Symptoms

While setting the FineReader Server 14 document export via SMTP server the following error occurs:

"Cannot send e-mail message. Network connection error. 258"

Cause

The possible reason for the behavior is the TLS protocol used by mail service to encrypt the sending data. 

Please note that FineReader Server 14 (version 14.0.3.378 and older, future versions to be checked as delivered)  doesn't support TLS for sending output documents via SMTP. 

Resolution

• As an option, it is recommended to set Send output file via Exchange Server option instead of SMTP in your Output profile.
• Another possible solution can be developed based on the Microsoft article