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Bug#925976: apt no longer able to download packages with client certificates



Package: apt
Version: 1.8.0
Severity: normal

Dear Maintainer,

we're operating a private repository with packages that are not meant to be used
by the general public. Because of that parts of our repository are locked down
by a client certificate requirement. For Debian <= Stretch using
apt-transport-https with the same configuration shown here has worked well.

Since upgrading a machine to Buster however apt is unable to download packages.
It will get stuck:

buster-machine ~ # LC_ALL=C apt-get download iserv3-core
0% [Waiting for headers]

The corresponding error log from our apache2 webserver:

[Fri Mar 29 17:28:55.586121 2019] [ssl:error] [pid 24020:tid 139628695869184] [client 10.0.255.8:45696] AH02261: Re-negotiation handshake failed
[Fri Mar 29 17:28:57.585181 2019] [ssl:error] [pid 24020:tid 139628489164544] [client 10.0.255.8:45712] AH02261: Re-negotiation handshake failed
[...]

The restriction in apache2 is achieved using "SSLVerifyClient require" on a
directory basis. In our case we lock down the "non-free" section of the repo.

For us that completely breaks our update mechanism.

There is a similar issue mentioned in #70393, but since this breaks
compatibility with older versions of Debian and is probably a different issue
I've opened a new issue.

Thank you for your time and work on Debian.

Best regards,
Kim-Alexander Brodowski

-- Package-specific info:

-- apt-config dump --

APT "";
APT::Architecture "amd64";
APT::Build-Essential "";
APT::Build-Essential:: "build-essential";
APT::Install-Recommends "0";
APT::Install-Suggests "0";
APT::Sandbox "";
APT::Sandbox::User "root";
APT::Authentication "";
APT::Authentication::TrustCDROM "true";
APT::NeverAutoRemove "";
APT::NeverAutoRemove:: "^firmware-linux.*";
APT::NeverAutoRemove:: "^linux-firmware$";
APT::NeverAutoRemove:: "^linux-image-[a-z0-9]*$";
APT::NeverAutoRemove:: "^linux-image-[a-z0-9]*-[a-z0-9]*$";
APT::NeverAutoRemove:: "^linux-image-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^linux-image-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^linux-headers-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^linux-headers-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^linux-image-extra-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^linux-image-extra-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^linux-signed-image-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^linux-signed-image-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^kfreebsd-image-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^kfreebsd-image-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^kfreebsd-headers-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^kfreebsd-headers-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^gnumach-image-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^gnumach-image-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^.*-modules-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^.*-modules-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^.*-kernel-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^.*-kernel-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^linux-backports-modules-.*-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^linux-backports-modules-.*-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^linux-tools-4\.19\.0-1-amd64$";
APT::NeverAutoRemove:: "^linux-tools-4\.9\.0-8-amd64$";
APT::NeverAutoRemove:: "^postgresql-";
APT::NeverAutoRemove:: "^postgresql-";
APT::VersionedKernelPackages "";
APT::VersionedKernelPackages:: "linux-image";
APT::VersionedKernelPackages:: "linux-headers";
APT::VersionedKernelPackages:: "linux-image-extra";
APT::VersionedKernelPackages:: "linux-modules";
APT::VersionedKernelPackages:: "linux-modules-extra";
APT::VersionedKernelPackages:: "linux-signed-image";
APT::VersionedKernelPackages:: "kfreebsd-image";
APT::VersionedKernelPackages:: "kfreebsd-headers";
APT::VersionedKernelPackages:: "gnumach-image";
APT::VersionedKernelPackages:: ".*-modules";
APT::VersionedKernelPackages:: ".*-kernel";
APT::VersionedKernelPackages:: "linux-backports-modules-.*";
APT::VersionedKernelPackages:: "linux-modules-.*";
APT::VersionedKernelPackages:: "linux-tools";
APT::VersionedKernelPackages:: "linux-cloud-tools";
APT::Never-MarkAuto-Sections "";
APT::Never-MarkAuto-Sections:: "metapackages";
APT::Never-MarkAuto-Sections:: "contrib/metapackages";
APT::Never-MarkAuto-Sections:: "non-free/metapackages";
APT::Never-MarkAuto-Sections:: "restricted/metapackages";
APT::Never-MarkAuto-Sections:: "universe/metapackages";
APT::Never-MarkAuto-Sections:: "multiverse/metapackages";
APT::Move-Autobit-Sections "";
APT::Move-Autobit-Sections:: "oldlibs";
APT::Move-Autobit-Sections:: "contrib/oldlibs";
APT::Move-Autobit-Sections:: "non-free/oldlibs";
APT::Move-Autobit-Sections:: "restricted/oldlibs";
APT::Move-Autobit-Sections:: "universe/oldlibs";
APT::Move-Autobit-Sections:: "multiverse/oldlibs";
APT::Update "";
APT::Update::Post-Invoke "";
APT::Update::Post-Invoke:: "[ ! -x /usr/bin/debtags ] || debtags update || true";
APT::Architectures "";
APT::Architectures:: "amd64";
APT::Architectures:: "i386";
APT::Compressor "";
APT::Compressor::. "";
APT::Compressor::.::Name ".";
APT::Compressor::.::Extension "";
APT::Compressor::.::Binary "";
APT::Compressor::.::Cost "0";
APT::Compressor::zstd "";
APT::Compressor::zstd::Name "zstd";
APT::Compressor::zstd::Extension ".zst";
APT::Compressor::zstd::Binary "false";
APT::Compressor::zstd::Cost "60";
APT::Compressor::lz4 "";
APT::Compressor::lz4::Name "lz4";
APT::Compressor::lz4::Extension ".lz4";
APT::Compressor::lz4::Binary "false";
APT::Compressor::lz4::Cost "50";
APT::Compressor::gzip "";
APT::Compressor::gzip::Name "gzip";
APT::Compressor::gzip::Extension ".gz";
APT::Compressor::gzip::Binary "gzip";
APT::Compressor::gzip::Cost "100";
APT::Compressor::gzip::CompressArg "";
APT::Compressor::gzip::CompressArg:: "-6n";
APT::Compressor::gzip::UncompressArg "";
APT::Compressor::gzip::UncompressArg:: "-d";
APT::Compressor::xz "";
APT::Compressor::xz::Name "xz";
APT::Compressor::xz::Extension ".xz";
APT::Compressor::xz::Binary "xz";
APT::Compressor::xz::Cost "200";
APT::Compressor::xz::CompressArg "";
APT::Compressor::xz::CompressArg:: "-6";
APT::Compressor::xz::UncompressArg "";
APT::Compressor::xz::UncompressArg:: "-d";
APT::Compressor::bzip2 "";
APT::Compressor::bzip2::Name "bzip2";
APT::Compressor::bzip2::Extension ".bz2";
APT::Compressor::bzip2::Binary "bzip2";
APT::Compressor::bzip2::Cost "300";
APT::Compressor::bzip2::CompressArg "";
APT::Compressor::bzip2::CompressArg:: "-6";
APT::Compressor::bzip2::UncompressArg "";
APT::Compressor::bzip2::UncompressArg:: "-d";
APT::Compressor::lzma "";
APT::Compressor::lzma::Name "lzma";
APT::Compressor::lzma::Extension ".lzma";
APT::Compressor::lzma::Binary "xz";
APT::Compressor::lzma::Cost "400";
APT::Compressor::lzma::CompressArg "";
APT::Compressor::lzma::CompressArg:: "--format=lzma";
APT::Compressor::lzma::CompressArg:: "-6";
APT::Compressor::lzma::UncompressArg "";
APT::Compressor::lzma::UncompressArg:: "--format=lzma";
APT::Compressor::lzma::UncompressArg:: "-d";
Dir "/";
Dir::State "var/lib/apt";
Dir::State::lists "lists/";
Dir::State::cdroms "cdroms.list";
Dir::State::extended_states "extended_states";
Dir::State::status "/var/lib/dpkg/status";
Dir::Cache "var/cache/apt";
Dir::Cache::archives "archives/";
Dir::Cache::srcpkgcache "srcpkgcache.bin";
Dir::Cache::pkgcache "pkgcache.bin";
Dir::Etc "etc/apt";
Dir::Etc::sourcelist "sources.list";
Dir::Etc::sourceparts "sources.list.d";
Dir::Etc::main "apt.conf";
Dir::Etc::netrc "auth.conf";
Dir::Etc::netrcparts "auth.conf.d";
Dir::Etc::parts "apt.conf.d";
Dir::Etc::preferences "preferences";
Dir::Etc::preferencesparts "preferences.d";
Dir::Etc::trusted "trusted.gpg";
Dir::Etc::trustedparts "trusted.gpg.d";
Dir::Bin "";
Dir::Bin::methods "/usr/lib/apt/methods";
Dir::Bin::solvers "";
Dir::Bin::solvers:: "/usr/lib/apt/solvers";
Dir::Bin::planners "";
Dir::Bin::planners:: "/usr/lib/apt/planners";
Dir::Bin::dpkg "/usr/bin/dpkg";
Dir::Bin::gzip "/bin/gzip";
Dir::Bin::bzip2 "/bin/bzip2";
Dir::Bin::xz "/usr/bin/xz";
Dir::Bin::lz4 "/usr/bin/lz4";
Dir::Bin::zstd "/usr/bin/zstd";
Dir::Bin::lzma "/usr/bin/xz";
Dir::Media "";
Dir::Media::MountPath "/media/cdrom";
Dir::Log "var/log/apt";
Dir::Log::Terminal "term.log";
Dir::Log::History "history.log";
Dir::Log::Planner "eipp.log.xz";
Dir::Ignore-Files-Silently "";
Dir::Ignore-Files-Silently:: "~$";
Dir::Ignore-Files-Silently:: "\.disabled$";
Dir::Ignore-Files-Silently:: "\.bak$";
Dir::Ignore-Files-Silently:: "\.dpkg-[a-z]+$";
Dir::Ignore-Files-Silently:: "\.ucf-[a-z]+$";
Dir::Ignore-Files-Silently:: "\.save$";
Dir::Ignore-Files-Silently:: "\.orig$";
Dir::Ignore-Files-Silently:: "\.distUpgrade$";
Acquire "";
Acquire::AllowInsecureRepositories "0";
Acquire::AllowWeakRepositories "0";
Acquire::AllowDowngradeToInsecureRepositories "0";
Acquire::cdrom "";
Acquire::cdrom::mount "/media/cdrom";
Acquire::IndexTargets "";
Acquire::IndexTargets::deb "";
Acquire::IndexTargets::deb::Packages "";
Acquire::IndexTargets::deb::Packages::MetaKey "$(COMPONENT)/binary-$(ARCHITECTURE)/Packages";
Acquire::IndexTargets::deb::Packages::flatMetaKey "Packages";
Acquire::IndexTargets::deb::Packages::ShortDescription "Packages";
Acquire::IndexTargets::deb::Packages::Description "$(RELEASE)/$(COMPONENT) $(ARCHITECTURE) Packages";
Acquire::IndexTargets::deb::Packages::flatDescription "$(RELEASE) Packages";
Acquire::IndexTargets::deb::Packages::Optional "0";
Acquire::IndexTargets::deb::Translations "";
Acquire::IndexTargets::deb::Translations::MetaKey "$(COMPONENT)/i18n/Translation-$(LANGUAGE)";
Acquire::IndexTargets::deb::Translations::flatMetaKey "$(LANGUAGE)";
Acquire::IndexTargets::deb::Translations::ShortDescription "Translation-$(LANGUAGE)";
Acquire::IndexTargets::deb::Translations::Description "$(RELEASE)/$(COMPONENT) Translation-$(LANGUAGE)";
Acquire::IndexTargets::deb::Translations::flatDescription "$(RELEASE) Translation-$(LANGUAGE)";
Acquire::IndexTargets::deb-src "";
Acquire::IndexTargets::deb-src::Sources "";
Acquire::IndexTargets::deb-src::Sources::MetaKey "$(COMPONENT)/source/Sources";
Acquire::IndexTargets::deb-src::Sources::flatMetaKey "Sources";
Acquire::IndexTargets::deb-src::Sources::ShortDescription "Sources";
Acquire::IndexTargets::deb-src::Sources::Description "$(RELEASE)/$(COMPONENT) Sources";
Acquire::IndexTargets::deb-src::Sources::flatDescription "$(RELEASE) Sources";
Acquire::IndexTargets::deb-src::Sources::Optional "0";
Acquire::Changelogs "";
Acquire::Changelogs::URI "";
Acquire::Changelogs::URI::Origin "";
Acquire::Changelogs::URI::Origin::Debian "https://metadata.ftp-master.debian.org/changelogs/@CHANGEPATH@_changelog";;
Acquire::Changelogs::URI::Origin::Ubuntu "https://changelogs.ubuntu.com/changelogs/pool/@CHANGEPATH@/changelog";;
Acquire::Changelogs::AlwaysOnline "";
Acquire::Changelogs::AlwaysOnline::Origin "";
Acquire::Changelogs::AlwaysOnline::Origin::Ubuntu "1";
Acquire::http "";
Acquire::http::Pipeline-Depth "0";
Acquire::https "";
Acquire::https::update.iserv.eu "";
Acquire::https::update.iserv.eu::SslCert "/etc/ssl/certs/iserv-client.crt";
Acquire::https::update.iserv.eu::SslKey "/etc/ssl/private/iserv-client.key";
Acquire::https::update0.iserv.eu "";
Acquire::https::update0.iserv.eu::SslCert "/etc/ssl/certs/iserv-client.crt";
Acquire::https::update0.iserv.eu::SslKey "/etc/ssl/private/iserv-client.key";
Acquire::Languages "";
Acquire::Languages:: "en";
Acquire::Languages:: "none";
Acquire::Languages:: "de_DE";
Acquire::Languages:: "de";
Acquire::CompressionTypes "";
Acquire::CompressionTypes::xz "xz";
Acquire::CompressionTypes::bz2 "bzip2";
Acquire::CompressionTypes::lzma "lzma";
Acquire::CompressionTypes::gz "gzip";
Acquire::CompressionTypes::lz4 "lz4";
Acquire::CompressionTypes::zst "zstd";
DPkg "";
DPkg::Path "/usr/sbin:/usr/bin:/sbin:/bin";
DPkg::Options "";
DPkg::Options:: "--force-confmiss";
DPkg::Options:: "--force-confnew";
DPkg::Pre-Install-Pkgs "";
DPkg::Pre-Install-Pkgs:: "/usr/bin/apt-listchanges --apt || test $? -lt 10";
DPkg::Pre-Install-Pkgs:: "/usr/sbin/dpkg-preconfigure --apt || true";
DPkg::Tools "";
DPkg::Tools::Options "";
DPkg::Tools::Options::/usr/bin/apt-listchanges "";
DPkg::Tools::Options::/usr/bin/apt-listchanges::Version "2";
DPkg::Tools::Options::/usr/bin/apt-listchanges::InfoFD "20";
Aptitude "";
Aptitude::ProblemResolver "";
Aptitude::ProblemResolver::Hints "";
Aptitude::ProblemResolver::Hints::Keep-IServ-Update "discard iserv-update :UNINST";
Aptitude::ProblemResolver::Hints::Keep-IServ-Portal "discard iserv-portal :UNINST";
Aptitude::ProblemResolver::Hints::Keep-IServ-Backup "discard iserv-backup :UNINST";
Binary "apt-config";
Binary::apt "";
Binary::apt::APT "";
Binary::apt::APT::Color "1";
Binary::apt::APT::Cache "";
Binary::apt::APT::Cache::Show "";
Binary::apt::APT::Cache::Show::Version "2";
Binary::apt::APT::Cache::AllVersions "0";
Binary::apt::APT::Cache::ShowVirtuals "1";
Binary::apt::APT::Cache::Search "";
Binary::apt::APT::Cache::Search::Version "2";
Binary::apt::APT::Cache::ShowDependencyType "1";
Binary::apt::APT::Cache::ShowVersion "1";
Binary::apt::APT::Get "";
Binary::apt::APT::Get::Upgrade-Allow-New "1";
Binary::apt::APT::Get::Update "";
Binary::apt::APT::Get::Update::InteractiveReleaseInfoChanges "1";
Binary::apt::APT::Cmd "";
Binary::apt::APT::Cmd::Show-Update-Stats "1";
Binary::apt::APT::Keep-Downloaded-Packages "0";
Binary::apt::DPkg "";
Binary::apt::DPkg::Progress-Fancy "1";
CommandLine "";
CommandLine::AsString "apt-config dump";

-- (no /etc/apt/preferences present) --


-- (no /etc/apt/preferences.d/* present) --


-- /etc/apt/sources.list --

deb http://ftp.de.debian.org/debian/ buster main non-free contrib
deb-src http://ftp.de.debian.org/debian/ buster main non-free contrib
deb http://ftp.de.debian.org/debian/ buster-updates main non-free contrib
deb-src http://ftp.de.debian.org/debian/ buster-updates main non-free contrib
deb http://security.debian.org/ buster/updates main non-free contrib
deb-src http://security.debian.org/ buster/updates main non-free contrib
deb https://update0.iserv.eu/debian/ buster-unstable main non-free contrib
deb https://update0.iserv.eu/debian/ unstable main non-free
deb http://deb.avast.com/lin/repo debian release


-- (no /etc/apt/sources.list.d/* present) --


-- System Information:
Debian Release: buster/sid
  APT prefers testing
  APT policy: (500, 'testing')
Architecture: amd64 (x86_64)
Foreign Architectures: i386

Kernel: Linux 4.19.0-1-amd64 (SMP w/1 CPU core)
Kernel taint flags: TAINT_CRAP
Locale: LANG=de_DE.UTF-8, LC_CTYPE=de_DE.UTF-8 (charmap=UTF-8), LANGUAGE=de_DE.UTF-8 (charmap=UTF-8)
Shell: /bin/sh linked to /bin/dash
Init: systemd (via /run/systemd/system)

Versions of packages apt depends on:
ii  adduser                 3.118
ii  debian-archive-keyring  2018.1
ii  gpgv                    2.2.12-1
ii  gpgv1                   1.4.23-1
ii  libapt-pkg5.0           1.8.0~alpha3.1
ii  libc6                   2.28-5
ii  libgcc1                 1:8.2.0-14
ii  libgnutls30             3.6.6-2
ii  libseccomp2             2.3.3-3
ii  libstdc++6              8.2.0-14

Versions of packages apt recommends:
ii  ca-certificates  20170717

Versions of packages apt suggests:
pn  apt-doc         <none>
ii  aptitude        0.8.11-6
ii  dpkg-dev        1.19.2
ii  gnupg           2.2.12-1
ii  gnupg1          1.4.23-1
pn  powermgmt-base  <none>

-- Configuration Files:
/etc/logrotate.d/apt changed [not included]

-- no debconf information


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