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/usr/bin/gen-ruby-trans-pkgs is in gem2deb 0.3.0.

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#!/usr/bin/ruby -w
# Generate debian/control snippets

if ARGV.length != 1
puts "generate-ruby-transitional-packages OLD_SOURCE_PACKAGE"
exit(1)
end

version = `dpkg-parsechangelog`.split($/).grep(/^Version: /)[0].split[1]
package = `dh_listpackages`.split[0]
allpackages = `dh_listpackages`.split

binaries = []
`apt-cache showsrc #{ARGV[0]}`.split($/).grep(/^Binary/).each do |l|
  binaries += l.split(/[, ]+/)[1..-1]
end
binaries.uniq!
binaries -= allpackages

rstring = binaries.map { |pkg| "#{pkg} (<< #{version}~)" }.join(', ')
puts "# For the replacement package"
puts "Replaces: #{rstring}"
puts "Breaks: #{rstring}"
puts "Provides: #{binaries.join(', ')}"

puts
puts "# Transitional packages"
binaries.each do |pkg|
puts <<-EOF
Package: #{pkg}
Section: oldlibs
Priority: extra
Architecture: all
Depends: ${misc:Depends}, #{package}
Description: Transitional package for #{package}
 This is a transitional package to ease upgrades to the #{package}
 package. It can safely be removed.

EOF
end

__END__
=head1 NAME

gen-ruby-trans-pkgs - generate ruby transitional packages

=head1 SYNOPSIS

B<gen-ruby-trans-pkgs> I<SOURCE_PKG_TO_REPLACE>

=head1 DESCRIPTION

B<gen-ruby-trans-pkgs> reads debian/control, debian/changelog, and the output
of apt-cache showsrc I<SOURCE_PKG_TO_REPLACE>, and generates debian/control
snippets to add transitional packages.

=head1 SEE ALSO

L<B<gem2deb>>(1)

=head1 COPYRIGHT AND AUTHORS

Copyright (c) 2011, Lucas Nussbaum <lucas@debian.org>

This program is free software: you can redistribute it and/or modify
it under the terms of the GNU General Public License as published by
the Free Software Foundation, either version 3 of the License, or
(at your option) any later version.

This program is distributed in the hope that it will be useful,
but WITHOUT ANY WARRANTY; without even the implied warranty of
MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
GNU General Public License for more details.

You should have received a copy of the GNU General Public License
along with this program.  If not, see <http://www.gnu.org/licenses/>.