CFNetwork Handshake Fail Error for programmatically email - ios

Question

Ok for the life of me I cannot figure this problem out. I am utilizing a SMTPsender to send a email without going through the user mail UI. What I cannot understand is when I run my application in the simulator, it shoots out a email without any issues when the function "sendemail" gets called at runtime. Now when I run the test on the physical iPhone, it gets held up and stops the connection. Here is the log I am getting:
2014-06-09 05:59:11.601 MCDemo[916:60b] in send
2014-06-09 05:59:11.606 MCDemo[916:60b] C: Attempting to connect to server at: smtp.gmail.com:25
2014-06-09 05:59:11.920 MCDemo[916:60b] in applicationDidBecomeActive:
2014-06-09 05:59:13.723 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.725 MCDemo[916:60b] S: 220 mx.google.com ESMTP r132sm217421oib.11 - gsmtp
2014-06-09 05:59:13.726 MCDemo[916:60b] C: EHLO localhost
2014-06-09 05:59:13.728 MCDemo[916:60b] *** starting short watchdog ***
2014-06-09 05:59:13.801 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.806 MCDemo[916:60b] S: 250-mx.google.com at your service, [2602:252:d3a:ca70:cd5d:c927:578f:cc91]
2014-06-09 05:59:13.809 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.811 MCDemo[916:60b] S: 250-SIZE 35882577
2014-06-09 05:59:13.812 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.814 MCDemo[916:60b] S: 250-8BITMIME
2014-06-09 05:59:13.815 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.817 MCDemo[916:60b] S: 250-STARTTLS
2014-06-09 05:59:13.818 MCDemo[916:60b] C: STARTTLS
2014-06-09 05:59:13.820 MCDemo[916:60b] *** starting short watchdog ***
2014-06-09 05:59:13.822 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.824 MCDemo[916:60b] S: 250-ENHANCEDSTATUSCODES
2014-06-09 05:59:13.825 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.827 MCDemo[916:60b] S: 250-PIPELINING
2014-06-09 05:59:13.828 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.829 MCDemo[916:60b] S: 250-CHUNKING
2014-06-09 05:59:13.831 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.832 MCDemo[916:60b] S: 250 SMTPUTF8
2014-06-09 05:59:13.920 MCDemo[916:60b] *** stopping watchdog ***
2014-06-09 05:59:13.922 MCDemo[916:60b] S: 220 2.0.0 Ready to start TLS
2014-06-09 05:59:13.931 MCDemo[916:60b] Beginning TLSv1...
2014-06-09 05:59:13.933 MCDemo[916:60b] C: EHLO localhost
2014-06-09 05:59:14.164 MCDemo[916:60b] CFNetwork SSLHandshake failed (-9807)
2014-06-09 05:59:14.264 MCDemo[916:60b] delegate - error(-9807): The operation couldn’t be completed. (OSStatus error -9807.)
2014-06-09 05:59:19.611 MCDemo[916:60b] *** stopping watchdog ***
This is the code regarding the log:
-(void)sendEmail
{
SKPSMTPMessage *testMsg = [[SKPSMTPMessage alloc] init];
testMsg.fromEmail = #"test#test.com";
testMsg.toEmail = #"*********"; //left blank for this example
testMsg.relayHost = #"smtp.gmail.com";//smtp.mac.com";
testMsg.requiresAuth = YES;
testMsg.login = #"*******"; //left blank
testMsg.pass = #"*****";
testMsg.subject = #"test message";
testMsg.bccEmail = #"test#test.com";
testMsg.wantsSecure = YES; // smtp.gmail.com doesn't work without TLS!
// Only do this for self-signed certs!
//testMsg.validateSSLChain = YES;
testMsg.delegate = self;
NSDictionary *plainPart = [NSDictionary dictionaryWithObjectsAndKeys:#"text/plain",kSKPSMTPPartContentTypeKey,
#"This is a tést messåge.",kSKPSMTPPartMessageKey,#"8bit",kSKPSMTPPartContentTransferEncodingKey,nil];
testMsg.parts = [NSArray arrayWithObjects:plainPart,nil];
[testMsg send];
}
Is there a reason why it will not work on my iPhone but works for the simulator?

Answer 1

The status -9807 means that the certificate chain couldn't be validated. This can be caused by an incorrect time/date on the device.

Answer 2

Import CFNetwork framework in your project