# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2173706'
loop_
_audit_author_name
_audit_author_address
'Peter Barnard'
;La Trobe University
Australia
;
_audit_update_record             
;
2022-05-19 deposited with the CCDC.	2022-07-15 downloaded from the CCDC.
;
_audit_creation_date             2021-07-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Ag2 Cl2 N4'
_chemical_formula_sum            'C20 H20 Ag2 Cl2 N4'
_chemical_formula_weight         603.04
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Ag Ag -0.8971 1.1015 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.2662(2)
_cell_length_b                   7.39800(10)
_cell_length_c                   12.5768(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.300(2)
_cell_angle_gamma                90
_cell_volume                     1041.91(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14850
_cell_measurement_temperature    150(15)
_cell_measurement_theta_max      27.2930
_cell_measurement_theta_min      3.2910
_shelx_estimated_absorpt_T_max   0.919
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    2.149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21372
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.703
_diffrn_reflns_theta_max         24.703
_diffrn_reflns_theta_min         3.200
_diffrn_ambient_temperature      150(15)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -8.00  47.00   0.50   10.00    --    9.52-107.00 -37.00  110
  2  ω    -27.00  54.00   0.50   10.00    --   -9.44  57.00   0.00  162
  3  ω    -80.00   3.00   0.50   10.00    --   -9.44 -19.00-120.00  166
  4  ω      1.00  35.00   0.50   10.00    --   -9.44-118.00 156.09   68
  5  ω      4.00  36.00   0.50   10.00    --   -9.44-121.00  52.37   64
  6  ω    -73.00   4.00   0.50   10.00    --   -9.44 -38.00  60.00  154
  7  ω    -80.00   3.00   0.50   10.00    --   -9.44 -19.00 150.00  166
  8  ω      6.00  38.00   0.50   10.00    --   -9.44-124.00 -27.64   64
  9  ω    -35.00  20.00   0.50   10.00    --   -9.44  77.00   0.00  110
 10  ω    -21.00  61.00   0.50   10.00    --   -9.44  19.00  90.00  164
 11  ω    -27.00  54.00   0.50   10.00    --   -9.44  57.00 150.00  162
 12  ω      2.00  35.00   0.50   10.00    --   -9.44-119.00  98.24   66
 13  ω      7.00  58.00   0.50   10.00    --    9.52-125.00  90.00  102
 14  ω     10.00  62.00   0.50   10.00    --    9.52-131.00-120.02  104
 15  ω      7.00  58.00   0.50   10.00    --    9.52-125.00 120.00  102
 16  ω      7.00  58.00   0.50   10.00    --    9.52-125.00 -60.00  102
 17  ω      7.00  58.00   0.50   10.00    --    9.52-125.00-180.00  102
 18  ω      7.00  58.00   0.50   10.00    --    9.52-125.00 -90.00  102
 19  ω      7.00  58.00   0.50   10.00    --    9.52-125.00 -30.00  102
 20  ω    -54.00  23.00   0.50   10.00    --    9.52 -38.00-120.00  154
 21  ω    -41.00   8.00   0.50   10.00    --   -9.44 -77.00-120.00   98
 22  ω    -73.00   4.00   0.50   10.00    --   -9.44 -38.00 -30.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.841
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                3358
_reflns_number_total             3544
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 1441 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3544
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0275
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0580
_refine_ls_wR_factor_ref         0.0598
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C9(H9), C16(H16), C7(H7), C18(H18), C19(H19), C15(H15), C3(H3),
 C2(H2), C6(H6), C8(H8), C5(H5), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Ag1 Ag 0.67895(3) 0.32428(5) 0.20807(3) 0.01992(14) Uani 1 1 d . . . . .
Ag2 Ag 0.80727(4) -0.02178(6) 0.29250(4) 0.02742(16) Uani 1 1 d . . . . .
C14 C 0.9141(5) 0.4242(8) 0.4057(5) 0.0191(14) Uani 1 1 d . . . . .
Cl1 Cl 0.61959(12) -0.1160(3) 0.33740(13) 0.0339(4) Uani 1 1 d . . . . .
C17 C 1.1404(5) 0.4558(9) 0.3439(5) 0.0299(17) Uani 1 1 d . . . . .
H17 H 1.2181 0.4662 0.3220 0.036 Uiso 1 1 calc R U . . .
C4 C 0.4366(5) 0.2152(8) 0.0207(5) 0.0209(15) Uani 1 1 d . . . . .
C1 C 0.6567(5) 0.2582(9) 0.0460(5) 0.0189(14) Uani 1 1 d . . . . .
C9 C 0.3420(5) 0.2845(9) -0.0473(5) 0.0231(15) Uani 1 1 d . . . . .
H9 H 0.3545 0.3289 -0.1161 0.028 Uiso 1 1 calc R U . . .
N1 N 0.5538(4) 0.2148(7) -0.0159(4) 0.0200(12) Uani 1 1 d . . . . .
N2 N 0.7412(4) 0.2465(7) -0.0221(4) 0.0209(12) Uani 1 1 d . . . . .
C20 C 0.4810(5) 0.3658(12) 0.3976(5) 0.039(2) Uani 1 1 d . . . . .
H20A H 0.4725 0.3204 0.3239 0.059 Uiso 1 1 calc R U . . .
H20B H 0.4425 0.4843 0.3996 0.059 Uiso 1 1 calc R U . . .
H20C H 0.4431 0.2812 0.4434 0.059 Uiso 1 1 calc R U . . .
C16 C 1.0450(5) 0.5288(9) 0.2815(5) 0.0276(16) Uani 1 1 d . . . . .
H16 H 1.0570 0.5891 0.2169 0.033 Uiso 1 1 calc R U . . .
C7 C 0.2103(5) 0.2269(9) 0.0878(5) 0.0271(16) Uani 1 1 d . . . . .
H7 H 0.1334 0.2338 0.1118 0.033 Uiso 1 1 calc R U . . .
C18 C 1.1249(5) 0.3667(9) 0.4386(5) 0.0273(16) Uani 1 1 d . . . . .
H18 H 1.1915 0.3173 0.4819 0.033 Uiso 1 1 calc R U . . .
C10 C 0.8685(5) 0.2826(10) 0.0077(5) 0.0274(17) Uani 1 1 d . . . . .
H10A H 0.8795 0.3391 0.0786 0.041 Uiso 1 1 calc R U . . .
H10B H 0.8979 0.3641 -0.0450 0.041 Uiso 1 1 calc R U . . .
H10C H 0.9131 0.1687 0.0094 0.041 Uiso 1 1 calc R U . . .
C19 C 1.0099(5) 0.3510(9) 0.4692(5) 0.0235(15) Uani 1 1 d . . . . .
H19 H 0.9976 0.2901 0.5336 0.028 Uiso 1 1 calc R U . . .
C15 C 0.9310(5) 0.5150(8) 0.3125(5) 0.0217(14) Uani 1 1 d . . . . .
H15 H 0.8650 0.5675 0.2700 0.026 Uiso 1 1 calc R U . . .
Cl2 Cl 0.99563(12) 0.0071(2) 0.23236(12) 0.0275(4) Uani 1 1 d . . . . .
C3 C 0.6925(5) 0.1973(9) -0.1231(5) 0.0256(15) Uani 1 1 d . . . . .
H3 H 0.7345 0.1805 -0.1838 0.031 Uiso 1 1 calc R U . . .
C2 C 0.5741(5) 0.1773(9) -0.1199(5) 0.0240(15) Uani 1 1 d . . . . .
H2 H 0.5164 0.1442 -0.1775 0.029 Uiso 1 1 calc R U . . .
C6 C 0.3059(5) 0.1554(9) 0.1535(5) 0.0267(15) Uani 1 1 d . . . . .
H6 H 0.2934 0.1108 0.2222 0.032 Uiso 1 1 calc R U . . .
N3 N 0.7960(4) 0.4085(7) 0.4395(4) 0.0205(12) Uani 1 1 d . . . . .
C8 C 0.2286(5) 0.2880(9) -0.0131(5) 0.0260(15) Uani 1 1 d . . . . .
H8 H 0.1631 0.3328 -0.0595 0.031 Uiso 1 1 calc R U . . .
C5 C 0.4190(5) 0.1479(8) 0.1205(5) 0.0213(14) Uani 1 1 d . . . . .
H5 H 0.4837 0.0974 0.1657 0.026 Uiso 1 1 calc R U . . .
C12 C 0.7714(5) 0.4211(9) 0.5441(5) 0.0255(15) Uani 1 1 d . . . . .
H12 H 0.8274 0.4383 0.6054 0.031 Uiso 1 1 calc R U . . .
C11 C 0.6952(5) 0.3844(8) 0.3712(5) 0.0209(14) Uani 1 1 d . . . . .
C13 C 0.6526(5) 0.4044(10) 0.5421(5) 0.0303(16) Uani 1 1 d . . . . .
H13 H 0.6080 0.4069 0.6019 0.036 Uiso 1 1 calc R U . . .
N4 N 0.6076(4) 0.3828(8) 0.4360(4) 0.0255(13) Uani 1 1 d . . . . .


_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
Ag1 Ag2 3.0716(6) . ?
Ag1 C1 2.084(6) . ?
Ag1 C11 2.088(6) . ?
Ag2 Cl1 2.3531(15) . ?
Ag2 Cl2 2.3395(14) . ?
C14 C19 1.381(8) . ?
C14 C15 1.382(8) . ?
C14 N3 1.445(7) . ?
C17 H17 0.9500 . ?
C17 C16 1.370(9) . ?
C17 C18 1.389(9) . ?
C4 C9 1.389(8) . ?
C4 N1 1.445(6) . ?
C4 C5 1.385(8) . ?
C1 N1 1.362(7) . ?
C1 N2 1.352(7) . ?
C9 H9 0.9500 . ?
C9 C8 1.392(8) . ?
N1 C2 1.381(8) . ?
N2 C10 1.467(7) . ?
N2 C3 1.376(7) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 N4 1.460(7) . ?
C16 H16 0.9500 . ?
C16 C15 1.386(8) . ?
C7 H7 0.9500 . ?
C7 C6 1.388(8) . ?
C7 C8 1.383(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.396(8) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C19 H19 0.9500 . ?
C15 H15 0.9500 . ?
C3 H3 0.9500 . ?
C3 C2 1.346(8) . ?
C2 H2 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.384(8) . ?
N3 C12 1.376(7) . ?
N3 C11 1.359(7) . ?
C8 H8 0.9500 . ?
C5 H5 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.342(8) . ?
C11 N4 1.347(7) . ?
C13 H13 0.9500 . ?
C13 N4 1.383(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
C1 Ag1 Ag2 98.28(17) . . ?
C1 Ag1 C11 177.7(2) . . ?
C11 Ag1 Ag2 81.41(17) . . ?
Cl1 Ag2 Ag1 85.91(5) . . ?
Cl2 Ag2 Ag1 102.79(5) . . ?
Cl2 Ag2 Cl1 167.26(7) . . ?
C19 C14 C15 120.6(5) . . ?
C19 C14 N3 119.0(5) . . ?
C15 C14 N3 120.4(5) . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 120.9(6) . . ?
C18 C17 H17 119.5 . . ?
C9 C4 N1 118.1(5) . . ?
C5 C4 C9 120.9(5) . . ?
C5 C4 N1 121.0(5) . . ?
N1 C1 Ag1 128.2(4) . . ?
N2 C1 Ag1 128.1(4) . . ?
N2 C1 N1 103.7(5) . . ?
C4 C9 H9 120.5 . . ?
C4 C9 C8 119.0(6) . . ?
C8 C9 H9 120.5 . . ?
C1 N1 C4 124.6(5) . . ?
C1 N1 C2 111.7(5) . . ?
C2 N1 C4 123.7(5) . . ?
C1 N2 C10 124.3(5) . . ?
C1 N2 C3 111.4(5) . . ?
C3 N2 C10 124.3(5) . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
C17 C16 H16 119.9 . . ?
C17 C16 C15 120.2(6) . . ?
C15 C16 H16 119.9 . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C8 C7 C6 119.1(6) . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 118.9(6) . . ?
C19 C18 H18 120.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14 C19 C18 119.9(6) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C14 C15 C16 119.5(5) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N2 C3 H3 126.4 . . ?
C2 C3 N2 107.3(5) . . ?
C2 C3 H3 126.4 . . ?
N1 C2 H2 127.1 . . ?
C3 C2 N1 105.9(5) . . ?
C3 C2 H2 127.1 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 121.1(6) . . ?
C5 C6 H6 119.5 . . ?
C12 N3 C14 124.4(5) . . ?
C11 N3 C14 123.9(5) . . ?
C11 N3 C12 111.7(5) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 C9 120.8(6) . . ?
C7 C8 H8 119.6 . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.0(6) . . ?
C6 C5 H5 120.5 . . ?
N3 C12 H12 126.8 . . ?
C13 C12 N3 106.4(5) . . ?
C13 C12 H12 126.8 . . ?
N3 C11 Ag1 128.8(4) . . ?
N4 C11 Ag1 127.0(4) . . ?
N4 C11 N3 103.7(5) . . ?
C12 C13 H13 126.6 . . ?
C12 C13 N4 106.7(5) . . ?
N4 C13 H13 126.6 . . ?
C11 N4 C20 123.6(5) . . ?
C11 N4 C13 111.5(5) . . ?
C13 N4 C20 124.8(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ag1 C1 N1 C4 3.1(9) . . . . ?
Ag1 C1 N1 C2 -179.4(5) . . . . ?
Ag1 C1 N2 C10 -1.0(9) . . . . ?
Ag1 C1 N2 C3 179.4(5) . . . . ?
Ag1 C11 N4 C20 -10.3(9) . . . . ?
Ag1 C11 N4 C13 171.5(5) . . . . ?
C14 N3 C12 C13 178.4(6) . . . . ?
C14 N3 C11 Ag1 10.3(9) . . . . ?
C14 N3 C11 N4 -178.2(5) . . . . ?
C17 C16 C15 C14 -1.1(9) . . . . ?
C17 C18 C19 C14 -0.3(9) . . . . ?
C4 C9 C8 C7 1.3(10) . . . . ?
C4 N1 C2 C3 177.6(5) . . . . ?
C1 N1 C2 C3 0.1(7) . . . . ?
C1 N2 C3 C2 0.1(7) . . . . ?
C9 C4 N1 C1 138.6(6) . . . . ?
C9 C4 N1 C2 -38.6(9) . . . . ?
C9 C4 C5 C6 -1.9(9) . . . . ?
N1 C4 C9 C8 -179.3(5) . . . . ?
N1 C4 C5 C6 178.3(5) . . . . ?
N1 C1 N2 C10 179.6(5) . . . . ?
N1 C1 N2 C3 0.0(7) . . . . ?
N2 C1 N1 C4 -177.5(5) . . . . ?
N2 C1 N1 C2 -0.1(7) . . . . ?
N2 C3 C2 N1 -0.1(7) . . . . ?
C16 C17 C18 C19 0.6(10) . . . . ?
C7 C6 C5 C4 0.7(9) . . . . ?
C18 C17 C16 C15 0.1(10) . . . . ?
C10 N2 C3 C2 -179.6(6) . . . . ?
C19 C14 C15 C16 1.5(9) . . . . ?
C19 C14 N3 C12 37.6(9) . . . . ?
C19 C14 N3 C11 -144.4(6) . . . . ?
C15 C14 C19 C18 -0.7(9) . . . . ?
C15 C14 N3 C12 -140.9(6) . . . . ?
C15 C14 N3 C11 37.2(9) . . . . ?
C6 C7 C8 C9 -2.4(10) . . . . ?
N3 C14 C19 C18 -179.2(5) . . . . ?
N3 C14 C15 C16 179.9(5) . . . . ?
N3 C12 C13 N4 -0.3(8) . . . . ?
N3 C11 N4 C20 178.0(6) . . . . ?
N3 C11 N4 C13 -0.3(7) . . . . ?
C8 C7 C6 C5 1.4(10) . . . . ?
C5 C4 C9 C8 0.9(10) . . . . ?
C5 C4 N1 C1 -41.5(9) . . . . ?
C5 C4 N1 C2 141.3(6) . . . . ?
C12 N3 C11 Ag1 -171.5(5) . . . . ?
C12 N3 C11 N4 0.1(7) . . . . ?
C12 C13 N4 C20 -177.9(6) . . . . ?
C12 C13 N4 C11 0.4(8) . . . . ?
C11 N3 C12 C13 0.1(8) . . . . ?

_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
;
####################################################################### 
# 
# 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_4b
_database_code_depnum_ccdc_archive 'CCDC 2173707'
loop_
_audit_author_name
_audit_author_address
'Peter Barnard'
;La Trobe University
Australia
;
_audit_update_record             
;
2022-05-19 deposited with the CCDC.	2022-07-15 downloaded from the CCDC.
;
_audit_creation_date             2021-10-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H24 Au N4, I'
_chemical_formula_sum            'C22 H24 Au I N4'
_chemical_formula_weight         668.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   9.89520(10)
_cell_length_b                   17.19070(10)
_cell_length_c                   13.18180(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.2300(10)
_cell_angle_gamma                90
_cell_volume                     2242.28(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12422
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      64.6480
_cell_measurement_theta_min      4.2260
_shelx_estimated_absorpt_T_max   0.457
_shelx_estimated_absorpt_T_min   0.389
_exptl_absorpt_coefficient_mu    23.242
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.980
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16824
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        64.743
_diffrn_reflns_theta_max         64.743
_diffrn_reflns_theta_min         4.226
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  -8.00   0.50    0.20    --    0.00 -72.00 138.00  110
  2  ω     -4.00  21.00   0.50    0.20    --    0.00 -72.00 138.00   50
  3  ω     46.00 104.00   0.50    0.62    --   86.16 -72.00 138.00  116
  4  ω     67.00 149.00   0.50    0.62    --   86.16  72.00 -91.00  164
  5  ω    -67.00 -34.00   0.50    0.20    --    0.00 -19.00  30.00   66
  6  ω    -29.00   7.00   0.50    0.20    --    0.00 -19.00  30.00   72
  7  ω    -18.00  32.00   0.50    0.20    --    0.00  77.00 -60.00  100
  8  ω    -22.00  37.00   0.50    0.20    --    0.00  77.00  30.00  118
  9  ω     33.00  68.00   0.50    0.20    --    0.00  19.00-150.00   70
 10  ω      3.00  28.00   0.50    0.20    --    0.00  19.00-150.00   50
 11  ω    -19.00   7.00   0.50    0.20    --    0.00  77.00-120.00   52
 12  ω     38.00  63.00   0.50    0.20    --    0.00  72.00 -91.00   50
 13  ω     -8.00  34.00   0.50    0.20    --    0.00  38.00 -90.00   84
 14  ω    -23.00  19.00   0.50    0.20    --    0.00  77.00  90.00   84
 15  ω     38.00 117.00   0.50    0.62    --   86.16-145.00 -30.00  158
 16  ω     92.00 144.00   0.50    0.62    --   86.16  28.00 -30.00  104
 17  ω    117.00 143.00   0.50    0.62    --   86.16  96.00  30.00   52
 18  ω     69.00 106.00   0.50    0.62    --   86.16  67.00 150.00   74
 19  ω    121.00 147.00   0.50    0.62    --   86.16 117.00 120.00   52
 20  ω     48.00 101.00   0.50    0.62    --   86.16 -57.00   0.00  106
 21  ω    106.00 135.00   0.50    0.62    --   86.16  77.00-150.00   58
 22  ω     38.00  83.00   0.50    0.62    --   86.16 -47.00 150.00   90
 23  ω     86.00 146.00   0.50    0.62    --   86.16  47.00  60.00  120
 24  ω     26.00  89.00   0.50    0.62    --   86.16-117.00 150.00  126
 25  ω     25.00  51.00   0.50    0.62    --   86.16-117.00-180.00   52
 26  ω     84.00 109.00   0.50    0.62    --   86.16-117.00-180.00   50
 27  ω     31.00 107.00   0.50    0.62    --   86.16-117.00 -30.00  152
 28  ω    102.00 147.00   0.50    0.62    --   86.16 117.00 150.00   90
 29  ω     16.00  92.00   0.50    0.62    --   86.16 -19.00 120.00  152
 30  ω     65.00 109.00   0.50    0.62    --   86.16 -77.00  90.00   88
 31  ω    103.00 138.00   0.50    0.62    --   86.16 117.00-180.00   70
 32  ω     51.00  83.00   0.50    0.62    --   86.16-145.00 -60.00   64
 33  ω    102.00 127.00   0.50    0.62    --   86.16-145.00 -60.00   50
 34  ω    103.00 149.00   0.50    0.62    --   86.16 117.00  90.00   92
 35  ω    107.00 141.00   0.50    0.62    --   86.16  77.00-180.00   68
 36  ω    118.00 144.00   0.50    0.62    --   86.16 117.00 -60.00   52
 37  ω     43.00 110.00   0.50    0.62    --   86.16 -88.00   0.00  134
 38  ω     74.00 106.00   0.50    0.62    --   86.16-117.00  90.00   64
 39  ω    121.00 147.00   0.50    0.62    --   86.16  67.00 150.00   52
 40  ω     70.00 145.00   0.50    0.62    --   86.16  57.00  90.00  150
 41  ω     33.00  97.00   0.50    0.62    --   86.16 -96.00 -30.00  128
 42  ω     22.00  87.00   0.50    0.62    --   86.16 -28.00 -90.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3664
_reflns_number_total             3783
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.934
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3783
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0191
_refine_ls_R_factor_gt           0.0182
_refine_ls_restrained_S_all      1.078
_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)+(0.0242P)²+1.7144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0454
_refine_ls_wR_factor_ref         0.0460
_refine_special_details          ?
_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.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.48794(2) 0.42255(2) 0.36455(2) 0.01918(6) Uani 1 1 d . . . . .
N1 N 0.7430(3) 0.33711(16) 0.29210(19) 0.0217(6) Uani 1 1 d . . . . .
N2 N 0.6366(3) 0.27343(16) 0.4071(2) 0.0243(6) Uani 1 1 d . . . . .
N3 N 0.2425(2) 0.50265(15) 0.45337(19) 0.0192(5) Uani 1 1 d . . . . .
N4 N 0.3505(3) 0.58129(15) 0.3576(2) 0.0236(6) Uani 1 1 d . . . . .
C1 C 0.6290(3) 0.33854(19) 0.3503(2) 0.0223(7) Uani 1 1 d . . . . .
C2 C 0.8204(3) 0.2721(2) 0.3156(3) 0.0289(8) Uani 1 1 d . . . . .
H2 H 0.904770 0.258275 0.286563 0.035 Uiso 1 1 calc R U . . .
C3 C 0.7528(3) 0.2327(2) 0.3874(2) 0.0295(8) Uani 1 1 d . . . . .
H3 H 0.780323 0.185416 0.418612 0.035 Uiso 1 1 calc R U . . .
C4 C 0.7767(3) 0.39453(19) 0.2176(2) 0.0229(7) Uani 1 1 d . . . . .
C5 C 0.6763(4) 0.42440(19) 0.1547(2) 0.0253(7) Uani 1 1 d . . . . .
H5 H 0.585846 0.406192 0.159318 0.030 Uiso 1 1 calc R U . . .
C6 C 0.7110(4) 0.4815(2) 0.0848(3) 0.0320(8) Uani 1 1 d . . . . .
H6 H 0.643340 0.503209 0.042007 0.038 Uiso 1 1 calc R U . . .
C7 C 0.8428(4) 0.5070(2) 0.0769(3) 0.0354(9) Uani 1 1 d . . . . .
H7 H 0.865339 0.546289 0.029259 0.042 Uiso 1 1 calc R U . . .
C8 C 0.9422(4) 0.4752(2) 0.1384(3) 0.0350(9) Uani 1 1 d . . . . .
H8 H 1.032962 0.492439 0.132045 0.042 Uiso 1 1 calc R U . . .
C9 C 0.9104(4) 0.4187(2) 0.2090(3) 0.0300(8) Uani 1 1 d . . . . .
H9 H 0.978721 0.396643 0.250839 0.036 Uiso 1 1 calc R U . . .
C10 C 0.5297(3) 0.2481(2) 0.4771(2) 0.0275(7) Uani 1 1 d . . . . .
H10A H 0.483364 0.294423 0.504994 0.033 Uiso 1 1 calc R U . . .
H10B H 0.571055 0.219418 0.534472 0.033 Uiso 1 1 calc R U . . .
C11 C 0.4267(4) 0.1963(2) 0.4248(3) 0.0367(9) Uani 1 1 d . . . . .
H11A H 0.385170 0.224660 0.368189 0.055 Uiso 1 1 calc R U . . .
H11B H 0.356725 0.181231 0.473344 0.055 Uiso 1 1 calc R U . . .
H11C H 0.471759 0.149600 0.398985 0.055 Uiso 1 1 calc R U . . .
C12 C 0.3527(3) 0.50758(19) 0.3922(2) 0.0207(6) Uani 1 1 d . . . . .
C13 C 0.1745(4) 0.57259(19) 0.4564(3) 0.0275(8) Uani 1 1 d . . . . .
H13 H 0.095318 0.583827 0.494208 0.033 Uiso 1 1 calc R U . . .
C14 C 0.2420(3) 0.6219(2) 0.3956(3) 0.0289(7) Uani 1 1 d . . . . .
H14 H 0.219176 0.674473 0.381601 0.035 Uiso 1 1 calc R U . . .
C15 C 0.2020(3) 0.43389(18) 0.5075(2) 0.0202(7) Uani 1 1 d . . . . .
C16 C 0.1764(3) 0.36603(19) 0.4548(2) 0.0239(7) Uani 1 1 d . . . . .
H16 H 0.190220 0.363319 0.383584 0.029 Uiso 1 1 calc R U . . .
C17 C 0.1300(3) 0.3017(2) 0.5084(3) 0.0311(8) Uani 1 1 d . . . . .
H17 H 0.112682 0.254502 0.473271 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1086(4) 0.3054(2) 0.6120(3) 0.0349(8) Uani 1 1 d . . . . .
H18 H 0.075288 0.261402 0.647745 0.042 Uiso 1 1 calc R U . . .
C19 C 0.1364(4) 0.3739(2) 0.6627(3) 0.0356(9) Uani 1 1 d . . . . .
H19 H 0.123259 0.376765 0.733945 0.043 Uiso 1 1 calc R U . . .
C20 C 0.1833(4) 0.4386(2) 0.6110(3) 0.0278(7) Uani 1 1 d . . . . .
H20 H 0.202225 0.485525 0.646268 0.033 Uiso 1 1 calc R U . . .
C21 C 0.4476(4) 0.6123(2) 0.2844(3) 0.0336(8) Uani 1 1 d . . . . .
H21A H 0.536123 0.586760 0.295166 0.040 Uiso 1 1 calc R U . . .
H21B H 0.459494 0.668714 0.296750 0.040 Uiso 1 1 calc R U . . .
C22 C 0.4037(5) 0.6001(3) 0.1769(3) 0.0462(10) Uani 1 1 d . . . . .
H22A H 0.472970 0.620458 0.131105 0.069 Uiso 1 1 calc R U . . .
H22B H 0.318295 0.627531 0.164882 0.069 Uiso 1 1 calc R U . . .
H22C H 0.391097 0.544405 0.164395 0.069 Uiso 1 1 calc R U . . .
I1 I 0.28912(2) 0.35057(2) 0.16199(2) 0.02816(7) Uani 1 1 d . . . . .


_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 2.018(3) . ?
Au1 C12 2.016(3) . ?
N1 C1 1.366(4) . ?
N1 C2 1.389(4) . ?
N1 C4 1.433(4) . ?
N2 C1 1.348(4) . ?
N2 C3 1.372(4) . ?
N2 C10 1.473(4) . ?
N3 C12 1.362(4) . ?
N3 C13 1.378(4) . ?
N3 C15 1.438(4) . ?
N4 C12 1.347(4) . ?
N4 C14 1.376(4) . ?
N4 C21 1.464(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.345(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(5) . ?
C4 C9 1.391(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.380(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(5) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.517(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13 0.9500 . ?
C13 C14 1.346(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(5) . ?
C15 C20 1.380(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(5) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.495(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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
C12 Au1 C1 174.70(12) . . ?
C1 N1 C2 110.2(3) . . ?
C1 N1 C4 124.6(3) . . ?
C2 N1 C4 125.2(3) . . ?
C1 N2 C3 111.4(3) . . ?
C1 N2 C10 123.7(3) . . ?
C3 N2 C10 124.9(3) . . ?
C12 N3 C13 110.8(3) . . ?
C12 N3 C15 124.8(3) . . ?
C13 N3 C15 124.4(3) . . ?
C12 N4 C14 111.4(3) . . ?
C12 N4 C21 123.8(3) . . ?
C14 N4 C21 124.7(3) . . ?
N1 C1 Au1 129.6(2) . . ?
N2 C1 Au1 125.4(2) . . ?
N2 C1 N1 104.6(3) . . ?
N1 C2 H2 126.7 . . ?
C3 C2 N1 106.7(3) . . ?
C3 C2 H2 126.7 . . ?
N2 C3 H3 126.4 . . ?
C2 C3 N2 107.1(3) . . ?
C2 C3 H3 126.4 . . ?
C5 C4 N1 119.7(3) . . ?
C5 C4 C9 121.2(3) . . ?
C9 C4 N1 119.1(3) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 H5 120.7 . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.7(4) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.0(3) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 H8 119.7 . . ?
C4 C9 H9 120.5 . . ?
C8 C9 C4 118.9(3) . . ?
C8 C9 H9 120.5 . . ?
N2 C10 H10A 109.3 . . ?
N2 C10 H10B 109.3 . . ?
N2 C10 C11 111.8(3) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 Au1 126.6(2) . . ?
N4 C12 Au1 129.1(2) . . ?
N4 C12 N3 104.3(3) . . ?
N3 C13 H13 126.6 . . ?
C14 C13 N3 106.7(3) . . ?
C14 C13 H13 126.6 . . ?
N4 C14 H14 126.6 . . ?
C13 C14 N4 106.7(3) . . ?
C13 C14 H14 126.6 . . ?
C16 C15 N3 119.7(3) . . ?
C20 C15 N3 118.8(3) . . ?
C20 C15 C16 121.4(3) . . ?
C15 C16 H16 120.8 . . ?
C15 C16 C17 118.4(3) . . ?
C17 C16 H16 120.8 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.5 . . ?
C19 C18 C17 118.9(3) . . ?
C19 C18 H18 120.5 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.9(3) . . ?
C20 C19 H19 119.6 . . ?
C15 C20 C19 119.1(3) . . ?
C15 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
N4 C21 H21A 109.1 . . ?
N4 C21 H21B 109.1 . . ?
N4 C21 C22 112.6(3) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 -0.2(4) . . . . ?
N1 C4 C5 C6 178.4(3) . . . . ?
N1 C4 C9 C8 -178.7(3) . . . . ?
N3 C13 C14 N4 -0.6(4) . . . . ?
N3 C15 C16 C17 -176.4(3) . . . . ?
N3 C15 C20 C19 176.1(3) . . . . ?
C1 N1 C2 C3 1.0(4) . . . . ?
C1 N1 C4 C5 -40.7(4) . . . . ?
C1 N1 C4 C9 140.1(3) . . . . ?
C1 N2 C3 C2 -0.7(4) . . . . ?
C1 N2 C10 C11 89.5(4) . . . . ?
C2 N1 C1 Au1 172.1(2) . . . . ?
C2 N1 C1 N2 -1.4(4) . . . . ?
C2 N1 C4 C5 139.2(3) . . . . ?
C2 N1 C4 C9 -40.1(5) . . . . ?
C3 N2 C1 Au1 -172.6(2) . . . . ?
C3 N2 C1 N1 1.2(4) . . . . ?
C3 N2 C10 C11 -87.2(4) . . . . ?
C4 N1 C1 Au1 -8.0(5) . . . . ?
C4 N1 C1 N2 178.5(3) . . . . ?
C4 N1 C2 C3 -178.9(3) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
C5 C4 C9 C8 2.1(5) . . . . ?
C5 C6 C7 C8 0.5(5) . . . . ?
C6 C7 C8 C9 -0.8(5) . . . . ?
C7 C8 C9 C4 -0.4(5) . . . . ?
C9 C4 C5 C6 -2.4(5) . . . . ?
C10 N2 C1 Au1 10.3(4) . . . . ?
C10 N2 C1 N1 -175.9(3) . . . . ?
C10 N2 C3 C2 176.4(3) . . . . ?
C12 N3 C13 C14 0.7(4) . . . . ?
C12 N3 C15 C16 -57.6(4) . . . . ?
C12 N3 C15 C20 125.5(3) . . . . ?
C12 N4 C14 C13 0.4(4) . . . . ?
C12 N4 C21 C22 88.5(4) . . . . ?
C13 N3 C12 Au1 178.5(2) . . . . ?
C13 N3 C12 N4 -0.4(4) . . . . ?
C13 N3 C15 C16 122.3(4) . . . . ?
C13 N3 C15 C20 -54.5(4) . . . . ?
C14 N4 C12 Au1 -178.9(2) . . . . ?
C14 N4 C12 N3 0.0(4) . . . . ?
C14 N4 C21 C22 -88.0(4) . . . . ?
C15 N3 C12 Au1 -1.6(4) . . . . ?
C15 N3 C12 N4 179.6(3) . . . . ?
C15 N3 C13 C14 -179.3(3) . . . . ?
C15 C16 C17 C18 0.5(5) . . . . ?
C16 C15 C20 C19 -0.7(5) . . . . ?
C16 C17 C18 C19 -1.2(5) . . . . ?
C17 C18 C19 C20 0.9(6) . . . . ?
C18 C19 C20 C15 0.0(5) . . . . ?
C20 C15 C16 C17 0.4(5) . . . . ?
C21 N4 C12 Au1 4.2(5) . . . . ?
C21 N4 C12 N3 -177.0(3) . . . . ?
C21 N4 C14 C13 177.3(3) . . . . ?

_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
;
####################################################################### 
# 
# 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_1e
_database_code_depnum_ccdc_archive 'CCDC 2173710'
loop_
_audit_author_name
_audit_author_address
'Peter J. Barnard'
;Deptartment of Biochemistry and Chemistry, La Trobe University
Australia
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-07-15 downloaded from the CCDC.
;
_audit_creation_date             2021-07-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I, C9 H10 N3'
_chemical_formula_sum            'C9 H10 I N3'
_chemical_formula_weight         287.10
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.83570(10)
_cell_length_b                   12.72860(10)
_cell_length_c                   14.2408(2)
_cell_angle_alpha                90
_cell_angle_beta                 131.433(2)
_cell_angle_gamma                90
_cell_volume                     1064.87(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16311
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.1170
_cell_measurement_theta_min      4.1480
_shelx_estimated_absorpt_T_max   0.653
_shelx_estimated_absorpt_T_min   0.456
_exptl_absorpt_coefficient_mu    23.302
_exptl_absorpt_correction_T_max  0.98425
_exptl_absorpt_correction_T_min  0.98425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.36a (Rigaku Oxford Diffraction, 2018)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21563
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.237
_diffrn_reflns_theta_min         5.408
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2045
_reflns_number_total             2066
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.328
_refine_diff_density_min         -1.010
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2066
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.086
_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)+(0.0559P)²+0.5651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0759
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C2(H2), C4(H4), C6(H6), C8(H8), C7(H7)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
I1 I 0.50152(3) 0.56031(2) 0.67067(2) 0.02583(11) Uani 1 1 d . . . . .
N1 N 0.3862(4) 0.76112(17) 0.4294(2) 0.0240(4) Uani 1 1 d . . . . .
N2 N 0.0710(4) 0.68869(18) 0.3518(2) 0.0277(5) Uani 1 1 d . . . . .
N3 N 0.2498(4) 0.84076(19) 0.4127(3) 0.0342(5) Uani 1 1 d . . . . .
C3 C 0.6183(5) 0.7811(2) 0.4884(2) 0.0249(5) Uani 1 1 d . . . . .
C1 C 0.2788(5) 0.6697(2) 0.3937(2) 0.0250(5) Uani 1 1 d . . . . .
H1 H 0.3383 0.6033 0.3973 0.030 Uiso 1 1 calc R U . . .
C5 C 0.9928(5) 0.7169(3) 0.5935(3) 0.0360(6) Uani 1 1 d . . . . .
H5 H 1.0968 0.6602 0.6247 0.043 Uiso 1 1 calc R U . . .
C2 C 0.0607(5) 0.7929(3) 0.3658(3) 0.0350(6) Uani 1 1 d . . . . .
H2 H -0.0689 0.8273 0.3440 0.042 Uiso 1 1 calc R U . . .
C4 C 0.7673(5) 0.6967(2) 0.5356(3) 0.0300(6) Uani 1 1 d . . . . .
H4 H 0.7166 0.6270 0.5284 0.036 Uiso 1 1 calc R U . . .
C6 C 1.0664(6) 0.8195(3) 0.6061(3) 0.0374(7) Uani 1 1 d . . . . .
H6 H 1.2207 0.8329 0.6465 0.045 Uiso 1 1 calc R U . . .
C8 C 0.6882(5) 0.8832(2) 0.4986(3) 0.0320(6) Uani 1 1 d . . . . .
H8 H 0.5829 0.9397 0.4642 0.038 Uiso 1 1 calc R U . . .
C7 C 0.9145(6) 0.9018(3) 0.5598(3) 0.0389(7) Uani 1 1 d . . . . .
H7 H 0.9661 0.9719 0.5701 0.047 Uiso 1 1 calc R U . . .
C9 C -0.1021(5) 0.6092(3) 0.3118(3) 0.0387(7) Uani 1 1 d . . . . .
H9A H -0.0980 0.5530 0.2663 0.058 Uiso 1 1 calc R U . . .
H9B H -0.2531 0.6420 0.2569 0.058 Uiso 1 1 calc R U . . .
H9C H -0.0704 0.5798 0.3856 0.058 Uiso 1 1 calc R U . . .


_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
N1 N3 1.375(3) . ?
N1 C3 1.434(4) . ?
N1 C1 1.325(3) . ?
N2 C1 1.334(4) . ?
N2 C2 1.352(4) . ?
N2 C9 1.471(4) . ?
N3 C2 1.304(4) . ?
C3 C4 1.389(4) . ?
C3 C8 1.381(4) . ?
C1 H1 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.392(4) . ?
C5 C6 1.390(5) . ?
C2 H2 0.9500 . ?
C4 H4 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.382(5) . ?
C8 H8 0.9500 . ?
C8 C7 1.384(5) . ?
C7 H7 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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
N3 N1 C3 120.7(2) . . ?
C1 N1 N3 110.9(2) . . ?
C1 N1 C3 128.2(2) . . ?
C1 N2 C2 106.6(2) . . ?
C1 N2 C9 126.0(3) . . ?
C2 N2 C9 127.1(3) . . ?
C2 N3 N1 103.5(2) . . ?
C4 C3 N1 118.7(2) . . ?
C8 C3 N1 119.3(2) . . ?
C8 C3 C4 121.9(3) . . ?
N1 C1 N2 106.9(2) . . ?
N1 C1 H1 126.6 . . ?
N2 C1 H1 126.6 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.3(3) . . ?
N2 C2 H2 124.0 . . ?
N3 C2 N2 112.1(3) . . ?
N3 C2 H2 124.0 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.9(3) . . ?
C7 C6 H6 120.1 . . ?
C3 C8 H8 120.6 . . ?
C3 C8 C7 118.7(3) . . ?
C7 C8 H8 120.6 . . ?
C6 C7 C8 120.7(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 N3 C2 N2 -0.3(3) . . . . ?
N1 C3 C4 C5 -179.5(3) . . . . ?
N1 C3 C8 C7 177.6(3) . . . . ?
N3 N1 C3 C4 161.9(3) . . . . ?
N3 N1 C3 C8 -17.1(4) . . . . ?
N3 N1 C1 N2 0.9(3) . . . . ?
C3 N1 N3 C2 -175.6(2) . . . . ?
C3 N1 C1 N2 175.6(2) . . . . ?
C3 C8 C7 C6 2.3(4) . . . . ?
C1 N1 N3 C2 -0.4(3) . . . . ?
C1 N1 C3 C4 -12.4(4) . . . . ?
C1 N1 C3 C8 168.6(3) . . . . ?
C1 N2 C2 N3 0.8(3) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C2 N2 C1 N1 -1.0(3) . . . . ?
C4 C3 C8 C7 -1.3(4) . . . . ?
C4 C5 C6 C7 -0.6(5) . . . . ?
C6 C5 C4 C3 1.5(4) . . . . ?
C8 C3 C4 C5 -0.5(4) . . . . ?
C9 N2 C1 N1 -174.8(2) . . . . ?
C9 N2 C2 N3 174.5(3) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop in perfluoroether oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_3c
_database_code_depnum_ccdc_archive 'CCDC 2173709'
loop_
_audit_author_name
_audit_author_address
'Peter J. Barnard'
;Deptartment of Biochemistry and Chemistry, La Trobe University
Australia
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-07-15 downloaded from the CCDC.
;
_audit_creation_date             2021-07-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Ag1.5 I2, 0.5(C18 H18 Ag N6)'
_chemical_formula_sum            'C9 H9 Ag2 I2 N3'
_chemical_formula_weight         628.73
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Ag Ag 0.1306 4.2820 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   12.9749(2)
_cell_length_b                   7.37600(10)
_cell_length_c                   32.9550(5)
_cell_angle_alpha                90
_cell_angle_beta                 120.190(2)
_cell_angle_gamma                90
_cell_volume                     2726.10(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12748
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.1190
_cell_measurement_theta_min      4.3470
_shelx_estimated_absorpt_T_max   0.388
_shelx_estimated_absorpt_T_min   0.273
_exptl_absorpt_coefficient_mu    58.438
_exptl_absorpt_correction_T_max  0.97504
_exptl_absorpt_correction_T_min  0.97504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.36a (Rigaku Oxford Diffraction, 2018)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.064
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2272
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            27986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.240
_diffrn_reflns_theta_min         3.433
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4467
_reflns_number_total             5280
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.250
_refine_diff_density_min         -1.543
_refine_diff_density_rms         0.273
_refine_ls_extinction_coef       0.000127(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.061
_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/[σ²(Fo²)+(0.0645P)²+3.6488P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1081
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C15(H15), C11(H11), C6(H6), C8(H8), C13(H13), C5(H5),
 C16(H16), C4(H4), C17(H17), C7(H7)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
I4 I 0.34822(3) 0.49976(4) 0.32467(2) 0.01243(12) Uani 1 1 d . . . . .
I1 I -0.34509(3) 0.98206(4) 0.17514(2) 0.01266(12) Uani 1 1 d . . . . .
I3 I -0.06553(3) 0.48714(4) 0.26491(2) 0.01773(12) Uani 1 1 d . . . . .
I2 I 0.06360(3) 0.99848(4) 0.23527(2) 0.01801(12) Uani 1 1 d . . . . .
Ag1 Ag 1.0000 0.5000 0.5000 0.01571(15) Uani 1 2 d S . P . .
Ag4 Ag -0.2500 0.24501(6) 0.2500 0.01823(14) Uani 1 2 d S T P . .
Ag6 Ag 0.2500 0.76333(7) 0.2500 0.02145(15) Uani 1 2 d S T P . .
Ag2 Ag 0.5000 0.0000 0.5000 0.01493(14) Uani 1 2 d S . P . .
Ag3 Ag 0.12165(3) 0.37162(5) 0.25138(2) 0.02019(13) Uani 1 1 d . . . . .
Ag5 Ag -0.11736(3) 0.86088(5) 0.25011(2) 0.02164(13) Uani 1 1 d . . . . .
N5 N 0.7276(3) -0.1054(5) 0.59366(14) 0.0203(8) Uani 1 1 d . . . . .
N2 N 0.7723(4) 0.3775(6) 0.40873(14) 0.0222(9) Uani 1 1 d . . . . .
N6 N 0.8623(3) -0.1945(6) 0.57555(16) 0.0261(10) Uani 1 1 d . . . . .
C18 C 0.6756(5) -0.0511(8) 0.62246(18) 0.0284(11) Uani 1 1 d . . . . .
H18A H 0.6739 0.0815 0.6239 0.043 Uiso 1 1 calc R U . . .
H18B H 0.7241 -0.1001 0.6542 0.043 Uiso 1 1 calc R U . . .
H18C H 0.5942 -0.0986 0.6084 0.043 Uiso 1 1 calc R U . . .
C9 C 0.8221(6) 0.4290(8) 0.37871(18) 0.0323(13) Uani 1 1 d . . . . .
H9A H 0.8333 0.5607 0.3799 0.048 Uiso 1 1 calc R U . . .
H9B H 0.7670 0.3918 0.3463 0.048 Uiso 1 1 calc R U . . .
H9C H 0.8991 0.3687 0.3900 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6721(4) -0.0933(6) 0.54637(16) 0.0157(9) Uani 1 1 d . . . . .
N4 N 0.7552(3) -0.1499(5) 0.53630(14) 0.0177(8) Uani 1 1 d . . . . .
N3 N 0.6403(3) 0.2902(6) 0.42852(16) 0.0273(10) Uani 1 1 d . . . . .
N1 N 0.7468(3) 0.3430(5) 0.46693(14) 0.0188(8) Uani 1 1 d . . . . .
C14 C 0.6236(4) -0.2017(7) 0.40825(18) 0.0212(10) Uani 1 1 d . . . . .
H14 H 0.5500 -0.2365 0.3817 0.025 Uiso 1 1 calc R U . . .
C1 C 0.8287(4) 0.3984(6) 0.45589(16) 0.0177(9) Uani 1 1 d . . . . .
C2 C 0.6605(4) 0.3115(7) 0.39406(18) 0.0282(12) Uani 1 1 d . . . . .
H2 H 0.6040 0.2845 0.3623 0.034 Uiso 1 1 calc R U . . .
C15 C 0.7176(4) -0.1453(7) 0.4022(2) 0.0246(11) Uani 1 1 d . . . . .
H15 H 0.7079 -0.1391 0.3717 0.029 Uiso 1 1 calc R U . . .
C11 C 0.8414(4) -0.1667(7) 0.60953(18) 0.0263(11) Uani 1 1 d . . . . .
H11 H 0.8982 -0.1866 0.6417 0.032 Uiso 1 1 calc R U . . .
C6 C 0.7856(4) 0.3724(7) 0.60077(19) 0.0224(10) Uani 1 1 d . . . . .
H6 H 0.7957 0.3842 0.6313 0.027 Uiso 1 1 calc R U . . .
C8 C 0.8675(4) 0.3028(6) 0.55140(17) 0.0190(9) Uani 1 1 d . . . . .
H8 H 0.9324 0.2635 0.5479 0.023 Uiso 1 1 calc R U . . .
C13 C 0.6364(4) -0.2074(6) 0.45238(17) 0.0177(9) Uani 1 1 d . . . . .
H13 H 0.5722 -0.2464 0.4563 0.021 Uiso 1 1 calc R U . . .
C5 C 0.6771(4) 0.4092(7) 0.5617(2) 0.0256(11) Uani 1 1 d . . . . .
H5 H 0.6115 0.4439 0.5652 0.031 Uiso 1 1 calc R U . . .
C16 C 0.8247(4) -0.0985(7) 0.4409(2) 0.0244(11) Uani 1 1 d . . . . .
H16 H 0.8895 -0.0625 0.4370 0.029 Uiso 1 1 calc R U . . .
C4 C 0.6630(4) 0.3958(6) 0.51718(19) 0.0216(10) Uani 1 1 d . . . . .
H4 H 0.5879 0.4209 0.4902 0.026 Uiso 1 1 calc R U . . .
C3 C 0.7589(4) 0.3458(6) 0.51218(17) 0.0171(9) Uani 1 1 d . . . . .
C17 C 0.8393(4) -0.1034(6) 0.48574(19) 0.0221(10) Uani 1 1 d . . . . .
H17 H 0.9135 -0.0715 0.5124 0.027 Uiso 1 1 calc R U . . .
C12 C 0.7438(4) -0.1557(6) 0.49090(17) 0.0159(9) Uani 1 1 d . . . . .
C7 C 0.8804(4) 0.3177(7) 0.59530(18) 0.0232(10) Uani 1 1 d . . . . .
H7 H 0.9551 0.2902 0.6222 0.028 Uiso 1 1 calc R U . . .


_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
I4 Ag6 2.8818(4) . ?
I4 Ag3 2.8834(5) 2 ?
I4 Ag3 2.8684(4) . ?
I1 Ag4 2.8825(4) 1_565 ?
I1 Ag5 2.8831(5) 2_455 ?
I1 Ag5 2.8795(5) . ?
I3 Ag4 2.8243(4) . ?
I3 Ag3 2.8128(4) . ?
I3 Ag5 2.8213(5) . ?
I2 Ag6 2.8129(4) . ?
I2 Ag3 2.8323(5) 1_565 ?
I2 Ag5 2.8174(5) . ?
Ag1 C1 2.089(4) . ?
Ag1 C1 2.089(4) 3_766 ?
Ag4 I1 2.8825(4) 2_445 ?
Ag4 I1 2.8825(4) 1_545 ?
Ag4 I3 2.8243(4) 2_455 ?
Ag4 Ag5 3.3142(5) 1_545 ?
Ag4 Ag5 3.3142(5) 2_445 ?
Ag6 I4 2.8818(4) 2 ?
Ag6 I2 2.8129(4) 2 ?
Ag6 Ag3 3.3466(5) . ?
Ag6 Ag3 3.3466(5) 2 ?
Ag2 C10 2.089(4) . ?
Ag2 C10 2.089(4) 3_656 ?
Ag3 I4 2.8833(5) 2 ?
Ag3 I2 2.8323(5) 1_545 ?
Ag3 Ag3 3.3775(6) 2 ?
Ag5 I1 2.8829(5) 2_455 ?
Ag5 Ag4 3.3142(5) 1_565 ?
N5 C18 1.470(7) . ?
N5 C10 1.352(6) . ?
N5 C11 1.371(6) . ?
N2 C9 1.478(8) . ?
N2 C1 1.353(6) . ?
N2 C2 1.367(7) . ?
N6 N4 1.380(5) . ?
N6 C11 1.295(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 N4 1.343(6) . ?
N4 C12 1.428(6) . ?
N3 N1 1.380(5) . ?
N3 C2 1.297(8) . ?
N1 C1 1.349(6) . ?
N1 C3 1.418(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.395(7) . ?
C14 C13 1.379(7) . ?
C2 H2 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.376(7) . ?
C11 H11 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.374(7) . ?
C6 C7 1.390(7) . ?
C8 H8 0.9500 . ?
C8 C3 1.387(6) . ?
C8 C7 1.374(7) . ?
C13 H13 0.9500 . ?
C13 C12 1.385(6) . ?
C5 H5 0.9500 . ?
C5 C4 1.388(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(8) . ?
C4 H4 0.9500 . ?
C4 C3 1.385(6) . ?
C17 H17 0.9500 . ?
C17 C12 1.388(6) . ?
C7 H7 0.9500 . ?

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
Ag6 I4 Ag3 70.969(11) . 2 ?
Ag3 I4 Ag6 71.182(12) . . ?
Ag3 I4 Ag3 71.918(13) . 2 ?
Ag4 I1 Ag5 70.174(11) 1_565 2_455 ?
Ag5 I1 Ag4 70.223(11) . 1_565 ?
Ag5 I1 Ag5 73.264(13) . 2_455 ?
Ag3 I3 Ag4 120.304(15) . . ?
Ag3 I3 Ag5 114.730(14) . . ?
Ag5 I3 Ag4 118.707(14) . . ?
Ag6 I2 Ag3 116.255(14) . 1_565 ?
Ag6 I2 Ag5 117.851(15) . . ?
Ag5 I2 Ag3 118.930(14) . 1_565 ?
C1 Ag1 C1 180.0 3_766 . ?
I1 Ag4 I1 95.423(18) 1_545 2_445 ?
I1 Ag4 Ag5 54.920(11) 2_445 1_545 ?
I1 Ag4 Ag5 54.920(11) 1_545 2_445 ?
I1 Ag4 Ag5 54.845(11) 1_545 1_545 ?
I1 Ag4 Ag5 54.845(11) 2_445 2_445 ?
I3 Ag4 I1 108.424(9) 2_455 1_545 ?
I3 Ag4 I1 122.337(9) 2_455 2_445 ?
I3 Ag4 I1 122.339(9) . 1_545 ?
I3 Ag4 I1 108.423(9) . 2_445 ?
I3 Ag4 I3 101.555(19) . 2_455 ?
I3 Ag4 Ag5 159.222(14) 2_455 1_545 ?
I3 Ag4 Ag5 159.222(14) . 2_445 ?
I3 Ag4 Ag5 98.409(9) . 1_545 ?
I3 Ag4 Ag5 98.408(9) 2_455 2_445 ?
Ag5 Ag4 Ag5 62.495(15) 2_445 1_545 ?
I4 Ag6 I4 95.154(18) 2 . ?
I4 Ag6 Ag3 54.222(11) . . ?
I4 Ag6 Ag3 54.222(11) 2 2 ?
I4 Ag6 Ag3 54.537(11) . 2 ?
I4 Ag6 Ag3 54.537(11) 2 . ?
I2 Ag6 I4 107.215(9) . 2 ?
I2 Ag6 I4 122.411(9) . . ?
I2 Ag6 I4 107.214(9) 2 . ?
I2 Ag6 I4 122.413(9) 2 2 ?
I2 Ag6 I2 103.860(19) . 2 ?
I2 Ag6 Ag3 98.289(9) 2 2 ?
I2 Ag6 Ag3 157.008(14) 2 . ?
I2 Ag6 Ag3 157.008(14) . 2 ?
I2 Ag6 Ag3 98.289(9) . . ?
Ag3 Ag6 Ag3 60.612(14) . 2 ?
C10 Ag2 C10 180.0 . 3_656 ?
I4 Ag3 I4 95.413(13) . 2 ?
I4 Ag3 Ag6 54.597(8) . . ?
I4 Ag3 Ag6 54.494(8) 2 . ?
I4 Ag3 Ag3 53.835(11) 2 2 ?
I4 Ag3 Ag3 54.247(11) . 2 ?
I3 Ag3 I4 122.939(16) . 2 ?
I3 Ag3 I4 111.577(15) . . ?
I3 Ag3 I2 98.901(13) . 1_545 ?
I3 Ag3 Ag6 102.466(13) . . ?
I3 Ag3 Ag3 161.096(11) . 2 ?
I2 Ag3 I4 107.159(15) 1_545 2 ?
I2 Ag3 I4 122.779(15) 1_545 . ?
I2 Ag3 Ag6 157.458(14) 1_545 . ?
I2 Ag3 Ag3 99.658(9) 1_545 2 ?
Ag6 Ag3 Ag3 59.694(7) . 2 ?
I1 Ag5 I1 95.479(13) . 2_455 ?
I1 Ag5 Ag4 54.906(9) 2_455 1_565 ?
I1 Ag5 Ag4 54.931(9) . 1_565 ?
I3 Ag5 I1 106.455(15) . 2_455 ?
I3 Ag5 I1 120.275(16) . . ?
I3 Ag5 Ag4 156.072(15) . 1_565 ?
I2 Ag5 I1 108.929(15) . . ?
I2 Ag5 I1 123.390(16) . 2_455 ?
I2 Ag5 I3 103.592(13) . . ?
I2 Ag5 Ag4 99.757(13) . 1_565 ?
C10 N5 C18 125.1(4) . . ?
C10 N5 C11 108.0(4) . . ?
C11 N5 C18 126.8(4) . . ?
C1 N2 C9 125.0(4) . . ?
C1 N2 C2 108.2(4) . . ?
C2 N2 C9 126.7(4) . . ?
C11 N6 N4 102.8(4) . . ?
N5 C18 H18A 109.5 . . ?
N5 C18 H18B 109.5 . . ?
N5 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N5 C10 Ag2 128.2(3) . . ?
N4 C10 Ag2 128.1(3) . . ?
N4 C10 N5 103.6(4) . . ?
N6 N4 C12 120.0(4) . . ?
C10 N4 N6 113.4(4) . . ?
C10 N4 C12 126.5(4) . . ?
C2 N3 N1 102.7(4) . . ?
N3 N1 C3 120.0(4) . . ?
C1 N1 N3 113.5(4) . . ?
C1 N1 C3 126.4(4) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(5) . . ?
N2 C1 Ag1 127.7(4) . . ?
N1 C1 Ag1 128.9(3) . . ?
N1 C1 N2 103.3(4) . . ?
N2 C2 H2 123.9 . . ?
N3 C2 N2 112.3(4) . . ?
N3 C2 H2 123.9 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.3(5) . . ?
C16 C15 H15 120.3 . . ?
N5 C11 H11 124.0 . . ?
N6 C11 N5 112.1(4) . . ?
N6 C11 H11 124.0 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.5(5) . . ?
C7 C6 H6 120.3 . . ?
C3 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C3 119.5(4) . . ?
C14 C13 H13 120.3 . . ?
C14 C13 C12 119.4(4) . . ?
C12 C13 H13 120.3 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.3(4) . . ?
C4 C5 H5 119.8 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.9(4) . . ?
C17 C16 H16 119.6 . . ?
C5 C4 H4 120.1 . . ?
C3 C4 C5 119.7(4) . . ?
C3 C4 H4 120.1 . . ?
C8 C3 N1 120.0(4) . . ?
C4 C3 N1 119.8(4) . . ?
C4 C3 C8 120.1(5) . . ?
C16 C17 H17 120.5 . . ?
C12 C17 C16 118.9(4) . . ?
C12 C17 H17 120.5 . . ?
C13 C12 N4 119.6(4) . . ?
C13 C12 C17 120.9(5) . . ?
C17 C12 N4 119.5(4) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.8(4) . . ?
C8 C7 H7 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ag2 C10 N4 N6 176.9(3) . . . . ?
Ag2 C10 N4 C12 1.1(7) . . . . ?
N5 C10 N4 N6 -1.1(5) . . . . ?
N5 C10 N4 C12 -177.0(4) . . . . ?
N6 N4 C12 C13 145.6(4) . . . . ?
N6 N4 C12 C17 -36.7(6) . . . . ?
C18 N5 C10 Ag2 -0.7(7) . . . . ?
C18 N5 C10 N4 177.3(4) . . . . ?
C18 N5 C11 N6 -176.6(5) . . . . ?
C9 N2 C1 Ag1 -1.8(7) . . . . ?
C9 N2 C1 N1 176.5(4) . . . . ?
C9 N2 C2 N3 -175.7(5) . . . . ?
C10 N5 C11 N6 0.1(6) . . . . ?
C10 N4 C12 C13 -38.8(7) . . . . ?
C10 N4 C12 C17 139.0(5) . . . . ?
N4 N6 C11 N5 -0.7(6) . . . . ?
N3 N1 C1 Ag1 177.5(3) . . . . ?
N3 N1 C1 N2 -0.8(5) . . . . ?
N3 N1 C3 C8 145.7(5) . . . . ?
N3 N1 C3 C4 -35.9(6) . . . . ?
N1 N3 C2 N2 -1.1(6) . . . . ?
C14 C15 C16 C17 -1.3(7) . . . . ?
C14 C13 C12 N4 175.9(4) . . . . ?
C14 C13 C12 C17 -1.9(7) . . . . ?
C1 N2 C2 N3 0.7(6) . . . . ?
C1 N1 C3 C8 -38.6(7) . . . . ?
C1 N1 C3 C4 139.9(5) . . . . ?
C2 N2 C1 Ag1 -178.2(3) . . . . ?
C2 N2 C1 N1 0.1(5) . . . . ?
C2 N3 N1 C1 1.1(5) . . . . ?
C2 N3 N1 C3 177.4(4) . . . . ?
C15 C14 C13 C12 0.3(7) . . . . ?
C15 C16 C17 C12 -0.2(7) . . . . ?
C11 N5 C10 Ag2 -177.4(3) . . . . ?
C11 N5 C10 N4 0.6(5) . . . . ?
C11 N6 N4 C10 1.2(5) . . . . ?
C11 N6 N4 C12 177.3(4) . . . . ?
C6 C5 C4 C3 -0.2(8) . . . . ?
C13 C14 C15 C16 1.3(8) . . . . ?
C5 C6 C7 C8 1.1(8) . . . . ?
C5 C4 C3 N1 -176.1(4) . . . . ?
C5 C4 C3 C8 2.3(7) . . . . ?
C16 C17 C12 N4 -175.9(4) . . . . ?
C16 C17 C12 C13 1.8(7) . . . . ?
C3 N1 C1 Ag1 1.5(7) . . . . ?
C3 N1 C1 N2 -176.8(4) . . . . ?
C3 C8 C7 C6 1.0(8) . . . . ?
C7 C6 C5 C4 -1.4(8) . . . . ?
C7 C8 C3 N1 175.7(5) . . . . ?
C7 C8 C3 C4 -2.7(7) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop in perfluoroether oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_5b
_database_code_depnum_ccdc_archive 'CCDC 2173708'
loop_
_audit_author_name
_audit_author_address
'Peter J. Barnard'
;Deptartment of Biochemistry and Chemistry, La Trobe University
Australia
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-07-15 downloaded from the CCDC.
;
_audit_creation_date             2021-07-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H32 Au2 N12, 2(Br), H2 O'
_chemical_formula_sum            'C20 H34 Au2 Br2 N12 O'
_chemical_formula_weight         1012.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.54745(7)
_cell_length_b                   9.97551(6)
_cell_length_c                   17.05412(8)
_cell_angle_alpha                99.8735(4)
_cell_angle_beta                 90.4278(5)
_cell_angle_gamma                112.6243(6)
_cell_volume                     1472.226(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25868
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.1010
_cell_measurement_theta_min      4.8840
_shelx_estimated_absorpt_T_max   0.668
_shelx_estimated_absorpt_T_min   0.353
_exptl_absorpt_coefficient_mu    21.953
_exptl_absorpt_correction_T_max  0.97504
_exptl_absorpt_correction_T_min  0.97504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.36a (Rigaku Oxford Diffraction, 2018)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             948
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26139
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        65.083
_diffrn_reflns_theta_max         65.082
_diffrn_reflns_theta_min         4.891
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5008
_reflns_number_total             5012
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip  (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         2.678
_refine_diff_density_min         -2.257
_refine_diff_density_rms         0.202
_refine_ls_extinction_coef       0.00076(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         5012
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      1.188
_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/[σ²(Fo²)+(0.0501P)²+6.3854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0876
_refine_special_details          ?
_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, All O(H,H) groups
2.a Free rotating group:
 O1(H1A,H1B)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C19(H19A,H19B), C6(H6A,H6B), C5(H5A,H5B), C17(H17A,H17B),
 C9(H9A,H9B), C7(H7A,H7B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C14(H14), C4(H4), C12(H12)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C10(H10A,H10B,H10C), C20(H20A,H20B,H20C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
Au2 Au 0.61401(2) -0.00135(2) 0.16109(2) 0.01488(11) Uani 1 1 d . . . . .
Au1 Au 0.55338(2) 0.26339(2) 0.31149(2) 0.01581(11) Uani 1 1 d . . . . .
Br1 Br 0.37233(7) 0.53598(7) 0.30674(4) 0.02493(16) Uani 1 1 d . . . . .
Br2 Br 0.82187(8) 0.79583(8) 0.07300(4) 0.03218(18) Uani 1 1 d . . . . .
N11 N 0.8199(5) 0.0202(5) 0.3014(3) 0.0194(10) Uani 1 1 d . . . . .
N10 N 0.9293(6) 0.2030(5) 0.2464(3) 0.0162(10) Uani 1 1 d . . . . .
C11 C 0.7625(6) 0.4211(6) 0.3437(3) 0.0148(11) Uani 1 1 d . . . . .
N4 N 0.3483(5) 0.0029(5) 0.0640(3) 0.0157(9) Uani 1 1 d . . . . .
N5 N 0.3496(6) -0.2122(5) 0.0399(3) 0.0176(10) Uani 1 1 d . . . . .
N1 N 0.2497(5) 0.0627(6) 0.2166(3) 0.0179(10) Uani 1 1 d . . . . .
N2 N 0.3023(5) -0.0347(5) 0.3076(3) 0.0199(10) Uani 1 1 d . . . . .
N7 N 0.8809(5) 0.4662(5) 0.2966(3) 0.0167(10) Uani 1 1 d . . . . .
N12 N 0.9564(6) 0.1006(6) 0.3470(3) 0.0238(11) Uani 1 1 d . . . . .
C3 C 0.4256(6) -0.0780(7) 0.0844(3) 0.0177(12) Uani 1 1 d . . . . .
N8 N 0.8235(5) 0.4998(5) 0.4163(3) 0.0169(10) Uani 1 1 d . . . . .
C13 C 0.8012(6) 0.0787(6) 0.2401(3) 0.0155(11) Uani 1 1 d . . . . .
C1 C 0.3537(6) 0.0901(6) 0.2785(3) 0.0155(11) Uani 1 1 d . . . . .
C15 C 0.8752(7) 0.4097(6) 0.2111(3) 0.0195(12) Uani 1 1 d . . . . .
H15A H 0.9153 0.4937 0.1826 0.023 Uiso 1 1 calc R U . . .
H15B H 0.7682 0.3496 0.1902 0.023 Uiso 1 1 calc R U . . .
N3 N 0.1702(6) -0.1402(6) 0.2666(3) 0.0252(11) Uani 1 1 d . . . . .
C19 C 0.7200(7) -0.1212(7) 0.3216(4) 0.0210(12) Uani 1 1 d . . . . .
H19A H 0.6248 -0.1635 0.2861 0.025 Uiso 1 1 calc R U . . .
H19B H 0.6928 -0.1039 0.3773 0.025 Uiso 1 1 calc R U . . .
N6 N 0.2292(6) -0.2203(6) -0.0075(3) 0.0228(11) Uani 1 1 d . . . . .
N9 N 0.9737(6) 0.5926(6) 0.4179(3) 0.0239(11) Uani 1 1 d . . . . .
C18 C 0.7066(9) 0.6391(9) 0.5066(4) 0.0335(16) Uani 1 1 d . . . . .
H18A H 0.6408 0.6385 0.4621 0.050 Uiso 1 1 calc R U . . .
H18B H 0.8008 0.7282 0.5135 0.050 Uiso 1 1 calc R U . . .
H18C H 0.6538 0.6383 0.5557 0.050 Uiso 1 1 calc R U . . .
C2 C 0.1432(7) -0.0767(7) 0.2117(4) 0.0238(13) Uani 1 1 d . . . . .
H2 H 0.0591 -0.1220 0.1727 0.029 Uiso 1 1 calc R U . . .
C10 C 0.2532(9) -0.4459(7) 0.0880(4) 0.0333(16) Uani 1 1 d . . . . .
H10A H 0.1527 -0.4748 0.0604 0.050 Uiso 1 1 calc R U . . .
H10B H 0.2560 -0.3924 0.1423 0.050 Uiso 1 1 calc R U . . .
H10C H 0.2728 -0.5346 0.0906 0.050 Uiso 1 1 calc R U . . .
C6 C 0.3768(7) 0.1560(7) 0.0997(3) 0.0193(12) Uani 1 1 d . . . . .
H6A H 0.3698 0.2103 0.0573 0.023 Uiso 1 1 calc R U . . .
H6B H 0.4808 0.2051 0.1267 0.023 Uiso 1 1 calc R U . . .
C14 C 1.0205(7) 0.2124(6) 0.3111(4) 0.0208(12) Uani 1 1 d . . . . .
H14 H 1.1174 0.2897 0.3276 0.025 Uiso 1 1 calc R U . . .
C4 C 0.2310(7) -0.0875(7) 0.0090(3) 0.0213(12) Uani 1 1 d . . . . .
H4 H 0.1599 -0.0572 -0.0141 0.026 Uiso 1 1 calc R U . . .
C12 C 1.0057(7) 0.5680(6) 0.3435(4) 0.0215(12) Uani 1 1 d . . . . .
H12 H 1.1028 0.6147 0.3248 0.026 Uiso 1 1 calc R U . . .
C5 C 0.2609(7) 0.1606(6) 0.1598(3) 0.0188(12) Uani 1 1 d . . . . .
H5A H 0.2907 0.2632 0.1894 0.023 Uiso 1 1 calc R U . . .
H5B H 0.1599 0.1303 0.1309 0.023 Uiso 1 1 calc R U . . .
C17 C 0.7447(7) 0.5027(7) 0.4890(4) 0.0253(13) Uani 1 1 d . . . . .
H17A H 0.8098 0.5025 0.5344 0.030 Uiso 1 1 calc R U . . .
H17B H 0.6496 0.4127 0.4830 0.030 Uiso 1 1 calc R U . . .
C9 C 0.3730(8) -0.3477(7) 0.0433(4) 0.0254(13) Uani 1 1 d . . . . .
H9A H 0.4748 -0.3219 0.0700 0.031 Uiso 1 1 calc R U . . .
H9B H 0.3695 -0.4014 -0.0117 0.031 Uiso 1 1 calc R U . . .
C7 C 0.3689(8) -0.0666(7) 0.3761(4) 0.0256(13) Uani 1 1 d . . . . .
H7A H 0.4769 0.0025 0.3872 0.031 Uiso 1 1 calc R U . . .
H7B H 0.3656 -0.1684 0.3630 0.031 Uiso 1 1 calc R U . . .
C16 C 0.9683(7) 0.3163(6) 0.1958(3) 0.0179(11) Uani 1 1 d . . . . .
H16A H 0.9503 0.2671 0.1389 0.021 Uiso 1 1 calc R U . . .
H16B H 1.0778 0.3810 0.2064 0.021 Uiso 1 1 calc R U . . .
C20 C 0.7957(8) -0.2294(7) 0.3131(4) 0.0292(14) Uani 1 1 d . . . . .
H20A H 0.8291 -0.2413 0.2591 0.044 Uiso 1 1 calc R U . . .
H20B H 0.7233 -0.3251 0.3224 0.044 Uiso 1 1 calc R U . . .
H20C H 0.8840 -0.1923 0.3522 0.044 Uiso 1 1 calc R U . . .
C8 C 0.2853(9) -0.0518(9) 0.4493(4) 0.0384(17) Uani 1 1 d . . . . .
H8A H 0.1763 -0.1118 0.4367 0.058 Uiso 1 1 calc R U . . .
H8B H 0.3010 0.0521 0.4670 0.058 Uiso 1 1 calc R U . . .
H8C H 0.3241 -0.0861 0.4919 0.058 Uiso 1 1 calc R U . . .
O1 O 0.5903(6) 0.4941(6) 0.1539(3) 0.0387(12) Uani 1 1 d G . . . .
H1A H 0.5456 0.5146 0.1943 0.058 Uiso 1 1 d G U . . .
H1B H 0.6620 0.5724 0.1462 0.058 Uiso 1 1 d G U . . .


_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
Au2 C3 2.024(6) . ?
Au2 C13 2.036(5) . ?
Au1 C11 2.008(5) . ?
Au1 C1 2.013(5) . ?
N11 N12 1.383(7) . ?
N11 C13 1.323(8) . ?
N11 C19 1.468(7) . ?
N10 C13 1.353(8) . ?
N10 C14 1.368(8) . ?
N10 C16 1.475(7) . ?
C11 N7 1.368(7) . ?
C11 N8 1.339(8) . ?
N4 C3 1.366(8) . ?
N4 C6 1.462(8) . ?
N4 C4 1.365(8) . ?
N5 C3 1.338(8) . ?
N5 N6 1.368(7) . ?
N5 C9 1.462(8) . ?
N1 C1 1.361(8) . ?
N1 C2 1.358(8) . ?
N1 C5 1.466(7) . ?
N2 C1 1.336(7) . ?
N2 N3 1.378(7) . ?
N2 C7 1.463(8) . ?
N7 C15 1.463(7) . ?
N7 C12 1.367(8) . ?
N12 C14 1.307(8) . ?
N8 N9 1.372(7) . ?
N8 C17 1.457(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.511(8) . ?
N3 C2 1.292(9) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.502(9) . ?
N6 C4 1.301(8) . ?
N9 C12 1.311(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 C17 1.521(9) . ?
C2 H2 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 C9 1.503(9) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.522(8) . ?
C14 H14 0.9500 . ?
C4 H4 0.9500 . ?
C12 H12 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.503(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O1 H1A 0.8500 . ?
O1 H1B 0.8499 . ?

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
C3 Au2 C13 178.6(2) . . ?
C11 Au1 C1 174.1(2) . . ?
N12 N11 C19 118.3(5) . . ?
C13 N11 N12 113.8(5) . . ?
C13 N11 C19 127.8(5) . . ?
C13 N10 C14 108.7(5) . . ?
C13 N10 C16 127.8(5) . . ?
C14 N10 C16 123.4(5) . . ?
N7 C11 Au1 127.6(4) . . ?
N8 C11 Au1 129.0(4) . . ?
N8 C11 N7 103.2(5) . . ?
C3 N4 C6 126.2(5) . . ?
C4 N4 C3 108.3(5) . . ?
C4 N4 C6 125.3(5) . . ?
C3 N5 N6 113.6(5) . . ?
C3 N5 C9 127.1(5) . . ?
N6 N5 C9 119.0(5) . . ?
C1 N1 C5 125.5(5) . . ?
C2 N1 C1 108.2(5) . . ?
C2 N1 C5 126.0(5) . . ?
C1 N2 N3 113.1(5) . . ?
C1 N2 C7 127.4(5) . . ?
N3 N2 C7 119.5(5) . . ?
C11 N7 C15 125.3(5) . . ?
C12 N7 C11 108.4(5) . . ?
C12 N7 C15 126.2(5) . . ?
C14 N12 N11 102.9(5) . . ?
N4 C3 Au2 126.1(4) . . ?
N5 C3 Au2 130.7(4) . . ?
N5 C3 N4 103.2(5) . . ?
C11 N8 N9 113.8(5) . . ?
C11 N8 C17 126.8(5) . . ?
N9 N8 C17 119.3(5) . . ?
N11 C13 Au2 126.0(4) . . ?
N11 C13 N10 103.7(5) . . ?
N10 C13 Au2 130.2(4) . . ?
N1 C1 Au1 129.5(4) . . ?
N2 C1 Au1 126.6(4) . . ?
N2 C1 N1 103.5(5) . . ?
N7 C15 H15A 109.5 . . ?
N7 C15 H15B 109.5 . . ?
N7 C15 C16 110.7(5) . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C2 N3 N2 103.4(5) . . ?
N11 C19 H19A 109.4 . . ?
N11 C19 H19B 109.4 . . ?
N11 C19 C20 111.4(5) . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
C4 N6 N5 103.7(5) . . ?
C12 N9 N8 103.4(5) . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
N1 C2 H2 124.1 . . ?
N3 C2 N1 111.8(5) . . ?
N3 C2 H2 124.1 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
N4 C6 H6A 109.6 . . ?
N4 C6 H6B 109.6 . . ?
N4 C6 C5 110.2(5) . . ?
H6A C6 H6B 108.1 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
N10 C14 H14 124.6 . . ?
N12 C14 N10 110.8(5) . . ?
N12 C14 H14 124.6 . . ?
N4 C4 H4 124.4 . . ?
N6 C4 N4 111.2(5) . . ?
N6 C4 H4 124.4 . . ?
N7 C12 H12 124.5 . . ?
N9 C12 N7 111.1(5) . . ?
N9 C12 H12 124.5 . . ?
N1 C5 C6 111.7(5) . . ?
N1 C5 H5A 109.3 . . ?
N1 C5 H5B 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
N8 C17 C18 111.1(5) . . ?
N8 C17 H17A 109.4 . . ?
N8 C17 H17B 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
N5 C9 C10 111.0(5) . . ?
N5 C9 H9A 109.4 . . ?
N5 C9 H9B 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N2 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
N2 C7 C8 111.6(6) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
N10 C16 C15 111.9(5) . . ?
N10 C16 H16A 109.2 . . ?
N10 C16 H16B 109.2 . . ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H1A O1 H1B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Au1 C11 N7 C15 2.2(8) . . . . ?
Au1 C11 N7 C12 -175.4(4) . . . . ?
Au1 C11 N8 N9 176.0(4) . . . . ?
Au1 C11 N8 C17 -8.5(9) . . . . ?
N11 N12 C14 N10 0.1(7) . . . . ?
C11 N7 C15 C16 -109.3(6) . . . . ?
C11 N7 C12 N9 -1.0(7) . . . . ?
C11 N8 N9 C12 -0.7(7) . . . . ?
C11 N8 C17 C18 -100.1(7) . . . . ?
N4 C6 C5 N1 50.3(6) . . . . ?
N5 N6 C4 N4 0.6(6) . . . . ?
N2 N3 C2 N1 -0.7(7) . . . . ?
N7 C11 N8 N9 0.2(6) . . . . ?
N7 C11 N8 C17 175.7(5) . . . . ?
N7 C15 C16 N10 50.4(6) . . . . ?
N12 N11 C13 Au2 -177.9(4) . . . . ?
N12 N11 C13 N10 -0.7(6) . . . . ?
N12 N11 C19 C20 -62.0(7) . . . . ?
C3 N4 C6 C5 -100.7(6) . . . . ?
C3 N4 C4 N6 -0.6(6) . . . . ?
C3 N5 N6 C4 -0.5(6) . . . . ?
C3 N5 C9 C10 102.0(7) . . . . ?
N8 C11 N7 C15 178.1(5) . . . . ?
N8 C11 N7 C12 0.4(6) . . . . ?
N8 N9 C12 N7 1.0(6) . . . . ?
C13 N11 N12 C14 0.4(7) . . . . ?
C13 N11 C19 C20 113.1(7) . . . . ?
C13 N10 C14 N12 -0.5(7) . . . . ?
C13 N10 C16 C15 72.1(7) . . . . ?
C1 N1 C2 N3 0.8(7) . . . . ?
C1 N1 C5 C6 75.0(7) . . . . ?
C1 N2 N3 C2 0.3(7) . . . . ?
C1 N2 C7 C8 101.2(7) . . . . ?
C15 N7 C12 N9 -178.6(5) . . . . ?
N3 N2 C1 Au1 -172.6(4) . . . . ?
N3 N2 C1 N1 0.1(6) . . . . ?
N3 N2 C7 C8 -77.9(7) . . . . ?
C19 N11 N12 C14 176.1(5) . . . . ?
C19 N11 C13 Au2 6.9(8) . . . . ?
C19 N11 C13 N10 -175.9(5) . . . . ?
N6 N5 C3 Au2 -177.6(4) . . . . ?
N6 N5 C3 N4 0.2(6) . . . . ?
N6 N5 C9 C10 -71.3(7) . . . . ?
N9 N8 C17 C18 75.2(7) . . . . ?
C2 N1 C1 Au1 172.0(4) . . . . ?
C2 N1 C1 N2 -0.5(6) . . . . ?
C2 N1 C5 C6 -97.6(7) . . . . ?
C6 N4 C3 Au2 -6.9(8) . . . . ?
C6 N4 C3 N5 175.2(5) . . . . ?
C6 N4 C4 N6 -175.6(5) . . . . ?
C14 N10 C13 Au2 177.7(4) . . . . ?
C14 N10 C13 N11 0.7(6) . . . . ?
C14 N10 C16 C15 -105.5(6) . . . . ?
C4 N4 C3 Au2 178.2(4) . . . . ?
C4 N4 C3 N5 0.2(6) . . . . ?
C4 N4 C6 C5 73.4(6) . . . . ?
C12 N7 C15 C16 68.0(7) . . . . ?
C5 N1 C1 Au1 -1.7(8) . . . . ?
C5 N1 C1 N2 -174.2(5) . . . . ?
C5 N1 C2 N3 174.4(5) . . . . ?
C17 N8 N9 C12 -176.6(5) . . . . ?
C9 N5 C3 Au2 8.9(8) . . . . ?
C9 N5 C3 N4 -173.3(5) . . . . ?
C9 N5 N6 C4 173.6(5) . . . . ?
C7 N2 C1 Au1 8.3(8) . . . . ?
C7 N2 C1 N1 -178.9(5) . . . . ?
C7 N2 N3 C2 179.5(5) . . . . ?
C16 N10 C13 Au2 -0.2(8) . . . . ?
C16 N10 C13 N11 -177.2(5) . . . . ?
C16 N10 C14 N12 177.5(5) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop in perfluoroether oil'
_olex2_submission_special_instructions 'No special instructions were received'
