# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5A-H2O
_database_code_depnum_ccdc_archive 'CCDC 1574199'
_audit_update_record             
;
2017-09-13 deposited with the CCDC.
2018-03-22 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23 H23 Au N O, F6 Sb'
_chemical_formula_sum            'C23 H23 Au F6 N O Sb'
_chemical_formula_weight         762.15
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.6287(3)
_cell_length_b                   16.4246(8)
_cell_length_c                   21.5858(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2350.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9977
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      27.36

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    2.154
_exptl_crystal_F_000             1440
_exptl_crystal_density_method    'not measured'
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    7.448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.5426
_exptl_absorpt_correction_T_max  0.7461

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_number            22815
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.607
_diffrn_reflns_theta_max         29.572
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     1
_reflns_Friedel_coverage         0.766
_reflns_number_total             6582
_reflns_number_gt                6022
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0153P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6582
_refine_ls_number_parameters     363
_refine_ls_number_restraints     65
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0262
_refine_ls_wR_factor_ref         0.0466
_refine_ls_wR_factor_gt          0.0451
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.018(6)
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.108

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.4814(8) 0.3909(3) 0.4824(2) 0.0272(11) Uani 1 1 d . . . . .
H1 H 0.4818 0.4447 0.4987 0.033 Uiso 1 1 calc R U . . .
C2 C 0.4830(9) 0.3797(4) 0.4181(2) 0.0333(13) Uani 1 1 d . . . . .
H2 H 0.4853 0.4254 0.3912 0.04 Uiso 1 1 calc R U . . .
C3 C 0.4814(8) 0.3029(3) 0.3944(2) 0.0312(12) Uani 1 1 d . . . . .
H3 H 0.4822 0.2949 0.3508 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4784(8) 0.2355(3) 0.4342(2) 0.0281(11) Uani 1 1 d . . . . .
C5 C 0.4793(8) 0.2512(3) 0.4977(2) 0.0213(10) Uani 1 1 d . . . . .
C6 C 0.4765(8) 0.1524(3) 0.4152(2) 0.0314(13) Uani 1 1 d . . . . .
H6 H 0.4745 0.1399 0.3722 0.038 Uiso 1 1 calc R U . . .
C7 C 0.4774(9) 0.0909(3) 0.4567(3) 0.0332(13) Uani 1 1 d . . . . .
H7 H 0.4779 0.0363 0.4422 0.04 Uiso 1 1 calc R U . . .
C8 C 0.4776(9) 0.1061(3) 0.5215(2) 0.0286(12) Uani 1 1 d . . . . .
C9 C 0.4789(10) 0.0434(3) 0.5673(3) 0.0383(14) Uani 1 1 d . . . . .
H9 H 0.4762 -0.0121 0.555 0.046 Uiso 1 1 calc R U . . .
C10 C 0.4839(10) 0.0629(3) 0.6283(3) 0.0402(14) Uani 1 1 d . . . . .
H10 H 0.4887 0.0204 0.6581 0.048 Uiso 1 1 calc R U . . .
C11 C 0.4822(10) 0.1437(3) 0.6488(2) 0.0318(12) Uani 1 1 d . . . . .
H11 H 0.4841 0.1553 0.6919 0.038 Uiso 1 1 calc R U . . .
C12 C 0.4779(8) 0.2059(3) 0.6069(2) 0.0248(11) Uani 1 1 d . . . . .
C13 C 0.4791(7) 0.1870(3) 0.5428(2) 0.0214(10) Uani 1 1 d . . . . .
C14 C 0.4631(9) 0.3191(4) 0.7153(2) 0.0346(13) Uani 1 1 d . . . . .
H14A H 0.3719 0.3617 0.7317 0.041 Uiso 1 1 calc R U . . .
H14B H 0.4083 0.2654 0.7277 0.041 Uiso 1 1 calc R U . . .
C15 C 0.6711(9) 0.3299(4) 0.7431(2) 0.0335(13) Uani 1 1 d . . . . .
H15A H 0.7294 0.3818 0.7281 0.04 Uiso 1 1 calc R U . . .
H15B H 0.7594 0.2851 0.7287 0.04 Uiso 1 1 calc R U . . .
C16 C 0.6676(9) 0.3305(4) 0.8140(2) 0.0344(13) Uani 1 1 d . . . . .
H16A H 0.5704 0.3721 0.8285 0.041 Uiso 1 1 calc R U . . .
H16B H 0.6211 0.2768 0.8291 0.041 Uiso 1 1 calc R U . . .
C17 C 0.8720(11) 0.3485(5) 0.8405(3) 0.0464(18) Uani 1 1 d . . . . .
H17A H 0.918 0.4012 0.8233 0.056 Uiso 1 1 calc R U . . .
H17B H 0.9665 0.3062 0.8255 0.056 Uiso 1 1 calc R U . . .
C18 C 0.8911(11) 0.3527(4) 0.9104(3) 0.0404(17) Uani 1 1 d . . . . .
C19 C 0.7394(12) 0.3294(5) 0.9494(3) 0.0508(18) Uani 1 1 d . . . . .
H19 H 0.6154 0.3104 0.9328 0.061 Uiso 1 1 calc R U . . .
C20 C 0.7653(15) 0.3332(5) 1.0142(3) 0.063(2) Uani 1 1 d . . . . .
H20 H 0.6589 0.3171 1.041 0.075 Uiso 1 1 calc R U . . .
C21 C 0.9457(16) 0.3604(4) 1.0385(3) 0.065(3) Uani 1 1 d . . . . .
H21 H 0.9651 0.3625 1.0821 0.078 Uiso 1 1 calc R U . . .
C22 C 1.0936(14) 0.3838(5) 0.9998(4) 0.063(2) Uani 1 1 d . . . . .
H22 H 1.2171 0.403 1.0166 0.075 Uiso 1 1 calc R U . . .
C23 C 1.0706(12) 0.3806(4) 0.9361(3) 0.051(2) Uani 1 1 d . . . . .
H23 H 1.1778 0.3975 0.9099 0.061 Uiso 1 1 calc R U . . .
N1 N 0.4793(6) 0.3279(3) 0.52108(16) 0.0220(8) Uani 1 1 d . . . . .
Sb1 Sb 0.99192(7) 0.58245(2) 0.70415(2) 0.03516(10) Uani 1 1 d D . . . .
F1 F 0.7991(14) 0.5242(6) 0.6568(5) 0.071(3) Uani 0.648(17) 1 d D U P A 1
F2 F 0.860(2) 0.5470(8) 0.7745(5) 0.089(4) Uani 0.648(17) 1 d D U P A 1
F3 F 1.179(2) 0.6370(9) 0.7487(6) 0.112(5) Uani 0.648(17) 1 d D U P A 1
F4 F 1.1114(19) 0.6131(10) 0.6312(5) 0.086(4) Uani 0.648(17) 1 d D U P A 1
F5 F 1.148(2) 0.4888(8) 0.7031(8) 0.072(5) Uani 0.648(17) 1 d D U P A 1
F6 F 0.8150(18) 0.6723(6) 0.6996(6) 0.087(3) Uani 0.648(17) 1 d D U P A 1
F1' F 0.747(2) 0.5391(11) 0.6910(13) 0.083(5) Uani 0.352(17) 1 d D U P A 2
F2' F 0.987(5) 0.5443(12) 0.7853(6) 0.095(7) Uani 0.352(17) 1 d D U P A 2
F3' F 1.260(3) 0.6186(14) 0.7179(12) 0.094(7) Uani 0.352(17) 1 d D U P A 2
F4' F 1.022(4) 0.6147(18) 0.6251(7) 0.088(7) Uani 0.352(17) 1 d D U P A 2
F5' F 1.111(5) 0.4819(13) 0.6841(15) 0.068(7) Uani 0.352(17) 1 d D U P A 2
F6' F 0.892(3) 0.6800(9) 0.7321(11) 0.078(6) Uani 0.352(17) 1 d D U P A 2
Au1 Au 0.47191(3) 0.32641(2) 0.62025(2) 0.02325(5) Uani 1 1 d . . . . .
O1 O 0.4594(7) 0.4571(2) 0.6232(2) 0.0380(9) Uani 1 1 d D . . . .
H1A H 0.362(9) 0.472(5) 0.646(3) 0.07(3) Uiso 1 1 d D . . . .
H1B H 0.566(7) 0.482(4) 0.631(3) 0.05(2) Uiso 1 1 d D . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
C1 N1 1.330(6) . ?
C1 C2 1.399(7) . ?
C1 H1 0.95 . ?
C2 C3 1.362(7) . ?
C2 H2 0.95 . ?
C3 C4 1.401(7) . ?
C3 H3 0.95 . ?
C4 C5 1.394(6) . ?
C4 C6 1.427(7) . ?
C5 N1 1.358(6) . ?
C5 C13 1.435(6) . ?
C6 C7 1.349(7) . ?
C6 H6 0.95 . ?
C7 C8 1.422(7) . ?
C7 H7 0.95 . ?
C8 C13 1.406(6) . ?
C8 C9 1.427(7) . ?
C9 C10 1.357(8) . ?
C9 H9 0.95 . ?
C10 C11 1.398(7) . ?
C10 H10 0.95 . ?
C11 C12 1.364(7) . ?
C11 H11 0.95 . ?
C12 C13 1.417(6) . ?
C12 Au1 2.001(5) . ?
C14 C15 1.514(8) . ?
C14 Au1 2.057(5) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.530(7) . ?
C15 H15A 0.99 . ?
C15 H15B 0.99 . ?
C16 C17 1.501(9) . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 C18 1.515(8) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
C18 C19 1.367(10) . ?
C18 C23 1.391(10) . ?
C19 C20 1.410(9) . ?
C19 H19 0.95 . ?
C20 C21 1.380(12) . ?
C20 H20 0.95 . ?
C21 C22 1.344(12) . ?
C21 H21 0.95 . ?
C22 C23 1.385(9) . ?
C22 H22 0.95 . ?
C23 H23 0.95 . ?
N1 Au1 2.141(4) . ?
Sb1 F4' 1.797(14) . ?
Sb1 F1' 1.797(12) . ?
Sb1 F3 1.809(9) . ?
Sb1 F4 1.833(8) . ?
Sb1 F6' 1.836(12) . ?
Sb1 F2 1.845(8) . ?
Sb1 F5 1.853(9) . ?
Sb1 F2' 1.861(13) . ?
Sb1 F5' 1.880(15) . ?
Sb1 F6 1.888(8) . ?
Sb1 F1 1.895(7) . ?
Sb1 F3' 1.896(14) . ?
Au1 O1 2.150(4) . ?
O1 H1A 0.84(3) . ?
O1 H1B 0.84(3) . ?

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
N1 C1 C2 121.3(5) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 119.7(5) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3 120 . . ?
C4 C3 H3 120 . . ?
C5 C4 C3 117.2(5) . . ?
C5 C4 C6 117.4(5) . . ?
C3 C4 C6 125.4(4) . . ?
N1 C5 C4 122.5(4) . . ?
N1 C5 C13 115.4(4) . . ?
C4 C5 C13 122.1(4) . . ?
C7 C6 C4 121.6(5) . . ?
C7 C6 H6 119.2 . . ?
C4 C6 H6 119.2 . . ?
C6 C7 C8 121.5(5) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C13 C8 C7 119.2(5) . . ?
C13 C8 C9 117.2(5) . . ?
C7 C8 C9 123.7(5) . . ?
C10 C9 C8 120.1(5) . . ?
C10 C9 H9 120 . . ?
C8 C9 H9 120 . . ?
C9 C10 C11 122.1(5) . . ?
C9 C10 H10 119 . . ?
C11 C10 H10 119 . . ?
C12 C11 C10 120.1(5) . . ?
C12 C11 H11 120 . . ?
C10 C11 H11 120 . . ?
C11 C12 C13 118.9(5) . . ?
C11 C12 Au1 130.2(4) . . ?
C13 C12 Au1 110.9(3) . . ?
C8 C13 C12 121.7(4) . . ?
C8 C13 C5 118.2(4) . . ?
C12 C13 C5 120.2(4) . . ?
C15 C14 Au1 111.2(4) . . ?
C15 C14 H14A 109.4 . . ?
Au1 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
Au1 C14 H14B 109.4 . . ?
H14A C14 H14B 108 . . ?
C14 C15 C16 112.5(5) . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C17 C16 C15 111.7(5) . . ?
C17 C16 H16A 109.3 . . ?
C15 C16 H16A 109.3 . . ?
C17 C16 H16B 109.3 . . ?
C15 C16 H16B 109.3 . . ?
H16A C16 H16B 107.9 . . ?
C16 C17 C18 117.7(6) . . ?
C16 C17 H17A 107.9 . . ?
C18 C17 H17A 107.9 . . ?
C16 C17 H17B 107.9 . . ?
C18 C17 H17B 107.9 . . ?
H17A C17 H17B 107.2 . . ?
C19 C18 C23 118.4(6) . . ?
C19 C18 C17 122.6(7) . . ?
C23 C18 C17 118.9(7) . . ?
C18 C19 C20 120.6(8) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 119.8(8) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C22 C21 C20 119.3(7) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 121.8(8) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 H22 119.1 . . ?
C22 C23 C18 120.1(8) . . ?
C22 C23 H23 119.9 . . ?
C18 C23 H23 119.9 . . ?
C1 N1 C5 119.3(4) . . ?
C1 N1 Au1 129.6(3) . . ?
C5 N1 Au1 111.2(3) . . ?
F4' Sb1 F1' 93.9(9) . . ?
F3 Sb1 F4 91.4(6) . . ?
F4' Sb1 F6' 95.4(11) . . ?
F1' Sb1 F6' 94.1(8) . . ?
F3 Sb1 F2 92.5(6) . . ?
F4 Sb1 F2 176.1(6) . . ?
F3 Sb1 F5 92.0(7) . . ?
F4 Sb1 F5 88.6(7) . . ?
F2 Sb1 F5 90.7(6) . . ?
F4' Sb1 F2' 174.1(11) . . ?
F1' Sb1 F2' 89.9(10) . . ?
F6' Sb1 F2' 88.7(8) . . ?
F4' Sb1 F5' 89.6(12) . . ?
F1' Sb1 F5' 89.8(11) . . ?
F6' Sb1 F5' 173.4(11) . . ?
F2' Sb1 F5' 85.9(11) . . ?
F3 Sb1 F6 93.8(6) . . ?
F4 Sb1 F6 90.5(6) . . ?
F2 Sb1 F6 89.7(5) . . ?
F5 Sb1 F6 174.1(6) . . ?
F3 Sb1 F1 179.0(6) . . ?
F4 Sb1 F1 88.1(5) . . ?
F2 Sb1 F1 88.0(5) . . ?
F5 Sb1 F1 87.2(6) . . ?
F6 Sb1 F1 87.0(5) . . ?
F4' Sb1 F3' 87.3(9) . . ?
F1' Sb1 F3' 174.9(9) . . ?
F6' Sb1 F3' 90.8(9) . . ?
F2' Sb1 F3' 88.6(10) . . ?
F5' Sb1 F3' 85.3(11) . . ?
C12 Au1 C14 95.0(2) . . ?
C12 Au1 N1 82.35(18) . . ?
C14 Au1 N1 177.3(2) . . ?
C12 Au1 O1 173.33(19) . . ?
C14 Au1 O1 91.6(2) . . ?
N1 Au1 O1 91.10(17) . . ?
Au1 O1 H1A 110(6) . . ?
Au1 O1 H1B 118(5) . . ?
H1A O1 H1B 112(7) . . ?



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5-Cl
_database_code_depnum_ccdc_archive 'CCDC 1574200'
_audit_update_record             
;
2017-09-13 deposited with the CCDC.
2018-03-22 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C23 H21 Au Cl N, C H Cl3'
_chemical_formula_sum            'C24 H22 Au Cl4 N'
_chemical_formula_weight         663.20
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4651(4)
_cell_length_b                   9.8244(5)
_cell_length_c                   16.9630(9)
_cell_angle_alpha                98.935(2)
_cell_angle_beta                 91.454(2)
_cell_angle_gamma                106.868(2)
_cell_volume                     1172.83(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9770
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      32.82
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#


_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640.0
_exptl_crystal_density_diffrn    1.878


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.5134
_exptl_absorpt_correction_T_max  0.7465

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_number            61638
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.859
_diffrn_reflns_theta_max         30.029
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_Friedel_coverage         0
_reflns_number_total             6865
_reflns_number_gt                6265
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT(Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0236P)²+2.1105P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6865
_refine_ls_number_parameters     309
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0583
_refine_ls_wR_factor_gt          0.0561
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.217
_refine_diff_density_min         -1.058
_refine_diff_density_rms         0.121

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
Cl Cl 0.1484 0.1585 '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'

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
C1 C 0.7223(5) 0.2413(4) 1.04196(19) 0.0296(6) Uani 1 1 d . . . . .
H1 H 0.6732 0.1425 1.0184 0.036 Uiso 1 1 calc R U . . .
C2 C 0.8071(5) 0.2772(4) 1.1200(2) 0.0357(7) Uani 1 1 d . . . . .
H2 H 0.8172 0.2037 1.1486 0.043 Uiso 1 1 calc R U . . .
C3 C 0.8757(5) 0.4201(4) 1.15473(19) 0.0341(7) Uani 1 1 d . . . . .
H3 H 0.9328 0.4457 1.2078 0.041 Uiso 1 1 calc R U . . .
C4 C 0.8614(4) 0.5284(4) 1.11183(18) 0.0286(6) Uani 1 1 d . . . . .
C5 C 0.9271(5) 0.6804(4) 1.1423(2) 0.0360(7) Uani 1 1 d . . . . .
H5 H 0.9867 0.7134 1.1948 0.043 Uiso 1 1 calc R U . . .
C6 C 0.9051(5) 0.7773(4) 1.0971(2) 0.0389(8) Uani 1 1 d . . . . .
H6 H 0.9475 0.8772 1.1192 0.047 Uiso 1 1 calc R U . . .
C7 C 0.8197(4) 0.7340(3) 1.0169(2) 0.0302(6) Uani 1 1 d . . . . .
C8 C 0.7946(5) 0.8320(4) 0.9678(2) 0.0384(8) Uani 1 1 d . . . . .
H8 H 0.8328 0.9326 0.9882 0.046 Uiso 1 1 calc R U . . .
C9 C 0.7152(5) 0.7825(4) 0.8911(2) 0.0380(8) Uani 1 1 d . . . . .
H9 H 0.7011 0.8496 0.8585 0.046 Uiso 1 1 calc R U . . .
C10 C 0.6544(4) 0.6340(4) 0.8599(2) 0.0317(6) Uani 1 1 d . . . . .
H10 H 0.6011 0.6027 0.8063 0.038 Uiso 1 1 calc R U . . .
C11 C 0.6703(4) 0.5350(3) 0.90459(19) 0.0257(6) Uani 1 1 d . . . . .
C12 C 0.7555(4) 0.5852(3) 0.98494(18) 0.0234(5) Uani 1 1 d . . . . .
C13 C 0.7764(4) 0.4841(3) 1.03357(17) 0.0228(5) Uani 1 1 d . . . . .
C14 C 0.4985(5) 0.3092(4) 0.76466(18) 0.0308(6) Uani 1 1 d . . . . .
H14A H 0.3958 0.2186 0.747 0.037 Uiso 1 1 calc R U . . .
H14B H 0.448 0.3912 0.762 0.037 Uiso 1 1 calc R U . . .
C15 C 0.6563(5) 0.3164(4) 0.70962(19) 0.0373(7) Uani 1 1 d . . . . .
H15A H 0.7131 0.2393 0.7165 0.045 Uiso 1 1 calc R U . . .
H15B H 0.7544 0.4102 0.7258 0.045 Uiso 1 1 calc R U . . .
C16 C 0.5942(5) 0.3000(4) 0.6209(2) 0.0393(8) Uani 1 1 d . . . . .
H16A H 0.4905 0.2093 0.6049 0.047 Uiso 1 1 calc R U . . .
H16B H 0.547 0.3814 0.6126 0.047 Uiso 1 1 calc R U . . .
C17 C 0.7579(6) 0.2975(6) 0.5688(2) 0.0553(11) Uani 1 1 d . . . . .
H17A H 0.8609 0.3883 0.5854 0.066 Uiso 1 1 calc R U . . .
H17B H 0.8054 0.2168 0.5782 0.066 Uiso 1 1 calc R U . . .
C18 C 0.7061(6) 0.2806(5) 0.4805(2) 0.0441(9) Uani 1 1 d . . . . .
C19 C 0.7213(7) 0.3988(5) 0.4437(3) 0.0542(10) Uani 1 1 d . . . . .
H19 H 0.7646 0.4933 0.4743 0.065 Uiso 1 1 calc R U . . .
C20 C 0.6736(7) 0.3806(6) 0.3618(3) 0.0592(12) Uani 1 1 d . . . . .
H20 H 0.6841 0.4629 0.3373 0.071 Uiso 1 1 calc R U . . .
C21 C 0.6123(7) 0.2466(6) 0.3168(3) 0.0571(12) Uani 1 1 d . . . . .
H21 H 0.5805 0.235 0.2611 0.068 Uiso 1 1 calc R U . . .
C22 C 0.5967(10) 0.1285(7) 0.3527(3) 0.0789(17) Uani 1 1 d . . . . .
H22 H 0.5524 0.0343 0.3219 0.095 Uiso 1 1 calc R U . . .
C23 C 0.6449(9) 0.1457(6) 0.4333(3) 0.0705(15) Uani 1 1 d . . . . .
H23 H 0.6358 0.0627 0.457 0.085 Uiso 1 1 calc R U . . .
C24 C 0.8304(19) 0.8510(13) 0.6324(7) 0.089(2) Uani 0.526(9) 1 d D U P A 1
H24 H 0.6952 0.8421 0.6395 0.107 Uiso 0.526(9) 1 calc R U P A 1
Cl2 Cl 0.8661(8) 0.6946(4) 0.6564(4) 0.0891(14) Uani 0.526(9) 1 d D U P A 1
Cl3 Cl 0.8620(15) 0.8630(10) 0.5329(5) 0.127(2) Uani 0.526(9) 1 d D U P A 1
Cl4 Cl 0.9540(15) 0.9940(10) 0.6992(6) 0.179(4) Uani 0.526(9) 1 d D U P A 1
C24' C 0.9646(19) 0.8484(13) 0.6318(7) 0.084(3) Uani 0.474(9) 1 d D U P A 2
H24' H 1.0905 0.8362 0.6207 0.1 Uiso 0.474(9) 1 calc R U P A 2
Cl2' Cl 0.8775(11) 0.7439(13) 0.6980(6) 0.137(3) Uani 0.474(9) 1 d D U P A 2
Cl3' Cl 0.8325(12) 0.8070(9) 0.5388(4) 0.099(2) Uani 0.474(9) 1 d D U P A 2
Cl4' Cl 1.0012(9) 1.0302(7) 0.6698(4) 0.1006(19) Uani 0.474(9) 1 d D U P A 2
N1 N 0.7087(3) 0.3420(3) 0.99994(14) 0.0233(5) Uani 1 1 d . . . . .
Cl1 Cl 0.51156(15) 0.06328(9) 0.85901(6) 0.0437(2) Uani 1 1 d . . . . .
Au1 Au 0.59343(2) 0.31676(2) 0.87984(2) 0.02399(4) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
C1 N1 1.330(4) . ?
C1 C2 1.400(5) . ?
C1 H1 0.95 . ?
C2 C3 1.375(5) . ?
C2 H2 0.95 . ?
C3 C4 1.405(5) . ?
C3 H3 0.95 . ?
C4 C13 1.404(4) . ?
C4 C5 1.436(5) . ?
C5 C6 1.354(6) . ?
C5 H5 0.95 . ?
C6 C7 1.434(5) . ?
C6 H6 0.95 . ?
C7 C12 1.413(4) . ?
C7 C8 1.414(5) . ?
C8 C9 1.370(6) . ?
C8 H8 0.95 . ?
C9 C10 1.407(5) . ?
C9 H9 0.95 . ?
C10 C11 1.352(4) . ?
C10 H10 0.95 . ?
C11 C12 1.439(4) . ?
C11 Au1 2.024(3) . ?
C12 C13 1.425(4) . ?
C13 N1 1.363(4) . ?
C14 C15 1.514(5) . ?
C14 Au1 2.044(3) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.533(5) . ?
C15 H15A 0.99 . ?
C15 H15B 0.99 . ?
C16 C17 1.530(6) . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 C18 1.508(5) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
C18 C19 1.380(6) . ?
C18 C23 1.381(6) . ?
C19 C20 1.397(6) . ?
C19 H19 0.95 . ?
C20 C21 1.358(7) . ?
C20 H20 0.95 . ?
C21 C22 1.369(8) . ?
C21 H21 0.95 . ?
C22 C23 1.376(7) . ?
C22 H22 0.95 . ?
C23 H23 0.95 . ?
C24 Cl4 1.676(13) . ?
C24 Cl3 1.728(13) . ?
C24 Cl2 1.739(11) . ?
C24 H24 1 . ?
C24' Cl2' 1.656(13) . ?
C24' Cl4' 1.741(13) . ?
C24' Cl3' 1.765(13) . ?
C24' H24' 1 . ?
N1 Au1 2.141(2) . ?
Cl1 Au1 2.3520(8) . ?

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
N1 C1 C2 121.7(3) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.0(3) . . ?
C2 C3 H3 120 . . ?
C4 C3 H3 120 . . ?
C13 C4 C3 117.4(3) . . ?
C13 C4 C5 117.9(3) . . ?
C3 C4 C5 124.7(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 122.1(3) . . ?
C5 C6 H6 119 . . ?
C7 C6 H6 119 . . ?
C12 C7 C8 117.8(3) . . ?
C12 C7 C6 118.5(3) . . ?
C8 C7 C6 123.7(3) . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.1(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 118.4(3) . . ?
C10 C11 Au1 131.5(3) . . ?
C12 C11 Au1 110.2(2) . . ?
C7 C12 C13 119.0(3) . . ?
C7 C12 C11 121.1(3) . . ?
C13 C12 C11 119.9(3) . . ?
N1 C13 C4 121.9(3) . . ?
N1 C13 C12 116.2(3) . . ?
C4 C13 C12 121.8(3) . . ?
C15 C14 Au1 110.4(2) . . ?
C15 C14 H14A 109.6 . . ?
Au1 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
Au1 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C14 C15 C16 113.9(3) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 110.7(3) . . ?
C17 C16 H16A 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C18 C17 C16 113.5(3) . . ?
C18 C17 H17A 108.9 . . ?
C16 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C19 C18 C23 117.6(4) . . ?
C19 C18 C17 121.4(4) . . ?
C23 C18 C17 121.0(4) . . ?
C18 C19 C20 120.4(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.8(4) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 119.3(4) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C21 C22 C23 120.3(5) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C18 121.7(5) . . ?
C22 C23 H23 119.2 . . ?
C18 C23 H23 119.2 . . ?
Cl4 C24 Cl3 116.2(9) . . ?
Cl4 C24 Cl2 109.7(8) . . ?
Cl3 C24 Cl2 111.7(7) . . ?
Cl4 C24 H24 106.2 . . ?
Cl3 C24 H24 106.2 . . ?
Cl2 C24 H24 106.2 . . ?
Cl2' C24' Cl4' 111.9(9) . . ?
Cl2' C24' Cl3' 115.6(9) . . ?
Cl4' C24' Cl3' 108.3(7) . . ?
Cl2' C24' H24' 106.9 . . ?
Cl4' C24' H24' 106.9 . . ?
Cl3' C24' H24' 106.9 . . ?
C1 N1 C13 119.6(3) . . ?
C1 N1 Au1 129.2(2) . . ?
C13 N1 Au1 111.21(19) . . ?
C11 Au1 C14 93.35(13) . . ?
C11 Au1 N1 82.44(11) . . ?
C14 Au1 N1 175.23(12) . . ?
C11 Au1 Cl1 176.49(9) . . ?
C14 Au1 Cl1 90.15(10) . . ?
N1 Au1 Cl1 94.05(7) . . ?


#===END
