Calling .to_der raises " undefined method `[]' for #<OpenSSL::ASN1::Sequence>" error

[skunkworker]

Recently I've been running into this error and was able to make a minimum reproducible example.

Expected (MRI openssl)

data_sequence = ::OpenSSL::ASN1::Sequence([::OpenSSL::ASN1::Integer(0)])
asn1 = ::OpenSSL::ASN1::Sequence(data_sequence)
asn1.to_der =>  "0\x03\x02\x01\x00"

Actual (JRuby-openssl)

data_sequence = ::OpenSSL::ASN1::Sequence([::OpenSSL::ASN1::Integer(0)])
asn1 = ::OpenSSL::ASN1::Sequence(data_sequence)
asn1.to_der => NoMethodError (undefined method `[]' for #<OpenSSL::ASN1::Sequence:0x389a9ff6>)

[skunkworker]

Some of the backtrace.

 => #<OpenSSL::ASN1::Sequence:0xcb29b75 @value=[#<OpenSSL::ASN1::Integer:0x3674164b @value=0, @tag=2, @indefinite_length=false, @tagging=nil, @tag_class=:UNIVERSAL>], @tag=16, @indefinite_length=false, @tagging=nil, @tag_class=:UNIVERSAL>
jruby-9.3.9.0 :002 > asn1 = ::OpenSSL::ASN1::Sequence(data_sequence); asn1.to_der
2023-08-14T15:35:28.938-07:00 [main] INFO TraceType : Exception raised: NoMethodError : undefined method `[]' for #<OpenSSL::ASN1::Sequence:0xcb29b75>
2023-08-14T15:35:28.939-07:00 [main] INFO TraceType : Backtrace generated:
               getStackTrace at java/lang/Thread.java:1610
            getBacktraceData at org/jruby/runtime/backtrace/TraceType.java:247
                getBacktrace at org/jruby/runtime/backtrace/TraceType.java:53
            captureBacktrace at org/jruby/RubyException.java:402
                    preRaise at org/jruby/exceptions/RaiseException.java:208
                      <init> at org/jruby/exceptions/RaiseException.java:65
                      <init> at org/jruby/exceptions/Exception.java:39
                      <init> at org/jruby/exceptions/StandardError.java:38
                      <init> at org/jruby/exceptions/NameError.java:38
                      <init> at org/jruby/exceptions/NoMethodError.java:38
          constructThrowable at org/jruby/RubyNoMethodError.java:68
                 toThrowable at org/jruby/RubyException.java:364
            newNoMethodError at org/jruby/Ruby.java:4141
               methodMissing at org/jruby/RubyKernel.java:227
               methodMissing at org/jruby/RubyKernel.java:211
                        call at org/jruby/RubyKernel.java:130
                        call at org/jruby/internal/runtime/methods/DynamicMethod.java:222
           callMethodMissing at org/jruby/runtime/Helpers.java:143
                     finvoke at org/jruby/RubyClass.java:792
                      invoke at org/jruby/runtime/Helpers.java:652
                  callMethod at org/jruby/RubyBasicObject.java:357
       toASN1EncodableVector at org/jruby/ext/openssl/ASN1.java:1942
                      toASN1 at org/jruby/ext/openssl/ASN1.java:1824
                       toDER at org/jruby/ext/openssl/ASN1.java:1422
                       toDER at org/jruby/ext/openssl/ASN1.java:1883
                      to_der at org/jruby/ext/openssl/ASN1.java:1412
                      to_der at org/jruby/ext/openssl/ASN1.java:1856
                        call at org/jruby/ext/openssl/ASN1$Constructive$INVOKER$i$0$0$to_der.gen:-1
                cacheAndCall at org/jruby/runtime/callsite/CachingCallSite.java:351
                        call at org/jruby/runtime/callsite/CachingCallSite.java:144
                 processCall at org/jruby/ir/interpreter/InterpreterEngine.java:345
                   interpret at org/jruby/ir/interpreter/StartupInterpreterEngine.java:72
              INTERPRET_EVAL at org/jruby/ir/interpreter/Interpreter.java:106
                  evalCommon at org/jruby/ir/interpreter/Interpreter.java:157
             evalWithBinding at org/jruby/ir/interpreter/Interpreter.java:182
                  evalCommon at org/jruby/RubyKernel.java:1129
                        eval at org/jruby/RubyKernel.java:1091

[skunkworker]

Also fails for ASN1::Set nested set objects.

::OpenSSL::ASN1::Set.new(::OpenSSL::ASN1::Set.new([::OpenSSL::ASN1::Integer(0), ::OpenSSL::ASN1::Integer(1)])).to_der

[kares]

seems to be fixed now in JOSSL 0.14.4 (likely thanks to @HoneyryderChuck e1cdc0a)