Error 550 - email not sending

smartkid808 · January 7, 2023, 5:10am

Hey guys, I am going crazy trying to figure this out. I had this working fine on v4. Been fighting trying to get invoices emailed in v5 for about a month now, and need a fresh set of eyes. I am getting error 550 Relaying denied. I have tried gmail personal type act and my business email (Zoho) with app password.
any Ideas whats blocking it or what I am doing wrong (probably what Im doing wrong). I did try with and with out quotes

Mail options

MAIL_MAILER=“smtp”
MAIL_HOST=“smtppro.zoho.com”
MAIL_PORT=“587”
MAIL_USERNAME="name@domain.net"
MAIL_PASSWORD=“password”
MAIL_ENCRYPTION=“tls”
MAIL_FROM_ADDRESS="name@domain.net"
MAIL_FROM_NAME=“company name”

hillel · January 7, 2023, 6:02pm

Hi,

Have you seen the info here:

@david do you have any suggestions?

smartkid808 · January 7, 2023, 7:00pm

Hi Hillel,I have, but ill run through it again just to make sure I am not missing anything. Brain is fried from work, so I am probbaly missing something stupid. I had the quotes initially setup how it is in that template. Just fyi, not sure if it matters. I am running Docker on UnRAID. v4 was working with gmail, and will try switch back to that again (i initially had v5 on the same gmail act). Appreciate the input.

smartkid808 · January 7, 2023, 9:13pm

not sure if this means anything, or could be the cause.
ERROR: Unsupported cipher or incorrect key length…

I am able to access and create invoices ok. I deleted all gmail app keys and regenerated them for apps, and one of my other apps are working fine. I have also tried changing my public static IP with no change in results.

smartkid808 · January 8, 2023, 12:19am

Ive gone thru everything several times, trying both with Zoho and personal GMail. Both throw same error.
When ever I make a change, I run php artisan optimize, then reboot the docker. Is there a step I am missing to refresh the settings to have them take effect?

hillel · January 8, 2023, 5:36am

That’s the correct step, @david any ideas?

david · January 8, 2023, 7:57am

Are you seeing any errors at all in the activity/system logs tab?

smartkid808 · January 8, 2023, 9:08pm

Hi @david, Yes, that’s where I was seeing the error 550, relaying denied message. I don’t see anything in the larvel logs and can upload any logs that would help. I can do a test run on G-Suite if that would help. But I can’t use that permanently. I did contact Zoho, and they don’t see anything being blocked on their end.

Thanks
Will

david · January 8, 2023, 10:50pm

@smartkid808

I’m not sure, we’ve seen a few queries about people having issues when they attempt to use relay servers, one thing to check is to ensure the FROM_EMAIL is the same as the outbound email address you are attempting to use.

smartkid808 · January 9, 2023, 6:04pm

So just an update. I also tried to setup SendGrid, and I am getting the same error.
I currently have .env placed in /storage
below is full .env redacted and last part of Larvel log, hoping it can bring some insight.
I do have the debug on, but is it supposed to be at the bottom like v4?

# IN application vars
APP_NAME="Ninja Invoicing"
APP_URL=fqdn
APP_KEY=key
APP_DEBUG=TRUE
REQUIRE_HTTPS=TRUE
# PDF_GENERATOR=phantom
# PHANTOMJS_PDF_GENERATION=true
# PHANTOMJS_CLOUD_KEY=
PDF_GENERATOR=snappdf
TRUSTED_PROXIES='*'

IS_DOCKER=TRUE

QUEUE_CONNECTION=database

ERROR_EMAIL=email

# DB connection
DB_HOST=db host
DB_PORT=3306
DB_DATABASE= db name
DB_USERNAME=username
DB_PASSWORD=user pass

# Create initial user
# Default to these values if empty
# IN_USER_EMAIL=admin@example.com
# IN_PASSWORD=changeme!



# Mail options
# MAIL_MAILER=smtp
# MAIL_HOST=stmp.gmail.com
# MAIL_PORT=587
# MAIL_USERNAME=user
# MAIL_PASSWORD=password
# MAIL_ENCRYPTION=tls
# MAIL_FROM_ADDRESS='EMAIL'
# MAIL_FROM_NAME='company'

# Mail options
MAIL_MAILER=smtp
MAIL_HOST=smtp.sendgrid.com
MAIL_PORT=465
MAIL_USERNAME=apikey
MAIL_PASSWORD=password
MAIL_ENCRYPTION=ssl
MAIL_FROM_ADDRESS='email'
MAIL_FROM_NAME='company'

# MySQL
MYSQL_ROOT_PASSWORD=
MYSQL_USER=ninja
MYSQL_PASSWORD=ninja
MYSQL_DATABASE=ninja

# V4 env vars
# DB_STRICT=false
# APP_CIPHER=AES-256-CBC

Last portion of larvel log

[2023-01-08 23:30:01] production.INFO: updating currencies  
[2023-01-09 06:20:00] production.INFO: Performing Autobilling 2023-01-09 06:20:00  
[2023-01-09 06:20:03] production.INFO: Auto Bill - balance remains to be paid!! - 75.000000  
[2023-01-09 06:20:03] production.INFO: Auto Bill - balance remains to be paid!! - 67.780000  
[2023-01-09 06:20:03] production.INFO: Auto Bill - balance remains to be paid!! - 35.000000  
[2023-01-09 17:38:00] production.ERROR: Unable to generate the raw PDF {"exception":"[object] (App\\Exceptions\\FilePermissionsFailure(code: 0): Unable to generate the raw PDF at /var/www/app/app/Jobs/Entity/CreateRawPdf.php:212)
[stacktrace]
#0 /var/www/app/app/Mail/Engine/InvoiceEmailEngine.php(131): App\\Jobs\\Entity\\CreateRawPdf->handle()
#1 /var/www/app/app/Jobs/Entity/EmailEntity.php(177): App\\Mail\\Engine\\InvoiceEmailEngine->build()
#2 /var/www/app/app/Jobs/Entity/EmailEntity.php(108): App\\Jobs\\Entity\\EmailEntity->resolveEmailBuilder()
#3 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/BoundMethod.php(36): App\\Jobs\\Entity\\EmailEntity->handle()
#4 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/Util.php(41): Illuminate\\Container\\BoundMethod::Illuminate\\Container\\{closure}()
#5 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/BoundMethod.php(93): Illuminate\\Container\\Util::unwrapIfClosure()
#6 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/BoundMethod.php(37): Illuminate\\Container\\BoundMethod::callBoundMethod()
#7 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/Container.php(651): Illuminate\\Container\\BoundMethod::call()
#8 /var/www/app/vendor/laravel/framework/src/Illuminate/Bus/Dispatcher.php(128): Illuminate\\Container\\Container->call()
#9 /var/www/app/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(141): Illuminate\\Bus\\Dispatcher->Illuminate\\Bus\\{closure}()
#10 /var/www/app/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(116): Illuminate\\Pipeline\\Pipeline->Illuminate\\Pipeline\\{closure}()
#11 /var/www/app/vendor/laravel/framework/src/Illuminate/Bus/Dispatcher.php(132): Illuminate\\Pipeline\\Pipeline->then()
#12 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/CallQueuedHandler.php(124): Illuminate\\Bus\\Dispatcher->dispatchNow()
#13 /var/www/app/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(141): Illuminate\\Queue\\CallQueuedHandler->Illuminate\\Queue\\{closure}()
#14 /var/www/app/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(116): Illuminate\\Pipeline\\Pipeline->Illuminate\\Pipeline\\{closure}()
#15 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/CallQueuedHandler.php(126): Illuminate\\Pipeline\\Pipeline->then()
#16 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/CallQueuedHandler.php(70): Illuminate\\Queue\\CallQueuedHandler->dispatchThroughMiddleware()
#17 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/Jobs/Job.php(98): Illuminate\\Queue\\CallQueuedHandler->call()
#18 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/Worker.php(425): Illuminate\\Queue\\Jobs\\Job->fire()
#19 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/Worker.php(375): Illuminate\\Queue\\Worker->process()
#20 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/Worker.php(173): Illuminate\\Queue\\Worker->runJob()
#21 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/Console/WorkCommand.php(146): Illuminate\\Queue\\Worker->daemon()
#22 /var/www/app/vendor/laravel/framework/src/Illuminate/Queue/Console/WorkCommand.php(130): Illuminate\\Queue\\Console\\WorkCommand->runWorker()
#23 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/BoundMethod.php(36): Illuminate\\Queue\\Console\\WorkCommand->handle()
#24 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/Util.php(41): Illuminate\\Container\\BoundMethod::Illuminate\\Container\\{closure}()
#25 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/BoundMethod.php(93): Illuminate\\Container\\Util::unwrapIfClosure()
#26 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/BoundMethod.php(37): Illuminate\\Container\\BoundMethod::callBoundMethod()
#27 /var/www/app/vendor/laravel/framework/src/Illuminate/Container/Container.php(651): Illuminate\\Container\\BoundMethod::call()
#28 /var/www/app/vendor/laravel/framework/src/Illuminate/Console/Command.php(182): Illuminate\\Container\\Container->call()
#29 /var/www/app/vendor/symfony/console/Command/Command.php(312): Illuminate\\Console\\Command->execute()
#30 /var/www/app/vendor/laravel/framework/src/Illuminate/Console/Command.php(152): Symfony\\Component\\Console\\Command\\Command->run()
#31 /var/www/app/vendor/symfony/console/Application.php(1020): Illuminate\\Console\\Command->run()
#32 /var/www/app/vendor/symfony/console/Application.php(312): Symfony\\Component\\Console\\Application->doRunCommand()
#33 /var/www/app/vendor/symfony/console/Application.php(168): Symfony\\Component\\Console\\Application->doRun()
#34 /var/www/app/vendor/laravel/framework/src/Illuminate/Console/Application.php(102): Symfony\\Component\\Console\\Application->run()
#35 /var/www/app/vendor/laravel/framework/src/Illuminate/Foundation/Console/Kernel.php(155): Illuminate\\Console\\Application->run()
#36 /var/www/app/artisan(37): Illuminate\\Foundation\\Console\\Kernel->handle()
#37 {main}
"}

smartkid808 · January 11, 2023, 1:41am

So I think it has to do with the UnRAID version I got. I looked thru the post, and other people had the same issue, and the creator stated he doesnt email from the system.

Therefore, I am going to build a Ubunutu VM. I tried once and failed, so will try again. I did notice v5.5 requires PHP 8, while the docs show 7.4 (self-host-installation) So do I need to install both, or just PHP8.1

robwent · January 13, 2023, 7:54pm

I think I remember having an issue with unquoted values when trying to connect to gmail.
This is my working config

MAIL_MAILER="smtp"
MAIL_HOST="smtp.gmail.com"
MAIL_PORT="587"
MAIL_USERNAME="my@emailaddress.com"
MAIL_PASSWORD="mypassword"
MAIL_ENCRYPTION="tls"
MAIL_FROM_ADDRESS="my@emailaddress.com"
MAIL_FROM_NAME="Robert Went"

I don’t use the MAIL_FROM_ADDRESS option.

david · January 13, 2023, 11:31pm

@smartkid808

I think the failure here is happening before your app even tries to get to the mailserver.

Can you try disabling all attachments / send with PDF option in Settings > Email settings.

It looks like the system is failing to generate the PDF to attach to the email.

smartkid808 · January 13, 2023, 11:51pm

Hi @david . I couldn’t even get that far. I wasn’t even able to log in.

Right now I have ubuntu installed (using this, and trying to figure out why cert isn’t passing like before. I think permissions are good for cert and ninja folders. I’m probably going to start all over again. I would like to get the react version working as well thats why.

Question, just to make sure. I only need PHP 8.1 (and dependencies) correct? I don’t need 7.4? (just checking since he has 7.4 listed, but main page has 8.1 (so i skipped 7.4

Much Mahalos

david · January 14, 2023, 12:03am

@smartkid808

v5 only supports PHP 8.1

I’m looking into the react issue currently, hopefully we have a solution soon.

smartkid808 · January 14, 2023, 12:18am

@david Thanks for confirming the PHP ver. verification. Just wanted to make sure I am not doing anything wrong on that part.
Thanks for all your hard work on this.
I’ll report back the outcome after I reinstall.

smartkid808 · January 14, 2023, 5:38am

@david
Hey David, I was just curious if you guys offer any install services. I’m not a linux person, and I am getting stressed out and going crazy trying to make this work. I have the SQL db saved. I didnt save the json backup, which i can rebuild the faulty docker and save if need.

I dont really make make much money on anything as I only have 1 client that’s constant as i do things on the side, and work full time. any other is family for reimbursement for cell phone.
I tried following the guide, updating sections i noticed from php 7.4 to php 8.1.

I currently already have nginx installed on unraid docker. on. 72.x.x.50, and i was putting ninja on 72.x.x.52. (i have 72.x.x.50-54) with its own nginx.

david · January 14, 2023, 6:18am

@smartkid808

I’d suggest either trying Docker, or use a installer like Softaculous to manage this for you.

We don’t offer installation as a service.

smartkid808 · January 14, 2023, 6:28am

@david Thanks I will try docker under unraid again, using what you sent earlier. Thanks so much for your help. If I ever figure it out, I will post what I did… Or maybe just try learn real docker… Was just trying to learn more linux stuff (which i did a little).

smartkid808 · January 16, 2023, 10:19pm

Thanks @david. I got it working. UnRAID requires the ENV variables that are in the file in the Docker settings (exception is app key from what I can tell)