diff --git a/noxfile.py b/noxfile.py
index 4717e0d..88cf122 100644
--- a/noxfile.py
+++ b/noxfile.py
@@ -23,6 +23,9 @@ def tests(session: nox.Session):
     """Run tests for generator and generated code in all languages."""
     _install_requirements(session)
 
+    session.log("Running test data generator.")
+    session.run("python", "-m", "generator", "--plugin", "testdata")
+
     session.log("Running tests: generator and generated Python code.")
     session.run("pytest", "./tests")
 
diff --git a/packages/python/lsprotocol/_hooks.py b/packages/python/lsprotocol/_hooks.py
index dbd51f9..06ade48 100644
--- a/packages/python/lsprotocol/_hooks.py
+++ b/packages/python/lsprotocol/_hooks.py
@@ -634,6 +634,88 @@ def _notebook_sync_option_selector_hook(
                 object_, lsp_types.NotebookDocumentSyncOptionsNotebookSelectorType2
             )
 
+    def _semantic_token_registration_options_hook(
+        object_: Any, _: type
+    ) -> Optional[
+        Union[OptionalPrimitive, lsp_types.SemanticTokensRegistrationOptionsFullType1]
+    ]:
+        if object_ is None:
+            return None
+        if isinstance(object_, (bool, int, str, float)):
+            return object_
+        return converter.structure(
+            object_, lsp_types.SemanticTokensRegistrationOptionsFullType1
+        )
+
+    def _inline_completion_provider_hook(
+        object_: Any, _: type
+    ) -> Optional[Union[OptionalPrimitive, lsp_types.InlineCompletionOptions]]:
+        if object_ is None:
+            return None
+        if isinstance(object_, (bool, int, str, float)):
+            return object_
+        return converter.structure(object_, lsp_types.InlineCompletionOptions)
+
+    def _inline_completion_list_hook(
+        object_: Any, _: type
+    ) -> Optional[
+        Union[lsp_types.InlineCompletionList, List[lsp_types.InlineCompletionItem]]
+    ]:
+        if object_ is None:
+            return None
+        if isinstance(object_, list):
+            return [
+                converter.structure(item, lsp_types.InlineCompletionItem)
+                for item in object_
+            ]
+        return converter.structure(object_, lsp_types.InlineCompletionList)
+
+    def _string_value_hook(
+        object_: Any, _: type
+    ) -> Union[OptionalPrimitive, lsp_types.StringValue]:
+        if object_ is None:
+            return None
+        if isinstance(object_, (bool, int, str, float)):
+            return object_
+        return converter.structure(object_, lsp_types.StringValue)
+
+    def _symbol_list_hook(
+        object_: Any, _: type
+    ) -> Optional[
+        Union[List[lsp_types.SymbolInformation], List[lsp_types.WorkspaceSymbol]]
+    ]:
+        if object_ is None:
+            return None
+        assert isinstance(object_, list)
+        if len(object_) == 0:
+            return []  # type: ignore[return-value]
+        if "location" in object_[0]:
+            return [
+                converter.structure(item, lsp_types.SymbolInformation)
+                for item in object_
+            ]
+        else:
+            return [
+                converter.structure(item, lsp_types.WorkspaceSymbol) for item in object_
+            ]
+
+    def _notebook_sync_registration_option_selector_hook(
+        object_: Any, _: type
+    ) -> Union[
+        lsp_types.NotebookDocumentSyncRegistrationOptionsNotebookSelectorType1,
+        lsp_types.NotebookDocumentSyncRegistrationOptionsNotebookSelectorType2,
+    ]:
+        if "notebook" in object_:
+            return converter.structure(
+                object_,
+                lsp_types.NotebookDocumentSyncRegistrationOptionsNotebookSelectorType1,
+            )
+        else:
+            return converter.structure(
+                object_,
+                lsp_types.NotebookDocumentSyncRegistrationOptionsNotebookSelectorType2,
+            )
+
     structure_hooks = [
         (
             Optional[
@@ -940,6 +1022,41 @@ def _notebook_sync_option_selector_hook(
             ],
             _position_encoding_hook,
         ),
+        (
+            Optional[Union[bool, lsp_types.SemanticTokensRegistrationOptionsFullType1]],
+            _semantic_token_registration_options_hook,
+        ),
+        (
+            Optional[Union[bool, lsp_types.InlineCompletionOptions]],
+            _inline_completion_provider_hook,
+        ),
+        (
+            Optional[
+                Union[
+                    lsp_types.InlineCompletionList, List[lsp_types.InlineCompletionItem]
+                ]
+            ],
+            _inline_completion_list_hook,
+        ),
+        (
+            Union[str, lsp_types.StringValue],
+            _string_value_hook,
+        ),
+        (
+            Optional[
+                Union[
+                    List[lsp_types.SymbolInformation], List[lsp_types.WorkspaceSymbol]
+                ]
+            ],
+            _symbol_list_hook,
+        ),
+        (
+            Union[
+                lsp_types.NotebookDocumentSyncRegistrationOptionsNotebookSelectorType1,
+                lsp_types.NotebookDocumentSyncRegistrationOptionsNotebookSelectorType2,
+            ],
+            _notebook_sync_registration_option_selector_hook,
+        ),
     ]
     for type_, hook in structure_hooks:
         converter.register_structure_hook(type_, hook)
diff --git a/tests/python/test_generated_data.py b/tests/python/test_generated_data.py
new file mode 100644
index 0000000..0ecee3c
--- /dev/null
+++ b/tests/python/test_generated_data.py
@@ -0,0 +1,34 @@
+# Copyright (c) Microsoft Corporation. All rights reserved.
+# Licensed under the MIT License.
+
+import json
+import pathlib
+from typing import Generator, List, Union
+
+import pytest
+
+import lsprotocol.converters as cv
+import lsprotocol.types as lsp
+
+TEST_DATA_ROOT = pathlib.Path(__file__).parent.parent.parent / "packages" / "testdata"
+
+
+def get_all_json_files(root: Union[pathlib.Path, str]) -> List[pathlib.Path]:
+    root_path = pathlib.Path(root)
+    return list(root_path.glob("**/*.json"))
+
+
+converter = cv.get_converter()
+
+
+@pytest.mark.parametrize("json_file", get_all_json_files(TEST_DATA_ROOT))
+def test_generated_data(json_file: str) -> None:
+    type_name, result_type, _ = json_file.name.split("-", 2)
+    lsp_type = getattr(lsp, type_name)
+    data = json.loads(json_file.read_text(encoding="utf-8"))
+
+    try:
+        converter.structure(data, lsp_type)
+        assert result_type == "True", "Expected error, but succeeded structuring"
+    except Exception as e:
+        assert result_type == "False", "Expected success, but failed structuring"