#------------------------------------------------------------------------------
#$Date: 2025-08-06 00:57:20 +0300 (Wed, 06 Aug 2025) $
#$Revision: 301588 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/89/7718922.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_7718922
loop_
_publ_author_name
'Chan, Tek Long'
'Zhang, Jie'
'Xie, Zuowei'
_publ_section_title
;
 Carboranyl diphosphenes: synthesis, structure and reactivity.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10946
_journal_page_last               10955
_journal_paper_doi               10.1039/d5dt01239b
_journal_volume                  54
_journal_year                    2025
_chemical_formula_sum            'C15 H29 B10 N'
_chemical_formula_weight         331.49
_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
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2025-06-13 deposited with the CCDC.	2025-06-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.035(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.039(3)
_cell_length_b                   9.720(2)
_cell_length_c                   18.931(4)
_cell_measurement_reflns_used    158
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
_cell_volume                     2026.2(8)
_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_collection       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_reduction        'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18317
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_min         1.849
_exptl_absorpt_coefficient_mu    0.055
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6809
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.087
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0563
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0996P)²+0.7445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1702
_refine_ls_wR_factor_ref         0.1832
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2902
_reflns_number_total             3670
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt01239b2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7718922--7718935.cif.'
_cod_original_cell_volume        2026.4(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7718922
_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.
;
_shelx_estimated_absorpt_t_min   0.973
_shelx_estimated_absorpt_t_max   0.984
_shelxl_version_number           2014/6
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
N1 N 0.21314(13) 0.95115(15) 0.20193(7) 0.0389(4) Uani 1 1 d . . . . .
C1 C 0.27155(15) 1.10488(18) 0.11601(9) 0.0361(4) Uani 1 1 d . . . . .
C2 C 0.12875(17) 1.15941(19) 0.11347(10) 0.0425(5) Uani 1 1 d . . . . .
H2 H 0.0612 1.0984 0.1399 0.051 Uiso 1 1 calc R U . . .
C11 C 0.29401(15) 0.96916(17) 0.15863(9) 0.0355(4) Uani 1 1 d . . . . .
C12 C 0.40246(17) 0.8761(2) 0.14245(10) 0.0430(5) Uani 1 1 d . . . . .
C13 C 0.4246(2) 0.7596(2) 0.19702(13) 0.0579(6) Uani 1 1 d . . . . .
H13A H 0.3521 0.7055 0.1988 0.087 Uiso 1 1 calc R U . . .
H13B H 0.4897 0.7022 0.1834 0.087 Uiso 1 1 calc R U . . .
H13C H 0.4457 0.7985 0.2428 0.087 Uiso 1 1 calc R U . . .
C14 C 0.3731(2) 0.8069(2) 0.06980(12) 0.0573(6) Uani 1 1 d . . . . .
H14A H 0.3587 0.8763 0.0342 0.086 Uiso 1 1 calc R U . . .
H14B H 0.4405 0.7506 0.0583 0.086 Uiso 1 1 calc R U . . .
H14C H 0.3020 0.7506 0.0718 0.086 Uiso 1 1 calc R U . . .
C15 C 0.52319(18) 0.9563(2) 0.14350(12) 0.0570(6) Uani 1 1 d . . . . .
H15A H 0.5151 1.0309 0.1103 0.085 Uiso 1 1 calc R U . . .
H15B H 0.5428 0.9921 0.1902 0.085 Uiso 1 1 calc R U . . .
H15C H 0.5868 0.8958 0.1307 0.085 Uiso 1 1 calc R U . . .
C16 C 0.20013(16) 0.84030(19) 0.24962(9) 0.0394(4) Uani 1 1 d . . . . .
C17 C 0.25213(18) 0.8515(2) 0.31924(10) 0.0486(5) Uani 1 1 d . . . . .
C18 C 0.2375(2) 0.7419(3) 0.36435(12) 0.0608(6) Uani 1 1 d . . . . .
H18A H 0.2728 0.7459 0.4104 0.073 Uiso 1 1 calc R U . . .
C19 C 0.1720(2) 0.6268(3) 0.34278(13) 0.0636(6) Uani 1 1 d . . . . .
H19A H 0.1667 0.5525 0.3733 0.076 Uiso 1 1 calc R U . . .
C20 C 0.1142(2) 0.6221(2) 0.27552(12) 0.0558(6) Uani 1 1 d . . . . .
H20A H 0.0674 0.5458 0.2619 0.067 Uiso 1 1 calc R U . . .
C21 C 0.12483(17) 0.7293(2) 0.22808(11) 0.0452(5) Uani 1 1 d . . . . .
C22 C 0.3241(2) 0.9771(3) 0.34298(12) 0.0698(7) Uani 1 1 d . . . . .
H22A H 0.3242 1.0417 0.3047 0.105 Uiso 1 1 calc R U . . .
H22B H 0.2880 1.0187 0.3824 0.105 Uiso 1 1 calc R U . . .
H22C H 0.4061 0.9507 0.3570 0.105 Uiso 1 1 calc R U . . .
C23 C 0.0591(2) 0.7253(2) 0.15571(13) 0.0619(6) Uani 1 1 d . . . . .
H23A H 0.0768 0.8075 0.1302 0.093 Uiso 1 1 calc R U . . .
H23B H 0.0852 0.6465 0.1303 0.093 Uiso 1 1 calc R U . . .
H23C H -0.0268 0.7195 0.1604 0.093 Uiso 1 1 calc R U . . .
B3 B 0.2346(2) 1.2458(2) 0.16719(13) 0.0499(6) Uani 1 1 d . . . . .
H3 H 0.2400 1.2458 0.2254 0.060 Uiso 1 1 calc R U . . .
B4 B 0.3661(2) 1.2455(2) 0.11856(13) 0.0498(6) Uani 1 1 d . . . . .
H4 H 0.4580 1.2463 0.1452 0.060 Uiso 1 1 calc R U . . .
B5 B 0.3320(2) 1.1529(2) 0.03875(11) 0.0457(5) Uani 1 1 d . . . . .
H5 H 0.4025 1.0939 0.0138 0.055 Uiso 1 1 calc R U . . .
B6 B 0.1788(2) 1.0933(2) 0.03766(11) 0.0441(5) Uani 1 1 d . . . . .
H6 H 0.1488 0.9954 0.0131 0.053 Uiso 1 1 calc R U . . .
B7 B 0.1158(3) 1.3322(2) 0.11603(15) 0.0580(7) Uani 1 1 d . . . . .
H7 H 0.0444 1.3889 0.1415 0.070 Uiso 1 1 calc R U . . .
B8 B 0.2683(3) 1.3910(2) 0.11758(15) 0.0608(7) Uani 1 1 d . . . . .
H8 H 0.2970 1.4880 0.1437 0.073 Uiso 1 1 calc R U . . .
B9 B 0.3290(2) 1.3346(3) 0.03769(14) 0.0579(7) Uani 1 1 d . . . . .
H9 H 0.3974 1.3950 0.0116 0.070 Uiso 1 1 calc R U . . .
B10 B 0.2138(2) 1.2399(3) -0.01200(13) 0.0540(6) Uani 1 1 d . . . . .
H10 H 0.2076 1.2381 -0.0702 0.065 Uiso 1 1 calc R U . . .
B11 B 0.0822(2) 1.2395(2) 0.03650(14) 0.0540(6) Uani 1 1 d . . . . .
H11 H -0.0103 1.2365 0.0107 0.065 Uiso 1 1 calc R U . . .
B12 B 0.1741(2) 1.3890(3) 0.03609(15) 0.0600(7) Uani 1 1 d . . . . .
H12 H 0.1424 1.4841 0.0093 0.072 Uiso 1 1 calc R U . . .
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'
N N 0.0061 0.0033 '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
C11 N1 C16 128.63(15) . . ?
C11 C1 C2 113.68(13) . . ?
C11 C1 B5 127.99(15) . . ?
C2 C1 B5 108.30(14) . . ?
C11 C1 B4 125.80(15) . . ?
C2 C1 B4 108.69(14) . . ?
B5 C1 B4 62.30(13) . . ?
C11 C1 B3 114.38(14) . . ?
C2 C1 B3 60.41(12) . . ?
B5 C1 B3 112.37(15) . . ?
B4 C1 B3 61.63(13) . . ?
C11 C1 B6 116.62(14) . . ?
C2 C1 B6 59.81(11) . . ?
B5 C1 B6 62.17(12) . . ?
B4 C1 B6 113.21(14) . . ?
B3 C1 B6 112.12(15) . . ?
C1 C2 B7 113.53(16) . . ?
C1 C2 B6 62.59(11) . . ?
B7 C2 B6 115.72(16) . . ?
C1 C2 B11 113.61(15) . . ?
B7 C2 B11 63.07(14) . . ?
B6 C2 B11 63.01(13) . . ?
C1 C2 B3 62.17(12) . . ?
B7 C2 B3 63.29(14) . . ?
B6 C2 B3 115.97(15) . . ?
B11 C2 B3 115.90(16) . . ?
N1 C11 C12 129.63(16) . . ?
N1 C11 C1 111.03(15) . . ?
C12 C11 C1 119.31(14) . . ?
C13 C12 C15 105.48(17) . . ?
C13 C12 C14 106.86(17) . . ?
C15 C12 C14 111.00(16) . . ?
C13 C12 C11 112.63(15) . . ?
C15 C12 C11 112.42(16) . . ?
C14 C12 C11 108.31(15) . . ?
C17 C16 C21 121.78(17) . . ?
C17 C16 N1 119.01(17) . . ?
C21 C16 N1 118.86(16) . . ?
C18 C17 C16 117.5(2) . . ?
C18 C17 C22 121.5(2) . . ?
C16 C17 C22 120.99(18) . . ?
C19 C18 C17 121.6(2) . . ?
C18 C19 C20 119.8(2) . . ?
C19 C20 C21 121.1(2) . . ?
C20 C21 C16 117.68(19) . . ?
C20 C21 C23 120.89(19) . . ?
C16 C21 C23 121.42(17) . . ?
C2 B3 C1 57.42(11) . . ?
C2 B3 B8 103.80(17) . . ?
C1 B3 B8 105.59(17) . . ?
C2 B3 B4 103.90(16) . . ?
C1 B3 B4 58.52(12) . . ?
B8 B3 B4 60.66(15) . . ?
C2 B3 B7 57.63(13) . . ?
C1 B3 B7 105.09(16) . . ?
B8 B3 B7 60.30(15) . . ?
B4 B3 B7 108.44(18) . . ?
C1 B4 B3 59.85(12) . . ?
C1 B4 B5 58.74(11) . . ?
B3 B4 B5 108.05(16) . . ?
C1 B4 B8 105.35(16) . . ?
B3 B4 B8 59.02(14) . . ?
B5 B4 B8 107.55(17) . . ?
C1 B4 B9 105.05(16) . . ?
B3 B4 B9 107.34(18) . . ?
B5 B4 B9 59.53(14) . . ?
B8 B4 B9 60.11(15) . . ?
C1 B5 B9 105.90(16) . . ?
C1 B5 B4 58.96(11) . . ?
B9 B5 B4 60.39(14) . . ?
C1 B5 B10 105.98(16) . . ?
B9 B5 B10 60.41(14) . . ?
B4 B5 B10 108.80(17) . . ?
C1 B5 B6 59.77(11) . . ?
B9 B5 B6 107.89(17) . . ?
B4 B5 B6 108.55(15) . . ?
B10 B5 B6 59.34(13) . . ?
C2 B6 C1 57.61(11) . . ?
C2 B6 B10 103.92(16) . . ?
C1 B6 B10 105.26(15) . . ?
C2 B6 B11 58.50(13) . . ?
C1 B6 B11 105.95(15) . . ?
B10 B6 B11 60.05(14) . . ?
C2 B6 B5 103.37(15) . . ?
C1 B6 B5 58.07(11) . . ?
B10 B6 B5 60.12(13) . . ?
B11 B6 B5 107.92(16) . . ?
C2 B7 B11 58.82(13) . . ?
C2 B7 B12 104.39(17) . . ?
B11 B7 B12 60.00(15) . . ?
C2 B7 B8 103.83(17) . . ?
B11 B7 B8 108.64(19) . . ?
B12 B7 B8 60.89(15) . . ?
C2 B7 B3 59.08(12) . . ?
B11 B7 B3 108.90(17) . . ?
B12 B7 B3 108.22(19) . . ?
B8 B7 B3 58.89(14) . . ?
B3 B8 B7 60.80(14) . . ?
B3 B8 B4 60.32(14) . . ?
B7 B8 B4 108.57(17) . . ?
B3 B8 B9 108.28(17) . . ?
B7 B8 B9 107.42(18) . . ?
B4 B8 B9 60.00(14) . . ?
B3 B8 B12 108.64(18) . . ?
B7 B8 B12 59.51(15) . . ?
B4 B8 B12 108.29(18) . . ?
B9 B8 B12 59.88(15) . . ?
B5 B9 B4 60.09(13) . . ?
B5 B9 B10 60.16(14) . . ?
B4 B9 B10 108.36(16) . . ?
B5 B9 B8 107.81(16) . . ?
B4 B9 B8 59.88(14) . . ?
B10 B9 B8 108.01(18) . . ?
B5 B9 B12 108.24(17) . . ?
B4 B9 B12 108.68(18) . . ?
B10 B9 B12 59.85(15) . . ?
B8 B9 B12 60.48(16) . . ?
B6 B10 B11 60.29(13) . . ?
B6 B10 B5 60.54(12) . . ?
B11 B10 B5 108.44(16) . . ?
B6 B10 B12 108.28(17) . . ?
B11 B10 B12 59.83(15) . . ?
B5 B10 B12 107.92(18) . . ?
B6 B10 B9 108.07(16) . . ?
B11 B10 B9 107.95(19) . . ?
B5 B10 B9 59.43(14) . . ?
B12 B10 B9 60.18(15) . . ?
C2 B11 B7 58.11(14) . . ?
C2 B11 B10 103.62(16) . . ?
B7 B11 B10 107.98(18) . . ?
C2 B11 B12 103.91(17) . . ?
B7 B11 B12 60.06(15) . . ?
B10 B11 B12 60.35(15) . . ?
C2 B11 B6 58.50(12) . . ?
B7 B11 B6 107.85(17) . . ?
B10 B11 B6 59.66(13) . . ?
B12 B11 B6 108.19(17) . . ?
B11 B12 B7 59.94(15) . . ?
B11 B12 B10 59.82(15) . . ?
B7 B12 B10 107.46(17) . . ?
B11 B12 B9 107.76(17) . . ?
B7 B12 B9 107.32(18) . . ?
B10 B12 B9 59.96(15) . . ?
B11 B12 B8 107.58(17) . . ?
B7 B12 B8 59.61(15) . . ?
B10 B12 B8 107.44(18) . . ?
B9 B12 B8 59.65(16) . . ?
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
N1 C11 1.266(2) . ?
N1 C16 1.420(2) . ?
C1 C11 1.557(2) . ?
C1 C2 1.661(2) . ?
C1 B5 1.715(3) . ?
C1 B4 1.719(3) . ?
C1 B3 1.743(3) . ?
C1 B6 1.746(3) . ?
C2 B7 1.687(3) . ?
C2 B6 1.700(3) . ?
C2 B11 1.700(3) . ?
C2 B3 1.714(3) . ?
C11 C12 1.548(2) . ?
C12 C13 1.541(3) . ?
C12 C15 1.543(3) . ?
C12 C14 1.545(3) . ?
C16 C17 1.404(3) . ?
C16 C21 1.405(3) . ?
C17 C18 1.382(3) . ?
C17 C22 1.507(3) . ?
C18 C19 1.378(4) . ?
C19 C20 1.384(3) . ?
C20 C21 1.386(3) . ?
C21 C23 1.505(3) . ?
B3 B8 1.750(3) . ?
B3 B4 1.773(4) . ?
B3 B7 1.784(4) . ?
B4 B5 1.776(3) . ?
B4 B8 1.779(4) . ?
B4 B9 1.781(3) . ?
B5 B9 1.766(4) . ?
B5 B10 1.779(3) . ?
B5 B6 1.787(3) . ?
B6 B10 1.765(3) . ?
B6 B11 1.776(3) . ?
B7 B11 1.771(4) . ?
B7 B12 1.774(4) . ?
B7 B8 1.775(4) . ?
B8 B9 1.783(4) . ?
B8 B12 1.798(4) . ?
B9 B10 1.784(4) . ?
B9 B12 1.788(4) . ?
B10 B11 1.772(4) . ?
B10 B12 1.782(4) . ?
B11 B12 1.773(4) . ?
