# 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_14
_database_code_depnum_ccdc_archive 'CCDC 1589868'
_audit_update_record             
;
2017-12-07 deposited with the CCDC.
2018-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H6 Bi O9 S2, C5 H6 N, 1.496(H2 O)'
_chemical_formula_sum            'C17 H15 Bi N O10.50 S2'
_chemical_formula_weight         674.40

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'
S S 0.1246 0.1234 '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                   8.5780(6)
_cell_length_b                   25.4265(16)
_cell_length_c                   10.0899(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.421(2)
_cell_angle_gamma                90
_cell_volume                     2048.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9825
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      26.38
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.187
_exptl_crystal_F_000             1292
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.021
_exptl_absorpt_coefficient_mu    8.870
_shelx_estimated_absorpt_T_min   0.233
_shelx_estimated_absorpt_T_max   0.836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3593
_exptl_absorpt_correction_T_max  0.8602
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41600
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.311
_diffrn_reflns_theta_max         26.377
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4080
_reflns_number_gt                3684
_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       'APEX2 V2014.9-0 (Bruker, 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.34A, XPREP v2014/2, SADABS V2014/4 (Bruker, 2014) 
;
_computing_structure_solution    'SHELX-2014-4 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2014-6 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL v2014-4 (Bruker, 2014)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'

_refine_special_details          
; 
Structure was phased by direct methods (Sheldrick, 2015).  Systematic 
conditions suggested the ambiguous space group.  The space group choice 
was confirmed by successful convergence of the full-matrix least-squares 
refinement on F².  The highest peaks in the final difference Fourier 
map were in the vicinity of the S2 atom; the final map had no other 
significant features.  A final analysis of variance between observed 
and calculated structure factors showed some dependence on amplitude 
and little dependence on resolution. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0099P)²+5.1285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4080
_refine_ls_number_parameters     329
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0392
_refine_ls_wR_factor_gt          0.0381
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.143
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.59702(2) 0.89883(2) 0.37105(2) 0.00972(4) Uani 1 1 d D . . . .
O30 O 0.6296(6) 0.99650(17) 0.3407(5) 0.0141(16) Uani 0.519(8) 1 d D U P A 1
H30A H 0.716(6) 1.0110(14) 0.405(5) 0.021 Uiso 0.519(8) 1 d D U P A 1
H30B H 0.544(5) 1.0158(12) 0.340(7) 0.021 Uiso 0.519(8) 1 d D U P A 1
O30B O 0.7435(7) 0.98002(19) 0.3317(5) 0.0162(18) Uani 0.481(8) 1 d D U P A 2
H30C H 0.798(9) 0.998(2) 0.407(3) 0.024 Uiso 0.481(8) 1 d D U P A 2
H30D H 0.680(6) 1.0026(17) 0.270(6) 0.024 Uiso 0.481(8) 1 d D U P A 2
S1 S 0.80829(10) 0.75906(3) 0.05436(9) 0.01233(18) Uani 1 1 d . . . . .
C11 C 0.8820(4) 0.80874(14) 0.1778(3) 0.0127(7) Uani 1 1 d . . . . .
C12 C 1.0530(4) 0.81236(14) 0.2254(4) 0.0152(8) Uani 1 1 d . . . . .
H12A H 1.1160 0.8379 0.2923 0.018 Uiso 1 1 calc R U . . .
C13 C 1.1249(4) 0.77446(14) 0.1648(4) 0.0144(7) Uani 1 1 d . . . . .
H13A H 1.2421 0.7714 0.1871 0.017 Uiso 1 1 calc R U . . .
C14 C 1.0094(4) 0.74235(13) 0.0705(3) 0.0113(7) Uani 1 1 d . . . . .
C15 C 0.7676(4) 0.83885(14) 0.2283(4) 0.0152(8) Uani 1 1 d . . . . .
C16 C 1.0358(4) 0.69552(13) -0.0050(3) 0.0116(7) Uani 1 1 d . . . . .
O11 O 0.6159(3) 0.82755(9) 0.1888(2) 0.0141(5) Uani 1 1 d . . . . .
O12 O 0.8329(3) 0.87587(11) 0.3174(3) 0.0282(7) Uani 1 1 d . . . . .
O13 O 0.9119(3) 0.66871(9) -0.0795(2) 0.0157(5) Uani 1 1 d . . . . .
O14 O 1.1848(3) 0.68281(9) 0.0093(2) 0.0131(5) Uani 1 1 d . . . . .
S2 S 1.07528(12) 0.93130(4) 0.86757(10) 0.0246(2) Uani 1 1 d . . . . .
C21 C 0.8604(4) 0.93293(14) 0.8128(4) 0.0178(8) Uani 1 1 d . . . . .
C22 C 0.8081(5) 0.93596(14) 0.9245(4) 0.0219(9) Uani 1 1 d . . . . .
H22A H 0.6937 0.9373 0.9147 0.026 Uiso 1 1 calc R U . . .
C23 C 0.9433(5) 0.93692(14) 1.0572(4) 0.0209(9) Uani 1 1 d . . . . .
H23A H 0.9296 0.9389 1.1464 0.025 Uiso 1 1 calc R U . . .
C24 C 1.0954(5) 0.93467(14) 1.0430(4) 0.0202(9) Uani 1 1 d . . . . .
C25 C 0.7598(4) 0.92804(13) 0.6592(4) 0.0158(8) Uani 1 1 d . . . . .
C26 C 1.2650(5) 0.93282(14) 1.1541(4) 0.0195(8) Uani 1 1 d . . . . .
O21 O 0.8369(3) 0.92266(10) 0.5736(3) 0.0182(6) Uani 1 1 d . . . . .
O22 O 0.6021(3) 0.92756(10) 0.6160(2) 0.0174(6) Uani 1 1 d . . . . .
O23 O 1.3884(3) 0.92605(11) 1.1145(3) 0.0260(6) Uani 1 1 d . . . . .
O24 O 1.2834(3) 0.93668(10) 1.2834(2) 0.0187(6) Uani 1 1 d . . . . .
N50 N 0.3120(4) 0.36059(12) 0.8600(3) 0.0179(7) Uani 1 1 d D . . . .
H50 H 0.344(5) 0.3812(14) 0.934(3) 0.027 Uiso 1 1 d D U . . .
C51 C 0.4207(4) 0.32727(14) 0.8369(4) 0.0169(8) Uani 1 1 d . . . . .
H51A H 0.5331 0.3253 0.9023 0.020 Uiso 1 1 calc R U . . .
C52 C 0.3676(5) 0.29628(15) 0.7180(4) 0.0249(9) Uani 1 1 d . . . . .
H52A H 0.4424 0.2720 0.7010 0.030 Uiso 1 1 calc R U . . .
C53 C 0.2063(6) 0.30034(17) 0.6239(4) 0.0311(10) Uani 1 1 d . . . . .
H53A H 0.1698 0.2794 0.5401 0.037 Uiso 1 1 calc R U . . .
C54 C 0.0972(5) 0.33440(18) 0.6497(4) 0.0315(11) Uani 1 1 d . . . . .
H54A H -0.0152 0.3371 0.5848 0.038 Uiso 1 1 calc R U . . .
C55 C 0.1526(5) 0.36438(16) 0.7701(4) 0.0252(10) Uani 1 1 d . . . . .
H55A H 0.0781 0.3879 0.7903 0.030 Uiso 1 1 calc R U . . .
O40 O 0.8776(3) 0.05542(12) 0.5405(3) 0.0249(6) Uani 1 1 d D . . . .
H40A H 0.837(5) 0.0569(18) 0.607(4) 0.037 Uiso 1 1 d D U . . .
H40B H 0.981(3) 0.0475(17) 0.574(5) 0.037 Uiso 1 1 d D U . . .
O41 O 0.5493(7) 0.0245(2) 0.0870(6) 0.0217(18) Uani 0.496(9) 1 d D . P B -1
H41A H 0.571(12) 0.038(4) 0.015(7) 0.05(3) Uiso 0.496(9) 1 d D . P B -1
H41B H 0.489(11) -0.004(2) 0.059(9) 0.05(3) Uiso 0.496(9) 1 d D . P B -1


_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.
;

_exptl_special_details           
; 
One distinct cell was identified using APEX2 (Bruker, 2014).  Four 
frame series were integrated and filtered for statistical outliers 
using SAINT (Bruker, 2014) then corrected for absorption by integration 
using SAINT/SADABS v2014/2 (Bruker, 2014) to sort, merge, and scale 
the combined data.  No decay correction was applied.    
;

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 2.00 0.0840
-1.00 -1.00 -2.00 0.1160
-1.00 -2.00 0.00 0.0480
1.00 2.00 0.00 0.0820
1.00 2.00 -1.00 0.0510
-1.00 -1.00 1.00 0.0070
1.00 1.00 -1.00 0.0560
-1.00 0.00 0.00 0.0530
0.00 -1.00 0.00 0.0060
0.00 1.00 0.00 0.0100

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 O12 2.351(2) . ?
Bi1 O21 2.389(2) . ?
Bi1 O14 2.461(2) 4_576 ?
Bi1 O13 2.510(2) 4_576 ?
Bi1 O30B 2.522(5) . ?
Bi1 O30 2.530(4) . ?
Bi1 O22 2.562(2) . ?
Bi1 O11 2.629(2) . ?
Bi1 O23 2.645(2) 1_454 ?
Bi1 O24 2.685(2) 1_454 ?
Bi1 C25 2.826(3) . ?
Bi1 C16 2.842(3) 4_576 ?
O30 H30A 0.87(2) . ?
O30 H30B 0.879(19) . ?
O30B H30C 0.868(19) . ?
O30B H30D 0.87(2) . ?
S1 C11 1.724(3) . ?
S1 C14 1.726(3) . ?
C11 C12 1.370(5) . ?
C11 C15 1.474(5) . ?
C12 C13 1.399(5) . ?
C12 H12A 0.9500 . ?
C13 C14 1.366(5) . ?
C13 H13A 0.9500 . ?
C14 C16 1.475(5) . ?
C15 O11 1.247(4) . ?
C15 O12 1.281(4) . ?
C16 O13 1.255(4) . ?
C16 O14 1.274(4) . ?
C16 Bi1 2.842(3) 4_675 ?
O13 Bi1 2.510(2) 4_675 ?
O14 Bi1 2.461(2) 4_675 ?
S2 C24 1.716(4) . ?
S2 C21 1.721(4) . ?
C21 C22 1.359(5) . ?
C21 C25 1.479(5) . ?
C22 C23 1.416(5) . ?
C22 H22A 0.9500 . ?
C23 C24 1.365(6) . ?
C23 H23A 0.9500 . ?
C24 C26 1.478(5) . ?
C25 O22 1.261(4) . ?
C25 O21 1.272(4) . ?
C26 O24 1.259(4) . ?
C26 O23 1.272(5) . ?
O23 Bi1 2.645(2) 1_656 ?
O24 Bi1 2.685(2) 1_656 ?
N50 C55 1.340(5) . ?
N50 C51 1.342(5) . ?
N50 H50 0.874(19) . ?
C51 C52 1.367(5) . ?
C51 H51A 0.9500 . ?
C52 C53 1.366(6) . ?
C52 H52A 0.9500 . ?
C53 C54 1.368(6) . ?
C53 H53A 0.9500 . ?
C54 C55 1.365(6) . ?
C54 H54A 0.9500 . ?
C55 H55A 0.9500 . ?
O40 H40A 0.867(19) . ?
O40 H40B 0.853(19) . ?
O41 H41A 0.88(2) . ?
O41 H41B 0.88(2) . ?

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
O12 Bi1 O21 73.43(9) . . ?
O12 Bi1 O14 79.06(9) . 4_576 ?
O21 Bi1 O14 74.89(8) . 4_576 ?
O12 Bi1 O13 122.42(9) . 4_576 ?
O21 Bi1 O13 114.42(8) . 4_576 ?
O14 Bi1 O13 52.75(7) 4_576 4_576 ?
O12 Bi1 O30B 69.32(15) . . ?
O21 Bi1 O30B 66.68(13) . . ?
O14 Bi1 O30B 135.47(14) 4_576 . ?
O13 Bi1 O30B 168.25(14) 4_576 . ?
O12 Bi1 O30 94.22(14) . . ?
O21 Bi1 O30 75.87(12) . . ?
O14 Bi1 O30 150.72(12) 4_576 . ?
O13 Bi1 O30 143.27(13) 4_576 . ?
O12 Bi1 O22 125.44(9) . . ?
O21 Bi1 O22 52.90(8) . . ?
O14 Bi1 O22 78.44(8) 4_576 . ?
O13 Bi1 O22 78.01(8) 4_576 . ?
O30B Bi1 O22 94.86(13) . . ?
O30 Bi1 O22 82.71(12) . . ?
O12 Bi1 O11 52.38(8) . . ?
O21 Bi1 O11 121.28(8) . . ?
O14 Bi1 O11 74.39(7) 4_576 . ?
O13 Bi1 O11 82.69(8) 4_576 . ?
O30B Bi1 O11 107.00(13) . . ?
O30 Bi1 O11 123.66(12) . . ?
O22 Bi1 O11 152.58(8) . . ?
O12 Bi1 O23 99.86(10) . 1_454 ?
O21 Bi1 O23 146.54(9) . 1_454 ?
O14 Bi1 O23 137.14(8) 4_576 1_454 ?
O13 Bi1 O23 97.05(8) 4_576 1_454 ?
O30B Bi1 O23 80.19(13) . 1_454 ?
O30 Bi1 O23 71.94(12) . 1_454 ?
O22 Bi1 O23 129.52(8) . 1_454 ?
O11 Bi1 O23 71.84(8) . 1_454 ?
O12 Bi1 O24 148.89(9) . 1_454 ?
O21 Bi1 O24 129.61(8) . 1_454 ?
O14 Bi1 O24 123.47(8) 4_576 1_454 ?
O13 Bi1 O24 71.35(8) 4_576 1_454 ?
O30B Bi1 O24 98.72(14) . 1_454 ?
O30 Bi1 O24 75.51(12) . 1_454 ?
O22 Bi1 O24 82.98(8) . 1_454 ?
O11 Bi1 O24 109.08(7) . 1_454 ?
O23 Bi1 O24 49.11(8) 1_454 1_454 ?
O12 Bi1 C25 99.11(10) . . ?
O21 Bi1 C25 26.58(9) . . ?
O14 Bi1 C25 72.82(9) 4_576 . ?
O13 Bi1 C25 94.94(9) 4_576 . ?
O30B Bi1 C25 81.92(13) . . ?
O30 Bi1 C25 80.30(12) . . ?
O22 Bi1 C25 26.50(9) . . ?
O11 Bi1 C25 140.10(9) . . ?
O23 Bi1 C25 147.28(9) 1_454 . ?
O24 Bi1 C25 107.71(9) 1_454 . ?
O12 Bi1 C16 101.80(10) . 4_576 ?
O21 Bi1 C16 94.46(9) . 4_576 ?
O14 Bi1 C16 26.58(9) 4_576 4_576 ?
O13 Bi1 C16 26.20(8) 4_576 4_576 ?
O30B Bi1 C16 160.56(14) . 4_576 ?
O30 Bi1 C16 158.16(13) . 4_576 ?
O22 Bi1 C16 75.94(8) . 4_576 ?
O11 Bi1 C16 78.13(8) . 4_576 ?
O23 Bi1 C16 118.93(9) 1_454 4_576 ?
O24 Bi1 C16 97.10(9) 1_454 4_576 ?
C25 Bi1 C16 82.57(10) . 4_576 ?
Bi1 O30 H30A 115(3) . . ?
Bi1 O30 H30B 115(3) . . ?
H30A O30 H30B 105(6) . . ?
Bi1 O30B H30C 116(3) . . ?
Bi1 O30B H30D 116(3) . . ?
H30C O30B H30D 105(6) . . ?
C11 S1 C14 91.26(16) . . ?
C12 C11 C15 127.3(3) . . ?
C12 C11 S1 111.5(3) . . ?
C15 C11 S1 121.0(3) . . ?
C11 C12 C13 112.8(3) . . ?
C11 C12 H12A 123.6 . . ?
C13 C12 H12A 123.6 . . ?
C14 C13 C12 113.1(3) . . ?
C14 C13 H13A 123.4 . . ?
C12 C13 H13A 123.4 . . ?
C13 C14 C16 129.3(3) . . ?
C13 C14 S1 111.4(3) . . ?
C16 C14 S1 119.1(2) . . ?
O11 C15 O12 122.1(3) . . ?
O11 C15 C11 121.2(3) . . ?
O12 C15 C11 116.7(3) . . ?
O11 C15 Bi1 67.39(18) . . ?
O12 C15 Bi1 54.83(17) . . ?
C11 C15 Bi1 169.9(2) . . ?
O13 C16 O14 121.7(3) . . ?
O13 C16 C14 119.4(3) . . ?
O14 C16 C14 118.9(3) . . ?
O13 C16 Bi1 61.99(17) . 4_675 ?
O14 C16 Bi1 59.79(17) . 4_675 ?
C14 C16 Bi1 175.4(2) . 4_675 ?
C15 O11 Bi1 86.6(2) . . ?
C15 O12 Bi1 98.7(2) . . ?
C16 O13 Bi1 91.81(19) . 4_675 ?
C16 O14 Bi1 93.62(19) . 4_675 ?
C24 S2 C21 91.27(19) . . ?
C22 C21 C25 129.2(3) . . ?
C22 C21 S2 112.0(3) . . ?
C25 C21 S2 118.7(3) . . ?
C21 C22 C23 112.4(4) . . ?
C21 C22 H22A 123.8 . . ?
C23 C22 H22A 123.8 . . ?
C24 C23 C22 112.6(4) . . ?
C24 C23 H23A 123.7 . . ?
C22 C23 H23A 123.7 . . ?
C23 C24 C26 129.5(4) . . ?
C23 C24 S2 111.8(3) . . ?
C26 C24 S2 118.8(3) . . ?
O22 C25 O21 121.5(3) . . ?
O22 C25 C21 120.3(3) . . ?
O21 C25 C21 118.2(3) . . ?
O22 C25 Bi1 65.01(18) . . ?
O21 C25 Bi1 57.16(17) . . ?
C21 C25 Bi1 168.7(2) . . ?
O24 C26 O23 122.1(3) . . ?
O24 C26 C24 120.0(4) . . ?
O23 C26 C24 117.9(3) . . ?
C25 O21 Bi1 96.3(2) . . ?
C25 O22 Bi1 88.5(2) . . ?
C26 O23 Bi1 94.1(2) . 1_656 ?
C26 O24 Bi1 92.6(2) . 1_656 ?
C55 N50 C51 122.0(3) . . ?
C55 N50 H50 118(3) . . ?
C51 N50 H50 120(3) . . ?
N50 C51 C52 119.1(3) . . ?
N50 C51 H51A 120.5 . . ?
C52 C51 H51A 120.5 . . ?
C53 C52 C51 119.7(4) . . ?
C53 C52 H52A 120.2 . . ?
C51 C52 H52A 120.2 . . ?
C52 C53 C54 120.3(4) . . ?
C52 C53 H53A 119.8 . . ?
C54 C53 H53A 119.8 . . ?
C55 C54 C53 118.9(4) . . ?
C55 C54 H54A 120.6 . . ?
C53 C54 H54A 120.6 . . ?
N50 C55 C54 120.0(4) . . ?
N50 C55 H55A 120.0 . . ?
C54 C55 H55A 120.0 . . ?
H40A O40 H40B 111(4) . . ?
H41A O41 H41B 110(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O30 H30A O40 0.87(2) 1.92(2) 2.775(5) 168(5) 1_565
O30B H30C O40 0.868(19) 1.93(3) 2.769(6) 163(7) 1_565
O30 H30B O22 0.879(19) 2.06(3) 2.916(6) 163(5) 3_676
O30B H30C O40 0.868(19) 2.97(8) 3.158(6) 94(6) 3_766
N50 H50 O40 0.874(19) 1.90(2) 2.729(4) 158(4) 4_566
O40 H40A O24 0.867(19) 1.77(2) 2.627(4) 169(4) 3_767
O40 H40B O30B 0.853(19) 2.31(2) 3.158(6) 176(4) 3_766
O40 H40B O21 0.853(19) 2.63(4) 3.112(4) 117(4) 3_766
O41 H41A O23 0.88(2) 1.73(3) 2.607(6) 171(10) 3_766
O41 H41B O23 0.88(2) 2.14(5) 2.920(6) 149(8) 1_444

_refine_diff_density_max         0.772
_refine_diff_density_min         -1.318
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_t4_a
_database_code_depnum_ccdc_archive 'CCDC 1589871'
_audit_update_record             
;
2017-12-07 deposited with the CCDC.
2018-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Eu N O8 S'
_chemical_formula_sum            'C6 H4 Eu N O8 S'
_chemical_formula_weight         402.12

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'
Eu Eu -0.1578 3.6682 '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 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                   9.9248(4)
_cell_length_b                   14.3297(6)
_cell_length_c                   7.7249(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.9400(10)
_cell_angle_gamma                90
_cell_volume                     1070.73(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6487
_cell_measurement_theta_min      5.081
_cell_measurement_theta_max      56.605

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.495
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   0.380523
_exptl_transmission_factor_max   0.431128
_exptl_crystal_size_max          0.103
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.091
_exptl_absorpt_coefficient_mu    6.083
_shelx_estimated_absorpt_T_min   0.573
_shelx_estimated_absorpt_T_max   0.608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2652
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.540
_diffrn_reflns_theta_max         28.334
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2652
_reflns_number_gt                2358
_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       'APEX2 V2014.9-0 (Bruker, 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.34A, XPREP v2014/2, SADABS V2014/4 (Bruker, 2014) 
;
_computing_structure_solution    'SHELX-2014-4 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL v2014-4 (Bruker, 2014)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          
; 
Structure was phased by direct methods (Sheldrick, 2015).  Systematic 
conditions suggested the unambiguous space group.  The space group choice 
was confirmed by successful convergence of the full-matrix least-squares 
refinement on F². The refinement was processed as a two component twin,
although only the first domain was used. Non-overlapping reflections from 
the primary orientation were used for phasing and refinement. Due to the 
high amount of overlap in the domains, inclusion of the minor orientation 
resulted in a less reliable model. The primary orientation still contains 
over 99% completeness, thus a reliable model could be determined.  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+8.7360P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2652
_refine_ls_number_parameters     160
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0724
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.09712(2) 0.38735(2) 0.10404(3) 0.00657(8) Uani 1 1 d . . . . .
C11 C 0.3065(5) 0.2588(3) 0.4391(6) 0.0078(8) Uani 1 1 d . . . . .
C12 C 0.4456(5) 0.2691(3) 0.5566(6) 0.0106(9) Uani 1 1 d . . . . .
C13 C 0.5304(6) 0.2013(4) 0.6447(7) 0.0170(11) Uani 1 1 d . . . . .
H13 H 0.5062 0.1370 0.6417 0.020 Uiso 1 1 calc R U . . .
C14 C 0.6575(5) 0.2368(4) 0.7406(7) 0.0161(10) Uani 1 1 d . . . . .
H14 H 0.7296 0.1990 0.8065 0.019 Uiso 1 1 calc R U . . .
C15 C 0.6660(5) 0.3321(3) 0.7285(6) 0.0107(9) Uani 1 1 d . . . . .
C16 C 0.7800(5) 0.3934(3) 0.8200(7) 0.0125(9) Uani 1 1 d . . . . .
O11 O 0.2436(4) 0.1815(2) 0.4369(5) 0.0126(7) Uani 1 1 d . . . . .
O12 O 0.2582(3) 0.3286(2) 0.3476(4) 0.0104(7) Uani 1 1 d . . . . .
O13 O 0.7666(4) 0.4800(2) 0.7940(5) 0.0147(7) Uani 1 1 d . . . . .
O14 O 0.8807(4) 0.3528(3) 0.9200(5) 0.0153(8) Uani 1 1 d . . . . .
S11 S 0.51960(12) 0.37835(8) 0.59291(17) 0.0120(2) Uani 1 1 d . . . . .
N21 N 0.1059(5) 0.5313(3) -0.2744(6) 0.0195(10) Uani 1 1 d . . . . .
O21 O 0.0696(4) 0.4868(2) -0.1498(4) 0.0125(7) Uani 1 1 d . . . . .
O22 O 0.2275(6) 0.4979(4) -0.3430(8) 0.0466(14) Uani 1 1 d . . . . .
O23 O 0.0357(4) 0.6018(2) -0.3384(5) 0.0125(7) Uani 1 1 d . . . . .
O31 O 0.0463(4) 0.2233(2) 0.1243(5) 0.0141(7) Uani 1 1 d D . . . .
H31 H -0.016(5) 0.195(4) 0.045(7) 0.021 Uiso 1 1 d D U . . .
H32 H 0.105(5) 0.199(4) 0.214(6) 0.021 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O12 2.336(3) . ?
Eu1 O14 2.348(3) 1_454 ?
Eu1 O13 2.363(3) 3_666 ?
Eu1 O11 2.366(4) 4_565 ?
Eu1 O21 2.389(3) . ?
Eu1 O31 2.417(4) . ?
Eu1 O23 2.471(4) 3_565 ?
Eu1 O21 2.525(3) 3_565 ?
Eu1 N21 2.887(5) 3_565 ?
Eu1 Eu1 3.9159(5) 3_565 ?
C11 O12 1.256(6) . ?
C11 O11 1.269(6) . ?
C11 C12 1.480(6) . ?
C12 C13 1.364(7) . ?
C12 S11 1.725(5) . ?
C13 C14 1.408(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.481(7) . ?
C15 S11 1.722(5) . ?
C16 O13 1.259(6) . ?
C16 O14 1.260(6) . ?
O11 Eu1 2.366(4) 4_566 ?
O13 Eu1 2.363(3) 3_666 ?
O14 Eu1 2.348(3) 1_656 ?
N21 O23 1.263(6) . ?
N21 O21 1.273(6) . ?
N21 O22 1.501(7) . ?
N21 Eu1 2.887(5) 3_565 ?
O21 Eu1 2.526(3) 3_565 ?
O23 Eu1 2.471(4) 3_565 ?
O31 H31 0.87(2) . ?
O31 H32 0.88(2) . ?

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
O12 Eu1 O14 141.26(12) . 1_454 ?
O12 Eu1 O13 77.52(12) . 3_666 ?
O14 Eu1 O13 138.52(12) 1_454 3_666 ?
O12 Eu1 O11 84.03(12) . 4_565 ?
O14 Eu1 O11 99.91(13) 1_454 4_565 ?
O13 Eu1 O11 98.15(13) 3_666 4_565 ?
O12 Eu1 O21 143.87(12) . . ?
O14 Eu1 O21 73.01(13) 1_454 . ?
O13 Eu1 O21 75.27(13) 3_666 . ?
O11 Eu1 O21 76.83(12) 4_565 . ?
O12 Eu1 O31 73.29(12) . . ?
O14 Eu1 O31 70.01(12) 1_454 . ?
O13 Eu1 O31 150.80(12) 3_666 . ?
O11 Eu1 O31 78.00(13) 4_565 . ?
O21 Eu1 O31 130.24(12) . . ?
O12 Eu1 O23 79.25(12) . 3_565 ?
O14 Eu1 O23 83.77(13) 1_454 3_565 ?
O13 Eu1 O23 93.69(13) 3_666 3_565 ?
O11 Eu1 O23 156.91(11) 4_565 3_565 ?
O21 Eu1 O23 125.59(11) . 3_565 ?
O31 Eu1 O23 81.99(12) . 3_565 ?
O12 Eu1 O21 119.75(12) . 3_565 ?
O14 Eu1 O21 72.32(12) 1_454 3_565 ?
O13 Eu1 O21 73.91(12) 3_666 3_565 ?
O11 Eu1 O21 151.21(11) 4_565 3_565 ?
O21 Eu1 O21 74.39(12) . 3_565 ?
O31 Eu1 O21 122.20(12) . 3_565 ?
O23 Eu1 O21 51.61(11) 3_565 3_565 ?
O12 Eu1 N21 101.52(13) . 3_565 ?
O14 Eu1 N21 73.99(13) 1_454 3_565 ?
O13 Eu1 N21 85.93(13) 3_666 3_565 ?
O11 Eu1 N21 173.76(13) 4_565 3_565 ?
O21 Eu1 N21 99.80(13) . 3_565 ?
O31 Eu1 N21 100.72(13) . 3_565 ?
O23 Eu1 N21 25.80(12) 3_565 3_565 ?
O21 Eu1 N21 26.11(12) 3_565 3_565 ?
O12 Eu1 Eu1 144.37(8) . 3_565 ?
O14 Eu1 Eu1 68.03(9) 1_454 3_565 ?
O13 Eu1 Eu1 70.50(8) 3_666 3_565 ?
O11 Eu1 Eu1 115.23(8) 4_565 3_565 ?
O21 Eu1 Eu1 38.40(8) . 3_565 ?
O31 Eu1 Eu1 137.55(9) . 3_565 ?
O23 Eu1 Eu1 87.39(8) 3_565 3_565 ?
O21 Eu1 Eu1 35.99(7) 3_565 3_565 ?
N21 Eu1 Eu1 61.62(10) 3_565 3_565 ?
O12 C11 O11 124.2(4) . . ?
O12 C11 C12 116.9(4) . . ?
O11 C11 C12 118.9(4) . . ?
C13 C12 C11 128.4(4) . . ?
C13 C12 S11 111.9(4) . . ?
C11 C12 S11 119.7(4) . . ?
C12 C13 C14 112.6(5) . . ?
C12 C13 H13 123.7 . . ?
C14 C13 H13 123.7 . . ?
C15 C14 C13 112.7(5) . . ?
C15 C14 H14 123.6 . . ?
C13 C14 H14 123.6 . . ?
C14 C15 C16 127.6(4) . . ?
C14 C15 S11 111.6(4) . . ?
C16 C15 S11 120.8(4) . . ?
O13 C16 O14 126.4(5) . . ?
O13 C16 C15 117.8(4) . . ?
O14 C16 C15 115.8(4) . . ?
C11 O11 Eu1 135.8(3) . 4_566 ?
C11 O12 Eu1 147.8(3) . . ?
C16 O13 Eu1 135.0(3) . 3_666 ?
C16 O14 Eu1 140.0(3) . 1_656 ?
C15 S11 C12 91.2(2) . . ?
O23 N21 O21 118.2(4) . . ?
O23 N21 O22 122.2(4) . . ?
O21 N21 O22 119.6(4) . . ?
O23 N21 Eu1 58.4(2) . 3_565 ?
O21 N21 Eu1 60.9(2) . 3_565 ?
O22 N21 Eu1 171.1(4) . 3_565 ?
N21 O21 Eu1 157.0(3) . . ?
N21 O21 Eu1 93.0(3) . 3_565 ?
Eu1 O21 Eu1 105.61(12) . 3_565 ?
N21 O23 Eu1 95.8(3) . 3_565 ?
Eu1 O31 H31 122(4) . . ?
Eu1 O31 H32 109(4) . . ?
H31 O31 H32 128(6) . . ?

_refine_diff_density_max         0.989
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.194

####################################################################### 
# 
# 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_pbcn
_database_code_depnum_ccdc_archive 'CCDC 1589872'
_audit_update_record             
;
2018-04-06 deposited with the CCDC.
2018-08-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT306_pbcn                
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O61 Check
RESPONSE: O61-O65 are water molecules in the lattice. The H atoms could 
not be located in the difference map and thus were omitted from the 
model.  
;
_vrf_PLAT430_pbcn                
;
PROBLEM: Short Inter D...A Contact O12 ..O62 . 2.83 Ang.
RESPONSE: O61-O65 are water molecules in the lattice. The H atoms could 
not be located in the difference map and thus were omitted from the 
model. There is likely H-bonding between these atoms.

;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H6 Eu2 O21 S3, 5(O)'
_chemical_formula_sum            'C18 H6 Eu2 O26 S3'
_chemical_formula_weight         1038.33

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'
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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   36.9994(14)
_cell_length_b                   7.5906(3)
_cell_length_c                   23.8697(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6703.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9954
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      26.29
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.058
_exptl_crystal_F_000             3968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    3.992
_shelx_estimated_absorpt_T_min   0.644
_shelx_estimated_absorpt_T_max   0.870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88461
_exptl_absorpt_correction_T_max  0.94526
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49534
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.202
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6134
_reflns_number_gt                4276
_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       'APEX3 V2016.5-0 (Bruker, 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.37A, XPREP v2014/2, SADABS V2016/2 (Bruker, 2016) 
;
_computing_structure_solution    'SHELX-2014-5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2018-1 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXLE v817 (Hubschle, 2011)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'

_refine_special_details          
; 
Structure was phased by intrinsic methods (Sheldrick, 2015).  Systematic 
conditions suggested the unambiguous space group.  The space group choice 
was confirmed by successful convergence of the full-matrix least-squares 
refinement on F².  The final map had no significant features.  A final 
analysis of variance between observed and calculated structure factors 
showed little dependence on amplitude and resolution. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0202P)²+52.6248P] 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         6134
_refine_ls_number_parameters     430
_refine_ls_number_restraints     490
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0783
_refine_ls_wR_factor_gt          0.0695
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.007
_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
Eu1 Eu 0.37704(2) 0.22455(4) 0.53135(2) 0.00486(9) Uani 1 1 d . . . . .
Eu2 Eu 0.37604(2) 0.21871(4) 0.79312(2) 0.00534(9) Uani 1 1 d . . . . .
S1 S 0.51415(4) 0.2279(2) 0.43656(7) 0.0071(4) Uani 1 1 d . . . . .
O11 O 0.42006(11) 0.3992(6) 0.4845(2) 0.0074(10) Uani 1 1 d . . . . .
O12 O 0.44778(12) 0.4054(6) 0.40102(18) 0.0079(10) Uani 1 1 d . . . . .
O13 O 0.58751(12) -0.0137(6) 0.52637(18) 0.0087(10) Uani 1 1 d . . . . .
O14 O 0.57818(12) -0.0050(6) 0.43509(19) 0.0073(10) Uani 1 1 d . . . . .
C11 C 0.44663(18) 0.3749(8) 0.4531(3) 0.0059(8) Uani 1 1 d . U . . .
C12 C 0.48053(16) 0.3041(8) 0.4792(3) 0.0049(13) Uani 1 1 d . U . . .
C13 C 0.48780(16) 0.2792(8) 0.5343(3) 0.0054(13) Uani 1 1 d . U . . .
H13 H 0.472150 0.314464 0.563775 0.006 Uiso 1 1 calc R U . . .
C14 C 0.52112(17) 0.1954(8) 0.5427(3) 0.0076(14) Uani 1 1 d . U . . .
H14 H 0.530909 0.169451 0.578521 0.009 Uiso 1 1 calc R U . . .
C15 C 0.53791(17) 0.1552(9) 0.4932(3) 0.0071(14) Uani 1 1 d . U . . .
C16 C 0.56998(17) 0.0433(9) 0.4849(3) 0.0070(13) Uani 1 1 d . U . . .
S2 S 0.25296(4) 0.2722(2) 0.37432(7) 0.0079(3) Uani 1 1 d . . . . .
O21 O 0.34743(11) 0.2369(6) 0.44727(19) 0.0100(10) Uani 1 1 d . U . . .
O22 O 0.33251(12) 0.2551(6) 0.35744(19) 0.0102(10) Uani 1 1 d . U . . .
O23 O 0.15713(11) 0.2146(6) 0.44224(18) 0.0084(10) Uani 1 1 d . U . . .
O24 O 0.17429(11) 0.2621(6) 0.35418(18) 0.0094(10) Uani 1 1 d . U . . .
C21 C 0.32480(17) 0.2447(8) 0.4083(3) 0.0059(8) Uani 1 1 d . U . . .
C22 C 0.28541(17) 0.2381(9) 0.4239(3) 0.0070(14) Uani 1 1 d . U . . .
C23 C 0.27141(18) 0.1983(9) 0.4746(3) 0.0133(15) Uani 1 1 d . U . . .
H23 H 0.285723 0.175438 0.506805 0.016 Uiso 1 1 calc R U . . .
C24 C 0.23337(18) 0.1942(9) 0.4746(3) 0.0123(15) Uani 1 1 d . U . . .
H24 H 0.219026 0.168048 0.506565 0.015 Uiso 1 1 calc R U . . .
C25 C 0.21950(17) 0.2333(9) 0.4221(3) 0.0065(14) Uani 1 1 d . U . . .
C26 C 0.18102(17) 0.2369(8) 0.4050(3) 0.0059(8) Uani 1 1 d . U . . .
S3 S 0.26396(4) 0.2069(2) 0.62705(7) 0.0078(4) Uani 1 1 d . . . . .
O31 O 0.34110(11) 0.1908(6) 0.61175(18) 0.0088(10) Uani 1 1 d . . . . .
O32 O 0.35905(11) 0.2575(6) 0.69796(18) 0.0093(10) Uani 1 1 d . . . . .
O33 O 0.18702(12) 0.2161(6) 0.60197(18) 0.0104(10) Uani 1 1 d . . . . .
O34 O 0.16635(11) 0.2382(6) 0.68915(19) 0.0104(10) Uani 1 1 d . . . . .
C31 C 0.33470(17) 0.2305(8) 0.6615(3) 0.0073(13) Uani 1 1 d . U . . .
C32 C 0.29617(17) 0.2460(8) 0.6775(3) 0.0064(14) Uani 1 1 d . U . . .
C33 C 0.28071(17) 0.2906(9) 0.7278(3) 0.0110(15) Uani 1 1 d . U . . .
H33 H 0.294093 0.319363 0.760543 0.013 Uiso 1 1 calc R U . . .
C34 C 0.24268(18) 0.2885(9) 0.7253(3) 0.0131(15) Uani 1 1 d . U . . .
H34 H 0.227571 0.314811 0.756367 0.016 Uiso 1 1 calc R U . . .
C35 C 0.22982(16) 0.2449(8) 0.6738(3) 0.0065(14) Uani 1 1 d . U . . .
C36 C 0.19176(16) 0.2328(8) 0.6537(3) 0.0069(13) Uani 1 1 d . U . . .
O41 O 0.40855(12) 0.3713(6) 0.61066(19) 0.0096(11) Uani 1 1 d . . . . .
O42 O 0.34745(13) 0.5000(6) 0.5336(2) 0.0140(12) Uani 1 1 d . . . . .
O43 O 0.34337(13) -0.0473(6) 0.5281(2) 0.0131(11) Uani 1 1 d . . . . .
O51 O 0.39915(12) 0.3513(6) 0.87619(19) 0.0108(11) Uani 1 1 d . . . . .
O52 O 0.43251(13) 0.3621(6) 0.7671(2) 0.0138(11) Uani 1 1 d . . . . .
O53 O 0.41654(13) 0.0066(6) 0.7498(2) 0.0132(11) Uani 1 1 d . . . . .
O54 O 0.33589(12) -0.0221(6) 0.7725(2) 0.0099(11) Uani 1 1 d . . . . .
O55 O 0.35650(13) 0.5200(6) 0.77937(19) 0.0130(11) Uani 1 1 d . . . . .
O56 O 0.39192(12) -0.0157(6) 0.86065(19) 0.0112(11) Uani 1 1 d . . . . .
O61 O 0.40056(12) 0.7267(6) 0.63739(19) 0.0109(10) Uani 1 1 d . . . . .
O62 O 0.49544(12) 0.5998(6) 0.3318(2) 0.0115(11) Uani 1 1 d . . . . .
O63 O 0.54534(12) 0.3563(6) 0.2899(2) 0.0130(11) Uani 1 1 d . . . . .
O64 O 0.53241(12) 0.9295(6) 0.3350(2) 0.0115(10) Uani 1 1 d . . . . .
O65 O 0.46926(12) 0.1615(6) 0.3116(2) 0.0132(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.
;

_exptl_special_details           
; 
One distinct cell was identified using APEX3 (Bruker, 2016).  Three 
frame series were integrated and filtered for statistical outliers 
using SAINT (Bruker, 2016) then corrected for absorption by integration 
using SAINT/SADABS v2014/2 (Bruker, 2016) to sort, merge, and scale 
the combined data.  No decay correction was applied.    
;

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -2.00 1.00 0.0620
-1.00 0.00 1.00 0.0290
2.00 -1.00 -2.00 0.0340
0.00 1.00 2.00 0.0340
0.00 -1.00 -2.00 0.0400
2.00 0.00 1.00 0.0180
-2.00 0.00 -1.00 0.0130
2.00 0.00 -1.00 0.0040
-2.00 1.00 -2.00 0.0190
2.00 -1.00 2.00 0.0550

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
Eu1 O21 2.289(4) . ?
Eu1 O31 2.349(4) . ?
Eu1 O11 2.354(4) . ?
Eu1 O42 2.361(5) . ?
Eu1 O43 2.412(5) . ?
Eu1 O14 2.483(4) 5_656 ?
Eu1 O13 2.486(5) 5_656 ?
Eu1 O41 2.487(5) . ?
Eu1 C16 2.850(7) 5_656 ?
Eu2 O24 2.369(4) 2 ?
Eu2 O32 2.375(4) . ?
Eu2 O51 2.382(5) . ?
Eu2 O54 2.406(5) . ?
Eu2 O55 2.421(5) . ?
Eu2 O53 2.430(5) . ?
Eu2 O52 2.437(5) . ?
Eu2 O56 2.472(5) . ?
S1 C15 1.704(7) . ?
S1 C12 1.709(6) . ?
O11 C11 1.249(8) . ?
O12 C11 1.265(8) . ?
O13 C16 1.260(8) . ?
O14 C16 1.280(8) . ?
C11 C12 1.500(9) . ?
C12 C13 1.355(9) . ?
C13 C14 1.401(9) . ?
C14 C15 1.369(9) . ?
C15 C16 1.473(9) . ?
S2 C22 1.706(6) . ?
S2 C25 1.710(6) . ?
O21 C21 1.253(8) . ?
O22 C21 1.250(8) . ?
O23 C26 1.265(8) . ?
O24 C26 1.253(7) . ?
C21 C22 1.505(9) . ?
C22 C23 1.349(9) . ?
C23 C24 1.408(9) . ?
C24 C25 1.386(9) . ?
C25 C26 1.482(9) . ?
S3 C35 1.709(6) . ?
S3 C32 1.720(6) . ?
O31 C31 1.249(8) . ?
O32 C31 1.269(8) . ?
O33 C36 1.254(7) . ?
O34 C36 1.265(7) . ?
C31 C32 1.480(9) . ?
C32 C33 1.374(9) . ?
C33 C34 1.409(9) . ?
C34 C35 1.360(9) . ?
C35 C36 1.490(8) . ?

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
O21 Eu1 O31 116.74(15) . . ?
O21 Eu1 O11 83.33(16) . . ?
O31 Eu1 O11 146.35(16) . . ?
O21 Eu1 O42 76.23(16) . . ?
O31 Eu1 O42 79.34(16) . . ?
O11 Eu1 O42 79.97(16) . . ?
O21 Eu1 O43 76.10(16) . . ?
O31 Eu1 O43 68.92(16) . . ?
O11 Eu1 O43 144.67(16) . . ?
O42 Eu1 O43 121.26(16) . . ?
O21 Eu1 O14 129.04(15) . 5_656 ?
O31 Eu1 O14 92.35(15) . 5_656 ?
O11 Eu1 O14 94.61(15) . 5_656 ?
O42 Eu1 O14 153.71(16) . 5_656 ?
O43 Eu1 O14 77.32(15) . 5_656 ?
O21 Eu1 O13 78.05(15) . 5_656 ?
O31 Eu1 O13 132.95(15) . 5_656 ?
O11 Eu1 O13 75.07(15) . 5_656 ?
O42 Eu1 O13 145.86(16) . 5_656 ?
O43 Eu1 O13 72.78(15) . 5_656 ?
O14 Eu1 O13 52.74(14) 5_656 5_656 ?
O21 Eu1 O41 150.89(16) . . ?
O31 Eu1 O41 72.07(15) . . ?
O11 Eu1 O41 78.03(15) . . ?
O42 Eu1 O41 78.64(16) . . ?
O43 Eu1 O41 130.52(16) . . ?
O14 Eu1 O41 75.07(14) 5_656 . ?
O13 Eu1 O41 117.58(15) 5_656 . ?
O21 Eu1 C16 103.84(18) . 5_656 ?
O31 Eu1 C16 115.00(18) . 5_656 ?
O11 Eu1 C16 82.65(17) . 5_656 ?
O42 Eu1 C16 162.51(18) . 5_656 ?
O43 Eu1 C16 74.96(17) . 5_656 ?
O14 Eu1 C16 26.65(17) 5_656 5_656 ?
O13 Eu1 C16 26.19(17) 5_656 5_656 ?
O41 Eu1 C16 95.78(17) . 5_656 ?
O24 Eu2 O32 111.88(15) 2 . ?
O24 Eu2 O51 75.17(15) 2 . ?
O32 Eu2 O51 146.99(16) . . ?
O24 Eu2 O54 71.79(16) 2 . ?
O32 Eu2 O54 74.62(15) . . ?
O51 Eu2 O54 135.47(16) . . ?
O24 Eu2 O55 77.91(16) 2 . ?
O32 Eu2 O55 70.99(15) . . ?
O51 Eu2 O55 79.68(16) . . ?
O54 Eu2 O55 120.35(16) . . ?
O24 Eu2 O53 141.90(16) 2 . ?
O32 Eu2 O53 80.71(15) . . ?
O51 Eu2 O53 114.38(16) . . ?
O54 Eu2 O53 77.89(16) . . ?
O55 Eu2 O53 138.80(16) . . ?
O24 Eu2 O52 143.47(16) 2 . ?
O32 Eu2 O52 85.84(16) . . ?
O51 Eu2 O52 73.50(16) . . ?
O54 Eu2 O52 144.73(16) . . ?
O55 Eu2 O52 78.44(16) . . ?
O53 Eu2 O52 70.05(16) . . ?
O24 Eu2 O56 80.21(15) 2 . ?
O32 Eu2 O56 140.88(15) . . ?
O51 Eu2 O56 71.10(16) . . ?
O54 Eu2 O56 74.55(15) . . ?
O55 Eu2 O56 147.08(15) . . ?
O53 Eu2 O56 69.75(15) . . ?
O52 Eu2 O56 106.51(16) . . ?
C15 S1 C12 90.7(3) . . ?
C11 O11 Eu1 137.2(4) . . ?
C16 O13 Eu1 93.3(4) . 5_656 ?
C16 O14 Eu1 92.9(4) . 5_656 ?
O11 C11 O12 126.1(6) . . ?
O11 C11 C12 117.5(6) . . ?
O12 C11 C12 116.5(6) . . ?
C13 C12 C11 128.3(6) . . ?
C13 C12 S1 112.7(5) . . ?
C11 C12 S1 118.8(5) . . ?
C12 C13 C14 112.1(6) . . ?
C15 C14 C13 112.2(6) . . ?
C14 C15 C16 127.6(6) . . ?
C14 C15 S1 112.2(5) . . ?
C16 C15 S1 119.7(5) . . ?
O13 C16 O14 120.6(6) . . ?
O13 C16 C15 120.5(6) . . ?
O14 C16 C15 118.8(6) . . ?
O13 C16 Eu1 60.5(3) . 5_656 ?
O14 C16 Eu1 60.4(3) . 5_656 ?
C15 C16 Eu1 169.7(5) . 5_656 ?
C22 S2 C25 91.1(3) . . ?
C21 O21 Eu1 166.6(4) . . ?
C26 O24 Eu2 139.5(4) . 2_554 ?
O22 C21 O21 124.9(6) . . ?
O22 C21 C22 117.7(6) . . ?
O21 C21 C22 117.5(6) . . ?
C23 C22 C21 127.0(6) . . ?
C23 C22 S2 112.7(5) . . ?
C21 C22 S2 120.3(5) . . ?
C22 C23 C24 112.9(6) . . ?
C25 C24 C23 111.4(6) . . ?
C24 C25 C26 127.5(6) . . ?
C24 C25 S2 111.9(5) . . ?
C26 C25 S2 120.6(5) . . ?
O24 C26 O23 124.2(6) . . ?
O24 C26 C25 117.4(6) . . ?
O23 C26 C25 118.4(6) . . ?
C35 S3 C32 91.5(3) . . ?
C31 O31 Eu1 149.2(4) . . ?
C31 O32 Eu2 145.4(4) . . ?
O31 C31 O32 123.8(6) . . ?
O31 C31 C32 116.5(6) . . ?
O32 C31 C32 119.7(6) . . ?
C33 C32 C31 130.2(6) . . ?
C33 C32 S3 111.5(5) . . ?
C31 C32 S3 118.3(5) . . ?
C32 C33 C34 112.1(6) . . ?
C35 C34 C33 113.0(6) . . ?
C34 C35 C36 129.5(6) . . ?
C34 C35 S3 111.9(5) . . ?
C36 C35 S3 118.6(5) . . ?
O33 C36 O34 123.9(6) . . ?
O33 C36 C35 117.0(5) . . ?
O34 C36 C35 119.1(6) . . ?

_refine_diff_density_max         0.859
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.174

####################################################################### 
# 
# 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_pbar1_abs
_database_code_depnum_ccdc_archive 'CCDC 1589869'
_audit_update_record             
;
2017-12-07 deposited with the CCDC.
2018-08-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_pbar1_abs           
;
PROBLEM: Short Inter D...A Contact O91A     ..O202      .       2.42 Ang.
RESPONSE: O91A is a partially occupied water molecule bound to Bi2.   The H atoms could not be located in the difference map and thus were  omitted from the model.  There is likely H-bonding between these atoms.
;
_vrf_PLAT220_pbar1_abs           
;
PROBLEM: Non-Solvent Resd 1  C   Ueq(max)/Ueq(min) Range         8.6 Ratio
RESPONSE: : Many efforts were made to fix this alert via the use of constraints and/or restraints on the C atoms. Additionally, further absorption correction and/or twinning options were explored, but were also unsuccessful. As such, we are only reporting this structure as a preliminary structure refinement.
;
_vrf_PLAT250_pbar1_abs           
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        4.3 Note
RESPONSE: Many efforts were made to fix this alert via the use of constraints and/or restraints on the C atoms. Additionally, further absorption correction and/or twinning options were explored, but were also unsuccessful. 
;
_vrf_PLAT306_pbar1_abs           
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......       O101 Check
RESPONSE: Isolated Oxygen Atom (H-atoms Missing ?) ....... O101 Check RESPONSE: O101 is a water molecule in the lattice. The H atoms could  not be located in the difference map and thus were omitted from the  model. 
;
_vrf_PLAT971_pbar1_abs           
;
PROBLEM: Check Calcd Resid. Dens.  0.84A   From Bi2             3.23 eA-3
RESPONSE: Residual electron density within 1A of the metal center is likely due to problems with the refinement. Efforts were made to adjust the absorption correction and/or twinning, but were unsuccessful. Because of these alerts we are only depositing this structure as a preliminary structure refinement.
;
_vrf_PLAT972_pbar1_abs           
;
PROBLEM: Check Calcd Resid. Dens.  0.76A   From Bi2            -3.16 eA-3
RESPONSE: Residual electron density within 1A of the metal  center is likely due to problems with the refinement. Efforts were made to adjust the absorption correction and/or twinning, but were unsuccessful. Because of these alerts we are only depositing this structure as a preliminary structure refinement and have indicated this in the manuscript.
;
# Added during the CSD deposition process: Thursday 07 December 2017 07:29 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H29 Bi2 N3 O22.90 S5'
_chemical_formula_weight         1556.30

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'
Bi Bi -4.1077 10.2566 '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      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                   8.7978(7)
_cell_length_b                   9.8686(7)
_cell_length_c                   30.237(2)
_cell_angle_alpha                87.935(2)
_cell_angle_beta                 87.669(2)
_cell_angle_gamma                69.077(2)
_cell_volume                     2449.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9843
_cell_measurement_theta_min      4.651
_cell_measurement_theta_max      51.358

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.110
_exptl_crystal_F_000             1498
_exptl_transmission_factor_min   0.74673
_exptl_transmission_factor_max   0.85458
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    7.479
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            62573
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.210
_diffrn_reflns_theta_max         25.728
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9329
_reflns_number_gt                7521
_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       'APEX2 V2014.9-0 (Bruker, 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.34A, XPREP v2014/2, SADABS V2014/4 (Bruker, 2014) 
;
_computing_structure_solution    'SHELX-2014-4 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL v2014-4 (Bruker, 2014)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_refine_special_details          
; 
Structure was phased by direct methods (Sheldrick, 2015).  Systematic 
conditions suggested the unambiguous space group.  The space group choice 
was confirmed by successful convergence of the full-matrix least-squares 
refinement on F². Shown is only a preliminary refinement as outlined in the 
Supplementary Information. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0135P)²+40.2385P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9329
_refine_ls_number_parameters     883
_refine_ls_number_restraints     474
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.0949
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.065
_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
Bi1 Bi 0.06489(4) 0.60078(4) 0.83682(2) 0.02084(10) Uani 1 1 d . . . . .
Bi2 Bi 0.57916(4) 1.12373(4) 0.58525(2) 0.02139(10) Uani 1 1 d D . . . .
C11 C 0.2447(10) 0.7461(9) 0.7877(3) 0.0183(18) Uani 1 1 d . . . . .
C12 C 0.3565(9) 0.8005(8) 0.7606(3) 0.0138(17) Uani 1 1 d . . . . .
C13 C 0.5232(10) 0.7476(9) 0.7610(3) 0.0164(18) Uani 1 1 d . . . . .
H13 H 0.5851 0.6736 0.7809 0.020 Uiso 1 1 calc R U . . .
C14 C 0.5922(10) 0.8159(9) 0.7285(3) 0.0155(17) Uani 1 1 d . . . . .
H14 H 0.7061 0.7931 0.7241 0.019 Uiso 1 1 calc R U . . .
C15 C 0.4783(9) 0.9179(8) 0.7040(3) 0.0132(17) Uani 1 1 d . . . . .
C16 C 0.5076(10) 0.9999(8) 0.6644(3) 0.0159(18) Uani 1 1 d . . . . .
O11 O 0.0947(7) 0.8076(6) 0.7857(2) 0.0242(14) Uani 1 1 d . . . . .
O12 O 0.3100(7) 0.6323(6) 0.81106(19) 0.0185(13) Uani 1 1 d . . . . .
O13 O 0.3892(7) 1.0785(6) 0.64272(19) 0.0220(13) Uani 1 1 d . . . . .
O14 O 0.6537(6) 0.9839(6) 0.65341(18) 0.0170(12) Uani 1 1 d . . . . .
S1 S 0.2833(2) 0.9370(2) 0.72144(7) 0.0160(4) Uani 1 1 d . . . . .
C21 C 0.2029(10) 0.2942(9) 0.8551(3) 0.0161(18) Uani 1 1 d . . . . .
C22 C 0.3022(9) 0.1374(9) 0.8606(3) 0.0160(18) Uani 1 1 d . . . . .
C23 C 0.2542(10) 0.0226(9) 0.8690(3) 0.0159(17) Uani 1 1 d . . . . .
H23 H 0.1436 0.0301 0.8720 0.019 Uiso 1 1 calc R U . . .
C24 C 0.3867(10) -0.1088(9) 0.8728(3) 0.023(2) Uani 1 1 d . . . . .
H24 H 0.3754 -0.1997 0.8793 0.028 Uiso 1 1 calc R U . . .
C25 C 0.5324(10) -0.0923(9) 0.8661(3) 0.024(2) Uani 1 1 d D . . . .
O21 O 0.2794(6) 0.3831(6) 0.85455(19) 0.0186(13) Uani 1 1 d . . . . .
O22 O 0.0513(7) 0.3348(6) 0.85077(19) 0.0226(14) Uani 1 1 d . . . . .
C26 C 0.7007(13) -0.2031(12) 0.8598(5) 0.018(3) Uani 0.685(14) 1 d D U P A 1
O23 O 0.8191(14) -0.1589(15) 0.8541(4) 0.018(3) Uani 0.685(14) 1 d D U P A 1
O24 O 0.7193(10) -0.3360(9) 0.8616(3) 0.024(2) Uani 0.685(14) 1 d D U P A 1
C26B C 0.692(2) -0.202(2) 0.8797(11) 0.019(4) Uani 0.315(14) 1 d D U P A 2
O23B O 0.817(3) -0.175(3) 0.8667(11) 0.017(4) Uani 0.315(14) 1 d D U P A 2
O24B O 0.699(2) -0.3207(18) 0.8987(6) 0.020(4) Uani 0.315(14) 1 d D U P A 2
S2 S 0.1914(3) 0.8359(2) 0.97886(7) 0.0200(5) Uani 1 1 d . . . . .
C31 C 0.0909(11) 0.6565(10) 0.9284(3) 0.023(2) Uani 1 1 d . . . . .
C32 C 0.1008(10) 0.7100(9) 0.9727(3) 0.0194(19) Uani 1 1 d . . . . .
C33 C 0.0419(12) 0.6756(9) 1.0125(3) 0.027(2) Uani 1 1 d . . . . .
H33 H -0.0117 0.6075 1.0156 0.032 Uiso 1 1 calc R U . . .
C34 C 0.0680(12) 0.7500(10) 1.0478(3) 0.027(2) Uani 1 1 d . . . . .
H34 H 0.0351 0.7382 1.0776 0.033 Uiso 1 1 calc R U . . .
C35 C 0.1480(10) 0.8435(9) 1.0344(3) 0.0192(19) Uani 1 1 d . . . . .
C36 C 0.1862(10) 0.9462(9) 1.0612(3) 0.0192(19) Uani 1 1 d . . . . .
O31 O 0.1619(8) 0.6987(8) 0.8966(2) 0.0349(17) Uani 1 1 d . . . . .
O32 O 0.0118(7) 0.5749(6) 0.92330(19) 0.0209(13) Uani 1 1 d . . . . .
O33 O 0.2618(8) 1.0211(7) 1.0460(2) 0.0303(15) Uani 1 1 d . . . . .
O34 O 0.1327(7) 0.9513(7) 1.10262(19) 0.0218(14) Uani 1 1 d . . . . .
H34A H 0.153(11) 1.012(11) 1.1151(18) 0.033 Uiso 1 1 calc R U . . .
S3 S 0.5104(2) 0.0854(2) 0.85635(8) 0.0214(5) Uani 1 1 d . . . . .
C41 C 0.7415(11) 0.8265(10) 0.5623(3) 0.023(2) Uani 1 1 d . . . . .
C42 C 0.8464(11) 0.6721(10) 0.5587(3) 0.024(2) Uani 1 1 d . . . . .
C43 C 0.7994(12) 0.5561(10) 0.5536(3) 0.027(2) Uani 1 1 d . . . . .
H43 H 0.6893 0.5633 0.5515 0.032 Uiso 1 1 calc R U . . .
C44 C 0.9341(12) 0.4236(10) 0.5516(3) 0.029(2) Uani 1 1 d . . . . .
H44 H 0.9239 0.3321 0.5478 0.035 Uiso 1 1 calc R U . . .
C45 C 1.0809(12) 0.4413(10) 0.5558(3) 0.028(2) Uani 1 1 d . . . . .
C46 C 1.2483(13) 0.3327(11) 0.5563(3) 0.038(3) Uani 1 1 d . . . . .
O41 O 0.8144(7) 0.9174(6) 0.56566(19) 0.0237(14) Uani 1 1 d . . . . .
O42 O 0.5892(7) 0.8661(7) 0.5631(2) 0.0305(15) Uani 1 1 d . . . . .
O43 O 1.3617(10) 0.3783(8) 0.5642(3) 0.056(2) Uani 1 1 d . . . . .
O44 O 1.2682(10) 0.2017(8) 0.5503(2) 0.046(2) Uani 1 1 d . . . . .
S4 S 0.7845(3) 1.4340(2) 0.70003(7) 0.0196(5) Uani 1 1 d . . . . .
C51 C 0.7500(11) 1.2611(9) 0.6334(3) 0.021(2) Uani 1 1 d . . . . .
C52 C 0.8592(10) 1.3081(9) 0.6588(3) 0.0181(18) Uani 1 1 d . . . . .
C53 C 1.0251(11) 1.2582(9) 0.6564(3) 0.0205(19) Uani 1 1 d . . . . .
H53 H 1.0882 1.1902 0.6353 0.025 Uiso 1 1 calc R U . . .
C54 C 1.0936(11) 1.3175(9) 0.6884(3) 0.022(2) Uani 1 1 d . . . . .
H54 H 1.2075 1.2923 0.6915 0.027 Uiso 1 1 calc R U . . .
C55 C 0.9795(10) 1.4147(9) 0.7144(3) 0.0188(18) Uani 1 1 d . . . . .
C56 C 1.0029(11) 1.4915(9) 0.7530(3) 0.0214(19) Uani 1 1 d . . . . .
O51 O 0.6002(7) 1.3067(7) 0.6411(2) 0.0255(14) Uani 1 1 d . . . . .
O52 O 0.8156(8) 1.1689(7) 0.6032(2) 0.0321(16) Uani 1 1 d . . . . .
O53 O 0.8802(7) 1.5727(7) 0.7738(2) 0.0292(15) Uani 1 1 d . . . . .
O54 O 1.1477(7) 1.4717(6) 0.7639(2) 0.0241(14) Uani 1 1 d . . . . .
S5 S 1.0525(3) 0.6220(3) 0.56116(8) 0.0284(5) Uani 1 1 d . . . . .
O91A O 0.6181(13) 1.1822(11) 0.5032(3) 0.034(3) Uani 0.680(17) 1 d D U P B 1
O91B O 0.748(3) 1.166(2) 0.5178(5) 0.034(6) Uani 0.320(17) 1 d D U P B 2
O101 O 1.1128(10) 0.0244(9) 0.5424(3) 0.072(3) Uani 1 1 d . . . . .
N6A N -0.377(3) 0.3541(19) 0.8034(5) 0.032(3) Uani 0.566(13) 1 d . U P C 1
H6A H -0.4202 0.4291 0.8206 0.038 Uiso 0.566(13) 1 calc R U P C 1
C61A C -0.461(3) 0.329(2) 0.7757(7) 0.027(3) Uani 0.566(13) 1 d . U P C 1
H61A H -0.5689 0.3952 0.7722 0.032 Uiso 0.566(13) 1 calc R U P C 1
C62A C -0.404(3) 0.208(2) 0.7493(7) 0.026(3) Uani 0.566(13) 1 d . U P C 1
H62A H -0.4722 0.1888 0.7286 0.032 Uiso 0.566(13) 1 calc R U P C 1
C63A C -0.240(3) 0.112(2) 0.7545(7) 0.028(3) Uani 0.566(13) 1 d . U P C 1
H63A H -0.1972 0.0282 0.7370 0.034 Uiso 0.566(13) 1 calc R U P C 1
C64A C -0.145(2) 0.139(2) 0.7833(7) 0.026(3) Uani 0.566(13) 1 d . U P C 1
H64A H -0.0368 0.0734 0.7863 0.032 Uiso 0.566(13) 1 calc R U P C 1
C65A C -0.200(3) 0.258(2) 0.8085(7) 0.028(3) Uani 0.566(13) 1 d . U P C 1
H65A H -0.1310 0.2801 0.8283 0.033 Uiso 0.566(13) 1 calc R U P C 1
N6B N -0.286(3) 0.336(2) 0.8102(6) 0.029(3) Uani 0.434(13) 1 d . U P C 2
H6B H -0.2669 0.3971 0.8279 0.035 Uiso 0.434(13) 1 calc R U P C 2
C61B C -0.439(3) 0.375(3) 0.7937(10) 0.028(4) Uani 0.434(13) 1 d . U P C 2
H61B H -0.5226 0.4628 0.8024 0.034 Uiso 0.434(13) 1 calc R U P C 2
C62B C -0.468(4) 0.292(3) 0.7661(9) 0.028(3) Uani 0.434(13) 1 d . U P C 2
H62B H -0.5745 0.3170 0.7551 0.033 Uiso 0.434(13) 1 calc R U P C 2
C63B C -0.344(4) 0.163(3) 0.7520(8) 0.024(3) Uani 0.434(13) 1 d . U P C 2
H63B H -0.3629 0.1064 0.7295 0.029 Uiso 0.434(13) 1 calc R U P C 2
C64B C -0.200(3) 0.123(3) 0.7712(9) 0.024(3) Uani 0.434(13) 1 d . U P C 2
H64B H -0.1192 0.0318 0.7646 0.029 Uiso 0.434(13) 1 calc R U P C 2
C65B C -0.166(4) 0.214(3) 0.8012(10) 0.029(3) Uani 0.434(13) 1 d . U P C 2
H65B H -0.0622 0.1884 0.8142 0.034 Uiso 0.434(13) 1 calc R U P C 2
C71 C 0.9494(11) 1.1650(11) 0.3521(3) 0.033(2) Uani 1 1 d . . . . .
H71 H 1.0581 1.0978 0.3507 0.040 Uiso 1 1 calc R U . . .
C72 C 0.9034(14) 1.2813(13) 0.3254(4) 0.042(3) Uani 1 1 d . . . . .
H72 H 0.9804 1.2971 0.3049 0.051 Uiso 1 1 calc R U . . .
C73 C 0.7485(15) 1.3777(12) 0.3268(4) 0.045(3) Uani 1 1 d . . . . .
H73 H 0.7171 1.4595 0.3071 0.054 Uiso 1 1 calc R U . . .
C74 C 0.6411(13) 1.3575(12) 0.3558(4) 0.039(3) Uani 1 1 d . . . . .
H74 H 0.5338 1.4275 0.3571 0.047 Uiso 1 1 calc R U . . .
C75 C 0.6791(13) 1.2416(12) 0.3833(3) 0.036(3) Uani 1 1 d . . . . .
H75 H 0.6001 1.2265 0.4033 0.044 Uiso 1 1 calc R U . . .
N7 N 0.8394(13) 1.1437(9) 0.3814(3) 0.041(2) Uani 1 1 d . . . . .
H7 H 0.8692 1.0675 0.3995 0.050 Uiso 1 1 calc R U . . .
C81 C 0.4407(17) 0.3743(16) 0.9505(3) 0.043(5) Uani 0.5 1 d G U P D -1
H81 H 0.4568 0.3638 0.9194 0.052 Uiso 0.5 1 calc R U P D -1
C82 C 0.3653(17) 0.2923(13) 0.9747(5) 0.047(4) Uani 0.5 1 d G U P D -1
H82 H 0.3299 0.2257 0.9601 0.057 Uiso 0.5 1 calc R U P D -1
N83 N 0.3418(16) 0.3077(14) 1.0202(5) 0.054(4) Uani 0.5 1 d G U P D -1
H83 H 0.2941 0.2557 1.0356 0.065 Uiso 0.5 1 calc R U P D -1
C84 C 0.3937(17) 0.4051(15) 1.0416(3) 0.039(4) Uani 0.5 1 d G U P D -1
H84 H 0.3776 0.4156 1.0727 0.047 Uiso 0.5 1 calc R U P D -1
C85 C 0.4691(19) 0.4872(16) 1.0174(4) 0.028(4) Uani 0.5 1 d G U P D -1
H85 H 0.5046 0.5538 1.0320 0.033 Uiso 0.5 1 calc R U P D -1
C86 C 0.4926(19) 0.4718(17) 0.9719(4) 0.036(4) Uani 0.5 1 d G U P D -1
H86 H 0.5441 0.5278 0.9553 0.043 Uiso 0.5 1 calc R U P D -1
N91 N 0.602(7) 0.637(5) 1.060(2) 0.103(7) Uani 0.207(3) 1 d G U P E -2
H91 H 0.6053 0.5511 1.0701 0.124 Uiso 0.207(3) 1 calc R U P E -2
C92 C 0.733(6) 0.681(6) 1.066(2) 0.106(7) Uani 0.207(3) 1 d G U P E -2
H92 H 0.8260 0.6188 1.0808 0.127 Uiso 0.207(3) 1 calc R U P E -2
C93 C 0.727(6) 0.817(6) 1.050(2) 0.105(7) Uani 0.207(3) 1 d G U P E -2
H93 H 0.8167 0.8474 1.0544 0.126 Uiso 0.207(3) 1 calc R U P E -2
C94 C 0.591(7) 0.909(5) 1.029(2) 0.101(7) Uani 0.207(3) 1 d G U P E -2
H94 H 0.5869 1.0014 1.0180 0.121 Uiso 0.207(3) 1 calc R U P E -2
C95 C 0.460(6) 0.864(6) 1.023(2) 0.107(7) Uani 0.207(3) 1 d G U P E -2
H95 H 0.3665 0.9269 1.0080 0.128 Uiso 0.207(3) 1 calc R U P E -2
C96 C 0.465(6) 0.729(6) 1.038(2) 0.106(7) Uani 0.207(3) 1 d G U P E -2
H96 H 0.3758 0.6983 1.0344 0.128 Uiso 0.207(3) 1 calc R U P E -2
N101 N 0.599(5) 0.654(4) 1.0556(14) 0.101(7) Uani 0.293(3) 1 d G U P F -3
H101 H 0.5832 0.5989 1.0774 0.121 Uiso 0.293(3) 1 calc R U P F -3
C102 C 0.570(5) 0.800(5) 1.0627(13) 0.106(7) Uani 0.293(3) 1 d G U P F -3
H102 H 0.5322 0.8399 1.0910 0.127 Uiso 0.293(3) 1 calc R U P F -3
C103 C 0.595(5) 0.888(3) 1.0283(16) 0.099(7) Uani 0.293(3) 1 d G U P F -3
H103 H 0.5747 0.9876 1.0331 0.119 Uiso 0.293(3) 1 calc R U P F -3
C104 C 0.650(5) 0.830(5) 0.9869(14) 0.107(7) Uani 0.293(3) 1 d G U P F -3
H104 H 0.6670 0.8899 0.9634 0.129 Uiso 0.293(3) 1 calc R U P F -3
C105 C 0.679(6) 0.684(5) 0.9799(13) 0.112(8) Uani 0.293(3) 1 d G U P F -3
H105 H 0.7168 0.6445 0.9516 0.135 Uiso 0.293(3) 1 calc R U P F -3
C106 C 0.654(5) 0.596(3) 1.0142(16) 0.109(7) Uani 0.293(3) 1 d G U P F -3
H106 H 0.6742 0.4968 1.0094 0.131 Uiso 0.293(3) 1 calc R U P F -3
O201 O -0.455(3) 0.508(2) 0.8749(8) 0.042(9) Uani 0.32(2) 1 d . . P . .
O202 O 0.5524(19) 1.435(2) 0.4816(5) 0.082(8) Uani 0.58(3) 1 d . . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 O21 2.359(5) . ?
Bi1 O12 2.383(5) . ?
Bi1 O31 2.401(6) . ?
Bi1 O54 2.534(6) 1_445 ?
Bi1 O11 2.597(6) . ?
Bi1 O23 2.629(14) 1_465 ?
Bi1 O53 2.638(6) 1_445 ?
Bi1 O23B 2.64(3) 1_465 ?
Bi1 O32 2.657(6) . ?
Bi1 O22 2.687(6) . ?
Bi1 C11 2.836(8) . ?
Bi2 O52 2.365(6) . ?
Bi2 O41 2.399(6) . ?
Bi2 O14 2.417(5) . ?
Bi2 O13 2.500(6) . ?
Bi2 O91A 2.563(8) . ?
Bi2 O51 2.575(6) . ?
Bi2 O91B 2.582(11) . ?
Bi2 O42 2.623(6) . ?
Bi2 O43 2.632(7) 1_465 ?
Bi2 C16 2.798(8) . ?
Bi2 C51 2.828(9) . ?
Bi2 C41 2.864(9) . ?
C11 O11 1.243(10) . ?
C11 O12 1.267(10) . ?
C11 C12 1.485(11) . ?
C12 C13 1.370(11) . ?
C12 S1 1.720(8) . ?
C13 C14 1.411(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.361(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.486(11) . ?
C15 S1 1.721(8) . ?
C16 O13 1.248(10) . ?
C16 O14 1.269(9) . ?
C21 O22 1.260(10) . ?
C21 O21 1.282(10) . ?
C21 C22 1.488(11) . ?
C22 C23 1.356(11) . ?
C22 S3 1.717(8) . ?
C23 C24 1.405(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.355(12) . ?
C24 H24 0.9500 . ?
C25 C26B 1.499(15) . ?
C25 C26 1.503(13) . ?
C25 S3 1.710(9) . ?
C26 O24 1.263(13) . ?
C26 O23 1.268(13) . ?
O23 Bi1 2.629(14) 1_645 ?
C26B O24B 1.265(15) . ?
C26B O23B 1.268(15) . ?
O23B Bi1 2.64(3) 1_645 ?
S2 C35 1.705(8) . ?
S2 C32 1.719(9) . ?
C31 O32 1.255(10) . ?
C31 O31 1.264(10) . ?
C31 C32 1.474(12) . ?
C32 C33 1.369(12) . ?
C33 C34 1.389(13) . ?
C33 H33 0.9500 . ?
C34 C35 1.388(12) . ?
C34 H34 0.9500 . ?
C35 C36 1.456(12) . ?
C36 O33 1.225(10) . ?
C36 O34 1.317(10) . ?
O34 H34A 0.80(10) . ?
C41 O42 1.254(10) . ?
C41 O41 1.284(11) . ?
C41 C42 1.478(12) . ?
C42 C43 1.364(13) . ?
C42 S5 1.704(9) . ?
C43 C44 1.418(12) . ?
C43 H43 0.9500 . ?
C44 C45 1.375(14) . ?
C44 H44 0.9500 . ?
C45 C46 1.480(13) . ?
C45 S5 1.723(9) . ?
C46 O44 1.260(12) . ?
C46 O43 1.266(13) . ?
O43 Bi2 2.632(7) 1_645 ?
S4 C55 1.729(9) . ?
S4 C52 1.730(8) . ?
C51 O51 1.246(10) . ?
C51 O52 1.281(10) . ?
C51 C52 1.460(12) . ?
C52 C53 1.363(12) . ?
C53 C54 1.407(12) . ?
C53 H53 0.9500 . ?
C54 C55 1.360(12) . ?
C54 H54 0.9500 . ?
C55 C56 1.474(12) . ?
C56 O53 1.253(10) . ?
C56 O54 1.273(10) . ?
O53 Bi1 2.638(6) 1_665 ?
O54 Bi1 2.534(6) 1_665 ?
N6A C61A 1.23(3) . ?
N6A C65A 1.52(3) . ?
N6A H6A 0.8800 . ?
C61A C62A 1.39(3) . ?
C61A H61A 0.9500 . ?
C62A C63A 1.43(3) . ?
C62A H62A 0.9500 . ?
C63A C64A 1.32(3) . ?
C63A H63A 0.9500 . ?
C64A C65A 1.35(3) . ?
C64A H64A 0.9500 . ?
C65A H65A 0.9500 . ?
N6B C65B 1.32(3) . ?
N6B C61B 1.37(3) . ?
N6B H6B 0.8800 . ?
C61B C62B 1.29(4) . ?
C61B H61B 0.9500 . ?
C62B C63B 1.41(4) . ?
C62B H62B 0.9500 . ?
C63B C64B 1.34(4) . ?
C63B H63B 0.9500 . ?
C64B C65B 1.41(4) . ?
C64B H64B 0.9500 . ?
C65B H65B 0.9500 . ?
C71 C72 1.327(15) . ?
C71 N7 1.353(13) . ?
C71 H71 0.9500 . ?
C72 C73 1.355(16) . ?
C72 H72 0.9500 . ?
C73 C74 1.325(16) . ?
C73 H73 0.9500 . ?
C74 C75 1.339(15) . ?
C74 H74 0.9500 . ?
C75 N7 1.397(14) . ?
C75 H75 0.9500 . ?
N7 H7 0.8800 . ?
C81 C82 1.3900 . ?
C81 C86 1.3900 . ?
C81 H81 0.9500 . ?
C82 N83 1.3900 . ?
C82 H82 0.9500 . ?
N83 C84 1.3900 . ?
N83 H83 0.8800 . ?
C84 C85 1.3900 . ?
C84 H84 0.9500 . ?
C85 C86 1.3900 . ?
C85 H85 0.9500 . ?
C86 H86 0.9500 . ?
N91 C92 1.3900(10) . ?
N91 C96 1.3900 . ?
N91 H91 0.8800 . ?
C92 C93 1.3900 . ?
C92 H92 0.9500 . ?
C93 C94 1.3900 . ?
C93 H93 0.9500 . ?
C94 C95 1.3900(10) . ?
C94 H94 0.9500 . ?
C95 C96 1.3900 . ?
C95 H95 0.9500 . ?
C96 H96 0.9500 . ?
N101 C102 1.3900 . ?
N101 C106 1.3900 . ?
N101 H101 0.8800 . ?
C102 C103 1.3900 . ?
C102 H102 0.9500 . ?
C103 C104 1.3900 . ?
C103 H103 0.9500 . ?
C104 C105 1.3900 . ?
C104 H104 0.9500 . ?
C105 C106 1.3900 . ?
C105 H105 0.9500 . ?
C106 H106 0.9500 . ?
O202 O202 1.70(3) 2_686 ?

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
O21 Bi1 O12 73.52(19) . . ?
O21 Bi1 O31 84.6(2) . . ?
O12 Bi1 O31 72.7(2) . . ?
O21 Bi1 O54 75.43(19) . 1_445 ?
O12 Bi1 O54 72.80(19) . 1_445 ?
O31 Bi1 O54 143.8(2) . 1_445 ?
O21 Bi1 O11 124.79(18) . . ?
O12 Bi1 O11 52.28(18) . . ?
O31 Bi1 O11 88.5(2) . . ?
O54 Bi1 O11 79.06(19) 1_445 . ?
O21 Bi1 O23 155.4(3) . 1_465 ?
O12 Bi1 O23 115.5(3) . 1_465 ?
O31 Bi1 O23 77.2(3) . 1_465 ?
O54 Bi1 O23 128.6(3) 1_445 1_465 ?
O11 Bi1 O23 71.6(3) . 1_465 ?
O21 Bi1 O53 113.41(19) . 1_445 ?
O12 Bi1 O53 114.7(2) . 1_445 ?
O31 Bi1 O53 161.6(2) . 1_445 ?
O54 Bi1 O53 50.69(18) 1_445 1_445 ?
O11 Bi1 O53 84.2(2) . 1_445 ?
O23 Bi1 O53 84.5(3) 1_465 1_445 ?
O21 Bi1 O23B 146.8(6) . 1_465 ?
O12 Bi1 O23B 120.1(4) . 1_465 ?
O31 Bi1 O23B 72.8(7) . 1_465 ?
O54 Bi1 O23B 136.0(7) 1_445 1_465 ?
O11 Bi1 O23B 79.5(5) . 1_465 ?
O53 Bi1 O23B 89.3(7) 1_445 1_465 ?
O21 Bi1 O32 78.61(19) . . ?
O12 Bi1 O32 119.23(19) . . ?
O31 Bi1 O32 51.53(19) . . ?
O54 Bi1 O32 146.48(18) 1_445 . ?
O11 Bi1 O32 133.92(19) . . ?
O23 Bi1 O32 77.2(3) 1_465 . ?
O53 Bi1 O32 125.8(2) 1_445 . ?
O23B Bi1 O32 68.3(6) 1_465 . ?
O21 Bi1 O22 51.97(18) . . ?
O12 Bi1 O22 121.21(18) . . ?
O31 Bi1 O22 116.4(2) . . ?
O54 Bi1 O22 73.70(19) 1_445 . ?
O11 Bi1 O22 152.38(19) . . ?
O23 Bi1 O22 123.2(3) 1_465 . ?
O53 Bi1 O22 75.19(19) 1_445 . ?
O23B Bi1 O22 117.7(4) 1_465 . ?
O32 Bi1 O22 73.68(18) . . ?
O21 Bi1 C11 99.2(2) . . ?
O12 Bi1 C11 26.3(2) . . ?
O31 Bi1 C11 80.4(2) . . ?
O54 Bi1 C11 73.6(2) 1_445 . ?
O11 Bi1 C11 26.0(2) . . ?
O23 Bi1 C11 93.9(3) 1_465 . ?
O53 Bi1 C11 99.5(2) 1_445 . ?
O23B Bi1 C11 100.5(5) 1_465 . ?
O32 Bi1 C11 131.9(2) . . ?
O22 Bi1 C11 141.0(2) . . ?
O52 Bi2 O41 71.1(2) . . ?
O52 Bi2 O14 78.5(2) . . ?
O41 Bi2 O14 75.16(19) . . ?
O52 Bi2 O13 122.8(2) . . ?
O41 Bi2 O13 115.9(2) . . ?
O14 Bi2 O13 53.34(18) . . ?
O52 Bi2 O91A 91.2(3) . . ?
O41 Bi2 O91A 79.4(3) . . ?
O14 Bi2 O91A 154.4(3) . . ?
O13 Bi2 O91A 145.3(3) . . ?
O52 Bi2 O51 52.8(2) . . ?
O41 Bi2 O51 120.3(2) . . ?
O14 Bi2 O51 75.53(19) . . ?
O13 Bi2 O51 83.8(2) . . ?
O91A Bi2 O51 116.5(3) . . ?
O52 Bi2 O91B 65.3(5) . . ?
O41 Bi2 O91B 65.3(5) . . ?
O14 Bi2 O91B 132.8(6) . . ?
O13 Bi2 O91B 171.9(5) . . ?
O51 Bi2 O91B 102.6(5) . . ?
O52 Bi2 O42 122.2(2) . . ?
O41 Bi2 O42 52.2(2) . . ?
O14 Bi2 O42 77.4(2) . . ?
O13 Bi2 O42 79.2(2) . . ?
O91A Bi2 O42 88.9(3) . . ?
O51 Bi2 O42 152.9(2) . . ?
O91B Bi2 O42 96.6(5) . . ?
O52 Bi2 O43 105.9(2) . 1_465 ?
O41 Bi2 O43 149.9(3) . 1_465 ?
O14 Bi2 O43 134.5(2) . 1_465 ?
O13 Bi2 O43 91.3(2) . 1_465 ?
O91A Bi2 O43 70.7(3) . 1_465 ?
O51 Bi2 O43 72.7(2) . 1_465 ?
O91B Bi2 O43 85.9(5) . 1_465 ?
O42 Bi2 O43 128.2(2) . 1_465 ?
O52 Bi2 C16 101.9(2) . . ?
O41 Bi2 C16 95.2(2) . . ?
O14 Bi2 C16 26.9(2) . . ?
O13 Bi2 C16 26.5(2) . . ?
O91A Bi2 C16 163.5(3) . . ?
O51 Bi2 C16 79.7(2) . . ?
O91B Bi2 C16 158.9(6) . . ?
O42 Bi2 C16 75.7(2) . . ?
O43 Bi2 C16 114.4(3) 1_465 . ?
O52 Bi2 C51 26.7(2) . . ?
O41 Bi2 C51 95.5(2) . . ?
O14 Bi2 C51 74.0(2) . . ?
O13 Bi2 C51 102.8(2) . . ?
O91A Bi2 C51 106.5(3) . . ?
O51 Bi2 C51 26.1(2) . . ?
O91B Bi2 C51 84.9(5) . . ?
O42 Bi2 C51 141.6(2) . . ?
O43 Bi2 C51 90.2(2) 1_465 . ?
C16 Bi2 C51 89.4(2) . . ?
O52 Bi2 C41 96.4(2) . . ?
O41 Bi2 C41 26.4(2) . . ?
O14 Bi2 C41 72.5(2) . . ?
O13 Bi2 C41 96.3(2) . . ?
O91A Bi2 C41 85.7(3) . . ?
O51 Bi2 C41 139.5(2) . . ?
O91B Bi2 C41 82.1(5) . . ?
O42 Bi2 C41 25.9(2) . . ?
O43 Bi2 C41 147.4(3) 1_465 . ?
C16 Bi2 C41 82.9(2) . . ?
C51 Bi2 C41 118.6(3) . . ?
O11 C11 O12 122.6(8) . . ?
O11 C11 C12 120.7(8) . . ?
O12 C11 C12 116.7(7) . . ?
O11 C11 Bi1 66.2(4) . . ?
O12 C11 Bi1 56.5(4) . . ?
C12 C11 Bi1 171.6(6) . . ?
C13 C12 C11 126.7(7) . . ?
C13 C12 S1 112.1(6) . . ?
C11 C12 S1 121.1(6) . . ?
C12 C13 C14 112.0(7) . . ?
C12 C13 H13 124.0 . . ?
C14 C13 H13 124.0 . . ?
C15 C14 C13 112.8(7) . . ?
C15 C14 H14 123.6 . . ?
C13 C14 H14 123.6 . . ?
C14 C15 C16 127.1(7) . . ?
C14 C15 S1 112.1(6) . . ?
C16 C15 S1 120.7(6) . . ?
O13 C16 O14 122.6(7) . . ?
O13 C16 C15 119.2(7) . . ?
O14 C16 C15 118.1(7) . . ?
O13 C16 Bi2 63.3(4) . . ?
O14 C16 Bi2 59.5(4) . . ?
C15 C16 Bi2 173.5(5) . . ?
C11 O11 Bi1 87.8(5) . . ?
C11 O12 Bi1 97.2(5) . . ?
C16 O13 Bi2 90.2(5) . . ?
C16 O14 Bi2 93.6(5) . . ?
C12 S1 C15 90.9(4) . . ?
O22 C21 O21 122.7(7) . . ?
O22 C21 C22 120.4(7) . . ?
O21 C21 C22 116.8(7) . . ?
C23 C22 C21 129.8(7) . . ?
C23 C22 S3 111.8(6) . . ?
C21 C22 S3 118.4(6) . . ?
C22 C23 C24 112.3(7) . . ?
C22 C23 H23 123.8 . . ?
C24 C23 H23 123.8 . . ?
C25 C24 C23 112.9(8) . . ?
C25 C24 H24 123.6 . . ?
C23 C24 H24 123.6 . . ?
C24 C25 C26B 124.3(11) . . ?
C24 C25 C26 130.7(9) . . ?
C24 C25 S3 111.8(6) . . ?
C26B C25 S3 121.1(10) . . ?
C26 C25 S3 116.8(7) . . ?
C21 O21 Bi1 99.8(5) . . ?
C21 O22 Bi1 85.2(5) . . ?
O24 C26 O23 122.6(10) . . ?
O24 C26 C25 118.9(10) . . ?
O23 C26 C25 118.4(11) . . ?
C26 O23 Bi1 102.7(9) . 1_645 ?
O24B C26B O23B 123.0(16) . . ?
O24B C26B C25 121.1(16) . . ?
O23B C26B C25 115.5(19) . . ?
C26B O23B Bi1 116(2) . 1_645 ?
C35 S2 C32 91.6(4) . . ?
O32 C31 O31 122.7(8) . . ?
O32 C31 C32 120.1(8) . . ?
O31 C31 C32 117.2(8) . . ?
C33 C32 C31 128.7(8) . . ?
C33 C32 S2 111.1(7) . . ?
C31 C32 S2 120.1(6) . . ?
C32 C33 C34 113.6(8) . . ?
C32 C33 H33 123.2 . . ?
C34 C33 H33 123.2 . . ?
C35 C34 C33 111.8(8) . . ?
C35 C34 H34 124.1 . . ?
C33 C34 H34 124.1 . . ?
C34 C35 C36 127.8(8) . . ?
C34 C35 S2 111.8(7) . . ?
C36 C35 S2 120.3(6) . . ?
O33 C36 O34 123.3(8) . . ?
O33 C36 C35 122.2(8) . . ?
O34 C36 C35 114.4(7) . . ?
C31 O31 Bi1 98.6(5) . . ?
C31 O32 Bi1 86.9(5) . . ?
C36 O34 H34A 109.5 . . ?
C25 S3 C22 91.1(4) . . ?
O42 C41 O41 121.8(8) . . ?
O42 C41 C42 121.7(8) . . ?
O41 C41 C42 116.5(8) . . ?
O42 C41 Bi2 66.2(5) . . ?
O41 C41 Bi2 56.2(4) . . ?
C42 C41 Bi2 167.7(6) . . ?
C43 C42 C41 127.8(9) . . ?
C43 C42 S5 112.2(7) . . ?
C41 C42 S5 120.1(7) . . ?
C42 C43 C44 112.1(9) . . ?
C42 C43 H43 124.0 . . ?
C44 C43 H43 124.0 . . ?
C45 C44 C43 113.0(9) . . ?
C45 C44 H44 123.5 . . ?
C43 C44 H44 123.5 . . ?
C44 C45 C46 130.4(9) . . ?
C44 C45 S5 110.5(7) . . ?
C46 C45 S5 119.1(8) . . ?
O44 C46 O43 124.5(9) . . ?
O44 C46 C45 118.4(10) . . ?
O43 C46 C45 117.0(9) . . ?
C41 O41 Bi2 97.4(5) . . ?
C41 O42 Bi2 87.8(5) . . ?
C46 O43 Bi2 96.5(6) . 1_645 ?
C55 S4 C52 91.3(4) . . ?
O51 C51 O52 121.3(8) . . ?
O51 C51 C52 121.8(8) . . ?
O52 C51 C52 116.8(8) . . ?
O51 C51 Bi2 65.6(5) . . ?
O52 C51 Bi2 56.1(4) . . ?
C52 C51 Bi2 170.5(6) . . ?
C53 C52 C51 127.8(8) . . ?
C53 C52 S4 111.1(6) . . ?
C51 C52 S4 121.0(6) . . ?
C52 C53 C54 113.2(8) . . ?
C52 C53 H53 123.4 . . ?
C54 C53 H53 123.4 . . ?
C55 C54 C53 112.9(8) . . ?
C55 C54 H54 123.6 . . ?
C53 C54 H54 123.6 . . ?
C54 C55 C56 128.9(8) . . ?
C54 C55 S4 111.5(7) . . ?
C56 C55 S4 119.5(6) . . ?
O53 C56 O54 122.6(8) . . ?
O53 C56 C55 118.9(8) . . ?
O54 C56 C55 118.5(8) . . ?
C51 O51 Bi2 88.3(5) . . ?
C51 O52 Bi2 97.2(5) . . ?
C56 O53 Bi1 90.8(5) . 1_665 ?
C56 O54 Bi1 95.1(5) . 1_665 ?
C42 S5 C45 92.2(5) . . ?
C61A N6A C65A 121.1(19) . . ?
C61A N6A H6A 119.4 . . ?
C65A N6A H6A 119.4 . . ?
N6A C61A C62A 123(2) . . ?
N6A C61A H61A 118.6 . . ?
C62A C61A H61A 118.6 . . ?
C61A C62A C63A 117(2) . . ?
C61A C62A H62A 121.4 . . ?
C63A C62A H62A 121.4 . . ?
C64A C63A C62A 121.1(19) . . ?
C64A C63A H63A 119.5 . . ?
C62A C63A H63A 119.5 . . ?
C63A C64A C65A 122(2) . . ?
C63A C64A H64A 119.2 . . ?
C65A C64A H64A 119.2 . . ?
C64A C65A N6A 116(2) . . ?
C64A C65A H65A 122.0 . . ?
N6A C65A H65A 122.0 . . ?
C65B N6B C61B 124(3) . . ?
C65B N6B H6B 117.9 . . ?
C61B N6B H6B 117.9 . . ?
C62B C61B N6B 119(3) . . ?
C62B C61B H61B 120.5 . . ?
N6B C61B H61B 120.5 . . ?
C61B C62B C63B 121(3) . . ?
C61B C62B H62B 119.4 . . ?
C63B C62B H62B 119.4 . . ?
C64B C63B C62B 118(3) . . ?
C64B C63B H63B 121.1 . . ?
C62B C63B H63B 121.1 . . ?
C63B C64B C65B 121(3) . . ?
C63B C64B H64B 119.3 . . ?
C65B C64B H64B 119.3 . . ?
N6B C65B C64B 116(3) . . ?
N6B C65B H65B 122.1 . . ?
C64B C65B H65B 122.1 . . ?
C72 C71 N7 119.1(9) . . ?
C72 C71 H71 120.5 . . ?
N7 C71 H71 120.5 . . ?
C71 C72 C73 121.2(11) . . ?
C71 C72 H72 119.4 . . ?
C73 C72 H72 119.4 . . ?
C74 C73 C72 119.8(11) . . ?
C74 C73 H73 120.1 . . ?
C72 C73 H73 120.1 . . ?
C73 C74 C75 122.0(10) . . ?
C73 C74 H74 119.0 . . ?
C75 C74 H74 119.0 . . ?
C74 C75 N7 117.3(9) . . ?
C74 C75 H75 121.3 . . ?
N7 C75 H75 121.3 . . ?
C71 N7 C75 120.6(8) . . ?
C71 N7 H7 119.7 . . ?
C75 N7 H7 119.7 . . ?
C82 C81 C86 120.0 . . ?
C82 C81 H81 120.0 . . ?
C86 C81 H81 120.0 . . ?
C81 C82 N83 120.0 . . ?
C81 C82 H82 120.0 . . ?
N83 C82 H82 120.0 . . ?
C84 N83 C82 120.0 . . ?
C84 N83 H83 120.0 . . ?
C82 N83 H83 120.0 . . ?
N83 C84 C85 120.0 . . ?
N83 C84 H84 120.0 . . ?
C85 C84 H84 120.0 . . ?
C86 C85 C84 120.0 . . ?
C86 C85 H85 120.0 . . ?
C84 C85 H85 120.0 . . ?
C85 C86 C81 120.0 . . ?
C85 C86 H86 120.0 . . ?
C81 C86 H86 120.0 . . ?
C92 N91 C96 120.0 . . ?
C92 N91 H91 120.0 . . ?
C96 N91 H91 120.0 . . ?
N91 C92 C93 120.0 . . ?
N91 C92 H92 120.0 . . ?
C93 C92 H92 120.0 . . ?
C94 C93 C92 120.00(9) . . ?
C94 C93 H93 120.0 . . ?
C92 C93 H93 120.0 . . ?
C93 C94 C95 120.00(7) . . ?
C93 C94 H94 120.0 . . ?
C95 C94 H94 120.0 . . ?
C94 C95 C96 120.0 . . ?
C94 C95 H95 120.0 . . ?
C96 C95 H95 120.0 . . ?
C95 C96 N91 120.00(8) . . ?
C95 C96 H96 120.0 . . ?
N91 C96 H96 120.0 . . ?
C102 N101 C106 120.0 . . ?
C102 N101 H101 120.0 . . ?
C106 N101 H101 120.0 . . ?
C103 C102 N101 120.0 . . ?
C103 C102 H102 120.0 . . ?
N101 C102 H102 120.0 . . ?
C104 C103 C102 120.0 . . ?
C104 C103 H103 120.0 . . ?
C102 C103 H103 120.0 . . ?
C103 C104 C105 120.0 . . ?
C103 C104 H104 120.0 . . ?
C105 C104 H104 120.0 . . ?
C104 C105 C106 120.0 . . ?
C104 C105 H105 120.0 . . ?
C106 C105 H105 120.0 . . ?
C105 C106 N101 120.0 . . ?
C105 C106 H106 120.0 . . ?
N101 C106 H106 120.0 . . ?

_refine_diff_density_max         3.862
_refine_diff_density_min         -3.029
_refine_diff_density_rms         0.181

####################################################################### 
# 
# 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_B15189
_database_code_depnum_ccdc_archive 'CCDC 1589870'
_audit_update_record             
;
2017-12-07 deposited with the CCDC.
2018-08-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT430_B15189              
;
PROBLEM: Short Inter D...A Contact  O14    ..  O61     ..       2.74 Ang.  
RESPONSE: O61 is a partially occupied water molecule in the lattice.  
The H atoms could not be located in the difference map and thus were 
omitted from the model.  There is likely H-bonding between these atoms.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H7 Bi O12 S3, 2(C5 H6 N), 0.356(O H2)'
_chemical_formula_sum            'C28 H19 Bi N2 O12.36 S3'
_chemical_formula_weight         886.31

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'
S S 0.1246 0.1234 '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                   8.913(3)
_cell_length_b                   35.065(13)
_cell_length_c                   9.735(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.591(13)
_cell_angle_gamma                90
_cell_volume                     2847.9(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    468
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      19.50
_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.067
_exptl_crystal_F_000             1723
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    6.485
_shelx_estimated_absorpt_T_min   0.464
_shelx_estimated_absorpt_T_max   0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0568
_exptl_absorpt_correction_T_max  0.0885
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41196
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.309
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6267
_reflns_number_gt                5380
_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       'APEX2 V2014.9-0 (Bruker, 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2005)'
_computing_data_reduction        
; 
SAINT V8.34A, XPREP v2014/2, SADABS V2014/4 (Bruker, 2014) 
;
_computing_structure_solution    'SHELX-2014-4 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELX-2014-6 (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL v2014-4 (Bruker, 2014)'
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'

_refine_special_details          
; 
Structure was phased by direct methods (Sheldrick, 2015).  Systematic 
conditions suggested the unambiguous space group.  The space group choice 
was confirmed by successful convergence of the full-matrix least-squares 
refinement on F².  The highest peaks in the final difference Fourier 
map were in the vicinity of disordered pyridinium atoms and Bi; the final 
map had no other significant features.  A final analysis of variance between 
observed and calculated structure factors showed some dependence on amplitude 
and little dependence on resolution. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0328P)²+25.7342P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6267
_refine_ls_number_parameters     518
_refine_ls_number_restraints     575
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1028
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.003
_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 0.94346(3) 0.64101(2) 1.08317(3) 0.02465(9) Uani 1 1 d . . . . .
S11 S 0.81033(18) 0.51752(5) 1.33353(19) 0.0216(3) Uani 1 1 d . . . . .
C11 C 0.9180(7) 0.56155(18) 1.1500(7) 0.0210(14) Uani 1 1 d . . . . .
C12 C 0.9055(7) 0.52333(18) 1.2088(7) 0.0201(13) Uani 1 1 d . . . . .
C13 C 0.9656(10) 0.4895(2) 1.1798(8) 0.0308(17) Uani 1 1 d . . . . .
H13A H 1.0226 0.4871 1.1141 0.037 Uiso 1 1 calc R U . . .
C14 C 0.9333(10) 0.4585(2) 1.2584(8) 0.0331(18) Uani 1 1 d . . . . .
H14A H 0.9647 0.4330 1.2500 0.040 Uiso 1 1 calc R U . . .
C15 C 0.8524(8) 0.46933(18) 1.3474(7) 0.0200(13) Uani 1 1 d . . . . .
C16 C 0.8073(7) 0.44642(18) 1.4525(7) 0.0194(13) Uani 1 1 d . . . . .
O11 O 0.9936(5) 0.56578(13) 1.0634(5) 0.0215(10) Uani 1 1 d . . . . .
O12 O 0.8493(7) 0.58843(14) 1.1888(8) 0.0466(17) Uani 1 1 d . . . . .
O13 O 0.8585(5) 0.41070(13) 1.4607(5) 0.0222(10) Uani 1 1 d D . . . .
H13 H 0.849(9) 0.399(2) 1.537(6) 0.033 Uiso 1 1 d D U . . .
O14 O 0.7339(6) 0.45897(14) 1.5277(6) 0.0280(11) Uani 1 1 d . . . . .
S21 S 1.23565(19) 0.76078(5) 0.91108(19) 0.0237(4) Uani 1 1 d . . . . .
C21 C 1.0190(8) 0.71249(18) 0.9730(7) 0.0224(14) Uani 1 1 d . . . . .
C22 C 1.0446(7) 0.74615(18) 0.8911(7) 0.0194(13) Uani 1 1 d . . . . .
C23 C 0.9306(8) 0.76773(18) 0.7906(7) 0.0180(13) Uani 1 1 d . . . . .
H23A H 0.8186 0.7642 0.7667 0.022 Uiso 1 1 calc R U . . .
C24 C 0.9975(8) 0.79569(19) 0.7263(7) 0.0209(13) Uani 1 1 d . . . . .
H24A H 0.9354 0.8132 0.6541 0.025 Uiso 1 1 calc R U . . .
C25 C 1.1605(7) 0.79520(18) 0.7782(7) 0.0178(13) Uani 1 1 d . . . . .
C26 C 1.2689(8) 0.81827(19) 0.7256(7) 0.0207(14) Uani 1 1 d . . . . .
O21 O 0.8754(5) 0.70341(12) 0.9551(5) 0.0211(10) Uani 1 1 d . . . . .
O22 O 1.1389(6) 0.69402(14) 1.0520(6) 0.0329(12) Uani 1 1 d . . . . .
O23 O 1.2015(5) 0.83919(14) 0.6122(5) 0.0236(10) Uani 1 1 d . . . . .
O24 O 1.4176(6) 0.81705(15) 0.7885(5) 0.0304(11) Uani 1 1 d . . . . .
S31 S 0.50282(18) 0.62437(5) 0.56477(17) 0.0230(4) Uani 1 1 d . . . . .
C31 C 0.8069(7) 0.62585(18) 0.7700(7) 0.0166(12) Uani 1 1 d . . . . .
C32 C 0.7066(7) 0.62067(17) 0.6133(7) 0.0161(12) Uani 1 1 d . . . . .
C33 C 0.7515(7) 0.61173(18) 0.4969(7) 0.0179(13) Uani 1 1 d . . . . .
H33A H 0.8597 0.6086 0.5036 0.022 Uiso 1 1 calc R U . . .
C34 C 0.6182(8) 0.6077(2) 0.3646(7) 0.0244(15) Uani 1 1 d . . . . .
H34A H 0.6266 0.6015 0.2725 0.029 Uiso 1 1 calc R U . . .
C35 C 0.4758(8) 0.6137(2) 0.3857(7) 0.0277(16) Uani 1 1 d D . . . .
O31 O 0.7334(5) 0.62606(14) 0.8623(5) 0.0203(10) Uani 1 1 d . . . . .
O32 O 0.9552(5) 0.63003(12) 0.8088(5) 0.0173(9) Uani 1 1 d . . . . .
C36A C 0.3140(12) 0.6034(5) 0.2803(13) 0.018(3) Uani 0.467(12) 1 d D U P A 1
O33A O 0.1964(15) 0.6147(4) 0.3102(16) 0.016(3) Uani 0.467(12) 1 d D U P A 1
O34A O 0.3053(11) 0.5865(3) 0.1608(9) 0.020(3) Uani 0.467(12) 1 d D U P A 1
C36B C 0.3103(11) 0.6206(4) 0.2748(10) 0.016(2) Uani 0.533(12) 1 d D U P A 2
O33B O 0.1967(13) 0.6276(3) 0.3194(14) 0.015(2) Uani 0.533(12) 1 d D U P A 2
O34B O 0.2877(9) 0.6179(3) 0.1375(8) 0.020(2) Uani 0.533(12) 1 d D U P A 2
N41A N 0.2231(11) 0.7005(3) 0.5964(8) 0.032(2) Uani 0.490(9) 1 d G U P B 1
H41C H 0.1517 0.7087 0.5137 0.039 Uiso 0.490(9) 1 calc R U P B 1
C41A C 0.1800(8) 0.6737(3) 0.6807(11) 0.026(2) Uani 0.490(9) 1 d G U P B 1
H41A H 0.0735 0.6641 0.6492 0.031 Uiso 0.490(9) 1 calc R U P B 1
C42A C 0.2928(12) 0.6608(2) 0.8113(10) 0.021(2) Uani 0.490(9) 1 d G U P B 1
H42A H 0.2633 0.6424 0.8690 0.025 Uiso 0.490(9) 1 calc R U P B 1
C43A C 0.4486(10) 0.6747(3) 0.8575(8) 0.016(2) Uani 0.490(9) 1 d G U P B 1
H43A H 0.5257 0.6659 0.9467 0.019 Uiso 0.490(9) 1 calc R U P B 1
C44A C 0.4917(8) 0.7016(3) 0.7731(10) 0.022(2) Uani 0.490(9) 1 d G U P B 1
H44A H 0.5983 0.7111 0.8047 0.027 Uiso 0.490(9) 1 calc R U P B 1
C45A C 0.3790(12) 0.7145(3) 0.6425(10) 0.027(2) Uani 0.490(9) 1 d G U P B 1
H45A H 0.4084 0.7329 0.5849 0.032 Uiso 0.490(9) 1 calc R U P B 1
N41B N 0.2625(12) 0.7134(3) 0.5908(8) 0.037(2) Uani 0.510(9) 1 d G U P B 2
H41D H 0.2358 0.7279 0.5121 0.045 Uiso 0.510(9) 1 calc R U P B 2
C41B C 0.1501(8) 0.6890(3) 0.6124(9) 0.028(2) Uani 0.510(9) 1 d G U P B 2
H41B H 0.0444 0.6879 0.5423 0.034 Uiso 0.510(9) 1 calc R U P B 2
C42B C 0.1924(11) 0.6660(2) 0.7367(10) 0.020(2) Uani 0.510(9) 1 d G U P B 2
H42B H 0.1155 0.6493 0.7515 0.024 Uiso 0.510(9) 1 calc R U P B 2
C43B C 0.3470(12) 0.6675(3) 0.8393(8) 0.025(2) Uani 0.510(9) 1 d G U P B 2
H43B H 0.3759 0.6518 0.9243 0.030 Uiso 0.510(9) 1 calc R U P B 2
C44B C 0.4594(9) 0.6920(3) 0.8177(9) 0.023(2) Uani 0.510(9) 1 d G U P B 2
H44B H 0.5651 0.6930 0.8879 0.028 Uiso 0.510(9) 1 calc R U P B 2
C45B C 0.4172(10) 0.7149(3) 0.6934(11) 0.026(2) Uani 0.510(9) 1 d G U P B 2
H45B H 0.4940 0.7316 0.6787 0.031 Uiso 0.510(9) 1 calc R U P B 2
N51A N 0.3614(10) 0.4733(2) 0.1952(9) 0.067(3) Uani 0.697(8) 1 d G U P C -1
H51A H 0.3248 0.4606 0.2547 0.080 Uiso 0.697(8) 1 calc R U P C -1
C51A C 0.3413(10) 0.5126(2) 0.1820(9) 0.052(3) Uani 0.697(8) 1 d G U P C -1
H51B H 0.2881 0.5257 0.2371 0.063 Uiso 0.697(8) 1 calc R U P C -1
C52A C 0.3991(11) 0.53281(18) 0.0881(10) 0.047(3) Uani 0.697(8) 1 d G U P C -1
H52A H 0.3854 0.5597 0.0790 0.056 Uiso 0.697(8) 1 calc R U P C -1
C53A C 0.4770(13) 0.5137(2) 0.0075(10) 0.037(2) Uani 0.697(8) 1 d G U P C -1
H53A H 0.5165 0.5274 -0.0567 0.044 Uiso 0.697(8) 1 calc R U P C -1
C54A C 0.4971(13) 0.4744(2) 0.0207(11) 0.051(3) Uani 0.697(8) 1 d G U P C -1
H54A H 0.5503 0.4613 -0.0344 0.061 Uiso 0.697(8) 1 calc R U P C -1
C55A C 0.4393(11) 0.45420(17) 0.1146(10) 0.052(3) Uani 0.697(8) 1 d G U P C -1
H55A H 0.4530 0.4273 0.1237 0.063 Uiso 0.697(8) 1 calc R U P C -1
N51B N 0.613(2) 0.5513(5) 0.846(2) 0.035(4) Uani 0.303(8) 1 d G U P C -2
H51C H 0.5700 0.5668 0.8931 0.042 Uiso 0.303(8) 1 calc R U P C -2
C51B C 0.543(2) 0.5471(7) 0.695(2) 0.068(5) Uani 0.303(8) 1 d G U P C -2
H51D H 0.4484 0.5609 0.6423 0.082 Uiso 0.303(8) 1 calc R U P C -2
C52B C 0.610(4) 0.5225(9) 0.6207(19) 0.075(6) Uani 0.303(8) 1 d G U P C -2
H52B H 0.5624 0.5197 0.5174 0.090 Uiso 0.303(8) 1 calc R U P C -2
C53B C 0.748(3) 0.5023(8) 0.698(3) 0.087(6) Uani 0.303(8) 1 d G U P C -2
H53C H 0.7947 0.4855 0.6470 0.105 Uiso 0.303(8) 1 calc R U P C -2
C54B C 0.819(3) 0.5065(7) 0.849(3) 0.085(6) Uani 0.303(8) 1 d G U P C -2
H54B H 0.9130 0.4926 0.9015 0.102 Uiso 0.303(8) 1 calc R U P C -2
C55B C 0.751(2) 0.5310(7) 0.9231(19) 0.072(5) Uani 0.303(8) 1 d G U P C -2
H55B H 0.7989 0.5339 1.0264 0.086 Uiso 0.303(8) 1 calc R U P C -2
O61 O 0.4114(17) 0.4739(5) 0.4231(13) 0.028(5) Uani 0.356(18) 1 d . . P D 1


_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.
;

_exptl_special_details           
; 
One distinct cell was identified using APEX2 (Bruker, 2014).  Three 
frame series were integrated and filtered for statistical outliers 
using SAINT (Bruker, 2014) then corrected for absorption by integration 
using SAINT/SADABS v2014/2 (Bruker, 2014) to sort, merge, and scale 
the combined data.  No decay correction was applied.    
;

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 O31 2.361(4) . ?
Bi1 O23 2.375(4) 4_576 ?
Bi1 O12 2.402(5) . ?
Bi1 O21 2.486(4) . ?
Bi1 O24 2.556(5) 4_576 ?
Bi1 O22 2.637(5) . ?
Bi1 O33B 2.637(13) 1_656 ?
Bi1 O11 2.694(5) . ?
Bi1 O33A 2.704(15) 1_656 ?
Bi1 O32 2.737(4) . ?
Bi1 C26 2.811(6) 4_576 ?
S11 C12 1.721(7) . ?
S11 C15 1.726(6) . ?
C11 O12 1.252(8) . ?
C11 O11 1.260(8) . ?
C11 C12 1.477(9) . ?
C12 C13 1.372(9) . ?
C13 C14 1.414(10) . ?
C13 H13A 0.9500 . ?
C14 C15 1.362(10) . ?
C14 H14A 0.9500 . ?
C15 C16 1.464(9) . ?
C16 O14 1.223(8) . ?
C16 O13 1.326(8) . ?
O13 H13 0.88(2) . ?
S21 C22 1.723(6) . ?
S21 C25 1.723(6) . ?
C21 O22 1.255(8) . ?
C21 O21 1.271(8) . ?
C21 C22 1.486(9) . ?
C22 C23 1.365(9) . ?
C23 C24 1.404(9) . ?
C23 H23A 0.9500 . ?
C24 C25 1.359(9) . ?
C24 H24A 0.9500 . ?
C25 C26 1.483(9) . ?
C26 O24 1.250(8) . ?
C26 O23 1.285(8) . ?
C26 Bi1 2.811(6) 4_675 ?
O23 Bi1 2.375(4) 4_675 ?
O24 Bi1 2.556(5) 4_675 ?
S31 C32 1.713(6) . ?
S31 C35 1.715(7) . ?
C31 O32 1.249(7) . ?
C31 O31 1.285(7) . ?
C31 C32 1.482(8) . ?
C32 C33 1.365(9) . ?
C33 C34 1.419(9) . ?
C33 H33A 0.9500 . ?
C34 C35 1.371(10) . ?
C34 H34A 0.9500 . ?
C35 C36A 1.491(11) . ?
C35 C36B 1.510(11) . ?
C36A O33A 1.246(11) . ?
C36A O34A 1.283(11) . ?
O33A Bi1 2.704(15) 1_454 ?
C36B O33B 1.257(11) . ?
C36B O34B 1.284(11) . ?
O33B Bi1 2.637(13) 1_454 ?
N41A C41A 1.3900 . ?
N41A C45A 1.3900 . ?
N41A H41C 0.8800 . ?
C41A C42A 1.3900 . ?
C41A H41A 0.9500 . ?
C42A C43A 1.3900 . ?
C42A H42A 0.9500 . ?
C43A C44A 1.3900 . ?
C43A H43A 0.9500 . ?
C44A C45A 1.3900 . ?
C44A H44A 0.9500 . ?
C45A H45A 0.9500 . ?
N41B C41B 1.3900 . ?
N41B C45B 1.3900 . ?
N41B H41D 0.8800 . ?
C41B C42B 1.3900 . ?
C41B H41B 0.9500 . ?
C42B C43B 1.3900 . ?
C42B H42B 0.9500 . ?
C43B C44B 1.3900 . ?
C43B H43B 0.9500 . ?
C44B C45B 1.3900 . ?
C44B H44B 0.9500 . ?
C45B H45B 0.9500 . ?
N51A C51A 1.3900 . ?
N51A C55A 1.3900 . ?
N51A H51A 0.8800 . ?
C51A C52A 1.3900 . ?
C51A H51B 0.9500 . ?
C52A C53A 1.3900 . ?
C52A H52A 0.9500 . ?
C53A C54A 1.3900 . ?
C53A H53A 0.9500 . ?
C54A C55A 1.3900 . ?
C54A H54A 0.9500 . ?
C55A H55A 0.9500 . ?
N51B C51B 1.3900 . ?
N51B C55B 1.3900 . ?
N51B H51C 0.8800 . ?
C51B C52B 1.3900 . ?
C51B H51D 0.9500 . ?
C52B C53B 1.3900 . ?
C52B H52B 0.9500 . ?
C53B C54B 1.3900 . ?
C53B H53C 0.9500 . ?
C54B C55B 1.3900 . ?
C54B H54B 0.9500 . ?
C55B H55B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O31 Bi1 O23 73.19(16) . 4_576 ?
O31 Bi1 O12 86.3(2) . . ?
O23 Bi1 O12 72.83(17) 4_576 . ?
O31 Bi1 O21 76.29(16) . . ?
O23 Bi1 O21 74.37(15) 4_576 . ?
O12 Bi1 O21 146.11(17) . . ?
O31 Bi1 O24 125.40(16) . 4_576 ?
O23 Bi1 O24 53.38(16) 4_576 4_576 ?
O12 Bi1 O24 88.03(18) . 4_576 ?
O21 Bi1 O24 79.19(16) . 4_576 ?
O31 Bi1 O22 113.33(16) . . ?
O23 Bi1 O22 118.15(17) 4_576 . ?
O12 Bi1 O22 159.2(2) . . ?
O21 Bi1 O22 51.41(15) . . ?
O24 Bi1 O22 85.94(17) 4_576 . ?
O31 Bi1 O33B 156.4(3) . 1_656 ?
O23 Bi1 O33B 118.9(2) 4_576 1_656 ?
O12 Bi1 O33B 79.1(3) . 1_656 ?
O21 Bi1 O33B 125.3(3) . 1_656 ?
O24 Bi1 O33B 72.9(3) 4_576 1_656 ?
O22 Bi1 O33B 80.1(3) . 1_656 ?
O31 Bi1 O11 79.39(15) . . ?
O23 Bi1 O11 118.38(16) 4_576 . ?
O12 Bi1 O11 51.00(16) . . ?
O21 Bi1 O11 147.52(14) . . ?
O24 Bi1 O11 133.01(15) 4_576 . ?
O22 Bi1 O11 123.31(16) . . ?
O33B Bi1 O11 77.0(3) 1_656 . ?
O31 Bi1 O33A 146.6(3) . 1_656 ?
O23 Bi1 O33A 122.2(3) 4_576 1_656 ?
O12 Bi1 O33A 72.8(3) . 1_656 ?
O21 Bi1 O33A 134.2(3) . 1_656 ?
O24 Bi1 O33A 80.6(3) 4_576 1_656 ?
O22 Bi1 O33A 86.6(3) . 1_656 ?
O11 Bi1 O33A 67.2(3) . 1_656 ?
O31 Bi1 O32 50.95(13) . . ?
O23 Bi1 O32 120.35(14) 4_576 . ?
O12 Bi1 O32 116.68(17) . . ?
O21 Bi1 O32 73.78(14) . . ?
O24 Bi1 O32 152.74(15) 4_576 . ?
O22 Bi1 O32 74.53(15) . . ?
O33B Bi1 O32 120.7(2) 1_656 . ?
O11 Bi1 O32 74.23(13) . . ?
O33A Bi1 O32 116.3(2) 1_656 . ?
O31 Bi1 C26 99.37(18) . 4_576 ?
O23 Bi1 C26 27.06(18) 4_576 4_576 ?
O12 Bi1 C26 80.87(18) . 4_576 ?
O21 Bi1 C26 73.76(17) . 4_576 ?
O24 Bi1 C26 26.40(17) 4_576 4_576 ?
O22 Bi1 C26 101.61(19) . 4_576 ?
O33B Bi1 C26 96.5(3) 1_656 4_576 ?
O11 Bi1 C26 131.86(17) . 4_576 ?
O33A Bi1 C26 102.5(3) 1_656 4_576 ?
O32 Bi1 C26 140.42(15) . 4_576 ?
C12 S11 C15 91.3(3) . . ?
O12 C11 O11 123.1(6) . . ?
O12 C11 C12 117.1(6) . . ?
O11 C11 C12 119.8(6) . . ?
C13 C12 C11 128.1(6) . . ?
C13 C12 S11 111.6(5) . . ?
C11 C12 S11 120.2(5) . . ?
C12 C13 C14 112.6(6) . . ?
C12 C13 H13A 123.7 . . ?
C14 C13 H13A 123.7 . . ?
C15 C14 C13 112.7(6) . . ?
C15 C14 H14A 123.7 . . ?
C13 C14 H14A 123.7 . . ?
C14 C15 C16 129.0(6) . . ?
C14 C15 S11 111.8(5) . . ?
C16 C15 S11 119.1(5) . . ?
O14 C16 O13 123.3(6) . . ?
O14 C16 C15 123.9(6) . . ?
O13 C16 C15 112.8(5) . . ?
C11 O11 Bi1 85.8(4) . . ?
C11 O12 Bi1 99.6(4) . . ?
C16 O13 H13 111(5) . . ?
C22 S21 C25 90.9(3) . . ?
O22 C21 O21 123.7(6) . . ?
O22 C21 C22 118.8(6) . . ?
O21 C21 C22 117.6(6) . . ?
C23 C22 C21 127.5(6) . . ?
C23 C22 S21 111.9(5) . . ?
C21 C22 S21 120.5(5) . . ?
C22 C23 C24 112.4(6) . . ?
C22 C23 H23A 123.8 . . ?
C24 C23 H23A 123.8 . . ?
C25 C24 C23 113.0(6) . . ?
C25 C24 H24A 123.5 . . ?
C23 C24 H24A 123.5 . . ?
C24 C25 C26 127.3(6) . . ?
C24 C25 S21 111.7(5) . . ?
C26 C25 S21 120.9(5) . . ?
O24 C26 O23 122.3(6) . . ?
O24 C26 C25 121.3(6) . . ?
O23 C26 C25 116.4(6) . . ?
O24 C26 Bi1 65.4(3) . 4_675 ?
O23 C26 Bi1 57.2(3) . 4_675 ?
C25 C26 Bi1 171.3(4) . 4_675 ?
C21 O21 Bi1 95.5(4) . . ?
C21 O22 Bi1 88.9(4) . . ?
C26 O23 Bi1 95.7(4) . 4_675 ?
C26 O24 Bi1 88.2(4) . 4_675 ?
C32 S31 C35 91.1(3) . . ?
O32 C31 O31 122.2(6) . . ?
O32 C31 C32 121.1(5) . . ?
O31 C31 C32 116.7(5) . . ?
C33 C32 C31 129.5(6) . . ?
C33 C32 S31 112.3(5) . . ?
C31 C32 S31 118.1(5) . . ?
C32 C33 C34 112.4(6) . . ?
C32 C33 H33A 123.8 . . ?
C34 C33 H33A 123.8 . . ?
C35 C34 C33 111.8(6) . . ?
C35 C34 H34A 124.1 . . ?
C33 C34 H34A 124.1 . . ?
C34 C35 C36A 125.6(7) . . ?
C34 C35 C36B 129.8(7) . . ?
C34 C35 S31 112.3(5) . . ?
C36A C35 S31 120.5(6) . . ?
C36B C35 S31 116.3(6) . . ?
C31 O31 Bi1 101.7(4) . . ?
C31 O32 Bi1 85.0(3) . . ?
O33A C36A O34A 124.8(10) . . ?
O33A C36A C35 116.9(10) . . ?
O34A C36A C35 118.1(9) . . ?
C36A O33A Bi1 116.4(10) . 1_454 ?
O33B C36B O34B 121.6(9) . . ?
O33B C36B C35 119.2(9) . . ?
O34B C36B C35 119.2(8) . . ?
C36B O33B Bi1 106.3(8) . 1_454 ?
C41A N41A C45A 120.0 . . ?
C41A N41A H41C 120.0 . . ?
C45A N41A H41C 120.0 . . ?
C42A C41A N41A 120.0 . . ?
C42A C41A H41A 120.0 . . ?
N41A C41A H41A 120.0 . . ?
C41A C42A C43A 120.0 . . ?
C41A C42A H42A 120.0 . . ?
C43A C42A H42A 120.0 . . ?
C42A C43A C44A 120.0 . . ?
C42A C43A H43A 120.0 . . ?
C44A C43A H43A 120.0 . . ?
C45A C44A C43A 120.0 . . ?
C45A C44A H44A 120.0 . . ?
C43A C44A H44A 120.0 . . ?
C44A C45A N41A 120.0 . . ?
C44A C45A H45A 120.0 . . ?
N41A C45A H45A 120.0 . . ?
C41B N41B C45B 120.0 . . ?
C41B N41B H41D 120.0 . . ?
C45B N41B H41D 120.0 . . ?
C42B C41B N41B 120.0 . . ?
C42B C41B H41B 120.0 . . ?
N41B C41B H41B 120.0 . . ?
C41B C42B C43B 120.0 . . ?
C41B C42B H42B 120.0 . . ?
C43B C42B H42B 120.0 . . ?
C44B C43B C42B 120.0 . . ?
C44B C43B H43B 120.0 . . ?
C42B C43B H43B 120.0 . . ?
C43B C44B C45B 120.0 . . ?
C43B C44B H44B 120.0 . . ?
C45B C44B H44B 120.0 . . ?
C44B C45B N41B 120.0 . . ?
C44B C45B H45B 120.0 . . ?
N41B C45B H45B 120.0 . . ?
C51A N51A C55A 120.0 . . ?
C51A N51A H51A 120.0 . . ?
C55A N51A H51A 120.0 . . ?
N51A C51A C52A 120.0 . . ?
N51A C51A H51B 120.0 . . ?
C52A C51A H51B 120.0 . . ?
C53A C52A C51A 120.0 . . ?
C53A C52A H52A 120.0 . . ?
C51A C52A H52A 120.0 . . ?
C52A C53A C54A 120.0 . . ?
C52A C53A H53A 120.0 . . ?
C54A C53A H53A 120.0 . . ?
C55A C54A C53A 120.0 . . ?
C55A C54A H54A 120.0 . . ?
C53A C54A H54A 120.0 . . ?
C54A C55A N51A 120.0 . . ?
C54A C55A H55A 120.0 . . ?
N51A C55A H55A 120.0 . . ?
C51B N51B C55B 120.0 . . ?
C51B N51B H51C 120.0 . . ?
C55B N51B H51C 120.0 . . ?
N51B C51B C52B 120.0 . . ?
N51B C51B H51D 120.0 . . ?
C52B C51B H51D 120.0 . . ?
C53B C52B C51B 120.0 . . ?
C53B C52B H52B 120.0 . . ?
C51B C52B H52B 120.0 . . ?
C52B C53B C54B 120.0 . . ?
C52B C53B H53C 120.0 . . ?
C54B C53B H53C 120.0 . . ?
C55B C54B C53B 120.0 . . ?
C55B C54B H54B 120.0 . . ?
C53B C54B H54B 120.0 . . ?
C54B C55B N51B 120.0 . . ?
C54B C55B H55B 120.0 . . ?
N51B C55B H55B 120.0 . . ?

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
O12 C11 C12 C13 177.9(7) . . . . ?
O11 C11 C12 C13 -1.2(10) . . . . ?
O12 C11 C12 S11 -3.8(8) . . . . ?
O11 C11 C12 S11 177.1(5) . . . . ?
C15 S11 C12 C13 0.3(6) . . . . ?
C15 S11 C12 C11 -178.2(5) . . . . ?
C11 C12 C13 C14 178.8(7) . . . . ?
S11 C12 C13 C14 0.4(8) . . . . ?
C12 C13 C14 C15 -1.1(10) . . . . ?
C13 C14 C15 C16 -175.4(7) . . . . ?
C13 C14 C15 S11 1.3(9) . . . . ?
C12 S11 C15 C14 -0.9(6) . . . . ?
C12 S11 C15 C16 176.2(5) . . . . ?
C14 C15 C16 O14 -179.9(7) . . . . ?
S11 C15 C16 O14 3.5(9) . . . . ?
C14 C15 C16 O13 1.9(10) . . . . ?
S11 C15 C16 O13 -174.6(4) . . . . ?
O12 C11 O11 Bi1 6.8(7) . . . . ?
C12 C11 O11 Bi1 -174.1(5) . . . . ?
O11 C11 O12 Bi1 -7.7(8) . . . . ?
C12 C11 O12 Bi1 173.2(5) . . . . ?
O22 C21 C22 C23 173.8(7) . . . . ?
O21 C21 C22 C23 -4.2(10) . . . . ?
O22 C21 C22 S21 -2.9(9) . . . . ?
O21 C21 C22 S21 179.1(5) . . . . ?
C25 S21 C22 C23 -1.9(5) . . . . ?
C25 S21 C22 C21 175.3(5) . . . . ?
C21 C22 C23 C24 -175.5(6) . . . . ?
S21 C22 C23 C24 1.5(7) . . . . ?
C22 C23 C24 C25 -0.1(8) . . . . ?
C23 C24 C25 C26 174.2(6) . . . . ?
C23 C24 C25 S21 -1.3(7) . . . . ?
C22 S21 C25 C24 1.8(5) . . . . ?
C22 S21 C25 C26 -174.0(5) . . . . ?
C24 C25 C26 O24 175.4(6) . . . . ?
S21 C25 C26 O24 -9.4(9) . . . . ?
C24 C25 C26 O23 -5.0(10) . . . . ?
S21 C25 C26 O23 170.2(5) . . . . ?
O22 C21 O21 Bi1 -8.4(7) . . . . ?
C22 C21 O21 Bi1 169.5(5) . . . . ?
O21 C21 O22 Bi1 7.8(7) . . . . ?
C22 C21 O22 Bi1 -170.0(5) . . . . ?
O24 C26 O23 Bi1 6.3(7) . . . 4_675 ?
C25 C26 O23 Bi1 -173.3(5) . . . 4_675 ?
O23 C26 O24 Bi1 -5.8(6) . . . 4_675 ?
C25 C26 O24 Bi1 173.8(6) . . . 4_675 ?
O32 C31 C32 C33 15.1(10) . . . . ?
O31 C31 C32 C33 -165.4(6) . . . . ?
O32 C31 C32 S31 -167.6(5) . . . . ?
O31 C31 C32 S31 11.9(8) . . . . ?
C35 S31 C32 C33 0.1(5) . . . . ?
C35 S31 C32 C31 -177.7(5) . . . . ?
C31 C32 C33 C34 177.4(6) . . . . ?
S31 C32 C33 C34 -0.1(7) . . . . ?
C32 C33 C34 C35 0.0(9) . . . . ?
C33 C34 C35 C36A -165.5(10) . . . . ?
C33 C34 C35 C36B 165.4(10) . . . . ?
C33 C34 C35 S31 0.1(8) . . . . ?
C32 S31 C35 C34 -0.1(6) . . . . ?
C32 S31 C35 C36A 166.2(10) . . . . ?
C32 S31 C35 C36B -167.6(8) . . . . ?
O32 C31 O31 Bi1 4.8(7) . . . . ?
C32 C31 O31 Bi1 -174.7(4) . . . . ?
O31 C31 O32 Bi1 -4.1(6) . . . . ?
C32 C31 O32 Bi1 175.4(6) . . . . ?
C34 C35 C36A O33A -172.5(12) . . . . ?
S31 C35 C36A O33A 23.1(18) . . . . ?
C34 C35 C36A O34A 2(2) . . . . ?
S31 C35 C36A O34A -162.6(11) . . . . ?
O34A C36A O33A Bi1 -35(2) . . . 1_454 ?
C35 C36A O33A Bi1 139.2(11) . . . 1_454 ?
C34 C35 C36B O33B -176.2(10) . . . . ?
S31 C35 C36B O33B -11.4(15) . . . . ?
C34 C35 C36B O34B 6.3(18) . . . . ?
S31 C35 C36B O34B 171.1(9) . . . . ?
O34B C36B O33B Bi1 -5.7(15) . . . 1_454 ?
C35 C36B O33B Bi1 176.9(9) . . . 1_454 ?
C45A N41A C41A C42A 0.0 . . . . ?
N41A C41A C42A C43A 0.0 . . . . ?
C41A C42A C43A C44A 0.0 . . . . ?
C42A C43A C44A C45A 0.0 . . . . ?
C43A C44A C45A N41A 0.0 . . . . ?
C41A N41A C45A C44A 0.0 . . . . ?
C45B N41B C41B C42B 0.0 . . . . ?
N41B C41B C42B C43B 0.0 . . . . ?
C41B C42B C43B C44B 0.0 . . . . ?
C42B C43B C44B C45B 0.0 . . . . ?
C43B C44B C45B N41B 0.0 . . . . ?
C41B N41B C45B C44B 0.0 . . . . ?
C55A N51A C51A C52A 0.0 . . . . ?
N51A C51A C52A C53A 0.0 . . . . ?
C51A C52A C53A C54A 0.0 . . . . ?
C52A C53A C54A C55A 0.0 . . . . ?
C53A C54A C55A N51A 0.0 . . . . ?
C51A N51A C55A C54A 0.0 . . . . ?
C55B N51B C51B C52B 0.0 . . . . ?
N51B C51B C52B C53B 0.0 . . . . ?
C51B C52B C53B C54B 0.0 . . . . ?
C52B C53B C54B C55B 0.0 . . . . ?
C53B C54B C55B N51B 0.0 . . . . ?
C51B N51B C55B C54B 0.0 . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N41A H41C O24 0.88 2.60 3.322(9) 140.0 4_475
O13 H13 O33A 0.88(2) 1.74(3) 2.602(14) 167(8) 3_667
O13 H13 O33B 0.88(2) 1.84(3) 2.714(12) 173(8) 3_667

_refine_diff_density_max         2.077
_refine_diff_density_min         -2.382
_refine_diff_density_rms         0.168

