Synthesis, structural characterization, and coordination chemistry of imidazole-based alkylidene ketenes.
Feuerstein, Wolfram; Varava, Paul; Fadaei-Tirani, Farzaneh; Scopelliti, Rosario; Severin, Kay; Chemical communications (Cambridge, England) 57 (2021) 11509–11512; doi:10.1039/d1cc05161j

data_7129133
_publ_section_title
;
 Synthesis, structural characterization, and coordination chemistry of
 imidazole-based alkylidene ketenes.
;
_journal_issue                   87
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11509
_journal_page_last               11512
_journal_paper_doi               10.1039/d1cc05161j
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C29 H36 Au Cl N2 O'
_chemical_formula_sum            'C29 H36 Au Cl N2 O'
_chemical_formula_weight         661.01
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-04-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-07-06 deposited with the CCDC.	2021-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.61099(13)
_cell_length_b                   12.54486(9)
_cell_length_c                   10.50093(7)
_cell_measurement_reflns_used    39680
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      72.6140
_cell_measurement_theta_min      3.4990
_cell_volume                     2715.14(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2018/2 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2817
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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    -81.00   9.00   1.00    1.00    --  -40.91 107.00-134.00   90
  2  \w     12.00  84.00   1.00    1.00    --   40.91-107.00 127.00   72
  3  \w    117.00 142.00   1.00    1.00    --  105.15 107.00-134.00   25
  4  \w     40.00 108.00   1.00    1.00    --  105.15-107.00 127.00   68
  5  \w     -4.00  21.00   1.00    1.00    --   34.00  93.00  28.54   25
  6  \w     -1.00  27.00   1.00    1.00    --   34.00  87.00  75.26   28
  7  \w   -114.00 -16.00   1.00    1.00    --  -40.91 -38.00 -60.00   98
  8  \w   -113.00 -16.00   1.00    1.00    --  -40.91 -38.00  90.00   97
  9  \w   -115.00 -16.00   1.00    1.00    --  -40.91 -38.00-150.00   99
 10  \w     28.00  92.00   1.00    1.00    --   40.91-125.00  90.00   64
 11  \w      5.00  30.00   1.00    1.00    --   40.91  87.00-164.71   25
 12  \w     14.00  40.00   1.00    1.00    --   46.00  79.00 -27.91   26
 13  \w     16.00  41.00   1.00    1.00    --   50.00  81.00  42.72   25
 14  \w     16.00  41.00   1.00    1.00    --   50.00  81.00  -5.51   25
 15  \w     16.00  41.00   1.00    1.00    --   50.00  82.00 -93.04   25
 16  \w     16.00  41.00   1.00    1.00    --   50.00  82.00-171.27   25
 17  \w     16.00  42.00   1.00    1.00    --   50.00  81.00  90.62   26
 18  \w     27.00  57.00   1.00    1.00    --   58.00  71.00 158.18   30
 19  \w     63.00 130.00   1.00    1.00    --   58.00  71.00 158.18   67
 20  \w     28.00  55.00   1.00    1.00    --   58.00  69.00-116.07   27
 21  \w     35.00  62.00   1.00    1.00    --   66.00  70.00 -90.31   27
 22  \w     92.00 119.00   1.00    1.00    --   66.00  70.00 -90.31   27
 23  \w     94.00 121.00   1.00    1.00    --   66.00  69.00  13.43   27
 24  \w     35.00  80.00   1.00    1.00    --   66.00  69.00  13.43   45
 25  \w     35.00  74.00   1.00    1.00    --   66.00  71.00  84.39   39
 26  \w     35.00  60.00   1.00    1.00    --   66.00  71.00 -48.89   25
 27  \w    112.00 140.00   1.00    1.00    --   66.00  71.00 -48.89   28
 28  \w     40.00  65.00   1.00    1.00    --   70.00  69.00-166.94   25
 29  \w     43.00  69.00   1.00    1.00    --   74.00  70.00 -24.26   26
 30  \w     43.00  74.00   1.00    1.00    --   74.00  69.00 146.01   31
 31  \w     47.00  73.00   1.00    1.00    --   78.00  69.00 101.84   26
 32  \w     52.00  80.00   1.00    1.00    --   82.00  67.00-137.29   28
 33  \w     51.00  80.00   1.00    1.00    --   82.00  70.00-162.33   29
 34  \w     54.00  81.00   1.00    1.00    --   82.00  63.00  -2.09   27
 35  \w     52.00  93.00   1.00    1.00    --   82.00  65.00  32.67   41
 36  \w     56.00  81.00   1.00    1.00    --   86.00  69.00 -68.40   25
 37  \w     55.00  84.00   1.00    1.00    --   86.00  69.00 175.98   29
 38  \w    114.00 158.00   1.00    1.00    --   86.00  66.00 107.72   44
 39  \w     57.00  83.00   1.00    1.00    --   86.00  66.00 107.72   26
 40  \w    124.00 152.00   1.00    1.00    --   86.00  69.00 175.98   28
 41  \w     63.00  90.00   1.00    1.00    --   90.00  55.00 -19.99   27
 42  \w     60.00  87.00   1.00    1.00    --   90.00  65.00-105.32   27
 43  \w    114.00 157.00   1.00    1.00    --  105.15  61.00 120.00   43
 44  \w     76.00 103.00   1.00    1.00    --  105.15  61.00 120.00   27
 45  \w     76.00 106.00   1.00    1.00    --  105.15  61.00  60.00   30
 46  \w    118.00 149.00   1.00    1.00    --  105.15  61.00  30.00   31
 47  \w     76.00 151.00   1.00    1.00    --  105.15  61.00-120.00   75
 48  \w     76.00 102.00   1.00    1.00    --  105.15  61.00  30.00   26
 49  \w    105.00 176.00   1.00    1.00    --  105.15 111.00-180.00   71
 50  \w     77.00 172.00   1.00    1.00    --  105.15  61.00-180.00   95
 51  \w     76.00 121.00   1.00    1.00    --  105.15  61.00 150.00   45
 52  \w    123.00 178.00   1.00    1.00    --  105.15 111.00 -60.00   55
 53  \w    117.00 169.00   1.00    1.00    --  105.15  61.00  90.00   52
 54  \w     80.00 106.00   1.00    1.00    --  105.15  61.00  90.00   26
 55  \w    105.00 158.00   1.00    1.00    --  105.15 111.00 120.00   53
 56  \w     34.00 105.00   1.00    1.00    --  105.15-111.00-120.00   71
 57  \w     79.00 149.00   1.00    1.00    --  105.15  61.00 -30.00   70
 58  \w     23.00 106.00   1.00    1.00    --  105.15 -94.00 -90.00   83
 59  \w    105.00 167.00   1.00    1.00    --  105.15 111.00 -90.00   62
 60  \w     76.00 127.00   1.00    1.00    --  105.15  61.00 -60.00   51
 61  \w     77.00 102.00   1.00    1.00    --  105.15  61.00   0.00   25
 62  \w    116.00 176.00   1.00    1.00    --  105.15  61.00   0.00   60
 63  \w     76.00 161.00   1.00    1.00    --  105.15  61.00 -90.00   85
 64  \w     34.00  96.00   1.00    1.00    --  105.15 -94.00 -30.00   62
 65  \w     78.00 137.00   1.00    1.00    --  105.15  61.00-150.00   59
 66  \w     30.00 103.00   1.00    1.00    --  105.15-111.00  60.00   73
 67  \w    119.00 177.00   1.00    1.00    --  105.15  61.00  60.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0723330000
_diffrn_orient_matrix_UB_12      0.0306997000
_diffrn_orient_matrix_UB_13      0.0033782000
_diffrn_orient_matrix_UB_21      -0.0046224000
_diffrn_orient_matrix_UB_22      0.0180686000
_diffrn_orient_matrix_UB_23      0.1448361000
_diffrn_orient_matrix_UB_31      0.0181737000
_diffrn_orient_matrix_UB_32      -0.1175451000
_diffrn_orient_matrix_UB_33      0.0232132000
_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  0.0740
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            47677
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.750
_diffrn_reflns_theta_min         4.125
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.258
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_correction_T_min  0.004
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on Gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics
as implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_crystal_colour            'clear intense orange'
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_description       prism
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.51
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.960
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.103
_refine_ls_abs_structure_details
;
 Flack x determined using 2450 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(10)
_refine_ls_extinction_coef       0.00087(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5359
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.9067P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0827
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                5353
_reflns_number_total             5359
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc05161j2.cif
_cod_data_source_block           wf436_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Gaussian' was
changed to 'gaussian' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7129122--7129133.cif.
;
_cod_database_code               7129133
_shelx_shelxl_version_number     2018/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_chemical_oxdiff_formula         'C29 H36 Au Cl N2 O'
_shelx_estimated_absorpt_t_max   0.322
_shelx_estimated_absorpt_t_min   0.043
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C14(H14), C17(H17), C26(H26), C29(H29)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C22(H22), C23(H23), C24(H24)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C31(H31A,
 H31B,H31C)
;
_shelx_res_checksum              48444
_shelx_hkl_checksum              91489
_olex2_date_sample_data_collection 2021-04-16
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.531
_oxdiff_exptl_absorpt_empirical_full_min 0.523