Python script to walk a target directory and output a file of all child paths, grouped by length.

path_analysis.py

from pathlib import Path
import json


def path_analysis(target_dir, export_path, unix_path=False):
    target_dir = Path(target_dir)
    export_path = Path(export_path)
    files = list({_ for _ in target_dir.rglob("*")})
    files.sort(reverse=True, key=lambda x: len(str(x)))

    path_dict = dict()
    for f in files:
        _len = len(str(f))
        _fn = str(f)
        if unix_path:
            _fn = _fn.replace("\\", "/")
        if _len not in path_dict:
            path_dict[_len] = []
        
        path_dict[_len].append(_fn)

    with open(export_path, "w") as _f:
        json.dump(path_dict, _f, indent=2)