# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_gal1
_database_code_depnum_ccdc_archive 'CCDC 1923121'
loop_
_audit_author_name
_audit_author_address
'Klaus Wurst'
;General, Inorganic and Theoretical Chemistry University of Innsbruck
Austria
;
_audit_update_record             
;
2019-06-14 deposited with the CCDC.	2021-12-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H23 Au I N3 O'
_chemical_formula_weight         645.28

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   10.2074(2)
_cell_length_b                   16.3078(4)
_cell_length_c                   12.9494(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.7490(10)
_cell_angle_gamma                90.00
_cell_volume                     2124.43(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    233(2)
_cell_measurement_reflns_used    28737
_cell_measurement_theta_min      1.0
_cell_measurement_theta_max      27.0

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_exptl_absorpt_coefficient_mu    8.391
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      233(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14716
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4168
_reflns_number_gt                3788
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       ?
_computing_data_reduction        'DENZO and SCALEPACK'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0237P)²+6.9670P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4168
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0731
_refine_ls_wR_factor_gt          0.0713
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.15761(2) 0.975953(13) 0.595625(16) 0.04364(8) Uani 1 1 d . . .
I1 I 0.07763(4) 0.87468(3) 0.72136(3) 0.06550(14) Uani 1 1 d . . .
N1 N 0.2693(4) 1.0370(3) 0.4088(3) 0.0363(9) Uani 1 1 d . . .
N2 N 0.2504(4) 1.1361(3) 0.5143(3) 0.0364(9) Uani 1 1 d . . .
N3 N 0.3083(4) 1.1190(3) 0.0747(3) 0.0421(10) Uani 1 1 d . . .
O1 O 0.4743(4) 1.1007(3) -0.0241(3) 0.0589(11) Uani 1 1 d . . .
C1 C 0.2291(5) 1.0556(3) 0.4995(4) 0.0373(11) Uani 1 1 d . . .
C2 C 0.3160(5) 1.1067(3) 0.3648(4) 0.0368(10) Uani 1 1 d . . .
C3 C 0.3044(5) 1.1693(3) 0.4320(4) 0.0360(10) Uani 1 1 d . . .
C4 C 0.2637(6) 0.9542(3) 0.3630(4) 0.0447(12) Uani 1 1 d . . .
H4A H 0.2491 0.9589 0.2865 0.054 Uiso 1 1 calc . . .
H4B H 0.1879 0.9247 0.3824 0.054 Uiso 1 1 calc . . .
C5 C 0.3879(7) 0.9056(4) 0.3984(5) 0.0637(17) Uani 1 1 d . . .
H5A H 0.4060 0.9035 0.4751 0.076 Uiso 1 1 calc . . .
H5B H 0.4632 0.9329 0.3748 0.076 Uiso 1 1 calc . . .
C6 C 0.3749(9) 0.8198(4) 0.3555(6) 0.084(2) Uani 1 1 d . . .
H6A H 0.4566 0.7900 0.3792 0.125 Uiso 1 1 calc . . .
H6B H 0.3580 0.8218 0.2796 0.125 Uiso 1 1 calc . . .
H6C H 0.3017 0.7924 0.3801 0.125 Uiso 1 1 calc . . .
C7 C 0.2218(6) 1.1795(4) 0.6085(4) 0.0510(14) Uani 1 1 d . . .
H7A H 0.2658 1.2331 0.6137 0.061 Uiso 1 1 calc . . .
H7B H 0.2582 1.1478 0.6712 0.061 Uiso 1 1 calc . . .
C8 C 0.0734(7) 1.1915(4) 0.6048(6) 0.0699(19) Uani 1 1 d . . .
H8A H 0.0583 1.2195 0.6679 0.105 Uiso 1 1 calc . . .
H8B H 0.0296 1.1385 0.6003 0.105 Uiso 1 1 calc . . .
H8C H 0.0375 1.2242 0.5440 0.105 Uiso 1 1 calc . . .
C9 C 0.3613(5) 1.1053(3) 0.2621(4) 0.0357(10) Uani 1 1 d . . .
C10 C 0.2750(5) 1.1193(3) 0.1713(4) 0.0401(11) Uani 1 1 d . . .
H10 H 0.1858 1.1300 0.1763 0.048 Uiso 1 1 calc . . .
C11 C 0.4342(5) 1.1034(3) 0.0701(4) 0.0408(11) Uani 1 1 d . . .
C12 C 0.5308(5) 1.0885(4) 0.1568(4) 0.0501(14) Uani 1 1 d . . .
H12 H 0.6194 1.0785 0.1493 0.060 Uiso 1 1 calc . . .
C13 C 0.4939(5) 1.0887(4) 0.2533(4) 0.0442(12) Uani 1 1 d . . .
H13 H 0.5569 1.0778 0.3135 0.053 Uiso 1 1 calc . . .
C14 C 0.3779(8) 1.1185(6) -0.1140(5) 0.079(2) Uani 1 1 d . . .
H14A H 0.4184 1.1143 -0.1763 0.118 Uiso 1 1 calc . . .
H14B H 0.3443 1.1736 -0.1084 0.118 Uiso 1 1 calc . . .
H14C H 0.3051 1.0796 -0.1185 0.118 Uiso 1 1 calc . . .
C15 C 0.3388(5) 1.2570(3) 0.4241(4) 0.0377(11) Uani 1 1 d . . .
C16 C 0.2507(6) 1.3188(3) 0.4385(4) 0.0485(13) Uani 1 1 d . . .
H16 H 0.1663 1.3049 0.4531 0.058 Uiso 1 1 calc . . .
C17 C 0.2840(7) 1.4002(4) 0.4321(5) 0.0571(15) Uani 1 1 d . . .
H17 H 0.2227 1.4412 0.4427 0.069 Uiso 1 1 calc . . .
C18 C 0.4065(7) 1.4219(4) 0.4101(5) 0.0633(17) Uani 1 1 d . . .
H18 H 0.4293 1.4774 0.4052 0.076 Uiso 1 1 calc . . .
C19 C 0.4953(7) 1.3615(5) 0.3953(6) 0.073(2) Uani 1 1 d . . .
H19 H 0.5792 1.3762 0.3805 0.087 Uiso 1 1 calc . . .
C20 C 0.4631(6) 1.2787(4) 0.4019(5) 0.0586(16) Uani 1 1 d . . .
H20 H 0.5247 1.2380 0.3915 0.070 Uiso 1 1 calc . . .


_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
Au1 C1 2.019(5) . ?
Au1 I1 2.5486(4) . ?
N1 C1 1.342(6) . ?
N1 C2 1.391(6) . ?
N1 C4 1.472(7) . ?
N2 C1 1.339(6) . ?
N2 C3 1.390(6) . ?
N2 C7 1.483(6) . ?
N3 C11 1.321(6) . ?
N3 C10 1.351(6) . ?
O1 C11 1.352(6) . ?
O1 C14 1.421(8) . ?
C2 C3 1.359(7) . ?
C2 C9 1.481(7) . ?
C3 C15 1.481(7) . ?
C4 C5 1.500(8) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C6 1.502(9) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 C8 1.520(10) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 C10 1.364(7) . ?
C9 C13 1.404(7) . ?
C10 H10 0.9400 . ?
C11 C12 1.385(7) . ?
C12 C13 1.366(7) . ?
C12 H12 0.9400 . ?
C13 H13 0.9400 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 C16 1.384(7) . ?
C15 C20 1.393(7) . ?
C16 C17 1.377(8) . ?
C16 H16 0.9400 . ?
C17 C18 1.375(10) . ?
C17 H17 0.9400 . ?
C18 C19 1.373(10) . ?
C18 H18 0.9400 . ?
C19 C20 1.396(9) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?

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
C1 Au1 I1 177.49(14) . . ?
C1 N1 C2 110.6(4) . . ?
C1 N1 C4 124.2(4) . . ?
C2 N1 C4 125.2(4) . . ?
C1 N2 C3 110.4(4) . . ?
C1 N2 C7 122.4(4) . . ?
C3 N2 C7 127.2(4) . . ?
C11 N3 C10 116.2(4) . . ?
C11 O1 C14 117.3(5) . . ?
N2 C1 N1 106.2(4) . . ?
N2 C1 Au1 127.6(4) . . ?
N1 C1 Au1 126.2(4) . . ?
C3 C2 N1 106.2(4) . . ?
C3 C2 C9 131.3(4) . . ?
N1 C2 C9 122.5(4) . . ?
C2 C3 N2 106.6(4) . . ?
C2 C3 C15 129.4(4) . . ?
N2 C3 C15 124.0(4) . . ?
N1 C4 C5 112.9(5) . . ?
N1 C4 H4A 109.0 . . ?
C5 C4 H4A 109.0 . . ?
N1 C4 H4B 109.0 . . ?
C5 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C4 C5 C6 111.2(6) . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 111.7(5) . . ?
N2 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C13 117.0(5) . . ?
C10 C9 C2 121.1(4) . . ?
C13 C9 C2 121.9(4) . . ?
N3 C10 C9 124.8(5) . . ?
N3 C10 H10 117.6 . . ?
C9 C10 H10 117.6 . . ?
N3 C11 O1 119.6(5) . . ?
N3 C11 C12 124.2(5) . . ?
O1 C11 C12 116.2(5) . . ?
C13 C12 C11 118.2(5) . . ?
C13 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
C12 C13 C9 119.6(5) . . ?
C12 C13 H13 120.2 . . ?
C9 C13 H13 120.2 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 118.6(5) . . ?
C16 C15 C3 121.8(5) . . ?
C20 C15 C3 119.6(5) . . ?
C17 C16 C15 121.4(5) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C18 C17 C16 120.1(6) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C19 C18 C17 119.4(6) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 121.1(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C15 C20 C19 119.4(6) . . ?
C15 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.160
_refine_diff_density_min         -1.391
_refine_diff_density_rms         0.106
