Invalid response from acme-challenge

Hi I'm trying to follow this guide to run my own email server: Part 2: Install Dovecot IMAP server on Ubuntu & Enable TLS Encryption

Please fill out the fields below so we can help you better. Note: you must provide your domain name to get help. Domain names for issued certificates are all made public in Certificate Transparency logs (e.g. crt.sh | example.com), so withholding your domain name here does not increase secrecy, but only makes it harder for us to provide help.

My domain is: cworner.com

I ran this command:

sudo certbot certonly -a nginx --agree-tos --no-eff-email --staple-ocsp --email chris@cworner.com -d mail.cworner.com --dry-run

It produced this output:

Saving debug log to /var/log/letsencrypt/letsencrypt.log
Plugins selected: Authenticator nginx, Installer None
Obtaining a new certificate
Performing the following challenges:
http-01 challenge for mail.cworner.com
Waiting for verification...
Challenge failed for domain mail.cworner.com
http-01 challenge for mail.cworner.com
Cleaning up challenges
Some challenges have failed.

IMPORTANT NOTES:
 - The following errors were reported by the server:

   Domain: mail.cworner.com
   Type:   unauthorized
   Detail: Invalid response from
   http://mail.cworner.com/.well-known/acme-challenge/xG3F9JpW5-g9_y45XDNqFTH2uP1miMyTJ89rSVSIPJU
   [81.134.3.184]: "<html>\r\n<head><title>404 Not
   Found</title></head>\r\n<body>\r\n<center><h1>404 Not
   Found</h1></center>\r\n<hr><center>nginx/1.18.0 (Ub"

   To fix these errors, please make sure that your domain name was
   entered correctly and the DNS A/AAAA record(s) for that domain
   contain(s) the right IP address.

My web server is (include version): nginx/1.18.0

The operating system my web server runs on is (include version): Ubuntu 20.10

My hosting provider, if applicable, is: Not applicable

I can login to a root shell on my machine (yes or no, or I don't know): Yes

I'm using a control panel to manage my site (no, or provide the name and version of the control panel): No

The version of my client is (e.g. output of certbot --version or certbot-auto --version if you're using Certbot): certbot 1.7.0

1 Like

Please show the output of:
nginx -T

[also, for legibility, please include (above and below the output) three backticks "```"]
Like:

```
output
goes
here
```

1 Like

To give you the full picture (in case it matters): I've got an email server and a web server behind a reverse proxy because both VMs needed port 80 open on the firewall.

Here is the output of nginx -T on the email server.

nginx: the configuration file /etc/nginx/nginx.conf syntax is ok
nginx: configuration file /etc/nginx/nginx.conf test is successful
# configuration file /etc/nginx/nginx.conf:
user www-data;
worker_processes auto;
pid /run/nginx.pid;
include /etc/nginx/modules-enabled/*.conf;

events {
	worker_connections 768;
	# multi_accept on;
}

http {

	##
	# Basic Settings
	##

	sendfile on;
	tcp_nopush on;
	types_hash_max_size 2048;
	# server_tokens off;

	# server_names_hash_bucket_size 64;
	# server_name_in_redirect off;

	include /etc/nginx/mime.types;
	default_type application/octet-stream;

	##
	# SSL Settings
	##

	ssl_protocols TLSv1 TLSv1.1 TLSv1.2 TLSv1.3; # Dropping SSLv3, ref: POODLE
	ssl_prefer_server_ciphers on;

	##
	# Logging Settings
	##

	access_log /var/log/nginx/access.log;
	error_log /var/log/nginx/error.log;

	##
	# Gzip Settings
	##

	gzip on;

	# gzip_vary on;
	# gzip_proxied any;
	# gzip_comp_level 6;
	# gzip_buffers 16 8k;
	# gzip_http_version 1.1;
	# gzip_types text/plain text/css application/json application/javascript text/xml application/xml application/xml+rss text/javascript;

	##
	# Virtual Host Configs
	##

	include /etc/nginx/conf.d/*.conf;
	include /etc/nginx/sites-enabled/*;
}


#mail {
#	# See sample authentication script at:
#	# http://wiki.nginx.org/ImapAuthenticateWithApachePhpScript
#
#	# auth_http localhost/auth.php;
#	# pop3_capabilities "TOP" "USER";
#	# imap_capabilities "IMAP4rev1" "UIDPLUS";
#
#	server {
#		listen     localhost:110;
#		protocol   pop3;
#		proxy      on;
#	}
#
#	server {
#		listen     localhost:143;
#		protocol   imap;
#		proxy      on;
#	}
#}

# configuration file /etc/nginx/modules-enabled/50-mod-http-image-filter.conf:
load_module modules/ngx_http_image_filter_module.so;

# configuration file /etc/nginx/modules-enabled/50-mod-http-xslt-filter.conf:
load_module modules/ngx_http_xslt_filter_module.so;

# configuration file /etc/nginx/modules-enabled/50-mod-mail.conf:
load_module modules/ngx_mail_module.so;

# configuration file /etc/nginx/modules-enabled/50-mod-stream.conf:
load_module modules/ngx_stream_module.so;

# configuration file /etc/nginx/modules-enabled/70-mod-stream-geoip2.conf:
load_module modules/ngx_stream_geoip2_module.so;

# configuration file /etc/nginx/mime.types:

types {
    text/html                             html htm shtml;
    text/css                              css;
    text/xml                              xml;
    image/gif                             gif;
    image/jpeg                            jpeg jpg;
    application/javascript                js;
    application/atom+xml                  atom;
    application/rss+xml                   rss;

    text/mathml                           mml;
    text/plain                            txt;
    text/vnd.sun.j2me.app-descriptor      jad;
    text/vnd.wap.wml                      wml;
    text/x-component                      htc;

    image/png                             png;
    image/tiff                            tif tiff;
    image/vnd.wap.wbmp                    wbmp;
    image/x-icon                          ico;
    image/x-jng                           jng;
    image/x-ms-bmp                        bmp;
    image/svg+xml                         svg svgz;
    image/webp                            webp;

    application/font-woff                 woff;
    application/java-archive              jar war ear;
    application/json                      json;
    application/mac-binhex40              hqx;
    application/msword                    doc;
    application/pdf                       pdf;
    application/postscript                ps eps ai;
    application/rtf                       rtf;
    application/vnd.apple.mpegurl         m3u8;
    application/vnd.ms-excel              xls;
    application/vnd.ms-fontobject         eot;
    application/vnd.ms-powerpoint         ppt;
    application/vnd.wap.wmlc              wmlc;
    application/vnd.google-earth.kml+xml  kml;
    application/vnd.google-earth.kmz      kmz;
    application/x-7z-compressed           7z;
    application/x-cocoa                   cco;
    application/x-java-archive-diff       jardiff;
    application/x-java-jnlp-file          jnlp;
    application/x-makeself                run;
    application/x-perl                    pl pm;
    application/x-pilot                   prc pdb;
    application/x-rar-compressed          rar;
    application/x-redhat-package-manager  rpm;
    application/x-sea                     sea;
    application/x-shockwave-flash         swf;
    application/x-stuffit                 sit;
    application/x-tcl                     tcl tk;
    application/x-x509-ca-cert            der pem crt;
    application/x-xpinstall               xpi;
    application/xhtml+xml                 xhtml;
    application/xspf+xml                  xspf;
    application/zip                       zip;

    application/octet-stream              bin exe dll;
    application/octet-stream              deb;
    application/octet-stream              dmg;
    application/octet-stream              iso img;
    application/octet-stream              msi msp msm;

    application/vnd.openxmlformats-officedocument.wordprocessingml.document    docx;
    application/vnd.openxmlformats-officedocument.spreadsheetml.sheet          xlsx;
    application/vnd.openxmlformats-officedocument.presentationml.presentation  pptx;

    audio/midi                            mid midi kar;
    audio/mpeg                            mp3;
    audio/ogg                             ogg;
    audio/x-m4a                           m4a;
    audio/x-realaudio                     ra;

    video/3gpp                            3gpp 3gp;
    video/mp2t                            ts;
    video/mp4                             mp4;
    video/mpeg                            mpeg mpg;
    video/quicktime                       mov;
    video/webm                            webm;
    video/x-flv                           flv;
    video/x-m4v                           m4v;
    video/x-mng                           mng;
    video/x-ms-asf                        asx asf;
    video/x-ms-wmv                        wmv;
    video/x-msvideo                       avi;
}

# configuration file /etc/nginx/conf.d/mail.cworner.com.conf:
server {
      listen 80;
      listen [::]:80;
      server_name mail.cworner.com;

      root /var/www/html/;

      location ~ /.well-known/acme-challenge {
         allow all;
      }
}

# configuration file /etc/nginx/sites-enabled/default:
##
# You should look at the following URL's in order to grasp a solid understanding
# of Nginx configuration files in order to fully unleash the power of Nginx.
# https://www.nginx.com/resources/wiki/start/
# https://www.nginx.com/resources/wiki/start/topics/tutorials/config_pitfalls/
# https://wiki.debian.org/Nginx/DirectoryStructure
#
# In most cases, administrators will remove this file from sites-enabled/ and
# leave it as reference inside of sites-available where it will continue to be
# updated by the nginx packaging team.
#
# This file will automatically load configuration files provided by other
# applications, such as Drupal or Wordpress. These applications will be made
# available underneath a path with that package name, such as /drupal8.
#
# Please see /usr/share/doc/nginx-doc/examples/ for more detailed examples.
##

# Default server configuration
#
server {
	listen 80 default_server;
	listen [::]:80 default_server;

	# SSL configuration
	#
	# listen 443 ssl default_server;
	# listen [::]:443 ssl default_server;
	#
	# Note: You should disable gzip for SSL traffic.
	# See: https://bugs.debian.org/773332
	#
	# Read up on ssl_ciphers to ensure a secure configuration.
	# See: https://bugs.debian.org/765782
	#
	# Self signed certs generated by the ssl-cert package
	# Don't use them in a production server!
	#
	# include snippets/snakeoil.conf;

	root /var/www/html;

	# Add index.php to the list if you are using PHP
	index index.html index.htm index.nginx-debian.html;

	server_name _;

	location / {
		# First attempt to serve request as file, then
		# as directory, then fall back to displaying a 404.
		try_files $uri $uri/ =404;
	}

	# pass PHP scripts to FastCGI server
	#
	#location ~ \.php$ {
	#	include snippets/fastcgi-php.conf;
	#
	#	# With php-fpm (or other unix sockets):
	#	fastcgi_pass unix:/run/php/php7.4-fpm.sock;
	#	# With php-cgi (or other tcp sockets):
	#	fastcgi_pass 127.0.0.1:9000;
	#}

	# deny access to .htaccess files, if Apache's document root
	# concurs with nginx's one
	#
	#location ~ /\.ht {
	#	deny all;
	#}
}


# Virtual Host configuration for example.com
#
# You can move that to a different file under sites-available/ and symlink that
# to sites-enabled/ to enable it.
#
#server {
#	listen 80;
#	listen [::]:80;
#
#	server_name example.com;
#
#	root /var/www/example.com;
#	index index.html;
#
#	location / {
#		try_files $uri $uri/ =404;
#	}
#}

Here is nginx -T on the reverse proxy:

nginx: the configuration file /etc/nginx/nginx.conf syntax is ok
nginx: configuration file /etc/nginx/nginx.conf test is successful
# configuration file /etc/nginx/nginx.conf:
user www-data;
worker_processes auto;
pid /run/nginx.pid;
include /etc/nginx/modules-enabled/*.conf;

events {
	worker_connections 768;
	# multi_accept on;
}

http {

	##
	# Basic Settings
	##

	sendfile on;
	tcp_nopush on;
	types_hash_max_size 2048;
	# server_tokens off;

	# server_names_hash_bucket_size 64;
	# server_name_in_redirect off;

	include /etc/nginx/mime.types;
	default_type application/octet-stream;

	##
	# SSL Settings
	##

	ssl_protocols TLSv1 TLSv1.1 TLSv1.2 TLSv1.3; # Dropping SSLv3, ref: POODLE
	ssl_prefer_server_ciphers on;

	##
	# Logging Settings
	##

	access_log /var/log/nginx/access.log;
	error_log /var/log/nginx/error.log;

	##
	# Gzip Settings
	##

	gzip on;

	# gzip_vary on;
	# gzip_proxied any;
	# gzip_comp_level 6;
	# gzip_buffers 16 8k;
	# gzip_http_version 1.1;
	# gzip_types text/plain text/css application/json application/javascript text/xml application/xml application/xml+rss text/javascript;

	##
	# Virtual Host Configs
	##

	include /etc/nginx/conf.d/*.conf;
	include /etc/nginx/sites-enabled/*;
}


#mail {
#	# See sample authentication script at:
#	# http://wiki.nginx.org/ImapAuthenticateWithApachePhpScript
#
#	# auth_http localhost/auth.php;
#	# pop3_capabilities "TOP" "USER";
#	# imap_capabilities "IMAP4rev1" "UIDPLUS";
#
#	server {
#		listen     localhost:110;
#		protocol   pop3;
#		proxy      on;
#	}
#
#	server {
#		listen     localhost:143;
#		protocol   imap;
#		proxy      on;
#	}
#}

# configuration file /etc/nginx/modules-enabled/50-mod-http-image-filter.conf:
load_module modules/ngx_http_image_filter_module.so;

# configuration file /etc/nginx/modules-enabled/50-mod-http-xslt-filter.conf:
load_module modules/ngx_http_xslt_filter_module.so;

# configuration file /etc/nginx/modules-enabled/50-mod-mail.conf:
load_module modules/ngx_mail_module.so;

# configuration file /etc/nginx/modules-enabled/50-mod-stream.conf:
load_module modules/ngx_stream_module.so;

# configuration file /etc/nginx/modules-enabled/70-mod-stream-geoip2.conf:
load_module modules/ngx_stream_geoip2_module.so;

# configuration file /etc/nginx/mime.types:

types {
    text/html                             html htm shtml;
    text/css                              css;
    text/xml                              xml;
    image/gif                             gif;
    image/jpeg                            jpeg jpg;
    application/javascript                js;
    application/atom+xml                  atom;
    application/rss+xml                   rss;

    text/mathml                           mml;
    text/plain                            txt;
    text/vnd.sun.j2me.app-descriptor      jad;
    text/vnd.wap.wml                      wml;
    text/x-component                      htc;

    image/png                             png;
    image/tiff                            tif tiff;
    image/vnd.wap.wbmp                    wbmp;
    image/x-icon                          ico;
    image/x-jng                           jng;
    image/x-ms-bmp                        bmp;
    image/svg+xml                         svg svgz;
    image/webp                            webp;

    application/font-woff                 woff;
    application/java-archive              jar war ear;
    application/json                      json;
    application/mac-binhex40              hqx;
    application/msword                    doc;
    application/pdf                       pdf;
    application/postscript                ps eps ai;
    application/rtf                       rtf;
    application/vnd.apple.mpegurl         m3u8;
    application/vnd.ms-excel              xls;
    application/vnd.ms-fontobject         eot;
    application/vnd.ms-powerpoint         ppt;
    application/vnd.wap.wmlc              wmlc;
    application/vnd.google-earth.kml+xml  kml;
    application/vnd.google-earth.kmz      kmz;
    application/x-7z-compressed           7z;
    application/x-cocoa                   cco;
    application/x-java-archive-diff       jardiff;
    application/x-java-jnlp-file          jnlp;
    application/x-makeself                run;
    application/x-perl                    pl pm;
    application/x-pilot                   prc pdb;
    application/x-rar-compressed          rar;
    application/x-redhat-package-manager  rpm;
    application/x-sea                     sea;
    application/x-shockwave-flash         swf;
    application/x-stuffit                 sit;
    application/x-tcl                     tcl tk;
    application/x-x509-ca-cert            der pem crt;
    application/x-xpinstall               xpi;
    application/xhtml+xml                 xhtml;
    application/xspf+xml                  xspf;
    application/zip                       zip;

    application/octet-stream              bin exe dll;
    application/octet-stream              deb;
    application/octet-stream              dmg;
    application/octet-stream              iso img;
    application/octet-stream              msi msp msm;

    application/vnd.openxmlformats-officedocument.wordprocessingml.document    docx;
    application/vnd.openxmlformats-officedocument.spreadsheetml.sheet          xlsx;
    application/vnd.openxmlformats-officedocument.presentationml.presentation  pptx;

    audio/midi                            mid midi kar;
    audio/mpeg                            mp3;
    audio/ogg                             ogg;
    audio/x-m4a                           m4a;
    audio/x-realaudio                     ra;

    video/3gpp                            3gpp 3gp;
    video/mp2t                            ts;
    video/mp4                             mp4;
    video/mpeg                            mpeg mpg;
    video/quicktime                       mov;
    video/webm                            webm;
    video/x-flv                           flv;
    video/x-m4v                           m4v;
    video/x-mng                           mng;
    video/x-ms-asf                        asx asf;
    video/x-ms-wmv                        wmv;
    video/x-msvideo                       avi;
}

# configuration file /etc/nginx/sites-enabled/reverseproxy.conf:
server {
  listen 80;
  listen [::]:80;

  server_name *.mobilehomeservicesltd.com;

  location / {
      proxy_pass http://10.0.0.10:80/;
  }
}

server {
 listen 80;
 listen [::]:80;

 server_name cworner.com *.cworner.com;

 location / {
     proxy_pass http://10.0.0.14:80/;
 }
}

server {
  listen 80;
  listen [::]:80;

  server_name mail.*;

  location / {
      proxy_pass http://10.0.0.14:80/;
  }
}

Question: Could this be a firewall blunder? What ports should be open for the acme-challenge?

Open ports on reverse proxy: 80, 443 open.
Open port on email server: 25, 80, 143, 443, 465, 587, 993 open.

2 Likes

It is difficult to say if the router or proxy are part of the problem (without further testing).
To that end, let's try placing a test file in the expected challenge location and see if that can be reached from the Internet.
On the mail server, do:
mkdir /var/www/html/.well-known
mkdir /var/www/html/.well-known/acme-challenge
echo "test-file-123" > /var/www/html/.well-known/acme-challenge/test-file-123
[do not use any file extension]

then try (from an outside system):
http://mail.cworner.com/.well-known/acme-challenge/test-file-123

1 Like

Also, how does the reverse proxy choose which VM to forward a particular connection to? Is it possible that it's forwarding the /.well-known/acme-challenge request to the wrong VM?

(The experiment @rg305 suggested should be able to show if that's the case.)

Edit: I totally missed that you already included the actual reverse proxy configuration itself. Thanks, Rudy!

3 Likes

@schoen, I believe this is the proxy code that should make that happen...

But since both the proxy and the mail server are running nginx/1.18.0, it is difficult to tell their responses apart.

3 Likes

@rg305

Copying the following address into the browser:
http://mail.cworner.com/.well-known/acme-challenge/test-file-1234

Browser downloads "test-file-1234".

Here is a snapshot of my DNS settings which I should of included previously:

I don't have a public ipv6 address, so I converted a ipv4 address to ipv6 because I wasn't sure if it was compulsory.

2 Likes

I've edited the default nginx homepage on the mail server only to help identify the correct response, navigating to mail.cworner.com or cworner.com brings the following page. Hope this helps:

Emailserver

3 Likes

This record is unnecessary and may do more harm than good:

Not sure if you showed all the DNS records (or if the @ record plays any part of this), but when resolving mail.cworner.com it returns the same IP twice.
[not a real issue with requesting a cert - just dotting eyes a crossing teas - lol]

Seeing that the test-file-123 is accessible, and if the dry-run test continues to fail, then we should try adding this to the test:
--webroot -w /var/www/html

3 Likes

That was all the DNS records for the cworner.com domain. How do I stop it from returning the same IP twice?

I tried the following command:
sudo certbot certonly -a nginx --agree-tos --no-eff-email --staple-ocsp --email chris@cworner.com -d mail.cworner.com --webroot -w /var/www/html --dry-run

And got the following output:

Saving debug log to /var/log/letsencrypt/letsencrypt.log
Could not choose appropriate plugin: Too many flags setting configurators/installers/authenticators 'nginx' -> 'webroot'
Too many flags setting configurators/installers/authenticators 'nginx' -> 'webroot'

Not sure which flags to now take out without spending time reading the manual file...

1 Like

The issue is that your AAAA record is just describing your IPv4 address in IPv6 format. It doesn't really help anything to put it there, and really just adds confusion. If you don't have IPv6 connectivity, you should remove that record. (But much better would be to have your hosting add IPv6 connectivity and then put the IPv6 address in the AAAA record.)

3 Likes

It seems that:

conflicts with:

2 Likes

@rg305

That did it! Thank you so much!! Relieved to finally have this solved.

For anybody with the same problem, the final command was:

sudo certbot certonly --agree-tos --no-eff-email --staple-ocsp --email chris@cworner.com -d mail.cworner.com --webroot -w /var/www/html
3 Likes

Thanks for your response. I've now deleted the AAAA record for now. I'll speak to my ISP about a public ipv6.

2 Likes

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