#------------------------------------------------------------------------------
#$Date: 2023-05-05 05:32:03 +0200 (Fri 05 de May de 2023) $
#$Revision: 283499 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/61/7246168.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_7246168
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, B F4'
_chemical_formula_sum            'C25 H22 B F4 P'
_chemical_formula_weight         440.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 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                90
_cell_angle_beta                 107.7450(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.49580(10)
_cell_length_b                   21.5696(2)
_cell_length_c                   11.11310(10)
_cell_measurement_reflns_used    13895
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.8940
_cell_measurement_theta_min      4.1060
_cell_volume                     2167.90(4)
_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 1.000
_diffrn_measured_fraction_theta_max 0.990
_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  0.0397
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23570
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        72.000
_diffrn_reflns_theta_max         77.417
_diffrn_reflns_theta_min         4.099
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.508
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.563
_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    1.349
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.161
_exptl_crystal_size_min          0.114
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0355
_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)+(0.0389P)²+1.0580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.0903
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4156
_reflns_number_total             4549
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cp05725e2.cif
_cod_data_source_block           LuZa026_JaRi_a
_cod_depositor_comments
'Adding full bibliography for 7246167--7246175.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7246168
_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.56830(3) 0.36009(2) 0.63937(3) 0.01606(9) Uani 1 1 d . . . . .
F002 F 0.62955(9) 0.57131(4) 0.70155(8) 0.02536(19) Uani 1 1 d . . . . .
F003 F 0.86766(10) 0.60116(4) 0.73292(9) 0.0313(2) Uani 1 1 d . . . . .
F004 F 0.79750(10) 0.50106(4) 0.68125(9) 0.0334(2) Uani 1 1 d . . . . .
F005 F 0.80997(11) 0.53849(5) 0.87597(8) 0.0355(2) Uani 1 1 d . . . . .
C006 C 0.69751(14) 0.35308(6) 0.55067(12) 0.0180(3) Uani 1 1 d . . . . .
C007 C 0.47029(14) 0.43319(6) 0.60155(12) 0.0174(2) Uani 1 1 d . . . . .
H00A H 0.543117 0.467460 0.620014 0.021 Uiso 1 1 calc R U . . .
H00B H 0.416635 0.434204 0.509953 0.021 Uiso 1 1 calc R U . . .
C008 C 0.36121(14) 0.44387(6) 0.67429(12) 0.0178(3) Uani 1 1 d . . . . .
C009 C 0.66689(15) 0.35870(6) 0.80470(13) 0.0187(3) Uani 1 1 d . . . . .
C00A C 0.21257(15) 0.42830(6) 0.62100(14) 0.0220(3) Uani 1 1 d . . . . .
H00C H 0.179812 0.410142 0.539286 0.026 Uiso 1 1 calc R U . . .
C00B C 0.59216(16) 0.34875(6) 0.89421(14) 0.0222(3) Uani 1 1 d . . . . .
H00D H 0.491175 0.336629 0.867858 0.027 Uiso 1 1 calc R U . . .
C00C C 0.81525(15) 0.37691(6) 0.84394(13) 0.0207(3) Uani 1 1 d . . . . .
H00E H 0.865793 0.383758 0.783351 0.025 Uiso 1 1 calc R U . . .
C00D C 0.40777(15) 0.47059(6) 0.79414(13) 0.0208(3) Uani 1 1 d . . . . .
H00F H 0.508318 0.482261 0.830258 0.025 Uiso 1 1 calc R U . . .
C00E C 0.71052(15) 0.39880(6) 0.46614(13) 0.0212(3) Uani 1 1 d . . . . .
H00G H 0.650995 0.435033 0.454508 0.025 Uiso 1 1 calc R U . . .
C00F C 0.89763(16) 0.33810(7) 0.41563(14) 0.0242(3) Uani 1 1 d . . . . .
H00H H 0.966451 0.333110 0.369699 0.029 Uiso 1 1 calc R U . . .
C00G C 0.11231(16) 0.43930(7) 0.68729(14) 0.0254(3) Uani 1 1 d . . . . .
H00I H 0.010941 0.429223 0.649994 0.031 Uiso 1 1 calc R U . . .
C00H C 0.81115(16) 0.39110(7) 0.39886(14) 0.0242(3) Uani 1 1 d . . . . .
H00J H 0.820639 0.422217 0.341323 0.029 Uiso 1 1 calc R U . . .
C00I C 0.15920(16) 0.46491(6) 0.80757(14) 0.0243(3) Uani 1 1 d . . . . .
H00K H 0.090561 0.471902 0.852966 0.029 Uiso 1 1 calc R U . . .
C00J C 0.44150(15) 0.29613(6) 0.59324(13) 0.0200(3) Uani 1 1 d . . . . .
C00K C 0.78410(16) 0.29956(6) 0.56674(14) 0.0237(3) Uani 1 1 d . . . . .
H00L H 0.774482 0.268218 0.623779 0.028 Uiso 1 1 calc R U . . .
C00L C 0.34181(16) 0.29750(7) 0.47140(14) 0.0252(3) Uani 1 1 d . . . . .
H00M H 0.335922 0.333030 0.419590 0.030 Uiso 1 1 calc R U . . .
C00M C 0.45052(17) 0.24422(7) 0.66982(15) 0.0270(3) Uani 1 1 d . . . . .
H00N H 0.518326 0.243306 0.752741 0.032 Uiso 1 1 calc R U . . .
C00N C 0.88845(16) 0.38496(6) 0.97159(14) 0.0236(3) Uani 1 1 d . . . . .
H00O H 0.989132 0.397509 0.998488 0.028 Uiso 1 1 calc R U . . .
C00O C 0.81461(16) 0.37467(7) 1.05997(14) 0.0246(3) Uani 1 1 d . . . . .
H00P H 0.865239 0.379895 1.147368 0.030 Uiso 1 1 calc R U . . .
C00P C 0.30735(16) 0.48023(6) 0.86106(13) 0.0238(3) Uani 1 1 d . . . . .
H00Q H 0.340237 0.497368 0.943686 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.88413(17) 0.29225(7) 0.49929(15) 0.0268(3) Uani 1 1 d . . . . .
H00R H 0.943350 0.255947 0.510247 0.032 Uiso 1 1 calc R U . . .
C00R C 0.66702(17) 0.35676(7) 1.02136(14) 0.0248(3) Uani 1 1 d . . . . .
H00S H 0.617185 0.349968 1.082465 0.030 Uiso 1 1 calc R U . . .
C00S C 0.25136(17) 0.24672(7) 0.42629(17) 0.0319(3) Uani 1 1 d . . . . .
H00T H 0.183033 0.247507 0.343590 0.038 Uiso 1 1 calc R U . . .
C00T C 0.26079(18) 0.19487(7) 0.50200(18) 0.0358(4) Uani 1 1 d . . . . .
H00U H 0.199657 0.159960 0.470554 0.043 Uiso 1 1 calc R U . . .
C00U C 0.3588(2) 0.19366(7) 0.62318(18) 0.0358(4) Uani 1 1 d . . . . .
H00V H 0.363520 0.158152 0.674840 0.043 Uiso 1 1 calc R U . . .
B00V B 0.77882(17) 0.55275(7) 0.74953(15) 0.0210(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'
F F 0.0727 0.0534 '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
C009 P001 C006 109.29(6) . . ?
C009 P001 C00J 112.01(6) . . ?
C006 P001 C00J 106.76(6) . . ?
C009 P001 C007 108.86(6) . . ?
C006 P001 C007 109.47(6) . . ?
C00J P001 C007 110.41(6) . . ?
C00E C006 C00K 120.09(12) . . ?
C00E C006 P001 121.70(10) . . ?
C00K C006 P001 118.20(10) . . ?
C008 C007 P001 113.26(9) . . ?
C008 C007 H00A 108.9 . . ?
P001 C007 H00A 108.9 . . ?
C008 C007 H00B 108.9 . . ?
P001 C007 H00B 108.9 . . ?
H00A C007 H00B 107.7 . . ?
C00D C008 C00A 119.37(12) . . ?
C00D C008 C007 120.26(12) . . ?
C00A C008 C007 120.35(12) . . ?
C00C C009 C00B 120.07(13) . . ?
C00C C009 P001 118.52(10) . . ?
C00B C009 P001 120.72(10) . . ?
C00G C00A C008 120.10(13) . . ?
C00G C00A H00C 120.0 . . ?
C008 C00A H00C 120.0 . . ?
C00R C00B C009 119.39(13) . . ?
C00R C00B H00D 120.3 . . ?
C009 C00B H00D 120.3 . . ?
C00N C00C C009 119.82(13) . . ?
C00N C00C H00E 120.1 . . ?
C009 C00C H00E 120.1 . . ?
C00P C00D C008 120.19(13) . . ?
C00P C00D H00F 119.9 . . ?
C008 C00D H00F 119.9 . . ?
C00H C00E C006 119.64(12) . . ?
C00H C00E H00G 120.2 . . ?
C006 C00E H00G 120.2 . . ?
C00H C00F C00Q 120.33(13) . . ?
C00H C00F H00H 119.8 . . ?
C00Q C00F H00H 119.8 . . ?
C00I C00G C00A 120.51(13) . . ?
C00I C00G H00I 119.7 . . ?
C00A C00G H00I 119.7 . . ?
C00F C00H C00E 120.12(13) . . ?
C00F C00H H00J 119.9 . . ?
C00E C00H H00J 119.9 . . ?
C00G C00I C00P 119.48(13) . . ?
C00G C00I H00K 120.3 . . ?
C00P C00I H00K 120.3 . . ?
C00M C00J C00L 120.44(13) . . ?
C00M C00J P001 122.06(11) . . ?
C00L C00J P001 117.20(10) . . ?
C00Q C00K C006 119.89(13) . . ?
C00Q C00K H00L 120.1 . . ?
C006 C00K H00L 120.1 . . ?
C00S C00L C00J 119.72(14) . . ?
C00S C00L H00M 120.1 . . ?
C00J C00L H00M 120.1 . . ?
C00J C00M C00U 119.13(15) . . ?
C00J C00M H00N 120.4 . . ?
C00U C00M H00N 120.4 . . ?
C00C C00N C00O 120.00(13) . . ?
C00C C00N H00O 120.0 . . ?
C00O C00N H00O 120.0 . . ?
C00N C00O C00R 120.36(14) . . ?
C00N C00O H00P 119.8 . . ?
C00R C00O H00P 119.8 . . ?
C00I C00P C00D 120.32(13) . . ?
C00I C00P H00Q 119.8 . . ?
C00D C00P H00Q 119.8 . . ?
C00K C00Q C00F 119.92(13) . . ?
C00K C00Q H00R 120.0 . . ?
C00F C00Q H00R 120.0 . . ?
C00B C00R C00O 120.35(13) . . ?
C00B C00R H00S 119.8 . . ?
C00O C00R H00S 119.8 . . ?
C00T C00S C00L 119.95(16) . . ?
C00T C00S H00T 120.0 . . ?
C00L C00S H00T 120.0 . . ?
C00U C00T C00S 120.38(14) . . ?
C00U C00T H00U 119.8 . . ?
C00S C00T H00U 119.8 . . ?
C00T C00U C00M 120.38(15) . . ?
C00T C00U H00V 119.8 . . ?
C00M C00U H00V 119.8 . . ?
F005 B00V F003 110.64(12) . . ?
F005 B00V F004 110.72(12) . . ?
F003 B00V F004 110.27(12) . . ?
F005 B00V F002 109.08(12) . . ?
F003 B00V F002 108.48(11) . . ?
F004 B00V F002 107.56(11) . . ?
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 C009 1.7901(14) . ?
P001 C006 1.7992(13) . ?
P001 C00J 1.7998(13) . ?
P001 C007 1.8141(13) . ?
F002 B00V 1.4117(17) . ?
F003 B00V 1.3897(17) . ?
F004 B00V 1.3900(18) . ?
F005 B00V 1.3796(18) . ?
C006 C00E 1.3931(19) . ?
C006 C00K 1.3969(19) . ?
C007 C008 1.5132(18) . ?
C007 H00A 0.9900 . ?
C007 H00B 0.9900 . ?
C008 C00D 1.3938(19) . ?
C008 C00A 1.3950(19) . ?
C009 C00C 1.3981(19) . ?
C009 C00B 1.4033(19) . ?
C00A C00G 1.390(2) . ?
C00A H00C 0.9500 . ?
C00B C00R 1.385(2) . ?
C00B H00D 0.9500 . ?
C00C C00N 1.387(2) . ?
C00C H00E 0.9500 . ?
C00D C00P 1.392(2) . ?
C00D H00F 0.9500 . ?
C00E C00H 1.3911(19) . ?
C00E H00G 0.9500 . ?
C00F C00H 1.387(2) . ?
C00F C00Q 1.390(2) . ?
C00F H00H 0.9500 . ?
C00G C00I 1.388(2) . ?
C00G H00I 0.9500 . ?
C00H H00J 0.9500 . ?
C00I C00P 1.390(2) . ?
C00I H00K 0.9500 . ?
C00J C00M 1.393(2) . ?
C00J C00L 1.396(2) . ?
C00K C00Q 1.387(2) . ?
C00K H00L 0.9500 . ?
C00L C00S 1.388(2) . ?
C00L H00M 0.9500 . ?
C00M C00U 1.393(2) . ?
C00M H00N 0.9500 . ?
C00N C00O 1.388(2) . ?
C00N H00O 0.9500 . ?
C00O C00R 1.390(2) . ?
C00O H00P 0.9500 . ?
C00P H00Q 0.9500 . ?
C00Q H00R 0.9500 . ?
C00R H00S 0.9500 . ?
C00S C00T 1.386(3) . ?
C00S H00T 0.9500 . ?
C00T C00U 1.384(3) . ?
C00T H00U 0.9500 . ?
C00U H00V 0.9500 . ?
