In Situ Formation of N-Heterocyclic Carbene-Bound Single-Molecule Junctions.
Doud, Evan A.; Inkpen, Michael S.; Lovat, Giacomo; Montes, Enrique; Paley, Daniel W.; Steigerwald, Michael L.; Vázquez, Héctor; Venkataraman, Latha; Roy, Xavier; Journal of the American Chemical Society 140 (2018) 8944–8949; doi:10.1021/jacs.8b05184

data_4132631
_publ_section_title
;
 In Situ Formation of N-Heterocyclic Carbene-Bound Single-Molecule
 Junctions.
;
_journal_issue                   28
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8944
_journal_page_last               8949
_journal_paper_doi               10.1021/jacs.8b05184
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C14 H20 Au Cl N2 S'
_chemical_formula_sum            'C14 H20 Au Cl N2 S'
_chemical_formula_weight         480.80
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2018-03-15
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                80.472(4)
_cell_angle_beta                 72.891(5)
_cell_angle_gamma                73.520(4)
_cell_formula_units_Z            2
_cell_length_a                   9.3400(5)
_cell_length_b                   9.4284(5)
_cell_length_c                   9.9843(5)
_cell_measurement_reflns_used    4733
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.6050
_cell_measurement_theta_min      4.9000
_cell_volume                     802.56(8)
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_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      2.00  70.00   1.00    1.00    --   36.45 -99.00-120.00   68
  2  \w     51.00  97.00   1.00    1.00    --  111.00 -77.00  30.00   46
  3  \w     76.00 109.00   1.00    1.00    --  111.00 -94.00   0.00   33
  4  \w     91.00 116.00   1.00    1.00    --  111.00-111.00  30.00   25
  5  \w     84.00 113.00   1.00    1.00    --  111.00-111.00 -60.00   29
  6  \w     64.00  90.00   1.00    1.00    --  111.00 -94.00-120.00   26
  7  \w     58.00  84.00   1.00    1.00    --  111.00 -77.00 -60.00   26
  8  \w     55.00 109.00   1.00    1.00    --  111.00 -94.00 -60.00   54
  9  \w     85.00 115.00   1.00    1.00    --  111.00-111.00-180.00   30
 10  \w     59.00 108.00   1.00    1.00    --  111.00 -94.00-180.00   49
 11  \w     48.00  97.00   1.00    1.00    --  111.00 -45.00-150.00   49
 12  \w     95.00 121.00   1.00    1.00    --  111.00  30.00-150.00   26
 13  \w    100.00 126.00   1.00    1.00    --  111.00  61.00 -90.00   26
 14  \w     91.00 174.00   1.00    1.00    --  111.00  30.00 -90.00   83
 15  \w    149.00 178.00   1.00    1.00    --  111.00  45.00   0.00   29
 16  \w    107.00 157.00   1.00    1.00    --  111.00 111.00   0.00   50
 17  \w    124.00 150.00   1.00    1.00    --  111.00 178.00-120.00   26
 18  \w    110.00 135.00   1.00    1.00    --  111.00 111.00-150.00   25
 19  \w     61.00  96.00   1.00    1.00    --  111.00 178.00-120.00   35
 20  \w     93.00 130.00   1.00    1.00    --  111.00  30.00 150.00   37
 21  \w    146.00 172.00   1.00    1.00    --  111.00  30.00 150.00   26
 22  \w    111.00 137.00   1.00    1.00    --  111.00 -77.00 120.00   26
 23  \w     89.00 114.00   1.00    1.00    --  111.00 -30.00  90.00   25
 24  \w     55.00  81.00   1.00    1.00    --  111.00 -61.00  90.00   26
 25  \w     53.00  80.00   1.00    1.00    --  111.00 -30.00  90.00   27
 26  \w     51.00  77.00   1.00    1.00    --  111.00 -61.00 150.00   26
 27  \w     50.00  75.00   1.00    1.00    --  111.00 -94.00  90.00   25
 28  \w     42.00  73.00   1.00    1.00    --  111.00 -94.00 120.00   31
 29  \w     46.00  93.00   1.00    1.00    --  111.00 -77.00 120.00   47
 30  \w     42.00  75.00   1.00    1.00    --  111.00-111.00  30.00   33
 31  \w     43.00  68.00   1.00    1.00    --  111.00 -94.00   0.00   25
 32  \w     41.00 130.00   1.00    1.00    --  111.00 -30.00 -30.00   89
 33  \w     49.00  91.00   1.00    1.00    --  111.00 -30.00-120.00   42
 34  \w     43.00 149.00   1.00    1.00    --  111.00 -15.00-120.00  106
 35  \w     22.00  75.00   1.00    1.00    --   36.45 -99.00  60.00   53
 36  \w    -59.00  30.00   1.00    1.00    --  -36.45  19.00-180.00   89
 37  \w   -101.00 -15.00   1.00    1.00    --  -36.45 -19.00 -30.00   86
 38  \w   -104.00 -55.00   1.00    1.00    --  -36.45 -57.00-120.00   49
 39  \w   -108.00 -45.00   1.00    1.00    --  -36.45 178.00-150.00   63
 40  \w   -109.00 -78.00   1.00    1.00    --  -36.45 178.00  30.00   31
 41  \w     86.00 130.00   1.00    1.00    --  111.00 178.00 150.00   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1692258000
_diffrn_orient_matrix_UB_12      -0.0828637000
_diffrn_orient_matrix_UB_13      -0.0056441000
_diffrn_orient_matrix_UB_21      0.0071562000
_diffrn_orient_matrix_UB_22      -0.0803206000
_diffrn_orient_matrix_UB_23      -0.1250996000
_diffrn_orient_matrix_UB_31      0.0553975000
_diffrn_orient_matrix_UB_32      0.1262997000
_diffrn_orient_matrix_UB_33      -0.1029224000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6986
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.005
_diffrn_reflns_theta_min         4.653
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    19.868
_exptl_absorpt_correction_T_max  0.758
_exptl_absorpt_correction_T_min  0.355
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.990
_exptl_crystal_description       prism
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.078
_refine_diff_density_max         1.953
_refine_diff_density_min         -3.577
_refine_diff_density_rms         0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         3175
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0406
_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/[\s^2^(Fo^2^)+(0.0573P)^2^+4.7526P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1055
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3058
_reflns_number_total             3175
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b05184_si_002.cif
_cod_data_source_block           ed04091_2_corr
_cod_database_code               4132631
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'H19 C14 N2 S1 Cl1 Au1'
_shelx_estimated_absorpt_t_max   0.306
_shelx_estimated_absorpt_t_min   0.143
_reflns_odcompleteness_completeness 97.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     73.59
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C10(H10a,H10b,H10c), C14(H14a,H14b,H14c), C12(H12a,H12b,
 H12c), C13(H13a,H13b,H13c)
;
_shelx_res_checksum              93662
_shelx_hkl_checksum              18526
_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 2.815
_oxdiff_exptl_absorpt_empirical_full_min 0.640