# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_T
_database_code_depnum_ccdc_archive 'CCDC 2008407'
loop_
_audit_author_name
_audit_author_address
'Wang xiaoyan'
;CCNU
China
;
_audit_update_record             
;
2020-06-06 deposited with the CCDC.	2021-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H16 Au Cl F5 N O3'
_chemical_formula_weight         633.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   4.6528(12)
_cell_length_b                   10.670(3)
_cell_length_c                   39.493(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.086(4)
_cell_angle_gamma                90
_cell_volume                     1957.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    4157
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      28.79

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.150
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    7.719
_shelx_estimated_absorpt_T_min   0.458
_shelx_estimated_absorpt_T_max   0.512
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15724
_diffrn_reflns_av_unetI/netI     0.1204
_diffrn_reflns_av_R_equivalents  0.1379
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_theta_min         1.977
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4447
_reflns_number_gt                3567
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0992P)²+9.2881P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4447
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0791
_refine_ls_wR_factor_ref         0.2047
_refine_ls_wR_factor_gt          0.1954
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 1.03500(9) 0.05136(4) 0.18186(2) 0.0220(2) Uani 1 1 d . . . . .
C1 C 1.300(2) -0.0665(11) 0.2091(3) 0.022(2) Uani 1 1 d . . . . .
C2 C 1.356(3) -0.0517(10) 0.2432(3) 0.021(2) Uani 1 1 d . . . . .
C3 C 1.560(3) -0.1219(11) 0.2617(3) 0.021(2) Uani 1 1 d . . . . .
C4 C 1.705(3) -0.2140(12) 0.2456(3) 0.029(3) Uani 1 1 d . . . . .
C5 C 1.645(3) -0.2333(11) 0.2117(3) 0.023(2) Uani 1 1 d . . . . .
C6 C 1.450(3) -0.1618(12) 0.1941(3) 0.027(3) Uani 1 1 d . . . . .
C7 C 0.790(3) 0.1735(12) 0.1557(3) 0.025(3) Uani 1 1 d . . . . .
C8 C 0.480(2) 0.3397(10) 0.1282(3) 0.018(2) Uani 1 1 d . . . . .
C9 C 0.332(2) 0.4118(11) 0.1508(3) 0.019(2) Uani 1 1 d . . . . .
H9 H 0.3525 0.3989 0.1741 0.023 Uiso 1 1 calc R U . . .
C10 C 0.149(3) 0.5052(11) 0.1368(3) 0.020(2) Uani 1 1 d . . . . .
H10 H 0.0450 0.5553 0.1511 0.024 Uiso 1 1 calc R U . . .
C11 C 0.123(2) 0.5230(10) 0.1024(3) 0.015(2) Uani 1 1 d . . . . .
C12 C 0.273(3) 0.4516(10) 0.0808(3) 0.024(3) Uani 1 1 d . . . . .
H12 H 0.2543 0.4661 0.0575 0.029 Uiso 1 1 calc R U . . .
C13 C 0.455(3) 0.3565(11) 0.0935(3) 0.023(2) Uani 1 1 d . . . . .
H13 H 0.5562 0.3061 0.0791 0.027 Uiso 1 1 calc R U . . .
C14 C -0.216(2) 0.6896(10) 0.1084(3) 0.020(2) Uani 1 1 d . . . . .
H14A H -0.0950 0.7410 0.1235 0.023 Uiso 1 1 calc R U . . .
H14B H -0.3363 0.6370 0.1218 0.023 Uiso 1 1 calc R U . . .
C15 C -0.399(2) 0.7707(11) 0.0842(3) 0.022(2) Uani 1 1 d . . . . .
H15A H -0.4954 0.7174 0.0673 0.026 Uiso 1 1 calc R U . . .
H15B H -0.5465 0.8115 0.0968 0.026 Uiso 1 1 calc R U . . .
C16 C -0.168(3) 0.9669(10) 0.0886(3) 0.022(2) Uani 1 1 d . . . . .
H16A H -0.0652 0.9392 0.1093 0.027 Uiso 1 1 calc R U . . .
H16B H -0.3401 1.0109 0.0946 0.027 Uiso 1 1 calc R U . . .
C17 C 0.018(3) 1.0509(11) 0.0692(4) 0.029(3) Uani 1 1 d . . . . .
H17A H 0.1013 1.1150 0.0841 0.035 Uiso 1 1 calc R U . . .
H17B H 0.1741 1.0029 0.0603 0.035 Uiso 1 1 calc R U . . .
C18 C 0.035(3) 1.1654(13) 0.0186(4) 0.031(3) Uani 1 1 d . . . . .
H18A H 0.1554 1.1026 0.0087 0.037 Uiso 1 1 calc R U . . .
H18B H 0.1595 1.2267 0.0301 0.037 Uiso 1 1 calc R U . . .
C19 C -0.147(3) 1.2267(12) -0.0080(3) 0.032(3) Uani 1 1 d . . . . .
H19A H -0.2936 1.1683 -0.0164 0.039 Uiso 1 1 calc R U . . .
H19B H -0.0303 1.2489 -0.0267 0.039 Uiso 1 1 calc R U . . .
Cl1 Cl -0.3189(8) 1.3658(3) 0.00704(9) 0.0384(8) Uani 1 1 d . . . . .
F1 F 1.2086(17) 0.0334(7) 0.26015(19) 0.0310(17) Uani 1 1 d . . . . .
F2 F 1.6110(18) -0.1044(8) 0.29448(18) 0.0352(18) Uani 1 1 d . . . . .
F3 F 1.8995(18) -0.2815(7) 0.2635(2) 0.038(2) Uani 1 1 d . . . . .
F4 F 1.791(2) -0.3226(8) 0.1959(2) 0.048(2) Uani 1 1 d . . . . .
F5 F 1.4098(19) -0.1812(8) 0.16068(18) 0.040(2) Uani 1 1 d . . . . .
N1 N 0.657(2) 0.2442(9) 0.1420(2) 0.0171(19) Uani 1 1 d . . . . .
O1 O -0.0427(18) 0.6139(7) 0.0870(2) 0.0238(18) Uani 1 1 d . . . . .
O2 O -0.2412(18) 0.8632(7) 0.06774(18) 0.0188(16) Uani 1 1 d . . . . .
O3 O -0.1446(19) 1.1080(8) 0.0422(2) 0.0273(19) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C7 1.984(14) . ?
Au1 C1 2.028(12) . ?
C1 C2 1.366(18) . ?
C1 C6 1.386(17) . ?
C2 F1 1.338(13) . ?
C2 C3 1.389(16) . ?
C3 F2 1.316(13) . ?
C3 C4 1.368(17) . ?
C4 F3 1.329(14) . ?
C4 C5 1.369(18) . ?
C5 F4 1.343(13) . ?
C5 C6 1.350(18) . ?
C6 F5 1.338(14) . ?
C7 N1 1.100(15) . ?
C8 C13 1.382(16) . ?
C8 C9 1.387(15) . ?
C8 N1 1.401(13) . ?
C9 C10 1.402(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.373(15) . ?
C10 H10 0.9300 . ?
C11 O1 1.361(13) . ?
C11 C12 1.365(16) . ?
C12 C13 1.398(17) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O1 1.445(14) . ?
C14 C15 1.516(15) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O2 1.411(14) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 O2 1.410(13) . ?
C16 C17 1.486(18) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O3 1.411(15) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 O3 1.423(14) . ?
C18 C19 1.469(19) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 Cl1 1.800(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 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
C7 Au1 C1 177.1(5) . . ?
C2 C1 C6 115.7(11) . . ?
C2 C1 Au1 121.9(8) . . ?
C6 C1 Au1 122.3(10) . . ?
F1 C2 C1 119.8(10) . . ?
F1 C2 C3 117.0(10) . . ?
C1 C2 C3 123.1(10) . . ?
F2 C3 C4 119.5(11) . . ?
F2 C3 C2 121.7(10) . . ?
C4 C3 C2 118.8(11) . . ?
F3 C4 C3 118.8(12) . . ?
F3 C4 C5 122.3(11) . . ?
C3 C4 C5 118.9(11) . . ?
F4 C5 C6 120.3(11) . . ?
F4 C5 C4 118.7(11) . . ?
C6 C5 C4 121.0(11) . . ?
F5 C6 C5 118.4(11) . . ?
F5 C6 C1 119.2(12) . . ?
C5 C6 C1 122.3(12) . . ?
N1 C7 Au1 177.6(11) . . ?
C13 C8 C9 123.1(10) . . ?
C13 C8 N1 119.7(10) . . ?
C9 C8 N1 117.2(10) . . ?
C8 C9 C10 117.0(10) . . ?
C8 C9 H9 121.5 . . ?
C10 C9 H9 121.5 . . ?
C11 C10 C9 120.4(10) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
O1 C11 C12 114.5(10) . . ?
O1 C11 C10 124.0(10) . . ?
C12 C11 C10 121.4(11) . . ?
C11 C12 C13 120.0(12) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C8 C13 C12 117.9(11) . . ?
C8 C13 H13 121.0 . . ?
C12 C13 H13 121.0 . . ?
O1 C14 C15 105.3(9) . . ?
O1 C14 H14A 110.7 . . ?
C15 C14 H14A 110.7 . . ?
O1 C14 H14B 110.7 . . ?
C15 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
O2 C15 C14 113.6(9) . . ?
O2 C15 H15A 108.8 . . ?
C14 C15 H15A 108.8 . . ?
O2 C15 H15B 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
O2 C16 C17 107.6(10) . . ?
O2 C16 H16A 110.2 . . ?
C17 C16 H16A 110.2 . . ?
O2 C16 H16B 110.2 . . ?
C17 C16 H16B 110.2 . . ?
H16A C16 H16B 108.5 . . ?
O3 C17 C16 110.3(11) . . ?
O3 C17 H17A 109.6 . . ?
C16 C17 H17A 109.6 . . ?
O3 C17 H17B 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
O3 C18 C19 108.8(11) . . ?
O3 C18 H18A 109.9 . . ?
C19 C18 H18A 109.9 . . ?
O3 C18 H18B 109.9 . . ?
C19 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C18 C19 Cl1 112.4(10) . . ?
C18 C19 H19A 109.1 . . ?
Cl1 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
Cl1 C19 H19B 109.1 . . ?
H19A C19 H19B 107.9 . . ?
C7 N1 C8 173.5(12) . . ?
C11 O1 C14 117.2(9) . . ?
C16 O2 C15 113.3(9) . . ?
C17 O3 C18 111.7(10) . . ?

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
C6 C1 C2 F1 -176.3(10) . . . . ?
Au1 C1 C2 F1 7.8(16) . . . . ?
C6 C1 C2 C3 3.3(18) . . . . ?
Au1 C1 C2 C3 -172.6(9) . . . . ?
F1 C2 C3 F2 -1.3(17) . . . . ?
C1 C2 C3 F2 179.1(11) . . . . ?
F1 C2 C3 C4 176.9(11) . . . . ?
C1 C2 C3 C4 -2.7(18) . . . . ?
F2 C3 C4 F3 -1.5(18) . . . . ?
C2 C3 C4 F3 -179.7(11) . . . . ?
F2 C3 C4 C5 178.5(11) . . . . ?
C2 C3 C4 C5 0.2(18) . . . . ?
F3 C4 C5 F4 -1.0(19) . . . . ?
C3 C4 C5 F4 179.1(11) . . . . ?
F3 C4 C5 C6 -178.8(12) . . . . ?
C3 C4 C5 C6 1.3(19) . . . . ?
F4 C5 C6 F5 -0.8(18) . . . . ?
C4 C5 C6 F5 177.0(12) . . . . ?
F4 C5 C6 C1 -178.3(12) . . . . ?
C4 C5 C6 C1 -1(2) . . . . ?
C2 C1 C6 F5 -179.2(11) . . . . ?
Au1 C1 C6 F5 -3.3(16) . . . . ?
C2 C1 C6 C5 -1.7(18) . . . . ?
Au1 C1 C6 C5 174.2(10) . . . . ?
C13 C8 C9 C10 0.2(18) . . . . ?
N1 C8 C9 C10 -178.3(11) . . . . ?
C8 C9 C10 C11 -0.3(18) . . . . ?
C9 C10 C11 O1 -177.9(11) . . . . ?
C9 C10 C11 C12 -0.3(18) . . . . ?
O1 C11 C12 C13 178.8(10) . . . . ?
C10 C11 C12 C13 1.0(17) . . . . ?
C9 C8 C13 C12 0.5(18) . . . . ?
N1 C8 C13 C12 179.0(10) . . . . ?
C11 C12 C13 C8 -1.1(17) . . . . ?
O1 C14 C15 O2 -69.7(12) . . . . ?
O2 C16 C17 O3 69.7(12) . . . . ?
O3 C18 C19 Cl1 71.9(14) . . . . ?
C12 C11 O1 C14 177.6(10) . . . . ?
C10 C11 O1 C14 -4.6(16) . . . . ?
C15 C14 O1 C11 -173.7(9) . . . . ?
C17 C16 O2 C15 175.2(9) . . . . ?
C14 C15 O2 C16 -77.1(12) . . . . ?
C16 C17 O3 C18 -166.4(11) . . . . ?
C19 C18 O3 C17 -177.9(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9 F2 0.93 2.55 3.070(13) 116.0 2_655
C10 H10 F4 0.93 2.54 3.466(14) 172.9 1_365
C15 H15B F5 0.97 2.54 3.233(14) 128.1 1_365
C19 H19B O2 0.97 2.42 3.196(14) 136.3 3_575
C9 H9 F2 0.93 2.55 3.070(13) 116.0 2_655
C10 H10 F4 0.93 2.54 3.466(14) 172.9 1_365
C15 H15B F5 0.97 2.54 3.233(14) 128.1 1_365
C19 H19B O2 0.97 2.42 3.196(14) 136.3 3_575

_refine_diff_density_max         6.246
_refine_diff_density_min         -5.586
_refine_diff_density_rms         0.424



####################################################################### 
# 
# 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_191114B_0m
_database_code_depnum_ccdc_archive 'CCDC 2008408'
loop_
_audit_author_name
_audit_author_address
'wang xiaoyan'
;CCNU
China
;
_audit_update_record             
;
2020-06-06 deposited with the CCDC.	2021-04-27 downloaded from the CCDC.
;
_audit_creation_date             2019-11-18
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_chemical_formula_moiety         'C19 H16 Au Cl F5 N O3'
_chemical_formula_sum            'C19 H16 Au Cl F5 N O3'
_chemical_formula_weight         633.75
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
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'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'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'
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'
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'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'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'
Au -1.84508 8.87037 16.88190 18.59130 25.55820 5.86000 0.46110 8.62160 1.48260
36.39560 12.0657997131
'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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   4.7449(7)
_cell_length_b                   10.8014(16)
_cell_length_c                   39.937(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.174(2)
_cell_angle_gamma                90
_cell_volume                     2043.7(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8147
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.48
_cell_measurement_theta_min      2.43
_exptl_absorpt_coefficient_mu    7.395
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4370
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0977 before and 0.0479 after correction. The Ratio of minimum to maximum transmission is 0.5863. The λ/2 correction factor is 0.0015.'
_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    2.0596
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             1202.2815
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            15922
_diffrn_reflns_theta_full        26.6959
_diffrn_reflns_theta_max         26.70
_diffrn_reflns_theta_min         1.95
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9874
_diffrn_measured_fraction_theta_max 0.9874
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              50
_reflns_limit_l_min              -4
_reflns_number_gt                3831
_reflns_number_total             4238
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         2.4647
_refine_diff_density_min         -4.0818
_refine_diff_density_rms         0.2054
_refine_ls_d_res_high            0.7910
_refine_ls_d_res_low             10.4257
_refine_ls_goodness_of_fit_ref   1.0568
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    26
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.0568
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0000P)²+20.5973P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0967
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14a,H14b), C15(H15a,H15b), C16(H16a,H16b), C17(H17a,H17b), C18(H18a,
 H18b), C19(H19a,H19b)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C13(H13), C9(H9), C12(H12)
;
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
Au1 Au 0.53555(6) 0.93766(3) 0.181627(7) 0.04409(11) Uani 1.000000 .
C7 C 0.2894(17) 0.8190(8) 0.15657(19) 0.0456(18) Uani 1.000000 .
N1 N 0.1544(14) 0.7455(6) 0.14285(15) 0.0418(14) Uani 1.000000 .
C10 C -0.2172(17) 0.5419(7) 0.08185(18) 0.0428(17) Uani 1.000000 .
H10 H -0.2338(17) 0.5290(7) 0.05880(18) 0.051(2) Uiso 1.000000 R
C8 C -0.0214(15) 0.6519(6) 0.12910(18) 0.0369(15) Uani 1.000000 .
C13 C -0.1671(16) 0.5795(7) 0.15021(18) 0.0423(17) Uani 1.000000 .
H13 H -0.1478(16) 0.5920(7) 0.17326(18) 0.051(2) Uiso 1.000000 R
C9 C -0.0433(17) 0.6343(7) 0.09478(19) 0.0422(17) Uani 1.000000 .
H9 H 0.0577(17) 0.6839(7) 0.08067(19) 0.051(2) Uiso 1.000000 R
C11 C -0.3673(15) 0.4681(6) 0.10284(17) 0.0343(14) Uani 1.000000 .
C12 C -0.3437(16) 0.4871(7) 0.13711(18) 0.0392(16) Uani 1.000000 .
H12 H -0.4458(16) 0.4382(7) 0.15130(18) 0.0471(19) Uiso 1.000000 R
O1 O -0.5304(11) 0.3794(5) 0.08751(12) 0.0424(12) Uani 1.000000 .
C1 C 0.7964(15) 1.0532(7) 0.20820(18) 0.0402(15) Uani 1.000000 .
C6 C 0.8540(16) 1.0407(6) 0.24223(18) 0.0400(16) Uani 1.000000 .
C5 C 1.0527(16) 1.1119(7) 0.26008(18) 0.0427(17) Uani 1.000000 .
C2 C 0.9505(17) 1.1458(7) 0.19353(18) 0.0433(17) Uani 1.000000 .
C3 C 1.1442(18) 1.2201(7) 0.2106(2) 0.0491(19) Uani 1.000000 .
C4 C 1.1965(16) 1.2015(8) 0.2445(2) 0.0473(19) Uani 1.000000 .
F5 F 0.7128(11) 0.9566(5) 0.25972(11) 0.0575(12) Uani 1.000000 .
F4 F 1.1048(12) 1.0933(5) 0.29342(12) 0.0677(15) Uani 1.000000 .
F2 F 1.2865(14) 1.3086(6) 0.19507(15) 0.0862(19) Uani 1.000000 .
F3 F 1.3900(12) 1.2697(5) 0.26201(14) 0.0734(16) Uani 1.000000 .
F1 F 0.9120(13) 1.1662(6) 0.16002(13) 0.0771(17) Uani 1.000000 .
O2 O -0.7229(12) 0.1321(5) 0.06783(12) 0.0447(12) Uani 1.000000 .
C14 C -0.7007(15) 0.3038(7) 0.10778(17) 0.0381(15) Uani 1.000000 .
H14a H -0.5821(15) 0.2528(7) 0.12276(17) 0.0458(18) Uiso 1.000000 R
H14b H -0.8188(15) 0.3551(7) 0.12116(17) 0.0458(18) Uiso 1.000000 R
C15 C -0.8807(16) 0.2236(7) 0.0843(2) 0.0450(18) Uani 1.000000 .
H15a H -0.9774(16) 0.2757(7) 0.0676(2) 0.054(2) Uiso 1.000000 R
H15b H -1.0230(16) 0.1828(7) 0.0969(2) 0.054(2) Uiso 1.000000 R
O3 O -0.6390(13) -0.1126(6) 0.04231(16) 0.0620(16) Uani 1.000000 .
C16 C -0.6542(18) 0.0289(7) 0.08829(19) 0.0457(18) Uani 1.000000 .
H16a H -0.5502(18) 0.0555(7) 0.10862(19) 0.055(2) Uiso 1.000000 R
H16b H -0.8253(18) -0.0122(7) 0.09454(19) 0.055(2) Uiso 1.000000 R
C17 C -0.477(2) -0.0591(9) 0.0690(2) 0.062(2) Uani 1.000000 .
H17a H -0.402(2) -0.1236(9) 0.0839(2) 0.075(3) Uiso 1.000000 R
H17b H -0.319(2) -0.0147(9) 0.0603(2) 0.075(3) Uiso 1.000000 R
C18 C -0.465(2) -0.1711(10) 0.0192(3) 0.074(3) Uani 1.000000 .
H18a H -0.346(2) -0.1097(10) 0.0092(3) 0.089(4) Uiso 1.000000 R
H18b H -0.343(2) -0.2309(10) 0.0310(3) 0.089(4) Uiso 1.000000 R
C19 C -0.638(2) -0.2336(10) -0.0070(2) 0.071(3) Uani 1.000000 .
H19a H -0.779(2) -0.1759(10) -0.0162(2) 0.085(3) Uiso 1.000000 R
H19b H -0.520(2) -0.2575(10) -0.0249(2) 0.085(3) Uiso 1.000000 R
Cl1 Cl -0.8124(6) -0.3671(2) 0.00748(6) 0.0762(8) Uani 1.000000 .


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 C7 1.969(8) . ?
Au1 C1 2.017(7) . ?
C7 N1 1.142(9) . ?
N1 C8 1.403(9) . ?
C10 C9 1.377(10) . ?
C10 C11 1.383(10) . ?
C8 C13 1.366(10) . ?
C8 C9 1.382(10) . ?
C13 C12 1.387(10) . ?
C11 C12 1.382(9) . ?
C11 O1 1.356(8) . ?
O1 C14 1.431(8) . ?
C1 C6 1.378(10) . ?
C1 C2 1.388(10) . ?
C6 C5 1.384(11) . ?
C6 F5 1.347(8) . ?
C5 C4 1.355(11) . ?
C5 F4 1.356(9) . ?
C2 C3 1.371(11) . ?
C2 F1 1.359(9) . ?
C3 C4 1.381(11) . ?
C3 F2 1.341(9) . ?
C4 F3 1.342(8) . ?
O2 C15 1.423(9) . ?
O2 C16 1.410(9) . ?
C14 C15 1.506(10) . ?
O3 C17 1.404(10) . ?
O3 C18 1.420(11) . ?
C16 C17 1.510(12) . ?
C18 C19 1.461(14) . ?
C19 Cl1 1.773(10) . ?

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 C7 177.6(3) . . ?
N1 C7 Au1 176.5(7) . . ?
C8 N1 C7 174.3(7) . . ?
C11 C10 C9 120.6(7) . . ?
C13 C8 N1 118.8(6) . . ?
C9 C8 N1 119.9(7) . . ?
C9 C8 C13 121.4(7) . . ?
C12 C13 C8 119.7(7) . . ?
C8 C9 C10 118.8(7) . . ?
C12 C11 C10 119.9(7) . . ?
O1 C11 C10 115.7(6) . . ?
O1 C11 C12 124.4(6) . . ?
C11 C12 C13 119.6(7) . . ?
C14 O1 C11 118.3(5) . . ?
C6 C1 Au1 122.7(5) . . ?
C2 C1 Au1 123.1(5) . . ?
C2 C1 C6 114.0(7) . . ?
C5 C6 C1 123.1(7) . . ?
F5 C6 C1 120.0(7) . . ?
F5 C6 C5 116.9(7) . . ?
C4 C5 C6 120.5(7) . . ?
F4 C5 C6 120.4(7) . . ?
F4 C5 C4 119.1(7) . . ?
C3 C2 C1 124.5(7) . . ?
F1 C2 C1 119.1(7) . . ?
F1 C2 C3 116.3(7) . . ?
C4 C3 C2 118.8(7) . . ?
F2 C3 C2 121.9(7) . . ?
F2 C3 C4 119.3(7) . . ?
C3 C4 C5 119.1(7) . . ?
F3 C4 C5 120.1(7) . . ?
F3 C4 C3 120.8(7) . . ?
C16 O2 C15 113.0(6) . . ?
C15 C14 O1 107.2(6) . . ?
C14 C15 O2 113.1(6) . . ?
C18 O3 C17 111.1(7) . . ?
C17 C16 O2 108.6(7) . . ?
C16 C17 O3 110.4(7) . . ?
C19 C18 O3 110.1(9) . . ?
Cl1 C19 C18 113.4(8) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
