#------------------------------------------------------------------------------
#$Date: 2024-12-06 18:55:44 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296427 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/26/1572642.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1572642
loop_
_publ_author_name
'León, Félix'
'García-Rodeja, Yago'
'Mallet-Ladeira, Sonia'
'Miqueu, Karinne'
'Szalóki, György'
'Bourissou, Didier'
_publ_section_title
;
 Catechol/o-benzoquinone exchange at gold(iii).
;
_journal_issue                   40
_journal_name_full               'Chemical science'
_journal_page_first              16651
_journal_page_last               16659
_journal_paper_doi               10.1039/d4sc04374j
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C18 H45 Au B9 Cl2 N4 P2, C H Cl3'
_chemical_formula_sum            'C19 H46 Au B9 Cl5 N4 P2'
_chemical_formula_weight         864.05
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      12
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-02-09 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.725(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.4759(13)
_cell_length_b                   17.3049(11)
_cell_length_c                   10.6632(6)
_cell_measurement_reflns_used    9933
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      33.81
_cell_measurement_theta_min      2.70
_cell_volume                     3505.5(4)
_computing_cell_refinement       SAINT
_computing_data_collection       APEX2
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  triumph
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            115453
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.379
_diffrn_reflns_theta_min         3.062
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.689
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_correction_T_min  0.6093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1708
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.797
_refine_diff_density_min         -1.567
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         7561
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0636P)²+6.9456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0
_reflns_number_gt                6445
_reflns_number_total             7561
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc04374j2.cif
_cod_data_source_block           GS0486-1
_cod_depositor_comments
'Adding full bibliography for 1572639--1572645.cif.'
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               1572642
_shelx_shelxl_version_number     2018/3
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.7590(3) 0.2627(2) 0.7680(5) 0.0615(12) Uani 1 1 d . . . . .
H2A H 0.794045 0.237181 0.836997 0.074 Uiso 1 1 calc R U . . .
H2B H 0.752094 0.229884 0.690088 0.074 Uiso 1 1 calc R U . . .
C3 C 0.6912(3) 0.2714(2) 0.8088(6) 0.0697(15) Uani 1 1 d . . . . .
H3A H 0.657587 0.230832 0.769008 0.084 Uiso 1 1 calc R U . . .
H3B H 0.698791 0.26708 0.903458 0.084 Uiso 1 1 calc R U . . .
C4 C 0.8590(2) 0.3510(3) 0.7404(6) 0.0661(14) Uani 1 1 d . . . . .
H4 H 0.866079 0.407681 0.729775 0.079 Uiso 1 1 calc R U . . .
C5 C 0.8799(3) 0.3101(5) 0.6284(6) 0.087(2) Uani 1 1 d . . . . .
H5A H 0.869767 0.25476 0.631949 0.13 Uiso 1 1 calc R U . . .
H5B H 0.930385 0.317432 0.633619 0.13 Uiso 1 1 calc R U . . .
H5C H 0.853141 0.331638 0.547281 0.13 Uiso 1 1 calc R U . . .
C6 C 0.9082(3) 0.3260(6) 0.8680(7) 0.111(3) Uani 1 1 d . . . . .
H6A H 0.886745 0.339584 0.939913 0.166 Uiso 1 1 calc R U . . .
H6B H 0.953574 0.35253 0.87788 0.166 Uiso 1 1 calc R U . . .
H6C H 0.91564 0.270005 0.867137 0.166 Uiso 1 1 calc R U . . .
C7 C 0.5945(2) 0.3740(3) 0.7853(5) 0.0517(9) Uani 1 1 d . . . . .
H7 H 0.583039 0.423901 0.737997 0.062 Uiso 1 1 calc R U . . .
C8 C 0.5919(4) 0.3879(5) 0.9212(6) 0.086(2) Uani 1 1 d . . . . .
H8A H 0.60577 0.340764 0.971302 0.13 Uiso 1 1 calc R U . . .
H8B H 0.543978 0.402381 0.926302 0.13 Uiso 1 1 calc R U . . .
H8C H 0.624399 0.429859 0.956069 0.13 Uiso 1 1 calc R U . . .
C9 C 0.5383(3) 0.3156(4) 0.7256(7) 0.0789(18) Uani 1 1 d . . . . .
H9A H 0.540644 0.306278 0.635992 0.118 Uiso 1 1 calc R U . . .
H9B H 0.491716 0.335893 0.728627 0.118 Uiso 1 1 calc R U . . .
H9C H 0.546362 0.266973 0.77376 0.118 Uiso 1 1 calc R U . . .
C10 C 0.9129(6) 0.5 0.2904(13) 0.106(4) Uani 1 2 d S T P . .
H10 H 0.865974 0.5 0.229136 0.127 Uiso 1 2 calc R U P . .
Au1 Au 0.75971(2) 0.5 0.89128(2) 0.02951(6) Uani 1 2 d S T P . .
Cl1 Cl 0.78877(7) 0.59715(5) 1.04961(9) 0.0556(3) Uani 1 1 d . . . . .
Cl2 Cl 0.9318(3) 0.4144(4) 0.3664(8) 0.319(4) Uani 1 1 d . . . . .
Cl3 Cl 0.9836(4) 0.5 0.2112(12) 0.326(5) Uani 1 2 d S T P . .
P1 P 0.72566(4) 0.40567(4) 0.73876(7) 0.02933(14) Uani 1 1 d . . . . .
N1 N 0.78490(16) 0.33895(17) 0.7406(3) 0.0446(7) Uani 1 1 d . . . . .
N2 N 0.66403(16) 0.34791(15) 0.7661(3) 0.0388(6) Uani 1 1 d . . . . .
C1 C 0.6933(2) 0.4549(2) 0.5880(3) 0.0407(4) Uani 1 1 d . U . . .
B4 B 0.5793(3) 0.5 0.3957(5) 0.0401(11) Uani 1 2 d S T P . .
H4A H 0.520803 0.5 0.384611 0.048 Uiso 1 2 calc R U P . .
B3 B 0.6263(2) 0.4182(3) 0.4819(4) 0.0435(5) Uani 1 1 d . U . . .
H3 H 0.591735 0.378373 0.523368 0.052 Uiso 1 1 calc R U . . .
B5 B 0.6408(2) 0.4469(3) 0.3327(4) 0.0449(5) Uani 1 1 d . U . . .
H5 H 0.622051 0.410428 0.245079 0.054 Uiso 1 1 calc R U . . .
B1 B 0.7575(3) 0.5 0.5286(5) 0.0438(5) Uani 1 2 d S TU P . .
H1 H 0.815219 0.500001 0.573306 0.053 Uiso 1 2 calc R U P . .
B2 B 0.7124(2) 0.4158(3) 0.4511(4) 0.0444(4) Uani 1 1 d . U . . .
H2 H 0.741154 0.360487 0.443787 0.053 Uiso 1 1 calc R U . . .
B6 B 0.7226(3) 0.5 0.3520(6) 0.0448(5) Uani 1 2 d S TU P . .
H6 H 0.755928 0.5 0.278699 0.054 Uiso 1 2 calc R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 C3 109.5(3) . . ?
N1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
N1 C2 H2B 109.8 . . ?
C3 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C2 106.6(4) . . ?
N2 C3 H3A 110.4 . . ?
C2 C3 H3A 110.4 . . ?
N2 C3 H3B 110.4 . . ?
C2 C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
N1 C4 C5 111.8(4) . . ?
N1 C4 C6 112.4(5) . . ?
C5 C4 C6 109.9(4) . . ?
N1 C4 H4 107.5 . . ?
C5 C4 H4 107.5 . . ?
C6 C4 H4 107.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 N2 114.4(4) . . ?
C8 C7 C9 110.0(5) . . ?
N2 C7 C9 109.5(4) . . ?
C8 C7 H7 107.6 . . ?
N2 C7 H7 107.6 . . ?
C9 C7 H7 107.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Cl2 C10 Cl2 122.5(10) 6_565 . ?
Cl2 C10 Cl3 96.8(5) 6_565 . ?
Cl2 C10 Cl3 96.8(5) . . ?
Cl2 C10 H10 112.6 6_565 . ?
Cl2 C10 H10 112.6 . . ?
Cl3 C10 H10 112.6 . . ?
P1 Au1 P1 90.60(4) 6_565 . ?
P1 Au1 Cl1 177.08(4) 6_565 6_565 ?
P1 Au1 Cl1 89.23(3) . 6_565 ?
P1 Au1 Cl1 89.23(3) 6_565 . ?
P1 Au1 Cl1 177.08(4) . . ?
Cl1 Au1 Cl1 90.78(5) 6_565 . ?
N1 P1 N2 96.33(17) . . ?
N1 P1 C1 116.92(18) . . ?
N2 P1 C1 108.69(16) . . ?
N1 P1 Au1 113.70(11) . . ?
N2 P1 Au1 114.62(12) . . ?
C1 P1 Au1 106.55(12) . . ?
C4 N1 C2 120.9(3) . . ?
C4 N1 P1 126.6(3) . . ?
C2 N1 P1 111.5(3) . . ?
C3 N2 C7 120.8(3) . . ?
C3 N2 P1 112.3(3) . . ?
C7 N2 P1 124.5(2) . . ?
C1 C1 B3 112.6(2) 6_565 . ?
C1 C1 B1 62.85(16) 6_565 . ?
B3 C1 B1 116.9(3) . . ?
C1 C1 B2 113.2(2) 6_565 . ?
B3 C1 B2 63.5(3) . . ?
B1 C1 B2 63.5(3) . . ?
C1 C1 P1 118.15(12) 6_565 . ?
B3 C1 P1 119.7(3) . . ?
B1 C1 P1 113.8(3) . . ?
B2 C1 P1 118.1(3) . . ?
B5 B4 B5 63.1(4) . 6_565 ?
B5 B4 B3 106.9(4) . 6_565 ?
B5 B4 B3 58.5(2) 6_565 6_565 ?
B5 B4 B3 58.5(2) . . ?
B5 B4 B3 106.9(4) 6_565 . ?
B3 B4 B3 102.1(4) 6_565 . ?
B5 B4 H4A 136.4 . . ?
B5 B4 H4A 136.4 6_565 . ?
B3 B4 H4A 116.1 6_565 . ?
B3 B4 H4A 116.1 . . ?
C1 B3 B5 104.6(3) . . ?
C1 B3 B2 60.1(2) . . ?
B5 B3 B2 59.4(3) . . ?
C1 B3 B4 106.2(3) . . ?
B5 B3 B4 58.9(3) . . ?
B2 B3 B4 108.3(4) . . ?
C1 B3 H3 114.7 . . ?
B5 B3 H3 140 . . ?
B2 B3 H3 137 . . ?
B4 B3 H3 113.5 . . ?
B2 B5 B3 61.2(3) . . ?
B2 B5 B4 112.8(3) . . ?
B3 B5 B4 62.6(3) . . ?
B2 B5 B6 62.1(3) . . ?
B3 B5 B6 110.8(3) . . ?
B4 B5 B6 110.4(3) . . ?
B2 B5 B5 108.0(2) . 6_565 ?
B3 B5 B5 106.5(2) . 6_565 ?
B4 B5 B5 58.45(19) . 6_565 ?
B6 B5 B5 59.51(18) . 6_565 ?
B2 B5 H5 119.4 . . ?
B3 B5 H5 120.7 . . ?
B4 B5 H5 119.3 . . ?
B6 B5 H5 119.9 . . ?
B5 B5 H5 124.3 6_565 . ?
C1 B1 C1 54.3(3) 6_565 . ?
C1 B1 B2 58.6(2) 6_565 6_565 ?
C1 B1 B2 102.5(4) . 6_565 ?
C1 B1 B2 102.5(4) 6_565 . ?
C1 B1 B2 58.6(2) . . ?
B2 B1 B2 107.7(4) 6_565 . ?
C1 B1 B6 104.0(4) 6_565 . ?
C1 B1 B6 104.0(4) . . ?
B2 B1 B6 60.2(2) 6_565 . ?
B2 B1 B6 60.2(2) . . ?
C1 B1 H1 126.1 6_565 . ?
C1 B1 H1 126.1 . . ?
B2 B1 H1 122.4 6_565 . ?
B2 B1 H1 122.4 . . ?
B6 B1 H1 122.7 . . ?
C1 B2 B5 101.8(3) . . ?
C1 B2 B3 56.4(2) . . ?
B5 B2 B3 59.4(3) . . ?
C1 B2 B1 57.9(3) . . ?
B5 B2 B1 108.2(3) . . ?
B3 B2 B1 106.3(3) . . ?
C1 B2 B6 104.3(3) . . ?
B5 B2 B6 60.6(3) . . ?
B3 B2 B6 108.3(3) . . ?
B1 B2 B6 61.3(3) . . ?
C1 B2 H2 126.9 . . ?
B5 B2 H2 123 . . ?
B3 B2 H2 122.6 . . ?
B1 B2 H2 121.4 . . ?
B6 B2 H2 121.2 . . ?
B5 B6 B5 61.0(4) 6_565 . ?
B5 B6 B2 57.2(2) 6_565 6_565 ?
B5 B6 B2 105.3(4) . 6_565 ?
B5 B6 B2 105.3(4) 6_565 . ?
B5 B6 B2 57.2(2) . . ?
B2 B6 B2 105.0(4) 6_565 . ?
B5 B6 B1 103.4(4) 6_565 . ?
B5 B6 B1 103.4(4) . . ?
B2 B6 B1 58.5(2) 6_565 . ?
B2 B6 B1 58.5(2) . . ?
B5 B6 H6 123.4 6_565 . ?
B5 B6 H6 123.4 . . ?
B2 B6 H6 123.7 6_565 . ?
B2 B6 H6 123.7 . . ?
B1 B6 H6 124.7 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N1 1.465(6) . ?
C2 C3 1.486(8) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
C3 N2 1.461(5) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
C4 N1 1.459(6) . ?
C4 C5 1.520(8) . ?
C4 C6 1.543(8) . ?
C4 H4 1 . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 H6A 0.98 . ?
C6 H6B 0.98 . ?
C6 H6C 0.98 . ?
C7 C8 1.481(8) . ?
C7 N2 1.484(5) . ?
C7 C9 1.523(7) . ?
C7 H7 1 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 Cl2 1.690(8) 6_565 ?
C10 Cl2 1.690(8) . ?
C10 Cl3 1.767(15) . ?
C10 H10 1 . ?
Au1 P1 2.2965(7) 6_565 ?
Au1 P1 2.2966(7) . ?
Au1 Cl1 2.3613(8) 6_565 ?
Au1 Cl1 2.3614(8) . ?
P1 N1 1.629(3) . ?
P1 N2 1.637(3) . ?
P1 C1 1.806(4) . ?
C1 C1 1.561(8) 6_565 ?
C1 B3 1.654(5) . ?
C1 B1 1.710(7) . ?
C1 B2 1.722(6) . ?
B4 B5 1.756(7) . ?
B4 B5 1.756(7) 6_565 ?
B4 B3 1.821(6) 6_565 ?
B4 B3 1.821(6) . ?
B4 H4A 1.12 . ?
B3 B5 1.748(6) . ?
B3 B2 1.778(7) . ?
B3 H3 1.12 . ?
B5 B2 1.747(6) . ?
B5 B6 1.811(7) . ?
B5 B5 1.838(10) 6_565 ?
B5 H5 1.12 . ?
B1 B2 1.805(6) 6_565 ?
B1 B2 1.805(6) . ?
B1 B6 1.856(8) . ?
B1 H1 1.12 . ?
B2 B6 1.837(6) . ?
B2 H2 1.12 . ?
B6 H6 1.12 . ?
