Try enabling full logging, if it's not already on.
For srcds logging, toss this in your server.cfg:
Code:
log on
sv_log_onefile 0
sv_logfile 1
sv_logbans 1
sv_logecho 1
For Sourcemod logging:
File: addons/sourcemod/configs/core.cfg
- Make sure 'Logging' is set to 'on'.
- Try setting 'LogMode' to 'map' to produce more logging files for better debugging. This can also help ensure your logs are saved in case a crash occurs.
- Try turning on 'DebugSpew' as well to get more information about something that might be happening at a lower level.
As for your plugins, they might have specific convars for their own debugging purposes, check them out and see if they have any settings you can adjust to help add more debug information to your logs to help identify the problem.
Just some ideas.