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

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

data_723r_sqd
_database_code_depnum_ccdc_archive 'CCDC 1585633'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H23 Bi N2 O4'
_chemical_formula_sum            'C30 H23 Bi N2 O4'
_chemical_formula_weight         684.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2/n  '
_symmetry_space_group_name_Hall  '-P 2yac'

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

_cell_length_a                   12.9965(12)
_cell_length_b                   9.7492(9)
_cell_length_c                   13.4933(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.707(2)
_cell_angle_gamma                90.00
_cell_volume                     1645.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    4579
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      21.09
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    5.387
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3041
_exptl_absorpt_correction_T_max  0.3705
_exptl_absorpt_process_details   'Bruker, 2001.'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15123
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2906
_reflns_number_gt                2746
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2906
_refine_ls_number_parameters     169
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0650
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.7500 0.77296(2) 0.2500 0.03393(10) Uani 1 2 d S . .
C1 C 0.8187(3) 0.6638(5) 0.0747(3) 0.0414(10) Uani 1 1 d . . .
C2 C 0.8460(3) 0.6507(5) -0.0258(3) 0.0436(10) Uani 1 1 d . . .
C3 C 0.8608(7) 0.7633(5) -0.0811(5) 0.079(2) Uani 1 1 d . . .
H3 H 0.8536 0.8513 -0.0573 0.095 Uiso 1 1 calc R . .
C4 C 0.8866(8) 0.7435(7) -0.1734(6) 0.099(3) Uani 1 1 d . . .
H4 H 0.8942 0.8208 -0.2111 0.118 Uiso 1 1 calc R . .
C5 C 0.8861(5) 0.5181(6) -0.1576(5) 0.0778(17) Uani 1 1 d . . .
H5 H 0.8946 0.4314 -0.1831 0.093 Uiso 1 1 calc R . .
C6 C 0.8583(4) 0.5251(5) -0.0649(4) 0.0592(13) Uani 1 1 d . . .
H6 H 0.8485 0.4455 -0.0305 0.071 Uiso 1 1 calc R . .
C7 C 0.5950(4) 0.7093(4) 0.1459(3) 0.0401(10) Uani 1 1 d . . .
C8 C 0.5599(4) 0.7933(5) 0.0612(4) 0.0597(14) Uani 1 1 d . . .
H8 H 0.6001 0.8681 0.0509 0.072 Uiso 1 1 calc R . .
C9 C 0.4623(5) 0.7623(6) -0.0083(5) 0.0721(18) Uani 1 1 d . . .
H9 H 0.4364 0.8161 -0.0667 0.087 Uiso 1 1 calc R . .
C10 C 0.4043(4) 0.6519(6) 0.0097(4) 0.0608(13) Uani 1 1 d . . .
H10 H 0.3391 0.6314 -0.0370 0.073 Uiso 1 1 calc R . .
C11 C 0.4407(4) 0.5715(5) 0.0951(4) 0.0525(12) Uani 1 1 d . . .
H11 H 0.4001 0.4975 0.1062 0.063 Uiso 1 1 calc R . .
C12 C 0.5376(3) 0.5998(5) 0.1648(3) 0.0447(11) Uani 1 1 d . . .
H12 H 0.5630 0.5458 0.2231 0.054 Uiso 1 1 calc R . .
C13 C 0.7500 0.9996(6) 0.2500 0.0384(13) Uani 1 2 d S . .
C14 C 0.8209(4) 1.0713(5) 0.2085(3) 0.0499(11) Uani 1 1 d . . .
H14 H 0.8683 1.0240 0.1803 0.060 Uiso 1 1 calc R . .
C15 C 0.8207(5) 1.2129(5) 0.2092(4) 0.0585(14) Uani 1 1 d . . .
H15 H 0.8687 1.2609 0.1821 0.070 Uiso 1 1 calc R . .
C16 C 0.7500 1.2835(7) 0.2500 0.0544(18) Uani 1 2 d S . .
H16 H 0.7500 1.3789 0.2500 0.065 Uiso 1 2 calc SR . .
N1 N 0.9009(4) 0.6228(6) -0.2109(4) 0.0854(15) Uani 1 1 d . . .
O1 O 0.8170(3) 0.7869(3) 0.1093(3) 0.0497(8) Uani 1 1 d . . .
O2 O 0.7996(2) 0.5623(3) 0.1196(2) 0.0501(8) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 C13 2.209(6) . ?
Bi1 C7 2.210(4) . ?
Bi1 C7 2.210(4) 2_655 ?
Bi1 O1 2.297(3) 2_655 ?
Bi1 O1 2.297(3) . ?
C1 O2 1.221(5) . ?
C1 O1 1.290(5) . ?
C1 C2 1.498(6) . ?
C2 C6 1.360(6) . ?
C2 C3 1.369(7) . ?
C3 C4 1.388(9) . ?
C3 H3 0.9300 . ?
C4 N1 1.314(8) . ?
C4 H4 0.9300 . ?
C5 N1 1.294(7) . ?
C5 C6 1.394(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C12 1.366(6) . ?
C7 C8 1.379(7) . ?
C8 C9 1.392(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.373(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.380(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.389(5) 2_655 ?
C13 C14 1.389(5) . ?
C14 C15 1.381(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(6) . ?
C15 H15 0.9300 . ?
C16 C15 1.376(6) 2_655 ?
C16 H16 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
C13 Bi1 C7 106.31(11) . . ?
C13 Bi1 C7 106.31(11) . 2_655 ?
C7 Bi1 C7 147.4(2) . 2_655 ?
C13 Bi1 O1 86.60(8) . 2_655 ?
C7 Bi1 O1 93.31(15) . 2_655 ?
C7 Bi1 O1 88.60(15) 2_655 2_655 ?
C13 Bi1 O1 86.60(8) . . ?
C7 Bi1 O1 88.60(15) . . ?
C7 Bi1 O1 93.31(15) 2_655 . ?
O1 Bi1 O1 173.20(15) 2_655 . ?
O2 C1 O1 123.3(4) . . ?
O2 C1 C2 120.7(4) . . ?
O1 C1 C2 116.0(4) . . ?
C6 C2 C3 117.5(5) . . ?
C6 C2 C1 120.6(4) . . ?
C3 C2 C1 121.9(4) . . ?
C2 C3 C4 118.8(5) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
N1 C4 C3 124.4(6) . . ?
N1 C4 H4 117.8 . . ?
C3 C4 H4 117.8 . . ?
N1 C5 C6 125.1(5) . . ?
N1 C5 H5 117.5 . . ?
C6 C5 H5 117.5 . . ?
C2 C6 C5 118.5(5) . . ?
C2 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C12 C7 C8 122.9(4) . . ?
C12 C7 Bi1 123.4(3) . . ?
C8 C7 Bi1 113.6(3) . . ?
C7 C8 C9 117.8(5) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
C10 C9 C8 119.7(5) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 121.1(5) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.3(5) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 118.2(4) . . ?
C7 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
C14 C13 C14 119.6(6) 2_655 . ?
C14 C13 Bi1 120.2(3) 2_655 . ?
C14 C13 Bi1 120.2(3) . . ?
C15 C14 C13 119.9(5) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C16 C15 C14 120.3(5) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C15 120.0(6) 2_655 . ?
C15 C16 H16 120.0 2_655 . ?
C15 C16 H16 120.0 . . ?
C5 N1 C4 115.7(5) . . ?
C1 O1 Bi1 106.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C6 -5.3(7) . . . . ?
O1 C1 C2 C6 174.7(4) . . . . ?
O2 C1 C2 C3 175.5(5) . . . . ?
O1 C1 C2 C3 -4.5(7) . . . . ?
C6 C2 C3 C4 0.4(10) . . . . ?
C1 C2 C3 C4 179.6(7) . . . . ?
C2 C3 C4 N1 -1.9(15) . . . . ?
C3 C2 C6 C5 0.6(8) . . . . ?
C1 C2 C6 C5 -178.6(5) . . . . ?
N1 C5 C6 C2 -0.3(10) . . . . ?
C13 Bi1 C7 C12 -141.5(4) . . . . ?
C7 Bi1 C7 C12 38.5(4) 2_655 . . . ?
O1 Bi1 C7 C12 -54.1(4) 2_655 . . . ?
O1 Bi1 C7 C12 132.5(4) . . . . ?
C13 Bi1 C7 C8 36.6(4) . . . . ?
C7 Bi1 C7 C8 -143.4(4) 2_655 . . . ?
O1 Bi1 C7 C8 124.0(4) 2_655 . . . ?
O1 Bi1 C7 C8 -49.4(4) . . . . ?
C12 C7 C8 C9 -1.2(8) . . . . ?
Bi1 C7 C8 C9 -179.3(5) . . . . ?
C7 C8 C9 C10 0.7(10) . . . . ?
C8 C9 C10 C11 0.1(10) . . . . ?
C9 C10 C11 C12 -0.4(8) . . . . ?
C8 C7 C12 C11 0.8(7) . . . . ?
Bi1 C7 C12 C11 178.8(3) . . . . ?
C10 C11 C12 C7 0.0(7) . . . . ?
C7 Bi1 C13 C14 66.3(3) . . . 2_655 ?
C7 Bi1 C13 C14 -113.7(3) 2_655 . . 2_655 ?
O1 Bi1 C13 C14 -26.2(2) 2_655 . . 2_655 ?
O1 Bi1 C13 C14 153.8(2) . . . 2_655 ?
C7 Bi1 C13 C14 -113.7(3) . . . . ?
C7 Bi1 C13 C14 66.3(3) 2_655 . . . ?
O1 Bi1 C13 C14 153.8(2) 2_655 . . . ?
O1 Bi1 C13 C14 -26.2(2) . . . . ?
C14 C13 C14 C15 0.3(4) 2_655 . . . ?
Bi1 C13 C14 C15 -179.7(4) . . . . ?
C13 C14 C15 C16 -0.6(7) . . . . ?
C14 C15 C16 C15 0.3(4) . . . 2_655 ?
C6 C5 N1 C4 -1.0(11) . . . . ?
C3 C4 N1 C5 2.2(14) . . . . ?
O2 C1 O1 Bi1 -7.9(5) . . . . ?
C2 C1 O1 Bi1 172.1(3) . . . . ?
C13 Bi1 O1 C1 -172.9(3) . . . . ?
C7 Bi1 O1 C1 -66.4(3) . . . . ?
C7 Bi1 O1 C1 81.0(3) 2_655 . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.351
_refine_diff_density_min         -1.444
_refine_diff_density_rms         0.123
# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.012 0.000 0.012 426 117 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_shi_3157_maan
_database_code_depnum_ccdc_archive 'CCDC 1585638'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;
_audit_creation_date             2016-10-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C62 H46 Ag2 Bi2 F6 N4 O14 S2, 2(C H2 Cl2)'
_chemical_formula_sum            'C64 H50 Ag2 Bi2 Cl4 F6 N4 O14 S2'
_chemical_formula_weight         2052.70
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H30 N4 O10 S2 F6 Ag1 Bi1'
_chemical_oxdiff_usercomment     TM_17
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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.3800(4)
_cell_length_b                   19.8689(8)
_cell_length_c                   28.0926(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.574(3)
_cell_angle_gamma                90
_cell_volume                     6909.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6581
_cell_measurement_temperature    130.1(2)
_cell_measurement_theta_max      27.8690
_cell_measurement_theta_min      2.0440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.934
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.973
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3952
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_unetI/netI     0.0836
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            29329
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.791
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130.1(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1593
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  12.00   1.00  100.00    --  -15.29 -99.00   0.00   30
  2  ω    -30.00  48.00   1.00  100.00    --  -15.29  19.00   0.00   78
  3  ω     37.00  78.00   1.00  100.00    --   17.55  57.00  30.00   41
  4  ω    -17.00  21.00   1.00  100.00    --  -15.29 -96.00-104.00   38
  5  ω    -87.00 -35.00   1.00  100.00    --  -15.29-178.00  90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0000943000
_diffrn_orient_matrix_UB_12      0.0284895000
_diffrn_orient_matrix_UB_13      0.0152290000
_diffrn_orient_matrix_UB_21      0.0247258000
_diffrn_orient_matrix_UB_22      0.0194482000
_diffrn_orient_matrix_UB_23      -0.0180514000
_diffrn_orient_matrix_UB_31      -0.0516759000
_diffrn_orient_matrix_UB_32      0.0092061000
_diffrn_orient_matrix_UB_33      -0.0089383000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8606
_reflns_number_total             12047
_reflns_odcompleteness_completeness 98.39
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         3.277
_refine_diff_density_min         -1.647
_refine_diff_density_rms         0.221
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     858
_refine_ls_number_reflns         12047
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0665
_refine_ls_restrained_S_all      1.096
_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)+(0.0414P)²+106.0104P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1365
_refine_ls_wR_factor_ref         0.1531
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 S2X-O7X \\sim S1B-O7B \\sim S2X-O5X \\sim S2X-O5B \\sim S1B-O5B \\sim S1B-O6B
 with sigma of 0.01
 O7B-O6B \\sim O7B-O5B \\sim O6B-O5B \\sim O7X-O6X \\sim O7X-O5X \\sim O6X-O5X
 with sigma of 0.01
 F1A-C31A \\sim F2A-C31A \\sim F3A-C31A \\sim F5X-C19 \\sim F3B-C31B \\sim
F1B-C31B \\sim F2B-C31B ~
 F6X-C19 \\sim F4X-C19
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uiso(F5X) = Uiso(C19) = Uiso(F6X) = Uiso(S2X) = Uiso(F4X) = Uiso(O5X) =
Uiso(O7X) = Uiso(O5B) = Uiso(O5B) = Uiso(S1B) = Uiso(O7B) = Uiso(O6B) =
Uiso(C31B) = Uiso(F1B) = Uiso(F2B) = Uiso(F3B)
4. Others
 Sof(S1B)=Sof(F1B)=Sof(O5B)=Sof(O6B)=Sof(O7B)=Sof(C31B)=1-FVAR(1)
 Sof(S2X)=Sof(F4X)=Sof(O5X)=Sof(O6X)=Sof(O7X)=Sof(C19)=FVAR(1)
 Sof(F5X)=Sof(F6X)=1-FVAR(2)
 Sof(F2B)=Sof(F3B)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C32A(H32A,H32B), C32B(H32C,H32D)
5.b Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C3B(H3B), C4A(H4A), C4B(H4B), C5A(H5A), C5B(H5B), C6A(H6A),
 C6B(H6B), C9A(H9A), C9B(H9B), C10A(H10A), C10B(H10B), C11A(H11A), C11B(H11B),
 C12A(H12A), C12B(H12B), C14A(H14A), C14B(H14B), C15A(H15A), C15B(H15B),
 C16A(H16A), C16B(H16B), C17A(H17A), C17B(H17B), C18A(H18A), C18B(H18B),
 C20A(H20A), C20B(H20B), C21A(H21A), C21B(H21B), C22A(H22A), C22B(H22B),
 C23A(H23A), C23B(H23B), C24A(H24A), C24B(H24B), C26A(H26A), C26B(H26B),
 C27A(H27A), C27B(H27B), C28A(H28A), C28B(H28B), C29A(H29A), C29B(H29B),
 C30A(H30A), C30B(H30B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Bi1A Bi 0.73807(3) 0.32128(2) 0.81405(2) 0.01894(13) Uani 1 1 d . . . . .
Bi1B Bi 1.27844(4) 0.17282(2) 0.69686(2) 0.01928(13) Uani 1 1 d . . . . .
Ag1A Ag 0.49776(9) 0.26772(6) 0.55947(3) 0.0345(3) Uani 1 1 d . . . . .
Ag1B Ag 1.02293(9) 0.27461(6) 0.45202(4) 0.0389(3) Uani 1 1 d . . . . .
S1A S 0.2329(3) 0.3684(2) 0.51564(13) 0.0386(9) Uani 1 1 d . . . . .
S1B S 0.7583(7) 0.2200(5) 0.4873(3) 0.0754(15) Uiso 0.593(7) 1 d D . P A 1
S2X S 0.7602(9) 0.2182(7) 0.5152(5) 0.0754(15) Uiso 0.407(7) 1 d D . P A 2
F1A F 0.1688(10) 0.4924(6) 0.4986(4) 0.092(4) Uani 1 1 d D . . . .
F1B F 0.6472(14) 0.1243(10) 0.4561(6) 0.0754(15) Uiso 0.593(7) 1 d D . P A 1
F2A F 0.3345(11) 0.4723(6) 0.4816(4) 0.108(5) Uani 1 1 d D . . . .
F2B F 0.8214(16) 0.0984(13) 0.4804(8) 0.0754(15) Uiso 0.62(4) 1 d D . P A 1
F3A F 0.2873(9) 0.4843(5) 0.5530(4) 0.068(3) Uani 1 1 d D . . . .
F3B F 0.6983(19) 0.1080(11) 0.5323(8) 0.0754(15) Uiso 0.62(4) 1 d D . P A 1
F4X F 0.839(2) 0.1097(15) 0.5490(9) 0.0754(15) Uiso 0.407(7) 1 d D . P A 2
F5X F 0.671(2) 0.1012(18) 0.5131(16) 0.0754(15) Uiso 0.38(4) 1 d D . P A 2
F6X F 0.798(3) 0.100(2) 0.4683(11) 0.0754(15) Uiso 0.38(4) 1 d D . P A 2
O1A O 0.6898(7) 0.3194(4) 0.7354(3) 0.026(2) Uani 1 1 d . . . . .
O1B O 1.2226(7) 0.1860(4) 0.6201(3) 0.027(2) Uani 1 1 d . . . . .
O2A O 0.7062(7) 0.4306(5) 0.7478(3) 0.030(2) Uani 1 1 d . . . . .
O2B O 1.2088(7) 0.0746(4) 0.6266(3) 0.025(2) Uani 1 1 d . . . . .
O3A O 0.7859(7) 0.3086(4) 0.8920(3) 0.0224(19) Uani 1 1 d . . . . .
O3B O 1.3327(7) 0.1738(4) 0.7755(3) 0.024(2) Uani 1 1 d . . . . .
O4A O 0.7988(7) 0.4192(5) 0.8826(3) 0.027(2) Uani 1 1 d . . . . .
O4B O 1.3133(7) 0.0650(5) 0.7625(3) 0.029(2) Uani 1 1 d . . . . .
O5A O 0.3331(9) 0.3440(6) 0.5332(4) 0.062(3) Uani 1 1 d . . . . .
O5B O 0.6624(13) 0.2547(11) 0.5020(6) 0.0754(15) Uiso 0.593(7) 1 d D . P A 1
O5X O 0.7174(19) 0.2324(17) 0.5615(7) 0.0754(15) Uiso 0.407(7) 1 d D . P A 2
O6A O 0.2067(10) 0.3511(6) 0.4690(4) 0.064(4) Uani 1 1 d . . . . .
O6B O 0.7926(14) 0.2331(12) 0.4394(5) 0.0754(15) Uiso 0.593(7) 1 d D . P A 1
O6X O 0.685(2) 0.229(3) 0.4758(8) 0.120(16) Uiso 0.407(7) 1 d D . P A 2
O7A O 0.1484(10) 0.3644(7) 0.5500(4) 0.070(4) Uani 1 1 d . . . . .
O7B O 0.8454(12) 0.2199(12) 0.5226(5) 0.0754(15) Uiso 0.593(7) 1 d D . P A 1
O7X O 0.8674(15) 0.2448(17) 0.5068(9) 0.0754(15) Uiso 0.407(7) 1 d D . P A 2
N1A N 0.5606(9) 0.3501(6) 0.6012(3) 0.028(3) Uani 1 1 d . . . . .
N1B N 1.0842(8) 0.1843(6) 0.4856(3) 0.025(2) Uani 1 1 d . . . . .
N2A N 0.9279(8) 0.3208(6) 1.0264(3) 0.029(3) Uani 1 1 d . . . . .
N2B N 1.4559(8) 0.1420(6) 0.9101(3) 0.029(3) Uani 1 1 d . . . . .
C1A C 0.6810(10) 0.3837(7) 0.7216(4) 0.024(3) Uani 1 1 d . . . . .
C1B C 1.1994(10) 0.1273(7) 0.6040(4) 0.024(3) Uani 1 1 d . . . . .
C2A C 0.6375(9) 0.3948(6) 0.6729(4) 0.018(3) Uani 1 1 d . . . . .
C2B C 1.1501(10) 0.1260(7) 0.5541(4) 0.024(3) Uani 1 1 d . . . . .
C3A C 0.6087(9) 0.3434(6) 0.6436(4) 0.021(3) Uani 1 1 d . . . . .
H3A H 0.6239 0.2999 0.6539 0.025 Uiso 1 1 calc R . . . .
C3B C 1.1270(10) 0.1838(7) 0.5297(4) 0.028(3) Uani 1 1 d . . . . .
H3B H 1.1417 0.2248 0.5444 0.033 Uiso 1 1 calc R . . . .
C4A C 0.5461(11) 0.4149(7) 0.5860(5) 0.033(3) Uani 1 1 d . . . . .
H4A H 0.5157 0.4220 0.5560 0.039 Uiso 1 1 calc R . . . .
C4B C 1.0685(10) 0.1253(8) 0.4647(4) 0.033(4) Uani 1 1 d . . . . .
H4B H 1.0399 0.1247 0.4340 0.040 Uiso 1 1 calc R . . . .
C5A C 0.5736(11) 0.4683(7) 0.6122(4) 0.031(3) Uani 1 1 d . . . . .
H5A H 0.5604 0.5114 0.6006 0.037 Uiso 1 1 calc R . . . .
C5B C 1.0921(11) 0.0656(8) 0.4860(5) 0.034(3) Uani 1 1 d . . . . .
H5B H 1.0813 0.0254 0.4697 0.040 Uiso 1 1 calc R . . . .
C6A C 0.6219(10) 0.4601(7) 0.6568(4) 0.026(3) Uani 1 1 d . . . . .
H6A H 0.6429 0.4970 0.6751 0.031 Uiso 1 1 calc R . . . .
C6B C 1.1322(10) 0.0649(7) 0.5322(4) 0.028(3) Uani 1 1 d . . . . .
H6B H 1.1466 0.0246 0.5479 0.034 Uiso 1 1 calc R . . . .
C7A C 0.8121(9) 0.3689(7) 0.9073(4) 0.022(3) Uani 1 1 d . . . . .
C7B C 1.3394(10) 0.1121(7) 0.7886(4) 0.025(3) Uani 1 1 d . . . . .
C8A C 0.8556(9) 0.3741(6) 0.9568(4) 0.017(3) Uani 1 1 d . . . . .
C8B C 1.3827(10) 0.0988(6) 0.8383(4) 0.023(3) Uani 1 1 d . . . . .
C9A C 0.8856(9) 0.3175(6) 0.9822(4) 0.020(3) Uani 1 1 d . . . . .
H9A H 0.8761 0.2755 0.9682 0.024 Uiso 1 1 calc R . . . .
C9B C 1.4113(10) 0.1513(7) 0.8677(4) 0.025(3) Uani 1 1 d . . . . .
H9B H 1.3987 0.1951 0.8573 0.030 Uiso 1 1 calc R . . . .
C10A C 0.9407(10) 0.3811(7) 1.0447(4) 0.026(3) Uani 1 1 d . . . . .
H10A H 0.9727 0.3836 1.0747 0.031 Uiso 1 1 calc R . . . .
C10B C 1.4732(11) 0.0777(9) 0.9250(4) 0.037(4) Uani 1 1 d . . . . .
H10B H 1.5085 0.0708 0.9540 0.045 Uiso 1 1 calc R . . . .
C11A C 0.9106(10) 0.4422(7) 1.0231(4) 0.029(3) Uani 1 1 d . . . . .
H11A H 0.9181 0.4834 1.0385 0.035 Uiso 1 1 calc R . . . .
C11B C 1.4407(11) 0.0228(8) 0.8993(5) 0.035(3) Uani 1 1 d . . . . .
H11B H 1.4472 -0.0205 0.9116 0.042 Uiso 1 1 calc R . . . .
C12A C 0.8696(10) 0.4368(7) 0.9778(4) 0.027(3) Uani 1 1 d . . . . .
H12A H 0.8509 0.4755 0.9610 0.032 Uiso 1 1 calc R . . . .
C12B C 1.3977(11) 0.0340(7) 0.8542(4) 0.030(3) Uani 1 1 d . . . . .
H12B H 1.3791 -0.0022 0.8348 0.037 Uiso 1 1 calc R . . . .
C13A C 0.5865(9) 0.3687(7) 0.8344(4) 0.020(3) Uani 1 1 d . . . . .
C13B C 1.4307(9) 0.1245(6) 0.6735(4) 0.019(3) Uani 1 1 d . . . . .
C14A C 0.5015(10) 0.3253(7) 0.8432(4) 0.024(3) Uani 1 1 d . . . . .
H14A H 0.5106 0.2790 0.8400 0.029 Uiso 1 1 calc R . . . .
C14B C 1.5117(10) 0.1688(7) 0.6659(4) 0.027(3) Uani 1 1 d . . . . .
H14B H 1.5024 0.2147 0.6710 0.032 Uiso 1 1 calc R . . . .
C15A C 0.4024(11) 0.3514(7) 0.8567(5) 0.033(3) Uani 1 1 d . . . . .
H15A H 0.3448 0.3225 0.8621 0.040 Uiso 1 1 calc R . . . .
C15B C 1.6108(11) 0.1428(8) 0.6500(5) 0.037(4) Uani 1 1 d . . . . .
H15B H 1.6681 0.1717 0.6439 0.044 Uiso 1 1 calc R . . . .
C16A C 0.3887(11) 0.4186(7) 0.8622(4) 0.033(3) Uiso 1 1 d . . . . .
H16A H 0.3215 0.4357 0.8705 0.039 Uiso 1 1 calc R . . . .
C16B C 1.6229(12) 0.0756(9) 0.6434(4) 0.039(4) Uani 1 1 d . . . . .
H16B H 1.6887 0.0586 0.6331 0.046 Uiso 1 1 calc R . . . .
C17A C 0.4748(10) 0.4617(7) 0.8552(4) 0.027(3) Uani 1 1 d . . . . .
H17A H 0.4650 0.5076 0.8602 0.033 Uiso 1 1 calc R . . . .
C17B C 1.5367(12) 0.0318(8) 0.6521(4) 0.038(4) Uani 1 1 d . . . . .
H17B H 1.5450 -0.0143 0.6476 0.045 Uiso 1 1 calc R . . . .
C18A C 0.5761(10) 0.4385(7) 0.8410(4) 0.025(3) Uani 1 1 d . . . . .
H18A H 0.6337 0.4677 0.8362 0.030 Uiso 1 1 calc R . . . .
C18B C 1.4400(12) 0.0573(7) 0.6672(4) 0.031(3) Uani 1 1 d . . . . .
H18B H 1.3819 0.0289 0.6730 0.038 Uiso 1 1 calc R . . . .
C19 C 0.774(2) 0.124(2) 0.5119(9) 0.0754(15) Uiso 0.407(7) 1 d D . P A 2
C19A C 0.7026(9) 0.2110(6) 0.8152(4) 0.017(3) Uani 1 1 d . . . . .
C19B C 1.3104(10) 0.2825(7) 0.6955(4) 0.022(3) Uani 1 1 d . . . . .
C20A C 0.6481(10) 0.1831(7) 0.7776(4) 0.026(3) Uani 1 1 d . . . . .
H20A H 0.6284 0.2093 0.7515 0.032 Uiso 1 1 calc R . . . .
C20B C 1.2699(11) 0.3220(7) 0.6581(4) 0.029(3) Uani 1 1 d . . . . .
H20B H 1.2302 0.3024 0.6336 0.035 Uiso 1 1 calc R . . . .
C21A C 0.6229(10) 0.1158(7) 0.7788(4) 0.027(3) Uani 1 1 d . . . . .
H21A H 0.5835 0.0967 0.7538 0.032 Uiso 1 1 calc R . . . .
C21B C 1.2891(11) 0.3894(7) 0.6580(5) 0.034(3) Uani 1 1 d . . . . .
H21B H 1.2590 0.4163 0.6342 0.041 Uiso 1 1 calc R . . . .
C22A C 0.6554(10) 0.0764(7) 0.8166(4) 0.027(3) Uani 1 1 d . . . . .
H22A H 0.6411 0.0305 0.8165 0.032 Uiso 1 1 calc R . . . .
C22B C 1.3529(10) 0.4182(6) 0.6930(4) 0.025(3) Uani 1 1 d . . . . .
H22B H 1.3687 0.4639 0.6916 0.029 Uiso 1 1 calc R . . . .
C23A C 0.7088(11) 0.1049(7) 0.8544(5) 0.036(3) Uani 1 1 d . . . . .
H23A H 0.7302 0.0783 0.8800 0.043 Uiso 1 1 calc R . . . .
C23B C 1.3938(9) 0.3799(7) 0.7302(4) 0.026(3) Uani 1 1 d . . . . .
H23B H 1.4345 0.4001 0.7543 0.032 Uiso 1 1 calc R . . . .
C24A C 0.7317(10) 0.1744(7) 0.8548(4) 0.028(3) Uani 1 1 d . . . . .
H24A H 0.7653 0.1946 0.8808 0.034 Uiso 1 1 calc R . . . .
C24B C 1.3737(10) 0.3112(7) 0.7314(4) 0.028(3) Uani 1 1 d . . . . .
H24B H 1.4020 0.2848 0.7558 0.033 Uiso 1 1 calc R . . . .
C25A C 0.9086(10) 0.3425(7) 0.7990(5) 0.032(3) Uani 1 1 d . . . . .
C25B C 1.1119(10) 0.1479(7) 0.7155(4) 0.025(3) Uani 1 1 d . . . . .
C26A C 0.9794(13) 0.2990(10) 0.8172(7) 0.063(5) Uani 1 1 d . . . . .
H26A H 0.9556 0.2626 0.8350 0.076 Uiso 1 1 calc R . . . .
C26B C 1.0386(12) 0.2007(9) 0.7092(6) 0.055(5) Uani 1 1 d . . . . .
H26B H 1.0603 0.2432 0.6992 0.066 Uiso 1 1 calc R . . . .
C27A C 1.0919(13) 0.3083(12) 0.8094(8) 0.086(7) Uani 1 1 d . . . . .
H27A H 1.1418 0.2774 0.8212 0.104 Uiso 1 1 calc R . . . .
C27B C 0.9303(13) 0.1856(9) 0.7189(8) 0.069(6) Uani 1 1 d . . . . .
H27B H 0.8780 0.2189 0.7156 0.083 Uiso 1 1 calc R . . . .
C28A C 1.1255(13) 0.3630(10) 0.7845(6) 0.054(5) Uani 1 1 d . . . . .
H28A H 1.1988 0.3709 0.7802 0.065 Uiso 1 1 calc R . . . .
C28B C 0.9009(12) 0.1222(10) 0.7333(6) 0.053(5) Uani 1 1 d . . . . .
H28B H 0.8287 0.1129 0.7393 0.063 Uiso 1 1 calc R . . . .
C29A C 1.0503(12) 0.4059(9) 0.7660(5) 0.043(4) Uani 1 1 d . . . . .
H29A H 1.0732 0.4421 0.7477 0.052 Uiso 1 1 calc R . . . .
C29B C 0.9766(13) 0.0723(9) 0.7388(5) 0.045(4) Uani 1 1 d . . . . .
H29B H 0.9560 0.0297 0.7491 0.053 Uiso 1 1 calc R . . . .
C30A C 0.9420(11) 0.3972(8) 0.7734(5) 0.035(3) Uani 1 1 d . . . . .
H30A H 0.8921 0.4280 0.7614 0.042 Uiso 1 1 calc R . . . .
C30B C 1.0829(10) 0.0856(8) 0.7290(5) 0.033(3) Uani 1 1 d . . . . .
H30B H 1.1345 0.0517 0.7317 0.040 Uiso 1 1 calc R . . . .
C31A C 0.2561(9) 0.4570(8) 0.5117(4) 0.053(5) Uani 1 1 d D . . . .
C31B C 0.7268(14) 0.1296(17) 0.4886(6) 0.0754(15) Uiso 0.593(7) 1 d D . P A 1
Cl1A Cl 0.4965(5) 0.6428(3) 0.5529(2) 0.100(2) Uani 1 1 d . . . . .
Cl2A Cl 0.4054(4) 0.6259(3) 0.64749(17) 0.0692(13) Uani 1 1 d . . . . .
C32A C 0.3764(16) 0.6461(12) 0.5862(6) 0.079(7) Uani 1 1 d . . . . .
H32A H 0.3244 0.6143 0.5733 0.095 Uiso 1 1 calc R . . . .
H32B H 0.3453 0.6908 0.5841 0.095 Uiso 1 1 calc R . . . .
Cl1B Cl 0.8470(6) 0.3936(4) 0.5664(3) 0.119(3) Uani 1 1 d . . . . .
Cl2B Cl 0.9386(5) 0.3594(3) 0.6564(2) 0.0884(17) Uani 1 1 d . . . . .
C32B C 0.9202(16) 0.3311(11) 0.5983(7) 0.078(6) Uani 1 1 d . . . . .
H32C H 0.8803 0.2891 0.5981 0.093 Uiso 1 1 calc R . . . .
H32D H 0.9896 0.3235 0.5835 0.093 Uiso 1 1 calc R . . . .


_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
Bi1A O1A 2.283(7) . ?
Bi1A O3A 2.278(7) . ?
Bi1A C13A 2.181(12) . ?
Bi1A C19A 2.235(12) . ?
Bi1A C25A 2.198(12) . ?
Bi1B O1B 2.274(7) . ?
Bi1B O3B 2.303(7) . ?
Bi1B C13B 2.220(11) . ?
Bi1B C19B 2.216(13) . ?
Bi1B C25B 2.189(12) . ?
Ag1A O5A 2.640(11) . ?
Ag1A O5B 2.626(15) . ?
Ag1A O5X 2.81(3) . ?
Ag1A N1A 2.155(11) . ?
Ag1A N2A 2.165(11) 4_565 ?
Ag1B O7X 2.547(18) . ?
Ag1B N1B 2.161(11) . ?
Ag1B N2B 2.191(11) 4_565 ?
S1A O5A 1.416(11) . ?
S1A O6A 1.391(10) . ?
S1A O7A 1.432(12) . ?
S1A C31A 1.788(16) . ?
S1B O5B 1.437(12) . ?
S1B O6B 1.438(12) . ?
S1B O7B 1.457(12) . ?
S1B C31B 1.84(3) . ?
S2X O5X 1.439(12) . ?
S2X O6X 1.45(2) . ?
S2X O7X 1.449(12) . ?
S2X C19 1.89(5) . ?
F1A C31A 1.338(9) . ?
F1B C31B 1.341(10) . ?
F2A C31A 1.328(9) . ?
F2B C31B 1.348(10) . ?
F3A C31A 1.336(9) . ?
F3B C31B 1.350(10) . ?
F4X C19 1.342(10) . ?
F5X C19 1.347(10) . ?
F6X C19 1.346(10) . ?
O1A C1A 1.339(15) . ?
O1B C1B 1.281(15) . ?
O2A C1A 1.226(15) . ?
O2B C1B 1.230(15) . ?
O3A C7A 1.311(15) . ?
O3B C7B 1.283(15) . ?
O4A C7A 1.228(14) . ?
O4B C7B 1.230(15) . ?
N1A C3A 1.332(14) . ?
N1A C4A 1.367(17) . ?
N1B C3B 1.344(15) . ?
N1B C4B 1.324(18) . ?
N2A Ag1A 2.165(11) 4_666 ?
N2A C9A 1.343(14) . ?
N2A C10A 1.313(17) . ?
N2B Ag1B 2.191(11) 4_666 ?
N2B C9B 1.320(15) . ?
N2B C10B 1.363(19) . ?
C1A C2A 1.483(16) . ?
C1B C2B 1.524(15) . ?
C2A C3A 1.358(16) . ?
C2A C6A 1.386(17) . ?
C2B C3B 1.366(18) . ?
C2B C6B 1.377(18) . ?
C3A H3A 0.9300 . ?
C3B H3B 0.9300 . ?
C4A H4A 0.9300 . ?
C4A C5A 1.335(18) . ?
C4B H4B 0.9300 . ?
C4B C5B 1.36(2) . ?
C5A H5A 0.9300 . ?
C5A C6A 1.394(17) . ?
C5B H5B 0.9300 . ?
C5B C6B 1.386(17) . ?
C6A H6A 0.9300 . ?
C6B H6B 0.9300 . ?
C7A C8A 1.489(15) . ?
C7B C8B 1.513(15) . ?
C8A C9A 1.382(16) . ?
C8A C12A 1.388(17) . ?
C8B C9B 1.375(17) . ?
C8B C12B 1.375(18) . ?
C9A H9A 0.9300 . ?
C9B H9B 0.9300 . ?
C10A H10A 0.9300 . ?
C10A C11A 1.406(18) . ?
C10B H10B 0.9300 . ?
C10B C11B 1.37(2) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.369(16) . ?
C11B H11B 0.9300 . ?
C11B C12B 1.386(17) . ?
C12A H12A 0.9300 . ?
C12B H12B 0.9300 . ?
C13A C14A 1.385(17) . ?
C13A C18A 1.406(18) . ?
C13B C14B 1.353(18) . ?
C13B C18B 1.353(18) . ?
C14A H14A 0.9300 . ?
C14A C15A 1.389(18) . ?
C14B H14B 0.9300 . ?
C14B C15B 1.409(18) . ?
C15A H15A 0.9300 . ?
C15A C16A 1.35(2) . ?
C15B H15B 0.9300 . ?
C15B C16B 1.36(2) . ?
C16A H16A 0.9300 . ?
C16A C17A 1.382(19) . ?
C16B H16B 0.9300 . ?
C16B C17B 1.40(2) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.399(17) . ?
C17B H17B 0.9300 . ?
C17B C18B 1.37(2) . ?
C18A H18A 0.9300 . ?
C18B H18B 0.9300 . ?
C19A C20A 1.366(16) . ?
C19A C24A 1.374(17) . ?
C19B C20B 1.399(16) . ?
C19B C24B 1.394(17) . ?
C20A H20A 0.9300 . ?
C20A C21A 1.373(18) . ?
C20B H20B 0.9300 . ?
C20B C21B 1.360(19) . ?
C21A H21A 0.9300 . ?
C21A C22A 1.377(17) . ?
C21B H21B 0.9300 . ?
C21B C22B 1.379(18) . ?
C22A H22A 0.9300 . ?
C22A C23A 1.368(18) . ?
C22B H22B 0.9300 . ?
C22B C23B 1.385(17) . ?
C23A H23A 0.9300 . ?
C23A C24A 1.408(19) . ?
C23B H23B 0.9300 . ?
C23B C24B 1.386(18) . ?
C24A H24A 0.9300 . ?
C24B H24B 0.9300 . ?
C25A C26A 1.33(2) . ?
C25A C30A 1.37(2) . ?
C25B C26B 1.40(2) . ?
C25B C30B 1.346(19) . ?
C26A H26A 0.9300 . ?
C26A C27A 1.42(2) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.40(2) . ?
C27A H27A 0.9300 . ?
C27A C28A 1.36(3) . ?
C27B H27B 0.9300 . ?
C27B C28B 1.37(2) . ?
C28A H28A 0.9300 . ?
C28A C29A 1.36(2) . ?
C28B H28B 0.9300 . ?
C28B C29B 1.37(2) . ?
C29A H29A 0.9300 . ?
C29A C30A 1.371(19) . ?
C29B H29B 0.9300 . ?
C29B C30B 1.373(19) . ?
C30A H30A 0.9300 . ?
C30B H30B 0.9300 . ?
Cl1A C32A 1.766(18) . ?
Cl2A C32A 1.800(18) . ?
C32A H32A 0.9700 . ?
C32A H32B 0.9700 . ?
Cl1B C32B 1.77(2) . ?
Cl2B C32B 1.74(2) . ?
C32B H32C 0.9700 . ?
C32B H32D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3A Bi1A O1A 172.7(3) . . ?
C13A Bi1A O1A 92.5(4) . . ?
C13A Bi1A O3A 90.7(3) . . ?
C13A Bi1A C19A 104.4(4) . . ?
C13A Bi1A C25A 143.0(5) . . ?
C19A Bi1A O1A 87.0(4) . . ?
C19A Bi1A O3A 85.8(3) . . ?
C25A Bi1A O1A 93.4(4) . . ?
C25A Bi1A O3A 88.0(4) . . ?
C25A Bi1A C19A 112.3(5) . . ?
O1B Bi1B O3B 172.8(3) . . ?
C13B Bi1B O1B 91.2(4) . . ?
C13B Bi1B O3B 92.7(3) . . ?
C19B Bi1B O1B 85.6(4) . . ?
C19B Bi1B O3B 87.6(3) . . ?
C19B Bi1B C13B 105.5(5) . . ?
C25B Bi1B O1B 88.5(4) . . ?
C25B Bi1B O3B 92.2(4) . . ?
C25B Bi1B C13B 141.0(5) . . ?
C25B Bi1B C19B 113.3(5) . . ?
O5A Ag1A O5X 153.4(7) . . ?
O5B Ag1A O5A 119.1(4) . . ?
N1A Ag1A O5A 89.4(4) . . ?
N1A Ag1A O5B 97.5(6) . . ?
N1A Ag1A O5X 80.5(7) . . ?
N1A Ag1A N2A 172.4(4) . 4_565 ?
N2A Ag1A O5A 92.4(4) 4_565 . ?
N2A Ag1A O5B 88.0(6) 4_565 . ?
N2A Ag1A O5X 100.9(7) 4_565 . ?
N1B Ag1B O7X 78.9(8) . . ?
N1B Ag1B N2B 172.6(4) . 4_565 ?
N2B Ag1B O7X 102.5(8) 4_565 . ?
O5A S1A O7A 113.0(8) . . ?
O5A S1A C31A 102.6(6) . . ?
O6A S1A O5A 116.1(8) . . ?
O6A S1A O7A 117.2(8) . . ?
O6A S1A C31A 102.7(7) . . ?
O7A S1A C31A 102.4(7) . . ?
O5B S1B O6B 115.7(7) . . ?
O5B S1B O7B 114.4(7) . . ?
O5B S1B C31B 106.7(12) . . ?
O6B S1B O7B 114.5(7) . . ?
O6B S1B C31B 105.0(12) . . ?
O7B S1B C31B 98.0(12) . . ?
O5X S2X O6X 114.7(13) . . ?
O5X S2X O7X 114.9(10) . . ?
O5X S2X C19 105.9(18) . . ?
O6X S2X C19 100(2) . . ?
O7X S2X O6X 113.8(12) . . ?
O7X S2X C19 105.8(18) . . ?
C1A O1A Bi1A 106.5(7) . . ?
C1B O1B Bi1B 107.1(7) . . ?
C7A O3A Bi1A 106.0(7) . . ?
C7B O3B Bi1B 106.5(7) . . ?
S1A O5A Ag1A 164.8(8) . . ?
S1B O5B Ag1A 150.7(12) . . ?
S2X O5X Ag1A 113.4(13) . . ?
S2X O7X Ag1B 151.8(15) . . ?
C3A N1A Ag1A 124.5(9) . . ?
C3A N1A C4A 115.4(11) . . ?
C4A N1A Ag1A 120.0(8) . . ?
C3B N1B Ag1B 122.8(9) . . ?
C4B N1B Ag1B 119.5(8) . . ?
C4B N1B C3B 117.2(12) . . ?
C9A N2A Ag1A 120.5(9) . 4_666 ?
C10A N2A Ag1A 121.8(8) . 4_666 ?
C10A N2A C9A 116.7(12) . . ?
C9B N2B Ag1B 122.2(10) . 4_666 ?
C9B N2B C10B 118.2(12) . . ?
C10B N2B Ag1B 119.0(8) . 4_666 ?
O1A C1A C2A 115.9(11) . . ?
O2A C1A O1A 122.2(11) . . ?
O2A C1A C2A 121.9(12) . . ?
O1B C1B C2B 115.2(11) . . ?
O2B C1B O1B 125.1(11) . . ?
O2B C1B C2B 119.6(12) . . ?
C3A C2A C1A 122.6(11) . . ?
C3A C2A C6A 118.1(11) . . ?
C6A C2A C1A 119.2(11) . . ?
C3B C2B C1B 121.7(12) . . ?
C3B C2B C6B 119.1(11) . . ?
C6B C2B C1B 119.1(12) . . ?
N1A C3A C2A 125.4(12) . . ?
N1A C3A H3A 117.3 . . ?
C2A C3A H3A 117.3 . . ?
N1B C3B C2B 123.1(12) . . ?
N1B C3B H3B 118.4 . . ?
C2B C3B H3B 118.4 . . ?
N1A C4A H4A 118.5 . . ?
C5A C4A N1A 123.0(12) . . ?
C5A C4A H4A 118.5 . . ?
N1B C4B H4B 118.4 . . ?
N1B C4B C5B 123.2(11) . . ?
C5B C4B H4B 118.4 . . ?
C4A C5A H5A 119.7 . . ?
C4A C5A C6A 120.5(13) . . ?
C6A C5A H5A 119.7 . . ?
C4B C5B H5B 120.2 . . ?
C4B C5B C6B 119.7(13) . . ?
C6B C5B H5B 120.2 . . ?
C2A C6A C5A 117.4(12) . . ?
C2A C6A H6A 121.3 . . ?
C5A C6A H6A 121.3 . . ?
C2B C6B C5B 117.6(13) . . ?
C2B C6B H6B 121.2 . . ?
C5B C6B H6B 121.2 . . ?
O3A C7A C8A 117.1(11) . . ?
O4A C7A O3A 121.8(10) . . ?
O4A C7A C8A 121.0(11) . . ?
O3B C7B C8B 117.0(11) . . ?
O4B C7B O3B 122.8(10) . . ?
O4B C7B C8B 120.3(12) . . ?
C9A C8A C7A 121.2(11) . . ?
C9A C8A C12A 118.6(10) . . ?
C12A C8A C7A 120.2(11) . . ?
C9B C8B C7B 120.5(12) . . ?
C12B C8B C7B 120.6(12) . . ?
C12B C8B C9B 118.8(11) . . ?
N2A C9A C8A 122.6(12) . . ?
N2A C9A H9A 118.7 . . ?
C8A C9A H9A 118.7 . . ?
N2B C9B C8B 122.6(13) . . ?
N2B C9B H9B 118.7 . . ?
C8B C9B H9B 118.7 . . ?
N2A C10A H10A 117.0 . . ?
N2A C10A C11A 126.1(11) . . ?
C11A C10A H10A 117.0 . . ?
N2B C10B H10B 118.6 . . ?
N2B C10B C11B 122.7(12) . . ?
C11B C10B H10B 118.6 . . ?
C10A C11A H11A 122.4 . . ?
C12A C11A C10A 115.3(13) . . ?
C12A C11A H11A 122.4 . . ?
C10B C11B H11B 121.2 . . ?
C10B C11B C12B 117.7(14) . . ?
C12B C11B H11B 121.2 . . ?
C8A C12A H12A 119.7 . . ?
C11A C12A C8A 120.6(12) . . ?
C11A C12A H12A 119.7 . . ?
C8B C12B C11B 119.7(13) . . ?
C8B C12B H12B 120.1 . . ?
C11B C12B H12B 120.1 . . ?
C14A C13A Bi1A 115.8(10) . . ?
C14A C13A C18A 121.4(12) . . ?
C18A C13A Bi1A 122.7(9) . . ?
C14B C13B Bi1B 113.5(9) . . ?
C14B C13B C18B 123.9(12) . . ?
C18B C13B Bi1B 122.6(10) . . ?
C13A C14A H14A 120.3 . . ?
C13A C14A C15A 119.4(13) . . ?
C15A C14A H14A 120.3 . . ?
C13B C14B H14B 121.3 . . ?
C13B C14B C15B 117.5(13) . . ?
C15B C14B H14B 121.3 . . ?
C14A C15A H15A 119.6 . . ?
C16A C15A C14A 120.8(14) . . ?
C16A C15A H15A 119.6 . . ?
C14B C15B H15B 119.9 . . ?
C16B C15B C14B 120.2(14) . . ?
C16B C15B H15B 119.9 . . ?
C15A C16A H16A 120.1 . . ?
C15A C16A C17A 119.8(14) . . ?
C17A C16A H16A 120.1 . . ?
C15B C16B H16B 119.9 . . ?
C15B C16B C17B 120.2(14) . . ?
C17B C16B H16B 119.9 . . ?
C16A C17A H17A 118.9 . . ?
C16A C17A C18A 122.1(13) . . ?
C18A C17A H17A 118.9 . . ?
C16B C17B H17B 120.2 . . ?
C18B C17B C16B 119.6(14) . . ?
C18B C17B H17B 120.2 . . ?
C13A C18A H18A 121.8 . . ?
C17A C18A C13A 116.5(13) . . ?
C17A C18A H18A 121.8 . . ?
C13B C18B C17B 118.7(14) . . ?
C13B C18B H18B 120.6 . . ?
C17B C18B H18B 120.6 . . ?
F4X C19 S2X 103(3) . . ?
F4X C19 F5X 118(4) . . ?
F4X C19 F6X 120(3) . . ?
F5X C19 S2X 104(3) . . ?
F6X C19 S2X 114(3) . . ?
F6X C19 F5X 97(3) . . ?
C20A C19A Bi1A 118.8(9) . . ?
C20A C19A C24A 122.4(12) . . ?
C24A C19A Bi1A 118.7(8) . . ?
C20B C19B Bi1B 120.1(9) . . ?
C24B C19B Bi1B 119.3(9) . . ?
C24B C19B C20B 120.6(12) . . ?
C19A C20A H20A 120.4 . . ?
C19A C20A C21A 119.1(12) . . ?
C21A C20A H20A 120.4 . . ?
C19B C20B H20B 120.2 . . ?
C21B C20B C19B 119.5(12) . . ?
C21B C20B H20B 120.2 . . ?
C20A C21A H21A 119.8 . . ?
C20A C21A C22A 120.5(11) . . ?
C22A C21A H21A 119.8 . . ?
C20B C21B H21B 119.8 . . ?
C20B C21B C22B 120.3(12) . . ?
C22B C21B H21B 119.8 . . ?
C21A C22A H22A 120.0 . . ?
C23A C22A C21A 119.9(13) . . ?
C23A C22A H22A 120.0 . . ?
C21B C22B H22B 119.6 . . ?
C21B C22B C23B 120.8(12) . . ?
C23B C22B H22B 119.6 . . ?
C22A C23A H23A 119.8 . . ?
C22A C23A C24A 120.5(13) . . ?
C24A C23A H23A 119.8 . . ?
C22B C23B H23B 120.2 . . ?
C22B C23B C24B 119.7(12) . . ?
C24B C23B H23B 120.2 . . ?
C19A C24A C23A 117.5(11) . . ?
C19A C24A H24A 121.3 . . ?
C23A C24A H24A 121.3 . . ?
C19B C24B H24B 120.5 . . ?
C23B C24B C19B 118.9(12) . . ?
C23B C24B H24B 120.5 . . ?
C26A C25A Bi1A 115.6(12) . . ?
C26A C25A C30A 121.1(13) . . ?
C30A C25A Bi1A 123.3(11) . . ?
C26B C25B Bi1B 114.4(10) . . ?
C30B C25B Bi1B 122.0(10) . . ?
C30B C25B C26B 123.5(13) . . ?
C25A C26A H26A 120.0 . . ?
C25A C26A C27A 120.0(18) . . ?
C27A C26A H26A 120.0 . . ?
C25B C26B H26B 122.1 . . ?
C25B C26B C27B 115.9(15) . . ?
C27B C26B H26B 122.1 . . ?
C26A C27A H27A 120.4 . . ?
C28A C27A C26A 119.2(19) . . ?
C28A C27A H27A 120.4 . . ?
C26B C27B H27B 119.7 . . ?
C28B C27B C26B 120.6(16) . . ?
C28B C27B H27B 119.7 . . ?
C27A C28A H28A 120.5 . . ?
C27A C28A C29A 119.0(16) . . ?
C29A C28A H28A 120.5 . . ?
C27B C28B H28B 119.6 . . ?
C29B C28B C27B 120.9(14) . . ?
C29B C28B H28B 119.6 . . ?
C28A C29A H29A 119.0 . . ?
C28A C29A C30A 122.0(16) . . ?
C30A C29A H29A 119.0 . . ?
C28B C29B H29B 120.2 . . ?
C28B C29B C30B 119.6(16) . . ?
C30B C29B H29B 120.2 . . ?
C25A C30A C29A 118.7(14) . . ?
C25A C30A H30A 120.6 . . ?
C29A C30A H30A 120.6 . . ?
C25B C30B C29B 119.5(14) . . ?
C25B C30B H30B 120.3 . . ?
C29B C30B H30B 120.3 . . ?
F1A C31A S1A 114.0(10) . . ?
F2A C31A S1A 112.6(9) . . ?
F2A C31A F1A 107.4(13) . . ?
F2A C31A F3A 104.6(12) . . ?
F3A C31A S1A 113.0(9) . . ?
F3A C31A F1A 104.5(11) . . ?
F1B C31B S1B 102.6(18) . . ?
F1B C31B F2B 119(2) . . ?
F1B C31B F3B 113(2) . . ?
F2B C31B S1B 105.1(19) . . ?
F2B C31B F3B 104.1(19) . . ?
F3B C31B S1B 113(2) . . ?
Cl1A C32A Cl2A 109.8(11) . . ?
Cl1A C32A H32A 109.7 . . ?
Cl1A C32A H32B 109.7 . . ?
Cl2A C32A H32A 109.7 . . ?
Cl2A C32A H32B 109.7 . . ?
H32A C32A H32B 108.2 . . ?
Cl1B C32B H32C 110.1 . . ?
Cl1B C32B H32D 110.1 . . ?
Cl2B C32B Cl1B 108.1(12) . . ?
Cl2B C32B H32C 110.1 . . ?
Cl2B C32B H32D 110.1 . . ?
H32C C32B H32D 108.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Bi1A O1A C1A O2A 6.2(14) . . . . ?
Bi1A O1A C1A C2A -173.0(8) . . . . ?
Bi1A O3A C7A O4A 6.8(14) . . . . ?
Bi1A O3A C7A C8A -175.1(8) . . . . ?
Bi1A C13A C14A C15A 179.5(9) . . . . ?
Bi1A C13A C18A C17A -178.4(8) . . . . ?
Bi1A C19A C20A C21A -177.8(9) . . . . ?
Bi1A C19A C24A C23A -179.7(10) . . . . ?
Bi1A C25A C26A C27A 180.0(16) . . . . ?
Bi1A C25A C30A C29A -180.0(10) . . . . ?
Bi1B O1B C1B O2B -1.4(15) . . . . ?
Bi1B O1B C1B C2B 174.5(8) . . . . ?
Bi1B O3B C7B O4B -4.1(15) . . . . ?
Bi1B O3B C7B C8B 175.2(9) . . . . ?
Bi1B C13B C14B C15B -178.6(9) . . . . ?
Bi1B C13B C18B C17B 179.1(9) . . . . ?
Bi1B C19B C20B C21B 179.2(10) . . . . ?
Bi1B C19B C24B C23B 179.7(9) . . . . ?
Bi1B C25B C26B C27B 177.4(13) . . . . ?
Bi1B C25B C30B C29B -177.9(10) . . . . ?
Ag1A N1A C3A C2A -171.9(9) . . . . ?
Ag1A N1A C4A C5A 173.4(11) . . . . ?
Ag1A N2A C9A C8A -169.6(9) 4_666 . . . ?
Ag1A N2A C10A C11A 171.4(10) 4_666 . . . ?
Ag1B N1B C3B C2B 169.3(10) . . . . ?
Ag1B N1B C4B C5B -171.4(10) . . . . ?
Ag1B N2B C9B C8B 170.7(10) 4_666 . . . ?
Ag1B N2B C10B C11B -175.3(10) 4_666 . . . ?
O1A C1A C2A C3A -0.4(17) . . . . ?
O1A C1A C2A C6A 177.4(11) . . . . ?
O1B C1B C2B C3B -3.5(18) . . . . ?
O1B C1B C2B C6B 173.8(12) . . . . ?
O2A C1A C2A C3A -179.6(12) . . . . ?
O2A C1A C2A C6A -1.8(18) . . . . ?
O2B C1B C2B C3B 172.7(12) . . . . ?
O2B C1B C2B C6B -10.0(18) . . . . ?
O3A C7A C8A C9A 11.5(17) . . . . ?
O3A C7A C8A C12A -170.3(11) . . . . ?
O3B C7B C8B C9B 1.1(18) . . . . ?
O3B C7B C8B C12B -176.6(12) . . . . ?
O4A C7A C8A C9A -170.4(11) . . . . ?
O4A C7A C8A C12A 7.8(18) . . . . ?
O4B C7B C8B C9B -179.6(12) . . . . ?
O4B C7B C8B C12B 2.8(19) . . . . ?
O5A S1A C31A F1A -175.7(10) . . . . ?
O5A S1A C31A F2A 61.7(11) . . . . ?
O5A S1A C31A F3A -56.6(10) . . . . ?
O5B S1B C31B F1B 62.4(14) . . . . ?
O5B S1B C31B F2B -172.7(13) . . . . ?
O5B S1B C31B F3B -59.9(17) . . . . ?
O5X S2X O7X Ag1B -167(4) . . . . ?
O5X S2X C19 F4X -58(2) . . . . ?
O5X S2X C19 F5X 66(3) . . . . ?
O5X S2X C19 F6X 170(2) . . . . ?
O6A S1A O5A Ag1A -56(3) . . . . ?
O6A S1A C31A F1A 63.5(11) . . . . ?
O6A S1A C31A F2A -59.1(12) . . . . ?
O6A S1A C31A F3A -177.4(9) . . . . ?
O6B S1B O5B Ag1A 161(2) . . . . ?
O6B S1B C31B F1B -61.0(14) . . . . ?
O6B S1B C31B F2B 63.9(14) . . . . ?
O6B S1B C31B F3B 176.7(15) . . . . ?
O6X S2X O5X Ag1A 4(3) . . . . ?
O6X S2X O7X Ag1B -32(6) . . . . ?
O6X S2X C19 F4X -177(2) . . . . ?
O6X S2X C19 F5X -53(3) . . . . ?
O6X S2X C19 F6X 51(2) . . . . ?
O7A S1A O5A Ag1A 83(3) . . . . ?
O7A S1A C31A F1A -58.4(11) . . . . ?
O7A S1A C31A F2A 178.9(11) . . . . ?
O7A S1A C31A F3A 60.7(10) . . . . ?
O7B S1B O5B Ag1A -62(3) . . . . ?
O7B S1B C31B F1B -179.1(13) . . . . ?
O7B S1B C31B F2B -54.2(14) . . . . ?
O7B S1B C31B F3B 58.6(16) . . . . ?
O7X S2X O5X Ag1A 138.8(19) . . . . ?
O7X S2X C19 F4X 65(2) . . . . ?
O7X S2X C19 F5X -172(2) . . . . ?
O7X S2X C19 F6X -67(2) . . . . ?
N1A C4A C5A C6A 2(2) . . . . ?
N1B C4B C5B C6B 2(2) . . . . ?
N2A C10A C11A C12A -4(2) . . . . ?
N2B C10B C11B C12B 6(2) . . . . ?
C1A C2A C3A N1A 173.8(11) . . . . ?
C1A C2A C6A C5A -175.4(11) . . . . ?
C1B C2B C3B N1B 179.5(11) . . . . ?
C1B C2B C6B C5B -177.0(11) . . . . ?
C3A N1A C4A C5A -3(2) . . . . ?
C3A C2A C6A C5A 2.5(18) . . . . ?
C3B N1B C4B C5B 0.9(19) . . . . ?
C3B C2B C6B C5B 0.4(19) . . . . ?
C4A N1A C3A C2A 4.0(19) . . . . ?
C4A C5A C6A C2A -1(2) . . . . ?
C4B N1B C3B C2B -2.9(19) . . . . ?
C4B C5B C6B C2B -2(2) . . . . ?
C6A C2A C3A N1A -4.0(19) . . . . ?
C6B C2B C3B N1B 2(2) . . . . ?
C7A C8A C9A N2A 178.1(11) . . . . ?
C7A C8A C12A C11A -179.3(11) . . . . ?
C7B C8B C9B N2B -175.5(11) . . . . ?
C7B C8B C12B C11B 177.9(12) . . . . ?
C9A N2A C10A C11A 2.5(19) . . . . ?
C9A C8A C12A C11A -1.0(18) . . . . ?
C9B N2B C10B C11B -4(2) . . . . ?
C9B C8B C12B C11B 0(2) . . . . ?
C10A N2A C9A C8A -0.5(18) . . . . ?
C10A C11A C12A C8A 2.7(19) . . . . ?
C10B N2B C9B C8B -0.4(19) . . . . ?
C10B C11B C12B C8B -4(2) . . . . ?
C12A C8A C9A N2A -0.2(18) . . . . ?
C12B C8B C9B N2B 2(2) . . . . ?
C13A C14A C15A C16A -1.1(18) . . . . ?
C13B C14B C15B C16B -0.9(19) . . . . ?
C14A C13A C18A C17A -2.1(16) . . . . ?
C14A C15A C16A C17A -1(2) . . . . ?
C14B C13B C18B C17B -0.2(19) . . . . ?
C14B C15B C16B C17B 1(2) . . . . ?
C15A C16A C17A C18A 2.3(19) . . . . ?
C15B C16B C17B C18B 0(2) . . . . ?
C16A C17A C18A C13A -0.5(17) . . . . ?
C16B C17B C18B C13B -0.2(19) . . . . ?
C18A C13A C14A C15A 2.9(17) . . . . ?
C18B C13B C14B C15B 0.7(18) . . . . ?
C19 S2X O5X Ag1A -104.8(16) . . . . ?
C19 S2X O7X Ag1B 76(5) . . . . ?
C19A C20A C21A C22A -2.4(19) . . . . ?
C19B C20B C21B C22B 4(2) . . . . ?
C20A C19A C24A C23A 3.5(19) . . . . ?
C20A C21A C22A C23A 3(2) . . . . ?
C20B C19B C24B C23B 1.5(19) . . . . ?
C20B C21B C22B C23B -4(2) . . . . ?
C21A C22A C23A C24A -1(2) . . . . ?
C21B C22B C23B C24B 2.4(19) . . . . ?
C22A C23A C24A C19A -3(2) . . . . ?
C22B C23B C24B C19B -1.4(19) . . . . ?
C24A C19A C20A C21A -1.0(19) . . . . ?
C24B C19B C20B C21B -3(2) . . . . ?
C25A C26A C27A C28A 2(3) . . . . ?
C25B C26B C27B C28B -1(3) . . . . ?
C26A C25A C30A C29A 1(2) . . . . ?
C26A C27A C28A C29A -3(3) . . . . ?
C26B C25B C30B C29B -2(2) . . . . ?
C26B C27B C28B C29B 1(3) . . . . ?
C27A C28A C29A C30A 3(3) . . . . ?
C27B C28B C29B C30B -1(3) . . . . ?
C28A C29A C30A C25A -2(2) . . . . ?
C28B C29B C30B C25B 2(2) . . . . ?
C30A C25A C26A C27A -1(3) . . . . ?
C30B C25B C26B C27B 1(2) . . . . ?
C31A S1A O5A Ag1A -167(3) . . . . ?
C31B S1B O5B Ag1A 45(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-05
_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 1.539
_oxdiff_exptl_absorpt_empirical_full_min 0.769
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1585636'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H13 N O2 Sn'
_chemical_formula_sum            'C9 H13 N O2 Sn'
_chemical_formula_weight         285.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   24.937(10)
_cell_length_b                   7.100(3)
_cell_length_c                   15.414(6)
_cell_angle_alpha                90
_cell_angle_beta                 124.647(5)
_cell_angle_gamma                90
_cell_volume                     2245.2(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    5047
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.71
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    2.247
_shelx_estimated_absorpt_T_min   0.490
_shelx_estimated_absorpt_T_max   0.626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   
; SADABS - V2.03 (Bruker 2001)was used for 
absorption  correction. 
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11208
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.985
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2282
_reflns_number_gt                2122
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    
;Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K. & Berndt,
 M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
; Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004).
 J. Appl. Cryst. 37, 335-338.
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+2.1749P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00343(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2282
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0619
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C7 C 0.19614(19) -0.3073(6) 0.2482(3) 0.0649(10) Uani 1 1 d . . . . .
H7A H 0.241790 -0.278600 0.293753 0.097 Uiso 1 1 calc R U . . .
H7B H 0.187597 -0.423491 0.270125 0.097 Uiso 1 1 calc R U . . .
H7C H 0.183667 -0.319326 0.176990 0.097 Uiso 1 1 calc R U . . .
C9 C 0.2012(2) 0.0969(5) 0.3848(3) 0.0625(10) Uani 1 1 d . . . . .
H9C H 0.174467 0.193704 0.385389 0.094 Uiso 1 1 calc R U . . .
H9A H 0.222503 0.027677 0.449770 0.094 Uiso 1 1 calc R U . . .
H9B H 0.233301 0.153330 0.377318 0.094 Uiso 1 1 calc R U . . .
C8 C 0.03894(19) -0.1015(6) 0.1667(3) 0.0717(12) Uani 1 1 d . . . . .
H8C H 0.022377 0.008769 0.179957 0.108 Uiso 1 1 calc R U . . .
H8B H 0.021896 -0.107539 0.093068 0.108 Uiso 1 1 calc R U . . .
H8A H 0.025826 -0.211704 0.186203 0.108 Uiso 1 1 calc R U . . .
C2 C 0.10944(15) 0.3202(5) 0.0169(2) 0.0442(7) Uani 1 1 d . . . . .
C6 C 0.08085(19) 0.4931(5) -0.0215(3) 0.0573(9) Uani 1 1 d . . . . .
H6 H 0.063798 0.559098 0.009770 0.069 Uiso 1 1 calc R U . . .
C5 C 0.0777(2) 0.5679(5) -0.1068(3) 0.0647(10) Uani 1 1 d . . . . .
H5 H 0.058780 0.685153 -0.133516 0.078 Uiso 1 1 calc R U . . .
C4 C 0.1029(2) 0.4668(5) -0.1517(3) 0.0592(9) Uani 1 1 d . . . . .
H4 H 0.101055 0.518910 -0.208758 0.071 Uiso 1 1 calc R U . . .
C3 C 0.13376(15) 0.2275(5) -0.0332(2) 0.0448(7) Uani 1 1 d . . . . .
H3 H 0.153691 0.111052 -0.007079 0.054 Uiso 1 1 calc R U . . .
C1 C 0.11215(17) 0.2294(5) 0.1078(3) 0.0506(8) Uani 1 1 d . . . . .
N1 N 0.12995(14) 0.2971(4) -0.1172(2) 0.0487(7) Uani 1 1 d . . . . .
O1 O 0.14187(12) 0.0692(3) 0.13693(19) 0.0536(6) Uani 1 1 d . . . . .
O2 O 0.08585(15) 0.3073(4) 0.1449(2) 0.0715(8) Uani 1 1 d . . . . .
SN1 Sn 0.14194(2) -0.08837(3) 0.25664(2) 0.04093(11) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C7 SN1 2.112(4) . ?
C9 SN1 2.121(3) . ?
C8 SN1 2.116(4) . ?
C2 C6 1.373(5) . ?
C2 C3 1.390(4) . ?
C2 C1 1.508(4) . ?
C6 C5 1.378(5) . ?
C5 C4 1.373(5) . ?
C4 N1 1.335(5) . ?
C3 N1 1.338(4) . ?
C1 O2 1.221(4) . ?
C1 O1 1.291(4) . ?
N1 SN1 2.593(3) 6 ?
O1 SN1 2.157(2) . ?
SN1 N1 2.594(3) 6_556 ?

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
C6 C2 C3 117.9(3) . . ?
C6 C2 C1 121.4(3) . . ?
C3 C2 C1 120.7(3) . . ?
C2 C6 C5 119.3(3) . . ?
C4 C5 C6 119.1(3) . . ?
N1 C4 C5 122.9(3) . . ?
N1 C3 C2 123.3(3) . . ?
O2 C1 O1 126.2(3) . . ?
O2 C1 C2 119.3(3) . . ?
O1 C1 C2 114.5(3) . . ?
C4 N1 C3 117.5(3) . . ?
C4 N1 SN1 117.7(2) . 6 ?
C3 N1 SN1 122.6(2) . 6 ?
C1 O1 SN1 118.4(2) . . ?
C7 SN1 C8 120.53(17) . . ?
C7 SN1 C9 112.51(16) . . ?
C8 SN1 C9 125.50(17) . . ?
C7 SN1 O1 91.06(13) . . ?
C8 SN1 O1 92.97(13) . . ?
C9 SN1 O1 97.86(13) . . ?
C7 SN1 N1 88.62(13) . 6_556 ?
C8 SN1 N1 81.48(12) . 6_556 ?
C9 SN1 N1 88.41(13) . 6_556 ?
O1 SN1 N1 173.34(9) . 6_556 ?

_refine_diff_density_max         0.324
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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_shi_3308_maan
_database_code_depnum_ccdc_archive 'CCDC 1585640'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;
_audit_creation_date             2016-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 Ag Bi Cl2 N2 O4, F6 Sb'
_chemical_formula_sum            'C31 H25 Ag Bi Cl2 F6 N2 O4 Sb'
_chemical_formula_weight         1113.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 O6 N4 Bi1 Ag1 F6'
_chemical_oxdiff_usercomment     TM_33
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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.5410(6)
_cell_length_b                   10.8892(5)
_cell_length_c                   16.7211(7)
_cell_angle_alpha                83.744(4)
_cell_angle_beta                 71.929(4)
_cell_angle_gamma                76.436(4)
_cell_volume                     1772.38(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4867
_cell_measurement_temperature    199.95(10)
_cell_measurement_theta_max      27.0420
_cell_measurement_theta_min      1.9300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.476
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.086
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0798
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12588
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.925
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      199.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0797
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  21.00   1.00    4.00    --  -15.60 -99.00 120.00   28
  2  ω     65.00  90.00   1.00    4.00    --   17.79-178.00  30.00   25
  3  ω    -29.00  51.00   1.00    4.00    --  -15.60  38.00 150.00   80
  4  ω      5.00  61.00   1.00    4.00    --   17.79  57.00 120.00   56
  5  ω    -42.00  49.00   1.00    4.00    --  -15.60  77.00   0.00   91
  6  ω    -83.00  11.00   1.00    4.00    --  -15.60 -77.00-120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0569602000
_diffrn_orient_matrix_UB_12      0.0280337000
_diffrn_orient_matrix_UB_13      -0.0066778000
_diffrn_orient_matrix_UB_21      0.0085150000
_diffrn_orient_matrix_UB_22      0.0046564000
_diffrn_orient_matrix_UB_23      -0.0439211000
_diffrn_orient_matrix_UB_31      -0.0439281000
_diffrn_orient_matrix_UB_32      0.0607389000
_diffrn_orient_matrix_UB_33      0.0045170000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5321
_reflns_number_total             6253
_reflns_odcompleteness_completeness 99.99
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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         1.792
_refine_diff_density_min         -1.443
_refine_diff_density_rms         0.172
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         6253
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.042
_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)+(0.0356P)²+1.9211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1013
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C23) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C24)
\\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22),
  C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Bi1 Bi 0.57272(3) 0.41633(3) 0.71019(2) 0.02251(10) Uani 1 1 d . . . . .
Ag1 Ag 1.0000 0.0000 1.0000 0.0585(4) Uani 1 2 d S T P . .
Ag2 Ag 0.0000 0.5000 0.5000 0.0664(4) Uani 1 2 d S T P . .
Cl1 Cl 1.3590(4) -0.0180(4) 0.9596(3) 0.0983(12) Uani 1 1 d . . . . .
Cl2 Cl 1.3065(4) -0.1068(3) 0.8194(2) 0.0856(11) Uani 1 1 d . . . . .
O1 O 0.3864(5) 0.4195(5) 0.6649(4) 0.0309(14) Uani 1 1 d . . . . .
O2 O 0.4194(6) 0.2269(5) 0.7260(4) 0.0363(15) Uani 1 1 d . . . . .
O3 O 0.7650(5) 0.4310(5) 0.7451(3) 0.0296(13) Uani 1 1 d . . . . .
O4 O 0.7272(6) 0.2386(5) 0.7866(3) 0.0307(14) Uani 1 1 d . . . . .
N1 N 0.9975(8) 0.1695(7) 0.9243(5) 0.043(2) Uani 1 1 d . . . . .
N2 N 0.0876(7) 0.3595(7) 0.5777(5) 0.041(2) Uani 1 1 d . . . . .
C1 C 0.3587(8) 0.3091(7) 0.6849(5) 0.0280(19) Uani 1 1 d . . . . .
C2 C 0.2471(8) 0.2838(7) 0.6555(5) 0.0263(19) Uani 1 1 d . . . . .
C3 C 0.1843(8) 0.3757(8) 0.6086(5) 0.034(2) Uani 1 1 d . . . . .
H3 H 0.2109 0.4530 0.5980 0.041 Uiso 1 1 calc R . . . .
C4 C 0.0508(10) 0.2466(10) 0.5950(6) 0.049(3) Uani 1 1 d . . . . .
H4 H -0.0147 0.2323 0.5726 0.059 Uiso 1 1 calc R . . . .
C5 C 0.1040(9) 0.1532(9) 0.6431(6) 0.042(2) Uani 1 1 d . . . . .
H5 H 0.0715 0.0789 0.6559 0.050 Uiso 1 1 calc R . . . .
C6 C 0.2065(9) 0.1693(8) 0.6729(5) 0.035(2) Uani 1 1 d . . . . .
H6 H 0.2474 0.1049 0.7040 0.042 Uiso 1 1 calc R . . . .
C7 C 0.7885(8) 0.3217(8) 0.7836(5) 0.0277(19) Uani 1 1 d . . . . .
C8 C 0.8950(7) 0.3027(7) 0.8294(5) 0.0243(18) Uani 1 1 d . . . . .
C9 C 0.9101(9) 0.1951(8) 0.8780(5) 0.034(2) Uani 1 1 d . . . . .
H9 H 0.8577 0.1367 0.8792 0.040 Uiso 1 1 calc R . . . .
C10 C 1.0708(9) 0.2535(9) 0.9217(6) 0.045(3) Uani 1 1 d . . . . .
H10 H 1.1305 0.2373 0.9543 0.054 Uiso 1 1 calc R . . . .
C11 C 1.0636(9) 0.3651(9) 0.8727(6) 0.047(3) Uani 1 1 d . . . . .
H11 H 1.1182 0.4213 0.8719 0.056 Uiso 1 1 calc R . . . .
C12 C 0.9736(8) 0.3905(8) 0.8255(5) 0.034(2) Uani 1 1 d . . . . .
H12 H 0.9657 0.4641 0.7919 0.041 Uiso 1 1 calc R . . . .
C13 C 0.6935(7) 0.2882(7) 0.6085(5) 0.0229(18) Uani 1 1 d . . . . .
C14 C 0.7293(8) 0.1599(7) 0.6204(5) 0.0286(19) Uani 1 1 d . . . . .
H14 H 0.7014 0.1209 0.6733 0.034 Uiso 1 1 calc R . . . .
C15 C 0.8085(9) 0.0902(8) 0.5510(6) 0.036(2) Uani 1 1 d . . . . .
H15 H 0.8337 0.0028 0.5577 0.043 Uiso 1 1 calc R . . . .
C16 C 0.8511(9) 0.1464(9) 0.4723(6) 0.041(2) Uani 1 1 d . . . . .
H16 H 0.9050 0.0977 0.4267 0.049 Uiso 1 1 calc R . . . .
C17 C 0.8129(9) 0.2757(8) 0.4620(6) 0.039(2) Uani 1 1 d . . . . .
H17 H 0.8407 0.3143 0.4089 0.047 Uiso 1 1 calc R . . . .
C18 C 0.7334(8) 0.3487(8) 0.5299(5) 0.031(2) Uani 1 1 d . . . . .
H18 H 0.7073 0.4360 0.5231 0.037 Uiso 1 1 calc R . . . .
C19 C 0.4485(8) 0.4291(7) 0.8424(5) 0.0283(19) Uani 1 1 d . . . . .
C20 C 0.4433(9) 0.3239(9) 0.8967(5) 0.038(2) Uani 1 1 d . . . . .
H20 H 0.4890 0.2441 0.8769 0.046 Uiso 1 1 calc R . . . .
C21 C 0.3698(11) 0.3383(10) 0.9801(6) 0.054(3) Uani 1 1 d . U . . .
H21 H 0.3621 0.2685 1.0173 0.065 Uiso 1 1 calc R . . . .
C22 C 0.3090(14) 0.4565(12) 1.0068(8) 0.085(4) Uani 1 1 d . U . . .
H22 H 0.2649 0.4678 1.0639 0.102 Uiso 1 1 calc R . . . .
C23 C 0.3105(15) 0.5603(13) 0.9524(8) 0.095(4) Uani 1 1 d . U . . .
H23 H 0.2614 0.6393 0.9721 0.114 Uiso 1 1 calc R . . . .
C24 C 0.3842(13) 0.5484(11) 0.8683(7) 0.077(4) Uani 1 1 d . U . . .
H24 H 0.3897 0.6184 0.8311 0.092 Uiso 1 1 calc R . . . .
C25 C 0.5729(8) 0.6092(7) 0.6528(5) 0.0276(19) Uani 1 1 d . . . . .
C26 C 0.4938(10) 0.6605(9) 0.6019(7) 0.057(3) Uani 1 1 d . . . . .
H26 H 0.4354 0.6158 0.5920 0.068 Uiso 1 1 calc R . . . .
C27 C 0.5010(12) 0.7805(10) 0.5646(8) 0.073(4) Uani 1 1 d . . . . .
H27 H 0.4498 0.8135 0.5278 0.088 Uiso 1 1 calc R . . . .
C28 C 0.5802(12) 0.8499(9) 0.5804(7) 0.066(3) Uani 1 1 d . . . . .
H28 H 0.5817 0.9307 0.5561 0.079 Uiso 1 1 calc R . . . .
C29 C 0.6603(12) 0.7986(10) 0.6339(8) 0.071(4) Uani 1 1 d . . . . .
H29 H 0.7140 0.8462 0.6463 0.085 Uiso 1 1 calc R . . . .
C30 C 0.6597(11) 0.6778(9) 0.6682(7) 0.056(3) Uani 1 1 d . . . . .
H30 H 0.7164 0.6418 0.7012 0.068 Uiso 1 1 calc R . . . .
C31 C 1.4244(14) -0.0512(13) 0.8516(9) 0.093(4) Uani 1 1 d . U . . .
H31A H 1.4439 0.0249 0.8188 0.112 Uiso 1 1 calc R . . . .
H31B H 1.5090 -0.1143 0.8420 0.112 Uiso 1 1 calc R . . . .
Sb1 Sb 0.92913(8) -0.20042(6) 0.79229(4) 0.0478(2) Uani 1 1 d . . . . .
F1 F 0.9073(11) -0.0902(7) 0.8709(5) 0.134(4) Uani 1 1 d . . . . .
F2 F 0.9793(10) -0.3254(7) 0.8677(5) 0.119(3) Uani 1 1 d . . . . .
F3 F 1.1076(10) -0.1918(13) 0.7464(6) 0.181(5) Uani 1 1 d . . . . .
F4 F 0.7571(8) -0.2256(11) 0.8314(4) 0.136(4) Uani 1 1 d . . . . .
F5 F 0.8869(9) -0.0845(8) 0.7130(5) 0.120(3) Uani 1 1 d . . . . .
F6 F 0.9594(9) -0.3234(7) 0.7136(5) 0.102(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 O1 2.306(5) . ?
Bi1 O3 2.320(5) . ?
Bi1 O4 2.702(5) . ?
Bi1 C7 2.845(7) . ?
Bi1 C13 2.190(8) . ?
Bi1 C19 2.193(8) . ?
Bi1 C25 2.212(8) . ?
Ag1 Cl1 3.593(4) . ?
Ag1 Cl2 3.723(4) . ?
Ag1 N1 2.121(7) 2_757 ?
Ag1 N1 2.121(7) . ?
Ag2 N2 2.128(7) . ?
Ag2 N2 2.128(7) 2_566 ?
Cl1 C31 1.767(14) . ?
Cl2 C31 1.743(14) . ?
O1 C1 1.288(9) . ?
O2 C1 1.247(8) . ?
O3 C7 1.299(9) . ?
O4 C7 1.217(10) . ?
N1 C9 1.343(10) . ?
N1 C10 1.318(12) . ?
N2 C3 1.330(10) . ?
N2 C4 1.350(11) . ?
C1 C2 1.497(11) . ?
C2 C3 1.377(10) . ?
C2 C6 1.385(11) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.353(12) . ?
C5 H5 0.9300 . ?
C5 C6 1.373(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.510(10) . ?
C8 C9 1.358(11) . ?
C8 C12 1.388(12) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.389(13) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(10) . ?
C13 C18 1.392(10) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(12) . ?
C16 H16 0.9300 . ?
C16 C17 1.378(12) . ?
C17 H17 0.9300 . ?
C17 C18 1.384(11) . ?
C18 H18 0.9300 . ?
C19 C20 1.382(11) . ?
C19 C24 1.364(12) . ?
C20 H20 0.9300 . ?
C20 C21 1.376(12) . ?
C21 H21 0.9300 . ?
C21 C22 1.352(14) . ?
C22 H22 0.9300 . ?
C22 C23 1.372(16) . ?
C23 H23 0.9300 . ?
C23 C24 1.383(16) . ?
C24 H24 0.9300 . ?
C25 C26 1.361(11) . ?
C25 C30 1.403(11) . ?
C26 H26 0.9300 . ?
C26 C27 1.393(13) . ?
C27 H27 0.9300 . ?
C27 C28 1.347(14) . ?
C28 H28 0.9300 . ?
C28 C29 1.402(13) . ?
C29 H29 0.9300 . ?
C29 C30 1.377(12) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
Sb1 F1 1.802(7) . ?
Sb1 F2 1.850(7) . ?
Sb1 F3 1.818(9) . ?
Sb1 F4 1.803(7) . ?
Sb1 F5 1.813(6) . ?
Sb1 F6 1.883(7) . ?

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
O1 Bi1 O3 173.78(19) . . ?
O1 Bi1 O4 133.93(18) . . ?
O1 Bi1 C7 159.1(2) . . ?
O3 Bi1 O4 51.82(17) . . ?
O3 Bi1 C7 26.7(2) . . ?
O4 Bi1 C7 25.18(19) . . ?
C13 Bi1 O1 87.3(2) . . ?
C13 Bi1 O3 92.3(2) . . ?
C13 Bi1 O4 77.3(2) . . ?
C13 Bi1 C7 85.5(2) . . ?
C13 Bi1 C19 145.3(3) . . ?
C13 Bi1 C25 105.5(3) . . ?
C19 Bi1 O1 92.4(3) . . ?
C19 Bi1 O3 91.4(2) . . ?
C19 Bi1 O4 78.1(2) . . ?
C19 Bi1 C7 82.5(3) . . ?
C19 Bi1 C25 109.2(3) . . ?
C25 Bi1 O1 87.4(2) . . ?
C25 Bi1 O3 86.7(2) . . ?
C25 Bi1 O4 138.5(2) . . ?
C25 Bi1 C7 113.5(3) . . ?
Cl1 Ag1 Cl2 46.30(8) . . ?
N1 Ag1 Cl1 86.6(2) . . ?
N1 Ag1 Cl1 93.4(2) 2_757 . ?
N1 Ag1 Cl2 99.5(2) 2_757 . ?
N1 Ag1 Cl2 80.5(2) . . ?
N1 Ag1 N1 180.0 . 2_757 ?
N2 Ag2 N2 180.0 2_566 . ?
C31 Cl1 Ag1 102.2(5) . . ?
C31 Cl2 Ag1 98.1(5) . . ?
C1 O1 Bi1 105.6(4) . . ?
C7 O3 Bi1 99.8(5) . . ?
C7 O4 Bi1 84.0(4) . . ?
C9 N1 Ag1 117.0(6) . . ?
C10 N1 Ag1 125.3(6) . . ?
C10 N1 C9 117.6(8) . . ?
C3 N2 Ag2 122.3(6) . . ?
C3 N2 C4 116.7(7) . . ?
C4 N2 Ag2 120.9(5) . . ?
O1 C1 C2 115.8(6) . . ?
O2 C1 O1 123.2(7) . . ?
O2 C1 C2 121.0(7) . . ?
C3 C2 C1 119.4(7) . . ?
C3 C2 C6 118.8(7) . . ?
C6 C2 C1 121.8(7) . . ?
N2 C3 C2 123.3(8) . . ?
N2 C3 H3 118.4 . . ?
C2 C3 H3 118.4 . . ?
N2 C4 H4 118.2 . . ?
N2 C4 C5 123.6(8) . . ?
C5 C4 H4 118.2 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.3(8) . . ?
C6 C5 H5 120.3 . . ?
C2 C6 H6 120.9 . . ?
C5 C6 C2 118.2(7) . . ?
C5 C6 H6 120.9 . . ?
O3 C7 Bi1 53.4(4) . . ?
O3 C7 C8 116.0(7) . . ?
O4 C7 Bi1 70.8(4) . . ?
O4 C7 O3 123.9(7) . . ?
O4 C7 C8 120.0(7) . . ?
C8 C7 Bi1 166.6(6) . . ?
C9 C8 C7 117.0(8) . . ?
C9 C8 C12 119.7(7) . . ?
C12 C8 C7 123.2(8) . . ?
N1 C9 C8 122.8(9) . . ?
N1 C9 H9 118.6 . . ?
C8 C9 H9 118.6 . . ?
N1 C10 H10 118.3 . . ?
N1 C10 C11 123.5(8) . . ?
C11 C10 H10 118.3 . . ?
C10 C11 H11 120.8 . . ?
C12 C11 C10 118.4(9) . . ?
C12 C11 H11 120.8 . . ?
C8 C12 H12 121.0 . . ?
C11 C12 C8 118.0(9) . . ?
C11 C12 H12 121.0 . . ?
C14 C13 Bi1 123.6(6) . . ?
C14 C13 C18 122.2(8) . . ?
C18 C13 Bi1 114.1(5) . . ?
C13 C14 H14 121.1 . . ?
C13 C14 C15 117.7(8) . . ?
C15 C14 H14 121.1 . . ?
C14 C15 H15 119.0 . . ?
C16 C15 C14 121.9(8) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.2(8) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.6(9) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 H18 120.8 . . ?
C17 C18 C13 118.4(8) . . ?
C17 C18 H18 120.8 . . ?
C20 C19 Bi1 121.9(6) . . ?
C24 C19 Bi1 115.4(7) . . ?
C24 C19 C20 122.6(9) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.4(9) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 120.8 . . ?
C22 C21 C20 118.4(10) . . ?
C22 C21 H21 120.8 . . ?
C21 C22 H22 119.0 . . ?
C21 C22 C23 122.0(11) . . ?
C23 C22 H22 119.0 . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.6(12) . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 116.8(11) . . ?
C19 C24 H24 121.6 . . ?
C23 C24 H24 121.6 . . ?
C26 C25 Bi1 121.5(6) . . ?
C26 C25 C30 119.9(8) . . ?
C30 C25 Bi1 118.6(6) . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.5(9) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.2 . . ?
C28 C27 C26 121.7(9) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 H28 120.4 . . ?
C27 C28 C29 119.1(10) . . ?
C29 C28 H28 120.4 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0(10) . . ?
C30 C29 H29 120.0 . . ?
C25 C30 H30 120.2 . . ?
C29 C30 C25 119.6(9) . . ?
C29 C30 H30 120.2 . . ?
Cl1 C31 H31A 109.6 . . ?
Cl1 C31 H31B 109.6 . . ?
Cl2 C31 Cl1 110.2(8) . . ?
Cl2 C31 H31A 109.6 . . ?
Cl2 C31 H31B 109.6 . . ?
H31A C31 H31B 108.1 . . ?
F1 Sb1 F2 86.2(4) . . ?
F1 Sb1 F3 91.2(5) . . ?
F1 Sb1 F4 95.1(5) . . ?
F1 Sb1 F5 97.0(4) . . ?
F1 Sb1 F6 176.2(4) . . ?
F2 Sb1 F6 90.2(4) . . ?
F3 Sb1 F2 89.2(5) . . ?
F3 Sb1 F6 87.4(4) . . ?
F4 Sb1 F2 89.2(4) . . ?
F4 Sb1 F3 173.4(5) . . ?
F4 Sb1 F5 92.3(4) . . ?
F4 Sb1 F6 86.2(4) . . ?
F5 Sb1 F2 176.3(4) . . ?
F5 Sb1 F3 88.9(5) . . ?
F5 Sb1 F6 86.5(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Bi1 O1 C1 O2 4.9(10) . . . . ?
Bi1 O1 C1 C2 -175.2(6) . . . . ?
Bi1 O3 C7 O4 7.3(9) . . . . ?
Bi1 O3 C7 C8 -170.2(6) . . . . ?
Bi1 O4 C7 O3 -6.2(8) . . . . ?
Bi1 O4 C7 C8 171.2(7) . . . . ?
Bi1 C7 C8 C9 137(2) . . . . ?
Bi1 C7 C8 C12 -42(3) . . . . ?
Bi1 C13 C14 C15 -178.6(5) . . . . ?
Bi1 C13 C18 C17 178.5(6) . . . . ?
Bi1 C19 C20 C21 176.4(7) . . . . ?
Bi1 C19 C24 C23 -177.0(10) . . . . ?
Bi1 C25 C26 C27 -177.6(9) . . . . ?
Bi1 C25 C30 C29 -179.3(9) . . . . ?
Ag1 Cl1 C31 Cl2 -17.6(8) . . . . ?
Ag1 Cl2 C31 Cl1 16.8(7) . . . . ?
Ag1 N1 C9 C8 177.5(6) . . . . ?
Ag1 N1 C10 C11 -178.3(7) . . . . ?
Ag2 N2 C3 C2 -176.7(7) . . . . ?
Ag2 N2 C4 C5 179.2(8) . . . . ?
O1 C1 C2 C3 1.5(12) . . . . ?
O1 C1 C2 C6 -179.6(8) . . . . ?
O2 C1 C2 C3 -178.6(8) . . . . ?
O2 C1 C2 C6 0.3(13) . . . . ?
O3 C7 C8 C9 172.6(7) . . . . ?
O3 C7 C8 C12 -5.7(12) . . . . ?
O4 C7 C8 C9 -4.9(12) . . . . ?
O4 C7 C8 C12 176.7(8) . . . . ?
N1 C10 C11 C12 1.1(15) . . . . ?
N2 C4 C5 C6 -3.7(16) . . . . ?
C1 C2 C3 N2 177.7(8) . . . . ?
C1 C2 C6 C5 -179.5(8) . . . . ?
C3 N2 C4 C5 1.9(15) . . . . ?
C3 C2 C6 C5 -0.6(13) . . . . ?
C4 N2 C3 C2 0.6(14) . . . . ?
C4 C5 C6 C2 2.9(14) . . . . ?
C6 C2 C3 N2 -1.2(14) . . . . ?
C7 C8 C9 N1 -177.4(8) . . . . ?
C7 C8 C12 C11 177.4(8) . . . . ?
C9 N1 C10 C11 -1.1(15) . . . . ?
C9 C8 C12 C11 -0.9(12) . . . . ?
C10 N1 C9 C8 0.0(14) . . . . ?
C10 C11 C12 C8 -0.1(13) . . . . ?
C12 C8 C9 N1 1.0(13) . . . . ?
C13 C14 C15 C16 0.2(12) . . . . ?
C14 C13 C18 C17 -0.5(12) . . . . ?
C14 C15 C16 C17 -0.6(13) . . . . ?
C15 C16 C17 C18 0.5(13) . . . . ?
C16 C17 C18 C13 0.1(13) . . . . ?
C18 C13 C14 C15 0.4(11) . . . . ?
C19 C20 C21 C22 -2.4(16) . . . . ?
C20 C19 C24 C23 -0.9(18) . . . . ?
C20 C21 C22 C23 5(2) . . . . ?
C21 C22 C23 C24 -5(2) . . . . ?
C22 C23 C24 C19 3(2) . . . . ?
C24 C19 C20 C21 0.5(15) . . . . ?
C25 C26 C27 C28 -3(2) . . . . ?
C26 C25 C30 C29 2.4(17) . . . . ?
C26 C27 C28 C29 2(2) . . . . ?
C27 C28 C29 C30 1(2) . . . . ?
C28 C29 C30 C25 -3.5(19) . . . . ?
C30 C25 C26 C27 0.7(17) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-09-29
_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 2.623
_oxdiff_exptl_absorpt_empirical_full_min 0.547
####################################################################### 
# 
# 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_229ale
_database_code_depnum_ccdc_archive 'CCDC 1585634'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H23 Bi N2 O4'
_chemical_formula_sum            'C30 H23 Bi N2 O4'
_chemical_formula_weight         684.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0030(12)
_cell_length_b                   11.5252(15)
_cell_length_c                   12.9642(17)
_cell_angle_alpha                95.401(2)
_cell_angle_beta                 93.536(2)
_cell_angle_gamma                101.254(2)
_cell_volume                     1309.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    3709
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      21.24

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.330
_exptl_absorpt_coefficient_mu    6.773
_shelx_estimated_absorpt_T_min   0.173
_shelx_estimated_absorpt_T_max   0.213
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.173
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   
; SADABS - V2.03 (Bruker 2001)was used for 
absorption  correction. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12304
_diffrn_reflns_av_unetI/netI     0.0631
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.583
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             4564
_reflns_number_gt                3896
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K. & Berndt,
 M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
; Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004).
 J. Appl. Cryst. 37, 335-338.
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0128P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4564
_refine_ls_number_parameters     334
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0597
_refine_ls_wR_factor_gt          0.0572
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.970
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.59779(2) 0.35302(2) 0.71340(2) 0.03993(8) Uani 1 1 d . . . . .
C1 C 0.4659(6) 0.2112(5) 0.8755(4) 0.0422(13) Uani 1 1 d . . . . .
O1 O 0.4651(4) 0.1867(3) 0.7762(2) 0.0504(9) Uani 1 1 d . . . . .
O2 O 0.5281(4) 0.3092(3) 0.9203(3) 0.0499(9) Uani 1 1 d . . . . .
C2 C 0.3835(6) 0.1158(5) 0.9328(4) 0.0392(12) Uani 1 1 d . . . . .
C3 C 0.3590(7) 0.1414(5) 1.0359(4) 0.0608(17) Uani 1 1 d . . . . .
H3 H 0.3965 0.2184 1.0670 0.073 Uiso 1 1 calc R U . . .
O3 O 0.7336(4) 0.5029(3) 0.6310(3) 0.0530(10) Uani 1 1 d . . . . .
O4 O 0.7621(4) 0.5828(3) 0.7948(3) 0.0554(10) Uani 1 1 d . . . . .
C4 C 0.2356(8) -0.0457(7) 1.0481(5) 0.076(2) Uani 1 1 d . U . . .
H4 H 0.1857 -0.1022 1.0876 0.091 Uiso 1 1 calc R U . . .
C5 C 0.2525(7) -0.0816(5) 0.9459(5) 0.0696(18) Uani 1 1 d . . . . .
H5 H 0.2140 -0.1592 0.9166 0.084 Uiso 1 1 calc R U . . .
C6 C 0.3287(7) 0.0025(5) 0.8892(5) 0.0586(16) Uani 1 1 d . . . . .
H6 H 0.3429 -0.0184 0.8200 0.070 Uiso 1 1 calc R U . . .
C7 C 0.7873(6) 0.5890(5) 0.7030(4) 0.0456(13) Uani 1 1 d . . . . .
C8 C 0.8796(6) 0.6993(5) 0.6698(4) 0.0441(13) Uani 1 1 d . . . . .
C9 C 0.9333(7) 0.7029(6) 0.5725(5) 0.0641(17) Uani 1 1 d . U . . .
H9 H 0.9122 0.6336 0.5268 0.077 Uiso 1 1 calc R U . . .
C10 C 1.0456(9) 0.8973(7) 0.6083(7) 0.098(3) Uani 1 1 d . . . . .
H10 H 1.1022 0.9664 0.5874 0.117 Uiso 1 1 calc R U . . .
C11 C 1.0008(8) 0.9010(6) 0.7047(6) 0.084(2) Uani 1 1 d . U . . .
H11 H 1.0269 0.9712 0.7493 0.101 Uiso 1 1 calc R U . . .
C12 C 0.9176(7) 0.8024(5) 0.7370(5) 0.0621(16) Uani 1 1 d . U . . .
H12 H 0.8862 0.8041 0.8041 0.075 Uiso 1 1 calc R U . . .
C13 C 0.4212(5) 0.4553(4) 0.7470(4) 0.0369(12) Uani 1 1 d . . . . .
C14 C 0.3051(7) 0.4443(5) 0.6690(4) 0.0543(15) Uani 1 1 d . . . . .
H14 H 0.3051 0.3970 0.6068 0.065 Uiso 1 1 calc R U . . .
C15 C 0.1895(7) 0.5053(5) 0.6859(4) 0.0599(16) Uani 1 1 d . . . . .
H15 H 0.1106 0.4993 0.6347 0.072 Uiso 1 1 calc R U . . .
C16 C 0.1908(6) 0.5743(5) 0.7776(4) 0.0559(15) Uani 1 1 d . . . . .
H16 H 0.1122 0.6145 0.7889 0.067 Uiso 1 1 calc R U . . .
C17 C 0.3078(6) 0.5847(5) 0.8534(4) 0.0499(14) Uani 1 1 d . . . . .
H17 H 0.3081 0.6333 0.9149 0.060 Uiso 1 1 calc R U . . .
C18 C 0.4240(6) 0.5248(5) 0.8402(4) 0.0460(13) Uani 1 1 d . . . . .
H18 H 0.5019 0.5309 0.8921 0.055 Uiso 1 1 calc R U . . .
C19 C 0.8125(6) 0.3200(5) 0.7822(4) 0.0451(13) Uani 1 1 d . . . . .
C20 C 0.8910(8) 0.2537(5) 0.7193(5) 0.0698(19) Uani 1 1 d . . . . .
H20 H 0.8529 0.2232 0.6518 0.084 Uiso 1 1 calc R U . . .
C21 C 1.0289(9) 0.2344(7) 0.7610(8) 0.095(3) Uani 1 1 d . . . . .
H21 H 1.0853 0.1916 0.7201 0.113 Uiso 1 1 calc R U . . .
C22 C 1.0839(9) 0.2774(8) 0.8615(9) 0.107(3) Uani 1 1 d . . . . .
H22 H 1.1758 0.2624 0.8881 0.129 Uiso 1 1 calc R U . . .
C23 C 1.0034(8) 0.3424(6) 0.9229(6) 0.080(2) Uani 1 1 d . . . . .
H23 H 1.0403 0.3711 0.9910 0.096 Uiso 1 1 calc R U . . .
C24 C 0.8671(6) 0.3650(5) 0.8826(5) 0.0557(15) Uani 1 1 d . . . . .
H24 H 0.8128 0.4101 0.9230 0.067 Uiso 1 1 calc R U . . .
C25 C 0.5300(6) 0.2518(5) 0.5576(4) 0.0476(14) Uani 1 1 d . . . . .
C26 C 0.4221(8) 0.1527(6) 0.5468(5) 0.091(3) Uani 1 1 d . . . . .
H26 H 0.3781 0.1239 0.6049 0.110 Uiso 1 1 calc R U . . .
C27 C 0.3765(9) 0.0931(7) 0.4490(5) 0.102(3) Uani 1 1 d . . . . .
H27 H 0.3013 0.0243 0.4423 0.122 Uiso 1 1 calc R U . . .
C28 C 0.4366(8) 0.1310(6) 0.3646(5) 0.074(2) Uani 1 1 d . . . . .
H28 H 0.4050 0.0897 0.2993 0.089 Uiso 1 1 calc R U . . .
C29 C 0.5436(11) 0.2298(8) 0.3758(5) 0.129(4) Uani 1 1 d . . . . .
H29 H 0.5877 0.2570 0.3173 0.155 Uiso 1 1 calc R U . . .
C30 C 0.5913(10) 0.2933(7) 0.4722(5) 0.116(3) Uani 1 1 d . . . . .
H30 H 0.6644 0.3633 0.4781 0.140 Uiso 1 1 calc R U . . .
N1 N 0.2850(7) 0.0625(5) 1.0936(4) 0.0766(17) Uani 1 1 d . . . . .
N2 N 1.0135(7) 0.8006(6) 0.5411(4) 0.0905(19) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 C19 2.194(5) . ?
Bi1 C13 2.197(5) . ?
Bi1 C25 2.222(5) . ?
Bi1 O1 2.299(3) . ?
Bi1 O3 2.303(3) . ?
C1 O2 1.231(6) . ?
C1 O1 1.291(5) . ?
C1 C2 1.489(7) . ?
C2 C6 1.358(7) . ?
C2 C3 1.381(7) . ?
C3 N1 1.335(7) . ?
C3 H3 0.9300 . ?
O3 C7 1.294(6) . ?
O4 C7 1.231(6) . ?
C4 N1 1.309(8) . ?
C4 C5 1.378(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(8) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.492(7) . ?
C8 C12 1.378(7) . ?
C8 C9 1.379(7) . ?
C9 N2 1.326(8) . ?
C9 H9 0.9300 . ?
C10 N2 1.321(9) . ?
C10 C11 1.336(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.351(8) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C18 1.381(6) . ?
C13 C14 1.388(7) . ?
C14 C15 1.382(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.365(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.375(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.371(7) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C24 1.378(7) . ?
C19 C20 1.383(7) . ?
C20 C21 1.389(10) . ?
C20 H20 0.9300 . ?
C21 C22 1.375(11) . ?
C21 H21 0.9300 . ?
C22 C23 1.375(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.384(8) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.338(8) . ?
C25 C30 1.353(7) . ?
C26 C27 1.382(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.324(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.330(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.386(9) . ?
C29 H29 0.9300 . ?
C30 H30 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
C19 Bi1 C13 140.93(19) . . ?
C19 Bi1 C25 112.2(2) . . ?
C13 Bi1 C25 106.86(19) . . ?
C19 Bi1 O1 90.67(16) . . ?
C13 Bi1 O1 92.56(15) . . ?
C25 Bi1 O1 85.23(17) . . ?
C19 Bi1 O3 89.22(16) . . ?
C13 Bi1 O3 92.36(15) . . ?
C25 Bi1 O3 87.70(17) . . ?
O1 Bi1 O3 172.32(11) . . ?
O2 C1 O1 121.9(5) . . ?
O2 C1 C2 121.6(5) . . ?
O1 C1 C2 116.4(5) . . ?
C1 O1 Bi1 107.1(3) . . ?
C6 C2 C3 116.9(5) . . ?
C6 C2 C1 123.5(5) . . ?
C3 C2 C1 119.6(5) . . ?
N1 C3 C2 124.2(6) . . ?
N1 C3 H3 117.9 . . ?
C2 C3 H3 117.9 . . ?
C7 O3 Bi1 105.9(3) . . ?
N1 C4 C5 124.5(6) . . ?
N1 C4 H4 117.8 . . ?
C5 C4 H4 117.8 . . ?
C6 C5 C4 117.1(6) . . ?
C6 C5 H5 121.5 . . ?
C4 C5 H5 121.5 . . ?
C2 C6 C5 120.8(5) . . ?
C2 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O4 C7 O3 122.4(5) . . ?
O4 C7 C8 120.7(5) . . ?
O3 C7 C8 116.9(5) . . ?
C12 C8 C9 116.9(5) . . ?
C12 C8 C7 120.7(5) . . ?
C9 C8 C7 122.4(5) . . ?
N2 C9 C8 123.2(6) . . ?
N2 C9 H9 118.4 . . ?
C8 C9 H9 118.4 . . ?
N2 C10 C11 123.3(7) . . ?
N2 C10 H10 118.3 . . ?
C11 C10 H10 118.3 . . ?
C10 C11 C12 119.7(7) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C8 119.4(6) . . ?
C11 C12 H12 120.3 . . ?
C8 C12 H12 120.3 . . ?
C18 C13 C14 122.0(5) . . ?
C18 C13 Bi1 122.4(4) . . ?
C14 C13 Bi1 115.6(4) . . ?
C15 C14 C13 118.4(5) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C16 C15 C14 120.2(5) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.3(5) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 121.4(5) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C13 117.7(5) . . ?
C17 C18 H18 121.2 . . ?
C13 C18 H18 121.2 . . ?
C24 C19 C20 121.9(6) . . ?
C24 C19 Bi1 121.4(4) . . ?
C20 C19 Bi1 116.7(5) . . ?
C19 C20 C21 117.3(7) . . ?
C19 C20 H20 121.3 . . ?
C21 C20 H20 121.3 . . ?
C22 C21 C20 121.4(8) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 120.2(8) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C24 119.5(7) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C19 C24 C23 119.6(6) . . ?
C19 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C26 C25 C30 119.4(6) . . ?
C26 C25 Bi1 120.1(4) . . ?
C30 C25 Bi1 120.4(5) . . ?
C25 C26 C27 119.6(6) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C28 C27 C26 122.0(7) . . ?
C28 C27 H27 119.0 . . ?
C26 C27 H27 119.0 . . ?
C27 C28 C29 118.1(6) . . ?
C27 C28 H28 121.0 . . ?
C29 C28 H28 121.0 . . ?
C28 C29 C30 121.9(7) . . ?
C28 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C25 C30 C29 119.0(7) . . ?
C25 C30 H30 120.5 . . ?
C29 C30 H30 120.5 . . ?
C4 N1 C3 116.6(5) . . ?
C10 N2 C9 117.4(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 O1 Bi1 0.8(6) . . . . ?
C2 C1 O1 Bi1 179.1(3) . . . . ?
O2 C1 C2 C6 -172.0(5) . . . . ?
O1 C1 C2 C6 9.6(8) . . . . ?
O2 C1 C2 C3 8.4(8) . . . . ?
O1 C1 C2 C3 -169.9(5) . . . . ?
C6 C2 C3 N1 -0.4(9) . . . . ?
C1 C2 C3 N1 179.2(6) . . . . ?
N1 C4 C5 C6 1.1(11) . . . . ?
C3 C2 C6 C5 0.1(9) . . . . ?
C1 C2 C6 C5 -179.5(5) . . . . ?
C4 C5 C6 C2 -0.4(10) . . . . ?
Bi1 O3 C7 O4 -0.7(6) . . . . ?
Bi1 O3 C7 C8 -179.3(4) . . . . ?
O4 C7 C8 C12 -10.6(8) . . . . ?
O3 C7 C8 C12 168.0(5) . . . . ?
O4 C7 C8 C9 168.1(5) . . . . ?
O3 C7 C8 C9 -13.3(8) . . . . ?
C12 C8 C9 N2 -2.3(9) . . . . ?
C7 C8 C9 N2 178.9(6) . . . . ?
N2 C10 C11 C12 -0.5(13) . . . . ?
C10 C11 C12 C8 -0.2(11) . . . . ?
C9 C8 C12 C11 1.5(9) . . . . ?
C7 C8 C12 C11 -179.8(6) . . . . ?
C18 C13 C14 C15 0.1(8) . . . . ?
Bi1 C13 C14 C15 179.2(4) . . . . ?
C13 C14 C15 C16 -0.1(9) . . . . ?
C14 C15 C16 C17 0.7(9) . . . . ?
C15 C16 C17 C18 -1.3(9) . . . . ?
C16 C17 C18 C13 1.2(8) . . . . ?
C14 C13 C18 C17 -0.6(8) . . . . ?
Bi1 C13 C18 C17 -179.7(4) . . . . ?
C24 C19 C20 C21 -0.5(9) . . . . ?
Bi1 C19 C20 C21 178.5(5) . . . . ?
C19 C20 C21 C22 1.4(11) . . . . ?
C20 C21 C22 C23 -1.0(13) . . . . ?
C21 C22 C23 C24 -0.4(11) . . . . ?
C20 C19 C24 C23 -0.8(9) . . . . ?
Bi1 C19 C24 C23 -179.7(4) . . . . ?
C22 C23 C24 C19 1.2(9) . . . . ?
C30 C25 C26 C27 0.9(12) . . . . ?
Bi1 C25 C26 C27 177.4(6) . . . . ?
C25 C26 C27 C28 0.1(13) . . . . ?
C26 C27 C28 C29 -0.3(14) . . . . ?
C27 C28 C29 C30 -0.7(15) . . . . ?
C26 C25 C30 C29 -1.8(13) . . . . ?
Bi1 C25 C30 C29 -178.2(7) . . . . ?
C28 C29 C30 C25 1.7(16) . . . . ?
C5 C4 N1 C3 -1.4(11) . . . . ?
C2 C3 N1 C4 1.0(10) . . . . ?
C11 C10 N2 C9 -0.3(13) . . . . ?
C8 C9 N2 C10 1.7(11) . . . . ?

_refine_diff_density_max         0.922
_refine_diff_density_min         -0.949
_refine_diff_density_rms         0.108

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1585635'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H13 N O2 Sn'
_chemical_formula_sum            'C9 H13 N O2 Sn'
_chemical_formula_weight         285.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6686(9)
_cell_length_b                   8.9159(12)
_cell_length_c                   10.1287(13)
_cell_angle_alpha                79.674(2)
_cell_angle_beta                 72.196(2)
_cell_angle_gamma                75.429(2)
_cell_volume                     551.50(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    3709
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      21.24

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_F_000             280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    2.287
_shelx_estimated_absorpt_T_min   0.469
_shelx_estimated_absorpt_T_max   0.567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.469
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   
; SADABS - V2.03 (Bruker 2001)was used for 
absorption  correction. 
;
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5081
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.125
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_full        24.993
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             1885
_reflns_number_gt                1792
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    
;Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K. & Berndt,
 M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
; Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004).
 J. Appl. Cryst. 37, 335-338.
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+0.1922P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1885
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0225
_refine_ls_wR_factor_ref         0.0579
_refine_ls_wR_factor_gt          0.0569
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C9 C 0.4960(6) 1.2745(4) 0.0763(4) 0.0527(9) Uani 1 1 d . . . . .
H9A H 0.584688 1.309005 0.118630 0.079 Uiso 1 1 calc R U . . .
H9B H 0.585406 1.206141 0.008080 0.079 Uiso 1 1 calc R U . . .
H9C H 0.415482 1.363145 0.031917 0.079 Uiso 1 1 calc R U . . .
C8 C 0.0663(6) 1.0657(5) 0.1644(5) 0.0621(10) Uani 1 1 d . . . . .
H8A H 0.113880 1.067276 0.064721 0.093 Uiso 1 1 calc R U . . .
H8B H 0.063914 0.960547 0.206577 0.093 Uiso 1 1 calc R U . . .
H8C H -0.075814 1.129381 0.191140 0.093 Uiso 1 1 calc R U . . .
C7 C 0.2453(7) 1.1741(5) 0.4429(4) 0.0658(11) Uani 1 1 d . . . . .
H7A H 0.360646 1.216673 0.448642 0.099 Uiso 1 1 calc R U . . .
H7B H 0.109953 1.241849 0.480164 0.099 Uiso 1 1 calc R U . . .
H7C H 0.249682 1.073015 0.495602 0.099 Uiso 1 1 calc R U . . .
C2 C 0.6649(5) 0.6756(4) 0.2676(3) 0.0408(7) Uani 1 1 d . . . . .
C3 C 0.6231(6) 0.5297(4) 0.3227(4) 0.0531(9) Uani 1 1 d . . . . .
H3 H 0.483042 0.517956 0.368445 0.064 Uiso 1 1 calc R U . . .
C4 C 0.7907(6) 0.4024(4) 0.3091(4) 0.0551(9) Uani 1 1 d . . . . .
H4 H 0.760094 0.305291 0.348133 0.066 Uiso 1 1 calc R U . . .
C5 C 1.0316(6) 0.5509(4) 0.1907(4) 0.0584(10) Uani 1 1 d . . . . .
H5 H 1.172933 0.559623 0.145213 0.070 Uiso 1 1 calc R U . . .
C6 C 0.8735(6) 0.6851(4) 0.1994(4) 0.0556(9) Uani 1 1 d . . . . .
H6 H 0.908087 0.780887 0.159501 0.067 Uiso 1 1 calc R U . . .
C1 C 0.4827(6) 0.8175(4) 0.2864(4) 0.0506(9) Uani 1 1 d . . . . .
N1 N 0.9944(5) 0.4095(3) 0.2433(3) 0.0474(7) Uani 1 1 d . . . . .
O1 O 0.5323(4) 0.9438(3) 0.2137(3) 0.0519(6) Uani 1 1 d . . . . .
O2 O 0.3099(5) 0.8067(3) 0.3662(4) 0.0856(10) Uani 1 1 d . . . . .
SN1 Sn 0.27982(3) 1.15352(2) 0.23214(2) 0.03903(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C9 SN1 2.124(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C8 SN1 2.112(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7 SN1 2.112(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C2 C6 1.367(5) . ?
C2 C3 1.381(5) . ?
C2 C1 1.512(5) . ?
C3 C4 1.371(5) . ?
C3 H3 0.9300 . ?
C4 N1 1.329(5) . ?
C4 H4 0.9300 . ?
C5 N1 1.331(5) . ?
C5 C6 1.378(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C1 O2 1.203(4) . ?
C1 O1 1.289(4) . ?
N1 SN1 2.572(3) 1_645 ?
O1 SN1 2.171(2) . ?
SN1 N1 2.572(3) 1_465 ?

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
SN1 C9 H9A 109.5 . . ?
SN1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
SN1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
SN1 C8 H8A 109.5 . . ?
SN1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
SN1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
SN1 C7 H7A 109.5 . . ?
SN1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
SN1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C2 C3 117.7(3) . . ?
C6 C2 C1 122.6(3) . . ?
C3 C2 C1 119.7(3) . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
N1 C4 C3 124.0(3) . . ?
N1 C4 H4 118.0 . . ?
C3 C4 H4 118.0 . . ?
N1 C5 C6 124.0(3) . . ?
N1 C5 H5 118.0 . . ?
C6 C5 H5 118.0 . . ?
C2 C6 C5 119.1(3) . . ?
C2 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
O2 C1 O1 125.6(3) . . ?
O2 C1 C2 119.9(3) . . ?
O1 C1 C2 114.5(3) . . ?
C4 N1 C5 116.1(3) . . ?
C4 N1 SN1 118.0(2) . 1_645 ?
C5 N1 SN1 125.9(2) . 1_645 ?
C1 O1 SN1 117.2(2) . . ?
C8 SN1 C7 124.14(18) . . ?
C8 SN1 C9 116.63(17) . . ?
C7 SN1 C9 117.69(17) . . ?
C8 SN1 O1 96.04(13) . . ?
C7 SN1 O1 96.92(14) . . ?
C9 SN1 O1 88.99(12) . . ?
C8 SN1 N1 85.19(13) . 1_465 ?
C7 SN1 N1 84.67(13) . 1_465 ?
C9 SN1 N1 87.95(12) . 1_465 ?
O1 SN1 N1 176.93(8) . 1_465 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C2 C3 C4 1.1(6) . . . . ?
C1 C2 C3 C4 -177.8(4) . . . . ?
C2 C3 C4 N1 -1.1(6) . . . . ?
C3 C2 C6 C5 -1.1(6) . . . . ?
C1 C2 C6 C5 177.9(3) . . . . ?
N1 C5 C6 C2 1.0(7) . . . . ?
C6 C2 C1 O2 -167.6(4) . . . . ?
C3 C2 C1 O2 11.3(6) . . . . ?
C6 C2 C1 O1 11.1(5) . . . . ?
C3 C2 C1 O1 -169.9(3) . . . . ?
C3 C4 N1 C5 0.9(6) . . . . ?
C3 C4 N1 SN1 180.0(3) . . . 1_645 ?
C6 C5 N1 C4 -0.9(6) . . . . ?
C6 C5 N1 SN1 -179.8(3) . . . 1_645 ?
O2 C1 O1 SN1 -1.9(6) . . . . ?
C2 C1 O1 SN1 179.4(2) . . . . ?

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_shi_3184_maan
_database_code_depnum_ccdc_archive 'CCDC 1585637'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;
_audit_creation_date             2017-11-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C31 H23 Ag Bi F3 N2 O7 S'
_chemical_formula_sum            'C31 H23 Ag Bi F3 N2 O7 S'
_chemical_formula_weight         941.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 N2 O4 Bi1 Ag1 F3 S1'
_chemical_oxdiff_usercomment     TM_18
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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.6678(5)
_cell_length_b                   15.1649(10)
_cell_length_c                   15.0978(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.116(4)
_cell_angle_gamma                90.00
_cell_volume                     3059.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4769
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      28.1830
_cell_measurement_theta_min      2.0570
_exptl_absorpt_coefficient_mu    6.522
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.044
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14322
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.93
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1593
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00  79.00   1.00   20.00    --   17.71  19.00   0.00   67
  2  ω    -12.00  14.00   1.00   20.00    --  -15.29 -99.00  90.00   26
  3  ω    -51.00  20.00   1.00   20.00    --   17.71 -38.00 150.00   71
  4  ω    -45.00  -4.00   1.00   20.00    --  -15.29  19.00 -60.00   41
  5  ω    -16.00  11.00   1.00   20.00    --  -15.29 -99.00 -90.00   27
  6  ω     60.00  88.00   1.00   20.00    --   17.71 178.00 -30.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0062163000
_diffrn_orient_matrix_UB_12      -0.0406081000
_diffrn_orient_matrix_UB_13      -0.0238992000
_diffrn_orient_matrix_UB_21      0.0306292000
_diffrn_orient_matrix_UB_22      -0.0213763000
_diffrn_orient_matrix_UB_23      0.0375632000
_diffrn_orient_matrix_UB_31      -0.0428659000
_diffrn_orient_matrix_UB_32      -0.0094130000
_diffrn_orient_matrix_UB_33      0.0179092000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4424
_reflns_number_total             5402
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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         1.524
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.150
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0330P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0794
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22),
  C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Bi1 Bi 0.128885(16) 0.426657(16) 0.317745(15) 0.02048(9) Uani 1 d . . .
Ag1 Ag 0.57742(4) 0.54882(4) 0.86025(3) 0.03307(15) Uani 1 d . . .
S1 S 0.41200(13) 0.65943(12) 0.99617(13) 0.0348(4) Uani 1 d . . .
F1 F 0.5252(5) 0.7935(4) 1.0472(4) 0.107(2) Uani 1 d . . .
F2 F 0.3933(6) 0.7930(3) 1.0984(4) 0.125(3) Uani 1 d . . .
F3 F 0.3876(4) 0.8287(3) 0.9620(3) 0.0637(13) Uani 1 d . . .
O1 O 0.2692(3) 0.4179(3) 0.4354(3) 0.0251(10) Uani 1 d . . .
O2 O 0.1554(3) 0.4910(3) 0.4920(3) 0.0257(10) Uani 1 d . . .
O3 O 1.0110(3) 0.4423(3) 1.1875(3) 0.0260(10) Uani 1 d . . .
O4 O 0.9358(3) 0.5202(3) 1.2792(3) 0.0303(11) Uani 1 d . . .
O5 O 0.4606(5) 0.6513(4) 0.9229(4) 0.077(2) Uani 1 d . . .
O6 O 0.4596(4) 0.6141(3) 1.0771(3) 0.0480(13) Uani 1 d . . .
O7 O 0.3061(4) 0.6515(4) 0.9723(5) 0.082(2) Uani 1 d . . .
N1 N 0.4684(4) 0.5241(4) 0.7331(3) 0.0257(12) Uani 1 d . . .
N2 N 0.7090(4) 0.5506(3) 0.9727(3) 0.0279(13) Uani 1 d . . .
C1 C 0.2421(4) 0.4637(4) 0.4982(4) 0.0200(14) Uani 1 d . . .
C2 C 0.3207(4) 0.4834(4) 0.5798(4) 0.0178(13) Uani 1 d . . .
C3 C 0.4206(4) 0.4711(4) 0.5814(4) 0.0273(15) Uani 1 d . . .
H3 H 0.4404 0.4490 0.5304 0.033 Uiso 1 calc . . R
C4 C 0.4916(4) 0.4910(4) 0.6576(4) 0.0282(16) Uani 1 d . . .
H4 H 0.5585 0.4812 0.6569 0.034 Uiso 1 calc . . R
C5 C 0.3708(4) 0.5363(4) 0.7316(4) 0.0269(15) Uani 1 d . . .
H5 H 0.3524 0.5585 0.7832 0.032 Uiso 1 calc . . R
C6 C 0.2974(4) 0.5178(4) 0.6578(4) 0.0263(15) Uani 1 d . . .
H6 H 0.2308 0.5284 0.6598 0.032 Uiso 1 calc . . R
C7 C 0.9393(5) 0.4928(4) 1.2037(4) 0.0252(15) Uani 1 d . . .
C8 C 0.8601(4) 0.5147(4) 1.1229(4) 0.0212(14) Uani 1 d . . .
C9 C 0.8690(5) 0.4898(4) 1.0368(4) 0.0283(16) Uani 1 d . . .
H9 H 0.9259 0.4604 1.0280 0.034 Uiso 1 calc . . R
C10 C 0.7933(5) 0.5091(5) 0.9648(4) 0.0304(16) Uani 1 d . . .
H10 H 0.8007 0.4926 0.9073 0.036 Uiso 1 calc . . R
C11 C 0.7015(5) 0.5778(4) 1.0546(4) 0.0286(16) Uani 1 d . . .
H11 H 0.6446 0.6088 1.0609 0.034 Uiso 1 calc . . R
C12 C 0.7755(4) 0.5618(4) 1.1312(4) 0.0271(16) Uani 1 d . . .
H12 H 0.7684 0.5824 1.1875 0.032 Uiso 1 calc . . R
C13 C 0.0325(4) 0.3391(4) 0.3783(4) 0.0226(14) Uani 1 d . . .
C14 C 0.0427(5) 0.2497(5) 0.3662(4) 0.0316(16) Uani 1 d . . .
H14 H 0.0909 0.2279 0.3368 0.038 Uiso 1 calc . . R
C15 C -0.0212(5) 0.1931(5) 0.3994(4) 0.0347(17) Uani 1 d . . .
H15 H -0.0153 0.1324 0.3930 0.042 Uiso 1 calc . . R
C16 C -0.0925(5) 0.2261(5) 0.4413(4) 0.0337(17) Uani 1 d . . .
H16 H -0.1350 0.1877 0.4632 0.040 Uiso 1 calc . . R
C17 C -0.1022(5) 0.3154(4) 0.4514(4) 0.0303(16) Uani 1 d . . .
H17 H -0.1523 0.3370 0.4788 0.036 Uiso 1 calc . . R
C18 C -0.0384(4) 0.3739(4) 0.4212(4) 0.0258(15) Uani 1 d . . .
H18 H -0.0432 0.4343 0.4297 0.031 Uiso 1 calc . . R
C19 C 0.2103(4) 0.3407(4) 0.2379(4) 0.0223(14) Uani 1 d . . .
C20 C 0.1588(5) 0.3037(4) 0.1588(4) 0.0311(16) Uani 1 d . . .
H20 H 0.0906 0.3136 0.1390 0.037 Uiso 1 calc . . R
C21 C 0.2106(6) 0.2517(5) 0.1095(5) 0.0428(19) Uani 1 d . . .
H21 H 0.1759 0.2253 0.0565 0.051 Uiso 1 calc . . R
C22 C 0.3115(5) 0.2375(4) 0.1361(5) 0.0386(18) Uani 1 d . . .
H22 H 0.3454 0.2043 0.1003 0.046 Uiso 1 calc . . R
C23 C 0.3621(5) 0.2733(4) 0.2170(5) 0.0355(17) Uani 1 d . . .
H23 H 0.4303 0.2632 0.2367 0.043 Uiso 1 calc . . R
C24 C 0.3111(5) 0.3247(4) 0.2692(4) 0.0306(16) Uani 1 d . . .
H24 H 0.3444 0.3478 0.3244 0.037 Uiso 1 calc . . R
C25 C 0.1722(4) 0.5647(4) 0.3012(4) 0.0230(14) Uani 1 d . . .
C26 C 0.1237(5) 0.6347(4) 0.3319(4) 0.0299(16) Uani 1 d . . .
H26 H 0.0703 0.6253 0.3601 0.036 Uiso 1 calc . . R
C27 C 0.1572(6) 0.7198(5) 0.3192(4) 0.0391(18) Uani 1 d . . .
H27 H 0.1265 0.7685 0.3392 0.047 Uiso 1 calc . . R
C28 C 0.2370(6) 0.7311(5) 0.2764(5) 0.049(2) Uani 1 d . . .
H28 H 0.2589 0.7878 0.2673 0.059 Uiso 1 calc . . R
C29 C 0.2841(5) 0.6603(5) 0.2473(5) 0.0416(19) Uani 1 d . . .
H29 H 0.3377 0.6692 0.2193 0.050 Uiso 1 calc . . R
C30 C 0.2520(5) 0.5765(5) 0.2595(4) 0.0298(16) Uani 1 d . . .
H30 H 0.2836 0.5281 0.2399 0.036 Uiso 1 calc . . R
C31 C 0.4292(6) 0.7738(5) 1.0272(5) 0.046(2) Uani 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 O1 2.328(4) . ?
Bi1 O2 2.757(4) . ?
Bi1 O3 2.278(4) 1_454 ?
Bi1 C13 2.200(6) . ?
Bi1 C19 2.226(5) . ?
Bi1 C25 2.204(6) . ?
Ag1 O5 2.548(5) . ?
Ag1 N1 2.201(5) . ?
Ag1 N2 2.200(5) . ?
S1 O5 1.410(5) . ?
S1 O6 1.434(5) . ?
S1 O7 1.421(5) . ?
S1 C31 1.799(8) . ?
F1 C31 1.318(9) . ?
F2 C31 1.305(8) . ?
F3 C31 1.322(8) . ?
O1 C1 1.290(7) . ?
O2 C1 1.240(7) . ?
O3 Bi1 2.278(4) 1_656 ?
O3 C7 1.307(7) . ?
O4 C7 1.224(7) . ?
O6 Ag1 2.730(5) 3_667 ?
N1 C4 1.342(7) . ?
N1 C5 1.343(7) . ?
N2 C10 1.339(8) . ?
N2 C11 1.329(8) . ?
C1 C2 1.485(8) . ?
C2 C3 1.374(8) . ?
C2 C6 1.384(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(8) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.364(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.488(8) . ?
C8 C9 1.383(8) . ?
C8 C12 1.387(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.366(9) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.388(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(9) . ?
C13 C18 1.379(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.391(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.364(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.373(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.371(8) . ?
C19 C24 1.381(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.371(9) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.395(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.382(8) . ?
C25 C30 1.381(9) . ?
C26 H26 0.9300 . ?
C26 C27 1.397(9) . ?
C27 H27 0.9300 . ?
C27 C28 1.390(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.370(10) . ?
C29 H29 0.9300 . ?
C29 C30 1.370(9) . ?
C30 H30 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
O1 Bi1 O2 50.93(12) . . ?
O3 Bi1 O1 169.98(13) 1_454 . ?
O3 Bi1 O2 135.59(13) 1_454 . ?
C13 Bi1 O1 96.76(18) . . ?
C13 Bi1 O2 77.73(18) . . ?
C13 Bi1 O3 92.54(18) . 1_454 ?
C13 Bi1 C19 106.4(2) . . ?
C13 Bi1 C25 145.0(2) . . ?
C19 Bi1 O1 87.42(18) . . ?
C19 Bi1 O2 138.03(18) . . ?
C19 Bi1 O3 86.37(19) . 1_454 ?
C25 Bi1 O1 86.71(18) . . ?
C25 Bi1 O2 77.71(17) . . ?
C25 Bi1 O3 87.82(19) . 1_454 ?
C25 Bi1 C19 108.5(2) . . ?
N1 Ag1 O5 93.8(2) . . ?
N2 Ag1 O5 100.4(2) . . ?
N2 Ag1 N1 165.81(19) . . ?
O5 S1 O6 115.0(3) . . ?
O5 S1 O7 114.6(4) . . ?
O5 S1 C31 103.4(4) . . ?
O6 S1 C31 103.3(3) . . ?
O7 S1 O6 115.6(3) . . ?
O7 S1 C31 102.6(4) . . ?
C1 O1 Bi1 102.3(3) . . ?
C1 O2 Bi1 83.5(3) . . ?
C7 O3 Bi1 108.8(4) . 1_656 ?
S1 O5 Ag1 141.2(4) . . ?
S1 O6 Ag1 130.2(3) . 3_667 ?
C4 N1 Ag1 124.6(4) . . ?
C4 N1 C5 116.6(5) . . ?
C5 N1 Ag1 118.7(4) . . ?
C10 N2 Ag1 120.3(4) . . ?
C11 N2 Ag1 120.8(4) . . ?
C11 N2 C10 117.7(5) . . ?
O1 C1 C2 116.7(5) . . ?
O2 C1 O1 122.7(5) . . ?
O2 C1 C2 120.6(5) . . ?
C3 C2 C1 122.0(5) . . ?
C3 C2 C6 116.2(5) . . ?
C6 C2 C1 121.7(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3 119.7 . . ?
N1 C4 C3 122.9(5) . . ?
N1 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
N1 C5 H5 118.5 . . ?
N1 C5 C6 122.9(5) . . ?
C6 C5 H5 118.5 . . ?
C2 C6 H6 119.6 . . ?
C5 C6 C2 120.8(5) . . ?
C5 C6 H6 119.6 . . ?
O3 C7 C8 115.0(5) . . ?
O4 C7 O3 123.4(6) . . ?
O4 C7 C8 121.6(5) . . ?
C9 C8 C7 121.1(5) . . ?
C9 C8 C12 117.7(6) . . ?
C12 C8 C7 121.2(5) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.2(6) . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 123.5(6) . . ?
N2 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
N2 C11 H11 118.8 . . ?
N2 C11 C12 122.3(6) . . ?
C12 C11 H11 118.8 . . ?
C8 C12 C11 119.4(6) . . ?
C8 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C14 C13 Bi1 116.9(4) . . ?
C18 C13 Bi1 120.4(5) . . ?
C18 C13 C14 122.6(6) . . ?
C13 C14 H14 120.9 . . ?
C13 C14 C15 118.1(6) . . ?
C15 C14 H14 120.9 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.3(6) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(6) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.8(6) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 C17 117.6(6) . . ?
C13 C18 H18 121.2 . . ?
C17 C18 H18 121.2 . . ?
C20 C19 Bi1 119.1(4) . . ?
C20 C19 C24 121.3(5) . . ?
C24 C19 Bi1 119.6(4) . . ?
C19 C20 H20 120.8 . . ?
C19 C20 C21 118.5(6) . . ?
C21 C20 H20 120.8 . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 122.0(7) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.9(6) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.1(6) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 119.1(6) . . ?
C19 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C26 C25 Bi1 122.1(4) . . ?
C30 C25 Bi1 115.5(5) . . ?
C30 C25 C26 122.3(6) . . ?
C25 C26 H26 121.0 . . ?
C25 C26 C27 118.0(6) . . ?
C27 C26 H26 121.0 . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.3(7) . . ?
C28 C27 H27 120.3 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.3(7) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0(6) . . ?
C30 C29 H29 120.0 . . ?
C25 C30 H30 120.4 . . ?
C29 C30 C25 119.1(6) . . ?
C29 C30 H30 120.4 . . ?
F1 C31 S1 110.4(6) . . ?
F1 C31 F3 106.2(6) . . ?
F2 C31 S1 112.3(5) . . ?
F2 C31 F1 106.7(7) . . ?
F2 C31 F3 107.1(7) . . ?
F3 C31 S1 113.7(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Bi1 O1 C1 O2 8.7(7) . . . . ?
Bi1 O1 C1 C2 -171.1(4) . . . . ?
Bi1 O2 C1 O1 -7.2(6) . . . . ?
Bi1 O2 C1 C2 172.6(5) . . . . ?
Bi1 O3 C7 O4 -5.0(7) 1_656 . . . ?
Bi1 O3 C7 C8 175.6(4) 1_656 . . . ?
Bi1 C13 C14 C15 -176.5(5) . . . . ?
Bi1 C13 C18 C17 174.8(4) . . . . ?
Bi1 C19 C20 C21 179.1(5) . . . . ?
Bi1 C19 C24 C23 -177.7(5) . . . . ?
Bi1 C25 C26 C27 179.3(5) . . . . ?
Bi1 C25 C30 C29 -179.5(5) . . . . ?
Ag1 N1 C4 C3 175.6(5) . . . . ?
Ag1 N1 C5 C6 -176.0(5) . . . . ?
Ag1 N2 C10 C9 -164.4(5) . . . . ?
Ag1 N2 C11 C12 165.2(5) . . . . ?
O1 Bi1 O2 C1 4.3(3) . . . . ?
O1 Bi1 C13 C14 -83.6(5) . . . . ?
O1 Bi1 C13 C18 100.1(5) . . . . ?
O1 Bi1 C19 C20 167.8(5) . . . . ?
O1 Bi1 C19 C24 -11.4(5) . . . . ?
O1 Bi1 C25 C26 -103.4(5) . . . . ?
O1 Bi1 C25 C30 75.7(5) . . . . ?
O1 C1 C2 C3 13.9(9) . . . . ?
O1 C1 C2 C6 -168.2(5) . . . . ?
O2 Bi1 O1 C1 -4.2(3) . . . . ?
O2 Bi1 C13 C14 -131.1(5) . . . . ?
O2 Bi1 C13 C18 52.6(5) . . . . ?
O2 Bi1 C19 C20 161.3(4) . . . . ?
O2 Bi1 C19 C24 -17.8(7) . . . . ?
O2 Bi1 C25 C26 -52.7(5) . . . . ?
O2 Bi1 C25 C30 126.4(5) . . . . ?
O2 C1 C2 C3 -165.9(6) . . . . ?
O2 C1 C2 C6 12.1(9) . . . . ?
O3 Bi1 O1 C1 129.6(8) 1_454 . . . ?
O3 Bi1 O2 C1 -165.4(3) 1_454 . . . ?
O3 Bi1 C13 C14 92.7(5) 1_454 . . . ?
O3 Bi1 C13 C18 -83.6(5) 1_454 . . . ?
O3 Bi1 C19 C20 -20.1(5) 1_454 . . . ?
O3 Bi1 C19 C24 160.8(5) 1_454 . . . ?
O3 Bi1 C25 C26 85.0(5) 1_454 . . . ?
O3 Bi1 C25 C30 -95.9(5) 1_454 . . . ?
O3 C7 C8 C9 -6.3(9) . . . . ?
O3 C7 C8 C12 174.7(6) . . . . ?
O4 C7 C8 C9 174.4(6) . . . . ?
O4 C7 C8 C12 -4.6(9) . . . . ?
O5 Ag1 N1 C4 162.4(5) . . . . ?
O5 Ag1 N1 C5 -22.7(5) . . . . ?
O5 Ag1 N2 C10 -174.9(5) . . . . ?
O5 Ag1 N2 C11 17.7(5) . . . . ?
O5 S1 O6 Ag1 -96.0(4) . . . 3_667 ?
O5 S1 C31 F1 -57.4(6) . . . . ?
O5 S1 C31 F2 -176.4(6) . . . . ?
O5 S1 C31 F3 61.8(6) . . . . ?
O6 S1 O5 Ag1 25.4(8) . . . . ?
O6 S1 C31 F1 62.7(6) . . . . ?
O6 S1 C31 F2 -56.2(7) . . . . ?
O6 S1 C31 F3 -178.1(5) . . . . ?
O7 S1 O5 Ag1 -112.0(6) . . . . ?
O7 S1 O6 Ag1 41.0(5) . . . 3_667 ?
O7 S1 C31 F1 -176.9(5) . . . . ?
O7 S1 C31 F2 64.2(7) . . . . ?
O7 S1 C31 F3 -57.6(6) . . . . ?
N1 Ag1 O5 S1 119.0(7) . . . . ?
N1 Ag1 N2 C10 7.0(11) . . . . ?
N1 Ag1 N2 C11 -160.4(7) . . . . ?
N1 C5 C6 C2 1.0(11) . . . . ?
N2 Ag1 O5 S1 -60.5(7) . . . . ?
N2 Ag1 N1 C4 -19.5(11) . . . . ?
N2 Ag1 N1 C5 155.3(7) . . . . ?
N2 C11 C12 C8 -0.8(10) . . . . ?
C1 C2 C3 C4 179.1(6) . . . . ?
C1 C2 C6 C5 -179.2(6) . . . . ?
C2 C3 C4 N1 -0.9(11) . . . . ?
C3 C2 C6 C5 -1.1(9) . . . . ?
C4 N1 C5 C6 -0.8(10) . . . . ?
C5 N1 C4 C3 0.7(10) . . . . ?
C6 C2 C3 C4 1.1(9) . . . . ?
C7 C8 C9 C10 178.2(6) . . . . ?
C7 C8 C12 C11 -177.5(6) . . . . ?
C8 C9 C10 N2 -0.7(11) . . . . ?
C9 C8 C12 C11 3.4(9) . . . . ?
C10 N2 C11 C12 -2.5(10) . . . . ?
C11 N2 C10 C9 3.3(10) . . . . ?
C12 C8 C9 C10 -2.7(10) . . . . ?
C13 Bi1 O1 C1 -72.4(4) . . . . ?
C13 Bi1 O2 C1 113.7(4) . . . . ?
C13 Bi1 C19 C20 71.5(5) . . . . ?
C13 Bi1 C19 C24 -107.6(5) . . . . ?
C13 Bi1 C25 C26 -6.3(7) . . . . ?
C13 Bi1 C25 C30 172.8(4) . . . . ?
C13 C14 C15 C16 1.0(10) . . . . ?
C14 C13 C18 C17 -1.2(9) . . . . ?
C14 C15 C16 C17 -0.1(10) . . . . ?
C15 C16 C17 C18 -1.5(11) . . . . ?
C16 C17 C18 C13 2.1(10) . . . . ?
C18 C13 C14 C15 -0.3(10) . . . . ?
C19 Bi1 O1 C1 -178.6(4) . . . . ?
C19 Bi1 O2 C1 12.7(5) . . . . ?
C19 Bi1 C13 C14 5.7(5) . . . . ?
C19 Bi1 C13 C18 -170.6(5) . . . . ?
C19 Bi1 C25 C26 170.5(5) . . . . ?
C19 Bi1 C25 C30 -10.5(5) . . . . ?
C19 C20 C21 C22 -1.4(11) . . . . ?
C20 C19 C24 C23 3.2(10) . . . . ?
C20 C21 C22 C23 3.0(11) . . . . ?
C21 C22 C23 C24 -1.5(11) . . . . ?
C22 C23 C24 C19 -1.5(10) . . . . ?
C24 C19 C20 C21 -1.8(10) . . . . ?
C25 Bi1 O1 C1 72.6(4) . . . . ?
C25 Bi1 O2 C1 -91.5(4) . . . . ?
C25 Bi1 C13 C14 -177.5(4) . . . . ?
C25 Bi1 C13 C18 6.2(7) . . . . ?
C25 Bi1 C19 C20 -106.6(5) . . . . ?
C25 Bi1 C19 C24 74.3(5) . . . . ?
C25 C26 C27 C28 0.2(10) . . . . ?
C26 C25 C30 C29 -0.5(10) . . . . ?
C26 C27 C28 C29 -0.7(11) . . . . ?
C27 C28 C29 C30 0.6(11) . . . . ?
C28 C29 C30 C25 0.0(10) . . . . ?
C30 C25 C26 C27 0.3(10) . . . . ?
C31 S1 O5 Ag1 137.2(6) . . . . ?
C31 S1 O6 Ag1 152.2(4) . . . 3_667 ?

_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 1.430
_oxdiff_exptl_absorpt_empirical_full_min 0.814
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1585641'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H25 Ag Bi Cl2 N3 O7'
_chemical_formula_weight         939.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.0075(15)
_cell_length_b                   16.9543(16)
_cell_length_c                   17.883(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.652(11)
_cell_angle_gamma                90
_cell_volume                     3299.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9841
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      28.15

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.891
_exptl_crystal_F_000             1808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    6.131
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1663
_exptl_absorpt_correction_T_max  0.3042
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe-ipds II'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34784
_diffrn_reflns_av_unetI/netI     0.1444
_diffrn_reflns_av_R_equivalents  0.2068
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.224
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             5798
_reflns_number_gt                2899
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       X-Area
_computing_cell_refinement       X-Area
_computing_data_reduction        X-Area
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5798
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1034
_refine_ls_wR_factor_gt          0.0908
_refine_ls_goodness_of_fit_ref   0.765
_refine_ls_restrained_S_all      0.765
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C7 C 0.7707(9) 0.3321(8) 0.2070(6) 0.051(3) Uani 1 1 d . . . . .
C8 C 0.7184(9) 0.4122(6) 0.1916(6) 0.036(2) Uani 1 1 d . . . . .
C9 C 0.6086(9) 0.4229(7) 0.1437(6) 0.051(3) Uani 1 1 d . . . . .
H9 H 0.5680 0.3786 0.1217 0.061 Uiso 1 1 calc R U . . .
C10 C 0.6173(10) 0.5568(7) 0.1588(7) 0.053(3) Uani 1 1 d . . . . .
H10 H 0.5846 0.6066 0.1468 0.064 Uiso 1 1 calc R U . . .
C11 C 0.7260(10) 0.5518(7) 0.2085(7) 0.053(3) Uani 1 1 d . . . . .
H11 H 0.7633 0.5970 0.2307 0.063 Uiso 1 1 calc R U . . .
C12 C 0.7778(10) 0.4790(7) 0.2246(7) 0.058(3) Uani 1 1 d . . . . .
H12 H 0.8517 0.4744 0.2572 0.069 Uiso 1 1 calc R U . . .
C1 C 0.9620(10) 0.0755(7) 0.3600(6) 0.049(3) Uani 1 1 d . . . . .
C2 C 1.0277(9) 0.0082(7) 0.4025(6) 0.045(3) Uani 1 1 d . . . . .
C3 C 1.1414(8) 0.0239(6) 0.4461(6) 0.042(3) Uani 1 1 d . . . . .
H3 H 1.1710 0.0753 0.4478 0.050 Uiso 1 1 calc R U . . .
C4 C 1.1654(9) -0.1055(6) 0.4809(6) 0.045(3) Uani 1 1 d . . . . .
H4 H 1.2128 -0.1452 0.5067 0.054 Uiso 1 1 calc R U . . .
C5 C 1.0530(11) -0.1264(7) 0.4399(6) 0.052(3) Uani 1 1 d . . . . .
H5 H 1.0251 -0.1782 0.4393 0.062 Uiso 1 1 calc R U . . .
C6 C 0.9836(9) -0.0678(6) 0.3999(6) 0.048(3) Uani 1 1 d . . . . .
H6 H 0.9080 -0.0798 0.3715 0.057 Uiso 1 1 calc R U . . .
C13 C 0.7499(9) 0.2308(6) 0.3543(6) 0.046(3) Uani 1 1 d . . . . .
C18 C 0.8388(11) 0.2738(7) 0.4005(7) 0.055(3) Uani 1 1 d . . . . .
H18 H 0.9187 0.2762 0.3897 0.066 Uiso 1 1 calc R U . . .
C17 C 0.8073(12) 0.3137(8) 0.4637(8) 0.071(4) Uani 1 1 d . . . . .
H17 H 0.8666 0.3423 0.4951 0.085 Uiso 1 1 calc R U . . .
C16 C 0.6903(14) 0.3106(8) 0.4790(8) 0.074(4) Uani 1 1 d . . . . .
H16 H 0.6699 0.3384 0.5202 0.089 Uiso 1 1 calc R U . . .
C15 C 0.6027(14) 0.2678(10) 0.4355(10) 0.087(5) Uani 1 1 d . . . . .
H15 H 0.5234 0.2653 0.4474 0.105 Uiso 1 1 calc R U . . .
C14 C 0.6325(11) 0.2277(8) 0.3729(7) 0.065(4) Uani 1 1 d . . . . .
H14 H 0.5725 0.1982 0.3430 0.078 Uiso 1 1 calc R U . . .
C19 C 0.9253(10) 0.1411(8) 0.1819(6) 0.055(3) Uani 1 1 d . . . . .
C24 C 1.0156(11) 0.1946(8) 0.1704(7) 0.063(4) Uani 1 1 d . . . . .
H24 H 1.0193 0.2441 0.1930 0.076 Uiso 1 1 calc R U . . .
C23 C 1.1000(10) 0.1729(11) 0.1246(8) 0.074(4) Uani 1 1 d . . . . .
H23 H 1.1629 0.2069 0.1164 0.089 Uiso 1 1 calc R U . . .
C22 C 1.0886(12) 0.0981(11) 0.0908(9) 0.082(5) Uani 1 1 d . . . . .
H22 H 1.1438 0.0839 0.0585 0.098 Uiso 1 1 calc R U . . .
C21 C 0.9992(14) 0.0444(10) 0.1031(8) 0.081(4) Uani 1 1 d . . . . .
H21 H 0.9953 -0.0054 0.0810 0.097 Uiso 1 1 calc R U . . .
C20 C 0.9142(12) 0.0677(8) 0.1506(7) 0.064(3) Uani 1 1 d . . . . .
H20 H 0.8521 0.0338 0.1602 0.077 Uiso 1 1 calc R U . . .
C25 C 0.6217(9) 0.0956(7) 0.2060(7) 0.048(3) Uani 1 1 d . . . . .
C30 C 0.5319(10) 0.1321(9) 0.1546(8) 0.069(4) Uani 1 1 d . . . . .
H30 H 0.5346 0.1859 0.1450 0.083 Uiso 1 1 calc R U . . .
C29 C 0.4402(12) 0.0863(10) 0.1190(9) 0.087(5) Uani 1 1 d . . . . .
H29 H 0.3801 0.1095 0.0838 0.105 Uiso 1 1 calc R U . . .
C28 C 0.4325(11) 0.0065(11) 0.1331(9) 0.089(5) Uani 1 1 d . . . . .
H28 H 0.3684 -0.0236 0.1080 0.107 Uiso 1 1 calc R U . . .
C27 C 0.5242(11) -0.0277(8) 0.1863(8) 0.071(4) Uani 1 1 d . . . . .
H27 H 0.5210 -0.0814 0.1964 0.085 Uiso 1 1 calc R U . . .
C26 C 0.6184(10) 0.0166(7) 0.2236(8) 0.063(3) Uani 1 1 d . . . . .
H26 H 0.6781 -0.0059 0.2597 0.075 Uiso 1 1 calc R U . . .
C31 C 0.226(2) 0.2805(13) 0.3596(13) 0.146(8) Uani 1 1 d . . . . .
H31A H 0.1569 0.2445 0.3516 0.176 Uiso 1 1 calc R U . . .
H31B H 0.2836 0.2606 0.4018 0.176 Uiso 1 1 calc R U . . .
N2 N 0.5573(7) 0.4948(6) 0.1274(5) 0.049(2) Uani 1 1 d . . . . .
N1 N 1.2101(7) -0.0318(5) 0.4857(5) 0.043(2) Uani 1 1 d . . . . .
N3 N 0.3408(10) 0.3205(8) 0.0441(8) 0.069(3) Uani 1 1 d . . . . .
O3 O 0.7006(7) 0.2739(5) 0.1852(5) 0.058(2) Uani 1 1 d . . . . .
O4 O 0.8745(6) 0.3238(5) 0.2446(4) 0.059(2) Uani 1 1 d . . . . .
O1 O 0.8506(6) 0.0579(4) 0.3256(4) 0.053(2) Uani 1 1 d . . . . .
O2 O 1.0084(6) 0.1403(4) 0.3564(5) 0.055(2) Uani 1 1 d . . . . .
O5 O 0.3885(9) 0.3569(5) -0.0035(6) 0.084(3) Uani 1 1 d . . . . .
O6 O 0.3077(10) 0.3566(7) 0.0976(7) 0.098(4) Uani 1 1 d . . . . .
O7 O 0.3314(12) 0.2476(7) 0.0379(9) 0.138(5) Uani 1 1 d . . . . .
Cl1 Cl 0.2978(5) 0.2801(4) 0.2788(4) 0.139(2) Uani 1 1 d . . . . .
Cl2 Cl 0.1771(8) 0.3659(4) 0.3824(6) 0.230(5) Uani 1 1 d . . . . .
Ag1 Ag 0.38310(8) 0.50031(6) 0.05306(6) 0.0614(3) Uani 1 1 d . . . . .
Bi1 Bi 0.78538(3) 0.16753(3) 0.25561(3) 0.04435(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C7 O4 1.244(12) . ?
C7 O3 1.278(14) . ?
C7 C8 1.483(16) . ?
C8 C9 1.384(13) . ?
C8 C12 1.395(15) . ?
C9 N2 1.358(14) . ?
C10 N2 1.321(14) . ?
C10 C11 1.381(15) . ?
C11 C12 1.371(15) . ?
C1 O2 1.217(13) . ?
C1 O1 1.321(13) . ?
C1 C2 1.496(15) . ?
C2 C6 1.375(15) . ?
C2 C3 1.397(13) . ?
C3 N1 1.343(12) . ?
C4 N1 1.341(12) . ?
C4 C5 1.385(15) . ?
C5 C6 1.385(15) . ?
C13 C14 1.383(15) . ?
C13 C18 1.389(15) . ?
C13 Bi1 2.151(12) . ?
C18 C17 1.405(17) . ?
C17 C16 1.357(17) . ?
C16 C15 1.36(2) . ?
C15 C14 1.391(18) . ?
C19 C20 1.362(17) . ?
C19 C24 1.384(16) . ?
C19 Bi1 2.219(11) . ?
C24 C23 1.377(17) . ?
C23 C22 1.40(2) . ?
C22 C21 1.38(2) . ?
C21 C20 1.411(17) . ?
C25 C26 1.378(16) . ?
C25 C30 1.390(16) . ?
C25 Bi1 2.244(9) . ?
C30 C29 1.353(18) . ?
C29 C28 1.38(2) . ?
C28 C27 1.405(19) . ?
C27 C26 1.370(16) . ?
C31 Cl2 1.62(2) . ?
C31 Cl1 1.75(2) . ?
N2 Ag1 2.165(8) . ?
N1 Ag1 2.162(8) 4_666 ?
N3 O5 1.231(13) . ?
N3 O6 1.236(14) . ?
N3 O7 1.243(14) . ?
O3 Bi1 2.314(7) . ?
O1 Bi1 2.295(7) . ?
Ag1 N1 2.162(8) 4_465 ?

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
O4 C7 O3 122.8(12) . . ?
O4 C7 C8 120.2(11) . . ?
O3 C7 C8 116.8(9) . . ?
C9 C8 C12 117.7(10) . . ?
C9 C8 C7 120.9(9) . . ?
C12 C8 C7 121.4(9) . . ?
N2 C9 C8 123.2(10) . . ?
N2 C10 C11 123.6(11) . . ?
C12 C11 C10 118.9(11) . . ?
C11 C12 C8 119.3(10) . . ?
O2 C1 O1 123.2(10) . . ?
O2 C1 C2 122.7(10) . . ?
O1 C1 C2 114.1(10) . . ?
C6 C2 C3 118.7(10) . . ?
C6 C2 C1 123.8(10) . . ?
C3 C2 C1 117.5(10) . . ?
N1 C3 C2 123.1(10) . . ?
N1 C4 C5 124.2(10) . . ?
C4 C5 C6 118.0(10) . . ?
C2 C6 C5 119.3(10) . . ?
C14 C13 C18 118.5(11) . . ?
C14 C13 Bi1 118.0(9) . . ?
C18 C13 Bi1 123.5(8) . . ?
C13 C18 C17 119.7(11) . . ?
C16 C17 C18 120.0(13) . . ?
C15 C16 C17 121.3(13) . . ?
C16 C15 C14 119.4(13) . . ?
C13 C14 C15 121.1(13) . . ?
C20 C19 C24 124.0(11) . . ?
C20 C19 Bi1 113.7(9) . . ?
C24 C19 Bi1 122.3(10) . . ?
C23 C24 C19 118.5(13) . . ?
C24 C23 C22 118.2(12) . . ?
C21 C22 C23 123.1(13) . . ?
C22 C21 C20 117.6(15) . . ?
C19 C20 C21 118.5(12) . . ?
C26 C25 C30 122.9(11) . . ?
C26 C25 Bi1 119.0(9) . . ?
C30 C25 Bi1 118.0(9) . . ?
C29 C30 C25 117.5(14) . . ?
C30 C29 C28 122.6(15) . . ?
C29 C28 C27 118.0(13) . . ?
C26 C27 C28 121.2(14) . . ?
C27 C26 C25 117.8(12) . . ?
Cl2 C31 Cl1 114.9(14) . . ?
C10 N2 C9 117.3(9) . . ?
C10 N2 Ag1 124.6(8) . . ?
C9 N2 Ag1 118.2(7) . . ?
C4 N1 C3 116.7(9) . . ?
C4 N1 Ag1 123.4(7) . 4_666 ?
C3 N1 Ag1 119.9(7) . 4_666 ?
O5 N3 O6 119.6(13) . . ?
O5 N3 O7 118.3(14) . . ?
O6 N3 O7 122.0(14) . . ?
C7 O3 Bi1 105.1(7) . . ?
C1 O1 Bi1 105.3(6) . . ?
N1 Ag1 N2 167.8(4) 4_465 . ?
C13 Bi1 C19 144.7(4) . . ?
C13 Bi1 C25 111.2(4) . . ?
C19 Bi1 C25 104.1(4) . . ?
C13 Bi1 O1 92.1(3) . . ?
C19 Bi1 O1 88.4(4) . . ?
C25 Bi1 O1 86.7(4) . . ?
C13 Bi1 O3 87.1(3) . . ?
C19 Bi1 O3 95.3(4) . . ?
C25 Bi1 O3 88.5(4) . . ?
O1 Bi1 O3 174.5(3) . . ?

_refine_diff_density_max         1.195
_refine_diff_density_min         -2.832
_refine_diff_density_rms         0.163

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1585639'
_audit_update_record             
;
2017-11-14 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H39 Ag Bi F6 N2 O6 Sb'
_chemical_formula_weight         1172.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   16.1795(6)
_cell_length_b                   8.7028(4)
_cell_length_c                   29.2014(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.001(3)
_cell_angle_gamma                90
_cell_volume                     4071.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    14104
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      31.13

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_F_000             2256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    5.519
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3171
_exptl_absorpt_correction_T_max  0.3999
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Stoe-ipds II'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23210
_diffrn_reflns_av_unetI/netI     0.1328
_diffrn_reflns_av_R_equivalents  0.1492
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.309
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             7144
_reflns_number_gt                4415
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       X-Area
_computing_cell_refinement       X-Area
_computing_data_reduction        X-Area
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0275P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7144
_refine_ls_number_parameters     496
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1130
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.51022(2) 0.02027(4) 0.14752(2) 0.02360(11) Uani 1 1 d . . . . .
O1 O 0.3755(4) -0.0622(9) 0.1494(3) 0.0306(19) Uani 1 1 d . . . . .
O3 O 0.6396(4) 0.1092(9) 0.1406(3) 0.0301(18) Uani 1 1 d . . . . .
O4 O 0.6726(4) 0.0250(10) 0.2125(3) 0.0347(18) Uani 1 1 d . . . . .
O2 O 0.4244(4) -0.1378(9) 0.2211(3) 0.0287(18) Uani 1 1 d . . . . .
N2 N 0.9225(6) 0.3353(11) 0.1851(4) 0.034(2) Uani 1 1 d . . . . .
C5 C 0.1962(7) -0.3575(12) 0.2296(4) 0.025(2) Uani 1 1 d . . . . .
H5 H 0.1810 -0.3906 0.2582 0.030 Uiso 1 1 calc R U . . .
C1 C 0.3699(7) -0.1320(12) 0.1872(4) 0.024(2) Uani 1 1 d . . . . .
C8 C 0.7714(7) 0.1735(12) 0.1798(4) 0.025(2) Uani 1 1 d . . . . .
C2 C 0.2902(6) -0.2162(13) 0.1895(4) 0.021(2) Uani 1 1 d . . . . .
C6 C 0.2691(7) -0.2723(12) 0.2304(4) 0.027(2) Uani 1 1 d . . . . .
H6 H 0.3039 -0.2531 0.2588 0.032 Uiso 1 1 calc R U . . .
C30 C 0.4890(7) -0.3081(13) 0.1108(4) 0.028(3) Uani 1 1 d . . . . .
H30 H 0.4367 -0.2661 0.0978 0.034 Uiso 1 1 calc R U . . .
C20 C 0.5253(7) 0.1537(13) 0.0502(4) 0.030(3) Uani 1 1 d . . . . .
H20 H 0.5833 0.1380 0.0598 0.036 Uiso 1 1 calc R U . . .
C12 C 0.8303(7) 0.1687(14) 0.2193(5) 0.037(3) Uani 1 1 d . . . . .
H12 H 0.8194 0.1114 0.2454 0.044 Uiso 1 1 calc R U . . .
C19 C 0.4666(7) 0.1096(13) 0.0783(4) 0.031(3) Uani 1 1 d . . . . .
C29 C 0.5127(8) -0.4584(15) 0.1005(5) 0.044(3) Uani 1 1 d . . . . .
H29 H 0.4766 -0.5208 0.0799 0.053 Uiso 1 1 calc R U . . .
N1 N 0.1462(6) -0.3957(12) 0.1908(4) 0.036(2) Uani 1 1 d . . . . .
C25 C 0.5462(6) -0.2238(11) 0.1412(4) 0.024(2) Uani 1 1 d . . . . .
C7 C 0.6887(7) 0.0962(13) 0.1791(4) 0.030(3) Uani 1 1 d . . . . .
C10 C 0.8663(8) 0.3368(16) 0.1476(5) 0.045(3) Uani 1 1 d . . . . .
H10 H 0.8789 0.3951 0.1219 0.054 Uiso 1 1 calc R U . . .
C3 C 0.2367(7) -0.2508(15) 0.1493(5) 0.037(3) Uani 1 1 d . . . . .
H3 H 0.2480 -0.2108 0.1206 0.045 Uiso 1 1 calc R U . . .
C9 C 0.7909(7) 0.2607(14) 0.1427(4) 0.030(3) Uani 1 1 d . . . . .
H9 H 0.7531 0.2674 0.1147 0.036 Uiso 1 1 calc R U . . .
C28 C 0.5867(8) -0.5129(14) 0.1201(5) 0.044(3) Uani 1 1 d . . . . .
H28 H 0.6016 -0.6151 0.1133 0.053 Uiso 1 1 calc R U . . .
C4 C 0.1678(8) -0.3419(16) 0.1506(5) 0.041(3) Uani 1 1 d . . . . .
H4 H 0.1341 -0.3681 0.1224 0.049 Uiso 1 1 calc R U . . .
C26 C 0.6214(8) -0.2785(14) 0.1600(5) 0.038(3) Uani 1 1 d . . . . .
H26 H 0.6590 -0.2162 0.1798 0.046 Uiso 1 1 calc R U . . .
C24 C 0.3816(9) 0.130(2) 0.0638(5) 0.064(5) Uani 1 1 d . . . . .
H24 H 0.3414 0.1037 0.0833 0.077 Uiso 1 1 calc R U . . .
C11 C 0.9047(7) 0.2471(14) 0.2205(5) 0.036(3) Uani 1 1 d . . . . .
H11 H 0.9450 0.2387 0.2474 0.043 Uiso 1 1 calc R U . . .
C21 C 0.4975(8) 0.2205(15) 0.0083(4) 0.038(3) Uani 1 1 d . . . . .
H21 H 0.5375 0.2527 -0.0107 0.046 Uiso 1 1 calc R U . . .
C27 C 0.6422(9) -0.4269(14) 0.1498(5) 0.050(4) Uani 1 1 d . . . . .
H27 H 0.6941 -0.4695 0.1631 0.060 Uiso 1 1 calc R U . . .
C22 C 0.4129(9) 0.2430(18) -0.0076(5) 0.052(4) Uani 1 1 d . . . . .
H22 H 0.3942 0.2919 -0.0362 0.062 Uiso 1 1 calc R U . . .
Ag1 Ag 0.03858(5) -0.54121(12) 0.18948(3) 0.0409(3) Uani 1 1 d . . . . .
C23 C 0.3583(8) 0.190(2) 0.0211(6) 0.064(5) Uani 1 1 d . . . . .
H23 H 0.3003 0.1948 0.0101 0.077 Uiso 1 1 calc R U . . .
C13 C 0.4872(7) 0.2030(12) 0.1974(4) 0.028(3) Uani 1 1 d . . . . .
C18 C 0.5288(8) 0.2094(16) 0.2408(5) 0.048(4) Uani 1 1 d . . . . .
H18 H 0.5707 0.1372 0.2521 0.058 Uiso 1 1 calc R U . . .
C14 C 0.4281(11) 0.3087(16) 0.1785(6) 0.065(5) Uani 1 1 d . . . . .
H14 H 0.4032 0.2985 0.1472 0.078 Uiso 1 1 calc R U . . .
C16 C 0.4460(12) 0.4424(17) 0.2493(8) 0.075(6) Uani 1 1 d . . . . .
H16 H 0.4334 0.5281 0.2673 0.090 Uiso 1 1 calc R U . . .
C15 C 0.4056(12) 0.4271(17) 0.2045(7) 0.066(5) Uani 1 1 d . . . . .
H15 H 0.3633 0.4975 0.1923 0.080 Uiso 1 1 calc R U . . .
C17 C 0.5048(10) 0.3348(19) 0.2688(7) 0.066(5) Uani 1 1 d . . . . .
H17 H 0.5289 0.3439 0.3002 0.079 Uiso 1 1 calc R U . . .
F5 F 0.1746(14) 0.557(3) 0.0389(6) 0.267(15) Uani 1 1 d . . . . .
Sb1 Sb 0.22523(7) 0.68680(14) 0.00310(4) 0.0567(3) Uani 1 1 d . . . . .
F1 F 0.3205(7) 0.658(2) 0.0438(4) 0.143(6) Uani 1 1 d . . . . .
F6 F 0.1296(7) 0.712(2) -0.0388(4) 0.134(6) Uani 1 1 d . . . . .
F3 F 0.2765(9) 0.820(2) -0.0323(4) 0.161(8) Uani 1 1 d . . . . .
F2 F 0.1983(15) 0.840(2) 0.0392(5) 0.213(11) Uani 1 1 d . . . . .
F4 F 0.2529(17) 0.537(2) -0.0343(5) 0.253(14) Uani 1 1 d . . . . .
O5 O 0.1179(8) 0.1958(15) 0.1581(5) 0.085(4) Uani 1 1 d . . . . .
C34 C 0.1874(11) 0.214(2) 0.1345(6) 0.070(5) Uani 1 1 d . . . . .
H34A H 0.2303 0.1358 0.1447 0.084 Uiso 1 1 calc R U . . .
H34B H 0.2124 0.3174 0.1407 0.084 Uiso 1 1 calc R U . . .
C31 C 0.0637(12) 0.095(2) 0.1297(7) 0.080(5) Uani 1 1 d . . . . .
H31A H 0.0051 0.1115 0.1349 0.096 Uiso 1 1 calc R U . . .
H31B H 0.0789 -0.0133 0.1368 0.096 Uiso 1 1 calc R U . . .
C32 C 0.0735(12) 0.131(4) 0.0817(7) 0.115(9) Uani 1 1 d . . . . .
H32A H 0.0690 0.0371 0.0624 0.137 Uiso 1 1 calc R U . . .
H32B H 0.0309 0.2061 0.0682 0.137 Uiso 1 1 calc R U . . .
C33 C 0.1574(15) 0.197(3) 0.0856(8) 0.118(9) Uani 1 1 d . . . . .
H33A H 0.1948 0.1275 0.0710 0.141 Uiso 1 1 calc R U . . .
H33B H 0.1558 0.2975 0.0699 0.141 Uiso 1 1 calc R U . . .
O6 O 0.5564(13) 0.182(2) 0.3822(7) 0.136(8) Uani 1 1 d D . . . .
C36 C 0.670(3) 0.344(4) 0.4131(12) 0.21(2) Uani 1 1 d . . . . .
H36A H 0.6652 0.4524 0.4031 0.253 Uiso 1 1 calc R U . . .
H36B H 0.7278 0.3224 0.4272 0.253 Uiso 1 1 calc R U . . .
C38 C 0.5509(11) 0.195(3) 0.4267(9) 0.097(8) Uani 1 1 d . . . . .
H38A H 0.5635 0.0948 0.4423 0.116 Uiso 1 1 calc R U . . .
H38B H 0.4935 0.2253 0.4310 0.116 Uiso 1 1 calc R U . . .
C37 C 0.6081(14) 0.306(3) 0.4462(8) 0.091(7) Uani 1 1 d . . . . .
H37A H 0.6385 0.2675 0.4757 0.110 Uiso 1 1 calc R U . . .
H37B H 0.5777 0.4007 0.4529 0.110 Uiso 1 1 calc R U . . .
C35 C 0.643(3) 0.237(6) 0.3735(15) 0.34(5) Uani 1 1 d D . . . .
H35A H 0.6819 0.1496 0.3734 0.404 Uiso 1 1 calc R U . . .
H35B H 0.6393 0.2916 0.3435 0.404 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 C19 2.189(12) . ?
Bi1 C25 2.217(10) . ?
Bi1 C13 2.223(11) . ?
Bi1 O3 2.267(7) . ?
Bi1 O1 2.303(7) . ?
O1 C1 1.273(13) . ?
O3 C7 1.287(14) . ?
O4 C7 1.214(14) . ?
O2 C1 1.232(13) . ?
N2 C10 1.324(16) . ?
N2 C11 1.351(15) . ?
N2 Ag1 2.152(9) 1_665 ?
C5 N1 1.338(15) . ?
C5 C6 1.390(15) . ?
C1 C2 1.492(14) . ?
C8 C12 1.389(17) . ?
C8 C9 1.396(15) . ?
C8 C7 1.494(15) . ?
C2 C6 1.377(15) . ?
C2 C3 1.390(16) . ?
C30 C25 1.397(16) . ?
C30 C29 1.408(17) . ?
C20 C21 1.372(17) . ?
C20 C19 1.393(16) . ?
C12 C11 1.379(15) . ?
C19 C24 1.393(17) . ?
C29 C28 1.340(18) . ?
N1 C4 1.353(16) . ?
N1 Ag1 2.150(9) . ?
C25 C26 1.351(16) . ?
C10 C9 1.378(16) . ?
C3 C4 1.374(16) . ?
C28 C27 1.378(18) . ?
C26 C27 1.378(17) . ?
C24 C23 1.36(2) . ?
C21 C22 1.397(18) . ?
C22 C23 1.38(2) . ?
Ag1 N2 2.152(9) 1_445 ?
C13 C18 1.351(19) . ?
C13 C14 1.386(18) . ?
C18 C17 1.448(19) . ?
C14 C15 1.36(2) . ?
C16 C15 1.39(3) . ?
C16 C17 1.40(3) . ?
F5 Sb1 1.810(15) . ?
Sb1 F2 1.790(14) . ?
Sb1 F4 1.796(16) . ?
Sb1 F1 1.828(11) . ?
Sb1 F3 1.830(12) . ?
Sb1 F6 1.848(11) . ?
O5 C34 1.41(2) . ?
O5 C31 1.42(2) . ?
C34 C33 1.45(3) . ?
C31 C32 1.46(3) . ?
C32 C33 1.46(3) . ?
O6 C38 1.32(3) . ?
O6 C35 1.53(2) . ?
C36 C35 1.50(5) . ?
C36 C37 1.52(4) . ?
C38 C37 1.41(3) . ?

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
C19 Bi1 C25 108.5(4) . . ?
C19 Bi1 C13 106.8(4) . . ?
C25 Bi1 C13 144.1(4) . . ?
C19 Bi1 O3 88.8(4) . . ?
C25 Bi1 O3 93.6(3) . . ?
C13 Bi1 O3 93.2(3) . . ?
C19 Bi1 O1 87.1(4) . . ?
C25 Bi1 O1 87.9(3) . . ?
C13 Bi1 O1 87.8(3) . . ?
O3 Bi1 O1 175.9(3) . . ?
C1 O1 Bi1 110.6(7) . . ?
C7 O3 Bi1 111.0(7) . . ?
C10 N2 C11 116.4(10) . . ?
C10 N2 Ag1 122.5(8) . 1_665 ?
C11 N2 Ag1 121.1(8) . 1_665 ?
N1 C5 C6 124.0(10) . . ?
O2 C1 O1 125.9(10) . . ?
O2 C1 C2 118.0(10) . . ?
O1 C1 C2 116.1(9) . . ?
C12 C8 C9 117.2(10) . . ?
C12 C8 C7 120.6(10) . . ?
C9 C8 C7 122.1(10) . . ?
C6 C2 C3 117.1(10) . . ?
C6 C2 C1 122.2(10) . . ?
C3 C2 C1 120.6(10) . . ?
C2 C6 C5 119.0(10) . . ?
C25 C30 C29 116.5(11) . . ?
C21 C20 C19 118.4(11) . . ?
C11 C12 C8 120.2(12) . . ?
C20 C19 C24 120.7(12) . . ?
C20 C19 Bi1 118.9(8) . . ?
C24 C19 Bi1 120.2(9) . . ?
C28 C29 C30 119.4(12) . . ?
C5 N1 C4 116.7(10) . . ?
C5 N1 Ag1 123.7(8) . . ?
C4 N1 Ag1 119.6(8) . . ?
C26 C25 C30 123.6(10) . . ?
C26 C25 Bi1 122.4(8) . . ?
C30 C25 Bi1 113.4(8) . . ?
O4 C7 O3 124.7(11) . . ?
O4 C7 C8 120.7(11) . . ?
O3 C7 C8 114.6(10) . . ?
N2 C10 C9 125.3(12) . . ?
C4 C3 C2 121.0(12) . . ?
C10 C9 C8 118.2(11) . . ?
C29 C28 C27 122.8(12) . . ?
N1 C4 C3 122.1(12) . . ?
C25 C26 C27 118.4(12) . . ?
C23 C24 C19 117.7(13) . . ?
N2 C11 C12 122.6(11) . . ?
C20 C21 C22 122.7(11) . . ?
C28 C27 C26 119.2(13) . . ?
C23 C22 C21 115.6(13) . . ?
N1 Ag1 N2 173.5(4) . 1_445 ?
C24 C23 C22 124.6(13) . . ?
C18 C13 C14 124.9(13) . . ?
C18 C13 Bi1 122.5(9) . . ?
C14 C13 Bi1 112.5(10) . . ?
C13 C18 C17 115.0(14) . . ?
C15 C14 C13 120.3(18) . . ?
C15 C16 C17 121.6(15) . . ?
C14 C15 C16 118.2(17) . . ?
C16 C17 C18 119.8(17) . . ?
F2 Sb1 F4 178.3(11) . . ?
F2 Sb1 F5 87.6(12) . . ?
F4 Sb1 F5 94.0(13) . . ?
F2 Sb1 F1 88.4(8) . . ?
F4 Sb1 F1 92.1(8) . . ?
F5 Sb1 F1 87.0(8) . . ?
F2 Sb1 F3 91.5(10) . . ?
F4 Sb1 F3 86.8(11) . . ?
F5 Sb1 F3 179.1(10) . . ?
F1 Sb1 F3 92.7(7) . . ?
F2 Sb1 F6 92.9(8) . . ?
F4 Sb1 F6 86.6(8) . . ?
F5 Sb1 F6 93.0(7) . . ?
F1 Sb1 F6 178.7(8) . . ?
F3 Sb1 F6 87.4(6) . . ?
C34 O5 C31 104.8(14) . . ?
O5 C34 C33 106.8(16) . . ?
O5 C31 C32 106.6(17) . . ?
C33 C32 C31 103.4(16) . . ?
C34 C33 C32 107.3(17) . . ?
C38 O6 C35 109(2) . . ?
C35 C36 C37 102(2) . . ?
O6 C38 C37 109(2) . . ?
C38 C37 C36 110(2) . . ?
C36 C35 O6 104(3) . . ?

_refine_diff_density_max         1.290
_refine_diff_density_min         -1.302
_refine_diff_density_rms         0.188

_shelxl_version_number           2013-4

