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

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

data_cxy0041a
_database_code_depnum_ccdc_archive 'CCDC 1844720'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Au2 N10'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.0911(14)
_cell_length_b                   6.4907(7)
_cell_length_c                   11.9991(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.112(4)
_cell_angle_gamma                90
_cell_volume                     984.31(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7242
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.22
_shelx_estimated_absorpt_T_max   0.663
_shelx_estimated_absorpt_T_min   0.081
_exptl_absorpt_coefficient_mu    14.912
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.505
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11074
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.402
_diffrn_reflns_theta_max         24.402
_diffrn_reflns_theta_min         3.224
_diffrn_ambient_temperature      150
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                663
_reflns_number_total             894
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.250
_refine_diff_density_min         -1.287
_refine_diff_density_rms         0.203
_refine_ls_extinction_coef       0.0018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         894
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0264
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0617P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0886
_refine_special_details          
;
 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     1.25  0.0522  0.2511  0.0964

 Distances to nearest atoms (including eq.)
 1.83 C1  1.96 C8  2.00 Au2  2.01 Au1
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H) groups
2. Restrained distances
 C6-H6B = C6-H6A
 0.98 with sigma of 0.02
 H6A-H6B
 1.58 with sigma of 0.02
 N4-H6B
 2 with sigma of 0.04
 N4-H6A
 2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C8) \\sim Ueq, Uanis(N5) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: H7C(0.5) H7B(0.5) H7A(0.5)
5.a Riding coordinates:
 C7(H7C,H7B,H7A)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3)
;
_atom_sites_solution_hydrogens   mixed
_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 0.000000 0.000000 0.000000 0.0292(3) Uani 1 4 d S T P . .
N1 N 0.0668(6) 0.000000 0.2608(6) 0.0300(19) Uani 1 2 d S T P . .
N4 N 0.2044(7) 0.000000 0.1904(8) 0.028(2) Uani 1 2 d DS T P . .
N3 N 0.3423(6) 0.000000 0.3723(7) 0.0299(19) Uani 1 2 d S T P . .
N2 N 0.1611(8) 0.000000 0.4657(8) 0.033(2) Uani 1 2 d S T P . .
C7 C -0.0410(7) 0.000000 0.2724(10) 0.046(3) Uani 1 2 d S T P . .
H7C H -0.044388 0.082130 0.339918 0.055 Uiso 0.5 1 d R . . A -1
H7B H -0.062868 -0.141760 0.282277 0.055 Uiso 0.5 1 d R . . A -1
H7A H -0.088318 0.059630 0.202937 0.055 Uiso 0.5 1 d R . . A -1
C6 C 0.2700(9) 0.000000 0.1110(9) 0.041(3) Uani 1 2 d DS T P . .
C1 C 0.0961(8) 0.000000 0.1616(8) 0.029(2) Uani 1 2 d S T P . .
C5 C 0.2437(8) 0.000000 0.3094(8) 0.029(2) Uani 1 2 d S T P . .
C4 C 0.3488(9) 0.000000 0.4847(10) 0.036(3) Uani 1 2 d S T P . .
H4 H 0.417390 0.000000 0.536596 0.043 Uiso 1 2 calc RS T P . .
C2 C 0.1565(7) 0.000000 0.3553(8) 0.024(2) Uani 1 2 d S T P . .
C3 C 0.2614(8) 0.000000 0.5322(11) 0.034(3) Uani 1 2 d S T P . .
H3 H 0.273347 0.000000 0.613788 0.041 Uiso 1 2 calc RS T P . .
Au2 Au 0.000000 0.500000 0.000000 0.0272(3) Uani 1 4 d S T P . .
N5 N 0.2041(10) 0.500000 0.1843(10) 0.039(3) Uani 1 2 d S TU P . .
C8 C 0.1400(9) 0.500000 0.1275(10) 0.029(3) Uani 1 2 d S TU P . .
H6B H 0.318(3) -0.117(6) 0.128(3) 0.035 Uiso 1 1 d DR . . . .
H6A H 0.230(3) 0.000000 0.0324(15) 0.035 Uiso 1 2 d DRS T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.017(10) 5 ?
Au1 C1 2.017(10) . ?
Au1 Au2 3.2454(4) 1_545 ?
Au1 Au2 3.2454(4) . ?
N1 C7 1.453(11) . ?
N1 C1 1.343(11) . ?
N1 C2 1.404(11) . ?
N4 C6 1.438(12) . ?
N4 C1 1.369(14) . ?
N4 C5 1.386(13) . ?
N3 C5 1.315(11) . ?
N3 C4 1.329(13) . ?
N2 C2 1.311(12) . ?
N2 C3 1.346(14) . ?
C7 H7C 0.9803 . ?
C7 H7B 0.9801 . ?
C7 H7A 0.9797 . ?
C6 H6B 0.972(18) . ?
C6 H6B 0.972(18) 6 ?
C6 H6A 0.952(18) . ?
C5 C2 1.390(10) . ?
C4 H4 0.9500 . ?
C4 C3 1.406(13) . ?
C3 H3 0.9500 . ?
Au2 C8 2.059(12) . ?
Au2 C8 2.059(12) 5_565 ?
N5 C8 0.933(15) . ?

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 C1 180.0 5 . ?
C1 Au1 Au2 90.0 . 1_545 ?
C1 Au1 Au2 90.0 5 . ?
C1 Au1 Au2 90.0 5 1_545 ?
C1 Au1 Au2 90.0 . . ?
Au2 Au1 Au2 180.0 1_545 . ?
C1 N1 C7 126.4(9) . . ?
C1 N1 C2 110.1(8) . . ?
C2 N1 C7 123.5(8) . . ?
C1 N4 C6 126.2(9) . . ?
C1 N4 C5 109.9(8) . . ?
C5 N4 C6 123.9(9) . . ?
C5 N3 C4 112.2(8) . . ?
C2 N2 C3 112.3(9) . . ?
N1 C7 H7C 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7A 109.5 . . ?
H7C C7 H7B 109.5 . . ?
H7C C7 H7A 109.5 . . ?
H7B C7 H7A 109.5 . . ?
N4 C6 H6B 108(2) . . ?
N4 C6 H6B 108(2) . 6 ?
N4 C6 H6A 113(2) . . ?
H6B C6 H6B 103(7) . 6 ?
H6B C6 H6A 112(2) . . ?
H6A C6 H6B 112(2) . 6 ?
N1 C1 Au1 126.9(7) . . ?
N1 C1 N4 107.0(8) . . ?
N4 C1 Au1 126.0(7) . . ?
N4 C5 C2 106.6(8) . . ?
N3 C5 N4 129.6(8) . . ?
N3 C5 C2 123.8(8) . . ?
N3 C4 H4 117.7 . . ?
N3 C4 C3 124.6(11) . . ?
C3 C4 H4 117.7 . . ?
N2 C2 N1 128.7(8) . . ?
N2 C2 C5 125.1(9) . . ?
C5 C2 N1 106.3(8) . . ?
N2 C3 C4 122.0(12) . . ?
N2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
Au1 Au2 Au1 180.0 . 1_565 ?
C8 Au2 Au1 90.0 . . ?
C8 Au2 Au1 90.0 5_565 1_565 ?
C8 Au2 Au1 90.0 5_565 . ?
C8 Au2 Au1 90.0 . 1_565 ?
C8 Au2 C8 180.0 . 5_565 ?
N5 C8 Au2 179.0(12) . . ?

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
N4 C5 C2 N1 0.000(1) . . . . ?
N4 C5 C2 N2 180.000(2) . . . . ?
N3 C5 C2 N1 180.000(1) . . . . ?
N3 C5 C2 N2 0.000(2) . . . . ?
N3 C4 C3 N2 0.000(3) . . . . ?
C7 N1 C1 Au1 0.000(1) . . . . ?
C7 N1 C1 N4 180.000(1) . . . . ?
C7 N1 C2 N2 0.000(2) . . . . ?
C7 N1 C2 C5 180.000(1) . . . . ?
C6 N4 C1 Au1 0.000(1) . . . . ?
C6 N4 C1 N1 180.000(1) . . . . ?
C6 N4 C5 N3 0.000(1) . . . . ?
C6 N4 C5 C2 180.000(1) . . . . ?
C1 N1 C2 N2 180.000(1) . . . . ?
C1 N1 C2 C5 0.000(1) . . . . ?
C1 N4 C5 N3 180.000(1) . . . . ?
C1 N4 C5 C2 0.000(1) . . . . ?
C5 N4 C1 Au1 180.000(1) . . . . ?
C5 N4 C1 N1 0.000(1) . . . . ?
C5 N3 C4 C3 0.000(3) . . . . ?
C4 N3 C5 N4 180.000(1) . . . . ?
C4 N3 C5 C2 0.000(2) . . . . ?
C2 N1 C1 Au1 180.000(1) . . . . ?
C2 N1 C1 N4 0.000(1) . . . . ?
C2 N2 C3 C4 0.000(3) . . . . ?
C3 N2 C2 N1 180.000(2) . . . . ?
C3 N2 C2 C5 0.000(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxy0495_pmn21
_database_code_depnum_ccdc_archive 'CCDC 1844721'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C32 H32 Au4 N20)'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           31
_space_group_name_H-M_alt        'P m n 21'
_space_group_name_Hall           'P 2ac -2'
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                   6.2753(7)
_cell_length_b                   8.0957(10)
_cell_length_c                   18.757(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     952.93(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    100
_cell_measurement_theta_max      34.754
_cell_measurement_theta_min      2.740
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.091
_exptl_absorpt_coefficient_mu    15.403
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.3806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1602 before and 0.0901 after correction. The Ratio of minimum to maximum transmission is 0.5096. 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    2.587
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            23319
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.825
_diffrn_reflns_theta_min         2.740
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.953
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.960
_reflns_number_gt                3496
_reflns_number_total             4134
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.490
_refine_diff_density_min         -1.535
_refine_diff_density_rms         0.393
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.43(2)
_refine_ls_extinction_coef       0.0048(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         4134
_refine_ls_number_restraints     175
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.104
_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)+(0.0470P)²+1.2992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0984
_refine_special_details          
;
 Refined as a 2-component inversion twin.

 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     2.49  0.0000 -0.4277 -0.2499

 Distances to nearest atoms (including eq.)
 0.71 Au2  1.41 C16  2.35 H11  2.53 N10
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.57(2)
 0.43(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C12) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.008 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5) H7A(0.5) H7B(0.5) H7C(0.5) H13A(0.5)
 H13B(0.5) H13C(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C10(H10), C11(H11)
5.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_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 -0.500000 -0.48133(5) -0.24816(2) 0.01589(14) Uani 1 2 d S TU P . .
Au2 Au 0.000000 -0.51564(6) -0.25242(3) 0.0197(2) Uani 1 2 d S TU P . .
N1 N -0.500000 -0.4704(12) -0.0847(6) 0.0177(18) Uani 1 2 d S TU P . .
N2 N -0.500000 -0.2254(13) -0.1328(5) 0.0166(16) Uani 1 2 d S TU P . .
N3 N -0.500000 -0.0620(15) -0.0245(6) 0.028(2) Uani 1 2 d S TU P . .
N4 N -0.500000 -0.3832(16) 0.0404(6) 0.024(2) Uani 1 2 d S TU P . .
N5 N -0.500000 -0.7234(11) -0.3704(5) 0.0155(16) Uani 1 2 d S TU P . .
N6 N -0.500000 -0.4710(12) -0.4101(5) 0.0170(18) Uani 1 2 d S TU P . .
N7 N -0.500000 -0.5318(15) -0.5372(7) 0.023(2) Uani 1 2 d S TU P . .
N8 N -0.500000 -0.8686(15) -0.4839(5) 0.023(2) Uani 1 2 d S TU P . .
N9 N 0.000000 -0.8594(18) -0.1747(8) 0.039(3) Uani 1 2 d S TU P . .
N10 N 0.000000 -0.1631(19) -0.3221(8) 0.043(3) Uani 1 2 d S TU P . .
C1 C -0.500000 -0.3899(14) -0.1475(5) 0.0145(18) Uani 1 2 d S TU P . .
C2 C -0.500000 -0.3605(17) -0.0280(7) 0.021(2) Uani 1 2 d S TU P . .
C3 C -0.500000 -0.240(2) 0.0775(8) 0.031(3) Uani 1 2 d S TU P . .
H3 H -0.500000 -0.245876 0.128095 0.037 Uiso 1 2 calc RS T P . .
C4 C -0.500000 -0.0842(19) 0.0462(8) 0.030(3) Uani 1 2 d S TU P . .
H4 H -0.500000 0.010360 0.076198 0.036 Uiso 1 2 calc RS T P . .
C5 C -0.500000 -0.2019(17) -0.0613(7) 0.018(2) Uani 1 2 d S TU P . .
C6 C -0.500000 -0.6525(18) -0.0767(8) 0.027(3) Uani 1 2 d S TU P . .
H6A H -0.483118 -0.681177 -0.026251 0.041 Uiso 0.5 1 calc GR . . . .
H6B H -0.381771 -0.699492 -0.104143 0.041 Uiso 0.5 1 calc GR . . . .
H6C H -0.635110 -0.697204 -0.094410 0.041 Uiso 0.5 1 calc GR . . . .
C7 C -0.500000 -0.0902(17) -0.1853(8) 0.027(3) Uani 1 2 d S TU P . .
H7A H -0.397525 -0.005356 -0.170680 0.041 Uiso 0.5 1 calc GR . . . .
H7B H -0.642797 -0.041554 -0.188053 0.041 Uiso 0.5 1 calc GR . . . .
H7C H -0.459679 -0.133550 -0.232206 0.041 Uiso 0.5 1 calc GR . . . .
C8 C -0.500000 -0.5632(13) -0.3499(5) 0.0124(17) Uani 1 2 d S TU P . .
C9 C -0.500000 -0.7350(15) -0.4435(6) 0.0160(18) Uani 1 2 d S TU P . .
C10 C -0.500000 -0.8287(19) -0.5549(8) 0.027(2) Uani 1 2 d S TU P . .
H10 H -0.500000 -0.915522 -0.588941 0.032 Uiso 1 2 calc RS T P . .
C11 C -0.500000 -0.667(2) -0.5790(7) 0.026(2) Uani 1 2 d S TU P . .
H11 H -0.500000 -0.650227 -0.629106 0.031 Uiso 1 2 calc RS T P . .
C12 C -0.500000 -0.5742(15) -0.4686(7) 0.015(2) Uani 1 2 d S TU P . .
C13 C -0.500000 -0.8644(16) -0.3218(7) 0.021(2) Uani 1 2 d S TU P . .
H13A H -0.451373 -0.828642 -0.274614 0.032 Uiso 0.5 1 calc GR . . . .
H13B H -0.403958 -0.949879 -0.340108 0.032 Uiso 0.5 1 calc GR . . . .
H13C H -0.644669 -0.909128 -0.318094 0.032 Uiso 0.5 1 calc GR . . . .
C14 C -0.500000 -0.2894(16) -0.4127(7) 0.023(2) Uani 1 2 d S TU P . .
H14A H -0.408115 -0.246085 -0.374824 0.034 Uiso 0.5 1 calc GR . . . .
H14B H -0.645576 -0.248506 -0.405918 0.034 Uiso 0.5 1 calc GR . . . .
H14C H -0.446310 -0.252649 -0.459132 0.034 Uiso 0.5 1 calc GR . . . .
C15 C 0.000000 -0.7371(17) -0.2070(7) 0.024(2) Uani 1 2 d S TU P . .
C16 C 0.000000 -0.2900(19) -0.2960(7) 0.027(3) Uani 1 2 d S TU P . .


_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 Au2 3.1509(4) . ?
Au1 Au2 3.1509(4) 1_455 ?
Au1 C1 2.028(10) . ?
Au1 C8 2.021(10) . ?
Au2 C15 1.985(14) . ?
Au2 C16 2.001(14) . ?
N1 C1 1.347(14) . ?
N1 C2 1.387(16) . ?
N1 C6 1.482(17) . ?
N2 C1 1.360(15) . ?
N2 C5 1.355(14) . ?
N2 C7 1.473(15) . ?
N3 C4 1.338(19) . ?
N3 C5 1.326(16) . ?
N4 C2 1.296(15) . ?
N4 C3 1.35(2) . ?
N5 C8 1.352(13) . ?
N5 C9 1.374(12) . ?
N5 C13 1.461(15) . ?
N6 C8 1.353(13) . ?
N6 C12 1.380(16) . ?
N6 C14 1.471(15) . ?
N7 C11 1.346(19) . ?
N7 C12 1.332(13) . ?
N8 C9 1.320(15) . ?
N8 C10 1.370(19) . ?
N9 C15 1.161(19) . ?
N10 C16 1.138(19) . ?
C2 C5 1.428(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.39(2) . ?
C4 H4 0.9500 . ?
C6 H6A 0.98(5) 3_455 ?
C6 H6A 0.9800 . ?
C6 H6B 1.0(2) 3_455 ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 H6C 0.98(15) 3_455 ?
C7 H7A 0.98(11) 3_455 ?
C7 H7A 0.9800 . ?
C7 H7B 0.98(5) 3_455 ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 H7C 0.98(6) 3_455 ?
C9 C12 1.384(16) . ?
C10 H10 0.9500 . ?
C10 C11 1.38(2) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13A 0.98(6) 3_455 ?
C13 H13B 0.98(9) 3_455 ?
C13 H13B 0.9800 . ?
C13 H13C 0.98(3) 3_455 ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14A 0.98(8) 3_455 ?
C14 H14B 0.98(3) 3_455 ?
C14 H14B 0.9800 . ?
C14 H14C 0.98(6) 3_455 ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Au2 Au1 Au2 169.48(2) 1_455 . ?
C1 Au1 Au2 93.20(2) . 1_455 ?
C1 Au1 Au2 93.20(2) . . ?
C8 Au1 Au2 86.97(3) . . ?
C8 Au1 Au2 86.97(3) . 1_455 ?
C8 Au1 C1 177.7(4) . . ?
Au1 Au2 Au1 169.48(2) 1_655 . ?
C15 Au2 Au1 93.94(3) . . ?
C15 Au2 Au1 93.94(3) . 1_655 ?
C15 Au2 C16 178.7(5) . . ?
C16 Au2 Au1 85.98(3) . 1_655 ?
C16 Au2 Au1 85.98(3) . . ?
C1 N1 C2 111.2(10) . . ?
C1 N1 C6 124.7(10) . . ?
C2 N1 C6 124.1(11) . . ?
C1 N2 C7 126.4(10) . . ?
C5 N2 C1 109.8(10) . . ?
C5 N2 C7 123.9(11) . . ?
C5 N3 C4 113.7(13) . . ?
C2 N4 C3 112.8(12) . . ?
C8 N5 C9 110.4(9) . . ?
C8 N5 C13 124.9(9) . . ?
C9 N5 C13 124.7(10) . . ?
C8 N6 C12 109.2(9) . . ?
C8 N6 C14 125.4(10) . . ?
C12 N6 C14 125.3(10) . . ?
C12 N7 C11 110.7(12) . . ?
C9 N8 C10 111.3(12) . . ?
N1 C1 Au1 129.7(8) . . ?
N1 C1 N2 107.3(9) . . ?
N2 C1 Au1 123.1(7) . . ?
N1 C2 C5 103.9(11) . . ?
N4 C2 N1 131.9(14) . . ?
N4 C2 C5 124.1(13) . . ?
N4 C3 H3 118.0 . . ?
N4 C3 C4 124.1(13) . . ?
C4 C3 H3 118.0 . . ?
N3 C4 C3 122.7(14) . . ?
N3 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
N2 C5 C2 107.9(12) . . ?
N3 C5 N2 129.5(13) . . ?
N3 C5 C2 122.6(12) . . ?
N1 C6 H6A 109.5(12) . 3_455 ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6B 109(4) . 3_455 ?
N1 C6 H6C 109(3) . 3_455 ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6A 12.4 . 3_455 ?
H6A C6 H6B 109.5 3_455 3_455 ?
H6A C6 H6B 119.8 . 3_455 ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 98.4 . 3_455 ?
H6A C6 H6C 109.5 3_455 3_455 ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6A 119.8 . 3_455 ?
H6B C6 H6B 98.4 . 3_455 ?
H6B C6 H6C 12.4 . 3_455 ?
H6B C6 H6C 109.5 3_455 3_455 ?
H6B C6 H6C 109.5 . . ?
H6C C6 H6A 98.4 . 3_455 ?
H6C C6 H6B 12.4 . 3_455 ?
H6C C6 H6C 119.8 . 3_455 ?
N2 C7 H7A 109(2) . 3_455 ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5(11) . 3_455 ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
N2 C7 H7C 109.5(14) . 3_455 ?
H7A C7 H7A 82.0 . 3_455 ?
H7A C7 H7B 109.5 3_455 3_455 ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7B 29.9 . 3_455 ?
H7A C7 H7C 109.5 . . ?
H7A C7 H7C 132.2 . 3_455 ?
H7A C7 H7C 109.5 3_455 3_455 ?
H7B C7 H7A 29.9 . 3_455 ?
H7B C7 H7B 132.2 . 3_455 ?
H7B C7 H7C 109.5 . . ?
H7B C7 H7C 82.0 . 3_455 ?
H7B C7 H7C 109.5 3_455 3_455 ?
H7C C7 H7A 132.2 . 3_455 ?
H7C C7 H7B 82.0 . 3_455 ?
H7C C7 H7C 29.9 . 3_455 ?
N5 C8 Au1 125.7(7) . . ?
N5 C8 N6 107.0(8) . . ?
N6 C8 Au1 127.4(8) . . ?
N5 C9 C12 106.0(10) . . ?
N8 C9 N5 128.9(10) . . ?
N8 C9 C12 125.1(11) . . ?
N8 C10 H10 118.6 . . ?
N8 C10 C11 122.7(13) . . ?
C11 C10 H10 118.6 . . ?
N7 C11 C10 125.4(13) . . ?
N7 C11 H11 117.3 . . ?
C10 C11 H11 117.3 . . ?
N6 C12 C9 107.4(10) . . ?
N7 C12 N6 127.8(11) . . ?
N7 C12 C9 124.8(12) . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13A 109.5(13) . 3_455 ?
N5 C13 H13B 109.5(19) . 3_455 ?
N5 C13 H13B 109.5 . . ?
N5 C13 H13C 109.5(7) . 3_455 ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13A 36.3 . 3_455 ?
H13A C13 H13B 109.5 3_455 3_455 ?
H13A C13 H13B 135.8 . 3_455 ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13A C13 H13C 75.9 . 3_455 ?
H13A C13 H13C 109.5 3_455 3_455 ?
H13B C13 H13A 135.8 . 3_455 ?
H13B C13 H13B 75.9 . 3_455 ?
H13B C13 H13C 36.3 . 3_455 ?
H13B C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 3_455 3_455 ?
H13C C13 H13A 75.9 . 3_455 ?
H13C C13 H13B 36.3 . 3_455 ?
H13C C13 H13C 135.8 . 3_455 ?
N6 C14 H14A 109.5(18) . 3_455 ?
N6 C14 H14A 109.5 . . ?
N6 C14 H14B 109.5 . . ?
N6 C14 H14B 109.5(5) . 3_455 ?
N6 C14 H14C 109.5 . . ?
N6 C14 H14C 109.5(14) . 3_455 ?
H14A C14 H14A 72.1 . 3_455 ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 3_455 3_455 ?
H14A C14 H14B 40.2 . 3_455 ?
H14A C14 H14C 137.6 . 3_455 ?
H14A C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 3_455 3_455 ?
H14B C14 H14A 40.2 . 3_455 ?
H14B C14 H14B 137.6 . 3_455 ?
H14B C14 H14C 109.5 . . ?
H14B C14 H14C 72.1 . 3_455 ?
H14B C14 H14C 109.5 3_455 3_455 ?
H14C C14 H14A 137.6 . 3_455 ?
H14C C14 H14B 72.1 . 3_455 ?
H14C C14 H14C 40.2 . 3_455 ?
N9 C15 Au2 174.0(12) . . ?
N10 C16 Au2 178.7(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C5 N2 0.000(2) . . . . ?
N1 C2 C5 N3 180.000(2) . . . . ?
N4 C2 C5 N2 180.000(1) . . . . ?
N4 C2 C5 N3 0.000(1) . . . . ?
N4 C3 C4 N3 0.000(1) . . . . ?
N5 C9 C12 N6 0.000(5) . . . . ?
N5 C9 C12 N7 180.000(5) . . . . ?
N8 C9 C12 N6 180.000(5) . . . . ?
N8 C9 C12 N7 0.000(8) . . . . ?
N8 C10 C11 N7 0.000(10) . . . . ?
C1 N1 C2 N4 180.000(2) . . . . ?
C1 N1 C2 C5 0.000(1) . . . . ?
C1 N2 C5 N3 180.000(1) . . . . ?
C1 N2 C5 C2 0.000(1) . . . . ?
C2 N1 C1 Au1 180.000(1) . . . . ?
C2 N1 C1 N2 0.000(1) . . . . ?
C2 N4 C3 C4 0.000(1) . . . . ?
C3 N4 C2 N1 180.000(1) . . . . ?
C3 N4 C2 C5 0.000(1) . . . . ?
C4 N3 C5 N2 180.000(1) . . . . ?
C4 N3 C5 C2 0.000(1) . . . . ?
C5 N2 C1 Au1 180.000(1) . . . . ?
C5 N2 C1 N1 0.000(2) . . . . ?
C5 N3 C4 C3 0.000(1) . . . . ?
C6 N1 C1 Au1 0.000(2) . . . . ?
C6 N1 C1 N2 180.000(2) . . . . ?
C6 N1 C2 N4 0.000(2) . . . . ?
C6 N1 C2 C5 180.000(2) . . . . ?
C7 N2 C1 Au1 0.000(2) . . . . ?
C7 N2 C1 N1 180.000(1) . . . . ?
C7 N2 C5 N3 0.000(2) . . . . ?
C7 N2 C5 C2 180.000(1) . . . . ?
C8 N5 C9 N8 180.000(5) . . . . ?
C8 N5 C9 C12 0.000(4) . . . . ?
C8 N6 C12 N7 180.000(5) . . . . ?
C8 N6 C12 C9 0.000(5) . . . . ?
C9 N5 C8 Au1 180.000(3) . . . . ?
C9 N5 C8 N6 0.000(4) . . . . ?
C9 N8 C10 C11 0.000(8) . . . . ?
C10 N8 C9 N5 180.000(6) . . . . ?
C10 N8 C9 C12 0.000(6) . . . . ?
C11 N7 C12 N6 180.000(5) . . . . ?
C11 N7 C12 C9 0.000(7) . . . . ?
C12 N6 C8 Au1 180.000(3) . . . . ?
C12 N6 C8 N5 0.000(4) . . . . ?
C12 N7 C11 C10 0.000(8) . . . . ?
C13 N5 C8 Au1 0.000(4) . . . . ?
C13 N5 C8 N6 180.000(4) . . . . ?
C13 N5 C9 N8 0.000(6) . . . . ?
C13 N5 C9 C12 180.000(5) . . . . ?
C14 N6 C8 Au1 0.000(4) . . . . ?
C14 N6 C8 N5 180.000(4) . . . . ?
C14 N6 C12 N7 0.000(7) . . . . ?
C14 N6 C12 C9 180.000(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.57(2)
2 0.43(2)

####################################################################### 
# 
# 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_cxy0495_pmna
_database_code_depnum_ccdc_archive 'CCDC 1871225'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Au2 N10'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           53
_space_group_name_H-M_alt        'P m n a'
_space_group_name_Hall           '-P 2ac 2'
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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x, y, z'
'x-1/2, -y, z-1/2'

_cell_length_a                   6.3484(4)
_cell_length_b                   8.1538(6)
_cell_length_c                   18.6895(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     967.44(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6901
_cell_measurement_temperature    225
_cell_measurement_theta_max      28.232
_cell_measurement_theta_min      2.725
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.172
_exptl_absorpt_correction_T_max  0.0962
_exptl_absorpt_correction_T_min  0.0384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1544 before and 0.0874 after correction. The Ratio of minimum to maximum transmission is 0.3992. 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    2.548
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18600
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.286
_diffrn_reflns_theta_min         2.179
_diffrn_ambient_temperature      225
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1029
_reflns_number_total             1306
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         3.908
_refine_diff_density_min         -2.488
_refine_diff_density_rms         0.363
_refine_ls_extinction_coef       0.0108(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.268
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1306
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0794
_refine_ls_restrained_S_all      1.239
_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)+(0.0334P)²+46.7904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.1776
_refine_special_details          
;
 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     3.91  0.0000  0.0367  0.4586

 Distances to nearest atoms (including eq.)
 0.83 Au2  1.97 H4  3.14 N5  3.15 N3
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5) H7A(0.5) H7B(0.5) H7C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_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 0.000000 0.000000 0.000000 0.0361(5) Uani 1 4 d S TU P . .
Au2 Au 0.500000 0.000000 0.000000 0.0437(6) Uani 1 4 d S TU P . .
N1 N 0.000000 -0.006(3) 0.1641(10) 0.039(3) Uani 1 2 d S TU P . .
N2 N 0.000000 0.252(3) 0.1201(10) 0.038(3) Uani 1 2 d S TU P . .
N3 N 0.000000 0.063(3) 0.2905(13) 0.049(4) Uani 1 2 d S TU P . .
N4 N 0.000000 0.403(3) 0.2320(13) 0.053(4) Uani 1 2 d S TU P . .
N5 N 0.500000 -0.340(4) 0.0746(17) 0.075(7) Uani 1 2 d S TU P . .
C1 C 0.000000 0.083(3) 0.1032(12) 0.036(3) Uani 1 2 d S TU P . .
C2 C 0.000000 0.110(3) 0.2190(13) 0.042(3) Uani 1 2 d S TU P . .
C3 C 0.000000 0.269(3) 0.1940(13) 0.041(3) Uani 1 2 d S TU P . .
C4 C 0.000000 0.203(4) 0.3279(15) 0.050(4) Uani 1 2 d S TU P . .
H4 H 0.000000 0.192149 0.377952 0.060 Uiso 1 2 calc RS T P . .
C5 C 0.000000 0.369(4) 0.3006(15) 0.050(4) Uani 1 2 d S TU P . .
H5 H 0.000000 0.456553 0.333448 0.061 Uiso 1 2 calc RS T P . .
C6 C 0.000000 0.372(4) 0.0676(15) 0.051(6) Uani 1 2 d S TU P . .
H6A H 0.071448 0.330825 0.025362 0.077 Uiso 0.5 1 calc GR . . A -1
H6B H 0.072606 0.468274 0.085254 0.077 Uiso 0.5 1 calc GR . . A -1
H6C H -0.144054 0.400102 0.055549 0.077 Uiso 0.5 1 calc GR . . A -1
C7 C 0.000000 -0.179(3) 0.1674(16) 0.045(5) Uani 1 2 d S TU P . .
H7A H 0.099125 -0.222580 0.132692 0.068 Uiso 0.5 1 calc GR . . B -1
H7B H -0.140087 -0.220184 0.156769 0.068 Uiso 0.5 1 calc GR . . B -1
H7C H 0.040963 -0.214386 0.215033 0.068 Uiso 0.5 1 calc GR . . B -1
C8 C 0.500000 -0.217(4) 0.0441(15) 0.052(4) Uani 1 2 d S TU P . .


_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 Au2 3.1742(2) 1_455 ?
Au1 Au2 3.1742(2) . ?
Au1 C1 2.04(2) . ?
Au1 C1 2.04(2) 5 ?
Au2 C8 1.95(3) . ?
Au2 C8 1.95(3) 5_655 ?
N1 C1 1.35(3) . ?
N1 C2 1.40(3) . ?
N1 C7 1.41(3) . ?
N2 C1 1.41(3) . ?
N2 C3 1.39(3) . ?
N2 C6 1.39(3) . ?
N3 C2 1.39(3) . ?
N3 C4 1.34(4) . ?
N4 C3 1.31(3) . ?
N4 C5 1.31(4) . ?
N5 C8 1.16(4) . ?
C2 C3 1.38(4) . ?
C4 H4 0.9400 . ?
C4 C5 1.45(4) . ?
C5 H5 0.9400 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?

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
Au2 Au1 Au2 180.0 . 1_455 ?
C1 Au1 Au2 90.0 5 1_455 ?
C1 Au1 Au2 90.0 5 . ?
C1 Au1 Au2 90.0 . 1_455 ?
C1 Au1 Au2 90.0 . . ?
C1 Au1 C1 180.0 5 . ?
Au1 Au2 Au1 180.0 . 1_655 ?
C8 Au2 Au1 90.0 . . ?
C8 Au2 Au1 90.0 . 1_655 ?
C8 Au2 Au1 90.0 5_655 . ?
C8 Au2 Au1 90.0 5_655 1_655 ?
C8 Au2 C8 180.0 . 5_655 ?
C1 N1 C2 105(2) . . ?
C1 N1 C7 125(2) . . ?
C2 N1 C7 130(2) . . ?
C3 N2 C1 109(2) . . ?
C6 N2 C1 122(2) . . ?
C6 N2 C3 129(2) . . ?
C4 N3 C2 106(2) . . ?
C3 N4 C5 111(3) . . ?
N1 C1 Au1 128.1(18) . . ?
N1 C1 N2 110(2) . . ?
N2 C1 Au1 122.2(17) . . ?
N3 C2 N1 121(2) . . ?
C3 C2 N1 113(2) . . ?
C3 C2 N3 126(2) . . ?
N4 C3 N2 129(3) . . ?
N4 C3 C2 127(2) . . ?
C2 C3 N2 104(2) . . ?
N3 C4 H4 116.1 . . ?
N3 C4 C5 128(3) . . ?
C5 C4 H4 116.1 . . ?
N4 C5 C4 123(3) . . ?
N4 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N5 C8 Au2 176(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 0.000(4) . . . . ?
N1 C2 C3 N4 180.000(5) . . . . ?
N3 C2 C3 N2 180.000(4) . . . . ?
N3 C2 C3 N4 0.000(7) . . . . ?
N3 C4 C5 N4 0.000(9) . . . . ?
C1 N1 C2 N3 180.000(4) . . . . ?
C1 N1 C2 C3 0.000(4) . . . . ?
C1 N2 C3 N4 180.000(5) . . . . ?
C1 N2 C3 C2 0.000(4) . . . . ?
C2 N1 C1 Au1 180.000(3) . . . . ?
C2 N1 C1 N2 0.000(3) . . . . ?
C2 N3 C4 C5 0.000(7) . . . . ?
C3 N2 C1 Au1 180.000(4) . . . . ?
C3 N2 C1 N1 0.000(3) . . . . ?
C3 N4 C5 C4 0.000(8) . . . . ?
C4 N3 C2 N1 180.000(5) . . . . ?
C4 N3 C2 C3 0.000(6) . . . . ?
C5 N4 C3 N2 180.000(6) . . . . ?
C5 N4 C3 C2 0.000(7) . . . . ?
C6 N2 C1 Au1 0.000(3) . . . . ?
C6 N2 C1 N1 180.000(3) . . . . ?
C6 N2 C3 N4 0.000(6) . . . . ?
C6 N2 C3 C2 180.000(4) . . . . ?
C7 N1 C1 Au1 0.000(3) . . . . ?
C7 N1 C1 N2 180.000(2) . . . . ?
C7 N1 C2 N3 0.000(4) . . . . ?
C7 N1 C2 C3 180.000(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxy0495_pmn21_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1871224'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C32 H32 Au4 N20)'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           31
_space_group_name_H-M_alt        'P m n 21'
_space_group_name_Hall           'P 2ac -2'
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                   6.3306(4)
_cell_length_b                   8.1410(5)
_cell_length_c                   18.7077(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     964.15(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8899
_cell_measurement_temperature    200
_cell_measurement_theta_max      28.320
_cell_measurement_theta_min      2.728
_shelx_estimated_absorpt_T_max   0.863
_shelx_estimated_absorpt_T_min   0.092
_exptl_absorpt_coefficient_mu    15.224
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1605 before and 0.0908 after correction. The Ratio of minimum to maximum transmission is 0.5150. 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    2.557
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18339
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.326
_diffrn_reflns_theta_min         2.177
_diffrn_ambient_temperature      200
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.944
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2154
_reflns_number_total             2603
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.279
_refine_diff_density_min         -2.263
_refine_diff_density_rms         0.589
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.41(3)
_refine_ls_extinction_coef       0.0132(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.222
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2603
_refine_ls_number_restraints     169
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.205
_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)+(0.0757P)²+0.1187P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1336
_refine_special_details          
;
 Refined as a 2-component inversion twin.

 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     2.28  0.0000 -0.4365 -0.2507

 Distances to nearest atoms (including eq.)
 0.60 Au2  1.47 C16  2.48 H11  2.54 C15
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.59(3)
 0.41(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
4. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5) H7A(0.5) H7B(0.5) H7C(0.5) H13A(0.5)
 H13B(0.5) H13C(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C10(H10), C11(H11)
5.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_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 -0.500000 -0.48763(8) -0.24828(2) 0.0254(3) Uani 1 2 d S TU P . .
Au2 Au 0.000000 -0.50976(8) -0.25080(7) 0.0315(4) Uani 1 2 d S TU P . .
N1 N -0.500000 -0.481(2) -0.0840(10) 0.031(3) Uani 1 2 d S TU P . .
N2 N -0.500000 -0.235(2) -0.1315(9) 0.031(3) Uani 1 2 d S TU P . .
N3 N -0.500000 -0.075(2) -0.0220(10) 0.047(4) Uani 1 2 d S TU P . .
N4 N -0.500000 -0.404(2) 0.0417(10) 0.040(3) Uani 1 2 d S TU P . .
N5 N -0.500000 -0.7321(16) -0.3691(8) 0.028(3) Uani 1 2 d S TU P . .
N6 N -0.500000 -0.483(2) -0.4110(8) 0.031(3) Uani 1 2 d S TU P . .
N7 N -0.500000 -0.548(2) -0.5381(10) 0.035(3) Uani 1 2 d S TU P . .
N8 N -0.500000 -0.878(2) -0.4807(9) 0.043(4) Uani 1 2 d S TU P . .
N9 N 0.000000 -0.852(3) -0.1735(14) 0.065(6) Uani 1 2 d S TU P . .
N10 N 0.000000 -0.167(3) -0.3228(14) 0.074(6) Uani 1 2 d S TU P . .
C1 C -0.500000 -0.396(2) -0.1462(9) 0.028(3) Uani 1 2 d S TU P . .
C2 C -0.500000 -0.372(3) -0.0292(11) 0.036(3) Uani 1 2 d S TU P . .
C3 C -0.500000 -0.256(4) 0.0790(15) 0.052(5) Uani 1 2 d S TU P . .
H3 H -0.500000 -0.261856 0.129687 0.062 Uiso 1 2 calc RS T P . .
C4 C -0.500000 -0.102(3) 0.0488(12) 0.052(4) Uani 1 2 d S TU P . .
H4 H -0.500000 -0.009157 0.079703 0.062 Uiso 1 2 calc RS T P . .
C5 C -0.500000 -0.208(3) -0.0600(12) 0.038(3) Uani 1 2 d S TU P . .
C6 C -0.500000 -0.662(3) -0.0781(15) 0.049(5) Uani 1 2 d S TU P . .
H6A H -0.518482 -0.693197 -0.027937 0.073 Uiso 0.5 1 calc GR . . . .
H6B H -0.365380 -0.704911 -0.095817 0.073 Uiso 0.5 1 calc GR . . . .
H6C H -0.616138 -0.706775 -0.106619 0.073 Uiso 0.5 1 calc GR . . . .
C7 C -0.500000 -0.102(3) -0.1823(12) 0.042(5) Uani 1 2 d S TU P . .
H7A H -0.555541 -0.140835 -0.228188 0.063 Uiso 0.5 1 calc GR . . . .
H7B H -0.355343 -0.061726 -0.188905 0.063 Uiso 0.5 1 calc GR . . . .
H7C H -0.589116 -0.012422 -0.164422 0.063 Uiso 0.5 1 calc GR . . . .
C8 C -0.500000 -0.571(2) -0.3496(8) 0.025(3) Uani 1 2 d S TU P . .
C9 C -0.500000 -0.749(3) -0.4429(9) 0.030(3) Uani 1 2 d S TU P . .
C10 C -0.500000 -0.848(3) -0.5536(12) 0.048(4) Uani 1 2 d S TU P . .
H10 H -0.500000 -0.936140 -0.586587 0.057 Uiso 1 2 calc RS T P . .
C11 C -0.500000 -0.690(3) -0.5773(12) 0.041(4) Uani 1 2 d S TU P . .
H11 H -0.500000 -0.676733 -0.627784 0.049 Uiso 1 2 calc RS T P . .
C12 C -0.500000 -0.587(2) -0.4666(11) 0.028(3) Uani 1 2 d S TU P . .
C13 C -0.500000 -0.868(3) -0.3192(13) 0.038(4) Uani 1 2 d S TU P . .
H13A H -0.433156 -0.834068 -0.274359 0.056 Uiso 0.5 1 calc GR . . . .
H13B H -0.421061 -0.960504 -0.339733 0.056 Uiso 0.5 1 calc GR . . . .
H13C H -0.645783 -0.902531 -0.309758 0.056 Uiso 0.5 1 calc GR . . . .
C14 C -0.500000 -0.297(3) -0.4145(14) 0.044(5) Uani 1 2 d S TU P . .
H14A H -0.428982 -0.252994 -0.372134 0.067 Uiso 0.5 1 calc GR . . . .
H14B H -0.645933 -0.257337 -0.416002 0.067 Uiso 0.5 1 calc GR . . . .
H14C H -0.425085 -0.261454 -0.457589 0.067 Uiso 0.5 1 calc GR . . . .
C15 C 0.000000 -0.730(3) -0.2049(10) 0.041(4) Uani 1 2 d S TU P . .
C16 C 0.000000 -0.286(3) -0.2942(13) 0.043(4) Uani 1 2 d S TU P . .


_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 Au2 3.1708(2) . ?
Au1 Au2 3.1708(2) 1_455 ?
Au1 C1 2.050(18) . ?
Au1 C8 2.014(16) . ?
Au2 C15 1.99(2) . ?
Au2 C16 1.99(2) . ?
N1 C1 1.35(2) . ?
N1 C2 1.35(2) . ?
N1 C6 1.48(3) . ?
N2 C1 1.34(2) . ?
N2 C5 1.36(2) . ?
N2 C7 1.44(3) . ?
N3 C4 1.34(3) . ?
N3 C5 1.29(2) . ?
N4 C2 1.35(2) . ?
N4 C3 1.39(3) . ?
N5 C8 1.36(2) . ?
N5 C9 1.387(17) . ?
N5 C13 1.45(2) . ?
N6 C8 1.353(19) . ?
N6 C12 1.34(2) . ?
N6 C14 1.51(2) . ?
N7 C11 1.37(3) . ?
N7 C12 1.376(19) . ?
N8 C9 1.27(2) . ?
N8 C10 1.39(3) . ?
N9 C15 1.15(3) . ?
N10 C16 1.11(3) . ?
C2 C5 1.45(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.38(3) . ?
C4 H4 0.9500 . ?
C6 H6A 0.98(7) 3_455 ?
C6 H6A 0.9800 . ?
C6 H6B 1.0(2) 3_455 ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 H6C 1.0(3) 3_455 ?
C7 H7A 0.98(8) 3_455 ?
C7 H7A 0.9800 . ?
C7 H7B 0.98(3) 3_455 ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 H7C 0.98(10) 3_455 ?
C9 C12 1.39(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.36(4) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13A 0.98(8) 3_455 ?
C13 H13B 0.98(10) 3_455 ?
C13 H13B 0.9800 . ?
C13 H13C 0.980(10) 3_455 ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14A 0.98(10) 3_455 ?
C14 H14B 0.980(3) 3_455 ?
C14 H14B 0.9800 . ?
C14 H14C 0.98(10) 3_455 ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Au2 Au1 Au2 173.27(4) 1_455 . ?
C1 Au1 Au2 91.97(3) . 1_455 ?
C1 Au1 Au2 91.97(3) . . ?
C8 Au1 Au2 88.10(4) . . ?
C8 Au1 Au2 88.10(4) . 1_455 ?
C8 Au1 C1 178.5(7) . . ?
Au1 Au2 Au1 173.27(4) 1_655 . ?
C15 Au2 Au1 92.57(3) . 1_655 ?
C15 Au2 Au1 92.57(3) . . ?
C15 Au2 C16 178.4(10) . . ?
C16 Au2 Au1 87.37(3) . 1_655 ?
C16 Au2 Au1 87.37(3) . . ?
C1 N1 C2 108.7(15) . . ?
C1 N1 C6 124.9(18) . . ?
C2 N1 C6 126.4(18) . . ?
C1 N2 C5 111.1(17) . . ?
C1 N2 C7 127.0(16) . . ?
C5 N2 C7 121.9(18) . . ?
C5 N3 C4 114(2) . . ?
C2 N4 C3 108.9(19) . . ?
C8 N5 C9 111.3(13) . . ?
C8 N5 C13 124.4(15) . . ?
C9 N5 C13 124.4(16) . . ?
C8 N6 C14 124.4(17) . . ?
C12 N6 C8 109.0(15) . . ?
C12 N6 C14 126.7(17) . . ?
C11 N7 C12 109(2) . . ?
C9 N8 C10 114(2) . . ?
N1 C1 Au1 128.2(13) . . ?
N2 C1 Au1 123.1(12) . . ?
N2 C1 N1 108.8(15) . . ?
N1 C2 N4 128(2) . . ?
N1 C2 C5 107.4(16) . . ?
N4 C2 C5 124.4(18) . . ?
N4 C3 H3 117.1 . . ?
C4 C3 N4 126(2) . . ?
C4 C3 H3 117.1 . . ?
N3 C4 C3 123(2) . . ?
N3 C4 H4 118.3 . . ?
C3 C4 H4 118.3 . . ?
N2 C5 C2 104.0(18) . . ?
N3 C5 N2 133(2) . . ?
N3 C5 C2 123.4(19) . . ?
N1 C6 H6A 109.5(19) . 3_455 ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109(4) . 3_455 ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109(6) . 3_455 ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6A 13.7 . 3_455 ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6B 97.2 . 3_455 ?
H6A C6 H6B 109.5 3_455 3_455 ?
H6A C6 H6C 109.5 . . ?
H6A C6 H6C 120.8 . 3_455 ?
H6A C6 H6C 109.5 3_455 3_455 ?
H6B C6 H6A 97.2 . 3_455 ?
H6B C6 H6B 120.8 . 3_455 ?
H6B C6 H6C 13.7 . 3_455 ?
H6B C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 3_455 3_455 ?
H6C C6 H6A 120.8 . 3_455 ?
H6C C6 H6B 13.7 . 3_455 ?
H6C C6 H6C 97.2 . 3_455 ?
N2 C7 H7A 109.5(19) . 3_455 ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5(6) . 3_455 ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
N2 C7 H7C 109(2) . 3_455 ?
H7A C7 H7A 42.1 . 3_455 ?
H7A C7 H7B 109.5 3_455 3_455 ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7B 70.3 . 3_455 ?
H7A C7 H7C 109.5 . . ?
H7A C7 H7C 138.3 . 3_455 ?
H7A C7 H7C 109.5 3_455 3_455 ?
H7B C7 H7A 70.3 . 3_455 ?
H7B C7 H7B 138.3 . 3_455 ?
H7B C7 H7C 109.5 . . ?
H7B C7 H7C 42.1 . 3_455 ?
H7B C7 H7C 109.5 3_455 3_455 ?
H7C C7 H7A 138.3 . 3_455 ?
H7C C7 H7B 42.1 . 3_455 ?
H7C C7 H7C 70.3 . 3_455 ?
N5 C8 Au1 125.3(10) . . ?
N6 C8 Au1 128.4(13) . . ?
N6 C8 N5 106.3(12) . . ?
N5 C9 C12 102.9(15) . . ?
N8 C9 N5 129.7(17) . . ?
N8 C9 C12 127.5(17) . . ?
N8 C10 H10 120.3 . . ?
C11 C10 N8 119(2) . . ?
C11 C10 H10 120.3 . . ?
N7 C11 H11 115.8 . . ?
C10 C11 N7 128(2) . . ?
C10 C11 H11 115.8 . . ?
N6 C12 N7 127.5(19) . . ?
N6 C12 C9 110.5(16) . . ?
N7 C12 C9 121.9(18) . . ?
N5 C13 H13A 109(2) . 3_455 ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
N5 C13 H13B 109(2) . 3_455 ?
N5 C13 H13C 109.5 . . ?
N5 C13 H13C 109.5(2) . 3_455 ?
H13A C13 H13A 51.2 . 3_455 ?
H13A C13 H13B 109.5 3_455 3_455 ?
H13A C13 H13B 140.7 . 3_455 ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13A C13 H13C 61.3 . 3_455 ?
H13A C13 H13C 109.5 3_455 3_455 ?
H13B C13 H13A 140.7 . 3_455 ?
H13B C13 H13B 61.3 . 3_455 ?
H13B C13 H13C 51.2 . 3_455 ?
H13B C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 3_455 3_455 ?
H13C C13 H13A 61.3 . 3_455 ?
H13C C13 H13B 51.2 . 3_455 ?
H13C C13 H13C 140.7 . 3_455 ?
N6 C14 H14A 109(2) . 3_455 ?
N6 C14 H14A 109.5 . . ?
N6 C14 H14B 109.5 . . ?
N6 C14 H14B 109.47(7) . 3_455 ?
N6 C14 H14C 109.5 . . ?
N6 C14 H14C 109(2) . 3_455 ?
H14A C14 H14A 54.6 . 3_455 ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 3_455 3_455 ?
H14A C14 H14B 57.9 . 3_455 ?
H14A C14 H14C 141.0 . 3_455 ?
H14A C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 3_455 3_455 ?
H14B C14 H14A 57.9 . 3_455 ?
H14B C14 H14B 141.0 . 3_455 ?
H14B C14 H14C 109.5 . . ?
H14B C14 H14C 54.6 . 3_455 ?
H14B C14 H14C 109.5 3_455 3_455 ?
H14C C14 H14A 141.0 . 3_455 ?
H14C C14 H14B 54.6 . 3_455 ?
H14C C14 H14C 57.9 . 3_455 ?
N9 C15 Au2 174.9(19) . . ?
N10 C16 Au2 175(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C5 N2 0.000(3) . . . . ?
N1 C2 C5 N3 180.000(3) . . . . ?
N4 C2 C5 N2 180.000(2) . . . . ?
N4 C2 C5 N3 0.000(2) . . . . ?
N4 C3 C4 N3 0.000(2) . . . . ?
N5 C9 C12 N6 0.000(7) . . . . ?
N5 C9 C12 N7 180.000(8) . . . . ?
N8 C9 C12 N6 180.000(9) . . . . ?
N8 C9 C12 N7 0.000(12) . . . . ?
N8 C10 C11 N7 0.000(17) . . . . ?
C1 N1 C2 N4 180.000(3) . . . . ?
C1 N1 C2 C5 0.000(2) . . . . ?
C1 N2 C5 N3 180.000(3) . . . . ?
C1 N2 C5 C2 0.000(3) . . . . ?
C2 N1 C1 Au1 180.000(1) . . . . ?
C2 N1 C1 N2 0.000(3) . . . . ?
C2 N4 C3 C4 0.000(2) . . . . ?
C3 N4 C2 N1 180.000(2) . . . . ?
C3 N4 C2 C5 0.000(2) . . . . ?
C4 N3 C5 N2 180.000(2) . . . . ?
C4 N3 C5 C2 0.000(2) . . . . ?
C5 N2 C1 Au1 180.000(1) . . . . ?
C5 N2 C1 N1 0.000(3) . . . . ?
C5 N3 C4 C3 0.000(2) . . . . ?
C6 N1 C1 Au1 0.000(3) . . . . ?
C6 N1 C1 N2 180.000(3) . . . . ?
C6 N1 C2 N4 0.000(3) . . . . ?
C6 N1 C2 C5 180.000(2) . . . . ?
C7 N2 C1 Au1 0.000(3) . . . . ?
C7 N2 C1 N1 180.000(3) . . . . ?
C7 N2 C5 N3 0.000(3) . . . . ?
C7 N2 C5 C2 180.000(2) . . . . ?
C8 N5 C9 N8 180.000(8) . . . . ?
C8 N5 C9 C12 0.000(7) . . . . ?
C8 N6 C12 N7 180.000(7) . . . . ?
C8 N6 C12 C9 0.000(7) . . . . ?
C9 N5 C8 Au1 180.000(5) . . . . ?
C9 N5 C8 N6 0.000(6) . . . . ?
C9 N8 C10 C11 0.000(14) . . . . ?
C10 N8 C9 N5 180.000(8) . . . . ?
C10 N8 C9 C12 0.000(11) . . . . ?
C11 N7 C12 N6 180.000(8) . . . . ?
C11 N7 C12 C9 0.000(10) . . . . ?
C12 N6 C8 Au1 180.000(5) . . . . ?
C12 N6 C8 N5 0.000(6) . . . . ?
C12 N7 C11 C10 0.000(14) . . . . ?
C13 N5 C8 Au1 0.000(6) . . . . ?
C13 N5 C8 N6 180.000(5) . . . . ?
C13 N5 C9 N8 0.000(10) . . . . ?
C13 N5 C9 C12 180.000(7) . . . . ?
C14 N6 C8 Au1 0.000(7) . . . . ?
C14 N6 C8 N5 180.000(6) . . . . ?
C14 N6 C12 N7 0.000(10) . . . . ?
C14 N6 C12 C9 180.000(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.59(3)
2 0.41(3)

####################################################################### 
# 
# 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_cxy0495_pmn21_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1871223'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C32 H32 Au4 N20)'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           31
_space_group_name_H-M_alt        'P m n 21'
_space_group_name_Hall           'P 2ac -2'
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                   6.2961(6)
_cell_length_b                   8.1146(8)
_cell_length_c                   18.7357(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     957.21(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9978
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.282
_cell_measurement_theta_min      2.736
_shelx_estimated_absorpt_T_max   0.862
_shelx_estimated_absorpt_T_min   0.091
_exptl_absorpt_coefficient_mu    15.334
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1605 before and 0.0892 after correction. The Ratio of minimum to maximum transmission is 0.5113. 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    2.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17919
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.328
_diffrn_reflns_theta_min         2.174
_diffrn_ambient_temperature      150
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.944
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2296
_reflns_number_total             2582
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         3.517
_refine_diff_density_min         -1.836
_refine_diff_density_rms         0.732
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.41(3)
_refine_ls_extinction_coef       0.0119(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.256
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2582
_refine_ls_number_restraints     181
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.232
_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)+(0.0704P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1208
_refine_special_details          
;
 Refined as a 2-component inversion twin.

 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     3.53  0.0000 -0.4328 -0.2493

 Distances to nearest atoms (including eq.)
 0.66 Au2  1.42 C16  2.40 H11  2.55 C15
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.59(3)
 0.41(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C12) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5) H7A(0.5) H7B(0.5) H7C(0.5) H13A(0.5)
 H13B(0.5) H13C(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C10(H10), C11(H11)
5.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_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 -0.500000 -0.48342(8) -0.24828(2) 0.0186(3) Uani 1 2 d S TU P . .
Au2 Au 0.000000 -0.51373(8) -0.25188(5) 0.0234(4) Uani 1 2 d S TU P . .
N1 N -0.500000 -0.4721(17) -0.0838(9) 0.021(3) Uani 1 2 d S TU P . .
N2 N -0.500000 -0.2283(18) -0.1316(8) 0.021(2) Uani 1 2 d S TU P . .
N3 N -0.500000 -0.067(2) -0.0231(8) 0.034(4) Uani 1 2 d S TU P . .
N4 N -0.500000 -0.390(2) 0.0417(9) 0.031(3) Uani 1 2 d S TU P . .
N5 N -0.500000 -0.7267(16) -0.3691(7) 0.020(2) Uani 1 2 d S TU P . .
N6 N -0.500000 -0.4755(18) -0.4104(8) 0.025(3) Uani 1 2 d S TU P . .
N7 N -0.500000 -0.539(2) -0.5375(9) 0.026(3) Uani 1 2 d S TU P . .
N8 N -0.500000 -0.872(2) -0.4833(8) 0.031(3) Uani 1 2 d S TU P . .
N9 N 0.000000 -0.857(3) -0.1744(12) 0.050(5) Uani 1 2 d S TU P . .
N10 N 0.000000 -0.167(3) -0.3228(13) 0.059(6) Uani 1 2 d S TU P . .
C1 C -0.500000 -0.391(2) -0.1468(8) 0.020(3) Uani 1 2 d S TU P . .
C2 C -0.500000 -0.365(2) -0.0284(10) 0.027(3) Uani 1 2 d S TU P . .
C3 C -0.500000 -0.245(3) 0.0781(12) 0.036(4) Uani 1 2 d S TU P . .
H3 H -0.500000 -0.250793 0.128707 0.043 Uiso 1 2 calc RS T P . .
C4 C -0.500000 -0.091(3) 0.0474(11) 0.037(4) Uani 1 2 d S TU P . .
H4 H -0.500000 0.002141 0.077814 0.045 Uiso 1 2 calc RS T P . .
C5 C -0.500000 -0.203(2) -0.0601(11) 0.024(3) Uani 1 2 d S TU P . .
C6 C -0.500000 -0.655(3) -0.0761(11) 0.032(4) Uani 1 2 d S TU P . .
H6A H -0.483550 -0.683677 -0.025632 0.048 Uiso 0.5 1 calc GR . . . .
H6B H -0.381937 -0.701293 -0.103553 0.048 Uiso 0.5 1 calc GR . . . .
H6C H -0.634513 -0.699139 -0.094024 0.048 Uiso 0.5 1 calc GR . . . .
C7 C -0.500000 -0.095(3) -0.1846(11) 0.034(4) Uani 1 2 d S TU P . .
H7A H -0.409071 -0.005122 -0.167968 0.051 Uiso 0.5 1 calc GR . . . .
H7B H -0.645217 -0.054531 -0.191217 0.051 Uiso 0.5 1 calc GR . . . .
H7C H -0.445712 -0.137289 -0.230158 0.051 Uiso 0.5 1 calc GR . . . .
C8 C -0.500000 -0.566(2) -0.3506(8) 0.017(3) Uani 1 2 d S TU P . .
C9 C -0.500000 -0.740(2) -0.4434(9) 0.022(3) Uani 1 2 d S TU P . .
C10 C -0.500000 -0.836(3) -0.5539(10) 0.031(3) Uani 1 2 d S TU P . .
H10 H -0.500000 -0.922551 -0.587891 0.037 Uiso 1 2 calc RS T P . .
C11 C -0.500000 -0.676(3) -0.5774(10) 0.028(4) Uani 1 2 d S TU P . .
H11 H -0.500000 -0.659926 -0.627629 0.034 Uiso 1 2 calc RS T P . .
C12 C -0.500000 -0.579(2) -0.4676(10) 0.020(3) Uani 1 2 d S TU P . .
C13 C -0.500000 -0.864(3) -0.3207(12) 0.027(4) Uani 1 2 d S TU P . .
H13A H -0.443953 -0.828777 -0.274308 0.041 Uiso 0.5 1 calc GR . . . .
H13B H -0.410569 -0.952219 -0.339972 0.041 Uiso 0.5 1 calc GR . . . .
H13C H -0.645479 -0.904662 -0.314674 0.041 Uiso 0.5 1 calc GR . . . .
C14 C -0.500000 -0.292(3) -0.4145(12) 0.033(4) Uani 1 2 d S TU P . .
H14A H -0.422587 -0.247177 -0.373554 0.050 Uiso 0.5 1 calc GR . . . .
H14B H -0.646675 -0.251995 -0.413814 0.050 Uiso 0.5 1 calc GR . . . .
H14C H -0.430738 -0.257380 -0.458812 0.050 Uiso 0.5 1 calc GR . . . .
C15 C 0.000000 -0.731(2) -0.2060(9) 0.031(3) Uani 1 2 d S TU P . .
C16 C 0.000000 -0.291(2) -0.2941(11) 0.033(4) Uani 1 2 d S TU P . .


_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 Au2 3.1584(3) 1_455 ?
Au1 Au2 3.1584(3) . ?
Au1 C1 2.043(16) . ?
Au1 C8 2.032(15) . ?
Au2 C15 1.96(2) . ?
Au2 C16 1.971(19) . ?
N1 C1 1.35(2) . ?
N1 C2 1.36(2) . ?
N1 C6 1.49(3) . ?
N2 C1 1.35(2) . ?
N2 C5 1.356(18) . ?
N2 C7 1.47(2) . ?
N3 C4 1.34(3) . ?
N3 C5 1.30(2) . ?
N4 C2 1.328(19) . ?
N4 C3 1.36(3) . ?
N5 C8 1.348(19) . ?
N5 C9 1.396(16) . ?
N5 C13 1.44(2) . ?
N6 C8 1.339(18) . ?
N6 C12 1.36(2) . ?
N6 C14 1.49(2) . ?
N7 C11 1.33(3) . ?
N7 C12 1.349(17) . ?
N8 C9 1.31(2) . ?
N8 C10 1.36(2) . ?
N9 C15 1.18(3) . ?
N10 C16 1.14(3) . ?
C2 C5 1.44(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.37(3) . ?
C4 H4 0.9500 . ?
C6 H6A 0.98(6) 3_455 ?
C6 H6A 0.9800 . ?
C6 H6B 1.0(2) 3_455 ?
C6 H6B 0.9800 . ?
C6 H6C 0.98(19) 3_455 ?
C6 H6C 0.9800 . ?
C7 H7A 0.98(10) 3_455 ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7B 0.98(3) 3_455 ?
C7 H7C 0.9800 . ?
C7 H7C 0.98(7) 3_455 ?
C9 C12 1.38(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.37(3) . ?
C11 H11 0.9500 . ?
C13 H13A 0.98(7) 3_455 ?
C13 H13A 0.9800 . ?
C13 H13B 0.98(10) 3_455 ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13C 0.98(3) 3_455 ?
C14 H14A 0.9800 . ?
C14 H14A 0.98(9) 3_455 ?
C14 H14B 0.9800 . ?
C14 H14B 0.980(6) 3_455 ?
C14 H14C 0.98(8) 3_455 ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Au2 Au1 Au2 170.74(4) . 1_455 ?
C1 Au1 Au2 92.77(3) . 1_455 ?
C1 Au1 Au2 92.77(3) . . ?
C8 Au1 Au2 87.37(4) . . ?
C8 Au1 Au2 87.37(4) . 1_455 ?
C8 Au1 C1 177.8(6) . . ?
Au1 Au2 Au1 170.74(4) 1_655 . ?
C15 Au2 Au1 93.47(3) . 1_655 ?
C15 Au2 Au1 93.47(3) . . ?
C15 Au2 C16 177.6(8) . . ?
C16 Au2 Au1 86.40(4) . . ?
C16 Au2 Au1 86.40(4) . 1_655 ?
C1 N1 C2 110.9(13) . . ?
C1 N1 C6 124.7(15) . . ?
C2 N1 C6 124.4(15) . . ?
C1 N2 C5 111.0(15) . . ?
C1 N2 C7 125.2(14) . . ?
C5 N2 C7 123.8(16) . . ?
C5 N3 C4 113.6(18) . . ?
C2 N4 C3 111.3(17) . . ?
C8 N5 C9 109.3(12) . . ?
C8 N5 C13 126.0(14) . . ?
C9 N5 C13 124.8(15) . . ?
C8 N6 C12 108.7(14) . . ?
C8 N6 C14 126.3(16) . . ?
C12 N6 C14 125.0(16) . . ?
C11 N7 C12 110.3(18) . . ?
C9 N8 C10 112.1(17) . . ?
N1 C1 Au1 129.4(12) . . ?
N1 C1 N2 106.9(14) . . ?
N2 C1 Au1 123.7(10) . . ?
N1 C2 C5 105.7(15) . . ?
N4 C2 N1 131.1(19) . . ?
N4 C2 C5 123.2(17) . . ?
N4 C3 H3 117.5 . . ?
N4 C3 C4 125.1(19) . . ?
C4 C3 H3 117.5 . . ?
N3 C4 C3 123.3(19) . . ?
N3 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
N2 C5 C2 105.5(17) . . ?
N3 C5 N2 131.0(19) . . ?
N3 C5 C2 123.5(17) . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6A 109.5(16) . 3_455 ?
N1 C6 H6B 109(5) . 3_455 ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109(4) . 3_455 ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6A 12.1 . 3_455 ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 3_455 3_455 ?
H6A C6 H6B 119.6 . 3_455 ?
H6A C6 H6C 98.7 . 3_455 ?
H6A C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 3_455 3_455 ?
H6B C6 H6A 119.6 . 3_455 ?
H6B C6 H6B 98.7 . 3_455 ?
H6B C6 H6C 12.1 . 3_455 ?
H6B C6 H6C 109.5 3_455 3_455 ?
H6B C6 H6C 109.5 . . ?
H6C C6 H6A 98.7 . 3_455 ?
H6C C6 H6B 12.1 . 3_455 ?
H6C C6 H6C 119.6 . 3_455 ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7A 109(2) . 3_455 ?
N2 C7 H7B 109.5(6) . 3_455 ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
N2 C7 H7C 109.5(18) . 3_455 ?
H7A C7 H7A 71.5 . 3_455 ?
H7A C7 H7B 40.8 . 3_455 ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 3_455 3_455 ?
H7A C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 3_455 3_455 ?
H7A C7 H7C 137.8 . 3_455 ?
H7B C7 H7A 40.8 . 3_455 ?
H7B C7 H7B 137.8 . 3_455 ?
H7B C7 H7C 71.5 . 3_455 ?
H7B C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 3_455 3_455 ?
H7C C7 H7A 137.8 . 3_455 ?
H7C C7 H7B 71.5 . 3_455 ?
H7C C7 H7C 40.8 . 3_455 ?
N5 C8 Au1 124.2(10) . . ?
N6 C8 Au1 127.4(12) . . ?
N6 C8 N5 108.5(12) . . ?
N8 C9 N5 129.2(15) . . ?
N8 C9 C12 126.1(16) . . ?
C12 C9 N5 104.7(14) . . ?
N8 C10 H10 119.3 . . ?
N8 C10 C11 121.4(19) . . ?
C11 C10 H10 119.3 . . ?
N7 C11 C10 127.3(18) . . ?
N7 C11 H11 116.3 . . ?
C10 C11 H11 116.3 . . ?
N6 C12 C9 108.9(15) . . ?
N7 C12 N6 128.3(17) . . ?
N7 C12 C9 122.8(17) . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13A 109.5(18) . 3_455 ?
N5 C13 H13B 109.5 . . ?
N5 C13 H13B 109(2) . 3_455 ?
N5 C13 H13C 109.5 . . ?
N5 C13 H13C 109.5(6) . 3_455 ?
H13A C13 H13A 42.2 . 3_455 ?
H13A C13 H13B 138.3 . 3_455 ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 3_455 3_455 ?
H13A C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 3_455 3_455 ?
H13A C13 H13C 70.1 . 3_455 ?
H13B C13 H13A 138.3 . 3_455 ?
H13B C13 H13B 70.1 . 3_455 ?
H13B C13 H13C 109.5 . . ?
H13B C13 H13C 42.2 . 3_455 ?
H13B C13 H13C 109.5 3_455 3_455 ?
H13C C13 H13A 70.1 . 3_455 ?
H13C C13 H13B 42.2 . 3_455 ?
H13C C13 H13C 138.3 . 3_455 ?
N6 C14 H14A 109.5 . . ?
N6 C14 H14A 109(2) . 3_455 ?
N6 C14 H14B 109.5 . . ?
N6 C14 H14B 109.47(14) . 3_455 ?
N6 C14 H14C 109.5 . . ?
N6 C14 H14C 109(2) . 3_455 ?
H14A C14 H14A 59.6 . 3_455 ?
H14A C14 H14B 109.5 3_455 3_455 ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14B 52.8 . 3_455 ?
H14A C14 H14C 140.9 . 3_455 ?
H14A C14 H14C 109.5 3_455 3_455 ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14A 52.8 . 3_455 ?
H14B C14 H14B 140.9 . 3_455 ?
H14B C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 3_455 3_455 ?
H14B C14 H14C 59.6 . 3_455 ?
H14C C14 H14A 140.9 . 3_455 ?
H14C C14 H14B 59.6 . 3_455 ?
H14C C14 H14C 52.8 . 3_455 ?
N9 C15 Au2 176.0(17) . . ?
N10 C16 Au2 176(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C5 N2 0.000(3) . . . . ?
N1 C2 C5 N3 180.000(2) . . . . ?
N4 C2 C5 N2 180.000(2) . . . . ?
N4 C2 C5 N3 0.000(2) . . . . ?
N4 C3 C4 N3 0.000(2) . . . . ?
N5 C9 C12 N6 0.000(6) . . . . ?
N5 C9 C12 N7 180.000(7) . . . . ?
N8 C9 C12 N6 180.000(7) . . . . ?
N8 C9 C12 N7 0.000(11) . . . . ?
N8 C10 C11 N7 0.000(15) . . . . ?
C1 N1 C2 N4 180.000(3) . . . . ?
C1 N1 C2 C5 0.000(2) . . . . ?
C1 N2 C5 N3 180.000(2) . . . . ?
C1 N2 C5 C2 0.000(3) . . . . ?
C2 N1 C1 Au1 180.000(1) . . . . ?
C2 N1 C1 N2 0.000(2) . . . . ?
C2 N4 C3 C4 0.000(1) . . . . ?
C3 N4 C2 N1 180.000(2) . . . . ?
C3 N4 C2 C5 0.000(2) . . . . ?
C4 N3 C5 N2 180.000(1) . . . . ?
C4 N3 C5 C2 0.000(1) . . . . ?
C5 N2 C1 Au1 180.000(1) . . . . ?
C5 N2 C1 N1 0.000(2) . . . . ?
C5 N3 C4 C3 0.000(1) . . . . ?
C6 N1 C1 Au1 0.000(3) . . . . ?
C6 N1 C1 N2 180.000(2) . . . . ?
C6 N1 C2 N4 0.000(3) . . . . ?
C6 N1 C2 C5 180.000(2) . . . . ?
C7 N2 C1 Au1 0.000(3) . . . . ?
C7 N2 C1 N1 180.000(2) . . . . ?
C7 N2 C5 N3 0.000(3) . . . . ?
C7 N2 C5 C2 180.000(2) . . . . ?
C8 N5 C9 N8 180.000(7) . . . . ?
C8 N5 C9 C12 0.000(6) . . . . ?
C8 N6 C12 N7 180.000(8) . . . . ?
C8 N6 C12 C9 0.000(7) . . . . ?
C9 N5 C8 Au1 180.000(4) . . . . ?
C9 N5 C8 N6 0.000(6) . . . . ?
C9 N8 C10 C11 0.000(13) . . . . ?
C10 N8 C9 N5 180.000(8) . . . . ?
C10 N8 C9 C12 0.000(8) . . . . ?
C11 N7 C12 N6 180.000(8) . . . . ?
C11 N7 C12 C9 0.000(9) . . . . ?
C12 N6 C8 Au1 180.000(5) . . . . ?
C12 N6 C8 N5 0.000(5) . . . . ?
C12 N7 C11 C10 0.000(13) . . . . ?
C13 N5 C8 Au1 0.000(6) . . . . ?
C13 N5 C8 N6 180.000(5) . . . . ?
C13 N5 C9 N8 0.000(9) . . . . ?
C13 N5 C9 C12 180.000(7) . . . . ?
C14 N6 C8 Au1 0.000(6) . . . . ?
C14 N6 C8 N5 180.000(5) . . . . ?
C14 N6 C12 N7 0.000(10) . . . . ?
C14 N6 C12 C9 180.000(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.59(3)
2 0.41(3)

####################################################################### 
# 
# 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_cxy0495_pmna_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1844722'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Au2 N10'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           53
_space_group_name_H-M_alt        'P m n a'
_space_group_name_Hall           '-P 2ac 2'
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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x, y, z'
'x-1/2, -y, z-1/2'

_cell_length_a                   6.3929(4)
_cell_length_b                   8.1734(6)
_cell_length_c                   18.6898(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     976.57(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5798
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.276
_cell_measurement_theta_min      2.720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.030
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1602 before and 0.0919 after correction. The Ratio of minimum to maximum transmission is 0.5231. 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    2.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18575
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.333
_diffrn_reflns_theta_min         2.179
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                905
_reflns_number_total             1321
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.263
_refine_diff_density_min         -1.331
_refine_diff_density_rms         0.416
_refine_ls_extinction_coef       0.0113(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1321
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0699
_refine_ls_restrained_S_all      1.148
_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)+(0.0965P)²+12.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1933
_refine_ls_wR_factor_ref         0.2161
_refine_special_details          
;
 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     2.26  0.1048  0.0000  0.0000

 Distances to nearest atoms (including eq.)
 0.67 Au1  2.53 Au2  2.86 H6A  3.07 H7A
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5) H7A(0.5) H7B(0.5) H7C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_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 0.000000 0.000000 0.000000 0.0393(5) Uani 1 4 d S TU P . .
Au2 Au 0.500000 0.000000 0.000000 0.0481(5) Uani 1 4 d S TU P . .
N1 N 0.000000 0.0060(16) 0.1637(7) 0.040(3) Uani 1 2 d S TU P . .
N2 N 0.000000 0.2479(17) 0.1190(6) 0.037(2) Uani 1 2 d S TU P . .
N3 N 0.000000 0.069(2) 0.2892(7) 0.044(3) Uani 1 2 d S TU P . .
N4 N 0.000000 0.398(2) 0.2301(8) 0.052(3) Uani 1 2 d S TU P . .
N5 N 0.500000 -0.342(3) 0.0742(11) 0.094(6) Uani 1 2 d S TU P . .
C1 C 0.000000 0.0876(19) 0.1012(7) 0.031(3) Uani 1 2 d S TU P . .
C2 C 0.000000 0.112(2) 0.2202(8) 0.038(3) Uani 1 2 d S TU P . .
C3 C 0.000000 0.265(2) 0.1922(8) 0.039(3) Uani 1 2 d S TU P . .
C4 C 0.000000 0.201(3) 0.3285(10) 0.052(3) Uani 1 2 d S TU P . .
H4 H 0.000000 0.186600 0.377859 0.063 Uiso 1 2 calc RS T P . .
C5 C 0.000000 0.365(2) 0.3024(9) 0.053(3) Uani 1 2 d S TU P . .
H5 H 0.000000 0.450847 0.334911 0.063 Uiso 1 2 calc RS T P . .
C6 C 0.000000 0.379(2) 0.0683(9) 0.055(4) Uani 1 2 d S TU P . .
H6A H 0.066050 0.343908 0.024828 0.083 Uiso 0.5 1 calc GR . . A -1
H6B H 0.075425 0.470725 0.087674 0.083 Uiso 0.5 1 calc GR . . A -1
H6C H -0.141475 0.411519 0.058333 0.083 Uiso 0.5 1 calc GR . . A -1
C7 C 0.000000 -0.171(2) 0.1685(10) 0.050(4) Uani 1 2 d S TU P . .
H7A H 0.098086 -0.215057 0.134715 0.076 Uiso 0.5 1 calc GR . . B -1
H7B H -0.137461 -0.211773 0.157999 0.076 Uiso 0.5 1 calc GR . . B -1
H7C H 0.039375 -0.203590 0.216000 0.076 Uiso 0.5 1 calc GR . . B -1
C8 C 0.500000 -0.215(3) 0.0462(10) 0.059(4) Uani 1 2 d S TU P . .


_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 Au2 3.1964(2) 1_455 ?
Au1 Au2 3.1964(2) . ?
Au1 C1 2.022(13) 5 ?
Au1 C1 2.022(13) . ?
Au2 C8 1.959(19) . ?
Au2 C8 1.959(19) 5_655 ?
N1 C1 1.346(18) . ?
N1 C2 1.366(19) . ?
N1 C7 1.45(2) . ?
N2 C1 1.352(19) . ?
N2 C3 1.376(18) . ?
N2 C6 1.43(2) . ?
N3 C2 1.34(2) . ?
N3 C4 1.31(2) . ?
N4 C3 1.30(2) . ?
N4 C5 1.38(2) . ?
N5 C8 1.16(3) . ?
C2 C3 1.36(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.43(3) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
Au2 Au1 Au2 180.0 . 1_455 ?
C1 Au1 Au2 90.0 5 1_455 ?
C1 Au1 Au2 90.0 . . ?
C1 Au1 Au2 90.0 . 1_455 ?
C1 Au1 Au2 90.0 5 . ?
C1 Au1 C1 180.0 . 5 ?
Au1 Au2 Au1 180.0 . 1_655 ?
C8 Au2 Au1 90.0 . . ?
C8 Au2 Au1 90.0 . 1_655 ?
C8 Au2 Au1 90.0 5_655 . ?
C8 Au2 Au1 90.0 5_655 1_655 ?
C8 Au2 C8 180.0 . 5_655 ?
C1 N1 C2 110.8(12) . . ?
C1 N1 C7 123.2(14) . . ?
C2 N1 C7 125.9(13) . . ?
C1 N2 C3 110.2(13) . . ?
C1 N2 C6 124.3(13) . . ?
C3 N2 C6 125.5(15) . . ?
C4 N3 C2 108.8(16) . . ?
C3 N4 C5 111.6(16) . . ?
N1 C1 Au1 129.6(11) . . ?
N1 C1 N2 105.4(12) . . ?
N2 C1 Au1 125.0(10) . . ?
N3 C2 N1 125.1(14) . . ?
N3 C2 C3 128.1(16) . . ?
C3 C2 N1 106.8(13) . . ?
N4 C3 N2 129.1(16) . . ?
N4 C3 C2 124.3(15) . . ?
C2 C3 N2 106.7(14) . . ?
N3 C4 H4 117.1 . . ?
N3 C4 C5 125.8(16) . . ?
C5 C4 H4 117.1 . . ?
N4 C5 C4 121.5(16) . . ?
N4 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N5 C8 Au2 179(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 0.000(2) . . . . ?
N1 C2 C3 N4 180.000(3) . . . . ?
N3 C2 C3 N2 180.000(2) . . . . ?
N3 C2 C3 N4 0.000(4) . . . . ?
N3 C4 C5 N4 0.000(6) . . . . ?
C1 N1 C2 N3 180.000(2) . . . . ?
C1 N1 C2 C3 0.000(2) . . . . ?
C1 N2 C3 N4 180.000(3) . . . . ?
C1 N2 C3 C2 0.000(3) . . . . ?
C2 N1 C1 Au1 180.000(2) . . . . ?
C2 N1 C1 N2 0.000(2) . . . . ?
C2 N3 C4 C5 0.000(5) . . . . ?
C3 N2 C1 Au1 180.000(2) . . . . ?
C3 N2 C1 N1 0.000(2) . . . . ?
C3 N4 C5 C4 0.000(5) . . . . ?
C4 N3 C2 N1 180.000(3) . . . . ?
C4 N3 C2 C3 0.000(4) . . . . ?
C5 N4 C3 N2 180.000(3) . . . . ?
C5 N4 C3 C2 0.000(4) . . . . ?
C6 N2 C1 Au1 0.000(2) . . . . ?
C6 N2 C1 N1 180.000(2) . . . . ?
C6 N2 C3 N4 0.000(4) . . . . ?
C6 N2 C3 C2 180.000(2) . . . . ?
C7 N1 C1 Au1 0.000(2) . . . . ?
C7 N1 C1 N2 180.000(1) . . . . ?
C7 N1 C2 N3 0.000(3) . . . . ?
C7 N1 C2 C3 180.000(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxy0495_pmna_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1871226'
_audit_update_record             
;
2018-10-10 deposited with the CCDC.
2018-10-12 downloaded from the CCDC.
;
_audit_creation_date             2018-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Au2 N10'
_chemical_formula_sum            'C16 H16 Au2 N10'
_chemical_formula_weight         742.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           53
_space_group_name_H-M_alt        'P m n a'
_space_group_name_Hall           '-P 2ac 2'
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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x, y, z'
'x-1/2, -y, z-1/2'

_cell_length_a                   6.3632(4)
_cell_length_b                   8.1603(6)
_cell_length_c                   18.6843(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     970.19(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6156
_cell_measurement_temperature    250
_cell_measurement_theta_max      28.293
_cell_measurement_theta_min      2.724
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.129
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1594 before and 0.0909 after correction. The Ratio of minimum to maximum transmission is 0.5218. 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    2.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18401
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.311
_diffrn_reflns_theta_min         2.180
_diffrn_ambient_temperature      250
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                957
_reflns_number_total             1312
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.064
_refine_diff_density_min         -1.585
_refine_diff_density_rms         0.406
_refine_ls_extinction_coef       0.0148(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.276
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1312
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0718
_refine_ls_restrained_S_all      1.251
_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)+(0.0746P)²+17.9723P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1881
_refine_ls_wR_factor_ref         0.2015
_refine_special_details          
;
 Location of maximum Q peak
 Atom   Peak     x       y       z
 Q1     2.06  0.0000 -0.0423  0.0414

 Distances to nearest atoms (including eq.)
 0.85 Au1  1.51 C1  2.36 H7A  2.75 H7B
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5) H7A(0.5) H7B(0.5) H7C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_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 0.000000 0.000000 0.000000 0.0339(5) Uani 1 4 d S TU P . .
Au2 Au 0.500000 0.000000 0.000000 0.0416(5) Uani 1 4 d S TU P . .
N1 N 0.000000 -0.0001(18) 0.1643(8) 0.035(3) Uani 1 2 d S TU P . .
N2 N 0.000000 0.2483(19) 0.1196(7) 0.032(2) Uani 1 2 d S TU P . .
N3 N 0.000000 0.067(2) 0.2897(8) 0.040(3) Uani 1 2 d S TU P . .
N4 N 0.000000 0.397(2) 0.2312(9) 0.048(3) Uani 1 2 d S TU P . .
N5 N 0.500000 -0.342(3) 0.0735(12) 0.078(6) Uani 1 2 d S TU P . .
C1 C 0.000000 0.083(2) 0.1011(7) 0.028(3) Uani 1 2 d S TU P . .
C2 C 0.000000 0.111(2) 0.2202(9) 0.037(3) Uani 1 2 d S TU P . .
C3 C 0.000000 0.264(2) 0.1924(8) 0.035(3) Uani 1 2 d S TU P . .
C4 C 0.000000 0.202(3) 0.3288(10) 0.045(3) Uani 1 2 d S TU P . .
H4 H 0.000000 0.189062 0.378728 0.054 Uiso 1 2 calc RS T P . .
C5 C 0.000000 0.366(3) 0.3024(10) 0.046(3) Uani 1 2 d S TU P . .
H5 H 0.000000 0.454021 0.334910 0.055 Uiso 1 2 calc RS T P . .
C6 C 0.000000 0.377(3) 0.0677(10) 0.050(5) Uani 1 2 d S TU P . .
H6A H 0.066929 0.339088 0.024146 0.074 Uiso 0.5 1 calc GR . . A -1
H6B H 0.076682 0.470521 0.086444 0.074 Uiso 0.5 1 calc GR . . A -1
H6C H -0.143611 0.409268 0.057410 0.074 Uiso 0.5 1 calc GR . . A -1
C7 C 0.000000 -0.1771(19) 0.1688(11) 0.039(4) Uani 1 2 d S TU P . .
H7A H 0.100374 -0.221291 0.134847 0.058 Uiso 0.5 1 calc GR . . B -1
H7B H -0.139269 -0.218236 0.157752 0.058 Uiso 0.5 1 calc GR . . B -1
H7C H 0.038895 -0.210354 0.216859 0.058 Uiso 0.5 1 calc GR . . B -1
C8 C 0.500000 -0.216(3) 0.0450(11) 0.053(4) Uani 1 2 d S TU P . .


_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 Au2 3.1816(2) 1_455 ?
Au1 Au2 3.1816(2) . ?
Au1 C1 2.006(15) . ?
Au1 C1 2.006(15) 5 ?
Au2 C8 1.95(2) 5_655 ?
Au2 C8 1.95(2) . ?
N1 C1 1.36(2) . ?
N1 C2 1.38(2) . ?
N1 C7 1.45(2) . ?
N2 C1 1.39(2) . ?
N2 C3 1.37(2) . ?
N2 C6 1.43(2) . ?
N3 C2 1.35(2) . ?
N3 C4 1.32(3) . ?
N4 C3 1.30(2) . ?
N4 C5 1.35(2) . ?
N5 C8 1.16(3) . ?
C2 C3 1.35(3) . ?
C4 H4 0.9400 . ?
C4 C5 1.42(3) . ?
C5 H5 0.9400 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?

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
Au2 Au1 Au2 180.0 . 1_455 ?
C1 Au1 Au2 90.0 . 1_455 ?
C1 Au1 Au2 90.0 5 . ?
C1 Au1 Au2 90.0 5 1_455 ?
C1 Au1 Au2 90.0 . . ?
C1 Au1 C1 180.0 5 . ?
Au1 Au2 Au1 180.0 . 1_655 ?
C8 Au2 Au1 90.0 5_655 . ?
C8 Au2 Au1 90.0 . 1_655 ?
C8 Au2 Au1 90.0 . . ?
C8 Au2 Au1 90.0 5_655 1_655 ?
C8 Au2 C8 180.0 5_655 . ?
C1 N1 C2 109.2(14) . . ?
C1 N1 C7 123.1(15) . . ?
C2 N1 C7 127.7(15) . . ?
C1 N2 C6 123.0(14) . . ?
C3 N2 C1 109.9(14) . . ?
C3 N2 C6 127.2(17) . . ?
C4 N3 C2 108.2(17) . . ?
C3 N4 C5 113.2(18) . . ?
N1 C1 Au1 130.5(13) . . ?
N1 C1 N2 105.5(13) . . ?
N2 C1 Au1 124.0(11) . . ?
N3 C2 N1 123.6(17) . . ?
N3 C2 C3 127.9(18) . . ?
C3 C2 N1 108.4(15) . . ?
N4 C3 N2 129.4(18) . . ?
N4 C3 C2 123.6(17) . . ?
C2 C3 N2 107.1(16) . . ?
N3 C4 H4 116.9 . . ?
N3 C4 C5 126.3(18) . . ?
C5 C4 H4 116.9 . . ?
N4 C5 C4 120.9(18) . . ?
N4 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N5 C8 Au2 178(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 0.000(3) . . . . ?
N1 C2 C3 N4 180.000(4) . . . . ?
N3 C2 C3 N2 180.000(3) . . . . ?
N3 C2 C3 N4 0.000(5) . . . . ?
N3 C4 C5 N4 0.000(6) . . . . ?
C1 N1 C2 N3 180.000(3) . . . . ?
C1 N1 C2 C3 0.000(3) . . . . ?
C1 N2 C3 N4 180.000(4) . . . . ?
C1 N2 C3 C2 0.000(3) . . . . ?
C2 N1 C1 Au1 180.000(2) . . . . ?
C2 N1 C1 N2 0.000(2) . . . . ?
C2 N3 C4 C5 0.000(5) . . . . ?
C3 N2 C1 Au1 180.000(2) . . . . ?
C3 N2 C1 N1 0.000(2) . . . . ?
C3 N4 C5 C4 0.000(6) . . . . ?
C4 N3 C2 N1 180.000(4) . . . . ?
C4 N3 C2 C3 0.000(4) . . . . ?
C5 N4 C3 N2 180.000(4) . . . . ?
C5 N4 C3 C2 0.000(4) . . . . ?
C6 N2 C1 Au1 0.000(2) . . . . ?
C6 N2 C1 N1 180.000(2) . . . . ?
C6 N2 C3 N4 0.000(4) . . . . ?
C6 N2 C3 C2 180.000(3) . . . . ?
C7 N1 C1 Au1 0.000(2) . . . . ?
C7 N1 C1 N2 180.000(1) . . . . ?
C7 N1 C2 N3 0.000(3) . . . . ?
C7 N1 C2 C3 180.000(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
