#------------------------------------------------------------------------------
#$Date: 2019-11-17 10:07:17 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229258 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/63/7046322.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_7046322
loop_
_publ_author_name
'Niu, Haoyu'
'Mangan, Robert J.'
'Protchenko, Andrey V.'
'Phillips, Nicholas'
'Unkrig, Wiebke'
'Friedmann, Christian'
'Kolychev, Eugene L.'
'Tirfoin, Rémi'
'Hicks, Jamie'
'Aldridge, Simon'
_publ_section_title
;
 Experimental and quantum chemical studies of anionic analogues of
 N-heterocyclic carbenes.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7445
_journal_page_last               7455
_journal_paper_doi               10.1039/c8dt01661e
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C52 H72 Au2 B2 N4'
_chemical_formula_sum            'C52 H72 Au2 B2 N4'
_chemical_formula_weight         1168.68
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-04-19 deposited with the CCDC.
2018-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.6380(4)
_cell_length_b                   18.9977(5)
_cell_length_c                   16.7378(4)
_cell_measurement_reflns_used    9504
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      76.0730
_cell_measurement_theta_min      4.4740
_cell_volume                     4972.6(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.5035
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44484
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.512
_diffrn_reflns_theta_min         3.661
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    11.205
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       block
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.506
_refine_diff_density_min         -1.102
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5197
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0250P)²+5.6363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0660
_refine_ls_wR_factor_ref         0.0726
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4057
_reflns_number_total             5197
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt01661e2.cif
_cod_data_source_block           052apjh17
_cod_depositor_comments
'Adding full bibliography for 7046314--7046326.cif.'
_cod_database_code               7046322
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.468
_shelx_estimated_absorpt_t_max   0.730
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'
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
Au1 Au 0.04839(2) 0.44464(2) 0.95707(2) 0.04223(13) Uani 0.5829(11) 1 d . . P A
1
Au1A Au 0.03077(2) 0.47272(2) 0.91884(4) 0.04298(19) Uani 0.4171(11) 1 d . . P
A 2
N1 N -0.07285(16) 0.34049(13) 0.86676(16) 0.0338(6) Uani 1 1 d . . . . .
N2 N -0.14159(16) 0.39647(13) 0.96628(15) 0.0324(5) Uani 1 1 d . . . . .
C1 C -0.00996(19) 0.31664(16) 0.81058(19) 0.0327(6) Uani 1 1 d . . . . .
C2 C 0.0515(2) 0.26803(17) 0.83563(19) 0.0371(7) Uani 1 1 d . . . . .
C3 C 0.1178(2) 0.2509(2) 0.7834(2) 0.0442(8) Uani 1 1 d . . . . .
H3 H 0.1608 0.2187 0.7999 0.053 Uiso 1 1 calc R U . . .
C4 C 0.1217(2) 0.27988(19) 0.7082(2) 0.0465(8) Uani 1 1 d . . . . .
H4 H 0.1675 0.2682 0.6733 0.056 Uiso 1 1 calc R U . . .
C5 C 0.0589(2) 0.32599(19) 0.6835(2) 0.0472(8) Uani 1 1 d . . . . .
H5 H 0.0617 0.3453 0.6312 0.057 Uiso 1 1 calc R U . . .
C6 C -0.0086(2) 0.34487(17) 0.7335(2) 0.0385(7) Uani 1 1 d . . . . .
C7 C -0.0770(3) 0.3960(2) 0.7052(3) 0.0555(10) Uani 1 1 d . . . . .
H7 H -0.1297 0.3863 0.7372 0.067 Uiso 1 1 calc R U . . .
C8 C -0.0503(4) 0.4719(2) 0.7232(4) 0.097(2) Uani 1 1 d . . . . .
H8A H -0.0362 0.4763 0.7801 0.146 Uiso 1 1 calc R U . . .
H8B H -0.0976 0.5038 0.7102 0.146 Uiso 1 1 calc R U . . .
H8C H -0.0002 0.4842 0.6910 0.146 Uiso 1 1 calc R U . . .
C9 C -0.1006(4) 0.3867(4) 0.6176(3) 0.0915(19) Uani 1 1 d . . . . .
H9A H -0.0524 0.4013 0.5840 0.137 Uiso 1 1 calc R U . . .
H9B H -0.1507 0.4157 0.6052 0.137 Uiso 1 1 calc R U . . .
H9C H -0.1139 0.3371 0.6073 0.137 Uiso 1 1 calc R U . . .
C10 C 0.0477(3) 0.2335(2) 0.9179(2) 0.0536(9) Uani 1 1 d . . . . .
H10 H -0.0016 0.2544 0.9477 0.064 Uiso 1 1 calc R U . . .
C11 C 0.1281(4) 0.2468(4) 0.9657(3) 0.0887(17) Uani 1 1 d . . . . .
H11A H 0.1772 0.2265 0.9377 0.133 Uiso 1 1 calc R U . . .
H11B H 0.1226 0.2249 1.0185 0.133 Uiso 1 1 calc R U . . .
H11C H 0.1365 0.2976 0.9720 0.133 Uiso 1 1 calc R U . . .
C12 C 0.0321(4) 0.1548(3) 0.9102(3) 0.0881(17) Uani 1 1 d . . . . .
H12A H -0.0242 0.1466 0.8862 0.132 Uiso 1 1 calc R U . . .
H12B H 0.0340 0.1330 0.9633 0.132 Uiso 1 1 calc R U . . .
H12C H 0.0763 0.1339 0.8762 0.132 Uiso 1 1 calc R U . . .
C13 C -0.1527(2) 0.31039(17) 0.8770(2) 0.0396(7) Uani 1 1 d . . . . .
H13 H -0.1748 0.2721 0.8468 0.048 Uiso 1 1 calc R U . . .
C14 C -0.1943(2) 0.34363(18) 0.9362(2) 0.0422(8) Uani 1 1 d . . . . .
H14 H -0.2503 0.3329 0.9545 0.051 Uiso 1 1 calc R U . . .
C15 C -0.16837(19) 0.44428(16) 1.02750(17) 0.0329(6) Uani 1 1 d . . . . .
C16 C -0.2069(3) 0.5079(2) 1.0051(2) 0.0494(9) Uani 1 1 d . . . . .
C17 C -0.2316(3) 0.5543(2) 1.0665(2) 0.0606(12) Uani 1 1 d . . . . .
H17 H -0.2576 0.5979 1.0526 0.073 Uiso 1 1 calc R U . . .
C18 C -0.2196(2) 0.53886(18) 1.1444(2) 0.0444(8) Uani 1 1 d . . . . .
H18 H -0.2377 0.5709 1.1846 0.053 Uiso 1 1 calc R U . . .
C19 C -0.1812(3) 0.4769(2) 1.1650(2) 0.0525(9) Uani 1 1 d . . . . .
H19 H -0.1723 0.4667 1.2200 0.063 Uiso 1 1 calc R U . . .
C20 C -0.1545(2) 0.42820(18) 1.1077(2) 0.0425(8) Uani 1 1 d . . . . .
C21 C -0.1230(5) 0.3535(6) 1.1307(5) 0.049(2) Uani 0.6 1 d D . P B 1
H21 H -0.1340 0.3210 1.0848 0.059 Uiso 0.6 1 calc R U P B 1
C22 C -0.1632(5) 0.3222(4) 1.2050(5) 0.077(3) Uani 0.6 1 d D . P B 1
H22A H -0.1382 0.2758 1.2155 0.116 Uiso 0.6 1 calc R U P B 1
H22B H -0.2250 0.3174 1.1970 0.116 Uiso 0.6 1 calc R U P B 1
H22C H -0.1524 0.3532 1.2507 0.116 Uiso 0.6 1 calc R U P B 1
C23 C -0.0265(5) 0.3612(5) 1.1411(7) 0.099(3) Uani 0.6 1 d D U P B 1
H23D H -0.0147 0.3903 1.1881 0.149 Uiso 0.6 1 calc R U P B 1
H23E H -0.0022 0.3837 1.0935 0.149 Uiso 0.6 1 calc R U P B 1
H23F H -0.0008 0.3146 1.1483 0.149 Uiso 0.6 1 calc R U P B 1
C24 C -0.2293(3) 0.5241(2) 0.9190(2) 0.0666(13) Uani 1 1 d . . . . .
H24 H -0.1956 0.4916 0.8841 0.080 Uiso 1 1 calc R U . . .
C25 C -0.3240(4) 0.5090(3) 0.9053(3) 0.0859(17) Uani 1 1 d . . . . .
H25A H -0.3355 0.4591 0.9154 0.129 Uiso 1 1 calc R U . . .
H25B H -0.3391 0.5204 0.8499 0.129 Uiso 1 1 calc R U . . .
H25C H -0.3584 0.5378 0.9417 0.129 Uiso 1 1 calc R U . . .
C26 C -0.2084(4) 0.5994(3) 0.8943(3) 0.0782(15) Uani 1 1 d . . . . .
H26A H -0.2240 0.6065 0.8382 0.117 Uiso 1 1 calc R U . . .
H26B H -0.1470 0.6079 0.9011 0.117 Uiso 1 1 calc R U . . .
H26C H -0.2406 0.6323 0.9279 0.117 Uiso 1 1 calc R U . . .
C21A C -0.1032(8) 0.3659(8) 1.1325(7) 0.037(3) Uiso 0.4 1 d D . P B 2
H21A H -0.0691 0.3494 1.0856 0.044 Uiso 0.4 1 calc R U P B 2
C22A C -0.1724(7) 0.3108(7) 1.1506(8) 0.074(3) Uiso 0.4 1 d D . P B 2
H22D H -0.2086 0.3275 1.1945 0.111 Uiso 0.4 1 calc R U P B 2
H22E H -0.1452 0.2663 1.1659 0.111 Uiso 0.4 1 calc R U P B 2
H22F H -0.2076 0.3034 1.1029 0.111 Uiso 0.4 1 calc R U P B 2
C23A C -0.0434(6) 0.3730(6) 1.2038(6) 0.055(2) Uiso 0.4 1 d D . P B 2
H23A H 0.0014 0.4073 1.1915 0.082 Uiso 0.4 1 calc R U P B 2
H23B H -0.0173 0.3273 1.2155 0.082 Uiso 0.4 1 calc R U P B 2
H23C H -0.0760 0.3890 1.2505 0.082 Uiso 0.4 1 calc R U P B 2
B1 B -0.0625(2) 0.3952(2) 0.9245(2) 0.0404(8) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -4.4197 7.2980 '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_3
B1 Au1 Au1 91.25(11) 5_567
B1 Au1A Au1A 88.77(11) 5_567
C13 N1 B1 108.6(3) .
C13 N1 C1 124.7(3) .
B1 N1 C1 126.6(3) .
C14 N2 B1 109.0(3) .
C14 N2 C15 122.9(3) .
B1 N2 C15 128.1(3) .
C6 C1 C2 121.3(3) .
C6 C1 N1 119.7(3) .
C2 C1 N1 118.9(3) .
C3 C2 C1 118.5(3) .
C3 C2 C10 119.7(3) .
C1 C2 C10 121.8(3) .
C4 C3 C2 120.9(3) .
C3 C4 C5 119.8(3) .
C4 C5 C6 121.5(3) .
C5 C6 C1 117.9(3) .
C5 C6 C7 120.6(3) .
C1 C6 C7 121.5(3) .
C9 C7 C6 113.4(4) .
C9 C7 C8 111.4(5) .
C6 C7 C8 110.4(4) .
C11 C10 C12 110.0(4) .
C11 C10 C2 111.9(4) .
C12 C10 C2 110.7(3) .
C14 C13 N1 109.5(3) .
C13 C14 N2 108.6(3) .
C20 C15 C16 120.9(3) .
C20 C15 N2 120.3(3) .
C16 C15 N2 118.7(3) .
C15 C16 C17 117.5(3) .
C15 C16 C24 122.0(3) .
C17 C16 C24 120.2(3) .
C18 C17 C16 122.0(4) .
C17 C18 C19 119.5(3) .
C18 C19 C20 121.9(3) .
C15 C20 C19 118.0(3) .
C15 C20 C21A 121.8(6) .
C19 C20 C21A 119.7(6) .
C15 C20 C21 119.3(4) .
C19 C20 C21 122.0(4) .
C22 C21 C23 110.8(6) .
C22 C21 C20 115.5(7) .
C23 C21 C20 104.7(7) .
C16 C24 C26 113.5(4) .
C16 C24 C25 109.2(4) .
C26 C24 C25 110.1(4) .
C20 C21A C23A 118.6(10) .
C20 C21A C22A 102.6(10) .
C23A C21A C22A 109.8(7) .
N2 B1 N1 104.3(3) .
N2 B1 Au1 126.8(2) .
N1 B1 Au1 127.6(3) .
N2 B1 Au1A 128.5(2) .
N1 B1 Au1A 124.4(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 B1 2.046(4) .
Au1 Au1 2.9630(7) 5_567
Au1A B1 2.074(4) .
Au1A Au1A 3.0630(11) 5_567
N1 C13 1.385(4) .
N1 B1 1.429(4) .
N1 C1 1.434(4) .
N2 C14 1.393(4) .
N2 B1 1.421(5) .
N2 C15 1.432(4) .
C1 C6 1.397(5) .
C1 C2 1.398(5) .
C2 C3 1.395(5) .
C2 C10 1.526(5) .
C3 C4 1.375(5) .
C4 C5 1.379(5) .
C5 C6 1.394(5) .
C6 C7 1.521(5) .
C7 C9 1.522(7) .
C7 C8 1.530(7) .
C10 C11 1.512(6) .
C10 C12 1.521(7) .
C13 C14 1.343(5) .
C15 C20 1.393(5) .
C15 C16 1.401(5) .
C16 C17 1.409(5) .
C16 C24 1.515(5) .
C17 C18 1.351(5) .
C18 C19 1.365(5) .
C19 C20 1.398(5) .
C20 C21A 1.490(15) .
C20 C21 1.551(10) .
C21 C22 1.515(7) .
C21 C23 1.525(7) .
C24 C26 1.526(7) .
C24 C25 1.526(8) .
C21A C23A 1.522(7) .
C21A C22A 1.535(7) .
