Sending of the message failed/The message could not be sent because

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  • Full message: Sending of the message failed. [newline] The message could not be sent because the connection to Outgoing server (SMTP) <domain name> was lost in the middle of the transaction. Try again.

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This appears to result from the server closing the connection immediately upon establishing it:

woozle@SamEagle:~$ telnet hypertwins.org 465
Trying 45.55.148.146...
Connected to hypertwins.org.
Escape character is '^]'.
Connection closed by foreign host.

There might be no perceptible delay between the "Escape character" message and the "Connection closed by foreign nost" message.