diff --git a/include/bitcoin/system/impl/machine/number.ipp b/include/bitcoin/system/impl/machine/number.ipp
index 8f07106f00..2188396655 100644
--- a/include/bitcoin/system/impl/machine/number.ipp
+++ b/include/bitcoin/system/impl/machine/number.ipp
@@ -114,7 +114,9 @@ is_overflow(int64_t value) NOEXCEPT
 
 inline data_chunk chunk::from_bool(bool vary) NOEXCEPT
 {
-    return { bc::to_int<uint8_t>(vary) };
+    static const data_chunk true_{ 1 };
+    static const data_chunk false_{};
+    return vary ? true_ : false_;
 }
 
 inline data_chunk chunk::from_integer(int64_t vary) NOEXCEPT
diff --git a/test/chain/script.hpp b/test/chain/script.hpp
index 3a8c506f76..c985f8e575 100644
--- a/test/chain/script.hpp
+++ b/test/chain/script.hpp
@@ -521,7 +521,8 @@ const script_test_list valid_context_free_scripts
     { "nop", "nop10 1", "" },
     { "[42424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242]", "[2.42424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242] equal", "basic push signedness check" },
     { "[1.42424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242]", "[2.42424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242424242] equal", "basic pushdata1 signedness check" },
-    { "0x00", "size 0 equal", "basic op_0 execution" }
+    { "0x00", "size 0 equal", "basic op_0 execution" },
+    { "", "0 1 equal size 0 equal", "boolean encoding" }
 }};
 
 // These are always invalid.