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Email Configuration

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Revision as of 22:40, 25 February 2013 by Demitri (talk | contribs) (Circumventing Spam Filters)
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This article covers configuring and X2CRM for sending (and, in special cases, receiving) email.

Introduction

X2CRM provides the means to send email, natively, within the web application. Furthermore, with Professional Edition, the local MTA[[wikipedia:Message transfer agent]]: an email relay service, i.e. Postfix, QMail or Exim4. on the web server (if any) can be configured to pass emails to X2CRM to be automatically parsed, imported into the web application, and associated with the addressee's contact record.

Sending Mail

There are four options for methods of sending email, which can be found by going to Email Settings under the Email Configuration section in the Admin page:

  1. PHP Mail
  2. Sendmail
  3. QMail
  4. SMTP[[wikipedia:Simple Mail Transfer Protocol]]: a network protocol for sending email to a remote server, often involving password authentication and end-to-end SSL encryption.

PHP Mail, Sendmail and QMail each, while independent of any offsite, third-party service, require that an MTA[[wikipedia:Message transfer agent]]: an email relay service, i.e. Postfix, QMail or Exim4. be available on the web server. The main difference is that PHP Mail uses whichever MTA[[wikipedia:Message transfer agent]]: an email relay service, i.e. Postfix, QMail or Exim4. that PHP itself is configured to use, whereas Sendmail and QMail are specific to Exim4/Postfix and QMail MTA[[wikipedia:Message transfer agent]]: an email relay service, i.e. Postfix, QMail or Exim4.'s (respectively). You can check that PHP is at least configured for using an MTA[[wikipedia:Message transfer agent]]: an email relay service, i.e. Postfix, QMail or Exim4. using requirements.php. For all instances of X2CRM Professional Edition cloud/ondemand, the methods available for sending mail include all of these except QMail.

Circumventing Spam Filters

While the non-SMTP[[wikipedia:Simple Mail Transfer Protocol]]: a network protocol for sending email to a remote server, often involving password authentication and end-to-end SSL encryption. methods for sending email within X2CRM may work immediately, a common problem encountered with them is that email goes into spam folders on the receiving end, or is not being received at all. This is especially likely to happen when the email addresses specified by users in their profiles (which get used as the sender address in the headers of mail sent by X2CRM) do not belong to the same domain name as the server hosting X2CRM. So, for example, it would be problematic if a user uses an email address in their X2CRM profile that ends in gmail.com, and the X2CRM system is hosted on example123.com

This is not a fault in X2CRM (or PHPMailer, which X2CRM uses for mail delivery). Rather, it is endemic to all web applications (i.e. Wordpress, Drupal, etc.) due to how sender address spoofing (telling the recipient that the email comes from somewhere else) is a common behavior among spammers. Furthermore, the general proliferation of email spam through various means (but especially PHP scripts running on web servers) has resulted in greatly elevated standards in the spam-detection mechanisms and heuristics of most email servers, and this generally poses an entry barrier to getting around spam filters. It is thus recommended that, before sending emails using X2CRM, measures are taken to ensure that mail sent will have the best chance of avoiding spam filters.

Work-around 1: Aliasing

This works by first creating mail forwarding aliases on the server, i.e. through a Virtualmin or CPanel control interface, or manually, by editing the MTA[[wikipedia:Message transfer agent]]: an email relay service, i.e. Postfix, QMail or Exim4.'s virtual user aliases table (see their respective documentation for more information). Next, instruct all users to use these email addresses as their contact address in their X2CRM profile, so that when contacts reply, the response emails will be forwarded to the desired addresses (or even a list of addresses) specified by each alias.

For users of X2CRM Professional Edition cloud/ondemand who do not have a third-party mail service with SMTP[[wikipedia:Simple Mail Transfer Protocol]]: a network protocol for sending email to a remote server, often involving password authentication and end-to-end SSL encryption. support, this is the recommended method. The hosting environment has the OpenDKIM signing service running on it, and the mail server has been configured to sign all email being sent from all subdomains of x2vps.com. See the section Using DKIM for more information.

Work-around 2: Migration

This, of course, is the most straightforward solution: to use the hosting provider's email service. However, it requires switching from one's existing email service/addresses to service and addresses provided by the hosting provider, and it is also extra effort.

Work-around 3: SMTP

Using this method, the entire organization that uses X2CRM sends email using a single email account managed by a third-party service that supports SMTP[[wikipedia:Simple Mail Transfer Protocol]]: a network protocol for sending email to a remote server, often involving password authentication and end-to-end SSL encryption.. Thus, sending the email and digital signing are handled by the third-party service, and getting caught in spam filters generally tends to be a smaller problem.

In most cases, this method will work. How it works is that the reply-to address in the email will be set to the email address of user who is sending the mail through X2CRM, while the actual mail system user is used to authenticate with the mail server. In such cases, the address of the mail user might still show up in one of the headers of the resulting email. However, this is known to not work in the case of GMail, which (for security and anti-spam purposes) does not permit sending emails if the sender address differs from the address associated with the Google account that was used to authenticate.

Using DKIM

(see main article on Wikipedia)

This method, which requires server-end configuration, is a very secure and reliable method of distinguishing email as being of legitimate and trustworthy origin. Almost every reputable email service is configured to use a mail signing agent to add a special signature sent from such addresses, in addition to checking signatures in incoming emails. Emails that are digitally signed are far more likely to be recognized by mail servers worldwide as being from a reputable source, and thus less likely to go be caught in spam filters.

However, it still requires that the sender's email address be of the same domain as the email server. That is because the sender address cannot be "spoofed" due to how DKIM[http://www.dkim.org/ DomainKeys Identified Mail]: a system for digitally signing email that provides the means to securely verify that the email's origin is legitimate. was designed; it was meant to prevent this sort of activity, which is common among spammers. Furthermore, if outgoing email is signed for domains not corresponding to the point of origin, it may actually make matters worse; many reputable mail services, i.e. GMail, themselves use DKIM[http://www.dkim.org/ DomainKeys Identified Mail]: a system for digitally signing email that provides the means to securely verify that the email's origin is legitimate.. Thus, if a DKIM[http://www.dkim.org/ DomainKeys Identified Mail]: a system for digitally signing email that provides the means to securely verify that the email's origin is legitimate. signature header is added to the email, and the signature does not match the DKIM[http://www.dkim.org/ DomainKeys Identified Mail]: a system for digitally signing email that provides the means to securely verify that the email's origin is legitimate. record of the origin address's domain, it will be considered a forgery attempt by email servers that recognize DKIM[http://www.dkim.org/ DomainKeys Identified Mail]: a system for digitally signing email that provides the means to securely verify that the email's origin is legitimate. and thus blocked or filtered by default. DKIM[http://www.dkim.org/ DomainKeys Identified Mail]: a system for digitally signing email that provides the means to securely verify that the email's origin is legitimate. uses the RSA public/private key cryptographic technique to ensure that signatures are secure and cannot be forged, and thus there is no legitimate way of circumventing this issue.