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Hi,
I accidentally deleted my offline playlists (~850 songs] from my iPhone 4s, so I had to download them again. After around 200 songs the download stops for unknown reasons. There is enough space on my iPhone, it was always active, never in stand-by and loading via cable.
The download stopped and the song after the last downloaded song lost that sign for downloading.
Maybe some of you had the same problem and found a solution.