# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_EVO_187_0m
_database_code_depnum_ccdc_archive 'CCDC 2208456'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H29 Au Br N3 S'
_chemical_formula_weight         788.54

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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'
Au Au -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.6803(6)
_cell_length_b                   10.7569(6)
_cell_length_c                   11.7494(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.252(3)
_cell_angle_gamma                90
_cell_volume                     1475.89(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9670
_cell_measurement_theta_min      3.7622
_cell_measurement_theta_max      79.7401

_exptl_crystal_description       flake
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    11.825
_shelx_estimated_absorpt_T_min   0.492
_shelx_estimated_absorpt_T_max   0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1345
_exptl_absorpt_correction_T_max  0.3301
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microsource X-ray tube'
_diffrn_source_current           '1.0 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest CMOS diffractometer with PhotonII charge-integrating pixel 
array detector (CPAD)
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            13058
_diffrn_reflns_av_unetI/netI     0.0864
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.763
_diffrn_reflns_theta_max         80.997
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             5885
_reflns_number_gt                5457
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_max     0.840
_reflns_Friedel_fraction_full    0.923

_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.
;

_computing_data_collection       'Apex3 v2018.7-2 (Bruker, 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev985 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0506P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2141 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5885
_refine_ls_number_parameters     363
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1152
_refine_ls_wR_factor_gt          0.1133
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.81934(3) 0.77108(4) 0.89467(3) 0.04618(15) Uani 1 1 d . . . . .
Br1 Br 0.68094(11) 0.93265(14) 0.91651(14) 0.0642(4) Uani 1 1 d . . . . .
S1 S 0.1042(3) 0.3571(3) 0.3732(3) 0.0564(7) Uani 1 1 d . . . . .
N1 N 1.0481(8) 0.6412(10) 0.9132(9) 0.048(2) Uani 1 1 d . . . . .
N2 N 0.9361(7) 0.5522(8) 0.7903(9) 0.0431(19) Uani 1 1 d . . . . .
N3 N 0.1157(7) 0.2870(9) 0.5849(8) 0.048(2) Uani 1 1 d . . . . .
C1 C 0.9412(8) 0.6449(10) 0.8669(10) 0.044(2) Uani 1 1 d . . . . .
C2 C 1.1110(10) 0.5465(12) 0.8665(13) 0.052(3) Uani 1 1 d . . . . .
H2 H 1.187663 0.524473 0.886035 0.062 Uiso 1 1 calc R U . . .
C3 C 1.0411(9) 0.4896(10) 0.7858(11) 0.047(2) Uani 1 1 d . . . . .
H3 H 1.060191 0.422281 0.737455 0.057 Uiso 1 1 calc R U . . .
C4 C 1.0927(9) 0.7323(12) 0.9962(12) 0.055(3) Uani 1 1 d . . . . .
H4A H 1.147991 0.690609 1.048694 0.067 Uiso 1 1 calc R U . . .
H4AB H 1.028768 0.763926 1.041986 0.067 Uiso 1 1 calc R U . . .
C5 C 1.1514(9) 0.8407(12) 0.9391(12) 0.054(3) Uani 1 1 d . . . . .
C6 C 1.2698(10) 0.8391(13) 0.9248(13) 0.058(3) Uani 1 1 d . . . . .
H6 H 1.313909 0.770140 0.951039 0.069 Uiso 1 1 calc R U . . .
C7 C 1.3229(10) 0.9386(15) 0.8721(15) 0.067(4) Uani 1 1 d . . . . .
H7 H 1.403544 0.937158 0.863010 0.080 Uiso 1 1 calc R U . . .
C8 C 1.2627(13) 1.0362(13) 0.8339(17) 0.072(4) Uani 1 1 d . . . . .
H8 H 1.300452 1.103843 0.798681 0.087 Uiso 1 1 calc R U . . .
C9 C 1.1425(15) 1.0385(15) 0.8462(19) 0.079(5) Uani 1 1 d . . . . .
H9 H 1.098732 1.106714 0.817892 0.095 Uiso 1 1 calc R U . . .
C10 C 1.0902(10) 0.9424(14) 0.8988(16) 0.066(4) Uani 1 1 d . . . . .
H10 H 1.009702 0.944943 0.908269 0.080 Uiso 1 1 calc R U . . .
C11 C 0.8363(8) 0.5199(9) 0.7226(11) 0.044(2) Uani 1 1 d . . . . .
C12 C 0.8398(9) 0.5217(9) 0.6043(10) 0.043(2) Uani 1 1 d . . . . .
H12 H 0.909708 0.538649 0.567464 0.051 Uiso 1 1 calc R U . . .
C13 C 0.7410(10) 0.4986(9) 0.5403(10) 0.045(2) Uani 1 1 d . . . . .
H13 H 0.742021 0.501980 0.459528 0.054 Uiso 1 1 calc R U . . .
C14 C 0.6411(9) 0.4706(9) 0.5955(10) 0.041(2) Uani 1 1 d . . . . .
C15 C 0.6373(9) 0.4691(9) 0.7145(10) 0.041(2) Uani 1 1 d . . . . .
C16 C 0.7359(8) 0.4932(10) 0.7807(10) 0.043(2) Uani 1 1 d . . . . .
H16 H 0.734761 0.491495 0.861529 0.051 Uiso 1 1 calc R U . . .
C17 C 0.5177(8) 0.4430(10) 0.7552(9) 0.043(2) Uani 1 1 d . . . . .
C18 C 0.4734(10) 0.5629(14) 0.8183(13) 0.062(3) Uani 1 1 d . . . . .
H18A H 0.390892 0.552724 0.833310 0.075 Uiso 1 1 calc R U . . .
H18B H 0.514258 0.570167 0.892782 0.075 Uiso 1 1 calc R U . . .
C19 C 0.4896(12) 0.6781(13) 0.7543(19) 0.079(5) Uani 1 1 d . . . . .
H19A H 0.453183 0.747094 0.794107 0.118 Uiso 1 1 calc R U . . .
H19B H 0.454882 0.669321 0.678043 0.118 Uiso 1 1 calc R U . . .
H19C H 0.571711 0.694835 0.747840 0.118 Uiso 1 1 calc R U . . .
C20 C 0.5114(11) 0.3302(14) 0.8353(13) 0.060(3) Uani 1 1 d . . . . .
H20A H 0.556666 0.348407 0.905571 0.072 Uiso 1 1 calc R U . . .
H20B H 0.430807 0.317933 0.857167 0.072 Uiso 1 1 calc R U . . .
C21 C 0.5542(14) 0.2136(16) 0.7850(19) 0.080(5) Uani 1 1 d . . . . .
H21A H 0.635602 0.222710 0.768396 0.120 Uiso 1 1 calc R U . . .
H21B H 0.511098 0.195776 0.714389 0.120 Uiso 1 1 calc R U . . .
H21C H 0.544176 0.145157 0.838895 0.120 Uiso 1 1 calc R U . . .
C22 C 0.3409(9) 0.3909(10) 0.6292(10) 0.045(2) Uani 1 1 d . . . . .
H22 H 0.294156 0.377605 0.693203 0.054 Uiso 1 1 calc R U . . .
C23 C 0.4546(8) 0.4250(9) 0.6450(9) 0.0402(19) Uani 1 1 d . . . . .
C24 C 0.5251(9) 0.4423(9) 0.5513(9) 0.042(2) Uani 1 1 d . . . . .
C25 C 0.4802(10) 0.4307(12) 0.4410(10) 0.051(2) Uani 1 1 d . . . . .
H25 H 0.527084 0.444715 0.377222 0.062 Uiso 1 1 calc R U . . .
C26 C 0.3659(11) 0.3982(11) 0.4260(11) 0.053(3) Uani 1 1 d . . . . .
H26 H 0.334556 0.390858 0.350974 0.064 Uiso 1 1 calc R U . . .
C27 C 0.2951(10) 0.3760(10) 0.5195(10) 0.046(2) Uani 1 1 d . . . . .
C28 C 0.1765(9) 0.3377(9) 0.5046(10) 0.045(2) Uani 1 1 d . . . . .
C29 C -0.0165(11) 0.2890(11) 0.4291(13) 0.060(3) Uani 1 1 d . . . . .
C30 C 0.0068(9) 0.2587(13) 0.5443(11) 0.051(2) Uani 1 1 d . . . . .
C31 C -0.0788(11) 0.2035(12) 0.6098(15) 0.063(3) Uani 1 1 d . . . . .
H31 H -0.065427 0.183606 0.687778 0.076 Uiso 1 1 calc R U . . .
C32 C -0.1843(12) 0.1790(13) 0.5561(18) 0.072(4) Uani 1 1 d . . . . .
H32 H -0.243479 0.142083 0.598789 0.087 Uiso 1 1 calc R U . . .
C33 C -0.2048(13) 0.2067(13) 0.4435(17) 0.071(4) Uani 1 1 d . . . . .
H33 H -0.277231 0.187131 0.409652 0.085 Uiso 1 1 calc R U . . .
C34 C -0.1216(11) 0.2628(17) 0.3779(13) 0.068(3) Uani 1 1 d . . . . .
H34 H -0.136440 0.282510 0.300161 0.081 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 C1 1.999(10) . ?
Au1 Br1 2.3911(13) . ?
S1 C29 1.731(15) . ?
S1 C28 1.757(12) . ?
N1 C1 1.351(15) . ?
N1 C2 1.377(16) . ?
N1 C4 1.470(15) . ?
N2 C1 1.342(15) . ?
N2 C3 1.402(13) . ?
N2 C11 1.440(15) . ?
N3 C28 1.312(15) . ?
N3 C30 1.383(13) . ?
C2 C3 1.380(19) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.517(19) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 C10 1.38(2) . ?
C5 C6 1.398(15) . ?
C6 C7 1.39(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.34(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.42(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.36(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.392(17) . ?
C11 C16 1.400(13) . ?
C12 C13 1.386(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.400(16) . ?
C14 C24 1.473(15) . ?
C15 C16 1.400(16) . ?
C15 C17 1.512(13) . ?
C16 H16 0.9500 . ?
C17 C23 1.488(16) . ?
C17 C20 1.539(16) . ?
C17 C18 1.581(17) . ?
C18 C19 1.46(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.48(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.386(14) . ?
C22 C27 1.394(17) . ?
C22 H22 0.9500 . ?
C23 C24 1.401(14) . ?
C24 C25 1.392(17) . ?
C25 C26 1.388(18) . ?
C25 H25 0.9500 . ?
C26 C27 1.409(17) . ?
C26 H26 0.9500 . ?
C27 C28 1.453(16) . ?
C29 C34 1.383(18) . ?
C29 C30 1.41(2) . ?
C30 C31 1.407(19) . ?
C31 C32 1.40(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.37(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.39(3) . ?
C33 H33 0.9500 . ?
C34 H34 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
C1 Au1 Br1 175.3(3) . . ?
C29 S1 C28 89.8(6) . . ?
C1 N1 C2 110.9(10) . . ?
C1 N1 C4 124.0(9) . . ?
C2 N1 C4 125.0(10) . . ?
C1 N2 C3 110.9(10) . . ?
C1 N2 C11 125.0(8) . . ?
C3 N2 C11 124.1(9) . . ?
C28 N3 C30 110.6(10) . . ?
N2 C1 N1 106.0(9) . . ?
N2 C1 Au1 126.3(8) . . ?
N1 C1 Au1 127.5(8) . . ?
N1 C2 C3 106.8(10) . . ?
N1 C2 H2 126.6 . . ?
C3 C2 H2 126.6 . . ?
C2 C3 N2 105.4(10) . . ?
C2 C3 H3 127.3 . . ?
N2 C3 H3 127.3 . . ?
N1 C4 C5 112.0(11) . . ?
N1 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
N1 C4 H4AB 109.2 . . ?
C5 C4 H4AB 109.2 . . ?
H4A C4 H4AB 107.9 . . ?
C10 C5 C6 118.3(13) . . ?
C10 C5 C4 121.6(11) . . ?
C6 C5 C4 120.1(12) . . ?
C7 C6 C5 119.7(13) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C8 C7 C6 121.2(11) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 119.7(15) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 119.4(15) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C5 121.6(12) . . ?
C9 C10 H10 119.2 . . ?
C5 C10 H10 119.2 . . ?
C12 C11 C16 122.2(11) . . ?
C12 C11 N2 120.5(9) . . ?
C16 C11 N2 117.1(11) . . ?
C13 C12 C11 119.8(9) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C12 119.1(11) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 121.2(10) . . ?
C13 C14 C24 131.3(11) . . ?
C15 C14 C24 107.5(9) . . ?
C14 C15 C16 120.6(9) . . ?
C14 C15 C17 111.6(9) . . ?
C16 C15 C17 127.8(10) . . ?
C11 C16 C15 117.0(10) . . ?
C11 C16 H16 121.5 . . ?
C15 C16 H16 121.5 . . ?
C23 C17 C15 101.1(8) . . ?
C23 C17 C20 113.6(10) . . ?
C15 C17 C20 113.4(9) . . ?
C23 C17 C18 110.7(9) . . ?
C15 C17 C18 108.1(9) . . ?
C20 C17 C18 109.6(10) . . ?
C19 C18 C17 113.7(11) . . ?
C19 C18 H18A 108.8 . . ?
C17 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C17 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C17 113.8(11) . . ?
C21 C20 H20A 108.8 . . ?
C17 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C17 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 120.1(10) . . ?
C23 C22 H22 120.0 . . ?
C27 C22 H22 120.0 . . ?
C22 C23 C24 120.5(10) . . ?
C22 C23 C17 127.3(9) . . ?
C24 C23 C17 112.2(9) . . ?
C25 C24 C23 120.2(10) . . ?
C25 C24 C14 132.2(10) . . ?
C23 C24 C14 107.6(10) . . ?
C26 C25 C24 118.8(11) . . ?
C26 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C25 C26 C27 121.5(12) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C22 C27 C26 118.8(11) . . ?
C22 C27 C28 119.3(10) . . ?
C26 C27 C28 121.9(11) . . ?
N3 C28 C27 124.2(11) . . ?
N3 C28 S1 115.1(8) . . ?
C27 C28 S1 120.7(9) . . ?
C34 C29 C30 121.3(14) . . ?
C34 C29 S1 130.0(13) . . ?
C30 C29 S1 108.6(9) . . ?
N3 C30 C31 124.3(12) . . ?
N3 C30 C29 115.9(11) . . ?
C31 C30 C29 119.8(11) . . ?
C32 C31 C30 117.5(16) . . ?
C32 C31 H31 121.2 . . ?
C30 C31 H31 121.2 . . ?
C33 C32 C31 121.9(16) . . ?
C33 C32 H32 119.0 . . ?
C31 C32 H32 119.0 . . ?
C32 C33 C34 121.2(13) . . ?
C32 C33 H33 119.4 . . ?
C34 C33 H33 119.4 . . ?
C29 C34 C33 118.1(15) . . ?
C29 C34 H34 120.9 . . ?
C33 C34 H34 120.9 . . ?

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
C3 N2 C1 N1 -1.0(12) . . . . ?
C11 N2 C1 N1 178.3(9) . . . . ?
C3 N2 C1 Au1 173.9(8) . . . . ?
C11 N2 C1 Au1 -6.8(15) . . . . ?
C2 N1 C1 N2 -0.1(13) . . . . ?
C4 N1 C1 N2 175.9(10) . . . . ?
C2 N1 C1 Au1 -174.9(9) . . . . ?
C4 N1 C1 Au1 1.1(16) . . . . ?
C1 N1 C2 C3 1.1(14) . . . . ?
C4 N1 C2 C3 -174.8(11) . . . . ?
N1 C2 C3 N2 -1.7(13) . . . . ?
C1 N2 C3 C2 1.7(13) . . . . ?
C11 N2 C3 C2 -177.7(10) . . . . ?
C1 N1 C4 C5 -90.9(12) . . . . ?
C2 N1 C4 C5 84.6(15) . . . . ?
N1 C4 C5 C10 84.9(15) . . . . ?
N1 C4 C5 C6 -94.4(15) . . . . ?
C10 C5 C6 C7 1(2) . . . . ?
C4 C5 C6 C7 179.8(13) . . . . ?
C5 C6 C7 C8 0(2) . . . . ?
C6 C7 C8 C9 -1(3) . . . . ?
C7 C8 C9 C10 1(3) . . . . ?
C8 C9 C10 C5 -1(3) . . . . ?
C6 C5 C10 C9 0(2) . . . . ?
C4 C5 C10 C9 -179.0(14) . . . . ?
C1 N2 C11 C12 121.2(11) . . . . ?
C3 N2 C11 C12 -59.5(14) . . . . ?
C1 N2 C11 C16 -55.7(14) . . . . ?
C3 N2 C11 C16 123.6(11) . . . . ?
C16 C11 C12 C13 1.1(15) . . . . ?
N2 C11 C12 C13 -175.6(9) . . . . ?
C11 C12 C13 C14 -1.8(15) . . . . ?
C12 C13 C14 C15 2.1(15) . . . . ?
C12 C13 C14 C24 180.0(10) . . . . ?
C13 C14 C15 C16 -1.6(15) . . . . ?
C24 C14 C15 C16 -179.9(9) . . . . ?
C13 C14 C15 C17 176.9(9) . . . . ?
C24 C14 C15 C17 -1.5(11) . . . . ?
C12 C11 C16 C15 -0.6(15) . . . . ?
N2 C11 C16 C15 176.2(9) . . . . ?
C14 C15 C16 C11 0.8(14) . . . . ?
C17 C15 C16 C11 -177.4(10) . . . . ?
C14 C15 C17 C23 2.0(11) . . . . ?
C16 C15 C17 C23 -179.6(10) . . . . ?
C14 C15 C17 C20 124.0(11) . . . . ?
C16 C15 C17 C20 -57.7(15) . . . . ?
C14 C15 C17 C18 -114.3(11) . . . . ?
C16 C15 C17 C18 64.0(14) . . . . ?
C23 C17 C18 C19 -61.3(14) . . . . ?
C15 C17 C18 C19 48.6(15) . . . . ?
C20 C17 C18 C19 172.7(12) . . . . ?
C23 C17 C20 C21 57.2(14) . . . . ?
C15 C17 C20 C21 -57.5(15) . . . . ?
C18 C17 C20 C21 -178.4(12) . . . . ?
C27 C22 C23 C24 -1.3(15) . . . . ?
C27 C22 C23 C17 -179.0(10) . . . . ?
C15 C17 C23 C22 175.9(10) . . . . ?
C20 C17 C23 C22 54.1(14) . . . . ?
C18 C17 C23 C22 -69.7(13) . . . . ?
C15 C17 C23 C24 -1.9(11) . . . . ?
C20 C17 C23 C24 -123.7(10) . . . . ?
C18 C17 C23 C24 112.4(10) . . . . ?
C22 C23 C24 C25 2.8(15) . . . . ?
C17 C23 C24 C25 -179.2(10) . . . . ?
C22 C23 C24 C14 -176.8(9) . . . . ?
C17 C23 C24 C14 1.2(12) . . . . ?
C13 C14 C24 C25 2.5(19) . . . . ?
C15 C14 C24 C25 -179.4(11) . . . . ?
C13 C14 C24 C23 -177.9(10) . . . . ?
C15 C14 C24 C23 0.2(11) . . . . ?
C23 C24 C25 C26 -1.9(16) . . . . ?
C14 C24 C25 C26 177.6(11) . . . . ?
C24 C25 C26 C27 -0.5(18) . . . . ?
C23 C22 C27 C26 -1.0(15) . . . . ?
C23 C22 C27 C28 178.7(9) . . . . ?
C25 C26 C27 C22 2.0(17) . . . . ?
C25 C26 C27 C28 -177.8(10) . . . . ?
C30 N3 C28 C27 -178.8(10) . . . . ?
C30 N3 C28 S1 0.9(12) . . . . ?
C22 C27 C28 N3 -17.2(15) . . . . ?
C26 C27 C28 N3 162.5(11) . . . . ?
C22 C27 C28 S1 163.0(8) . . . . ?
C26 C27 C28 S1 -17.2(14) . . . . ?
C29 S1 C28 N3 -1.2(9) . . . . ?
C29 S1 C28 C27 178.6(9) . . . . ?
C28 S1 C29 C34 -178.2(13) . . . . ?
C28 S1 C29 C30 1.0(9) . . . . ?
C28 N3 C30 C31 -179.9(12) . . . . ?
C28 N3 C30 C29 -0.1(14) . . . . ?
C34 C29 C30 N3 178.6(12) . . . . ?
S1 C29 C30 N3 -0.7(13) . . . . ?
C34 C29 C30 C31 -1.6(19) . . . . ?
S1 C29 C30 C31 179.1(10) . . . . ?
N3 C30 C31 C32 -179.1(12) . . . . ?
C29 C30 C31 C32 1.1(19) . . . . ?
C30 C31 C32 C33 0(2) . . . . ?
C31 C32 C33 C34 -1(2) . . . . ?
C30 C29 C34 C33 1(2) . . . . ?
S1 C29 C34 C33 179.9(11) . . . . ?
C32 C33 C34 C29 1(2) . . . . ?

_refine_diff_density_max         2.186
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.152

####################################################################### 
# 
# 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_IDPA_Au_Br_0m
_database_code_depnum_ccdc_archive 'CCDC 2208457'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H35 Au Br N3'
_chemical_formula_weight         822.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9870(4)
_cell_length_b                   12.5073(6)
_cell_length_c                   14.6318(6)
_cell_angle_alpha                88.091(2)
_cell_angle_beta                 86.564(2)
_cell_angle_gamma                84.418(2)
_cell_volume                     1633.29(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9836
_cell_measurement_theta_min      2.9321
_cell_measurement_theta_max      33.0805

_exptl_crystal_description       plate
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    5.759
_shelx_estimated_absorpt_T_min   0.252
_shelx_estimated_absorpt_T_max   0.424
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4318
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            88451
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.281
_diffrn_reflns_theta_max         33.199
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12493
_reflns_number_gt                11279
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Apex4 v2022.1-1 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015a, 2018), 
SHELXLE Rev1385 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0240P)²+0.4389P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12493
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0210
_refine_ls_wR_factor_ref         0.0505
_refine_ls_wR_factor_gt          0.0492
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.69874(2) 0.43092(2) 0.97717(2) 0.02159(2) Uani 1 1 d . . . . .
Br1 Br 0.69003(2) 0.28921(2) 1.09133(2) 0.03248(4) Uani 1 1 d . . . . .
N1 N 0.65584(15) 0.54989(11) 0.79670(9) 0.0194(2) Uani 1 1 d . . . . .
N2 N 0.79070(15) 0.63292(11) 0.88139(10) 0.0215(2) Uani 1 1 d . . . . .
N3 N -0.09422(16) 0.13213(12) 0.58514(10) 0.0230(3) Uani 1 1 d . . . . .
C1 C 0.71585(17) 0.54519(13) 0.87951(11) 0.0200(3) Uani 1 1 d . . . . .
C7 C 0.8429(3) 0.93158(17) 1.06920(16) 0.0380(4) Uani 1 1 d . . . . .
H7 H 0.905756 0.984598 1.083893 0.046 Uiso 1 1 calc R U . . .
C8 C 0.6907(3) 0.94638(19) 1.09176(16) 0.0414(5) Uani 1 1 d . . . . .
H8 H 0.649003 1.009337 1.122024 0.050 Uiso 1 1 calc R U . . .
C9 C 0.5997(2) 0.8692(2) 1.07007(17) 0.0430(5) Uani 1 1 d . . . . .
H9 H 0.495085 0.879410 1.085100 0.052 Uiso 1 1 calc R U . . .
C10 C 0.6601(2) 0.77682(17) 1.02654(15) 0.0348(4) Uani 1 1 d . . . . .
H10 H 0.596987 0.723635 1.012523 0.042 Uiso 1 1 calc R U . . .
C11 C 0.57147(17) 0.47080(12) 0.76118(10) 0.0189(3) Uani 1 1 d . . . . .
C12 C 0.62855(17) 0.36308(13) 0.76388(11) 0.0207(3) Uani 1 1 d . . . . .
H12 H 0.722601 0.342624 0.788884 0.025 Uiso 1 1 calc R U . . .
C13 C 0.54716(18) 0.28582(13) 0.72983(11) 0.0215(3) Uani 1 1 d . . . . .
H13 H 0.583948 0.212009 0.732059 0.026 Uiso 1 1 calc R U . . .
C14 C 0.41042(16) 0.31854(12) 0.69228(10) 0.0177(3) Uani 1 1 d . . . . .
C15 C 0.35537(16) 0.42738(12) 0.68876(10) 0.0168(2) Uani 1 1 d . . . . .
C16 C 0.43511(17) 0.50425(12) 0.72387(10) 0.0188(3) Uani 1 1 d . . . . .
H16 H 0.397830 0.577979 0.722577 0.023 Uiso 1 1 calc R U . . .
C17 C 0.04285(18) 0.17562(13) 0.60192(11) 0.0220(3) Uani 1 1 d . . . . .
C18 C 0.16806(19) 0.10564(13) 0.62166(13) 0.0251(3) Uani 1 1 d . . . . .
H18 H 0.165181 0.030438 0.615996 0.030 Uiso 1 1 calc R U . . .
C19 C 0.29724(19) 0.14506(13) 0.64961(12) 0.0242(3) Uani 1 1 d . . . . .
H19 H 0.382511 0.097589 0.663385 0.029 Uiso 1 1 calc R U . . .
C20 C 0.29848(17) 0.25577(12) 0.65688(11) 0.0190(3) Uani 1 1 d . . . . .
C21 C 0.17443(17) 0.32638(12) 0.63358(10) 0.0183(3) Uani 1 1 d . . . . .
C22 C 0.04605(18) 0.28690(13) 0.60608(11) 0.0209(3) Uani 1 1 d . . . . .
H22 H -0.038118 0.334421 0.590373 0.025 Uiso 1 1 calc R U . . .
C23 C 0.19994(17) 0.44215(12) 0.65187(10) 0.0175(3) Uani 1 1 d . . . . .
C24 C 0.08447(19) 0.48951(14) 0.72630(12) 0.0245(3) Uani 1 1 d . . . . .
H24A H 0.104454 0.564418 0.736953 0.029 Uiso 1 1 calc R U . . .
H24B H -0.017040 0.491636 0.703094 0.029 Uiso 1 1 calc R U . . .
C25 C 0.0867(2) 0.42702(19) 0.81679(13) 0.0358(4) Uani 1 1 d . . . . .
H25A H 0.068379 0.352421 0.806935 0.054 Uiso 1 1 calc R U . . .
H25B H 0.008546 0.459720 0.859523 0.054 Uiso 1 1 calc R U . . .
H25C H 0.184745 0.428510 0.842451 0.054 Uiso 1 1 calc R U . . .
C26 C 0.1929(2) 0.51594(13) 0.56544(11) 0.0235(3) Uani 1 1 d . . . . .
H26A H 0.087121 0.529974 0.549586 0.028 Uiso 1 1 calc R U . . .
H26B H 0.228407 0.585651 0.579785 0.028 Uiso 1 1 calc R U . . .
C27 C 0.2845(3) 0.47125(18) 0.48265(13) 0.0362(4) Uani 1 1 d . . . . .
H27A H 0.238354 0.409954 0.460380 0.054 Uiso 1 1 calc R U . . .
H27B H 0.386501 0.447744 0.499787 0.054 Uiso 1 1 calc R U . . .
H27C H 0.287781 0.527141 0.434211 0.054 Uiso 1 1 calc R U . . .
C28 C -0.16580(17) 0.07702(13) 0.65851(11) 0.0204(3) Uani 1 1 d . . . . .
C29 C -0.1341(2) 0.09539(15) 0.74914(12) 0.0257(3) Uani 1 1 d . . . . .
H29 H -0.064015 0.144655 0.761043 0.031 Uiso 1 1 calc R U . . .
C30 C -0.2047(2) 0.04187(16) 0.82131(13) 0.0313(4) Uani 1 1 d . . . . .
H30 H -0.181895 0.054476 0.882361 0.038 Uiso 1 1 calc R U . . .
C31 C -0.3082(2) -0.02976(16) 0.80569(14) 0.0328(4) Uani 1 1 d . . . . .
H31 H -0.357414 -0.065226 0.855531 0.039 Uiso 1 1 calc R U . . .
C32 C -0.3387(2) -0.04888(15) 0.71635(14) 0.0299(4) Uani 1 1 d . . . . .
H32 H -0.409294 -0.097985 0.705080 0.036 Uiso 1 1 calc R U . . .
C33 C -0.26738(19) 0.00279(13) 0.64283(12) 0.0242(3) Uani 1 1 d . . . . .
H33 H -0.287814 -0.012430 0.581903 0.029 Uiso 1 1 calc R U . . .
C34 C -0.16504(18) 0.16134(12) 0.50285(11) 0.0202(3) Uani 1 1 d . . . . .
C35 C -0.0794(2) 0.16884(14) 0.42080(12) 0.0260(3) Uani 1 1 d . . . . .
H35 H 0.026754 0.158493 0.420746 0.031 Uiso 1 1 calc R U . . .
C36 C -0.1487(2) 0.19148(15) 0.33871(12) 0.0316(4) Uani 1 1 d . . . . .
H36 H -0.089463 0.196090 0.282996 0.038 Uiso 1 1 calc R U . . .
C37 C -0.3036(2) 0.20734(15) 0.33772(13) 0.0320(4) Uani 1 1 d . . . . .
H37 H -0.350688 0.220572 0.281486 0.038 Uiso 1 1 calc R U . . .
C38 C -0.3887(2) 0.20366(16) 0.41955(13) 0.0312(4) Uani 1 1 d . . . . .
H38 H -0.494699 0.215923 0.419478 0.037 Uiso 1 1 calc R U . . .
C39 C -0.32078(19) 0.18225(14) 0.50169(12) 0.0249(3) Uani 1 1 d . . . . .
H39 H -0.380359 0.181780 0.557547 0.030 Uiso 1 1 calc R U . . .
C2 C 0.68934(19) 0.64262(13) 0.74852(11) 0.0230(3) Uani 1 1 d . . . . .
H2 H 0.658055 0.665382 0.689526 0.028 Uiso 1 1 calc R U . . .
C3 C 0.77515(19) 0.69428(13) 0.80183(12) 0.0233(3) Uani 1 1 d . . . . .
H3 H 0.816774 0.760156 0.787347 0.028 Uiso 1 1 calc R U . . .
C4 C 0.8791(2) 0.66098(14) 0.95673(12) 0.0262(3) Uani 1 1 d . . . . .
H4A H 0.982138 0.671259 0.932490 0.031 Uiso 1 1 calc R U . . .
H4B H 0.885474 0.600703 1.002366 0.031 Uiso 1 1 calc R U . . .
C5 C 0.81244(19) 0.76190(14) 1.00337(11) 0.0233(3) Uani 1 1 d . . . . .
C6 C 0.9042(2) 0.83902(15) 1.02494(14) 0.0299(4) Uani 1 1 d . . . . .
H6 H 1.008743 0.828942 1.009622 0.036 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 C1 1.9970(17) . ?
Au1 Br1 2.3983(2) . ?
N1 C1 1.353(2) . ?
N1 C2 1.386(2) . ?
N1 C11 1.432(2) . ?
N2 C1 1.344(2) . ?
N2 C3 1.379(2) . ?
N2 C4 1.468(2) . ?
N3 C28 1.413(2) . ?
N3 C34 1.416(2) . ?
N3 C17 1.431(2) . ?
C7 C8 1.383(3) . ?
C7 C6 1.395(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C5 1.387(3) . ?
C10 H10 0.9500 . ?
C11 C16 1.393(2) . ?
C11 C12 1.394(2) . ?
C12 C13 1.389(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.403(2) . ?
C14 C20 1.463(2) . ?
C15 C16 1.383(2) . ?
C15 C23 1.520(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(2) . ?
C17 C22 1.398(2) . ?
C18 C19 1.393(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.405(2) . ?
C21 C22 1.384(2) . ?
C21 C23 1.523(2) . ?
C22 H22 0.9500 . ?
C23 C26 1.541(2) . ?
C23 C24 1.550(2) . ?
C24 C25 1.515(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.514(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C33 1.397(2) . ?
C28 C29 1.404(2) . ?
C29 C30 1.386(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.386(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.385(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.392(3) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.392(2) . ?
C34 C39 1.400(2) . ?
C35 C36 1.394(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.388(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.383(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.387(2) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C2 C3 1.350(2) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.510(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.384(2) . ?
C6 H6 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
C1 Au1 Br1 177.08(4) . . ?
C1 N1 C2 110.40(13) . . ?
C1 N1 C11 126.00(14) . . ?
C2 N1 C11 123.59(13) . . ?
C1 N2 C3 110.95(14) . . ?
C1 N2 C4 125.45(15) . . ?
C3 N2 C4 123.60(14) . . ?
C28 N3 C34 122.30(13) . . ?
C28 N3 C17 117.60(13) . . ?
C34 N3 C17 119.16(13) . . ?
N2 C1 N1 105.29(14) . . ?
N2 C1 Au1 127.52(12) . . ?
N1 C1 Au1 127.19(12) . . ?
C8 C7 C6 120.19(19) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 119.67(19) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.4(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 120.13(18) . . ?
C9 C10 H10 119.9 . . ?
C5 C10 H10 119.9 . . ?
C16 C11 C12 121.92(14) . . ?
C16 C11 N1 118.77(14) . . ?
C12 C11 N1 119.31(14) . . ?
C13 C12 C11 119.66(14) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 118.84(14) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
C13 C14 C15 120.90(14) . . ?
C13 C14 C20 130.72(14) . . ?
C15 C14 C20 108.28(13) . . ?
C16 C15 C14 120.36(14) . . ?
C16 C15 C23 128.16(13) . . ?
C14 C15 C23 111.23(13) . . ?
C15 C16 C11 118.30(14) . . ?
C15 C16 H16 120.8 . . ?
C11 C16 H16 120.8 . . ?
C18 C17 C22 120.91(15) . . ?
C18 C17 N3 119.12(15) . . ?
C22 C17 N3 119.74(14) . . ?
C19 C18 C17 120.58(15) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 118.44(15) . . ?
C18 C19 H19 120.8 . . ?
C20 C19 H19 120.8 . . ?
C19 C20 C21 120.89(14) . . ?
C19 C20 C14 130.48(14) . . ?
C21 C20 C14 108.51(13) . . ?
C22 C21 C20 120.47(14) . . ?
C22 C21 C23 128.37(14) . . ?
C20 C21 C23 110.91(13) . . ?
C21 C22 C17 118.61(14) . . ?
C21 C22 H22 120.7 . . ?
C17 C22 H22 120.7 . . ?
C15 C23 C21 101.06(11) . . ?
C15 C23 C26 112.54(13) . . ?
C21 C23 C26 113.19(12) . . ?
C15 C23 C24 110.12(12) . . ?
C21 C23 C24 110.71(13) . . ?
C26 C23 C24 109.03(13) . . ?
C25 C24 C23 113.99(14) . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C23 114.56(15) . . ?
C27 C26 H26A 108.6 . . ?
C23 C26 H26A 108.6 . . ?
C27 C26 H26B 108.6 . . ?
C23 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 C28 C29 118.73(16) . . ?
C33 C28 N3 121.20(15) . . ?
C29 C28 N3 120.06(15) . . ?
C30 C29 C28 120.21(17) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C31 C30 C29 120.94(18) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C32 C31 C30 119.02(17) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C31 C32 C33 120.97(18) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C32 C33 C28 120.09(17) . . ?
C32 C33 H33 120.0 . . ?
C28 C33 H33 120.0 . . ?
C35 C34 C39 118.72(15) . . ?
C35 C34 N3 119.91(15) . . ?
C39 C34 N3 121.37(14) . . ?
C34 C35 C36 120.27(17) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C37 C36 C35 120.55(17) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C38 C37 C36 119.26(17) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C37 C38 C39 120.64(18) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C39 C34 120.45(16) . . ?
C38 C39 H39 119.8 . . ?
C34 C39 H39 119.8 . . ?
C3 C2 N1 106.59(14) . . ?
C3 C2 H2 126.7 . . ?
N1 C2 H2 126.7 . . ?
C2 C3 N2 106.74(15) . . ?
C2 C3 H3 126.6 . . ?
N2 C3 H3 126.6 . . ?
N2 C4 C5 112.36(14) . . ?
N2 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C10 119.72(17) . . ?
C6 C5 C4 119.88(16) . . ?
C10 C5 C4 120.38(16) . . ?
C5 C6 C7 119.88(18) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?

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
C3 N2 C1 N1 1.65(18) . . . . ?
C4 N2 C1 N1 -177.80(14) . . . . ?
C3 N2 C1 Au1 -179.11(11) . . . . ?
C4 N2 C1 Au1 1.4(2) . . . . ?
C2 N1 C1 N2 -2.06(18) . . . . ?
C11 N1 C1 N2 176.91(14) . . . . ?
C2 N1 C1 Au1 178.70(11) . . . . ?
C11 N1 C1 Au1 -2.3(2) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C7 C8 C9 C10 0.5(4) . . . . ?
C8 C9 C10 C5 -0.8(4) . . . . ?
C1 N1 C11 C16 130.83(16) . . . . ?
C2 N1 C11 C16 -50.3(2) . . . . ?
C1 N1 C11 C12 -49.9(2) . . . . ?
C2 N1 C11 C12 128.93(17) . . . . ?
C16 C11 C12 C13 -1.0(2) . . . . ?
N1 C11 C12 C13 179.80(14) . . . . ?
C11 C12 C13 C14 1.0(2) . . . . ?
C12 C13 C14 C15 0.0(2) . . . . ?
C12 C13 C14 C20 -175.93(16) . . . . ?
C13 C14 C15 C16 -1.0(2) . . . . ?
C20 C14 C15 C16 175.78(14) . . . . ?
C13 C14 C15 C23 -175.62(14) . . . . ?
C20 C14 C15 C23 1.13(17) . . . . ?
C14 C15 C16 C11 1.0(2) . . . . ?
C23 C15 C16 C11 174.62(14) . . . . ?
C12 C11 C16 C15 0.0(2) . . . . ?
N1 C11 C16 C15 179.24(13) . . . . ?
C28 N3 C17 C18 65.3(2) . . . . ?
C34 N3 C17 C18 -125.48(17) . . . . ?
C28 N3 C17 C22 -109.19(18) . . . . ?
C34 N3 C17 C22 60.0(2) . . . . ?
C22 C17 C18 C19 2.6(3) . . . . ?
N3 C17 C18 C19 -171.85(16) . . . . ?
C17 C18 C19 C20 -0.3(3) . . . . ?
C18 C19 C20 C21 -2.2(3) . . . . ?
C18 C19 C20 C14 173.41(17) . . . . ?
C13 C14 C20 C19 -0.8(3) . . . . ?
C15 C14 C20 C19 -177.13(17) . . . . ?
C13 C14 C20 C21 175.20(16) . . . . ?
C15 C14 C20 C21 -1.12(17) . . . . ?
C19 C20 C21 C22 2.4(2) . . . . ?
C14 C20 C21 C22 -174.05(14) . . . . ?
C19 C20 C21 C23 177.15(15) . . . . ?
C14 C20 C21 C23 0.69(17) . . . . ?
C20 C21 C22 C17 -0.1(2) . . . . ?
C23 C21 C22 C17 -173.84(15) . . . . ?
C18 C17 C22 C21 -2.4(2) . . . . ?
N3 C17 C22 C21 172.06(15) . . . . ?
C16 C15 C23 C21 -174.81(15) . . . . ?
C14 C15 C23 C21 -0.68(16) . . . . ?
C16 C15 C23 C26 64.2(2) . . . . ?
C14 C15 C23 C26 -121.72(14) . . . . ?
C16 C15 C23 C24 -57.7(2) . . . . ?
C14 C15 C23 C24 116.41(14) . . . . ?
C22 C21 C23 C15 174.18(16) . . . . ?
C20 C21 C23 C15 -0.03(16) . . . . ?
C22 C21 C23 C26 -65.2(2) . . . . ?
C20 C21 C23 C26 120.55(15) . . . . ?
C22 C21 C23 C24 57.5(2) . . . . ?
C20 C21 C23 C24 -116.69(14) . . . . ?
C15 C23 C24 C25 -52.9(2) . . . . ?
C21 C23 C24 C25 58.04(19) . . . . ?
C26 C23 C24 C25 -176.81(16) . . . . ?
C15 C23 C26 C27 65.65(18) . . . . ?
C21 C23 C26 C27 -48.2(2) . . . . ?
C24 C23 C26 C27 -171.85(15) . . . . ?
C34 N3 C28 C33 33.0(2) . . . . ?
C17 N3 C28 C33 -158.18(15) . . . . ?
C34 N3 C28 C29 -147.76(16) . . . . ?
C17 N3 C28 C29 21.1(2) . . . . ?
C33 C28 C29 C30 -1.1(2) . . . . ?
N3 C28 C29 C30 179.66(16) . . . . ?
C28 C29 C30 C31 -0.5(3) . . . . ?
C29 C30 C31 C32 1.1(3) . . . . ?
C30 C31 C32 C33 -0.1(3) . . . . ?
C31 C32 C33 C28 -1.4(3) . . . . ?
C29 C28 C33 C32 2.0(2) . . . . ?
N3 C28 C33 C32 -178.72(16) . . . . ?
C28 N3 C34 C35 -150.59(16) . . . . ?
C17 N3 C34 C35 40.8(2) . . . . ?
C28 N3 C34 C39 28.9(2) . . . . ?
C17 N3 C34 C39 -139.78(16) . . . . ?
C39 C34 C35 C36 -3.2(2) . . . . ?
N3 C34 C35 C36 176.30(15) . . . . ?
C34 C35 C36 C37 0.3(3) . . . . ?
C35 C36 C37 C38 1.9(3) . . . . ?
C36 C37 C38 C39 -1.3(3) . . . . ?
C37 C38 C39 C34 -1.6(3) . . . . ?
C35 C34 C39 C38 3.8(3) . . . . ?
N3 C34 C39 C38 -175.65(16) . . . . ?
C1 N1 C2 C3 1.72(19) . . . . ?
C11 N1 C2 C3 -177.28(14) . . . . ?
N1 C2 C3 N2 -0.65(18) . . . . ?
C1 N2 C3 C2 -0.62(19) . . . . ?
C4 N2 C3 C2 178.83(15) . . . . ?
C1 N2 C4 C5 -114.11(18) . . . . ?
C3 N2 C4 C5 66.5(2) . . . . ?
C9 C10 C5 C6 0.8(3) . . . . ?
C9 C10 C5 C4 179.4(2) . . . . ?
N2 C4 C5 C6 -135.78(17) . . . . ?
N2 C4 C5 C10 45.6(2) . . . . ?
C10 C5 C6 C7 -0.5(3) . . . . ?
C4 C5 C6 C7 -179.10(19) . . . . ?
C8 C7 C6 C5 0.1(3) . . . . ?

_refine_diff_density_max         1.260
_refine_diff_density_min         -1.263
_refine_diff_density_rms         0.094

