KnowledgeSync email test message is stuck in pending status with an error code of 0
Aug 26, 2023 / ARTICLE # 000016020
Revision Date 06/19/2019
Module SedonaSync/KnowledgeSync Event Manager
Version 7.6 and higher
Description
After setting up an internet-type email account, performing an email test results in a message that is stuck in pending status with an error code of 0.
Suggested Solution
Check if there are any pending emails and restart the SedonaSync /Knowledgesync service in windows. If there are no error messages generated when testing or from the scheduled events, the email account needs to be configured for outbound email authentication.
Notes:
1. If you intend to use Yahoo, you will need to subscribe to a Yahoo Plus account to utilize outbound Email Authentication.
2. Hotmail does not support third-party applications and therefore cannot be used.
3. The system does not yet support authentication for the processing of incoming email, but this will be added in a future release.
4. Note that email authentication is enabled for Internet-based email systems only (Email Type must be set to "Internet").
The following information can be used to configure the system to use authenticated email for the sending of email alert messages:
Option One
To configure a Google email account that uses authentication and secure sockets (SSL), set the Email Account Description to whatever you like (e.g., "Company Alerts") followed by "/AUTH/LOGIN/SSL" as in:
Company Alerts/AUTH/LOGIN/SSL
Set the Login Name to your Gmail email address. Set your outgoing SMTP server name accordingly (e.g., smtp.gmail.com), and choose Port 465, which is the normal SMTP SSL port.
Option Two
Configure an IIS email account that uses authentication and SSL.
· Note that this approach uses the "NTLM" flag to connect to an MS Virtual SMTP server. (NTLM is used throughout MS systems as an integrated, single sign-on mechanism.)
To configure an IIS email account that uses authentication and secure sockets (SSL), set the Email Account Description to whatever you like (e.g., "Company Alerts") followed by "/AUTH/NTLM/SSL" as in:
Company Alerts/AUTH/NTLM/SSL
Set the Login Name to your domain username. Set your outgoing SMTP server name accordingly (you can use the IP address), and choose Port 25, which is the normal SSL port.
Option Three
Configure an IIS email account that uses authentication but does not use SSL.
· Note that this approach also uses the "NTLM" flag to connect to an MS Virtual SMTP server as detailed above.
To configure an IIS email account that uses authentication but not secure sockets (SSL), set the Email Account Description to whatever you like (e.g., "Company Alerts") followed by "/AUTH/NTLM" as in:
Company Alerts/AUTH/NTLM
Set the Login Name to your domain username. Set your outgoing SMTP server name accordingly (you can use the IP address), and choose Port 25, which is the normal SSL port.
Option Four
If you're not using any of the preceding email methods (not Google, not IIS). This method also provides authentication, but does not use SSL
To configure such an email account that uses authentication but not secure sockets (SSL), set the Email Account Description to whatever you like (e.g., "Company Alerts") followed by "/AUTH/LOGIN" as in:
Company Alerts/AUTH/LOGIN
Set the Login Name and password as needed. Set your outgoing SMTP server name accordingly, and choose Port 25, which is the normal SSL port
Email Type [Internet]
Account Description
Login Name: chrisw@sedonaoffice.com
Password: bn4TAlK5dMQJvnBzOFN56w
Outgoing SMTP Server: smtp.mandrillapp.com
SMTP From Name: CompanyTestNameHere@sedonaoffice.com
SMTP Port: 465 or 587 with TLS
Auth Methods [SSL+Login]
https://support.google.com/accounts/answer/185833?hl=en
Gmail SMTP server address: smtp.gmail.com.
Gmail SMTP name: Your full name.
Gmail SMTP username: Your full Gmail address (e.g. you@gmail.com)
Gmail SMTP password: The password that you use to log in to Gmail.
Gmail SMTP port (TLS): 587.
Gmail SMTP port (SSL): 465.
https://support.google.com/accounts/answer/185833?hl=en
https://myaccount.google.com/u/0/lesssecureapps?pli=1&rapt=AEjHL4NL8_UBczcGHAQ9Pk0aQN49jFvZDTbQjCzaufu8IucE92XRwp-HHxX0Mx3oX-b7vcqfOOedRUtIitWTHOB0OTHf2fbuTA
Less secure apps & your Google Account
To help keep your account secure, from May 30, 2022, Google no longer supports the use of third-party apps or devices which ask you to sign in to your Google Account using only your username and password.
Important: This deadline does not apply to Google Workspace or Google Cloud Identity customers. The enforcement date for these customers will be announced on the Workspace blog at a later date.
For more information, continue to read.
If an app or site doesn’t meet our security standards, Google might block anyone who’s trying to sign in to your account from it. Less secure apps can make it easier for hackers to get into your account, so blocking sign-ins from these apps helps keep your account safe.
smtp.gmail.com
lbboldgroup@gmail.com
mdidhsaebvxszjyy
587
<add key="smtp" value="smtp.mandrillapp.com" />
<!-- IP for mail server -->
<!-- -->
<add key="smtpPort" value="587" />
<!-- Port for mail server -->
<!-- -->
<add key="smtpUserName" value="chrisw@sedonaoffice.com"/>
<!-- User Name if required for SMTP Server -->
<!-- -->
<add key="smtpPassword" value="bn4TAlK5dMQJvnBzOFN56w"/>
<!-- Password if required for SMTP Server -->
<add key="smtp" value="smtp.gmail.com" />
<!-- IP for mail server -->
<!-- -->
<add key="smtpPort" value="587" />
<!-- Port for mail server -->
<!-- -->
<add key="smtpUserName" value="lbboldgroup@gmail.com"/>
<!-- User Name if required for SMTP Server -->
<!-- -->
<add key="smtpPassword" value="mdidhsaebvxszjyy"/>
<!-- Password if required for SMTP Server -->
System.Net.Mail.SmtpException: Failure sending mail
System.Net.Mail.SmtpException: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.0 Must issue a STARTTLS command first. n5-20020a62e505000000b0068779015507sm8454530pff.194 - gsmtp
at System.Net.Mail.MailCommand.CheckResponse(SmtpStatusCode statusCode, String response)
at System.Net.Mail.MailCommand.Send(SmtpConnection conn, Byte[] command, MailAddress from, Boolean allowUnicode)
at System.Net.Mail.SmtpTransport.SendMail(MailAddress sender, MailAddressCollection recipients, String deliveryNotify, Boolean allowUnicode, SmtpFailedRecipientException& exception)
at System.Net.Mail.SmtpClient.Send(MailMessage message)
at SedonaWeb.SWSCore.Email.Send(String[] toAddresses, String from, String subject, String body, Dictionary`2 formatArgs, Boolean isHtml, String[] ccAddresses, String[] bccAddresses, List`1 embedFiles, List`1 attachFiles)
at SedonaWeb.SWSCore.Email.SendFromService(String toAddress, String subject, String body, Dictionary`2 formatArgs, String ccAddress, String bccAddress, List`1 embedFiles)
at SedonaWeb.NewUser.btnCreate_Click(Object sender, EventArgs e)
at System.Web.UI.WebControls.Button.OnClick(EventArgs e)
at System.Web.UI.WebControls.Button.RaisePostBackEvent(String eventArgument)
at System.Web.UI.WebControls.Button.System.Web.UI.IPostBackEventHandler.RaisePostBackEvent(String eventArgument)
at System.Web.UI.Page.RaisePostBackEvent(IPostBackEventHandler sourceControl, String eventArgument)
at System.Web.UI.Page.RaisePostBackEvent(NameValueCollection postData)
at System.Web.UI.Page.ProcessRequestMain(Boolean includeStagesBeforeAsyncPoint, Boolean includeStagesAfterAsyncPointe)
System.Net.Mail.SmtpException: Failure sending mail. ---> System.IO.IOException: Unable to read data from the transport connection: net_io_connectionclosed.
at System.Net.Mail.SmtpReplyReaderFactory.ProcessRead(Byte[] buffer, Int32 offset, Int32 read, Boolean readLine)
at System.Net.Mail.SmtpReplyReaderFactory.ReadLines(SmtpReplyReader caller, Boolean oneLine)
at System.Net.Mail.SmtpReplyReaderFactory.ReadLine(SmtpReplyReader caller)
at System.Net.Mail.SmtpConnection.GetConnection(ServicePoint servicePoint)
at System.Net.Mail.SmtpTransport.GetConnection(ServicePoint servicePoint)
at System.Net.Mail.SmtpClient.GetConnection()
at System.Net.Mail.SmtpClient.Send(MailMessage message)
--- End of inner exception stack trace ---
at System.Net.Mail.SmtpClient.Send(MailMessage message)
at SedonaWeb.SWSCore.Email.Send(String[] toAddresses, String from, String subject, String body, Dictionary`2 formatArgs, Boolean isHtml, String[] ccAddresses, String[] bccAddresses, List`1 embedFiles, List`1 attachFiles)
at SedonaWeb.SWSCore.Email.SendFromService(String toAddress, String subject, String body, Dictionary`2 formatArgs, String ccAddress, String bccAddress, List`1 embedFiles)
at SedonaWeb.NewUser.btnCreate_Click(Object sender, EventArgs e)
at System.Web.UI.WebControls.Button.OnClick(EventArgs e)
at System.Web.UI.WebControls.Button.RaisePostBackEvent(String eventArgument)
at System.Web.UI.WebControls.Button.System.Web.UI.IPostBackEventHandler.RaisePostBackEvent(String eventArgument)
