[BUG] Claude code says there is no room in context when there is clearly room in context

Preflight Checklist

• [x] I have searched existing issues and this hasn't been reported yet
• [x] This is a single bug report (please file separate reports for different bugs)
• [x] I am using the latest version of Claude Code

What's Wrong?

<img width="862" height="304" alt="Image" src="https://github.com/user-attachments/assets/c9e8b648-5266-44fb-94bd-902be652a974" />

❯ /compact
  ⎿  Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages
     and try again.

❯ /context
  ⎿  Context Usage
     ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁   claude-opus-4-6 · 35k/200k tokens (17%)
     ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁
     ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛁   Estimated usage by category
     ⛁ ⛁ ⛁ ⛁ ⛁ ⛁ ⛀ ⛶ ⛶ ⛶   ⛁ System prompt: 3.4k tokens (1.7%)
     ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ System tools: 13.8k tokens (6.9%)
     ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ MCP tools: 3.6k tokens (1.8%)
     ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ Skills: 2.9k tokens (1.5%)
     ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ Messages: 49.2k tokens (24.6%)
     ⛶ ⛶ ⛶ ⛝ ⛝ ⛝ ⛝ ⛝ ⛝ ⛝   ⛶ Free space: 94k (47.0%)
     ⛝ ⛝ ⛝ ⛝ ⛝ ⛝ ⛝ ⛝ ⛝ ⛝   ⛝ Autocompact buffer: 33k tokens (16.5%)

What Should Happen?

IT SHOULD WORK

Error Messages/Logs

Error: Error during compaction: Error: Conversation too long. Press esc twice to go up a few messages and try again.

Steps to Reproduce

bro fix your shit

Claude Model

Opus

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

2.1.38

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

_No response_