1. Cisco Email Security Appliance Best Practices
Recommendations
and Troubleshooting Guide: In the "Troubleshooting Cisco Email Encryption" section
it is explained that if the ESA cannot contact the CRES key server
it will queue the mail for a configurable amount of time and retry. This behavior is consistent with standard MTA retry schedules for delivery. (Reference found in discussions of mail queues and encryption failures).
2. Cisco Email Security Appliance Configuration Guide
14.0: The chapter "Configuring Appliances to Use Cisco Secure Email Encryption Service" describes the communication flow between the ESA and the CRES key server. A failure in this communication is handled by the ESA's mail delivery subsystem
which queues messages for later retry upon temporary failures
as detailed in the "Mail Policies" and "Delivery Control" sections of the guide. The message remains in the delivery queue until it can be processed or it expires.