---
- name: "({{ select_crypto_backend }}) Generate privatekey1 - standard (check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey1.pem'
    select_crypto_backend: '{{ select_crypto_backend }}'
    return_content: yes
  check_mode: true
  register: privatekey1_check

- name: "({{ select_crypto_backend }}) Generate privatekey1 - standard"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey1.pem'
    select_crypto_backend: '{{ select_crypto_backend }}'
    return_content: yes
  register: privatekey1

- name: "({{ select_crypto_backend }}) Generate privatekey1 - standard (idempotence, check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey1.pem'
    select_crypto_backend: '{{ select_crypto_backend }}'
    return_content: yes
  check_mode: true
  register: privatekey1_idempotence_check

- name: "({{ select_crypto_backend }}) Generate privatekey1 - standard (idempotence)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey1.pem'
    select_crypto_backend: '{{ select_crypto_backend }}'
    return_content: yes
  register: privatekey1_idempotence

- name: "({{ select_crypto_backend }}) Generate privatekey2 - size 2048"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey2.pem'
    size: 2048
    select_crypto_backend: '{{ select_crypto_backend }}'

- name: "({{ select_crypto_backend }}) Generate privatekey3 - type DSA"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey3.pem'
    type: DSA
    size: 3072
    select_crypto_backend: '{{ select_crypto_backend }}'

- name: "({{ select_crypto_backend }}) Generate privatekey4 - standard"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey4.pem'
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'

- name: "({{ select_crypto_backend }}) Delete privatekey4 - standard"
  openssl_privatekey:
    state: absent
    path: '{{ output_dir }}/privatekey4.pem'
    select_crypto_backend: '{{ select_crypto_backend }}'
    return_content: yes
  register: privatekey4_delete

- name: "({{ select_crypto_backend }}) Delete privatekey4 - standard (idempotence)"
  openssl_privatekey:
    state: absent
    path: '{{ output_dir }}/privatekey4.pem'
    select_crypto_backend: '{{ select_crypto_backend }}'
  register: privatekey4_delete_idempotence

- name: "({{ select_crypto_backend }}) Generate privatekey5 - standard - with passphrase"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey5.pem'
    passphrase: ansible
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'

- name: "({{ select_crypto_backend }}) Generate privatekey5 - standard - idempotence"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey5.pem'
    passphrase: ansible
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  register: privatekey5_idempotence

- name: "({{ select_crypto_backend }}) Generate privatekey6 - standard - with non-ASCII passphrase"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey6.pem'
    passphrase: ànsïblé
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'

- set_fact:
    ecc_types: []
  when: select_crypto_backend == 'pyopenssl'
- set_fact:
    ecc_types:
    - curve: secp384r1
      openssl_name: secp384r1
      min_cryptography_version: "0.5"
    - curve: secp521r1
      openssl_name: secp521r1
      min_cryptography_version: "0.5"
    - curve: secp224r1
      openssl_name: secp224r1
      min_cryptography_version: "0.5"
    - curve: secp192r1
      openssl_name: prime192v1
      min_cryptography_version: "0.5"
    - curve: secp256r1
      openssl_name: secp256r1
      min_cryptography_version: "0.5"
    - curve: secp256k1
      openssl_name: secp256k1
      min_cryptography_version: "0.9"
    - curve: brainpoolP256r1
      openssl_name: brainpoolP256r1
      min_cryptography_version: "2.2"
    - curve: brainpoolP384r1
      openssl_name: brainpoolP384r1
      min_cryptography_version: "2.2"
    - curve: brainpoolP512r1
      openssl_name: brainpoolP512r1
      min_cryptography_version: "2.2"
    - curve: sect571k1
      openssl_name: sect571k1
      min_cryptography_version: "0.5"
    - curve: sect409k1
      openssl_name: sect409k1
      min_cryptography_version: "0.5"
    - curve: sect283k1
      openssl_name: sect283k1
      min_cryptography_version: "0.5"
    - curve: sect233k1
      openssl_name: sect233k1
      min_cryptography_version: "0.5"
    - curve: sect163k1
      openssl_name: sect163k1
      min_cryptography_version: "0.5"
    - curve: sect571r1
      openssl_name: sect571r1
      min_cryptography_version: "0.5"
    - curve: sect409r1
      openssl_name: sect409r1
      min_cryptography_version: "0.5"
    - curve: sect283r1
      openssl_name: sect283r1
      min_cryptography_version: "0.5"
    - curve: sect233r1
      openssl_name: sect233r1
      min_cryptography_version: "0.5"
    - curve: sect163r2
      openssl_name: sect163r2
      min_cryptography_version: "0.5"
  when: select_crypto_backend == 'cryptography'

- name: "({{ select_crypto_backend }}) Test ECC key generation"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey-{{ item.curve }}.pem'
    type: ECC
    curve: "{{ item.curve }}"
    select_crypto_backend: '{{ select_crypto_backend }}'
  when: |
    cryptography_version.stdout is version(item.min_cryptography_version, '>=') and
    item.openssl_name in openssl_ecc_list
  loop: "{{ ecc_types }}"
  loop_control:
    label: "{{ item.curve }}"
  register: privatekey_ecc_generate

- name: "({{ select_crypto_backend }}) Test ECC key generation (idempotency)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey-{{ item.curve }}.pem'
    type: ECC
    curve: "{{ item.curve }}"
    select_crypto_backend: '{{ select_crypto_backend }}'
  when: |
    cryptography_version.stdout is version(item.min_cryptography_version, '>=') and
    item.openssl_name in openssl_ecc_list
  loop: "{{ ecc_types }}"
  loop_control:
    label: "{{ item.curve }}"
  register: privatekey_ecc_idempotency

- block:
  - name: "({{ select_crypto_backend }}) Test other type generation"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey-{{ item.type }}.pem'
      type: "{{ item.type }}"
      select_crypto_backend: '{{ select_crypto_backend }}'
    when: cryptography_version.stdout is version(item.min_version, '>=')
    loop: "{{ types }}"
    loop_control:
      label: "{{ item.type }}"
    ignore_errors: yes
    register: privatekey_t1_generate

  - name: "({{ select_crypto_backend }}) Test other type generation (idempotency)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey-{{ item.type }}.pem'
      type: "{{ item.type }}"
      select_crypto_backend: '{{ select_crypto_backend }}'
    when: cryptography_version.stdout is version(item.min_version, '>=')
    loop: "{{ types }}"
    loop_control:
      label: "{{ item.type }}"
    ignore_errors: yes
    register: privatekey_t1_idempotency

  when: select_crypto_backend == 'cryptography'
  vars:
    types:
      - type: X25519
        min_version: '2.5'
      - type: Ed25519
        min_version: '2.6'
      - type: Ed448
        min_version: '2.6'
      - type: X448
        min_version: '2.6'

- name: "({{ select_crypto_backend }}) Generate privatekey with passphrase"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    passphrase: hunter2
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
  register: passphrase_1

- name: "({{ select_crypto_backend }}) Generate privatekey with passphrase (idempotent)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    passphrase: hunter2
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
  register: passphrase_2

- name: "({{ select_crypto_backend }}) Regenerate privatekey without passphrase"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
  register: passphrase_3

- name: "({{ select_crypto_backend }}) Regenerate privatekey without passphrase (idempotent)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
  register: passphrase_4

- name: "({{ select_crypto_backend }}) Regenerate privatekey with passphrase"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    passphrase: hunter2
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
  register: passphrase_5

- name: "({{ select_crypto_backend }}) Create broken key"
  copy:
    dest: "{{ output_dir }}/broken"
    content: "broken"
- name: "({{ select_crypto_backend }}) Regenerate broken key"
  openssl_privatekey:
    path: '{{ output_dir }}/broken.pem'
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  register: output_broken

- name: "({{ select_crypto_backend }}) Remove module"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    passphrase: hunter2
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
    state: absent
  register: remove_1

- name: "({{ select_crypto_backend }}) Remove module (idempotent)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekeypw.pem'
    passphrase: hunter2
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
    backup: yes
    state: absent
  register: remove_2

- name: "({{ select_crypto_backend }}) Generate privatekey_mode (mode 0400)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey_mode.pem'
    mode: '0400'
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  register: privatekey_mode_1
- name: "({{ select_crypto_backend }}) Stat for privatekey_mode"
  stat:
    path: '{{ output_dir }}/privatekey_mode.pem'
  register: privatekey_mode_1_stat

- name: "({{ select_crypto_backend }}) Generate privatekey_mode (mode 0400, idempotency)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey_mode.pem'
    mode: '0400'
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  register: privatekey_mode_2

- name: Make sure that mtime actually changes.
  # The "privatekey_mode_1_stat.stat.mtime != privatekey_mode_3_stat.stat.mtime" test should be
  # changed to compare content instead of mtime. On macOS 10.15, mtime resolution is one second,
  # and the machine (VM) is fast enough that both modifications can happen in the same second.
  pause:
    seconds: 1

- name: "({{ select_crypto_backend }}) Generate privatekey_mode (mode 0400, force)"
  openssl_privatekey:
    path: '{{ output_dir }}/privatekey_mode.pem'
    mode: '0400'
    force: yes
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  register: privatekey_mode_3
- name: "({{ select_crypto_backend }}) Stat for privatekey_mode"
  stat:
    path: '{{ output_dir }}/privatekey_mode.pem'
  register: privatekey_mode_3_stat

- block:
  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - auto format"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: auto
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_1

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - auto format (idempotent)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: auto
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_2

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - PKCS1 format"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: pkcs1
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_3

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - PKCS8 format"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: pkcs8
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_4

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - PKCS8 format (idempotent)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: pkcs8
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_5

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - auto format (ignore)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: auto_ignore
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_6

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - auto format (no ignore)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: auto
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_7

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - raw format (fail)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: raw
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    ignore_errors: yes
    register: privatekey_fmt_1_step_8

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - PKCS8 format (convert)"
    openssl_privatekey_info:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_9_before

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - PKCS8 format (convert)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      format: pkcs8
      format_mismatch: convert
      size: '{{ default_rsa_key_size }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_9

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_1 - PKCS8 format (convert)"
    openssl_privatekey_info:
      path: '{{ output_dir }}/privatekey_fmt_1.pem'
      select_crypto_backend: '{{ select_crypto_backend }}'
    register: privatekey_fmt_1_step_9_after

  when: 'select_crypto_backend == "cryptography"'

- block:
  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - PKCS8 format"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_2.pem'
      type: X448
      format: pkcs8
      select_crypto_backend: '{{ select_crypto_backend }}'
    ignore_errors: yes
    register: privatekey_fmt_2_step_1

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - PKCS8 format (idempotent)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_2.pem'
      type: X448
      format: pkcs8
      select_crypto_backend: '{{ select_crypto_backend }}'
    ignore_errors: yes
    register: privatekey_fmt_2_step_2

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - raw format"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_2.pem'
      type: X448
      format: raw
      select_crypto_backend: '{{ select_crypto_backend }}'
      return_content: yes
    ignore_errors: yes
    register: privatekey_fmt_2_step_3

  - name: "({{ select_crypto_backend }}) Read privatekey_fmt_2.pem"
    slurp:
      src: "{{ output_dir }}/privatekey_fmt_2.pem"
    ignore_errors: yes
    register: content

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - verify that returned content is base64 encoded"
    assert:
      that:
        - privatekey_fmt_2_step_3.privatekey == content.content
    when: privatekey_fmt_2_step_1 is not failed

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - raw format (idempotent)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_2.pem'
      type: X448
      format: raw
      select_crypto_backend: '{{ select_crypto_backend }}'
      return_content: yes
    ignore_errors: yes
    register: privatekey_fmt_2_step_4

  - name: "({{ select_crypto_backend }}) Read privatekey_fmt_2.pem"
    slurp:
      src: "{{ output_dir }}/privatekey_fmt_2.pem"
    ignore_errors: yes
    register: content

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - verify that returned content is base64 encoded"
    assert:
      that:
        - privatekey_fmt_2_step_4.privatekey == content.content
    when: privatekey_fmt_2_step_1 is not failed

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - auto format (ignore)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_2.pem'
      type: X448
      format: auto_ignore
      select_crypto_backend: '{{ select_crypto_backend }}'
      return_content: yes
    ignore_errors: yes
    register: privatekey_fmt_2_step_5

  - name: "({{ select_crypto_backend }}) Read privatekey_fmt_2.pem"
    slurp:
      src: "{{ output_dir }}/privatekey_fmt_2.pem"
    ignore_errors: yes
    register: content

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - verify that returned content is base64 encoded"
    assert:
      that:
        - privatekey_fmt_2_step_5.privatekey == content.content
    when: privatekey_fmt_2_step_1 is not failed

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - auto format (no ignore)"
    openssl_privatekey:
      path: '{{ output_dir }}/privatekey_fmt_2.pem'
      type: X448
      format: auto
      select_crypto_backend: '{{ select_crypto_backend }}'
      return_content: yes
    ignore_errors: yes
    register: privatekey_fmt_2_step_6

  - name: "({{ select_crypto_backend }}) Generate privatekey_fmt_2 - verify that returned content is not base64 encoded"
    assert:
      that:
        - privatekey_fmt_2_step_6.privatekey == lookup('file', output_dir ~ '/privatekey_fmt_2.pem', rstrip=False)
    when: privatekey_fmt_2_step_1 is not failed

  when: 'select_crypto_backend == "cryptography" and cryptography_version.stdout is version("2.6", ">=")'



# Test regenerate option

- name: "({{ select_crypto_backend }}) Regenerate - setup simple keys"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
- name: "({{ select_crypto_backend }}) Regenerate - setup password protected keys"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-b-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    passphrase: hunter2
    cipher: "{{ 'aes256' if select_crypto_backend == 'pyopenssl' else 'auto' }}"
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
- name: "({{ select_crypto_backend }}) Regenerate - setup broken keys"
  copy:
    dest: '{{ output_dir }}/regenerate-c-{{ item }}.pem'
    content: 'broken key'
    mode: '0700'
  loop: "{{ regenerate_values }}"

- name: "({{ select_crypto_backend }}) Regenerate - modify broken keys (check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-c-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  check_mode: yes
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[0].msg or 'Cannot load raw key' in result.results[0].msg"
      - result.results[1] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[1].msg or 'Cannot load raw key' in result.results[1].msg"
      - result.results[2] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[2].msg or 'Cannot load raw key' in result.results[2].msg"
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - modify broken keys"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-c-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[0].msg or 'Cannot load raw key' in result.results[0].msg"
      - result.results[1] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[1].msg or 'Cannot load raw key' in result.results[1].msg"
      - result.results[2] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[2].msg or 'Cannot load raw key' in result.results[2].msg"
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - modify password protected keys (check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-b-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  check_mode: yes
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[0].msg"
      - result.results[1] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[1].msg"
      - result.results[2] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[2].msg"
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - modify password protected keys"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-b-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[0].msg"
      - result.results[1] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[1].msg"
      - result.results[2] is failed
      - "'Unable to read the key. The key is protected with a another passphrase / no passphrase or broken. Will not proceed.' in result.results[2].msg"
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - not modify regular keys (check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  check_mode: yes
  loop: "{{ regenerate_values }}"
  register: result
- assert:
    that:
      - result.results[0] is not changed
      - result.results[1] is not changed
      - result.results[2] is not changed
      - result.results[3] is not changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - not modify regular keys"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
  register: result
- assert:
    that:
      - result.results[0] is not changed
      - result.results[1] is not changed
      - result.results[2] is not changed
      - result.results[3] is not changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - adjust key size (check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size + 20 }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  check_mode: yes
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is success and result.results[0] is not changed
      - result.results[1] is failed
      - "'Key has wrong type and/or size. Will not proceed.' in result.results[1].msg"
      - result.results[2] is changed
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - adjust key size"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: RSA
    size: '{{ default_rsa_key_size + 20 }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is success and result.results[0] is not changed
      - result.results[1] is failed
      - "'Key has wrong type and/or size. Will not proceed.' in result.results[1].msg"
      - result.results[2] is changed
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - redistribute keys"
  copy:
    src: '{{ output_dir }}/regenerate-a-always.pem'
    dest: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    remote_src: true
  loop: "{{ regenerate_values }}"
  when: "item != 'always'"

- name: "({{ select_crypto_backend }}) Regenerate - adjust key type (check mode)"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: DSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  check_mode: yes
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is success and result.results[0] is not changed
      - result.results[1] is failed
      - "'Key has wrong type and/or size. Will not proceed.' in result.results[1].msg"
      - result.results[2] is changed
      - result.results[3] is changed
      - result.results[4] is changed

- name: "({{ select_crypto_backend }}) Regenerate - adjust key type"
  openssl_privatekey:
    path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
    type: DSA
    size: '{{ default_rsa_key_size }}'
    regenerate: '{{ item }}'
    select_crypto_backend: '{{ select_crypto_backend }}'
  loop: "{{ regenerate_values }}"
  ignore_errors: yes
  register: result
- assert:
    that:
      - result.results[0] is success and result.results[0] is not changed
      - result.results[1] is failed
      - "'Key has wrong type and/or size. Will not proceed.' in result.results[1].msg"
      - result.results[2] is changed
      - result.results[3] is changed
      - result.results[4] is changed

- block:
  - name: "({{ select_crypto_backend }}) Regenerate - redistribute keys"
    copy:
      src: '{{ output_dir }}/regenerate-a-always.pem'
      dest: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
      remote_src: true
    loop: "{{ regenerate_values }}"
    when: "item != 'always'"

  - name: "({{ select_crypto_backend }}) Regenerate - format mismatch (check mode)"
    openssl_privatekey:
      path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
      type: DSA
      size: '{{ default_rsa_key_size }}'
      format: pkcs8
      regenerate: '{{ item }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    check_mode: yes
    loop: "{{ regenerate_values }}"
    ignore_errors: yes
    register: result
  - assert:
      that:
        - result.results[0] is success and result.results[0] is not changed
        - result.results[1] is failed
        - "'Key has wrong format. Will not proceed.' in result.results[1].msg"
        - result.results[2] is changed
        - result.results[3] is changed
        - result.results[4] is changed

  - name: "({{ select_crypto_backend }}) Regenerate - format mismatch"
    openssl_privatekey:
      path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
      type: DSA
      size: '{{ default_rsa_key_size }}'
      format: pkcs8
      regenerate: '{{ item }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    loop: "{{ regenerate_values }}"
    ignore_errors: yes
    register: result
  - assert:
      that:
        - result.results[0] is success and result.results[0] is not changed
        - result.results[1] is failed
        - "'Key has wrong format. Will not proceed.' in result.results[1].msg"
        - result.results[2] is changed
        - result.results[3] is changed
        - result.results[4] is changed

  - name: "({{ select_crypto_backend }}) Regenerate - redistribute keys"
    copy:
      src: '{{ output_dir }}/regenerate-a-always.pem'
      dest: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
      remote_src: true
    loop: "{{ regenerate_values }}"
    when: "item != 'always'"

  - name: "({{ select_crypto_backend }}) Regenerate - convert format (check mode)"
    openssl_privatekey:
      path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
      type: DSA
      size: '{{ default_rsa_key_size }}'
      format: pkcs1
      format_mismatch: convert
      regenerate: '{{ item }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    check_mode: yes
    loop: "{{ regenerate_values }}"
    register: result
  - assert:
      that:
        - result.results[0] is changed
        - result.results[1] is changed
        - result.results[2] is changed
        - result.results[3] is changed
        - result.results[4] is changed

  - name: "({{ select_crypto_backend }}) Regenerate - convert format"
    openssl_privatekey:
      path: '{{ output_dir }}/regenerate-a-{{ item }}.pem'
      type: DSA
      size: '{{ default_rsa_key_size }}'
      format: pkcs1
      format_mismatch: convert
      regenerate: '{{ item }}'
      select_crypto_backend: '{{ select_crypto_backend }}'
    loop: "{{ regenerate_values }}"
    register: result
  - assert:
      that:
        - result.results[0] is changed
        - result.results[1] is changed
        - result.results[2] is changed
        - result.results[3] is changed
        - result.results[4] is changed
        # for all values but 'always', the key should have not been regenerated.
        # verify this by comparing fingerprints:
        - result.results[0].fingerprint == result.results[1].fingerprint
        - result.results[0].fingerprint == result.results[2].fingerprint
        - result.results[0].fingerprint == result.results[3].fingerprint
        - result.results[0].fingerprint != result.results[4].fingerprint
  when: 'select_crypto_backend == "cryptography" and cryptography_version.stdout is version("2.6", ">=")'