Mails from microsoft exchange email services are failed in plesk (qmail). Upon investigation we found that the grey list filter in plesk 10 is blocking server that are on “dsl|pool|broadband|hsd” address ranges. In this case it would be Microsofts cloud anti-spam service that is on “pool” addresses.

Some Microsofts cloud anti-spam servers are;

co9outboundpool.messaging.microsoft.com
db8outboundpool.messaging.microsoft.com
db9outboundpool.messaging.microsoft.com
am1outboundpool.messaging.microsoft.com

Log entries are like this

Sep 26 09:51:42 mail001 qmail-queue-handlers[12520]: from=MyDummyName@Dummydomain.com
Sep 26 09:51:42 mail001 greylisting filter[12521]: list type: black, from: co9outboundpool.messaging.microsoft.com, match string: dsl|pool|broadband|hsd
Sep 26 09:51:42 mail001 qmail-queue-handlers[12520]: handlers_stderr: REJECT
Sep 26 09:51:42 mail001 qmail-queue-handlers[12520]: REJECT during call 'grey' handler

From the Plesk control panel there are very few settings for the greylist filter like turn the filter on/off and manage white/black list entries.

The following command will show the configuraton for the gery list filter

/usr/local/psa/bin/grey_listing --info-server

We will get more information to configure grey list filter using ‘-h’ option

/usr/local/psa/bin/grey_listing -h

We can solve the problem by whitelisting “*.messaging.microsoft.com” in “White domains patterns list” using the following command

/usr/local/psa/bin/grey_listing --update-server -domains-whitelist "add:*messaging.microsoft.com"

The mails from Microsoft exchange email service will work fine after that.

You can refer Parallels Knowledgebase Article for How to configure Greylisting