# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_tcd202
_database_code_depnum_ccdc_archive 'CCDC 1415626'
_audit_update_record             
;
2015-07-29 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 Bi2 N6 O14, C H4 O'
_chemical_formula_sum            'C29 H28 Bi2 N6 O15'
_chemical_formula_weight         1118.53

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

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

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

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

_cell_length_a                   4.8467(4)
_cell_length_b                   13.1798(12)
_cell_length_c                   15.0042(14)
_cell_angle_alpha                74.217(3)
_cell_angle_beta                 85.628(3)
_cell_angle_gamma                82.567(3)
_cell_volume                     913.72(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2486
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      21.98

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.033
_exptl_crystal_F_000             530
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    9.692
_shelx_estimated_absorpt_T_min   0.235
_shelx_estimated_absorpt_T_max   0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4625
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker, 2014)'

_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 8.258
_diffrn_reflns_number            32284
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.412
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4213
_reflns_number_gt                3768
_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 Ver. 2014.11-0 (Bruker-AXS, 2014)'
_computing_cell_refinement       'SAINT+ Ver. 8.34A (Bruker-AXS, 2013)'
_computing_data_reduction        'SAINT+ Ver. 8.34A (Bruker-AXS, 2013)'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Bruker-AXS, 2008-2014)'
_computing_publication_material  'SHELXTL (Bruker-AXS, 2008-2014)'

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0496P)²+3.6332P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0147(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4213
_refine_ls_number_parameters     251
_refine_ls_number_restraints     94
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0904
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.51138(5) 0.47517(2) 0.14084(2) 0.02008(12) Uani 1 1 d . . . . .
O1 O 0.1011(10) 0.4397(4) 0.2070(3) 0.0286(10) Uani 1 1 d . . . . .
N2 N 0.0941(12) 0.4044(5) 0.3018(4) 0.0313(14) Uani 1 1 d . . . . .
H2A H -0.0659 0.3908 0.3318 0.038 Uiso 1 1 calc R U . . .
C3 C 0.3200(14) 0.3902(6) 0.3492(5) 0.0252(13) Uani 1 1 d . . . . .
O4 O 0.5489(10) 0.4088(4) 0.3062(3) 0.0285(11) Uani 1 1 d . . . . .
C5A C 0.292(5) 0.352(2) 0.4524(17) 0.059(2) Uani 0.5 1 d D . P A 1
C6A C 0.454(4) 0.3911(19) 0.5037(14) 0.059(2) Uani 0.5 1 d D U P A 1
H6A H 0.5803 0.4392 0.4715 0.071 Uiso 0.5 1 calc R U P A 1
C7A C 0.443(5) 0.3645(19) 0.5990(14) 0.059(2) Uani 0.5 1 d . U P A 1
H7A H 0.5611 0.3922 0.6319 0.071 Uiso 0.5 1 calc R U P A 1
C9A C 0.107(5) 0.2606(19) 0.6081(14) 0.059(2) Uani 0.5 1 d . U P A 1
H9A H -0.0207 0.2175 0.6473 0.071 Uiso 0.5 1 calc R U P A 1
C10A C 0.112(4) 0.2801(19) 0.4987(14) 0.059(2) Uani 0.5 1 d D U P A 1
H10A H 0.0033 0.2458 0.4683 0.071 Uiso 0.5 1 calc R U P A 1
C5B C 0.299(4) 0.358(2) 0.4506(17) 0.057(2) Uani 0.5 1 d D . P A 2
C6B C 0.509(4) 0.2889(17) 0.4971(13) 0.057(2) Uani 0.5 1 d D U P A 2
H6B H 0.6771 0.2701 0.4654 0.068 Uiso 0.5 1 calc R U P A 2
C7B C 0.468(4) 0.2469(18) 0.5924(14) 0.057(2) Uani 0.5 1 d . U P A 2
H7B H 0.5699 0.1821 0.6238 0.068 Uiso 0.5 1 calc R U P A 2
C9B C 0.071(4) 0.3694(18) 0.5980(14) 0.057(2) Uani 0.5 1 d . U P A 2
H9B H -0.0861 0.3932 0.6318 0.068 Uiso 0.5 1 calc R U P A 2
C10B C 0.092(4) 0.4057(18) 0.4986(14) 0.057(2) Uani 0.5 1 d D U P A 2
H10B H -0.0353 0.4623 0.4664 0.068 Uiso 0.5 1 calc R U P A 2
C8 C 0.273(3) 0.3030(12) 0.6407(8) 0.074(4) Uani 1 1 d . . . . .
H8 H 0.2699 0.2865 0.7065 0.089 Uiso 1 1 calc R U . A 1
O11 O 0.2911(10) 0.4373(3) 0.0305(3) 0.0228(9) Uani 1 1 d . . . . .
N12 N 0.2676(12) 0.3312(4) 0.0493(4) 0.0234(11) Uani 1 1 d . . . . .
H12A H 0.1463 0.3086 0.0206 0.028 Uiso 1 1 calc R U . . .
C13 C 0.4266(14) 0.2633(5) 0.1105(5) 0.0247(13) Uani 1 1 d . . . . .
O14 O 0.5965(11) 0.2979(4) 0.1541(4) 0.0316(11) Uani 1 1 d . . . . .
C15 C 0.4057(16) 0.1488(5) 0.1284(5) 0.0297(15) Uani 1 1 d . . . . .
C16A C 0.363(4) 0.1003(12) 0.0613(13) 0.0428(14) Uani 0.5 1 d . . P B 1
H16A H 0.3412 0.1420 -0.0008 0.051 Uiso 0.5 1 calc R U P B 1
C17A C 0.350(4) -0.0082(12) 0.0819(13) 0.0428(14) Uani 0.5 1 d . . P B 1
H17A H 0.3177 -0.0395 0.0341 0.051 Uiso 0.5 1 calc R U P B 1
C19A C 0.440(4) -0.0246(12) 0.2398(13) 0.0428(14) Uani 0.5 1 d . . P B 1
H19A H 0.4818 -0.0692 0.2996 0.051 Uiso 0.5 1 calc R U P B 1
C20A C 0.435(4) 0.0851(12) 0.2226(12) 0.0428(14) Uani 0.5 1 d . . P B 1
H20A H 0.4512 0.1168 0.2715 0.051 Uiso 0.5 1 calc R U P B 1
C16B C 0.176(4) 0.1106(13) 0.1045(12) 0.0428(14) Uani 0.5 1 d . . P B 2
H16B H 0.0273 0.1588 0.0740 0.051 Uiso 0.5 1 calc R U P B 2
C17B C 0.162(4) 0.0016(12) 0.1252(12) 0.0428(14) Uani 0.5 1 d . . P B 2
H17B H 0.0034 -0.0245 0.1095 0.051 Uiso 0.5 1 calc R U P B 2
C19B C 0.618(4) -0.0301(13) 0.1842(12) 0.0428(14) Uani 0.5 1 d . . P B 2
H19B H 0.7758 -0.0781 0.2077 0.051 Uiso 0.5 1 calc R U P B 2
C20B C 0.633(4) 0.0791(12) 0.1658(12) 0.0428(14) Uani 0.5 1 d . . P B 2
H20B H 0.7949 0.1051 0.1788 0.051 Uiso 0.5 1 calc R U P B 2
C18 C 0.383(2) -0.0695(6) 0.1692(6) 0.045(2) Uani 1 1 d . . . . .
H18 H 0.3672 -0.1433 0.1831 0.054 Uiso 1 1 calc R U . B 1
O19 O 0.1830(10) 0.6361(4) 0.0686(3) 0.0267(10) Uani 1 1 d . . . . .
N20 N 0.1544(12) 0.6858(4) 0.1325(4) 0.0256(12) Uani 1 1 d . . . . .
O21 O -0.0299(13) 0.7611(4) 0.1265(4) 0.0406(13) Uani 1 1 d . . . . .
O22 O 0.3130(11) 0.6538(4) 0.1980(3) 0.0328(12) Uani 1 1 d . . . . .
O1S O 0.289(9) 0.039(3) 0.458(3) 0.061(6) Uani 0.172(11) 1 d D U P C -1
H1S H 0.2453 -0.0179 0.4521 0.092 Uiso 0.172(11) 1 calc R U P C -1
C1S C 0.229(17) 0.126(5) 0.371(4) 0.078(12) Uani 0.172(11) 1 d D U P C -1
H1S1 H 0.0793 0.1780 0.3844 0.117 Uiso 0.172(11) 1 calc R U P C -1
H1S2 H 0.1702 0.0951 0.3240 0.117 Uiso 0.172(11) 1 calc R U P C -1
H1S3 H 0.3968 0.1604 0.3485 0.117 Uiso 0.172(11) 1 calc R U P C -1
O2S O 0.058(9) -0.136(3) 0.638(3) 0.061(6) Uani 0.180(11) 1 d D U P D -2
H2S H -0.1109 -0.1420 0.6531 0.092 Uiso 0.180(11) 1 calc R U P D -2
C2S C 0.081(17) -0.056(5) 0.545(4) 0.078(12) Uani 0.180(11) 1 d D U P D -2
H2S1 H 0.2070 -0.0044 0.5489 0.117 Uiso 0.180(11) 1 calc R U P D -2
H2S2 H -0.1032 -0.0181 0.5282 0.117 Uiso 0.180(11) 1 calc R U P D -2
H2S3 H 0.1553 -0.0921 0.4982 0.117 Uiso 0.180(11) 1 calc R U P D -2
O3S O -0.198(11) 0.078(4) 0.411(3) 0.061(6) Uani 0.148(12) 1 d D U P E -3
H3S H -0.3662 0.0897 0.3981 0.092 Uiso 0.148(12) 1 calc R U P E -3
C3S C -0.16(2) -0.007(6) 0.499(5) 0.078(12) Uani 0.148(12) 1 d D U P E -3
H3S1 H -0.3174 -0.0505 0.5091 0.117 Uiso 0.148(12) 1 calc R U P E -3
H3S2 H -0.1596 0.0246 0.5508 0.117 Uiso 0.148(12) 1 calc R U P E -3
H3S3 H 0.0136 -0.0521 0.4950 0.117 Uiso 0.148(12) 1 calc R U P E -3


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 O1 2.201(5) . ?
Bi1 O11 2.234(4) . ?
Bi1 O14 2.276(5) . ?
Bi1 O4 2.409(5) . ?
Bi1 O19 2.519(5) . ?
Bi1 O11 2.674(5) 2_665 ?
Bi1 O22 2.755(5) . ?
O1 N2 1.371(7) . ?
N2 C3 1.317(9) . ?
N2 H2A 0.8800 . ?
C3 O4 1.258(8) . ?
C3 C5B 1.46(2) . ?
C3 C5A 1.49(3) . ?
C5A C6A 1.372(13) . ?
C5A C10A 1.378(13) . ?
C6A C7A 1.38(3) . ?
C6A H6A 0.9500 . ?
C7A C8 1.24(3) . ?
C7A H7A 0.9500 . ?
C9A C8 1.23(3) . ?
C9A C10A 1.59(3) . ?
C9A H9A 0.9500 . ?
C10A H10A 0.9500 . ?
C5B C6B 1.372(13) . ?
C5B C10B 1.373(13) . ?
C6B C7B 1.39(3) . ?
C6B H6B 0.9500 . ?
C7B C8 1.41(2) . ?
C7B H7B 0.9500 . ?
C9B C8 1.30(2) . ?
C9B C10B 1.44(3) . ?
C9B H9B 0.9500 . ?
C10B H10B 0.9500 . ?
C8 H8 0.9500 . ?
O11 N12 1.368(7) . ?
O11 Bi1 2.674(5) 2_665 ?
N12 C13 1.311(9) . ?
N12 H12A 0.8800 . ?
C13 O14 1.286(8) . ?
C13 C15 1.476(9) . ?
C15 C16A 1.371(18) . ?
C15 C20B 1.386(19) . ?
C15 C16B 1.389(19) . ?
C15 C20A 1.442(18) . ?
C16A C17A 1.39(2) . ?
C16A H16A 0.9500 . ?
C17A C18 1.348(19) . ?
C17A H17A 0.9500 . ?
C19A C20A 1.39(2) . ?
C19A C18 1.406(18) . ?
C19A H19A 0.9500 . ?
C20A H20A 0.9500 . ?
C16B C17B 1.39(2) . ?
C16B H16B 0.9500 . ?
C17B C18 1.405(19) . ?
C17B H17B 0.9500 . ?
C19B C18 1.37(2) . ?
C19B C20B 1.40(2) . ?
C19B H19B 0.9500 . ?
C20B H20B 0.9500 . ?
C18 H18 0.9500 . ?
O19 N20 1.290(7) . ?
N20 O21 1.235(8) . ?
N20 O22 1.241(7) . ?
O1S C1S 1.50(2) . ?
O1S H1S 0.8400 . ?
C1S H1S1 0.9800 . ?
C1S H1S2 0.9800 . ?
C1S H1S3 0.9800 . ?
O2S C2S 1.51(2) . ?
O2S H2S 0.8400 . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
O3S C3S 1.49(2) . ?
O3S H3S 0.8400 . ?
C3S H3S1 0.9800 . ?
C3S H3S2 0.9800 . ?
C3S H3S3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Bi1 O11 76.45(17) . . ?
O1 Bi1 O14 85.54(19) . . ?
O11 Bi1 O14 71.06(16) . . ?
O1 Bi1 O4 70.05(16) . . ?
O11 Bi1 O4 136.87(16) . . ?
O14 Bi1 O4 79.85(18) . . ?
O1 Bi1 O19 75.33(17) . . ?
O11 Bi1 O19 72.12(15) . . ?
O14 Bi1 O19 141.51(16) . . ?
O4 Bi1 O19 122.17(16) . . ?
O1 Bi1 O11 136.19(16) . 2_665 ?
O11 Bi1 O11 66.77(19) . 2_665 ?
O14 Bi1 O11 103.39(17) . 2_665 ?
O4 Bi1 O11 153.37(15) . 2_665 ?
O19 Bi1 O11 71.45(15) . 2_665 ?
O1 Bi1 O22 76.27(18) . . ?
O11 Bi1 O22 118.71(15) . . ?
O14 Bi1 O22 155.75(18) . . ?
O4 Bi1 O22 78.95(16) . . ?
O19 Bi1 O22 48.23(14) . . ?
O11 Bi1 O22 100.84(15) 2_665 . ?
N2 O1 Bi1 115.4(4) . . ?
C3 N2 O1 121.8(6) . . ?
C3 N2 H2A 119.1 . . ?
O1 N2 H2A 119.1 . . ?
O4 C3 N2 119.1(6) . . ?
O4 C3 C5B 121.2(10) . . ?
N2 C3 C5B 119.6(10) . . ?
O4 C3 C5A 122.9(10) . . ?
N2 C3 C5A 118.0(10) . . ?
C3 O4 Bi1 113.6(4) . . ?
C6A C5A C10A 118(2) . . ?
C6A C5A C3 118.0(17) . . ?
C10A C5A C3 123.6(17) . . ?
C5A C6A C7A 124(2) . . ?
C5A C6A H6A 118.1 . . ?
C7A C6A H6A 118.1 . . ?
C8 C7A C6A 118(2) . . ?
C8 C7A H7A 121.1 . . ?
C6A C7A H7A 121.1 . . ?
C8 C9A C10A 118(2) . . ?
C8 C9A H9A 121.0 . . ?
C10A C9A H9A 121.0 . . ?
C5A C10A C9A 113(2) . . ?
C5A C10A H10A 123.5 . . ?
C9A C10A H10A 123.5 . . ?
C6B C5B C10B 120(2) . . ?
C6B C5B C3 118.3(16) . . ?
C10B C5B C3 121.0(16) . . ?
C5B C6B C7B 118(2) . . ?
C5B C6B H6B 121.1 . . ?
C7B C6B H6B 121.1 . . ?
C6B C7B C8 118.2(18) . . ?
C6B C7B H7B 120.9 . . ?
C8 C7B H7B 120.9 . . ?
C8 C9B C10B 118.5(19) . . ?
C8 C9B H9B 120.7 . . ?
C10B C9B H9B 120.7 . . ?
C5B C10B C9B 119(2) . . ?
C5B C10B H10B 120.3 . . ?
C9B C10B H10B 120.3 . . ?
C9A C8 C7A 128.6(17) . . ?
C9B C8 C7B 121.0(15) . . ?
C9A C8 H8 115.7 . . ?
C7A C8 H8 115.7 . . ?
N12 O11 Bi1 111.8(3) . . ?
N12 O11 Bi1 114.8(3) . 2_665 ?
Bi1 O11 Bi1 113.23(19) . 2_665 ?
C13 N12 O11 119.7(5) . . ?
C13 N12 H12A 120.2 . . ?
O11 N12 H12A 120.2 . . ?
O14 C13 N12 119.4(6) . . ?
O14 C13 C15 121.3(6) . . ?
N12 C13 C15 119.3(6) . . ?
C13 O14 Bi1 113.7(4) . . ?
C20B C15 C16B 120.3(11) . . ?
C16A C15 C20A 118.9(11) . . ?
C16A C15 C13 124.2(9) . . ?
C20B C15 C13 117.4(9) . . ?
C16B C15 C13 122.2(9) . . ?
C20A C15 C13 117.0(9) . . ?
C15 C16A C17A 121.6(15) . . ?
C15 C16A H16A 119.2 . . ?
C17A C16A H16A 119.2 . . ?
C18 C17A C16A 120.5(15) . . ?
C18 C17A H17A 119.8 . . ?
C16A C17A H17A 119.8 . . ?
C20A C19A C18 120.5(14) . . ?
C20A C19A H19A 119.8 . . ?
C18 C19A H19A 119.8 . . ?
C19A C20A C15 118.0(14) . . ?
C19A C20A H20A 121.0 . . ?
C15 C20A H20A 121.0 . . ?
C15 C16B C17B 120.1(15) . . ?
C15 C16B H16B 120.0 . . ?
C17B C16B H16B 120.0 . . ?
C16B C17B C18 119.8(15) . . ?
C16B C17B H17B 120.1 . . ?
C18 C17B H17B 120.1 . . ?
C18 C19B C20B 121.7(15) . . ?
C18 C19B H19B 119.1 . . ?
C20B C19B H19B 119.1 . . ?
C15 C20B C19B 118.8(15) . . ?
C15 C20B H20B 120.6 . . ?
C19B C20B H20B 120.6 . . ?
C19B C18 C17B 118.9(11) . . ?
C17A C18 C19A 120.2(11) . . ?
C17A C18 H18 119.9 . . ?
C19A C18 H18 119.9 . . ?
N20 O19 Bi1 101.6(4) . . ?
O21 N20 O22 123.3(6) . . ?
O21 N20 O19 119.0(6) . . ?
O22 N20 O19 117.6(5) . . ?
N20 O22 Bi1 91.6(4) . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1S1 109.5 . . ?
O1S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
O1S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C2S O2S H2S 109.5 . . ?
O2S C2S H2S1 109.5 . . ?
O2S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
O2S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
C3S O3S H3S 109.5 . . ?
O3S C3S H3S1 109.5 . . ?
O3S C3S H3S2 109.5 . . ?
H3S1 C3S H3S2 109.5 . . ?
O3S C3S H3S3 109.5 . . ?
H3S1 C3S H3S3 109.5 . . ?
H3S2 C3S H3S3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Bi1 O1 N2 C3 -1.7(9) . . . . ?
O1 N2 C3 O4 -0.6(11) . . . . ?
O1 N2 C3 C5B 176.5(13) . . . . ?
O1 N2 C3 C5A 179.7(13) . . . . ?
N2 C3 O4 Bi1 2.4(8) . . . . ?
C5B C3 O4 Bi1 -174.7(12) . . . . ?
C5A C3 O4 Bi1 -177.9(13) . . . . ?
O4 C3 C5A C6A 37(3) . . . . ?
N2 C3 C5A C6A -143.5(19) . . . . ?
O4 C3 C5A C10A -143(2) . . . . ?
N2 C3 C5A C10A 36(3) . . . . ?
C10A C5A C6A C7A -2(4) . . . . ?
C3 C5A C6A C7A 178(2) . . . . ?
C5A C6A C7A C8 -1(4) . . . . ?
C6A C5A C10A C9A 5(3) . . . . ?
C3 C5A C10A C9A -175.3(19) . . . . ?
C8 C9A C10A C5A -6(3) . . . . ?
O4 C3 C5B C6B -40(3) . . . . ?
N2 C3 C5B C6B 143.2(19) . . . . ?
O4 C3 C5B C10B 132(2) . . . . ?
N2 C3 C5B C10B -45(3) . . . . ?
C10B C5B C6B C7B 17(4) . . . . ?
C3 C5B C6B C7B -171(2) . . . . ?
C5B C6B C7B C8 -23(3) . . . . ?
C6B C5B C10B C9B -11(4) . . . . ?
C3 C5B C10B C9B 178(2) . . . . ?
C8 C9B C10B C5B 10(4) . . . . ?
C10A C9A C8 C7A 3(3) . . . . ?
C6A C7A C8 C9A 0(3) . . . . ?
C10B C9B C8 C7B -16(3) . . . . ?
C6B C7B C8 C9B 23(3) . . . . ?
Bi1 O11 N12 C13 -17.5(7) . . . . ?
Bi1 O11 N12 C13 113.2(5) 2_665 . . . ?
O11 N12 C13 O14 2.2(9) . . . . ?
O11 N12 C13 C15 -178.2(6) . . . . ?
N12 C13 O14 Bi1 14.1(8) . . . . ?
C15 C13 O14 Bi1 -165.4(5) . . . . ?
O14 C13 C15 C16A -143.2(12) . . . . ?
N12 C13 C15 C16A 37.2(14) . . . . ?
O14 C13 C15 C20B -22.8(13) . . . . ?
N12 C13 C15 C20B 157.6(11) . . . . ?
O14 C13 C15 C16B 160.6(11) . . . . ?
N12 C13 C15 C16B -19.0(14) . . . . ?
O14 C13 C15 C20A 36.3(13) . . . . ?
N12 C13 C15 C20A -143.3(11) . . . . ?
C20A C15 C16A C17A -1(2) . . . . ?
C13 C15 C16A C17A 178.8(14) . . . . ?
C15 C16A C17A C18 -1(3) . . . . ?
C18 C19A C20A C15 -8(3) . . . . ?
C16A C15 C20A C19A 5(2) . . . . ?
C13 C15 C20A C19A -174.7(14) . . . . ?
C20B C15 C16B C17B 5(2) . . . . ?
C13 C15 C16B C17B -178.2(14) . . . . ?
C15 C16B C17B C18 -1(3) . . . . ?
C16B C15 C20B C19B -4(2) . . . . ?
C13 C15 C20B C19B 179.5(14) . . . . ?
C18 C19B C20B C15 -2(3) . . . . ?
C16A C17A C18 C19A -2(3) . . . . ?
C20B C19B C18 C17B 7(2) . . . . ?
C16B C17B C18 C19B -5(2) . . . . ?
C20A C19A C18 C17A 7(3) . . . . ?
Bi1 O19 N20 O21 -168.5(5) . . . . ?
Bi1 O19 N20 O22 10.4(6) . . . . ?
O21 N20 O22 Bi1 169.6(6) . . . . ?
O19 N20 O22 Bi1 -9.3(6) . . . . ?

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
N2 H2A O4 0.88 1.91 2.631(8) 139 1_455
N12 H12A O19 0.88 2.09 2.831(7) 142 2_565

_refine_diff_density_max         2.302
_refine_diff_density_min         -1.477
_refine_diff_density_rms         0.227

####################################################################### 
# 
# 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_tcd192
_database_code_depnum_ccdc_archive 'CCDC 1415627'
_audit_update_record             
;
2015-07-29 deposited with the CCDC.
2016-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C86 H84 Bi6 N16 O52, 2(N O3), 4(C H4 O), 4(H2 O)'
_chemical_formula_sum            'C90 H108 Bi6 N18 O66'
_chemical_formula_weight         3751.82

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

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

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

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

_cell_length_a                   15.0432(6)
_cell_length_b                   15.2366(5)
_cell_length_c                   16.5434(6)
_cell_angle_alpha                112.5660(10)
_cell_angle_beta                 116.5850(10)
_cell_angle_gamma                94.4850(10)
_cell_volume                     2984.48(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9871
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      30.13

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.087
_exptl_crystal_F_000             1800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    8.926
_shelx_estimated_absorpt_T_min   0.348
_shelx_estimated_absorpt_T_max   0.664
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.4747
_exptl_absorpt_correction_T_max  0.7837
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker, 2014)'

_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 8.258
_diffrn_reflns_number            111802
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.518
_diffrn_reflns_theta_max         30.135
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             17529
_reflns_number_gt                14300
_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 Ver. 2014.11-0 (Bruker-AXS, 2014)'
_computing_cell_refinement       'SAINT+ Ver. 8.34A (Bruker-AXS, 2013)'
_computing_data_reduction        'SAINT+ Ver. 8.34A (Bruker-AXS, 2013)'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Bruker-AXS, 2008-2014)'
_computing_publication_material  'SHELXTL (Bruker-AXS, 2008-2014)'

_refine_special_details          
;
Donor N-H and O-H atoms located and refined using DFIX restraints.
O5, O6, O16, O17, O18 and N9, N20, N31, N42, N53, N64
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0199P)²+7.4613P] 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         17529
_refine_ls_number_parameters     827
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0533
_refine_ls_wR_factor_gt          0.0489
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.005
_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 0.58667(2) 0.60944(2) 0.49386(2) 0.01125(3) Uani 1 1 d . . . . .
N1 N 0.0361(3) 0.5072(3) 0.3012(3) 0.0308(8) Uani 1 1 d . . . . .
O1 O 0.9949(2) 0.7930(2) 0.8438(2) 0.0241(6) Uani 1 1 d . . . . .
H1 H 1.0540 0.8055 0.8939 0.036 Uiso 1 1 calc R U . . .
Bi2 Bi 0.41244(2) 0.61683(2) 0.22910(2) 0.01358(3) Uani 1 1 d . . . . .
C2 C 1.0030(3) 0.8453(3) 0.7955(3) 0.0169(7) Uani 1 1 d . . . . .
N2 N 0.7374(3) 0.1704(3) 0.9539(2) 0.0255(7) Uani 1 1 d . . . . .
O2 O 0.0534(2) 0.4833(2) 0.22774(19) 0.0245(6) Uani 1 1 d . . . . .
Bi3 Bi 0.24861(2) 0.52417(2) 0.31583(2) 0.01266(3) Uani 1 1 d . . . . .
C3 C 1.0956(3) 0.9160(3) 0.8354(3) 0.0229(8) Uani 1 1 d . . . . .
H3 H 1.1552 0.9286 0.8980 0.027 Uiso 1 1 calc R U . . .
N3 N 0.6165(2) 0.8674(2) 0.6231(2) 0.0226(7) Uani 1 1 d . . . . .
O3 O 0.1022(3) 0.5107(3) 0.3823(3) 0.0473(9) Uani 1 1 d . . . . .
C4 C 1.1015(3) 0.9684(3) 0.7845(3) 0.0244(8) Uani 1 1 d . . . . .
H4 H 1.1655 1.0158 0.8117 0.029 Uiso 1 1 calc R U . . .
O4 O -0.0454(3) 0.5284(3) 0.2892(3) 0.0547(11) Uani 1 1 d . . . . .
C5 C 1.0141(3) 0.9518(3) 0.6936(3) 0.0227(8) Uani 1 1 d . . . . .
H5 H 1.0174 0.9886 0.6594 0.027 Uiso 1 1 calc R U . . .
O5 O 0.4014(3) 0.7980(2) 0.2774(2) 0.0363(8) Uani 1 1 d D . . . .
H5A H 0.3679(4) 0.8287(3) 0.3056(3) 0.044 Uiso 1 1 d DR U . . .
H5B H 0.3823(3) 0.8134(3) 0.2274(5) 0.044 Uiso 1 1 d DR U . . .
C6 C 0.9224(3) 0.8808(3) 0.6539(3) 0.0171(7) Uani 1 1 d . . . . .
H6 H 0.8629 0.8689 0.5916 0.020 Uiso 1 1 calc R U . . .
O6 O 0.3090(2) 0.5481(2) 0.0383(2) 0.0285(6) Uani 1 1 d D . . . .
H6A H 0.2832(4) 0.5956(6) 0.0595(3) 0.09(2) Uiso 1 1 d DR . . . .
C7 C 0.9148(3) 0.8262(3) 0.7028(3) 0.0151(7) Uani 1 1 d . . . . .
O7 O 0.6720(2) 0.2071(2) 0.9124(2) 0.0322(7) Uani 1 1 d . . . . .
C8 C 0.8142(3) 0.7495(3) 0.6516(3) 0.0148(7) Uani 1 1 d . . . . .
O9 O 0.7077(2) 0.0815(2) 0.9380(2) 0.0383(8) Uani 1 1 d . . . . .
N9 N 0.7963(2) 0.7063(2) 0.7005(2) 0.0152(6) Uani 1 1 d D . . . .
H9 H 0.8432 0.7247 0.7647 0.018 Uiso 1 1 calc DR U . . .
O10 O 0.70356(18) 0.63201(18) 0.65088(17) 0.0160(5) Uani 1 1 d . . . . .
O11 O 0.74291(18) 0.72550(18) 0.55983(17) 0.0169(5) Uani 1 1 d . . . . .
O12 O 0.5975(2) 0.21287(19) 0.3137(2) 0.0237(6) Uani 1 1 d . . . . .
H12 H 0.5688 0.1519 0.2715 0.036 Uiso 1 1 calc R U . . .
O13 O 0.7098(2) 0.9175(2) 0.6832(2) 0.0351(7) Uani 1 1 d . . . . .
C13 C 0.6530(3) 0.2560(3) 0.2850(3) 0.0192(7) Uani 1 1 d . . . . .
O14 O 0.5793(2) 0.7883(2) 0.6202(2) 0.0233(6) Uani 1 1 d . . . . .
C14 C 0.6865(3) 0.2004(3) 0.2213(3) 0.0238(8) Uani 1 1 d . . . . .
H14 H 0.6720 0.1305 0.1978 0.029 Uiso 1 1 calc R U . . .
C15 C 0.7405(3) 0.2463(3) 0.1922(3) 0.0271(9) Uani 1 1 d . . . . .
H15A H 0.7626 0.2075 0.1484 0.033 Uiso 1 1 calc R U . . .
O15 O 0.5587(2) 0.8960(2) 0.5620(2) 0.0329(7) Uani 1 1 d . . . . .
O16 O 0.8704(2) 0.4126(2) 0.0299(2) 0.0270(6) Uani 1 1 d D . . . .
H16A H 0.9154(4) 0.4711(5) 0.0804(5) 0.032 Uiso 1 1 d DR U . . .
H16B H 0.8477(3) 0.3521(5) 0.0200(2) 0.032 Uiso 1 1 d DR U . . .
C16 C 0.7631(3) 0.3486(3) 0.2260(3) 0.0239(8) Uani 1 1 d . . . . .
H16 H 0.7995 0.3794 0.2047 0.029 Uiso 1 1 calc R U . . .
C17 C 0.7321(3) 0.4051(3) 0.2908(3) 0.0211(8) Uani 1 1 d . . . . .
H17 H 0.7485 0.4751 0.3149 0.032 Uiso 1 1 calc R U . . .
O17 O 0.0125(2) 0.6750(2) 0.4873(2) 0.0340(7) Uani 1 1 d D . . . .
H17A H 0.0140(2) 0.6257(6) 0.4387(6) 0.041 Uiso 1 1 d DR U . . .
O18 O 0.8003(2) 0.9321(2) 0.8790(2) 0.0366(7) Uani 1 1 d D . . . .
H18B H 0.8153(3) 0.9974(6) 0.9248(4) 0.044 Uiso 1 1 d DR U . . .
H18A H 0.7725(3) 0.9294(2) 0.8176(5) 0.044 Uiso 1 1 d DR U . . .
C18 C 0.6772(3) 0.3607(3) 0.3215(3) 0.0168(7) Uani 1 1 d . . . . .
O19 O 0.4860(2) -0.0172(2) 0.8002(2) 0.0279(6) Uani 1 1 d . . . . .
H19 H 0.5505 0.0116 0.8380 0.042 Uiso 1 1 calc R U . . .
C19 C 0.6422(3) 0.4247(3) 0.3868(3) 0.0162(7) Uani 1 1 d . . . . .
N20 N 0.5921(2) 0.3868(2) 0.4200(2) 0.0152(6) Uani 1 1 d D . . . .
H20 H 0.5817 0.3239 0.4063 0.018 Uiso 1 1 calc DR U . . .
O20 O 0.8305(2) 0.2189(2) 1.0128(2) 0.0341(7) Uani 1 1 d . . . . .
O21 O 0.55674(19) 0.44870(18) 0.47679(18) 0.0169(5) Uani 1 1 d . . . . .
O22 O 0.65932(19) 0.51737(18) 0.41101(18) 0.0167(5) Uani 1 1 d . . . . .
O23 O 0.8407(2) 0.7144(3) 0.4037(2) 0.0342(7) Uani 1 1 d . . . . .
H23 H 0.8920 0.6923 0.4190 0.051 Uiso 1 1 calc R U . . .
C24 C 0.8188(3) 0.7281(3) 0.3214(3) 0.0204(7) Uani 1 1 d . . . . .
C25 C 0.8959(3) 0.7520(3) 0.3012(3) 0.0266(9) Uani 1 1 d . . . . .
H25 H 0.9657 0.7555 0.3439 0.032 Uiso 1 1 calc R U . . .
C26 C 0.8703(3) 0.7704(3) 0.2189(3) 0.0269(9) Uani 1 1 d . . . . .
H26 H 0.9232 0.7878 0.2064 0.032 Uiso 1 1 calc R U . . .
C27 C 0.7689(3) 0.7639(3) 0.1550(3) 0.0310(9) Uani 1 1 d . . . . .
H27 H 0.7521 0.7766 0.0987 0.037 Uiso 1 1 calc R U . . .
C28 C 0.6921(3) 0.7387(3) 0.1736(3) 0.0227(8) Uani 1 1 d . . . . .
H28 H 0.6222 0.7337 0.1293 0.027 Uiso 1 1 calc R U . . .
C29 C 0.7158(3) 0.7206(3) 0.2564(3) 0.0176(7) Uani 1 1 d . . . . .
C30 C 0.6293(3) 0.6958(3) 0.2714(3) 0.0164(7) Uani 1 1 d . . . . .
N31 N 0.6496(2) 0.6960(2) 0.3574(2) 0.0154(6) Uani 1 1 d D . . . .
H31 H 0.7141 0.7077 0.4049 0.018 Uiso 1 1 calc DR U . . .
O32 O 0.56842(18) 0.67746(19) 0.37218(18) 0.0162(5) Uani 1 1 d . . . . .
O33 O 0.53457(18) 0.67695(19) 0.20233(18) 0.0182(5) Uani 1 1 d . . . . .
O34 O 0.3239(2) 0.2201(2) 0.1533(2) 0.0275(6) Uani 1 1 d . . . . .
H34A H 0.3052(14) 0.178(3) 0.1579(4) 0.041 Uiso 1 1 d R U . . .
C35 C 0.3764(3) 0.2121(3) 0.1034(3) 0.0216(8) Uani 1 1 d . . . . .
C36 C 0.3794(3) 0.1203(3) 0.0426(3) 0.0237(8) Uani 1 1 d . . . . .
H36 H 0.3431 0.0606 0.0342 0.028 Uiso 1 1 calc R U . . .
C37 C 0.4355(3) 0.1159(3) -0.0056(3) 0.0268(9) Uani 1 1 d . . . . .
H37 H 0.4367 0.0530 -0.0474 0.032 Uiso 1 1 calc R U . . .
C38 C 0.4897(3) 0.2023(3) 0.0065(3) 0.0259(8) Uani 1 1 d . . . . .
H38 H 0.5292 0.1988 -0.0256 0.031 Uiso 1 1 calc R U . . .
C39 C 0.4860(3) 0.2942(3) 0.0661(3) 0.0211(8) Uani 1 1 d . . . . .
H39 H 0.5223 0.3536 0.0739 0.025 Uiso 1 1 calc R U . . .
C40 C 0.4292(3) 0.2993(3) 0.1143(3) 0.0174(7) Uani 1 1 d . . . . .
C41 C 0.4284(3) 0.4005(3) 0.1761(2) 0.0154(7) Uani 1 1 d . . . . .
N42 N 0.3990(2) 0.4112(2) 0.2425(2) 0.0153(6) Uani 1 1 d D . . . .
H42 H 0.3794 0.3599 0.2494 0.018 Uiso 1 1 calc DR U . . .
O43 O 0.39992(18) 0.50481(17) 0.30063(17) 0.0145(5) Uani 1 1 d . . . . .
O44 O 0.4578(2) 0.47493(19) 0.16727(19) 0.0190(5) Uani 1 1 d . . . . .
O45 O 0.3621(2) 0.93521(19) 0.4273(2) 0.0232(6) Uani 1 1 d . . . . .
H45 H 0.3826 0.9917 0.4338 0.035 Uiso 1 1 calc R U . . .
C46 C 0.2970(3) 0.9376(3) 0.4644(3) 0.0186(7) Uani 1 1 d . . . . .
C47 C 0.2709(3) 1.0238(3) 0.5034(3) 0.0240(8) Uani 1 1 d . . . . .
H47 H 0.3006 1.0834 0.5069 0.029 Uiso 1 1 calc R U . . .
C48 C 0.2021(3) 1.0223(3) 0.5369(3) 0.0280(9) Uani 1 1 d . . . . .
H48 H 0.1833 1.0806 0.5617 0.034 Uiso 1 1 calc R U . . .
C49 C 0.1597(3) 0.9362(3) 0.5349(3) 0.0270(9) Uani 1 1 d . . . . .
H49 H 0.1136 0.9364 0.5597 0.032 Uiso 1 1 calc R U . . .
C50 C 0.1852(3) 0.8505(3) 0.4964(3) 0.0217(8) Uani 1 1 d . . . . .
H50 H 0.1555 0.7913 0.4936 0.026 Uiso 1 1 calc R U . . .
C51 C 0.2545(3) 0.8508(3) 0.4616(3) 0.0176(7) Uani 1 1 d . . . . .
C52 C 0.2733(3) 0.7539(3) 0.4162(2) 0.0148(7) Uani 1 1 d . . . . .
N53 N 0.3656(2) 0.7546(2) 0.4269(2) 0.0158(6) Uani 1 1 d D . . . .
H53 H 0.4153 0.8114 0.4606 0.019 Uiso 1 1 calc DR U . . .
O54 O 0.38368(18) 0.66561(17) 0.38491(18) 0.0153(5) Uani 1 1 d . . . . .
O55 O 0.20169(19) 0.67252(18) 0.3685(2) 0.0211(5) Uani 1 1 d . . . . .
O56 O -0.0170(2) 0.39128(19) -0.10251(19) 0.0241(6) Uani 1 1 d . . . . .
H56 H -0.0706 0.3870 -0.1535 0.036 Uiso 1 1 calc R U . . .
C57 C -0.0246(3) 0.3013(3) -0.1043(3) 0.0190(7) Uani 1 1 d . . . . .
C58 C -0.1020(3) 0.2153(3) -0.1909(3) 0.0258(9) Uani 1 1 d . . . . .
H58 H -0.1530 0.2203 -0.2480 0.031 Uiso 1 1 calc R U . . .
C59 C -0.1054(3) 0.1231(3) -0.1943(3) 0.0272(9) Uani 1 1 d . . . . .
H59 H -0.1586 0.0651 -0.2534 0.033 Uiso 1 1 calc R U . . .
C60 C -0.0314(3) 0.1150(3) -0.1120(3) 0.0248(8) Uani 1 1 d . . . . .
H60 H -0.0321 0.0514 -0.1151 0.030 Uiso 1 1 calc R U . . .
C61 C 0.0442(3) 0.2003(3) -0.0243(3) 0.0186(7) Uani 1 1 d . . . . .
H61 H 0.0939 0.1946 0.0329 0.022 Uiso 1 1 calc R U . . .
C62 C 0.0481(3) 0.2943(3) -0.0191(2) 0.0152(7) Uani 1 1 d . . . . .
C63 C 0.1251(2) 0.3820(3) 0.0809(2) 0.0133(6) Uani 1 1 d . . . . .
N64 N 0.1418(2) 0.4716(2) 0.0886(2) 0.0159(6) Uani 1 1 d D . . . .
H64 H 0.1117 0.4794 0.0334 0.019 Uiso 1 1 calc DR U . . .
O65 O 0.20673(18) 0.55383(17) 0.18364(17) 0.0154(5) Uani 1 1 d . . . . .
O66 O 0.17313(18) 0.37160(17) 0.16103(17) 0.0152(5) Uani 1 1 d . . . . .
C67 C 0.3437(4) 0.5273(4) -0.0307(3) 0.0428(12) Uani 1 1 d . . . . .
H67A H 0.3612 0.5876 -0.0357 0.064 Uiso 1 1 calc R U . . .
H67B H 0.2884 0.4745 -0.0982 0.064 Uiso 1 1 calc R U . . .
H67C H 0.4056 0.5053 -0.0065 0.064 Uiso 1 1 calc R U . . .
C68 C 0.4390(4) 0.0302(3) 0.7394(3) 0.0384(11) Uani 1 1 d . . . . .
H68A H 0.4543 0.1010 0.7842 0.058 Uiso 1 1 calc R U . . .
H68B H 0.3633 -0.0016 0.6974 0.058 Uiso 1 1 calc R U . . .
H68C H 0.4671 0.0238 0.6949 0.058 Uiso 1 1 calc R U . . .
C69 C 0.0164(6) 0.6490(5) 0.5617(4) 0.066(2) Uani 1 1 d . . . . .
H69A H 0.0667 0.6117 0.5757 0.098 Uiso 1 1 calc R U . . .
H69B H -0.0528 0.6076 0.5363 0.098 Uiso 1 1 calc R U . . .
H69C H 0.0380 0.7098 0.6249 0.098 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 O10 2.256(2) . ?
Bi1 O22 2.268(2) . ?
Bi1 O11 2.327(2) . ?
Bi1 O21 2.337(2) . ?
Bi1 O32 2.521(2) . ?
Bi1 O21 2.577(2) 2_666 ?
N1 O3 1.239(5) . ?
N1 O4 1.240(5) . ?
N1 O2 1.279(4) . ?
O1 C2 1.360(4) . ?
O1 H1 0.8400 . ?
Bi2 O32 2.230(2) . ?
Bi2 O33 2.277(2) . ?
Bi2 O44 2.312(3) . ?
Bi2 O43 2.459(2) . ?
Bi2 O6 2.509(3) . ?
Bi2 O5 2.604(3) . ?
Bi2 O54 2.639(2) . ?
C2 C3 1.390(5) . ?
C2 C7 1.405(5) . ?
N2 O20 1.233(4) . ?
N2 O7 1.236(4) . ?
N2 O9 1.277(4) . ?
O2 Bi3 2.515(3) . ?
Bi3 O65 2.226(2) . ?
Bi3 O54 2.329(2) . ?
Bi3 O55 2.378(3) . ?
Bi3 O66 2.380(2) . ?
Bi3 O43 2.427(2) . ?
Bi3 O10 2.721(2) 2_666 ?
C3 C4 1.388(6) . ?
C3 H3 0.9500 . ?
N3 O13 1.242(4) . ?
N3 O15 1.256(4) . ?
N3 O14 1.263(4) . ?
C4 C5 1.392(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(5) . ?
C5 H5 0.9500 . ?
O5 H5A 0.877(7) . ?
O5 H5B 0.877(7) . ?
C6 C7 1.394(5) . ?
C6 H6 0.9500 . ?
O6 C67 1.398(5) . ?
O6 H6A 0.876(10) . ?
C7 C8 1.480(5) . ?
C8 O11 1.283(4) . ?
C8 N9 1.317(4) . ?
N9 O10 1.384(3) . ?
N9 H9 0.8800 . ?
O10 Bi3 2.721(2) 2_666 ?
O12 C13 1.363(4) . ?
O12 H12 0.8400 . ?
C13 C14 1.393(5) . ?
C13 C18 1.421(5) . ?
C14 C15 1.380(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(6) . ?
C15 H15A 0.9500 . ?
O16 H16A 0.882(7) . ?
O16 H16B 0.882(7) . ?
C16 C17 1.382(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(5) . ?
C17 H17 0.9500 . ?
O17 C69 1.411(6) . ?
O17 H17A 0.875(10) . ?
O18 H18B 0.921(7) . ?
O18 H18A 0.890(7) . ?
C18 C19 1.474(5) . ?
O19 C68 1.426(5) . ?
O19 H19 0.8400 . ?
C19 O22 1.280(4) . ?
C19 N20 1.322(4) . ?
N20 O21 1.379(4) . ?
N20 H20 0.8800 . ?
O21 Bi1 2.577(2) 2_666 ?
O23 C24 1.355(4) . ?
O23 H23 0.8400 . ?
C24 C29 1.399(5) . ?
C24 C25 1.401(5) . ?
C25 C26 1.387(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.385(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.397(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.476(5) . ?
C30 O33 1.282(4) . ?
C30 N31 1.315(4) . ?
N31 O32 1.377(4) . ?
N31 H31 0.8800 . ?
O34 C35 1.355(5) . ?
O34 H34A 0.73(5) . ?
C35 C36 1.393(5) . ?
C35 C40 1.399(5) . ?
C36 C37 1.387(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.386(6) . ?
C37 H37 0.9500 . ?
C38 C39 1.392(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.394(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.492(5) . ?
C41 O44 1.268(4) . ?
C41 N42 1.318(4) . ?
N42 O43 1.375(4) . ?
N42 H42 0.8800 . ?
O45 C46 1.365(4) . ?
O45 H45 0.8400 . ?
C46 C47 1.397(5) . ?
C46 C51 1.399(5) . ?
C47 C48 1.376(6) . ?
C47 H47 0.9500 . ?
C48 C49 1.394(6) . ?
C48 H48 0.9500 . ?
C49 C50 1.385(5) . ?
C49 H49 0.9500 . ?
C50 C51 1.399(5) . ?
C50 H50 0.9500 . ?
C51 C52 1.493(5) . ?
C52 O55 1.265(4) . ?
C52 N53 1.317(4) . ?
N53 O54 1.378(4) . ?
N53 H53 0.8800 . ?
O56 C57 1.355(4) . ?
O56 H56 0.8400 . ?
C57 C62 1.396(5) . ?
C57 C58 1.398(5) . ?
C58 C59 1.380(6) . ?
C58 H58 0.9500 . ?
C59 C60 1.379(5) . ?
C59 H59 0.9500 . ?
C60 C61 1.390(5) . ?
C60 H60 0.9500 . ?
C61 C62 1.396(5) . ?
C61 H61 0.9500 . ?
C62 C63 1.487(5) . ?
C63 O66 1.275(4) . ?
C63 N64 1.314(4) . ?
N64 O65 1.385(3) . ?
N64 H64 0.8800 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O10 Bi1 O22 96.40(9) . . ?
O10 Bi1 O11 70.28(8) . . ?
O22 Bi1 O11 77.70(9) . . ?
O10 Bi1 O21 76.79(8) . . ?
O22 Bi1 O21 68.86(8) . . ?
O11 Bi1 O21 129.38(9) . . ?
O10 Bi1 O32 139.98(8) . . ?
O22 Bi1 O32 78.25(8) . . ?
O11 Bi1 O32 69.83(8) . . ?
O21 Bi1 O32 133.86(8) . . ?
O10 Bi1 O21 87.17(8) . 2_666 ?
O22 Bi1 O21 129.35(8) . 2_666 ?
O11 Bi1 O21 147.56(8) . 2_666 ?
O21 Bi1 O21 62.90(10) . 2_666 ?
O32 Bi1 O21 126.99(8) . 2_666 ?
O3 N1 O4 122.6(4) . . ?
O3 N1 O2 118.9(4) . . ?
O4 N1 O2 118.5(4) . . ?
C2 O1 H1 109.5 . . ?
O32 Bi2 O33 71.02(8) . . ?
O32 Bi2 O44 87.69(9) . . ?
O33 Bi2 O44 79.54(9) . . ?
O32 Bi2 O43 77.40(8) . . ?
O33 Bi2 O43 134.00(8) . . ?
O44 Bi2 O43 66.41(8) . . ?
O32 Bi2 O6 148.16(9) . . ?
O33 Bi2 O6 79.32(9) . . ?
O44 Bi2 O6 75.57(9) . . ?
O43 Bi2 O6 118.15(9) . . ?
O32 Bi2 O5 88.98(10) . . ?
O33 Bi2 O5 80.47(10) . . ?
O44 Bi2 O5 159.74(9) . . ?
O43 Bi2 O5 132.05(8) . . ?
O6 Bi2 O5 97.44(10) . . ?
O32 Bi2 O54 71.88(8) . . ?
O33 Bi2 O54 135.91(8) . . ?
O44 Bi2 O54 121.71(8) . . ?
O43 Bi2 O54 56.16(8) . . ?
O6 Bi2 O54 139.93(8) . . ?
O5 Bi2 O54 75.89(8) . . ?
O1 C2 C3 121.8(3) . . ?
O1 C2 C7 118.3(3) . . ?
C3 C2 C7 119.9(3) . . ?
O20 N2 O7 121.3(3) . . ?
O20 N2 O9 119.2(3) . . ?
O7 N2 O9 119.4(3) . . ?
N1 O2 Bi3 103.6(2) . . ?
O65 Bi3 O54 77.18(8) . . ?
O65 Bi3 O55 79.12(9) . . ?
O54 Bi3 O55 68.28(8) . . ?
O65 Bi3 O66 69.55(8) . . ?
O54 Bi3 O66 130.97(8) . . ?
O55 Bi3 O66 134.66(8) . . ?
O65 Bi3 O43 81.05(8) . . ?
O54 Bi3 O43 60.70(8) . . ?
O55 Bi3 O43 128.09(8) . . ?
O66 Bi3 O43 79.03(8) . . ?
O65 Bi3 O2 76.84(9) . . ?
O54 Bi3 O2 134.08(9) . . ?
O55 Bi3 O2 70.07(9) . . ?
O66 Bi3 O2 71.43(8) . . ?
O43 Bi3 O2 147.76(8) . . ?
O65 Bi3 O10 132.73(8) . 2_666 ?
O54 Bi3 O10 118.88(8) . 2_666 ?
O55 Bi3 O10 147.47(8) . 2_666 ?
O66 Bi3 O10 67.48(7) . 2_666 ?
O43 Bi3 O10 72.43(7) . 2_666 ?
O2 Bi3 O10 106.58(8) . 2_666 ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
O13 N3 O15 118.2(3) . . ?
O13 N3 O14 122.1(3) . . ?
O15 N3 O14 119.6(3) . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
Bi2 O5 H5A 129.0 . . ?
Bi2 O5 H5B 114.4 . . ?
H5A O5 H5B 99.9 . . ?
C5 C6 C7 121.9(3) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C67 O6 Bi2 129.4(3) . . ?
C67 O6 H6A 130.3 . . ?
Bi2 O6 H6A 77.1 . . ?
C6 C7 C2 118.4(3) . . ?
C6 C7 C8 117.4(3) . . ?
C2 C7 C8 124.1(3) . . ?
O11 C8 N9 119.3(3) . . ?
O11 C8 C7 120.3(3) . . ?
N9 C8 C7 120.3(3) . . ?
C8 N9 O10 120.0(3) . . ?
C8 N9 H9 120.0 . . ?
O10 N9 H9 120.0 . . ?
N9 O10 Bi1 114.14(17) . . ?
N9 O10 Bi3 107.62(17) . 2_666 ?
Bi1 O10 Bi3 121.58(10) . 2_666 ?
C8 O11 Bi1 115.9(2) . . ?
C13 O12 H12 109.5 . . ?
O12 C13 C14 122.0(3) . . ?
O12 C13 C18 118.9(3) . . ?
C14 C13 C18 119.2(3) . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.0(4) . . ?
C14 C15 H15A 119.5 . . ?
C16 C15 H15A 119.5 . . ?
H16A O16 H16B 139.2 . . ?
C17 C16 C15 119.3(4) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 121.0(4) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C69 O17 H17A 111.1 . . ?
H18B O18 H18A 106.1 . . ?
C17 C18 C13 119.1(3) . . ?
C17 C18 C19 118.1(3) . . ?
C13 C18 C19 122.7(3) . . ?
C68 O19 H19 109.5 . . ?
O22 C19 N20 119.4(3) . . ?
O22 C19 C18 120.1(3) . . ?
N20 C19 C18 120.5(3) . . ?
C19 N20 O21 118.2(3) . . ?
C19 N20 H20 120.9 . . ?
O21 N20 H20 120.9 . . ?
N20 O21 Bi1 113.71(18) . . ?
N20 O21 Bi1 125.40(18) . 2_666 ?
Bi1 O21 Bi1 117.10(10) . 2_666 ?
C19 O22 Bi1 119.3(2) . . ?
C24 O23 H23 109.5 . . ?
O23 C24 C29 118.2(3) . . ?
O23 C24 C25 122.2(3) . . ?
C29 C24 C25 119.5(3) . . ?
C26 C25 C24 120.0(4) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C25 120.8(4) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 119.4(4) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C27 C28 C29 121.0(4) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C24 119.3(3) . . ?
C28 C29 C30 117.3(3) . . ?
C24 C29 C30 123.4(3) . . ?
O33 C30 N31 119.6(3) . . ?
O33 C30 C29 120.6(3) . . ?
N31 C30 C29 119.8(3) . . ?
C30 N31 O32 119.1(3) . . ?
C30 N31 H31 120.5 . . ?
O32 N31 H31 120.5 . . ?
N31 O32 Bi2 113.02(18) . . ?
N31 O32 Bi1 120.11(18) . . ?
Bi2 O32 Bi1 115.78(10) . . ?
C30 O33 Bi2 114.8(2) . . ?
C35 O34 H34A 120.4 . . ?
O34 C35 C36 122.2(4) . . ?
O34 C35 C40 118.4(3) . . ?
C36 C35 C40 119.4(4) . . ?
C37 C36 C35 120.1(4) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C38 C37 C36 120.7(4) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C37 C38 C39 119.6(4) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C38 C39 C40 120.2(4) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C39 C40 C35 120.0(3) . . ?
C39 C40 C41 116.9(3) . . ?
C35 C40 C41 123.1(3) . . ?
O44 C41 N42 120.6(3) . . ?
O44 C41 C40 121.2(3) . . ?
N42 C41 C40 118.1(3) . . ?
C41 N42 O43 118.2(3) . . ?
C41 N42 H42 120.9 . . ?
O43 N42 H42 120.9 . . ?
N42 O43 Bi3 118.98(18) . . ?
N42 O43 Bi2 111.10(17) . . ?
Bi3 O43 Bi2 101.41(9) . . ?
C41 O44 Bi2 118.9(2) . . ?
C46 O45 H45 109.5 . . ?
O45 C46 C47 121.8(3) . . ?
O45 C46 C51 118.7(3) . . ?
C47 C46 C51 119.5(4) . . ?
C48 C47 C46 120.0(4) . . ?
C48 C47 H47 120.0 . . ?
C46 C47 H47 120.0 . . ?
C47 C48 C49 120.9(4) . . ?
C47 C48 H48 119.5 . . ?
C49 C48 H48 119.5 . . ?
C50 C49 C48 119.5(4) . . ?
C50 C49 H49 120.3 . . ?
C48 C49 H49 120.3 . . ?
C49 C50 C51 120.2(4) . . ?
C49 C50 H50 119.9 . . ?
C51 C50 H50 119.9 . . ?
C50 C51 C46 119.8(3) . . ?
C50 C51 C52 116.8(3) . . ?
C46 C51 C52 123.3(3) . . ?
O55 C52 N53 120.6(3) . . ?
O55 C52 C51 120.4(3) . . ?
N53 C52 C51 119.0(3) . . ?
C52 N53 O54 119.5(3) . . ?
C52 N53 H53 120.3 . . ?
O54 N53 H53 120.3 . . ?
N53 O54 Bi3 114.49(18) . . ?
N53 O54 Bi2 121.28(18) . . ?
Bi3 O54 Bi2 98.96(8) . . ?
C52 O55 Bi3 116.4(2) . . ?
C57 O56 H56 109.5 . . ?
O56 C57 C62 119.2(3) . . ?
O56 C57 C58 121.1(3) . . ?
C62 C57 C58 119.7(3) . . ?
C59 C58 C57 120.7(4) . . ?
C59 C58 H58 119.6 . . ?
C57 C58 H58 119.6 . . ?
C60 C59 C58 120.0(4) . . ?
C60 C59 H59 120.0 . . ?
C58 C59 H59 120.0 . . ?
C59 C60 C61 119.8(4) . . ?
C59 C60 H60 120.1 . . ?
C61 C60 H60 120.1 . . ?
C60 C61 C62 120.9(3) . . ?
C60 C61 H61 119.5 . . ?
C62 C61 H61 119.5 . . ?
C57 C62 C61 118.8(3) . . ?
C57 C62 C63 123.9(3) . . ?
C61 C62 C63 117.1(3) . . ?
O66 C63 N64 119.2(3) . . ?
O66 C63 C62 120.3(3) . . ?
N64 C63 C62 120.5(3) . . ?
C63 N64 O65 120.0(3) . . ?
C63 N64 H64 120.0 . . ?
O65 N64 H64 120.0 . . ?
N64 O65 Bi3 114.59(18) . . ?
C63 O66 Bi3 113.3(2) . . ?
O6 C67 H67A 109.5 . . ?
O6 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
O6 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
O19 C68 H68A 109.5 . . ?
O19 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
O19 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
O17 C69 H69A 109.5 . . ?
O17 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
O17 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 N1 O2 Bi3 -22.7(4) . . . . ?
O4 N1 O2 Bi3 155.5(3) . . . . ?
O1 C2 C3 C4 -179.9(4) . . . . ?
C7 C2 C3 C4 0.3(6) . . . . ?
C2 C3 C4 C5 1.1(6) . . . . ?
C3 C4 C5 C6 -1.5(6) . . . . ?
C4 C5 C6 C7 0.6(6) . . . . ?
C5 C6 C7 C2 0.7(5) . . . . ?
C5 C6 C7 C8 -177.7(3) . . . . ?
O1 C2 C7 C6 179.0(3) . . . . ?
C3 C2 C7 C6 -1.1(5) . . . . ?
O1 C2 C7 C8 -2.7(5) . . . . ?
C3 C2 C7 C8 177.2(3) . . . . ?
C6 C7 C8 O11 9.5(5) . . . . ?
C2 C7 C8 O11 -168.9(3) . . . . ?
C6 C7 C8 N9 -169.4(3) . . . . ?
C2 C7 C8 N9 12.3(5) . . . . ?
O11 C8 N9 O10 3.5(5) . . . . ?
C7 C8 N9 O10 -177.6(3) . . . . ?
C8 N9 O10 Bi1 -7.0(4) . . . . ?
C8 N9 O10 Bi3 131.1(3) . . . 2_666 ?
N9 C8 O11 Bi1 1.8(4) . . . . ?
C7 C8 O11 Bi1 -177.1(2) . . . . ?
O12 C13 C14 C15 178.6(4) . . . . ?
C18 C13 C14 C15 -1.4(6) . . . . ?
C13 C14 C15 C16 0.3(6) . . . . ?
C14 C15 C16 C17 0.9(6) . . . . ?
C15 C16 C17 C18 -1.0(6) . . . . ?
C16 C17 C18 C13 -0.1(5) . . . . ?
C16 C17 C18 C19 -177.1(3) . . . . ?
O12 C13 C18 C17 -178.7(3) . . . . ?
C14 C13 C18 C17 1.3(5) . . . . ?
O12 C13 C18 C19 -1.9(5) . . . . ?
C14 C13 C18 C19 178.2(3) . . . . ?
C17 C18 C19 O22 2.3(5) . . . . ?
C13 C18 C19 O22 -174.6(3) . . . . ?
C17 C18 C19 N20 -178.3(3) . . . . ?
C13 C18 C19 N20 4.8(5) . . . . ?
O22 C19 N20 O21 2.4(5) . . . . ?
C18 C19 N20 O21 -177.0(3) . . . . ?
C19 N20 O21 Bi1 3.3(3) . . . . ?
C19 N20 O21 Bi1 160.6(2) . . . 2_666 ?
N20 C19 O22 Bi1 -7.3(4) . . . . ?
C18 C19 O22 Bi1 172.1(2) . . . . ?
O23 C24 C25 C26 -176.5(4) . . . . ?
C29 C24 C25 C26 1.7(6) . . . . ?
C24 C25 C26 C27 -1.2(7) . . . . ?
C25 C26 C27 C28 0.1(7) . . . . ?
C26 C27 C28 C29 0.5(7) . . . . ?
C27 C28 C29 C24 0.0(6) . . . . ?
C27 C28 C29 C30 179.0(4) . . . . ?
O23 C24 C29 C28 177.1(4) . . . . ?
C25 C24 C29 C28 -1.1(6) . . . . ?
O23 C24 C29 C30 -1.8(6) . . . . ?
C25 C24 C29 C30 -180.0(4) . . . . ?
C28 C29 C30 O33 10.4(5) . . . . ?
C24 C29 C30 O33 -170.7(4) . . . . ?
C28 C29 C30 N31 -167.6(3) . . . . ?
C24 C29 C30 N31 11.3(6) . . . . ?
O33 C30 N31 O32 -1.2(5) . . . . ?
C29 C30 N31 O32 176.9(3) . . . . ?
C30 N31 O32 Bi2 13.0(4) . . . . ?
C30 N31 O32 Bi1 155.5(2) . . . . ?
N31 C30 O33 Bi2 -11.2(4) . . . . ?
C29 C30 O33 Bi2 170.7(3) . . . . ?
O34 C35 C36 C37 -179.0(3) . . . . ?
C40 C35 C36 C37 0.8(6) . . . . ?
C35 C36 C37 C38 0.5(6) . . . . ?
C36 C37 C38 C39 -1.4(6) . . . . ?
C37 C38 C39 C40 0.8(5) . . . . ?
C38 C39 C40 C35 0.5(5) . . . . ?
C38 C39 C40 C41 -179.5(3) . . . . ?
O34 C35 C40 C39 178.5(3) . . . . ?
C36 C35 C40 C39 -1.3(5) . . . . ?
O34 C35 C40 C41 -1.5(5) . . . . ?
C36 C35 C40 C41 178.7(3) . . . . ?
C39 C40 C41 O44 15.0(5) . . . . ?
C35 C40 C41 O44 -165.0(3) . . . . ?
C39 C40 C41 N42 -163.0(3) . . . . ?
C35 C40 C41 N42 17.0(5) . . . . ?
O44 C41 N42 O43 0.9(5) . . . . ?
C40 C41 N42 O43 178.9(3) . . . . ?
C41 N42 O43 Bi3 132.5(2) . . . . ?
C41 N42 O43 Bi2 15.3(3) . . . . ?
N42 C41 O44 Bi2 -18.8(4) . . . . ?
C40 C41 O44 Bi2 163.2(2) . . . . ?
O45 C46 C47 C48 177.7(3) . . . . ?
C51 C46 C47 C48 -1.3(5) . . . . ?
C46 C47 C48 C49 1.6(6) . . . . ?
C47 C48 C49 C50 -1.6(6) . . . . ?
C48 C49 C50 C51 1.2(6) . . . . ?
C49 C50 C51 C46 -0.9(5) . . . . ?
C49 C50 C51 C52 -176.8(3) . . . . ?
O45 C46 C51 C50 -178.1(3) . . . . ?
C47 C46 C51 C50 1.0(5) . . . . ?
O45 C46 C51 C52 -2.5(5) . . . . ?
C47 C46 C51 C52 176.6(3) . . . . ?
C50 C51 C52 O55 31.9(5) . . . . ?
C46 C51 C52 O55 -143.8(4) . . . . ?
C50 C51 C52 N53 -147.9(3) . . . . ?
C46 C51 C52 N53 36.3(5) . . . . ?
O55 C52 N53 O54 0.4(5) . . . . ?
C51 C52 N53 O54 -179.7(3) . . . . ?
C52 N53 O54 Bi3 -6.8(4) . . . . ?
C52 N53 O54 Bi2 111.7(3) . . . . ?
N53 C52 O55 Bi3 6.1(4) . . . . ?
C51 C52 O55 Bi3 -173.8(2) . . . . ?
O56 C57 C58 C59 176.2(4) . . . . ?
C62 C57 C58 C59 -2.2(6) . . . . ?
C57 C58 C59 C60 -0.4(6) . . . . ?
C58 C59 C60 C61 2.2(6) . . . . ?
C59 C60 C61 C62 -1.6(6) . . . . ?
O56 C57 C62 C61 -175.6(3) . . . . ?
C58 C57 C62 C61 2.8(5) . . . . ?
O56 C57 C62 C63 9.5(5) . . . . ?
C58 C57 C62 C63 -172.1(3) . . . . ?
C60 C61 C62 C57 -0.9(5) . . . . ?
C60 C61 C62 C63 174.3(3) . . . . ?
C57 C62 C63 O66 164.6(3) . . . . ?
C61 C62 C63 O66 -10.4(5) . . . . ?
C57 C62 C63 N64 -12.9(5) . . . . ?
C61 C62 C63 N64 172.1(3) . . . . ?
O66 C63 N64 O65 -3.2(5) . . . . ?
C62 C63 N64 O65 174.3(3) . . . . ?
C63 N64 O65 Bi3 -12.2(4) . . . . ?
N64 C63 O66 Bi3 15.8(4) . . . . ?
C62 C63 O66 Bi3 -161.7(2) . . . . ?

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
O1 H1 O20 0.84 1.92 2.717(4) 159 2_767
O5 H5A O45 0.88 2.09 2.897(4) 153 .
O5 H5B O7 0.88 1.96 2.790(4) 158 2_666
O6 H6A O16 0.88 2.07 2.638(4) 121 2_665
N9 H9 O1 0.88 1.98 2.633(4) 130 .
N9 H9 O66 0.88 2.31 2.845(4) 120 2_666
O12 H12 O19 0.84 1.81 2.646(4) 170 2_656
O16 H16A O2 0.88 2.31 2.866(4) 121 1_655
O16 H16A O56 0.88 2.30 3.013(4) 138 2_665
O16 H16B O20 0.88 1.98 2.844(4) 167 1_554
O17 H17A N1 0.88 2.48 3.349(5) 171 .
O17 H17A O3 0.88 2.43 3.224(5) 151 .
O17 H17A O4 0.88 2.03 2.831(5) 152 .
O18 H18B O9 0.92 2.18 2.843(5) 129 1_565
O18 H18A O13 0.89 1.91 2.802(4) 178 .
O19 H19 O9 0.84 2.05 2.891(4) 176 .
N20 H20 O12 0.88 1.91 2.591(4) 132 .
O23 H23 O17 0.84 1.76 2.576(4) 163 1_655
N31 H31 O11 0.88 2.30 2.815(4) 117 .
N31 H31 O23 0.88 1.91 2.583(4) 132 .
O34 H34A O18 0.73 1.90 2.575(4) 153 2_666
C36 H36 O9 0.95 2.51 3.430(5) 163 2_656
N42 H42 O10 0.88 2.45 3.016(4) 123 2_666
N42 H42 O34 0.88 1.92 2.575(4) 130 .
O45 H45 O15 0.84 1.82 2.655(4) 170 2_676
N53 H53 O15 0.88 1.95 2.756(4) 152 .
N53 H53 O45 0.88 2.27 2.755(4) 115 .
O56 H56 O65 0.84 2.23 2.907(4) 138 2_565
N64 H64 O16 0.88 2.32 3.061(4) 142 2_665
N64 H64 O56 0.88 2.00 2.648(4) 130 .

_refine_diff_density_max         1.894
_refine_diff_density_min         -1.451
_refine_diff_density_rms         0.154

