4G Touch freezes when attempting to sync music.

When I attempt to synce music I then get the message "iTunes could not copy "Song Title" to the iPod "Dominic's iPod" because the file could not be written" The symbol to the left of the message is a yellow triangle with an exclamation point inside. After closing the error window, iTunes says "Syncing Dominic's iPod" Finishing sync, with the moving candy cane stripe. Eventually that freezes too, then the message and strip go away and a final error window pops up. "The iPod "Dominic's iPod" could not be synced. The device timed out."
I have already tried restoring the iPod to it's original settings and have redownloaded iTunes.
I tried with the Windows Task Manager open. The status of iTunes goes fron "running" to "Not Responding" when the error message appears. It goes bak to "running" after clicking OK on the "iTunes could not copy..." error window. Then goes back to "not responding" when the candy cane stripes freezes. And finally back to "running" then the device times out.
I am runnings Win 7 Pro 64 bit, iPod 4G (iOS 5.1.1), iTunes (10.6.3.25). The music files are Apple Losless Audio File (m4a) and reside on a Synology DS211j NAS. No settings on the home network have changed since my last succesful sync almost 3 weks ago.
Any and all help is greatly appreciated.
Thanks,
Dominic

Hit the Genius Bar this morning. The iPod is fine. The tech did a total reload of the firmware (about 10 minutes). Then he told me to remove iTunes from the computer and reinstall. He then told me if that didn't work to either call for support, or bring the PC and iPod in so they could look at them together. I guess I'll be calling in when I have another day off and the kids are back in school after Labor Day. The funny thing is, albums totally sync until I get the "can not write file" error. Every album after that (alphabetial by artist) only syncs the first song with all others greyed out.

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6/06/11 5:59:29 PM iCalExternalSync[4003] [1014030] |Miscellaneous|Error| SyncServices precondition failure in [ISyncConcreteSession pushChangesFromRecord:withIdentifier:]: you can't change the record's entity name from com.apple.calendars.AudioAlarm to com.apple.calendars.DisplayAlarm in {
    "com.apple.syncservices.KeepAwayFromServers" = 1;
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6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     "com.apple.syncservices.KeepAwayFromServers" = 1;
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     "com.apple.syncservices.RecordEntityName" = "com.apple.calendars.DisplayAlarm";
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     description = "Event reminder";
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     owner =     (
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]         "Event/p2174"
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     );
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     triggerduration = "-7200";
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] }
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6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     "com.apple.syncservices.KeepAwayFromServers" = 1;
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     "com.apple.syncservices.RecordEntityName" = "com.apple.calendars.DisplayAlarm";
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     description = "Event reminder";
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6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389]     );
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6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] }
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#2 0x987513e8 in +[NSException raise:format:arguments:] ()
#3 0x9875135a in +[NSException raise:format:] ()
#4 0x90c8d8a6 in _ISyncPreconditionFailed ()
#5 0x90c7fd2c in -[ISyncConcreteSession pushChangesFromRecord:withIdentifier:] ()
#6 0x90ce0609 in -[ISyncConcreteSessionDriver _pushPhaseOfSession] ()
#7 0x90cdea73 in -[ISyncConcreteSessionDriver _sync:] ()
#8 0x90cde9b0 in -[ISyncConcreteSessionDriver sync] ()
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#10 0x0001fa0e in ?? ()
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6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] #3 0x9875135a in +[NSException raise:format:] ()
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] #4 0x90c8d8a6 in _ISyncPreconditionFailed ()
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] #5 0x90c7fd2c in -[ISyncConcreteSession pushChangesFromRecord:withIdentifier:] ()
6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] #6 0x90ce0609 in -[ISyncConcreteSessionDriver _pushPhaseOfSession] ()
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6/06/11 5:59:29 PM [0x0-0x94094].com.apple.iCal[1389] #11 0x0000238d in ?? ()
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