Cannot send mail wiith Mac Mail

Hello Team,
Hope you are all well, xmas is upon us... good times...
Had my iMac for about 1 month now - love it...
Im just having some issues setting up my mail, works perfect on my iPhone, although with the same settings on the iMac i cannot send any emails - weird.
All the settings are set up perfect, i can receive emails fine, although the sending is painful, i use password authentication and its just not sending!
Any help would be appreciated...
All software is all up to date...
Merry Christmas and Happy New Year all...

Everytime i try to send it fails...
I have tried connection doctor and it tells me simply that there is a problem with the smtp...
"Could not connect to the SMTP server. Check your network connection and that you entered the correct information in the Account Preferences"
DETAILS:
CONNECTED Dec 25 12:58:06.673 [kCFStreamSocketSecurityLevelNone] -- host:mail.anarchy2007.net -- port:465 -- socket:0x1189a94f0 -- thread:0x119624040
It can't be anything with the network or ISP - my iPhone uses the same network and sends perfectly - i can only deduce that the iMac has a setting blocking a port...?

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