How to deal with hotmail spam filter

Few months ago i faced with hotmail spam filter, every time when my host tried to send email to any hotmail address i saw next error in log file:

550 SC-001 (SNT0-MC2-F18) Unfortunately, messages from IP.AD.DR.ESS weren’t sent. Please contact your Internet service provider since part of their network is on our block list. You can also refer your provider to http://mail.live.com/mail/troubleshooting.aspx#errors.

I configured correct PTR, SPF, DKIM records, sent email to hotmail support two times, fill and submit big strange long form here, but anyway every time when i tried to sent message i got “550 SC-001”.
Hotmail support said next:

Hello Ivan,

I do apologize if I am unable to provide any details about this situation since we do not have the liberty to discuss the nature of the block.

At this point, I would suggest that you review and comply with Windows Live Hotmail’s technical standards. This information can be found at http://postmaster.live.com/Guidelines.aspx

We regret that we are unable to provide any additional information or assistance at this time.

Yeah, brilliant, thanks for help man. I was tired of the situation, so i just configured exim to send all emails for hotmail.com and live.com thru gmail account.

On this host i had debian squeeze and exim4 configured to send emails directly, i made next modifications in config files, first i created domainlist for “sick” domains:

$ echo 'domainlist route_thru_smarthost = "live.com : live.ru : hotmail.com : hotmail.ru : msn.com"' > \
/etc/exim4/conf.d/main/04_exim4-config_route_thru_smarthost

Modified default dnslookup router and added new router for hotmail in file /etc/exim4/conf.d/router/200_exim4-config_primary into DCconfig_internet block:

dnslookup:
debug_print = "R: dnslookup for $local_part@$domain"
driver = dnslookup
domains = ! +local_domains : ! +route_thru_smarthost
transport = remote_smtp
same_domain_copy_routing = yes
# ignore private rfc1918 and APIPA addresses
ignore_target_hosts = 0.0.0.0 : 127.0.0.0/8 : 192.168.0.0/16 :\
172.16.0.0/12 : 10.0.0.0/8 : 169.254.0.0/16 :\
255.255.255.255
no_more
 
hotmail_router:
debug_print = "R: hotmail_router for $local_part@$domain"
driver = manualroute
domains = ! +local_domains : +route_thru_smarthost
transport = remote_smtp_smarthost
route_list = * DCsmarthost byname
host_find_failed = defer
same_domain_copy_routing = yes
no_more

Last step – create account into google apps and add credentials into /etc/exim4/passwd.client

$ echo '*.google.com:Login:Password' >> /etc/exim4/passwd.client

Regenerate template and update config:

$ update-exim4.conf.template -r
$ update-exim4.conf

After that i checked routing:

$ exim4 -bt hate@hotmail.com
R: hotmail_router for hate@hotmail.com
hate@hotmail.com
router = hotmail_router, transport = remote_smtp_smarthost
host gmail-smtp-msa.l.google.com [74.125.79.108]  port=587
host gmail-smtp-msa.l.google.com [74.125.79.109]  port=587

And sent test email:

$ echo subj|mail -s "burn in hell" support@hotmail.com
$ grep support@hotmail.com /var/log/exim4/mainlog
2012-03-34 09:11:09 1SAwmJ-0006sf-56 => support@hotmail.com
R=hotmail_router T=remote_smtp_smarthost
H=gmail-smtp-msa.l.google.com [74.125.79.108]
X=TLS1.0:RSA_ARCFOUR_SHA1:16 DN="C=US,ST=California,L=Mountain
View,O=Google Inc,CN=smtp.gmail.com"

Success.

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