chore(deps): bump dependabot/fetch-metadata from 3.0.0 to 3.1.0

Bumps [dependabot/fetch-metadata](https://github.com/dependabot/fetch-metadata) from 3.0.0 to 3.1.0.
- [Release notes](https://github.com/dependabot/fetch-metadata/releases)
- [Commits](https://github.com/dependabot/fetch-metadata/compare/v3.0.0...v3.1.0)

---
updated-dependencies:
- dependency-name: dependabot/fetch-metadata
  dependency-version: 3.1.0
  dependency-type: direct:production
  update-type: version-update:semver-minor
...

Signed-off-by: dependabot[bot] <support@github.com>

.github/workflows/ci.yml

@@ -23,7 +23,7 @@ env:
   RUST_VERSION: 1.95.0
 
   # Minimum Supported Rust Version
-  MSRV: 1.89.0
+  MSRV: 1.88.0
 
 jobs:
   lint_rust:
@@ -137,7 +137,7 @@ jobs:
         uses: swatinem/rust-cache@c19371144df3bb44fab255c43d04cbc2ab54d1c4
 
       - name: Install nextest
-        uses: taiki-e/install-action@5f57d6cb7cd20b14a8a27f522884c4bc8a187458
+        uses: taiki-e/install-action@85b24a67ef0c632dfefad70b9d5ce8fddb040754
         with:
           tool: nextest
 

.github/workflows/deltachat-rpc-server.yml

@@ -34,7 +34,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Build deltachat-rpc-server binaries
         run: nix build .#deltachat-rpc-server-${{ matrix.arch }}-linux
@@ -58,7 +58,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Build deltachat-rpc-server wheels
         run: nix build .#deltachat-rpc-server-${{ matrix.arch }}-linux-wheel
@@ -82,7 +82,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Build deltachat-rpc-server binaries
         run: nix build .#deltachat-rpc-server-${{ matrix.arch }}
@@ -106,7 +106,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Build deltachat-rpc-server wheels
         run: nix build .#deltachat-rpc-server-${{ matrix.arch }}-wheel
@@ -157,7 +157,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Build deltachat-rpc-server binaries
         run: nix build .#deltachat-rpc-server-${{ matrix.arch }}-android
@@ -181,7 +181,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Build deltachat-rpc-server wheels
         run: nix build .#deltachat-rpc-server-${{ matrix.arch }}-android-wheel
@@ -208,7 +208,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
 
       - name: Download Linux aarch64 binary
         uses: actions/download-artifact@v7

.github/workflows/dependabot.yml

@@ -14,7 +14,7 @@ jobs:
     steps:
       - name: Dependabot metadata
         id: metadata
-        uses: dependabot/fetch-metadata@v3.0.0
+        uses: dependabot/fetch-metadata@v3.1.0
         with:
           github-token: "${{ secrets.GITHUB_TOKEN }}"
       - name: Approve a PR

.github/workflows/nix.yml

@@ -25,7 +25,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
       - run: nix fmt flake.nix -- --check
 
   build:
@@ -84,7 +84,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
       - run: nix build .#${{ matrix.installable }}
 
   build-macos:
@@ -105,5 +105,5 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
       - run: nix build .#${{ matrix.installable }}

.github/workflows/repl.yml

@@ -18,7 +18,7 @@ jobs:
         with:
           show-progress: false
           persist-credentials: false
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
       - name: Build
         run: nix build .#deltachat-repl-win64
       - name: Upload binary

.github/workflows/upload-docs.yml

@@ -41,7 +41,7 @@ jobs:
           show-progress: false
           persist-credentials: false
           fetch-depth: 0 # Fetch history to calculate VCS version number.
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
       - name: Build Python documentation
         run: nix build .#python-docs
       - name: Upload to py.delta.chat
@@ -63,7 +63,7 @@ jobs:
           show-progress: false
           persist-credentials: false
           fetch-depth: 0 # Fetch history to calculate VCS version number.
-      - uses: cachix/install-nix-action@ab739621df7a23f52766f9ccc97f38da6b7af14f # v31.10.5
+      - uses: cachix/install-nix-action@2126ae7fc54c9df00dd18f7f18754393182c73cd # v31.9.1
       - name: Build C documentation
         run: nix build .#docs
       - name: Upload to c.delta.chat

Cargo.lock

@@ -194,9 +194,9 @@ dependencies = [
 
 [[package]]
 name = "astral-tokio-tar"
-version = "0.6.1"
+version = "0.6.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "4ce73b17c62717c4b6a9af10b43e87c578b0cac27e00666d48304d3b7d2c0693"
+checksum = "3c23f3af104b40a3430ccb90ed5f7bd877a8dc5c26fc92fde51a22b40890dcf9"
 dependencies = [
  "filetime",
  "futures-core",

Cargo.toml

@@ -3,7 +3,7 @@ name = "deltachat"
 version = "2.50.0-dev"
 edition = "2024"
 license = "MPL-2.0"
-rust-version = "1.89"
+rust-version = "1.88"
 repository = "https://github.com/chatmail/core"
 
 [profile.dev]
@@ -103,7 +103,7 @@ thiserror = { workspace = true }
 tokio-io-timeout = "1.2.1"
 tokio-rustls = { version = "0.26.2", default-features = false }
 tokio-stream = { version = "0.1.17", features = ["fs"] }
-astral-tokio-tar = { version = "0.6.1", default-features = false }
+astral-tokio-tar = { version = "0.6", default-features = false }
 tokio-util = { workspace = true }
 tokio = { workspace = true, features = ["fs", "rt-multi-thread", "macros"] }
 toml = "0.9"

STYLE.md

@@ -161,16 +161,3 @@ are documented.
 
 Follow Rust guidelines for the documentation comments:
 <https://rust-lang.github.io/rfcs/1574-more-api-documentation-conventions.html#summary-sentence>
-
-## Do not use `into()`, `try_into()` or `parse()`
-
-For internal types, implementing `From`, `TryFrom` or `FromStr` is discouraged.
-Instead, a `new()` function is recommended.
-
-For external types, prefer using `Type::from()`, `Type::try_from()` or `Type::from_str()`
-over `into()`, `try_into()` or `parse()`.
-
-Calling `into()`, `try_into()` or `parse()`
-creates an indirection,
-which is hard to follow for people who are not familiar with Rust,
-or who are not using rust-analyzer.

deltachat-ffi/deltachat.h

@@ -4003,6 +4003,8 @@ int             dc_msg_get_viewtype           (const dc_msg_t* msg);
  *   Marked as read on IMAP and MDN may be sent. Use dc_markseen_msgs() to mark messages as being seen.
  *
  * Outgoing message states:
+ * - @ref DC_STATE_OUT_PREPARING - For files which need time to be prepared before they can be sent,
+ *   the message enters this state before @ref DC_STATE_OUT_PENDING. Deprecated.
  * - @ref DC_STATE_OUT_DRAFT - Message saved as draft using dc_set_draft()
  * - @ref DC_STATE_OUT_PENDING - The user has pressed the "send" button but the
  *   message is not yet sent and is pending in some way. Maybe we're offline (no checkmark).
@@ -5587,6 +5589,13 @@ int64_t         dc_lot_get_timestamp     (const dc_lot_t* lot);
  */
 #define         DC_STATE_IN_SEEN             16
 
+/**
+ * Outgoing message being prepared. See dc_msg_get_state() for details.
+ *
+ * @deprecated 2024-12-07
+ */
+#define         DC_STATE_OUT_PREPARING       18
+
 /**
  * Outgoing message drafted. See dc_msg_get_state() for details.
  */

deltachat-ffi/src/lot.rs

@@ -230,6 +230,7 @@ pub enum LotState {
     MsgInFresh = 10,
     MsgInNoticed = 13,
     MsgInSeen = 16,
+    MsgOutPreparing = 18,
     MsgOutDraft = 19,
     MsgOutPending = 20,
     MsgOutFailed = 24,
@@ -245,6 +246,7 @@ impl From<MessageState> for LotState {
             InFresh => LotState::MsgInFresh,
             InNoticed => LotState::MsgInNoticed,
             InSeen => LotState::MsgInSeen,
+            OutPreparing => LotState::MsgOutPreparing,
             OutDraft => LotState::MsgOutDraft,
             OutPending => LotState::MsgOutPending,
             OutFailed => LotState::MsgOutFailed,

deltachat-jsonrpc/src/api.rs

@@ -1882,6 +1882,20 @@ impl CommandApi {
         deltachat::contact::make_vcard(&ctx, &contacts).await
     }
 
+    /// Sets vCard containing the given contacts to the message draft.
+    async fn set_draft_vcard(
+        &self,
+        account_id: u32,
+        msg_id: u32,
+        contacts: Vec<u32>,
+    ) -> Result<()> {
+        let ctx = self.get_context(account_id).await?;
+        let contacts: Vec<_> = contacts.iter().map(|&c| ContactId::new(c)).collect();
+        let mut msg = Message::load_from_db(&ctx, MsgId::new(msg_id)).await?;
+        msg.make_vcard(&ctx, &contacts).await?;
+        msg.get_chat_id().set_draft(&ctx, Some(&mut msg)).await
+    }
+
     // ---------------------------------------------
     //                   chat
     // ---------------------------------------------
@@ -2407,7 +2421,6 @@ impl CommandApi {
         chat::resend_msgs(&ctx, &message_ids).await
     }
 
-    /// @deprecated as of 2026-04; use `send_msg` with `Viewtype::Sticker` instead.
     async fn send_sticker(
         &self,
         account_id: u32,

deltachat-rpc-client/examples/echobot_no_hooks.py

@@ -13,7 +13,7 @@ def main():
     with Rpc() as rpc:
         deltachat = DeltaChat(rpc)
         system_info = deltachat.get_system_info()
-        logging.info(f"Running deltachat core {system_info['deltachat_core_version']}")
+        logging.info("Running deltachat core %s", system_info["deltachat_core_version"])
 
         accounts = deltachat.get_all_accounts()
         account = accounts[0] if accounts else deltachat.add_account()
@@ -21,30 +21,36 @@ def main():
         account.set_config("bot", "1")
         if not account.is_configured():
             logging.info("Account is not configured, configuring")
-            account.add_or_update_transport({"addr": sys.argv[1], "password": sys.argv[2]})
+            account.set_config("addr", sys.argv[1])
+            account.set_config("mail_pw", sys.argv[2])
+            account.configure()
             logging.info("Configured")
         else:
             logging.info("Account is already configured")
             deltachat.start_io()
 
-        qr = account.get_qr_code()
-        logging.info(f"Invite link: {qr}")
-        while True:
-            event = account.wait_for_event()
-            if event.kind == EventType.INFO:
-                logging.info(event["msg"])
-            elif event.kind == EventType.WARNING:
-                logging.warning(event["msg"])
-            elif event.kind == EventType.ERROR:
-                logging.error(event["msg"])
-            elif event.kind == EventType.INCOMING_MSG:
-                logging.info("Got an incoming message")
-                message = account.get_message_by_id(event.msg_id)
+        def process_messages():
+            for message in account.get_next_messages():
                 snapshot = message.get_snapshot()
                 if snapshot.from_id != SpecialContactId.SELF and not snapshot.is_bot and not snapshot.is_info:
                     snapshot.chat.send_text(snapshot.text)
                 snapshot.message.mark_seen()
 
+        # Process old messages.
+        process_messages()
+
+        while True:
+            event = account.wait_for_event()
+            if event["kind"] == EventType.INFO:
+                logging.info("%s", event["msg"])
+            elif event["kind"] == EventType.WARNING:
+                logging.warning("%s", event["msg"])
+            elif event["kind"] == EventType.ERROR:
+                logging.error("%s", event["msg"])
+            elif event["kind"] == EventType.INCOMING_MSG:
+                logging.info("Got an incoming message")
+                process_messages()
+
 
 if __name__ == "__main__":
     logging.basicConfig(level=logging.INFO)

deltachat-rpc-client/src/deltachat_rpc_client/account.py

@@ -5,6 +5,7 @@ from __future__ import annotations
 import json
 from dataclasses import dataclass
 from typing import TYPE_CHECKING, Optional, Union
+from warnings import warn
 
 from ._utils import AttrDict, futuremethod
 from .chat import Chat
@@ -391,7 +392,8 @@ class Account:
         """Return the list of fresh messages, newest messages first.
 
         This call is intended for displaying notifications.
-        If you are writing a bot, process "incoming message" events instead.
+        If you are writing a bot, use `get_fresh_messages_in_arrival_order()` instead,
+        to process oldest messages first.
         """
         fresh_msg_ids = self._rpc.get_fresh_msgs(self.id)
         return [Message(self, msg_id) for msg_id in fresh_msg_ids]
@@ -461,6 +463,16 @@ class Account:
         """Wait for reaction change event."""
         return self.wait_for_event(EventType.REACTIONS_CHANGED)
 
+    def get_fresh_messages_in_arrival_order(self) -> list[Message]:
+        """Return fresh messages list sorted in the order of their arrival, with ascending IDs."""
+        warn(
+            "get_fresh_messages_in_arrival_order is deprecated, use get_next_messages instead.",
+            DeprecationWarning,
+            stacklevel=2,
+        )
+        fresh_msg_ids = sorted(self._rpc.get_fresh_msgs(self.id))
+        return [Message(self, msg_id) for msg_id in fresh_msg_ids]
+
     def export_backup(self, path, passphrase: str = "") -> None:
         """Export backup."""
         self._rpc.export_backup(self.id, str(path), passphrase)

deltachat-rpc-client/src/deltachat_rpc_client/chat.py

@@ -164,7 +164,7 @@ class Chat:
         return Message(self.account, msg_id)
 
     def send_sticker(self, path: str) -> Message:
-        """Deprecated as of 2026-04; use `send_message` with `Viewtype.STICKER` instead."""
+        """Send an sticker and return the resulting Message instance."""
         msg_id = self._rpc.send_sticker(self.account.id, self.id, path)
         return Message(self.account, msg_id)
 

deltachat-rpc-client/src/deltachat_rpc_client/const.py

@@ -190,6 +190,7 @@ class MessageState(IntEnum):
     IN_FRESH = 10
     IN_NOTICED = 13
     IN_SEEN = 16
+    OUT_PREPARING = 18
     OUT_DRAFT = 19
     OUT_PENDING = 20
     OUT_FAILED = 24

python/src/deltachat/chat.py

@@ -271,6 +271,15 @@ class Chat:
            sent out.  This is the same object as was passed in, which
            has been modified with the new state of the core.
         """
+        if msg.is_out_preparing():
+            assert msg.id != 0
+            # get a fresh copy of dc_msg, the core needs it
+            maybe_msg = Message.from_db(self.account, msg.id)
+            if maybe_msg is not None:
+                msg = maybe_msg
+            else:
+                raise ValueError("message does not exist")
+
         sent_id = lib.dc_send_msg(self.account._dc_context, self.id, msg._dc_msg)
         if sent_id == 0:
             raise ValueError("message could not be sent")
@@ -324,6 +333,26 @@ class Chat:
             raise ValueError("message could not be sent")
         return Message.from_db(self.account, sent_id)
 
+    def send_prepared(self, message):
+        """send a previously prepared message.
+
+        :param message: a :class:`Message` instance previously returned by
+                        :meth:`prepare_file`.
+        :raises ValueError: if message can not be sent.
+        :returns: a :class:`deltachat.message.Message` instance as sent out.
+        """
+        assert message.id != 0 and message.is_out_preparing()
+        # get a fresh copy of dc_msg, the core needs it
+        msg = Message.from_db(self.account, message.id)
+
+        # pass 0 as chat-id because core-docs say it's ok when out-preparing
+        sent_id = lib.dc_send_msg(self.account._dc_context, 0, msg._dc_msg)
+        if sent_id == 0:
+            raise ValueError("message could not be sent")
+        assert sent_id == msg.id
+        # modify message in place to avoid bad state for the caller
+        msg._dc_msg = Message.from_db(self.account, sent_id)._dc_msg
+
     def set_draft(self, message):
         """set message as draft.
 

python/src/deltachat/message.py

@@ -351,12 +351,17 @@ class Message:
     def is_outgoing(self):
         """Return True if Message is outgoing."""
         return lib.dc_msg_get_state(self._dc_msg) in (
+            const.DC_STATE_OUT_PREPARING,
             const.DC_STATE_OUT_PENDING,
             const.DC_STATE_OUT_FAILED,
             const.DC_STATE_OUT_MDN_RCVD,
             const.DC_STATE_OUT_DELIVERED,
         )
 
+    def is_out_preparing(self):
+        """Return True if Message is outgoing, but its file is being prepared."""
+        return self._msgstate == const.DC_STATE_OUT_PREPARING
+
     def is_out_pending(self):
         """Return True if Message is outgoing, but is pending (no single checkmark)."""
         return self._msgstate == const.DC_STATE_OUT_PENDING

src/chat.rs

@@ -2613,7 +2613,7 @@ pub async fn send_msg(context: &Context, chat_id: ChatId, msg: &mut Message) ->
         "chat_id cannot be a special chat: {chat_id}"
     );
 
-    if msg.state != MessageState::Undefined {
+    if msg.state != MessageState::Undefined && msg.state != MessageState::OutPreparing {
         msg.param.remove(Param::GuaranteeE2ee);
         msg.param.remove(Param::ForcePlaintext);
         // create_send_msg_jobs() will update `param` in the db.
@@ -2721,7 +2721,10 @@ async fn prepare_send_msg(
         None
     };
 
-    if msg.state == MessageState::Undefined
+    if matches!(
+        msg.state,
+        MessageState::Undefined | MessageState::OutPreparing
+    )
         // Legacy SecureJoin "v*-request" messages are unencrypted.
         && msg.param.get_cmd() != SystemMessage::SecurejoinMessage
         && chat.is_encrypted(context).await?
@@ -2934,8 +2937,8 @@ pub(crate) async fn create_send_msg_jobs(context: &Context, msg: &mut Message) -
 UPDATE msgs SET
     timestamp=(
         SELECT MAX(timestamp) FROM msgs INDEXED BY msgs_index7 WHERE
-            -- From `InFresh` to `OutDelivered` inclusive, except `OutDraft`.
-            state IN(10,13,16,18,20,24,26) AND
+            -- From `InFresh` to `OutMdnRcvd` inclusive except `OutDraft`.
+            state IN(10,13,16,18,20,24,26,28) AND
             hidden IN(0,1) AND
             chat_id=? AND
             id<=?

src/config.rs

@@ -407,6 +407,9 @@ pub enum Config {
     #[strum(props(default = "1"))]
     SyncMsgs,
 
+    /// Make all outgoing messages with Autocrypt header "multipart/signed".
+    SignUnencrypted,
+
     /// Let the core save all events to the database.
     /// This value is used internally to remember the MsgId of the logging xdc
     #[strum(props(default = "0"))]
@@ -707,6 +710,7 @@ impl Context {
             | Config::Bot
             | Config::NotifyAboutWrongPw
             | Config::SyncMsgs
+            | Config::SignUnencrypted
             | Config::DisableIdle => {
                 ensure!(
                     matches!(value, None | Some("0") | Some("1")),
@@ -940,18 +944,6 @@ impl Context {
     /// Determine whether the specified addr maps to the/a self addr.
     /// Returns `false` if no addresses are configured.
     pub(crate) async fn is_self_addr(&self, addr: &str) -> Result<bool> {
-        // Employ the config cache to optimize for `ConfiguredAddr` passed.
-        if !addr.is_empty()
-            && addr_cmp(
-                addr,
-                &self
-                    .get_config(Config::ConfiguredAddr)
-                    .await?
-                    .unwrap_or_default(),
-            )
-        {
-            return Ok(true);
-        }
         Ok(self
             .get_all_self_addrs()
             .await?

src/context.rs

@@ -991,6 +991,12 @@ impl Context {
                 .await?
                 .to_string(),
         );
+        res.insert(
+            "sign_unencrypted",
+            self.get_config_int(Config::SignUnencrypted)
+                .await?
+                .to_string(),
+        );
         res.insert(
             "debug_logging",
             self.get_config_int(Config::DebugLogging).await?.to_string(),

src/e2ee.rs

@@ -79,6 +79,16 @@ impl EncryptHelper {
 
         Ok(ctext)
     }
+
+    /// Signs the passed-in `mail` using the private key from `context`.
+    /// Returns the payload and the signature.
+    pub async fn sign(self, context: &Context, mail: &MimePart<'static>) -> Result<String> {
+        let sign_key = load_self_secret_key(context).await?;
+        let mut buffer = Vec::new();
+        mail.clone().write_part(&mut buffer)?;
+        let signature = pgp::pk_calc_signature(buffer, &sign_key)?;
+        Ok(signature)
+    }
 }
 
 /// Ensures a private key exists for the configured user.

src/location.rs

@@ -871,7 +871,7 @@ mod tests {
     use crate::config::Config;
     use crate::message::MessageState;
     use crate::receive_imf::receive_imf;
-    use crate::test_utils::{ExpectedEvents, TestContext, TestContextManager};
+    use crate::test_utils::{TestContext, TestContextManager};
     use crate::tools::SystemTime;
 
     #[test]
@@ -1103,9 +1103,6 @@ Content-Disposition: attachment; filename="location.kml"
             .await?;
 
         let alice_chat = alice.create_chat(bob).await;
-        // Bob needs the chat accepted so that "normal" messages from Alice trigger `IncomingMsg`.
-        // Location-only messages still must trigger `MsgsChanged`.
-        bob.create_chat(alice).await;
 
         // Alice enables location streaming.
         // Bob receives a message saying that Alice enabled location streaming.
@@ -1120,18 +1117,7 @@ Content-Disposition: attachment; filename="location.kml"
         SystemTime::shift(Duration::from_secs(10));
         delete_expired(alice, time()).await?;
         maybe_send(alice).await?;
-        bob.evtracker.clear_events();
         bob.recv_msg_opt(&alice.pop_sent_msg().await).await;
-        bob.evtracker
-            .get_matching_ex(
-                bob,
-                ExpectedEvents {
-                    expected: |e| matches!(e, EventType::MsgsChanged { .. }),
-                    unexpected: |e| matches!(e, EventType::IncomingMsg { .. }),
-                },
-            )
-            .await
-            .unwrap();
         assert_eq!(get_range(alice, None, None, 0, 0).await?.len(), 1);
         assert_eq!(get_range(bob, None, None, 0, 0).await?.len(), 1);
 

src/login_param.rs

@@ -70,7 +70,6 @@ pub struct EnteredImapLoginParam {
     /// Folder to watch.
     ///
     /// If empty, user has not entered anything and it shuold expand to "INBOX" later.
-    #[serde(default)]
     pub folder: String,
 
     /// Socket security.

src/message.rs

@@ -1381,8 +1381,13 @@ pub enum MessageState {
     /// IMAP and MDN may be sent.
     InSeen = 16,
 
-    // Deprecated 2024-12-07. Removed 2026-04.
-    // OutPreparing = 18,
+    /// For files which need time to be prepared before they can be
+    /// sent, the message enters this state before
+    /// OutPending.
+    ///
+    /// Deprecated 2024-12-07.
+    OutPreparing = 18,
+
     /// Message saved as draft.
     OutDraft = 19,
 
@@ -1415,6 +1420,7 @@ impl std::fmt::Display for MessageState {
                 Self::InFresh => "Fresh",
                 Self::InNoticed => "Noticed",
                 Self::InSeen => "Seen",
+                Self::OutPreparing => "Preparing",
                 Self::OutDraft => "Draft",
                 Self::OutPending => "Pending",
                 Self::OutFailed => "Failed",
@@ -1431,7 +1437,7 @@ impl MessageState {
         use MessageState::*;
         matches!(
             self,
-            OutPending | OutDelivered | OutMdnRcvd // OutMdnRcvd can still fail because it could be a group message and only some recipients failed.
+            OutPreparing | OutPending | OutDelivered | OutMdnRcvd // OutMdnRcvd can still fail because it could be a group message and only some recipients failed.
         )
     }
 
@@ -1440,7 +1446,7 @@ impl MessageState {
         use MessageState::*;
         matches!(
             self,
-            OutDraft | OutPending | OutFailed | OutDelivered | OutMdnRcvd
+            OutPreparing | OutDraft | OutPending | OutFailed | OutDelivered | OutMdnRcvd
         )
     }
 

src/mimefactory.rs

@@ -1227,18 +1227,53 @@ impl MimeFactory {
                     message.header(header, value)
                 });
             let message = MimePart::new("multipart/mixed", vec![message]);
-            let message = protected_headers
+            let mut message = protected_headers
                 .iter()
                 .fold(message, |message, (header, value)| {
                     message.header(*header, value.clone())
                 });
 
-            // Deduplicate unprotected headers that also are in the protected headers:
-            let protected: HashSet<&str> =
-                HashSet::from_iter(protected_headers.iter().map(|(header, _value)| *header));
-            unprotected_headers.retain(|(header, _value)| !protected.contains(header));
+            if skip_autocrypt || !context.get_config_bool(Config::SignUnencrypted).await? {
+                // Deduplicate unprotected headers that also are in the protected headers:
+                let protected: HashSet<&str> =
+                    HashSet::from_iter(protected_headers.iter().map(|(header, _value)| *header));
+                unprotected_headers.retain(|(header, _value)| !protected.contains(header));
 
-            message
+                message
+            } else {
+                for (h, v) in &mut message.headers {
+                    if h == "Content-Type"
+                        && let mail_builder::headers::HeaderType::ContentType(ct) = v
+                    {
+                        let mut ct_new = ct.clone();
+                        ct_new = ct_new.attribute("protected-headers", "v1");
+                        if use_std_header_protection {
+                            ct_new = ct_new.attribute("hp", "clear");
+                        }
+                        *ct = ct_new;
+                        break;
+                    }
+                }
+
+                let signature = encrypt_helper.sign(context, &message).await?;
+                MimePart::new(
+                    "multipart/signed; protocol=\"application/pgp-signature\"; protected",
+                    vec![
+                        message,
+                        MimePart::new(
+                            "application/pgp-signature; name=\"signature.asc\"",
+                            signature,
+                        )
+                        .header(
+                            "Content-Description",
+                            mail_builder::headers::raw::Raw::<'static>::new(
+                                "OpenPGP digital signature",
+                            ),
+                        )
+                        .attachment("signature"),
+                    ],
+                )
+            }
         };
 
         let MimeFactory {
@@ -2157,6 +2192,10 @@ fn group_headers_by_confidentiality(
                 }
             }
         } else {
+            // Copy the header to the protected headers
+            // in case of signed-only message.
+            // If the message is not signed, this value will not be used.
+            protected_headers.push(header.clone());
             unprotected_headers.push(header.clone())
         }
     }

src/mimefactory/mimefactory_tests.rs

@@ -601,6 +601,70 @@ async fn test_selfavatar_unencrypted() -> anyhow::Result<()> {
     Ok(())
 }
 
+#[tokio::test(flavor = "multi_thread", worker_threads = 2)]
+async fn test_selfavatar_unencrypted_signed() {
+    // create chat with bob, set selfavatar
+    let t = TestContext::new_alice().await;
+    t.set_config(Config::SignUnencrypted, Some("1"))
+        .await
+        .unwrap();
+    let chat = t.create_chat_with_contact("bob", "bob@example.org").await;
+
+    let file = t.dir.path().join("avatar.png");
+    let bytes = include_bytes!("../../test-data/image/avatar64x64.png");
+    tokio::fs::write(&file, bytes).await.unwrap();
+    t.set_config(Config::Selfavatar, Some(file.to_str().unwrap()))
+        .await
+        .unwrap();
+
+    // send message to bob: that should get multipart/signed.
+    // `Subject:` is protected by copying it.
+    // make sure, `Subject:` stays in the outer header (imf header)
+    let mut msg = Message::new_text("this is the text!".to_string());
+
+    let sent_msg = t.send_msg(chat.id, &mut msg).await;
+    let mut payload = sent_msg.payload().splitn(4, "\r\n\r\n");
+
+    let part = payload.next().unwrap();
+    assert_eq!(part.match_indices("multipart/signed").count(), 1);
+    assert_eq!(part.match_indices("From:").count(), 1);
+    assert_eq!(part.match_indices("Message-ID:").count(), 1);
+    assert_eq!(part.match_indices("Subject:").count(), 1);
+    assert_eq!(part.match_indices("Autocrypt:").count(), 1);
+    assert_eq!(part.match_indices("Chat-User-Avatar:").count(), 0);
+
+    let part = payload.next().unwrap();
+    assert_eq!(
+        part.match_indices("multipart/mixed; protected-headers=\"v1\"")
+            .count(),
+        1
+    );
+    assert_eq!(part.match_indices("From:").count(), 1);
+    assert_eq!(part.match_indices("Message-ID:").count(), 0);
+    assert_eq!(part.match_indices("Subject:").count(), 1);
+    assert_eq!(part.match_indices("Autocrypt:").count(), 1);
+    assert_eq!(part.match_indices("Chat-User-Avatar:").count(), 0);
+
+    let part = payload.next().unwrap();
+    assert_eq!(part.match_indices("text/plain").count(), 1);
+    assert_eq!(part.match_indices("From:").count(), 0);
+    assert_eq!(part.match_indices("Message-ID:").count(), 1);
+    assert_eq!(part.match_indices("Chat-User-Avatar:").count(), 0);
+    assert_eq!(part.match_indices("Subject:").count(), 0);
+
+    let body = payload.next().unwrap();
+    assert_eq!(body.match_indices("this is the text!").count(), 1);
+
+    let bob = TestContext::new_bob().await;
+    bob.recv_msg(&sent_msg).await;
+    let alice_id = Contact::lookup_id_by_addr(&bob.ctx, "alice@example.org", Origin::Unknown)
+        .await
+        .unwrap()
+        .unwrap();
+    let alice_contact = Contact::get_by_id(&bob.ctx, alice_id).await.unwrap();
+    assert_eq!(alice_contact.is_key_contact(), false);
+}
+
 /// Test that removed member address does not go into the `To:` field.
 #[tokio::test(flavor = "multi_thread", worker_threads = 2)]
 async fn test_remove_member_bcc() -> Result<()> {

src/mimeparser.rs

@@ -304,9 +304,37 @@ impl MimeMessage {
 
         // Parse hidden headers.
         let mimetype = mail.ctype.mimetype.parse::<Mime>()?;
+        let (part, mimetype) =
+            if mimetype.type_() == mime::MULTIPART && mimetype.subtype().as_str() == "signed" {
+                if let Some(part) = mail.subparts.first() {
+                    // We don't remove "subject" from `headers` because currently just signed
+                    // messages are shown as unencrypted anyway.
+
+                    timestamp_sent =
+                        Self::get_timestamp_sent(&part.headers, timestamp_sent, timestamp_rcvd);
+                    MimeMessage::merge_headers(
+                        context,
+                        &mut headers,
+                        &mut headers_removed,
+                        &mut recipients,
+                        &mut past_members,
+                        &mut from,
+                        &mut list_post,
+                        &mut chat_disposition_notification_to,
+                        part,
+                    );
+                    (part, part.ctype.mimetype.parse::<Mime>()?)
+                } else {
+                    // Not a valid signed message, handle it as plaintext.
+                    (&mail, mimetype)
+                }
+            } else {
+                // Currently we do not sign unencrypted messages by default.
+                (&mail, mimetype)
+            };
         if mimetype.type_() == mime::MULTIPART
             && mimetype.subtype().as_str() == "mixed"
-            && let Some(part) = mail.subparts.first()
+            && let Some(part) = part.subparts.first()
         {
             for field in &part.headers {
                 let key = field.get_key().to_lowercase();
@@ -330,7 +358,8 @@ impl MimeMessage {
             );
         }
 
-        // Remove headers that are allowed _only_ in the encrypted+signed part
+        // Remove headers that are allowed _only_ in the encrypted+signed part. It's ok to leave
+        // them in signed-only emails, but has no value currently.
         let encrypted = false;
         Self::remove_secured_headers(&mut headers, &mut headers_removed, encrypted);
 
@@ -2188,6 +2217,9 @@ pub(crate) fn parse_message_id(ids: &str) -> Result<String> {
 /// Returns whether the outer header value must be ignored if the message contains a signed (and
 /// optionally encrypted) part. This is independent from the modern Header Protection defined in
 /// <https://www.rfc-editor.org/rfc/rfc9788.html>.
+///
+/// NB: There are known cases when Subject and List-ID only appear in the outer headers of
+/// signed-only messages. Such messages are shown as unencrypted anyway.
 fn is_protected(key: &str) -> bool {
     key.starts_with("chat-")
         || matches!(

src/mimeparser/mimeparser_tests.rs

@@ -7,7 +7,6 @@ use crate::{
     chat,
     chatlist::Chatlist,
     constants::{self, Blocked, DC_DESIRED_TEXT_LEN, DC_ELLIPSIS},
-    contact::Contact,
     key,
     message::{MessageState, MessengerMessage},
     receive_imf::receive_imf,
@@ -2042,24 +2041,32 @@ async fn test_multiple_autocrypt_hdrs() -> Result<()> {
     Ok(())
 }
 
-/// Tests receiving a simple signed-unencrypted message
-/// that was generated by an old version of Core that supported sending such messages.
+/// Tests that timestamp of signed but not encrypted message is protected.
 #[tokio::test(flavor = "multi_thread", worker_threads = 2)]
-async fn test_receive_signed_only() -> Result<()> {
+async fn test_protected_date() -> Result<()> {
     let mut tcm = TestContextManager::new();
+    let alice = &tcm.alice().await;
     let bob = &tcm.bob().await;
 
-    let imf_raw = include_bytes!("../../test-data/message/unencrypted_signed_simple.eml");
-    let msg = receive_imf(bob, imf_raw, false).await?.unwrap();
-    assert_eq!(msg.msg_ids.len(), 1);
-    let msg = Message::load_from_db(bob, msg.msg_ids[0]).await?;
-    assert_eq!(msg.get_text(), "Hello!");
-    assert_eq!(msg.viewtype, Viewtype::Text);
-    assert_eq!(msg.get_timestamp(), 1615987853);
+    alice.set_config(Config::SignUnencrypted, Some("1")).await?;
 
-    let alice_contact = Contact::get_by_id(bob, msg.from_id).await.unwrap();
-    assert_eq!(alice_contact.is_key_contact(), false);
+    let alice_chat = alice.create_email_chat(bob).await;
+    let alice_msg_id = chat::send_text_msg(alice, alice_chat.id, "Hello!".to_string()).await?;
+    let alice_msg = Message::load_from_db(alice, alice_msg_id).await?;
+    assert_eq!(alice_msg.get_showpadlock(), false);
 
+    let mut sent_msg = alice.pop_sent_msg().await;
+    sent_msg.payload = sent_msg.payload.replacen(
+        "Date:",
+        "Date: Wed, 17 Mar 2021 14:30:53 +0100 (CET)\r\nX-Not-Date:",
+        1,
+    );
+    let bob_msg = bob.recv_msg(&sent_msg).await;
+    assert_eq!(alice_msg.get_text(), bob_msg.get_text());
+
+    // Timestamp that the sender has put into the message
+    // should always be displayed as is on the receiver.
+    assert_eq!(alice_msg.get_timestamp(), bob_msg.get_timestamp());
     Ok(())
 }
 

src/pgp.rs

@@ -6,15 +6,15 @@ use std::io::Cursor;
 use anyhow::{Context as _, Result, ensure};
 use deltachat_contact_tools::{EmailAddress, may_be_valid_addr};
 use pgp::composed::{
-    Deserializable, DetachedSignature, EncryptionCaps, KeyType as PgpKeyType, MessageBuilder,
-    SecretKeyParamsBuilder, SignedKeyDetails, SignedPublicKey, SignedPublicSubKey, SignedSecretKey,
-    SubkeyParamsBuilder, SubpacketConfig,
+    ArmorOptions, Deserializable, DetachedSignature, EncryptionCaps, KeyType as PgpKeyType,
+    MessageBuilder, SecretKeyParamsBuilder, SignedKeyDetails, SignedPublicKey, SignedPublicSubKey,
+    SignedSecretKey, SubkeyParamsBuilder, SubpacketConfig,
 };
 use pgp::crypto::aead::{AeadAlgorithm, ChunkSize};
 use pgp::crypto::ecc_curve::ECCCurve;
 use pgp::crypto::hash::HashAlgorithm;
 use pgp::crypto::sym::SymmetricKeyAlgorithm;
-use pgp::packet::{Signature, Subpacket, SubpacketData};
+use pgp::packet::{Signature, SignatureConfig, SignatureType, Subpacket, SubpacketData};
 use pgp::types::{
     CompressionAlgorithm, Imprint, KeyDetails, KeyVersion, Password, SignedUser, SigningKey as _,
     StringToKey,
@@ -202,6 +202,47 @@ pub async fn pk_encrypt(
         .await?
 }
 
+/// Produces a detached signature for `plain` text using `private_key_for_signing`.
+pub fn pk_calc_signature(
+    plain: Vec<u8>,
+    private_key_for_signing: &SignedSecretKey,
+) -> Result<String> {
+    let rng = thread_rng();
+
+    let mut config = SignatureConfig::from_key(
+        rng,
+        &private_key_for_signing.primary_key,
+        SignatureType::Binary,
+    )?;
+
+    config.hashed_subpackets = vec![
+        Subpacket::regular(SubpacketData::IssuerFingerprint(
+            private_key_for_signing.fingerprint(),
+        ))?,
+        Subpacket::critical(SubpacketData::SignatureCreationTime(
+            pgp::types::Timestamp::now(),
+        ))?,
+    ];
+    config.unhashed_subpackets = vec![];
+    if private_key_for_signing.version() <= KeyVersion::V4 {
+        config
+            .unhashed_subpackets
+            .push(Subpacket::regular(SubpacketData::IssuerKeyId(
+                private_key_for_signing.legacy_key_id(),
+            ))?);
+    }
+
+    let signature = config.sign(
+        &private_key_for_signing.primary_key,
+        &Password::empty(),
+        plain.as_slice(),
+    )?;
+
+    let sig = DetachedSignature::new(signature);
+
+    Ok(sig.to_armored_string(ArmorOptions::default())?)
+}
+
 /// Returns fingerprints
 /// of all keys from the `public_keys_for_validation` keyring that
 /// have valid signatures in `msg` and corresponding intended recipient fingerprints

src/receive_imf.rs

@@ -1019,15 +1019,8 @@ UPDATE msgs SET state=? WHERE
         let is_bot = context.get_config_bool(Config::Bot).await?;
         let is_pre_message = matches!(mime_parser.pre_message, PreMessageMode::Pre { .. });
         let skip_bot_notify = is_bot && is_pre_message;
-        let is_empty = !is_pre_message
-            && mime_parser.parts.first().is_none_or(|p| {
-                p.typ == Viewtype::Text && p.msg.is_empty() && p.param.get(Param::Quote).is_none()
-            });
-        let important = mime_parser.incoming
-            && !is_empty
-            && fresh
-            && !is_old_contact_request
-            && !skip_bot_notify;
+        let important =
+            mime_parser.incoming && fresh && !is_old_contact_request && !skip_bot_notify;
 
         for msg_id in &received_msg.msg_ids {
             chat_id.emit_msg_event(context, *msg_id, important);

src/sql/migrations.rs

@@ -2373,18 +2373,6 @@ ALTER TABLE contacts ADD COLUMN name_normalized TEXT;
         .await?;
     }
 
-    inc_and_check(&mut migration_version, 152)?;
-    if dbversion < migration_version {
-        sql.execute_migration(
-            "
-UPDATE msgs SET state=26 WHERE state=28; -- Change OutMdnRcvd to OutDelivered.
-UPDATE msgs SET state=19 WHERE state=18; -- Change OutPreparing to OutDraft.
-            ",
-            migration_version,
-        )
-        .await?;
-    }
-
     let new_version = sql
         .get_raw_config_int(VERSION_CFG)
         .await?

src/test_utils.rs

@@ -1431,12 +1431,6 @@ pub fn fiona_keypair() -> SignedSecretKey {
 #[derive(Debug)]
 pub struct EventTracker(EventEmitter);
 
-/// See [`super::EventTracker::get_matching_ex`].
-pub struct ExpectedEvents<E: Fn(&EventType) -> bool, U: Fn(&EventType) -> bool> {
-    pub expected: E,
-    pub unexpected: U,
-}
-
 impl Deref for EventTracker {
     type Target = EventEmitter;
 
@@ -1473,39 +1467,21 @@ impl EventTracker {
         .expect("timeout waiting for event match")
     }
 
-    /// Consumes all emitted events returning the first matching one if any.
+    /// Consumes emitted events returning the first matching one if any.
     pub async fn get_matching_opt<F: Fn(&EventType) -> bool>(
         &self,
         ctx: &Context,
         event_matcher: F,
-    ) -> Option<EventType> {
-        self.get_matching_ex(
-            ctx,
-            ExpectedEvents {
-                expected: event_matcher,
-                unexpected: |_| false,
-            },
-        )
-        .await
-    }
-
-    /// Consumes all emitted events returning the first matching one if any. Panics on unexpected
-    /// events.
-    pub async fn get_matching_ex<E: Fn(&EventType) -> bool, U: Fn(&EventType) -> bool>(
-        &self,
-        ctx: &Context,
-        args: ExpectedEvents<E, U>,
     ) -> Option<EventType> {
         ctx.emit_event(EventType::Test);
         let mut found_event = None;
         loop {
             let event = self.recv().await.unwrap();
-            assert!(!(args.unexpected)(&event.typ));
             if let EventType::Test = event.typ {
                 return found_event;
             }
-            if (args.expected)(&event.typ) {
-                found_event.get_or_insert(event.typ);
+            if event_matcher(&event.typ) {
+                found_event = Some(event.typ);
             }
         }
     }

src/webxdc.rs

@@ -550,7 +550,7 @@ impl Context {
 
         let send_now = !matches!(
             instance.state,
-            MessageState::Undefined | MessageState::OutDraft
+            MessageState::Undefined | MessageState::OutPreparing | MessageState::OutDraft
         );
 
         status_update.uid = Some(create_id());

test-data/message/unencrypted_signed_simple.eml

@@ -1,70 +0,0 @@
-Content-Type: multipart/signed; protocol="application/pgp-signature"; protected; 
-	boundary="18aa9ed356ff9321_81d052095421b935_6b26de88a99ef0a0"
-MIME-Version: 1.0
-From: <alice@example.org>
-To: <bob@example.net>
-Subject: Message from alice@example.org
-Date: Wed, 17 Mar 2021 14:30:53 +0100 (CET)
-X-Not-Date: Tue, 28 Apr 2026 20:20:34 +0000
-Message-ID: <13140637-3c00-4553-8b76-fdbbbe3cc117@localhost>
-References: <13140637-3c00-4553-8b76-fdbbbe3cc117@localhost>
-Chat-Version: 1.0
-Chat-Disposition-Notification-To: alice@example.org
-Autocrypt: addr=alice@example.org; prefer-encrypt=mutual; keydata=mDMEXlh13RYJKwYBBAHaRw8BAQdAzfVIAleCXMJrq8VeLlEVof6ITCviMktKjmcBKAu4m5
-	 DCtAQfFggAZgUCAAAAABYhBC5vossjtTLXKGNLWGSwj2Gp7ZRDAhsDAh4JBAsJCAcFFQgJCgsDFgIB
-	 AycJAgIZASwUgAAAAAASABFyZWxheXNAY2hhdG1haWwuYXRhbGljZUBleGFtcGxlLm9yZwAA57ABAL
-	 DeNEB8l86SrqNKbUhDl5e7Q46VN+k/jxPEbIAs506MAQDXxgFEO2xAE19ykJI4JqU8+Zj+dwld9rXM
-	 Bh98UTnEBs0TPGFsaWNlQGV4YW1wbGUub3JnPsKRBBMWCAA5BQIAAAAAFiEELm+iyyO1MtcoY0tYZL
-	 CPYantlEMCGwMCHgkECwkIBwUVCAkKCwMWAgEDJwkCAhkBAAoJEGSwj2Gp7ZRD4e8BAKrOvjAu/Zd+
-	 +XeYCfN00mA7Vb6FtLlvVb0gT0hzv/rBAP0dYE736fa81MseX1PdUeN2Lf9SyNOVw3eW8W0nKXEbDr
-	 g4BF5Ydd0SCisGAQQBl1UBBQEBB0AG7cjWy2SFAU8KnltlubVW67rFiyfp01JrRe6Xqy22HQMBCAeI
-	 eAQYFggAIBYhBC5vossjtTLXKGNLWGSwj2Gp7ZRDBQJeWHXdAhsMAAoJEGSwj2Gp7ZRDLo8BAObE8G
-	 nsGVwKzNqCvHeWgJsqhjS3C6gvSlV3tEm9XmF6AQDXucIyVfoBwoyMh2h6cSn/ATn5QJb35pgo+ivp
-	 3jsMAg==
-
-
---18aa9ed356ff9321_81d052095421b935_6b26de88a99ef0a0
-Content-Type: multipart/mixed; protected-headers="v1"; hp="clear"; 
-	boundary="18aa9ed357004185_2007cbc2d36c354a_6b26de88a99ef0a0"
-From: <alice@example.org>
-To: <bob@example.net>
-Subject: Message from alice@example.org
-Date: Tue, 28 Apr 2026 20:20:34 +0000
-References: <13140637-3c00-4553-8b76-fdbbbe3cc117@localhost>
-Chat-Version: 1.0
-Chat-Disposition-Notification-To: alice@example.org
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---18aa9ed357004185_2007cbc2d36c354a_6b26de88a99ef0a0
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-Hello!
---18aa9ed357004185_2007cbc2d36c354a_6b26de88a99ef0a0--
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