#------------------------------------------------------------------------------
#$Date: 2022-03-17 02:07:35 +0200 (Thu, 17 Mar 2022) $
#$Revision: 273749 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/97/7709767.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7709767
loop_
_publ_author_name
'Stevanović, Nevena Lj.'
'Kljun, Jakob'
'Aleksic, Ivana'
'Bogojevic, Sanja Skaro'
'Milivojevic, Dusan'
'Veselinovic, Aleksandar'
'Turel, Iztok'
'Djuran, Miloš I.'
'Nikodinovic-Runic, Jasmina'
'Glišić, Biljana Đ.'
_publ_section_title
;
 Clinically used antifungal azoles as ligands for gold(iii) complexes: the
 influence of the Au(iii) ion on the antimicrobial activity of the complex
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00411A
_journal_year                    2022
_chemical_formula_moiety         'C22 H17 Au Cl4 N2'
_chemical_formula_sum            'C22 H17 Au Cl4 N2'
_chemical_formula_weight         648.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-07-27 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.300(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4310(4)
_cell_length_b                   18.1660(7)
_cell_length_c                   12.7936(6)
_cell_measurement_reflns_used    7505
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.2460
_cell_measurement_theta_min      3.1150
_cell_volume                     2156.52(16)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2466
_diffrn_detector_type            Atlas
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  44.00   1.00   11.11    --   14.52 -57.00  60.00  103
  2  ω    -15.00  88.00   1.00   11.11    --   14.52  57.00-150.00  103
  3  ω    -64.00   7.00   1.00   11.11    --   14.52 -77.00-180.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0227236000
_diffrn_orient_matrix_UB_12      -0.0363732000
_diffrn_orient_matrix_UB_13      0.0146183000
_diffrn_orient_matrix_UB_21      -0.0088177000
_diffrn_orient_matrix_UB_22      0.0071522000
_diffrn_orient_matrix_UB_23      0.0529914000
_diffrn_orient_matrix_UB_31      -0.0724346000
_diffrn_orient_matrix_UB_32      -0.0122464000
_diffrn_orient_matrix_UB_33      -0.0124082000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13267
_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         25.681
_diffrn_reflns_theta_min         2.465
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    7.329
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.996
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         1.059
_refine_diff_density_min         -1.076
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0231
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0257P)²+2.2760P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0561
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3591
_reflns_number_total             4091
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00411a2.cif
_cod_data_source_block           mob771
_cod_database_code               7709767
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C22 H17 N3 Cl4 Au1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.158
_shelx_estimated_absorpt_t_min   0.096
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C18(H18), C14(H14), C15(H15), C9(H9), C12(H12),
 C17(H17), C23(H23), C10(H10), C16(H16), C20(H20), C24(H24), C11(H11), C22(H22),
  C21(H21)
;
_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 1.842
_oxdiff_exptl_absorpt_empirical_full_min 0.714
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.83240(2) 0.50220(2) 0.58027(2) 0.01907(6) Uani 1 1 d . . . . .
Cl2 Cl 0.97355(10) 0.47334(5) 0.73618(7) 0.0285(2) Uani 1 1 d . . . . .
Cl1 Cl 0.76091(11) 0.60856(5) 0.64984(8) 0.0316(2) Uani 1 1 d . . . . .
Cl8 Cl 0.43933(10) 0.67968(5) 0.40131(8) 0.0316(2) Uani 1 1 d . . . . .
N3 N 0.7089(3) 0.52900(16) 0.4398(2) 0.0196(6) Uani 1 1 d . . . . .
N1 N 0.6298(3) 0.59107(14) 0.2965(2) 0.0167(6) Uani 1 1 d . . . . .
C2 C 0.7279(4) 0.58888(18) 0.3854(3) 0.0200(7) Uani 1 1 d . . . . .
H2 H 0.798988 0.624110 0.405961 0.024 Uiso 1 1 calc R . . . .
C8 C 0.3635(4) 0.67580(19) 0.2666(3) 0.0224(8) Uani 1 1 d . . . . .
C7 C 0.4460(4) 0.66324(18) 0.1873(3) 0.0203(7) Uani 1 1 d . . . . .
C4 C 0.5942(4) 0.49086(19) 0.3845(3) 0.0238(8) Uani 1 1 d . . . . .
H4 H 0.557957 0.446314 0.404047 0.029 Uiso 1 1 calc R . . . .
C13 C 0.6904(4) 0.72080(18) 0.2515(3) 0.0182(7) Uani 1 1 d . . . . .
C5 C 0.5441(4) 0.53029(19) 0.2965(3) 0.0223(8) Uani 1 1 d . . . . .
H5 H 0.465043 0.518302 0.244735 0.027 Uiso 1 1 calc R . . . .
C18 C 0.8399(4) 0.71957(19) 0.2773(3) 0.0224(8) Uani 1 1 d . . . . .
H18 H 0.888895 0.675236 0.275948 0.027 Uiso 1 1 calc R . . . .
C14 C 0.6199(4) 0.78812(18) 0.2502(3) 0.0222(8) Uani 1 1 d . . . . .
H14 H 0.520032 0.790054 0.231833 0.027 Uiso 1 1 calc R . . . .
C6 C 0.6084(4) 0.64951(18) 0.2123(3) 0.0171(7) Uani 1 1 d . . . . .
C15 C 0.6972(4) 0.85210(19) 0.2759(3) 0.0289(9) Uani 1 1 d . . . . .
H15 H 0.649121 0.896896 0.274408 0.035 Uiso 1 1 calc R . . . .
C9 C 0.2167(4) 0.6876(2) 0.2423(3) 0.0286(9) Uani 1 1 d . . . . .
H9 H 0.164124 0.693803 0.296648 0.034 Uiso 1 1 calc R . . . .
C12 C 0.3725(4) 0.6661(2) 0.0828(3) 0.0252(8) Uani 1 1 d . . . . .
H12 H 0.423318 0.657984 0.027940 0.030 Uiso 1 1 calc R . . . .
C19 C 0.6709(4) 0.62126(18) 0.1156(3) 0.0183(7) Uani 1 1 d . . . . .
C17 C 0.9163(4) 0.7834(2) 0.3048(3) 0.0275(9) Uani 1 1 d . . . . .
H17 H 1.016097 0.781876 0.324041 0.033 Uiso 1 1 calc R . . . .
C23 C 0.7580(4) 0.6465(2) -0.0464(3) 0.0323(9) Uani 1 1 d . . . . .
H23 H 0.776509 0.680290 -0.096889 0.039 Uiso 1 1 calc R . . . .
C10 C 0.1473(4) 0.6904(2) 0.1374(3) 0.0313(9) Uani 1 1 d . . . . .
H10 H 0.048526 0.698752 0.121010 0.038 Uiso 1 1 calc R . . . .
C16 C 0.8443(5) 0.8500(2) 0.3038(3) 0.0309(9) Uani 1 1 d . . . . .
H16 H 0.895755 0.893159 0.321951 0.037 Uiso 1 1 calc R . . . .
C20 C 0.7032(4) 0.5479(2) 0.1027(3) 0.0316(9) Uani 1 1 d . . . . .
H20 H 0.685310 0.513630 0.152853 0.038 Uiso 1 1 calc R . . . .
C24 C 0.7002(4) 0.6707(2) 0.0393(3) 0.0265(8) Uani 1 1 d . . . . .
H24 H 0.680756 0.720529 0.046051 0.032 Uiso 1 1 calc R . . . .
C11 C 0.2254(4) 0.6808(2) 0.0579(3) 0.0313(9) Uani 1 1 d . . . . .
H11 H 0.180211 0.683985 -0.012747 0.038 Uiso 1 1 calc R . . . .
C22 C 0.7886(5) 0.5735(2) -0.0582(3) 0.0368(10) Uani 1 1 d . . . . .
H22 H 0.827234 0.557469 -0.116251 0.044 Uiso 1 1 calc R . . . .
C21 C 0.7612(6) 0.5247(2) 0.0171(4) 0.0428(11) Uani 1 1 d . . . . .
H21 H 0.782073 0.475102 0.010310 0.051 Uiso 1 1 calc R . . . .
Cl3 Cl 0.89779(10) 0.39599(5) 0.50620(7) 0.0271(2) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Au1 Cl1 91.19(4) . . ?
Cl2 Au1 Cl3 90.58(3) . . ?
Cl1 Au1 Cl3 178.15(3) . . ?
N3 Au1 Cl2 178.99(9) . . ?
N3 Au1 Cl1 88.82(9) . . ?
N3 Au1 Cl3 89.42(9) . . ?
C2 N3 Au1 123.8(3) . . ?
C2 N3 C4 108.3(3) . . ?
C4 N3 Au1 127.9(2) . . ?
C2 N1 C5 107.2(3) . . ?
C2 N1 C6 128.2(3) . . ?
C5 N1 C6 124.5(3) . . ?
N3 C2 N1 109.6(3) . . ?
C7 C8 Cl8 122.5(3) . . ?
C9 C8 Cl8 115.7(3) . . ?
C9 C8 C7 121.8(3) . . ?
C8 C7 C6 122.7(3) . . ?
C12 C7 C8 116.3(3) . . ?
C12 C7 C6 121.0(3) . . ?
C5 C4 N3 106.8(3) . . ?
C18 C13 C14 118.6(3) . . ?
C18 C13 C6 119.4(3) . . ?
C14 C13 C6 121.5(3) . . ?
C4 C5 N1 108.0(3) . . ?
C17 C18 C13 120.6(3) . . ?
C15 C14 C13 120.5(3) . . ?
N1 C6 C7 105.5(3) . . ?
N1 C6 C13 111.4(3) . . ?
N1 C6 C19 108.5(3) . . ?
C7 C6 C13 110.8(3) . . ?
C7 C6 C19 113.5(3) . . ?
C13 C6 C19 107.3(3) . . ?
C16 C15 C14 120.4(3) . . ?
C8 C9 C10 120.3(4) . . ?
C11 C12 C7 122.1(4) . . ?
C20 C19 C6 122.5(3) . . ?
C20 C19 C24 117.6(3) . . ?
C24 C19 C6 119.9(3) . . ?
C18 C17 C16 120.0(4) . . ?
C22 C23 C24 121.1(4) . . ?
C11 C10 C9 119.4(4) . . ?
C15 C16 C17 119.9(4) . . ?
C21 C20 C19 121.1(4) . . ?
C23 C24 C19 120.5(3) . . ?
C10 C11 C12 120.1(4) . . ?
C21 C22 C23 118.6(4) . . ?
C22 C21 C20 121.1(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 Cl2 2.2530(9) . ?
Au1 Cl1 2.2790(9) . ?
Au1 N3 2.019(3) . ?
Au1 Cl3 2.2825(9) . ?
Cl8 C8 1.745(4) . ?
N3 C2 1.321(4) . ?
N3 C4 1.369(5) . ?
N1 C2 1.332(4) . ?
N1 C5 1.369(4) . ?
N1 C6 1.500(4) . ?
C8 C7 1.403(5) . ?
C8 C9 1.380(5) . ?
C7 C6 1.527(5) . ?
C7 C12 1.392(5) . ?
C4 C5 1.347(5) . ?
C13 C18 1.390(5) . ?
C13 C14 1.391(5) . ?
C13 C6 1.545(5) . ?
C18 C17 1.377(5) . ?
C14 C15 1.380(5) . ?
C6 C19 1.549(5) . ?
C15 C16 1.370(6) . ?
C9 C10 1.385(6) . ?
C12 C11 1.392(5) . ?
C19 C20 1.384(5) . ?
C19 C24 1.391(5) . ?
C17 C16 1.386(5) . ?
C23 C24 1.380(5) . ?
C23 C22 1.372(6) . ?
C10 C11 1.369(6) . ?
C20 C21 1.375(6) . ?
C22 C21 1.367(6) . ?
