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"""Test the pypdf._encryption module."""
import secrets
from io import BytesIO
import pytest
import pypdf
from pypdf import PasswordType, PdfReader, PdfWriter
from pypdf._crypt_providers import crypt_provider
from pypdf._crypt_providers._fallback import _DEPENDENCY_ERROR_STR
from pypdf._encryption import AlgV5, CryptAES, CryptRC4
from pypdf.errors import DependencyError, PdfReadError
from tests import RESOURCE_ROOT, SAMPLE_ROOT
USE_CRYPTOGRAPHY = crypt_provider[0] == "cryptography"
USE_PYCRYPTODOME = crypt_provider[0] == "pycryptodome"
HAS_AES = USE_CRYPTOGRAPHY or USE_PYCRYPTODOME
@pytest.mark.parametrize(
("name", "requires_aes"),
[
# unencrypted pdf
("unencrypted.pdf", False),
# created by:
# qpdf --encrypt "" "" 40 -- unencrypted.pdf r2-empty-password.pdf
("r2-empty-password.pdf", False),
# created by:
# qpdf --encrypt "" "" 128 -- unencrypted.pdf r3-empty-password.pdf
("r3-empty-password.pdf", False),
# created by:
# qpdf --encrypt "asdfzxcv" "" 40 -- unencrypted.pdf r2-user-password.pdf
("r2-user-password.pdf", False),
# created by:
# qpdf --encrypt "" "asdfzxcv" 40 -- unencrypted.pdf r2-owner-password.pdf
("r2-owner-password.pdf", False),
# created by:
# qpdf --encrypt "asdfzxcv" "" 128 -- unencrypted.pdf r3-user-password.pdf
("r3-user-password.pdf", False),
# created by:
# qpdf --encrypt "asdfzxcv" "" 128 --force-V4 -- unencrypted.pdf r4-user-password.pdf
("r4-user-password.pdf", False),
# created by:
# qpdf --encrypt "" "asdfzxcv" 128 --force-V4 -- unencrypted.pdf r4-owner-password.pdf
("r4-owner-password.pdf", False),
# created by:
# qpdf --encrypt "asdfzxcv" "" 128 --use-aes=y -- unencrypted.pdf r4-aes-user-password.pdf
("r4-aes-user-password.pdf", True),
# created by:
# qpdf --encrypt "" "" 256 --force-R5 -- unencrypted.pdf r5-empty-password.pdf
("r5-empty-password.pdf", True),
# created by:
# qpdf --encrypt "asdfzxcv" "" 256 --force-R5 -- unencrypted.pdf r5-user-password.pdf
("r5-user-password.pdf", True),
# created by:
# qpdf --encrypt "" "asdfzxcv" 256 --force-R5 -- unencrypted.pdf r5-owner-password.pdf
("r5-owner-password.pdf", True),
# created by:
# qpdf --encrypt "" "" 256 -- unencrypted.pdf r6-empty-password.pdf
("r6-empty-password.pdf", True),
# created by:
# qpdf --encrypt "asdfzxcv" "" 256 -- unencrypted.pdf r6-user-password.pdf
("r6-user-password.pdf", True),
# created by:
# qpdf --encrypt "" "asdfzxcv" 256 -- unencrypted.pdf r6-owner-password.pdf
("r6-owner-password.pdf", True),
],
)
def test_encryption(name, requires_aes):
"""
Encrypted PDFs are handled correctly.
This test function ensures that:
- If PyCryptodome or cryptography is not available and required, a DependencyError is raised
- Encrypted PDFs are identified correctly
- Decryption works for encrypted PDFs
- Metadata is properly extracted from the decrypted PDF
"""
inputfile = RESOURCE_ROOT / "encryption" / name
if requires_aes and not HAS_AES:
with pytest.raises(DependencyError) as exc:
ipdf = pypdf.PdfReader(inputfile)
ipdf.decrypt("asdfzxcv")
dd = dict(ipdf.metadata)
assert exc.value.args[0] == _DEPENDENCY_ERROR_STR
return
ipdf = pypdf.PdfReader(inputfile)
if str(inputfile).endswith("unencrypted.pdf"):
assert not ipdf.is_encrypted
else:
assert ipdf.is_encrypted
ipdf.decrypt("asdfzxcv")
assert len(ipdf.pages) == 1
dd = dict(ipdf.metadata)
# remove empty value entry
dd = {x[0]: x[1] for x in dd.items() if x[1]}
assert dd == {
"/Author": "cheng",
"/CreationDate": "D:20220414132421+05'24'",
"/Creator": "WPS Writer",
"/ModDate": "D:20220414132421+05'24'",
"/SourceModified": "D:20220414132421+05'24'",
"/Trapped": "/False",
}
@pytest.mark.parametrize(
("name", "user_passwd", "owner_passwd"),
[
# created by
# qpdf --encrypt "foo" "bar" 256 -- unencrypted.pdf r6-both-passwords.pdf
("r6-both-passwords.pdf", "foo", "bar"),
],
)
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_pdf_with_both_passwords(name, user_passwd, owner_passwd):
"""
PDFs with both user and owner passwords are handled correctly.
This test function ensures that:
- Encrypted PDFs with both user and owner passwords are identified correctly
- Decryption works for both user and owner passwords
- The correct password type is returned after decryption
- The number of pages is correctly identified after decryption
"""
inputfile = RESOURCE_ROOT / "encryption" / name
ipdf = pypdf.PdfReader(inputfile)
assert ipdf.is_encrypted
assert ipdf.decrypt(user_passwd) == PasswordType.USER_PASSWORD
assert ipdf.decrypt(owner_passwd) == PasswordType.OWNER_PASSWORD
assert len(ipdf.pages) == 1
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_aesv2_without_length_in_encrypt_dict():
"""
AESV2-encrypted PDF without /Length in encrypt dict decrypts correctly.
Some PDFs omit /Length in the main encrypt dict (defaulting to 40 bits),
but AESV2 requires 128 bits. The key length should be read from the
crypt filter dict instead.
"""
inputfile = RESOURCE_ROOT / "encryption" / "r4-aes-v2-no-key-length.pdf"
reader = PdfReader(inputfile)
assert reader.is_encrypted
result = reader.decrypt("")
assert result in (PasswordType.USER_PASSWORD, PasswordType.OWNER_PASSWORD)
assert len(reader.pages) == 1
@pytest.mark.parametrize(
("pdffile", "password"),
[
("crazyones-encrypted-256.pdf", "password"),
("crazyones-encrypted-256.pdf", b"password"),
],
)
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_read_page_from_encrypted_file_aes_256(pdffile, password):
"""
A page can be read from an encrypted.
This is a regression test for issue 327:
IndexError for get_page() of decrypted file
"""
path = RESOURCE_ROOT / pdffile
pypdf.PdfReader(path, password=password).pages[0]
@pytest.mark.parametrize(
"names",
[
(
[
"unencrypted.pdf",
"r3-user-password.pdf",
"r4-aes-user-password.pdf",
"r5-user-password.pdf",
]
),
],
)
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
@pytest.mark.filterwarnings("ignore::DeprecationWarning")
def test_merge_encrypted_pdfs(names):
"""Encrypted PDFs can be merged after decryption."""
merger = pypdf.PdfWriter()
files = [RESOURCE_ROOT / "encryption" / x for x in names]
pdfs = [pypdf.PdfReader(x) for x in files]
for pdf in pdfs:
if pdf.is_encrypted:
pdf.decrypt("asdfzxcv")
merger.append(pdf)
# no need to write to file
merger.close()
@pytest.mark.skipif(
USE_CRYPTOGRAPHY,
reason="Limitations of cryptography. see https://github.com/pyca/cryptography/issues/2494",
)
@pytest.mark.parametrize(
"cryptcls",
[
CryptRC4,
],
)
def test_encrypt_decrypt_with_cipher_class(cryptcls):
"""Encryption and decryption using a cipher class work as expected."""
message = b"Hello World"
key = bytes(0 for _ in range(128)) # b"secret key"
crypt = cryptcls(key)
assert crypt.decrypt(crypt.encrypt(message)) == message
def test_attempt_decrypt_unencrypted_pdf():
"""Attempting to decrypt an unencrypted PDF raises a PdfReadError."""
path = RESOURCE_ROOT / "crazyones.pdf"
with pytest.raises(PdfReadError) as exc:
PdfReader(path, password="nonexistent")
assert exc.value.args[0] == "Not an encrypted file"
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_alg_v5_generate_values():
"""
Algorithm V5 values are generated without raising exceptions.
This test function checks if there is an exception during the value generation.
It does not verify that the content is correct.
"""
key = b"0123456789123451"
values = AlgV5.generate_values(
R=5,
user_password=b"foo",
owner_password=b"bar",
key=key,
p=0,
metadata_encrypted=True,
)
assert values == {
"/U": values["/U"],
"/UE": values["/UE"],
"/O": values["/O"],
"/OE": values["/OE"],
"/Perms": values["/Perms"],
}
@pytest.mark.parametrize(
("alg", "requires_aes"),
[
("RC4-40", False),
("RC4-128", False),
("AES-128", True),
("AES-256-R5", True),
("AES-256", True),
("ABCD", False),
],
)
def test_pdf_encrypt(pdf_file_path, alg, requires_aes):
user_password = secrets.token_urlsafe(10)
owner_password = secrets.token_urlsafe(10)
reader = PdfReader(RESOURCE_ROOT / "encryption" / "unencrypted.pdf")
page = reader.pages[0]
text0 = page.extract_text()
writer = PdfWriter()
writer.add_page(page)
# test with invalid algorithm name
if alg == "ABCD":
with pytest.raises(ValueError) as exc:
writer.encrypt(
user_password=user_password,
owner_password=owner_password,
algorithm=alg,
)
assert exc.value.args[0] == "Algorithm 'ABCD' NOT supported"
return
if requires_aes and not HAS_AES:
with pytest.raises(DependencyError) as exc:
writer.encrypt(
user_password=user_password,
owner_password=owner_password,
algorithm=alg,
)
with open(pdf_file_path, "wb") as output_stream:
writer.write(output_stream)
assert exc.value.args[0] == _DEPENDENCY_ERROR_STR
return
writer.encrypt(
user_password=user_password, owner_password=owner_password, algorithm=alg
)
with open(pdf_file_path, "wb") as output_stream:
writer.write(output_stream)
reader = PdfReader(pdf_file_path)
assert reader.is_encrypted
assert reader.decrypt(owner_password) == PasswordType.OWNER_PASSWORD
assert reader.decrypt(user_password) == PasswordType.USER_PASSWORD
page = reader.pages[0]
text1 = page.extract_text()
assert text0 == text1
@pytest.mark.parametrize(
"count",
[1, 2, 3, 4, 5, 10],
)
def test_pdf_encrypt_multiple(pdf_file_path, count):
user_password = secrets.token_urlsafe(10)
owner_password = secrets.token_urlsafe(10)
reader = PdfReader(RESOURCE_ROOT / "encryption" / "unencrypted.pdf")
page = reader.pages[0]
text0 = page.extract_text()
writer = PdfWriter()
writer.add_page(page)
if count == 1:
owner_password = None
for _i in range(count):
writer.encrypt(
user_password=user_password,
owner_password=owner_password,
algorithm="RC4-128",
)
with open(pdf_file_path, "wb") as output_stream:
writer.write(output_stream)
reader = PdfReader(pdf_file_path)
assert reader.is_encrypted
if owner_password is None:
# NOTICE: owner_password will set to user_password if it's None
assert reader.decrypt(user_password) == PasswordType.OWNER_PASSWORD
else:
assert reader.decrypt(owner_password) == PasswordType.OWNER_PASSWORD
assert reader.decrypt(user_password) == PasswordType.USER_PASSWORD
page = reader.pages[0]
text1 = page.extract_text()
assert text0 == text1
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_aes_decrypt_corrupted_data():
"""Just for robustness"""
aes = CryptAES(secrets.token_bytes(16))
for num in [0, 17, 32]:
aes.decrypt(secrets.token_bytes(num))
@pytest.mark.samples
def test_encrypt_stream_dictionary(pdf_file_path):
user_password = secrets.token_urlsafe(10)
reader = PdfReader(SAMPLE_ROOT / "023-cmyk-image/cmyk-image.pdf")
page = reader.pages[0]
original_image_obj = reader.get_object(page.images["/I"].indirect_reference)
writer = PdfWriter()
writer.add_page(reader.pages[0])
writer.encrypt(
user_password=user_password,
owner_password=None,
algorithm="RC4-128",
)
with open(pdf_file_path, "wb") as output_stream:
writer.write(output_stream)
reader = PdfReader(pdf_file_path)
assert reader.is_encrypted
assert reader.decrypt(user_password) == PasswordType.OWNER_PASSWORD
page = reader.pages[0]
decrypted_image_obj = reader.get_object(page.images["/I"].indirect_reference)
assert decrypted_image_obj["/ColorSpace"][3] == original_image_obj["/ColorSpace"][3]
def test_are_permissions_valid_none_for_unencrypted():
"""are_permissions_valid is None for unencrypted documents."""
reader = PdfReader(RESOURCE_ROOT / "encryption" / "unencrypted.pdf")
assert reader.are_permissions_valid is None
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_are_permissions_valid_none_before_decrypt():
"""are_permissions_valid is None for encrypted documents before decrypt()."""
reader = PdfReader(RESOURCE_ROOT / "encryption" / "r6-both-passwords.pdf")
assert reader.are_permissions_valid is None
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_are_permissions_valid_true_for_valid_r6():
"""are_permissions_valid is True when /Perms integrity check passes."""
reader = PdfReader(RESOURCE_ROOT / "encryption" / "r6-owner-password.pdf")
reader.decrypt("usersecret")
assert reader.are_permissions_valid is True
def test_are_permissions_valid_true_for_v4():
"""are_permissions_valid defaults to True for V4 encryption (no /Perms field)."""
writer = PdfWriter(clone_from=RESOURCE_ROOT / "encryption" / "unencrypted.pdf")
writer.encrypt(user_password="user", owner_password="owner", algorithm="RC4-128")
output = BytesIO()
writer.write(output)
reader = PdfReader(output)
reader.decrypt("user")
assert reader.are_permissions_valid is True
@pytest.mark.skipif(not HAS_AES, reason="No AES implementation")
def test_are_permissions_valid_false_when_tampered():
"""are_permissions_valid is False when /Perms has been tampered with."""
writer = PdfWriter(clone_from=RESOURCE_ROOT / "encryption" / "unencrypted.pdf")
writer.encrypt(user_password="user", owner_password="owner", algorithm="AES-256")
output = BytesIO()
writer.write(output)
# Tamper with /Perms by modifying the raw bytes
data = bytearray(output.getvalue())
perms_marker = b"/Perms "
idx = data.find(perms_marker)
assert idx != -1, "/Perms not found in PDF"
# Find the hex string value after /Perms and corrupt a byte
start = data.index(b"<", idx)
data[start + 2] ^= 0xFF # flip bits in the first byte of the hex string
tampered = BytesIO(bytes(data))
reader = PdfReader(tampered)
reader.decrypt("user")
assert reader.are_permissions_valid is False
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