Exchange 2013 FQDN Certificate Error

Hello weve put mail.ville.xxx.qc.ca for the FQDN of the Default Frontend NAMESERVER but im not sure if it's ok

Because we use TMG and we use owa.ville.xxx.qc.ca for OWA

mail.ville.xxx.qc.ca is a nat to our exchange server directly

we are receiving this error

Microsoft Exchange could not find a certificate that contains the domain name mail.ville.xxx.qc.ca in the personal store on the local computer. Therefore, it is unable to support the STARTTLS SMTP verb for the connector Default Frontend NAMESERVER with a FQDN parameter of mail.ville.xxx.qc.ca. If the connector's FQDN is not specified, the computer's FQDN is used. Verify the connector configuration and the installed certificates to make sure that there is a certificate with a domain name for that FQDN. If this certificate exists, run Enable-ExchangeCertificate -Services SMTP to make sure that the Microsoft Exchange Transport service has access to the certificate key.

What FQDN i should use ?

If mail.ville.xxx.qc.ca is ok how to add it to the certificate

Thanks !
Jean-François GuénetNetwork AdministratorAsked:
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Adam FarageEnterprise ArchCommented:
Run the following:

Get-ExchangeCertificate | FL

Let us know the output. Most likely what has occurred is that you should change the FQDN of the send connector to something that is common on the certificate. That should resolve the issue.

Also.. I don't think TMG plays into this as you most likely do not have a web rule for it.
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Jean-François GuénetNetwork AdministratorAuthor Commented:
[PS] C:\Windows\system32>Get-ExchangeCertificate | FL


AccessRules        : {System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule}
CertificateDomains : {owa.xxx.xxx.qc.ca, www.owa.xxx.xxx.qc.ca}
HasPrivateKey      : True
IsSelfSigned       : False
Issuer             : CN=Go Daddy Secure Certificate Authority - G2, OU=http://certs.godaddy.com/repository/,
                     O="GoDaddy.com, Inc.", L=Scottsdale, S=Arizona, C=US
NotAfter           : 2015-10-01 07:13:26
NotBefore          : 2014-09-23 13:35:19
PublicKeySize      : 2048
RootCAType         : ThirdParty
SerialNumber       : 2B503D0F61C656
Services           : None
Status             : Valid
Subject            : CN=owa.xxx.xxx.qc.ca, OU=Domain Control Validated
Thumbprint         : 62821EE9FFC4C0FF41AA86E1A9A8DDC9BC6688ED

AccessRules        : {System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule}
CertificateDomains : {server_name.xxx.xxx.qc.ca, AutoDiscover.xxx.xxx.qc.ca,
                     AutoDiscover.xxx.ca, server_name, xxx.xxx.qc.ca, xxx.ca}
HasPrivateKey      : True
IsSelfSigned       : False
Issuer             : CN=AC-Racine, DC=ville, DC=xxx, DC=qc, DC=ca
NotAfter           : 2016-09-15 15:47:43
NotBefore          : 2014-09-16 15:47:43
PublicKeySize      : 2048
RootCAType         : Enterprise
SerialNumber       : 535F5FB8000000000679
Services           : IMAP, POP, SMTP
Status             : Valid
Subject            : CN=server_name.xxx.xxx.qc.ca, OU=TI, O=xxx, L=xxx, S=QC, C=CA
Thumbprint         : 0D911213DE4A8B565F185A8E3E28AF5B80AC5893

AccessRules        : {System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule,
                     System.Security.AccessControl.CryptoKeyAccessRule}
CertificateDomains : {owa.xxx.xxx.qc.ca, server_name.xxx.xxx.qc.ca,
                     AutoDiscover.xxx.xxx.qc.ca, AutoDiscover.xxx.ca, server_name,
                     xxx.xxx.qc.ca, xxx.ca}
HasPrivateKey      : True
IsSelfSigned       : False
Issuer             : CN=AC-Racine, DC=ville, DC=xxx, DC=qc, DC=ca
NotAfter           : 2016-09-15 13:23:11
NotBefore          : 2014-09-16 13:23:11
PublicKeySize      : 2048
RootCAType         : Enterprise
SerialNumber       : 52DB0EDA000000000678
Services           : IMAP, POP, IIS, SMTP
Status             : Valid
Subject            : CN=owa.xxx.xxx.qc.ca, OU=TI, O=xxx, L=xxx, S=Québec, C=CA
Thumbprint         : 867EAB32807A54ACEFF53BF0850434FED0DAC903
0
Adam FarageEnterprise ArchCommented:
Change the EHLO name to match the OWA namespace on the certificate and this will fix the STARTTLS issue. If you do not want that namespace there, then you would need a certificate that has the mail.xxx.xxx.xxx.com namespace.
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Jean-François GuénetNetwork AdministratorAuthor Commented:
if i put owa.xxx.qc.ca it's not the same public ip address as mail.xxx.qc.ca

owa is for my TMG server
mail is for my exchange server

The EHLO name must me mail no ?

Will i have problem if i put owa ?
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Adam FarageEnterprise ArchCommented:
You should not have an issue putting OWA. The name has to be listed on the SSL certificate. I would increase SMTP logging like you did before and check again, but it should resolve your issue.
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Jean-François GuénetNetwork AdministratorAuthor Commented:
And if i put the server name instead is it better ?
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Adam FarageEnterprise ArchCommented:
The context of the EHLO FQDN must match the Certificate Domains if you would like TLS to work. I would recommend either rekeying the certificate (since you missed AutoDiscover anyways) and keep the name or change the EHLO FQDN to what is listed on your certificate.
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