#------------------------------------------------------------------------------
#$Date: 2021-09-06 12:30:28 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268571 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/86/7128672.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_7128672
loop_
_publ_author_name
'Ge, Yixiu'
'Qiu, Zaozao'
'Xie, Zuowei'
_publ_section_title
;
 Pd-catalyzed selective tetrafunctionalization of
 diiodo-o-carboranes.
;
_journal_issue                   65
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8071
_journal_page_last               8074
_journal_paper_doi               10.1039/d1cc03449a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C42 H40 B10'
_chemical_formula_sum            'C42 H40 B10'
_chemical_formula_weight         652.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-06-21 deposited with the CCDC.	2021-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.064(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.3533(19)
_cell_length_b                   10.5696(12)
_cell_length_c                   19.807(3)
_cell_measurement_reflns_used    3643
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      53.69
_cell_measurement_theta_min      3.91
_cell_volume                     3605.4(8)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      169.98
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_unetI/netI     0.0760
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12268
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.424
_diffrn_reflns_theta_min         3.913
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.302
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1315 before and 0.0873 after correction. The Ratio of minimum to maximum transmission is 0.6140. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_description       plate
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3340
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1518
_refine_ls_R_factor_gt           0.1009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1006P)²+10.6489P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2362
_refine_ls_wR_factor_ref         0.2748
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2062
_reflns_number_total             3340
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc03449a2.cif
_cod_data_source_block           8a
_cod_depositor_comments
'Adding full bibliography for 7128668--7128673.cif.'
_cod_original_cell_volume        3605.4(7)
_cod_database_code               7128672
_shelx_shelxl_version_number     2016/6
_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_max   1.000
_shelx_estimated_absorpt_t_min   0.970
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
2.b Boron cage BH refined with riding coordinates:
 C1(H1), B3(H3A), B4(H4), B5(H5A)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C 0.4779(2) 0.3384(4) 0.28373(19) 0.0480(10) Uani 1 1 d . . . . .
H1 H 0.462399 0.429491 0.307667 0.058 Uiso 1 1 calc R . . . .
C2 C 0.6357(2) 0.3990(4) 0.3273(2) 0.0474(10) Uani 1 1 d . . . . .
C3 C 0.6706(2) 0.3765(4) 0.3903(2) 0.0520(11) Uani 1 1 d . . . . .
H3 H 0.661482 0.294760 0.407605 0.062 Uiso 1 1 calc R . . . .
C4 C 0.7211(2) 0.4586(4) 0.4371(2) 0.0514(11) Uani 1 1 d . . . . .
C5 C 0.7164(3) 0.4494(5) 0.5062(2) 0.0657(13) Uani 1 1 d . . . . .
H5 H 0.684310 0.386037 0.522288 0.079 Uiso 1 1 calc R . . . .
C6 C 0.7574(3) 0.5305(6) 0.5524(3) 0.0728(15) Uani 1 1 d . . . . .
H6 H 0.750760 0.526800 0.599266 0.087 Uiso 1 1 calc R . . . .
C7 C 0.8088(3) 0.6178(5) 0.5295(3) 0.0691(14) Uani 1 1 d . . . . .
H7 H 0.838790 0.671558 0.560930 0.083 Uiso 1 1 calc R . . . .
C8 C 0.8156(3) 0.6258(5) 0.4621(3) 0.0649(13) Uani 1 1 d . . . . .
H8 H 0.850542 0.685343 0.446681 0.078 Uiso 1 1 calc R . . . .
C9 C 0.7720(2) 0.5474(5) 0.4152(2) 0.0571(12) Uani 1 1 d . . . . .
H9 H 0.777130 0.554594 0.368144 0.068 Uiso 1 1 calc R . . . .
C10 C 0.6433(2) 0.5238(4) 0.2921(2) 0.0496(10) Uani 1 1 d . . . . .
C11 C 0.6063(3) 0.6303(5) 0.3128(2) 0.0638(13) Uani 1 1 d . . . . .
H11 H 0.576559 0.624364 0.349829 0.077 Uiso 1 1 calc R . . . .
C12 C 0.6118(3) 0.7466(5) 0.2801(3) 0.0696(14) Uani 1 1 d . . . . .
H12 H 0.586182 0.819092 0.294871 0.083 Uiso 1 1 calc R . . . .
C13 C 0.6550(3) 0.7547(5) 0.2260(3) 0.0646(13) Uani 1 1 d . . . . .
H13 H 0.659527 0.833547 0.203791 0.078 Uiso 1 1 calc R . . . .
C14 C 0.6910(3) 0.6511(5) 0.2045(2) 0.0649(13) Uani 1 1 d . . . . .
H14 H 0.720286 0.657637 0.167180 0.078 Uiso 1 1 calc R . . . .
C15 C 0.6853(3) 0.5352(5) 0.2368(2) 0.0589(12) Uani 1 1 d . . . . .
H15 H 0.710252 0.463038 0.220896 0.071 Uiso 1 1 calc R . . . .
C16 C 0.5097(2) 0.2312(4) 0.4154(2) 0.0491(10) Uani 1 1 d . . . . .
C17 C 0.5470(3) 0.1423(5) 0.4600(2) 0.0572(12) Uani 1 1 d . . . . .
H17 H 0.570071 0.070895 0.441437 0.069 Uiso 1 1 calc R . . . .
C18 C 0.5519(3) 0.1530(5) 0.5290(2) 0.0623(13) Uani 1 1 d . . . . .
H18 H 0.578992 0.090571 0.557140 0.075 Uiso 1 1 calc R . . . .
C19 C 0.5179(3) 0.2534(5) 0.5582(2) 0.0651(14) Uani 1 1 d . . . . .
H19 H 0.521092 0.260991 0.606245 0.078 Uiso 1 1 calc R . . . .
C20 C 0.4788(3) 0.3435(5) 0.5157(2) 0.0581(12) Uani 1 1 d . . . . .
H20 H 0.454618 0.413250 0.534922 0.070 Uiso 1 1 calc R . . . .
C21 C 0.4748(2) 0.3325(4) 0.4463(2) 0.0545(11) Uani 1 1 d . . . . .
H21 H 0.447731 0.395140 0.418373 0.065 Uiso 1 1 calc R . . . .
B1 B 0.5772(3) 0.3002(5) 0.2924(2) 0.0488(11) Uani 1 1 d . . . . .
B2 B 0.5068(3) 0.2163(5) 0.3369(3) 0.0495(12) Uani 1 1 d . . . . .
B3 B 0.4755(3) 0.0803(5) 0.2871(3) 0.0529(12) Uani 1 1 d . . . . .
H3A H 0.459343 -0.009768 0.311631 0.063 Uiso 1 1 calc R . . . .
B4 B 0.4152(3) 0.2154(5) 0.2837(2) 0.0503(12) Uani 1 1 d . . . . .
H4 H 0.359281 0.216412 0.306539 0.060 Uiso 1 1 calc R . . . .
B5 B 0.4256(3) 0.1326(5) 0.2078(3) 0.0526(12) Uani 1 1 d . . . . .
H5A H 0.376827 0.076880 0.179885 0.063 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 0.0148 0.0070 '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 0.0073 0.0030 '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
C1 C1 H1 120.8 2_655 . ?
C1 C1 B1 61.5(3) 2_655 . ?
C1 C1 B1 63.2(3) 2_655 2_655 ?
C1 C1 B2 112.1(3) 2_655 . ?
C1 C1 B4 111.6(3) 2_655 . ?
B1 C1 H1 115.7 2_655 . ?
B1 C1 H1 116.1 . . ?
B1 C1 B1 117.4(3) 2_655 . ?
B2 C1 H1 117.2 . . ?
B2 C1 B1 116.8(4) . 2_655 ?
B2 C1 B1 63.5(3) . . ?
B4 C1 H1 118.2 . . ?
B4 C1 B1 62.3(3) . 2_655 ?
B4 C1 B1 116.4(3) . . ?
B4 C1 B2 63.8(3) . . ?
C3 C2 C10 122.1(4) . . ?
C3 C2 B1 119.3(4) . . ?
C10 C2 B1 118.1(4) . . ?
C2 C3 H3 114.9 . . ?
C2 C3 C4 130.2(4) . . ?
C4 C3 H3 114.9 . . ?
C5 C4 C3 118.5(4) . . ?
C5 C4 C9 118.1(4) . . ?
C9 C4 C3 123.4(4) . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(5) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.4(5) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.8(5) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8(5) . . ?
C9 C8 H8 119.6 . . ?
C4 C9 C8 120.3(4) . . ?
C4 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C2 120.4(4) . . ?
C11 C10 C15 118.0(4) . . ?
C15 C10 C2 121.6(4) . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.2(5) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.5(5) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.7(4) . . ?
C14 C15 H15 119.6 . . ?
C17 C16 C21 115.4(4) . . ?
C17 C16 B2 121.4(4) . . ?
C21 C16 B2 123.3(4) . . ?
C16 C17 H17 118.4 . . ?
C18 C17 C16 123.1(4) . . ?
C18 C17 H17 118.4 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.5(4) . . ?
C20 C19 H19 120.8 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.5(4) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 H21 119.0 . . ?
C20 C21 C16 122.0(4) . . ?
C20 C21 H21 119.0 . . ?
C1 B1 C1 55.4(3) 2_655 . ?
C1 B1 B2 101.8(3) 2_655 . ?
C1 B1 B2 56.7(2) . . ?
C1 B1 B4 102.0(3) . 2_655 ?
C1 B1 B4 57.9(3) 2_655 2_655 ?
C1 B1 B5 102.7(3) 2_655 2_655 ?
C1 B1 B5 101.8(3) . 2_655 ?
C2 B1 C1 117.8(4) . . ?
C2 B1 C1 119.4(4) . 2_655 ?
C2 B1 B2 123.3(4) . . ?
C2 B1 B4 127.1(4) . 2_655 ?
C2 B1 B5 133.4(4) . 2_655 ?
B4 B1 B2 106.9(4) 2_655 . ?
B4 B1 B5 59.8(3) 2_655 2_655 ?
B5 B1 B2 59.7(3) 2_655 . ?
C1 B2 B1 59.7(2) . . ?
C1 B2 B3 102.8(3) . . ?
C1 B2 B4 57.9(3) . . ?
C1 B2 B5 103.3(3) . 2_655 ?
C16 B2 C1 120.8(4) . . ?
C16 B2 B1 119.5(4) . . ?
C16 B2 B3 127.0(4) . . ?
C16 B2 B4 120.3(4) . . ?
C16 B2 B5 127.0(4) . 2_655 ?
B3 B2 B1 107.4(4) . . ?
B3 B2 B4 59.0(3) . . ?
B3 B2 B5 60.2(3) . 2_655 ?
B4 B2 B1 108.4(3) . . ?
B5 B2 B1 58.7(3) 2_655 . ?
B5 B2 B4 107.1(4) 2_655 . ?
B2 B3 H3A 121.3 . . ?
B2 B3 B5 59.9(3) . 2_655 ?
B3 B3 B2 108.1(3) 2_655 . ?
B3 B3 H3A 121.8 2_655 . ?
B3 B3 B5 59.8(3) 2_655 2_655 ?
B4 B3 B2 60.7(3) . . ?
B4 B3 B3 107.9(3) . 2_655 ?
B4 B3 H3A 121.7 . . ?
B4 B3 B5 59.6(3) . . ?
B4 B3 B5 108.1(4) . 2_655 ?
B5 B3 B2 108.5(4) . . ?
B5 B3 B3 60.3(3) . 2_655 ?
B5 B3 H3A 121.6 . . ?
B5 B3 H3A 121.8 2_655 . ?
B5 B3 B5 108.1(4) . 2_655 ?
C1 B4 B1 59.8(3) . 2_655 ?
C1 B4 B2 58.3(3) . . ?
C1 B4 B3 104.0(3) . . ?
C1 B4 H4 125.5 . . ?
C1 B4 B5 104.3(3) . . ?
B1 B4 B2 110.1(3) 2_655 . ?
B1 B4 H4 119.9 2_655 . ?
B2 B4 H4 120.7 . . ?
B3 B4 B1 109.6(3) . 2_655 ?
B3 B4 B2 60.3(3) . . ?
B3 B4 H4 122.0 . . ?
B5 B4 B1 60.1(3) . 2_655 ?
B5 B4 B2 109.1(4) . . ?
B5 B4 B3 60.7(3) . . ?
B5 B4 H4 122.2 . . ?
B1 B5 B2 61.6(3) 2_655 2_655 ?
B1 B5 B3 109.5(4) 2_655 2_655 ?
B1 B5 B3 108.8(4) 2_655 . ?
B1 B5 H5A 120.4 2_655 . ?
B2 B5 B3 59.9(3) 2_655 2_655 ?
B2 B5 H5A 121.1 2_655 . ?
B3 B5 B2 108.2(3) . 2_655 ?
B3 B5 B3 59.9(3) . 2_655 ?
B3 B5 H5A 121.8 . . ?
B3 B5 H5A 121.6 2_655 . ?
B4 B5 B1 60.1(3) . 2_655 ?
B4 B5 B2 108.6(4) . 2_655 ?
B4 B5 B3 107.6(4) . 2_655 ?
B4 B5 B3 59.7(3) . . ?
B4 B5 H5A 122.1 . . ?
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
C1 C1 1.621(8) 2_655 ?
C1 H1 1.1200 . ?
C1 B1 1.758(6) . ?
C1 B1 1.730(6) 2_655 ?
C1 B2 1.702(6) . ?
C1 B4 1.695(6) . ?
C2 C3 1.339(6) . ?
C2 C10 1.506(6) . ?
C2 B1 1.559(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.475(6) . ?
C4 C5 1.385(6) . ?
C4 C9 1.395(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.397(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.356(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.396(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(6) . ?
C10 C15 1.394(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.397(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.355(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(6) . ?
C16 C21 1.407(6) . ?
C16 B2 1.557(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.364(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.375(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.373(6) . ?
C21 H21 0.9500 . ?
B1 B2 1.823(7) . ?
B1 B4 1.771(7) 2_655 ?
B1 B5 1.771(7) 2_655 ?
B2 B3 1.789(7) . ?
B2 B4 1.797(7) . ?
B2 B5 1.789(7) 2_655 ?
B3 B3 1.787(10) 2_655 ?
B3 H3A 1.1200 . ?
B3 B4 1.767(7) . ?
B3 B5 1.786(7) . ?
B3 B5 1.794(7) 2_655 ?
B4 H4 1.1200 . ?
B4 B5 1.766(7) . ?
B5 H5A 1.1200 . ?
