Ipod resets sometimes when playing lossless songs

My Ipod sometimes resets or skips part of song when I play lossless stereo songs (imported through Itunes from original CD). The strange thing is that I can play the same song just fine after the reset again. I have noticed some pople have problem with mono recordings but haven't found any also for lossless stereo. The ipod is updated to latest software version. Any ideas?

I'm having the same problem with Apple lossless on both of my iPods (5g 60GB and 2G 4GB mini, green). Oddly, the resets occur at the beginning of certain songs on the mini and at the end of certain songs on the video.
The problem songs are consistent within each iPod, but not between the two. I thought it might be an issue with gapless playback, but only one of the albums whose songs are giving me problems is set to gapless.
eMac g4 700mHZ iPod 5G Video (60GB, Black) iPod 2G mini (4GB, Green) Mac OS X (10.4.8)

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Well my friend got me an ipod 20gb 4th gen from ebay. It randomly froze and unfroze the eventually crashed and the HDD had errors, i couldnt connect it to pc it kept falling and showinfg errors but it sometimes loads and plays songs and frezzes but anyway i maneged to get it so it plays songs and restore it now i need to borrow a friends wall charger to finish its restore.... Listen to the hdd it should just be a smooth wirr if it wirs up and down like mine did (e.g. spin up and then off) its a HDD issues and u need to fix it soon. if under warranty take it to apple or pay to fix it. i have no idea how to solve it but this might help. try this..put it into diagnostic mode by resetting it, and then holding select and the back arrow select all test and it will tell you if has issues.
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A. 5 IN 1: This runs the following 5 tests at once (J through N as listed below): LCM, SDRAM, RTC, FLASH/CHECKSUM, and FIREWIRE/FW ID. If you have a 3G iPod, at the end of the test, your buttons will now play a series of sound effects.YOU MUST PRESS ALL BUTTONS WHOTH IN % SECS SO IT CAN CHECK THEM
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F.FIREWARE: Checks your iPod's FireWire port. A successful completion of the test will return "FW PASS".
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I. OTPO CNT: Tests your scroll wheel. Results are returned in hexadecimal.
J. LCM: The LCM is your iPod's screen. Keep pressing the "Select" button to toggle through several pattern tests.
K. RTC: Tests the iPod's built-in "Real Time Clock".
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P. RUN IN: Tests your iPod's chip sets continuously.
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IPod resetting automatically when loading album artwork

I purchased a 120GB iPod Classic this last Christmas, and with one month of usage I'm getting loads of trouble.
I've been recently syncing some songs, I have about 25GB of music, but from about two weeks my iPod is behaving erratically. I can't play more than five songs without my iPod suddenly resetting itself, displaying a horrible apple with only four colors at startup. I noticed this happens most when the disk is loading a new song, and the artwork is still displayed as a grey musical note. Somehow the disk fails loading, I hear a strange click and the iPod resets. Sometimes this happens at the middle of a song for some strange reason.
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I think I found it!
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My Ipod 160gb Classic has been working correctly as of lately (or rather, how it usually acts instead of correctly); however, yesterday I plugged my Ipod into my Windows XP computer, Itunes Version 10.1.1.4. After resyncing/connecting/etc. that the Ipod always does when it is plugged in and letting it charge, I eject my Ipod through Itunes.
Then, much to my delight, my Ipod was somehow managed to be wiped. No music, no videos, photos, podcasts, etc. However, I did find it interesting my game stats were still there, so I assume the Ipod just didn't decide to do a whole harddrive delete (I may be wrong). I tried the Center Button + Menu combination for the X amount of seconds, for the Apple Logo to appear. No dice, still nothing.
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Ex: Song 1 on an album will play, then the next song to play is Song 5, skipping 2,3,4 in between.
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Did a restore without any media being put on, here are the stats, and the increase from the original posted:
Retracts: 1                         (+0)
Reallocs: 280                     (+64)
Pending Sectors: 480         (+48)
PowerOn Hours: 198          (+1)
Start/Stops: 24856             (+50)
Temp: Current 33c             (+6)
Temp: Min 14c                   (+0)
Temp: Max 54c                  (+0)
Although the hours, and temps don't matter much I included them anyway. Here are the stats after another restore, and all the media being added (increase from original, not last restore):
Retracts: 1                         (+0)
Reallocs: 400                     (+184)
Pending Sectors: 48           (-384)
PowerOn Hours: 198          (+0)
Start/Stops: 24861             (+55)
Temp: Current 36c             (+9)
Temp: Min 14c                   (+0)
Temp: Max 54c                   (+0)
The pending sectors went drastically down, which is awesome, lot less songs are skipping.. Except the reallocs went significantly up as well, I assume that would be due to the remaps of the pending sectors? And should I try more restores to see if that would help try to fix the problem, assuming it would be fixing desk/memory errors?

Ipod resets sometimes when playing lossless songs

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