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.

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Solution

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;
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