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Old Feb 21st, 2007, 12:45 PM   #1
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Mail 2.1.1 + Gmail attachment corruption issue

This is becoming a major annoyance...

I use Gmail for most of my email needs, but the majority of the time I access it via Mail 2.1.1. (OSX 10.4.8/Intel).

For the past few weeks, when I've sent Word attachments from Mail, they appear to Gmail recipients using the webmail interface (and only those recipients, AFAIK) as text files called "noname". Opened in TextEdit, one of these files looks like some kind of binary (or binhex?) rendition of the file, starting with something like this:

--Apple-Mail-505-423379178
Content-Transfer-Encoding: base64
Content-Type: application/applefile;
name==?ISO-8859-1[corrupted filename].doc?=
Content-Disposition: attachment;
filename*=ISO-8859-1''[corrupted filename].doc


Recipients using other mail clients have no such problems: it's only those using gmail's webmail inteface. This does NOT happen with .xls, .pdf or .zip files, so far only .doc sent from Apple Mail. Within the Gmail web interface, I can see .doc files just fine as long as they've been sent by someone other than me.

I've made no deliberate changes to my Mail config, so I'm wondering if something has changed with gmail.

The temporary workaround is to send my attachments from within the webmail interface, but this quickly becomes a PITA when I have more than two or three .docs to attach, which happens frequently.

Any ideas?
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Old Feb 21st, 2007, 03:22 PM   #2
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Have you tried selecting and sending the files as "Windows Friendly?"

See lower part of this image.

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Old Feb 21st, 2007, 03:54 PM   #3
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Hey, that worked! Thanks!

It still leaves the minor headache of having to click Attach and navigate to my files, but it's a big improvement (fortunately multiple selections work in that dialog).

Do you know of a way to set it to "Windows friendly" by default? It would be nice to be able to go back to drag-and-drop attachments without worrying about what client the recipient is using.

Edit: never mind. Found it. Why it's under the Edit menu instead of in the Prefs is beyond me...
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Old Feb 21st, 2007, 04:11 PM   #4
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Windows Friendly via Apple.

If this is a concern for you:

Quote:
If you send attachments to Mac users with the "Windows-friendly" option selected, your attachment may be unusable or may be missing information (such as the preview icon for the file).
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Old Feb 21st, 2007, 04:41 PM   #5
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Can't have my cake and eat it too, eh?

It's really a pain having to keep track of who's using what platform and/or mail client, but in the end it will be easiest to use "Windows friendly" by default and turn it off in select cases or by request.

The worst thing about the Gmail issue is that I often need to retrieve files from my sent mail when I'm out of the office, and this issue was making my sent mail archive useless via webmail. Fortunately it didn't cause a huge problem in the last couple of weeks, but sooner or later it would have left me up the creek.

So, thanks again for the fix.
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