Everything was working flawless, playing all files, now updated to Version 0.9.1604.1911 and it refuses to play various mkv files. I tried all devices and same result. Worked fine on this file with Version 0.9.1600.1754. Any help would be appreciated.
This one specifically:
Media
Video Resolution 1080p
Duration 2:18:06
Bitrate 15044 kbps
Width 1920
Height 800
Aspect Ratio 2.35
Container MKV
Video Frame Rate 24p
Audio Profile ma
Video Profile high
Part
Duration 2:18:06
XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX.mkv
Size 14.51 GB
Audio Profile ma
Container MKV
Has Thumbnail 1
Indexes sd
Video Profile high
Codec H264
Bitrate 15044 kbps
Language English
Bit Depth 8
CABAC true
Chroma Subsampling 4:2:0
Duration 2:18:06
Frame Rate 23.976 fps
Frame Rate Mode cfr
Height 800
Level 4.1
Pixel Format yuv420p
Profile high
Ref Frames 5
Scan Type progressive
Title XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX
Width 1920
Codec DCA
Channels 7.1
Language English
Audio Channel Layout 7.1
Bit Depth 24
Bitrate Mode VBR
Duration 2:18:06
Profile ma
Sampling Rate 48000 Hz
Title XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX
Codec SRT
Language English
Format SRT
Title English-SRT
Codec SRT
Language English
Format SRT
Title English-SDH-SRT
Codec PGS
Language English
Format PGS
Title English-PGS
Codec PGS
Language Français
Format PGS
Title French-PGS
Codec PGS
Language Español
Format PGS
Title Spanish-PGS
Close the Plex server, restart it, wait two minutes, then play the file that causes a problem. Wait one minute, then close the Plex server and upload the server log for review.
https://support.plex.tv/hc/en-us/articles/200250417-Plex-Media-Server-Log-Files
Thanks for the quick reply. Hope this helps.
Tried leaving all directories and uninstalling PMS and reinstalling old version and now wont work. Have to erase and uninstall all PMS related items and then it will work on an older version. Something tells me it has to do with naming/xml retrieval… Let me know if this log shows you what the issue is. Thanks for your time!
So I understand - you upgraded, then you uninstalled and installed an old version, which somehow didn’t work. Then you removed all media and Plex server and then installed an older version again?
Apr 13, 2016 17:20:50:566 [2664] WARN - Low disk space: 15583164328 bytes source file, 59629367296 bytes capacity, 4335251456 bytes available on C:\Users\Administrator\AppData\Local\Plex Media Server\Cache\Transcode\Sessions Apr 13, 2016 17:20:50:566 [2664] WARN - TranscodeSession: inadequate disk space for transcode
You don’t have enough free space on your C drive to do any transcoding. You need free space equal to the size of the file + 100MB. You can either free up space on the C drive, or you can change the transcoding location to another drive/partition that has enough space. The location can be changed on the transcode settings page.
ya, just realized my old install had the cache files on drive D… I feel so stupid!!! Thank yoU!! 
