IP Office SE 11.1.2 SMTP email alerts not working with Gmail

[NYSTECH]

We are trying to set up a SE 11.1.2 to email SMTP alerts for 911 calls. Customer is using G-suite/Gmail. System looks like it connects to Gmail server but then just drops connection.
I thought it was account but if use same account /credentials in the VM pro Email settings I get emails.
I have tried ports 25, 465, 587 but noting has worked. Customer has checked firewall rules and also made sure Less secure apps are enabled. here is the monitor trace I get when we test. What is different on the Ip Office email vs the VM Pro email? Some insight is appreciated.

2022-02-03T14:34:15 63889374mS PRN: EMERGENCY CALL from Extension with no dynamic location set and standard location id 0
2022-02-03T14:34:15 63889374mS PRN: EMERGENCY CALL - everything else did not work, try System location id 0
2022-02-03T14:34:15 63889374mS PRN: EMERGENCY CALL from Extension with no dynamic location set and standard location id 0
2022-02-03T14:34:15 63889374mS PRN: EMERGENCY CALL - everything else did not work, try System location id 0
2022-02-03T14:34:15 63889375mS SMTP: SMTPServer New Email..
2022-02-03T14:34:19 63893030mS SMTP: SMTPServer woken up... Session 00000000 Client 00000000 State 1 Q Size 2 current_message 00000000
2022-02-03T14:34:19 63893030mS SMTP: SMTPServer has resolved FQDN [smtp.gmail.com] to IP address [173.194.207.108].
2022-02-03T14:34:19 63893030mS SMTP: Initialising communications to SMTP Server [IP Address = 173.194.207.108, port 465)
2022-02-03T14:34:19 63893030mS SMTP: EMail list is now 2 records long
2022-02-03T14:34:19 63893030mS SMTP: SMTPServer Connecting... Session f2400ab0 Client f2400480 tls 1
2022-02-03T14:34:19 63893030mS SMTP: EMail list is now 2 records long
2022-02-03T14:34:19 63893030mS SMTP: SMTPServer: conn. wating for server .. 4 on state 3
2022-02-03T14:34:19 63893030mS SMTP: SMTPServer snoozing...
2022-02-03T14:34:19 63893048mS SMTP: Established communications with SMTP server
2022-02-03T14:34:30 63903088mS SMTP: SMTPSender ClientDestroyed... Client f2400480
2022-02-03T14:34:30 63903088mS SMTP: SMTPSender ~SMTPTCPSession... Session f2400ab0 Client 00000000
2022-02-03T14:34:30 63903088mS SMTP: SMTPServer Connection Closed... Session f2400ab0 Client 00000000
2022-02-03T14:34:30 63903088mS SMTP: SMTPServer Snoozing for 5 minutes...

 

[NYSTECH]

I forgot to mention that we did upgrade them from 11.1.1 to see if it was a bug but it did not work after upgrade either.

 

[NYSTECH]

Anyone have incite on this? I have opened ticket with Avaya but, not sure how long it will take.

Why would the same account work on and expansion module IP500v2 but, not work on the Server Edition itself.

Does the server Edition use some other type of smtp to generate alarms? I would think it doesn't use VM pro since we don't use VM pro for VM to email.
Avaya is saying I may need to download certificates from google. I would understand that but I am not integrating VM pro with google.
Just trying to get SMTP alerts through email

It destroys the connection right after STARTTLSI I see the TLS error but not sure how that plays into this. and why doesn't the IP500 have same issue?

2022-02-11T17:31:47 129064mS SMTP: SMTPServer Connected...
2022-02-11T17:31:47 129064mS PACKET: ev=15401694 v=Sending data to 209.85.232.28 on port 587 p1=0 p2=0
0000 45 48 4c 4f 20 31 37 32 2e 31 39 2e 34 2e 39 39 EHLO 172.19.4.99
0010 0d 0a ..
2022-02-11T17:31:47 129135mS SMTP: Processing response for connected state
2022-02-11T17:31:47 129135mS SMTP: Read response
2022-02-11T17:31:47 129135mS SMTP: Received expected response of 250
2022-02-11T17:31:47 129135mS PACKET: ev=15401694 v=Sending data to 209.85.232.28 on port 587 p1=0 p2=0
0000 53 54 41 52 54 54 4c 53 0d 0a STARTTLS..
2022-02-11T17:31:47 129201mS SMTP: Read response
2022-02-11T17:31:47 129201mS SMTP: Received expected response of 220
2022-02-11T17:31:47 129201mS SMTP: SMTPServer Connected...
2022-02-11T17:31:47 129201mS PACKET: ev=15401694 v=Sending data to 209.85.232.28 on port 587 p1=0 p2=0
0000 45 48 4c 4f 20 31 37 32 2e 31 39 2e 34 2e 39 39 EHLO 172.19.4.99
0010 0d 0a ..
2022-02-11T17:31:47 129241mS ERR: TLS:Certificate with invalid key usage Src=172.19.4.99:4101 Dst=209.85.232.28:587
2022-02-11T17:31:47 129241mS SMTP: SMTPSender ClientDestroyed... Client f4cb66c8
2022-02-11T17:31:47 129241mS SMTP: SMTPSender ~SMTPTCPSession... Session f3dca158 Client 00000000
2022-02-11T17:31:47 129241mS SMTP: SMTPServer Connection Closed... Session f3dca158 Client 00000000
2022-02-11T17:31:47 129241mS SMTP: SMTPServer Snoozing for 5 minutes..