Highly selective directed arylation reactions via back-to-back dehydrogenative C-H borylation/arylation reactions
Eric C. Keske; Brandon D. Moore; Olena V. Zenkina; Ruiyao Wang; Gabriele Schatte; Cathleen M. Crudden; Chem.Commun. 50 (2014) 9883–; doi:10.1039/C4cc02499K

data_7115494
_publ_section_title
;
 Highly selective directed arylation reactions via back-to-back
 dehydrogenative C-H borylation/arylation reactions
;
_journal_name_full               Chem.Commun.
_journal_page_first              9883
_journal_paper_doi               10.1039/C4cc02499K
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C49.2 H55.8 Cl N4 Rh'
_chemical_formula_weight         841.54
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-04-03 # Formatted by publCIF
;
_cell_angle_alpha                61.6840(10)
_cell_angle_beta                 87.1810(10)
_cell_angle_gamma                79.8940(10)
_cell_formula_units_Z            2
_cell_length_a                   12.5336(10)
_cell_length_b                   13.3530(10)
_cell_length_c                   15.0479(12)
_cell_measurement_reflns_used    1553
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      24.52
_cell_measurement_theta_min      2.30
_cell_volume                     2181.0(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21252
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.490
_exptl_absorpt_correction_T_max  0.9618
_exptl_absorpt_correction_T_min  0.8668
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             882
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.816
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         8484
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0399
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0613P)^2^+1.8000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1134
_reflns_number_gt                7447
_reflns_number_total             8484
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc02499k2.cif
_cod_data_source_block           cc117a
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C49.20 H55.80 Cl N4 Rh'
_cod_database_code               7115494