Akrutosync iPhone to Outlook activity halted
For years, I have been using Akrutosync to sync Outlook calendar, contacts, tasks and notes on my Windows 10 PC running Norton Internet Security, with an iPhone, now running iOS 12.1. This arrangement worked reliably until Tuesday 6 November about the middle of the day (in South Australia, GMT + 10.5 Summer Time). After much troubleshooting with Akrutosync remote support, I arrived at the point where all the contacts, etc. had been removed from the iPhone and Akrutosync was reinstalled on the PC and still I could not restore the sync. This is serious – I run my life on the Outlook/iPhone capability!
In my troubleshooting, I used Wireshark, ARP and netstat to investigate the traffic flow during the Akrutosync configuration phase when it uses a web server for an information exchange with the iPhone running Safari:
- A SYN packet comes into the PC from the iPhone
- The PC responds with a SYN, ACK
- The iPhone keeps sending SYN packets until the PC resets the connection.
- I only ever see a SYN_RECEIVED status for the iPhone on the PC’s netstat output
The above occurs whether the NIS Smart Firewall and Auto-Protect are disabled in the System Tray or not.
In other testing, I discovered that a MacBook Air and an iPad both with Safari, and a PC with Edge could all connect to the Akrutosync server, but neither my iPhone nor my wife’s could.
The Akrutosync guy and I concluded that some kind of firewall issue could be the problem. To test this, I loaded Akrutosync on my Windows 10 notebook which uses Microsoft Defender rather than NIS and was able to complete the Akrutosync configuration flawlessly. I have my life back but it is awkward running this Outlook to iPhone service via my notebook. I don’t always have it in use and besides the Outlook environment is much easier to use on the big screen of the PC.
Can anyone explain how NIS could pick on iPhones in not completing a 3-way handshake while everything else I can lay my hands on seems to work OK? Or, am I asking the wrong question?