Rhodium(iii)-catalyzed dehydrogenative dialkenylation of the monocarba-closo-decaborate cluster by regioselective B-H activation.
Liang, Xuewei; Shen, Yunjun; Zhang, Kang; Liu, Jiyong; Duttwyler, Simon; Chemical communications (Cambridge, England) 54 (2018) 12451–12454; doi:10.1039/c8cc05983g

data_7122347
_publ_section_title
;
 Rhodium(iii)-catalyzed dehydrogenative dialkenylation of the
 monocarba-closo-decaborate cluster by regioselective B-H activation.
;
_journal_issue                   88
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12451
_journal_page_last               12454
_journal_paper_doi               10.1039/c8cc05983g
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C19 H38 B9 N2 Na O6'
_chemical_formula_sum            'C19 H38 B9 N2 Na O6'
_chemical_formula_weight         510.79
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2017-09-30
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-07-10 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.407(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6821(10)
_cell_length_b                   16.6672(16)
_cell_length_c                   16.3779(11)
_cell_measurement_reflns_used    3186
_cell_measurement_temperature    149.9
_cell_measurement_theta_max      29.3067
_cell_measurement_theta_min      2.9160
_cell_volume                     2988.8(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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      149.9
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -43.00   64.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.7808   75.0000   58.0000 107

  2 omega  -44.00   37.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       12.0933  -38.0000  150.0000 81
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0082760000
_diffrn_orient_matrix_UB_12      -0.0350255000
_diffrn_orient_matrix_UB_13      -0.0259869000
_diffrn_orient_matrix_UB_21      0.0611526000
_diffrn_orient_matrix_UB_22      0.0029965000
_diffrn_orient_matrix_UB_23      0.0012433000
_diffrn_orient_matrix_UB_31      0.0196880000
_diffrn_orient_matrix_UB_32      -0.0240111000
_diffrn_orient_matrix_UB_33      0.0381708000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12145
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.342
_diffrn_reflns_theta_min         2.922
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90295
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         5444
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.1276
_refine_ls_R_factor_gt           0.0971
_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^)+(0.1262P)^2^+4.4496P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2546
_refine_ls_wR_factor_ref         0.2820
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3810
_reflns_number_total             5444
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc05983g2.cif
_cod_data_source_block           170929_lxw_0434_1_150k
_cod_depositor_comments
'Adding full bibliography for 7122346--7122349.cif.'
_cod_database_code               7122347
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'c h n o b na'
_shelx_estimated_absorpt_t_max   0.969
_shelx_estimated_absorpt_t_min   0.959
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C14-C15
 1.53 with sigma of 0.02
 C14A-C15
 1.53 with sigma of 0.02
 C14A-O5A
 1.5 with sigma of 0.02
 O5-C14
 1.5 with sigma of 0.02
 B9-H9
 1.1 with sigma of 0.02
 C15-O5
 2.5 with sigma of 0.04
 C15-O5A
 2.5 with sigma of 0.04
 C15-C14A \\sim C15-C14
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C14 \\sim C14A \\sim C15: within 3.8A with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O5A) = Uanis(O5)
4. Others
 Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(O5A)=Sof(C14A)=Sof(H14C)=Sof(H14D)=1-FVAR(1)
 Sof(O5)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3)
5.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C14(H14A,H14B), C14A(H14C,H14D)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C11(H11), C6(H6), C7(H7), C12(H12)
5.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C17(H17A,H17B,H17C), C10(H10A,H10B,H10C), C4(H4A,H4B,H4C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C15(H15A,H15B,H15C), C15(H15D,H15E,
 H15F)
5.e Boron cage BH refined with riding coordinates:
 B4(H4), B6(H6A), B5(H5), B3(H3A), B8(H8), B7(H7A)
;
_shelx_res_checksum              24534
_olex2_submission_special_instructions 'No special instructions were received'