[BUG] loop crash

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?

Claude was put to work on a loop, where it task involved non-browser UI development (game on macbook). It was instructed to visually inspect, itself or using other LLM APIs. It managed to put something in its context that caused error repeatedly:

✻ Running scheduled task (Apr 17 6:38am)

⏺ An image in the conversation exceeds the
dimension limit for many-image requests
(2000px). Run /compact to remove old
images from context, or start a new
session.

What Should Happen?

claude working in a loop should be robust and compact itself if needed, not put things in its context that crash it without a way for it to recover itself.

Error Messages/Logs

claude --version
2.1.112 (Claude Code)



⏺ An image in the conversation exceeds the
  dimension limit for many-image requests
  (2000px). Run /compact to remove old
  images from context, or start a new
  session.

✻ Baked for 1m 31s

✻ Running scheduled task (Apr 17 3:14am)

⏺ An image in the conversation exceeds the
  dimension limit for many-image requests
  (2000px). Run /compact to remove old
  images from context, or start a new
  session.

※ recap: Building saga2d into "Keras for
  game dev" via the /loop; iter-47 just
  shipped Sprite.follow plus Ring of Pain
  combat animation with 1296 tests green.
  Next iter-48 cron fire will tackle
  motion-aware cross-check. (disable recaps
  in /config)

✻ Running scheduled task (Apr 17 3:18am)

⏺ An image in the conversation exceeds the
  dimension limit for many-image requests
  (2000px). Run /compact to remove old
  images from context, or start a new
  session.

... [REPEATS EVERY 5 minutes]

✻ Running scheduled task (Apr 17 6:34am)

⏺ An image in the conversation exceeds the
  dimension limit for many-image requests
  (2000px). Run /compact to remove old
  images from context, or start a new
  session.

✻ Running scheduled task (Apr 17 6:38am)

⏺ An image in the conversation exceeds the
  dimension limit for many-image requests
  (2000px). Run /compact to remove old
  images from context, or start a new
  session.

❯ /context
  ⎿ Context Usage
    ⛀ ⛁ ⛀ ⛀ ⛁   Opus 4.7 (1M context)
    ⛁ ⛁ ⛁ ⛁ ⛁   claude-opus-4-7[1m]
    ⛁ ⛁ ⛁ ⛁ ⛁   444.2k/1m tokens (44%)
    ⛁ ⛁ ⛁ ⛁ ⛁
    ⛁ ⛁ ⛁ ⛁ ⛁   Estimated usage by category
    ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ System prompt: 8.6k tokens
     (0.9%)
    ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ System tools: 16.4k tokens
     (1.6%)
    ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ Memory files: 3.4k tokens
    (0.3%)
    ⛶ ⛶ ⛶ ⛶ ⛶   ⛁ Skills: 756 tokens (0.1%)
    ⛶ ⛶ ⛶ ⛝ ⛝   ⛁ Messages: 425.2k tokens
    (42.5%)
                ⛶ Free space: 512.6k (51.3%)
                ⛝ Autocompact buffer: 33k
    tokens (3.3%)

    MCP tools · /mcp (loaded on-demand)

    Available
    └ mcp__claude_ai_Gmail__authenticate
    └ mcp__claude_ai_Gmail__complete_authent
    ication
    └ mcp__claude_ai_Google_Calendar__authen
    ticate
    └ mcp__claude_ai_Google_Calendar__comple
    te_authentication

    Memory files · /memory
    └ ~/.claude/CLAUDE.md: 1.2k tokens
    └ ~/ai-workspace/CLAUDE.md: 779 tokens
    └ CLAUDE.md: 1.5k tokens

    Skills · /skills

    Plugin
    └ frontend-design: 67 tokens

     Suggestions
     ℹ Read results using 303.3k tokens
    (30%) → save ~91k
       Use offset and limit parameters to
    read only the sections you need. Avoid
    re-reading entire files when you only
    need a few lines.

Steps to Reproduce

unclear

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

2.1.112

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

_No response_