Exploring antiviral and antiparasitic activity of gold N-heterocyclic carbenes with thiolate ligands.
Oliveira, Igor S.; Garcia, Marcus S. A.; Cassani, Natasha M.; Oliveira, Ana L. C.; Freitas, Lara C. F.; Bertolini, Vitor K. S.; Castro, Jennyfer; Clauss, Gustavo; Honorato, João; Gadelha, Fernanda R.; Miguel, Danilo C.; Jardim, Ana C. G.; Abbehausen, Camilla; Dalton transactions (Cambridge, England : 2003) 53 (2024) 18963–18973; doi:10.1039/d4dt01879f

data_7716841
_publ_section_title
;
 Exploring antiviral and antiparasitic activity of gold N-heterocyclic
 carbenes with thiolate ligands.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18963
_journal_page_last               18973
_journal_paper_doi               10.1039/d4dt01879f
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C24 H28 Au N3 S2'
_chemical_formula_sum            'C24 H28 Au N3 S2'
_chemical_formula_weight         619.58
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-08-12
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-12 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6550(2)
_cell_length_b                   14.1032(3)
_cell_length_c                   19.7630(4)
_cell_measurement_reflns_used    20002
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      34.0770
_cell_measurement_theta_min      2.5080
_cell_volume                     2412.33(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -84.00   6.00   0.50   12.30    --  -12.13 -68.00 -42.00  180
  2  \w    -84.00   2.00   0.50   12.30    --  -12.13 -56.00 105.00  172
  3  \w    -16.00  10.00   0.50   12.30    --  -12.13 -77.00 120.00   52
  4  \w     56.00  86.00   0.50   12.30    --   12.92 178.00  30.00   60
  5  \w     56.00  86.00   0.50   12.30    --   12.92 178.00-120.00   60
  6  \w     56.00  86.00   0.50   12.30    --   12.92 178.00-180.00   60
  7  \w     53.00  84.00   0.50   12.30    --   12.92-178.00 -30.00   62
  8  \w    -26.00  50.00   0.50   12.30    --  -12.13  56.00-112.00  152
  9  \w    -61.00 -23.00   0.50   12.30    --   12.92 -19.00  30.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27934
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.670
_diffrn_reflns_theta_min         2.517
_exptl_absorpt_coefficient_mu    6.287
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_correction_T_min  0.669
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
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            'light colourless'
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.069
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.610
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.311(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         4584
_refine_ls_number_restraints     288
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0193
_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^)+4.6822P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0398
_refine_ls_wR_factor_ref         0.0410
_reflns_Friedel_coverage         0.755
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                4405
_reflns_number_total             4584
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt01879f2.cif
_cod_data_source_block           AuIMesStzn
_cod_depositor_comments
'Adding full bibliography for 7716840--7716843.cif.'
_cod_original_cell_volume        2412.35(9)
_cod_database_code               7716841
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.834
_shelx_estimated_absorpt_t_min   0.671
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.689(13)
 0.311(13)
2. 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
3. Uiso/Uaniso restraints and constraints
C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18 \\sim C19: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C28: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
C23 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C32) = Uanis(C24) = Uanis(C36) = Uanis(C28)
Uanis(C29) = Uanis(C37) = Uanis(C31) = Uanis(C39)
Uanis(C33) = Uanis(C25) = Uanis(C35) = Uanis(C27)
Uanis(C4) = Uanis(C3)
Uanis(N3) = Uanis(N2)
Uanis(N5) = Uanis(N4)
Uanis(C45) = Uanis(C44) = Uanis(C41) = Uanis(C42) = Uanis(C40) = Uanis(C43)
Uanis(C14) = Uanis(C5)
Uanis(C15) = Uanis(C19)
4. Rigid body (RIGU) restrains
 C14, C15, C16, C17, C18, C19
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C5, C6, C7, C8, C9, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23, C24, C25, C26, C27, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32, C33, C34, C35, C36
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23, C32, C33, C34, C35, C36
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: S2(0.6) S3(0.4) N2(0.4) N3(0.6) N4(0.6) N5(0.4) H2A(0.6) H2B(0.4)
 C3(0.6) H3(0.6) C4(0.4) H4(0.4) C7(0.67) H7(0.67) C8(0.67) C9(0.67) H9(0.67)
 C10(0.67) C5(0.67) C6(0.67) C11(0.67) H11A(0.67) H11B(0.67) H11C(0.67)
 C12(0.67) H12A(0.67) H12B(0.67) H12C(0.67) C13(0.67) H13A(0.67) H13B(0.67)
 H13C(0.67) C15(0.33) C16(0.33) H16(0.33) C17(0.33) C18(0.33) H18(0.33)
 C19(0.33) C14(0.33) C20(0.33) H20A(0.33) H20B(0.33) H20C(0.33) C21(0.33)
 H21A(0.33) H21B(0.33) H21C(0.33) C22(0.33) H22A(0.33) H22B(0.33) H22C(0.33)
 C24(0.6) C25(0.6) H25(0.6) C26(0.6) C27(0.6) H27(0.6) C28(0.6) C29(0.6)
 H29A(0.6) H29B(0.6) H29C(0.6) C30(0.6) H30A(0.6) H30B(0.6) H30C(0.6) C31(0.6)
 H31A(0.6) H31B(0.6) H31C(0.6) C32(0.4) C33(0.4) H33(0.4) C34(0.4) C35(0.4)
 H35(0.4) C36(0.4) C37(0.4) H37A(0.4) H37B(0.4) H37C(0.4) C38(0.4) H38A(0.4)
 H38B(0.4) H38C(0.4) C39(0.4) H39A(0.4) H39B(0.4) H39C(0.4) C40(0.6) C41(0.6)
 H41A(0.6) H41B(0.6) C42(0.6) H42A(0.6) H42B(0.6) C43(0.4) C44(0.4) H44A(0.4)
 H44B(0.4) C45(0.4) H45A(0.4) H45B(0.4)
6.a Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C2(H2B), C3(H3), C4(H4), C7(H7), C9(H9), C16(H16), C18(H18),
 C25(H25), C27(H27), C33(H33), C35(H35)
6.c Fitted hexagon refined as free rotating group:
 C7(C8,C9,C10,C5,C6), C15(C16,C17,C18,C19,C14), C23(C24,C25,C26,C27,C28)
6.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C), C31(H31A,H31B,H31C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C),
 C39(H39A,H39B,H39C)
;
_shelx_res_checksum              56706
_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
;