diff --git a/tests/ui/parser/issues/issue-104367.rs b/tests/ui/parser/issues/issue-104367.rs
new file mode 100644
index 0000000000000..861761b64f4f4
--- /dev/null
+++ b/tests/ui/parser/issues/issue-104367.rs
@@ -0,0 +1,6 @@
+#[derive(A)]
+struct S {
+    d: [u32; {
+        #![cfg] {
+            #![w,) //~ ERROR mismatched closing delimiter
+                   //~ ERROR this file contains an unclosed delimiter
diff --git a/tests/ui/parser/issues/issue-104367.stderr b/tests/ui/parser/issues/issue-104367.stderr
new file mode 100644
index 0000000000000..e6e76535761fb
--- /dev/null
+++ b/tests/ui/parser/issues/issue-104367.stderr
@@ -0,0 +1,26 @@
+error: mismatched closing delimiter: `)`
+  --> $DIR/issue-104367.rs:5:15
+   |
+LL |             #![w,)
+   |               ^  ^ mismatched closing delimiter
+   |               |
+   |               unclosed delimiter
+
+error: this file contains an unclosed delimiter
+  --> $DIR/issue-104367.rs:6:71
+   |
+LL | struct S {
+   |          - unclosed delimiter
+LL |     d: [u32; {
+   |        -     - unclosed delimiter
+   |        |
+   |        unclosed delimiter
+LL |         #![cfg] {
+   |                 - unclosed delimiter
+LL |             #![w,)
+   |                  - missing open `(` for this delimiter
+LL |
+   |                                                                       ^
+
+error: aborting due to 2 previous errors
+
diff --git a/tests/ui/parser/issues/issue-105209.rs b/tests/ui/parser/issues/issue-105209.rs
new file mode 100644
index 0000000000000..6146b795de19a
--- /dev/null
+++ b/tests/ui/parser/issues/issue-105209.rs
@@ -0,0 +1,3 @@
+// compile-flags: -Zunpretty=ast-tree
+#![c={#![c[)x   //~ ERROR mismatched closing delimiter
+                //~ ERROR this file contains an unclosed delimiter
diff --git a/tests/ui/parser/issues/issue-105209.stderr b/tests/ui/parser/issues/issue-105209.stderr
new file mode 100644
index 0000000000000..c75eafa18335e
--- /dev/null
+++ b/tests/ui/parser/issues/issue-105209.stderr
@@ -0,0 +1,22 @@
+error: mismatched closing delimiter: `)`
+  --> $DIR/issue-105209.rs:2:11
+   |
+LL | #![c={#![c[)x
+   |           ^^ mismatched closing delimiter
+   |           |
+   |           unclosed delimiter
+
+error: this file contains an unclosed delimiter
+  --> $DIR/issue-105209.rs:3:68
+   |
+LL | #![c={#![c[)x
+   |   -  -  -  - missing open `(` for this delimiter
+   |   |  |  |
+   |   |  |  unclosed delimiter
+   |   |  unclosed delimiter
+   |   unclosed delimiter
+LL |
+   |                                                                    ^
+
+error: aborting due to 2 previous errors
+