# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_hyo-307-rt
_database_code_depnum_ccdc_archive 'CCDC 2081348'
loop_
_audit_author_name
_audit_author_address
'Chi Feng'
;Hokkaido University
Japan
;
_audit_update_record             
;
2021-05-01 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2020-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
'1-bromo-2,3,5,6-tetrafluorobenzenyl(1,3-dimethylimidazolin-2-ylidene)gold complex'
_chemical_formula_moiety         'C11 H8 Au Br F4 N2'
_chemical_formula_sum            'C11 H8 Au Br F4 N2'
_chemical_formula_weight         521.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F Au Br'
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'
Br Br -0.2901 2.4595 '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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.0862(6)
_cell_length_b                   15.4831(7)
_cell_length_c                   12.9171(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.586(4)
_cell_angle_gamma                90
_cell_volume                     2700.0(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12889
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.3960
_cell_measurement_theta_min      2.3100
_shelx_estimated_absorpt_T_max   0.607
_shelx_estimated_absorpt_T_min   0.117
_exptl_absorpt_coefficient_mu    13.890
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.564
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            35621
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.449
_diffrn_reflns_theta_min         2.001
_diffrn_ambient_temperature      293
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  47.00   0.50    5.00    --   -2.10  14.00 -30.00  128
  2  ω    -91.00  -2.00   0.50    5.00    --   -2.10  43.00  30.00  178
  3  ω     27.00  54.00   0.50    5.00    --   -2.10  29.00 -90.00   54
  4  ω    -91.00 -15.00   0.50    5.00    --   -2.10  29.00 -90.00  152
  5  ω    -53.00 -26.00   0.50    5.00    --   -2.10  14.00 -30.00   54
  6  ω     33.00  58.00   0.50    5.00    --    2.10  43.00-180.00   50
  7  ω    -87.00 -21.00   0.50    5.00    --    2.10  43.00-180.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0003767000
_diffrn_orient_matrix_UB_12      -0.0018561000
_diffrn_orient_matrix_UB_13      0.0549492000
_diffrn_orient_matrix_UB_21      -0.0018760000
_diffrn_orient_matrix_UB_22      0.0458072000
_diffrn_orient_matrix_UB_23      0.0016357000
_diffrn_orient_matrix_UB_31      -0.0524738000
_diffrn_orient_matrix_UB_32      -0.0016355000
_diffrn_orient_matrix_UB_33      -0.0160195000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4816
_reflns_number_total             6648
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         3.111
_refine_diff_density_min         -1.606
_refine_diff_density_rms         0.159
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         6648
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0550P)²+9.5533P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1190
_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. Rigid body (RIGU) restrains
 C00J, C00L, C00O, C00M, C00Y, C00W
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C00Z, C00V, N00F, C14, N011
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C00I, C00T, C00X, C00P, C00N, C00K
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C00U(H00U), C00V(H00V), C00Z(H00Z), C010(H010)
3.b Idealised Me refined as rotating group:
 C00R(H00A,H00B,H00C), C00S(H00D,H00E,H00F), C012(H01A,H01B,H01C), C013(H01D,
 H01E,H01F)
;
_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
Au01 Au 0.36956(2) 0.52331(2) 0.67087(2) 0.04888(10) Uani 1 1 d . . . . .
Au02 Au 0.12594(2) 0.47866(2) 0.49036(2) 0.05130(11) Uani 1 1 d . . . . .
Br03 Br 0.12080(9) 0.63920(9) 0.00398(9) 0.0985(4) Uani 1 1 d . . . . .
Br04 Br 0.38664(9) 0.35782(9) 1.15759(8) 0.0962(4) Uani 1 1 d . . . . .
F005 F 0.3609(4) 0.6112(3) 0.8935(4) 0.0689(13) Uani 1 1 d . . . . .
F006 F 0.1284(4) 0.3887(3) 0.2670(4) 0.0709(13) Uani 1 1 d . . . . .
F007 F 0.3678(4) 0.5450(4) 1.0847(4) 0.0751(14) Uani 1 1 d . . . . .
F008 F 0.1271(4) 0.4528(4) 0.0775(4) 0.0843(16) Uani 1 1 d . . . . .
F10 F 0.3893(5) 0.3326(3) 0.7638(5) 0.0953(19) Uani 1 1 d . . . . .
F11 F 0.1226(5) 0.6706(3) 0.3997(5) 0.0908(17) Uani 1 1 d . . . . .
N00C N 0.1255(5) 0.4779(5) 0.7248(5) 0.0554(16) Uani 1 1 d . . . . .
F9 F 0.3948(5) 0.2672(4) 0.9523(6) 0.106(2) Uani 1 1 d . . . . .
F12 F 0.1201(5) 0.7331(4) 0.2101(6) 0.109(2) Uani 1 1 d . . . . .
N00F N 0.3738(5) 0.6551(5) 0.4987(5) 0.0578(15) Uani 1 1 d . U . . .
N00G N 0.1299(5) 0.3493(5) 0.6664(6) 0.0660(18) Uani 1 1 d . . . . .
C14 C 0.3710(5) 0.5710(5) 0.5273(5) 0.0490(14) Uani 1 1 d . U . . .
C00I C 0.1277(5) 0.5017(6) 0.1601(6) 0.0538(15) Uani 1 1 d . U . . .
C00J C 0.3716(5) 0.4940(6) 1.0021(5) 0.0516(15) Uani 1 1 d . U . . .
C00K C 0.1273(6) 0.4761(5) 0.2562(6) 0.0505(15) Uani 1 1 d . U . . .
C00L C 0.3689(5) 0.5240(5) 0.9017(5) 0.0460(14) Uani 1 1 d . U . . .
C00M C 0.3834(6) 0.3869(5) 0.8414(7) 0.0578(17) Uani 1 1 d . U . . .
C00N C 0.1254(5) 0.5274(5) 0.3443(6) 0.0470(14) Uani 1 1 d . U . . .
C00O C 0.3743(6) 0.4739(5) 0.8176(6) 0.0507(15) Uani 1 1 d . U . . .
C00P C 0.1239(6) 0.6136(5) 0.3211(7) 0.0587(17) Uani 1 1 d . U . . .
C00Q C 0.1263(5) 0.4332(6) 0.6359(6) 0.0546(18) Uani 1 1 d . . . . .
C00R C 0.3741(6) 0.4325(6) 0.4332(7) 0.064(2) Uani 1 1 d . . . . .
H00A H 0.391845 0.408960 0.504910 0.096 Uiso 1 1 calc GR . . . .
H00B H 0.420458 0.413076 0.396298 0.096 Uiso 1 1 calc GR . . . .
H00C H 0.308702 0.413450 0.394475 0.096 Uiso 1 1 calc GR . . . .
C00S C 0.1210(7) 0.5721(6) 0.7255(7) 0.070(2) Uani 1 1 d . . . . .
H00D H 0.183682 0.594662 0.767408 0.104 Uiso 1 1 calc GR . . . .
H00E H 0.070123 0.590195 0.756848 0.104 Uiso 1 1 calc GR . . . .
H00F H 0.106298 0.593317 0.652845 0.104 Uiso 1 1 calc GR . . . .
C00T C 0.1234(6) 0.5960(6) 0.1399(7) 0.0665(18) Uani 1 1 d . U . . .
C00U C 0.1262(6) 0.4226(8) 0.8079(7) 0.071(2) Uani 1 1 d . . . . .
H00U H 0.124187 0.438017 0.876849 0.085 Uiso 1 1 calc R . . . .
C00V C 0.3802(7) 0.6598(8) 0.3955(7) 0.077(2) Uani 1 1 d . U . . .
H00V H 0.382446 0.710307 0.357342 0.092 Uiso 1 1 calc R . . . .
C00W C 0.3814(6) 0.4052(6) 1.0234(7) 0.0616(17) Uani 1 1 d . U . . .
C00X C 0.1211(7) 0.6477(6) 0.2241(8) 0.068(2) Uani 1 1 d . U . . .
C00Y C 0.3877(7) 0.3531(6) 0.9385(7) 0.067(2) Uani 1 1 d . U . . .
C00Z C 0.3827(6) 0.5787(8) 0.3581(7) 0.074(2) Uani 1 1 d . U . . .
H00Z H 0.388058 0.562461 0.290729 0.089 Uiso 1 1 calc R . . . .
C010 C 0.1305(7) 0.3426(7) 0.7712(8) 0.075(3) Uani 1 1 d . . . . .
H010 H 0.133247 0.291740 0.810223 0.090 Uiso 1 1 calc R . . . .
N011 N 0.3759(5) 0.5263(5) 0.4389(5) 0.0554(14) Uani 1 1 d . U . . .
C012 C 0.3684(8) 0.7263(6) 0.5703(8) 0.084(3) Uani 1 1 d . . . . .
H01A H 0.303815 0.727758 0.581144 0.126 Uiso 1 1 calc GR . . . .
H01B H 0.380492 0.779750 0.538503 0.126 Uiso 1 1 calc GR . . . .
H01C H 0.417514 0.718463 0.638546 0.126 Uiso 1 1 calc GR . . . .
C013 C 0.1320(8) 0.2769(7) 0.5960(9) 0.097(4) Uani 1 1 d . . . . .
H01D H 0.094630 0.290912 0.523442 0.146 Uiso 1 1 calc GR . . . .
H01E H 0.103496 0.227137 0.620008 0.146 Uiso 1 1 calc GR . . . .
H01F H 0.199316 0.264569 0.597999 0.146 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
Au01 C14 2.002(7) . ?
Au01 C00O 2.027(8) . ?
Au02 C00N 2.031(7) . ?
Au02 C00Q 2.006(7) . ?
Br03 C00T 1.869(9) . ?
Br04 C00W 1.863(8) . ?
F005 C00L 1.356(9) . ?
F006 C00K 1.360(9) . ?
F007 C00J 1.340(9) . ?
F008 C00I 1.307(10) . ?
F10 C00M 1.329(10) . ?
F11 C00P 1.350(10) . ?
N00C C00Q 1.344(11) . ?
N00C C00S 1.460(12) . ?
N00C C00U 1.370(11) . ?
F9 C00Y 1.341(11) . ?
F12 C00X 1.335(10) . ?
N00F C14 1.357(10) . ?
N00F C00V 1.363(10) . ?
N00F C012 1.455(11) . ?
N00G C00Q 1.353(11) . ?
N00G C010 1.356(12) . ?
N00G C013 1.449(12) . ?
C14 N011 1.354(10) . ?
C00I C00K 1.304(11) . ?
C00I C00T 1.481(12) . ?
C00J C00L 1.367(10) . ?
C00J C00W 1.403(12) . ?
C00K C00N 1.394(10) . ?
C00L C00O 1.356(10) . ?
C00M C00O 1.379(11) . ?
C00M C00Y 1.345(12) . ?
C00N C00P 1.367(11) . ?
C00P C00X 1.350(12) . ?
C00R H00A 0.9600 . ?
C00R H00B 0.9600 . ?
C00R H00C 0.9600 . ?
C00R N011 1.454(12) . ?
C00S H00D 0.9600 . ?
C00S H00E 0.9600 . ?
C00S H00F 0.9600 . ?
C00T C00X 1.359(13) . ?
C00U H00U 0.9300 . ?
C00U C010 1.334(15) . ?
C00V H00V 0.9300 . ?
C00V C00Z 1.349(15) . ?
C00W C00Y 1.384(13) . ?
C00Z H00Z 0.9300 . ?
C00Z N011 1.347(11) . ?
C010 H010 0.9300 . ?
C012 H01A 0.9600 . ?
C012 H01B 0.9600 . ?
C012 H01C 0.9600 . ?
C013 H01D 0.9600 . ?
C013 H01E 0.9600 . ?
C013 H01F 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
C14 Au01 C00O 177.6(3) . . ?
C00Q Au02 C00N 178.7(3) . . ?
C00Q N00C C00S 122.1(7) . . ?
C00Q N00C C00U 110.4(8) . . ?
C00U N00C C00S 127.5(8) . . ?
C14 N00F C00V 109.4(8) . . ?
C14 N00F C012 122.9(7) . . ?
C00V N00F C012 127.7(9) . . ?
C00Q N00G C010 110.7(8) . . ?
C00Q N00G C013 124.5(8) . . ?
C010 N00G C013 124.9(9) . . ?
N00F C14 Au01 128.0(5) . . ?
N011 C14 Au01 127.5(6) . . ?
N011 C14 N00F 104.4(6) . . ?
F008 C00I C00T 115.9(7) . . ?
C00K C00I F008 126.9(9) . . ?
C00K C00I C00T 117.1(8) . . ?
F007 C00J C00L 124.0(8) . . ?
F007 C00J C00W 116.4(7) . . ?
C00L C00J C00W 119.6(7) . . ?
F006 C00K C00N 119.0(7) . . ?
C00I C00K F006 113.4(7) . . ?
C00I C00K C00N 127.6(8) . . ?
F005 C00L C00J 113.0(7) . . ?
C00O C00L F005 122.0(6) . . ?
C00O C00L C00J 125.0(7) . . ?
F10 C00M C00O 118.1(7) . . ?
F10 C00M C00Y 117.5(8) . . ?
C00Y C00M C00O 124.4(8) . . ?
C00K C00N Au02 123.4(5) . . ?
C00P C00N Au02 124.2(6) . . ?
C00P C00N C00K 112.4(7) . . ?
C00L C00O Au01 122.6(5) . . ?
C00L C00O C00M 113.8(7) . . ?
C00M C00O Au01 123.6(6) . . ?
F11 C00P C00N 118.5(7) . . ?
F11 C00P C00X 116.1(8) . . ?
C00X C00P C00N 125.4(8) . . ?
N00C C00Q Au02 128.4(6) . . ?
N00C C00Q N00G 104.7(7) . . ?
N00G C00Q Au02 126.8(7) . . ?
H00A C00R H00B 109.5 . . ?
H00A C00R H00C 109.5 . . ?
H00B C00R H00C 109.5 . . ?
N011 C00R H00A 109.5 . . ?
N011 C00R H00B 109.5 . . ?
N011 C00R H00C 109.5 . . ?
N00C C00S H00D 109.5 . . ?
N00C C00S H00E 109.5 . . ?
N00C C00S H00F 109.5 . . ?
H00D C00S H00E 109.5 . . ?
H00D C00S H00F 109.5 . . ?
H00E C00S H00F 109.5 . . ?
C00I C00T Br03 120.5(7) . . ?
C00X C00T Br03 122.8(7) . . ?
C00X C00T C00I 116.7(8) . . ?
N00C C00U H00U 126.5 . . ?
C010 C00U N00C 107.0(8) . . ?
C010 C00U H00U 126.5 . . ?
N00F C00V H00V 125.8 . . ?
C00Z C00V N00F 108.4(9) . . ?
C00Z C00V H00V 125.8 . . ?
C00J C00W Br04 123.0(6) . . ?
C00Y C00W Br04 120.9(7) . . ?
C00Y C00W C00J 116.1(8) . . ?
F12 C00X C00P 120.6(9) . . ?
F12 C00X C00T 118.6(8) . . ?
C00P C00X C00T 120.8(9) . . ?
F9 C00Y C00M 119.4(9) . . ?
F9 C00Y C00W 119.4(8) . . ?
C00M C00Y C00W 121.1(9) . . ?
C00V C00Z H00Z 127.2 . . ?
N011 C00Z C00V 105.6(8) . . ?
N011 C00Z H00Z 127.2 . . ?
N00G C010 H010 126.4 . . ?
C00U C010 N00G 107.2(9) . . ?
C00U C010 H010 126.4 . . ?
C14 N011 C00R 123.4(7) . . ?
C00Z N011 C14 112.1(8) . . ?
C00Z N011 C00R 124.5(8) . . ?
N00F C012 H01A 109.5 . . ?
N00F C012 H01B 109.5 . . ?
N00F C012 H01C 109.5 . . ?
H01A C012 H01B 109.5 . . ?
H01A C012 H01C 109.5 . . ?
H01B C012 H01C 109.5 . . ?
N00G C013 H01D 109.5 . . ?
N00G C013 H01E 109.5 . . ?
N00G C013 H01F 109.5 . . ?
H01D C013 H01E 109.5 . . ?
H01D C013 H01F 109.5 . . ?
H01E C013 H01F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.853
_oxdiff_exptl_absorpt_empirical_full_min 0.560
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2'
_chemical_properties_physical    Heat-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_hyo-307-ht
_database_code_depnum_ccdc_archive 'CCDC 2081349'
loop_
_audit_author_name
_audit_author_address
'Chi Feng'
;Hokkaido University
Japan
;
_audit_update_record             
;
2021-05-01 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2020-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
'1-bromo-2,3,5,6-tetrafluorobenzenyl(1,3-dimethylimidazolin-2-ylidene)gold complex'
_chemical_formula_moiety         '0.5(C22 H16 Au2 Br2 F8 N4)'
_chemical_formula_sum            'C11 H8 Au Br F4 N2'
_chemical_formula_weight         521.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F Au Br'
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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   12.9752(7)
_cell_length_b                   6.8244(4)
_cell_length_c                   15.5938(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1380.80(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4754
_cell_measurement_temperature    363
_cell_measurement_theta_max      25.0580
_cell_measurement_theta_min      2.5930
_shelx_estimated_absorpt_T_max   0.613
_shelx_estimated_absorpt_T_min   0.121
_exptl_absorpt_coefficient_mu    13.580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.507
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12492
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.243
_diffrn_reflns_theta_min         2.042
_diffrn_ambient_temperature      363
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00  -2.00   0.50    3.27    --   -2.10   3.00   7.00   82
  2  ω     26.00  56.00   0.50    3.27    --    2.10  43.00-150.00   60
  3  ω    -85.00  33.00   0.50    3.27    --    2.10  43.00 -90.00  236
  4  ω     64.00  92.00   0.50    3.27    --    2.10  43.00 -90.00   56
  5  ω    -60.00 -35.00   0.50    3.27    --    2.10  57.00 -30.00   50
  6  ω    -78.00 -53.00   0.50    3.27    --    2.10  43.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0544975000
_diffrn_orient_matrix_UB_12      -0.0034731000
_diffrn_orient_matrix_UB_13      0.0011384000
_diffrn_orient_matrix_UB_21      -0.0042077000
_diffrn_orient_matrix_UB_22      0.0453025000
_diffrn_orient_matrix_UB_23      -0.0048322000
_diffrn_orient_matrix_UB_31      -0.0002625000
_diffrn_orient_matrix_UB_32      -0.0021331000
_diffrn_orient_matrix_UB_33      -0.1038291000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1338
_reflns_number_total             1812
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.710
_refine_diff_density_min         -1.490
_refine_diff_density_rms         0.141
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1812
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0627P)²+2.3605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1187
_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. Rigid body (RIGU) restrains
 C00I, C9, N8, C00D, N007
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: H00A(0.5) H00B(0.5) H00C(0.5) H00D(0.5) H00E(0.5) H00F(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C9(H9)
4.b Idealised Me refined as rotating group:
 C00B(H00A,H00B,H00C), C00H(H00D,H00E,H00F)
;
_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
Au01 Au 0.45122(3) 0.250000 0.47822(3) 0.0723(2) Uani 1 2 d S T P . .
Br02 Br -0.03150(14) 0.250000 0.63976(16) 0.1365(7) Uani 1 2 d S T P . .
F003 F 0.2260(6) 0.250000 0.3906(4) 0.104(2) Uani 1 2 d S T P . .
F004 F 0.0371(5) 0.250000 0.4540(7) 0.113(3) Uani 1 2 d S T P . .
F6 F 0.3635(6) 0.250000 0.6691(4) 0.114(3) Uani 1 2 d S T P . .
F5 F 0.1752(8) 0.250000 0.7327(5) 0.149(3) Uani 1 2 d S T P . .
N007 N 0.6831(8) 0.250000 0.4775(6) 0.079(2) Uani 1 2 d S TU P . .
C008 C 0.2180(9) 0.250000 0.4765(6) 0.070(2) Uani 1 2 d S T P . .
N8 N 0.6236(8) 0.250000 0.3475(7) 0.090(2) Uani 1 2 d S TU P . .
C00A C 0.1205(9) 0.250000 0.5055(8) 0.076(3) Uani 1 2 d S T P . .
C00B C 0.6855(11) 0.250000 0.5713(8) 0.095(3) Uani 1 2 d S T P . .
H00A H 0.744775 0.321512 0.590794 0.142 Uiso 0.5 1 calc GR . . A -1
H00B H 0.689240 0.117513 0.591796 0.142 Uiso 0.5 1 calc GR . . A -1
H00C H 0.624110 0.310975 0.592971 0.142 Uiso 0.5 1 calc GR . . A -1
C00C C 0.3067(8) 0.250000 0.5265(6) 0.066(2) Uani 1 2 d S T P . .
C00D C 0.5967(8) 0.250000 0.4313(7) 0.0703(19) Uani 1 2 d S TU P . .
C00E C 0.1833(12) 0.250000 0.6464(8) 0.092(3) Uani 1 2 d S T P . .
C00F C 0.1024(9) 0.250000 0.5956(9) 0.082(3) Uani 1 2 d S T P . .
C00G C 0.2859(10) 0.250000 0.6134(7) 0.081(3) Uani 1 2 d S T P . .
C00H C 0.5553(13) 0.250000 0.2757(10) 0.139(6) Uani 1 2 d S T P . .
H00D H 0.495745 0.172163 0.288760 0.209 Uiso 0.5 1 calc GR . . B -1
H00E H 0.590025 0.195922 0.226757 0.209 Uiso 0.5 1 calc GR . . B -1
H00F H 0.534395 0.381915 0.263342 0.209 Uiso 0.5 1 calc GR . . B -1
C00I C 0.7693(10) 0.250000 0.4267(11) 0.098(3) Uani 1 2 d S TU P . .
H00I H 0.837882 0.250000 0.443967 0.118 Uiso 1 2 calc RS T P . .
C9 C 0.7309(11) 0.250000 0.3432(11) 0.107(3) Uani 1 2 d S TU P . .
H9 H 0.770086 0.250000 0.293214 0.128 Uiso 1 2 calc RS T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au01 C00C 2.020(10) . ?
Au01 C00D 2.025(10) . ?
Br02 C00F 1.869(12) . ?
F003 C008 1.344(11) . ?
F004 C00A 1.347(14) . ?
F6 C00G 1.330(13) . ?
F5 C00E 1.351(14) . ?
N007 C00B 1.463(16) . ?
N007 C00D 1.333(15) . ?
N007 C00I 1.372(16) . ?
C008 C00A 1.344(16) . ?
C008 C00C 1.391(15) . ?
N8 C00D 1.351(14) . ?
N8 C00H 1.427(18) . ?
N8 C9 1.395(17) . ?
C00A C00F 1.424(17) . ?
C00B H00A 0.9600 . ?
C00B H00B 0.9600 . ?
C00B H00C 0.9600 . ?
C00C C00G 1.382(15) . ?
C00E C00F 1.315(18) . ?
C00E C00G 1.427(18) . ?
C00H H00D 0.9600 . ?
C00H H00E 0.9600 . ?
C00H H00F 0.9600 . ?
C00I H00I 0.9300 . ?
C00I C9 1.39(2) . ?
C9 H9 0.9300 . ?

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
C00C Au01 C00D 179.3(4) . . ?
C00D N007 C00B 124.0(10) . . ?
C00D N007 C00I 111.9(11) . . ?
C00I N007 C00B 124.1(11) . . ?
F003 C008 C00A 114.1(10) . . ?
F003 C008 C00C 119.7(10) . . ?
C00A C008 C00C 126.2(10) . . ?
C00D N8 C00H 126.7(11) . . ?
C00D N8 C9 107.7(12) . . ?
C9 N8 C00H 125.5(13) . . ?
F004 C00A C00F 117.1(10) . . ?
C008 C00A F004 123.7(11) . . ?
C008 C00A C00F 119.1(11) . . ?
N007 C00B H00A 109.5 . . ?
N007 C00B H00B 109.5 . . ?
N007 C00B H00C 109.5 . . ?
H00A C00B H00B 109.5 . . ?
H00A C00B H00C 109.5 . . ?
H00B C00B H00C 109.5 . . ?
C008 C00C Au01 124.0(7) . . ?
C00G C00C Au01 123.2(8) . . ?
C00G C00C C008 112.8(10) . . ?
N007 C00D Au01 126.0(8) . . ?
N007 C00D N8 107.9(10) . . ?
N8 C00D Au01 126.1(9) . . ?
F5 C00E C00G 115.6(13) . . ?
C00F C00E F5 122.5(13) . . ?
C00F C00E C00G 121.8(11) . . ?
C00A C00F Br02 121.1(10) . . ?
C00E C00F Br02 121.3(10) . . ?
C00E C00F C00A 117.6(11) . . ?
F6 C00G C00C 119.5(11) . . ?
F6 C00G C00E 118.1(10) . . ?
C00C C00G C00E 122.4(11) . . ?
N8 C00H H00D 109.5 . . ?
N8 C00H H00E 109.5 . . ?
N8 C00H H00F 109.5 . . ?
H00D C00H H00E 109.5 . . ?
H00D C00H H00F 109.5 . . ?
H00E C00H H00F 109.5 . . ?
N007 C00I H00I 127.8 . . ?
N007 C00I C9 104.4(13) . . ?
C9 C00I H00I 127.8 . . ?
N8 C9 H9 125.9 . . ?
C00I C9 N8 108.1(13) . . ?
C00I C9 H9 125.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.617
_oxdiff_exptl_absorpt_empirical_full_min 0.483
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# 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_hyo-227-ht
_database_code_depnum_ccdc_archive 'CCDC 2081352'
loop_
_audit_author_name
_audit_author_address
'Chi Feng'
;Hokkaido University
Japan
;
_audit_update_record             
;
2021-05-01 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2020-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
'1-bromo-2,3,5,6-tetrafluorobenzenyl(1,3-dimethylimidazolin-2-ylidene)gold complex'
_chemical_formula_moiety         '0.5(C22 H16 Au2 Br2 F8 N4)'
_chemical_formula_sum            'C11 H8 Au Br F4 N2'
_chemical_formula_weight         521.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F Au Br'
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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   12.9715(6)
_cell_length_b                   6.8326(3)
_cell_length_c                   15.6063(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1383.17(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4694
_cell_measurement_temperature    363
_cell_measurement_theta_max      24.5490
_cell_measurement_theta_min      3.0240
_shelx_estimated_absorpt_T_max   0.450
_shelx_estimated_absorpt_T_min   0.074
_exptl_absorpt_coefficient_mu    13.556
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.502
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13133
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.081
_diffrn_reflns_theta_min         2.610
_diffrn_ambient_temperature      363
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00 -58.00   0.50    2.56    --   -2.00   9.00 -99.00   50
  2  ω     -1.00  26.00   0.50    2.56    --    2.00  43.00-150.00   54
  3  ω     66.00  91.00   0.50    2.56    --    2.00  43.00-150.00   50
  4  ω    -73.00 -48.00   0.50    2.56    --    2.00  57.00 -60.00   50
  5  ω    -39.00  85.00   0.50    2.56    --    2.00  57.00 -60.00  248
  6  ω    -78.00 -53.00   0.50    2.56    --    2.00  57.00-120.00   50
  7  ω    -61.00 -36.00   0.50    2.56    --    2.00  43.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0520080000
_diffrn_orient_matrix_UB_12      0.0119996000
_diffrn_orient_matrix_UB_13      0.0165134000
_diffrn_orient_matrix_UB_21      -0.0144351000
_diffrn_orient_matrix_UB_22      0.0437980000
_diffrn_orient_matrix_UB_23      -0.0027516000
_diffrn_orient_matrix_UB_31      -0.0088778000
_diffrn_orient_matrix_UB_32      -0.0007777000
_diffrn_orient_matrix_UB_33      0.1024895000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1318
_reflns_number_total             1821
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.694
_refine_diff_density_min         -1.406
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1821
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²+1.7568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1141
_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. Others
 Fixed Sof: H00A(0.5) H00B(0.5) H00C(0.5) H00D(0.5) H00E(0.5) H00F(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10)
3.b Idealised Me refined as rotating group:
 C009(H00A,H00B,H00C), C00H(H00D,H00E,H00F)
;
_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
Au01 Au 0.54870(3) 0.750000 0.47818(2) 0.0774(2) Uani 1 2 d S T P . .
Br02 Br 1.03112(13) 0.750000 0.63998(15) 0.1442(7) Uani 1 2 d S T P . .
F003 F 0.7740(5) 0.750000 0.3909(4) 0.112(2) Uani 1 2 d S T P . .
F004 F 0.9636(5) 0.750000 0.4539(6) 0.119(3) Uani 1 2 d S T P . .
F6 F 0.6362(6) 0.750000 0.6690(4) 0.118(2) Uani 1 2 d S T P . .
F5 F 0.8248(8) 0.750000 0.7320(5) 0.152(3) Uani 1 2 d S T P . .
N007 N 0.3169(8) 0.750000 0.4771(6) 0.082(2) Uani 1 2 d S T P . .
C008 C 0.7830(9) 0.750000 0.4778(6) 0.075(2) Uani 1 2 d S T P . .
C009 C 0.3139(10) 0.750000 0.5702(8) 0.103(3) Uani 1 2 d S T P . .
H00A H 0.252048 0.813464 0.589355 0.155 Uiso 0.5 1 calc GR . . A -1
H00B H 0.372825 0.818965 0.592051 0.155 Uiso 0.5 1 calc GR . . A -1
H00C H 0.314945 0.617571 0.590759 0.155 Uiso 0.5 1 calc GR . . A -1
N8 N 0.3752(8) 0.750000 0.3490(6) 0.095(3) Uani 1 2 d S T P . .
C00B C 0.6937(8) 0.750000 0.5266(5) 0.070(2) Uani 1 2 d S T P . .
C00C C 0.8798(9) 0.750000 0.5091(7) 0.084(3) Uani 1 2 d S T P . .
C00D C 0.4036(8) 0.750000 0.4300(7) 0.078(2) Uani 1 2 d S T P . .
C00E C 0.8978(9) 0.750000 0.5960(8) 0.089(3) Uani 1 2 d S T P . .
C00F C 0.8153(12) 0.750000 0.6471(8) 0.101(4) Uani 1 2 d S T P . .
C00G C 0.7141(9) 0.750000 0.6135(7) 0.089(3) Uani 1 2 d S T P . .
C00H C 0.4423(12) 0.750000 0.2781(10) 0.144(6) Uani 1 2 d S T P . .
H00D H 0.467476 0.880288 0.268419 0.216 Uiso 0.5 1 calc GR . . B -1
H00E H 0.405879 0.705578 0.228188 0.216 Uiso 0.5 1 calc GR . . B -1
H00F H 0.499343 0.664134 0.289232 0.216 Uiso 0.5 1 calc GR . . B -1
C11 C 0.2335(10) 0.750000 0.4232(12) 0.107(4) Uani 1 2 d S T P . .
H11 H 0.164475 0.750000 0.439218 0.128 Uiso 1 2 calc RS T P . .
C10 C 0.2703(12) 0.750000 0.3439(11) 0.114(4) Uani 1 2 d S T P . .
H10 H 0.231500 0.750000 0.293755 0.136 Uiso 1 2 calc RS T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au01 C00B 2.027(10) . ?
Au01 C00D 2.026(10) . ?
Br02 C00E 1.861(11) . ?
F003 C008 1.360(11) . ?
F004 C00C 1.387(14) . ?
F6 C00G 1.332(12) . ?
F5 C00F 1.330(13) . ?
N007 C009 1.453(16) . ?
N007 C00D 1.344(14) . ?
N007 C11 1.370(17) . ?
C008 C00B 1.385(14) . ?
C008 C00C 1.348(15) . ?
C009 H00A 0.9600 . ?
C009 H00B 0.9600 . ?
C009 H00C 0.9600 . ?
N8 C00D 1.316(14) . ?
N8 C00H 1.408(18) . ?
N8 C10 1.363(17) . ?
C00B C00G 1.382(14) . ?
C00C C00E 1.375(16) . ?
C00E C00F 1.335(18) . ?
C00F C00G 1.413(17) . ?
C00H H00D 0.9600 . ?
C00H H00E 0.9600 . ?
C00H H00F 0.9600 . ?
C11 H11 0.9300 . ?
C11 C10 1.33(2) . ?
C10 H10 0.9300 . ?

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
C00D Au01 C00B 179.9(4) . . ?
C00D N007 C009 124.7(9) . . ?
C00D N007 C11 108.9(10) . . ?
C11 N007 C009 126.3(11) . . ?
F003 C008 C00B 118.4(9) . . ?
C00C C008 F003 116.2(10) . . ?
C00C C008 C00B 125.4(9) . . ?
N007 C009 H00A 109.5 . . ?
N007 C009 H00B 109.5 . . ?
N007 C009 H00C 109.5 . . ?
H00A C009 H00B 109.5 . . ?
H00A C009 H00C 109.5 . . ?
H00B C009 H00C 109.5 . . ?
C00D N8 C00H 125.6(11) . . ?
C00D N8 C10 109.6(11) . . ?
C10 N8 C00H 124.8(13) . . ?
C008 C00B Au01 124.8(7) . . ?
C00G C00B Au01 122.9(8) . . ?
C00G C00B C008 112.3(10) . . ?
C008 C00C F004 120.3(10) . . ?
C008 C00C C00E 121.1(11) . . ?
C00E C00C F004 118.6(10) . . ?
N007 C00D Au01 125.0(8) . . ?
N8 C00D Au01 128.1(8) . . ?
N8 C00D N007 106.9(9) . . ?
C00C C00E Br02 121.4(10) . . ?
C00F C00E Br02 121.6(9) . . ?
C00F C00E C00C 117.0(11) . . ?
F5 C00F C00E 121.4(12) . . ?
F5 C00F C00G 117.1(13) . . ?
C00E C00F C00G 121.5(10) . . ?
F6 C00G C00B 119.6(11) . . ?
F6 C00G C00F 117.6(10) . . ?
C00B C00G C00F 122.8(10) . . ?
N8 C00H H00D 109.5 . . ?
N8 C00H H00E 109.5 . . ?
N8 C00H H00F 109.5 . . ?
H00D C00H H00E 109.5 . . ?
H00D C00H H00F 109.5 . . ?
H00E C00H H00F 109.5 . . ?
N007 C11 H11 126.6 . . ?
C10 C11 N007 106.8(12) . . ?
C10 C11 H11 126.6 . . ?
N8 C10 H10 126.2 . . ?
C11 C10 N8 107.7(12) . . ?
C11 C10 H10 126.2 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.749
_oxdiff_exptl_absorpt_empirical_full_min 0.626
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# 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_hyo-227-rt_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2081351'
loop_
_audit_author_name
_audit_author_address
'Chi Feng'
;Hokkaido University
Japan
;
_audit_update_record             
;
2021-05-01 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2019-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        
'1-bromo-2,3,5,6-tetrafluorobenzenyl(1,3-dimethylimidazolin-2-ylidene)gold complex'
_chemical_formula_moiety         'C11 H8 Au Br F4 N2'
_chemical_formula_sum            'C11 H8 Au Br F4 N2'
_chemical_formula_weight         521.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F Au Br'
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'
Br Br -0.2901 2.4595 '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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.0976(5)
_cell_length_b                   15.4992(5)
_cell_length_c                   12.9484(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.584(4)
_cell_angle_gamma                90
_cell_volume                     2711.55(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    13007
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2030
_cell_measurement_theta_min      3.0650
_shelx_estimated_absorpt_T_max   0.444
_shelx_estimated_absorpt_T_min   0.072
_exptl_absorpt_coefficient_mu    13.830
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.553
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12298
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.503
_diffrn_reflns_theta_min         2.298
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 -26.00   0.50    3.04    --   -2.10  14.00-120.00   92
  2  ω     37.00  63.00   0.50    3.04    --   -2.10  14.00-120.00   52
  3  ω    -80.00 -54.00   0.50    3.04    --    2.20  29.00 120.00   52
  4  ω     39.00  91.00   0.50    3.04    --    2.20  29.00 120.00  104
  5  ω    -39.00 -13.00   0.50    3.04    --    2.20  29.00 120.00   52
  6  ω    -86.00  92.00   0.50    3.04    --    2.20  57.00  30.00  356
  7  ω    -76.00 -51.00   0.50    3.04    --    2.20  57.00   0.00   50
  8  ω    -55.00 -29.00   0.50    3.04    --    2.20  57.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0155280000
_diffrn_orient_matrix_UB_12      -0.0133020000
_diffrn_orient_matrix_UB_13      -0.0547014000
_diffrn_orient_matrix_UB_21      0.0048155000
_diffrn_orient_matrix_UB_22      -0.0437999000
_diffrn_orient_matrix_UB_23      0.0165516000
_diffrn_orient_matrix_UB_31      -0.0499039000
_diffrn_orient_matrix_UB_32      -0.0000857000
_diffrn_orient_matrix_UB_33      0.0014123000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8091
_reflns_number_total             12298
_reflns_special_details          
;
 _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       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.813
_refine_diff_density_min         -1.585
_refine_diff_density_rms         0.255
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         12298
_refine_ls_number_restraints     270
_refine_ls_R_factor_all          0.1220
_refine_ls_R_factor_gt           0.0836
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0840P)²+60.5152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2040
_refine_ls_wR_factor_ref         0.2241
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8232(12)
 0.1768(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
C00X \\sim F00H \\sim F00D \\sim C00S \\sim C00N \\sim C00E \\sim C00F \\sim
C012 \\sim F006 \\sim F009: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.08
C00V \\sim N00J \\sim C00M \\sim C00U \\sim N00A \\sim C00R \\sim C011: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 F006, C00F, C00E, C00N, F009, C00S, F00D, F00H, C00X, C012
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C00V, N00J, C00M, C00U
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C00L, F005, C00P, C010, C13, F00B, C00Q, F00C, C14, F007, Br03
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 F00H, C00X, F00D, C00S, C00N, C00E, C00F, C012, F006, F009
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C00T(H00T), C00U(H00U), C00Z(H00Z), C011(H011)
5.b Idealised Me refined as rotating group:
 C00R(H00A,H00B,H00C), C00V(H00D,H00E,H00F), C00W(H00G,H00H,H00I), C00Y(H00J,
 H00K,H00L)
;
_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
Au01 Au 0.63051(5) 0.52328(5) 0.32905(6) 0.0482(2) Uani 1 1 d . . . . .
Au02 Au 0.87421(5) 0.47869(5) 0.50949(6) 0.0511(2) Uani 1 1 d . . . . .
Br03 Br 0.6137(2) 0.3577(2) -0.1577(2) 0.0952(9) Uani 1 1 d . U . . .
Br04 Br 0.8789(2) 0.6391(2) 0.9958(2) 0.0980(9) Uani 1 1 d . . . . .
F005 F 0.6330(10) 0.5445(9) -0.0847(9) 0.074(4) Uani 1 1 d . U . . .
F006 F 0.8725(11) 0.4521(9) 0.9242(11) 0.083(4) Uani 1 1 d . U . . .
F007 F 0.6391(10) 0.6118(7) 0.1056(9) 0.068(3) Uani 1 1 d . U . . .
N008 N 0.8749(13) 0.4775(10) 0.2760(13) 0.052(4) Uani 1 1 d . . . . .
F009 F 0.8714(10) 0.3883(7) 0.7328(9) 0.066(3) Uani 1 1 d . U . . .
N00A N 0.6236(12) 0.5270(11) 0.5586(13) 0.053(3) Uani 1 1 d . U . . .
F00B F 0.6052(13) 0.2673(8) 0.0472(13) 0.103(5) Uani 1 1 d . U . . .
F00C F 0.6108(13) 0.3324(8) 0.2373(13) 0.097(5) Uani 1 1 d . U . . .
F00D F 0.8758(13) 0.6698(8) 0.6002(12) 0.089(4) Uani 1 1 d . U . . .
C00E C 0.8722(14) 0.4763(11) 0.7435(14) 0.048(3) Uani 1 1 d . U . . .
C00F C 0.8758(15) 0.5105(12) 0.8467(16) 0.052(3) Uani 1 1 d . U . . .
N00G N 0.8709(12) 0.3486(10) 0.3373(14) 0.057(4) Uani 1 1 d . . . . .
F00H F 0.8793(13) 0.7329(9) 0.7894(14) 0.111(5) Uani 1 1 d . U . . .
C13 C 0.6290(15) 0.5235(12) 0.0958(14) 0.048(4) Uani 1 1 d . U . . .
N00J N 0.6267(12) 0.6554(11) 0.5022(13) 0.055(3) Uani 1 1 d . U . . .
C14 C 0.6255(13) 0.4733(11) 0.1823(14) 0.043(3) Uani 1 1 d . U . . .
C00L C 0.6289(13) 0.4951(13) -0.0014(14) 0.049(4) Uani 1 1 d . U . . .
C00M C 0.6296(13) 0.5709(12) 0.4708(14) 0.046(3) Uani 1 1 d . U . . .
C00N C 0.8735(13) 0.5259(11) 0.6552(14) 0.046(3) Uani 1 1 d . U . . .
C00O C 0.8729(14) 0.4343(14) 0.3660(15) 0.056(5) Uani 1 1 d . . . . .
C00P C 0.6189(14) 0.4073(15) -0.0262(17) 0.060(4) Uani 1 1 d . U . . .
C00Q C 0.6170(15) 0.3876(12) 0.1623(18) 0.058(4) Uani 1 1 d . U . . .
C00R C 0.6255(14) 0.4330(13) 0.5669(15) 0.053(5) Uani 1 1 d . U . . .
H00A H 0.591809 0.408447 0.498106 0.080 Uiso 1 1 calc GR . . . .
H00B H 0.592962 0.415346 0.619247 0.080 Uiso 1 1 calc GR . . . .
H00C H 0.692849 0.413366 0.588732 0.080 Uiso 1 1 calc GR . . . .
C00S C 0.8746(15) 0.6132(12) 0.6790(16) 0.053(3) Uani 1 1 d . U . . .
C00T C 0.8716(15) 0.4254(18) 0.1917(16) 0.067(6) Uani 1 1 d . . . . .
H00T H 0.871305 0.441972 0.122567 0.081 Uiso 1 1 calc R . . . .
C00U C 0.6200(16) 0.6608(15) 0.6045(17) 0.064(4) Uani 1 1 d . U . . .
H00U H 0.617725 0.711595 0.642038 0.077 Uiso 1 1 calc R . . . .
C00V C 0.6307(19) 0.7253(14) 0.4308(19) 0.079(7) Uani 1 1 d . U . . .
H00D H 0.662050 0.706113 0.378173 0.119 Uiso 1 1 calc GR . . . .
H00E H 0.667943 0.772151 0.471502 0.119 Uiso 1 1 calc GR . . . .
H00F H 0.564713 0.744517 0.395137 0.119 Uiso 1 1 calc GR . . . .
C00W C 0.8776(15) 0.5728(13) 0.2743(18) 0.064(5) Uani 1 1 d . . . . .
H00G H 0.815497 0.594308 0.229933 0.096 Uiso 1 1 calc GR . . . .
H00H H 0.929880 0.591382 0.245467 0.096 Uiso 1 1 calc GR . . . .
H00I H 0.889354 0.594463 0.346259 0.096 Uiso 1 1 calc GR . . . .
C00X C 0.8774(16) 0.6483(13) 0.7760(17) 0.060(3) Uani 1 1 d . U . . .
C00Y C 0.866(2) 0.2775(15) 0.407(2) 0.100(9) Uani 1 1 d . . . . .
H00J H 0.891473 0.295473 0.481048 0.150 Uiso 1 1 calc GR . . . .
H00K H 0.904959 0.230376 0.393651 0.150 Uiso 1 1 calc GR . . . .
H00L H 0.798518 0.259376 0.393996 0.150 Uiso 1 1 calc GR . . . .
C00Z C 0.8689(17) 0.3441(18) 0.229(2) 0.080(7) Uani 1 1 d . . . . .
H00Z H 0.866246 0.293784 0.188920 0.096 Uiso 1 1 calc R . . . .
C010 C 0.6135(16) 0.3549(13) 0.0579(19) 0.063(5) Uani 1 1 d . U . . .
C011 C 0.6172(15) 0.5828(15) 0.6414(16) 0.061(4) Uani 1 1 d . U . . .
H011 H 0.612053 0.567329 0.708963 0.073 Uiso 1 1 calc R . . . .
C012 C 0.8769(16) 0.5977(13) 0.8605(16) 0.059(3) Uani 1 1 d . 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
Au01 C14 2.035(17) . ?
Au01 C00M 1.982(17) . ?
Au02 C00N 2.026(18) . ?
Au02 C00O 1.976(19) . ?
Br03 C00P 1.85(2) . ?
Br04 C012 1.86(2) . ?
F005 C00L 1.34(2) . ?
F006 C00F 1.36(2) . ?
F007 C13 1.38(2) . ?
N008 C00O 1.35(2) . ?
N008 C00T 1.35(3) . ?
N008 C00W 1.48(2) . ?
F009 C00E 1.37(2) . ?
N00A C00M 1.35(2) . ?
N00A C00R 1.46(2) . ?
N00A C011 1.40(2) . ?
F00B C010 1.37(2) . ?
F00C C00Q 1.31(2) . ?
F00D C00S 1.35(2) . ?
C00E C00F 1.42(3) . ?
C00E C00N 1.38(2) . ?
C00F C012 1.36(3) . ?
N00G C00O 1.38(3) . ?
N00G C00Y 1.44(3) . ?
N00G C00Z 1.40(3) . ?
F00H C00X 1.32(2) . ?
C13 C14 1.38(2) . ?
C13 C00L 1.33(2) . ?
N00J C00M 1.38(2) . ?
N00J C00U 1.36(2) . ?
N00J C00V 1.44(3) . ?
C14 C00Q 1.35(2) . ?
C00L C00P 1.40(3) . ?
C00N C00S 1.39(2) . ?
C00P C010 1.38(3) . ?
C00Q C010 1.43(3) . ?
C00R H00A 0.9600 . ?
C00R H00B 0.9600 . ?
C00R H00C 0.9600 . ?
C00S C00X 1.36(3) . ?
C00T H00T 0.9300 . ?
C00T C00Z 1.35(3) . ?
C00U H00U 0.9300 . ?
C00U C011 1.31(3) . ?
C00V H00D 0.9600 . ?
C00V H00E 0.9600 . ?
C00V H00F 0.9600 . ?
C00W H00G 0.9600 . ?
C00W H00H 0.9600 . ?
C00W H00I 0.9600 . ?
C00X C012 1.35(3) . ?
C00Y H00J 0.9600 . ?
C00Y H00K 0.9600 . ?
C00Y H00L 0.9600 . ?
C00Z H00Z 0.9300 . ?
C011 H011 0.9300 . ?

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
C00M Au01 C14 177.7(7) . . ?
C00O Au02 C00N 178.9(8) . . ?
C00O N008 C00W 121.0(17) . . ?
C00T N008 C00O 113.5(18) . . ?
C00T N008 C00W 125.5(19) . . ?
C00M N00A C00R 124.1(16) . . ?
C00M N00A C011 111.5(17) . . ?
C011 N00A C00R 124.3(17) . . ?
F009 C00E C00F 117.5(16) . . ?
F009 C00E C00N 118.1(16) . . ?
C00N C00E C00F 124.3(17) . . ?
F006 C00F C00E 116.4(16) . . ?
F006 C00F C012 124.3(18) . . ?
C012 C00F C00E 119.2(18) . . ?
C00O N00G C00Y 124.6(19) . . ?
C00O N00G C00Z 108.2(19) . . ?
C00Z N00G C00Y 127(2) . . ?
C14 C13 F007 120.9(16) . . ?
C00L C13 F007 112.8(16) . . ?
C00L C13 C14 126.3(18) . . ?
C00M N00J C00V 121.3(16) . . ?
C00U N00J C00M 111.3(17) . . ?
C00U N00J C00V 127.4(19) . . ?
C13 C14 Au01 123.1(13) . . ?
C00Q C14 Au01 122.0(14) . . ?
C00Q C14 C13 114.9(17) . . ?
F005 C00L C00P 113.4(17) . . ?
C13 C00L F005 125.7(19) . . ?
C13 C00L C00P 120.8(18) . . ?
N00A C00M Au01 127.7(14) . . ?
N00A C00M N00J 102.6(15) . . ?
N00J C00M Au01 129.5(13) . . ?
C00E C00N Au02 125.0(13) . . ?
C00E C00N C00S 111.1(17) . . ?
C00S C00N Au02 123.9(14) . . ?
N008 C00O Au02 129.9(16) . . ?
N008 C00O N00G 104.4(16) . . ?
N00G C00O Au02 125.7(15) . . ?
C00L C00P Br03 126.2(16) . . ?
C010 C00P Br03 119.1(17) . . ?
C010 C00P C00L 114.7(19) . . ?
F00C C00Q C14 121.2(19) . . ?
F00C C00Q C010 118.4(17) . . ?
C14 C00Q C010 120.4(18) . . ?
N00A C00R H00A 109.5 . . ?
N00A C00R H00B 109.5 . . ?
N00A C00R H00C 109.5 . . ?
H00A C00R H00B 109.5 . . ?
H00A C00R H00C 109.5 . . ?
H00B C00R H00C 109.5 . . ?
F00D C00S C00N 117.9(18) . . ?
F00D C00S C00X 115.8(17) . . ?
C00X C00S C00N 126.3(19) . . ?
N008 C00T H00T 127.2 . . ?
N008 C00T C00Z 106(2) . . ?
C00Z C00T H00T 127.2 . . ?
N00J C00U H00U 125.8 . . ?
C011 C00U N00J 108.5(19) . . ?
C011 C00U H00U 125.8 . . ?
N00J C00V H00D 109.5 . . ?
N00J C00V H00E 109.5 . . ?
N00J C00V H00F 109.5 . . ?
H00D C00V H00E 109.5 . . ?
H00D C00V H00F 109.5 . . ?
H00E C00V H00F 109.5 . . ?
N008 C00W H00G 109.5 . . ?
N008 C00W H00H 109.5 . . ?
N008 C00W H00I 109.5 . . ?
H00G C00W H00H 109.5 . . ?
H00G C00W H00I 109.5 . . ?
H00H C00W H00I 109.5 . . ?
F00H C00X C00S 121(2) . . ?
F00H C00X C012 118(2) . . ?
C012 C00X C00S 120.8(19) . . ?
N00G C00Y H00J 109.5 . . ?
N00G C00Y H00K 109.5 . . ?
N00G C00Y H00L 109.5 . . ?
H00J C00Y H00K 109.5 . . ?
H00J C00Y H00L 109.5 . . ?
H00K C00Y H00L 109.5 . . ?
N00G C00Z H00Z 125.8 . . ?
C00T C00Z N00G 108(2) . . ?
C00T C00Z H00Z 125.8 . . ?
F00B C010 C00P 122(2) . . ?
F00B C010 C00Q 115(2) . . ?
C00P C010 C00Q 122.9(19) . . ?
N00A C011 H011 126.9 . . ?
C00U C011 N00A 106.1(19) . . ?
C00U C011 H011 126.9 . . ?
C00F C012 Br04 117.5(16) . . ?
C00X C012 Br04 124.2(15) . . ?
C00X C012 C00F 118.3(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.679
_oxdiff_exptl_absorpt_empirical_full_min 0.501
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.8232(12) 14565 24403 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.1768(12) 14627 24403 nmt -0.9992 -0.0015 -0.6189 0.0017 -0.9998 0.0016
0.0014 -0.0003 1.0002

_twin_special_details            
;
Component 2 rotated by 179.9168° 
 around [-0.30 -0.00 0.95] (reciprocal) or [0.00 -0.00 1.00] (direct)
;
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# 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_hyo-307-lt
_database_code_depnum_ccdc_archive 'CCDC 2081347'
loop_
_audit_author_name
_audit_author_address
'Chi Feng'
;Hokkaido Univerisity
Japan
;
_audit_update_record             
;
2022-03-24 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2022-02-08
_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 H8 Au Br F4 N2'
_chemical_formula_sum            'C11 H8 Au Br F4 N2'
_chemical_formula_weight         521.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F Au Br'
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'
Br Br -0.2901 2.4595 '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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.6850(3)
_cell_length_b                   15.3186(4)
_cell_length_c                   12.9425(5)
_cell_angle_alpha                90
_cell_angle_beta                 120.622(5)
_cell_angle_gamma                90
_cell_volume                     1311.16(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8556
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.5090
_cell_measurement_theta_min      2.9580
_shelx_estimated_absorpt_T_max   0.599
_shelx_estimated_absorpt_T_min   0.113
_exptl_absorpt_coefficient_mu    14.301
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.436
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.640
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -16 0.0752
0 -22 0 0.0390
0 22 0 0.0240
9 1 0 0.1665
-9 -1 0 0.1320
0 -1 16 0.0879

_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.1700 1.0859 -15.8257 -0.8779 0.0001 0.4789
0.0301 -21.5852 0.3512 0.1043 -0.9938 0.0387
0.1954 21.5865 -0.3573 -0.1041 0.9926 -0.0627
9.3955 1.1456 -0.2764 0.0000 -0.0000 -1.0000
-9.2722 -1.1030 -0.1366 -0.0227 0.0000 0.9997
-0.3905 -1.1245 16.0052 0.8875 -0.0001 -0.4608

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.852
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12804
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.852
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.436
_diffrn_reflns_theta_min         2.659
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00 -45.00   0.50    1.74    --    2.10  43.00-180.00   50
  2  ω     27.00  53.00   0.50    1.74    --    2.10  43.00-180.00   52
  3  ω    -87.00 -34.00   0.50    1.74    --    2.10  57.00 -30.00  106
  4  ω     62.00  92.00   0.50    1.74    --    2.10  57.00 -30.00   60
  5  ω     39.00  87.00   0.50    1.74    --    2.10  14.00 120.00   96
  6  ω    -83.00  11.00   0.50    1.74    --    2.10  29.00 -90.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0021039609
_diffrn_orient_matrix_UB_12      -0.0039294670
_diffrn_orient_matrix_UB_13      0.0552258612
_diffrn_orient_matrix_UB_21      -0.0055277008
_diffrn_orient_matrix_UB_22      0.0460830174
_diffrn_orient_matrix_UB_23      0.0030936903
_diffrn_orient_matrix_UB_31      -0.1070632499
_diffrn_orient_matrix_UB_32      -0.0024579926
_diffrn_orient_matrix_UB_33      -0.0315766839
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2841
_reflns_number_total             3100
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.475
_refine_diff_density_min         -1.147
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0212
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0298P)²+0.6330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0511
_refine_ls_wR_factor_ref         0.0523
_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:
 C00C(H00D), C00E(H00E)
2.b Idealised Me refined as rotating group:
 C00A(H00A,H00B,H00C), C00J(H00F,H00G,H00H)
;
_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
Au01 Au 0.24038(2) 0.52185(2) 0.63227(2) 0.01709(6) Uani 1 1 d . . . . .
Br02 Br 0.27600(6) 0.36085(3) 1.12886(3) 0.03515(10) Uani 1 1 d . . . . .
F003 F 0.2190(3) 0.61454(13) 0.84976(18) 0.0249(4) Uani 1 1 d . . . . .
F004 F 0.2265(3) 0.55055(15) 1.04282(17) 0.0286(4) Uani 1 1 d . . . . .
F005 F 0.2851(4) 0.32864(14) 0.7353(2) 0.0394(6) Uani 1 1 d . . . . .
F6 F 0.2974(4) 0.26574(14) 0.9299(2) 0.0428(6) Uani 1 1 d . . . . .
N007 N 0.2547(5) 0.52297(18) 0.4019(3) 0.0197(6) Uani 1 1 d . . . . .
N008 N 0.2374(4) 0.65343(19) 0.4564(3) 0.0226(6) Uani 1 1 d . . . . .
C009 C 0.2409(4) 0.5689(2) 0.4871(3) 0.0182(6) Uani 1 1 d . . . . .
C00A C 0.2556(5) 0.4284(2) 0.3973(3) 0.0229(7) Uani 1 1 d . . . . .
H00A H 0.297760 0.404663 0.476973 0.034 Uiso 1 1 calc GR . . . .
H00B H 0.350134 0.409201 0.372215 0.034 Uiso 1 1 calc GR . . . .
H00C H 0.119349 0.407454 0.339541 0.034 Uiso 1 1 calc GR . . . .
C00B C 0.2508(5) 0.4746(2) 0.7832(3) 0.0198(7) Uani 1 1 d . . . . .
C00C C 0.2511(5) 0.6609(3) 0.3546(3) 0.0277(8) Uani 1 1 d . . . . .
H00D H 0.252420 0.713415 0.316008 0.033 Uiso 1 1 calc R . . . .
C00D C 0.2718(5) 0.3862(2) 0.8097(3) 0.0227(7) Uani 1 1 d . . . . .
C00E C 0.2622(5) 0.5785(3) 0.3203(3) 0.0261(7) Uani 1 1 d . . . . .
H00E H 0.272980 0.562091 0.253040 0.031 Uiso 1 1 calc R . . . .
C00F C 0.2376(5) 0.5264(2) 0.8657(3) 0.0180(7) Uani 1 1 d . . . . .
C00G C 0.2422(5) 0.4957(2) 0.9668(3) 0.0206(7) Uani 1 1 d . . . . .
C00H C 0.2779(6) 0.3521(2) 0.9105(3) 0.0259(7) Uani 1 1 d . . . . .
C00I C 0.2642(5) 0.4063(2) 0.9914(3) 0.0218(7) Uani 1 1 d . . . . .
C00J C 0.2248(6) 0.7267(2) 0.5245(3) 0.0316(8) Uani 1 1 d . . . . .
H00F H 0.112154 0.717270 0.538338 0.047 Uiso 1 1 calc GR . . . .
H00G H 0.202353 0.780848 0.479002 0.047 Uiso 1 1 calc GR . . . .
H00H H 0.351349 0.731188 0.601772 0.047 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
Au01 C009 2.014(3) . ?
Au01 C00B 2.046(3) . ?
Br02 C00I 1.869(3) . ?
F003 C00F 1.363(4) . ?
F004 C00G 1.345(4) . ?
F005 C00D 1.347(4) . ?
F6 C00H 1.341(4) . ?
N007 C009 1.357(4) . ?
N007 C00A 1.450(5) . ?
N007 C00E 1.380(5) . ?
N008 C009 1.351(4) . ?
N008 C00C 1.379(4) . ?
N008 C00J 1.461(4) . ?
C00A H00A 0.9800 . ?
C00A H00B 0.9800 . ?
C00A H00C 0.9800 . ?
C00B C00D 1.386(5) . ?
C00B C00F 1.374(5) . ?
C00C H00D 0.9500 . ?
C00C C00E 1.354(6) . ?
C00D C00H 1.384(5) . ?
C00E H00E 0.9500 . ?
C00F C00G 1.373(5) . ?
C00G C00I 1.398(5) . ?
C00H C00I 1.381(5) . ?
C00J H00F 0.9800 . ?
C00J H00G 0.9800 . ?
C00J H00H 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
C009 Au01 C00B 177.96(13) . . ?
C009 N007 C00A 123.7(3) . . ?
C009 N007 C00E 110.7(3) . . ?
C00E N007 C00A 125.6(3) . . ?
C009 N008 C00C 111.2(3) . . ?
C009 N008 C00J 123.8(3) . . ?
C00C N008 C00J 125.0(3) . . ?
N007 C009 Au01 127.6(2) . . ?
N008 C009 Au01 127.5(2) . . ?
N008 C009 N007 104.8(3) . . ?
N007 C00A H00A 109.5 . . ?
N007 C00A H00B 109.5 . . ?
N007 C00A H00C 109.5 . . ?
H00A C00A H00B 109.5 . . ?
H00A C00A H00C 109.5 . . ?
H00B C00A H00C 109.5 . . ?
C00D C00B Au01 121.7(3) . . ?
C00F C00B Au01 123.7(2) . . ?
C00F C00B C00D 114.6(3) . . ?
N008 C00C H00D 126.8 . . ?
C00E C00C N008 106.5(3) . . ?
C00E C00C H00D 126.8 . . ?
F005 C00D C00B 120.3(3) . . ?
F005 C00D C00H 116.6(3) . . ?
C00H C00D C00B 123.1(3) . . ?
N007 C00E H00E 126.6 . . ?
C00C C00E N007 106.9(3) . . ?
C00C C00E H00E 126.6 . . ?
F003 C00F C00B 119.9(3) . . ?
F003 C00F C00G 115.6(3) . . ?
C00G C00F C00B 124.5(3) . . ?
F004 C00G C00F 121.1(3) . . ?
F004 C00G C00I 119.4(3) . . ?
C00F C00G C00I 119.6(3) . . ?
F6 C00H C00D 119.7(3) . . ?
F6 C00H C00I 119.7(3) . . ?
C00I C00H C00D 120.6(3) . . ?
C00G C00I Br02 121.6(3) . . ?
C00H C00I Br02 120.8(3) . . ?
C00H C00I C00G 117.6(3) . . ?
N008 C00J H00F 109.5 . . ?
N008 C00J H00G 109.5 . . ?
N008 C00J H00H 109.5 . . ?
H00F C00J H00G 109.5 . . ?
H00F C00J H00H 109.5 . . ?
H00G C00J H00H 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.640
_oxdiff_exptl_absorpt_empirical_full_min 0.415
####################################################################### 
# 
# 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_hyo-197-4-twin_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2081350'
loop_
_audit_author_name
_audit_author_address
'Chi Feng'
;Hokkaido Univerisity
Japan
;
_audit_update_record             
;
2022-03-24 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;
_audit_creation_date             2022-02-08
_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 H8 Au Br F4 N2'
_chemical_formula_sum            'C11 H8 Au Br F4 N2'
_chemical_formula_weight         521.07
_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'
Br Br -0.2901 2.4595 '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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.6985(5)
_cell_length_b                   15.3528(8)
_cell_length_c                   12.9738(8)
_cell_angle_alpha                90
_cell_angle_beta                 120.533(9)
_cell_angle_gamma                90
_cell_volume                     1320.79(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4081
_cell_measurement_temperature    123
_cell_measurement_theta_max      28.0520
_cell_measurement_theta_min      2.2470
_shelx_estimated_absorpt_T_max   0.437
_shelx_estimated_absorpt_T_min   0.077
_exptl_absorpt_coefficient_mu    14.178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35637
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_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    2.620
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5301
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.376
_diffrn_reflns_theta_min         2.254
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3954
_reflns_number_total             5301
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         4.546
_refine_diff_density_min         -3.378
_refine_diff_density_rms         0.549
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         5301
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0714
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1599P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2079
_refine_ls_wR_factor_ref         0.2239
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7818(17)
 0.2182(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
C00D \\sim C00H \\sim C3 \\sim N10 \\sim N005: within 1.7A with sigma of 0.01
and sigma for terminal atoms of 0.08
C4 \\sim C2 \\sim F003 \\sim C00I: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 F003, C4, C00I, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C3, N10, N005
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C00H, C00D
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00H(H00H)
5.b Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00C), 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
Au01 Au 0.75968(8) 0.52192(4) 0.36777(5) 0.0193(3) Uani 1 1 d . . . . .
Br02 Br 0.7245(3) 0.36093(13) -0.12897(14) 0.0372(5) Uani 1 1 d . . . . .
F003 F 0.7741(14) 0.5505(6) -0.0438(7) 0.031(2) Uani 1 1 d . U . . .
C2 C 0.767(3) 0.5258(10) 0.1350(13) 0.023(3) Uani 1 1 d . U . . .
N005 N 0.741(2) 0.5232(9) 0.5995(13) 0.024(3) Uani 1 1 d . U . . .
C1 C 0.751(2) 0.4762(9) 0.2184(14) 0.021(3) Uani 1 1 d . . . . .
C3 C 0.759(2) 0.5693(11) 0.5125(12) 0.021(2) Uani 1 1 d . U . . .
F7 F 0.7814(14) 0.6156(6) 0.1501(8) 0.029(2) Uani 1 1 d . . . . .
F9 F 0.7149(17) 0.3284(6) 0.2639(9) 0.041(3) Uani 1 1 d . . . . .
F8 F 0.7054(16) 0.2655(6) 0.0698(9) 0.044(3) Uani 1 1 d . . . . .
N10 N 0.7631(19) 0.6531(9) 0.5429(12) 0.026(3) Uani 1 1 d . U . . .
C00D C 0.739(2) 0.5790(12) 0.6810(14) 0.030(3) Uani 1 1 d . U . . .
H00D H 0.731613 0.563547 0.749556 0.036 Uiso 1 1 calc R . . . .
C00E C 0.721(3) 0.3519(11) 0.0905(15) 0.029(4) Uani 1 1 d . . . . .
C00F C 0.729(2) 0.3843(10) 0.1907(13) 0.022(3) Uani 1 1 d . . . . .
C00G C 0.747(2) 0.4278(11) 0.6028(14) 0.027(3) Uani 1 1 d . . . . .
H00A H 0.711701 0.405290 0.523836 0.040 Uiso 1 1 calc GR . . . .
H00B H 0.649715 0.406006 0.624359 0.040 Uiso 1 1 calc GR . . . .
H00C H 0.882634 0.408184 0.662378 0.040 Uiso 1 1 calc GR . . . .
C00H C 0.750(2) 0.6607(13) 0.6450(13) 0.031(3) Uani 1 1 d . U . . .
H00H H 0.749450 0.713505 0.683013 0.037 Uiso 1 1 calc R . . . .
C00I C 0.736(2) 0.4074(10) 0.0076(12) 0.021(3) Uani 1 1 d . U . . .
C4 C 0.755(2) 0.4942(10) 0.0313(13) 0.019(2) Uani 1 1 d . U . . .
C5 C 0.775(3) 0.7256(10) 0.4768(14) 0.033(4) Uani 1 1 d . . . . .
H5A H 0.893976 0.719413 0.468872 0.050 Uiso 1 1 calc GR . . . .
H5B H 0.784494 0.779872 0.519327 0.050 Uiso 1 1 calc GR . . . .
H5C H 0.653303 0.727134 0.397166 0.050 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
Au01 C1 2.031(16) . ?
Au01 C3 2.014(14) . ?
Br02 C00I 1.868(14) . ?
F003 C4 1.364(16) . ?
C2 C1 1.38(2) . ?
C2 F7 1.389(18) . ?
C2 C4 1.39(2) . ?
N005 C3 1.40(2) . ?
N005 C00D 1.37(2) . ?
N005 C00G 1.47(2) . ?
C1 C00F 1.44(2) . ?
C3 N10 1.34(2) . ?
F9 C00F 1.327(17) . ?
F8 C00E 1.347(19) . ?
N10 C00H 1.38(2) . ?
N10 C5 1.44(2) . ?
C00D H00D 0.9500 . ?
C00D C00H 1.36(3) . ?
C00E C00F 1.36(2) . ?
C00E C00I 1.42(2) . ?
C00G H00A 0.9800 . ?
C00G H00B 0.9800 . ?
C00G H00C 0.9800 . ?
C00H H00H 0.9500 . ?
C00I C4 1.36(2) . ?
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 Au01 C1 178.1(6) . . ?
C1 C2 F7 118.1(13) . . ?
C1 C2 C4 125.4(15) . . ?
F7 C2 C4 116.4(13) . . ?
C3 N005 C00G 121.0(13) . . ?
C00D N005 C3 110.6(14) . . ?
C00D N005 C00G 128.0(14) . . ?
C2 C1 Au01 125.8(11) . . ?
C2 C1 C00F 112.9(14) . . ?
C00F C1 Au01 121.2(11) . . ?
N005 C3 Au01 128.2(12) . . ?
N10 C3 Au01 127.6(11) . . ?
N10 C3 N005 104.1(12) . . ?
C3 N10 C00H 111.2(14) . . ?
C3 N10 C5 124.5(13) . . ?
C00H N10 C5 124.3(14) . . ?
N005 C00D H00D 126.7 . . ?
C00H C00D N005 106.6(14) . . ?
C00H C00D H00D 126.7 . . ?
F8 C00E C00F 120.5(16) . . ?
F8 C00E C00I 118.1(14) . . ?
C00F C00E C00I 121.4(15) . . ?
F9 C00F C1 119.7(13) . . ?
F9 C00F C00E 117.8(15) . . ?
C00E C00F C1 122.5(14) . . ?
N005 C00G H00A 109.5 . . ?
N005 C00G H00B 109.5 . . ?
N005 C00G H00C 109.5 . . ?
H00A C00G H00B 109.5 . . ?
H00A C00G H00C 109.5 . . ?
H00B C00G H00C 109.5 . . ?
N10 C00H H00H 126.3 . . ?
C00D C00H N10 107.4(15) . . ?
C00D C00H H00H 126.3 . . ?
C00E C00I Br02 120.4(12) . . ?
C4 C00I Br02 122.5(11) . . ?
C4 C00I C00E 117.1(14) . . ?
F003 C4 C2 119.5(14) . . ?
C00I C4 F003 119.8(13) . . ?
C00I C4 C2 120.6(14) . . ?
N10 C5 H5A 109.5 . . ?
N10 C5 H5B 109.5 . . ?
N10 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'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7818(17)
2 0.2182(17)

