# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_teaaucl4
_database_code_depnum_ccdc_archive 'CCDC 2224725'
loop_
_audit_author_name
_audit_author_address
'Thomas Auvray'
;School of Chemistry, University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-05-12 downloaded from the CCDC.
;
_audit_creation_date             2022-02-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Au Cl4, C8 H20 N'
_chemical_formula_sum            'C8 H20 Au Cl4 N'
_chemical_formula_weight         469.02
_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'
Cl Cl 0.3639 0.7018 '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                   9.1149(2)
_cell_length_b                   7.9249(2)
_cell_length_c                   10.3451(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.0430(10)
_cell_angle_gamma                90
_cell_volume                     746.80(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7131
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.443
_cell_measurement_theta_min      10.257
_shelx_estimated_absorpt_T_max   0.523
_shelx_estimated_absorpt_T_min   0.190
_exptl_absorpt_coefficient_mu    24.843
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.5328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1292 before and 0.0545 after correction.
The Ratio of minimum to maximum transmission is 0.7070.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.086
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8615
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.436
_diffrn_reflns_theta_min         10.256
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1400
_reflns_number_total             1455
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         1455
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0188
_refine_ls_restrained_S_all      1.116
_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)+(0.0170P)²+0.4521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0445
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C)
;
_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 0.250000 0.35732(2) 0.250000 0.03701(9) Uani 1 2 d S T P . .
Cl1 Cl 0.45588(11) 0.35857(12) 0.13144(11) 0.0608(2) Uani 1 1 d . . . . .
Cl3 Cl 0.250000 0.07013(17) 0.250000 0.0672(4) Uani 1 2 d S T P . .
Cl2 Cl 0.250000 0.64358(15) 0.250000 0.0700(4) Uani 1 2 d S T P . .
N1 N 0.750000 0.8805(5) 0.250000 0.0382(8) Uani 1 2 d S T P . .
C1 C 0.6165(4) 0.7719(5) 0.2764(4) 0.0513(8) Uani 1 1 d . . . . .
H1A H 0.533854 0.845729 0.291144 0.062 Uiso 1 1 calc R U . . .
H1B H 0.592463 0.705698 0.199678 0.062 Uiso 1 1 calc R U . . .
C3 C 0.7935(4) 0.9881(5) 0.3662(3) 0.0494(8) Uani 1 1 d . . . . .
H3A H 0.815862 0.914239 0.439017 0.059 Uiso 1 1 calc R U . . .
H3B H 0.882702 1.048850 0.347406 0.059 Uiso 1 1 calc R U . . .
C2 C 0.6349(6) 0.6543(6) 0.3896(6) 0.0774(14) Uani 1 1 d . . . . .
H2A H 0.709808 0.572957 0.372425 0.116 Uiso 1 1 calc R U . . .
H2B H 0.543880 0.596986 0.402969 0.116 Uiso 1 1 calc R U . . .
H2C H 0.662730 0.717616 0.465630 0.116 Uiso 1 1 calc R U . . .
C4 C 0.6789(6) 1.1143(6) 0.4056(5) 0.0700(12) Uani 1 1 d . . . . .
H4A H 0.657430 1.190160 0.335042 0.105 Uiso 1 1 calc R U . . .
H4B H 0.715462 1.177243 0.479184 0.105 Uiso 1 1 calc R U . . .
H4C H 0.591052 1.055648 0.427454 0.105 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
Au1 Cl1 2.2782(9) 2 ?
Au1 Cl1 2.2782(9) . ?
Au1 Cl3 2.2759(13) . ?
Au1 Cl2 2.2685(12) . ?
N1 C1 1.523(4) 2_655 ?
N1 C1 1.523(4) . ?
N1 C3 1.515(4) 2_655 ?
N1 C3 1.515(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.501(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.513(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?

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
Cl1 Au1 Cl1 179.50(5) 2 . ?
Cl3 Au1 Cl1 90.25(2) . . ?
Cl3 Au1 Cl1 90.25(2) . 2 ?
Cl2 Au1 Cl1 89.75(2) . 2 ?
Cl2 Au1 Cl1 89.75(2) . . ?
Cl2 Au1 Cl3 180.0 . . ?
C1 N1 C1 111.2(4) 2_655 . ?
C3 N1 C1 111.4(2) 2_655 2_655 ?
C3 N1 C1 105.8(2) 2_655 . ?
C3 N1 C1 105.8(2) . 2_655 ?
C3 N1 C1 111.4(2) . . ?
C3 N1 C3 111.5(4) . 2_655 ?
N1 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C2 C1 N1 115.0(3) . . ?
C2 C1 H1A 108.5 . . ?
C2 C1 H1B 108.5 . . ?
N1 C3 H3A 108.5 . . ?
N1 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C4 C3 N1 114.9(3) . . ?
C4 C3 H3A 108.5 . . ?
C4 C3 H3B 108.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
C1 N1 C1 C2 59.3(3) 2_655 . . . ?
C1 N1 C3 C4 -62.3(4) . . . . ?
C1 N1 C3 C4 176.8(3) 2_655 . . . ?
C3 N1 C1 C2 -58.4(5) . . . . ?
C3 N1 C1 C2 -179.7(4) 2_655 . . . ?
C3 N1 C3 C4 55.6(3) 2_655 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_teaaubr4
_database_code_depnum_ccdc_archive 'CCDC 2224727'
loop_
_audit_author_name
_audit_author_address
'Thomas Auvray'
;School of Chemistry, University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-05-12 downloaded from the CCDC.
;
_audit_creation_date             2022-02-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Au Br4, C8 H20 N'
_chemical_formula_sum            'C8 H20 Au Br4 N'
_chemical_formula_weight         646.86
_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'

_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                   9.3812(3)
_cell_length_b                   8.2418(3)
_cell_length_c                   10.5053(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.562(2)
_cell_angle_gamma                90
_cell_volume                     812.21(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6832
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.404
_cell_measurement_theta_min      8.287
_shelx_estimated_absorpt_T_max   0.281
_shelx_estimated_absorpt_T_min   0.164
_exptl_absorpt_coefficient_mu    28.319
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1575 before and 0.0626 after correction.
The Ratio of minimum to maximum transmission is 0.6391.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.645
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9295
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.469
_diffrn_reflns_theta_min         8.286
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1484
_reflns_number_total             1592
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.995
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         1592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.043
_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)+(0.0373P)²+1.9087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0720
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C)
;
_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 0.750000 0.65170(3) 0.750000 0.03997(13) Uani 1 2 d S T P . .
Br1 Br 0.96775(7) 0.65059(8) 0.62820(7) 0.0659(2) Uani 1 1 d . . . . .
Br2 Br 0.750000 0.35939(9) 0.750000 0.0905(5) Uani 1 2 d S T P . .
Br3 Br 0.750000 0.94486(9) 0.750000 0.0622(2) Uani 1 2 d S T P . .
N1 N 0.750000 0.8704(7) 0.250000 0.0444(13) Uani 1 2 d S T P . .
C1 C 0.6205(6) 0.7683(8) 0.2768(6) 0.0594(14) Uani 1 1 d . . . . .
H1A H 0.597259 0.706046 0.201056 0.071 Uiso 1 1 calc R U . . .
H1B H 0.540747 0.840100 0.293145 0.071 Uiso 1 1 calc R U . . .
C2 C 0.6359(9) 0.6524(10) 0.3878(9) 0.089(3) Uani 1 1 d . . . . .
H2A H 0.712136 0.577741 0.371498 0.133 Uiso 1 1 calc R U . . .
H2B H 0.548618 0.593366 0.398321 0.133 Uiso 1 1 calc R U . . .
H2C H 0.656828 0.712574 0.463965 0.133 Uiso 1 1 calc R U . . .
C3 C 0.7895(6) 0.9751(7) 0.3635(5) 0.0536(12) Uani 1 1 d . . . . .
H3A H 0.876558 1.033112 0.344095 0.064 Uiso 1 1 calc R U . . .
H3B H 0.809779 0.904485 0.435298 0.064 Uiso 1 1 calc R U . . .
C4 C 0.6778(8) 1.0975(9) 0.4033(7) 0.0735(18) Uani 1 1 d . . . . .
H4A H 0.662132 1.173930 0.335644 0.110 Uiso 1 1 calc R U . . .
H4B H 0.710255 1.153907 0.478106 0.110 Uiso 1 1 calc R U . . .
H4C H 0.590230 1.042175 0.421395 0.110 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
Au1 Br1 2.4211(7) . ?
Au1 Br1 2.4211(7) 2_656 ?
Au1 Br2 2.4092(8) . ?
Au1 Br3 2.4162(7) . ?
N1 C1 1.507(6) . ?
N1 C1 1.507(6) 2_655 ?
N1 C3 1.514(6) 2_655 ?
N1 C3 1.514(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.513(10) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.517(9) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?

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
Br1 Au1 Br1 179.57(3) . 2_656 ?
Br2 Au1 Br1 89.783(16) . 2_656 ?
Br2 Au1 Br1 89.783(16) . . ?
Br2 Au1 Br3 180.0 . . ?
Br3 Au1 Br1 90.217(16) . . ?
Br3 Au1 Br1 90.217(16) . 2_656 ?
C1 N1 C1 112.1(7) 2_655 . ?
C1 N1 C3 105.9(3) 2_655 . ?
C1 N1 C3 111.2(3) . . ?
C1 N1 C3 105.9(3) . 2_655 ?
C1 N1 C3 111.2(3) 2_655 2_655 ?
C3 N1 C3 110.6(6) 2_655 . ?
N1 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
N1 C1 C2 115.2(5) . . ?
H1A C1 H1B 107.5 . . ?
C2 C1 H1A 108.5 . . ?
C2 C1 H1B 108.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 108.4 . . ?
N1 C3 H3B 108.4 . . ?
N1 C3 C4 115.6(5) . . ?
H3A C3 H3B 107.4 . . ?
C4 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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
C1 N1 C1 C2 58.4(6) 2_655 . . . ?
C1 N1 C3 C4 176.1(6) 2_655 . . . ?
C1 N1 C3 C4 -61.8(7) . . . . ?
C3 N1 C1 C2 179.8(6) 2_655 . . . ?
C3 N1 C1 C2 -60.0(8) . . . . ?
C3 N1 C3 C4 55.5(5) 2_655 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_tbaaucl4
_database_code_depnum_ccdc_archive 'CCDC 2224728'
loop_
_audit_author_name
_audit_author_address
'Hatem Titi'
;McGill University
Canada
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-05-12 downloaded from the CCDC.
;
_audit_creation_date             2022-02-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Au Cl4, C16 H36 N'
_chemical_formula_sum            'C16 H36 Au Cl4 N'
_chemical_formula_weight         581.22
_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'
Cl Cl 0.3639 0.7018 '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                   14.8787(3)
_cell_length_b                   8.9310(2)
_cell_length_c                   18.2770(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.2590(10)
_cell_angle_gamma                90
_cell_volume                     2319.32(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9907
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.496
_cell_measurement_theta_min      3.378
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.125
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.3843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1482 before and 0.1032 after correction.
The Ratio of minimum to maximum transmission is 0.5100.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23486
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.507
_diffrn_reflns_theta_min         3.378
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3702
_reflns_number_total             4561
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.609
_refine_diff_density_min         -1.857
_refine_diff_density_rms         0.194
_refine_ls_extinction_coef       0.0045(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         4561
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0568
_refine_ls_restrained_S_all      1.051
_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)+(0.0857P)²+11.5979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1604
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B), C14(H14A,H14B),
 C15(H15A,H15B)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C8(H8A,H8B,H8C), C12(H12A,H12B,H12C), C16(H16A,H16B,H16C)
;
_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 0.50264(2) 0.12361(4) 0.72434(2) 0.0500(2) Uani 1 1 d . . . . .
Cl1 Cl 0.55009(18) 0.2879(3) 0.64859(14) 0.0739(6) Uani 1 1 d . . . . .
Cl2 Cl 0.6467(2) 0.1401(4) 0.81132(18) 0.0991(10) Uani 1 1 d . . . . .
Cl3 Cl 0.4558(3) -0.0363(4) 0.8027(2) 0.1074(11) Uani 1 1 d . . . . .
Cl4 Cl 0.35947(18) 0.1063(3) 0.63556(18) 0.0759(7) Uani 1 1 d . . . . .
N1 N 0.3013(4) 0.6202(6) 0.5548(3) 0.0356(12) Uani 1 1 d . . . . .
C1 C 0.2610(5) 0.4672(8) 0.5258(4) 0.0431(14) Uani 1 1 d . . . . .
H1A H 0.265470 0.453963 0.474263 0.052 Uiso 1 1 calc R U . . .
H1B H 0.300163 0.391090 0.557797 0.052 Uiso 1 1 calc R U . . .
C2 C 0.1594(6) 0.4399(10) 0.5241(5) 0.0562(19) Uani 1 1 d . . . . .
H2A H 0.150880 0.469990 0.572633 0.067 Uiso 1 1 calc R U . . .
H2B H 0.117630 0.499746 0.483920 0.067 Uiso 1 1 calc R U . . .
C3 C 0.1354(6) 0.2776(10) 0.5100(6) 0.061(2) Uani 1 1 d . . . . .
H3A H 0.176140 0.218930 0.551347 0.074 Uiso 1 1 calc R U . . .
H3B H 0.147208 0.247272 0.462738 0.074 Uiso 1 1 calc R U . . .
C4 C 0.0338(7) 0.2447(13) 0.5045(7) 0.082(3) Uani 1 1 d . . . . .
H4A H -0.006830 0.298962 0.462184 0.123 Uiso 1 1 calc R U . . .
H4B H 0.021676 0.274919 0.551093 0.123 Uiso 1 1 calc R U . . .
H4C H 0.022175 0.139285 0.496768 0.123 Uiso 1 1 calc R U . . .
C5 C 0.2435(5) 0.7471(8) 0.5084(4) 0.0441(15) Uani 1 1 d . . . . .
H5A H 0.181786 0.745716 0.516059 0.053 Uiso 1 1 calc R U . . .
H5B H 0.273231 0.841080 0.528788 0.053 Uiso 1 1 calc R U . . .
C6 C 0.2306(6) 0.7450(10) 0.4234(5) 0.0551(19) Uani 1 1 d . . . . .
H6A H 0.204141 0.649491 0.402303 0.066 Uiso 1 1 calc R U . . .
H6B H 0.291212 0.756200 0.414324 0.066 Uiso 1 1 calc R U . . .
C7 C 0.1661(7) 0.8698(11) 0.3840(6) 0.068(3) Uani 1 1 d . . . . .
H7A H 0.192847 0.964706 0.405667 0.081 Uiso 1 1 calc R U . . .
H7B H 0.105921 0.858406 0.393956 0.081 Uiso 1 1 calc R U . . .
C8 C 0.1497(11) 0.8734(17) 0.2974(7) 0.108(5) Uani 1 1 d . . . . .
H8A H 0.107401 0.953577 0.275390 0.161 Uiso 1 1 calc R U . . .
H8B H 0.122893 0.779945 0.275482 0.161 Uiso 1 1 calc R U . . .
H8C H 0.208631 0.888836 0.287075 0.161 Uiso 1 1 calc R U . . .
C9 C 0.4018(5) 0.6202(7) 0.5492(4) 0.0395(14) Uani 1 1 d . . . . .
H9A H 0.434312 0.534326 0.577450 0.047 Uiso 1 1 calc R U . . .
H9B H 0.398460 0.605573 0.495906 0.047 Uiso 1 1 calc R U . . .
C10 C 0.4609(5) 0.7567(9) 0.5778(5) 0.0483(16) Uani 1 1 d . . . . .
H10A H 0.463261 0.776589 0.630503 0.058 Uiso 1 1 calc R U . . .
H10B H 0.433134 0.842969 0.547114 0.058 Uiso 1 1 calc R U . . .
C11 C 0.5598(6) 0.7315(11) 0.5728(5) 0.059(2) Uani 1 1 d . . . . .
H11A H 0.587804 0.647780 0.605407 0.071 Uiso 1 1 calc R U . . .
H11B H 0.556184 0.704884 0.520507 0.071 Uiso 1 1 calc R U . . .
C12 C 0.6224(7) 0.8667(11) 0.5963(9) 0.081(3) Uani 1 1 d . . . . .
H12A H 0.596098 0.949162 0.563150 0.122 Uiso 1 1 calc R U . . .
H12B H 0.683901 0.844139 0.592362 0.122 Uiso 1 1 calc R U . . .
H12C H 0.627058 0.892752 0.648203 0.122 Uiso 1 1 calc R U . . .
C13 C 0.3020(5) 0.6447(8) 0.6370(4) 0.0433(15) Uani 1 1 d . . . . .
H13A H 0.329399 0.742167 0.653279 0.052 Uiso 1 1 calc R U . . .
H13B H 0.237259 0.647712 0.638194 0.052 Uiso 1 1 calc R U . . .
C14 C 0.3541(6) 0.5304(10) 0.6945(5) 0.059(2) Uani 1 1 d . . . . .
H14A H 0.420525 0.533534 0.698526 0.071 Uiso 1 1 calc R U . . .
H14B H 0.330698 0.431002 0.677468 0.071 Uiso 1 1 calc R U . . .
C15 C 0.3408(8) 0.5618(13) 0.7721(5) 0.075(3) Uani 1 1 d . . . . .
H15A H 0.274103 0.565729 0.766965 0.090 Uiso 1 1 calc R U . . .
H15B H 0.367783 0.658695 0.790222 0.090 Uiso 1 1 calc R U . . .
C16 C 0.3871(10) 0.4425(16) 0.8306(6) 0.093(4) Uani 1 1 d . . . . .
H16A H 0.383125 0.347310 0.805418 0.140 Uiso 1 1 calc R U . . .
H16B H 0.355311 0.437075 0.869166 0.140 Uiso 1 1 calc R U . . .
H16C H 0.451962 0.467912 0.853985 0.140 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
Au1 Cl1 2.269(2) . ?
Au1 Cl2 2.263(3) . ?
Au1 Cl3 2.274(3) . ?
Au1 Cl4 2.268(3) . ?
N1 C1 1.524(8) . ?
N1 C5 1.521(8) . ?
N1 C9 1.528(8) . ?
N1 C13 1.515(9) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.523(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.497(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.514(12) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.506(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.508(12) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.528(17) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.504(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.517(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.508(12) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.505(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.515(12) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.521(15) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
Cl1 Au1 Cl3 178.49(13) . . ?
Cl2 Au1 Cl1 89.17(11) . . ?
Cl2 Au1 Cl3 90.10(13) . . ?
Cl2 Au1 Cl4 179.02(11) . . ?
Cl4 Au1 Cl1 90.21(11) . . ?
Cl4 Au1 Cl3 90.53(13) . . ?
C1 N1 C9 105.6(5) . . ?
C5 N1 C1 112.0(5) . . ?
C5 N1 C9 111.4(5) . . ?
C13 N1 C1 111.2(5) . . ?
C13 N1 C5 106.4(5) . . ?
C13 N1 C9 110.3(5) . . ?
N1 C1 H1A 108.3 . . ?
N1 C1 H1B 108.3 . . ?
H1A C1 H1B 107.4 . . ?
C2 C1 N1 115.8(6) . . ?
C2 C1 H1A 108.3 . . ?
C2 C1 H1B 108.3 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 110.0(7) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C2 C3 C4 112.5(8) . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 H5A 108.2 . . ?
N1 C5 H5B 108.2 . . ?
H5A C5 H5B 107.3 . . ?
C6 C5 N1 116.4(6) . . ?
C6 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 C7 110.6(7) . . ?
H6A C6 H6B 108.1 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
C6 C7 C8 113.2(10) . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
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 . . ?
N1 C9 H9A 108.0 . . ?
N1 C9 H9B 108.0 . . ?
H9A C9 H9B 107.2 . . ?
C10 C9 N1 117.4(5) . . ?
C10 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
C9 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
C9 C10 C11 109.6(6) . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 C10 113.1(8) . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 H13A 108.2 . . ?
N1 C13 H13B 108.2 . . ?
H13A C13 H13B 107.3 . . ?
C14 C13 N1 116.4(6) . . ?
C14 C13 H13A 108.2 . . ?
C14 C13 H13B 108.2 . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
C13 C14 C15 110.2(7) . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C14 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C14 C15 C16 111.8(9) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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 C1 C2 C3 -168.5(7) . . . . ?
N1 C5 C6 C7 175.7(7) . . . . ?
N1 C9 C10 C11 176.0(6) . . . . ?
N1 C13 C14 C15 -174.8(8) . . . . ?
C1 N1 C5 C6 -56.8(8) . . . . ?
C1 N1 C9 C10 -177.3(6) . . . . ?
C1 N1 C13 C14 56.7(8) . . . . ?
C1 C2 C3 C4 -177.6(9) . . . . ?
C5 N1 C1 C2 -57.4(8) . . . . ?
C5 N1 C9 C10 60.9(8) . . . . ?
C5 N1 C13 C14 179.0(6) . . . . ?
C5 C6 C7 C8 -179.8(9) . . . . ?
C9 N1 C1 C2 -178.9(7) . . . . ?
C9 N1 C5 C6 61.2(8) . . . . ?
C9 N1 C13 C14 -60.0(8) . . . . ?
C9 C10 C11 C12 176.8(9) . . . . ?
C13 N1 C1 C2 61.5(8) . . . . ?
C13 N1 C5 C6 -178.5(6) . . . . ?
C13 N1 C9 C10 -57.1(8) . . . . ?
C13 C14 C15 C16 176.2(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'


_vrf_PLAT973_tbaaucl4            
;
RESPONSE: Optimization of the absorption correction did not
improve this part of the model due to residual density close the gold center.
;

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethyl acetate'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_tbaaubr4
_database_code_depnum_ccdc_archive 'CCDC 2224729'
loop_
_audit_author_name
_audit_author_address
'Thomas Auvray'
;School of Chemistry, University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-05-12 downloaded from the CCDC.
;
_audit_creation_date             2022-02-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Au Br4, C16 H36 N'
_chemical_formula_sum            'C16 H36 Au Br4 N'
_chemical_formula_weight         759.06
_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'

_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      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'

_cell_length_a                   12.1431(6)
_cell_length_b                   12.1431(6)
_cell_length_c                   8.5038(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1253.93(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.197
_cell_measurement_theta_min      3.640
_shelx_estimated_absorpt_T_max   0.215
_shelx_estimated_absorpt_T_min   0.215
_exptl_absorpt_coefficient_mu    18.460
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.1553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1843 before and 0.1265 after correction.
The Ratio of minimum to maximum transmission is 0.2061.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.010
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23881
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.474
_diffrn_reflns_theta_min         7.330
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1117
_reflns_number_total             1238
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.740
_refine_diff_density_min         -0.947
_refine_diff_density_rms         0.256
_refine_ls_extinction_coef       0.0079(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1238
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0759
_refine_ls_restrained_S_all      1.153
_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)+(0.0816P)²+7.7277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1804
_refine_ls_wR_factor_ref         0.1886
_refine_special_details          
'disordered n-butyl chain modeled with appropriate constraints/restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C1A = N1-C1B = C1A-C2 = C1B-C2 = C2-C3B = C2-C3A = C3B-C4B = C3A-C4A
 1.52 with sigma of 0.015
3. Rigid body (RIGU) restrains
 N1, C1B, C1A, C2, C3B, C4A, C4B, C3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C1B)=Sof(H1BA)=Sof(H1BB)=Sof(H2BC)=Sof(H2BD)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=
 Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(H4AC)=1-FVAR(1)
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H2AA)=Sof(H2AB)=Sof(C3B)=Sof(H3BA)=Sof(H3BB)=
 Sof(C4B)=Sof(H4BA)=Sof(H4BB)=Sof(H4BC)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C1B(H1BA,H1BB), C2(H2AA,H2AB), C2(H2BC,H2BD), C3A(H3AA,H3AB),
 C3B(H3BA,H3BB)
5.b Idealised Me refined with riding coordinates:
 C4A(H4AA,H4AB,H4AC), C4B(H4BA,H4BB,H4BC)
;
_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 0.750000 -0.250000 -0.62303(10) 0.0691(6) Uani 1 4 d S T P . .
Br1 Br 0.61178(14) -0.10768(14) -0.6231(2) 0.1152(8) Uani 1 1 d . . . . .
N1 N 0.750000 0.250000 -0.500000 0.077(4) Uani 1 4 d DS T P . .
C1A C 0.690(3) 0.154(3) -0.425(4) 0.139(13) Uani 0.51(3) 1 d D . P A 1
H1AA H 0.614287 0.176012 -0.406178 0.167 Uiso 0.51(3) 1 calc R U P A 1
H1AB H 0.688192 0.093830 -0.500091 0.167 Uiso 0.51(3) 1 calc R U P A 1
C1B C 0.801(2) 0.157(2) -0.405(3) 0.106(9) Uani 0.49(3) 1 d D . P A 2
H1BA H 0.819583 0.098120 -0.476533 0.128 Uiso 0.49(3) 1 calc R U P A 2
H1BB H 0.870021 0.184397 -0.361034 0.128 Uiso 0.49(3) 1 calc R U P A 2
C2 C 0.735(2) 0.1097(15) -0.273(2) 0.167(9) Uani 1 1 d D . . . .
H2AA H 0.695576 0.153229 -0.196249 0.200 Uiso 0.51(3) 1 calc R U P A 1
H2AB H 0.809156 0.140208 -0.273447 0.200 Uiso 0.51(3) 1 calc R U P A 1
H2BC H 0.673670 0.160182 -0.281765 0.200 Uiso 0.49(3) 1 calc R U P A 2
H2BD H 0.778907 0.140594 -0.188450 0.200 Uiso 0.49(3) 1 calc R U P A 2
C3A C 0.752(4) 0.004(2) -0.186(4) 0.117(11) Uani 0.49(3) 1 d D . P A 1
H3AA H 0.830232 -0.004893 -0.165636 0.140 Uiso 0.49(3) 1 calc R U P A 1
H3AB H 0.730073 -0.056493 -0.254599 0.140 Uiso 0.49(3) 1 calc R U P A 1
C3B C 0.677(4) 0.024(5) -0.175(8) 0.21(3) Uani 0.51(3) 1 d D . P A 2
H3BA H 0.641300 -0.027982 -0.245923 0.252 Uiso 0.51(3) 1 calc R U P A 2
H3BB H 0.619333 0.059987 -0.115265 0.252 Uiso 0.51(3) 1 calc R U P A 2
C4A C 0.691(5) -0.008(6) -0.031(5) 0.17(2) Uani 0.49(3) 1 d D . P A 1
H4AA H 0.612974 0.000488 -0.049367 0.254 Uiso 0.49(3) 1 calc R U P A 1
H4AB H 0.715259 0.047715 0.040654 0.254 Uiso 0.49(3) 1 calc R U P A 1
H4AC H 0.704573 -0.079441 0.012675 0.254 Uiso 0.49(3) 1 calc R U P A 1
C4B C 0.750(5) -0.040(9) -0.062(9) 0.26(4) Uani 0.51(3) 1 d D . P A 2
H4BA H 0.796322 0.009645 -0.005964 0.389 Uiso 0.51(3) 1 calc R U P A 2
H4BB H 0.794039 -0.091629 -0.120248 0.389 Uiso 0.51(3) 1 calc R U P A 2
H4BC H 0.704162 -0.079974 0.011040 0.389 Uiso 0.51(3) 1 calc R U P A 2


_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 Br1 2.4091(15) . ?
Au1 Br1 2.4091(15) 3_545 ?
Au1 Br1 2.4091(15) 4_655 ?
Au1 Br1 2.4091(15) 2_645 ?
N1 C1A 1.520(14) . ?
N1 C1A 1.520(14) 7_664 ?
N1 C1A 1.520(14) 2_655 ?
N1 C1A 1.520(14) 8_654 ?
N1 C1B 1.520(14) 7_664 ?
N1 C1B 1.520(14) 8_654 ?
N1 C1B 1.520(14) 2_655 ?
N1 C1B 1.520(14) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A C2 1.499(15) . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C1B C2 1.492(14) . ?
C2 H2AA 0.9700 . ?
C2 H2AB 0.9700 . ?
C2 H2BC 0.9700 . ?
C2 H2BD 0.9700 . ?
C2 C3A 1.500(14) . ?
C2 C3B 1.512(15) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A C4A 1.522(15) . ?
C3B H3BA 0.9700 . ?
C3B H3BB 0.9700 . ?
C3B C4B 1.522(15) . ?
C4A H4AA 0.9600 . ?
C4A H4AB 0.9600 . ?
C4A H4AC 0.9600 . ?
C4B H4BA 0.9600 . ?
C4B H4BB 0.9600 . ?
C4B H4BC 0.9600 . ?

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
Br1 Au1 Br1 90.0 . 4_655 ?
Br1 Au1 Br1 90.000(1) 4_655 2_645 ?
Br1 Au1 Br1 179.95(10) . 2_645 ?
Br1 Au1 Br1 90.0 . 3_545 ?
Br1 Au1 Br1 179.95(10) 4_655 3_545 ?
Br1 Au1 Br1 90.0 3_545 2_645 ?
C1A N1 C1A 130(3) . 2_655 ?
C1A N1 C1A 100.2(11) 2_655 8_654 ?
C1A N1 C1A 100.2(11) . 8_654 ?
C1A N1 C1A 100.2(11) . 7_664 ?
C1A N1 C1A 100.2(11) 2_655 7_664 ?
C1A N1 C1A 130(3) 7_664 8_654 ?
C1A N1 C1B 63.5(13) . 7_664 ?
C1A N1 C1B 63.5(13) 2_655 8_654 ?
C1A N1 C1B 153.6(19) 8_654 2_655 ?
C1A N1 C1B 153.6(19) 2_655 7_664 ?
C1A N1 C1B 53.3(15) 8_654 8_654 ?
C1A N1 C1B 53.3(15) 7_664 7_664 ?
C1A N1 C1B 153.6(19) . 8_654 ?
C1A N1 C1B 98(2) 8_654 7_664 ?
C1A N1 C1B 98(2) 7_664 8_654 ?
C1A N1 C1B 98(2) . 2_655 ?
C1A N1 C1B 63.5(13) 7_664 2_655 ?
C1A N1 C1B 53.3(15) 2_655 2_655 ?
C1B N1 C1B 106.5(10) 7_664 2_655 ?
C1B N1 C1B 116(2) 2_655 . ?
C1B N1 C1B 106.5(10) 7_664 . ?
C1B N1 C1B 116(2) 7_664 8_654 ?
C1B N1 C1B 106.5(10) 2_655 8_654 ?
C1B N1 C1B 106.5(10) 8_654 . ?
N1 C1A H1AA 108.0 . . ?
N1 C1A H1AB 108.0 . . ?
H1AA C1A H1AB 107.2 . . ?
C2 C1A N1 117.4(16) . . ?
C2 C1A H1AA 108.0 . . ?
C2 C1A H1AB 108.0 . . ?
N1 C1B H1BA 107.9 . . ?
N1 C1B H1BB 107.9 . . ?
H1BA C1B H1BB 107.2 . . ?
C2 C1B N1 117.8(15) . . ?
C2 C1B H1BA 107.9 . . ?
C2 C1B H1BB 107.9 . . ?
C1A C2 H2AA 101.7 . . ?
C1A C2 H2AB 101.7 . . ?
C1A C2 C3A 141(3) . . ?
C1B C2 H2BC 96.5 . . ?
C1B C2 H2BD 96.5 . . ?
C1B C2 C3B 159(4) . . ?
H2AA C2 H2AB 104.7 . . ?
H2BC C2 H2BD 103.4 . . ?
C3A C2 H2AA 101.7 . . ?
C3A C2 H2AB 101.7 . . ?
C3B C2 H2BC 96.5 . . ?
C3B C2 H2BD 96.5 . . ?
C2 C3A H3AA 108.3 . . ?
C2 C3A H3AB 108.3 . . ?
C2 C3A C4A 116(3) . . ?
H3AA C3A H3AB 107.4 . . ?
C4A C3A H3AA 108.3 . . ?
C4A C3A H3AB 108.3 . . ?
C2 C3B H3BA 108.4 . . ?
C2 C3B H3BB 108.4 . . ?
C2 C3B C4B 115(4) . . ?
H3BA C3B H3BB 107.5 . . ?
C4B C3B H3BA 108.4 . . ?
C4B C3B H3BB 108.4 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C3B C4B H4BA 109.5 . . ?
C3B C4B H4BB 109.5 . . ?
C3B C4B H4BC 109.5 . . ?
H4BA C4B H4BB 109.5 . . ?
H4BA C4B H4BC 109.5 . . ?
H4BB C4B H4BC 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 C1A C2 C3A -143(4) . . . . ?
N1 C1B C2 C3B 124(7) . . . . ?
C1A N1 C1A C2 78.5(18) 8_654 . . . ?
C1A N1 C1A C2 -147(4) 7_664 . . . ?
C1A N1 C1A C2 -34(3) 2_655 . . . ?
C1A C2 C3A C4A -117(5) . . . . ?
C1B N1 C1B C2 -70.0(15) 7_664 . . . ?
C1B N1 C1B C2 48(2) 2_655 . . . ?
C1B N1 C1B C2 166(3) 8_654 . . . ?
C1B C2 C3B C4B 83(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'



_vrf_PLAT721_tbaaubr4            
;
RESPONSE: The C-H bond length of 0.96 is normal for a methyl group(AFIX 133).
The disordered n-butyl chain was modeled using DFIX and RIGU restraints.
;
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethyl acetate'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_ctaaubr4
_database_code_depnum_ccdc_archive 'CCDC 2224730'
loop_
_audit_author_name
_audit_author_address
'Thomas Auvray'
;School of Chemistry, University of Birmingham
United Kingdom
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-05-12 downloaded from the CCDC.
;
_audit_creation_date             2022-02-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Au Br4, C19 H42 N'
_chemical_formula_sum            'C19 H42 Au Br4 N'
_chemical_formula_weight         801.14
_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'

_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                   8.1965(2)
_cell_length_b                   8.7398(2)
_cell_length_c                   38.9304(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.2710(10)
_cell_angle_gamma                90
_cell_volume                     2786.62(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9952
_cell_measurement_temperature    298
_cell_measurement_theta_max      72.256
_cell_measurement_theta_min      4.546
_shelx_estimated_absorpt_T_max   0.732
_shelx_estimated_absorpt_T_min   0.164
_exptl_absorpt_coefficient_mu    16.652
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.4086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1793 before and 0.1186 after correction.
The Ratio of minimum to maximum transmission is 0.5436.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.910
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            52316
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.387
_diffrn_reflns_theta_min         4.547
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3839
_reflns_number_total             5462
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.178
_refine_diff_density_min         -1.630
_refine_diff_density_rms         0.157
_refine_ls_extinction_coef       0.00026(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         5462
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0762
_refine_ls_restrained_S_all      1.069
_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)+(0.0685P)²+37.9242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2057
_refine_ls_wR_factor_ref         0.2260
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-C15 \\sim C15-C14 \\sim C14-C13 \\sim C13-C12 \\sim C12-C11 \\sim C11-C10
\\sim C9-C8 \\sim C9-C10 ~
 C8-C7 \\sim C7-C6 \\sim C6-C5 \\sim C5-C4 \\sim C4-C3 \\sim C3-C2 \\sim C2-C1
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C1 \\sim N1 \\sim C18 \\sim C17 \\sim C19: within 1.7A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 1.7A
Uanis(Br1) = Uanis(Br3)
4. Rigid body (RIGU) restrains
 C16, C15, C14, C13, C12, C11, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
5.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C18(H18A,H18B,
 H18C)
;
_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 0.47954(6) 0.12949(7) 0.69520(2) 0.0797(3) Uani 1 1 d . . . . .
Br1 Br 0.77338(18) 0.1297(2) 0.69690(7) 0.1152(6) Uani 1 1 d . . . . .
Br2 Br 0.4810(3) 0.3174(3) 0.74034(8) 0.1419(10) Uani 1 1 d . . . . .
Br3 Br 0.18581(18) 0.1366(2) 0.69049(7) 0.1152(6) Uani 1 1 d . . . . .
Br4 Br 0.4779(3) -0.0603(3) 0.65031(7) 0.1339(9) Uani 1 1 d . . . . .
N1 N 1.003(2) 0.614(2) 0.6913(5) 0.127(4) Uani 1 1 d . U . . .
C1 C 0.928(2) 0.538(3) 0.6604(6) 0.135(5) Uani 1 1 d D U . . .
H1A H 0.970324 0.586624 0.640235 0.162 Uiso 1 1 calc R U . . .
H1B H 0.964552 0.432188 0.660303 0.162 Uiso 1 1 calc R U . . .
C2 C 0.751(2) 0.537(2) 0.6564(5) 0.120(7) Uani 1 1 d D . . . .
H2A H 0.708147 0.488968 0.676620 0.143 Uiso 1 1 calc R U . . .
H2B H 0.714032 0.642488 0.656213 0.143 Uiso 1 1 calc R U . . .
C3 C 0.677(3) 0.462(3) 0.6264(6) 0.159(10) Uani 1 1 d D . . . .
H3A H 0.720950 0.510061 0.606288 0.191 Uiso 1 1 calc R U . . .
H3B H 0.715368 0.356708 0.626642 0.191 Uiso 1 1 calc R U . . .
C4 C 0.501(3) 0.458(3) 0.6214(6) 0.132(8) Uani 1 1 d D . . . .
H4A H 0.463814 0.563176 0.622107 0.159 Uiso 1 1 calc R U . . .
H4B H 0.458858 0.406974 0.641245 0.159 Uiso 1 1 calc R U . . .
C5 C 0.424(3) 0.388(3) 0.5913(6) 0.169(11) Uani 1 1 d D . . . .
H5A H 0.469172 0.437772 0.571485 0.203 Uiso 1 1 calc R U . . .
H5B H 0.459979 0.282841 0.590931 0.203 Uiso 1 1 calc R U . . .
C6 C 0.248(3) 0.385(3) 0.5850(6) 0.154(10) Uani 1 1 d D . . . .
H6A H 0.205032 0.327096 0.603718 0.185 Uiso 1 1 calc R U . . .
H6B H 0.211753 0.489924 0.587964 0.185 Uiso 1 1 calc R U . . .
C7 C 0.164(3) 0.330(4) 0.5541(6) 0.170(11) Uani 1 1 d D . . . .
H7A H 0.209752 0.384565 0.534981 0.204 Uiso 1 1 calc R U . . .
H7B H 0.193913 0.223729 0.551608 0.204 Uiso 1 1 calc R U . . .
C8 C -0.012(3) 0.338(4) 0.5489(6) 0.165(11) Uani 1 1 d D . . . .
H8A H -0.058616 0.284407 0.568007 0.198 Uiso 1 1 calc R U . . .
H8B H -0.042605 0.444614 0.550952 0.198 Uiso 1 1 calc R U . . .
C9 C -0.091(3) 0.280(4) 0.5178(6) 0.175(12) Uani 1 1 d D . . . .
H9A H -0.055191 0.175105 0.515281 0.210 Uiso 1 1 calc R U . . .
H9B H -0.047132 0.337084 0.498910 0.210 Uiso 1 1 calc R U . . .
C10 C -0.267(3) 0.279(3) 0.5121(6) 0.166(10) Uani 1 1 d D . . . .
H10A H -0.302375 0.384681 0.513836 0.200 Uiso 1 1 calc R U . . .
H10B H -0.311109 0.225339 0.531416 0.200 Uiso 1 1 calc R U . . .
C11 C -0.348(3) 0.217(4) 0.4814(6) 0.168(10) Uani 1 1 d D . . . .
H11A H -0.306310 0.272811 0.462058 0.202 Uiso 1 1 calc R U . . .
H11B H -0.310910 0.112263 0.479305 0.202 Uiso 1 1 calc R U . . .
C12 C -0.524(3) 0.215(3) 0.4771(6) 0.164(9) Uani 1 1 d D . . . .
H12A H -0.564311 0.158055 0.496275 0.196 Uiso 1 1 calc R U . . .
H12B H -0.560040 0.320163 0.479862 0.196 Uiso 1 1 calc R U . . .
C13 C -0.608(3) 0.157(4) 0.4465(7) 0.172(10) Uani 1 1 d D . . . .
H13A H -0.573850 0.051323 0.444308 0.207 Uiso 1 1 calc R U . . .
H13B H -0.562595 0.211468 0.427279 0.207 Uiso 1 1 calc R U . . .
C14 C -0.783(3) 0.158(3) 0.4405(7) 0.173(10) Uani 1 1 d D . . . .
H14A H -0.816058 0.264927 0.440499 0.208 Uiso 1 1 calc R U . . .
H14B H -0.829014 0.111869 0.460529 0.208 Uiso 1 1 calc R U . . .
C15 C -0.865(3) 0.089(4) 0.4108(7) 0.188(12) Uani 1 1 d D . . . .
H15A H -0.821322 0.135244 0.390515 0.226 Uiso 1 1 calc R U . . .
H15B H -0.834283 -0.018250 0.410599 0.226 Uiso 1 1 calc R U . . .
C16 C -1.041(3) 0.095(5) 0.4068(9) 0.213(15) Uani 1 1 d D . . . .
H16A H -1.073951 0.074528 0.383333 0.320 Uiso 1 1 calc R U . . .
H16B H -1.078444 0.195434 0.413027 0.320 Uiso 1 1 calc R U . . .
H16C H -1.088556 0.020395 0.421479 0.320 Uiso 1 1 calc R U . . .
C17 C 1.181(3) 0.634(3) 0.6875(7) 0.157(8) Uani 1 1 d . U . . .
H17A H 1.199535 0.677663 0.665368 0.235 Uiso 1 1 calc R U . . .
H17B H 1.234237 0.536918 0.689530 0.235 Uiso 1 1 calc R U . . .
H17C H 1.222925 0.701702 0.705164 0.235 Uiso 1 1 calc R U . . .
C19 C 0.969(3) 0.511(3) 0.7220(6) 0.145(7) Uani 1 1 d . U . . .
H19A H 0.853392 0.495902 0.723302 0.218 Uiso 1 1 calc R U . . .
H19B H 1.010611 0.558948 0.742704 0.218 Uiso 1 1 calc R U . . .
H19C H 1.021689 0.414104 0.719159 0.218 Uiso 1 1 calc R U . . .
C18 C 0.952(3) 0.766(3) 0.6962(7) 0.155(7) Uani 1 1 d . U . . .
H18A H 0.997502 0.829884 0.678927 0.232 Uiso 1 1 calc R U . . .
H18B H 0.990179 0.800281 0.718552 0.232 Uiso 1 1 calc R U . . .
H18C H 0.835411 0.771293 0.694478 0.232 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
Au1 Br1 2.4068(16) . ?
Au1 Br2 2.405(2) . ?
Au1 Br3 2.4080(16) . ?
Au1 Br4 2.409(2) . ?
N1 C1 1.49(3) . ?
N1 C17 1.48(3) . ?
N1 C19 1.53(3) . ?
N1 C18 1.41(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.451(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.450(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.447(10) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.447(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.447(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.446(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.446(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.445(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.446(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.447(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.446(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.446(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.447(10) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.448(10) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.446(10) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

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
Br1 Au1 Br3 176.82(9) . . ?
Br1 Au1 Br4 89.84(8) . . ?
Br2 Au1 Br1 90.20(9) . . ?
Br2 Au1 Br3 90.80(9) . . ?
Br2 Au1 Br4 179.55(11) . . ?
Br3 Au1 Br4 89.19(8) . . ?
C1 N1 C19 106.9(17) . . ?
C17 N1 C1 110.5(18) . . ?
C17 N1 C19 111(2) . . ?
C18 N1 C1 115(2) . . ?
C18 N1 C17 101.0(18) . . ?
C18 N1 C19 113(2) . . ?
N1 C1 H1A 107.9 . . ?
N1 C1 H1B 107.9 . . ?
H1A C1 H1B 107.2 . . ?
C2 C1 N1 117.8(19) . . ?
C2 C1 H1A 107.9 . . ?
C2 C1 H1B 107.9 . . ?
C1 C2 H2A 107.8 . . ?
C1 C2 H2B 107.8 . . ?
H2A C2 H2B 107.2 . . ?
C3 C2 C1 118(2) . . ?
C3 C2 H2A 107.8 . . ?
C3 C2 H2B 107.8 . . ?
C2 C3 H3A 107.3 . . ?
C2 C3 H3B 107.3 . . ?
H3A C3 H3B 106.9 . . ?
C4 C3 C2 120(2) . . ?
C4 C3 H3A 107.3 . . ?
C4 C3 H3B 107.3 . . ?
C3 C4 H4A 106.9 . . ?
C3 C4 H4B 106.9 . . ?
C3 C4 C5 122(2) . . ?
H4A C4 H4B 106.7 . . ?
C5 C4 H4A 106.9 . . ?
C5 C4 H4B 106.9 . . ?
C4 C5 H5A 106.5 . . ?
C4 C5 H5B 106.5 . . ?
H5A C5 H5B 106.5 . . ?
C6 C5 C4 123(2) . . ?
C6 C5 H5A 106.5 . . ?
C6 C5 H5B 106.5 . . ?
C5 C6 H6A 105.8 . . ?
C5 C6 H6B 105.8 . . ?
H6A C6 H6B 106.2 . . ?
C7 C6 C5 126(3) . . ?
C7 C6 H6A 105.8 . . ?
C7 C6 H6B 105.8 . . ?
C6 C7 H7A 106.6 . . ?
C6 C7 H7B 106.6 . . ?
H7A C7 H7B 106.6 . . ?
C8 C7 C6 123(2) . . ?
C8 C7 H7A 106.6 . . ?
C8 C7 H7B 106.6 . . ?
C7 C8 H8A 107.1 . . ?
C7 C8 H8B 107.1 . . ?
H8A C8 H8B 106.8 . . ?
C9 C8 C7 121(2) . . ?
C9 C8 H8A 107.1 . . ?
C9 C8 H8B 107.1 . . ?
C8 C9 H9A 106.6 . . ?
C8 C9 H9B 106.6 . . ?
C8 C9 C10 123(3) . . ?
H9A C9 H9B 106.6 . . ?
C10 C9 H9A 106.6 . . ?
C10 C9 H9B 106.6 . . ?
C9 C10 H10A 106.5 . . ?
C9 C10 H10B 106.5 . . ?
C9 C10 C11 123(3) . . ?
H10A C10 H10B 106.5 . . ?
C11 C10 H10A 106.5 . . ?
C11 C10 H10B 106.5 . . ?
C10 C11 H11A 106.9 . . ?
C10 C11 H11B 106.9 . . ?
H11A C11 H11B 106.7 . . ?
C12 C11 C10 122(3) . . ?
C12 C11 H11A 106.9 . . ?
C12 C11 H11B 106.9 . . ?
C11 C12 H12A 106.6 . . ?
C11 C12 H12B 106.6 . . ?
H12A C12 H12B 106.6 . . ?
C13 C12 C11 123(3) . . ?
C13 C12 H12A 106.6 . . ?
C13 C12 H12B 106.6 . . ?
C12 C13 H13A 106.2 . . ?
C12 C13 H13B 106.2 . . ?
C12 C13 C14 125(3) . . ?
H13A C13 H13B 106.4 . . ?
C14 C13 H13A 106.2 . . ?
C14 C13 H13B 106.2 . . ?
C13 C14 H14A 106.4 . . ?
C13 C14 H14B 106.4 . . ?
C13 C14 C15 124(3) . . ?
H14A C14 H14B 106.5 . . ?
C15 C14 H14A 106.4 . . ?
C15 C14 H14B 106.4 . . ?
C14 C15 H15A 107.3 . . ?
C14 C15 H15B 107.3 . . ?
H15A C15 H15B 106.9 . . ?
C16 C15 C14 120(3) . . ?
C16 C15 H15A 107.3 . . ?
C16 C15 H15B 107.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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 C1 C2 C3 -179(2) . . . . ?
C1 C2 C3 C4 180(2) . . . . ?
C2 C3 C4 C5 178(2) . . . . ?
C3 C4 C5 C6 -179(2) . . . . ?
C4 C5 C6 C7 174(3) . . . . ?
C5 C6 C7 C8 -177(3) . . . . ?
C6 C7 C8 C9 -179(3) . . . . ?
C7 C8 C9 C10 177(3) . . . . ?
C8 C9 C10 C11 -178(3) . . . . ?
C9 C10 C11 C12 179(3) . . . . ?
C10 C11 C12 C13 179(3) . . . . ?
C11 C12 C13 C14 -178(3) . . . . ?
C12 C13 C14 C15 -175(3) . . . . ?
C13 C14 C15 C16 180(3) . . . . ?
C17 N1 C1 C2 -167(2) . . . . ?
C19 N1 C1 C2 72(3) . . . . ?
C18 N1 C1 C2 -54(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_vrf_PLAT971_ctaaubr4            
;
RESPONSE: Diffuse scattering was observed during the data collection.
;
_vrf_PLAT342_ctaaubr4            
;
RESPONSE: The room temperature data collection led to distorted cetyl chain.
Introduction of appropriate restraints led to a suitable model but the 
C-C bonds resolution remained low.
;

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethyl acetate'
_chemical_properties_physical    Light-sensitive,Photo-sensitive
