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SMTP server error: 5.5.2 Send hello first

Question asked by RyanBrooks11 RyanBrooks11 on May 19, 2014
Latest reply on Apr 16, 2018 by Igor Zaika

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Greetings,

I'm banging my head against the wall with this one.

Roughly two weeks ago, I had email properly configured and working in Sugar CE with the below settings:

Type: Exchange
Server: mail.mydomain.com
From: crm@mydomain.com
SMTP Auth: yes
User: crm@mydomain.local
Password: <mypassword>
SSL or TLS: TLS
Port: 25

Now - and without changing any settings related to email - I'm getting the following error message:

Error:The following From address failed: crm@mydomain.com
SMTP server error: 5.5.2 Send hello first

Anyone know how to fix this? I've scoured the SugarCRM forums and Google for related errors, but I'm not turning up much of use.

My SugarCRM.log, even in verbose, doesn't give me too much related to this either. It just echoes the same error.

I'd appreciate any advice you guys can give me.

No one else has this question

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RyanBrooks11 RyanBrooks11 May 19, 2014 7:27 PM

Well, Google-searching of that specific error message leads me to believe that this is actually an incompatibility with the way PHPMAILER formats AUTH requests for Exchange. Something to do with not sending HELO's at the proper time.

I ended up pointing my SuiteCRM directly at my smart host (a spam firewall) and that started working without an issue. It would be nice if I didn't have to do this, but it works and that's good enough for me.

Posting here in case anyone else runs into this issue.

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rashmi.jeswani rashmi.jeswani Jun 24, 2014 6:21 AM

I am facing the same problem. not able to send outbound mails using the exchange server. M not using SMTP authentication. Could this be due to LDAP?? I was able to send campaign mails about a month a ago. I made some changes to enable LDAP for grinmark addin on outlook. Please help, m stuck with this issue for a long time already.

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Igor Zaika Apr 13, 2018 9:15 AM

We are experiencing the same issue. Was this ever resolved?

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sugar.dennis

Apr 16, 2018 7:33 AM

SSL or TLS: TLS
Port: 25

That sounds like a strange combination TLS is normally on port 587, please confirm the SMTP configuration with the SMTP provider to enter the correct settings in Sugar.

Default ports:

25 -> Unencrypted

465 -> SSL

587 -> TLS

But ultimately your SMTP provider needs to provide the proper settings for their environment.

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Igor Zaika @ sugar.dennis on Apr 16, 2018 7:36 AM

Hi Dennis.

We are using smtp port 25 to internal exchange server.

Thank you.

Regards,

Igor

Igor Zaika

Director, IT | Sensiba San Filippo LLP

Tel: (925) 271-8700 x6430 | Fax: (925) 271-8715 | ssfllp.com<http://www.ssfllp.com>

LinkedIn<https://www.linkedin.com/in/izaika> | Twitter<https://twitter.com/ssfllp> | Facebook<https://www.facebook.com/SensibaSanFilippo/>

NOTICE: The information contained in this e-mail is legally privileged and confidential information intended only for the use of the addressee. If you are not the intended recipient, you are hereby notified that any dissemination, distribution or copy of this e-mail message is strictly prohibited.

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5 Replies

RyanBrooks11 RyanBrooks11 May 19, 2014 7:27 PM
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Correct Answer
Well, Google-searching of that specific error message leads me to believe that this is actually an incompatibility with the way PHPMAILER formats AUTH requests for Exchange. Something to do with not sending HELO's at the proper time.

I ended up pointing my SuiteCRM directly at my smart host (a spam firewall) and that started working without an issue. It would be nice if I didn't have to do this, but it works and that's good enough for me.

Posting here in case anyone else runs into this issue.
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rashmi.jeswani rashmi.jeswani Jun 24, 2014 6:21 AM
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Correct Answer
I am facing the same problem. not able to send outbound mails using the exchange server. M not using SMTP authentication. Could this be due to LDAP?? I was able to send campaign mails about a month a ago. I made some changes to enable LDAP for grinmark addin on outlook. Please help, m stuck with this issue for a long time already.
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Igor Zaika Apr 13, 2018 9:15 AM
Mark Correct
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We are experiencing the same issue. Was this ever resolved?
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sugar.dennis Apr 16, 2018 7:33 AM
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Correct Answer
SSL or TLS: TLS
Port: 25
That sounds like a strange combination TLS is normally on port 587, please confirm the SMTP configuration with the SMTP provider to enter the correct settings in Sugar.

Default ports:
25 -> Unencrypted
465 -> SSL
587 -> TLS

But ultimately your SMTP provider needs to provide the proper settings for their environment.
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- Igor Zaika @ sugar.dennis on Apr 16, 2018 7:36 AM
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  Correct Answer
  Hi Dennis.
  We are using smtp port 25 to internal exchange server.
  
  Thank you.
  Regards,
  Igor
  
  Igor Zaika
  Director, IT | Sensiba San Filippo LLP
  Tel: (925) 271-8700 x6430 | Fax: (925) 271-8715 | ssfllp.com<http://www.ssfllp.com>
  
  LinkedIn<https://www.linkedin.com/in/izaika> | Twitter<https://twitter.com/ssfllp> | Facebook<https://www.facebook.com/SensibaSanFilippo/>
  
  NOTICE: The information contained in this e-mail is legally privileged and confidential information intended only for the use of the addressee. If you are not the intended recipient, you are hereby notified that any dissemination, distribution or copy of this e-mail message is strictly prohibited.
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SMTP server error: 5.5.2 Send hello first

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