fix(datastore): auto-close stale sleep sessions and validate event kind in CLI

skills/datastore/scripts/datastore.py

@@ -23,12 +23,15 @@ import os
 import re
 import subprocess
 import sys
+import logging
 from pathlib import Path
 from typing import Any, Dict, List, Optional, Tuple, Union
 from zoneinfo import ZoneInfo
 
 import duckdb
 
+logger = logging.getLogger("datastore")
+
 def generate_ulid() -> str:
     try:
         from ulid import ULID
@@ -384,6 +387,58 @@ class DatastoreEngine:
                 }
         return None
 
+    def _auto_close_stale_sleep_sessions(self, subject: str, current_start_dt: datetime.datetime) -> List[str]:
+        """Auto-closes open sleep sessions that started >10h ago or on a prior calendar day."""
+        open_sessions = self.con.execute(
+            """
+            SELECT id, start, payload, note
+            FROM events 
+            WHERE kind = 'sleep.session' AND subject = ? AND "end" IS NULL AND deleted_at IS NULL
+            ORDER BY start ASC
+            """,
+            [subject],
+        ).fetchall()
+
+        closed_ids = []
+        for o_id, o_start, o_payload, o_note in open_sessions:
+            o_start_dt = datetime.datetime.fromisoformat(str(o_start).replace("Z", "+00:00")).astimezone(BERLIN_TZ)
+            diff_hours = (current_start_dt - o_start_dt).total_seconds() / 3600.0
+
+            # Stale if open for >= 10 hours or started on an earlier day
+            if diff_hours >= 10.0 or (current_start_dt.date() > o_start_dt.date() and current_start_dt.hour >= 6):
+                if o_start_dt.hour >= 17:
+                    next_day = o_start_dt.date() + datetime.timedelta(days=1)
+                    auto_end_dt = datetime.datetime.combine(next_day, datetime.time(7, 0), tzinfo=BERLIN_TZ)
+                    if auto_end_dt > current_start_dt:
+                        auto_end_dt = current_start_dt
+                else:
+                    auto_end_dt = o_start_dt + datetime.timedelta(minutes=45)
+                    if auto_end_dt > current_start_dt:
+                        auto_end_dt = current_start_dt
+
+                auto_end_iso = auto_end_dt.isoformat()
+                now_iso = datetime.datetime.now(datetime.timezone.utc).isoformat()
+                note_suffix = "Auto-beendet (vergessenes Aufwachen)"
+                updated_note = f"{o_note} | {note_suffix}" if o_note else note_suffix
+
+                self.con.execute(
+                    """
+                    UPDATE events 
+                    SET "end" = ?, estimated = true, note = ?, updated_at = ?
+                    WHERE id = ?
+                    """,
+                    [auto_end_iso, updated_note, now_iso, o_id],
+                )
+                self._update_jsonl_record("sleep", o_id, {
+                    "end": auto_end_iso,
+                    "estimated": True,
+                    "note": updated_note,
+                    "updated_at": now_iso,
+                })
+                closed_ids.append(o_id)
+                logger.info(f"Auto-closed stale open sleep session {o_id} for {subject} at {auto_end_iso}")
+        return closed_ids
+
     # --------------------------------------------------------------------------
     # Event Operations
     # --------------------------------------------------------------------------
@@ -446,9 +501,11 @@ class DatastoreEngine:
                     "feedback": feedback,
                 }
 
-        # Validation for open intervals in sleep
+        # Validation and stale cleanup for sleep sessions
-        if kind == "sleep.session" and end_iso is None:
+        if kind == "sleep.session":
-            # Check if there is already an open session for this subject
+            self._auto_close_stale_sleep_sessions(subject, start_dt)
+            if end_iso is None:
+                # Check if there is still an active (non-stale) open session for this subject
                 open_sessions = self.con.execute(
                     "SELECT id, start FROM events WHERE kind = 'sleep.session' AND subject = ? AND \"end\" IS NULL AND deleted_at IS NULL",
                     [subject],
@@ -1085,6 +1142,10 @@ def run_cli():
         kind = args.kind or args.kind_flag
         if not kind:
             parser.error("the 'add' command requires 'kind' (positional or via --kind)")
+        if kind.lower() in ("true", "false", "yes", "no"):
+            parser.error(f"Invalid kind '{kind}'. Did you mean '--estimated' without an argument?")
+        if "." not in kind:
+            parser.error(f"Invalid kind '{kind}'. Expected domain.event (e.g. 'nutrition.intake', 'sleep.session', 'feeding.bottle').")
         payload = json.loads(args.payload)
         res = engine.add_event(
             kind=kind,

skills/datastore/tests/test_datastore.py

@@ -573,4 +573,96 @@ def test_cli_kind_flag_and_positional(temp_datastore: DatastoreEngine):
     assert stop_data["duration_minutes"] == 60
 
 
+def test_auto_close_stale_sleep_session(temp_datastore: DatastoreEngine):
+    """Verifies that an open sleep session from yesterday is auto-closed when a new sleep session is logged."""
+    # 1. Open night sleep session yesterday at 19:15
+    res_night = temp_datastore.add_event(
+        kind="sleep.session",
+        subject="mila",
+        actor="agent:hebamme",
+        start="2026-10-08T19:15:00+02:00",
+        payload={"type": "night", "location": "bett"},
+    )
+    assert res_night["status"] == "success"
+    night_id = res_night["event"]["id"]
+
+    # 2. Add midday nap today at 12:35 without closing the night session first
+    res_nap = temp_datastore.add_event(
+        kind="sleep.session",
+        subject="mila",
+        actor="agent:hebamme",
+        start="2026-10-09T12:35:00+02:00",
+        payload={"type": "nap", "location": "bett"},
+    )
+    assert res_nap["status"] == "success"
+    nap_id = res_nap["event"]["id"]
+    assert nap_id != night_id
+
+    # 3. Query the night session to verify it was auto-closed with estimated=True and end=07:00
+    rows = temp_datastore.query(f"SELECT id, start, \"end\", estimated, note FROM events WHERE id = '{night_id}'")
+    assert len(rows) == 1
+    night_row = rows[0]
+    assert night_row["end"] is not None
+    assert "07:00:00" in str(night_row["end"])
+    assert night_row["estimated"] is True
+    assert "Auto-beendet" in str(night_row["note"])
+
+
+def test_auto_close_stale_sleep_session_on_bounded_nap(temp_datastore: DatastoreEngine):
+    """Verifies that logging a bounded interval today auto-closes a forgotten night session from yesterday."""
+    res_night = temp_datastore.add_event(
+        kind="sleep.session",
+        subject="mila",
+        actor="agent:hebamme",
+        start="2026-10-08T19:15:00+02:00",
+        payload={"type": "night", "location": "bett"},
+    )
+    night_id = res_night["event"]["id"]
+
+    # Add bounded nap from 15:20 to 15:35
+    res_nap = temp_datastore.add_event(
+        kind="sleep.session",
+        subject="mila",
+        actor="agent:hebamme",
+        start="2026-10-09T15:20:00+02:00",
+        end="2026-10-09T15:35:00+02:00",
+        payload={"type": "nap", "location": "bett"},
+    )
+    assert res_nap["status"] == "success"
+
+    # Verify night session was closed
+    rows = temp_datastore.query(f"SELECT id, \"end\", estimated FROM events WHERE id = '{night_id}'")
+    assert rows[0]["end"] is not None
+    assert rows[0]["estimated"] is True
+
+
+def test_cli_rejects_invalid_kind(temp_datastore: DatastoreEngine):
+    """Verifies CLI rejects boolean words or strings without dots as kind."""
+    import subprocess
+    import sys
+    from pathlib import Path
+
+    script_path = Path(__file__).resolve().parent.parent / "scripts" / "datastore.py"
+    data_dir = str(temp_datastore.data_dir)
+
+    proc = subprocess.run(
+        [
+            sys.executable,
+            str(script_path),
+            "add",
+            "true",
+            "--subject",
+            "moritz",
+            "--payload",
+            '{"item": "Snack", "qty": 100}',
+        ],
+        env=dict(os.environ, OPENCLAW_DATA_DIR=data_dir),
+        capture_output=True,
+        text=True,
+    )
+    assert proc.returncode != 0
+    assert "Invalid kind 'true'" in proc.stderr
+
+
+