kernel Mode), Output, DLS, Internal
                      Microsoft MIDI Mapper [Emulated], Hardware (Not Kernel Mode), Output, No DLS, Internal
                      Creative SB Live! Synthesizer [Emulated], Hardware (Not Kernel Mode), Output, No DLS, Internal
                      Creative SB Live! External MIDI [Emulated], Hardware (Not Kernel Mode), Output, No DLS, External
                      Microsoft GS Wavetable SW Synth [Emulated], Hardware (Not Kernel Mode), Output, No DLS, Internal
                      Creative SB Live! External MIDI [Emulated], Hardware (Not Kernel Mode), Input, No DLS, External
            Registry: OK
         Test Result: Not run

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