Dear GarySimon4,
Thanks for choosing Microsoft community!
According to your description, the problem bothering you is that Smtp submission failed and you encountered an error code 5513.
What's more, according to this article there are still some features not yet available in new outlook for Mac, such as the support for POP accounts. The new Outlook for Mac
In addition, I would like to confirm whether you are using a 163 mailbox IMAP account on Outlook for Mac. If so, please kindly understand that this Smtp error is reported and we cannot provide you with further assistance because the 163 server and Exchange Online are two completely different servers. Therefore, please move the technical support of 163, I believe they will provide you with further assistance.
Thanks for your patience and understanding! Hope you all the best!
Best regards,
Kerry