Stereospecific alkenylation of carboranes: copper-catalyzed access to pyridylcarboranyl alkenes
Li, Ping; Li, Xiang; Wang, Liyan; Wang, Mengmeng; Tu, Deshuang; Yan, Hong; Lu, Jian; Lu, Ju-You; Chemical Science  (2026) –; doi:10.1039/D5SC10093C

data_1576467
_publ_section_title
;
 Stereospecific alkenylation of carboranes: copper-catalyzed access to
 pyridylcarboranyl alkenes.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              7194
_journal_page_last               7202
_journal_paper_doi               10.1039/d5sc10093c
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C13 H20 B10 N S, C13 H19 B10 N S'
_chemical_formula_sum            'C26 H41 B20 N2 S2'
_chemical_formula_weight         661.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-10-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-10-21 deposited with the CCDC.	2026-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.303(19)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.800(4)
_cell_length_b                   12.420(6)
_cell_length_c                   21.506(10)
_cell_measurement_reflns_used    5675
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      2.51
_cell_volume                     1816.3(16)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15459
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.467
_diffrn_reflns_theta_min         1.893
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4058
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1759 before and 0.1007 after correction.
The Ratio of minimum to maximum transmission is 0.5443.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             686
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         8033
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      3.721
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0731
_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/[\s^2^(Fo^2^)+(0.1152P)^2^+0.6004P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1900
_refine_ls_wR_factor_ref         0.2118
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                6200
_reflns_number_total             8033
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc10093c2.cif
_cod_data_source_block           dddd_a
_cod_depositor_comments
'Adding full bibliography for 1576464--1576468.cif.'
_cod_original_cell_volume        1816.4(16)
_cod_database_code               1576467
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Restrained distances
 H003-H00B
 2.1 with sigma of 0.01
 C11-H11
 1 with sigma of 0.002
 C12-H12
 1 with sigma of 0.002
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), C005(H005), C007(H007), C00B(H00B), C00D(H00D), C00J(H00J),
 C10(H10), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00S(H00S), C00U(H00U), C00W(H00W), C00X(H00X)
2.b Boron cage BH refined with riding coordinates:
 B00R(H00R), B00T(H00T), B00V(H00V), B00Y(H00Y), B00Z(H00Z), B010(H010),
 B011(H011), B012(H012), B013(H013), B014(H014), B015(H015), B016(H016),
 B017(H017), B018(H018), B019(H019), B01A(H01A), B01B(H01B), B01C(H01C),
 B01D(H01D), B01E(H01E)
;
_shelx_res_checksum              14940
_olex2_submission_special_instructions 'No special instructions were received'