Re: [exim] Diagnosing problems authenticating as a client

On Mon, Jul 08, 2019 at 11:52:23PM +0000, Boylan, Ross via Exim-users wrote:
> My immediate question is whether the transcript at the bottom gives any
> clues about the problem. In particular, does the absence of a user account
> from the transcript mean it is not attempting to login as me?

No, Exim hides your real authentication data when running with -d.

> 14:55:44 scanning authentication mechanisms
> 14:55:44 SMTP>> AUTH LOGIN
> 14:55:44 cmd buf flush 12 bytes
> 14:55:44 read response data: size=18
> 14:55:44 SMTP<< 334 [gibberish]
> 14:55:44 SMTP>> ****************************
> 14:55:44 cmd buf flush 30 bytes
> 14:55:44 read response data: size=18
> 14:55:44 SMTP<< 334 [different gibberish]
> 14:55:44 SMTP>> ************************

Usually server response (which was wiped out by you) contain
"334 VXNlcm5hbWU6", where 2nd token is base64-encoded "Username:" word,
and "334 UGFzc3dvcmQ6", where 2nd token is "Password:".
Run base64 utility to decode.

> 14:55:44 cmd buf flush 26 bytes
> 14:55:50 read response data: size=81
> 14:55:50 SMTP<< 535 5.7.3 Authentication unsuccessful [BYAPR04CA0001.namprd04.prod.outlook.com]

The server replies that this login/password pair is incorrect.
You have to check your credentials.

> 14:55:50 SMTP>> MAIL FROM:<Ross.Boylan@???> SIZE=1623
> 14:55:50 SMTP>> RCPT TO:<rossboylan@???>
...
> 14:55:55 SMTP<< 530 5.7.57 SMTP; Client was not authenticated to send anonymous mail during MAIL FROM [BYAPR04CA0001.namprd04.prod.outlook.com]

Exim4 tried to send mail without authentication, buf server rejects it.
--
Eugene Berdnikov