# The &kleopatra; Handbook

Marc Mutz

    marc@klaralvdalens-datakonsult.se

David Faure Developer
Steffen Hansen

    &Steffen.Hansen.mail;

Developer
Matthias Kalle Dalheimer Developer
Jesper Pedersen

    &Jesper.Pedersen.mail;

Developer
Daniel Molkentin

    &Daniel.Molkentin.mail;

Developer
&GPLNotice;
2004-06-11
0.31

&kleopatra; is a tool for managing X.509 certificates.

KDE Kapp X509 LDAP gpg gpgsm

## Introduction

&kleopatra; is the &kde; tool for managing X.509 certificates in the &gpgsm; keybox and for retrieving certificates from LDAP servers.

&kleopatra; can be started from &kmail;'s Tools menu, as well as from the command line. The &kleopatra; executable is named ``kleopatra``.

This program is named after Cleopatra, a famous female Egyptian pharaoh that lived at the time of Julius Caesar, with whom she had a child, Caesarion, unacknowledged as his heir.

The name was chosen since this program originates from the Ägypten Projects (Ägypten is German for Egypt). Kleopatra is the German spelling of Cleopatra.

## Main Functions

### Viewing the Local Keybox

&kleopatra;'s main function is to display and edit the contents of the local keybox, which is similar to &gpg;'s concept of keyrings, albeit one should not stretch this analogy too much.

The main window is divided into the large key listing area, the menubar and the search bar on top, and a status bar at the bottom.

Each line in the key list corresponds to one certificate, identified by the so-called Subject &dn;. &dn; is an acronym for Distinguished Name, a hierarchical identifier, much like a file system path with an unusual syntax, that is supposed to globally uniquely identify a given certificate.

To be valid, and thus usable, (public) keys need to be signed by a &ca; (Certification Authority). These signatures are called certificates, but usually the terms certificate and (public) key are used interchangeably, and we will not distinguish between them in this manual either, except when explicitly noted. The name of the &ca; which issued the certificate (its &dn;) is shown in the Issuer &dn; column.

&ca;s must in turn be signed by other &ca;s to be valid. Of course, this must end somewhere, so the top-level &ca; (root-&ca;) signs its key with itself (this is called a self-signature). Root certificates thus need to be assigned validity (commonly called trust) manually, ⪚ after comparing the fingerprint with the one on the website of the &ca;. This is typically done by the system administrator or the vendor of a product using certificates, but can be done by the user via &gpgsm;'s command line interface.

To see which of the certificates are root certificates, you can either compare Subject &dn; and Issuer &dn;, or you switch to hierarchical keylist mode with View Hierarchical Key List.

You can see the details of any certificate by double-clicking it or using View Certificate Details.... This opens a dialog that shows the most common properties of the certificate, its certificate chain (&ie; the chain of issuers up to the root-&ca;), and a dump of all information the backend is able to extract from the certificate.

If you change the keybox without using &kleopatra; (⪚ using &gpgsm;'s command line interface), you can refresh the view with F5 View Redisplay.

Since validating a key may take some time (⪚ CRLs might need to be fetched), the normal keylisting does not attempt to check the validity of keys. For this, &Shift;F5 Certificates Validate, a special variant of F5 View Redisplay, is provided. It either checks the selected certificates, or all keys if none are selected.

### Searching and Importing Certificates

Most of the time, you will acquire new certificates by verifying signatures in emails, since certificates are embedded in the signatures made using them most of the time. However, if you need to send a mail to someone you have not yet had contact with, you need to fetch the certificate from an LDAP directory (although &gpgsm; can do this automatically), or from a file. You also need to import your own certificate after receiving the &ca; answer to your certification request.

To search for a certificate in an LDAP directory, switch the dropdown menu of the search bar from in Local Certificates to in External Certificates, enter some text (⪚ the name of the person you want the certificate for) into the line edit, and click on the Find icon. The results will be displayed in the key list below the search bar, where you can select certificates to either look at them with View Certificate Details... or download them with Certificates Download into the local keybox. Note that you can also download the certificate from the details dialog, using the Import to Local button.

You can configure the list of LDAP servers to search in the Directory Services page of &kleopatra;'s configure dialog.

If you received the certificate as a file, try File Import Certificates.... &gpgsm; needs to understand the format of the certificate file; please refer to &gpgsm;'s manual for a list of supported file formats.

If you did not create your keypair with &gpgsm;, you also need to manually import the public key (as well as the secret key) from the PKCS#12 file you got from the &ca;. You can do this on the command line with ``kleopatra &commandline-option-import-certificate; `filename``` or from within &kleopatra; with File Import Certificates..., just as you would to for normal certificates.

### Creating New Key Pairs

The menu item File New Key Pair... starts the certificate-request-creating wizard which will guide you through a number of steps to create a certificate request; this request can, on the last page of the wizard, either be sent to a certificate authority (&ca;) to be signed or saved to a file (for example to a floppy, so it can be shipped to the &ca;).

Whenever you are done with a step in the wizard, press Next to go to the next step (or Back to review steps that are already completed). The certificate request creation can be canceled at any time by pressing the Cancel button.

The first step in the wizard is to type in your personal data for the certificate. The fields to fill out are:

- Name: Your name;

- Location:The town or city in which you live;

- Organization:The organization you represent (for example, the company you work for);

- Department:The organizational unit you are in (for example, "Logistics");

- Country code:The two letter code for the country in which you are living (for example, "US");

- Email address:Your email address; be sure to type this in correctly—this will be the address people will be sending mail to when they use your certificate.

The next step in the wizard is to select whether to store the certificate in a file or send it directly to a &ca;. You will have to specify the filename or email address to send the certificate request to.

### Keybox Management

In addition to list and validate, search and import certificates and creating new ones, &kleopatra; also has some less often used functions that help you manage your local keybox.

These functions include deleting certificates from the local keybox with Delete Certificates Delete, as well as manual handling of CRLs ( Certificates Refresh CRLs , CRLs Clear CRL Cache..., CRLs Dump CRL Cache...).

## Menu Reference

### File Menu

File New Key Pair...

  Creates a new key pair (public and private) and allows to send the public part to a certification authority (&ca;) for signing. The resulting certificate is then sent back to you, or stored in an LDAP server for you to download into your local keybox, where you can use it to sign and decrypt mails.

  This mode of operation is called decentralized key generation, since all keys are created locally. &kleopatra; (and &gpgsm;) do not support centralized key generation directly, but you can import the public/secret key bundle that you receive from the &ca; in PKCS#12 format via File Import Certificates....

File Export Certificates...

  Exports the selected certificates into a file.

  This exports only the public keys, even if the secret key is available. Use File Export Secret key... to export both public and secret keys into a file, but note that this is almost always a bad idea.

File Export Secret key...

  Exports both the public and the secret key to a (PKCS#12) file.

  It should rarely be necessary to use this function, and if it is, it should be carefully planned. Planning the migration of a secret key involves choice of transport media and secure deletion of the key data on the old machine, as well as the transport medium, among other things.

File Import Certificates...

  Imports certificates and/or secret keys from files into the local keybox.

  The format of the certificate file must be supported by &gpgsm;. Please refer to the &gpgsm; manual for a list of supported formats.

File Import CRLs...

  Lets you manually import CRLs from files.

  Normally, Certificate Revocation Lists (CRLs) are handled transparently by the backend, but it can sometimes be useful to import a CRL manually into the local CRL cache.

  For CRL import to work, the dirmngr tool must be in the search `PATH`. If this menu item is disabled, you should contact the system administrator and ask them to install dirmngr.

  You can view the contents of the local CRL cache from the menu item CRLs Dump CRL Cache... . This will display a dialog with information about the CRLs in the cache and the fingerprints of the certificates in each CRL.

&Ctrl;Q File Quit

  Terminates &kleopatra;.

### View Menu

F5 View Redisplay

  Redisplays the selected certificates or refreshes the certificate list.

  If there are selected certificates, the refresh operation is restricted to those selected entries.

  If a query result (either remote or local) is currently displayed, the query is re-issued and the new results are displayed in place of the old ones.

  If no query has been performed, the whole keybox contents is re-fetched and re-displayed.

  You can use this if you have changed the contents of the keybox by other means than &kleopatra; (⪚ by using &gpgsm;'s command line interface).

&Esc; View Stop Operation

  Stops (cancels) all pending operations, ⪚ a search or a download.

  Depending on the server used, cancelling a remote search can block &kleopatra; for a few seconds while waiting for the backend to complete the procedure. This is normal and expected behavior.

View Certificate Details...

  Shows the details of the currently selected certificate.

  This function is also available by double-clicking the corresponding item in the list view directly.

View Hierarchical Key List

  Toggles between hierarchical and flat keylist mode.

  In hierarchical mode, certificates are arranged in issuer/subject relation, so it is easy to see to which certification hierarchy a given certificate belongs, but a given certificate is harder to find initially (though you can of course use the search bar).

  In flat mode, all certificates are displayed in a flat list, sorted alphabetically. In this mode, a given certificate is easy to find, but it is not directly clear which root certificate it belongs to.

&Ctrl;. View Expand All

  (This function is only available when View Hierarchical Key List is on.)

  Expands all list items in the certificate list view, &ie; makes all items visible.

  This is the default when entering hierarchical keylist mode.

  You can still expand and collapse each individual item by itself, of course.

&Ctrl;, View Collapse All

  (This function is only available when View Hierarchical Key List is on.)

  Collapses all list items in the certificate list view, &ie; hides all but the top-level items.

  You can still expand and collapse each individual item by itself, of course.

### Certificates Menu

&Shift;F5 Certificates Validate

  Validates selected (or all) keys.

  This is similar to F5 View Redisplay, but performs a validation of the (selected) keys. Validation here means that all relevant CRLs are fetched, and the certificate chain is checked for correctness. As a result, invalid or expired keys will be marked according to your color and font preferences set in the Appearance page of &kleopatra;'s configure dialog.

  You can only rely on information from validated keys, and, since any of them may be revoked at any time, even validation is only ever a snapshot of the current state of the local keyring. This is why the backend normally performs such checks whenever the keys are used (⪚ for signing, signature verification, encryption or decryption).

Certificates Refresh CRLs

  Fetches the current CRLs for all selected keys, even though they would normally not be fetched when using the key.

  This function only has an effect on certificates which define a CRL distribution point. Depending on the backend used, certificates configured to perform checks using OCSP will not be updated.

  You may use this ⪚ if you have sideband knowledge that a key has been revoked, and you want the backend to reflect this now instead of relying on this to automatically happen at the next scheduled CRL update.

  Excessive use of this function might put a high load on your provider's or company's network, since CRLs of large organizations can be surprisingly big (several megabytes are not uncommon).

  Use this function scarcely.

Delete Certificates Delete

  Deletes selected certificate(s) from the local keyring.

  Use this function to remove unused keys from your local keybox. However, since certificates are typically attached to signed emails, verifying an email might result in the key just removed to pop back into the local keybox. So it is probably best to avoid using this function as much as possible. When you are lost, use the search bar or the View Hierarchical Key List function to regain control over the lot of certificates.

Certificates Download

  Downloads the selected certificate(s) from the LDAP to the local keybox.

### CRLs Menu

CRLs Clear CRL Cache...

  Clears the &gpgsm; CRL cache.

  You probably never need this. You can force a refresh of the CRL cache by selecting all certificates and using Certificates Refresh CRLs instead.

CRLs Dump CRL Cache...

  Shows the detailed contents of the &gpgsm; CRL cache.

### Tools Menu

Tools GnuPG Log Viewer...

  Starts &kwatchgnupg;

### Settings Menu

Settings Show Statusbar

  Toggles the visibility of the bottom status bar.

Settings Configure Shortcuts...

  Opens the standard &kde; shortcut configuration dialog, where you can assign and re-assign keyboard shortcuts for all menu items.

Settings Configure &kleopatra;...

  Opens &kleopatra;'s configure dialog.

  See for more details.

Settings Configure GpgME Backend...

  Opens a dialog that allows you to configure every aspect of &gpgsm; and other backend modules.

  This dialog is dynamically built from the output of the &gpgconf; utility and may thus change when backend modules are updated.

### Help Menu

The Help menu contains the standard &kde; help menu.

&help.menu.documentation;

## Command Line Options Reference

Only the options specific to &kleopatra; are listed here. As with all &kde; applications, you can get a complete list of options by issuing the command ``kleopatra `--help```.

&commandline-option-external;

  Specifies that &commandline-option-query; shall search remotely instead of in the local keybox.

&commandline-option-query;

  Specifies that &kleopatra; shall start with the given query string instead of listing the complete local keybox.

&commandline-option-import-certificate;

  Specifies a file or URL from which to import certificates (or secret keys) from.

  This is the command line equivalent of File Import Certificates....

## Configuring &kleopatra;

&kleopatra;'s configure dialog can be accessed via Settings Configure &kleopatra;....

Each of its pages is described in the sections below.

### Configuring Directory Services

On this page, you can configure which LDAP servers to use for certificate searches. You can also configure their order, as well as some selected LDAP-related settings from the dynamic backend configuration dialog, available via Settings Configure GpgME Backend....

To add a new server, click on the Add Service... button. In the dialog that appears, you can set the Server name, the Port (preset to the default LDAP port), the Base &dn; (sometimes referred to as the search root or search base), and the usual User name and Password, both of which are only needed if the server requires authentication. Clicking OK adds the server details to the list of servers, while Cancel dismisses the input.

To remove a server from the search list, select it in the list, then press the Remove Service button.

To change the relative search order of servers, select one of them and move it up or down with the arrow buttons right next to the list.

To set the LDAP timeout, &ie; the maximum time the backend will wait for a server to respond, simply use the corresponding input field labelled LDAP timeout.

If one of your servers has a large database, so that even reasonable searches like `Smith` hit the maximum number of items returned by query, you might want to increase this limit. You can find out easily if you hit the limit during a search, since a dialog box will pop up in that case, telling you that the results have been truncated.

Some servers may impose their own limits on the number of items returned from a query. In this case, increasing the limit here will not result in more returned items.

### Configuring Visual Appearance

&kleopatra; allows you to customize the appearance of (validated) keys in the list view. This includes the foreground (text) and background colors, as well as the font.

Each Key Category on the left is assigned a set of colors and a font in which keys belonging to that category are displayed. The category list also acts as a preview of the settings. Categories can be freely defined by the administrator or the power user, see in .

To change the text (foreground) color of a category, select it in the list, and press the Set Text Color... button. The standard &kde; color selection dialog will appear where you can select or create a new color.

Changing the background color is done in the same way, just press Set Background Color... instead.

To change the font, you basically have two options:

1. Modify the standard font, used for all list views in &kde;

2. Use a custom font.

The first option has the advantage that the font will follow whichever style you choose &kde;-wide, whereas the latter gives you full control over the font to use. The choice is yours.

To use the modified standard font, select the category in the list, and check or uncheck the font modifiers Italic, Bold, and/or Strikeout. You can immediately see the effect on the font in the category list.

To use a custom font, press the Set Font... button. The standard &kde; font selection dialog will appear where you can select the new font. Note that you can still use the font modifiers to change the custom font, just as for modifying the standard font.

To switch back to the standard font, you need to press the Default Appearance button.

### Configuring the Order &dn; Attributes are Shown

Although &dn;s are hierarchical, the order of the individual components (called relative &dn;s (RDNs), or &dn; attributes) is not defined. The order in which the attributes are shown is thus a matter of personal taste or company policy, which is why it is configurable in &kleopatra;.

This setting does not only apply to &kleopatra;, but to all applications using &kleopatra; Technology. At the time of this writing, these include &kmail;, &kaddressbook;, as well as &kleopatra; itself, of course.

This configuration page basically consists of two lists, one for the known attributes (Available attributes), and one describing the Current attribute order.

Both lists contain entries described by the short from of the attribute (⪚ CN) as well as the spelled-out form (Common Name).

The Available attributes list is always sorted alphabetically, while the Current attribute order list's order reflects the configured &dn; attribute order: the first attribute in the list is also the one displayed first.

Only attributes explicitly listed in the Current attribute order list are displayed at all. The rest is hidden by default.

However, if the placeholder entry _X_ (All others) is in the current list, all unlisted attributes (whether known or not), are inserted at the point of _X_, in their original relative order.

A small example will help to make this more clear:

Given the &dn;

> O=KDE, C=US, CN=Dave Devel, X-BAR=foo, OU=Kleopatra, X-FOO=bar,

the default attribute order of CN, L, _X_, OU, O, C will produce the following formatted &dn;:

> CN=Dave Devel, X-BAR=foo, X-FOO=bar, OU=Kleopatra, O=KDE, C=US

while CN, L, OU, O, C will produce

> CN=Dave Devel, OU=Kleopatra, O=KDE, C=US

To add an attribute to the display order list, select it in the Available attributes list, and press the Add to current attribute order button.

To remove an attribute from the display order list, select it in the Current attribute order list, and press the Remove from current attribute order button.

To move an attribute to the beginning (end), select it in the Current attribute order list, and press the Move to top (Move to bottom) button.

To move an attribute up (down) one slot only, select it in the Current attribute order list, and press the Move one up (Move one down) button.

## Administrator's Guide

This Administrator's Guide describes ways to customize &kleopatra; that are not accessible via the &GUI;, but only via config files.

It is assumed that the reader is familiar with the technology used for &kde; application configuration, including layout, file system location and cascading of &kde; config files, as well as the KIOSK framework.

### Customization of the Certificate-Creation Wizard

&kleopatra; allows you to customize the fields that the user is allowed to enter in order to create their certificate.

Create a group called `CertificateCreationWizard` in the system-wide `kleopatrarc`. If you want a custom order of attributes or if you only want certain items to appear, create a key called `DNAttributeOrder`. The argument is one or more of `CN,SN,GN,L,T,OU,O,PC,C,SP,DC,BC,EMAIL` If you want to initialize fields with a certain value, write something like Attribute=value. If you want the attribute to be treated as a required one, append an exclamation mark (e.g. `CN!,L,OU,O!,C!,EMAIL!`, which happens to be the default configuration).

Using the KIOSK mode modifier `$e` allows to retrieve the values from environment variables or from an evaluated script or binary. If you want to disallow editing of the respective field in addition, use the modifier `$i`. If you want to disallow the use Insert My Address button, set `ShowSetWhoAmI` to false.

Due to the nature of the &kde; KIOSK framework, using the immutable flag (`$i`) makes it impossible for the user to override the flag. This is intended behavior. `$i` and `$e` can be used with all other config keys in &kde; applications as well.

The following example outlines possible customizations:

    [CertificateCreationWizard]
    ;Disallow to copy personal data from the addressbook, do not allow local override
    ShowSetWhoAmI[$i]=false

    ;sets the user name to $USER
    CN[$e]=$USER

    ;sets the company name to "My Company", disallows editing
    O[$i]=My Company

    ;sets the department name to a value returned by a script
    OU[$ei]=$(lookup_dept_from_ip)

    ; sets country to DE, but allows for changes by the user
    C=DE

### Creating and Editing Key Categories

&kleopatra; allows the user to configure the visual appearance of keys based on a concept called Key Categories. This section describes how you can edit the available categories and add new ones.

When trying to find the category a key belongs to, &kleopatra; tries to match the key to a sequence of key filters, configured in the `libkleopatrarc`. The first one to match defines the category.

Each key filter is defined in a config group named `Key Filter #n`, where n is a number, starting from `0`.

The only mandatory key in a `Key Filter #n` group is `Name`, containing the name of the category as displayed in the config dialog.

lists all keys that define the display properties of keys belonging to that category (&ie; those keys that can be adjusted in the config dialog), whereas lists all keys that define the criteria the filter matches keys against.

Key-Filter Configuration Keys Defining Display Properties

Config Key | Type | Description
--- | --- | ---
`background-color` | color | The background color to use. If missing, defaults to whichever background color is defined globally for list views.
`foreground-color` | color | The foreground color to use. If missing, defaults to whichever foreground color is defined globally for list views.
`font` | font | The custom font to use. The font will be scaled to the size configured for list views, and any font attributes (see below) will be applied.
`font-bold` | boolean | If set to `true` and `font` is not set, uses the default list view font with bold font style added (if available). Ignored if `font` is also present.
`font-italic` | boolean | Analogous to `font-bold`, but for italic font style instead of bold.
`font-strikeout` | boolean | If `true`, draws a centered line over the font. Applied even if `font` is set.
`icon` | text | The name of an icon to show in the first column. Not yet implemented.

Key-Filter Configuration Keys Defining Filter Criteria

Config Key | Type | If specified, filter matches when...
--- | --- | ---
`is-revoked` | boolean | the key has been revoked.
`is-expired` | boolean | the key is expired.
`is-disabled` | boolean | the key has been disabled (marked for not using) by the user. Ignored for &smime; keys.
`is-root-certificate` | boolean | the key is a root certificate. Ignored for OpenPGP keys.
`can-encrypt` | boolean | the key can be used for encryption.
`can-sign` | boolean | the key can be used for signing.
`can-certify` | boolean | the key can be used for signing (certifying) other keys.
`can-authenticate` | boolean | the key can be used for authentication (⪚ as an TLS client certificate).
`has-secret-key` | boolean | the secret key for this key pair is available.
`is-openpgp-key` | boolean | the key is an OpenPGP key (`true`), or an &smime; key (`false`).
`was-validated` | boolean | the key has been validated (see &Shift;F5 Certificates Validate).
`prefix-ownertrust` | validity Validity is an (ordered) enumeration with the following allowed values: `unknown`, `undefined`, `never`, `marginal`, `full`, `ultimate`. See the &gpg; and &gpgsm; manuals for a detailed explanation. | the key has exactly (prefix = `is`), has anything but (prefix = `is-not`), has at least (prefix = `is-at-least`), or has at most (prefix = `is-at-most`) the ownertrust given as the value of the config key. If more than one `prefix-ownertrust` keys (with different prefix values) are present in a single group, the behavior is undefined.
`prefix-validity` | validity | Analogous to `prefix-ownertrust`, but for key validity instead of ownertrust.

Some of the more interesting criteria, such as `is-revoked` or `is-expired` will only work on validated keys, which is why, by default, only validated keys are checked for revocation and expiration, although you are free to remove these extra checks.

In general, criteria not specified (&ie; the config entry is not set) are not checked for. If a criterion is given, it is checked for and must match for the filter as a whole to match, &ie; the criteria are AND'ed together.

Examples of key filters

To check for all expired, but non-revoked root certificates, you would use a key filter defined as follows:

    [Key Filter #n]
    Name=expired, but not revoked
    was-validated=true
    is-expired=true
    is-revoked=false
    is-root-certificate=true

To check for all disabled OpenPGP keys (not yet supported by &kleopatra;) with ownertrust of at least marginal, you would use:

    [Key Filter #n]
    Name=disabled OpenPGP keys with marginal or better ownertrust
    is-openpgp=true
    is-disabled=true
    is-at-least-ownertrust=marginal

## Credits and License

&kleopatra; copyright 2002 &Steffen.Hansen;, &Matthias.Kalle.Dalheimer; and &Jesper.Pedersen;., copyright 2004 &Daniel.Molkentin;, copyright 2004 Klarälvdalens Datakonsult AB

Documentation copyright 2002 &Steffen.Hansen;, copyright 2004 &Daniel.Molkentin;, copyright 2004 Klarälvdalens Datakonsult AB

Contributors

- &Marc.Mutz; &Marc.Mutz.mail;

- &David.Faure; &David.Faure.mail;

- &Steffen.Hansen; hansen@kde.org

- &Matthias.Kalle.Dalheimer; &Matthias.Kalle.Dalheimer.mail;

- &Jesper.Pedersen; &Jesper.Pedersen.mail;

- &Daniel.Molkentin; &Daniel.Molkentin.mail;

&underFDL; &underGPL;
&documentation.index;