N-Heterocyclic Carbenes: A Door Open to Supramolecular Organometallic Chemistry.
Ibáñez, Susana; Poyatos, Macarena; Peris, Eduardo; Accounts of chemical research  (2020) –; doi:10.1021/acs.accounts.0c00312

data_1558560
_publ_section_title
;
 N-Heterocyclic Carbenes: A Door Open to Supramolecular Organometallic
 Chemistry.
;
_journal_name_full               'Accounts of chemical research'
_journal_paper_doi               10.1021/acs.accounts.0c00312
_journal_year                    2020
_chemical_formula_moiety         'C90 H107 Au2 N5, C21 H12.5 O'
_chemical_formula_sum            'C111 H119.5 Au2 N5 O'
_chemical_formula_weight         1933.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-06-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.165(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.4078(4)
_cell_length_b                   24.1255(7)
_cell_length_c                   14.4330(4)
_cell_measurement_reflns_used    19743
_cell_measurement_temperature    199.95(10)
_cell_measurement_theta_max      29.1330
_cell_measurement_theta_min      2.5290
_cell_volume                     4952.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      199.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.891
_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    -98.00  77.00   0.70   35.00    --  -10.30   0.00-120.00  250
  2  \w    -65.00  43.50   0.70   35.00    --   11.08 -77.00 150.00  155
  3  \w    -20.00   5.20   0.70   35.00    --  -10.30 -99.00-180.00   36
  4  \w    -35.00  63.00   0.70   35.00    --  -10.30  37.00 -30.00  140
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0103430000
_diffrn_orient_matrix_UB_12      0.0129585000
_diffrn_orient_matrix_UB_13      0.0445862000
_diffrn_orient_matrix_UB_21      -0.0122110000
_diffrn_orient_matrix_UB_22      -0.0247206000
_diffrn_orient_matrix_UB_23      0.0217768000
_diffrn_orient_matrix_UB_31      0.0471763000
_diffrn_orient_matrix_UB_32      -0.0092273000
_diffrn_orient_matrix_UB_33      0.0042257000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            58103
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.526
_diffrn_reflns_theta_min         2.212
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.008
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       needle
_exptl_crystal_F_000             1973
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.147
_refine_diff_density_max         0.904
_refine_diff_density_min         -1.466
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.227
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     667
_refine_ls_number_reflns         12578
_refine_ls_number_restraints     654
_refine_ls_restrained_S_all      1.232
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0486
_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^)+(0.0239P)^2^+14.9538P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1092
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11107
_reflns_number_total             12578
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ar0c00312_si_001.cif
_cod_data_source_block           str2019_sq
_cod_original_cell_volume        4952.8(3)
_cod_original_formula_sum        'C111 H119.50 Au2 N5 O'
_cod_database_code               1558560
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C111 H120 N4 O  Au2'
_reflns_odcompleteness_completeness 98.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, All O(H) groups
2. Restrained distances
 C55-C53
 1.47 with sigma of 0.02
 C57-C60
 1.47 with sigma of 0.02
 C60-C63
 1.47 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5) C39A(0.5) H39D(0.5)
 H39E(0.5) H39F(0.5) C40(0.5) H40A(0.5) H40B(0.5) H40C(0.5) C40A(0.5) H40D(0.5)
 H40E(0.5) H40F(0.5) C41(0.5) H41A(0.5) H41B(0.5) H41C(0.5) C41A(0.5) H41D(0.5)
 H41E(0.5) H41F(0.5) O1(0.25) O1A(0.25) H1A(0.25) C66(0.25) H66A(0.25)
 H66B(0.25) C66A(0.25) H66C(0.25) H66D(0.25)
5.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C7(H7A,H7B), C8(H8A,H8B), C66(H66A,H66B), C66A(H66C,
 H66D)
5.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C35(H35), C47(H47), C48(H48), C50(H50), C51(H51), C53(H53),
 C58(H58), C60(H60), C61(H61), C63(H63), C65(H65)
5.c Tetrahedral OH refined with riding coordinates:
 O1A(H1A)
5.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C9(H9A,H9B,H9C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C39(H39A,H39B,H39C), C39A(H39D,H39E,H39F), C40(H40A,H40B,
 H40C), C40A(H40D,H40E,H40F), C41(H41A,H41B,H41C), C41A(H41D,H41E,H41F),
 C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C)
;
_shelx_res_checksum              31249
_shelx_hkl_checksum              29742
_shelx_fab_checksum              83879
_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 1.201
_oxdiff_exptl_absorpt_empirical_full_min 0.895