Public bug reported:

This is a really weird bug that is happening on Ubuntu 20.04 LTS (Live
ISO!!!) and Kali 2020.2, but not Debian 10 (so, it affects at least apt
2.0.2ubuntu0.1 and does not affect 1.8.2.1). It also only occurs on a
single PC (as far as I know). All testing was done in Virtualbox and
moving VM's to another PC fixed issue (without changing anything inside
the VM).

On running "apt update", there is an error "Hash Sum mismatch" which
shows that SHA1 and SHA256 hashes differ from expected (while MD5 and
file size is correct). E.g.:

  Hash Sum mismatch
  Hashes of expected file:
   - Filesize:314536 [weak]
   - SHA256:aa1c6c96b09a0c695dc475d99b407c675e564fbfe51b3e26230c6320b45666d0
   - SHA1:4f438d7e0c78dfb0486f86dc0a3dba30575eb617 [weak]
   - MD5Sum:5269212c54feb3dceabadb66583f6778 [weak]
  Hashes of received file:
   - SHA256:f47a968e7a10aff91df8b1d3f682ce11d161ff1b17056268b9ae1c10447523b2
   - SHA1:2839e062232ed234d0c04e60fe6b2a687c950e5b [weak]
   - MD5Sum:5269212c54feb3dceabadb66583f6778 [weak]
   - Filesize:314536 [weak]

I ran packet capture and extracted archives which are getting verified.
All of their hashes are correct (exactly as expected).

It seems that calculating SHA1 and SHA256 the way APT does it produces
wrong result, while running command line tools sha1sum and sha256sum (on
the same PC inside the same VM) produces correct result.

I wrote the minimal reproducible example (hashtest.cc) that produces
output such as this:

Calculating hashes same way apt does.

 - MD5Sum:c89b13b76197d0d554400e00e46c0740
 - SHA1:f6901a4486e69a1f503401daa02b520f1b0e22ba
 - SHA256:9075301b3961aca23b69bf2868a18dca184b383a0ec1de35516f0a8a182c2cb6
 - 
SHA512:7506f6f5c5d5e97f8c6ecac2489e7d6260002bd530370c6193a04620f94285dca0f5cf2bb9ead40afbd72fdf3a239349a57f81165b5b857af6ad7ddeab8da036
 - Checksum-FileSize:892549

Calculating hashes through command line tools.

 - md5sum: c89b13b76197d0d554400e00e46c0740
 - sha1sum: f6901a4486e69a1f503401daa02b520f1b0e22ba
 - sha256sum: 9075301b3961aca23b69bf2868a18dca184b383a0ec1de35516f0a8a182c2cb6
 - sha512sum: 
7506f6f5c5d5e97f8c6ecac2489e7d6260002bd530370c6193a04620f94285dca0f5cf2bb9ead40afbd72fdf3a239349a57f81165b5b857af6ad7ddeab8da036

It's in the attachment alongside with an example file that causes this
hash mismatch. There's also debug.log which contains various versions,
etc (although as I said, it has been verified on latest Ubuntu Live
ISO).

I have a suspicion that the bug is in the gcrypt library, not apt
itself, but I haven't yet verified it. The libgcrypt20 version in Ubuntu
is 1.8.5-5ubuntu1 (in Kali as well), while Debian 10 (which isn't
affected) uses 1.8.4-5.

** Affects: apt (Ubuntu)
     Importance: Undecided
         Status: New

** Attachment added: "minimal poc, file producing hash mismatches, version 
listing"
   
https://bugs.launchpad.net/bugs/1890006/+attachment/5397801/+files/hash_mismatch_poc.tgz

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https://bugs.launchpad.net/bugs/1890006

Title:
  Hash mismatch on "apt update"

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