From 626ac8161a490f001253d6efe3ed6ffcc9e4642e Mon Sep 17 00:00:00 2001
From: Hocuri <hocuri@gmx.de>
Date: Thu, 2 Apr 2026 15:12:17 +0200
Subject: [PATCH] fix: Mark a message as delivered only after it has been fully
 sent out (#8062)

Fix https://github.com/chatmail/core/issues/8042

The problem was that after receiving the bcc_self'ed pre-message in
`receive_imf`, the logic there only looked for a pending
`smtp`-table-entry that matches the rfc724_mid, and if there was none
then it thought "Great, apparently the message is fully sent out, we can
mark it as delivered!".

But with pre-messages, the same message can have two `smtp` entries (one
for the pre-message and one for the post-message), and the message
should only be marked as delivered once both of them are sent out.

Now, I changed the logic to look for all entries with the same msg_id.
This is actually the same SQL query used in smtp.rs, so, I extracted it
into a new function; feel free to suggest a better name for it.

I tested on Android that it now works fine.

I'll add a test in a follow-up PR.

There are a lot of other problems with sending large files, though:
- The pre-message is sent before the post-message, so that for the
receiver it looks as if the message arrived, but stays in
"downloading..." forever
- There is quite a time delay between clicking on "Send" and the
outgoing message appearing in the chat
- The message shortly gets a letter icon right after it is sent
- I'm wondering if there is a way to give feedback to the user
immediately if the message is too big
- It's unclear when exactly we want to send read receipts

I'll open a follow-up issue for these.
---
 src/receive_imf.rs | 10 ++--------
 src/smtp.rs        | 16 +++++++++++-----
 src/test_utils.rs  |  6 ++----
 3 files changed, 15 insertions(+), 17 deletions(-)

diff --git a/src/receive_imf.rs b/src/receive_imf.rs
index f7ba9bc2f..4aadc0f1e 100644
--- a/src/receive_imf.rs
+++ b/src/receive_imf.rs
@@ -45,6 +45,7 @@ use crate::securejoin::{
     self, get_secure_join_step, handle_securejoin_handshake, observe_securejoin_on_other_device,
 };
 use crate::simplify;
+use crate::smtp::msg_has_pending_smtp_job;
 use crate::stats::STATISTICS_BOT_EMAIL;
 use crate::stock_str;
 use crate::sync::Sync::*;
@@ -582,14 +583,7 @@ pub(crate) async fn receive_imf_inner(
                 (rfc724_mid_orig, &self_addr),
             )
             .await?;
-        if !context
-            .sql
-            .exists(
-                "SELECT COUNT(*) FROM smtp WHERE rfc724_mid=?",
-                (rfc724_mid_orig,),
-            )
-            .await?
-        {
+        if !msg_has_pending_smtp_job(context, msg_id).await? {
             msg_id.set_delivered(context).await?;
         }
         return Ok(None);
diff --git a/src/smtp.rs b/src/smtp.rs
index aca1f46ea..02f277410 100644
--- a/src/smtp.rs
+++ b/src/smtp.rs
@@ -465,11 +465,7 @@ pub(crate) async fn send_msg_to_smtp(
     match status {
         SendResult::Retry => Err(format_err!("Retry")),
         SendResult::Success => {
-            if !context
-                .sql
-                .exists("SELECT COUNT(*) FROM smtp WHERE msg_id=?", (msg_id,))
-                .await?
-            {
+            if !msg_has_pending_smtp_job(context, msg_id).await? {
                 msg_id.set_delivered(context).await?;
             }
             Ok(())
@@ -478,6 +474,16 @@ pub(crate) async fn send_msg_to_smtp(
     }
 }
 
+pub(crate) async fn msg_has_pending_smtp_job(
+    context: &Context,
+    msg_id: MsgId,
+) -> Result<bool, Error> {
+    context
+        .sql
+        .exists("SELECT COUNT(*) FROM smtp WHERE msg_id=?", (msg_id,))
+        .await
+}
+
 /// Attempts to send queued MDNs.
 async fn send_mdns(context: &Context, connection: &mut Smtp) -> Result<()> {
     loop {
diff --git a/src/test_utils.rs b/src/test_utils.rs
index 8491dda86..ea1434a59 100644
--- a/src/test_utils.rs
+++ b/src/test_utils.rs
@@ -40,6 +40,7 @@ use crate::message::{Message, MessageState, MsgId, update_msg_state};
 use crate::mimeparser::{MimeMessage, SystemMessage};
 use crate::receive_imf::receive_imf;
 use crate::securejoin::{get_securejoin_qr, join_securejoin};
+use crate::smtp::msg_has_pending_smtp_job;
 use crate::stock_str::StockStrings;
 use crate::tools::time;
 
@@ -658,10 +659,7 @@ impl TestContext {
             .execute("DELETE FROM smtp WHERE id=?;", (rowid,))
             .await
             .expect("failed to remove job");
-        if !self
-            .ctx
-            .sql
-            .exists("SELECT COUNT(*) FROM smtp WHERE msg_id=?", (msg_id,))
+        if !msg_has_pending_smtp_job(self, msg_id)
             .await
             .expect("Failed to check for more jobs")
         {