Sending Attachments

Whenever I send an attachment - using Apple Mail System - the attachment gets embedded as part of the actual Email. This makes the Email very difficult to read as the picture usually shows up as a very very large image. How do I get Mail not to embed attachments. I just want the attachment to be attached to the Email and allow the receiver to open or save from the actual attachment.

Michael,
Viewing as Icon as you Compose has ABSOLUTELY no impact on the recipient. Their email client will decide that for them, and not what you do. Files that View in Place as you attach are no different from one that only Views as an Icon. Both are true attachments.
Separate from this, what will make the greatest difference to some recipients is whether you are Composing with Rich Text, and have attachments. With Mail 2.0, RTF will result in HTML if you either have mixed fonts, or have attachments. See:
http://discussions.apple.com/thread.jspa?threadID=121814&tstart=75
This also results in attached files appearing embedded to some recipients, and even impacts slightly when received with Mail.
Ernie

Similar Messages

Cannot send attachments in Mail using .mac account, pop account is fine!

Within my Mail.app, I have 2 accounts: one is a .mac account, the other a pop account.
When I send attachments (jpg always and sometimes pdf) with the .mac account, they do not get encoded properly and my recipients cannot view them -- or they can view, say, 10% of the photo.
When I send the same attachments with the pop account, and within the same Mail.app, I do NOT have this problem.
Furthermore, if I send the attachment from my .mac webmail, I do NOT have the problem.
Does Mail.app have a problem with attachments sent via IMAP accounts?
I have tried Repairing Permissions, deleting the outbox.mbx (and emptying the trash).
Does anyone have any other suggestions? This is driving me crazy.
I am running Mail 2.0.5 on Tiger 10.4.3
Thanks a lot in advance, Neil
Long live the sunflower iMac, iBook G4 Mac OS X (10.4)

Hello Neil.
Does Mail.app have a problem with attachments sent via IMAP accounts?
None that I'm aware of.
The Mail.app uses MIME 1.0 for message/attachment encoding (which is the internet standard) for all email accounts.
Is your POP account and the SMTP server used for the account provided by your ISP used for connecting to the internet?
If so, try selecting/using your ISP's SMTP server (the same SMTP server used to send mail via your ISP's POP account) to send mail via your .Mac account as a test.

Mail can no longer send attachments

Mail recently lost the ability to send attachments. If I drag an image, PDF, etc. in to the composer, it shows up as an icon with a filename below it, but clicking on the link results in a dialog that says "The file xxx could not be opened because it is empty". Attachments used to just show up inline and send properly. I'm not sure when this behavior started, but I can't seem to get attachments to work any more. Even if I right-click on a JPG and share via email, the attachment created is empty. What's going on?
Thanks,
Scott

Update... I tried all of the recommended solutions for resetting user permissions and ACLs, none of which solved the problem. I finally relented to re-installing the Mountain Lion upgrade and that fixed whatever was keeping Mail from adding attachments. One notable change is that when I was having the problem adding attachments, I would see warnings in the console from sandboxd complaining that Mail was missing file_read_xattr and file_read_data for the files I was trying to attach. Now that attachments work again, I don't see those messages. Perhaps something was hosed with Mails runtime configuration with sandboxd?

Windows 8.1 - Will not send attachments

HP Pavilion computer, Windows 8.1. Have never been able to send attachments from my printer or documents. The email, with attachment sets up properly, click send. Doesn't send. Extremely frustrating.

Hi,
Please elaborate some more on the procedure that you are using to email attachments.
Are you trying to use HP ePrint services?
HP DV9700, t9300, Nvidia 8600, 4GB, Crucial C300 128GB SSD
HP Photosmart Premium C309G, HP Photosmart 6520
HP Touchpad, HP Chromebook 11
Custom i7-4770k,Z-87, 8GB, Vertex 3 SSD, Samsung EVO SSD, Corsair HX650,GTX 760
Custom i7-4790k,Z-97, 16GB, Vertex 3 SSD, Plextor M.2 SSD, Samsung EVO SSD, Corsair HX650, GTX 660TI
Windows 7/8 UEFI/Legacy mode, MBR/GPT

Exchange 2007 OWA sends attachments Outlook connector clients cannot send attachments.

Exchange Server 2007 SP1 + Rollup ***Problem with sending email attachments from Outlook 2007***
* Inbound mail arrives in OWA and Outlook normally with and without attachments.
* OWA email to external email account with attachment goes thru successfully.
* Outlook 2007 sends to an external email address with attachments the message does not arrive at the external mailbox. The messages leave Outbox but are never delivered. The messages appear in Sent Items also.
* Outlook sends non attachment emails to external addresses successfully.
* Outlook sends email attachments to local domain accounts fine.
#1 Exchange Server on Server 2013 fully patched problem commences. Exchange Server on version less than first RTM release of Exchange 2007.
#2 Outlook profiles were changed to see if that is the problem.
#3 Upgraded Exchange to SP1 and Rollup 10(Rollup was autodownloaded by MSUpdate)
#4 Ran EXBPA nothing of any interest in the report.
--Unified Messaging not configed (Done nothing)
--SenderID (Re-enabled) I had shut all of the antispam to eliminate these.
-- Junk Store threshold not configed (No change)
Any suggestions to get Outlook clients capable of sending attachments configured.
Thx,
-Scot

Hi Scot,
Providing some information on Poison Queue:
The poison message queue is a special queue that's used to isolate messages that are determined to be harmful to the Exchange system after a transport server or service failure.
The messages may be genuinely harmful in their content and format.
Alternatively, they may be the results of a poorly written agent that has caused the Exchange server to fail when it processed the supposedly bad messages.
The poison message queue is typically empty. If the poison message queue contains no messages it doesn't appear in Queue Viewer or
Get-Queue results. The messages in the poison message queue are never automatically resumed or expired. Messages remain in the poison message queue until they're manually resumed or removed by an administrator.
According to the description above, I suspect Outlook 2007 changed the email's format when send email with attachment. The reason as below:
If the original email's (with attachment) content or format is harmful to the Exchange 2007 server, it will go to the Poison Queue when sending via OWA. However it didn't, sending via OWA is perfect. So I suspect it is an issue on the Outlook 2007
client side.
Please using Pipeline Tracing to verify whether there is something changed during transmission.
More details in the following article:
Using Pipeline Tracing to Diagnose Transport Agent Problems
http://technet.microsoft.com/en-us/library/bb125198(v=exchg.80).aspx
If it is convenient, I suggest doing following tests to narrow down this issue:
Note: Same content, same attachment, same format.
1. Please using Outlook 2010/2013 or others' Outlook clients for testing.
2. Please change to another format for testing. More details in the following article:
Change the message format to HTML, Rich Text, or plain text
http://office.microsoft.com/en-001/outlook-help/change-the-message-format-to-html-rich-text-or-plain-text-HP001232996.aspx
Thanks
Mavis
Mavis Huang
TechNet Community Support

File extensions become corrupted when sending attachments in Mail

Hi,
Since I upgraded to Leopard the file extensions on attachments that I send in Mail are corrupted in transit. The problem is not irremediable: .doc may change to .doc00 or .docis or something like that. The recipient can delete the extra characters when saving or opening the attachment, and the file is intact. But this is a bit of a bore, as I have to send attachments all the time. It doesn't matter whether I send from my iMac G5 or my MacBookPro, and it doesn't matter whether the recipient has a Mac or a PC.
Any collective wisdom out there?
Many thanks,
Anna

Some people have found that not having accented characters or spaces in the file name cures it. The bug has been reported.
AK

How do I send attachments in email as an icon

How do I send attachments in email as an icon

I mean when I have dropped a photo into the email how do I then change that to an icon so that other non Mac users can see it easier

Sending Attachments using JavaMail

I trying to send attachments using JavaMail API which is loaded into an oracle 8.1.7 database as a stored procedure, the code looks like this:-
CREATE OR REPLACE AND COMPILE JAVA SOURCE NAMED "SendMail" AS
import java.util.*;
import java.io.*;
import javax.mail.*;
import javax.mail.internet.*;
import javax.activation.*;
public class SendMail {
// Sender, Recipient, CCRecipient, and BccRecipient are comma-
// separated lists of addresses;
// Body can span multiple CR/LF-separated lines;
// Attachments is a ///-separated list of file names;
public static int Send(String SMTPServer,
String Sender,
String Recipient,
String CcRecipient,
String BccRecipient,
String Subject,
String Body,
String ErrorMessage[],
String Attachments) {
// Error status;
int ErrorStatus = 0;
// create some properties and get the default Session;
Properties props = System.getProperties();
props.put("mail.smtp.host", SMTPServer);
Session session = Session.getDefaultInstance(props, null);
try {
// create a message;
MimeMessage msg = new MimeMessage(session);
// extracts the senders and adds them to the message;
// Sender is a comma-separated list of e-mail addresses as
// per RFC822;
InternetAddress[] TheAddresses =
InternetAddress.parse(Sender);
msg.addFrom(TheAddresses);
// extract the recipients and assign them to the message;
// Recipient is a comma-separated list of e-mail addresses
// as per RFC822;
InternetAddress[] TheAddresses =
InternetAddress.parse(Recipient);
msg.addRecipients(Message.RecipientType.TO,
TheAddresses);
// extract the Cc-recipients and assign them to the
// message;
// CcRecipient is a comma-separated list of e-mail
// addresses as per RFC822;
if (null != CcRecipient) {
InternetAddress[] TheAddresses =
InternetAddress.parse(CcRecipient);
msg.addRecipients(Message.RecipientType.CC,
TheAddresses);
// extract the Bcc-recipients and assign them to the
// message;
// BccRecipient is a comma-separated list of e-mail
// addresses as per RFC822;
if (null != BccRecipient) {
InternetAddress[] TheAddresses =
InternetAddress.parse(BccRecipient);
msg.addRecipients(Message.RecipientType.BCC,
TheAddresses);
// subject field;
msg.setSubject(Subject);
// create the Multipart to be added the parts to;
Multipart mp = new MimeMultipart();
// create and fill the first message part;
MimeBodyPart mbp = new MimeBodyPart();
mbp.setText(Body);
// attach the part to the multipart;
mp.addBodyPart(mbp);
// attach the files to the message;
if (null != Attachments) {
int StartIndex = 0, PosIndex = 0;
while (-1 != (PosIndex = Attachments.indexOf("///",
StartIndex))) {
// create and fill other message parts;
MimeBodyPart mbp = new MimeBodyPart();
FileDataSource fds =
new FileDataSource(Attachments.substring(StartIndex,
PosIndex));
mbp.setDataHandler(new DataHandler(fds));
mbp.setFileName(fds.getName());
mp.addBodyPart(mbp);
PosIndex += 3;
StartIndex = PosIndex;
// last, or only, attachment file;
if (StartIndex < Attachments.length()) {
MimeBodyPart mbp = new MimeBodyPart();
FileDataSource fds =
new FileDataSource(Attachments.substring(StartIndex));
mbp.setDataHandler(new DataHandler(fds));
mbp.setFileName(fds.getName());
mp.addBodyPart(mbp);
// add the Multipart to the message;
msg.setContent(mp);
// set the Date: header;
msg.setSentDate(new Date());
// send the message;
Transport.send(msg);
} catch (MessagingException MsgException) {
ErrorMessage[0] = MsgException.toString();
Exception TheException = null;
if ((TheException = MsgException.getNextException()) !=
null)
ErrorMessage[0] = ErrorMessage[0] + "\n" +
TheException.toString();
ErrorStatus = 1;
return ErrorStatus;
show errors java source "SendMail"
CREATE OR REPLACE PACKAGE SendMailJPkg AS
-- EOL is used to separate text line in the message body;
EOL CONSTANT STRING(2) := CHR(13) || CHR(10);
TYPE ATTACHMENTS_LIST IS
TABLE OF VARCHAR2(4000);
-- high-level interface with collections;
FUNCTION SendMail(SMTPServerName IN STRING,
Sender IN STRING,
Recipient IN STRING,
CcRecipient IN STRING DEFAULT '',
BccRecipient IN STRING DEFAULT '',
Subject IN STRING DEFAULT '',
Body IN STRING DEFAULT '',
ErrorMessage OUT STRING,
Attachments IN ATTACHMENTS_LIST DEFAULT NULL)
RETURN NUMBER;
END SendMailJPkg;
show errors
CREATE OR REPLACE PACKAGE BODY SendMailJPkg AS
PROCEDURE ParseAttachment(Attachments IN ATTACHMENTS_LIST,
AttachmentList OUT VARCHAR2) IS
AttachmentSeparator CONSTANT VARCHAR2(12) := '///';
BEGIN
-- boolean short-circuit is used here;
IF Attachments IS NOT NULL AND Attachments.COUNT > 0 THEN
AttachmentList := Attachments(Attachments.FIRST);
-- scan the collection, skip first element since it has been
-- already processed;
-- accommodate for sparse collections;
FOR I IN Attachments.NEXT(Attachments.FIRST) ..
Attachments.LAST LOOP
AttachmentList := AttachmentList || AttachmentSeparator ||
Attachments(I);
END LOOP;
ELSE
AttachmentList := '';
END IF;
END ParseAttachment;
-- forward declaration;
FUNCTION JSendMail(SMTPServerName IN STRING,
Sender IN STRING,
Recipient IN STRING,
CcRecipient IN STRING,
BccRecipient IN STRING,
Subject IN STRING,
Body IN STRING,
ErrorMessage OUT STRING,
Attachments IN STRING) RETURN NUMBER;
-- high-level interface with collections;
FUNCTION SendMail(SMTPServerName IN STRING,
Sender IN STRING,
Recipient IN STRING,
CcRecipient IN STRING,
BccRecipient IN STRING,
Subject IN STRING,
Body IN STRING,
ErrorMessage OUT STRING,
Attachments IN ATTACHMENTS_LIST) RETURN NUMBER IS
AttachmentList VARCHAR2(4000) := '';
AttachmentTypeList VARCHAR2(2000) := '';
BEGIN
ParseAttachment(Attachments,
AttachmentList);
RETURN JSendMail(SMTPServerName,
Sender,
Recipient,
CcRecipient,
BccRecipient,
Subject,
Body,
ErrorMessage,
AttachmentList);
END SendMail;
-- JSendMail's body is the java function SendMail.Send();
-- thus, no PL/SQL implementation is needed;
FUNCTION JSendMail(SMTPServerName IN STRING,
Sender IN STRING,
Recipient IN STRING,
CcRecipient IN STRING,
BccRecipient IN STRING,
Subject IN STRING,
Body IN STRING,
ErrorMessage OUT STRING,
Attachments IN STRING) RETURN NUMBER IS
LANGUAGE JAVA
NAME 'SendMail.Send(java.lang.String,
java.lang.String,
java.lang.String,
java.lang.String,
java.lang.String,
java.lang.String,
java.lang.String,
java.lang.String[],
java.lang.String) return int';
END SendMailJPkg;
show errors
var ErrorMessage VARCHAR2(4000);
var ErrorStatus NUMBER;
-- enable SQL*PLUS output;
SET SERVEROUTPUT ON
-- redirect java output into SQL*PLUS buffer;
exec dbms_java.set_output(5000);
BEGIN
:ErrorStatus := SendMailJPkg.SendMail(
SMTPServerName => 'gmsmtp03.oraclecorp.com',
Sender => '[email protected]',
Recipient => '[email protected]',
CcRecipient => '',
BccRecipient => '',
Subject => 'This is the subject line: Test JavaMail',
Body => 'This is the body: Hello, this is a test' ||
SendMailJPkg.EOL || 'that spans 2 lines',
ErrorMessage => :ErrorMessage,
Attachments => SendMailJPkg.ATTACHMENTS_LIST(
'/tmp/on.lst',
'/tmp/sqlnet.log.Z'
END;
print
If I try and send file as attachments from the tmp directory, then everything works ok, but if I try to send the same file from any other directory, then it doesn't work. Can anyone help? Is there something wrong with the code, I'm not aware of anything that would make it directory specfic. Permissions are the same on /tmp as the new directory /NRS/Data/SystemX which I'm trying to send the file from now.

well
if u see the end of ur mail it shows the attachment dir there in which u have specified the address..why don't u do a change there or better have some in parameteres in the procedure for it..that would help in choosing the attachment directory on users wish?
hope i am getting the problem right..if not kindly correct me in understanding the problem.
thanX.

Can't Send Attachments Using Exchange Account

For some reason I can't send attachments using my Exchange account on my iPhone. Pictures, Word docs, Excel Docs, doesn't matter. They just get stuck in my out box and I get the following message, "Cannot Send Mail - An error occurred while delivering this message." I can receive attachments just fine, but cannot send or forward them. If I use any of the other email accounts on my phone, it works fine. The Exchange account is the only issue. Is this some limitation with Exchange on an iPhone or something? Anyone ever have the same problem as was able to fix it? Thanks!

I've got 38 iPhones deployed running the 3.1.2 OS against an Exchange 2007 server. Several of my users complain about the same issue, and I've seen it myself. I have found a workaround of sorts - I've found that if I've sent a message with an attachment and I get a failure to send, if I manually browse down to the Sent Items folder, that forces a replication of the Sent Items. The next time I do a manual sync, the e-mail with the attachment will go.
I presume this has something to do with Exchange trying to put a copy of the e-mail in to your Sent Items at the same time the iPhone is trying to send the message.
Potentially, this might be solved by turning off the option to always store your sent e-mails in the Sent Items. I have not yet tested that as a workaround as from a corporate standpoint and an ease-of-use standpoint, we want that e-mail in the Sent Items for reference.
If anyone has any success with this fix, please let me know.

Many times when I click on 'attach a file' nothing happens. Obviously one needs to send attachments so it is extremely annoying.

I can send attachments generally but sometimes when I click on attach a file, nothing happens. I am then unable to send the file.

Hello,
Try disabling graphics hardware acceleration. Since this feature was added to Firefox, it has gradually improved, but there still are a few glitches.
You might need to restart Firefox in order for this to take effect, so save all work first (e.g., mail you are composing, online documents you're editing, etc.).
Then perform these steps:
*Click the orange Firefox button at the top left, then select the "Options" button, or, if there is no Firefox button at the top, go to Tools > Options.
*In the Firefox options window click the ''Advanced'' tab, then select "General".
*In the settings list, you should find the ''Use hardware acceleration when available'' checkbox. Uncheck this checkbox.
*Now, restart Firefox and see if the problems persist.
Additionally, please check for updates for your graphics driver by following the steps mentioned in the following Knowledge base articles:
* [[Troubleshoot extensions, themes and hardware acceleration issues to solve common Firefox problems]]
* [[Upgrade your graphics drivers to use hardware acceleration and WebGL]]
Did this fix your problems? Please report back to us!
Thank you.

Sending attachments with email from iPad

Can I send attachments, such as a pages file, when I send an email from my iPad?
Thanks for your help

If you want to send photos, you can do it two ways:
1. From Photos, tap the rectangle with the curved arrow, then tap the photos you want to send, then tap the Share button to create a new mail message.
2. From an already created mail message, do a copy-paste from Photos to include photos in the mail message.
Other apps are a little different. You can always copy-paste but that may get cumbersome.

Sending attachments of ME43(RFQ) tcode in mail

Hi All,
We have developed a SmartForm for RFQ and the same we are converting into PDF and sending in a mail as an attachment. Now, user has came up with new requirement, that is, they will attach documents directly in ME42/ME43 tcode using 'Services for Object' which is available as a button in left hand top corner, just above application tool bar. And that attached files along with our RFQ SmartForm should be sent in a same mail as an attachments.
Can anyone guide me how to achieve this?
Thanks,
Aravinth

Hi All,
Finally I got a solution for my requirement , same I am mentioning below,
Table SRGBTBREL is having a list of attachments which we are attaching through Services for Object in all transactions (In my case, ME43 for RFQ).
So I am passing the below values to the fields of table SRGBTBREL,
RELTYPE      =      'ATTA'
INSTID_A       =      LV_EBELN
TYPEID_A     =      'BUS2010'
CATID_A       =      'BO'.
and I am getting some hexa value from field INSTID_B.
And this value I am passing to a function module called SO_DOCUMENT_READ_API1, and getting output in DOCUMENT_DATA and OBJECT_CONTENT.
DOCUMENT_DATA - Will have name of attachments, size and other details
OBJECT_CONTENT - Will have a Binary data of attachment
and after getting these information, I am calling a method ADD_ATTACHMENT of class CL_DOCUMENT_BCS , refer a below code
             LV_SUBJECT = WA_DOCDATA-OBJ_DESCR.
             LV_FILESIZE = WA_DOCDATA-DOC_SIZE.
             CALL METHOD LCL_DOCUMENT->ADD_ATTACHMENT
               EXPORTING
                 I_ATTACHMENT_TYPE    = WA_DOCDATA-OBJ_TYPE
                 I_ATTACHMENT_SIZE    = LV_FILESIZE
                 I_ATTACHMENT_SUBJECT = LV_SUBJECT
                 I_ATT_CONTENT_TEXT   = IT_OBJCONT[].
after calling this method, all attachment which is present in Services for objects will be attached to a mail and then, adding sender and recipients mail ids, I am using a SEND method of class CL_BCS to send mail with attachments.
I referred the below link,
How to send Attachments from Services for Object in Email attachments
Thank you Gokul, for giving me some hint.
Regards,
Aravinth

How do I send attachments larger than 300 kB with Mail?

When I installed OS 10.2 on my 333 MHz iMac last year, I switched all my e-mail usage over from Outlook Express to Mail. However, now I can't send or forward attachments any larger than about 300 kB. I've looked in System Preferences, and in Mail's Preferences, but don't see any setting that limits the size of attachments. My ISP allows sending and receiving of attachments up to 15 MB. I can receive large attachments (e.g. photos). I never had this limitation using Outlook.
So what's the problem here? Can anyone help me?
(By the way, I've run into the same limitation when trying to send attachments or upload files using Safari, Internet Explorer and MSN Messenger.)

Today I phoned my ISP's technical support line. They were able to make some changes or adjustments on my ADSL, and now I can send larger e-mails. Seemingly, the line was too slow and Mail was timing out.
I've send a 1M attachment successfully. Will now test Safari and Messenger, to see if all's well there too.

How do I send attachments (documents) as a PDF?

How do I send attachments (documents) as a PDF?

<http://support.apple.com/kb/HT2500>
Look for "Adding attachments and photos".

How do I send attachments by email from my iPad

How do I send attachments by email from my iPad

The thing to remember is that iOS email attachments start with the document itself, not from the Mail app.
1. Select the thing you want to send in an app that handles it, (for example a Photo might be sent from Photos, a PDF from GoodReader etc.)
2. Then tap the "share" button (which I see others have kindly posted screenshots for) and create an email containing that attachment.
Peter
<Link Edited By Host>

.Mail won't send attachments

Since upgrading to OS X 10.7, Mail usually won't send attachments. It does not matter if the attachment is small (~300kb) or larger (~3MB). Mail will try to send it (and if you watch the progress bar in the lower right corner of Mail, you can see that it starts uploading the message), but then it stops. Then I get the message: "Cannot send message using the server..." Occsaionally, attachments will work, but I haven't been able to determine why. This is the case for both my desktop (10.7.2) and my laptop (10.7.3).
The e-mail affected is a g-mail account configured through IMAP. I have verified that I have internet connectivity while experiencing this problem and I can even send other e-mails w/o file attachments. I opened the Connection Doctor and everything logs in/out correctly. The details from Connection Doctor are below.
Any ideas?
Thanks.
WROTE Feb 08 08:18:55.309 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba68d5220 -- thread:0x7f9ba68ce300
CONNECTED Feb 08 08:18:59.021 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
CONNECTED Feb 08 08:18:59.022 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
READ Feb 08 08:18:59.066 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
220 mx.google.com ESMTP li19sm4211728pbb.17
READ Feb 08 08:18:59.066 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
220 mx.google.com ESMTP a5sm2518813pbh.15
WROTE Feb 08 08:18:59.085 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
EHLO [192.168.0.74]
WROTE Feb 08 08:18:59.101 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
EHLO [192.168.0.74]
READ Feb 08 08:18:59.132 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
250-mx.google.com at your service, [64.126.140.239]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250 ENHANCEDSTATUSCODES
WROTE Feb 08 08:18:59.144 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
STARTTLS
READ Feb 08 08:18:59.146 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
250-mx.google.com at your service, [64.126.140.239]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250 ENHANCEDSTATUSCODES
CONNECTED Feb 08 08:18:59.151 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba6b5ffc0
CONNECTED Feb 08 08:18:59.154 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba6b45550
WROTE Feb 08 08:18:59.171 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
STARTTLS
READ Feb 08 08:18:59.190 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
220 2.0.0 Ready to start TLS
READ Feb 08 08:18:59.217 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
220 2.0.0 Ready to start TLS
WROTE Feb 08 08:18:59.462 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
EHLO [192.168.0.74]
READ Feb 08 08:18:59.508 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
250-mx.google.com at your service, [64.126.140.239]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH
250 ENHANCEDSTATUSCODES
READ Feb 08 08:18:59.514 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba6b5ffc0
* OK Gimap ready for requests from 64.126.140.239 au13if1327927vdc.13
WROTE Feb 08 08:18:59.528 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
AUTH PLAIN (*** 52 bytes hidden ***)
WROTE Feb 08 08:18:59.541 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba3d925a0
1.29 CAPABILITY
READ Feb 08 08:18:59.547 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba6b45550
* OK Gimap ready for requests from 64.126.140.239 aj13if1332717vdc.2
WROTE Feb 08 08:18:59.586 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba67202d0
1.30 CAPABILITY
READ Feb 08 08:18:59.686 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba3d925a0
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 XYZZY SASL-IR AUTH=XOAUTH
1.29 OK Thats all she wrote! au13if1327927vdc.13
READ Feb 08 08:18:59.692 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba67202d0
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 XYZZY SASL-IR AUTH=XOAUTH
1.30 OK Thats all she wrote! aj13if1332717vdc.2
WROTE Feb 08 08:18:59.701 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba3d925a0
2.29 LOGIN (e-mail address edited out) **********
WROTE Feb 08 08:18:59.715 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba6d41cd0
2.30 LOGIN (e-mail address edited out) ********
WROTE Feb 08 08:18:59.816 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
EHLO [192.168.0.74]
READ Feb 08 08:18:59.866 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
250-mx.google.com at your service, [64.126.140.239]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH
250 ENHANCEDSTATUSCODES
WROTE Feb 08 08:18:59.885 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
AUTH PLAIN (*** 48 bytes hidden ***)
READ Feb 08 08:18:59.998 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
235 2.7.0 Accepted
WROTE Feb 08 08:19:00.016 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6d4edc0 -- thread:0x7f9ba6514970
QUIT
READ Feb 08 08:19:00.067 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba6d41cd0
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE
2.30 OK (e-mail address edited out) (name edited out) authenticated (Success)
WROTE Feb 08 08:19:00.081 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba7419930
3.30 CAPABILITY
READ Feb 08 08:19:00.139 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba3d925a0
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE
2.29 OK (e-mail address edited out) (name edited out) authenticated (Success)
WROTE Feb 08 08:19:00.159 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba6867290
3.29 CAPABILITY
READ Feb 08 08:19:00.197 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba7419930
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE
3.30 OK Success
WROTE Feb 08 08:19:00.218 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba3d925a0
4.30 ID ("name" "Mac OS X Mail" "version" "5.1 (1251.1)" "os" "Mac OS X" "os-version" "10.7.2 (11C74)" "vendor" "Apple Inc.")
READ Feb 08 08:19:00.340 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba3d925a0
* ID ("name" "GImap" "vendor" "Google, Inc." "support-url" "http://support.google.com/mail" "remote-host" "64.126.140.239")
4.30 OK Success
WROTE Feb 08 08:19:00.360 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba3d925a0
5.30 LIST "" ""
READ Feb 08 08:19:00.363 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba6867290
* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE
3.29 OK Success
WROTE Feb 08 08:19:00.387 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba7419930
4.29 ID ("name" "Mac OS X Mail" "version" "5.1 (1251.1)" "os" "Mac OS X" "os-version" "10.7.2 (11C74)" "vendor" "Apple Inc.")
READ Feb 08 08:19:00.474 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba3d925a0
* LIST (\Noselect) "/" "/"
5.30 OK Success
WROTE Feb 08 08:19:00.496 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba6814e40 -- thread:0x7f9ba67202d0
6.30 LOGOUT
READ Feb 08 08:19:00.606 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
235 2.7.0 Accepted
READ Feb 08 08:19:00.623 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba7419930
* ID ("name" "GImap" "vendor" "Google, Inc." "support-url" "http://support.google.com/mail" "remote-host" "64.126.140.239")
4.29 OK Success
WROTE Feb 08 08:19:00.626 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:25 -- socket:0x7f9ba6720aa0 -- thread:0x7f9ba68ce300
QUIT
WROTE Feb 08 08:19:00.643 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba7419930
5.29 LIST "" ""
READ Feb 08 08:19:00.847 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba7419930
* LIST (\Noselect) "/" "/"
5.29 OK Success
WROTE Feb 08 08:19:00.869 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:imap.gmail.com -- port:993 -- socket:0x7f9ba62c7ae0 -- thread:0x7f9ba7419930
6.29 LOGOUT

I am going to try removing the account from mail and then setting it up again to see if it solves the issue.

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