fix(files): preserve image selection after resizing

apps/sim/app/workspace/[workspaceId]/files/components/file-viewer/rich-markdown-editor/image-collaboration.test.tsx

@@ -156,6 +156,64 @@ async function setNestedImages(depth: number): Promise<void> {
 }
 
 describe('image resizing during real peer Yjs updates', () => {
+  it.each(['block', 'heading', 'paragraph'])(
+    'keeps the resized %s image selected for deletion and undo without changing peer text',
+    async (placement) => {
+      const image = '<img src="/logo.png" alt="Original" width="200" height="100">'
+      await act(async () => {
+        local.commands.setContent(
+          placement === 'block'
+            ? `<h2>Before</h2>${image}<p>After</p>`
+            : `<${placement === 'heading' ? 'h2' : 'p'}>Before ${image} after</${placement === 'heading' ? 'h2' : 'p'}>`
+        )
+        Y.applyUpdate(peerDoc, Y.encodeStateAsUpdate(localDoc))
+        local.commands.setNodeSelection(imagePosition(local))
+      })
+      const undoManager = yUndoPluginKey.getState(local.state).undoManager
+      undoManager.clear()
+      beginResize()
+      peer.commands.insertContentAt(1, 'Peer ')
+      await receivePeerUpdate()
+      const text = local.state.doc.textContent
+      const onUpdate = vi.fn()
+      local.on('update', onUpdate)
+
+      pointer(window, 'pointerup', 160)
+
+      expect(onUpdate).toHaveBeenCalledOnce()
+      expect(local.state.selection).toBeInstanceOf(NodeSelection)
+      expect(local.state.selection.from).toBe(imagePosition(local))
+      expect(host.querySelector('.ProseMirror-selectednode img')).not.toBeNull()
+      expect(imageAttributes(local)).toMatchObject({ width: '260', height: null })
+      expect(local.state.doc.textContent).toBe(text)
+      await act(async () => {
+        Y.applyUpdate(peerDoc, Y.encodeStateAsUpdate(localDoc))
+        expect(local.commands.undo()).toBe(true)
+      })
+      expect(imageAttributes(local)).toMatchObject({ width: '200', height: '100' })
+      expect(local.state.doc.textContent).toBe(text)
+      expect(local.can().undo()).toBe(false)
+      await act(async () => {
+        expect(local.commands.redo()).toBe(true)
+      })
+      expect(imageAttributes(local)).toMatchObject({ width: '260', height: null })
+
+      undoManager.stopCapturing()
+      await act(async () => {
+        expect(local.commands.keyboardShortcut('Backspace')).toBe(true)
+      })
+      expect(imageAttributes(local)).toBeNull()
+      expect(local.state.doc.textContent).toBe(text)
+      await act(async () => {
+        expect(local.commands.undo()).toBe(true)
+        Y.applyUpdate(peerDoc, Y.encodeStateAsUpdate(localDoc))
+      })
+      expect(imageAttributes(local)).toMatchObject({ width: '260', height: null })
+      expect(local.getJSON()).toEqual(peer.getJSON())
+      expect(local.state.doc.textContent).toBe(text)
+    }
+  )
+
   it.each(['heading', 'paragraph'])(
     'renders and scrolls a valid selection when undoing a move into a %s',
     async (target) => {

apps/sim/app/workspace/[workspaceId]/files/components/file-viewer/rich-markdown-editor/image-resize.test.tsx

@@ -1,6 +1,8 @@
 /** @vitest-environment jsdom */
 import { act } from 'react'
+import { Editor } from '@tiptap/core'
 import type { ReactNodeViewProps } from '@tiptap/react'
+import StarterKit from '@tiptap/starter-kit'
 import { createRoot, type Root } from 'react-dom/client'
 import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest'
 
@@ -26,23 +28,24 @@ vi.mock(
 )
 
 import { ResizableImageView } from '@/app/workspace/[workspaceId]/files/components/file-viewer/rich-markdown-editor/image'
+import { MarkdownImage } from '@/app/workspace/[workspaceId]/files/components/file-viewer/rich-markdown-editor/image-schema'
 
 let host: HTMLDivElement
 let root: Root
-const editor = { isEditable: true, isDestroyed: false, commands: { focus: vi.fn() } }
+let editor: Editor
 
 beforeEach(() => {
   Object.assign(globalThis, { IS_REACT_ACT_ENVIRONMENT: true })
   vi.clearAllMocks()
-  editor.isEditable = true
-  editor.isDestroyed = false
+  editor = new Editor({ extensions: [StarterKit, MarkdownImage] })
   host = document.createElement('div')
   document.body.append(host)
   root = createRoot(host)
 })
 
 afterEach(() => {
   act(() => root.unmount())
+  editor.destroy()
   host.remove()
 })
 
@@ -61,22 +64,31 @@ function pointerEvent(
 }
 
 function renderImage(
-  updateAttributes: ReturnType<typeof vi.fn>,
-  dimensions: { width?: string | null; height?: string | null } = {}
+  onUpdate: ReturnType<typeof vi.fn>,
+  dimensions: { width?: string | null; height?: string | null } = {},
+  getPos: ReactNodeViewProps['getPos'] = () => 0
 ): HTMLButtonElement {
-  const props = {
-    node: {
-      attrs: {
-        src: '/image.png',
-        alt: '',
-        title: null,
-        width: null,
-        height: '100',
-        ...dimensions,
-        href: null,
+  editor.commands.setContent({
+    type: 'doc',
+    content: [
+      {
+        type: 'image',
+        attrs: {
+          src: '/image.png',
+          alt: '',
+          title: null,
+          width: null,
+          height: '100',
+          ...dimensions,
+          href: null,
+        },
       },
-    },
-    updateAttributes,
+    ],
+  })
+  editor.on('update', onUpdate)
+  const props = {
+    node: editor.state.doc.firstChild,
+    getPos,
     selected: true,
     editor,
   } as unknown as ReactNodeViewProps
@@ -150,42 +162,56 @@ describe('ResizableImageView', () => {
   )
 
   it('commits one proportional width change and clears a stale explicit height', () => {
-    const updateAttributes = vi.fn()
-    const handle = renderImage(updateAttributes)
+    const onUpdate = vi.fn()
+    const handle = renderImage(onUpdate)
 
     act(() => handle.dispatchEvent(pointerEvent('pointerdown', { pointerId: 7, clientX: 100 })))
     act(() => window.dispatchEvent(pointerEvent('pointermove', { pointerId: 7, clientX: 160 })))
     act(() => window.dispatchEvent(pointerEvent('pointerup', { pointerId: 7, clientX: 160 })))
 
-    expect(updateAttributes).toHaveBeenCalledOnce()
-    expect(updateAttributes).toHaveBeenCalledWith({ width: '260', height: null })
+    expect(onUpdate).toHaveBeenCalledOnce()
+    expect(editor.state.doc.firstChild?.attrs).toMatchObject({ width: '260', height: null })
   })
 
   it('ignores unrelated pointers and cancels without mutating document attributes', () => {
-    const updateAttributes = vi.fn()
-    const handle = renderImage(updateAttributes)
+    const onUpdate = vi.fn()
+    const handle = renderImage(onUpdate)
 
     act(() => handle.dispatchEvent(pointerEvent('pointerdown', { pointerId: 7, clientX: 100 })))
     act(() => window.dispatchEvent(pointerEvent('pointermove', { pointerId: 8, clientX: 180 })))
     act(() => window.dispatchEvent(pointerEvent('pointerup', { pointerId: 8, clientX: 180 })))
     act(() => window.dispatchEvent(pointerEvent('pointercancel', { pointerId: 7 })))
-    expect(updateAttributes).not.toHaveBeenCalled()
+    expect(onUpdate).not.toHaveBeenCalled()
 
     act(() => handle.dispatchEvent(pointerEvent('pointerdown', { pointerId: 9, clientX: 100 })))
     act(() => window.dispatchEvent(pointerEvent('pointermove', { pointerId: 9, clientX: 140 })))
     act(() => window.dispatchEvent(new Event('blur')))
-    expect(updateAttributes).not.toHaveBeenCalled()
+    expect(onUpdate).not.toHaveBeenCalled()
   })
 
   it('does not commit a resize after live editing becomes unavailable', () => {
-    const updateAttributes = vi.fn()
-    const handle = renderImage(updateAttributes)
+    const onUpdate = vi.fn()
+    const handle = renderImage(onUpdate)
+
+    act(() => handle.dispatchEvent(pointerEvent('pointerdown', { pointerId: 7, clientX: 100 })))
+    act(() => window.dispatchEvent(pointerEvent('pointermove', { pointerId: 7, clientX: 160 })))
+    editor.setEditable(false, false)
+    act(() => window.dispatchEvent(pointerEvent('pointerup', { pointerId: 7, clientX: 160 })))
+
+    expect(onUpdate).not.toHaveBeenCalled()
+  })
+
+  it('does not commit a resize when the node view no longer has a position', () => {
+    const onUpdate = vi.fn()
+    const getPos = vi.fn<ReactNodeViewProps['getPos']>(() => 0)
+    const handle = renderImage(onUpdate, {}, getPos)
 
     act(() => handle.dispatchEvent(pointerEvent('pointerdown', { pointerId: 7, clientX: 100 })))
     act(() => window.dispatchEvent(pointerEvent('pointermove', { pointerId: 7, clientX: 160 })))
-    editor.isEditable = false
+    getPos.mockReturnValue(undefined)
     act(() => window.dispatchEvent(pointerEvent('pointerup', { pointerId: 7, clientX: 160 })))
 
-    expect(updateAttributes).not.toHaveBeenCalled()
+    expect(onUpdate).not.toHaveBeenCalled()
+    expect(editor.state.doc.firstChild?.attrs).toMatchObject({ width: null, height: '100' })
   })
 })

apps/sim/app/workspace/[workspaceId]/files/components/file-viewer/rich-markdown-editor/image.tsx

@@ -24,13 +24,7 @@ const PIXEL_SIZE = /^\d+(?:\.\d+)?px$/
  * Drag-to-resize image node view (handle at the bottom-right, revealed on selection). Dragging
  * commits the new pixel width to the `width` attribute, which serializes to `<img width>`.
  */
-export function ResizableImageView({
-  node,
-  updateAttributes,
-  selected,
-  editor,
-  getPos,
-}: ReactNodeViewProps) {
+export function ResizableImageView({ node, selected, editor, getPos }: ReactNodeViewProps) {
   const source = useFileContentSource()
   const imageRef = useRef<HTMLImageElement>(null)
   const dragAbortRef = useRef<AbortController | null>(null)
@@ -122,7 +116,12 @@ export function ResizableImageView({
         !editor.isDestroyed &&
         isCurrentTarget()
       ) {
-        updateAttributes({ width: String(finalWidth), height: null })
+        const position = getPos()
+        if (typeof position !== 'number') return
+        const tr = editor.state.tr
+          .setNodeAttribute(position, 'width', String(finalWidth))
+          .setNodeAttribute(position, 'height', null)
+        editor.view.dispatch(tr.setSelection(NodeSelection.create(tr.doc, position)))
       }
     }
     if (binding) {