IPr*BndiNHC – Sterically-Adaptable Benzyl-Linked Dinuclear N-Heterocyclic Carbenes
Halikowska-Tarasek, Katarzyna; Dziuk, Błażej; Szostak, Roman; Szostak, Michal; Bisz, Elwira; Dalton Transactions  (2026) –; doi:10.1039/D6DT00096G

data_7720338
_publ_section_title
;
 IPr*<sup>BndiNHC</sup> - sterically adaptable benzyl-linked dinuclear
 N-heterocyclic carbenes.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6282
_journal_page_last               6293
_journal_paper_doi               10.1039/d6dt00096g
_journal_volume                  55
_journal_year                    2026
_chemical_formula_moiety         'C60 H58 Au2 Br2 N4, 2(C H2 Cl2)'
_chemical_formula_sum            'C60 H58 Au2 Br2 N4'
_chemical_formula_weight         1388.85
_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             2026-02-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2026-02-11 deposited with the CCDC.	2026-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                87.795(2)
_cell_angle_beta                 86.750(2)
_cell_angle_gamma                72.407(2)
_cell_formula_units_Z            2
_cell_length_a                   10.3576(3)
_cell_length_b                   16.0927(5)
_cell_length_c                   17.5750(3)
_cell_measurement_reflns_used    28581
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      75.6130
_cell_measurement_theta_min      2.4920
_cell_volume                     2787.22(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (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 2014/7 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.983
_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   -119.00 -94.00   0.50    0.10    --  -79.25 -66.00-130.15   50
  2  \w   -114.00 -89.00   0.50    0.10    --  -79.25 -77.00   1.11   50
  3  \w   -114.00 -88.00   0.50    0.10    --  -79.25 -77.00  21.92   52
  4  \w   -123.00 -92.00   0.50    0.10    --  -79.25 -44.00 107.64   62
  5  \w   -119.00 -94.00   0.50    0.10    --  -79.25 -36.00 109.90   50
  6  \w   -100.00 -36.00   0.50    0.10    --  -62.83 -15.00 120.00  128
  7  \w    -89.00 -38.00   0.50    0.10    --  -62.83 -15.00   0.00  102
  8  \w   -119.00 -46.00   0.50    0.10    --  -74.78 -15.00 -90.00  146
  9  \w   -105.00 -31.00   0.50    0.10    --  -62.83 -15.00-120.00  148
 10  \w   -107.00 -37.00   0.50    0.10    --  -74.78   0.00-180.00  140
 11  \w    -69.00 -39.00   0.50    0.10    --  -79.25  65.00-163.12   60
 12  \w    -64.00 -39.00   0.50    0.10    --  -79.25  57.00  63.72   50
 13  \w    -68.00 -39.00   0.50    0.10    --  -79.25  61.00  89.74   58
 14  \w    -68.00 -41.00   0.50    0.10    --  -79.25  68.00 167.77   54
 15  \w   -117.00 -81.00   0.50    0.10    --  -79.25 145.00  79.02   72
 16  \w   -116.00 -90.00   0.50    0.10    --  -79.25 139.00  43.34   52
 17  \w   -114.00 -84.00   0.50    0.10    --  -79.25 136.00  12.32   60
 18  \w   -109.00 -62.00   0.50    0.10    --  -79.25 130.00 -11.21   94
 19  \w    -79.00 -43.00   0.50    0.10    --  -79.25 139.00  43.34   72
 20  \w    -62.00 -37.00   0.50    0.10    --  -79.25 135.00  69.11   50
 21  \w   -103.00 -73.00   0.50    0.10    --  -74.78 126.00 150.00   60
 22  \w   -117.00 -75.00   0.50    0.10    --  -79.25 141.00 157.25   84
 23  \w   -113.00 -78.00   0.50    0.10    --  -79.25 135.00  69.11   70
 24  \w    -73.00 -38.00   0.50    0.10    --  -74.78 126.00  30.00   70
 25  \w   -103.00 -77.00   0.50    0.10    --  -74.78 126.00   0.00   52
 26  \w    -91.00 -24.00   0.50    0.10    --  -62.83 126.00 -30.00  134
 27  \w   -107.00 -81.00   0.50    0.10    --  -79.25 127.00-164.71   52
 28  \w   -102.00 -74.00   0.50    0.10    --  -74.78 126.00-150.00   56
 29  \w    -65.00 -40.00   0.50    0.10    --  -79.25 114.00-108.69   50
 30  \w    -84.00 -59.00   0.50    0.10    --  -79.25 102.00 -57.59   50
 31  \w   -106.00 -80.00   0.50    0.10    --  -79.25 125.00 -37.95   52
 32  \w    -76.00 -42.00   0.50    0.10    --  -79.25  98.00-171.26   68
 33  \w    -87.00 -61.00   0.50    0.10    --  -79.25 112.00  -6.62   52
 34  \w    -76.00 -44.00   0.50    0.10    --  -79.25  98.00-129.03   64
 35  \w    -82.00 -55.00   0.50    0.10    --  -79.25 117.00  53.28   54
 36  \w    -65.00 -32.00   0.50    0.10    --  -74.78 126.00 150.00   66
 37  \w    -89.00 -64.00   0.50    0.10    --  -79.25  98.00 142.97   50
 38  \w    100.00 125.00   0.50    0.10    --   80.75  43.00  41.67   50
 39  \w     92.00 125.00   0.50    0.10    --   80.75  20.00 140.54   66
 40  \w     73.00 120.00   0.50    0.10    --   80.75  21.00 114.37   94
 41  \w     81.00 111.00   0.50    0.10    --   80.75  21.00  25.05   60
 42  \w     56.00  95.00   0.50    0.10    --   80.75  10.00  -0.57   78
 43  \w     47.00 120.00   0.50    0.10    --   80.75   8.00  90.99  146
 44  \w     56.00 101.00   0.50    0.10    --   80.75  19.00 -45.31   90
 45  \w     86.00 111.00   0.50    0.10    --   80.75   0.00 -63.61   50
 46  \w     59.00 125.00   0.50    0.10    --   80.75  20.00-114.94  132
 47  \w     50.00  85.00   0.50    0.10    --   80.75  13.00-135.38   70
 48  \w     44.00  70.00   0.50    0.10    --   80.75   0.00 -63.61   52
 49  \w     77.00 116.00   0.50    0.10    --   80.75   0.00  23.91   78
 50  \w     57.00  84.00   0.50    0.10    --   75.43 -95.00 -90.00   54
 51  \w     29.00  86.00   0.50    0.10    --   61.86-126.00-180.00  114
 52  \w     62.00 110.00   0.50    0.10    --   80.75-127.00-131.13   96
 53  \w     38.00  63.00   0.50    0.10    --   75.43-126.00 -60.00   50
 54  \w     38.00  68.00   0.50    0.10    --   61.86-126.00   0.00   60
 55  \w     50.00 105.00   0.50    0.10    --   80.75-120.00 -38.41  110
 56  \w     42.00 109.00   0.50    0.10    --   80.75-127.00  -5.10  134
 57  \w     48.00  74.00   0.50    0.10    --   80.75-125.00 106.80   52
 58  \w     77.00 106.00   0.50    0.10    --   80.75-126.00 103.49   58
 59  \w     43.00  79.00   0.50    0.10    --   80.75 -96.00  21.81   72
 60  \w     48.00 104.00   0.50    0.10    --   80.75-119.00  20.26  112
 61  \w     39.00  70.00   0.50    0.10    --   61.86 -95.00   0.00   62
 62  \w     49.00  94.00   0.50    0.10    --   80.75-111.00 -74.51   90
 63  \w     50.00 101.00   0.50    0.10    --   80.75-114.00-114.82  102
 64  \w     24.00  58.00   0.50    0.10    --   61.86 -95.00 -90.00   68
 65  \w     26.00  52.00   0.50    0.10    --   61.86 -95.00-120.00   52
 66  \w     35.00  65.00   0.50    0.10    --   61.86 -95.00-180.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0067611000
_diffrn_orient_matrix_UB_12      -0.0940360000
_diffrn_orient_matrix_UB_13      -0.0041340000
_diffrn_orient_matrix_UB_21      0.1201741000
_diffrn_orient_matrix_UB_22      -0.0210695000
_diffrn_orient_matrix_UB_23      -0.0592391000
_diffrn_orient_matrix_UB_31      0.0995709000
_diffrn_orient_matrix_UB_32      -0.0283583000
_diffrn_orient_matrix_UB_33      0.0646990000
_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  0.0428
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            53195
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.492
_diffrn_reflns_theta_min         2.881
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.734
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.404
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (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            colourless
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1348
_exptl_crystal_size_max          0.204
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.078
_refine_diff_density_max         2.174
_refine_diff_density_min         -2.740
_refine_diff_density_rms         0.185
_refine_ls_extinction_coef       0.00078(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         11184
_refine_ls_number_restraints     254
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0546
_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^)+(0.1077P)^2^+1.0881P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1575
_refine_ls_wR_factor_ref         0.1635
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9212
_reflns_number_total             11184
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6dt00096g2.cif
_cod_data_source_block           4c
_cod_depositor_comments
'Adding full bibliography for 7720336--7720340.cif.'
_cod_database_code               7720338
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C50 H50 N4 Br2 Au2'
_reflns_odcompleteness_completeness 98.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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
 C15-C14
 1.4 with sigma of 0.02
 C13-C14
 1.35 with sigma of 0.02
 C13-C18
 1.39 with sigma of 0.02
 N1-C1
 1.35 with sigma of 0.02
 C1-N2
 1.35 with sigma of 0.02
3. Restrained planarity
 C13, C14, C15, C16, C17, C18
 with sigma of 0.1
4. Rigid bond restraints
 C13, C14, C15, C16, C17, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C19, C20, C21, C22, C23, C24
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
C1: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
1.7A
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C15)
\\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C19) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
6. Rigid body (RIGU) restrains
 C13, C14, C15, C16, C17, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C19, C20, C21, C22, C23, C24
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7.a Ternary CH refined with riding coordinates:
 C12(H12), C48(H48)
7.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C34(H34A,H34B)
7.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32),
  C42(H42), C44(H44), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54),
 C56(H56), C57(H57), C58(H58), C59(H59), C60(H60)
7.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C46(H46A,H46B,H46C), C47(H47A,
 H47B,H47C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              7678
_shelx_hkl_checksum              63334
_shelx_fab_checksum              93223
_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 2.188
_oxdiff_exptl_absorpt_empirical_full_min 0.681