#------------------------------------------------------------------------------
#$Date: 2023-05-05 05:32:03 +0200 (Fri 05 de May de 2023) $
#$Revision: 283499 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/61/7246173.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7246173
loop_
_publ_author_name
'Riefer, Jarno'
'Zapf, Ludwig'
'Sprenger, Jan A. P.'
'Wirthensohn, Raphael'
'Endres, Sebastian'
'Pöppler, Ann-Christin'
'Gutmann, Marcus'
'Meinel, Lorenz'
'Ignat'ev, Nikolai V.'
'Finze, Maik'
_publ_section_title
;
 Cyano(fluoro)borate and cyano(hydrido)borate ionic liquids: low-viscosity
 ionic media for electrochemical applications.
;
_journal_issue                   6
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              5037
_journal_page_last               5048
_journal_paper_doi               10.1039/d2cp05725e
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C25 H22 P, C4 B N4'
_chemical_formula_sum            'C29 H22 B N4 P'
_chemical_formula_weight         468.28
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-11-01 deposited with the CCDC.	2023-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                111.5240(10)
_cell_angle_beta                 90.5650(10)
_cell_angle_gamma                100.9360(10)
_cell_formula_units_Z            2
_cell_length_a                   8.90030(10)
_cell_length_b                   11.6360(2)
_cell_length_c                   13.5576(2)
_cell_measurement_reflns_used    18103
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.6130
_cell_measurement_theta_min      3.5340
_cell_volume                     1277.58(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Olex2 (Dolomanov et al., 2009)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26896
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        72.000
_diffrn_reflns_theta_max         77.514
_diffrn_reflns_theta_min         3.518
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.133
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.526
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.134
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0440P)²+0.4619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0941
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5031
_reflns_number_total             5356
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cp05725e2.cif
_cod_data_source_block           LuZa024_JaRi_a
_cod_depositor_comments
'Adding full bibliography for 7246167--7246175.cif.'
_cod_database_code               7246173
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.375
_oxdiff_exptl_absorpt_empirical_full_max 3.797
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P001 P 0.73109(3) 0.64023(3) 0.79895(2) 0.01668(9) Uani 1 1 d . . . . .
N002 N 0.46179(13) -0.36985(10) 0.10210(9) 0.0263(2) Uani 1 1 d . . . . .
N003 N 0.48306(14) 0.02448(11) 0.34225(10) 0.0318(3) Uani 1 1 d . . . . .
N004 N 0.87048(13) -0.17887(11) 0.33094(10) 0.0302(3) Uani 1 1 d . . . . .
N005 N 0.76758(16) -0.04112(11) 0.06855(10) 0.0350(3) Uani 1 1 d . . . . .
C006 C 0.84495(14) 0.62245(11) 0.98159(9) 0.0202(2) Uani 1 1 d . . . . .
H006 H 0.745969 0.573439 0.980126 0.024 Uiso 1 1 calc R U . . .
C007 C 0.70055(13) 0.47779(11) 0.71031(9) 0.0181(2) Uani 1 1 d . . . . .
C008 C 0.41641(13) 0.64302(11) 0.78986(9) 0.0192(2) Uani 1 1 d . . . . .
C009 C 0.87869(13) 0.67193(11) 0.90251(9) 0.0184(2) Uani 1 1 d . . . . .
C00A C 0.79501(14) 0.40186(12) 0.72554(10) 0.0212(2) Uani 1 1 d . . . . .
H00A H 0.874579 0.436433 0.781879 0.025 Uiso 1 1 calc R U . . .
C00B C 0.53778(14) -0.27274(11) 0.14906(9) 0.0209(2) Uani 1 1 d . . . . .
C00C C 0.58363(14) 0.42674(12) 0.62668(10) 0.0217(2) Uani 1 1 d . . . . .
H00C H 0.519990 0.478393 0.615187 0.026 Uiso 1 1 calc R U . . .
C00D C 0.78779(13) 0.74138(11) 0.72717(9) 0.0190(2) Uani 1 1 d . . . . .
C00E C 0.95725(14) 0.64569(12) 1.06182(10) 0.0222(2) Uani 1 1 d . . . . .
H00E H 0.935017 0.612811 1.115876 0.027 Uiso 1 1 calc R U . . .
C00F C 0.55844(13) 0.67552(12) 0.86433(9) 0.0206(2) Uani 1 1 d . . . . .
H00B H 0.538396 0.628710 0.912435 0.025 Uiso 1 1 calc R U . . .
H00D H 0.577790 0.766800 0.908841 0.025 Uiso 1 1 calc R U . . .
C00G C 0.31240(14) 0.52964(12) 0.76883(10) 0.0227(2) Uani 1 1 d . . . . .
H00G H 0.329921 0.474634 0.802996 0.027 Uiso 1 1 calc R U . . .
C00H C 0.56173(15) 0.30006(12) 0.56085(10) 0.0247(3) Uani 1 1 d . . . . .
H00H H 0.482063 0.264715 0.504573 0.030 Uiso 1 1 calc R U . . .
C00I C 0.82249(14) 0.87225(12) 0.78388(10) 0.0228(2) Uani 1 1 d . . . . .
H00I H 0.812392 0.906060 0.858201 0.027 Uiso 1 1 calc R U . . .
C00J C 0.55127(15) -0.04497(12) 0.28875(10) 0.0240(3) Uani 1 1 d . . . . .
C00K C 1.10252(14) 0.71694(12) 1.06379(10) 0.0234(3) Uani 1 1 d . . . . .
H00K H 1.179315 0.731979 1.118777 0.028 Uiso 1 1 calc R U . . .
C00L C 0.77786(14) -0.16062(11) 0.28252(10) 0.0227(3) Uani 1 1 d . . . . .
C00M C 1.02385(14) 0.74397(11) 0.90468(10) 0.0213(2) Uani 1 1 d . . . . .
H00M H 1.046416 0.777772 0.851223 0.026 Uiso 1 1 calc R U . . .
C00N C 0.72122(15) -0.08138(12) 0.13041(10) 0.0247(3) Uani 1 1 d . . . . .
C00O C 0.84960(15) 0.77314(13) 0.56541(10) 0.0260(3) Uani 1 1 d . . . . .
H00O H 0.858330 0.739895 0.490894 0.031 Uiso 1 1 calc R U . . .
C00P C 0.77289(15) 0.27566(12) 0.65842(10) 0.0250(3) Uani 1 1 d . . . . .
H00P H 0.838011 0.224154 0.668338 0.030 Uiso 1 1 calc R U . . .
C00Q C 0.88439(15) 0.90259(13) 0.62143(11) 0.0267(3) Uani 1 1 d . . . . .
H00Q H 0.917012 0.957814 0.585185 0.032 Uiso 1 1 calc R U . . .
C00R C 0.80202(14) 0.69191(12) 0.61796(10) 0.0217(2) Uani 1 1 d . . . . .
H00R H 0.779289 0.603126 0.579729 0.026 Uiso 1 1 calc R U . . .
C00S C 0.38851(15) 0.72420(12) 0.74064(10) 0.0238(3) Uani 1 1 d . . . . .
H00S H 0.458480 0.802180 0.755012 0.029 Uiso 1 1 calc R U . . .
C00T C 0.65567(15) 0.22492(12) 0.57691(10) 0.0257(3) Uani 1 1 d . . . . .
H00T H 0.639614 0.138241 0.531830 0.031 Uiso 1 1 calc R U . . .
C00U C 0.87173(15) 0.95189(12) 0.73036(11) 0.0263(3) Uani 1 1 d . . . . .
H00U H 0.896945 1.040672 0.768421 0.032 Uiso 1 1 calc R U . . .
C00V C 1.13529(14) 0.76595(12) 0.98569(10) 0.0244(3) Uani 1 1 d . . . . .
H00V H 1.234476 0.814856 0.987490 0.029 Uiso 1 1 calc R U . . .
C00W C 0.18332(15) 0.49639(13) 0.69832(11) 0.0281(3) Uani 1 1 d . . . . .
H00W H 0.113327 0.418345 0.683620 0.034 Uiso 1 1 calc R U . . .
C00X C 0.15640(15) 0.57719(15) 0.64920(11) 0.0310(3) Uani 1 1 d . . . . .
H00X H 0.067982 0.554485 0.600858 0.037 Uiso 1 1 calc R U . . .
C00Y C 0.25863(16) 0.69106(14) 0.67073(11) 0.0305(3) Uani 1 1 d . . . . .
H00Y H 0.239662 0.746579 0.637493 0.037 Uiso 1 1 calc R U . . .
B00Z B 0.64780(16) -0.13901(13) 0.21349(11) 0.0211(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00D P001 C007 110.06(5) . . ?
C00D P001 C009 109.34(5) . . ?
C007 P001 C009 109.84(5) . . ?
C00D P001 C00F 109.82(6) . . ?
C007 P001 C00F 111.04(6) . . ?
C009 P001 C00F 106.67(5) . . ?
C00E C006 C009 119.35(11) . . ?
C00E C006 H006 120.3 . . ?
C009 C006 H006 120.3 . . ?
C00A C007 C00C 119.90(11) . . ?
C00A C007 P001 119.01(9) . . ?
C00C C007 P001 121.09(9) . . ?
C00G C008 C00S 119.42(11) . . ?
C00G C008 C00F 119.52(11) . . ?
C00S C008 C00F 121.05(11) . . ?
C00M C009 C006 120.35(11) . . ?
C00M C009 P001 121.09(9) . . ?
C006 C009 P001 118.56(9) . . ?
C00P C00A C007 120.05(11) . . ?
C00P C00A H00A 120.0 . . ?
C007 C00A H00A 120.0 . . ?
N002 C00B B00Z 178.41(13) . . ?
C00H C00C C007 119.45(11) . . ?
C00H C00C H00C 120.3 . . ?
C007 C00C H00C 120.3 . . ?
C00R C00D C00I 120.28(11) . . ?
C00R C00D P001 121.25(9) . . ?
C00I C00D P001 118.44(9) . . ?
C006 C00E C00K 120.39(11) . . ?
C006 C00E H00E 119.8 . . ?
C00K C00E H00E 119.8 . . ?
C008 C00F P001 114.80(8) . . ?
C008 C00F H00B 108.6 . . ?
P001 C00F H00B 108.6 . . ?
C008 C00F H00D 108.6 . . ?
P001 C00F H00D 108.6 . . ?
H00B C00F H00D 107.5 . . ?
C00W C00G C008 120.41(12) . . ?
C00W C00G H00G 119.8 . . ?
C008 C00G H00G 119.8 . . ?
C00T C00H C00C 120.30(12) . . ?
C00T C00H H00H 119.9 . . ?
C00C C00H H00H 119.9 . . ?
C00U C00I C00D 119.29(11) . . ?
C00U C00I H00I 120.4 . . ?
C00D C00I H00I 120.4 . . ?
N003 C00J B00Z 178.69(14) . . ?
C00V C00K C00E 120.09(11) . . ?
C00V C00K H00K 120.0 . . ?
C00E C00K H00K 120.0 . . ?
N004 C00L B00Z 178.54(14) . . ?
C00V C00M C009 119.47(11) . . ?
C00V C00M H00M 120.3 . . ?
C009 C00M H00M 120.3 . . ?
N005 C00N B00Z 176.98(14) . . ?
C00Q C00O C00R 120.15(12) . . ?
C00Q C00O H00O 119.9 . . ?
C00R C00O H00O 119.9 . . ?
C00T C00P C00A 119.94(12) . . ?
C00T C00P H00P 120.0 . . ?
C00A C00P H00P 120.0 . . ?
C00O C00Q C00U 120.25(12) . . ?
C00O C00Q H00Q 119.9 . . ?
C00U C00Q H00Q 119.9 . . ?
C00O C00R C00D 119.64(12) . . ?
C00O C00R H00R 120.2 . . ?
C00D C00R H00R 120.2 . . ?
C00Y C00S C008 120.01(12) . . ?
C00Y C00S H00S 120.0 . . ?
C008 C00S H00S 120.0 . . ?
C00P C00T C00H 120.36(12) . . ?
C00P C00T H00T 119.8 . . ?
C00H C00T H00T 119.8 . . ?
C00I C00U C00Q 120.37(12) . . ?
C00I C00U H00U 119.8 . . ?
C00Q C00U H00U 119.8 . . ?
C00K C00V C00M 120.35(12) . . ?
C00K C00V H00V 119.8 . . ?
C00M C00V H00V 119.8 . . ?
C00G C00W C00X 119.96(12) . . ?
C00G C00W H00W 120.0 . . ?
C00X C00W H00W 120.0 . . ?
C00Y C00X C00W 119.96(12) . . ?
C00Y C00X H00X 120.0 . . ?
C00W C00X H00X 120.0 . . ?
C00X C00Y C00S 120.24(13) . . ?
C00X C00Y H00Y 119.9 . . ?
C00S C00Y H00Y 119.9 . . ?
C00J B00Z C00L 110.33(10) . . ?
C00J B00Z C00N 108.79(10) . . ?
C00L B00Z C00N 110.95(10) . . ?
C00J B00Z C00B 109.96(10) . . ?
C00L B00Z C00B 108.13(10) . . ?
C00N B00Z C00B 108.65(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P001 C00D 1.7921(12) . ?
P001 C007 1.7952(12) . ?
P001 C009 1.7980(12) . ?
P001 C00F 1.8207(12) . ?
N002 C00B 1.1460(17) . ?
N003 C00J 1.1456(18) . ?
N004 C00L 1.1461(17) . ?
N005 C00N 1.1466(18) . ?
C006 C00E 1.3840(17) . ?
C006 C009 1.4017(16) . ?
C006 H006 0.9500 . ?
C007 C00A 1.3937(17) . ?
C007 C00C 1.4033(16) . ?
C008 C00G 1.3907(17) . ?
C008 C00S 1.3956(17) . ?
C008 C00F 1.5078(16) . ?
C009 C00M 1.3939(17) . ?
C00A C00P 1.3891(18) . ?
C00A H00A 0.9500 . ?
C00B B00Z 1.5971(18) . ?
C00C C00H 1.3892(18) . ?
C00C H00C 0.9500 . ?
C00D C00R 1.3949(17) . ?
C00D C00I 1.4012(17) . ?
C00E C00K 1.3914(18) . ?
C00E H00E 0.9500 . ?
C00F H00B 0.9900 . ?
C00F H00D 0.9900 . ?
C00G C00W 1.3863(18) . ?
C00G H00G 0.9500 . ?
C00H C00T 1.3872(19) . ?
C00H H00H 0.9500 . ?
C00I C00U 1.3866(18) . ?
C00I H00I 0.9500 . ?
C00J B00Z 1.5910(19) . ?
C00K C00V 1.3847(18) . ?
C00K H00K 0.9500 . ?
C00L B00Z 1.5939(18) . ?
C00M C00V 1.3898(17) . ?
C00M H00M 0.9500 . ?
C00N B00Z 1.5963(18) . ?
C00O C00Q 1.3858(19) . ?
C00O C00R 1.3887(17) . ?
C00O H00O 0.9500 . ?
C00P C00T 1.3867(19) . ?
C00P H00P 0.9500 . ?
C00Q C00U 1.3889(19) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00S C00Y 1.3872(19) . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00W C00X 1.388(2) . ?
C00W H00W 0.9500 . ?
C00X C00Y 1.386(2) . ?
C00X H00X 0.9500 . ?
C00Y H00Y 0.9500 . ?
