Chiral N-Heterocyclic Carbene Gold Complexes: Synthesis, Properties, and Application in Asymmetric Catalysis
Banerjee, Dipshikha; Buzas, Andrea K.; Besnard, Céline; Kündig, E. Peter; Organometallics 31 (2012) 8348–; doi:10.1021/om300917m

data_4079660
_publ_section_title
;
 Chiral N-Heterocyclic Carbene Gold Complexes: Synthesis, Properties, and
 Application in Asymmetric Catalysis
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              8348
_journal_paper_doi               10.1021/om300917m
_journal_volume                  31
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C14.5 H19 Au0.5 F3 N1.5 O3 S)'
_chemical_formula_sum            'C29 H38 Au F6 N3 O6 S2'
_chemical_formula_weight         899.71
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-05-30
_audit_creation_method
;
  Olex2 1.1-beta
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 100.0291(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.8311(2)
_cell_length_b                   11.27375(19)
_cell_length_c                   9.36012(12)
_cell_measurement_reflns_used    5852
_cell_measurement_temperature    180.6
_cell_measurement_theta_max      73.2492
_cell_measurement_theta_min      2.6638
_cell_volume                     1748.94(4)
_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
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      180.6
_diffrn_detector_area_resol_mean 10.4679
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
  1 omega  -90.00  -51.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5849 -160.0000   80.0000 39

  2 omega    5.00  122.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5849   77.0000   30.0000 117

  3 omega   11.00  108.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5849   38.0000    0.0000 97

  4 omega   76.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5849   38.0000  150.0000 26

  5 omega  124.00  172.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  111.0000 -180.0000 48

  6 omega   90.00  162.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265   45.0000  -60.0000 72

  7 omega   90.00  135.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265 -160.0000   68.0000 45

  8 omega  103.00  129.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  111.0000   60.0000 26

  9 omega   40.00   74.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  -45.0000  -30.0000 34

 10 omega   57.00  168.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265   15.0000 -120.0000 111

 11 omega   32.00  118.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  -77.0000   90.0000 86

 12 omega -122.00   -1.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5849  -77.0000  120.0000 121

 13 omega -115.00  -21.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5849  160.0000  -68.0000 94

 14 omega    6.00  117.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5849   38.0000  -90.0000 111

 15 omega   29.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265   15.0000  150.0000 149

 16 omega   31.00   77.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  -45.0000  -90.0000 46

 17 omega   31.00   77.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  -45.0000 -150.0000 46

 18 omega   74.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265   77.0000 -120.0000 104

 19 omega   28.00   70.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265  -28.0000  114.0000 42

 20 omega   74.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7265   77.0000    0.0000 104
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0095643000
_diffrn_orient_matrix_UB_12      0.0478737000
_diffrn_orient_matrix_UB_13      -0.1562459000
_diffrn_orient_matrix_UB_21      -0.0915548000
_diffrn_orient_matrix_UB_22      0.0129789000
_diffrn_orient_matrix_UB_23      -0.0049037000
_diffrn_orient_matrix_UB_31      0.0128785000
_diffrn_orient_matrix_UB_32      0.1273456000
_diffrn_orient_matrix_UB_33      0.0591115000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6613
_diffrn_reflns_theta_full        73.39
_diffrn_reflns_theta_max         73.39
_diffrn_reflns_theta_min         4.74
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.698
_exptl_absorpt_correction_T_max  0.399
_exptl_absorpt_correction_T_min  0.168
_exptl_absorpt_correction_type   analytical
_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)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.3433
_exptl_crystal_size_mid          0.1757
_exptl_crystal_size_min          0.1549
_refine_diff_density_max         1.083
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(1)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2947
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0466P)^2^+1.1782P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0663
_reflns_number_gt                2946
_reflns_number_total             2947
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300917m_si_002.cif
_cod_data_source_block           RR19
_cod_database_code               4079660
_chemical_oxdiff_formula         'Au1 N2 S2 C25 F6 O6'
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97