iTunes could not copy (name of the song) to the iPod (ipod name) because an unknown error occurred (-50)

istemi

Distinguished
Jan 26, 2014
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Hi,
I am using Latest iTunes and 160 GB iPod Classic. I create playlist and drag and drop the files there, it starts syncing the songs (updating files on iPod, copying) but after a few songs it gives me this error:
iTunes could not copy (name of the song) to the iPod (ipod name) because an unknown error occurred (-50)
After clicking "ok" on error message it shows that iPod got synced up till that song ( for example 2456 songs) but when I try to for example delete every song in the last playlist so I can send them all again couse I don't know where is the last song is, it freezes. I can't even click on safely remove on bottom right, it doesn't do anything. When I unplug the iPod and plug again, it shows that iPod's memory is for example 10gb full couse of the songs that got synced up till the error, but it shows them as "Others". If I wait for a few minutes, it automaticaly deletes them and it shows for example 900mb is full with others. If I wait for the each playlist to sync, that error still happens in a random song but the rest of the songs that I waited for sync appears as normal. But if I try to send new songs, the same error message apears after 3 - 10 songs constantly. But after I get the error again, same thing happens as freezing. If I restore the iPod and try to send the songs again it again gets a thousands of songs, than proccess repeats...
I restored my iPod, I did error checking on it. I don't use bitrate convertion. Yes I tryed sending the same files after restoring the iPod, no error. Any ideas?
Thanx!