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I have a Konica Minolta bizhub 423 that I am trying to configure to allow Scan-To-Email. IP information on the Konica is correct, it can access the internet, DNS works, etc.

Additionally, the public IP of this location is not on any blacklists.

I have attempted all three options in the following article, following them exactly (including SPF records, etc.): How to set up a multifunction device or application to send email using Office 365.

None of the options work, every attempt results in a failure from the MFP.

I have performed packet captures on the firewall (which is not blocking the necessary ports, nor does it have any IPS functionalities that would block these connections).

For the following email methods allowed by Office 365, I have observed the following behaviors:

  1. Direct Send
    • MFP resolves correct IP for the "companyname-com.mail.protection.outlook.com" MX endpoint.
    • MFP sends TCP SYN several times before giving up. No SYN/ACK from the Office 365 MX endpoint.
  2. SMTP Relay
    • MFP resolves correct IP for the "companyname-com.mail.protection.outlook.com" MX endpoint.
    • MFP sends TCP SYN several times before giving up. No SYN/ACK from the Office 365 MX endpoint.
  3. SMTP Client
    • MFP resolves correct IP for the "smtp.office365.com" SMTP server after being configured with the credentials for an existing mailbox.
    • MFP creates a good TCP connection, negotiates TLS, sends/receives data, then the SMTP server sends a RST. This occurs when sending to an outside email such as gmail.com. The MFP states the send failed, but not why.
    • MFP creates a good TCP connection, negotiates TLS, sends/receives data, then completes the connection with the standard series of FIN packets. This occurs when sending to an inside email such as companyname.com. The MFP states the send failed, but not why.

If anyone has any ideas before I contact Microsoft for support, I would appreciate it. I'd prefer to use Direct Send or SMTP Relay over SMTP Client for this.

  • How is the MFP configured to send email? From: address? I recommend using Send-MailMessage in Powershell to mimic the MFP and get the configuration details worked out. – blaughw Nov 4 '16 at 0:34
  • I've tried setting the From address to "no-reply@companyname.com" or a legitimate mailbox address, it does not appear to matter. Do you have a link to a tutorial on using Send-MailMessage? – Andrew Crouthamel Nov 4 '16 at 3:15
  • A classic, I remember it being useful: exchangeserverpro.com/powershell-how-to-send-email – blaughw Nov 4 '16 at 3:48
  • I've once had a similar problem, it turned out that my NGFW was scanning outgoing SMTP traffic, altering it along the way and causing the encryption to fail. All worked perfectly after disabling the NGFW SMTP scan. hope this helps. – Noor Khaldi Nov 4 '16 at 10:30

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