Can't send emails. Authentication required for RFC4409/MSA access.

All of a sudden I am unable to send emails through the normal SMTP server. I get this error mesage


The sender address r*******n@*************.co.uk was rejected by the server mailhost.*********.co.uk.

Authentication required for RFC4409/MSA access.


On another iMac, the email settings for the same account are exactly the same and I can send emails perfectly OK using the same SMTP server. This to my mind rules out my ISP/owner of the SMTP server.

There have been instances of this with other users and one of the suggestions was to delete the email account and re-create it. Tried that. Been there. No difference.

I re-installed the OS but again no difference.

Very, very perplexed.

iMac, OS X El Capitan (10.11.6)

Posted on Jul 9, 2018 11:38 AM

Reply

Similar questions

7 replies

Jul 9, 2018 11:56 AM in response to Roger Sinden

Under Mail : Preferences : Accounts : Advanced tab, are ISP settings on both Macs for port, √ Use SSL, and Authentication (e.g. External (TLS client certificate) identical? On the Mailbox behaviors tab, Outgoing Mail Server (SMTP) and TLS Certificate settings identical?


Has the Mail ISP updated their setup page to reflect different settings for the categories mentioned above?

Jul 10, 2018 9:32 AM in response to Roger Sinden

try the Safe Mode.


Safe Mode - About


Safe Mode Startup – El Capitan. also Sierra


If it works in the Safe Mode, try running this program when booted normally and then copy and paste the output in a reply. The program was created by Etresoft, a frequent contributor. Please use copy and paste as screen shots can be hard to read. Click “Share Report” button in the toolbar, select “Copy to Clipboard” and then paste into a reply. This will show what is running on your computer. No personal information is shown.

Etrecheck – System Information

Jul 10, 2018 10:15 AM in response to Eric Root

Thank you, Eric, for your interest and suggestions. My apologies but I should have reported back sooner with an update.


I have two iMacs, one running Mavericks, and this one El C. The Mail settings, servers, ports etc on both iMacs are identical. The Mavericks iMac sends an email using mailhost.xxx without any error. El C iMac gets the error message. Suggesting, therefore, an issue with El C iMac.


Having Googled the error message, suggestions such as deleting and re-establishing the email account were tried without success. I even reloaded El C. Still an error.


Spoke to the ISP today and we double-checked all the settings. All looked OK. In exasperation we decided to try altering the SMTP authentication settings to be 'password' - it was set to None as it has been for the last 8-9 years - and to input the necessary username and password. It worked. No errors. Meanwhile Mavericks iMac is quite happy to send emails using the same SMTP server but with Authentication left at None. Bizarre.


For the record, I ran EtreCheck in OSX in Normal Mode


EtreCheck version: 4.3.4 (4D037)

Report generated: 2018-07-10 17:50:05

Download EtreCheck from https://etrecheck.com

Runtime: 4:51

Performance: Good


Problem: No problem - just checking


Major Issues:

Anything that appears on this list needs immediate attention.


Time Machine backup out-of-date- The last Time Machine backup is over 10 days old.

Obsolete hardware- This machine may be considered obsolete.


Minor Issues:

These issues do not need immediate attention but they may indicate future problems.


Time Machine auto backup disabled- Time Machine auto backups are disabled.

Apps crashing- There have been numerous app crashes.

Clean up- There are orphan files that could be removed.

Unsigned files- There are unsigned software file installed. They appear to be legitimate but should be reviewed.

32-bit Apps- This machine has 32-bits apps that may have problems in the future.

Abnormal shutdown- Your machine shut down abnormally.


Hardware Information:

iMac (2009) - Obsolete!

iMac Model: iMac9,1

1 2.93 GHz Intel Core 2 Duo (Duo) CPU: 2-core

8 GB RAM - At maximum

BANK 0/DIMM0 - 4 GB DDR3 1067 ok

BANK 1/DIMM0 - 4 GB DDR3 1067 ok


Video Information:

NVIDIA GeForce GT 130 - VRAM: 512 MB

iMac 1920 x 1200


Drives:

disk0 - WDC WD6400AAKS-40H2B0 640.14 GB (Mechanical)

Internal SATA 3 Gigabit Serial ATA

disk0s1 - EFI [EFI] 210 MB

disk0s2 - M*******s (Journaled HFS+) 389.15 GB

disk0s3 - Recovery HD [Recovery] 650 MB


disk1 - WD 1.00 TB

External FireWire

disk1s1 - EFI [EFI] 210 MB

disk1s2 - M*****k (Journaled HFS+) 999.83 GB


disk2 - Disk Image 48 MB (Disk Image)

External Disk Image

disk2s1 - A**************************r (HFS+) 48 MB


Mounted Volumes:

disk0s2 - M*******s 389.15 GB (180.72 GB free)

Journaled HFS+

Mount point: /


disk1s2 - M*****k 999.83 GB (793.72 GB free)

Journaled HFS+

Mount point: /Volumes/M*****k


disk2s1 - A**************************r 48 MB (45 MB free)

HFS+

Mount point: /Volumes/A**************************r


Network:

Interface en0: Ethernet

One IPv4 address

Interface fw0: FireWire

Interface en1: Wi-Fi

802.11 a/b/g/n

One IPv4 address


System Software:

OS X El Capitan 10.11.6 (15G22010)

Time since boot: About 8 hours

System Load: 2.61 (1 min ago) 1.72 (5 min ago) 1.52 (15 min ago)


Configuration Files:

/etc/hosts - Count: 1


Security:

SystemStatus
GatekeeperMac App Store and identified developers
System Integrity ProtectionEnabled


Unsigned Files:

Launchd: /Library/LaunchDaemons/com.prosofteng.DriveGenius.locum.plist

Executable: /Library/PrivilegedHelperTools/com.prosofteng.DriveGenius.locum

Details: Exact match found in the whitelist - probably OK

Launchd: /Library/LaunchDaemons/com.microsoft.office.licensing.helper.plist

Executable: /Library/PrivilegedHelperTools/com.microsoft.office.licensing.helper

Details: Exact match found in the whitelist - probably OK

Launchd: /Library/LaunchAgents/com.oracle.java.Java-Updater.plist

Executable: /Library/Internet Plug-Ins/JavaAppletPlugin.plugin/Contents/Resources/Java Updater.app/Contents/MacOS/Java Updater -bgcheck

Details: Exact match found in the whitelist - probably OK

Launchd: /Library/LaunchDaemons/com.barebones.bbedit.plist

Executable: /Library/PrivilegedHelperTools/com.barebones.bbedit

Details: Exact match found in the whitelist - probably OK

Launchd: ~/Library/LaunchAgents/com.shirtpocket.backupbytime.plist

Executable: /usr/bin/osascript /Users/***/Library/Application Support/SuperDuper!/Scheduled Copies/Backup by Time.scpt

Details: Exact match found in the whitelist - probably OK

Launchd: /Library/LaunchDaemons/com.oracle.java.Helper-Tool.plist

Executable: /Library/Internet Plug-Ins/JavaAppletPlugin.plugin/Contents/Resources/Helper-Tool

Details: Exact match found in the whitelist - probably OK



32-bit Applications:

169 32-bit apps


Kernel Extensions:

/Library/Extensions

[Loaded] LittleSnitch.kext (Objective Development Software GmbH, 3.8.2 - SDK 10.11)

[Not Loaded] usbserial.kext (Jiangsu Qinheng Co., Ltd., 1.1.1 - SDK 10.9)


/System/Library/Extensions

[Not Loaded] ATITVOut.kext (2.6.7 (0001))


System Launch Agents:

[Not Loaded]8 Apple tasks
[Loaded]151 Apple tasks
[Running]81 Apple tasks


System Launch Daemons:

[Not Loaded]47 Apple tasks
[Loaded]153 Apple tasks
[Running]91 Apple tasks
[Other]One Apple task


Launch Agents:

[Running]at.obdev.LittleSnitchUIAgent.plist (Objective Development Software GmbH - installed 2018-03-31)
[Running]com.micromat.TechToolProAgent.plist (Micromat, Inc. - installed 2016-09-03)
[Running]com.micromat.CheckmateAgent.plist (? c2cac71 - installed 2018-05-04)
[Loaded]com.oracle.java.Java-Updater.plist (? f7f7b8ab - installed 2018-03-28)


Launch Daemons:

[Running]com.bombich.ccchelper.plist (? df62b69b - installed 2017-01-26)
[Running]at.obdev.littlesnitchd.plist (Objective Development Software GmbH - installed 2018-03-31)
[Loaded]com.malwarebytes.MBAMHelperTool.plist (Malwarebytes Corporation - installed 2015-11-23)
[Loaded]com.prosofteng.DriveGenius.locum.plist (? d39b1525 - installed 2014-02-10)
[Running]com.micromat.popHelper.plist (Micromat, Inc. - installed 2016-06-26)
[Loaded]com.apple.installer.osmessagetracing.plist (Apple - installed 2018-06-29)
[Running]com.micromat.TechToolProDaemon.plist (Micromat, Inc. - installed 2016-09-03)
[Loaded]com.adobe.fpsaud.plist (Adobe Systems, Inc. - installed 2018-06-25)
[Loaded]com.microsoft.office.licensing.helper.plist (? 6d8cb30e - installed 2010-08-25)
[Loaded]com.oracle.java.Helper-Tool.plist (? e3fefdd2 - installed 2018-03-28)
[Running]com.micromat.CheckmateIdleDaemon.plist (Micromat, Inc. - installed 2018-05-04)
[Loaded]com.micromat.CheckmateWorkerDaemon.plist (? 9796698e - installed 2018-05-04)
[Loaded]com.charlessoft.pacifist.helper.plist (? af18ad2 - installed 2014-10-20)
[Not Loaded]com.barebones.bbedit.plist (? 76c927a0 - installed 2010-06-23)
[Loaded]com.rogueamoeba.instanton-agent.plist (? c3a85319 - installed 2016-02-16)


User Launch Agents:

[Other]com.google.keystone.agent.plist (? 0 - installed 2017-07-12)
[Loaded]com.dropbox.DropboxMacUpdate.agent.plist (Dropbox, Inc. - installed 2018-04-13)
[Loaded]com.shirtpocket.backupbytime.plist (? 0 - installed 2018-07-08)
[Not Loaded]com.hp.devicemonitor.plist (HP Inc. - installed 2017-10-25)
[Running]com.c-command.SpamSieve.LaunchAgent.plist (C-Command Software, LLC - installed 2018-04-30)
[Loaded]com.adobe.ARM.***.plist (Adobe Systems, Inc. - installed 2017-11-01)


User Login Items:

iTunesHelper Application (Apple - installed 2018-07-10)

(/Applications/iTunes.app/Contents/MacOS/iTunesHelper.app)

SMARTReporter Application (? - installed 2016-03-14)

(/Applications/SMARTReporter.app)

TextExpander Application (?)

(/Users/***/Documents/Software)

Rogue Amoeba Schedule Helper Application (? - installed 2014-10-27)

(/Library/Application Support/Audio Hijack Pro/Rogue Amoeba Schedule Helper.app)

CCC User Agent Application (? - installed 2017-01-12)

(/Applications/Carbon Copy Cloner-2.app/Contents/Library/LoginItems/CCC User Agent.app)

iSkysoft Helper Compact Application (? - installed 2016-10-25)

(/Users/***/Library/Application Support/Helper/iSkysoft Helper Compact.app)


Internet Plug-ins:

DirectorShockwave: 11.5.1r601 (installed 2009-09-03)

WacomNetscape: 1.1.1-1 (installed 2012-01-20)

Default Browser: 601 (installed 2017-08-09)

Flip4Mac WMV Plugin: 3.3.7.3 (installed 2016-07-28)

NP_2020Player_WEB: 5.0.94.0 (installed 2011-10-26)

RealPlayer Plugin: (installed 2014-04-21)

AdobePDFViewerNPAPI: 11.0.23 (installed 2017-11-15)

FlashPlayer-10.6: 30.0.0.134 (installed 2018-07-10)

NP_2020Player_IS: 7.2.0.53 (installed 2017-06-26)

Silverlight: 5.1.41212.0 (installed 2016-07-04)

QuickTime Plugin: 7.7.3 (installed 2018-07-10)

Flash Player: 30.0.0.134 (installed 2018-07-10)

iPhotoPhotocast: 7.0 (installed 2010-04-01)

SharePointBrowserPlugin: 14.0.0 (installed 2010-08-25)

AdobePDFViewer: 11.0.23 (installed 2017-11-15)

WacomTabletPlugin: WacomTabletPlugin 2.0.0.4 (installed 2012-01-20)

GoogleOneClickPluginDeluxe: 1.0 (installed 2009-09-03)

JavaAppletPlugin: Java 8 Update 171 build 11 (installed 2018-05-11)


Safari Extensions:

DuckDuckGo.safariextz - DuckDuckGo - http://duckduckgo.com (installed 2017-02-08)
AllMyTube.safariextz - Wondershare Software Co. - http://www.wondershare.com (installed 2012-04-18)
Blur.safariextz - Abine, the online privacy company. - https://www.abine.com(installed 2017-01-07)
iMedia Converter Deluxe .safariextz - iSkysoft Studio - http://www.iskysoft.com(installed 2015-07-30)
Quickstyle.safariextz - Canisbos Computing - http://canisbos.com/(installed 2016-09-21)
Ghostery.safariextz - GHOSTERY, Inc. - https://www.ghostery.com/ (installed 2017-02-14)
AdBlock.safariextz - BetaFish, Inc. - https://getadblock.com (installed 2017-11-08)
Google Analytics Opt-out Browser Add-on.safariextz - Google, Inc. - http://tools.google.com/dlpage/gaoptout(installed 2014-10-11)


3rd Party Preference Panes:

ATI Displays (installed 2009-09-03)

EarthDesk (installed 2008-04-28)

Flash Player (installed 2018-06-25)

Flip4Mac WMV (installed 2016-07-28)

FUSE for OS X (OSXFUSE) (installed 2012-07-30)

Java (installed 2018-05-11)

Squeezebox (installed 2016-03-14)

MacFUSE (Tuxera) (installed 2013-09-08)

Perian (installed 2011-07-23)

TechTool Protection (installed 2016-09-03)


Time Machine:

Skip System Files: No

Mobile backups: No

Auto backup: No

Volumes being backed up:

M*******s: Disk size: 389.15 GB - Disk used: 208.42 GB

Destinations:

D**a [Network] (Last used)

Total size: 997.71 GB

Total number of backups: 87

Oldest backup: 2016-04-21 00:00:00

Last backup: 2017-03-29 08:25:06


Top Processes by CPU:

Process (count)Source% of CPULocation
system_profiler (2)Apple62
WindowServerApple15
systemstatsdApple9
CheckmateAgent?7/Library/Checkmate/CheckmateAgent.app
ocspdApple4


Top Processes by Memory:

Process (count)SourceRAM usageLocation
kernel_taskApple742 MB
com.apple.WebKit.WebContent (3)Apple593 MB
SafariApple578 MB
softwareupdatedApple456 MB
mds_storesApple280 MB


Top Processes by Energy Use:

Process (count)SourceEnergy (0-100)Location
CheckmateAgent?4/Library/Checkmate/CheckmateAgent.app
WindowServerApple2
Activity MonitorApple1
com.apple.WebKit.NetworkingApple1
diskarbitrationdApple1


Virtual Memory Information:

Available RAM2.45 GB
Free RAM18 MB
Used RAM5.55 GB
Cached files2.43 GB
Swap Used0 B


Software Installs (past 30 days):

NameVersionInstall Date
MRTConfigData1.352018-06-20
Bandwidth+1.112018-06-21
Gatekeeper Configuration Data1462018-07-04
SuperDuper!3.1.72018-07-06
Security Update 2018-00410.11.62018-07-10
iTunes12.82018-07-10
Safari11.1.22018-07-10
Adobe Flash Player30.0.0.1342018-07-10


Clean up:

~/Library/LaunchAgents/com.google.keystone.agent.plist

/Users/***/Library/Google/GoogleSoftwareUpdate/GoogleSoftwareUpdate.bundle/Conte nts/Resources/GoogleSoftwareUpdateAgent.app/Contents/MacOS/GoogleSoftwareUpdateA gent

Executable not found


Diagnostics Information (past 7 days):

2018-07-10 09:10:55 Last Shutdown Cause: 0 - Power loss


2018-07-09 21:47:52 com.apple.WebKit.Databases Crash

/System/Library/Frameworks/WebKit.framework/Versions/A/XPCServices/com.apple.Web Kit.Databases.xpc/Contents/MacOS/com.apple.WebKit.Databases


2018-07-09 19:13:49 mdworker Crash

/System/Library/Frameworks/CoreServices.framework/Versions/A/Frameworks/Metadata .framework/Versions/A/Support/mdworker

import fstype:hfs fsflag:480D100 flags:410000025E diag:0 isXCode:0 uti:com.apple.application-bundle plugin:/Library/Spotlight/Application.mdimporter - find suspect file using: sudo mdutil -t 6395614

libcoreservices: _dirhelper: 400: mkdir: path=/var/folders/zz/zyxvpxvq6csfxvn_n00000b400002s/C/ modes[2]=0700: Operation not permitted


2018-07-05 10:56:03 quicklookd.app Crash

/System/Library/Frameworks/QuickLook.framework/Versions/A/Resources/quicklookd.a pp

objc_msgSend() selector name: objectForKey:

qlmanage --diag


2018-07-04 08:30:55 Preview.app Crash

/Applications/Preview.app

objc_msgSend() selector name: _progressPanelWasCancelled:contextInfo:

Performing @selector(cancelButtonPressed:) from sender NSButton 0x7ff4d7a5c9c0


2018-07-04 08:25:54 MassStorageCamera.app Crash (3 times)

/System/Library/Image Capture/Devices/MassStorageCamera.app

abort() called

*** error for object 0x7fde20532638: incorrect checksum for freed object - object was probably modified after being freed.



End of report

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Can't send emails. Authentication required for RFC4409/MSA access.

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