From 96138359574d6d8ee89fb79fe0068e0137ee185f Mon Sep 17 00:00:00 2001
From: ownaginatious <github@dillon.io>
Date: Sat, 16 Sep 2023 22:56:26 -0700
Subject: [PATCH] Handle extensionless video attachments properly

---
 portal.go | 8 +++++++-
 1 file changed, 7 insertions(+), 1 deletion(-)

diff --git a/portal.go b/portal.go
index 9919676c..07d9a03d 100644
--- a/portal.go
+++ b/portal.go
@@ -1366,13 +1366,19 @@ func (portal *Portal) handleMatrixMediaDirect(url id.ContentURI, file *event.Enc
 		}
 	}
 
+	mimeType := mimetype.Detect(data).String()
+
+	// iMessage clients do not seem to understand a video is a video if the extension is missing.
+	if len(strings.Split(filename, ".")) == 1 && strings.HasPrefix(mimeType, "video/") {
+		filename = fmt.Sprintf("%s.%s", filename, mimeType[len("video/"):])
+	}
+	
 	var dir, filePath string
 	dir, filePath, err = imessage.SendFilePrepare(filename, data)
 	if err != nil {
 		portal.log.Errorfln("failed to prepare to send file: %w", err)
 		return
 	}
-	mimeType := mimetype.Detect(data).String()
 	isVoiceMemo := false
 	_, isMSC3245Voice := evt.Content.Raw["org.matrix.msc3245.voice"]