delphi - Using INDY 10 SMTP with Office365

Question

I'm not familar with the INDY SMTP component. I want to send a mail with INDY and Office 365. Here is a nice topic which helped me a lot: What do the SMTP Indy component security and authentication properties do? But I did not figured out how to use SASL. Office365 adress is smtp.office365.com with port 587 and TLS. So I added an SMTP and an OpenSSL-IOHandler to my form and setted the properties. But I didn't work, the app is just freezing. I need to know how to use SASL with Office365.

Thanks.

Answer 1

Office365 only supports the LOGIN SASL on TLS port 587.

The following code works fine for me when I just tried it (all of these settings can also be set up at design-time as well):

1. setting the TIdSMTP.AuthType property to satDefault, which uses the SMTP AUTH LOGIN command:

   var
     idSMTP1: TIdSMTP;
   begin
     idSMTP1 := TIdSMTP.Create(nil);
     try
       idSMTP1.IOHandler := TIdSSLIOHandlerSocketOpenSSL.Create(idSMTP1);
       idSMTP1.UseTLS := utUseExplicitTLS;
       TIdSSLIOHandlerSocketOpenSSL(idSMTP1.IOHandler).SSLOptions.Method := sslvSSLv3;
   
       idSMTP1.Host := 'smtp.office365.com';
       idSMTP1.Port := 587;
   
       idSMTP1.AuthType := satDefault;
       idSMTP1.Username := ...;
       idSMTP1.Password := ...;
   
       try
         idSMTP1.Connect;
         try
           idSMTP1.Authenticate;
         finally
           idSMTP1.Disconnect;
         end;
         ShowMessage('OK');
       except
         on E: Exception do
         begin
           ShowMessage(Format('Failed!'#13'[%s] %s', [E.ClassName, E.Message]));
           raise;
         end;
       end;
     finally
       idSMTP1.Free;
     end;
   

2. setting the TIdSMTP.AuthType property to satSASL and using TIdSASLLogin, which uses the same SMTP AUTH LOGIN command:

   var
     idSMTP1: TIdSMTP;
     idSASLLogin: TIdSASLLogin;
     idUserPassProvider: TIdUserPassProvider;
   begin
     idSMTP1 := TIdSMTP.Create(nil);
     try
       idSMTP1.IOHandler := TIdSSLIOHandlerSocketOpenSSL.Create(idSMTP1);
       idSMTP1.UseTLS := utUseExplicitTLS;
       TIdSSLIOHandlerSocketOpenSSL(idSMTP1.IOHandler).SSLOptions.Method := sslvSSLv3;
   
       idSMTP1.Host := 'smtp.office365.com';
       idSMTP1.Port := 587;
   
       idSASLLogin := TIdSASLLogin.Create(idSMTP1);
       idUserPassProvider := TIdUserPassProvider.Create(idSASLLogin);
   
       idSASLLogin.UserPassProvider := idUserPassProvider;
       idUserPassProvider.Username := ...;
       idUserPassProvider.Password := ...;
   
       idSMTP1.AuthType := satSASL;
       idSMTP1.SASLMechanisms.Add.SASL := idSASLLogin;
   
       try
         idSMTP1.Connect;
         try
           idSMTP1.Authenticate;
         finally
           idSMTP1.Disconnect;
         end;
         ShowMessage('OK');
       except
         on E: Exception do
         begin
           ShowMessage(Format('Failed!'#13'[%s] %s', [E.ClassName, E.Message]));
           raise;
         end;
       end;
     finally
       idSMTP1.Free;
     end;
   

Update: Office365 no longer supports SSL v3, you must use TLS v1.x now:

(idSMTP1.IOHandler).SSLOptions.Method := sslvTLSv1;