Pd-Catalyzed sequential B(3)-I/B(4)-H bond activation for the synthesis of 3,4-benzo-<i>o</i>-carboranes.
Ge, Yixiu; Zhang, Jie; Qiu, Zaozao; Xie, Zuowei; Dalton transactions (Cambridge, England : 2003) 50 (2021) 1766–1773; doi:10.1039/d0dt03740k

data_7706228
_publ_section_title
;
 Pd-Catalyzed sequential B(3)-I/B(4)-H bond activation for the synthesis
 of 3,4-benzo-<i>o</i>-carboranes.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1766
_journal_page_last               1773
_journal_paper_doi               10.1039/d0dt03740k
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C46 H62 B10'
_chemical_formula_sum            'C46 H62 B10'
_chemical_formula_weight         723.05
_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
_audit_creation_date             2020-10-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-04 deposited with the CCDC.	2020-12-24 downloaded from the CCDC.
;
_cell_angle_alpha                96.100(3)
_cell_angle_beta                 90.510(3)
_cell_angle_gamma                112.747(3)
_cell_formula_units_Z            4
_cell_length_a                   12.911(2)
_cell_length_b                   15.490(3)
_cell_length_c                   26.271(4)
_cell_measurement_reflns_used    2584
_cell_measurement_temperature    200
_cell_measurement_theta_max      21.46
_cell_measurement_theta_min      2.60
_cell_volume                     4810.7(14)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX DUO'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      200.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.1150
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            33880
_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         25.499
_diffrn_reflns_theta_min         1.550
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.053
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6362
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1139 before and 0.0447 after correction. The Ratio of minimum to maximum transmission is 0.8533. The \l/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.998
_exptl_crystal_description       block
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.971
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     1111
_refine_ls_number_reflns         17903
_refine_ls_number_restraints     264
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.1856
_refine_ls_R_factor_gt           0.0831
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1392P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2159
_refine_ls_wR_factor_ref         0.2827
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7534
_reflns_number_total             17903
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt03740k2.cif
_cod_data_source_block           5h
_cod_depositor_comments
'Adding full bibliography for 7706227--7706229.cif.'
_cod_original_cell_volume        4810.8(13)
_cod_database_code               7706228
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.997
_shelx_estimated_absorpt_t_min   0.990
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C23A \\sim C25B \\sim C24B \\sim C25A \\sim C26B \\sim C24A \\sim C26A: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.08
C43A \\sim C44A \\sim C45A \\sim C46A: within 2A with sigma of 0.005 and sigma
for terminal atoms of 0.01
C33 \\sim C36' \\sim C34 \\sim C34' \\sim C35 \\sim C35' \\sim C36: within 1.7A
with sigma of 0.01 and sigma for terminal atoms of 0.08
Uanis(C25B) \\sim Ueq, Uanis(C26B) \\sim Ueq, Uanis(C24B) \\sim Ueq: with sigma
of 0.005 and sigma for terminal atoms of 0.01
Uanis(C26A) \\sim Ueq, Uanis(C25A) \\sim Ueq, Uanis(C24A) \\sim Ueq,
Uanis(C34A) \\sim Ueq, Uanis(C35A) \\sim Ueq, Uanis(C36A) \\sim Ueq, Uanis(C36)
\\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C45A) \\sim Ueq,
Uanis(C44A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C35B) \\sim Ueq, Uanis(C34B) \\sim Ueq, Uanis(C36') \\sim Ueq,
Uanis(C35') \\sim Ueq, Uanis(C34') \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3. Others
 Fixed Sof: C34(0.75) H34G(0.75) H34H(0.75) H34I(0.75) C35(0.75) H35G(0.75)
 H35H(0.75) H35I(0.75) C36(0.75) H36G(0.75) H36H(0.75) H36I(0.75) C24A(0.75)
 H24A(0.75) H24B(0.75) H24C(0.75) C25A(0.75) H25A(0.75) H25B(0.75) H25C(0.75)
 C26A(0.75) H26A(0.75) H26B(0.75) H26C(0.75) C34A(0.75) H34A(0.75) H34B(0.75)
 H34C(0.75) C35A(0.75) H35A(0.75) H35B(0.75) H35C(0.75) C36A(0.75) H36A(0.75)
 H36B(0.75) H36C(0.75) C35B(0.25) H35D(0.25) H35E(0.25) H35F(0.25) C36'(0.25)
 H36J(0.25) H36K(0.25) H36L(0.25) C35'(0.25) H35J(0.25) H35K(0.25) H35L(0.25)
 C36B(0.25) H36D(0.25) H36E(0.25) H36F(0.25) C34'(0.25) H34J(0.25) H34K(0.25)
 H34L(0.25) C34B(0.25) H34D(0.25) H34E(0.25) H34F(0.25) C25B(0.25) H25D(0.25)
 H25E(0.25) H25F(0.25) C24B(0.25) H24D(0.25) H24E(0.25) H24F(0.25) C26B(0.25)
 H26D(0.25) H26E(0.25) H26F(0.25)
4.a Me refined with riding coordinates:
 C34(H34G,H34H,H34I), C35(H35G,H35H,H35I), C36(H36G,H36H,H36I), C34A(H34A,H34B,
 H34C), C35A(H35A,H35B,H35C), C36A(H36A,H36B,H36C), C35B(H35D,H35E,H35F),
 C36'(H36J,H36K,H36L), C35'(H35J,H35K,H35L), C36B(H36D,H36E,H36F), C34'(H34J,
 H34K,H34L), C34B(H34D,H34E,H34F)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C11(H11), C12(H12), C18(H18), C19(H19), C21(H21), C22(H22),
 C28(H28), C29(H29), C31(H31), C32(H32), C38(H38), C39(H39), C41(H41), C42(H42),
  C8A(H8A), C9A(H9A), C11A(H11A), C12A(H12A), C18A(H18A), C19A(H19A),
 C21A(H21A), C22A(H22A), C28A(H28A), C29A(H29A), C31A(H31A), C32A(H32A),
 C38A(H38A), C39A(H39A), C41A(H41A), C42A(H42A)
4.c Idealised Me refined as rotating group:
 C14(H14D,H14E,H14F), C15(H15D,H15E,H15F), C16(H16D,H16E,H16F), C24(H24G,H24H,
 H24I), C25(H25G,H25H,H25I), C26(H26G,H26H,H26I), C44(H44D,H44E,H44F), C45(H45D,
 H45E,H45F), C46(H46D,H46E,H46F), C14A(H14A,H14B,H14C), C15A(H15A,H15B,H15C),
 C16A(H16A,H16B,H16C), C24A(H24A,H24B,H24C), C25A(H25A,H25B,H25C), C26A(H26A,
 H26B,H26C), C44A(H44A,H44B,H44C), C45A(H45A,H45B,H45C), C46A(H46A,H46B,H46C),
 C25B(H25D,H25E,H25F), C24B(H24D,H24E,H24F), C26B(H26D,H26E,H26F)
4.d Boron cage BH refined with riding coordinates:
 C2(H2), C1(H1), B5(H5), B6(H6), B4(H4), B8(H8B), B9(H9B), B10(H10), B11(H11C),
  B12(H12C), C2A(H2A), C1A(H1A), B5A(H5A), B6A(H6A), B4A(H4A), B8A(H8AA),
 B9A(H9AA), B10A(H10A), B11A(H11B), B12A(H12B)
;
_shelx_res_checksum              7030
_shelx_fab_checksum              15797
_olex2_submission_special_instructions 'No special instructions were received'