From 859945ebc3324c63a693b765d3f138c47b8061f4 Mon Sep 17 00:00:00 2001 From: Carson Date: Thu, 22 Jan 2026 16:15:06 -0600 Subject: [PATCH 1/3] fix: make ContentToolResult.error JSON serializable When a tool call fails and the error is stored in ContentToolResult.error, calling .get_turns() and then .model_dump_json() would fail because Exception objects are not JSON serializable by default. This adds a field_serializer and field_validator to ContentToolResult to handle serialization of the error field: - serialize_error: converts Exception to string for JSON output - validate_error: accepts string or Exception during deserialization Co-Authored-By: Claude Opus 4.5 --- chatlas/_content.py | 22 +++++++++++++++++++++- tests/test_chat.py | 46 +++++++++++++++++++++++++++++++++++++++++++++ 2 files changed, 67 insertions(+), 1 deletion(-) diff --git a/chatlas/_content.py b/chatlas/_content.py index fe04739c..eeffd793 100644 --- a/chatlas/_content.py +++ b/chatlas/_content.py @@ -6,7 +6,7 @@ from typing import TYPE_CHECKING, Any, Literal, Optional, Union, cast import orjson -from pydantic import BaseModel, ConfigDict +from pydantic import BaseModel, ConfigDict, field_serializer, field_validator from ._typing_extensions import TypedDict @@ -363,6 +363,26 @@ class ContentToolResult(Content): request: Optional[ContentToolRequest] = None content_type: ContentTypeEnum = "tool_result" + @field_serializer("error") + @classmethod + def serialize_error(cls, v: Optional[Exception]) -> Optional[str]: + """Serialize Exception to string for JSON compatibility.""" + if v is None: + return None + return str(v) + + @field_validator("error", mode="before") + @classmethod + def validate_error(cls, v: Any) -> Optional[Exception]: + """Accept string or Exception for error field.""" + if v is None: + return None + if isinstance(v, Exception): + return v + if isinstance(v, str): + return Exception(v) + return Exception(str(v)) + @property def id(self): if not self.request: diff --git a/tests/test_chat.py b/tests/test_chat.py index 8d05b62f..1ef25cba 100644 --- a/tests/test_chat.py +++ b/tests/test_chat.py @@ -560,3 +560,49 @@ def test_str_unchanged(): assert "👤" in result or "User" in result assert "🤖" in result or "Assistant" in result + + +def test_json_serialize_with_tool_failure(): + """Test that get_turns() is serializable when a tool call results in failure.""" + # Create a tool request + request = ContentToolRequest( + id="test-123", + name="my_tool", + arguments={"x": 1}, + ) + + # Create a tool result with an error (simulating tool failure) + error = Exception("Something went wrong") + result = ContentToolResult( + value=None, + error=error, + request=request, + ) + + # Build turns that include the failed tool result + chat = ChatOpenAI(api_key="fake_key") + chat.set_turns( + [ + UserTurn("Call the tool"), + AssistantTurn([request]), + UserTurn([result]), + ] + ) + + # Verify serialization works + turns = chat.get_turns() + turns_json = [x.model_dump_json() for x in turns] + + # Verify we can deserialize them back + turns_restored = [Turn.model_validate_json(x) for x in turns_json] + + assert len(turns_restored) == 3 + + # Check the tool result turn was properly restored + tool_result_turn = turns_restored[2] + assert len(tool_result_turn.contents) == 1 + restored_result = tool_result_turn.contents[0] + assert isinstance(restored_result, ContentToolResult) + assert restored_result.error is not None + # After serialization, the Exception becomes a string representation + assert "Something went wrong" in str(restored_result.error) From 4073104ddb136fb624d192b60a11f2fd4239cc47 Mon Sep 17 00:00:00 2001 From: Carson Date: Thu, 22 Jan 2026 16:24:57 -0600 Subject: [PATCH 2/3] docs: add changelog entry for tool result error serialization fix Co-Authored-By: Claude Opus 4.5 --- CHANGELOG.md | 4 ++++ 1 file changed, 4 insertions(+) diff --git a/CHANGELOG.md b/CHANGELOG.md index f8f7217a..63d4a58a 100644 --- a/CHANGELOG.md +++ b/CHANGELOG.md @@ -14,6 +14,10 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0 * `.stream()` and `.stream_async()` now support a `data_model` parameter for structured data extraction while streaming. (#262) * `.to_solver()` now supports a `data_model` parameter for structured data extraction in evals. When provided, the solver uses `.chat_structured()` instead of `.chat()` and outputs JSON-serialized data. (#264) +### Bug fixes + +* Fixed `ContentToolResult` with an `error` not being JSON serializable. When a tool call failed, calling `.get_turns()` followed by `.model_dump_json()` would raise a `PydanticSerializationError`. (#267) + ## [0.15.0] - 2026-01-06 ### New features From a3d9728879ab8a5e31ee36a82b7a7ab287436c6e Mon Sep 17 00:00:00 2001 From: Carson Date: Thu, 22 Jan 2026 16:41:30 -0600 Subject: [PATCH 3/3] fix: re-record VCR cassette for test_openai_web_search The previous cassette contained placeholder IDs (like "msg_missing_id") that caused VCR body matching to fail in CI. Re-recorded with fresh API responses containing proper IDs. Co-Authored-By: Claude Opus 4.5 --- .../test_openai_web_search.yaml | 239 ++++++------------ 1 file changed, 81 insertions(+), 158 deletions(-) diff --git a/tests/_vcr/test_provider_openai/test_openai_web_search.yaml b/tests/_vcr/test_provider_openai/test_openai_web_search.yaml index 19cbebb6..78b02067 100644 --- a/tests/_vcr/test_provider_openai/test_openai_web_search.yaml +++ b/tests/_vcr/test_provider_openai/test_openai_web_search.yaml @@ -25,70 +25,61 @@ interactions: uri: https://api.openai.com/v1/responses response: body: - string: "event: response.created\ndata: {\"type\":\"response.created\",\"sequence_number\":0,\"response\":{\"id\":\"resp_0b375c6deadb5c0101695834ac7f7c81a3a292a51a72d77608\",\"object\":\"response\",\"created_at\":1767388332,\"status\":\"in_progress\",\"background\":false,\"completed_at\":null,\"error\":null,\"incomplete_details\":null,\"instructions\":null,\"max_output_tokens\":null,\"max_tool_calls\":null,\"model\":\"gpt-4.1-2025-04-14\",\"output\":[],\"parallel_tool_calls\":true,\"previous_response_id\":null,\"prompt_cache_key\":null,\"prompt_cache_retention\":null,\"reasoning\":{\"effort\":null,\"summary\":null},\"safety_identifier\":null,\"service_tier\":\"auto\",\"store\":false,\"temperature\":1.0,\"text\":{\"format\":{\"type\":\"text\"},\"verbosity\":\"medium\"},\"tool_choice\":\"auto\",\"tools\":[{\"type\":\"web_search\",\"filters\":null,\"search_context_size\":\"medium\",\"user_location\":{\"type\":\"approximate\",\"city\":null,\"country\":\"US\",\"region\":null,\"timezone\":null}}],\"top_logprobs\":0,\"top_p\":1.0,\"truncation\":\"disabled\",\"usage\":null,\"user\":null,\"metadata\":{}}}\n\nevent: - response.in_progress\ndata: {\"type\":\"response.in_progress\",\"sequence_number\":1,\"response\":{\"id\":\"resp_0b375c6deadb5c0101695834ac7f7c81a3a292a51a72d77608\",\"object\":\"response\",\"created_at\":1767388332,\"status\":\"in_progress\",\"background\":false,\"completed_at\":null,\"error\":null,\"incomplete_details\":null,\"instructions\":null,\"max_output_tokens\":null,\"max_tool_calls\":null,\"model\":\"gpt-4.1-2025-04-14\",\"output\":[],\"parallel_tool_calls\":true,\"previous_response_id\":null,\"prompt_cache_key\":null,\"prompt_cache_retention\":null,\"reasoning\":{\"effort\":null,\"summary\":null},\"safety_identifier\":null,\"service_tier\":\"auto\",\"store\":false,\"temperature\":1.0,\"text\":{\"format\":{\"type\":\"text\"},\"verbosity\":\"medium\"},\"tool_choice\":\"auto\",\"tools\":[{\"type\":\"web_search\",\"filters\":null,\"search_context_size\":\"medium\",\"user_location\":{\"type\":\"approximate\",\"city\":null,\"country\":\"US\",\"region\":null,\"timezone\":null}}],\"top_logprobs\":0,\"top_p\":1.0,\"truncation\":\"disabled\",\"usage\":null,\"user\":null,\"metadata\":{}}}\n\nevent: - response.output_item.added\ndata: {\"type\":\"response.output_item.added\",\"sequence_number\":2,\"output_index\":0,\"item\":{\"id\":\"ws_0b375c6deadb5c0101695834ad3a5481a398eab6757caf8155\",\"type\":\"web_search_call\",\"status\":\"in_progress\",\"action\":{\"type\":\"search\"}}}\n\nevent: - response.web_search_call.in_progress\ndata: {\"type\":\"response.web_search_call.in_progress\",\"sequence_number\":3,\"output_index\":0,\"item_id\":\"ws_0b375c6deadb5c0101695834ad3a5481a398eab6757caf8155\"}\n\nevent: - response.web_search_call.searching\ndata: {\"type\":\"response.web_search_call.searching\",\"sequence_number\":4,\"output_index\":0,\"item_id\":\"ws_0b375c6deadb5c0101695834ad3a5481a398eab6757caf8155\"}\n\nevent: - response.web_search_call.completed\ndata: {\"type\":\"response.web_search_call.completed\",\"sequence_number\":5,\"output_index\":0,\"item_id\":\"ws_0b375c6deadb5c0101695834ad3a5481a398eab6757caf8155\"}\n\nevent: - response.output_item.done\ndata: {\"type\":\"response.output_item.done\",\"sequence_number\":6,\"output_index\":0,\"item\":{\"id\":\"ws_0b375c6deadb5c0101695834ad3a5481a398eab6757caf8155\",\"type\":\"web_search_call\",\"status\":\"completed\",\"action\":{\"type\":\"search\",\"query\":\"ggplot2 - 1.0.0 CRAN archive release date\"}}}\n\nevent: response.output_item.added\ndata: - {\"type\":\"response.output_item.added\",\"sequence_number\":7,\"output_index\":1,\"item\":{\"id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"type\":\"message\",\"status\":\"in_progress\",\"content\":[],\"role\":\"assistant\"}}\n\nevent: - response.content_part.added\ndata: {\"type\":\"response.content_part.added\",\"sequence_number\":8,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"part\":{\"type\":\"output_text\",\"annotations\":[],\"logprobs\":[],\"text\":\"\"}}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":9,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\"The - version ggplot2\u202F1.0.0\",\"logprobs\":[],\"obfuscation\":\"rTXCezw\"}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":10,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\" - was released to CRAN (as seen in\",\"logprobs\":[],\"obfuscation\":\"JhYfAkP9THhghbM\"}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":11,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\" - the CRAN archive) on **2014\u201105\u2011\",\"logprobs\":[],\"obfuscation\":\"\"}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":12,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\"21**. - This is confirmed by the file listing showing:\\n\\n\",\"logprobs\":[],\"obfuscation\":\"5xe5rSB20W\"}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":13,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\"- - `ggplot2_1.0.0.tar\",\"logprobs\":[],\"obfuscation\":\"WwnzpWKnJvnO\"}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":14,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\".gz` - dated **2014\u201105\u201121**\",\"logprobs\":[],\"obfuscation\":\"YIXrsG8\"}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":15,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\" - \",\"logprobs\":[],\"obfuscation\":\"qr8Wsc4f61fcEzc\"}\n\nevent: response.output_text.delta\ndata: - {\"type\":\"response.output_text.delta\",\"sequence_number\":16,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\"([stat.ethz.ch](https://stat.ethz.ch/CRAN/src/contrib/Archive/ggplot2/?utm_source=openai)).\\n\\nTherefore, - the release date of gg\",\"logprobs\":[],\"obfuscation\":\"cu\"}\n\nevent: - response.output_text.annotation.added\ndata: {\"type\":\"response.output_text.annotation.added\",\"sequence_number\":17,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"annotation_index\":0,\"annotation\":{\"type\":\"url_citation\",\"end_index\":280,\"start_index\":190,\"title\":\"Index - of /CRAN/src/contrib/Archive/ggplot2\",\"url\":\"https://stat.ethz.ch/CRAN/src/contrib/Archive/ggplot2/?utm_source=openai\"}}\n\nevent: - response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"sequence_number\":18,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\"plot2\u202F1.0.0 - on CRAN was **\",\"logprobs\":[],\"obfuscation\":\"EUITee\"}\n\nevent: response.output_text.delta\ndata: - {\"type\":\"response.output_text.delta\",\"sequence_number\":19,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"delta\":\"2014\u201105\u201121**.\",\"logprobs\":[],\"obfuscation\":\"i0K\"}\n\nevent: - response.output_text.done\ndata: {\"type\":\"response.output_text.done\",\"sequence_number\":20,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"text\":\"The - version ggplot2\u202F1.0.0 was released to CRAN (as seen in the CRAN archive) - on **2014\u201105\u201121**. This is confirmed by the file listing showing:\\n\\n- - `ggplot2_1.0.0.tar.gz` dated **2014\u201105\u201121** ([stat.ethz.ch](https://stat.ethz.ch/CRAN/src/contrib/Archive/ggplot2/?utm_source=openai)).\\n\\nTherefore, - the release date of ggplot2\u202F1.0.0 on CRAN was **2014\u201105\u201121**.\",\"logprobs\":[]}\n\nevent: - response.content_part.done\ndata: {\"type\":\"response.content_part.done\",\"sequence_number\":21,\"item_id\":\"msg_0b375c6deadb5c0101695834aef55881a38062b7e3931eb744\",\"output_index\":1,\"content_index\":0,\"part\":{\"type\":\"output_text\",\"annotations\":[{\"type\":\"url_citation\",\"end_index\":280,\"start_index\":190,\"title\":\"Index + string: "event: response.created\ndata: {\"type\":\"response.created\",\"response\":{\"id\":\"resp_096378a2c1e6695d016972a7c316d08195ad0a9ba89f12d93f\",\"object\":\"response\",\"created_at\":1769121731,\"status\":\"in_progress\",\"background\":false,\"completed_at\":null,\"error\":null,\"frequency_penalty\":0.0,\"incomplete_details\":null,\"instructions\":null,\"max_output_tokens\":null,\"max_tool_calls\":null,\"model\":\"gpt-4.1-2025-04-14\",\"output\":[],\"parallel_tool_calls\":true,\"presence_penalty\":0.0,\"previous_response_id\":null,\"prompt_cache_key\":null,\"prompt_cache_retention\":null,\"reasoning\":{\"effort\":null,\"summary\":null},\"safety_identifier\":null,\"service_tier\":\"auto\",\"store\":false,\"temperature\":1.0,\"text\":{\"format\":{\"type\":\"text\"},\"verbosity\":\"medium\"},\"tool_choice\":\"auto\",\"tools\":[{\"type\":\"web_search\",\"filters\":null,\"search_context_size\":\"medium\",\"user_location\":{\"type\":\"approximate\",\"city\":null,\"country\":\"US\",\"region\":null,\"timezone\":null}}],\"top_logprobs\":0,\"top_p\":1.0,\"truncation\":\"disabled\",\"usage\":null,\"user\":null,\"metadata\":{}},\"sequence_number\":0}\n\nevent: 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response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"content_index\":0,\"delta\":\"The + version **ggplot2\u202F1.0.0**\",\"item_id\":\"msg_096378a2c1e6695d016972a7c5da008195a75cdfef88e531de\",\"logprobs\":[],\"obfuscation\":\"NII\",\"output_index\":1,\"sequence_number\":9}\n\nevent: + response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"content_index\":0,\"delta\":\" + was released on CRAN on **2014\u201105\u201121\",\"item_id\":\"msg_096378a2c1e6695d016972a7c5da008195a75cdfef88e531de\",\"logprobs\":[],\"obfuscation\":\"ZJ0Wcp2yt1x\",\"output_index\":1,\"sequence_number\":10}\n\nevent: + response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"content_index\":0,\"delta\":\"**, + according to the CRAN archive listing for that package version\",\"item_id\":\"msg_096378a2c1e6695d016972a7c5da008195a75cdfef88e531de\",\"logprobs\":[],\"obfuscation\":\"YW6EDIxjMacV5A\",\"output_index\":1,\"sequence_number\":11}\n\nevent: + response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"content_index\":0,\"delta\":\" + ([stat.ethz.ch](https://stat.ethz.ch/CRAN/src/contrib/Archive/ggplot2/?utm_source=openai))\",\"item_id\":\"msg_096378a2c1e6695d016972a7c5da008195a75cdfef88e531de\",\"logprobs\":[],\"obfuscation\":\"YLYyT\",\"output_index\":1,\"sequence_number\":12}\n\nevent: + response.output_text.annotation.added\ndata: {\"type\":\"response.output_text.annotation.added\",\"annotation\":{\"type\":\"url_citation\",\"end_index\":223,\"start_index\":133,\"title\":\"Index + of /CRAN/src/contrib/Archive/ggplot2\",\"url\":\"https://stat.ethz.ch/CRAN/src/contrib/Archive/ggplot2/?utm_source=openai\"},\"annotation_index\":0,\"content_index\":0,\"item_id\":\"msg_096378a2c1e6695d016972a7c5da008195a75cdfef88e531de\",\"output_index\":1,\"sequence_number\":13}\n\nevent: + response.output_text.delta\ndata: {\"type\":\"response.output_text.delta\",\"content_index\":0,\"delta\":\".\\n\\nTherefore, + the release 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