fix(dayplan): restore time-based auto-sort for places and free reorder for untimed

Timed places now auto-sort chronologically when a time is set.
Untimed places can be freely dragged between timed items.
Transports are inserted by time with per-day position override.
Fixes regression from multi-day spanning PR that removed timed/untimed split.

client/src/components/Planner/DayPlanSidebar.tsx

@@ -341,14 +341,13 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar({
       initTransportPositions(dayId)
     }
 
-    // Build base list: ALL places (timed and untimed) + notes sorted by order_index/sort_order
-    // Places keep their order_index ordering — only transports are inserted based on time.
+    // All places keep their order_index — untimed can be freely moved, timed auto-sort when time is set
     const baseItems = [
       ...da.map(a => ({ type: 'place' as const, sortKey: a.order_index, data: a })),
       ...dn.map(n => ({ type: 'note' as const, sortKey: n.sort_order, data: n })),
     ].sort((a, b) => a.sortKey - b.sortKey)
 
-    // Only transports are inserted among base items based on time/position
+    // Transports are inserted among places based on time
     const timedTransports = transport.map(r => ({
       type: 'transport' as const,
       data: r,
@@ -360,22 +359,20 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar({
       return timedTransports.map((item, i) => ({ ...item, sortKey: i }))
     }
 
-    // Insert transports among base items using persisted position or time-to-position mapping.
+    // Insert transports among places based on per-day position or time
     const result = [...baseItems]
     for (let ti = 0; ti < timedTransports.length; ti++) {
       const timed = timedTransports[ti]
       const minutes = timed.minutes
 
-      // Use per-day position if available, fallback to global position
-      const dayObj = days.find(d => d.id === dayId)
+      // Use per-day position if explicitly set by user reorder
       const perDayPos = timed.data.day_positions?.[dayId] ?? timed.data.day_positions?.[String(dayId)]
-      const effectivePos = perDayPos ?? timed.data.day_plan_position
-      if (effectivePos != null) {
-        result.push({ type: timed.type, sortKey: effectivePos, data: timed.data })
+      if (perDayPos != null) {
+        result.push({ type: timed.type, sortKey: perDayPos, data: timed.data })
         continue
       }
 
-      // Find insertion position: after the last base item with time <= this transport's time
+      // Find insertion position: after the last place with time <= this transport's time
       let insertAfterKey = -Infinity
       for (const item of result) {
         if (item.type === 'place') {

server/src/services/assignmentService.ts

@@ -168,6 +168,34 @@ export function getParticipants(assignmentId: string | number) {
 export function updateTime(id: string | number, placeTime: string | null, endTime: string | null) {
   db.prepare('UPDATE day_assignments SET assignment_time = ?, assignment_end_time = ? WHERE id = ?')
     .run(placeTime ?? null, endTime ?? null, id);
+
+  // Auto-sort: reorder timed assignments chronologically within the day
+  if (placeTime) {
+    const assignment = db.prepare('SELECT day_id FROM day_assignments WHERE id = ?').get(id) as { day_id: number } | undefined;
+    if (assignment) {
+      const dayAssignments = db.prepare(`
+        SELECT da.id, COALESCE(da.assignment_time, p.place_time) as effective_time
+        FROM day_assignments da
+        JOIN places p ON da.place_id = p.id
+        WHERE da.day_id = ?
+        ORDER BY da.order_index ASC
+      `).all(assignment.day_id) as { id: number; effective_time: string | null }[];
+
+      // Separate timed and untimed, sort timed by time
+      const timed = dayAssignments.filter(a => a.effective_time).sort((a, b) => {
+        const ta = a.effective_time!.includes(':') ? a.effective_time! : '99:99';
+        const tb = b.effective_time!.includes(':') ? b.effective_time! : '99:99';
+        return ta.localeCompare(tb);
+      });
+      const untimed = dayAssignments.filter(a => !a.effective_time);
+
+      // Interleave: timed in chronological order, untimed keep relative position
+      const reordered = [...timed, ...untimed];
+      const update = db.prepare('UPDATE day_assignments SET order_index = ? WHERE id = ?');
+      reordered.forEach((a, i) => update.run(i, a.id));
+    }
+  }
+
   return getAssignmentWithPlace(Number(id));
 }