On the mercuration, palladation, transmetalation and direct auration of a C^N^C pincer ligand.
McEllin, Alice Jane; Goult, Christopher A.; Whitwood, Adrian C.; Lynam, Jason M.; Bruce, Duncan W.; Dalton transactions (Cambridge, England : 2003) 52 (2023) 872–876; doi:10.1039/d2dt04114f

data_7712106
_publ_section_title
;
 On the mercuration, palladation, transmetalation and direct auration of a
 C^N^C pincer ligand.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              872
_journal_page_last               876
_journal_paper_doi               10.1039/d2dt04114f
_journal_volume                  52
_journal_year                    2023
_chemical_formula_moiety         'C33 H43 Au Cl N O4'
_chemical_formula_sum            'C33 H43 Au Cl N O4'
_chemical_formula_weight         750.10
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-11-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2022-08-05 deposited with the CCDC.	2023-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.3823(14)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.08601(14)
_cell_length_b                   18.3382(2)
_cell_length_c                   30.5993(5)
_cell_measurement_reflns_used    11110
_cell_measurement_temperature    109.95(10)
_cell_measurement_theta_max      32.1150
_cell_measurement_theta_min      3.6850
_cell_volume                     6202.57(15)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      109.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -47.00  44.20   0.30   37.50    --   25.64 -37.00 120.00  304
  2  \w      4.00  73.00   0.30   37.50    --   25.64  57.00 -90.00  230
  3  \w    -93.00 -51.90   0.30   37.50    --  -25.95 -57.00 -90.00  137
  4  \w    -52.00   0.20   0.30   37.50    --  -25.95  77.00   0.00  174
  5  \w    -30.00   3.00   0.30   37.50    --  -25.95 -77.00-120.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0411890000
_diffrn_orient_matrix_UB_12      -0.0096020000
_diffrn_orient_matrix_UB_13      -0.0179475000
_diffrn_orient_matrix_UB_21      0.0486461000
_diffrn_orient_matrix_UB_22      -0.0024495000
_diffrn_orient_matrix_UB_23      -0.0137051000
_diffrn_orient_matrix_UB_31      0.0074316000
_diffrn_orient_matrix_UB_32      -0.0373981000
_diffrn_orient_matrix_UB_33      0.0054917000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            39146
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.081
_diffrn_reflns_theta_min         3.239
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.867
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.192
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_description       needle
_exptl_crystal_F_000             3008
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform and ethyl acetate'
_exptl_crystal_size_max          0.385
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.034
_refine_diff_density_max         2.073
_refine_diff_density_min         -1.402
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     763
_refine_ls_number_reflns         18197
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0307
_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^)+(0.0248P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0676
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15007
_reflns_number_total             18197
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt04114f2.cif
_cod_data_source_block           dwb2032
_cod_depositor_comments
'Adding full bibliography for 7712105--7712107.cif.'
_cod_database_code               7712106
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C33 H43 Au1 Cl1 N1 O4'
_chemical_oxdiff_usercomment     'Alice Jane McEllin AJM195'
_shelx_estimated_absorpt_t_max   0.852
_shelx_estimated_absorpt_t_min   0.256
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C25A-C24A \\sim C25-C24
 with sigma of 0.01
 C58-C57 \\sim C58A-C57A
 with sigma of 0.01
 C56-C55 \\sim C56A-C55
 with sigma of 0.01
 C56-C57 \\sim C56A-C57A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C23) = Uanis(C23A)
Uanis(C25A) = Uanis(C25)
Uanis(C24A) = Uanis(C24)
Uanis(C56A) = Uanis(C56)
4. Others
 Sof(H22C)=Sof(H22D)=Sof(C23A)=Sof(H23C)=Sof(H23D)=Sof(C24A)=Sof(H24C)=
 Sof(H24D)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(C24)=Sof(H24A)=Sof(H24B)=
 Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=FVAR(1)
 Sof(H55C)=Sof(H55D)=Sof(C56A)=Sof(H56C)=Sof(H56D)=Sof(C57A)=Sof(H57C)=
 Sof(H57D)=Sof(C58A)=Sof(H58D)=Sof(H58E)=Sof(H58F)=1-FVAR(2)
 Sof(H55A)=Sof(H55B)=Sof(C56)=Sof(H56A)=Sof(H56B)=Sof(C57)=Sof(H57A)=Sof(H57B)=
 Sof(C58)=Sof(H58A)=Sof(H58B)=Sof(H58C)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C22(H22A,H22B), C22(H22C,
 H22D), C23(H23A,H23B), C23A(H23C,H23D), C24(H24A,H24B), C24A(H24C,H24D),
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C30(H30A,H30B), C31(H31A,H31B),
  C32(H32A,H32B), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C55(H55A,
 H55B), C55(H55C,H55D), C56(H56A,H56B), C56A(H56C,H56D), C57(H57A,H57B),
 C57A(H57C,H57D), C59(H59A,H59B), C60(H60A,H60B), C61(H61A,H61B), C63(H63A,
 H63B), C64(H64A,H64B), C65(H65A,H65B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C15(H15), C16(H16), C35(H35),
 C36(H36), C41(H41), C42(H42), C43(H43), C48(H48), C49(H49)
5.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C25(H25A,H25B,H25C), C25A(H25D,H25E,H25F), C29(H29A,H29B,
 H29C), C33(H33A,H33B,H33C), C54(H54A,H54B,H54C), C58(H58A,H58B,H58C),
 C58A(H58D,H58E,H58F), C62(H62A,H62B,H62C), C66(H66A,H66B,H66C)
;
_shelx_res_checksum              49555
_shelx_hkl_checksum              54418
_olex2_date_sample_data_collection 2020-11-19
_olex2_date_sample_submission    2020-11-16
_olex2_exptl_crystal_mounting_method 'oil on 200 micrometre micromount'
_olex2_submission_original_sample_id AJM195
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.336
_oxdiff_exptl_absorpt_empirical_full_min 0.844