A simple synthetic entryway into new families of NHC-gold-amido complexes and their in vitro antitumor activity
Nolan, Steven P.; Martynova, Ekaterina A.; Van Hecke, Kristof; Rizzolio, Flavio; Peng, Min; Cavarzenari, Enrico; Scattolin, Thomas; Dalton Transactions  (2022) –; doi:10.1039/D2DT00239F

data_7709428
_publ_section_title
;
 A simple synthetic entryway into new families of NHC-gold-amido complexes
 and their in vitro antitumor activity
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00239F
_journal_year                    2022
_chemical_formula_moiety         'C36 H45 Au N4, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C36.5 H46 Au Cl N4'
_chemical_formula_weight         773.19
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-01-14
_audit_creation_method
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-11-05 deposited with the CCDC.	2022-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.6310(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.2796(2)
_cell_length_b                   18.0093(2)
_cell_length_c                   28.1639(4)
_cell_measurement_reflns_used    14326
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.4510
_cell_measurement_theta_min      3.1560
_cell_volume                     7140.70(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_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    -66.00  33.00   1.00   14.00    --  -41.68  38.00 -60.00   99
  2  \w   -115.00 -14.00   1.00   14.00    --  -41.68 -57.00 150.00  101
  3  \w    -38.00  83.00   1.00   14.00    --   41.68 -19.00 150.00  121
  4  \w     77.00 178.00   1.00   55.00    --  106.01  61.00  30.00  101
  5  \w     33.00 103.00   1.00   55.00    --  106.01-125.00 150.00   70
  6  \w     80.00 178.00   1.00   55.00    --  106.01  45.00 -60.00   98
  7  \w     23.00 107.00   1.00   55.00    --  106.01 -94.00-180.00   84
  8  \w     30.00 130.00   1.00   55.00    --  106.01 -77.00-120.00  100
  9  \w    103.00 178.00   1.00   55.00    --  106.01  77.00 -90.00   75
 10  \w   -106.00 -14.00   1.00   14.00    --  -41.68 -57.00  30.00   92
 11  \w    -87.00  -6.00   1.00   14.00    --  -41.68 125.00  30.00   81
 12  \w   -115.00 -14.00   1.00   14.00    --  -41.68 -57.00 -90.00  101
 13  \w     80.00 178.00   1.00   55.00    --  106.01  45.00   0.00   98
 14  \w     96.00 178.00   1.00   55.00    --  106.01  61.00  90.00   82
 15  \w     33.00  83.00   1.00   55.00    --  106.01-125.00  90.00   50
 16  \w     77.00 108.00   1.00   55.00    --  106.01  61.00-120.00   31
 17  \w     53.00 178.00   1.00   55.00    --  106.01  15.00-150.00  125
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0267455000
_diffrn_orient_matrix_UB_12      0.0807449000
_diffrn_orient_matrix_UB_13      0.0144214000
_diffrn_orient_matrix_UB_21      0.0398320000
_diffrn_orient_matrix_UB_22      0.0105257000
_diffrn_orient_matrix_UB_23      -0.0471459000
_diffrn_orient_matrix_UB_31      -0.0982979000
_diffrn_orient_matrix_UB_32      0.0262354000
_diffrn_orient_matrix_UB_33      -0.0254739000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_av_unetI/netI     0.0770
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            65277
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.847
_diffrn_reflns_theta_min         2.925
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.643
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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 colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             3112
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.032
_refine_diff_density_max         3.665
_refine_diff_density_min         -2.152
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     786
_refine_ls_number_reflns         14224
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0529
_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^)+(0.0578P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1403
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9604
_reflns_number_total             14224
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt00239f2.cif
_cod_data_source_block           em_31_2
_cod_depositor_comments
;

2024-11-09
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C73 H92 Au2 Cl2 N8'
_cod_original_formula_weight         1546.39
_cod_original_formula_moiety         '2(C36 H45 Au N4), C H2 Cl2'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        7140.71(16)
_cod_database_code               7709428
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C73 H92 Au2 Cl2 N8'
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2. Rigid body (RIGU) restrains
 C52, C53, C54, C55, C56, C57, C58, C59, C60, C61, C62, C63
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25), C46(H46), C49(H49), C58(H58), C61(H61)
3.b Secondary CH2 refined with riding coordinates:
 C73(H73A,H73B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C28(H28), C30(H30), C33(H33), C38(H38), C39(H39), C42(H42), C43(H43), C44(H44),
  C54(H54), C55(H55), C56(H56), C64(H64), C66(H66), C69(H69)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C47(H47A,H47B,H47C),
 C48(H48A,H48B,H48C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C59(H59A,H59B,
 H59C), C60(H60A,H60B,H60C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C71(H71A,
 H71B,H71C), C72(H72A,H72B,H72C)
;
_shelx_res_checksum              76817
_shelx_fab_checksum              50072
_olex2_exptl_crystal_mounting_method 'mounted on a LithoLoop'
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.762
_oxdiff_exptl_absorpt_empirical_full_min 0.532