ichat, jpg file will not transfer but eps files do transfer

Hi,

I am going to be pedantic over this.

There is no iChat 8.

iChat stopped in Lion at iChat 6 and a bit

In Mountain Lion the app became Messages with all of the main iChat function plus the iMessages account.

I take it from your post though that you are talking about using an Account type that was present in iChat before the Upgrade.

Direct Connection tells me that it is an AIM Account.

In early version of iChat the app used to login to the AIM Servers on port 5190 using the TCP protocol.

Direct IMs bypased the server and connected direct to your Buddy on port 5190 but using the UDP protocol (there is not longer an option to invoke this in Messages)

Group Chats do the Same and so do File Transfers that also includes Pics-in-Chats. (these do this automatically and an ordinary Chat is converted to Direct IM when sending files)

Regular Posters here though would recommend logging in on port 443.

Now in Messages (and the later iChat versions) the app Logs in on port 443

This is a port that is always open on a router similar to the ones used by Web Browsers (80) and the Mail App (110, 567, 569, 993 and others including 443)

Ports above a threshold of 1024 have to opened or allowed in your router.

How this is done is dependent on the abilities of the router and how many computers you might have.

UPnP is a method that can open the ports in a way that means several computers and other devices can use the same ports.

If not used the ports close after a period of none use.

9:04 pm Thursday; March 12, 2015

As to why certain Picture formats work and others don't I am not entirely sure..

jpegs can be corrupt (is how the only Virus on OS X arrived on your Mac)

http://en.wikipedia.org/wiki/Leap_%28computer_worm%29

Basically now though of Malware rather than a Virus.

You had to download the corrupt jpeg and then try to Open it to get it to install.

It only then affected iChat and spread only to other computer connected via Bonjour

Screen Grabs can be set to one of several formats so I would look at changing them.

I use .png

PSDs can hold so much info about the picture that the file size may not "look right" to the Messages app/Aim Servers in this case.

As you have found out Zipped files seems to work.

9:19 pm Thursday; March 12, 2015

for the Points.

I do find that AIM transfers between different versions of iChat and Messages can seemingly vary.

For Instance on My iMac in both Mavericks and Yosemite I have not managed and AIM transfer to iChat 5 but I can do a Bonjour one.

To iChat 4 I don't seem to always to Bonjour but can do AIM.

I know that my router is set up to do UPnP which allows the ports to be opened by the computer so it would not appear to be this that was the issue.

7:40 pm Friday; March 20, 2015

I can't send pictures (OS X screen snaps in memory pasted directly in; nor .png or .jpg files dragged into a reply) using OS X 10.9.5, Messages 8.0, logged into AOL: api.oscar.aol.com Port: 443, √ SSL to someone using OS 10.10, Messages 8, logged in with an Apple account. Both on the network with the first two octets of the network number the same (e.g., 222.59.x.x). Of course, traffic leaves and returns to the network via AOL and Apple servers, respectively.

"A direct connection could not be established" "The connection was refused"

Hi,

Try Zipping the files first.

Whilst only a work around it does allow some files to be sent.

9:42 pm Thursday; April 23, 2015