feat: 플로팅 메모창 구현 및 문서 삭제 기능 안정화

✨ 새로운 기능:
- 플로팅 메모창: 드래그 가능한 독립적인 메모/하이라이트 창
- 크기 조절: 마우스로 창 크기 자유롭게 조정
- 위치 이동: 헤더 드래그로 원하는 위치에 배치
- 메모 검색: 실시간 메모 내용 검색 및 필터링
- 하이라이트 이동: 메모창에서 문서 내 하이라이트 위치로 스크롤

🛠️ 개선사항:
- 문서 삭제 안정화: 외래키 제약조건 해결 (Note->Highlight->Document 순서)
- 레이아웃 개선: 문서 뷰어가 전체 화면 사용 가능
- 사용자 경험: 사이드바 대신 플로팅 윈도우로 더 유연한 UI
- 캐시 버스팅: JavaScript 파일 버전 관리 개선

🐛 버그 수정:
- 중복 스크립트 로드 문제 해결
- 하이라이트 메모 업데이트 API 오류 수정
- 문서 삭제 시 500 에러 해결

backend/src/api/routes/documents.py

@@ -506,25 +506,55 @@ async def delete_document(
     if document.thumbnail_path and os.path.exists(document.thumbnail_path):
         os.remove(document.thumbnail_path)
     
-    # 관련 데이터 먼저 삭제 (외래키 제약 조건 해결)
+    # 관련 데이터 안전하게 삭제 (외래키 제약 조건 해결)
     from ...models.highlight import Highlight
     from ...models.note import Note
     from ...models.bookmark import Bookmark
     
-    # 메모 먼저 삭제 (하이라이트를 참조하므로)
-    await db.execute(delete(Note).where(Note.document_id == document_id))
-    
-    # 북마크 삭제
-    await db.execute(delete(Bookmark).where(Bookmark.document_id == document_id))
-    
-    # 마지막으로 하이라이트 삭제
-    await db.execute(delete(Highlight).where(Highlight.document_id == document_id))
-    
-    # 문서-태그 관계 삭제 (Document.tags 관계를 통해 자동 처리됨)
-    
-    # 마지막으로 문서 삭제
-    await db.execute(delete(Document).where(Document.id == document_id))
-    await db.commit()
+    try:
+        print(f"DEBUG: Starting deletion of document {document_id}")
+        
+        # 1. 먼저 해당 문서의 모든 하이라이트 ID 조회
+        highlight_ids_result = await db.execute(select(Highlight.id).where(Highlight.document_id == document_id))
+        highlight_ids = [row[0] for row in highlight_ids_result.fetchall()]
+        print(f"DEBUG: Found {len(highlight_ids)} highlights to delete")
+        
+        # 2. 하이라이트에 연결된 모든 메모 삭제
+        total_notes_deleted = 0
+        for highlight_id in highlight_ids:
+            note_result = await db.execute(delete(Note).where(Note.highlight_id == highlight_id))
+            total_notes_deleted += note_result.rowcount
+        print(f"DEBUG: Deleted {total_notes_deleted} notes by highlight_id")
+        
+        # 3. document_id로 직접 연결된 메모도 삭제 (혹시 있다면)
+        direct_note_result = await db.execute(delete(Note).where(Note.document_id == document_id))
+        print(f"DEBUG: Deleted {direct_note_result.rowcount} notes by document_id")
+        
+        # 4. 북마크 삭제
+        bookmark_result = await db.execute(delete(Bookmark).where(Bookmark.document_id == document_id))
+        print(f"DEBUG: Deleted {bookmark_result.rowcount} bookmarks")
+        
+        # 5. 하이라이트 삭제 (이제 메모가 모두 삭제되었으므로 안전)
+        highlight_result = await db.execute(delete(Highlight).where(Highlight.document_id == document_id))
+        print(f"DEBUG: Deleted {highlight_result.rowcount} highlights")
+        
+        # 6. 문서-태그 관계는 SQLAlchemy가 자동으로 처리
+        
+        # 7. 마지막으로 문서 삭제
+        doc_result = await db.execute(delete(Document).where(Document.id == document_id))
+        print(f"DEBUG: Deleted {doc_result.rowcount} documents")
+        
+        # 8. 커밋
+        await db.commit()
+        print(f"DEBUG: Successfully deleted document {document_id}")
+        
+    except Exception as e:
+        print(f"ERROR: Failed to delete document {document_id}: {e}")
+        await db.rollback()
+        raise HTTPException(
+            status_code=status.HTTP_500_INTERNAL_SERVER_ERROR,
+            detail=f"Failed to delete document: {str(e)}"
+        )
     
     return {"message": "Document deleted successfully"}
 

backend/src/api/routes/highlights.py

@@ -381,9 +381,30 @@ async def delete_highlight(
             detail="Not enough permissions"
         )
     
-    # 하이라이트 삭제 (CASCADE로 메모도 함께 삭제됨)
-    await db.execute(delete(Highlight).where(Highlight.id == highlight_id))
-    await db.commit()
+    # 안전한 하이라이트 삭제 (연결된 메모 먼저 삭제)
+    try:
+        print(f"DEBUG: Starting deletion of highlight {highlight_id}")
+        
+        # 1. 먼저 연결된 메모 삭제
+        from ...models.note import Note
+        note_result = await db.execute(delete(Note).where(Note.highlight_id == highlight_id))
+        print(f"DEBUG: Deleted {note_result.rowcount} notes for highlight {highlight_id}")
+        
+        # 2. 하이라이트 삭제
+        highlight_result = await db.execute(delete(Highlight).where(Highlight.id == highlight_id))
+        print(f"DEBUG: Deleted {highlight_result.rowcount} highlights")
+        
+        # 3. 커밋
+        await db.commit()
+        print(f"DEBUG: Successfully deleted highlight {highlight_id}")
+        
+    except Exception as e:
+        print(f"ERROR: Failed to delete highlight {highlight_id}: {e}")
+        await db.rollback()
+        raise HTTPException(
+            status_code=status.HTTP_500_INTERNAL_SERVER_ERROR,
+            detail=f"Failed to delete highlight: {str(e)}"
+        )
     
     return {"message": "Highlight deleted successfully"}
 

frontend/hierarchy.html

@@ -144,7 +144,7 @@
 
     <!-- 메인 컨테이너 -->
     <div class="flex h-screen pt-16">
-        <!-- 사이드바 -->
+        <!-- 왼쪽 사이드바 (항상 표시) -->
         <aside class="w-80 bg-white shadow-lg border-r flex flex-col">
             <!-- 사이드바 헤더 -->
             <div class="p-4 border-b bg-gray-50">
@@ -369,8 +369,8 @@
         
         <!-- 메인 콘텐츠 영역 -->
         <main class="flex-1 flex flex-col">
-            <!-- 콘텐츠 헤더 -->
-            <div class="bg-white border-b p-4">
+                <!-- 콘텐츠 헤더 -->
+                <div class="bg-white border-b p-4">
                 <div class="flex items-center justify-between">
                     <div>
                         <h2 class="text-lg font-semibold text-gray-900" x-text="selectedDocument ? selectedDocument.title : '문서를 선택하세요'"></h2>
@@ -378,6 +378,17 @@
                     </div>
                     
                     <div x-show="selectedDocument" class="flex space-x-2">
+                        <!-- 플로팅 메모창 토글 -->
+                        <button 
+                            @click="showFloatingMemo = !showFloatingMemo"
+                            class="px-3 py-2 rounded transition-colors"
+                            :class="showFloatingMemo ? 'bg-blue-500 text-white' : 'text-blue-600 border border-blue-600 hover:bg-blue-50'"
+                            title="메모 & 하이라이트 창"
+                        >
+                            <i class="fas fa-window-restore mr-1"></i>
+                            메모창 (<span x-text="notes.length + highlights.length"></span>)
+                        </button>
+                        
                         <button 
                             @click="toggleHighlightMode()"
                             class="px-3 py-2 rounded transition-colors"
@@ -441,9 +452,154 @@
                     <button onclick="window.hierarchyInstance.createHighlight('red')" class="w-8 h-8 bg-red-300 rounded hover:bg-red-400" title="빨강"></button>
                 </div>
             </div>
+            </div>
+            
+
         </main>
     </div>
 
+    <!-- 플로팅 메모창 -->
+    <div 
+        x-show="showFloatingMemo && selectedDocument"
+        class="fixed bg-white rounded-lg shadow-2xl border z-40 flex flex-col"
+        :style="`left: ${floatingMemoPosition.x}px; top: ${floatingMemoPosition.y}px; width: ${floatingMemoSize.width}px; height: ${floatingMemoSize.height}px;`"
+        x-transition:enter="transition ease-out duration-200"
+        x-transition:enter-start="opacity-0 scale-95"
+        x-transition:enter-end="opacity-100 scale-100"
+        x-transition:leave="transition ease-in duration-150"
+        x-transition:leave-start="opacity-100 scale-100"
+        x-transition:leave-end="opacity-0 scale-95"
+    >
+        <!-- 플로팅 창 헤더 (드래그 가능) -->
+        <div 
+            class="flex items-center justify-between p-3 bg-gradient-to-r from-blue-500 to-blue-600 text-white rounded-t-lg cursor-move"
+            @mousedown="startDragging($event)"
+        >
+            <div class="flex items-center space-x-2">
+                <i class="fas fa-window-restore"></i>
+                <h3 class="font-semibold">📝 메모 & 하이라이트</h3>
+                <div class="flex space-x-1">
+                    <span class="text-xs bg-white bg-opacity-20 px-2 py-1 rounded-full" x-text="`${notes.length}개 메모`"></span>
+                    <span class="text-xs bg-white bg-opacity-20 px-2 py-1 rounded-full" x-text="`${highlights.length}개 하이라이트`"></span>
+                </div>
+            </div>
+            <div class="flex items-center space-x-2">
+                <!-- 크기 조절 버튼들 -->
+                <button 
+                    @click="toggleFloatingMemoSize()"
+                    class="text-white hover:bg-white hover:bg-opacity-20 p-1 rounded"
+                    title="크기 조절"
+                >
+                    <i class="fas fa-expand-arrows-alt text-sm"></i>
+                </button>
+                <!-- 닫기 버튼 -->
+                <button 
+                    @click="showFloatingMemo = false"
+                    class="text-white hover:bg-white hover:bg-opacity-20 p-1 rounded"
+                    title="닫기"
+                >
+                    <i class="fas fa-times"></i>
+                </button>
+            </div>
+        </div>
+        
+        <!-- 메모 검색 -->
+        <div class="p-3 border-b bg-gray-50">
+            <div class="relative">
+                <input 
+                    type="text" 
+                    x-model="memoSearchQuery"
+                    @input="filterMemos()"
+                    placeholder="메모 검색..." 
+                    class="w-full pl-8 pr-4 py-2 text-sm border border-gray-300 rounded-lg focus:outline-none focus:ring-2 focus:ring-blue-500"
+                >
+                <i class="fas fa-search absolute left-2.5 top-2.5 text-gray-400 text-sm"></i>
+            </div>
+        </div>
+        
+        <!-- 메모 목록 -->
+        <div class="flex-1 overflow-y-auto p-3">
+            <div x-show="(filteredNotes.length === 0 && highlights.length === 0)" class="text-center text-gray-500 py-8">
+                <i class="fas fa-sticky-note text-3xl text-gray-300 mb-2"></i>
+                <p class="text-sm">아직 메모나 하이라이트가 없습니다.</p>
+                <p class="text-xs text-gray-400 mt-1">문서에서 텍스트를 선택하여 하이라이트를 만들어보세요.</p>
+            </div>
+            
+            <!-- 하이라이트 섹션 -->
+            <div x-show="highlights.length > 0" class="mb-4">
+                <h4 class="font-medium text-gray-700 mb-3 flex items-center">
+                    <i class="fas fa-highlighter text-yellow-500 mr-2"></i>
+                    하이라이트 (<span x-text="highlights.length"></span>)
+                </h4>
+                <template x-for="highlight in highlights" :key="highlight.id">
+                    <div class="mb-3 p-3 bg-gray-50 rounded-lg border-l-4" :class="{
+                        'border-yellow-400': highlight.highlight_color === 'yellow',
+                        'border-blue-400': highlight.highlight_color === 'blue',
+                        'border-green-400': highlight.highlight_color === 'green',
+                        'border-red-400': highlight.highlight_color === 'red'
+                    }">
+                        <div class="text-sm text-gray-600 mb-1" x-text="highlight.selected_text"></div>
+                        <div x-show="highlight.notes && highlight.notes.content" class="text-xs text-gray-500 mt-2 p-2 bg-white rounded border">
+                            <i class="fas fa-comment mr-1"></i>
+                            <span x-text="highlight.notes.content"></span>
+                        </div>
+                        <div class="flex items-center justify-between mt-2">
+                            <span class="text-xs text-gray-400" x-text="new Date(highlight.created_at).toLocaleDateString()"></span>
+                            <div class="flex space-x-1">
+                                <button 
+                                    @click="scrollToHighlight(highlight.id)"
+                                    class="text-xs text-blue-600 hover:text-blue-800 p-1"
+                                    title="하이라이트로 이동"
+                                >
+                                    <i class="fas fa-arrow-right"></i>
+                                </button>
+                                <button 
+                                    @click="deleteHighlight(highlight.id)"
+                                    class="text-xs text-red-600 hover:text-red-800 p-1"
+                                    title="삭제"
+                                >
+                                    <i class="fas fa-trash"></i>
+                                </button>
+                            </div>
+                        </div>
+                    </div>
+                </template>
+            </div>
+            
+            <!-- 독립 메모 섹션 -->
+            <div x-show="filteredNotes.length > 0">
+                <h4 class="font-medium text-gray-700 mb-3 flex items-center">
+                    <i class="fas fa-sticky-note text-blue-500 mr-2"></i>
+                    독립 메모 (<span x-text="filteredNotes.length"></span>)
+                </h4>
+                <template x-for="note in filteredNotes" :key="note.id">
+                    <div class="mb-3 p-3 bg-blue-50 rounded-lg border-l-4 border-blue-400">
+                        <div class="text-sm text-gray-700" x-text="note.content"></div>
+                        <div class="flex items-center justify-between mt-2">
+                            <span class="text-xs text-gray-400" x-text="new Date(note.created_at).toLocaleDateString()"></span>
+                            <button 
+                                @click="deleteNote(note.id)"
+                                class="text-xs text-red-600 hover:text-red-800 p-1"
+                                title="삭제"
+                            >
+                                <i class="fas fa-trash"></i>
+                            </button>
+                        </div>
+                    </div>
+                </template>
+            </div>
+        </div>
+        
+        <!-- 크기 조절 핸들 -->
+        <div 
+            class="absolute bottom-0 right-0 w-4 h-4 cursor-se-resize bg-gray-300 hover:bg-gray-400"
+            @mousedown="startResizing($event)"
+            title="크기 조절"
+        >
+            <i class="fas fa-grip-lines text-xs text-gray-600 absolute bottom-0.5 right-0.5"></i>
+        </div>
+    </div>
+
     <!-- 로그인 모달 -->
     <div x-data="authModal()" x-show="showLoginModal" class="fixed inset-0 bg-black bg-opacity-50 flex items-center justify-center z-50">
         <div class="bg-white rounded-lg p-6 w-96 max-w-md mx-4">

frontend/index.html

@@ -458,10 +458,7 @@
     <!-- 인증 모달 컴포넌트 -->
     <div x-data="authModal" x-ref="authModal"></div>
 
-    <!-- 스크립트 -->
-    <script src="/static/js/api.js"></script>
-    <script src="/static/js/auth.js"></script>
-    <script src="/static/js/main.js"></script>
+    <!-- 스크립트는 하단에서 로드됩니다 -->
 
     <style>
         [x-cloak] { display: none !important; }
@@ -480,8 +477,8 @@
     </style>
 
     <!-- JavaScript 파일들 -->
-    <script src="/static/js/api.js?v=2025012222"></script>
-    <script src="/static/js/auth.js?v=2025012222"></script>
-    <script src="/static/js/main.js?v=2025012222"></script>
+    <script src="/static/js/api.js?v=2025012225"></script>
+    <script src="/static/js/auth.js?v=2025012225"></script>
+    <script src="/static/js/main.js?v=2025012225"></script>
 </body>
 </html>

frontend/static/js/hierarchy.js

@@ -30,6 +30,18 @@ window.hierarchyApp = function() {
         highlightMenuPosition: { x: 0, y: 0 },
         highlightMode: false, // 하이라이트 모드 토글
         
+        // 메모 사이드바
+        memoSearchQuery: '',
+        filteredNotes: [],
+        
+        // 플로팅 메모창
+        showFloatingMemo: false,
+        floatingMemoPosition: { x: 100, y: 100 },
+        floatingMemoSize: { width: 400, height: 500 },
+        isDragging: false,
+        isResizing: false,
+        dragOffset: { x: 0, y: 0 },
+        
         // 드래그 앤 드롭
         draggedDocument: null,
         
@@ -193,6 +205,9 @@ window.hierarchyApp = function() {
                 this.highlights = highlights || [];
                 this.notes = notes || [];
                 
+                // 메모 사이드바용 필터링된 노트 초기화
+                this.filterMemos();
+                
                 console.log(`📝 최종 저장: 하이라이트 ${this.highlights.length}개, 메모 ${this.notes.length}개`);
                 
                 if (this.highlights.length > 0) {
@@ -1108,6 +1123,119 @@ window.authModal = function() {
         resetLoginForm() {
             this.loginForm = { email: '', password: '' };
             this.loginError = null;
+        },
+        
+        // 메모 필터링
+        filterMemos() {
+            console.log('🔍 메모 필터링 시작:', {
+                totalNotes: this.notes.length,
+                searchQuery: this.memoSearchQuery,
+                notes: this.notes
+            });
+            
+            if (!this.memoSearchQuery.trim()) {
+                this.filteredNotes = this.notes.filter(note => !note.highlight_id);
+                console.log('📝 독립 메모 필터링 결과:', this.filteredNotes.length, this.filteredNotes);
+                return;
+            }
+            
+            const query = this.memoSearchQuery.toLowerCase();
+            this.filteredNotes = this.notes
+                .filter(note => !note.highlight_id) // 독립 메모만
+                .filter(note => note.content.toLowerCase().includes(query));
+            console.log('🔍 검색 결과:', this.filteredNotes.length, this.filteredNotes);
+        },
+        
+        // 하이라이트로 스크롤
+        scrollToHighlight(highlightId) {
+            const highlightElement = document.querySelector(`[data-highlight-id="${highlightId}"]`);
+            if (highlightElement) {
+                highlightElement.scrollIntoView({ 
+                    behavior: 'smooth', 
+                    block: 'center' 
+                });
+                
+                // 잠시 강조 효과
+                highlightElement.style.boxShadow = '0 0 10px rgba(59, 130, 246, 0.5)';
+                setTimeout(() => {
+                    highlightElement.style.boxShadow = '';
+                }, 2000);
+            }
+        },
+        
+        // 플로팅 윈도우 드래그 시작
+        startDragging(event) {
+            this.isDragging = true;
+            this.dragOffset.x = event.clientX - this.floatingMemoPosition.x;
+            this.dragOffset.y = event.clientY - this.floatingMemoPosition.y;
+            
+            document.addEventListener('mousemove', this.handleDragging.bind(this));
+            document.addEventListener('mouseup', this.stopDragging.bind(this));
+            event.preventDefault();
+        },
+        
+        // 드래그 중
+        handleDragging(event) {
+            if (!this.isDragging) return;
+            
+            const newX = event.clientX - this.dragOffset.x;
+            const newY = event.clientY - this.dragOffset.y;
+            
+            // 화면 경계 제한
+            const maxX = window.innerWidth - this.floatingMemoSize.width;
+            const maxY = window.innerHeight - this.floatingMemoSize.height;
+            
+            this.floatingMemoPosition.x = Math.max(0, Math.min(newX, maxX));
+            this.floatingMemoPosition.y = Math.max(0, Math.min(newY, maxY));
+        },
+        
+        // 드래그 종료
+        stopDragging() {
+            this.isDragging = false;
+            document.removeEventListener('mousemove', this.handleDragging.bind(this));
+            document.removeEventListener('mouseup', this.stopDragging.bind(this));
+        },
+        
+        // 리사이즈 시작
+        startResizing(event) {
+            this.isResizing = true;
+            document.addEventListener('mousemove', this.handleResizing.bind(this));
+            document.addEventListener('mouseup', this.stopResizing.bind(this));
+            event.preventDefault();
+            event.stopPropagation();
+        },
+        
+        // 리사이즈 중
+        handleResizing(event) {
+            if (!this.isResizing) return;
+            
+            const rect = event.target.closest('.fixed').getBoundingClientRect();
+            const newWidth = event.clientX - rect.left;
+            const newHeight = event.clientY - rect.top;
+            
+            // 최소/최대 크기 제한
+            this.floatingMemoSize.width = Math.max(300, Math.min(newWidth, 800));
+            this.floatingMemoSize.height = Math.max(200, Math.min(newHeight, 600));
+        },
+        
+        // 리사이즈 종료
+        stopResizing() {
+            this.isResizing = false;
+            document.removeEventListener('mousemove', this.handleResizing.bind(this));
+            document.removeEventListener('mouseup', this.stopResizing.bind(this));
+        },
+        
+        // 플로팅 메모창 크기 토글
+        toggleFloatingMemoSize() {
+            if (this.floatingMemoSize.width === 400) {
+                // 큰 크기로
+                this.floatingMemoSize.width = 600;
+                this.floatingMemoSize.height = 700;
+            } else {
+                // 기본 크기로
+                this.floatingMemoSize.width = 400;
+                this.floatingMemoSize.height = 500;
+            }
         }
     };
 };

frontend/viewer.html

@@ -313,8 +313,8 @@
     </div>
 
     <!-- 스크립트 -->
-    <script src="/static/js/api.js"></script>
-    <script src="/static/js/viewer.js"></script>
+    <script src="/static/js/api.js?v=2025012225"></script>
+    <script src="/static/js/viewer.js?v=2025012225"></script>
 
     <style>
         [x-cloak] { display: none !important; }