If I change the server back to what it was before ( the same as my iphone - which does send mail) this is the connection doctor note:
CONNECTED Jan 24 22:49:05.839 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ee20570
READ Jan 24 22:49:06.180 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ee20570
* OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE QUOTA SORT SORT=DISPLAY AUTH=PLAIN AUTH=LOGIN AUTH=CRAM-MD5 AUTH=DIGEST-MD5] Dovecot ready.
WROTE Jan 24 22:49:06.188 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea67ba0
1.87 AUTHENTICATE PLAIN (*** 52 bytes hidden ***)
READ Jan 24 22:49:06.236 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea67ba0
1.87 OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE SORT SORT=DISPLAY THREAD=REFERENCES THREAD=REFS MULTIAPPEND UNSELECT IDLE CHILDREN NAMESPACE UIDPLUS LIST-EXTENDED I18NLEVEL=1 CONDSTORE QRESYNC ESEARCH ESORT SEARCHRES WITHIN CONTEXT=SEARCH LIST-STATUS QUOTA SORT SORT=DISPLAY QUOTA] Logged in
WROTE Jan 24 22:49:06.245 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea67ba0
2.87 ID ("name" "Mac OS X Mail" "version" "5.3 (1283)" "os" "Mac OS X" "os-version" "10.7.5 (11G63)" "vendor" "Apple Inc.")
READ Jan 24 22:49:06.267 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea67ba0
* ID NIL
2.87 OK ID completed.
WROTE Jan 24 22:49:06.281 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea67ba0
3.87 LIST "" ""
READ Jan 24 22:49:06.303 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea67ba0
* LIST (\Noselect) "." ""
3.87 OK List completed.
WROTE Jan 24 22:49:06.314 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33ea9d730 -- thread:0x7fa33ea6cd10
4.87 LOGOUT
CONNECTED Jan 24 23:45:41.547 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eed0b90
READ Jan 24 23:45:41.942 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eed0b90
* OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE QUOTA SORT SORT=DISPLAY AUTH=PLAIN AUTH=LOGIN AUTH=CRAM-MD5 AUTH=DIGEST-MD5] Dovecot ready.
WROTE Jan 24 23:45:41.952 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eab6e50
1.89 AUTHENTICATE PLAIN (*** 52 bytes hidden ***)
READ Jan 24 23:45:42.210 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eab6e50
1.89 OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE SORT SORT=DISPLAY THREAD=REFERENCES THREAD=REFS MULTIAPPEND UNSELECT IDLE CHILDREN NAMESPACE UIDPLUS LIST-EXTENDED I18NLEVEL=1 CONDSTORE QRESYNC ESEARCH ESORT SEARCHRES WITHIN CONTEXT=SEARCH LIST-STATUS QUOTA SORT SORT=DISPLAY QUOTA] Logged in
WROTE Jan 24 23:45:42.216 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eab6e50
2.89 ID ("name" "Mac OS X Mail" "version" "5.3 (1283)" "os" "Mac OS X" "os-version" "10.7.5 (11G63)" "vendor" "Apple Inc.")
READ Jan 24 23:45:42.239 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eab6e50
* ID NIL
2.89 OK ID completed.
WROTE Jan 24 23:45:42.251 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eab6e50
3.89 LIST "" ""
READ Jan 24 23:45:42.396 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33eab6e50
* LIST (\Noselect) "." ""
3.89 OK List completed.
WROTE Jan 24 23:45:42.404 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:993 -- socket:0x7fa33eee2ed0 -- thread:0x7fa33f4cf3b0
4.89 LOGOUT
CONNECTED Jan 24 23:56:58.790 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33eecfc10 -- thread:0x7fa33d057fa0
CONNECTED Jan 24 23:56:58.794 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33f462df0 -- thread:0x7fa33f1e3ec0
READ Jan 24 23:56:58.827 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33eecfc10 -- thread:0x7fa33d057fa0
220 mail89.extendcp.co.uk ESMTP Exim Thu, 24 Jan 2013 23:56:58 +0000
READ Jan 24 23:56:58.827 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33f462df0 -- thread:0x7fa33f1e3ec0
220 mail89.extendcp.co.uk ESMTP Exim Thu, 24 Jan 2013 23:56:58 +0000
WROTE Jan 24 23:56:58.845 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33eecfc10 -- thread:0x7fa33d057fa0
EHLO unknown-c8:bc:c8:df:03:35.home
WROTE Jan 24 23:56:58.848 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33f462df0 -- thread:0x7fa33f1e3ec0
EHLO unknown-c8:bc:c8:df:03:35.home
READ Jan 24 23:56:58.872 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33eecfc10 -- thread:0x7fa33d057fa0
501 Syntactically invalid EHLO argument(s)
READ Jan 24 23:56:58.875 [kCFStreamSocketSecurityLevelNone] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33f462df0 -- thread:0x7fa33f1e3ec0
501 Syntactically invalid EHLO argument(s)
CONNECTED Jan 24 23:56:58.910 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33e8c90c0 -- thread:0x7fa33d057fa0
CONNECTED Jan 24 23:56:58.922 [kCFStreamSocketSecurityLevelNegotiatedSSL] -- host:mail.cip-limited.com -- port:587 -- socket:0x7fa33f4214f0 -- thread:0x7fa33f1e3ec0