diff --git a/sopel/builtins/calc.py b/sopel/builtins/calc.py
index f591a3ab0..50816e657 100644
--- a/sopel/builtins/calc.py
+++ b/sopel/builtins/calc.py
@@ -12,13 +12,27 @@
 
 
 @plugin.command('c', 'calc')
+@plugin.example('.c', 'Nothing to calculate.')
+@plugin.example('.c foo * bar', "Can't process expression: Node type 'Name' is not supported.")
+@plugin.example('.c 10 / 0', 'Division by zero is not supported in this universe.')
+@plugin.example('.c 10\\2', 'Invalid syntax')
+@plugin.example('.c (10**1000000)**2',
+                "Error running calculation: "
+                "ValueError('Pow expression too complex to calculate.')")
+@plugin.example('.c (10**100000)**2 * (10**100000)**2',
+                "Error running calculation: "
+                "ValueError('Value is too large to be handled in limited time and memory.')")
 @plugin.example('.c 5 + 3', '8')
 @plugin.example('.c 0.9*10', '9')
 @plugin.example('.c 10*0.9', '9')
-@plugin.example('.c 2*(1+2)*3', '18')
-@plugin.example('.c 2**10', '1024')
-@plugin.example('.c 5 // 2', '2')
-@plugin.example('.c 5 / 2', '2.5')
+@plugin.example('.c 0.5**2', '0.25')
+@plugin.example('.c 3**0', '1')
+@plugin.example('.c 0 * 5', '0')
+@plugin.example('.c 5**5', '3125')
+@plugin.example('.c 2*(1+2)*3', '18', user_help=True)
+@plugin.example('.c 2**10', '1024', user_help=True)
+@plugin.example('.c 5 // 2', '2', user_help=True)
+@plugin.example('.c 5 / 2', '2.5', user_help=True)
 @plugin.output_prefix('[calc] ')
 def c(bot, trigger):
     """Evaluate some calculation."""
@@ -39,5 +53,8 @@ def c(bot, trigger):
     except SyntaxError:
         bot.reply('Invalid syntax')
         return
+    except ValueError as err:
+        bot.reply("Error running calculation: %r" % err)
+        return
 
     bot.say(result)