Mail SASL authentication problem - solved

My outgoing mail stopped working. I had been relaying mail through my ISP's smtp server and at some point i started getting SASL authentication errors ("no worthy mechs found").
I searched and found a thread that contained a fix: http://discussions.apple.com/thread.jspa?threadID=2207959
The fix was rather mysterious (to me at least) in that it involved adding one line to my /etc/postcript/main.cf file. The line was: "smtpsasl_securityoptions =".
I was going to post a reply to the thread, but the thread is "archived".
Why do threads get archived? Too old?
Well, anyway, I don't like having to open a separate thread for this, but I hope this helps someone solve the same problem I was having.
Also, if anyone has any kind of real explanation for why this fix works and/or whether it is likely to survive future software changes made by apple (or has a better way to fix that will), I would love to hear about it.
Thanks.

Try installing ldap1.2.4 and putting ldap.jar and providerutil.jar in your bootclasspath.

Similar Messages

  • Authentication problem - solved, but maybe a bug in Mac OS X?

    Hi,
    I've a rather small installation with only a handful of users configured on a Mac mini (Mac OS X Server, 10.6.8). All of them use the mail, calendar and addressbook server on the Mac, nothing more. They use it with Mac, iPhone and iPad. Everything worked fine for months but suddenly all of them were faced authentication problems: it was not possible to login on the imap server, the calendar server, the addressbook server. It was possible to login using the admin account on the server directly. Moreover, all users disappeared from the workgroup manager, however they still were available on the servers LDAP server and findable using ldapsearch.
    First, I used to completely restart the server to solve the problem, but it reappeared after only few hours again.
    Second, after understanding more about the authentication process, I found the "killall DirectoryService" was sufficient to solve the problem, but it still reappeared after few hours.
    Then I found the, once the problem occured, there was nearly no more communication to the local LDAP server on port 389 on localhost. When everything was working fine, the was a lot of such communication, including queries for usernames, when a login attempt was made. I started a "tcpdump -n -i lo0 port 389" and waited for the problem again. After the problem occured, I found in the pcap files that there were a few final query attempts, actually attempts the open a port 389 TCP connection to the slapd running on localhost, which were answered with a TCP RST. Then, no more attempts were made until l restarted the DirectoryService. Using the logfile of the slapd I found that this happened exactly at the time the slapd was stopped and restarted. And - surprisingly for me - stopping and restarting the slapd happened exactly once an hour.
    I then found that it happened exactly at the time the time machine backup process was started and indeed it was possible to trigger the event of restarting the slapd by manually starting a time machine backup.
    (Indeed, I switched my backup strategy from SuperDuper to time machine the other day and maybe that was the time the problem occured for the first time. I know that time machine is not considered as the best backup strategy for a server but I wanted to try on my own.)
    Google helped my to find a hint that time machine will actually stop and restart slapd - which is a generally a good idea, since otherwise a backup from some open database files would be made, which could work but may fail. So, I thing, someone of the developers thought about that problem too and has considered time machine for backups of a server.
    However, a not running slapd can not answer queries from a DirectoryService and a stopping or starting process might indeed end up with TCP SYNs answered with TCP RST.
    My solution was to disable time machine again and from that time the problem does not occur again.
    I'm wondering why the DirectoryService process isn't starting to query the slapd again after a failed connection. Isn't this a bug? After this experience I consider time machine as not only the not preferred backup solution for a server but as completely incompatible with Mac OS X server - although, as I said, it seems that someone thought about backing up the LDAP database using time machine.
    (On a Lion server this problem does not occur, the slapd will not be stopped and restarted when time machine is running. Moreover, I saw a com.apple.slapd.start notification in the slapd.log ... maybe this tells DirectoryService to try again.)
    Cheers,
    Wolfgang

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  • Email authentication problem on only some of Verizon's servers

    I use Eudora 6.2.4 on an iMac Core 2 Duo 2.0 20" (Al) Macintosh running OX 10.5.5.  Like many others (see one thread each under FiOS Internet and High Speed Internet and Dialup), since about mid-November, I have been receiving intermittent (about 10% of the time) authentication errors when Eudora checks for new mail.  I have 3 VZ e-mail accounts and one at my employer; the errors occur only on the VZ accounts.
    I've used the freeware app Eavesdrop (http://code.google.com/p/eavesdrop/) to observe the TCP conversations between Eudora and the server. The VZ server offers SASL CRAM-MD5 PLAIN, and Eudora uses CRAM-MD5.  I see the challenge from the server, Eudora's response, and the server's authentication-failure response.  Since the response is hashed, I have no way of telling if Eudora is sending the correct response, but it works most of the time.  (After it fails, Eudora then assumes its stored password is NG, discards it, and prompts me for it on the next mail-check, which is just a bit annoying.)
    Here is an example of a successful mail-check:
    +OK Messaging Multiplexor (Sun Java(tm) System Messaging Server 6.2-6.01 (built Apr  3 2006)) <[email protected]>
    CAPA
    +OK list follows
    TOP
    PIPELINING
    UIDL
    RESP-CODES
    AUTH-RESP-CODE
    USER
    SASL PLAIN CRAM-MD5
    IMPLEMENTATION MMP-6.2p6.01 Apr  3 2006
    auth CRAM-MD5
    + PDQ5MzU1ZWY3LmRlZWZlMEB2bXMxMDkubWFpbHNydmNzLm5ldD4=
    amp3b2xmOSA3MDA0MmE5YWQwYzEzOWRkYjE5NDk0OWZjYjY1NzBmMg==
    +OK Maildrop ready
    STAT
    +OK 0 0
    QUIT
    And here's a failure:
    +OK Messaging Multiplexor (Sun Java(tm) System Messaging Server 6.3-7.04 (built Sep 26 2008)) <[email protected]>
    CAPA
    +OK list follows
    TOP
    PIPELINING
    UIDL
    RESP-CODES
    AUTH-RESP-CODE
    USER
    SASL CRAM-MD5 PLAIN
    IMPLEMENTATION MMP-6.3p7.04 Sep 26 2008
    auth CRAM-MD5
    + PGZjMDAxY2M0ZjZlNDAyNjM3ZTI1MTVmMGU1MWEyYzVjQHZtczE3MTAxMy5tYWlsc3J2Y3MubmV0Pg==
    amp3b2xmOSA1NWNmNzJhYzRhZDdlMmE1ZGExZmIwZDVkMzA3NTc5OQ==
    -ERR [AUTH] Authentication failed
    You'll notice that the VZ server identifies itself at the onset of each conversation, including a build ID and date, followed by a timestamp and a server ID (e.g., vms109.mailsrvcs.net).  I'm in eastern Massachusetts, and when my client connects to incoming.verizon.net, one of a pool of V servers responds.  I've observed about 15 different servers, of which two (vms171011 and vms171013) show "6.3-7.04 (built Sep 26 2008)" and all the others show "6.2-6.01 (built Apr  3 2006)".  Furthermore, I observe that vms171011 and vms171013 consistently give this authentication failure for CRAM-MD5, but all the others (with the older build) consistently succeed in authenticating my accounts.
    I called FiOS Support, and the CSR took down took down some relevant info, said she'd pass it on the the e-mail folks.  Within 2 hours I got a call from a Verizon tech.  He said they "knew" about it and that it was a Mac problem.  It wasn't specific to VZ, and it occurred only on Macs.   He had no explanation for my observation that mail-check authentication works with 13 of VZ's servers and consistently fails with two which have a later build version/date, but he believed it was consistent with it being an Apple problem.  So naturally he was off the hook.
    He referred me to an Apple Support Forum discussion to back up his position.  I hadn't seen (or thought of looking in) the Apple forums, so I had a look and found a total of 5 threads under "Mail and Address Book".  Of course, these deal with Mail.app, .  Comcast as well as VZ.  This is the lengthiest of them:
      http://discussions.apple.com/message.jspa?messageID=8478765#8478765 
    These Apple discussion threads and the two Verizon Forum threads all mention Macintoshes, which lends credence to the tech's assertion that it's a Mac problem, not Verizon's.  I've found one that seems to depict the same thing on a PC (http://groups.google.com/group/comp.mail.eudora.ms-windows/browse_thread/thread/b426c0ca59841ca9), but it's not conclusive. 
    I don't know what PeeCee users use for a mail client or what method they use for authentication (the POP3 protocol, as amended,has several possibilities).  My Eudora app has settings for "Password", "Kerberos", and "APOP", but VZ doesn't offer Kerberos, and Eudora seems to ignore the APOP setting, so it uses only the CRAM-MD5 method, so I'm stuck.  I can't disprove that this is a Mac-only problem, but I can't understand why the CRAM-MD5 authentication always works with 13 of VZ's servers and always fails with 2 others (which happen to have a different build version/date).
    Solved!
    Go to Solution.

    With the help of a Windows-using friend, I have additional evidence that the mail-check authentication problem is NOT Mac-specific, but also can be shown to occur with a POP3 client (the final version, Eudora 7.1.0.9) using a secure authentication method (APOP) on Windows (XP Home, SP 3).  He had been observing no authentication problems, but investigation showed that his authentication setting was for "Password", which uses the basic (and very insecure) USER/PASS messages.  His Eudora does not allow CRAM-MD5, but it does have APOP authentication, which is another secure method that also uses the MD5 algorithm to encrypt the password.
    When he changed the setting to use APOP authentication, he observed the same behavior that I've reported above:
       - with most of the VZ servers (e.g., vms095.mailsrvcs.net, vms104.mailsrvcs.net) that show "6.2-6.01 (built Apr  3 2006)", the authentication succeeds
       - with vms171011.mailsrvcs.net and vms171013.mailsrvcs.net, which show "6.3-7.04 (built Sep 26 2008)", the authentication fails.
    See examples below.
    Here's a successful mail-check (these excerpts are from the Eudora log; I've edited his username):
    3244    64:13.20 Rcvd: "+OK Messaging Multiplexor (Sun Java(tm) System Messaging Server 6.2-6.01 (built Apr  3 2006)) <[email protected]> [ISafe POP3 Proxy] \r\n"
    3244    32:13.20 Sent: "CAPA\r\n"
    3244    64:13.20 Rcvd: "+OK list follows\r\n"
    3244    64:13.20 Rcvd: "TOP\r\n"
    3244    64:13.20 Rcvd: "PIPELINING\r\n"
    3244    64:13.20 Rcvd: "UIDL\r\n"
    3244    64:13.20 Rcvd: "RESP-CODES\r\n"
    3244    64:13.20 Rcvd: "AUTH-RESP-CODE\r\n"
    3244    64:13.20 Rcvd: "USER\r\n"
    3244    64:13.20 Rcvd: "SASL PLAIN CRAM-MD5\r\n"
    3244    64:13.20 Rcvd: "IMPLEMENTATION MMP-6.2p6.01 Apr  3 2006\r\n"
    3244    64:13.20 Rcvd: ".\r\n"
    3244    32:13.20 Sent: "APOP XXXXX 8a45b60f3f4a52a472937e86edbfda70\r\n"
    3244    64:13.21 Rcvd: "+OK Maildrop ready\r\n"
    3244    32:13.21 Sent: "STAT\r\n"
    3244    64:13.21 Rcvd: "+OK 0 0\r\n"
    3244    32:13.21 Sent: "QUIT\r\n"
    3244    64:13.21 Rcvd: "+OK\r\n"
    And here's one that fails; note the different server build-date:
    460     64:13.23 Rcvd: "+OK Messaging Multiplexor (Sun Java(tm) System Messaging Server 6.3-7.04 (built Sep 26 2008)) <[email protected]> [ISafe POP3 Proxy] \r\n"
    460     32:13.23 Sent: "CAPA\r\n"
    460     64:13.23 Rcvd: "+OK list follows\r\n"
    460     64:13.23 Rcvd: "TOP\r\n"
    460     64:13.23 Rcvd: "PIPELINING\r\n"
    460     64:13.23 Rcvd: "UIDL\r\n"
    460     64:13.23 Rcvd: "RESP-CODES\r\n"
    460     64:13.23 Rcvd: "AUTH-RESP-CODE\r\n"
    460     64:13.23 Rcvd: "USER\r\n"
    460     64:13.23 Rcvd: "SASL CRAM-MD5 PLAIN\r\n"
    460     64:13.23 Rcvd: "IMPLEMENTATION MMP-6.3p7.04 Sep 26 2008\r\n"
    460     64:13.23 Rcvd: ".\r\n"
    460     32:13.23 Sent: "APOP XXXXX ab2dde7d89cbbf0bf9cd409dce02e5a8\r\n"
    460     64:13.27 Rcvd: "-ERR [AUTH] Authentication failed\r\n"
    IMHO all this evidence validates my original hypothesis, that two (or more) of VZ's mail servers, which have server builds "6.3-7.04 (built Sep 26 2008)", advertise secure CRAM-MD5 and APOP authentication capabilities, but consistently fail such authentication attempts.  All the other servers with builds "6.2-6.01 (built Apr  3 2006)" handle these authentications correctly.  This has been shown to be the case on both Mac and Windows POP3 email clients.  Email clients that use the simpler and unsecure USER/PASS and AUTH PLAIN methods apparently see no authentication errors on any of the VZ servers.  This strongly points to this being a Verizon problem specific to two of the servers that we see here in eastern Massachusetts.  Others have also observed the same server-specificity; see for example http://eudorabb.qualcomm.com/showthread.php?t=13802 .  This problem has been reported since about mid-November.
    Verizon, the ball is in your court.  Find the problem and fix it!

  • Hi ! I need to send an e.mail reporting a problem with de Authorized Service Provider in Brasil. I contact Apple Brasil, but didn't solve. Someone know an Apple's USA e.mail i can use ? Thanks.

    Hi ! I need to send an e.mail reporting a problem with de Authorized Service Provider in Brasil. I contact Apple Brasil, but didn't solve. Someone know an Apple's USA e.mail i can use ? Thanks.

    There is a link at the bottom of this page. http://www.apple.com/contact/

  • Good morning. I need to send an e.mail reporting a problem with de Authorized Service Provider in Brasil. I contact Apple Brasil, but didn't solve. Someone know an e.mail i can use in Apple USA? Thanks.

    Good morning. I need to send an e.mail reporting a problem with de Authorized Service Provider in Brasil. I contact Apple Brasil, but didn't solve. Someone know an Apple's USA e.mail i can use ? Thanks.

    There is a link at the bottom of this page. http://www.apple.com/contact/

  • Mail & Adress Book: issues sending group mail - Problem solved

    I started writing this discussion because I could not get something to work. As I wrote it, I made many tests to confirm what I was writing and also read several past discussions on the subject. I ended up solving my problem and decided to share my findings. Hope it is useful to other people.
    EMAIL TO A GROUP WITH ALL RECIEPIENTS SHOWING IN THE «TO» HEADER - My problem solved
    SENDING FROM THE MAIL APPLICATION:
    To start do the following:  Mail/Preferences/Composing  check «Show members of a group»
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    SENDING FROM THE ADDRESS BOOK APPLICATION:
    If you try to send the email to a group from the application ADRESS BOOK by pressing «ctrl» & right clicking the name of the group and select «Send an email to GROUP-NAME», it will work also. But the group name must not have a space before its name in the Address Book (one could decide to do this to have a group to appear at the top of a list of groups). The latter was my problem and sending from the address book application did not work.
    EMAIL TO A GROUP WITH «UNDISCLOSED RECIPIENTS» SHOWING IN THE «TO» HEADER  - My problem solved
    First one has to uncheck the «Show members of a group» in Mail/Preferences/Composing
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    As suggested in one discussion, if you still can not get it to work try closing your Mail and Address Book applications and re-open them.
    As suggeted in another discussion by Ernie Stamper on May 15 2009 in the «Can't send an email to a group»:
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    Hi Priyanka,
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    xpath variable/expression expression "ids:getUserProperty('esbMailTo', 'mail', 'jazn.com')" is empty at line 98, when attempting reading/copying it.
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    </part
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  • Cannot get or send in MAIL. Problem solved.

    Previous problem solved by Apple expert in Express Lane. Thanks.

    It's helpful if you post what the solution was.

  • Cannot use SASL Authentication Through GSSAPI on DS 6.3

    I try to kerberized DS 6.3. I do step by step instruction from "Sun Java System Directory Server Enterprise Edition 6.3" and it doesn't work.
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    ldap_modify: additional info: Adding attributes is not allowed
    -------------------------------------------------------------

  • Webservice authentication problem

    Web Service Authentication problem
    Posted: Jun 17, 2005 3:32 PM        Reply      E-mail this post 
    Hi
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  • SSO Certificate-based authentication problem

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  • WLC 5508 WPA Authentication Problems

    Hello,
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    I made the configuration using the Cisco Recommended settings, the strange thing its that the users connect normally, until they starts with authentication problems. I restart the access points and the problem its solved.
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  • WiFi Authentication problem

    I have an iMac, and iPad, a Blackberry (forgive me) and Airport for my WiFi all of my pieces are working fine with my WiFi.  I had guests over the other day and we could not allow my guests iPads or iPhone to sign onto my network.  I bought my dad a generic tablet to use for solving cross words, etc., and I cannot sign into my own network.  No opportunity exists to put in a password because it just reads "Authentication Problem".
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    Thanks and let us know.
    Occam's Razor nearly always applies when troubleshooting technology issues!
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