# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_170907e_0m
_database_code_depnum_ccdc_archive 'CCDC 1817081'
loop_
_audit_author_name
_audit_author_address
'zhao chen' ' Central China Normal University'
_audit_update_record             
;
2018-01-13 deposited with the CCDC.	2019-07-10 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            'C18 H15 Au F5 N O'
_chemical_formula_weight         553.28

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'
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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   7.402(2)
_cell_length_b                   19.562(5)
_cell_length_c                   12.283(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.320(4)
_cell_angle_gamma                90
_cell_volume                     1764.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4346
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      24.27

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    8.396
_shelx_estimated_absorpt_T_min   0.432
_shelx_estimated_absorpt_T_max   0.487
_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      296(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            12438
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.969
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3271
_reflns_number_gt                2628
_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)+(0.0540P)²+0.5949P] 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         3271
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0964
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.27684(3) 0.53900(2) 0.47839(2) 0.04773(13) Uani 1 1 d . . . . .
C1 C 0.3301(8) 0.6403(3) 0.4714(5) 0.0416(15) Uani 1 1 d . . . . .
F6 F 0.4871(6) 0.6425(2) 0.6504(3) 0.0604(11) Uani 1 1 d . . . . .
O1 O 0.0636(7) 0.1145(2) 0.5716(4) 0.0552(12) Uani 1 1 d . . . . .
F1 F 0.1781(6) 0.6504(2) 0.2906(3) 0.0656(11) Uani 1 1 d . . . . .
F3 F 0.4171(7) 0.8484(2) 0.4621(4) 0.0748(13) Uani 1 1 d . . . . .
C6 C 0.4198(8) 0.6760(3) 0.5582(5) 0.0413(14) Uani 1 1 d . . . . .
C13 C 0.2260(8) 0.2890(3) 0.6185(5) 0.0431(15) Uani 1 1 d . . . . .
H13 H 0.2916 0.3161 0.6719 0.052 Uiso 1 1 calc R U . . .
F5 F 0.5369(6) 0.7769(2) 0.6438(4) 0.0701(12) Uani 1 1 d . . . . .
C11 C 0.1022(8) 0.1806(3) 0.5590(5) 0.0399(14) Uani 1 1 d . . . . .
C4 C 0.3878(9) 0.7814(3) 0.4641(6) 0.0492(16) Uani 1 1 d . . . . .
F2 F 0.2373(6) 0.7843(2) 0.2857(3) 0.0703(12) Uani 1 1 d . . . . .
C7 C 0.2168(9) 0.4411(4) 0.4896(6) 0.0499(17) Uani 1 1 d . . . . .
C2 C 0.2718(8) 0.6800(3) 0.3810(5) 0.0431(15) Uani 1 1 d . . . . .
C8 C 0.1569(8) 0.3161(3) 0.5199(5) 0.0389(14) Uani 1 1 d . . . . .
C3 C 0.2986(8) 0.7489(3) 0.3756(5) 0.0439(15) Uani 1 1 d . . . . .
C12 C 0.1970(8) 0.2208(3) 0.6380(5) 0.0451(15) Uani 1 1 d . . . . .
H12 H 0.2421 0.2018 0.7055 0.054 Uiso 1 1 calc R U . . .
C5 C 0.4485(8) 0.7440(3) 0.5573(6) 0.0453(15) Uani 1 1 d . . . . .
C9 C 0.0582(9) 0.2764(3) 0.4387(5) 0.0435(15) Uani 1 1 d . . . . .
H9 H 0.0108 0.2956 0.3718 0.052 Uiso 1 1 calc R U . . .
C10 C 0.0333(9) 0.2102(4) 0.4594(5) 0.0465(16) Uani 1 1 d . . . . .
H10 H -0.0319 0.1832 0.4057 0.056 Uiso 1 1 calc R U . . .
N1 N 0.1853(7) 0.3854(3) 0.5010(5) 0.0497(14) Uani 1 1 d . . . . .
C14 C 0.1265(11) 0.0810(4) 0.6720(6) 0.061(2) Uani 1 1 d . . . . .
H14A H 0.0928 0.1072 0.7334 0.074 Uiso 1 1 calc R U . . .
H14B H 0.2582 0.0771 0.6803 0.074 Uiso 1 1 calc R U . . .
C15 C 0.0422(12) 0.0117(4) 0.6704(8) 0.074(2) Uani 1 1 d . . . . .
H15A H 0.1023 -0.0152 0.7308 0.089 Uiso 1 1 calc R U . . .
H15B H 0.0597 -0.0113 0.6025 0.089 Uiso 1 1 calc R U . . .
C16 C -0.1625(15) 0.0158(5) 0.6799(10) 0.102(4) Uani 1 1 d . . . . .
H16A H -0.1785 0.0442 0.7427 0.122 Uiso 1 1 calc R U . . .
H16B H -0.2223 0.0387 0.6151 0.122 Uiso 1 1 calc R U . . .
C17 C -0.2522(16) -0.0469(5) 0.6914(12) 0.105(4) Uani 1 1 d . . . . .
H17A H -0.1909 -0.0708 0.7547 0.125 Uiso 1 1 calc R U . . .
H17B H -0.2419 -0.0748 0.6272 0.125 Uiso 1 1 calc R U . . .
C18 C -0.4449(19) -0.0397(5) 0.7044(14) 0.121(5) Uani 1 1 d . . . . .
H18A H -0.4562 -0.0265 0.7784 0.182 Uiso 1 1 calc R U . . .
H18B H -0.5057 -0.0826 0.6886 0.182 Uiso 1 1 calc R U . . .
H18C H -0.4993 -0.0055 0.6547 0.182 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C7 1.974(9) . ?
Au1 C1 2.025(7) . ?
C1 C6 1.372(8) . ?
C1 C2 1.378(8) . ?
F6 C6 1.348(7) . ?
O1 C11 1.336(7) . ?
O1 C14 1.422(8) . ?
F1 C2 1.362(7) . ?
F3 C4 1.330(7) . ?
C6 C5 1.348(9) . ?
C13 C8 1.362(8) . ?
C13 C12 1.377(9) . ?
C13 H13 0.9300 . ?
F5 C5 1.340(7) . ?
C11 C12 1.371(9) . ?
C11 C10 1.391(9) . ?
C4 C3 1.356(9) . ?
C4 C5 1.384(9) . ?
F2 C3 1.333(7) . ?
C7 N1 1.128(9) . ?
C2 C3 1.365(9) . ?
C8 C9 1.394(9) . ?
C8 N1 1.396(9) . ?
C12 H12 0.9300 . ?
C9 C10 1.338(9) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C14 C15 1.493(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.536(14) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.409(13) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.462(17) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Au1 C1 177.5(3) . . ?
C6 C1 C2 114.2(6) . . ?
C6 C1 Au1 122.8(5) . . ?
C2 C1 Au1 122.9(5) . . ?
C11 O1 C14 119.7(5) . . ?
C5 C6 F6 116.4(6) . . ?
C5 C6 C1 123.8(6) . . ?
F6 C6 C1 119.8(6) . . ?
C8 C13 C12 118.9(6) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
O1 C11 C12 124.8(6) . . ?
O1 C11 C10 116.4(6) . . ?
C12 C11 C10 118.7(6) . . ?
F3 C4 C3 120.7(6) . . ?
F3 C4 C5 120.0(6) . . ?
C3 C4 C5 119.3(6) . . ?
N1 C7 Au1 176.8(7) . . ?
F1 C2 C3 116.2(6) . . ?
F1 C2 C1 119.5(6) . . ?
C3 C2 C1 124.3(6) . . ?
C13 C8 C9 121.6(6) . . ?
C13 C8 N1 118.6(5) . . ?
C9 C8 N1 119.9(6) . . ?
F2 C3 C4 120.0(6) . . ?
F2 C3 C2 121.1(6) . . ?
C4 C3 C2 118.8(6) . . ?
C11 C12 C13 120.7(6) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
F5 C5 C6 122.0(6) . . ?
F5 C5 C4 118.4(6) . . ?
C6 C5 C4 119.6(6) . . ?
C10 C9 C8 118.4(6) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
C9 C10 C11 121.8(6) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C7 N1 C8 176.2(6) . . ?
O1 C14 C15 108.5(6) . . ?
O1 C14 H14A 110.0 . . ?
C15 C14 H14A 110.0 . . ?
O1 C14 H14B 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
C14 C15 C16 111.5(8) . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C15 116.3(9) . . ?
C17 C16 H16A 108.2 . . ?
C15 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
C15 C16 H16B 108.2 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C18 114.0(10) . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 C6 C5 0.5(10) . . . . ?
Au1 C1 C6 C5 -176.5(5) . . . . ?
C2 C1 C6 F6 -178.5(5) . . . . ?
Au1 C1 C6 F6 4.5(8) . . . . ?
C14 O1 C11 C12 -1.6(10) . . . . ?
C14 O1 C11 C10 -178.9(6) . . . . ?
C6 C1 C2 F1 -178.8(5) . . . . ?
Au1 C1 C2 F1 -1.8(8) . . . . ?
C6 C1 C2 C3 0.0(9) . . . . ?
Au1 C1 C2 C3 177.0(5) . . . . ?
C12 C13 C8 C9 0.0(9) . . . . ?
C12 C13 C8 N1 179.4(6) . . . . ?
F3 C4 C3 F2 -0.8(10) . . . . ?
C5 C4 C3 F2 179.2(6) . . . . ?
F3 C4 C3 C2 179.9(6) . . . . ?
C5 C4 C3 C2 -0.2(10) . . . . ?
F1 C2 C3 F2 -0.7(9) . . . . ?
C1 C2 C3 F2 -179.5(6) . . . . ?
F1 C2 C3 C4 178.7(6) . . . . ?
C1 C2 C3 C4 -0.2(10) . . . . ?
O1 C11 C12 C13 -178.2(6) . . . . ?
C10 C11 C12 C13 -1.1(9) . . . . ?
C8 C13 C12 C11 0.8(10) . . . . ?
F6 C6 C5 F5 -0.9(9) . . . . ?
C1 C6 C5 F5 -179.9(6) . . . . ?
F6 C6 C5 C4 178.2(6) . . . . ?
C1 C6 C5 C4 -0.9(10) . . . . ?
F3 C4 C5 F5 -0.3(9) . . . . ?
C3 C4 C5 F5 179.8(6) . . . . ?
F3 C4 C5 C6 -179.4(6) . . . . ?
C3 C4 C5 C6 0.7(10) . . . . ?
C13 C8 C9 C10 -0.5(10) . . . . ?
N1 C8 C9 C10 -179.9(6) . . . . ?
C8 C9 C10 C11 0.3(10) . . . . ?
O1 C11 C10 C9 177.9(6) . . . . ?
C12 C11 C10 C9 0.5(9) . . . . ?
C11 O1 C14 C15 171.7(6) . . . . ?
O1 C14 C15 C16 -70.7(10) . . . . ?
C14 C15 C16 C17 -173.3(10) . . . . ?
C15 C16 C17 C18 177.7(12) . . . . ?

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
C10 H10 F1 0.93 2.60 3.467(7) 156.4 2_545
C9 H9 F2 0.93 2.50 3.296(7) 143.6 2_545
C13 H13 F5 0.93 2.57 3.217(7) 127.3 2_646
C13 H13 F5 0.93 2.57 3.217(7) 127.3 2_646
C9 H9 F2 0.93 2.50 3.296(7) 143.6 2_545
C10 H10 F1 0.93 2.60 3.467(7) 156.4 2_545

_refine_diff_density_max         1.255
_refine_diff_density_min         -1.068
_refine_diff_density_rms         0.126



####################################################################### 
# 
# 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_170928f_0m
_database_code_depnum_ccdc_archive 'CCDC 1817082'
loop_
_audit_author_name
_audit_author_address
'zhao chen' ' Central China Normal University'
_audit_update_record             
;
2018-01-13 deposited with the CCDC.	2019-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H15 Au F5 N O'
_chemical_formula_weight         553.28

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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   7.3042(9)
_cell_length_b                   19.814(3)
_cell_length_c                   11.9572(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.327(2)
_cell_angle_gamma                90.00
_cell_volume                     1723.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    9953
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      31.96

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.133
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    8.596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2782
_exptl_absorpt_correction_T_max  0.4802
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12639
_diffrn_reflns_av_R_equivalents  0.2015
_diffrn_reflns_av_sigmaI/netI    0.1168
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3377
_reflns_number_gt                3111
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0866P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3377
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1421
_refine_ls_wR_factor_gt          0.1386
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.22382(3) 0.539310(11) 0.518421(16) 0.01170(17) Uani 1 1 d . . .
C1 C 0.1770(9) 0.6400(3) 0.5260(5) 0.0106(11) Uani 1 1 d . . .
C2 C 0.0880(8) 0.6769(3) 0.4367(4) 0.0109(11) Uani 1 1 d . . .
C3 C 0.0621(8) 0.7445(3) 0.4379(4) 0.0132(12) Uani 1 1 d . . .
C4 C 0.1250(9) 0.7823(3) 0.5323(5) 0.0133(12) Uani 1 1 d . . .
C5 C 0.2146(8) 0.7483(3) 0.6233(5) 0.0122(11) Uani 1 1 d . . .
C6 C 0.2348(8) 0.6795(3) 0.6180(4) 0.0121(11) Uani 1 1 d . . .
C7 C 0.2792(9) 0.4417(4) 0.5066(6) 0.0152(12) Uani 1 1 d . . .
C8 C 0.3326(9) 0.3175(3) 0.4801(4) 0.0135(11) Uani 1 1 d . . .
C9 C 0.2630(8) 0.2887(3) 0.3793(5) 0.0114(11) Uani 1 1 d . . .
H9 H 0.2012 0.3153 0.3239 0.014 Uiso 1 1 calc R . .
C10 C 0.2857(8) 0.2207(3) 0.3616(4) 0.0119(11) Uani 1 1 d . . .
H10 H 0.2352 0.2012 0.2950 0.014 Uiso 1 1 calc R . .
C11 C 0.3835(8) 0.1806(3) 0.4424(4) 0.0110(11) Uani 1 1 d . . .
C12 C 0.4536(9) 0.2115(3) 0.5452(5) 0.0139(12) Uani 1 1 d . . .
H12 H 0.5177 0.1853 0.6002 0.017 Uiso 1 1 calc R . .
C13 C 0.4297(8) 0.2774(3) 0.5647(4) 0.0128(12) Uani 1 1 d . . .
H13 H 0.4759 0.2966 0.6325 0.015 Uiso 1 1 calc R . .
C14 C 0.3570(9) 0.0820(3) 0.3277(5) 0.0162(13) Uani 1 1 d . . .
H14A H 0.3898 0.1085 0.2642 0.019 Uiso 1 1 calc R . .
H14B H 0.2244 0.0772 0.3223 0.019 Uiso 1 1 calc R . .
C15 C 0.4476(9) 0.0138(3) 0.3281(5) 0.0164(13) Uani 1 1 d . . .
H15A H 0.3920 -0.0124 0.2653 0.020 Uiso 1 1 calc R . .
H15B H 0.4252 -0.0097 0.3966 0.020 Uiso 1 1 calc R . .
C16 C 0.6536(9) 0.0179(3) 0.3200(5) 0.0199(13) Uani 1 1 d . . .
H16A H 0.7101 0.0409 0.3860 0.024 Uiso 1 1 calc R . .
H16B H 0.6760 0.0448 0.2549 0.024 Uiso 1 1 calc R . .
C17 C 0.7458(10) -0.0509(3) 0.3105(6) 0.0210(15) Uani 1 1 d . . .
H17A H 0.6878 -0.0745 0.2455 0.025 Uiso 1 1 calc R . .
H17B H 0.7269 -0.0775 0.3766 0.025 Uiso 1 1 calc R . .
C18 C 0.9528(13) -0.0450(4) 0.2993(8) 0.030(2) Uani 1 1 d . . .
H18A H 0.9724 -0.0180 0.2349 0.045 Uiso 1 1 calc R . .
H18B H 1.0035 -0.0892 0.2906 0.045 Uiso 1 1 calc R . .
H18C H 1.0121 -0.0242 0.3656 0.045 Uiso 1 1 calc R . .
F1 F 0.0195(5) 0.64290(18) 0.3435(3) 0.0163(7) Uani 1 1 d . . .
F2 F -0.0209(5) 0.77738(18) 0.3485(3) 0.0200(8) Uani 1 1 d . . .
F3 F 0.1006(5) 0.84782(18) 0.5347(3) 0.0214(8) Uani 1 1 d . . .
F4 F 0.2758(5) 0.78326(19) 0.7145(3) 0.0185(8) Uani 1 1 d . . .
F5 F 0.3264(5) 0.64974(19) 0.7094(3) 0.0178(8) Uani 1 1 d . . .
N1 N 0.3100(7) 0.3863(3) 0.4980(4) 0.0118(11) Uani 1 1 d . . .
O1 O 0.4225(6) 0.1148(2) 0.4324(3) 0.0156(9) 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(8) . ?
Au1 C1 2.027(6) . ?
C1 C6 1.384(8) . ?
C1 C2 1.403(8) . ?
C2 C3 1.353(9) . ?
C2 F1 1.357(6) . ?
C3 F2 1.347(7) . ?
C3 C4 1.395(8) . ?
C4 F3 1.312(7) . ?
C4 C5 1.391(8) . ?
C5 F4 1.333(7) . ?
C5 C6 1.372(9) . ?
C6 F5 1.362(7) . ?
C7 N1 1.127(9) . ?
C8 C9 1.387(8) . ?
C8 N1 1.391(8) . ?
C8 C13 1.423(8) . ?
C9 C10 1.377(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.394(8) . ?
C10 H10 0.9300 . ?
C11 O1 1.344(7) . ?
C11 C12 1.425(8) . ?
C12 C13 1.340(8) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O1 1.451(7) . ?
C14 C15 1.505(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.519(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.530(9) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.535(12) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Au1 C1 177.3(2) . . ?
C6 C1 C2 113.3(6) . . ?
C6 C1 Au1 123.5(4) . . ?
C2 C1 Au1 123.2(4) . . ?
C3 C2 F1 117.3(5) . . ?
C3 C2 C1 124.3(5) . . ?
F1 C2 C1 118.4(5) . . ?
F2 C3 C2 121.5(5) . . ?
F2 C3 C4 118.2(6) . . ?
C2 C3 C4 120.2(5) . . ?
F3 C4 C5 121.1(5) . . ?
F3 C4 C3 120.9(5) . . ?
C5 C4 C3 118.0(6) . . ?
F4 C5 C6 121.7(5) . . ?
F4 C5 C4 119.0(5) . . ?
C6 C5 C4 119.3(5) . . ?
F5 C6 C5 116.1(5) . . ?
F5 C6 C1 118.9(5) . . ?
C5 C6 C1 125.0(5) . . ?
N1 C7 Au1 178.8(6) . . ?
C9 C8 N1 119.8(5) . . ?
C9 C8 C13 120.4(6) . . ?
N1 C8 C13 119.7(5) . . ?
C10 C9 C8 119.8(5) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 120.8(5) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
O1 C11 C10 126.1(5) . . ?
O1 C11 C12 115.6(5) . . ?
C10 C11 C12 118.2(5) . . ?
C13 C12 C11 121.7(5) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C8 119.0(5) . . ?
C12 C13 H13 120.5 . . ?
C8 C13 H13 120.5 . . ?
O1 C14 C15 106.8(5) . . ?
O1 C14 H14A 110.4 . . ?
C15 C14 H14A 110.4 . . ?
O1 C14 H14B 110.4 . . ?
C15 C14 H14B 110.4 . . ?
H14A C14 H14B 108.6 . . ?
C14 C15 C16 112.9(6) . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 113.7(6) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 112.5(6) . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C18 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 N1 C8 174.4(7) . . ?
C11 O1 C14 117.1(4) . . ?

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
C7 Au1 C1 C6 -101(5) . . . . ?
C7 Au1 C1 C2 76(5) . . . . ?
C6 C1 C2 C3 0.9(9) . . . . ?
Au1 C1 C2 C3 -177.1(5) . . . . ?
C6 C1 C2 F1 -177.6(5) . . . . ?
Au1 C1 C2 F1 4.4(8) . . . . ?
F1 C2 C3 F2 -3.0(8) . . . . ?
C1 C2 C3 F2 178.5(5) . . . . ?
F1 C2 C3 C4 178.4(5) . . . . ?
C1 C2 C3 C4 -0.2(9) . . . . ?
F2 C3 C4 F3 1.4(9) . . . . ?
C2 C3 C4 F3 -179.9(5) . . . . ?
F2 C3 C4 C5 -178.4(5) . . . . ?
C2 C3 C4 C5 0.2(9) . . . . ?
F3 C4 C5 F4 0.2(9) . . . . ?
C3 C4 C5 F4 -179.9(5) . . . . ?
F3 C4 C5 C6 179.0(5) . . . . ?
C3 C4 C5 C6 -1.1(9) . . . . ?
F4 C5 C6 F5 -2.3(8) . . . . ?
C4 C5 C6 F5 179.0(5) . . . . ?
F4 C5 C6 C1 -179.2(6) . . . . ?
C4 C5 C6 C1 2.1(9) . . . . ?
C2 C1 C6 F5 -178.7(5) . . . . ?
Au1 C1 C6 F5 -0.7(8) . . . . ?
C2 C1 C6 C5 -1.9(9) . . . . ?
Au1 C1 C6 C5 176.1(5) . . . . ?
C1 Au1 C7 N1 -63(32) . . . . ?
N1 C8 C9 C10 179.9(6) . . . . ?
C13 C8 C9 C10 0.9(9) . . . . ?
C8 C9 C10 C11 -2.2(9) . . . . ?
C9 C10 C11 O1 -176.4(6) . . . . ?
C9 C10 C11 C12 2.1(9) . . . . ?
O1 C11 C12 C13 177.9(6) . . . . ?
C10 C11 C12 C13 -0.8(9) . . . . ?
C11 C12 C13 C8 -0.4(9) . . . . ?
C9 C8 C13 C12 0.4(9) . . . . ?
N1 C8 C13 C12 -178.6(6) . . . . ?
O1 C14 C15 C16 -68.0(6) . . . . ?
C14 C15 C16 C17 -175.2(5) . . . . ?
C15 C16 C17 C18 178.5(6) . . . . ?
Au1 C7 N1 C8 -43(35) . . . . ?
C9 C8 N1 C7 27(7) . . . . ?
C13 C8 N1 C7 -154(6) . . . . ?
C10 C11 O1 C14 0.1(9) . . . . ?
C12 C11 O1 C14 -178.5(5) . . . . ?
C15 C14 O1 C11 169.3(5) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         4.074
_refine_diff_density_min         -6.162
_refine_diff_density_rms         0.442
####################################################################### 
# 
# 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_171031H_0m
_database_code_depnum_ccdc_archive 'CCDC 1817083'
loop_
_audit_author_name
_audit_author_address
'zhao chen' ' Central China Normal University'
_audit_update_record             
;
2018-01-13 deposited with the CCDC.	2019-07-10 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            'C18 H15 Au F5 N O'
_chemical_formula_weight         553.28

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'
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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   7.2889(4)
_cell_length_b                   19.8254(10)
_cell_length_c                   11.9641(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.3060(10)
_cell_angle_gamma                90
_cell_volume                     1721.47(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6860
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      31.55

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.135
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    8.603
_shelx_estimated_absorpt_T_min   0.480
_shelx_estimated_absorpt_T_max   0.546
_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      100(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            18008
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.994
_diffrn_reflns_theta_max         30.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5219
_reflns_number_gt                4419
_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)+(0.0322P)²+0.2866P] 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         5219
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0209
_refine_ls_wR_factor_ref         0.0647
_refine_ls_wR_factor_gt          0.0489
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.27605(2) 0.53930(2) -0.01845(2) 0.01554(5) Uani 1 1 d . . . . .
C1 C 0.3225(5) 0.63998(16) -0.0262(3) 0.0161(6) Uani 1 1 d . . . . .
C2 C 0.2625(4) 0.67919(16) -0.1177(3) 0.0161(6) Uani 1 1 d . . . . .
C3 C 0.2865(5) 0.74820(16) -0.1224(3) 0.0169(6) Uani 1 1 d . . . . .
C4 C 0.3748(4) 0.78162(16) -0.0319(3) 0.0171(6) Uani 1 1 d . . . . .
C5 C 0.4363(4) 0.74482(16) 0.0618(3) 0.0157(6) Uani 1 1 d . . . . .
C6 C 0.4101(4) 0.67594(16) 0.0627(3) 0.0153(6) Uani 1 1 d . . . . .
C7 C 0.2224(5) 0.44243(18) -0.0079(3) 0.0190(7) Uani 1 1 d . . . . .
C8 C 0.1644(5) 0.31705(16) 0.0202(3) 0.0158(6) Uani 1 1 d . . . . .
C9 C 0.2361(4) 0.28876(15) 0.1206(3) 0.0159(6) Uani 1 1 d . . . . .
H9 H 0.3012 0.3160 0.1763 0.019 Uiso 1 1 calc R U . . .
C10 C 0.2124(4) 0.22074(16) 0.1394(3) 0.0159(6) Uani 1 1 d . . . . .
H10 H 0.2617 0.2009 0.2080 0.019 Uiso 1 1 calc R U . . .
C11 C 0.1154(4) 0.18113(15) 0.0570(3) 0.0143(6) Uani 1 1 d . . . . .
C12 C 0.0464(5) 0.21046(16) -0.0444(3) 0.0171(6) Uani 1 1 d . . . . .
H12 H -0.0179 0.1834 -0.1006 0.021 Uiso 1 1 calc R U . . .
C13 C 0.0707(4) 0.27839(16) -0.0640(3) 0.0159(6) Uani 1 1 d . . . . .
H13 H 0.0245 0.2983 -0.1332 0.019 Uiso 1 1 calc R U . . .
C14 C 0.1437(5) 0.08208(16) 0.1715(3) 0.0213(7) Uani 1 1 d . . . . .
H14A H 0.1122 0.1092 0.2365 0.026 Uiso 1 1 calc R U . . .
H14B H 0.2792 0.0768 0.1760 0.026 Uiso 1 1 calc R U . . .
C15 C 0.0515(5) 0.01345(17) 0.1726(3) 0.0214(7) Uani 1 1 d . . . . .
H15A H 0.0743 -0.0111 0.1032 0.026 Uiso 1 1 calc R U . . .
H15B H 0.1080 -0.0128 0.2372 0.026 Uiso 1 1 calc R U . . .
C16 C -0.1547(5) 0.01798(17) 0.1805(3) 0.0227(7) Uani 1 1 d . . . . .
H16A H -0.2122 0.0417 0.1133 0.027 Uiso 1 1 calc R U . . .
H16B H -0.1777 0.0452 0.2471 0.027 Uiso 1 1 calc R U . . .
C17 C -0.2460(5) -0.05042(17) 0.1891(3) 0.0236(8) Uani 1 1 d . . . . .
H17A H -0.1855 -0.0750 0.2545 0.028 Uiso 1 1 calc R U . . .
H17B H -0.2282 -0.0770 0.1209 0.028 Uiso 1 1 calc R U . . .
C18 C -0.4512(6) -0.0447(2) 0.2019(4) 0.0326(9) Uani 1 1 d . . . . .
H18A H -0.4706 -0.0136 0.2633 0.049 Uiso 1 1 calc R U . . .
H18B H -0.5001 -0.0893 0.2188 0.049 Uiso 1 1 calc R U . . .
H18C H -0.5151 -0.0277 0.1319 0.049 Uiso 1 1 calc R U . . .
F1 F 0.1726(3) 0.64966(10) -0.20973(17) 0.0220(4) Uani 1 1 d . . . . .
F2 F 0.2247(3) 0.78386(10) -0.21435(17) 0.0224(4) Uani 1 1 d . . . . .
F3 F 0.3991(3) 0.84829(10) -0.03447(19) 0.0248(5) Uani 1 1 d . . . . .
F4 F 0.5215(3) 0.77700(10) 0.15129(17) 0.0224(4) Uani 1 1 d . . . . .
F5 F 0.4800(3) 0.64243(10) 0.15620(16) 0.0204(4) Uani 1 1 d . . . . .
N1 N 0.1909(4) 0.38593(15) 0.0023(2) 0.0169(5) Uani 1 1 d . . . . .
O1 O 0.0778(3) 0.11486(11) 0.06824(19) 0.0179(5) 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 1.966(4) . ?
Au1 C1 2.028(3) . ?
C1 C2 1.380(4) . ?
C1 C6 1.386(4) . ?
C2 F1 1.361(4) . ?
C2 C3 1.381(4) . ?
C3 F2 1.350(4) . ?
C3 C4 1.377(5) . ?
C4 F3 1.334(4) . ?
C4 C5 1.378(5) . ?
C5 F4 1.347(4) . ?
C5 C6 1.379(4) . ?
C6 F5 1.359(4) . ?
C7 N1 1.152(4) . ?
C8 C9 1.384(5) . ?
C8 C13 1.393(5) . ?
C8 N1 1.399(4) . ?
C9 C10 1.381(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.399(4) . ?
C10 H10 0.9500 . ?
C11 O1 1.351(4) . ?
C11 C12 1.396(5) . ?
C12 C13 1.381(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 O1 1.439(4) . ?
C14 C15 1.518(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.517(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.518(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.522(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C7 Au1 C1 177.76(13) . . ?
C2 C1 C6 114.1(3) . . ?
C2 C1 Au1 123.3(2) . . ?
C6 C1 Au1 122.6(2) . . ?
F1 C2 C1 119.5(3) . . ?
F1 C2 C3 116.5(3) . . ?
C1 C2 C3 123.9(3) . . ?
F2 C3 C4 119.0(3) . . ?
F2 C3 C2 121.2(3) . . ?
C4 C3 C2 119.8(3) . . ?
F3 C4 C3 120.8(3) . . ?
F3 C4 C5 120.6(3) . . ?
C3 C4 C5 118.6(3) . . ?
F4 C5 C4 119.2(3) . . ?
F4 C5 C6 121.1(3) . . ?
C4 C5 C6 119.7(3) . . ?
F5 C6 C5 116.6(3) . . ?
F5 C6 C1 119.4(3) . . ?
C5 C6 C1 123.9(3) . . ?
N1 C7 Au1 177.6(3) . . ?
C9 C8 C13 121.7(3) . . ?
C9 C8 N1 118.8(3) . . ?
C13 C8 N1 119.5(3) . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
O1 C11 C12 115.5(3) . . ?
O1 C11 C10 124.7(3) . . ?
C12 C11 C10 119.7(3) . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C8 118.4(3) . . ?
C12 C13 H13 120.8 . . ?
C8 C13 H13 120.8 . . ?
O1 C14 C15 107.4(3) . . ?
O1 C14 H14A 110.2 . . ?
C15 C14 H14A 110.2 . . ?
O1 C14 H14B 110.2 . . ?
C15 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
C16 C15 C14 112.9(3) . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C14 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 113.2(3) . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 112.4(3) . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C18 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 N1 C8 175.8(3) . . ?
C11 O1 C14 118.0(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
C6 C1 C2 F1 -179.3(3) . . . . ?
Au1 C1 C2 F1 -2.3(4) . . . . ?
C6 C1 C2 C3 0.2(5) . . . . ?
Au1 C1 C2 C3 177.3(3) . . . . ?
F1 C2 C3 F2 -0.5(5) . . . . ?
C1 C2 C3 F2 180.0(3) . . . . ?
F1 C2 C3 C4 179.4(3) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
F2 C3 C4 F3 0.1(5) . . . . ?
C2 C3 C4 F3 -179.8(3) . . . . ?
F2 C3 C4 C5 179.6(3) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
F3 C4 C5 F4 0.0(5) . . . . ?
C3 C4 C5 F4 -179.4(3) . . . . ?
F3 C4 C5 C6 -179.9(3) . . . . ?
C3 C4 C5 C6 0.6(5) . . . . ?
F4 C5 C6 F5 -2.2(5) . . . . ?
C4 C5 C6 F5 177.7(3) . . . . ?
F4 C5 C6 C1 179.5(3) . . . . ?
C4 C5 C6 C1 -0.6(5) . . . . ?
C2 C1 C6 F5 -178.1(3) . . . . ?
Au1 C1 C6 F5 4.8(4) . . . . ?
C2 C1 C6 C5 0.1(5) . . . . ?
Au1 C1 C6 C5 -177.0(3) . . . . ?
C13 C8 C9 C10 -1.0(5) . . . . ?
N1 C8 C9 C10 -179.5(3) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C9 C10 C11 O1 -177.3(3) . . . . ?
C9 C10 C11 C12 1.2(5) . . . . ?
O1 C11 C12 C13 177.8(3) . . . . ?
C10 C11 C12 C13 -0.8(5) . . . . ?
C11 C12 C13 C8 -0.5(5) . . . . ?
C9 C8 C13 C12 1.4(5) . . . . ?
N1 C8 C13 C12 179.9(3) . . . . ?
O1 C14 C15 C16 -67.0(4) . . . . ?
C14 C15 C16 C17 -176.3(3) . . . . ?
C15 C16 C17 C18 177.6(3) . . . . ?
C12 C11 O1 C14 -179.3(3) . . . . ?
C10 C11 O1 C14 -0.8(5) . . . . ?
C15 C14 O1 C11 168.6(3) . . . . ?

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
C13 H13 F2 0.95 2.47 3.260(4) 140.6 2_544
C12 H12 F1 0.95 2.53 3.433(4) 159.2 2_544
C10 H10 F5 0.95 2.64 3.522(4) 154.9 2_645
C9 H9 F4 0.95 2.46 3.120(4) 126.9 2_645
C9 H9 F4 0.95 2.46 3.120(4) 126.9 2_645
C10 H10 F5 0.95 2.64 3.522(4) 154.9 2_645
C12 H12 F1 0.95 2.53 3.433(4) 159.2 2_544
C13 H13 F2 0.95 2.47 3.260(4) 140.6 2_544

_refine_diff_density_max         0.739
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.224



