diff --git a/src/main/java/org/jruby/ext/openssl/ASN1.java b/src/main/java/org/jruby/ext/openssl/ASN1.java
index 00551268..840b06e5 100644
--- a/src/main/java/org/jruby/ext/openssl/ASN1.java
+++ b/src/main/java/org/jruby/ext/openssl/ASN1.java
@@ -1357,21 +1357,14 @@ final ASN1TaggedObject toASN1TaggedObject(final ThreadContext context) {
             final IRubyObject val = callMethod(context, "value");
             if ( val instanceof RubyArray ) {
                 final RubyArray arr = (RubyArray) val;
-                if ( arr.size() > 1 ) {
-                    ASN1EncodableVector vec = new ASN1EncodableVector();
-                    for ( final IRubyObject obj : arr.toJavaArray() ) {
-                        ASN1Encodable data = ((ASN1Data) obj).toASN1(context);
-                        if ( data == null ) break; vec.add( data );
-                    }
-                    return new DERTaggedObject(isExplicitTagging(), tag, new DERSequence(vec));
-                }
-                else if ( arr.size() == 1 ) {
-                    ASN1Encodable data = ((ASN1Data) arr.entry(0)).toASN1(context);
-                    return new DERTaggedObject(isExplicitTagging(), tag, data);
-                }
-                else {
-                    throw new IllegalStateException("empty array detected");
+                assert ! arr.isEmpty();
+
+                ASN1EncodableVector vec = new ASN1EncodableVector();
+                for ( final IRubyObject obj : arr.toJavaArray() ) {
+                    ASN1Encodable data = ((ASN1Data) obj).toASN1(context);
+                    if ( data == null ) break; vec.add( data );
                 }
+                return new DERTaggedObject(isExplicitTagging(), tag, new DERSequence(vec));
             }
             return new DERTaggedObject(isExplicitTagging(), tag, ((ASN1Data) val).toASN1(context));
         }
diff --git a/src/test/ruby/test_asn1.rb b/src/test/ruby/test_asn1.rb
index 282b2a4d..4a9dd285 100644
--- a/src/test/ruby/test_asn1.rb
+++ b/src/test/ruby/test_asn1.rb
@@ -260,6 +260,30 @@ def test_encode_nil
     assert_raise(TypeError) { OpenSSL::ASN1::Boolean.new(nil).to_der }
   end
 
+  def test_encode_data_integer
+    data = OpenSSL::ASN1::ASN1Data.new([OpenSSL::ASN1::Integer.new(90)], 1, :CONTEXT_SPECIFIC)
+    der = data.to_der
+    assert_equal "\xA1\x03\x02\x01Z", der
+
+    dec = OpenSSL::ASN1.decode(der)
+    # #<OpenSSL::ASN1::ASN1Data:0x000077be141e1e60
+    #  @indefinite_length=false,
+    #  @tag=1,
+    #  @tag_class=:CONTEXT_SPECIFIC,
+    #  @value=[#<OpenSSL::ASN1::Integer:0x000077be141e1e88 @indefinite_length=false, @tag=2, @tag_class=:UNIVERSAL, @tagging=nil, @value=#<OpenSSL::BN 1>>]>
+    assert_equal OpenSSL::ASN1::ASN1Data, dec.class
+    assert_equal :CONTEXT_SPECIFIC, dec.tag_class
+    assert_equal 1, dec.tag
+
+    assert_equal Array, dec.value.class
+    assert_equal 1, dec.value.size
+    int = dec.value[0]
+    assert_equal OpenSSL::ASN1::Integer, int.class
+    assert_equal 2, int.tag
+    assert_equal :UNIVERSAL, int.tag_class
+    assert_equal OpenSSL::BN.new(90), int.value
+  end
+
   def test_object_identifier
     encode_decode_test B(%w{ 06 01 00 }), OpenSSL::ASN1::ObjectId.new("0.0".b)
     encode_decode_test B(%w{ 06 01 28 }), OpenSSL::ASN1::ObjectId.new("1.0".b)