Trapping Carbon Suboxide with a Carbene and Isolation of the Carbene-stabilized Carbon Suboxide Dimer
George, Tanner; Johnson, Erin R.; Masuda, Jason Douglas; Chemical Science  (2025) –; doi:10.1039/D5SC06444A

data_1576002
_publ_section_title
;
 Trapping Carbon Suboxide with a Carbene and Isolation of the
 Carbene-stabilized Carbon Suboxide Dimer
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC06444A
_journal_year                    2025
_chemical_formula_moiety         'C19 H29 Au S2'
_chemical_formula_sum            'C19 H29 Au S2'
_chemical_formula_weight         518.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_block_doi                 10.5517/ccdc.csd.cc1z0wb6
_audit_creation_date             2017-02-01
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_audit_update_record
;
2018-01-19 deposited with the CCDC.	2025-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.6269(15)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   37.2579(5)
_cell_length_b                   9.40520(12)
_cell_length_c                   11.2549(2)
_cell_measurement_reflns_used    20883
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.3020
_cell_measurement_theta_min      4.7730
_cell_volume                     3909.03(10)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9978
_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    -64.00  16.00   1.00    2.58    --  -38.50  57.00 -90.00   80
  2  \w    -80.00  -5.00   1.00    2.58    --  -38.50 -19.00  60.00   75
  3  \w    -65.00  33.00   1.00    2.58    --  -38.50  77.00  30.00   98
  4  \w    -59.00  31.00   1.00    2.58    --  -38.50  38.00-180.00   90
  5  \w     55.00 120.00   1.00    2.58    --   42.95-178.00  30.00   65
  6  \w     13.00  77.00   1.00    2.58    --   42.95  77.00-150.00   64
  7  \w     74.00 106.00   1.00    2.58    --   42.95  77.00   0.00   32
  8  \w     14.00  63.00   1.00    2.58    --   42.95  77.00 -90.00   49
  9  \w     14.00  46.00   1.00    2.58    --   42.95  77.00   0.00   32
 10  \w     21.00  46.00   1.00    2.58    --   42.95  77.00 -60.00   25
 11  \w     18.00 101.00   1.00    2.58    --   42.95  57.00   0.00   83
 12  \w     13.00  75.00   1.00    2.58    --   42.95  77.00  60.00   62
 13  \w     13.00 111.00   1.00    2.58    --   42.95  77.00 150.00   98
 14  \w     91.00 126.00   1.00    2.58    --   42.95 178.00-120.00   35
 15  \w     59.00  87.00   1.00    2.58    --   42.95  77.00 -60.00   28
 16  \w     18.00  91.00   1.00    2.58    --   42.95  57.00 120.00   73
 17  \w     22.00  85.00   1.00    2.58    --   42.95  38.00 -60.00   63
 18  \w     85.00 115.00   1.00   10.30    --  111.00  61.00  90.00   30
 19  \w     76.00 129.00   1.00   10.30    --  111.00 -61.00 150.00   53
 20  \w     82.00 109.00   1.00   10.30    --  111.00  74.00 176.17   27
 21  \w     84.00 156.00   1.00   10.30    --  111.00  65.00  96.83   72
 22  \w     85.00 112.00   1.00   10.30    --  111.00  61.00 -90.00   27
 23  \w     41.00 122.00   1.00   10.30    --  111.00-125.00 120.00   81
 24  \w     83.00 178.00   1.00   10.30    --  111.00  69.00 154.70   95
 25  \w    123.00 163.00   1.00   10.30    --  111.00  61.00 -90.00   40
 26  \w     46.00  74.00   1.00   10.30    --  111.00 -61.00 150.00   28
 27  \w     82.00 109.00   1.00   10.30    --  111.00  73.00 -34.58   27
 28  \w     81.00 151.00   1.00   10.30    --  111.00  77.00-150.00   70
 29  \w     82.00 109.00   1.00   10.30    --  111.00  71.00 117.78   27
 30  \w    140.00 175.00   1.00   10.30    --  111.00  61.00  30.00   35
 31  \w     85.00 112.00   1.00   10.30    --  111.00  61.00  30.00   27
 32  \w     86.00 152.00   1.00   10.30    --  111.00  55.00 -73.27   66
 33  \w     89.00 174.00   1.00   10.30    --  111.00  45.00  60.00   85
 34  \w     81.00 108.00   1.00   10.30    --  111.00  77.00-120.00   27
 35  \w     84.00 134.00   1.00   10.30    --  111.00  66.00 -37.86   50
 36  \w     81.00 107.00   1.00   10.30    --  111.00  75.00 -67.03   26
 37  \w     85.00 111.00   1.00   10.30    --  111.00  61.00 150.00   26
 38  \w     32.00 109.00   1.00   10.30    --  111.00 -94.00 150.00   77
 39  \w     85.00 176.00   1.00   10.30    --  111.00  61.00 120.00   91
 40  \w     85.00 112.00   1.00   10.30    --  111.00  61.00-120.00   27
 41  \w    109.00 177.00   1.00   10.30    --  111.00  77.00   0.00   68
 42  \w     85.00 111.00   1.00   10.30    --  111.00  61.00   0.00   26
 43  \w     81.00 109.00   1.00   10.30    --  111.00  77.00  90.00   28
 44  \w     81.00 172.00   1.00   10.30    --  111.00  77.00 -60.00   91
 45  \w     81.00 178.00   1.00   10.30    --  111.00  77.00 -30.00   97
 46  \w     81.00 108.00   1.00   10.30    --  111.00  77.00  60.00   27
 47  \w     81.00 108.00   1.00   10.30    --  111.00  77.00 120.00   27
 48  \w    153.00 178.00   1.00   10.30    --  111.00  77.00 120.00   25
 49  \w     31.00  88.00   1.00   10.30    --  111.00 -94.00 -60.00   57
 50  \w     81.00 114.00   1.00   10.30    --  111.00  77.00-180.00   33
 51  \w    117.00 178.00   1.00   10.30    --  111.00  77.00-180.00   61
 52  \w     85.00 118.00   1.00   10.30    --  111.00  61.00-150.00   33
 53  \w     84.00 122.00   1.00   10.30    --  111.00-125.00 -60.00   38
 54  \w     83.00 110.00   1.00   10.30    --  111.00  68.00 -80.30   27
 55  \w     81.00 108.00   1.00   10.30    --  111.00  77.00   0.00   27
 56  \w    115.00 141.00   1.00   10.30    --  111.00 -77.00   0.00   26
 57  \w     85.00 112.00   1.00   10.30    --  111.00  61.00-180.00   27
 58  \w     32.00 108.00   1.00   10.30    --  111.00 -94.00 -30.00   76
 59  \w     41.00  92.00   1.00   10.30    --  111.00 -77.00   0.00   51
 60  \w     83.00 110.00   1.00   10.30    --  111.00  70.00  56.97   27
 61  \w     84.00 167.00   1.00   10.30    --  111.00  65.00 -66.73   83
 62  \w     81.00 176.00   1.00   10.30    --  111.00  76.00-126.80   95
 63  \w     83.00 110.00   1.00   10.30    --  111.00  69.00  44.42   27
;
_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      0.0354470000
_diffrn_orient_matrix_UB_12      0.0578959000
_diffrn_orient_matrix_UB_13      0.0690949000
_diffrn_orient_matrix_UB_21      0.0068928000
_diffrn_orient_matrix_UB_22      -0.1446293000
_diffrn_orient_matrix_UB_23      0.0632097000
_diffrn_orient_matrix_UB_31      0.0208685000
_diffrn_orient_matrix_UB_32      -0.0506528000
_diffrn_orient_matrix_UB_33      -0.1015474000
_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  0.0406
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            36172
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.547
_diffrn_reflns_theta_min         4.790
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    16.079
_exptl_absorpt_correction_T_max  0.625
_exptl_absorpt_correction_T_min  0.095
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (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            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_description       needle
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.165
_exptl_crystal_size_mid          0.024
_exptl_crystal_size_min          0.016
_refine_diff_density_max         0.992
_refine_diff_density_min         -1.182
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3861
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0180
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0285P)^2^+7.3678P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0467
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3732
_reflns_number_total             3861
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06444a2.cif
_cod_data_source_block           glatthor32
_cod_database_code               1576002
_chemical_oxdiff_formula         'C38 H58 Au2 S4'
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_date_sample_data_collection 2017-01-31
_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 Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,
 H18B,H18C), C19(H19A,H19B,H19C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.462
_oxdiff_exptl_absorpt_empirical_full_min 0.639
_shelx_res_checksum              44185
_shelx_shelxl_version_number     2016/4