passbolt

**Note : replaced links in logs due to 2 links limit. Seems bugged btw, i have only one here.**

**Checklist**
[x] I have read intro post
[x] I have read the tutorials, help and searched for similar issues
[x] I provide relevant information about my server (component names and versions, etc.)
[x] I provide a copy of my logs and healthcheck
[x] I describe the steps I have taken to trouble shoot the problem
[x] I describe the steps on how to reproduce the issue

**HealthCheck**

 Open source password manager for teams
-------------------------------------------------------------------------------
 Healthcheck shell
-------------------------------------------------------------------------------

 Environment

 [PASS] PHP version 7.3.29-1~deb10u1.
 [PASS] PCRE compiled with unicode support.
 [PASS] The temporary directory and its content are writable.
 [PASS] The public image directory and its content are writable.
 [PASS] The logs directory and its content are writable.
 [PASS] GD or Imagick extension is installed.
 [PASS] Intl extension is installed.
 [PASS] Mbstring extension is installed.

 Config files

 [PASS] The application config file is present
 [PASS] The passbolt config file is present

 Core config

 [PASS] Debug mode is off.
 [PASS] Cache is working.
 [PASS] Unique value set for security.salt
 [PASS] Full base url is set to xxx.xxx.com
 [PASS] App.fullBaseUrl validation OK.
 [PASS] /healthcheck/status is reachable.

 SSL Certificate

 [PASS] SSL peer certificate validates
 [PASS] Hostname is matching in SSL certificate.
 [PASS] Not using a self-signed certificate

 Database

 [PASS] The application is able to connect to the database
 [PASS] 25 tables found
 [PASS] Some default content is present
 [PASS] The database schema up to date.

 GPG Configuration

 [PASS] PHP GPG Module is installed and loaded.
 [PASS] The environment variable GNUPGHOME is set to /var/lib/passbolt/.gnupg.
 [PASS] The directory /var/lib/passbolt/.gnupg containing the keyring is writable by the webserver user.
 [PASS] The server OpenPGP key is not the default one
 [PASS] The public key file is defined in config/passbolt.php and readable.
 [PASS] The private key file is defined in config/passbolt.php and readable.
 [PASS] The server key fingerprint matches the one defined in config/passbolt.php.
 [PASS] The server public key defined in the config/passbolt.php (or environment variables) is in the keyring.
 [PASS] There is a valid email id defined for the server key.
 [PASS] The public key can be used to encrypt a message.
 [PASS] The private key can be used to sign a message.
 [PASS] The public and private keys can be used to encrypt and sign a message.
 [PASS] The private key can be used to decrypt a message.
 [PASS] The private key can be used to decrypt and verify a message.
 [PASS] The public key can be used to verify a signature.

 Application configuration

 [PASS] Using latest passbolt version (3.2.1).
 [PASS] Passbolt is configured to force SSL use.
 [PASS] App.fullBaseUrl is set to HTTPS.
 [PASS] Selenium API endpoints are disabled.
 [PASS] Search engine robots are told not to index content.
 [PASS] Registration is closed, only administrators can add users.
 [PASS] Serving the compiled version of the javascript app
 [PASS] All email notifications will be sent.

 [PASS] No error found. Nice one sparky!

**LOGS :**

debian@passbolt-master:~$ sudo su -s /bin/bash -c "/usr/share/php/passbolt/bin/cake passbolt send_test_email --recipient example[at]example.com --verbose" www-data

 Open source password manager for teams
-------------------------------------------------------------------------------
 Debug email shell
-------------------------------------------------------------------------------
Email configuration
-------------------------------------------------------------------------------
Host: xxx-com.mail.protection.outlook.com
Port: 25
Username: catchall[at]xxx.com
Password: *********
TLS: true
Sending email from: Passbolt <catchall[at]xxx.com>
Sending email to: example[at]example.com
-------------------------------------------------------------------------------
Trace
[220] PR2FRA01FT002.mail.protection.outlook.com Microsoft ESMTP MAIL Service ready at Thu, 15 Jul 2021 09:20:05 +0000
> EHLO 51.210.126.171
[250] PR2FRA01FT002.mail.protection.outlook.com Hello [51.210.126.171]
[250] SIZE 157286400
[250] PIPELINING
[250] DSN
[250] ENHANCEDSTATUSCODES
[250] STARTTLS
[250] 8BITMIME
[250] BINARYMIME
[250] CHUNKING
[250] SMTPUTF8
> STARTTLS
[220] 2.0.0 SMTP server ready
> EHLO 51.210.126.171
[250] PR2FRA01FT002.outlook Hello [51.210.126.171]
[250] SIZE 157286400
[250] PIPELINING
[250] DSN
[250] ENHANCEDSTATUSCODES
[250] 8BITMIME
[250] BINARYMIME
[250] CHUNKING
[250] SMTPUTF8
> AUTH PLAIN AGNhdGNoYWxsQHN1YnRlbm8uY29tAGFld2lyNEFpdG9odm82WG9vUmFpOFVHaQ==
[504] 5.7.4 Unrecognized authentication type [PR2FRA01FT002.outlook]
> AUTH LOGIN
[504] 5.7.4 Unrecognized authentication type [PR2FRA01FT002.outlook]

**Explanation**

Hello there,

we moved from Google to Office 365 some days ago, and i'm still having troubles making Passbolt SMTP working using Office.

What i've done so far :

**Connectore in office, with Passbolt Server IP in Mail Flow --> Connectors**

**Tested with and without TLS**

**Tested with and without user defined in passbolt.php config file (when not defined, leaved blank line).

Does anyone managed to get passbolt SMTP working with office 365 ?

All the others apps are working well with office, i did the same stuff for it (Whitelisting IP in mail flow --> Connectors), and are sending e-mails without any use credentials needed.

Thanks to those that will help, i can provide any additionnal informations if needed ! :slight_smile:

Have a nice day,

Vincent.