Those of you who use Mail with Gmail, how the hell do you do it?

[baryon]

TLDR: OS X El Capitan 10.11.5, Mail.app, Gmail, 2013 Retina MacBook Pro. Mail randomly refuses to send and/or receive mail. I've tried everything I could find online about this exact issue, nothing has helped so far. I think it was fine in Yosemite, it was definitely fine in Mavericks and before.

So someone calls me and says "hey did you get my email?". I say "no, let me refresh it just in case", and press the "Get Mail" button in Gmail. It says "Checking for mail...". It says that for far too many seconds, and nothing happens. So I go to Gmail.com, which I rarely do, and I find a new message, sent 2 hours ago. 10 minutes later, Mail still says "Checking for Mail...".

This happens all the damn time. Sometimes it works, but when I have important stuff to do, it doesn't work. I sometimes send a message and it says "Sending..." for about 10 minutes, then I cancel it and send it again. Then both messages get sent eventually even though both are sitting in Outbox. So I think it's still not sent, and delete the message and resend it from gmail.com. Then it gets sent 3 times in total, which I only find out much later, when mail finally removes it from Outbox.

Then I get exclamation marks next to my Inbox in Mail. When I click on it it says something about outgoing mail servers, which I have checked and is correctly set up (as proved by the fact that messages do eventually get sent).

I have deleted all the mail cache, I have turned off my gmail account in OS X, I have deleted everything from Mail and started from scratch. I have done this 3 times so far, no luck. I'm out of ideas.

How do I send and receive emails with Mail? I may have 10 years of experience with complicated software but I'm probably too ****ing dumb to figure out how to send a ****ing email with the "world's most advanced operating system" (don't make me laugh).

I'd post screenshots but I just deleted my entire mail account so there's nothing there. Could someone please just tell me how it's supposed to be set up with Gmail for it to actually work without any issues?

Also, could you recommend any free apps that are as much like Mail as possible, except they actually work?

 

[hallux]

Mine just works (is that trademarked by Apple?). I've had it set up since Mavericks at least. I have 2-factor authentication set up on my Google account but I've configured my Google account on my Mac using an app-specific password.

 

[simon lefisch]

When I did a clean install of El Cap when it was first released, I setup my gmail like normal. Been working working fine ever since.

Is 2-factor enabled in your gmail (website)? If so, that could be the prob.

 

[NoBoMac]

Using a VPN? Seen oddness in the past when VPNs are in use.

Oh, and: my Gmail works with stock Mail.app. Using app-specific password, can't recall if I had to create new ones for El Capitan.

 

[Sital]

I hear ya, OP. With El Capitan (I forget which .x version it started with) I started getting exclamation points on my accounts multiple times a day. That has been the only problem I've had with El Capitan and, prior to that, I had been using Mail for years with no issues. I ended up switching to Airmail (first the beta version to try it out, then the paid App Store version) and have had no problems with my Gmail accounts since.

 

[BrianBaughn]

I suggest setting up and logging into a new, temporary User Account on your Mac, adding the Gmail account and checking its usability.

This will probably end up showing that it's an issue that exists in your own User Account...important to pinpoint this.

 

[MacGizmo]

Also, could you recommend any free apps that are as much like Mail as possible, except they actually work?

You get what you pay for. There are no free apps like Mail. There are plenty of excellent and fairly cheap apps that will handle Gmail. Airmail is my favorite.

 

[baryon]

Thanks everyone! I will try making a new user account to see if it happens there too, and in the meantime I'm using good old gmail online. With the preview pane extension it's actually not that lame. It's good to know that not everyone has the problem, so it can probably be fixed somehow.

 

[steve62388]

I migrated away from Gmail to iCloud a few years ago. Gmail often has problems with Apple software and I got sick of it. It's because Gmail handles mail in their own way, not using the standards everybody else does. Having mail tags instead of folders for example is a smarter way to do things but it's a recipe for incompatibility problems as you have discovered.

 

[lah]

me too - I'm pretty frustrated with Mail.app and Gmail (i use it with my work account).
Mail.app will work fine for some stretches then it just stops working. I will have to reboot the computer to get it back up and running. Or sometimes I don't get all my emails, i only find out about the missing emails when I check my phone.
I've tried using Outlook - works well with gmail - but not a good experience.
I've started using postbox this past week. The gmail connection is rock solid but I find the app not as polished as mail.app. Very rough around the edges and slow in my opinion, but I can get work done at the end of the day so I might stick with it.

 

[komatsu]

Thanks to OP for kindly highlighting this more than common issue.

Mail+Gmail are not happy bedfellows unless you like yellow exclamation marks.

 

[MC6800]

TLDR: OS X El Capitan 10.11.5, Mail.app, Gmail, 2013 Retina MacBook Pro. Mail randomly refuses to send and/or receive mail. I've tried everything I could find online about this exact issue, nothing has helped so far. I think it was fine in Yosemite, it was definitely fine in Mavericks and before.

Have you tried Mail's Connection Doctor? That, the logs, and the Activity window should be giving you some good hints as to what's going on.

 

[grahamperrin]

… sent … even though both are sitting in Outbox. …

OK, that alone smells of a database inconsistency. Not a problem with Google's service; a local inconsistency.

Widespread across the web, there are umpteen recommendations that, essentially, focus on an index file. So widespread that El Capitan questions such as this go unanswered:

• Archived mail keeps reappearing in Inbox on OS X

– smells of an inconsistency

I'll make todays pick, from those umpteen: SpamSieve Manual: How can I rebuild Apple Mail’s database? – and I pick that, because it contains a first step that's missing from some other recommendations: Quit Mail.

 

[baryon]

OK, that alone smells of a database inconsistency. Not a problem with Google's service; a local inconsistency.

Widespread across the web, there are umpteen recommendations that, essentially, focus on an index file. So widespread that El Capitan questions such as this go unanswered:

• Archived mail keeps reappearing in Inbox on OS X

– smells of an inconsistency

I'll make todays pick, from those umpteen: SpamSieve Manual: How can I rebuild Apple Mail’s database? – and I pick that, because it contains a first step that's missing from some other recommendations: Quit Mail.

Thanks! I did try to delete everything from the "V3" folder before (so that includes what that article describes) and it didn't seem to fix the issue unfortunately... But I will try again on a day when I have more patience, who knows maybe I messed something up.

 

[grahamperrin]

OK. When you run Disk Utility on the startup volume, is it apparently OK?

 

[baryon]

OK. When you run Disk Utility on the startup volume, is it apparently OK?

Yes, Disk Utility's first aid reports that everything seems okay (green checkmark and all).

 

[baryon]

Have you tried Mail's Connection Doctor? That, the logs, and the Activity window should be giving you some good hints as to what's going on.

When I click on the exclamation mark in the triangle next to "Inbox", I get this message:

Connection Doctor looks like this:

The one that's spinning and says "Connecting to server..." just spins there forever.

The Activity window is completely blank and empty.

The logs are full of this:

Jul 30 11:33:17  Mail[1491] <Debug>: ERROR: Connecting failed for socket: 0x7fdad594d140, error: Error Domain=NSPOSIXErrorDomain Code=60 "Operation timed out"

For the brief period when I also used my iCloud email address in Mail, the same issue would happen to iCloud, so it may not even be related to Gmail.

While the exclamation mark is there next to Inbox, I can't receive mail. Sometimes I can't send mail, sometimes both. It usually resolves itself within a few hours if I do nothing, but Mail does spend about 50% of its time not working at all. Turning WiFi off and back on again always instantly fixes the issue, that could be a clue...

Any ideas? Thank you so much for helping.

 

[imrazor]

Odd, that. I had lots of exclamation marks with Mail+Gmail in older versions of OS X, but El Cap seems to be handling it just fine. I *did* create a new user account for El Cap, because iCloud started flipping out a couple months after I upgraded.

 

[MC6800]

...For the brief period when I also used my iCloud email address in Mail, the same issue would happen to iCloud, so it may not even be related to Gmail.

While the exclamation mark is there next to Inbox, I can't receive mail. Sometimes I can't send mail, sometimes both. It usually resolves itself within a few hours if I do nothing, but Mail does spend about 50% of its time not working at all. Turning WiFi off and back on again always instantly fixes the issue, that could be a clue...

Any ideas? Thank you so much for helping.

My guess is that turning WIFI off/on is forcing it to restart the IMAP conversation. You should be able to see just where it's getting hung when it fails again by selecting that Google IMAP line in the Connection Doctor and then clicking Show Detail and Check Again.

 

[simon lefisch]

@baryon, I would suggest you create another account and setup Mail with just Gmail and see if you have trouble connecting. If it connects without probs, it could be something with your user profile.

 

[baryon]

My guess is that turning WIFI off/on is forcing it to restart the IMAP conversation. You should be able to see just where it's getting hung when it fails again by selecting that Google IMAP line in the Connection Doctor and then clicking Show Detail and Check Again.

Thanks! Here are the details from Connection Doctor when I select the IMAP connection:

Spoiler: Click here to expand IMAP

INITIATING CONNECTION Jul 31 13:21:52.044 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fe089263d90

INITIATING CONNECTION Jul 31 13:21:52.044 host:smtp.gmail.com -- port:587 -- socket:0x0 -- thread:0x7fe085f0a500

CONNECTED Jul 31 13:21:52.086 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500

READ Jul 31 13:21:52.125 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
220 smtp.gmail.com ESMTP c16sm11752358wme.4 - gsmtp

CONNECTED Jul 31 13:21:52.129 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90

WROTE Jul 31 13:21:52.137 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
EHLO [192.168.1.66]

READ Jul 31 13:21:52.178 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 13:21:52.178 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
STARTTLS

READ Jul 31 13:21:52.216 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
220 2.0.0 Ready to start TLS

READ Jul 31 13:21:52.253 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
* OK Gimap ready for requests from 78.92.199.183 204mb249297099wmu

WROTE Jul 31 13:21:52.254 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
1.119 CAPABILITY

WROTE Jul 31 13:21:52.265 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
EHLO [192.168.1.66]

READ Jul 31 13:21:52.296 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 XYZZY SASL-IR AUTH=XOAUTH2 AUTH=PLAIN AUTH=PLAIN-CLIENTTOKEN AUTH=OAUTHBEARER AUTH=XOAUTH
1.119 OK Thats all she wrote! 204mb249297099wmu

WROTE Jul 31 13:21:52.297 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
2.119 ID ("name" "Mac OS X Mail" "version" "9.3 (3124)" "os" "Mac OS X" "os-version" "10.11.6 (15G31)" "vendor" "Apple Inc.")

READ Jul 31 13:21:52.337 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
* ID ("name" "GImap" "vendor" "Google, Inc." "support-url" "http://support.google.com/mail" "remote-host" "78.92.199.183" "connection-token" "204mb249297099wmu")
2.119 OK Success 204mb249297099wmu

WROTE Jul 31 13:21:52.337 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
3.119 AUTHENTICATE XOAUTH2 dXNlcj1tYXRlZG9icmF5QGdtYWlsLmNvbQFhdXRoPUJlYXJlciB5YTI5LkNqUXdBLThLcnRCTmRuc2tSdDQyeV9hdEtESFpkYnFCcmdMLUp1aFdROXhTbjI3X3NUY2xyMktFdEE2RFczZ1ZPVVJ0em5BeQEB

READ Jul 31 13:21:52.381 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 13:21:52.382 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
AUTH XOAUTH2 dXNlcj1tYXRlZG9icmF5QGdtYWlsLmNvbQFhdXRoPUJlYXJlciB5YTI5LkNqUXdBLThLcnRCTmRuc2tSdDQyeV9hdEtESFpkYnFCcmdMLUp1aFdROXhTbjI3X3NUY2xyMktFdEE2RFczZ1ZPVVJ0em5BeQEB

READ Jul 31 13:21:52.399 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
+ eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==

WROTE Jul 31 13:21:52.399 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
AQ==

READ Jul 31 13:21:52.434 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
334 eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==

WROTE Jul 31 13:21:52.435 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
AQ==

READ Jul 31 13:21:52.437 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
3.119 NO [AUTHENTICATIONFAILED] Invalid credentials (Failure)

WROTE Jul 31 13:21:52.439 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
7.119 AUTHENTICATE PLAIN  (*** 88 bytes hidden ***)

READ Jul 31 13:21:52.473 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8  https://support.google.com/mail/answer/14257 c16sm11752358wme.4 - gsmtp

WROTE Jul 31 13:21:52.474 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
AUTH PLAIN  (*** 88 bytes hidden ***)

READ Jul 31 13:21:52.657 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
7.119 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:21:52.657 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
8.119 AUTHENTICATE PLAIN  (*** 64 bytes hidden ***)

READ Jul 31 13:21:52.697 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 c16sm11752358wme.4 - gsmtp

WROTE Jul 31 13:21:52.697 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
AUTH PLAIN  (*** 64 bytes hidden ***)

READ Jul 31 13:21:53.092 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 c16sm11752358wme.4 - gsmtp

WROTE Jul 31 13:21:53.093 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
AUTH LOGIN

READ Jul 31 13:21:53.093 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
8.119 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:21:53.094 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
10.119 LOGIN redacted@gmail.com **************************

READ Jul 31 13:21:53.132 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
334 VXNlcm5hbWU6

WROTE Jul 31 13:21:53.132 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
bWF0ZWRvYnJheUBnbWFpbC5jb20=

READ Jul 31 13:21:53.170 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
334 UGFzc3dvcmQ6

WROTE Jul 31 13:21:53.170 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
********************************

READ Jul 31 13:21:53.350 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
10.119 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:21:53.351 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe0886600d0 -- thread:0x7fe089263d90
11.119 LOGOUT

READ Jul 31 13:21:53.377 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 c16sm11752358wme.4 - gsmtp

WROTE Jul 31 13:21:53.378 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
AUTH LOGIN

READ Jul 31 13:21:53.416 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
334 VXNlcm5hbWU6

WROTE Jul 31 13:21:53.417 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
bWF0ZWRvYnJheUBnbWFpbC5jb20=

READ Jul 31 13:21:53.455 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
334 UGFzc3dvcmQ6

WROTE Jul 31 13:21:53.455 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
********************************

READ Jul 31 13:21:53.693 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 c16sm11752358wme.4 - gsmtp

WROTE Jul 31 13:21:53.693 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0887733a0 -- thread:0x7fe085f0a500
QUIT

... and here's when I select the SMTP connection (which also failed now):

Spoiler: Click to expand SMTP

CONNECTED Jul 31 13:23:39.295 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0

READ Jul 31 13:23:39.336 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
220 smtp.gmail.com ESMTP va3sm25253415wjb.18 - gsmtp

WROTE Jul 31 13:23:39.346 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
EHLO [192.168.1.66]

READ Jul 31 13:23:39.389 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 13:23:39.390 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
STARTTLS

READ Jul 31 13:23:39.429 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
220 2.0.0 Ready to start TLS

CONNECTED Jul 31 13:23:39.463 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40

READ Jul 31 13:23:39.463 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
* OK Gimap ready for requests from 78.92.199.183 dg5mb77219305wjd

WROTE Jul 31 13:23:39.464 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
1.123 CAPABILITY

WROTE Jul 31 13:23:39.471 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
EHLO [192.168.1.66]

READ Jul 31 13:23:39.503 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 XYZZY SASL-IR AUTH=XOAUTH2 AUTH=PLAIN AUTH=PLAIN-CLIENTTOKEN AUTH=OAUTHBEARER AUTH=XOAUTH
1.123 OK Thats all she wrote! dg5mb77219305wjd

WROTE Jul 31 13:23:39.503 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
2.123 ID ("name" "Mac OS X Mail" "version" "9.3 (3124)" "os" "Mac OS X" "os-version" "10.11.6 (15G31)" "vendor" "Apple Inc.")

READ Jul 31 13:23:39.543 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
* ID ("name" "GImap" "vendor" "Google, Inc." "support-url" "http://support.google.com/mail" "remote-host" "78.92.199.183" "connection-token" "dg5mb77219305wjd")
2.123 OK Success dg5mb77219305wjd

WROTE Jul 31 13:23:39.544 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
3.123 AUTHENTICATE XOAUTH2 dXNlcj1tYXRlZG9icmF5QGdtYWlsLmNvbQFhdXRoPUJlYXJlciB5YTI5LkNqUXdBLThLcnRCTmRuc2tSdDQyeV9hdEtESFpkYnFCcmdMLUp1aFdROXhTbjI3X3NUY2xyMktFdEE2RFczZ1ZPVVJ0em5BeQEB

READ Jul 31 13:23:39.589 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 13:23:39.590 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
AUTH XOAUTH2 dXNlcj1tYXRlZG9icmF5QGdtYWlsLmNvbQFhdXRoPUJlYXJlciB5YTI5LkNqUXdBLThLcnRCTmRuc2tSdDQyeV9hdEtESFpkYnFCcmdMLUp1aFdROXhTbjI3X3NUY2xyMktFdEE2RFczZ1ZPVVJ0em5BeQEB

READ Jul 31 13:23:39.645 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
334 eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==

WROTE Jul 31 13:23:39.645 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
AQ==

READ Jul 31 13:23:39.665 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
+ eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==

WROTE Jul 31 13:23:39.666 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
AQ==

READ Jul 31 13:23:39.684 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8  https://support.google.com/mail/answer/14257 va3sm25253415wjb.18 - gsmtp

WROTE Jul 31 13:23:39.685 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
AUTH PLAIN  (*** 88 bytes hidden ***)

READ Jul 31 13:23:39.705 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
3.123 NO [AUTHENTICATIONFAILED] Invalid credentials (Failure)

WROTE Jul 31 13:23:39.706 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
7.123 AUTHENTICATE PLAIN  (*** 88 bytes hidden ***)

READ Jul 31 13:23:39.916 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
7.123 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:23:39.916 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
8.123 AUTHENTICATE PLAIN  (*** 64 bytes hidden ***)

READ Jul 31 13:23:39.944 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 va3sm25253415wjb.18 - gsmtp

WROTE Jul 31 13:23:39.945 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
AUTH PLAIN  (*** 64 bytes hidden ***)

READ Jul 31 13:23:40.133 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
8.123 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:23:40.134 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
10.123 LOGIN redacted@gmail.com **************************

READ Jul 31 13:23:40.160 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 va3sm25253415wjb.18 - gsmtp

WROTE Jul 31 13:23:40.160 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
AUTH LOGIN

READ Jul 31 13:23:40.203 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
334 VXNlcm5hbWU6

WROTE Jul 31 13:23:40.204 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
bWF0ZWRvYnJheUBnbWFpbC5jb20=

READ Jul 31 13:23:40.244 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
334 UGFzc3dvcmQ6

WROTE Jul 31 13:23:40.244 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
********************************

READ Jul 31 13:23:40.418 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
10.123 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:23:40.418 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe089124560 -- thread:0x7fe088511d40
11.123 LOGOUT

READ Jul 31 13:23:40.465 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 va3sm25253415wjb.18 - gsmtp

WROTE Jul 31 13:23:40.466 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
AUTH LOGIN

READ Jul 31 13:23:40.511 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
334 VXNlcm5hbWU6

WROTE Jul 31 13:23:40.511 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
bWF0ZWRvYnJheUBnbWFpbC5jb20=

READ Jul 31 13:23:40.550 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
334 UGFzc3dvcmQ6

WROTE Jul 31 13:23:40.551 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
********************************

READ Jul 31 13:23:40.776 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 va3sm25253415wjb.18 - gsmtp

WROTE Jul 31 13:23:40.777 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe085fb58c0 -- thread:0x7fe0891198a0
QUIT

INITIATING CONNECTION Jul 31 13:24:15.974 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fe088dcf3a0

INITIATING CONNECTION Jul 31 13:24:15.974 host:smtp.gmail.com -- port:587 -- socket:0x0 -- thread:0x7fe085e7e5d0

CONNECTED Jul 31 13:24:16.016 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0

READ Jul 31 13:24:16.056 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
220 smtp.gmail.com ESMTP i7sm25209112wjg.42 - gsmtp

WROTE Jul 31 13:24:16.065 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
EHLO [192.168.1.66]

READ Jul 31 13:24:16.104 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 13:24:16.105 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
STARTTLS

READ Jul 31 13:24:16.146 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
220 2.0.0 Ready to start TLS

WROTE Jul 31 13:24:16.184 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
EHLO [192.168.1.66]

CONNECTED Jul 31 13:24:16.209 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0

READ Jul 31 13:24:16.209 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
* OK Gimap ready for requests from 78.92.199.183 uw3mb92067520wjc

WROTE Jul 31 13:24:16.209 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
1.125 CAPABILITY

READ Jul 31 13:24:16.249 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 XYZZY SASL-IR AUTH=XOAUTH2 AUTH=PLAIN AUTH=PLAIN-CLIENTTOKEN AUTH=OAUTHBEARER AUTH=XOAUTH
1.125 OK Thats all she wrote! uw3mb92067520wjc

WROTE Jul 31 13:24:16.249 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
2.125 ID ("name" "Mac OS X Mail" "version" "9.3 (3124)" "os" "Mac OS X" "os-version" "10.11.6 (15G31)" "vendor" "Apple Inc.")

READ Jul 31 13:24:16.288 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
* ID ("name" "GImap" "vendor" "Google, Inc." "support-url" "http://support.google.com/mail" "remote-host" "78.92.199.183" "connection-token" "uw3mb92067520wjc")
2.125 OK Success uw3mb92067520wjc

WROTE Jul 31 13:24:16.289 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
3.125 AUTHENTICATE XOAUTH2 dXNlcj1tYXRlZG9icmF5QGdtYWlsLmNvbQFhdXRoPUJlYXJlciB5YTI5LkNqUXdBLThLcnRCTmRuc2tSdDQyeV9hdEtESFpkYnFCcmdMLUp1aFdROXhTbjI3X3NUY2xyMktFdEE2RFczZ1ZPVVJ0em5BeQEB

READ Jul 31 13:24:16.300 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 13:24:16.301 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
AUTH XOAUTH2 dXNlcj1tYXRlZG9icmF5QGdtYWlsLmNvbQFhdXRoPUJlYXJlciB5YTI5LkNqUXdBLThLcnRCTmRuc2tSdDQyeV9hdEtESFpkYnFCcmdMLUp1aFdROXhTbjI3X3NUY2xyMktFdEE2RFczZ1ZPVVJ0em5BeQEB

READ Jul 31 13:24:16.351 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
+ eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==

WROTE Jul 31 13:24:16.351 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
AQ==

READ Jul 31 13:24:16.357 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
334 eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==

WROTE Jul 31 13:24:16.357 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
AQ==

READ Jul 31 13:24:16.394 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8  https://support.google.com/mail/answer/14257 i7sm25209112wjg.42 - gsmtp

READ Jul 31 13:24:16.395 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
3.125 NO [AUTHENTICATIONFAILED] Invalid credentials (Failure)

WROTE Jul 31 13:24:16.395 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
AUTH PLAIN  (*** 88 bytes hidden ***)

WROTE Jul 31 13:24:16.396 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
7.125 AUTHENTICATE PLAIN  (*** 88 bytes hidden ***)

READ Jul 31 13:24:16.641 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 i7sm25209112wjg.42 - gsmtp

WROTE Jul 31 13:24:16.641 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
AUTH PLAIN  (*** 64 bytes hidden ***)

READ Jul 31 13:24:16.667 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
7.125 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:24:16.668 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
8.125 AUTHENTICATE PLAIN  (*** 64 bytes hidden ***)

READ Jul 31 13:24:16.874 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 i7sm25209112wjg.42 - gsmtp

WROTE Jul 31 13:24:16.875 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
AUTH LOGIN

READ Jul 31 13:24:16.913 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
334 VXNlcm5hbWU6

WROTE Jul 31 13:24:16.913 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
bWF0ZWRvYnJheUBnbWFpbC5jb20=

READ Jul 31 13:24:16.934 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
8.125 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:24:16.934 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
10.125 LOGIN redacted@gmail.com **************************

READ Jul 31 13:24:16.951 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
334 UGFzc3dvcmQ6

WROTE Jul 31 13:24:16.951 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
********************************

READ Jul 31 13:24:17.146 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
10.125 NO [ALERT] Application-specific password required: https://support.google.com/accounts/answer/185833 (Failure)

WROTE Jul 31 13:24:17.147 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fe088d9cfd0 -- thread:0x7fe088dcf3a0
11.125 LOGOUT

READ Jul 31 13:24:17.172 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 i7sm25209112wjg.42 - gsmtp

WROTE Jul 31 13:24:17.172 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
AUTH LOGIN

READ Jul 31 13:24:17.213 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
334 VXNlcm5hbWU6

WROTE Jul 31 13:24:17.213 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
bWF0ZWRvYnJheUBnbWFpbC5jb20=

READ Jul 31 13:24:17.250 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
334 UGFzc3dvcmQ6

WROTE Jul 31 13:24:17.251 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
********************************

READ Jul 31 13:24:17.682 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
534-5.7.9 Application-specific password required. Learn more at
534 5.7.9  https://support.google.com/accounts/answer/185833 i7sm25209112wjg.42 - gsmtp

WROTE Jul 31 13:24:17.683 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fe0892cd9e0 -- thread:0x7fe085e7e5d0
QUIT

Don't know if that helps... Thanks for taking the time with this!

 

[MC6800]

Thanks! Here are the details from Connection Doctor when I select the IMAP connection:...
Don't know if that helps... Thanks for taking the time with this!

That's useful output-- from the second-to-last line in both logs, the Google site says it needs a correct app password, and to get more information from https://support.google.com/accounts/answer/185833

 

[baryon]

That's useful output-- from the second-to-last line in both logs, the Google site says it needs a correct app password, and to get more information from https://support.google.com/accounts/answer/185833

Thanks! I now assigned an app-specific password to Mail, and it seems to have accepted it, but I still have problems. The exclamation marks next to Inbox still pop up eventually, and here is what Connection Doctor has to say now about the IMAP connection (SMTP seems fine now):

INITIATING CONNECTION Jul 31 20:42:53.594 host:smtp.gmail.com -- port:587 -- socket:0x0 -- thread:0x7fccf066e3c0

CONNECTED Jul 31 20:42:53.652 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0

READ Jul 31 20:42:53.692 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
220 smtp.gmail.com ESMTP a203sm14532138wma.0 - gsmtp

WROTE Jul 31 20:42:53.703 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
EHLO [192.168.1.66]

READ Jul 31 20:42:53.744 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 20:42:53.745 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
STARTTLS

READ Jul 31 20:42:53.784 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
220 2.0.0 Ready to start TLS

WROTE Jul 31 20:42:53.825 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
EHLO [192.168.1.66]

READ Jul 31 20:42:53.944 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
250-smtp.gmail.com at your service, [78.92.199.183]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Jul 31 20:42:53.946 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
AUTH PLAIN  (*** 80 bytes hidden ***)

READ Jul 31 20:42:54.101 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
235 2.7.0 Accepted

WROTE Jul 31 20:42:54.101 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf08dadd0 -- thread:0x7fccf066e3c0
QUIT

It just spins and spins but never resolves with an error. I guess it just times out eventually.

 

[MC6800]

Curiously, the output above appears to be for the SMTP connection ("host:smtp.gmail.com").

 

[baryon]

Curiously, the output above appears to be for the SMTP connection ("host:smtp.gmail.com").

I managed to catch it again, this seems to have more IMAP related stuff in it (there's no way to clear the log so it's hard to say which connection it happens to dump into it):

265 OK Success

WROTE Aug 02 08:32:46.316 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf0d9cb60
9.265 SELECT INBOX (CONDSTORE)

WROTE Aug 02 08:32:46.396 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcceb72c2c0 -- thread:0x7fcced401bc0
EHLO [192.168.1.66]

READ Aug 02 08:32:46.519 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcceb72c2c0 -- thread:0x7fcced401bc0
250-BLU436-SMTP74.smtp.hotmail.com Hello [188.36.172.207]
250-TURN
250-SIZE 41943040
250-ETRN
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-8bitmime
250-BINARYMIME
250-CHUNKING
250-VRFY
250-AUTH LOGIN PLAIN XOAUTH2
250 OK

WROTE Aug 02 08:32:46.520 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcceb72c2c0 -- thread:0x7fcced401bc0
AUTH PLAIN  (*** 68 bytes hidden ***)

WROTE Aug 02 08:32:46.544 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fcced14e710 -- thread:0x7fccf19d18d0
EHLO [192.168.1.66]

READ Aug 02 08:32:46.560 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf0d9cb60
* FLAGS (\Answered \Flagged \Draft \Deleted \Seen $Forwarded $Junk $MailFlagBit0 $MailFlagBit1 $MailFlagBit2 $NotJunk $NotPhishing $Phishing JunkRecorded NotJunk)
* OK [PERMANENTFLAGS (\Answered \Flagged \Draft \Deleted \Seen $Forwarded $Junk $MailFlagBit0 $MailFlagBit1 $MailFlagBit2 $NotJunk $NotPhishing $Phishing JunkRecorded NotJunk \*)] Flags permitted.
* OK [UIDVALIDITY 606784099] UIDs valid.
* 8341 EXISTS
* 0 RECENT
* OK [UIDNEXT 12554] Predicted next UID.
* OK [HIGHESTMODSEQ 2048931]
9.265 OK [R
READ Aug 02 08:32:46.561 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf0d9cb60
EAD-WRITE] INBOX selected. (Success)

WROTE Aug 02 08:32:46.561 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf0d9cb60
10.265 IDLE

READ Aug 02 08:32:46.671 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf0d9cb60
+ idling

WROTE Aug 02 08:32:46.672 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced28bc10
DONE

READ Aug 02 08:32:46.676 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fcced14e710 -- thread:0x7fccf19d18d0
250-st11p01im-asmtp001.mac.com
250-8BITMIME
250-PIPELINING
250-CHUNKING
250-DSN
250-ENHANCEDSTATUSCODES
250-EXPN
250-HELP
250-XADR
250-XSTA
250-XCIR
250-XGEN
250-XLOOP 39E9E360E2A78188DBDBCDD9BD09E980
250-AUTH PLAIN LOGIN ATOKEN
250-AUTH=LOGIN PLAIN
250-NO-SOLICITING
250 SIZE 28311552

WROTE Aug 02 08:32:46.676 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fcced14e710 -- thread:0x7fccf19d18d0
AUTH ATOKEN  (*** 80 bytes hidden ***)

READ Aug 02 08:32:46.815 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcceb72c2c0 -- thread:0x7fcced401bc0
235 2.7.0 Authentication succeeded

WROTE Aug 02 08:32:46.816 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcceb72c2c0 -- thread:0x7fcced401bc0
QUIT

READ Aug 02 08:32:46.909 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced28bc10
10.265 OK IDLE terminated (Success)

WROTE Aug 02 08:32:46.909 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced28bc10
11.265 UID FETCH 1:12553 (FLAGS UID) (CHANGEDSINCE 2048908)

READ Aug 02 08:32:46.963 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fcced14e710 -- thread:0x7fccf19d18d0
235 2.7.0 ATOKEN authentication successful.

WROTE Aug 02 08:32:46.963 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fcced14e710 -- thread:0x7fccf19d18d0
QUIT

READ Aug 02 08:32:47.088 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced28bc10
11.265 OK Success

WROTE Aug 02 08:32:47.091 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced401bc0
12.265 LSUB "" *

READ Aug 02 08:32:47.198 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced401bc0
* LSUB (\HasNoChildren) "/" "Apple Mail To Do"
* LSUB (\HasNoChildren) "/" "INBOX"
* LSUB (\HasNoChildren) "/" "Notes"
* LSUB (
READ Aug 02 08:32:47.199 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced401bc0
\HasChildren \Noselect) "/" "[Gmail]"
* LSUB (\Drafts \HasNoChildren) "/" "[Gmail]/Drafts"
* LSUB (\HasNoChildren \Sent) "/" "[Gmail]/Sent Mail"
* LSUB (\HasNoChildren \Junk) "/" "[Gmail]/Spam"
* LSUB (\HasNoChildren \Trash) "/" "[Gmail]/Trash"
12.265 OK Success

WROTE Aug 02 08:32:47.200 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced28bc10
13.265 IDLE

READ Aug 02 08:32:47.311 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced28bc10
+ idling

WROTE Aug 02 08:32:47.311 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced333c10
DONE

READ Aug 02 08:32:47.419 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced333c10
13.265 OK IDLE terminated (Success)

WROTE Aug 02 08:32:47.419 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced333c10
14.265 LIST "" *

READ Aug 02 08:32:47.528 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced333c10
* LIST (\HasNoChildren) "/" "Apple Mail To Do"
* LIST (\HasNoChildren) "/" "INBOX"
* LIST (\HasNoChildren) "/" "Notes"
* LIST (
READ Aug 02 08:32:47.529 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced333c10
\HasChildren \Noselect) "/" "[Gmail]"
* LIST (\Drafts \HasNoChildren) "/" "[Gmail]/Drafts"
* LIST (\HasNoChildren \Sent) "/" "[Gmail]/Sent Mail"
* LIST (\HasNoChildren \Junk) "/" "[Gmail]/Spam"
* LIST (\HasNoChildren \Trash) "/" "[Gmail]/Trash"
14.265 OK Success

WROTE Aug 02 08:32:47.530 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced401bc0
15.265 IDLE

READ Aug 02 08:32:47.641 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced401bc0
+ idling

INITIATING CONNECTION Aug 02 09:03:07.365 host:smtp.gmail.com -- port:587 -- socket:0x0 -- thread:0x7fccf2994d80

INITIATING CONNECTION Aug 02 09:03:07.365 host:p01-smtp.mail.me.com -- port:587 -- socket:0x0 -- thread:0x7fcced3273b0

INITIATING CONNECTION Aug 02 09:03:07.365 host:smtp-mail.outlook.com -- port:587 -- socket:0x0 -- thread:0x7fcced3a2d30

INITIATING CONNECTION Aug 02 09:03:07.365 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fccf0510350

WROTE Aug 02 09:03:07.366 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf08b4690
DONE

CONNECTED Aug 02 09:03:07.440 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80

READ Aug 02 09:03:07.477 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf08b4690
15.265 OK IDLE terminated (Success)

WROTE Aug 02 09:03:07.477 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf08b4690
16.265 NOOP

CONNECTED Aug 02 09:03:07.525 [kCFStreamSocketSecurityLevelNone] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30

READ Aug 02 09:03:07.561 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
220 smtp.gmail.com ESMTP v134sm20520906wmf.10 - gsmtp

CONNECTED Aug 02 09:03:07.562 [kCFStreamSocketSecurityLevelNone] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0

WROTE Aug 02 09:03:07.572 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
EHLO [192.168.1.66]

READ Aug 02 09:03:07.600 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf08b4690
16.265 OK Success

CONNECTED Aug 02 09:03:07.608 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350

READ Aug 02 09:03:07.608 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
* OK Gimap ready for requests from 188.36.172.207 tc2mb170328298wjb

WROTE Aug 02 09:03:07.608 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
1.269 CAPABILITY

READ Aug 02 09:03:07.614 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
250-smtp.gmail.com at your service, [188.36.172.207]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Aug 02 09:03:07.614 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
STARTTLS

READ Aug 02 09:03:07.648 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 XYZZY SASL-IR AUTH=XOAUTH2 AUTH=PLAIN AUTH=PLAIN-CLIENTTOKEN AUTH=OAUTHBEARER AUTH=XOAUTH
1.269 OK Thats all she wrote! tc2mb170328298wjb

READ Aug 02 09:03:07.649 [kCFStreamSocketSecurityLevelNone] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
220 BLU436-SMTP164.smtp.hotmail.com Microsoft ESMTP MAIL Service, Version: 8.0.9200.16384 ready at  Tue, 2 Aug 2016 00:03:08 -0700

WROTE Aug 02 09:03:07.649 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
2.269 ID ("name" "Mac OS X Mail" "version" "9.3 (3124)" "os" "Mac OS X" "os-version" "10.11.6 (15G31)" "vendor" "Apple Inc.")

READ Aug 02 09:03:07.653 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
220 2.0.0 Ready to start TLS

WROTE Aug 02 09:03:07.657 [kCFStreamSocketSecurityLevelNone] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
EHLO [192.168.1.66]

READ Aug 02 09:03:07.703 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
* ID ("name" "GImap" "vendor" "Google, Inc." "support-url" "http://support.google.com/mail" "remote-host" "188.36.172.207" "connection-token" "tc2mb170328298wjb")
2.269 OK Success tc2mb170328298wjb

WROTE Aug 02 09:03:07.704 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
7.269 AUTHENTICATE PLAIN  (*** 80 bytes hidden ***)

READ Aug 02 09:03:07.705 [kCFStreamSocketSecurityLevelNone] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
220 st11p01im-asmtp001.mac.com -- Server ESMTP (Oracle Communications Messaging Server 7.0.5.38.0 64bit (built Feb 26 2016))

WROTE Aug 02 09:03:07.713 [kCFStreamSocketSecurityLevelNone] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
EHLO [192.168.1.66]

READ Aug 02 09:03:07.785 [kCFStreamSocketSecurityLevelNone] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
250-BLU436-SMTP164.smtp.hotmail.com Hello [188.36.172.207]
250-TURN
250-SIZE 41943040
250-ETRN
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-8bitmime
250-BINARYMIME
250-CHUNKING
250-VRFY
250-TLS
250-STARTTLS
250 OK

WROTE Aug 02 09:03:07.785 [kCFStreamSocketSecurityLevelNone] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
STARTTLS

WROTE Aug 02 09:03:07.830 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
EHLO [192.168.1.66]

READ Aug 02 09:03:07.849 [kCFStreamSocketSecurityLevelNone] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
250-st11p01im-asmtp001.mac.com
250-8BITMIME
250-PIPELINING
250-CHUNKING
250-DSN
250-ENHANCEDSTATUSCODES
250-EXPN
250-HELP
250-XADR
250-XSTA
250-XCIR
250-XGEN
250-XLOOP 39E9E360E2A78188DBDBCDD9BD09E980
250-STARTTLS
250-NO-SOLICITING
250 SIZE 28311552

WROTE Aug 02 09:03:07.849 [kCFStreamSocketSecurityLevelNone] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
STARTTLS

READ Aug 02 09:03:07.869 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE ENABLE MOVE CONDSTORE ESEARCH UTF8=ACCEPT LIST-EXTENDED LIST-STATUS APPENDLIMIT=35882577
7.269 OK redacted@gmail.com authenticated (Success)

WROTE Aug 02 09:03:07.869 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
8.269 CAPABILITY

READ Aug 02 09:03:07.872 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
250-smtp.gmail.com at your service, [188.36.172.207]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Aug 02 09:03:07.874 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
AUTH PLAIN  (*** 80 bytes hidden ***)

READ Aug 02 09:03:07.909 [kCFStreamSocketSecurityLevelNone] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
220 2.0.0 SMTP server ready

READ Aug 02 09:03:07.910 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE ENABLE MOVE CONDSTORE ESEARCH UTF8=ACCEPT LIST-EXTENDED LIST-STATUS APPENDLIMIT=35882577
8.269 OK Success

WROTE Aug 02 09:03:07.910 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fcceb55c3a0 -- thread:0x7fccf0510350
9.269 LOGOUT

READ Aug 02 09:03:07.989 [kCFStreamSocketSecurityLevelNone] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
220 2.5.0 Go ahead with TLS negotiation.

READ Aug 02 09:03:07.991 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
235 2.7.0 Accepted

WROTE Aug 02 09:03:07.992 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fcceb71a870 -- thread:0x7fccf2994d80
QUIT

WROTE Aug 02 09:03:08.384 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
EHLO [192.168.1.66]

WROTE Aug 02 09:03:08.456 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
EHLO [192.168.1.66]

READ Aug 02 09:03:08.508 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
250-BLU436-SMTP164.smtp.hotmail.com Hello [188.36.172.207]
250-TURN
250-SIZE 41943040
250-ETRN
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-8bitmime
250-BINARYMIME
250-CHUNKING
250-VRFY
250-AUTH LOGIN PLAIN XOAUTH2
250 OK

WROTE Aug 02 09:03:08.509 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
AUTH PLAIN  (*** 68 bytes hidden ***)

READ Aug 02 09:03:08.593 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
250-st11p01im-asmtp001.mac.com
250-8BITMIME
250-PIPELINING
250-CHUNKING
250-DSN
250-ENHANCEDSTATUSCODES
250-EXPN
250-HELP
250-XADR
250-XSTA
250-XCIR
250-XGEN
250-XLOOP 39E9E360E2A78188DBDBCDD9BD09E980
250-AUTH PLAIN LOGIN ATOKEN
250-AUTH=LOGIN PLAIN
250-NO-SOLICITING
250 SIZE 28311552

WROTE Aug 02 09:03:08.594 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
AUTH ATOKEN  (*** 80 bytes hidden ***)

READ Aug 02 09:03:08.809 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
235 2.7.0 Authentication succeeded

WROTE Aug 02 09:03:08.809 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp-mail.outlook.com -- port:587 -- socket:0x7fcced39d5c0 -- thread:0x7fcced3a2d30
QUIT

READ Aug 02 09:03:08.907 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
235 2.7.0 ATOKEN authentication successful.

WROTE Aug 02 09:03:08.907 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:p01-smtp.mail.me.com -- port:587 -- socket:0x7fccf0109150 -- thread:0x7fcced3273b0
QUIT

WROTE Aug 02 09:05:01.378 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced321790
17.265 LSUB "" *

READ Aug 02 09:05:01.492 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced321790
* LSUB (\HasNoChildren) "/" "Apple Mail To Do"
* LSUB (\HasNoChil
READ Aug 02 09:05:01.494 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced321790
dren) "/" "INBOX"
* LSUB (\HasNoChildren) "/" "Notes"
* LSUB (\HasChildren \Noselect) "/" "[Gmail]"
* LSUB (\Drafts \HasNoChildren) "/" "[Gmail]/Drafts"
* LSUB (\HasNoChildren \Sent) "/" "[Gmail]/Sent Mail"
* LSUB (\HasNoChildren \Junk) "/" "[Gmail]/Spam"
* LSUB (\HasNoChildren \Trash) "/" "[Gmail]/Trash"
17.265 OK Success

WROTE Aug 02 09:05:01.495 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf1e47840
18.265 IDLE

READ Aug 02 09:05:01.607 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fccf1e47840
+ idling

WROTE Aug 02 09:05:01.607 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
DONE

READ Aug 02 09:05:01.716 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
18.265 OK IDLE terminated (Success)

WROTE Aug 02 09:05:01.716 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
19.265 LIST "" *

READ Aug 02 09:05:01.826 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
* LIST (\HasNoChildren) "/" "Apple Mail To Do"
* LIST (\HasNoChil
READ Aug 02 09:05:01.828 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
dren) "/" "INBOX"
* LIST (\HasNoChildren) "/" "Notes"
* LIST (\HasChildren \Noselect) "/" "[Gmail]"
* LIST (\Drafts \HasNoChildren) "/" "[Gmail]/Drafts"
* LIST (\HasNoChildren \Sent) "/" "[Gmail]/Sent Mail"
* LIST (\HasNoChildren \Junk) "/" "[Gmail]/Spam"
* LIST (\HasNoChildren \Trash) "/" "[Gmail]/Trash"
19.265 OK Success

WROTE Aug 02 09:05:01.829 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
20.265 IDLE

READ Aug 02 09:05:01.938 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:imap.gmail.com -- port:993 -- socket:0x7fccf2a137e0 -- thread:0x7fcced571620
+ idling

INITIATING CONNECTION Aug 02 10:15:17.998 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fccf0141460

INITIATING CONNECTION Aug 02 10:15:54.414 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fccf0141460

INITIATING CONNECTION Aug 02 10:29:54.917 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fccf1d56590

INITIATING CONNECTION Aug 02 10:30:14.407 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fccf0e1fcd0

INITIATING CONNECTION Aug 02 10:30:14.408 host:smtp.gmail.com -- port:587 -- socket:0x0 -- thread:0x7fccf0061f20

CONNECTED Aug 02 10:30:14.472 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20

READ Aug 02 10:30:14.532 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
220 smtp.gmail.com ESMTP us9sm1390924wjb.43 - gsmtp

WROTE Aug 02 10:30:14.565 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
EHLO [192.168.1.66]

READ Aug 02 10:30:14.608 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
250-smtp.gmail.com at your service, [188.36.172.207]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Aug 02 10:30:14.608 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
STARTTLS

READ Aug 02 10:30:14.648 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
220 2.0.0 Ready to start TLS

WROTE Aug 02 10:30:14.817 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
EHLO [192.168.1.66]

READ Aug 02 10:30:14.858 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
250-smtp.gmail.com at your service, [188.36.172.207]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8

WROTE Aug 02 10:30:14.860 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
AUTH PLAIN  (*** 80 bytes hidden ***)

READ Aug 02 10:30:14.987 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
235 2.7.0 Accepted

WROTE Aug 02 10:30:14.987 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.gmail.com -- port:587 -- socket:0x7fccf0c54ff0 -- thread:0x7fccf0061f20
QUIT

INITIATING CONNECTION Aug 02 10:30:29.467 host:imap.gmail.com -- port:993 -- socket:0x0 -- thread:0x7fccf1d56590