Exploring Au(i) involving halogen bonding with N-heterocyclic carbene Au(i) aryl complexes in crystalline media
Mikherdov, Alexander S.; Jin, Mingoo; Ito, Hajime; Chemical Science 14 (2023) 4485–4494; doi:10.1039/D3SC00373F

data_1568853
_publ_section_title
;
 Exploring Au(i) involving halogen bonding with N-heterocyclic carbene
 Au(i) aryl complexes in crystalline media
;
_journal_issue                   17
_journal_name_full               'Chemical Science'
_journal_page_first              4485
_journal_page_last               4494
_journal_paper_doi               10.1039/D3SC00373F
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C30 H31 Au F2 I N2, C3 F2 I, C H2 Cl2'
_chemical_formula_sum            'C34 H33 Au Cl2 F4 I2 N2'
_chemical_formula_weight         1067.329
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-24
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2022.03.08 svn.r54f81f84 for OlexSys, GUI svn.r6487)
;
_audit_update_record
;
2022-11-11 deposited with the CCDC.	2023-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                74.096(1)
_cell_angle_beta                 80.819(1)
_cell_angle_gamma                78.995(1)
_cell_formula_units_Z            2
_cell_length_a                   10.3331(2)
_cell_length_b                   10.6351(2)
_cell_length_c                   17.2876(3)
_cell_measurement_reflns_used    41404
_cell_measurement_temperature    123
_cell_measurement_theta_max      76.1260
_cell_measurement_theta_min      2.6640
_cell_volume                     1781.87(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9571
_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     30.00  56.00   0.50    0.05    --   49.03  77.00 120.00   52
  2  \w     30.00  56.00   0.50    0.05    --   50.00  78.00 -59.93   52
  3  \w     29.00  55.00   0.50    0.05    --   50.00  80.00 -98.82   52
  4  \w     95.00 121.00   0.50    0.05    --   50.00  78.00 -59.93   52
  5  \w     31.00  68.00   0.50    0.08    --  102.75 -57.00 -30.00   74
  6  \w     32.00  65.00   0.50    0.08    --  102.75 -57.00   0.00   66
  7  \w     31.00  67.00   0.50    0.08    --  102.75 -57.00 -60.00   72
  8  \w     31.00  68.00   0.50    0.08    --  102.75 -57.00-150.00   74
  9  \w    128.00 173.00   0.50    0.08    --  102.75 118.00-104.00   90
 10  \w     81.00 124.00   0.50    0.08    --  102.75 159.00  48.00   86
 11  \w     92.00 120.00   0.50    0.08    --  102.75 118.00-104.00   56
 12  \w     33.00  81.00   0.50    0.05    --   54.00  78.00-158.89   96
 13  \w     41.00  67.00   0.50    0.05    --   62.00  78.00-139.98   52
 14  \w     43.00  69.00   0.50    0.05    --   62.00  77.00 -99.58   52
 15  \w     41.00  91.00   0.50    0.05    --   62.00  78.00 -22.24  100
 16  \w     49.00  78.00   0.50    0.05    --   70.00  77.00 -54.47   58
 17  \w     45.00 102.00   0.50    0.05    --   66.00  79.00  81.14  114
 18  \w     49.00  90.00   0.50    0.05    --   70.00  77.00 114.76   82
 19  \w     33.00  69.00   0.50    0.05    --   54.00  78.00 139.26   72
 20  \w     38.00  63.00   0.50    0.05    --   58.00  76.00  79.74   50
 21  \w     82.00 115.00   0.50    0.08    --  102.75  77.00 -30.00   66
 22  \w     92.00 117.00   0.50    0.05    --   70.00  75.00 -71.61   50
 23  \w     51.00  77.00   0.50    0.05    --   70.00  75.00 -71.61   52
 24  \w     84.00 173.00   0.50    0.08    --  102.75  77.00-180.00  178
 25  \w    139.00 172.00   0.50    0.08    --  102.75  77.00 -30.00   66
 26  \w     43.00  71.00   0.50    0.05    --   62.00  73.00 161.51   56
 27  \w     12.00  37.00   0.50    0.05    --   38.00  89.00-107.52   50
 28  \w     -4.00  21.00   0.50    0.05    --   26.00  96.00-139.67   50
 29  \w    -46.00 -20.00   0.50    0.05    --    2.00 132.00-148.67   52
 30  \w     -5.00  21.00   0.50    0.05    --   22.00  95.00 -45.43   52
 31  \w    -10.00  18.00   0.50    0.05    --   22.00 100.00  24.41   56
 32  \w     11.00  40.00   0.50    0.05    --   38.00  90.00  44.16   58
 33  \w     64.00  89.00   0.50    0.05    --   49.03 159.00  48.00   50
 34  \w     15.00  40.00   0.50    0.05    --   42.00  91.00  63.89   50
 35  \w    -15.00  11.00   0.50    0.05    --   18.00 102.00 113.92   52
 36  \w    -97.00 -72.00   0.50    0.05    --  -49.03 159.00  48.00   50
 37  \w    -64.00 -31.00   0.50    0.08    -- -102.00  57.00  30.00   66
 38  \w    -91.00  -9.00   0.50    0.05    --  -49.03 118.00-104.00  164
 39  \w    -58.00 -33.00   0.50    0.08    -- -102.00  57.00-150.00   50
 40  \w   -109.00 -71.00   0.50    0.08    -- -102.00 118.00-104.00   76
 41  \w   -111.00 -36.00   0.50    0.08    -- -102.00 125.00  30.00  150
 42  \w    -56.00 -31.00   0.50    0.08    -- -102.00 159.00  48.00   50
 43  \w   -110.00 -82.00   0.50    0.08    -- -102.00 159.00  48.00   56
 44  \w     32.00 105.00   0.50    0.08    --  102.75 -99.00 120.00  146
 45  \w     81.00 106.00   0.50    0.08    --  102.75-125.00  90.00   50
 46  \w     32.00  58.00   0.50    0.08    --  102.75-125.00  90.00   52
 47  \w     60.00  85.00   0.50    0.08    --  102.75-159.00  15.00   50
 48  \w     44.00 111.00   0.50    0.08    --  102.75-125.00 -90.00  134
 49  \w     36.00 101.00   0.50    0.08    --  102.75 -99.00-180.00  130
 50  \w     74.00 106.00   0.50    0.08    --  102.75 -99.00 -30.00   64
 51  \w     38.00 106.00   0.50    0.08    --  102.75 -99.00 -60.00  136
 52  \w     58.00  93.00   0.50    0.05    --   49.03-159.00  15.00   70
 53  \w     70.00  95.00   0.50    0.08    --  102.75-118.00 168.00   50
 54  \w     21.00  50.00   0.50    0.05    --   49.03-118.00 168.00   58
 55  \w    -87.00 -61.00   0.50    0.08    --  -82.00 -80.00 158.42   52
 56  \w    -86.00 -60.00   0.50    0.08    --  -82.00 -80.00  83.64   52
 57  \w   -105.00 -64.00   0.50    0.08    --  -86.00 -80.00  40.19   82
 58  \w    -57.00 -32.00   0.50    0.05    --  -54.00 -79.00 -38.26   50
 59  \w   -118.00 -76.00   0.50    0.08    --  -98.00 -79.00  10.28   84
 60  \w   -167.00-127.00   0.50    0.08    --  -98.00 -79.00  10.28   80
 61  \w   -151.00-108.00   0.50    0.08    --  -86.00 -80.00  40.19   86
 62  \w   -106.00 -77.00   0.50    0.08    --  -98.00 -78.00  91.57   58
 63  \w   -168.00-110.00   0.50    0.08    --  -98.00 -78.00  91.57  116
 64  \w   -162.00-118.00   0.50    0.08    --  -94.00 -77.00  22.83   88
 65  \w   -113.00 -73.00   0.50    0.08    --  -94.00 -77.00  22.83   80
 66  \w   -112.00 -69.00   0.50    0.08    --  -90.00 -77.00 -58.19   86
 67  \w   -148.00-123.00   0.50    0.08    --  -90.00 -77.00 -58.19   50
 68  \w   -152.00 -70.00   0.50    0.08    --  -90.00 -76.00 110.67  164
 69  \w   -112.00 -86.00   0.50    0.05    --  -54.00 -77.00  21.56   52
 70  \w    -60.00 -33.00   0.50    0.05    --  -54.00 -77.00  21.56   54
 71  \w    -53.00 -28.00   0.50    0.05    --  -49.03 -77.00 -30.00   50
 72  \w    -87.00 -62.00   0.50    0.08    --  -82.00 -75.00 -34.39   50
 73  \w    -95.00 -70.00   0.50    0.08    --  -90.00 -75.00 -82.55   50
 74  \w    -57.00 -32.00   0.50    0.05    --  -49.03 -77.00-180.00   50
 75  \w    -99.00 -66.00   0.50    0.08    --  -86.00 -74.00-167.63   66
 76  \w   -111.00 -62.00   0.50    0.08    --  -82.00 -74.00-147.18   98
 77  \w   -161.00 -70.00   0.50    0.08    --  -90.00 -75.00-142.07  182
 78  \w   -158.00-107.00   0.50    0.08    --  -86.00 -74.00-167.63  102
 79  \w   -149.00 -70.00   0.50    0.08    --  -90.00 -74.00 -68.16  158
 80  \w    -88.00 -63.00   0.50    0.08    --  -82.00 -73.00 -13.59   50
 81  \w    -97.00 -66.00   0.50    0.08    --  -86.00 -74.00  56.83   62
 82  \w    -86.00 -61.00   0.50    0.08    --  -78.00 -73.00  58.54   50
 83  \w    -91.00 -66.00   0.50    0.08    --  -82.00 -72.00  84.87   50
 84  \w    -87.00 -46.00   0.50    0.05    --  -66.00 -74.00 135.25   82
 85  \w    -84.00 -59.00   0.50    0.08    --  -78.00 -72.00 170.04   50
 86  \w    -94.00 -68.00   0.50    0.08    --  -86.00 -70.00 123.89   52
 87  \w   -160.00 -70.00   0.50    0.08    --  -90.00 -74.00 121.98  180
 88  \w   -155.00-130.00   0.50    0.08    --  -86.00 -70.00 123.89   50
 89  \w    -77.00 -52.00   0.50    0.05    --  -70.00 -70.00  17.96   50
 90  \w    -85.00 -60.00   0.50    0.08    --  -78.00 -71.00   5.38   50
 91  \w   -160.00 -77.00   0.50    0.08    --  -94.00 -69.00  44.37  166
 92  \w   -146.00 -77.00   0.50    0.08    --  -94.00 -69.00 -93.40  138
 93  \w    -85.00 -60.00   0.50    0.08    --  -78.00 -71.00-135.55   50
 94  \w    -89.00 -64.00   0.50    0.08    --  -82.00 -71.00-112.49   50
 95  \w   -118.00 -77.00   0.50    0.08    --  -94.00 -67.00-120.47   82
 96  \w    -79.00 -54.00   0.50    0.05    --  -70.00 -67.00-179.14   50
 97  \w    -98.00 -73.00   0.50    0.08    --  -90.00 -67.00 -37.19   50
 98  \w   -154.00-106.00   0.50    0.08    --  -90.00 -67.00 -37.19   96
 99  \w    -97.00 -71.00   0.50    0.08    --  -86.00 -65.00 130.27   52
100  \w   -105.00 -77.00   0.50    0.08    --  -94.00 -68.00 161.27   56
101  \w   -119.00 -73.00   0.50    0.08    --  -86.00 -61.00 159.88   92
102  \w   -161.00-113.00   0.50    0.08    --  -94.00 -68.00 161.27   96
103  \w   -161.00-135.00   0.50    0.08    -- -102.00-118.00 168.00   52
104  \w   -129.00-104.00   0.50    0.08    -- -102.00-159.00  15.00   50
105  \w   -115.00 -90.00   0.50    0.05    --  -49.03-159.00  15.00   50
106  \w    -85.00 -51.00   0.50    0.05    --  -49.03-159.00  15.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0246247000
_diffrn_orient_matrix_UB_12      -0.1081493000
_diffrn_orient_matrix_UB_13      0.0784392000
_diffrn_orient_matrix_UB_21      0.0434274000
_diffrn_orient_matrix_UB_22      0.0829223000
_diffrn_orient_matrix_UB_23      0.0488718000
_diffrn_orient_matrix_UB_31      -0.1444916000
_diffrn_orient_matrix_UB_32      0.0683584000
_diffrn_orient_matrix_UB_33      0.0125302000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0844
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.9994
_diffrn_reflns_Laue_measured_fraction_max 0.9571
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            54774
_diffrn_reflns_point_group_measured_fraction_full 0.9994
_diffrn_reflns_point_group_measured_fraction_max 0.9571
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         76.37
_diffrn_reflns_theta_min         2.68
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    23.145
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.989
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1009.393
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.5948
_refine_diff_density_min         -3.7073
_refine_diff_density_rms         0.2523
_refine_ls_d_res_high            0.7933
_refine_ls_d_res_low             16.5182
_refine_ls_goodness_of_fit_ref   1.0407
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     421
_refine_ls_number_reflns         7157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0407
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0399
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0761P)^2^+2.3471P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1041
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -12
_reflns_limit_k_max              13
_reflns_limit_k_min              -12
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                6945
_reflns_number_total             7157
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3sc00373f3.cif
_cod_data_source_block           1Ph-14-FIB-DCM_123K
_cod_depositor_comments
'Adding full bibliography for 1568831--1568854.cif.'
_cod_database_code               1568853
_chemical_oxdiff_formula         'Au I Cl F N C H'
_olex2_refinement_description
;
1. Uiso/Uaniso restraints and constraints
I5 \\sim Au1: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
2. Others
 Fixed Sof: H1aa(0.6) H1ab(0.6) H1bc(0.4) H1bd(0.4) Cl2(0.4) Cl3(0.6)
3.a Secondary CH2 refined with riding coordinates:
 C25(H25a,H25b), C24(H24a,H24b), C1(H1aa,H1ab), C1(H1bc,H1bd)
3.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C19(H19), C32(H32), C42(H42), C30(H30), C41(H41), C44(H44),
 C45(H45), C40(H40)
3.c Idealised Me refined as rotating group:
 C38(H38a,H38b,H38c), C35(H35a,H35b,H35c), C39(H39a,H39b,H39c), C34(H34a,H34b,
 H34c), C37(H37a,H37b,H37c), C36(H36a,H36b,H36c)
;
_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 4.167
_oxdiff_exptl_absorpt_empirical_full_min 0.441