diff --git a/pkgs/development/ruby-modules/bundler-app/default.nix b/pkgs/development/ruby-modules/bundler-app/default.nix
index 99d1dd64dc4f..c8f61389ad3f 100644
--- a/pkgs/development/ruby-modules/bundler-app/default.nix
+++ b/pkgs/development/ruby-modules/bundler-app/default.nix
@@ -26,12 +26,13 @@
 , allowSubstitutes ? false
 , meta ? {}
 , postBuild ? ""
+, gemConfig ? null
 }@args:
 
 let
   basicEnv = (callPackage ../bundled-common {}) args;
 
-  cmdArgs = removeAttrs args [ "pname" "postBuild" ]
+  cmdArgs = removeAttrs args [ "pname" "postBuild" "gemConfig" ]
   // { inherit preferLocalBuild allowSubstitutes; }; # pass the defaults
 in
    runCommand basicEnv.name cmdArgs ''
diff --git a/pkgs/tools/typesetting/asciidoctor/Gemfile b/pkgs/tools/typesetting/asciidoctor/Gemfile
index 92abd4f5cf2b..54509c601e36 100644
--- a/pkgs/tools/typesetting/asciidoctor/Gemfile
+++ b/pkgs/tools/typesetting/asciidoctor/Gemfile
@@ -4,4 +4,6 @@ gem 'asciidoctor-diagram'
 gem 'asciidoctor-bespoke'
 gem 'asciidoctor-pdf'
 gem 'asciidoctor-latex'
+gem 'asciidoctor-mathematical'
+gem 'coderay'
 gem 'pygments.rb'
diff --git a/pkgs/tools/typesetting/asciidoctor/Gemfile.lock b/pkgs/tools/typesetting/asciidoctor/Gemfile.lock
index 25800ed3a1ca..6c52a2c416a1 100644
--- a/pkgs/tools/typesetting/asciidoctor/Gemfile.lock
+++ b/pkgs/tools/typesetting/asciidoctor/Gemfile.lock
@@ -1,82 +1,93 @@
 GEM
   remote: https://rubygems.org/
   specs:
-    Ascii85 (1.0.2)
-    addressable (2.5.0)
-      public_suffix (~> 2.0, >= 2.0.2)
+    Ascii85 (1.0.3)
+    addressable (2.5.2)
+      public_suffix (>= 2.0.2, < 4.0)
     afm (0.2.2)
-    asciidoctor (1.5.6.1)
+    asciidoctor (1.5.6.2)
     asciidoctor-bespoke (1.0.0.alpha.1)
       asciidoctor (>= 1.5.0)
       slim (~> 3.0.6)
       thread_safe (~> 0.3.5)
-    asciidoctor-diagram (1.5.4)
+    asciidoctor-diagram (1.5.9)
       asciidoctor (~> 1.5.0)
     asciidoctor-latex (1.5.0.17.dev)
       asciidoctor (~> 1.5, >= 1.5.2)
       htmlentities (~> 4.3)
       opal (~> 0.6.3)
+    asciidoctor-mathematical (0.2.2)
+      asciidoctor (~> 1.5, >= 1.5.0)
+      mathematical (~> 1.5, >= 1.5.8)
+      ruby-enum (~> 0.4)
     asciidoctor-pdf (1.5.0.alpha.16)
       asciidoctor (>= 1.5.0)
-      prawn (>= 1.3.0, < 3.0.0)
-      prawn-icon (= 1.2.0)
-      prawn-svg (>= 0.21.0, < 0.26.0)
+      prawn (>= 1.3.0, < 2.3.0)
+      prawn-icon (= 1.3.0)
+      prawn-svg (>= 0.21.0, < 0.28.0)
       prawn-table (= 0.2.2)
-      prawn-templates (= 0.0.3)
+      prawn-templates (>= 0.0.3, <= 0.1.1)
       safe_yaml (~> 1.0.4)
-      thread_safe (~> 0.3.5)
+      thread_safe (~> 0.3.6)
       treetop (= 1.5.3)
-    concurrent-ruby (1.0.4)
-    css_parser (1.4.8)
+    coderay (1.1.2)
+    concurrent-ruby (1.0.5)
+    css_parser (1.6.0)
       addressable
     hashery (2.1.2)
     htmlentities (4.3.4)
-    json (2.0.3)
-    multi_json (1.12.1)
+    i18n (1.0.0)
+      concurrent-ruby (~> 1.0)
+    json (2.1.0)
+    mathematical (1.6.11)
+      ruby-enum (~> 0.4)
+    multi_json (1.13.1)
     opal (0.6.3)
       source_map
       sprockets
-    pdf-core (0.6.1)
-    pdf-reader (1.4.1)
+    pdf-core (0.7.0)
+    pdf-reader (2.1.0)
       Ascii85 (~> 1.0.0)
       afm (~> 0.2.1)
       hashery (~> 2.0)
       ruby-rc4
       ttfunk
     polyglot (0.3.5)
-    prawn (2.1.0)
-      pdf-core (~> 0.6.1)
-      ttfunk (~> 1.4.0)
-    prawn-icon (1.2.0)
+    prawn (2.2.2)
+      pdf-core (~> 0.7.0)
+      ttfunk (~> 1.5)
+    prawn-icon (1.3.0)
       prawn (>= 1.1.0, < 3.0.0)
-    prawn-svg (0.25.2)
+    prawn-svg (0.27.1)
       css_parser (~> 1.3)
       prawn (>= 0.11.1, < 3)
     prawn-table (0.2.2)
       prawn (>= 1.3.0, < 3.0.0)
-    prawn-templates (0.0.3)
-      pdf-reader (~> 1.3)
-      prawn (>= 0.15.0)
-    public_suffix (2.0.5)
-    pygments.rb (1.1.1)
+    prawn-templates (0.1.1)
+      pdf-reader (~> 2.0)
+      prawn (~> 2.2)
+    public_suffix (3.0.2)
+    pygments.rb (1.2.1)
       multi_json (>= 1.0.0)
-    rack (2.0.1)
+    rack (2.0.4)
+    ruby-enum (0.7.2)
+      i18n
     ruby-rc4 (0.1.5)
     safe_yaml (1.0.4)
-    slim (3.0.7)
-      temple (~> 0.7.6)
+    slim (3.0.9)
+      temple (>= 0.7.6, < 0.9)
       tilt (>= 1.3.3, < 2.1)
     source_map (3.0.1)
       json
     sprockets (3.7.1)
       concurrent-ruby (~> 1.0)
       rack (> 1, < 3)
-    temple (0.7.7)
-    thread_safe (0.3.5)
-    tilt (2.0.6)
+    temple (0.8.0)
+    thread_safe (0.3.6)
+    tilt (2.0.8)
     treetop (1.5.3)
       polyglot (~> 0.3)
-    ttfunk (1.4.0)
+    ttfunk (1.5.1)
 
 PLATFORMS
   ruby
@@ -86,8 +97,10 @@ DEPENDENCIES
   asciidoctor-bespoke
   asciidoctor-diagram
   asciidoctor-latex
+  asciidoctor-mathematical
   asciidoctor-pdf
+  coderay
   pygments.rb
 
 BUNDLED WITH
-   1.13.6
+   1.14.6
diff --git a/pkgs/tools/typesetting/asciidoctor/default.nix b/pkgs/tools/typesetting/asciidoctor/default.nix
index 02b57ee3a13b..f8cfe44cbd73 100644
--- a/pkgs/tools/typesetting/asciidoctor/default.nix
+++ b/pkgs/tools/typesetting/asciidoctor/default.nix
@@ -1,4 +1,8 @@
-{ stdenv, lib, bundlerApp, ruby, curl }:
+{ stdenv, lib, bundlerApp, ruby, curl
+  # Dependencies of the 'mathematical' package
+, cmake, bison, flex, glib, pkgconfig, cairo
+, pango, gdk_pixbuf, libxml2, python3, patchelf
+}:
 
 bundlerApp {
   inherit ruby;
@@ -11,8 +15,37 @@ bundlerApp {
     "asciidoctor-latex"
     "asciidoctor-pdf"
     "asciidoctor-safe"
+    "asciidoctor-mathematical"
   ];
 
+  gemConfig = {
+    mathematical = attrs: {
+      buildInputs = [
+        cmake
+        bison
+        flex
+        glib
+        pkgconfig
+        cairo
+        pango
+        gdk_pixbuf
+        libxml2
+        python3
+      ];
+
+      # The ruby build script takes care of this
+      dontUseCmakeConfigure = true;
+
+      # For some reason 'mathematical.so' is missing cairo and glib in its RPATH, add them explicitly here
+      postFixup = lib.optionalString stdenv.isLinux ''
+        soPath="$out/lib/ruby/gems/2.4.0/gems/mathematical-${attrs.version}/lib/mathematical/mathematical.so"
+        ${patchelf}/bin/patchelf \
+          --set-rpath "${lib.makeLibraryPath [ glib cairo ]}:$(${patchelf}/bin/patchelf --print-rpath "$soPath")" \
+          "$soPath"
+      '';
+    };
+  };
+
   meta = with lib; {
     description = "A faster Asciidoc processor written in Ruby";
     homepage = http://asciidoctor.org/;
diff --git a/pkgs/tools/typesetting/asciidoctor/gemset.nix b/pkgs/tools/typesetting/asciidoctor/gemset.nix
index 43011b22b76a..4ae146d289ba 100644
--- a/pkgs/tools/typesetting/asciidoctor/gemset.nix
+++ b/pkgs/tools/typesetting/asciidoctor/gemset.nix
@@ -1,11 +1,12 @@
 {
   addressable = {
+    dependencies = ["public_suffix"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1j5r0anj8m4qlf2psnldip4b8ha2bsscv11lpdgnfh4nnchzjnxw";
+      sha256 = "0viqszpkggqi8hq87pqp0xykhvz60g99nwmkwsb0v45kc2liwxvk";
       type = "gem";
     };
-    version = "2.5.0";
+    version = "2.5.2";
   };
   afm = {
     source = {
@@ -18,20 +19,21 @@
   Ascii85 = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0j95sbxd18kc8rhcnvl1w37kflqpax1r12h1x47gh4xxn3mz4m7q";
+      sha256 = "0658m37jjjn6drzqg1gk4p6c205mgp7g1jh2d00n4ngghgmz5qvs";
       type = "gem";
     };
-    version = "1.0.2";
+    version = "1.0.3";
   };
   asciidoctor = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "c4371c419306d69152809eb896c291ca09969dc26ca34be36f4eab82914fceca";
+      sha256 = "0zq3az4836nxkc8g5wnnbzmarw7663s1ky6gf8pc04sfpa8n2l3f";
       type = "gem";
     };
-    version = "1.5.6.1";
+    version = "1.5.6.2";
   };
   asciidoctor-bespoke = {
+    dependencies = ["asciidoctor" "slim" "thread_safe"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "1awy933sswxvi2hxpll3rh9phxcvmqhrbb91m6ibjchnf7qsl3zk";
@@ -40,14 +42,16 @@
     version = "1.0.0.alpha.1";
   };
   asciidoctor-diagram = {
+    dependencies = ["asciidoctor"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "06kqlij2yc84zqxmb39bqi9pihapgac7gxyzrwm4kxfnmfdqmxrk";
+      sha256 = "0rj02i00d9hkzqzzrk5al9rn8yv5x0wsnrv9y6j4k8rfylm69c1r";
       type = "gem";
     };
-    version = "1.5.4";
+    version = "1.5.9";
   };
   asciidoctor-latex = {
+    dependencies = ["asciidoctor" "htmlentities" "opal"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "02qvn1ngp4s9y22vk23zzssd4w1bpyk84akjwiq6nqn8im6s4awz";
@@ -55,29 +59,48 @@
     };
     version = "1.5.0.17.dev";
   };
-  asciidoctor-pdf = {
+  asciidoctor-mathematical = {
+    dependencies = ["asciidoctor" "mathematical" "ruby-enum"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0f6b2a1533577dfba218de5dd886771447e4d1cb670b81d2c3bf3a180e6029a1";
+      sha256 = "18igbvs70dnlrzgl62jcc0vfxhlb4r7v9bq3qf1v80l17lvq1x8f";
+      type = "gem";
+    };
+    version = "0.2.2";
+  };
+  asciidoctor-pdf = {
+    dependencies = ["asciidoctor" "prawn" "prawn-icon" "prawn-svg" "prawn-table" "prawn-templates" "safe_yaml" "thread_safe" "treetop"];
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "1899c071hfmzqg9822v7rg8y8iqlfy3dhpfy32ignzap6cajlsqg";
       type = "gem";
     };
     version = "1.5.0.alpha.16";
   };
+  coderay = {
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "15vav4bhcc2x3jmi3izb11l4d9f3xv8hp2fszb7iqmpsccv1pz4y";
+      type = "gem";
+    };
+    version = "1.1.2";
+  };
   concurrent-ruby = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0p7ji1h1l407kci9w4b4yspzd58ssmlx7p91npx55kw08836dlpb";
+      sha256 = "183lszf5gx84kcpb779v6a2y0mx9sssy8dgppng1z9a505nj1qcf";
       type = "gem";
     };
-    version = "1.0.4";
+    version = "1.0.5";
   };
   css_parser = {
+    dependencies = ["addressable"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1aqv5ds1109s0g76ybvvaff41a71i03fjy0ix6272r8n0gdnjc3f";
+      sha256 = "0gwvf8mc8gnz4aizfijplv3594998h2j44ydakpzsdmkivs07v61";
       type = "gem";
     };
-    version = "1.4.8";
+    version = "1.6.0";
   };
   hashery = {
     source = {
@@ -95,23 +118,42 @@
     };
     version = "4.3.4";
   };
+  i18n = {
+    dependencies = ["concurrent-ruby"];
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "191c2xzlvn42sb8dz6gjy0qaigri4chfvflg3d4k6n58flm0yp65";
+      type = "gem";
+    };
+    version = "1.0.0";
+  };
   json = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0cpw154il64w6q20rrnsbjx1cdfz1yrzz1lgdbpn59lcwc6mprql";
+      sha256 = "01v6jjpvh3gnq6sgllpfqahlgxzj50ailwhj9b3cd20hi2dx0vxp";
       type = "gem";
     };
-    version = "2.0.3";
+    version = "2.1.0";
+  };
+  mathematical = {
+    dependencies = ["ruby-enum"];
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "06xkr613hmzbhmm6zv92zlcjyfp0a6i2b3q3hg24lmj4j5l85p21";
+      type = "gem";
+    };
+    version = "1.6.11";
   };
   multi_json = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1wpc23ls6v2xbk3l1qncsbz16npvmw8p0b38l8czdzri18mp51xk";
+      sha256 = "1rl0qy4inf1mp8mybfk56dfga0mvx97zwpmq5xmiwl5r770171nv";
       type = "gem";
     };
-    version = "1.12.1";
+    version = "1.13.1";
   };
   opal = {
+    dependencies = ["source_map" "sprockets"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "0dmdxhmg43ibd4bsldssslsz8870hzknwcxiv9l1838lh6hd390k";
@@ -122,18 +164,19 @@
   pdf-core = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1s0h0kkddkivgpf7k1jni9nzqxw09d9bgcsvyga407ixbiipkgfy";
+      sha256 = "19llwch2wfg51glb0kff0drfp3n6nb9vim4zlvzckxysksvxpby1";
       type = "gem";
     };
-    version = "0.6.1";
+    version = "0.7.0";
   };
   pdf-reader = {
+    dependencies = ["Ascii85" "afm" "hashery" "ruby-rc4" "ttfunk"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0ivmgm73jjk3hv7896mgld5ki8jhxdvksw766rqxp6i863y9v4jq";
+      sha256 = "1b3ig4wpcgdbqa7yw0ahwbmikkkywn2a22bfmrknl5ls7g066x45";
       type = "gem";
     };
-    version = "1.4.1";
+    version = "2.1.0";
   };
   polyglot = {
     source = {
@@ -144,30 +187,34 @@
     version = "0.3.5";
   };
   prawn = {
+    dependencies = ["pdf-core" "ttfunk"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "18f99v3r0jzym38s68hr0y8anrilv98shmsdf763ascd0gc5dj2n";
+      sha256 = "1qdjf1v6sfl44g3rqxlg8k4jrzkwaxgvh2l4xws97a8f3xv4na4m";
       type = "gem";
     };
-    version = "2.1.0";
+    version = "2.2.2";
   };
   prawn-icon = {
+    dependencies = ["prawn"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "101npavqvv5w44vgphlkqn3gdawxmsnd4j8bk6lzbxz7niqgaqny";
+      sha256 = "1pz8n7ajkfmflw05dib2l9qkzkfzwwbzx63qcvjr14k1dnbpx7qk";
       type = "gem";
     };
-    version = "1.2.0";
+    version = "1.3.0";
   };
   prawn-svg = {
+    dependencies = ["css_parser" "prawn"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "19zc7i6jxycs9m00frvv9g3x98sgzsyb1xf1xnn3h1ki574ibnip";
+      sha256 = "0fykcs10q2j6h04riav1kzrw77mga6gh1rxbh7q0ab6gkr0wamzx";
       type = "gem";
     };
-    version = "0.25.2";
+    version = "0.27.1";
   };
   prawn-table = {
+    dependencies = ["prawn"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "1nxd6qmxqwl850icp18wjh5k0s3amxcajdrkjyzpfgq0kvilcv9k";
@@ -176,36 +223,47 @@
     version = "0.2.2";
   };
   prawn-templates = {
+    dependencies = ["pdf-reader" "prawn"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0d14sq01c5zn0ywzazwcz6lkk235za36km53wqbf1bqabdb1ls10";
+      sha256 = "1gs894sj9zdlwx59h3rk4p0l3y8r18p22zhnfiyx9lngsa56gcrj";
       type = "gem";
     };
-    version = "0.0.3";
+    version = "0.1.1";
   };
   public_suffix = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "040jf98jpp6w140ghkhw2hvc1qx41zvywx5gj7r2ylr1148qnj7q";
+      sha256 = "1x5h1dh1i3gwc01jbg01rly2g6a1qwhynb1s8a30ic507z1nh09s";
       type = "gem";
     };
-    version = "2.0.5";
+    version = "3.0.2";
   };
   "pygments.rb" = {
+    dependencies = ["multi_json"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0g0ipgxqfw0vf2md3s8sqf8y7m5lxqza2gwnr05z3vrf1nc6v6hk";
+      sha256 = "0lbvnwvz770ambm4d6lxgc2097rydn5rcc5d6986bnkzyxfqqjnv";
       type = "gem";
     };
-    version = "1.1.1";
+    version = "1.2.1";
   };
   rack = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "053bqbrxr5gjw5k3rrmh6i35s83kgdycxv292lid072vpwrq1xv1";
+      sha256 = "1mfriw2r2913dv8qf3p87n7yal3qfsrs478x2qz106v8vhmxa017";
       type = "gem";
     };
-    version = "2.0.1";
+    version = "2.0.4";
+  };
+  ruby-enum = {
+    dependencies = ["i18n"];
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "0h62avini866kxpjzqxlqnajma3yvj0y25l6hn9h2mv5pp6fcrhx";
+      type = "gem";
+    };
+    version = "0.7.2";
   };
   ruby-rc4 = {
     source = {
@@ -224,14 +282,16 @@
     version = "1.0.4";
   };
   slim = {
+    dependencies = ["temple" "tilt"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "122hmc2kn3g151m8c41imadw29mghnsjwyzj8wav5zb1q69y4iqp";
+      sha256 = "0zwz083xsbnlrma1pfkzrqc1fqm90fidn915vlifvkzl5fs43pvl";
       type = "gem";
     };
-    version = "3.0.7";
+    version = "3.0.9";
   };
   source_map = {
+    dependencies = ["json"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "0fviv92glr51v2zqy4i5jzi3hzpvjrcwyrxddcfr84ki65zb7pkv";
@@ -240,6 +300,7 @@
     version = "3.0.1";
   };
   sprockets = {
+    dependencies = ["concurrent-ruby" "rack"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "0sv3zk5hwxyjvg7iy9sggjc7k3mfxxif7w8p260rharfyib939ar";
@@ -250,28 +311,29 @@
   temple = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0xlf1if32xj14mkfwh8nxy3zzjzd9lipni0v2bghknp2kfc1hcz6";
+      sha256 = "00nxf610nzi4n1i2lkby43nrnarvl89fcl6lg19406msr0k3ycmq";
       type = "gem";
     };
-    version = "0.7.7";
+    version = "0.8.0";
   };
   thread_safe = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1hq46wqsyylx5afkp6jmcihdpv4ynzzq9ygb6z2pb1cbz5js0gcr";
+      sha256 = "0nmhcgq6cgz44srylra07bmaw99f5271l0dpsvl5f75m44l0gmwy";
       type = "gem";
     };
-    version = "0.3.5";
+    version = "0.3.6";
   };
   tilt = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0qsyzq2k7blyp1rph56xczwfqi8gplns2whswyr67mdfzdi60vvm";
+      sha256 = "0020mrgdf11q23hm1ddd6fv691l51vi10af00f137ilcdb2ycfra";
       type = "gem";
     };
-    version = "2.0.6";
+    version = "2.0.8";
   };
   treetop = {
+    dependencies = ["polyglot"];
     source = {
       remotes = ["https://rubygems.org"];
       sha256 = "0wpl5z33796nz2ah44waflrd1girbra281d9i3m9nz4ylg1ljg5b";
@@ -282,9 +344,9 @@
   ttfunk = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1k725rji58i0qx5xwf7p9d07cmhmjixqkdvhg1wk3rpp1753cf1j";
+      sha256 = "1mgrnqla5n51v4ivn844albsajkck7k6lviphfqa8470r46c58cd";
       type = "gem";
     };
-    version = "1.4.0";
+    version = "1.5.1";
   };
 }