Refactor PDF generation and attachment logic

- Generate PDFs by:
  - Creating individual .docx components (cover, transcript, summary)
  - Converting each .docx to PDF
  - Merging PDFs in correct order
  - Adding page numbers to final PDFs

- Transcribe & Summarize:
  - Attach: JSON, transcript MD, summary MD, TRANSCRIPT.pdf, SUMMARY.pdf, COMBINED.pdf

- Transcribe only:
  - Attach: JSON, transcript MD, TRANSCRIPT.pdf

- Ensure transcript line numbering is isolated to its own .docx before PDF merge

scraibe/email_sender.py

@@ -472,7 +472,7 @@ def _add_summary_content(doc, text):
 def _docx_to_pdf(docx_path: str, output_dir: str) -> str:
     """
     Convert a .docx file to PDF using LibreOffice.
-    Returns the path of the generated PDF.
+    Returns the path of the generated PDF, or None on failure.
     """
     try:
         # Use LibreOffice in headless mode
@@ -486,7 +486,7 @@ def _docx_to_pdf(docx_path: str, output_dir: str) -> str:
             ],
             capture_output=True,
             text=True,
-            timeout=60,
+            timeout=120,
         )
 
         if result.returncode != 0:
@@ -689,10 +689,24 @@ def generate_pdf_documents(
     summary_cover_desc: str,
 ) -> Dict[str, str]:
     """
-    Generate PDF documents for transcript, summary, and combined.
+    Generate PDF documents by:
+      - Creating individual .docx components (cover pages, transcript, summary)
+      - Converting each .docx to PDF
+      - Merging PDFs in the correct order
+      - Adding page numbers to the final PDFs
+
+    Behavior:
+      - Always:
+        - Generate TRANSCRIPT.pdf:
+          - transcript_cover.pdf + transcript_with_line_numbers.pdf
+      - If summary_text is provided:
+        - Generate SUMMARY.pdf:
+          - summary_cover.pdf + summary.pdf
+        - Generate COMBINED.pdf:
+          - transcript_cover.pdf + summary.pdf + transcript_with_line_numbers.pdf
 
     Returns a dict with paths:
-      - transcript_pdf
+      - transcript_pdf (always)
       - summary_pdf (if summary_text provided)
       - combined_pdf (if summary_text provided)
     """
@@ -705,6 +719,7 @@ def generate_pdf_documents(
     # Create temporary directory for intermediate files
     with tempfile.TemporaryDirectory() as tmpdir:
         # 1) Generate constituent DOCX files
+
         # Transcript cover
         transcript_cover_docx = os.path.join(tmpdir, "TRANSCRIPT_COVER.docx")
         doc = Document()
@@ -713,13 +728,15 @@ def generate_pdf_documents(
         _add_cover_page(doc, "TRANSCRIPT", transcript_cover_date, transcript_cover_desc)
         doc.save(transcript_cover_docx)
 
-        # Summary cover
-        summary_cover_docx = os.path.join(tmpdir, "SUMMARY_COVER.docx")
-        doc = Document()
-        _configure_base_font(doc)
-        _configure_section_margins(doc)
-        _add_cover_page(doc, "SUMMARY", summary_cover_date, summary_cover_desc)
-        doc.save(summary_cover_docx)
+        # Summary cover (only if summary is requested)
+        summary_cover_docx = None
+        if summary_text:
+            summary_cover_docx = os.path.join(tmpdir, "SUMMARY_COVER.docx")
+            doc = Document()
+            _configure_base_font(doc)
+            _configure_section_margins(doc)
+            _add_cover_page(doc, "SUMMARY", summary_cover_date, summary_cover_desc)
+            doc.save(summary_cover_docx)
 
         # Transcript (with line numbering)
         transcript_docx = os.path.join(tmpdir, "TRANSCRIPT.docx")
@@ -731,73 +748,60 @@ def generate_pdf_documents(
         doc.save(transcript_docx)
 
         # Summary (no line numbering)
-        summary_docx = os.path.join(tmpdir, "SUMMARY.docx")
-        doc = Document()
-        _configure_base_font(doc)
-        _configure_section_margins(doc)
-        _add_summary_content(doc, summary_text)
-        doc.save(summary_docx)
-
-        # 2) Convert DOCX to PDF
-        transcript_cover_pdf = _docx_to_pdf(transcript_cover_docx, tmpdir)
-        summary_cover_pdf = _docx_to_pdf(summary_cover_docx, tmpdir)
-        transcript_pdf = _docx_to_pdf(transcript_docx, tmpdir)
-        summary_pdf = _docx_to_pdf(summary_docx, tmpdir)
-
-        # 3) Assemble final PDFs
-
-        # Transcript PDF: cover + transcript + page numbers
-        transcript_output_pdf = os.path.join(output_dir, "TRANSCRIPT.pdf")
-        merged_transcript = os.path.join(tmpdir, "TRANSCRIPT_MERGED.pdf")
-        if _merge_pdfs([transcript_cover_pdf, transcript_pdf], merged_transcript):
-            _add_page_numbers_to_pdf(merged_transcript, transcript_output_pdf)
-            result["transcript_pdf"] = transcript_output_pdf
-
-        # Summary PDF: cover + summary + page numbers
+        summary_docx = None
         if summary_text:
-            summary_output_pdf = os.path.join(output_dir, "SUMMARY.pdf")
-            merged_summary = os.path.join(tmpdir, "SUMMARY_MERGED.pdf")
-            if _merge_pdfs([summary_cover_pdf, summary_pdf], merged_summary):
-                _add_page_numbers_to_pdf(merged_summary, summary_output_pdf)
-                result["summary_pdf"] = summary_output_pdf
-
-        # Combined PDF: transcript cover + summary + "TRANSCRIPT" header + transcript + page numbers
-        if summary_text:
-            # Create a document with "TRANSCRIPT" header before transcript
-            transcript_header_docx = os.path.join(tmpdir, "TRANSCRIPT_HEADER.docx")
+            summary_docx = os.path.join(tmpdir, "SUMMARY.docx")
             doc = Document()
             _configure_base_font(doc)
             _configure_section_margins(doc)
+            _add_summary_content(doc, summary_text)
+            doc.save(summary_docx)
 
-            # Add "TRANSCRIPT" header
-            p = doc.add_paragraph()
-            p.alignment = WD_ALIGN_PARAGRAPH.CENTER
-            run = p.add_run("TRANSCRIPT")
-            run.bold = True
-            run.font.name = "Courier"
-            run.font.size = Pt(12)
+        # 2) Convert DOCX to PDF
 
-            # Page break
-            doc.add_page_break()
+        transcript_cover_pdf = _docx_to_pdf(transcript_cover_docx, tmpdir)
+        transcript_pdf = _docx_to_pdf(transcript_docx, tmpdir)
 
-            # Enable line numbering for transcript section
-            _enable_line_numbering(doc.sections[0])
+        summary_cover_pdf = None
+        summary_pdf = None
+        if summary_text:
+            summary_cover_pdf = _docx_to_pdf(summary_cover_docx, tmpdir)
+            summary_pdf = _docx_to_pdf(summary_docx, tmpdir)
 
-            # Transcript content (with line numbering)
-            _add_transcript_content(doc, transcript_text)
-            doc.save(transcript_header_docx)
+        # 3) Assemble TRANSCRIPT.pdf: transcript_cover + transcript + page numbers
+        transcript_output_pdf = os.path.join(output_dir, "TRANSCRIPT.pdf")
+        merged_transcript = os.path.join(tmpdir, "TRANSCRIPT_MERGED.pdf")
+        if (
+            transcript_cover_pdf
+            and transcript_pdf
+            and _merge_pdfs([transcript_cover_pdf, transcript_pdf], merged_transcript)
+            and _add_page_numbers_to_pdf(merged_transcript, transcript_output_pdf)
+        ):
+            result["transcript_pdf"] = transcript_output_pdf
 
-            # Convert to PDF
-            transcript_header_pdf = _docx_to_pdf(transcript_header_docx, tmpdir)
+        # 4) If summary is provided:
+        #    - SUMMARY.pdf: summary_cover + summary + page numbers
+        #    - COMBINED.pdf: transcript_cover + summary + transcript + page numbers
+        if summary_text and summary_pdf and summary_cover_pdf:
+            # SUMMARY.pdf
+            summary_output_pdf = os.path.join(output_dir, "SUMMARY.pdf")
+            merged_summary = os.path.join(tmpdir, "SUMMARY_MERGED.pdf")
+            if (
+                _merge_pdfs([summary_cover_pdf, summary_pdf], merged_summary)
+                and _add_page_numbers_to_pdf(merged_summary, summary_output_pdf)
+            ):
+                result["summary_pdf"] = summary_output_pdf
 
-            # Assemble combined PDF
+            # COMBINED.pdf
             combined_output_pdf = os.path.join(output_dir, "COMBINED.pdf")
             merged_combined = os.path.join(tmpdir, "COMBINED_MERGED.pdf")
-            if _merge_pdfs(
-                [transcript_cover_pdf, summary_pdf, transcript_header_pdf],
-                merged_combined,
+            if (
+                _merge_pdfs(
+                    [transcript_cover_pdf, summary_pdf, transcript_pdf],
+                    merged_combined,
+                )
+                and _add_page_numbers_to_pdf(merged_combined, combined_output_pdf)
             ):
-                _add_page_numbers_to_pdf(merged_combined, combined_output_pdf)
                 result["combined_pdf"] = combined_output_pdf
 
     return result