Hi Pat,

In Mail > Preferences > Accounts 'Move deleted messages to the Trash mailbox' - 
'Permanently erase deleted messages when': 
what do you have in Permanently erase deleted messages when … ?

Firstly, try this:
Select the mailbox. 
Select "rebuild" from the Mailbox menu. 

Does that help? 

Certainly don't even think about upgrading to OS X 10.6.3 UNTIL you have this 
issue sorted.
As I have said numerous times on WAMUG List "Do Not Upgrade if anything is 
amiss with your system".

As is the case with all updates, if there's anything at all amiss with your 
system before the update, the update is likely to expose them.

Cheers,
Ronni

On 30/03/2010, at 2:37 PM, Pat wrote:

> 
> Just noticed a further bit of weirdness with the scrambled e-mails:  the 
> dates on them once they are in Trash on my Mac are more than a year out of 
> date, and the topics are also in the distant past.  I have always made a 
> point of emptying Trash on my Mac periodically, when it built up to several 
> thousand.  Are those long-gone e-mails still hanging around somewhere in the 
> bowels of my Mac?  Ugh.
> 
> I hope someone has some idea about a fix.
> Pat
> 
> On 30/03/2010, at 2:09 PM, Pat wrote:
> 
>> 
>> Starting yesterday, Mail is refusing to delete e-mails that I try to discard 
>> as I read through my many e-mails from several different lists.  The message 
>> that appears says:  The message "(Sender name, subject line)" could not be 
>> moved to the mailbox "Trash - On My Mac"  The operation couldn't be 
>> completed. File exists   
>> 
>> And then there is a questionmark button and and OK button. (The questionmark 
>> button doesn't seem to do anything useful.)
>> 
>> I can delete an e-mail by clicking Option-delete, but it is clumsy.
>> 
>> It is an intermittent problem - a few e-mails will delete as they should, 
>> then the message turns up again.
>> 
>> Something that seems very weird is that when I look at the e-mails in the 
>> Trash on my Mac, some of them seem to have been scrambled - that is, the 
>> Sender and the Subject line in the Mail application window are different 
>> than what appears in the e-mail itself.  Names and subjects from one source 
>> get mixed with names and subjects from another e-mail list.
>> 
>> I'm using OS 10.6.2; I ran repair permissions which didn't improve this 
>> problem.  Also deleted everything that was in Trash on my Mac, several times.
>> 
>> I'm wondering if I should try to get this problem sorted out before doing a 
>> backup and installing the 10.6.3 update, or if the update might fix it.
>> 
>> Is there anything I could do? 
>> 
>> Pat
> 



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