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diff --git a/Lib/test/test_string_compat_aug.py b/Lib/test/test_string_compat_aug.py
new file mode 100644
index 00000000000..c07e6906d91
--- /dev/null
+++ b/Lib/test/test_string_compat_aug.py
@@ -0,0 +1,92 @@
+import string
+import unittest
+from types import SimpleNamespace
+
+
+class TestStringCompatibilityAug(unittest.TestCase):
+    def test_template_substitution_contracts(self):
+        template = string.Template("$who owes $$${amount}")
+        self.assertEqual(
+            template.substitute({"who": "Ada", "amount": "5"}),
+            "Ada owes $5",
+        )
+
+        safe = string.Template("$known and $missing")
+        self.assertEqual(
+            safe.safe_substitute({"known": "present"}),
+            "present and $missing",
+        )
+
+    def test_formatter_and_capwords_contracts(self):
+        formatter = string.Formatter()
+        subject = SimpleNamespace(name="node")
+        self.assertEqual(
+            formatter.format("{0.name}:{count:03d}", subject, count=7),
+            "node:007",
+        )
+
+        parsed = list(formatter.parse("pre {name!r:^10} post"))
+        field = next(item for item in parsed if item[1] is not None)
+        self.assertEqual(field[1:4], ("name", "^10", "r"))
+        self.assertEqual(string.capwords("  alpha\tbeta  gamma "), "Alpha Beta Gamma")
+
+    def test_template_identifier_and_validation_contracts(self):
+        self.assertEqual(string.whitespace, " \t\n\r\v\f")
+        self.assertEqual(string.ascii_letters, string.ascii_lowercase + string.ascii_uppercase)
+        self.assertEqual(string.hexdigits, string.digits + "abcdef" + "ABCDEF")
+        self.assertIn("~", string.punctuation)
+
+        template = string.Template("$who ${what} $$ $who")
+        self.assertEqual(
+            template.substitute({"who": "Ada"}, what="tests"),
+            "Ada tests $ Ada",
+        )
+        self.assertEqual(template.get_identifiers(), ["who", "what"])
+        self.assertTrue(template.is_valid())
+
+        invalid = string.Template("$")
+        self.assertFalse(invalid.is_valid())
+        self.assertEqual(invalid.safe_substitute(), "$")
+        with self.assertRaisesRegex(ValueError, "line 1, col 1"):
+            invalid.substitute({})
+
+        missing = string.Template("$known ${unknown} $$")
+        self.assertEqual(
+            missing.safe_substitute({"known": "yes"}),
+            "yes ${unknown} $",
+        )
+
+        class PercentTemplate(string.Template):
+            delimiter = "%"
+
+        self.assertEqual(
+            PercentTemplate("%name %%").substitute(name="Ada"),
+            "Ada %",
+        )
+
+    def test_formatter_error_and_nested_contracts(self):
+        formatter = string.Formatter()
+        self.assertEqual(formatter.format("{0:{width}}", 7, width="03d"), "007")
+        self.assertEqual(formatter.format("{!s} {!r} {!a}", "x", "x", "é"), "x 'x' '\\xe9'")
+
+        with self.assertRaisesRegex(
+            ValueError,
+            "cannot switch from manual field specification to automatic field numbering",
+        ):
+            formatter.format("{0} {}", "manual", "auto")
+
+        with self.assertRaisesRegex(
+            ValueError,
+            "cannot switch from automatic field numbering to manual field specification",
+        ):
+            formatter.format("{} {0}", "auto", "manual")
+
+        with self.assertRaisesRegex(ValueError, "Unknown conversion specifier q"):
+            formatter.convert_field("value", "q")
+
+        with self.assertRaisesRegex(ValueError, "Max string recursion exceeded"):
+            formatter.vformat("{0:{1:{2}}}", (1, 2, 3), {})
+
+
+if __name__ == "__main__":
+    unittest.main()
diff --git a/Lib/test/test_tstring_aug.py b/Lib/test/test_tstring_aug.py
new file mode 100644
index 00000000000..95461cc7f16
--- /dev/null
+++ b/Lib/test/test_tstring_aug.py
@@ -0,0 +1,434 @@
+import ast
+import io
+import pickle
+import tokenize
+import unittest
+
+from string.templatelib import Interpolation, Template
+
+
+class TestTStringAug(unittest.TestCase):
+    def test_literal_metadata_values_and_iteration(self):
+        name = "World"
+        value = 12.345
+        template = t"hello {name!r} {value:.2f}"
+
+        self.assertIsInstance(template, Template)
+        self.assertEqual(template.strings, ("hello ", " ", ""))
+        self.assertEqual(template.values, ("World", 12.345))
+        self.assertEqual(len(template.interpolations), 2)
+
+        first, second = template.interpolations
+        self.assertIsInstance(first, Interpolation)
+        self.assertEqual(
+            (first.value, first.expression, first.conversion, first.format_spec),
+            ("World", "name", "r", ""),
+        )
+        self.assertEqual(
+            (second.value, second.expression, second.conversion, second.format_spec),
+            (12.345, "value", None, ".2f"),
+        )
+
+        only = t"{name}"
+        only_items = list(only)
+        self.assertEqual(len(only_items), 1)
+        self.assertIs(only_items[0], only.interpolations[0])
+
+        ordered = t"hello {name}"
+        ordered_items = list(ordered)
+        self.assertEqual(ordered_items[0], "hello ")
+        self.assertIs(ordered_items[1], ordered.interpolations[0])
+
+    def test_constructor_pickle_pattern_and_validation(self):
+        self.assertIsNot(Template, Interpolation)
+        with self.assertRaises(ValueError):
+            Interpolation(1, "x", "z", "")
+
+        interpolation = Interpolation(3, "x + 1", "a", ".1f")
+        match interpolation:
+            case Interpolation(value, expression, conversion, format_spec):
+                fields = (value, expression, conversion, format_spec)
+            case _:
+                self.fail("Interpolation did not support four-position matching")
+        self.assertEqual(fields, (3, "x + 1", "a", ".1f"))
+
+        template = Template("a", Interpolation(1, "x", None, ""), "b")
+        unpickled = pickle.loads(pickle.dumps(template))
+        self.assertEqual(unpickled.strings, ("a", "b"))
+        self.assertEqual(unpickled.values, (1,))
+        self.assertEqual(len(unpickled.interpolations), 1)
+        self.assertEqual(unpickled.interpolations[0].expression, "x")
+
+    def test_concatenation_debug_raw_uppercase_and_unparse(self):
+        a = 1
+        b = 2
+        combined = t"{a}" + t"{b}"
+        self.assertEqual(combined.values, (1, 2))
+
+        x = 3
+        self.assertEqual((t"a" + t"b{x}").strings, ("ab", ""))
+
+        value = 42
+        debug = t"{value = }"
+        self.assertEqual(debug.strings, ("value = ", ""))
+        self.assertEqual(debug.interpolations[0].expression, "value")
+        self.assertEqual(debug.interpolations[0].conversion, "r")
+
+        upper = T"upper {value}"
+        self.assertEqual(upper.strings, ("upper ", ""))
+        self.assertEqual(upper.values, (42,))
+
+        raw_prefix = rt"{value}\n"
+        self.assertEqual(raw_prefix.strings, ("", r"\n"))
+        raw_alternate = tr"\n{value}"
+        self.assertEqual(raw_alternate.strings, (r"\n", ""))
+
+        unparsed = ast.unparse(ast.parse("t'hello {value}'", mode="eval"))
+        self.assertRegex(unparsed, r"^t['\"]")
+        self.assertNotRegex(unparsed, r"^f['\"]")
+
+        split = ast.unparse(ast.parse("t'left {value}' f' right {value}'", mode="eval"))
+        self.assertRegex(split, r"^t['\"]")
+        self.assertRegex(split, r" f['\"]")
+
+    def test_tr_raw_named_unicode_escape_keeps_braces_as_fields(self):
+        BULLET = "bullet-name"
+        x = "payload"
+        template = tr"\N{BULLET}{x}"
+
+        self.assertEqual(template.strings, (r"\N", "", ""))
+        self.assertEqual(template.values, ("bullet-name", "payload"))
+        self.assertEqual(
+            [interp.expression for interp in template.interpolations],
+            ["BULLET", "x"],
+        )
+
+    def test_tokenize_untokenize_brace_roundtrip(self):
+        source = 't"{{ {name} }}"'
+        untokenized = tokenize.untokenize(
+            tokenize.generate_tokens(io.StringIO(source).readline)
+        )
+        name = "Ada"
+        template = eval(untokenized, {"name": name})
+        self.assertEqual(template.strings, ("{ ", " }"))
+        self.assertEqual(template.values, ("Ada",))
+
+    def test_disassembly_annotation_ast_compile_and_metadata(self):
+        import dis
+        import opcode
+        import textwrap
+
+        def build_template(value):
+            return t"visible {value!a:.3}"
+
+        opnames = [instruction.opname for instruction in dis.Bytecode(build_template)]
+        self.assertIn("LOAD_CONST", opnames)
+        self.assertIsInstance(opcode.opmap, dict)
+
+        template = build_template("café")
+        self.assertEqual(template.values, ("café",))
+        self.assertEqual(template.interpolations[0].conversion, "a")
+        self.assertEqual(template.interpolations[0].format_spec, ".3")
+
+        namespace = {"value": 3.25}
+        tree = ast.parse('result = t"compiled {value!r:.2f}"', mode="exec")
+        exec(compile(tree, "<tstring-ast>", "exec"), namespace)
+        compiled = namespace["result"]
+        self.assertEqual(compiled.values, (3.25,))
+        self.assertEqual(compiled.interpolations[0].conversion, "r")
+        self.assertEqual(compiled.interpolations[0].format_spec, ".2f")
+
+        annotated = {}
+        exec(
+            textwrap.dedent(
+                """
+                from __future__ import annotations
+                value = 8
+                target: t"ann {value!r}" = 1
+                combo: t"left {value}" f" right {value}" = 2
+                """
+            ),
+            annotated,
+        )
+        annotations = annotated["__annotations__"]
+        for annotation in annotations.values():
+            rendered = eval(annotation, {"value": 8})
+            self.assertIsInstance(rendered, Template)
+        self.assertEqual(eval(annotations["target"], {"value": 8}).values, (8,))
+        self.assertEqual(eval(annotations["combo"], {"value": 8}).values, (8,))
+
+    def test_template_public_error_and_gc_paths(self):
+        import gc
+
+        with self.assertRaises(TypeError):
+            Template(text="x")
+        with self.assertRaises(TypeError):
+            Template(b"bytes")
+        with self.assertRaises(TypeError):
+            Interpolation(1, "x", object(), "")
+        with self.assertRaises(TypeError):
+            Interpolation(1, 123, None, "")
+        with self.assertRaises(TypeError):
+            Interpolation(1, "x", None, 123)
+
+        payload = {"kind": "dict"}
+        template = Template("start", Interpolation(payload, "payload", None, ""), "end")
+        self.assertIn(template.strings, gc.get_referents(template))
+        self.assertIn(template.interpolations, gc.get_referents(template))
+
+        interpolation_refs = gc.get_referents(template.interpolations[0])
+        self.assertIn(payload, interpolation_refs)
+        self.assertIn("payload", interpolation_refs)
+
+        contents = list(template)
+        self.assertEqual(len(contents), 3)
+        self.assertEqual(contents[0], "start")
+        self.assertIs(contents[1], template.interpolations[0])
+        self.assertEqual(contents[1].value, payload)
+        self.assertEqual(contents[1].expression, "payload")
+        self.assertEqual(contents[2], "end")
+
+        self.assertIs(template + 1, NotImplemented)
+        with self.assertRaises(TypeError):
+            1 + template
+
+        with self.assertRaises(AttributeError):
+            template.strings = ()
+        with self.assertRaises(AttributeError):
+            template.interpolations[0].value = None
+
+    def test_parser_contexts_and_invalid_tstring_matrix(self):
+        import textwrap
+
+        valid_exec_cases = [
+            "def f(x=t'{1}', /, y=t'{2}', *args, z=t'{3}', **kw): return x",
+            "lambda x=t'{1}', /, y=t'{2}', *args, z=t'{3}', **kw: x",
+            "result = func(t'{1}', *[t'{2}'], key=t'{3}', **{'extra': t'{4}'})",
+            "result = [t'{x}' for x in range(3) if t'{x}']",
+            "async def f(source):\n    return [t'{item}' async for item in source if t'{item}']",
+            "result = {t'{x}': t'{x}' for x in range(2) if t'{x}'}",
+            "items[t'{x}', t'{x}':t'{x}']",
+            "with cm(t'{x}') as a, cm(t'{x}') as b:\n    pass",
+            "for item in [t'{x}']:\n    pass",
+            "if t'{x}':\n    pass\nwhile t'{x}':\n    break",
+            "@decor(t'{x}')\ndef f():\n    pass",
+            "try:\n    raise err\nexcept* Group as caught:\n    note = t'{caught}'",
+        ]
+        for source in valid_exec_cases:
+            with self.subTest(source=source):
+                compile(source, "<tstring-parser-context>", "exec")
+
+        valid_eval_cases = [
+            "t'{x:{y=}}'",
+            "t'{x:{y!r}}'",
+            "t'{x:{y!s:{z}}}'",
+            "(t'{x}', t'{y}', t'{z}')",
+        ]
+        for source in valid_eval_cases:
+            with self.subTest(source=source):
+                compile(source, "<tstring-parser-context>", "eval")
+
+        invalid_cases = [
+            "t'{x:{y!}}'",
+            "t'{x:{!r}}'",
+            "t'{x:{y!q}}'",
+            "t'{x:{y!r}'",
+            "t'{x:{y;}}'",
+            "t'{x:{'",
+            "t'{x!}'",
+            "t'{x!q}'",
+            "t'{x!s!}'",
+            "t'{x!s:'",
+            "t'{x:{;}}'",
+        ]
+        for source in invalid_cases:
+            with self.subTest(source=source), self.assertRaises(SyntaxError):
+                compile(source, "<bad-tstring-parser-context>", "eval")
+
+        with self.assertRaisesRegex(SyntaxError, "mapping pattern keys"):
+            compile(
+                textwrap.dedent(
+                    """
+                    match data:
+                        case {t'{key}': value}:
+                            pass
+                    """
+                ),
+                "<bad-tstring-pattern>",
+                "exec",
+            )
+
+    def test_annotation_unparse_and_ast_validation_paths(self):
+        import textwrap
+
+        namespace = {}
+        exec(
+            textwrap.dedent(
+                """
+                from __future__ import annotations
+                value = 8
+                width = 4
+                a: t'{value!a}' = None
+                b: t'{value!s:{width}}' = None
+                c: t'{ {1: 2} }' = None
+                d: t'{value:{width}}' = None
+                e: f"{t'{value}'}" = None
+                """
+            ),
+            namespace,
+        )
+        annotations = namespace["__annotations__"]
+        for name in ("a", "b", "c", "d"):
+            with self.subTest(annotation=name):
+                self.assertIsInstance(eval(annotations[name], {"value": 8, "width": 4}), Template)
+        self.assertTrue(eval(annotations["e"], {"value": 8}).startswith("Template("))
+
+        def compile_expression(expr):
+            module = ast.Expression(expr)
+            ast.fix_missing_locations(module)
+            return compile(module, "<tstring-ast-validation>", "eval")
+
+        def fresh_template_and_interpolation():
+            expr = ast.parse('t"{value!r:{width}}"', mode="eval").body
+            interpolation = next(
+                value for value in expr.values
+                if type(value).__name__ == "Interpolation"
+            )
+            return expr, interpolation
+
+        expr, _ = fresh_template_and_interpolation()
+        expr.values = tuple(expr.values)
+        with self.assertRaisesRegex(TypeError, 'TemplateStr field "values" must be a list'):
+            compile_expression(expr)
+
+        expr, _ = fresh_template_and_interpolation()
+        delattr(expr, "values")
+        empty = eval(compile_expression(expr), {"value": 8, "width": 4})
+        self.assertIsInstance(empty, Template)
+        self.assertEqual(empty.values, ())
+
+        for attr, message in (
+            ("value", 'required field "value" missing from Interpolation'),
+            ("str", 'required field "str" missing from Interpolation'),
+            ("conversion", 'required field "conversion" missing from Interpolation'),
+        ):
+            expr, interpolation = fresh_template_and_interpolation()
+            delattr(interpolation, attr)
+            with self.subTest(attr=attr), self.assertRaisesRegex(TypeError, message):
+                compile_expression(expr)
+
+        for attr in ("value", "format_spec"):
+            expr, interpolation = fresh_template_and_interpolation()
+            setattr(interpolation, attr, "not an ast node")
+            with self.subTest(attr=attr), self.assertRaises(TypeError):
+                compile_expression(expr)
+
+    def test_public_parser_literal_and_invalid_grammar_matrix(self):
+        valid_exec_cases = [
+            "result = t'plain' t' {value}'",
+            "result = 'plain ' t'{value}'",
+            "result = f'plain {value}' t' {value}'",
+            "result = t'plain {value}' f' {value}'",
+            "def f(value=t'{1}', *, other=t'{2}', **kw):\n    return t'{value}'",
+            "async def f(source):\n    async for item in source:\n        yield t'{item}'",
+            "def f(items):\n    yield from (t'{item}' for item in items if t'{item}')",
+            "class C(Base, flag=t'{value}'):\n    field = t'{value}'",
+            "@decorator(t'{value}', key=t'{value}')\ndef f():\n    return t'{value}'",
+            "try:\n    raise RuntimeError(t'{value}')\nexcept RuntimeError as exc:\n    note = t'{exc}'\nelse:\n    fallback = t'{value}'\nfinally:\n    done = t'{value}'",
+            "match data:\n    case [first, *rest] if t'{first}':\n        result = t'{rest}'",
+            "assert t'{value}', t'{value}'",
+            "with cm(t'{value}') as first, cm(t'{value}') as second:\n    result = t'{first}{second}'",
+            "result = {key: t'{value}' for key, value in pairs if t'{key}'}",
+            "result = {t'{item}' for item in values if t'{item}'}",
+            "result = [t'{item}' for item in values if t'{item}']",
+            "result = (t'{item}' for item in values if t'{item}')",
+            "result = func(*(t'{item}' for item in values), key=t'{value}', **{'extra': t'{value}'})",
+        ]
+        for source in valid_exec_cases:
+            with self.subTest(source=source):
+                compile(source, "<tstring-public-grammar>", "exec")
+
+        valid_eval_cases = [
+            "t'{value:{width}.{precision}}'",
+            "t'{value!s:{width}}'",
+            "t'{value:{other!r}}'",
+            "(t'{a}', t'{b}', t'{c}',)",
+            "{t'{key}': (t'{value}', f'{value}')}",
+            "(lambda value=t'{1}', /, other=t'{2}', *, key=t'{3}': t'{value}{other}{key}')",
+            "t'{value}' if t'{condition}' else t'{fallback}'",
+        ]
+        for source in valid_eval_cases:
+            with self.subTest(source=source):
+                compile(source, "<tstring-public-grammar>", "eval")
+
+        invalid_eval_cases = [
+            "f'{x!}'",
+            "f'{x!q}'",
+            "f'{x= q}'",
+            "f'{x:{!r}}'",
+            "f'{x:{y!}}'",
+            "f'{x:{y!q}}'",
+            "f'{x:{y;}}'",
+            "f'{x:{y}'",
+            "f'{x!r'",
+            "t'{!r}'",
+            "t'{:x}'",
+            "t'{}'",
+            "t'{x y}'",
+            "t'{x= y}'",
+            "t'{x!}'",
+            "t'{x!q}'",
+            "t'{x= !q}'",
+            "t'{x:{!r}}'",
+            "t'{x:{y!}}'",
+            "t'{x:{y!q}}'",
+            "t'{x:{y;}}'",
+            "t'{x:{y}'",
+            "t'{x!r'",
+        ]
+        for source in invalid_eval_cases:
+            with self.subTest(source=source), self.assertRaises(SyntaxError):
+                compile(source, "<bad-public-string-grammar>", "eval")
+
+    def test_public_token_opcode_reload_surface(self):
+        import importlib
+        import opcode
+        import token
+
+        importlib.reload(token)
+        importlib.reload(opcode)
+        importlib.reload(tokenize)
+
+        self.assertEqual(token.tok_name[token.TSTRING_START], "TSTRING_START")
+        self.assertEqual(token.tok_name[token.TSTRING_MIDDLE], "TSTRING_MIDDLE")
+        self.assertEqual(token.tok_name[token.TSTRING_END], "TSTRING_END")
+        self.assertIn("BUILD_TEMPLATE", opcode.opmap)
+        self.assertIn("BUILD_INTERPOLATION", opcode.opmap)
+
+        stream = io.StringIO('t"{{ {name!r:.3} }}"').readline
+        token_names = [token.tok_name[tok.type] for tok in tokenize.generate_tokens(stream)]
+        self.assertIn("TSTRING_START", token_names)
+        self.assertIn("TSTRING_MIDDLE", token_names)
+        self.assertIn("TSTRING_END", token_names)
+        self.assertEqual(tokenize.untokenize(tokenize.generate_tokens(io.StringIO('t"{name}"').readline)), 't"{name}"')
+
+    def test_public_parser_regression_modules(self):
+        import unittest
+
+        module_names = [
+            "test.test_fstring",
+            "test.test_syntax",
+            "test.test_compile",
+            "test.test_grammar",
+        ]
+        suite = unittest.defaultTestLoader.loadTestsFromNames(module_names)
+        stream = io.StringIO()
+        result = unittest.TextTestRunner(stream=stream, verbosity=0).run(suite)
+        if not result.wasSuccessful():
+            self.fail(stream.getvalue())
+        self.assertGreater(result.testsRun, 0)
+        self.assertGreaterEqual(len(result.skipped), 0)
+
+
+if __name__ == "__main__":
+    unittest.main()