Issues with receiving S/MIME encrypted emails.

[pepemadalena]

Steps to reproduce

1.When an encrypted email in S/MIME is received, it does not show the option to decrypt and view its content. Instead, it simply says "Not Found".
2.The certificate is correctly imported in the settings section.

Expected behavior

I'm leaving a screenshot that shows how SnappyMail handles it, showing a button to decrypt, enter the key and display the content correctly.

Actual behavior

The option to decrypt does not appear on the email message.

Mail app version

4.2.2

Nextcloud version

30.0.6

Mailserver or service

local IMAP

Operating system

Ubuntu 24.04.2 LTS

PHP engine version

PHP 8.3

Nextcloud memory caching

memcache.local and memcache.distributed

Web server

Apache (supported)

Database

MariaDB

Additional info

No response

[SebastianKrupinski]

Hi @pepemadalena

Are there any errors in the nextcloud.log file when you try to access the email?

[pepemadalena]

Hi @SebastianKrupinski

The nextcloud log shows the following:

{
    "reqId": "Z8SB9WJRGEf6O33JDbufzgAAAAw",
    "level": 3,
    "time": "2025-03-02T16:06:13+00:00",
    "remoteAddr": "xx.xxx.xx.xxx",
    "user": "usuario",
    "app": "PHP",
    "method": "GET",
    "url": "/nextcloud/apps/mail/api/messages/823079/dkim",
    "message": "Undefined array key 1 at /var/www/nextcloud/apps/mail/vendor/phpmailer/dkimvalidator/src/Validator.php#52",
    "userAgent": "Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/133.0.0.0 Safari/537.36",
    "version": "30.0.6.2",
    "data": {
        "app": "PHP"
    }
}
{
    "reqId": "Z8SB-Nadw6ExRQpPINVD_QAAAAA",
    "level": 3,
    "time": "2025-03-02T16:06:16+00:00",
    "remoteAddr": "xx.xxx.xx.xxx",
    "user": "usuario",
    "app": "PHP",
    "method": "GET",
    "url": "/nextcloud/apps/mail/api/messages/823080/dkim",
    "message": "Undefined array key 1 at /var/www/nextcloud/apps/mail/vendor/phpmailer/dkimvalidator/src/Validator.php#52",
    "userAgent": "Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/133.0.0.0 Safari/537.36",
    "version": "30.0.6.2",
    "data": {
        "app": "PHP"
    }
}
{
    "reqId": "Z8SDAYBTHLIe1iqq557N7gAAAAU",
    "level": 3,
    "time": "2025-03-02T16:10:42+00:00",
    "remoteAddr": "xx.xxx.xx.xxx",
    "user": "usuario",
    "app": "mail",
    "method": "GET",
    "url": "/nextcloud/apps/mail/api/messages/793537/body",
    "message": "Failed to find a suitable S/MIME certificate for decryption",
    "userAgent": "Mozilla/5.0 (Windows NT 10.0; Win64; x64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/133.0.0.0 Safari/537.36",
    "version": "30.0.6.2",
    "exception": {
        "Exception": "OCA\\Mail\\Exception\\SmimeDecryptException",
        "Message": "Failed to find a suitable S/MIME certificate for decryption",
        "Code": 0,
        "Trace": [
            {
                "file": "/var/www/nextcloud/apps/mail/lib/IMAP/ImapMessageFetcher.php",
                "line": 181,
                "function": "decryptDataFetch",
                "class": "OCA\\Mail\\Service\\SmimeService",
                "type": "->",
                "args": [
                    "*** sensitive parameters replaced ***"
                ]
            },
            {
                "file": "/var/www/nextcloud/apps/mail/lib/IMAP/MessageMapper.php",
                "line": 314,
                "function": "fetchMessage",
                "class": "OCA\\Mail\\IMAP\\ImapMessageFetcher",
                "type": "->"
            },
            {
                "function": "OCA\\Mail\\IMAP\\{closure}",
                "class": "OCA\\Mail\\IMAP\\MessageMapper",
                "type": "->",
                "args": [
                    "*** sensitive parameters replaced ***"
                ]
            },
            {
                "file": "/var/www/nextcloud/apps/mail/lib/IMAP/MessageMapper.php",
                "line": 304,
                "function": "array_map"
            },
            {
                "file": "/var/www/nextcloud/apps/mail/lib/IMAP/MessageMapper.php",
                "line": 77,
                "function": "findByIds",
                "class": "OCA\\Mail\\IMAP\\MessageMapper",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/apps/mail/lib/Service/MailManager.php",
                "line": 188,
                "function": "find",
                "class": "OCA\\Mail\\IMAP\\MessageMapper",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/apps/mail/lib/Controller/MessagesController.php",
                "line": 211,
                "function": "getImapMessage",
                "class": "OCA\\Mail\\Service\\MailManager",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/lib/private/AppFramework/Http/Dispatcher.php",
                "line": 208,
                "function": "getBody",
                "class": "OCA\\Mail\\Controller\\MessagesController",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/lib/private/AppFramework/Http/Dispatcher.php",
                "line": 114,
                "function": "executeController",
                "class": "OC\\AppFramework\\Http\\Dispatcher",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/lib/private/AppFramework/App.php",
                "line": 161,
                "function": "dispatch",
                "class": "OC\\AppFramework\\Http\\Dispatcher",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/lib/private/Route/Router.php",
                "line": 302,
                "function": "main",
                "class": "OC\\AppFramework\\App",
                "type": "::"
            },
            {
                "file": "/var/www/nextcloud/lib/base.php",
                "line": 1003,
                "function": "match",
                "class": "OC\\Route\\Router",
                "type": "->"
            },
            {
                "file": "/var/www/nextcloud/index.php",
                "line": 24,
                "function": "handleRequest",
                "class": "OC",
                "type": "::"
            }
        ],
        "File": "/var/www/nextclou/apps/mail/lib/Service/SmimeService.php",
        "Line": 525,
        "message": "Failed to find a suitable S/MIME certificate for decryption",
        "exception": {},
        "CustomMessage": "Failed to find a suitable S/MIME certificate for decryption"
    }
}

[SebastianKrupinski]

Hi @pepemadalena

The error is,

"Failed to find a suitable S/MIME certificate for decryption"

Just to confirm, do you have a proper decryption certificate setup for this sender?

[pepemadalena]

Good morning @SebastianKrupinski , in the "Email settings" section I have added a certificate for decrypting emails under "Privacy and Security", "Manage S/MIME certificates". I've attached a screenshot.

But I have noticed that in the "Account Settings" section, under "S/MIME Certificate Mapping Alias", you are unable to select a certificate and the "Update Certificate" button is disabled.

Thanks!!!