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This can occur when the meta-data for the song is not set up correctly. There is probably not anything you'll be able to without Specific knowledge. Windows Media Player 11 can pull album art from the internet. If the Song does not correctly point to that album for the art tag, it will probably not show up on your MP3 player correctly.
The Sony NWZ-3438F uses only the 'Track #' in the tag to order songs, not file name, not 'Disc #', and not 'Title.' Your file names are likely in the order you want, but the tags are likely not updated with the same information. Use a program (like mp3tag) to modify the tags and assign the 'Track #' in the order that you want it to play. Good luck!
The mp4 files must be maximum 320x240 resolution, any larger and it will tell you that the file is not supported. If the mp4 is created with any profile other than "AVC Baseline" it will tell you the file is corrupted. It also won't do DRM, but I can't remember what, if any, DRM systems typically get used on mp4 files.
I got the same message when I created .mp4 files using the AVC profile "Main" in my video software.
When I changed to "Baseline" then the problem went away. Of course, it also had to follow all the more obvious restrictions for this device: max resolution 320x240, max 30fps, max bitrate (of 512kbbs? or is it 768?) and AAC audio.