Traces show that system was restarted at 17:26 and 17:30 and the outgoing calls were made.
Did you confirm the dialed numbers were ringing and the system played messages when those calls were answered?
For incoming calls the Config.xml is set to use a .WAV file as the script to use when incoming calls are answered, but there does not appear to be any incoming call attempts into this system after restart was made.
We recommend using a scirpt with a single Play module and
What TTS engine is being use don this system? Is it just the default TTS that came with Win2008 (Microsoft Anna) or is another TTS used?
Have you tried using the "context" XML tags when specifying the TTS to be spoken? eg:
Hello, your PIN number is <context ID = "number_digit">3432</context>