Influence of Carbene and Phosphine Ligands on the Catalytic Activity of Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes
Yazdani, Sima; Junor, Glen P.; Peltier, Jesse L.; Gembicky, Milan; Jazzar, Rodolphe; Grotjahn, Douglas B.; Bertrand, Guy; ACS Catalysis  (2020) 5190–; doi:10.1021/acscatal.0c01352

data_4517584
_publ_section_title
;
 Influence of Carbene and Phosphine Ligands on the Catalytic Activity of
 Gold Complexes in the Hydroamination and Hydrohydrazination of Alkynes
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              5190
_journal_paper_doi               10.1021/acscatal.0c01352
_journal_year                    2020
_chemical_formula_moiety         'C38 H47 Au N, B C24 F20'
_chemical_formula_sum            'C62 H47 Au B F20 N'
_chemical_formula_weight         1393.78
_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
_audit_creation_date             2020-02-12
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                78.4450(10)
_cell_angle_beta                 80.9370(10)
_cell_angle_gamma                82.2190(10)
_cell_formula_units_Z            4
_cell_length_a                   15.2805(9)
_cell_length_b                   18.4692(12)
_cell_length_c                   20.3195(13)
_cell_measurement_reflns_used    9760
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.74
_cell_measurement_theta_min      2.26
_cell_volume                     5516.1(6)
_computing_cell_refinement       'SAINT v8.38A (Bruker, 2017)'
_computing_data_collection       'APEX3 v2017.3-0 (Bruker, 2017)'
_computing_data_reduction        'SAINT v8.38A (Bruker, 2017)'
_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      100.15
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 8.258
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            116457
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.385
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.777
_exptl_absorpt_correction_T_max  0.6466
_exptl_absorpt_correction_T_min  0.5305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0801 before and 0.0365 after correction. The Ratio of minimum to maximum transmission is 0.8204. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_description       block
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.369
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1633
_refine_ls_number_reflns         22551
_refine_ls_number_restraints     91
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0202P)^2^+8.3600P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0555
_refine_ls_wR_factor_ref         0.0615
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16837
_reflns_number_total             22551
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            L4AuPhCCPhBArF.cif
_cod_data_source_block           l4auphccphbarf
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               4517584
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.874
_shelx_estimated_absorpt_t_min   0.681
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26'-C33" \\sim C33'-C26'
 with sigma of 0.01
3. Rigid body (RIGU) restrains
 C26, C33A, C34A, C35A, C36A, C37A, C38A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 C33", C38", C37", C36", C35", C34", C26'
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C33A)=Sof(C34A)=Sof(H34A)=Sof(C35A)=Sof(H35A)=Sof(C36A)=Sof(H36A)=
 Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)=1-FVAR(1)
 Sof(C33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=
 Sof(H37)=Sof(C38)=Sof(H38)=FVAR(1)
 Sof(C33")=Sof(C38")=Sof(H38")=Sof(C37")=Sof(H37")=Sof(C36")=Sof(H36")=
 Sof(C35")=Sof(H35")=Sof(C34")=Sof(H34")=1-FVAR(2)
 Sof(C33')=Sof(C34')=Sof(H34')=Sof(C35')=Sof(H35')=Sof(C36')=Sof(H36')=
 Sof(C37')=Sof(H37')=Sof(C38')=Sof(H38')=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C8(H8), C19(H19), C22(H22), C3'(H3'), C8'(H8'), C19'(H19'), C22'(H22')
5.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C4'(H4'A,H4'B), C6'(H6'A,H6'B),
 C7'(H7'A,H7'B)
5.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C17(H17), C28(H28), C29(H29), C30(H30), C31(H31),
 C32(H32), C34A(H34A), C35A(H35A), C36A(H36A), C37A(H37A), C38A(H38A), C34(H34),
  C35(H35), C36(H36), C37(H37), C38(H38), C38"(H38"), C37"(H37"), C36"(H36"),
 C35"(H35"), C34"(H34"), C15'(H15'), C16'(H16'), C17'(H17'), C28'(H28'),
 C29'(H29'), C30'(H30'), C31'(H31'), C32'(H32'), C34'(H34'), C35'(H35'),
 C36'(H36'), C37'(H37'), C38'(H38')
5.d Fitted hexagon refined as free rotating group:
 C33A(C34A,C35A,C36A,C37A,C38A), C33"(C38",C37",C36",C35",C34")
5.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,
 H12C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C24(H24A,
 H24B,H24C), C9'(H9'A,H9'B,H9'C), C10'(H10D,H10E,H10F), C11'(H11D,H11E,H11F),
 C12'(H12D,H12E,H12F), C20'(H20D,H20E,H20F), C21'(H21D,H21E,H21F), C23'(H23D,
 H23E,H23F), C24'(H24D,H24E,H24F)
;
_shelx_res_checksum              90498
_shelx_hkl_checksum              48263
_olex2_submission_special_instructions 'No special instructions were received'