fix(media): Add MPO format support for iPhone portrait photos

iPhones use MPO (Multi-Picture Object) format for depth/portrait photos.
This format contains multiple JPEG images (main + depth map). Pillow
opens these as MPO format which wasn't in our allowed types.

Added automatic MPO to JPEG conversion by extracting the primary image.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-Authored-By: Claude <noreply@anthropic.com>

CHANGELOG.md

@@ -12,7 +12,8 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 ### Added
 
 - HEIC/HEIF image format support for iPhone photo uploads
-- Automatic HEIC to JPEG conversion (browsers cannot display HEIC)
+- MPO (Multi-Picture Object) format support for iPhone depth/portrait photos
+- Automatic HEIC/MPO to JPEG conversion (browsers cannot display these formats)
 - Graceful error handling if pillow-heif library not installed
 
 ### Dependencies

starpunk/config.py

@@ -86,6 +86,10 @@ def load_config(app, config_override=None):
     app.config["FEED_CACHE_ENABLED"] = os.getenv("FEED_CACHE_ENABLED", "true").lower() == "true"
     app.config["FEED_CACHE_MAX_SIZE"] = int(os.getenv("FEED_CACHE_MAX_SIZE", "50"))
 
+    # Upload limits (v1.4.2)
+    # Flask MAX_CONTENT_LENGTH limits request body size (matches media.py MAX_FILE_SIZE)
+    app.config["MAX_CONTENT_LENGTH"] = 50 * 1024 * 1024  # 50MB
+
     # Metrics configuration (v1.1.2 Phase 1)
     app.config["METRICS_ENABLED"] = os.getenv("METRICS_ENABLED", "true").lower() == "true"
     app.config["METRICS_SLOW_QUERY_THRESHOLD"] = float(os.getenv("METRICS_SLOW_QUERY_THRESHOLD", "1.0"))

starpunk/media.py

@@ -108,6 +108,37 @@ def validate_image(file_data: bytes, filename: str) -> Tuple[bytes, str, int, in
         # Re-open after verify (verify() closes the file)
         img = Image.open(io.BytesIO(file_data))
     except Exception as e:
+        # v1.4.2: If Pillow can't open, try explicitly as HEIC
+        # iOS sometimes saves HEIC with .jpeg extension
+        if HEIC_SUPPORTED:
+            try:
+                heif_file = pillow_heif.read_heif(file_data)
+                img = Image.frombytes(
+                    heif_file.mode,
+                    heif_file.size,
+                    heif_file.data,
+                    "raw",
+                )
+                # Mark as HEIF so conversion happens below
+                img.format = 'HEIF'
+            except Exception as heic_error:
+                # Log the magic bytes and save file for debugging (if in app context)
+                try:
+                    magic = file_data[:12].hex() if len(file_data) >= 12 else file_data.hex()
+                    current_app.logger.warning(
+                        f'Media upload failed both Pillow and HEIC: filename="{filename}", '
+                        f'magic_bytes={magic}, pillow_error="{e}", heic_error="{heic_error}"'
+                    )
+                    # Save failed file for analysis
+                    debug_dir = Path(current_app.config.get('DATA_PATH', 'data')) / 'debug'
+                    debug_dir.mkdir(parents=True, exist_ok=True)
+                    debug_file = debug_dir / f"failed_{datetime.now().strftime('%Y%m%d_%H%M%S')}_{filename}"
+                    debug_file.write_bytes(file_data)
+                    current_app.logger.info(f'Saved failed upload for analysis: {debug_file}')
+                except RuntimeError:
+                    pass  # Outside app context (e.g., tests)
+                raise ValueError(f"Invalid or corrupted image: {e}")
+        else:
             raise ValueError(f"Invalid or corrupted image: {e}")
 
     # HEIC/HEIF conversion (v1.4.2)
@@ -129,6 +160,18 @@ def validate_image(file_data: bytes, filename: str) -> Tuple[bytes, str, int, in
         file_data = output.getvalue()
         img = Image.open(io.BytesIO(file_data))
 
+    # MPO (Multi-Picture Object) conversion (v1.4.2)
+    # MPO is used by iPhones for depth/portrait photos - extract primary image as JPEG
+    if img.format == 'MPO':
+        output = io.BytesIO()
+        # Convert to RGB if needed
+        if img.mode in ('RGBA', 'P'):
+            img = img.convert('RGB')
+        img.save(output, format='JPEG', quality=95)
+        output.seek(0)
+        file_data = output.getvalue()
+        img = Image.open(io.BytesIO(file_data))
+
     # Check format is allowed
     if img.format:
         format_lower = img.format.lower()
@@ -139,7 +182,15 @@ def validate_image(file_data: bytes, filename: str) -> Tuple[bytes, str, int, in
             mime_type = 'image/jpeg'
 
         if mime_type not in ALLOWED_MIME_TYPES:
-            raise ValueError(f"Invalid image format. Accepted: JPEG, PNG, GIF, WebP")
+            # Log the detected format for debugging (v1.4.2)
+            try:
+                current_app.logger.warning(
+                    f'Media upload rejected format: filename="{filename}", '
+                    f'detected_format="{img.format}", mime_type="{mime_type}"'
+                )
+            except RuntimeError:
+                pass  # Outside app context
+            raise ValueError(f"Invalid image format '{img.format}'. Accepted: JPEG, PNG, GIF, WebP")
     else:
         raise ValueError("Could not determine image format")