diff --git a/tests/darwin/exporter/formats/export_darwin_1_0_test.py b/tests/darwin/exporter/formats/export_darwin_1_0_test.py
index 92b112a14..c4b8c7916 100644
--- a/tests/darwin/exporter/formats/export_darwin_1_0_test.py
+++ b/tests/darwin/exporter/formats/export_darwin_1_0_test.py
@@ -60,6 +60,84 @@ def test_complete_annotation_file(self):
             {"x": 529.8140000000002, "y": 426.5896},
         ]
 
+        annotation_class = dt.AnnotationClass(name="test", annotation_type="polygon")
+        annotation = dt.Annotation(annotation_class=annotation_class, data={"path": polygon_path}, subs=[])
+
+        annotation_file = dt.AnnotationFile(
+            path=Path("test.json"),
+            filename="test.json",
+            annotation_classes=[annotation_class],
+            annotations=[annotation],
+            image_height=1080,
+            image_width=1920,
+            image_url="https://darwin.v7labs.com/image.jpg",
+        )
+
+        assert _build_json(annotation_file) == {
+            "image": {
+                "seq": None,
+                "width": 1920,
+                "height": 1080,
+                "filename": "test.json",
+                "original_filename": "test.json",
+                "url": "https://darwin.v7labs.com/image.jpg",
+                "thumbnail_url": None,
+                "path": None,
+                "workview_url": None,
+            },
+            "annotations": [{"polygon": {"path": polygon_path}, "name": "test", "slot_names": []}],
+            "dataset": "None",
+        }
+
+    def test_complex_polygon(self):
+        polygon_path = [
+            [{"x": 230.06, "y": 174.04}, {"x": 226.39, "y": 170.36}, {"x": 224.61, "y": 166.81}],
+            [{"x": 238.98, "y": 171.69}, {"x": 236.97, "y": 174.04}, {"x": 238.67, "y": 174.04}],
+            [
+                {"x": 251.75, "y": 169.77},
+                {"x": 251.75, "y": 154.34},
+                {"x": 251.08, "y": 151.84},
+                {"x": 249.25, "y": 150.01},
+            ],
+        ]
+
+        annotation_class = dt.AnnotationClass(name="test", annotation_type="complex_polygon")
+        annotation = dt.Annotation(annotation_class=annotation_class, data={"paths": polygon_path}, subs=[])
+
+        annotation_file = dt.AnnotationFile(
+            path=Path("test.json"),
+            filename="test.json",
+            annotation_classes=[annotation_class],
+            annotations=[annotation],
+            image_height=1080,
+            image_width=1920,
+            image_url="https://darwin.v7labs.com/image.jpg",
+        )
+
+        assert _build_json(annotation_file) == {
+            "image": {
+                "seq": None,
+                "width": 1920,
+                "height": 1080,
+                "filename": "test.json",
+                "original_filename": "test.json",
+                "url": "https://darwin.v7labs.com/image.jpg",
+                "thumbnail_url": None,
+                "path": None,
+                "workview_url": None,
+            },
+            "annotations": [{"complex_polygon": {"path": polygon_path}, "name": "test", "slot_names": []}],
+            "dataset": "None",
+        }
+
+
+    def test_polygon_annotation_file_with_bbox(self):
+        polygon_path = [
+            {"x": 534.1440000000002, "y": 429.0896},
+            {"x": 531.6440000000002, "y": 428.4196},
+            {"x": 529.8140000000002, "y": 426.5896},
+        ]
+
         bounding_box = {"x": 557.66,
             "y": 428.98,
             "w": 160.76,
@@ -91,11 +169,11 @@ def test_complete_annotation_file(self):
                 "path": None,
                 "workview_url": None,
             },
-            "annotations": [{"polygon": {"path": polygon_path}, "name": "test", "slot_names": []}],
+            "annotations": [{"polygon": {"path": polygon_path}, "name": "test", "slot_names": [], "bounding_box": bounding_box}],
             "dataset": "None",
         }
 
-    def test_complex_polygon(self):
+    def test_complex_polygon_with_bbox(self):
         polygon_path = [
             [{"x": 230.06, "y": 174.04}, {"x": 226.39, "y": 170.36}, {"x": 224.61, "y": 166.81}],
             [{"x": 238.98, "y": 171.69}, {"x": 236.97, "y": 174.04}, {"x": 238.67, "y": 174.04}],
@@ -107,8 +185,14 @@ def test_complex_polygon(self):
             ],
         ]
 
+        bounding_box = {"x": 557.66,
+            "y": 428.98,
+            "w": 160.76,
+            "h": 315.3
+            }
+
         annotation_class = dt.AnnotationClass(name="test", annotation_type="complex_polygon")
-        annotation = dt.Annotation(annotation_class=annotation_class, data={"paths": polygon_path}, subs=[])
+        annotation = dt.Annotation(annotation_class=annotation_class, data={"paths": polygon_path, "bounding_box": bounding_box}, subs=[])
 
         annotation_file = dt.AnnotationFile(
             path=Path("test.json"),
@@ -132,6 +216,6 @@ def test_complex_polygon(self):
                 "path": None,
                 "workview_url": None,
             },
-            "annotations": [{"complex_polygon": {"path": polygon_path}, "name": "test", "slot_names": []}],
+            "annotations": [{"complex_polygon": {"path": polygon_path}, "name": "test", "slot_names": [], "bounding_box": bounding_box}],
             "dataset": "None",
         }