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#$Date: 2025-08-21 01:01:10 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/41/4324161.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_4324161
loop_
_publ_author_name
'Stephen J. Geier'
'Thomas M. Gilbert'
'Douglas W. Stephan'
_publ_section_title
;
 Synthesis and Reactivity of the Phosphinoboranes R2PB(C6F5)2
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              336
_journal_page_last               344
_journal_paper_doi               10.1021/ic102003x
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C24 H22 B F10 P'
_chemical_formula_weight         542.20
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.6870(10)
_cell_angle_beta                 99.036(2)
_cell_angle_gamma                95.566(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4503(13)
_cell_length_b                   10.4530(14)
_cell_length_c                   13.7545(19)
_cell_measurement_reflns_used    5220
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.85
_cell_measurement_theta_min      2.80
_cell_volume                     1238.1(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11849
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.614849
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.861
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4354
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1093P)²+0.6719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1837
_refine_ls_wR_factor_ref         0.2154
_reflns_number_gt                2870
_reflns_number_total             4354
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic102003x_si_002_3.cif
_cod_data_source_block           Cy2PB(C6F5)2
_cod_database_code               4324161
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.02892(12) 0.19487(13) 0.26744(12) 0.0971(5) Uani 1 1 d . . .
B1 B -0.0319(4) 0.3151(4) 0.2141(3) 0.0599(9) Uani 1 1 d . . .
F1 F -0.2041(3) 0.0892(2) 0.01991(19) 0.0971(8) Uani 1 1 d . . .
F2 F -0.4803(3) 0.0822(3) -0.06524(18) 0.0959(7) Uani 1 1 d . . .
F3 F -0.6282(3) 0.2838(3) 0.0305(2) 0.1139(9) Uani 1 1 d . . .
F4 F -0.4948(3) 0.4956(3) 0.2132(2) 0.1225(10) Uani 1 1 d . . .
F5 F -0.2173(2) 0.5038(2) 0.29988(18) 0.0883(7) Uani 1 1 d . . .
F6 F 0.0506(3) 0.3227(2) 0.02643(16) 0.0852(7) Uani 1 1 d . . .
F7 F 0.2150(3) 0.5324(3) 0.0074(2) 0.1046(8) Uani 1 1 d . . .
F8 F 0.3235(3) 0.7676(3) 0.1797(3) 0.1173(9) Uani 1 1 d . . .
F9 F 0.2669(3) 0.7898(2) 0.3711(2) 0.1142(9) Uani 1 1 d . . .
F10 F 0.1072(3) 0.5787(2) 0.39255(17) 0.0937(7) Uani 1 1 d . . .
C1 C -0.1987(3) 0.2982(3) 0.1638(2) 0.0543(7) Uani 1 1 d . . .
C2 C -0.2722(4) 0.1921(3) 0.0706(3) 0.0627(8) Uani 1 1 d . . .
C3 C -0.4152(4) 0.1871(4) 0.0255(3) 0.0673(9) Uani 1 1 d . . .
C4 C -0.4887(4) 0.2889(4) 0.0734(3) 0.0738(10) Uani 1 1 d . . .
C5 C -0.4210(4) 0.3957(4) 0.1656(3) 0.0748(10) Uani 1 1 d . . .
C6 C -0.2795(4) 0.3980(3) 0.2087(3) 0.0620(8) Uani 1 1 d . . .
C7 C 0.0744(3) 0.4406(3) 0.2101(3) 0.0546(7) Uani 1 1 d . . .
C8 C 0.1043(4) 0.4366(3) 0.1144(3) 0.0608(8) Uani 1 1 d . . .
C9 C 0.1873(4) 0.5436(4) 0.1025(3) 0.0704(9) Uani 1 1 d . . .
C10 C 0.2426(4) 0.6625(4) 0.1899(4) 0.0756(10) Uani 1 1 d . . .
C11 C 0.2150(4) 0.6720(4) 0.2860(3) 0.0738(10) Uani 1 1 d . . .
C12 C 0.1329(4) 0.5628(3) 0.2957(3) 0.0630(8) Uani 1 1 d . . .
C13 C 0.2152(4) 0.1955(5) 0.3270(3) 0.0853(12) Uani 1 1 d . . .
H13A H 0.2094 0.1086 0.3395 0.102 Uiso 1 1 calc R . .
C14 C 0.2736(5) 0.3033(5) 0.4347(4) 0.0972(13) Uani 1 1 d . . .
H14A H 0.2106 0.2942 0.4820 0.117 Uiso 1 1 calc R . .
H14B H 0.2729 0.3942 0.4311 0.117 Uiso 1 1 calc R . .
C15 C 0.4264(5) 0.2929(6) 0.4802(3) 0.1023(15) Uani 1 1 d . . .
H15A H 0.4654 0.3757 0.5429 0.123 Uiso 1 1 calc R . .
H15B H 0.4227 0.2143 0.5023 0.123 Uiso 1 1 calc R . .
C16 C 0.5240(5) 0.2769(6) 0.4071(5) 0.1186(18) Uani 1 1 d . . .
H16A H 0.6145 0.2571 0.4382 0.142 Uiso 1 1 calc R . .
H16B H 0.5455 0.3642 0.3980 0.142 Uiso 1 1 calc R . .
C17 C 0.4667(5) 0.1659(6) 0.3010(4) 0.1009(14) Uani 1 1 d . . .
H17A H 0.4643 0.0763 0.3075 0.121 Uiso 1 1 calc R . .
H17B H 0.5315 0.1706 0.2538 0.121 Uiso 1 1 calc R . .
C18 C 0.3148(5) 0.1785(6) 0.2530(4) 0.1049(15) Uani 1 1 d . . .
H18A H 0.3209 0.2575 0.2315 0.126 Uiso 1 1 calc R . .
H18B H 0.2756 0.0962 0.1899 0.126 Uiso 1 1 calc R . .
C19 C -0.1004(5) 0.0589(4) 0.2767(3) 0.0807(11) Uani 1 1 d . . .
H19A H -0.1960 0.0685 0.2428 0.097 Uiso 1 1 calc R . .
C20 C -0.1116(5) 0.0780(4) 0.3879(4) 0.0926(13) Uani 1 1 d . . .
H20A H -0.1396 0.1675 0.4217 0.111 Uiso 1 1 calc R . .
H20B H -0.0170 0.0779 0.4273 0.111 Uiso 1 1 calc R . .
C21 C -0.2209(6) -0.0343(4) 0.3927(4) 0.0997(14) Uani 1 1 d . . .
H21A H -0.2157 -0.0230 0.4664 0.120 Uiso 1 1 calc R . .
H21B H -0.3178 -0.0232 0.3648 0.120 Uiso 1 1 calc R . .
C22 C -0.1965(6) -0.1772(5) 0.3316(4) 0.1056(15) Uani 1 1 d . . .
H22A H -0.1076 -0.1947 0.3671 0.127 Uiso 1 1 calc R . .
H22B H -0.2761 -0.2442 0.3303 0.127 Uiso 1 1 calc R . .
C23 C -0.1859(7) -0.1959(5) 0.2217(4) 0.122(2) Uani 1 1 d . . .
H23A H -0.2811 -0.1962 0.1830 0.146 Uiso 1 1 calc R . .
H23B H -0.1588 -0.2859 0.1881 0.146 Uiso 1 1 calc R . .
C24 C -0.0775(6) -0.0858(4) 0.2121(4) 0.0985(14) Uani 1 1 d . . .
H24A H 0.0204 -0.0979 0.2366 0.118 Uiso 1 1 calc R . .
H24B H -0.0882 -0.0971 0.1381 0.118 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
B1 P1 C13 126.4(2) . . ?
B1 P1 C19 120.87(19) . . ?
C13 P1 C19 112.6(2) . . ?
C1 B1 C7 117.0(3) . . ?
C1 B1 P1 119.9(3) . . ?
C7 B1 P1 123.1(3) . . ?
C6 C1 C2 114.8(3) . . ?
C6 C1 B1 120.3(3) . . ?
C2 C1 B1 124.8(3) . . ?
F1 C2 C3 117.3(3) . . ?
F1 C2 C1 120.0(3) . . ?
C3 C2 C1 122.7(3) . . ?
F2 C3 C4 120.4(3) . . ?
F2 C3 C2 120.0(3) . . ?
C4 C3 C2 119.6(3) . . ?
F3 C4 C3 119.9(4) . . ?
F3 C4 C5 120.2(4) . . ?
C3 C4 C5 119.9(3) . . ?
F4 C5 C4 119.6(3) . . ?
F4 C5 C6 121.0(3) . . ?
C4 C5 C6 119.3(3) . . ?
F5 C6 C5 117.6(3) . . ?
F5 C6 C1 118.8(3) . . ?
C5 C6 C1 123.6(3) . . ?
C8 C7 C12 115.0(3) . . ?
C8 C7 B1 119.8(3) . . ?
C12 C7 B1 125.0(3) . . ?
F6 C8 C9 117.0(3) . . ?
F6 C8 C7 119.3(3) . . ?
C9 C8 C7 123.7(3) . . ?
F7 C9 C10 120.1(3) . . ?
F7 C9 C8 120.9(3) . . ?
C10 C9 C8 119.0(3) . . ?
F8 C10 C11 120.7(4) . . ?
F8 C10 C9 119.7(4) . . ?
C11 C10 C9 119.5(3) . . ?
F9 C11 C10 119.4(3) . . ?
F9 C11 C12 120.4(4) . . ?
C10 C11 C12 120.2(3) . . ?
F10 C12 C11 117.6(3) . . ?
F10 C12 C7 119.8(3) . . ?
C11 C12 C7 122.6(3) . . ?
C18 C13 C14 114.8(4) . . ?
C18 C13 P1 113.5(3) . . ?
C14 C13 P1 116.1(3) . . ?
C13 C14 C15 112.7(4) . . ?
C16 C15 C14 114.0(4) . . ?
C15 C16 C17 114.3(4) . . ?
C16 C17 C18 112.0(4) . . ?
C13 C18 C17 112.7(4) . . ?
C20 C19 C24 113.1(3) . . ?
C20 C19 P1 113.7(3) . . ?
C24 C19 P1 112.6(3) . . ?
C19 C20 C21 112.5(4) . . ?
C22 C21 C20 113.0(4) . . ?
C23 C22 C21 111.7(4) . . ?
C22 C23 C24 114.7(4) . . ?
C19 C24 C23 111.3(4) . . ?
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
P1 B1 1.762(4) . ?
P1 C13 1.820(4) . ?
P1 C19 1.835(4) . ?
B1 C1 1.585(5) . ?
B1 C7 1.596(5) . ?
F1 C2 1.342(4) . ?
F2 C3 1.341(4) . ?
F3 C4 1.345(4) . ?
F4 C5 1.344(4) . ?
F5 C6 1.343(4) . ?
F6 C8 1.346(4) . ?
F7 C9 1.341(4) . ?
F8 C10 1.338(4) . ?
F9 C11 1.346(4) . ?
F10 C12 1.347(4) . ?
C1 C6 1.379(5) . ?
C1 C2 1.386(5) . ?
C2 C3 1.383(5) . ?
C3 C4 1.357(5) . ?
C4 C5 1.367(5) . ?
C5 C6 1.370(5) . ?
C7 C8 1.376(5) . ?
C7 C12 1.386(5) . ?
C8 C9 1.375(5) . ?
C9 C10 1.373(5) . ?
C10 C11 1.359(6) . ?
C11 C12 1.375(5) . ?
C13 C18 1.469(6) . ?
C13 C14 1.488(6) . ?
C14 C15 1.510(6) . ?
C15 C16 1.447(7) . ?
C16 C17 1.484(7) . ?
C17 C18 1.522(6) . ?
C19 C20 1.493(6) . ?
C19 C24 1.517(6) . ?
C20 C21 1.513(6) . ?
C21 C22 1.495(6) . ?
C22 C23 1.475(7) . ?
C23 C24 1.521(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661150
2 PubChem 101573901
