It seems, that last track in playlist is no scrobbled. Perhaps, STOPPED event is not raised (Buffering or Playing thread freezes?) until user manually clicks Stop button.
Logs for your reference (I pressed Stop after 3 mins of waiting and double-clicked the song again):
05/29/11 01:54:25,789 FINE PlayingThread : Getting next track
05/29/11 01:54:25,793 FINE BufferingThread : Opening track file:/home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU%20-%20Inscov.mp3
05/29/11 01:54:25,806 FINE MP3Decoder : Opening file: /home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU - Inscov.mp3
05/29/11 01:54:25,848 FINE BufferingThread : Finished opening track
05/29/11 01:54:25,848 FINE AudioOutput : Audio format: PCM_SIGNED 44100.0 Hz, 16 bit, stereo, 4 bytes/frame, little-endian
05/29/11 01:54:25,860 FINE AudioOutput : Dataline info: interface SourceDataLine supporting format PCM_SIGNED 44100.0 Hz, 16 bit, stereo, 4 bytes/frame, little-endian, and buffers of 32768 to 32768 bytes
05/29/11 01:54:25,873 FINE AudioOutput : Line: org.classpath.icedtea.pulseaudio.PulseAudioSourceDataLine@1d13272
05/29/11 02:00:34,641 FINE BufferingThread : Stop buffering
05/29/11 02:00:34,816 FINE PlayingThread : Getting next track
05/29/11 02:03:43,158 FINE BufferingThread : Stop buffering
05/29/11 02:03:44,782 FINE BufferingThread : Opening track file:/home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU%20-%20Inscov.mp3
05/29/11 02:03:44,787 FINE MP3Decoder : Opening file: /home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU - Inscov.mp3
05/29/11 02:03:44,838 FINE Scrobbler$SubmitSender : Submitting data: CHEjU&Inscov&1306623265&USER&&&370&Trip+Switch+EP&1
05/29/11 02:03:44,837 FINE BufferingThread : Finished opening track
05/29/11 02:03:49,061 FINE BufferingThread : Stop buffering
It seems, that last track in playlist is no scrobbled. Perhaps, STOPPED event is not raised (Buffering or Playing thread freezes?) until user manually clicks Stop button.
Logs for your reference (I pressed Stop after 3 mins of waiting and double-clicked the song again): 05/29/11 01:54:25,789 FINE PlayingThread: Getting next track
05/29/11 01:54:25,793 FINE BufferingThread : Opening track file:/home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU%20-%20Inscov.mp3
05/29/11 01:54:25,806 FINE MP3Decoder : Opening file: /home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU - Inscov.mp3
05/29/11 01:54:25,848 FINE BufferingThread : Finished opening track
05/29/11 01:54:25,848 FINE AudioOutput : Audio format: PCM_SIGNED 44100.0 Hz, 16 bit, stereo, 4 bytes/frame, little-endian
05/29/11 01:54:25,860 FINE AudioOutput : Dataline info: interface SourceDataLine supporting format PCM_SIGNED 44100.0 Hz, 16 bit, stereo, 4 bytes/frame, little-endian, and buffers of 32768 to 32768 bytes
05/29/11 01:54:25,873 FINE AudioOutput : Line: org.classpath.icedtea.pulseaudio.PulseAudioSourceDataLine@1d13272
05/29/11 02:00:34,641 FINE BufferingThread : Stop buffering
05/29/11 02:00:34,816 FINE PlayingThread : Getting next track
05/29/11 02:03:43,158 FINE BufferingThread : Stop buffering
05/29/11 02:03:44,782 FINE BufferingThread : Opening track file:/home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU%20-%20Inscov.mp3
05/29/11 02:03:44,787 FINE MP3Decoder : Opening file: /home/mliauchuk/nas/mliauchuk/Music/C/CHEjU/CHEjU - Inscov.mp3
05/29/11 02:03:44,838 FINE Scrobbler$SubmitSender : Submitting data: CHEjU&Inscov&1306623265&USER&&&370&Trip+Switch+EP&1
05/29/11 02:03:44,837 FINE BufferingThread : Finished opening track
05/29/11 02:03:49,061 FINE BufferingThread : Stop buffering