Not able to play video file

Hi ninjas,

I’m just start to use Plex and I found it really cool, so I’ve decided to move all my tv shows to Plex. But I’ve got one season that is working fine in VLC, but I’m not able to watch it in Plex - I’ve tried to optimize it with different types of quality and Plex is showing video one time every episode but after that just ‘There was a problem with playing this item’. I added format description for this file - I think it should be helpful.

I’ve checked logs and there log messages

Mar 30, 2016 00:19:24 [0x700000fee000] INFO - [Transcoder] Input #0, matroska,webm, from ‘/Volumes/My Passport Pro/Downloads/TV Shows/Con Man (WEB-DL l 720p l Jaskier)/03. Behind the Lines.mkv’:
Metadata:
encoder : libebml v0.7.7 + libmatroska v0.8.1
creation_time : 2015-10-22 10:36:41
Duration: 00:10:55.70, start: 0.000000, bitrate: 2943 kb/s
Stream #0:0, 4, 1/1000: Video: h264 (High), yuv420p(tv, bt709), 1280x720, SAR 1:1 DAR 16:9, 23.98 fps, 23.98 tbr, 1k tbn, 47.95 tbc (default)
Stream #0:1(rus), 8, 1/1000: Audio: ac3, 48000 Hz, stereo, fltp, 192 kb/s (default)
Stream #0:2(eng), 8, 1/1000: Audio: aac (LC), 48000 Hz, stereo, fltp
Mar 30, 2016 00:19:24 [0x7000006b8000] INFO - [Transcoder] Output #0, segment, to ‘media-%05d.ts’:
Metadata:
plex.duration : 655.697
plex.total_duration: 655.697
encoder : Lavf56.36.100
Stream #0:0, 0, 1/90000: Video: h264, yuv420p, 1280x720 [SAR 1:1 DAR 16:9], q=2-31, 23.98 fps, 23.98 tbr, 90k tbn, 23.98 tbc (default)
Stream #0:1(rus), 0, 1/90000: Audio: aac, 48000 Hz, stereo, fltp, 193 kb/s (default)
Metadata:
encoder : Lavc56.41.100 aac
Mar 30, 2016 00:19:24 [0x7000002a0000] ERROR - [Transcoder] [NULL @ 0x7ff5f3000000] SEI type 1 size 48 truncated at 40
Mar 30, 2016 00:19:26 [0x700000635000] ERROR - Error writing media: 32 - Broken pipe

Same thing for iphone, ipad, web view in safari and ps4. I can download this video on iphone and watch it, but not streaming. Is it media server issue or I need to install something for watching these files?

Sorry forgot to tell about version

Mar 30, 2016 00:14:32 [0x700000323000] INFO - Plex Media Server v0.9.16.3.1840-cece46d - Apple Mac - build: darwin-x86_64 macosx
Mar 30, 2016 00:14:32 [0x700000323000] INFO - MacOSX version: 10.11.3
Mar 30, 2016 00:14:32 [0x700000323000] INFO - Processor Intel® Core™ i5-4260U CPU @ 1.40GHz
Mar 30, 2016 00:14:33 [0x7000006b8000] INFO - Successfully retrieved OCSP response

Anybody???