# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mo_0000_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1903172'
loop_
_audit_author_name
_audit_author_address
'Bailing Chen'
;Renmin University of China
China
;
_audit_update_record             
;
2019-03-14 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-03-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '0.19(B F4), 0.19(C11 H10 N3)'
_chemical_formula_sum            'C2.095 H1.905 B0.19 F0.762 N0.571'
_chemical_formula_weight         51.63
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   27.272(2)
_cell_length_b                   6.9210(6)
_cell_length_c                   14.9043(14)
_cell_angle_alpha                90
_cell_angle_beta                 116.111(3)
_cell_angle_gamma                90
_cell_volume                     2526.1(4)
_cell_formula_units_Z            42
_cell_measurement_reflns_used    7334
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      3.25
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6818
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1021 before and 0.0454 after correction.
The Ratio of minimum to maximum transmission is 0.9144.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.4252
_exptl_crystal_F_000             1104.8100
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16794
_diffrn_reflns_theta_full        27.5042
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.75
_diffrn_ambient_temperature      199.99
_diffrn_measured_fraction_theta_full 0.9962
_diffrn_measured_fraction_theta_max 0.9962
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              31
_reflns_limit_h_min              -35
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                2303
_reflns_number_total             2888
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_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  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.4054
_refine_diff_density_min         -0.4058
_refine_diff_density_rms         0.1050
_refine_ls_d_res_high            0.7695
_refine_ls_d_res_low             7.4004
_refine_ls_goodness_of_fit_ref   1.1321
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2888
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.1321
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0669P)²+1.4709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1358
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C1aa(H1aa), C6(H6), C7(H7), C9(H9), C8(H8)
2.b Idealised Me refined as rotating group:
 C5(H5a,H5b,H5c)
2.c :
 C3(H3)
;
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_refinement_flags_posn
F1 F 0.37042(5) 0.6928(2) 0.43324(8) 0.0602(4) Uani 1.000000 .
B1 B 0.40640(8) 0.6652(3) 0.53162(14) 0.0309(4) Uani 1.000000 .
N1 N 0.35444(5) 0.50070(19) 0.24490(9) 0.0282(3) Uani 1.000000 .
C1 C 0.40500(6) 0.5773(2) 0.26970(11) 0.0284(3) Uani 1.000000 .
F2 F 0.44750(5) 0.80486(16) 0.56035(10) 0.0538(3) Uani 1.000000 .
N2 N 0.35715(6) 0.33378(19) 0.28974(10) 0.0324(3) Uani 1.000000 .
C4 C 0.44074(7) 0.4478(2) 0.33509(12) 0.0327(4) Uani 1.000000 .
H4 H 0.47944(7) 0.4568(2) 0.36748(12) 0.0392(4) Uiso 1.000000 R
N3 N 0.40977(6) 0.30503(19) 0.34408(10) 0.0318(3) Uani 1.000000 .
F3 F 0.37979(5) 0.68467(17) 0.59110(9) 0.0526(3) Uani 1.000000 .
C5 C 0.42766(8) 0.1358(3) 0.41026(14) 0.0415(4) Uani 1.000000 .
H5a H 0.3977(2) 0.0422(9) 0.3898(6) 0.0623(6) Uiso 1.000000 GR
H5b H 0.4591(4) 0.0759(12) 0.4058(8) 0.0623(6) Uiso 1.000000 GR
H5c H 0.4381(5) 0.1764(4) 0.47928(19) 0.0623(6) Uiso 1.000000 GR
C0aa C 0.30175(6) 0.5796(2) 0.18007(11) 0.0302(4) Uani 1.000000 .
F4 F 0.43059(5) 0.48477(14) 0.54424(9) 0.0505(3) Uani 1.000000 .
C1aa C 0.29029(7) 0.7684(3) 0.19430(13) 0.0369(4) Uani 1.000000 .
H1aa H 0.31653(7) 0.8450(3) 0.24607(13) 0.0443(5) Uiso 1.000000 R
C6 C 0.23965(7) 0.8432(3) 0.13135(15) 0.0438(4) Uani 1.000000 .
H6 H 0.23102(7) 0.9732(3) 0.13924(15) 0.0525(5) Uiso 1.000000 R
C7 C 0.20159(7) 0.7296(3) 0.05699(14) 0.0466(5) Uani 1.000000 .
H7 H 0.16703(7) 0.7822(3) 0.01365(14) 0.0559(6) Uiso 1.000000 R
C9 C 0.26434(7) 0.4627(3) 0.10692(13) 0.0396(4) Uani 1.000000 .
H9 H 0.27307(7) 0.3329(3) 0.09884(13) 0.0476(5) Uiso 1.000000 R
C8 C 0.21349(7) 0.5404(3) 0.04539(15) 0.0477(5) Uani 1.000000 .
H8 H 0.18679(7) 0.4625(3) -0.00496(15) 0.0573(6) Uiso 1.000000 R
C2 C 0.41426(7) 0.7511(3) 0.22938(13) 0.0341(4) Uani 1.000000 .
C3 C 0.42347(8) 0.8928(3) 0.19598(15) 0.0460(5) Uani 1.000000 .
H3 H 0.43091(8) 1.0073(3) 0.16899(15) 0.0552(6) Uiso 1.000000 R


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
F1 B1 1.372(2) . ?
B1 F2 1.397(2) . ?
B1 F3 1.377(2) . ?
B1 F4 1.386(2) . ?
N1 C1 1.367(2) . ?
N1 N2 1.3202(18) . ?
N1 C0aa 1.440(2) . ?
C1 C4 1.366(2) . ?
C1 C2 1.416(2) . ?
N2 N3 1.3161(19) . ?
C4 H4 0.9500 . ?
C4 N3 1.344(2) . ?
N3 C5 1.470(2) . ?
C5 H5a 0.9800 . ?
C5 H5b 0.9800 . ?
C5 H5c 0.9800 . ?
C0aa C1aa 1.382(3) . ?
C0aa C9 1.380(2) . ?
C1aa H1aa 0.9500 . ?
C1aa C6 1.384(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.378(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.391(3) . ?
C8 H8 0.9500 . ?
C2 C3 1.176(3) . ?
C3 H3 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F2 B1 F1 109.33(15) . . ?
F3 B1 F1 110.03(15) . . ?
F3 B1 F2 108.29(14) . . ?
F4 B1 F1 110.15(14) . . ?
F4 B1 F2 108.19(14) . . ?
F4 B1 F3 110.80(14) . . ?
N2 N1 C1 112.15(13) . . ?
C0aa N1 C1 128.61(13) . . ?
C0aa N1 N2 119.23(13) . . ?
C4 C1 N1 104.88(14) . . ?
C2 C1 N1 124.15(14) . . ?
C2 C1 C4 130.93(15) . . ?
N3 N2 N1 104.29(12) . . ?
H4 C4 C1 127.14(10) . . ?
N3 C4 C1 105.71(14) . . ?
N3 C4 H4 127.14(9) . . ?
C4 N3 N2 112.97(13) . . ?
C5 N3 N2 118.92(14) . . ?
C5 N3 C4 127.97(14) . . ?
H5a C5 N3 109.5 . . ?
H5b C5 N3 109.5 . . ?
H5b C5 H5a 109.5 . . ?
H5c C5 N3 109.5 . . ?
H5c C5 H5a 109.5 . . ?
H5c C5 H5b 109.5 . . ?
C1aa C0aa N1 118.80(14) . . ?
C9 C0aa N1 118.70(15) . . ?
C9 C0aa C1aa 122.49(16) . . ?
H1aa C1aa C0aa 120.80(10) . . ?
C6 C1aa C0aa 118.40(17) . . ?
C6 C1aa H1aa 120.80(12) . . ?
H6 C6 C1aa 119.88(12) . . ?
C7 C6 C1aa 120.23(18) . . ?
C7 C6 H6 119.88(11) . . ?
H7 C7 C6 119.80(11) . . ?
C8 C7 C6 120.40(17) . . ?
C8 C7 H7 119.80(11) . . ?
H9 C9 C0aa 120.98(10) . . ?
C8 C9 C0aa 118.05(18) . . ?
C8 C9 H9 120.98(12) . . ?
C9 C8 C7 120.41(18) . . ?
H8 C8 C7 119.80(11) . . ?
H8 C8 C9 119.80(12) . . ?
C3 C2 C1 177.82(18) . . ?
H3 C3 C2 180.0 . . ?

_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_mo_xy2018071701_0m
_database_code_depnum_ccdc_archive 'CCDC 1903174'
loop_
_audit_author_name
_audit_author_address
'Bailing Chen'
;Renmin University of China
China
;
_audit_update_record             
;
2019-03-14 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-03-14
_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         'C11 H9 Au Cl N3'
_chemical_formula_sum            'C11 H9 Au Cl N3'
_chemical_formula_weight         415.63
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.4971(5)
_cell_length_b                   7.0756(5)
_cell_length_c                   13.9740(11)
_cell_angle_alpha                93.423(3)
_cell_angle_beta                 103.369(2)
_cell_angle_gamma                107.421(2)
_cell_volume                     590.54(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7897
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.517
_cell_measurement_theta_min      3.026
_shelx_estimated_absorpt_T_max   0.364
_shelx_estimated_absorpt_T_min   0.364
_exptl_absorpt_coefficient_mu    12.656
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.2781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1462 before and 0.0720 after correction. The Ratio of minimum to maximum transmission is 0.3730. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9231
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.524
_diffrn_reflns_theta_min         3.026
_diffrn_ambient_temperature      149.98
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2586
_reflns_number_total             2720
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.134
_refine_diff_density_min         -3.222
_refine_diff_density_rms         0.295
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.785
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2720
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      0.785
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0925
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C0AA(H0AA), C1AA(H1AA), C2AA(H2AA), C3AA(H3AA), C6(H6), C4(H4)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_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 1.08800(2) 0.84750(2) 0.64052(2) 0.01785(11) Uani 1 1 d . . . . .
Cl1 Cl 1.4021(2) 0.9814(2) 0.76874(11) 0.0242(3) Uani 1 1 d . . . . .
N1 N 0.2849(7) 0.4657(7) 0.2173(3) 0.0180(8) Uani 1 1 d . . . . .
N2 N 0.1833(7) 0.5722(7) 0.2566(3) 0.0204(9) Uani 1 1 d . . . . .
N3 N 0.3181(7) 0.6503(7) 0.3449(3) 0.0193(9) Uani 1 1 d . . . . .
C0AA C 0.2168(9) 0.2447(8) -0.0398(4) 0.0253(11) Uani 1 1 d . . . . .
H0AA H 0.306226 0.222816 -0.081621 0.030 Uiso 1 1 calc R . . . .
C1AA C -0.0134(9) 0.1845(8) -0.0761(4) 0.0275(11) Uani 1 1 d . . . . .
H1AA H -0.081628 0.124831 -0.143225 0.033 Uiso 1 1 calc R . . . .
C2AA C -0.1439(9) 0.2113(8) -0.0143(4) 0.0264(11) Uani 1 1 d . . . . .
H2AA H -0.301895 0.168062 -0.039272 0.032 Uiso 1 1 calc R . . . .
C3AA C -0.0478(9) 0.3000(8) 0.0828(4) 0.0223(11) Uani 1 1 d . . . . .
H3AA H -0.137529 0.317035 0.125392 0.027 Uiso 1 1 calc R . . . .
C4AA C 0.1830(8) 0.3637(7) 0.1168(4) 0.0202(10) Uani 1 1 d . . . . .
C6 C 0.3181(8) 0.3376(7) 0.0579(4) 0.0219(10) Uani 1 1 d . . . . .
H6 H 0.476012 0.381522 0.083101 0.026 Uiso 1 1 calc R . . . .
C4 C 0.4815(8) 0.4720(8) 0.2789(4) 0.0218(10) Uani 1 1 d . . . . .
H4 H 0.580866 0.404330 0.266534 0.026 Uiso 1 1 calc R . . . .
C1 C 0.5077(9) 0.5965(8) 0.3630(4) 0.0197(11) Uani 1 1 d . . . . .
C2 C 0.6793(9) 0.6648(8) 0.4508(4) 0.0226(11) Uani 1 1 d . . . . .
C3 C 0.8293(9) 0.7344(9) 0.5269(4) 0.0221(11) Uani 1 1 d . . . . .
C5 C 0.2597(10) 0.7832(10) 0.4090(4) 0.0319(14) Uani 1 1 d . . . . .
H5A H 0.366906 0.918277 0.418334 0.048 Uiso 1 1 calc GR . . . .
H5B H 0.263684 0.735161 0.473509 0.048 Uiso 1 1 calc GR . . . .
H5C H 0.109044 0.785926 0.378380 0.048 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 Cl1 2.2849(14) . ?
Au1 C3 1.948(6) . ?
N1 N2 1.312(6) . ?
N1 C4AA 1.447(7) . ?
N1 C4 1.352(7) . ?
N2 N3 1.314(7) . ?
N3 C1 1.369(8) . ?
N3 C5 1.449(7) . ?
C0AA H0AA 0.9500 . ?
C0AA C1AA 1.385(8) . ?
C0AA C6 1.396(7) . ?
C1AA H1AA 0.9500 . ?
C1AA C2AA 1.384(8) . ?
C2AA H2AA 0.9500 . ?
C2AA C3AA 1.378(8) . ?
C3AA H3AA 0.9500 . ?
C3AA C4AA 1.385(7) . ?
C4AA C6 1.377(7) . ?
C6 H6 0.9500 . ?
C4 H4 0.9500 . ?
C4 C1 1.371(8) . ?
C1 C2 1.399(8) . ?
C2 C3 1.222(8) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
C3 Au1 Cl1 177.28(15) . . ?
N2 N1 C4AA 118.8(4) . . ?
N2 N1 C4 112.8(5) . . ?
C4 N1 C4AA 128.4(5) . . ?
N1 N2 N3 104.5(4) . . ?
N2 N3 C1 112.7(5) . . ?
N2 N3 C5 119.5(4) . . ?
C1 N3 C5 127.8(5) . . ?
C1AA C0AA H0AA 119.9 . . ?
C1AA C0AA C6 120.3(5) . . ?
C6 C0AA H0AA 119.9 . . ?
C0AA C1AA H1AA 120.1 . . ?
C2AA C1AA C0AA 119.8(5) . . ?
C2AA C1AA H1AA 120.1 . . ?
C1AA C2AA H2AA 119.6 . . ?
C3AA C2AA C1AA 120.9(5) . . ?
C3AA C2AA H2AA 119.6 . . ?
C2AA C3AA H3AA 120.8 . . ?
C2AA C3AA C4AA 118.3(5) . . ?
C4AA C3AA H3AA 120.8 . . ?
C3AA C4AA N1 118.4(4) . . ?
C6 C4AA N1 119.1(4) . . ?
C6 C4AA C3AA 122.4(5) . . ?
C0AA C6 H6 120.9 . . ?
C4AA C6 C0AA 118.3(5) . . ?
C4AA C6 H6 120.9 . . ?
N1 C4 H4 127.2 . . ?
N1 C4 C1 105.6(5) . . ?
C1 C4 H4 127.2 . . ?
N3 C1 C4 104.4(5) . . ?
N3 C1 C2 123.4(5) . . ?
C4 C1 C2 132.2(5) . . ?
C3 C2 C1 176.7(6) . . ?
C2 C3 Au1 174.6(5) . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

_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_mo_cbl2019011101_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1903173'
loop_
_audit_author_name
_audit_author_address
'Bailing Chen'
;Renmin University of China
China
;
_audit_update_record             
;
2019-03-14 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-03-13
_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         'C12 H11 Au0.98 Cl N3'
_chemical_formula_sum            'C12 H11 Au Cl N3'
_chemical_formula_weight         429.65
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.575(3)
_cell_length_b                   7.1746(17)
_cell_length_c                   13.838(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.575(7)
_cell_angle_gamma                90
_cell_volume                     1291.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4365
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.444
_cell_measurement_theta_min      3.131
_shelx_estimated_absorpt_T_max   0.391
_shelx_estimated_absorpt_T_min   0.176
_exptl_absorpt_coefficient_mu    11.575
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3642
_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 0.0808 after correction. The Ratio of minimum to maximum transmission is 0.4885. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_av_unetI/netI     0.1054
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9933
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         3.072
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1989
_reflns_number_total             2789
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.170
_refine_diff_density_min         -1.444
_refine_diff_density_rms         0.282
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2789
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      0.873
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1440
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Au1-C3
 1.95 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Au1: within 3.5A with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C1AA(H1AA,H1AB)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C8(H8), C7(H7), C6(H6), C2AA(H2AA)
4.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cl1 Cl 0.5795(3) 0.3355(3) -0.15525(19) 0.0315(8) Uani 1 1 d . . . . .
N3 N 0.8520(8) 0.3469(10) 0.5169(7) 0.024(2) Uani 1 1 d . . . . .
N2 N 0.7565(8) 0.4023(11) 0.5104(6) 0.026(2) Uani 1 1 d . . . . .
C3 C 0.7145(10) 0.3516(12) 0.1608(6) 0.028(2) Uani 1 1 d D . . . .
C4 C 0.8675(10) 0.3138(13) 0.4275(8) 0.028(2) Uani 1 1 d . . . . .
H4 H 0.928304 0.267238 0.415143 0.034 Uiso 1 1 calc R . . . .
C1 C 0.7775(10) 0.3613(13) 0.3575(8) 0.027(3) Uani 1 1 d . . . . .
C5 C 0.9277(13) 0.3255(14) 0.6182(9) 0.042(4) Uani 1 1 d . . . . .
H5A H 0.961013 0.445574 0.640086 0.063 Uiso 1 1 calc GR . . . .
H5B H 0.979791 0.233365 0.614401 0.063 Uiso 1 1 calc GR . . . .
H5C H 0.892129 0.283392 0.666729 0.063 Uiso 1 1 calc GR . . . .
C2 C 0.7445(9) 0.3534(13) 0.2515(8) 0.027(2) Uani 1 1 d . . . . .
N1 N 0.7134(7) 0.4129(10) 0.4116(5) 0.0210(19) Uani 1 1 d . . . . .
C9 C 0.5529(11) 0.1377(14) 0.3728(8) 0.034(3) Uani 1 1 d . . . . .
H9 H 0.620226 0.098600 0.374281 0.041 Uiso 1 1 calc R . . . .
C8 C 0.4736(12) 0.0072(16) 0.3673(8) 0.042(3) Uani 1 1 d . . . . .
H8 H 0.488329 -0.122127 0.366589 0.050 Uiso 1 1 calc R . . . .
C1AA C 0.6079(9) 0.4760(14) 0.3773(7) 0.029(2) Uani 1 1 d . . . . .
H1AA H 0.594911 0.527076 0.308342 0.034 Uiso 1 1 calc R . . . .
H1AB H 0.598543 0.578711 0.421612 0.034 Uiso 1 1 calc R . . . .
C0AA C 0.5287(10) 0.3261(14) 0.3759(8) 0.029(3) Uani 1 1 d . . . . .
C7 C 0.3769(10) 0.0622(17) 0.3630(8) 0.038(3) Uani 1 1 d . . . . .
H7 H 0.324696 -0.028759 0.357425 0.045 Uiso 1 1 calc R . . . .
C6 C 0.3535(10) 0.2477(18) 0.3668(8) 0.041(3) Uani 1 1 d . . . . .
H6 H 0.286005 0.285231 0.365543 0.049 Uiso 1 1 calc R . . . .
C2AA C 0.4297(11) 0.3799(16) 0.3723(9) 0.037(3) Uani 1 1 d . . . . .
H2AA H 0.413812 0.508615 0.373607 0.045 Uiso 1 1 calc R . . . .
Au1 Au 0.65455(3) 0.34627(5) 0.01457(2) 0.02200(18) Uani 0.980(8) 1 d D U . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 Au1 2.280(3) . ?
N3 N2 1.334(14) . ?
N3 C4 1.333(13) . ?
N3 C5 1.492(17) . ?
N2 N1 1.327(10) . ?
C3 C2 1.204(13) . ?
C3 Au1 1.954(8) . ?
C4 H4 0.9500 . ?
C4 C1 1.368(17) . ?
C1 C2 1.408(15) . ?
C1 N1 1.352(14) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
N1 C1AA 1.446(14) . ?
C9 H9 0.9500 . ?
C9 C8 1.413(17) . ?
C9 C0AA 1.395(14) . ?
C8 H8 0.9500 . ?
C8 C7 1.36(2) . ?
C1AA H1AA 0.9900 . ?
C1AA H1AB 0.9900 . ?
C1AA C0AA 1.517(16) . ?
C0AA C2AA 1.384(18) . ?
C7 H7 0.9500 . ?
C7 C6 1.373(19) . ?
C6 H6 0.9500 . ?
C6 C2AA 1.390(18) . ?
C2AA H2AA 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N3 C4 113.5(10) . . ?
N2 N3 C5 119.3(9) . . ?
C4 N3 C5 127.2(11) . . ?
N1 N2 N3 102.8(8) . . ?
C2 C3 Au1 175.4(12) . . ?
N3 C4 H4 127.3 . . ?
N3 C4 C1 105.5(10) . . ?
C1 C4 H4 127.3 . . ?
C4 C1 C2 133.1(11) . . ?
N1 C1 C4 105.2(9) . . ?
N1 C1 C2 121.6(11) . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C2 C1 178.0(11) . . ?
N2 N1 C1 112.9(9) . . ?
N2 N1 C1AA 117.4(8) . . ?
C1 N1 C1AA 129.6(9) . . ?
C8 C9 H9 121.3 . . ?
C0AA C9 H9 121.3 . . ?
C0AA C9 C8 117.4(13) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 C9 121.6(12) . . ?
C7 C8 H8 119.2 . . ?
N1 C1AA H1AA 108.6 . . ?
N1 C1AA H1AB 108.6 . . ?
N1 C1AA C0AA 114.5(8) . . ?
H1AA C1AA H1AB 107.6 . . ?
C0AA C1AA H1AA 108.6 . . ?
C0AA C1AA H1AB 108.6 . . ?
C9 C0AA C1AA 120.9(11) . . ?
C2AA C0AA C9 120.3(11) . . ?
C2AA C0AA C1AA 118.7(10) . . ?
C8 C7 H7 119.6 . . ?
C8 C7 C6 120.8(11) . . ?
C6 C7 H7 119.6 . . ?
C7 C6 H6 120.4 . . ?
C7 C6 C2AA 119.1(12) . . ?
C2AA C6 H6 120.4 . . ?
C0AA C2AA C6 120.8(11) . . ?
C0AA C2AA H2AA 119.6 . . ?
C6 C2AA H2AA 119.6 . . ?
C3 Au1 Cl1 178.0(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_mo_cbl2019032503_0m
_database_code_depnum_ccdc_archive 'CCDC 1906049'
loop_
_audit_author_name
_audit_author_address
'Bailing Chen'
;Renmin University of China
China
;
_audit_update_record             
;
2019-04-15 deposited with the CCDC.	2020-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-04-15
_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         'C28 H21 Au N3 P, C H2 Cl2'
_chemical_formula_sum            'C29 H23 Au Cl2 N3 P'
_chemical_formula_weight         712.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.3683(6)
_cell_length_b                   9.5614(5)
_cell_length_c                   24.8060(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.908(2)
_cell_angle_gamma                90
_cell_volume                     2690.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9966
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.532
_cell_measurement_theta_min      2.284
_shelx_estimated_absorpt_T_max   0.500
_shelx_estimated_absorpt_T_min   0.364
_exptl_absorpt_coefficient_mu    5.750
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1155 before and 0.0529 after correction. The Ratio of minimum to maximum transmission is 0.5381. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            27504
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_min         2.692
_diffrn_ambient_temperature      149.98
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5065
_reflns_number_total             6188
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.684
_refine_diff_density_min         -1.486
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         6188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0260
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0288P)²+1.1354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0568
_refine_ls_wR_factor_ref         0.0620
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
2. Others
 Sof(H0AC)=Sof(H0AD)=Sof(Cl0A)=Sof(Cl1A)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(H0AA)=Sof(H0AB)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C0AA(H0AC,H0AD), C0AA(H0AA,H0AB)
3.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C10(H10), C9(H9), C6(H6), C8(H8), C4(H4), C22(H22), C7(H7), C(H),
 C26(H26), C12(H12), C24(H24), C16(H16), C28(H28), C13(H13), C18(H18), C21(H21),
  C19(H19), C15(H15), C27(H27), C20(H20)
;
_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 0.65464(2) 0.51001(2) 0.64576(2) 0.01969(5) Uani 1 1 d . . . . .
P1 P 0.80859(7) 0.50061(7) 0.59169(4) 0.01848(17) Uani 1 1 d . . . . .
N1 N 0.1477(2) 0.5573(2) 0.77084(11) 0.0173(5) Uani 1 1 d . . . . .
C3 C 0.5144(3) 0.5237(3) 0.69009(14) 0.0218(7) Uani 1 1 d . . . . .
C2 C 0.4263(3) 0.5374(3) 0.71348(14) 0.0207(7) Uani 1 1 d . . . . .
C25 C 0.9598(3) 0.1223(3) 0.62437(15) 0.0294(8) Uani 1 1 d . . . . .
H25 H 1.001217 0.080325 0.654769 0.035 Uiso 1 1 calc R . . . .
N3 N 0.3150(2) 0.6604(3) 0.77985(12) 0.0241(6) Uani 1 1 d . . . . .
C10 C -0.0388(3) 0.6426(3) 0.80029(14) 0.0236(7) Uani 1 1 d . . . . .
H10 H -0.003278 0.730796 0.808322 0.028 Uiso 1 1 calc R . . . .
C9 C -0.1570(3) 0.6203(3) 0.80830(15) 0.0280(8) Uani 1 1 d . . . . .
H9 H -0.202818 0.693385 0.822158 0.034 Uiso 1 1 calc R . . . .
C5 C 0.0266(3) 0.5343(3) 0.78041(13) 0.0180(6) Uani 1 1 d . . . . .
C6 C -0.0223(3) 0.4041(3) 0.76940(14) 0.0226(7) Uani 1 1 d . . . . .
H6 H 0.024549 0.329843 0.757104 0.027 Uiso 1 1 calc R . . . .
C8 C -0.2085(3) 0.4916(3) 0.79612(17) 0.0314(8) Uani 1 1 d . . . . .
H8 H -0.289710 0.477216 0.801110 0.038 Uiso 1 1 calc R . . . .
C4 C 0.2143(3) 0.4934(3) 0.73547(14) 0.0193(7) Uani 1 1 d . . . . .
H4 H 0.191933 0.418663 0.711699 0.023 Uiso 1 1 calc R . . . .
C22 C 0.6668(3) 0.5101(3) 0.49701(16) 0.0301(8) Uani 1 1 d . . . . .
H22 H 0.622446 0.440406 0.513885 0.036 Uiso 1 1 calc R . . . .
C11 C 0.9344(3) 0.6020(3) 0.61734(13) 0.0188(6) Uani 1 1 d . . . . .
C1 C 0.3217(3) 0.5593(3) 0.74108(13) 0.0178(6) Uani 1 1 d . . . . .
N2 N 0.2093(2) 0.6596(3) 0.79772(12) 0.0239(6) Uani 1 1 d . . . . .
C7 C -0.1416(3) 0.3840(3) 0.77670(15) 0.0298(8) Uani 1 1 d . . . . .
H7 H -0.177177 0.296072 0.768316 0.036 Uiso 1 1 calc R . . . .
C C 1.1237(3) 0.7652(3) 0.65659(14) 0.0267(8) Uani 1 1 d . . . . .
H H 1.188240 0.821708 0.669652 0.032 Uiso 1 1 calc R . . . .
C26 C 0.9359(3) 0.0463(4) 0.57824(17) 0.0370(9) Uani 1 1 d . . . . .
H26 H 0.958737 -0.049176 0.576859 0.044 Uiso 1 1 calc R . . . .
C17 C 0.7670(3) 0.5658(3) 0.52422(13) 0.0216(7) Uani 1 1 d . . . . .
C12 C 0.9213(3) 0.6981(3) 0.65845(13) 0.0223(7) Uani 1 1 d . . . . .
H12 H 0.846983 0.708167 0.673356 0.027 Uiso 1 1 calc R . . . .
C24 C 0.9239(3) 0.2601(3) 0.62683(14) 0.0249(7) Uani 1 1 d . . . . .
H24 H 0.940553 0.311954 0.659116 0.030 Uiso 1 1 calc R . . . .
C16 C 1.0450(3) 0.5870(3) 0.59631(15) 0.0274(8) Uani 1 1 d . . . . .
H16 H 1.055606 0.520888 0.568465 0.033 Uiso 1 1 calc R . . . .
C23 C 0.8642(3) 0.3236(3) 0.58295(13) 0.0195(7) Uani 1 1 d . . . . .
C28 C 0.8421(4) 0.2473(4) 0.53611(15) 0.0378(9) Uani 1 1 d . . . . .
H28 H 0.802036 0.289232 0.505375 0.045 Uiso 1 1 calc R . . . .
C13 C 1.0160(3) 0.7797(3) 0.67796(14) 0.0261(8) Uani 1 1 d . . . . .
H13 H 1.006303 0.845365 0.706035 0.031 Uiso 1 1 calc R . . . .
C18 C 0.8285(3) 0.6713(3) 0.49981(15) 0.0270(8) Uani 1 1 d . . . . .
H18 H 0.896823 0.710818 0.518044 0.032 Uiso 1 1 calc R . . . .
C21 C 0.6315(3) 0.5553(4) 0.44577(16) 0.0355(9) Uani 1 1 d . . . . .
H21 H 0.564584 0.514182 0.426940 0.043 Uiso 1 1 calc R . . . .
C19 C 0.7901(3) 0.7188(4) 0.44887(15) 0.0327(9) Uani 1 1 d . . . . .
H19 H 0.831178 0.792391 0.432559 0.039 Uiso 1 1 calc R . . . .
C15 C 1.1386(3) 0.6684(3) 0.61609(15) 0.0296(8) Uani 1 1 d . . . . .
H15 H 1.213557 0.657964 0.601824 0.035 Uiso 1 1 calc R . . . .
C27 C 0.8789(4) 0.1081(4) 0.53408(17) 0.0479(11) Uani 1 1 d . . . . .
H27 H 0.864307 0.055912 0.501729 0.057 Uiso 1 1 calc R . . . .
C20 C 0.6923(3) 0.6597(4) 0.42170(16) 0.0373(9) Uani 1 1 d . . . . .
H20 H 0.667241 0.691046 0.386438 0.045 Uiso 1 1 calc R . . . .
Cl1 Cl 0.3501(2) 0.9316(3) 0.58735(9) 0.0579(7) Uani 0.709(8) 1 d . . P A 1
Cl2 Cl 0.5420(4) 0.8105(2) 0.53549(14) 0.0973(14) Uani 0.709(8) 1 d . . P A 1
C0AA C 0.4999(6) 0.9168(12) 0.5832(3) 0.159(4) Uani 1 1 d . . . . .
H0AC H 0.506593 0.874356 0.619678 0.191 Uiso 0.291(8) 1 calc R . P A 2
H0AD H 0.496328 1.019067 0.589081 0.191 Uiso 0.291(8) 1 calc R . P A 2
H0AA H 0.532295 1.010996 0.576838 0.191 Uiso 0.709(8) 1 calc R . P A 1
H0AB H 0.535086 0.883571 0.618491 0.191 Uiso 0.709(8) 1 calc R . P A 1
Cl0A Cl 0.6287(10) 0.8900(18) 0.5591(4) 0.163(7) Uani 0.291(8) 1 d . . P A 2
Cl1A Cl 0.3787(13) 0.8780(19) 0.5605(9) 0.227(9) Uani 0.291(8) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 P1 2.2781(8) . ?
Au1 C3 2.002(3) . ?
P1 C11 1.807(3) . ?
P1 C17 1.818(3) . ?
P1 C23 1.824(3) . ?
N1 C5 1.429(4) . ?
N1 C4 1.345(4) . ?
N1 N2 1.352(3) . ?
C3 C2 1.198(5) . ?
C2 C1 1.427(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.367(5) . ?
C25 C24 1.382(4) . ?
N3 C1 1.370(4) . ?
N3 N2 1.310(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.389(4) . ?
C10 C5 1.385(4) . ?
C9 H9 0.9500 . ?
C9 C8 1.387(5) . ?
C5 C6 1.383(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(4) . ?
C8 H8 0.9500 . ?
C8 C7 1.385(5) . ?
C4 H4 0.9500 . ?
C4 C1 1.372(4) . ?
C22 H22 0.9500 . ?
C22 C17 1.390(5) . ?
C22 C21 1.377(5) . ?
C11 C12 1.388(4) . ?
C11 C16 1.401(4) . ?
C7 H7 0.9500 . ?
C H 0.9500 . ?
C C13 1.374(5) . ?
C C15 1.384(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.368(6) . ?
C17 C18 1.389(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.384(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.381(5) . ?
C23 C28 1.381(5) . ?
C28 H28 0.9500 . ?
C28 C27 1.397(5) . ?
C13 H13 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.385(5) . ?
C21 H21 0.9500 . ?
C21 C20 1.373(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.381(5) . ?
C15 H15 0.9500 . ?
C27 H27 0.9500 . ?
C20 H20 0.9500 . ?
Cl1 C0AA 1.718(7) . ?
Cl2 C0AA 1.655(7) . ?
C0AA H0AC 0.9900 . ?
C0AA H0AD 0.9900 . ?
C0AA H0AA 0.9900 . ?
C0AA H0AB 0.9900 . ?
C0AA Cl0A 1.639(9) . ?
C0AA Cl1A 1.499(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 Au1 P1 176.93(10) . . ?
C11 P1 Au1 113.14(11) . . ?
C11 P1 C17 106.86(14) . . ?
C11 P1 C23 105.49(13) . . ?
C17 P1 Au1 111.49(10) . . ?
C17 P1 C23 106.21(15) . . ?
C23 P1 Au1 113.13(10) . . ?
C4 N1 C5 129.1(3) . . ?
C4 N1 N2 110.8(2) . . ?
N2 N1 C5 120.1(2) . . ?
C2 C3 Au1 175.1(3) . . ?
C3 C2 C1 177.9(3) . . ?
C26 C25 H25 120.0 . . ?
C26 C25 C24 120.1(3) . . ?
C24 C25 H25 120.0 . . ?
N2 N3 C1 109.2(2) . . ?
C9 C10 H10 120.5 . . ?
C5 C10 H10 120.5 . . ?
C5 C10 C9 119.0(3) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 C10 120.2(3) . . ?
C8 C9 H9 119.9 . . ?
C10 C5 N1 119.4(3) . . ?
C6 C5 N1 119.0(3) . . ?
C6 C5 C10 121.7(3) . . ?
C5 C6 H6 120.7 . . ?
C5 C6 C7 118.7(3) . . ?
C7 C6 H6 120.7 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 H8 120.0 . . ?
N1 C4 H4 127.4 . . ?
N1 C4 C1 105.2(3) . . ?
C1 C4 H4 127.4 . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C21 C22 C17 120.4(3) . . ?
C12 C11 P1 119.4(2) . . ?
C12 C11 C16 119.0(3) . . ?
C16 C11 P1 121.5(2) . . ?
N3 C1 C2 121.9(3) . . ?
N3 C1 C4 107.7(3) . . ?
C4 C1 C2 130.4(3) . . ?
N3 N2 N1 107.1(2) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.8 . . ?
C13 C H 119.9 . . ?
C13 C C15 120.2(3) . . ?
C15 C H 119.9 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.8(3) . . ?
C27 C26 H26 120.1 . . ?
C22 C17 P1 117.9(3) . . ?
C22 C17 C18 119.1(3) . . ?
C18 C17 P1 122.9(3) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.5(3) . . ?
C13 C12 H12 119.7 . . ?
C25 C24 H24 119.5 . . ?
C25 C24 C23 121.0(3) . . ?
C23 C24 H24 119.5 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 120.0(3) . . ?
C15 C16 H16 120.0 . . ?
C24 C23 P1 118.0(2) . . ?
C28 C23 P1 123.1(3) . . ?
C28 C23 C24 118.8(3) . . ?
C23 C28 H28 120.1 . . ?
C23 C28 C27 119.8(3) . . ?
C27 C28 H28 120.1 . . ?
C C13 C12 119.9(3) . . ?
C C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.9(3) . . ?
C19 C18 H18 120.0 . . ?
C22 C21 H21 119.8 . . ?
C20 C21 C22 120.4(4) . . ?
C20 C21 H21 119.8 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.9 . . ?
C C15 H15 119.8 . . ?
C16 C15 C 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C26 C27 C28 120.6(4) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C21 C20 C19 119.9(4) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
Cl1 C0AA H0AA 108.4 . . ?
Cl1 C0AA H0AB 108.4 . . ?
Cl2 C0AA Cl1 115.4(4) . . ?
Cl2 C0AA H0AA 108.4 . . ?
Cl2 C0AA H0AB 108.4 . . ?
H0AC C0AA H0AD 105.7 . . ?
H0AA C0AA H0AB 107.5 . . ?
Cl0A C0AA H0AC 104.7 . . ?
Cl0A C0AA H0AD 104.7 . . ?
Cl1A C0AA H0AC 104.7 . . ?
Cl1A C0AA H0AD 104.7 . . ?
Cl1A C0AA Cl0A 130.2(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
