Mechanistic and asymmetric investigations of the Au-catalysed cross-coupling between aryldiazonium salts and arylboronic acids using (P,N) gold complexes.
Tabey, Alexis; Berlande, Murielle; Hermange, Philippe; Fouquet, Eric; Chemical communications (Cambridge, England) 54 (2018) 12867–12870; doi:10.1039/c8cc07530a

data_7122528
_publ_section_title
;
 Mechanistic and asymmetric investigations of the Au-catalysed
 cross-coupling between aryldiazonium salts and arylboronic acids using
 (P,N) gold complexes.
;
_journal_issue                   91
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12867
_journal_page_last               12870
_journal_paper_doi               10.1039/c8cc07530a
_journal_volume                  54
_journal_year                    2018
_chemical_absolute_configuration S
_chemical_formula_moiety         'C26 H28 Au Cl N O P'
_chemical_formula_sum            'C52 H54 Au2 Cl2 N2 O2 P2'
_chemical_formula_weight         1265.74
_chemical_name_systematic
Chloro[(4S)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-5,5-dimethyl-4-(1-methylethyl)-oxazole]gold(I)
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-14 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.4400(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.0336(6)
_cell_length_b                   14.8166(8)
_cell_length_c                   15.2675(8)
_cell_measurement_reflns_used    21474
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      36.632
_cell_measurement_theta_min      1.342
_cell_volume                     2480.2(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker AXS Inc.)'
_computing_data_collection       'APEX2 20133.10-0 (Bruker AXS Inc.)'
_computing_data_reduction        'SAINT v8.34A (Bruker AXS Inc.)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution
'SUPERFLIP(Palatinus & Chapuis, 2007) EDMA(Palatinus et al., 2012)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX Duo'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            67824
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.632
_diffrn_reflns_theta_min         1.342
_diffrn_source                   'microfocus sealed tude'
_exptl_absorpt_coefficient_mu    6.121
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_correction_T_min  0.6465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2012/1 (Bruker AXS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1236
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2-Et2O'
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.070
_refine_diff_density_max         2.019
_refine_diff_density_min         -1.639
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details
;
 Flack x determined using 9664 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0054(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         23091
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0188
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0050P)^2^+0.0800P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0379
_refine_ls_wR_factor_ref         0.0391
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_full    0.973
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                21474
_reflns_number_total             23091
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc07530a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7122528.cif.
;
_cod_database_code               7122528
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.389
_shelx_estimated_absorpt_t_max   0.674
_shelx_res_checksum              23377