# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_vb167apCompound1
_database_code_depnum_ccdc_archive 'CCDC 1046081'
_audit_update_record             
;
2015-01-29 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C18 H18 Bi N3 O9), C3 H6 O'
_chemical_formula_sum            'C75 H78 Bi4 N12 O37'
_chemical_formula_weight         2575.41

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8304(3)
_cell_length_b                   11.6831(4)
_cell_length_c                   17.0183(5)
_cell_angle_alpha                83.5330(10)
_cell_angle_beta                 75.7080(10)
_cell_angle_gamma                83.6910(10)
_cell_volume                     2065.90(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    12227
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.070
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1240
_exptl_absorpt_coefficient_mu    8.594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0790
_exptl_absorpt_correction_T_max  0.2783
_exptl_absorpt_process_details   'SADABS 2008-1 (Bruker AXS, 2014)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            67867
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.24
_diffrn_reflns_theta_max         30.21
_reflns_number_total             12227
_reflns_number_gt                10500
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-SEED
_computing_publication_material  CIFTAB

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

A molecule of acetone in the crystal lattice was modelled for dissorder
over two positions due to symmetry.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0160P)²+1.1149P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         12227
_refine_ls_number_parameters     597
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0190
_refine_ls_wR_factor_ref         0.0401
_refine_ls_wR_factor_gt          0.0382
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.464601(7) 0.873998(6) 0.452912(5) 0.01236(2) Uani 1 1 d . . .
Bi2 Bi 0.561810(7) 0.626172(6) 0.925631(5) 0.01231(2) Uani 1 1 d . . .
O1 O 0.51658(15) 1.03617(13) 0.37100(10) 0.0184(3) Uani 1 1 d . . .
O2 O 0.65767(15) 0.84115(13) 0.34493(10) 0.0193(3) Uani 1 1 d . . .
O3 O 0.86529(18) 1.00311(16) 0.18378(11) 0.0326(4) Uani 1 1 d . . .
O4 O 0.32835(15) 1.03481(13) 0.48665(9) 0.0172(3) Uani 1 1 d . . .
O5 O 0.26181(15) 0.82838(13) 0.55036(10) 0.0182(3) Uani 1 1 d . . .
O6 O -0.05193(15) 0.95971(15) 0.60450(11) 0.0252(4) Uani 1 1 d . . .
O7 O 0.35974(16) 0.85468(13) 0.36212(10) 0.0192(3) Uani 1 1 d . . .
O8 O 0.45010(15) 0.67029(13) 0.44077(10) 0.0173(3) Uani 1 1 d . . .
O9 O 0.30552(16) 0.51086(14) 0.32663(10) 0.0214(4) Uani 1 1 d . . .
O10 O 0.64354(15) 0.78544(13) 0.97481(9) 0.0170(3) Uani 1 1 d . . .
O11 O 0.56581(16) 0.78992(13) 0.83938(9) 0.0171(3) Uani 1 1 d . . .
O12 O 0.65447(16) 1.09208(13) 0.92631(10) 0.0190(3) Uani 1 1 d . . .
O13 O 0.75438(15) 0.60338(13) 0.84704(10) 0.0182(3) Uani 1 1 d . . .
O14 O 0.70328(15) 0.51230(14) 0.99799(9) 0.0187(3) Uani 1 1 d . . .
O15 O 1.01903(16) 0.37005(15) 0.95184(11) 0.0265(4) Uani 1 1 d . . .
O16 O 0.55652(15) 0.42629(13) 0.90475(9) 0.0174(3) Uani 1 1 d . . .
O17 O 0.45381(15) 0.60378(12) 0.82574(9) 0.0171(3) Uani 1 1 d . . .
O18 O 0.3459(2) 0.58965(14) 0.70581(11) 0.0340(5) Uani 1 1 d . . .
N1 N 0.62983(18) 1.03323(16) 0.31291(11) 0.0152(4) Uani 1 1 d . . .
N2 N 0.21015(17) 1.02033(16) 0.53682(11) 0.0161(4) Uani 1 1 d . . .
N3 N 0.32097(18) 0.74650(16) 0.35973(12) 0.0167(4) Uani 1 1 d . . .
N4 N 0.59976(17) 0.88771(15) 0.86280(11) 0.0141(4) Uani 1 1 d . . .
N5 N 0.83630(18) 0.51755(16) 0.87386(12) 0.0173(4) Uani 1 1 d . . .
N6 N 0.48948(19) 0.41045(16) 0.84882(11) 0.0175(4) Uani 1 1 d . . .
C1 C 0.6560(2) 1.14868(19) 0.27321(15) 0.0205(5) Uani 1 1 d . . .
H1A H 0.7420 1.1465 0.2403 0.031 Uiso 1 1 calc R . .
H1B H 0.6460 1.2019 0.3138 0.031 Uiso 1 1 calc R . .
H1C H 0.5972 1.1734 0.2394 0.031 Uiso 1 1 calc R . .
C2 C 0.6964(2) 0.93249(19) 0.30192(13) 0.0154(4) Uani 1 1 d . . .
C3 C 0.8190(2) 0.91783(19) 0.24159(14) 0.0182(5) Uani 1 1 d . . .
C4 C 0.9026(3) 0.8233(2) 0.23365(19) 0.0403(8) Uani 1 1 d . . .
H4 H 0.8945 0.7538 0.2663 0.048 Uiso 1 1 calc R . .
C5 C 1.0056(3) 0.8493(3) 0.16624(18) 0.0382(7) Uani 1 1 d . . .
H5 H 1.0766 0.7999 0.1453 0.046 Uiso 1 1 calc R . .
C6 C 0.9803(3) 0.9574(3) 0.13924(18) 0.0352(7) Uani 1 1 d . . .
H6 H 1.0332 0.9975 0.0958 0.042 Uiso 1 1 calc R . .
C7 C 0.1330(2) 1.1300(2) 0.55020(16) 0.0239(5) Uani 1 1 d . . .
H7A H 0.1052 1.1590 0.5018 0.036 Uiso 1 1 calc R . .
H7B H 0.1833 1.1848 0.5631 0.036 Uiso 1 1 calc R . .
H7C H 0.0598 1.1185 0.5945 0.036 Uiso 1 1 calc R . .
C8 C 0.1807(2) 0.91484(19) 0.56569(13) 0.0156(4) Uani 1 1 d . . .
C9 C 0.0543(2) 0.89388(19) 0.61835(14) 0.0170(4) Uani 1 1 d . . .
C10 C 0.0199(2) 0.8130(2) 0.68037(15) 0.0224(5) Uani 1 1 d . . .
H10 H 0.0746 0.7576 0.7013 0.027 Uiso 1 1 calc R . .
C11 C -0.1152(2) 0.8277(2) 0.70808(16) 0.0237(5) Uani 1 1 d . . .
H11 H -0.1662 0.7848 0.7508 0.028 Uiso 1 1 calc R . .
C12 C -0.1542(2) 0.9159(2) 0.66015(16) 0.0277(6) Uani 1 1 d . . .
H12 H -0.2391 0.9438 0.6640 0.033 Uiso 1 1 calc R . .
C13 C 0.2160(3) 0.7540(2) 0.3208(2) 0.0392(8) Uani 1 1 d . . .
H13A H 0.1813 0.6803 0.3284 0.059 Uiso 1 1 calc R . .
H13B H 0.2460 0.7757 0.2637 0.059 Uiso 1 1 calc R . .
H13C H 0.1509 0.8111 0.3445 0.059 Uiso 1 1 calc R . .
C14 C 0.3738(2) 0.65569(19) 0.39818(13) 0.0144(4) Uani 1 1 d . . .
C15 C 0.3496(2) 0.53724(19) 0.39089(13) 0.0155(4) Uani 1 1 d . . .
C16 C 0.3778(2) 0.4394(2) 0.43582(15) 0.0216(5) Uani 1 1 d . . .
H16 H 0.4097 0.4342 0.4822 0.026 Uiso 1 1 calc R . .
C17 C 0.3492(3) 0.3456(2) 0.39823(15) 0.0250(5) Uani 1 1 d . . .
H17 H 0.3578 0.2674 0.4155 0.030 Uiso 1 1 calc R . .
C18 C 0.3075(3) 0.3928(2) 0.33297(15) 0.0242(5) Uani 1 1 d . . .
H18 H 0.2832 0.3510 0.2968 0.029 Uiso 1 1 calc R . .
C19 C 0.5802(2) 0.98975(19) 0.80799(14) 0.0197(5) Uani 1 1 d . . .
H19A H 0.5021 1.0336 0.8315 0.030 Uiso 1 1 calc R . .
H19B H 0.5750 0.9662 0.7567 0.030 Uiso 1 1 calc R . .
H19C H 0.6505 1.0367 0.7996 0.030 Uiso 1 1 calc R . .
C20 C 0.6370(2) 0.88126(18) 0.93181(13) 0.0136(4) Uani 1 1 d . . .
C21 C 0.6707(2) 0.98271(19) 0.96266(14) 0.0149(4) Uani 1 1 d . . .
C22 C 0.7161(2) 0.9865(2) 1.02942(14) 0.0201(5) Uani 1 1 d . . .
H22 H 0.7349 0.9239 1.0647 0.024 Uiso 1 1 calc R . .
C23 C 0.7295(2) 1.1053(2) 1.03533(15) 0.0231(5) Uani 1 1 d . . .
H23 H 0.7591 1.1354 1.0749 0.028 Uiso 1 1 calc R . .
C24 C 0.6907(2) 1.1649(2) 0.97222(15) 0.0205(5) Uani 1 1 d . . .
H24 H 0.6888 1.2448 0.9613 0.025 Uiso 1 1 calc R . .
C25 C 0.9455(2) 0.4877(2) 0.80840(16) 0.0294(6) Uani 1 1 d . . .
H25A H 0.9968 0.4233 0.8274 0.044 Uiso 1 1 calc R . .
H25B H 0.9957 0.5528 0.7911 0.044 Uiso 1 1 calc R . .
H25C H 0.9161 0.4674 0.7634 0.044 Uiso 1 1 calc R . .
C26 C 0.8083(2) 0.47868(18) 0.95142(14) 0.0162(4) Uani 1 1 d . . .
C27 C 0.8936(2) 0.39775(19) 0.99012(15) 0.0185(5) Uani 1 1 d . . .
C28 C 0.8678(3) 0.3479(2) 1.06752(16) 0.0240(5) Uani 1 1 d . . .
H28 H 0.7902 0.3539 1.1059 0.029 Uiso 1 1 calc R . .
C29 C 0.9835(3) 0.2845(2) 1.07838(18) 0.0295(6) Uani 1 1 d . . .
H29 H 0.9960 0.2402 1.1251 0.035 Uiso 1 1 calc R . .
C30 C 1.0704(3) 0.3013(2) 1.00805(19) 0.0325(7) Uani 1 1 d . . .
H30 H 1.1550 0.2701 0.9987 0.039 Uiso 1 1 calc R . .
C31 C 0.4840(4) 0.2909(2) 0.83672(17) 0.0428(9) Uani 1 1 d . . .
H31A H 0.4015 0.2665 0.8648 0.064 Uiso 1 1 calc R . .
H31B H 0.5491 0.2439 0.8578 0.064 Uiso 1 1 calc R . .
H31C H 0.4977 0.2828 0.7796 0.064 Uiso 1 1 calc R . .
C32 C 0.4388(2) 0.50238(18) 0.81146(13) 0.0149(4) Uani 1 1 d . . .
C33 C 0.3665(2) 0.48966(18) 0.75120(13) 0.0147(4) Uani 1 1 d . . .
C34 C 0.3158(3) 0.4056(2) 0.7253(2) 0.0366(7) Uani 1 1 d . . .
H34 H 0.3164 0.3285 0.7461 0.044 Uiso 1 1 calc R . .
C35 C 0.2610(3) 0.4555(2) 0.66065(17) 0.0277(6) Uani 1 1 d . . .
H35 H 0.2187 0.4182 0.6309 0.033 Uiso 1 1 calc R . .
C36 C 0.2825(2) 0.56656(18) 0.65128(13) 0.0248(5) Uani 1 1 d . . .
H36 H 0.2573 0.6207 0.6126 0.030 Uiso 1 1 calc R . .
O20 O 0.0142(2) 0.38319(18) 0.59539(13) 0.0370(10) Uani 0.50 1 d PR A -1
C41 C 0.0205(2) 0.58028(18) 0.53779(13) 0.052(5) Uani 0.50 1 d PR A -1
H41A H -0.0153 0.6056 0.5911 0.078 Uiso 0.50 1 calc PR B -1
H41B H -0.0209 0.6253 0.4993 0.078 Uiso 0.50 1 calc PR C -1
H41C H 0.1104 0.5902 0.5225 0.078 Uiso 0.50 1 calc PR D -1
C42 C 0.0001(5) 0.4508(5) 0.5386(4) 0.0300(12) Uani 0.50 1 d P A -1
C43 C -0.0270(9) 0.4141(10) 0.4670(5) 0.088(7) Uani 0.50 1 d P A -1
H43A H 0.0503 0.3806 0.4335 0.132 Uiso 0.50 1 calc PR A -1
H43B H -0.0605 0.4796 0.4369 0.132 Uiso 0.50 1 calc PR A -1
H43C H -0.0887 0.3578 0.4829 0.132 Uiso 0.50 1 calc PR A -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. 
;

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 O7 2.1748(16) . ?
Bi1 O1 2.2587(15) . ?
Bi1 O4 2.2918(15) . ?
Bi1 O8 2.4373(15) . ?
Bi1 O2 2.4458(15) . ?
Bi1 O5 2.4734(15) . ?
Bi2 O13 2.1887(16) . ?
Bi2 O11 2.2738(15) . ?
Bi2 O17 2.3401(15) . ?
Bi2 O14 2.3976(15) . ?
Bi2 O16 2.4102(15) . ?
Bi2 O10 2.4547(15) . ?
O1 N1 1.372(2) . ?
O2 C2 1.273(3) . ?
O3 C3 1.363(3) . ?
O3 C6 1.375(3) . ?
O4 N2 1.368(2) . ?
O5 C8 1.270(3) . ?
O6 C9 1.367(3) . ?
O6 C12 1.372(3) . ?
O7 N3 1.383(2) . ?
O8 C14 1.261(3) . ?
O9 C18 1.369(3) . ?
O9 C15 1.373(3) . ?
O10 C20 1.272(3) . ?
O11 N4 1.366(2) . ?
O12 C24 1.365(3) . ?
O12 C21 1.368(3) . ?
O13 N5 1.379(2) . ?
O14 C26 1.266(3) . ?
O15 C30 1.365(3) . ?
O15 C27 1.374(3) . ?
O16 N6 1.370(2) . ?
O17 C32 1.271(3) . ?
O18 C36 1.348(3) . ?
O18 C33 1.355(3) . ?
N1 C2 1.318(3) . ?
N1 C1 1.463(3) . ?
N2 C8 1.317(3) . ?
N2 C7 1.459(3) . ?
N3 C14 1.333(3) . ?
N3 C13 1.440(3) . ?
N4 C20 1.325(3) . ?
N4 C19 1.459(3) . ?
N5 C26 1.318(3) . ?
N5 C25 1.452(3) . ?
N6 C32 1.322(3) . ?
N6 C31 1.445(3) . ?
C2 C3 1.471(3) . ?
C3 C4 1.346(4) . ?
C4 C5 1.420(4) . ?
C5 C6 1.318(4) . ?
C8 C9 1.468(3) . ?
C9 C10 1.343(3) . ?
C10 C11 1.420(3) . ?
C11 C12 1.338(4) . ?
C14 C15 1.461(3) . ?
C15 C16 1.352(3) . ?
C16 C17 1.426(3) . ?
C17 C18 1.340(3) . ?
C20 C21 1.464(3) . ?
C21 C22 1.351(3) . ?
C22 C23 1.429(3) . ?
C23 C24 1.343(3) . ?
C26 C27 1.466(3) . ?
C27 C28 1.354(3) . ?
C28 C29 1.425(3) . ?
C29 C30 1.338(4) . ?
C32 C33 1.464(3) . ?
C33 C34 1.340(3) . ?
C34 C35 1.416(4) . ?
C35 C36 1.329(3) . ?
O20 C42 1.207(6) . ?
C41 C42 1.551(6) . ?
C42 C43 1.441(10) . ?

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
O7 Bi1 O1 81.59(6) . . ?
O7 Bi1 O4 87.39(6) . . ?
O1 Bi1 O4 65.43(5) . . ?
O7 Bi1 O8 69.31(5) . . ?
O1 Bi1 O8 138.68(6) . . ?
O4 Bi1 O8 137.98(5) . . ?
O7 Bi1 O2 85.92(6) . . ?
O1 Bi1 O2 67.47(5) . . ?
O4 Bi1 O2 132.90(5) . . ?
O8 Bi1 O2 81.41(5) . . ?
O7 Bi1 O5 83.63(6) . . ?
O1 Bi1 O5 130.45(5) . . ?
O4 Bi1 O5 66.88(5) . . ?
O8 Bi1 O5 75.89(5) . . ?
O2 Bi1 O5 157.14(5) . . ?
O13 Bi2 O11 78.80(6) . . ?
O13 Bi2 O17 95.83(6) . . ?
O11 Bi2 O17 70.46(5) . . ?
O13 Bi2 O14 69.42(5) . . ?
O11 Bi2 O14 137.62(6) . . ?
O17 Bi2 O14 138.33(5) . . ?
O13 Bi2 O16 83.00(6) . . ?
O11 Bi2 O16 131.69(5) . . ?
O17 Bi2 O16 67.39(5) . . ?
O14 Bi2 O16 72.12(5) . . ?
O13 Bi2 O10 85.03(6) . . ?
O11 Bi2 O10 67.62(5) . . ?
O17 Bi2 O10 137.04(5) . . ?
O14 Bi2 O10 82.05(5) . . ?
O16 Bi2 O10 153.98(5) . . ?
N1 O1 Bi1 118.77(12) . . ?
C2 O2 Bi1 114.32(14) . . ?
C3 O3 C6 106.2(2) . . ?
N2 O4 Bi1 118.62(12) . . ?
C8 O5 Bi1 114.53(13) . . ?
C9 O6 C12 106.08(19) . . ?
N3 O7 Bi1 117.44(12) . . ?
C14 O8 Bi1 112.43(13) . . ?
C18 O9 C15 105.92(18) . . ?
C20 O10 Bi2 114.20(13) . . ?
N4 O11 Bi2 118.19(12) . . ?
C24 O12 C21 106.59(18) . . ?
N5 O13 Bi2 116.16(12) . . ?
C26 O14 Bi2 112.63(14) . . ?
C30 O15 C27 105.7(2) . . ?
N6 O16 Bi2 113.83(11) . . ?
C32 O17 Bi2 119.00(14) . . ?
C36 O18 C33 107.75(17) . . ?
C2 N1 O1 117.94(18) . . ?
C2 N1 C1 130.8(2) . . ?
O1 N1 C1 111.29(17) . . ?
C8 N2 O4 118.71(18) . . ?
C8 N2 C7 129.1(2) . . ?
O4 N2 C7 112.16(17) . . ?
C14 N3 O7 118.58(18) . . ?
C14 N3 C13 129.9(2) . . ?
O7 N3 C13 111.21(18) . . ?
C20 N4 O11 118.80(17) . . ?
C20 N4 C19 128.58(19) . . ?
O11 N4 C19 112.48(17) . . ?
C26 N5 O13 118.25(18) . . ?
C26 N5 C25 130.5(2) . . ?
O13 N5 C25 111.17(18) . . ?
C32 N6 O16 118.74(18) . . ?
C32 N6 C31 126.9(2) . . ?
O16 N6 C31 114.32(18) . . ?
O2 C2 N1 120.9(2) . . ?
O2 C2 C3 115.9(2) . . ?
N1 C2 C3 123.2(2) . . ?
C4 C3 O3 109.2(2) . . ?
C4 C3 C2 127.6(2) . . ?
O3 C3 C2 123.1(2) . . ?
C3 C4 C5 107.3(3) . . ?
C6 C5 C4 106.3(2) . . ?
C5 C6 O3 111.0(2) . . ?
O5 C8 N2 121.0(2) . . ?
O5 C8 C9 117.9(2) . . ?
N2 C8 C9 121.1(2) . . ?
C10 C9 O6 109.8(2) . . ?
C10 C9 C8 130.3(2) . . ?
O6 C9 C8 119.9(2) . . ?
C9 C10 C11 107.4(2) . . ?
C12 C11 C10 105.9(2) . . ?
C11 C12 O6 110.8(2) . . ?
O8 C14 N3 120.1(2) . . ?
O8 C14 C15 117.8(2) . . ?
N3 C14 C15 122.1(2) . . ?
C16 C15 O9 110.13(19) . . ?
C16 C15 C14 128.6(2) . . ?
O9 C15 C14 120.86(19) . . ?
C15 C16 C17 106.6(2) . . ?
C18 C17 C16 106.3(2) . . ?
C17 C18 O9 111.1(2) . . ?
O10 C20 N4 120.75(19) . . ?
O10 C20 C21 117.02(19) . . ?
N4 C20 C21 122.22(19) . . ?
C22 C21 O12 109.86(19) . . ?
C22 C21 C20 127.8(2) . . ?
O12 C21 C20 122.25(19) . . ?
C21 C22 C23 106.7(2) . . ?
C24 C23 C22 106.2(2) . . ?
C23 C24 O12 110.7(2) . . ?
O14 C26 N5 120.4(2) . . ?
O14 C26 C27 115.6(2) . . ?
N5 C26 C27 124.0(2) . . ?
C28 C27 O15 110.3(2) . . ?
C28 C27 C26 127.2(2) . . ?
O15 C27 C26 122.3(2) . . ?
C27 C28 C29 106.3(2) . . ?
C30 C29 C28 106.5(2) . . ?
C29 C30 O15 111.2(2) . . ?
O17 C32 N6 120.9(2) . . ?
O17 C32 C33 118.42(19) . . ?
N6 C32 C33 120.66(19) . . ?
C34 C33 O18 108.4(2) . . ?
C34 C33 C32 138.4(2) . . ?
O18 C33 C32 113.16(18) . . ?
C33 C34 C35 107.6(2) . . ?
C36 C35 C34 105.8(2) . . ?
C35 C36 O18 110.4(2) . . ?
O20 C42 C43 121.9(7) . . ?
O20 C42 C41 120.5(5) . . ?
C43 C42 C41 117.4(6) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.268
_refine_diff_density_min         -1.142
_refine_diff_density_rms         0.111
####################################################################### 
# 
# 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_vb128-apCompound2
_database_code_depnum_ccdc_archive 'CCDC 1046082'
_audit_update_record             
;
2015-01-29 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C78 H60 Bi2 N6 O12, C2 H6 O'
_chemical_formula_sum            'C80 H66 Bi2 N6 O13'
_chemical_formula_weight         1737.35

# start Validation Reply Form
_vrf_PLAT602_vb128-ap            
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info 
RESPONSE: Electron density due to lattice solvent was accounted for
using SQUEEZE
;
# end Validation Reply Form



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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P1 21/c 1'

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

_cell_length_a                   14.1095(8)
_cell_length_b                   18.8537(11)
_cell_length_c                   15.4923(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.868(4)
_cell_angle_gamma                90.00
_cell_volume                     4060.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(10)
_cell_measurement_reflns_used    5483
_cell_measurement_theta_min      2.0990
_cell_measurement_theta_max      31.8712

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1716
_exptl_absorpt_coefficient_mu    4.389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2176
_exptl_absorpt_correction_T_max  0.4739
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 

loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1  0.500  0.500  0.500       366       116 ' '
   2  0.500  1.000  1.000       366       119 ' '
_platon_squeeze_details
;

_diffrn_ambient_temperature      123(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27627
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         31.94
_reflns_number_total             12635
_reflns_number_gt                9880
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-SEED
_computing_publication_material  CIFTAB

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

Residual electron density in the lattice was poorly resolved 
and could not be modelled. The associated residual electron 
density from the dissordered acetone and ethanol molecules was 
compensated by application of the programme PLATON/SQUEEZE.

See :  Van der Sluis, P.; Spek, A. L., BYPASS: an Effective 
Method for the Refinement of Crystal Structures Containing 
Disordered Solvent Regions.Acta Cryst. 1990, A46, 194-201.

The void volume of 366 Å³ and calculated electron 
density account well for approximately 2 acetone and 
2 ethanol which were found dissordered in lattice. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0283P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         12635
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0711
_refine_ls_wR_factor_gt          0.0672
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.072123(6) 0.433418(6) 0.093219(6) 0.02087(3) Uani 1 1 d . . .
O1 O 0.02726(12) 0.44007(11) -0.05514(12) 0.0225(4) Uani 1 1 d . . .
O2 O 0.20630(12) 0.46798(11) 0.01371(12) 0.0232(4) Uani 1 1 d . . .
O3 O 0.11244(12) 0.32531(11) 0.06127(13) 0.0261(4) Uani 1 1 d . . .
O4 O 0.22286(12) 0.39250(11) 0.18924(13) 0.0245(4) Uani 1 1 d . . .
O5 O -0.07602(12) 0.38716(12) 0.06919(12) 0.0251(4) Uani 1 1 d . . .
O6 O 0.01841(13) 0.39894(13) 0.23117(13) 0.0310(5) Uani 1 1 d . . .
O8 O 0.0816(3) 0.4790(3) 0.3886(3) 0.0396(11) Uani 0.50 1 d P A -1
H8 H 0.0558 0.4624 0.3400 0.048 Uiso 0.50 1 calc PR A -1
N1 N 0.20828(14) 0.30688(13) 0.08741(16) 0.0226(5) Uani 1 1 d . . .
N4 N 0.10097(15) 0.43083(13) -0.10324(15) 0.0219(5) Uani 1 1 d . . .
N7 N -0.11419(14) 0.36217(14) 0.13910(15) 0.0232(5) Uani 1 1 d . . .
C1 C 0.07573(19) 0.38622(17) -0.17894(19) 0.0259(6) Uani 1 1 d . . .
C2 C 0.1248(2) 0.32376(17) -0.1859(2) 0.0280(6) Uani 1 1 d . . .
H2 H 0.1747 0.3097 -0.1399 0.034 Uiso 1 1 calc R . .
C3 C 0.1018(2) 0.28176(18) -0.2593(2) 0.0321(7) Uani 1 1 d . . .
H3 H 0.1365 0.2392 -0.2642 0.038 Uiso 1 1 calc R . .
C4 C 0.0281(2) 0.3017(2) -0.3260(2) 0.0378(8) Uani 1 1 d . . .
H4 H 0.0121 0.2730 -0.3768 0.045 Uiso 1 1 calc R . .
C5 C -0.0217(2) 0.3636(2) -0.3181(2) 0.0439(10) Uani 1 1 d . . .
H5 H -0.0732 0.3769 -0.3631 0.053 Uiso 1 1 calc R . .
C6 C 0.0026(2) 0.4067(2) -0.2448(2) 0.0377(8) Uani 1 1 d . . .
H6 H -0.0309 0.4499 -0.2403 0.045 Uiso 1 1 calc R . .
C7 C 0.19015(18) 0.44974(15) -0.06545(19) 0.0202(6) Uani 1 1 d . . .
C8 C 0.26925(18) 0.45224(15) -0.11810(19) 0.0213(6) Uani 1 1 d . . .
C45 C 0.36318(19) 0.45259(15) -0.0714(2) 0.0248(6) Uani 1 1 d . . .
H9 H 0.3741 0.4486 -0.0093 0.030 Uiso 1 1 calc R . .
C10 C 0.44050(19) 0.45877(18) -0.1155(2) 0.0301(7) Uani 1 1 d . . .
H10 H 0.5041 0.4590 -0.0831 0.036 Uiso 1 1 calc R . .
C11 C 0.4265(2) 0.46461(16) -0.2048(2) 0.0307(7) Uani 1 1 d . . .
H11 H 0.4801 0.4678 -0.2343 0.037 Uiso 1 1 calc R . .
C12 C 0.3340(2) 0.46582(17) -0.2520(2) 0.0304(7) Uani 1 1 d . . .
H12 H 0.3240 0.4703 -0.3140 0.036 Uiso 1 1 calc R . .
C13 C 0.2554(2) 0.46049(17) -0.2088(2) 0.0270(6) Uani 1 1 d . . .
H13 H 0.1920 0.4625 -0.2414 0.032 Uiso 1 1 calc R . .
C14 C 0.2422(2) 0.25748(17) 0.02967(19) 0.0272(6) Uani 1 1 d . . .
C15 C 0.3258(2) 0.2704(2) -0.0033(2) 0.0344(8) Uani 1 1 d . . .
H15 H 0.3631 0.3115 0.0140 0.041 Uiso 1 1 calc R . .
C16 C 0.3542(3) 0.2232(3) -0.0612(2) 0.0555(12) Uani 1 1 d . . .
H16 H 0.4127 0.2311 -0.0822 0.067 Uiso 1 1 calc R . .
C17 C 0.2996(4) 0.1647(3) -0.0893(3) 0.0730(16) Uani 1 1 d . . .
H17 H 0.3193 0.1331 -0.1305 0.088 Uiso 1 1 calc R . .
C18 C 0.2156(4) 0.1522(2) -0.0570(3) 0.0645(12) Uani 1 1 d . . .
H18 H 0.1777 0.1116 -0.0759 0.077 Uiso 1 1 calc R . .
C19 C 0.1864(3) 0.1986(2) 0.0027(2) 0.0423(8) Uani 1 1 d . . .
H19 H 0.1287 0.1901 0.0249 0.051 Uiso 1 1 calc R . .
C20 C 0.25904(18) 0.34130(16) 0.15514(19) 0.0232(6) Uani 1 1 d . . .
C21 C 0.35806(18) 0.31573(16) 0.19347(19) 0.0243(6) Uani 1 1 d . . .
C22 C 0.42787(19) 0.36656(18) 0.2170(2) 0.0357(8) Uani 1 1 d . . .
H22 H 0.4134 0.4153 0.2060 0.043 Uiso 1 1 calc R . .
C23 C 0.5203(2) 0.34589(19) 0.2572(3) 0.0441(10) Uani 1 1 d . . .
H23 H 0.5686 0.3807 0.2737 0.053 Uiso 1 1 calc R . .
C24 C 0.5410(2) 0.27577(19) 0.2727(2) 0.0385(8) Uani 1 1 d . . .
H24 H 0.6040 0.2620 0.2992 0.046 Uiso 1 1 calc R . .
C25 C 0.4706(2) 0.22457(17) 0.2499(2) 0.0329(7) Uani 1 1 d . . .
H25 H 0.4849 0.1760 0.2622 0.039 Uiso 1 1 calc R . .
C26 C 0.3793(2) 0.24439(17) 0.2091(2) 0.0290(6) Uani 1 1 d . . .
H26 H 0.3313 0.2094 0.1920 0.035 Uiso 1 1 calc R . .
C27 C -0.20565(17) 0.32705(17) 0.11475(17) 0.0224(6) Uani 1 1 d . . .
C28 C -0.27418(19) 0.35907(18) 0.0513(2) 0.0297(7) Uani 1 1 d . . .
H28 H -0.2610 0.4031 0.0259 0.036 Uiso 1 1 calc R . .
C29 C -0.3622(2) 0.3255(2) 0.0258(2) 0.0408(9) Uani 1 1 d . . .
H29 H -0.4093 0.3463 -0.0180 0.049 Uiso 1 1 calc R . .
C30 C -0.3816(2) 0.2628(2) 0.0634(2) 0.0422(9) Uani 1 1 d . . .
H30 H -0.4427 0.2411 0.0465 0.051 Uiso 1 1 calc R . .
C31 C -0.31321(19) 0.2303(2) 0.1257(2) 0.0362(8) Uani 1 1 d . . .
H31 H -0.3269 0.1864 0.1510 0.043 Uiso 1 1 calc R . .
C32 C -0.22399(18) 0.26300(17) 0.15111(18) 0.0257(6) Uani 1 1 d . . .
H32 H -0.1761 0.2411 0.1933 0.031 Uiso 1 1 calc R . .
C33 C -0.06596(17) 0.37140(17) 0.21965(17) 0.0237(6) Uani 1 1 d . . .
C34 C -0.10703(18) 0.34824(17) 0.29666(17) 0.0238(6) Uani 1 1 d . . .
C35 C -0.19717(19) 0.37095(19) 0.31033(19) 0.0304(7) Uani 1 1 d . . .
H35 H -0.2349 0.4014 0.2692 0.037 Uiso 1 1 calc R . .
C36 C -0.2310(2) 0.3488(2) 0.3844(2) 0.0405(9) Uani 1 1 d . . .
H36 H -0.2916 0.3654 0.3949 0.049 Uiso 1 1 calc R . .
C37 C -0.1785(2) 0.3028(2) 0.4434(2) 0.0379(8) Uani 1 1 d . . .
H37 H -0.2036 0.2874 0.4933 0.046 Uiso 1 1 calc R . .
C38 C -0.0895(2) 0.27932(19) 0.4300(2) 0.0351(7) Uani 1 1 d . . .
H38 H -0.0537 0.2468 0.4697 0.042 Uiso 1 1 calc R . .
C39 C -0.0528(2) 0.30365(19) 0.35796(18) 0.0303(7) Uani 1 1 d . . .
H39 H 0.0100 0.2898 0.3503 0.036 Uiso 1 1 calc R . .
C42 C 0.0112(6) 0.4861(4) 0.4435(5) 0.0477(19) Uani 0.50 1 d P A -1
H42A H -0.0178 0.4394 0.4519 0.057 Uiso 0.50 1 calc PR A -1
H42B H -0.0405 0.5186 0.4161 0.057 Uiso 0.50 1 calc PR A -1
C43 C 0.0587(7) 0.5153(5) 0.5300(5) 0.063(3) Uani 0.50 1 d P A -1
H43A H 0.0110 0.5202 0.5688 0.095 Uiso 0.50 1 calc PR A -1
H43B H 0.0865 0.5619 0.5213 0.095 Uiso 0.50 1 calc PR A -1
H43C H 0.1099 0.4830 0.5567 0.095 Uiso 0.50 1 calc PR A -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. 
;

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 O3 2.195(2) . ?
Bi1 O5 2.2364(17) . ?
Bi1 O1 2.2804(19) . ?
Bi1 O6 2.474(2) . ?
Bi1 O4 2.4994(18) . ?
Bi1 O2 2.5151(18) . ?
O1 N4 1.390(3) . ?
O2 C7 1.256(3) . ?
O3 N1 1.388(3) . ?
O4 C20 1.251(3) . ?
O5 N7 1.373(3) . ?
O6 C33 1.283(3) . ?
O8 C42 1.420(10) . ?
N1 C20 1.333(4) . ?
N1 C14 1.429(4) . ?
N4 C7 1.342(3) . ?
N4 C1 1.438(3) . ?
N7 C33 1.326(3) . ?
N7 C27 1.442(3) . ?
C1 C6 1.377(4) . ?
C1 C2 1.380(4) . ?
C2 C3 1.378(4) . ?
C3 C4 1.387(5) . ?
C4 C5 1.378(5) . ?
C5 C6 1.391(4) . ?
C7 C8 1.492(4) . ?
C8 C13 1.394(4) . ?
C8 C45 1.397(4) . ?
C45 C10 1.388(4) . ?
C10 C11 1.369(5) . ?
C11 C12 1.383(4) . ?
C12 C13 1.393(4) . ?
C14 C19 1.383(5) . ?
C14 C15 1.386(4) . ?
C15 C16 1.370(5) . ?
C16 C17 1.373(7) . ?
C17 C18 1.382(7) . ?
C18 C19 1.387(5) . ?
C20 C21 1.501(4) . ?
C21 C22 1.378(4) . ?
C21 C26 1.390(4) . ?
C22 C23 1.400(4) . ?
C23 C24 1.366(5) . ?
C24 C25 1.386(5) . ?
C25 C26 1.385(4) . ?
C27 C32 1.376(4) . ?
C27 C28 1.393(4) . ?
C28 C29 1.390(4) . ?
C29 C30 1.365(5) . ?
C30 C31 1.385(4) . ?
C31 C32 1.396(4) . ?
C33 C34 1.479(4) . ?
C34 C35 1.392(4) . ?
C34 C39 1.395(4) . ?
C35 C36 1.382(4) . ?
C36 C37 1.379(5) . ?
C37 C38 1.381(4) . ?
C38 C39 1.386(4) . ?
C42 C43 1.497(9) . ?

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
O3 Bi1 O5 82.61(7) . . ?
O3 Bi1 O1 82.05(7) . . ?
O5 Bi1 O1 76.32(6) . . ?
O3 Bi1 O6 94.61(8) . . ?
O5 Bi1 O6 68.00(6) . . ?
O1 Bi1 O6 144.29(6) . . ?
O3 Bi1 O4 67.71(7) . . ?
O5 Bi1 O4 130.88(7) . . ?
O1 Bi1 O4 132.67(6) . . ?
O6 Bi1 O4 76.12(6) . . ?
O3 Bi1 O2 83.35(7) . . ?
O5 Bi1 O2 141.26(6) . . ?
O1 Bi1 O2 66.07(6) . . ?
O6 Bi1 O2 149.20(6) . . ?
O4 Bi1 O2 74.71(6) . . ?
N4 O1 Bi1 115.43(14) . . ?
C7 O2 Bi1 112.41(15) . . ?
N1 O3 Bi1 116.35(14) . . ?
C20 O4 Bi1 110.74(17) . . ?
N7 O5 Bi1 118.97(14) . . ?
C33 O6 Bi1 113.61(16) . . ?
C20 N1 O3 118.2(2) . . ?
C20 N1 C14 128.1(2) . . ?
O3 N1 C14 113.2(2) . . ?
C7 N4 O1 117.7(2) . . ?
C7 N4 C1 126.4(2) . . ?
O1 N4 C1 114.0(2) . . ?
C33 N7 O5 119.3(2) . . ?
C33 N7 C27 126.7(2) . . ?
O5 N7 C27 113.9(2) . . ?
C6 C1 C2 120.3(3) . . ?
C6 C1 N4 119.3(3) . . ?
C2 C1 N4 120.4(3) . . ?
C3 C2 C1 120.3(3) . . ?
C2 C3 C4 120.0(3) . . ?
C5 C4 C3 119.5(3) . . ?
C4 C5 C6 120.6(3) . . ?
C1 C6 C5 119.3(3) . . ?
O2 C7 N4 119.9(2) . . ?
O2 C7 C8 119.8(2) . . ?
N4 C7 C8 120.2(2) . . ?
C13 C8 C45 118.6(2) . . ?
C13 C8 C7 124.5(2) . . ?
C45 C8 C7 116.7(3) . . ?
C10 C45 C8 120.1(3) . . ?
C11 C10 C45 121.0(3) . . ?
C10 C11 C12 119.8(3) . . ?
C11 C12 C13 120.1(3) . . ?
C12 C13 C8 120.5(3) . . ?
C19 C14 C15 120.4(3) . . ?
C19 C14 N1 118.5(3) . . ?
C15 C14 N1 120.9(3) . . ?
C16 C15 C14 119.4(4) . . ?
C15 C16 C17 121.2(4) . . ?
C16 C17 C18 119.4(4) . . ?
C17 C18 C19 120.3(4) . . ?
C14 C19 C18 119.3(4) . . ?
O4 C20 N1 120.3(2) . . ?
O4 C20 C21 120.0(3) . . ?
N1 C20 C21 119.6(3) . . ?
C22 C21 C26 120.3(3) . . ?
C22 C21 C20 117.1(3) . . ?
C26 C21 C20 122.5(3) . . ?
C21 C22 C23 119.5(3) . . ?
C24 C23 C22 120.1(3) . . ?
C23 C24 C25 120.4(3) . . ?
C26 C25 C24 119.9(3) . . ?
C25 C26 C21 119.7(3) . . ?
C32 C27 C28 120.9(3) . . ?
C32 C27 N7 121.2(2) . . ?
C28 C27 N7 117.9(3) . . ?
C29 C28 C27 118.8(3) . . ?
C30 C29 C28 120.6(3) . . ?
C29 C30 C31 120.9(3) . . ?
C30 C31 C32 119.2(3) . . ?
C27 C32 C31 119.7(3) . . ?
O6 C33 N7 119.9(2) . . ?
O6 C33 C34 119.3(2) . . ?
N7 C33 C34 120.8(2) . . ?
C35 C34 C39 119.4(3) . . ?
C35 C34 C33 121.8(3) . . ?
C39 C34 C33 118.8(2) . . ?
C36 C35 C34 119.2(3) . . ?
C37 C36 C35 121.1(3) . . ?
C36 C37 C38 120.1(3) . . ?
C37 C38 C39 119.3(3) . . ?
C38 C39 C34 120.7(3) . . ?
O8 C42 C43 108.6(7) . . ?

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
O8 H8 O6 0.84 2.06 2.878(5) 164.2 .

_diffrn_measured_fraction_theta_max 0.902
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.134
_refine_diff_density_min         -1.172
_refine_diff_density_rms         0.112
####################################################################### 
# 
# 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_vb122_apCompound4
_database_code_depnum_ccdc_archive 'CCDC 1046083'
_audit_update_record             
;
2015-01-29 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H49 Bi2 N4 O16 S4'
_chemical_formula_sum            'C37 H49 Bi2 N4 O16 S4'
_chemical_formula_weight         1352.00

# start Validation Reply Form
_vrf_PLAT412_vb122_ap            
;
PROBLEM: Short Intra XH3 .. XHn     H35A   ..  H41A    ..       0.44 Ang.  
RESPONSE: Dissordered H atoms attached to overlapping carbon atoms
;


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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7836(4)
_cell_length_b                   12.4644(7)
_cell_length_c                   23.1300(11)
_cell_angle_alpha                87.484(2)
_cell_angle_beta                 85.407(2)
_cell_angle_gamma                84.557(2)
_cell_volume                     2225.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      30.10

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1314
_exptl_absorpt_coefficient_mu    8.159
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.1058
_exptl_absorpt_correction_T_max  0.2922
_exptl_absorpt_process_details   'SADABS 2008-1 (Bruker AXS, 2014)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            46278
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0538
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         30.19
_reflns_number_total             12791
_reflns_number_gt                10546
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

Three molucules of DMSO in the structure were dissordered and modelled 
as follows:

DMSO molecule (S6, S2, O14, C37-40) has a common oxygen atom O14, with the 
Sulphur and carbon atoms S2, S6 C37 and C38 moddeled over split 
positions at 10.5 half occupancy. C39 and C40 lie on the same position
as duplicated atoms at half 10.5 occupancy each.

DMSO molecule (S3, O15 O17 C33 and C34) has an oxygen atom that is modelled
as split over two positions at 10.5 occupancy. It is either bound to Bi2 or
not.

DMSO molecule (S4, S5, O16 O18 C34 c35 c41 c42) is modelled over two 
positions at 10.6 and 10.4 occupanceys. All the carbon atoms belonging
to the two dissordered components lie on the same positions and were
duplicated.

The N-H proton on the ligand was put in a calculated position
that was chemically sensible and would balance the charge of the complex.
It was confirmed by other analytical techniques i.e. NMR and IR.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0324P)²+2.6151P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         12791
_refine_ls_number_parameters     609
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0744
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.739354(18) 0.531158(11) 0.012601(6) 0.00874(4) Uani 1 1 d . . .
Bi2 Bi 0.758745(18) 0.956328(12) 0.494867(6) 0.00949(4) Uani 1 1 d . . .
S1 S 0.61380(14) 0.85575(9) 0.01902(5) 0.0175(2) Uani 1 1 d . . .
S2 S 0.8927(2) 0.77754(16) 0.35162(8) 0.0096(4) Uani 0.50 1 d P A 1
S3 S 0.77680(16) 0.64889(10) 0.49974(5) 0.0246(3) Uani 1 1 d . A .
S4 S 0.1383(2) 1.34184(16) 0.79273(8) 0.0201(4) Uani 0.60 1 d P B 1
S5 S 0.2509(4) 1.3209(2) 0.81988(13) 0.0192(6) Uani 0.40 1 d P C 2
S6 S 0.9636(3) 0.8570(2) 0.36258(11) 0.0249(5) Uani 0.50 1 d P A 2
O1 O 0.7950(4) 0.5914(2) -0.07774(13) 0.0165(6) Uani 1 1 d . . .
O2 O 0.5852(3) 0.4470(2) -0.04327(12) 0.0118(6) Uani 1 1 d . . .
O3 O 0.6455(4) 0.4079(3) -0.21047(14) 0.0225(7) Uani 1 1 d . . .
H3O H 0.6368 0.3940 -0.1745 0.027 Uiso 1 1 calc R . .
O4 O 0.7249(4) 0.3779(2) 0.07499(13) 0.0153(6) Uani 1 1 d . . .
O5 O 0.9503(3) 0.4024(2) -0.01497(12) 0.0115(6) Uani 1 1 d . . .
O6 O 0.9859(4) 0.0902(2) 0.02037(13) 0.0152(6) Uani 1 1 d . . .
H6O H 1.0218 0.0259 0.0138 0.018 Uiso 1 1 calc R . .
O7 O 0.7292(4) 0.7593(2) 0.03828(13) 0.0164(6) Uani 1 1 d . . .
O8 O 0.7710(4) 0.9455(2) 0.59601(13) 0.0170(7) Uani 1 1 d . . .
O9 O 0.5466(3) 1.0705(2) 0.53764(12) 0.0110(6) Uani 1 1 d . . .
O10 O 0.5037(4) 1.1902(3) 0.69297(14) 0.0221(7) Uani 1 1 d . . .
H10O H 0.5029 1.1782 0.6575 0.027 Uiso 1 1 calc R . .
O11 O 0.7087(4) 1.0777(2) 0.41987(13) 0.0184(7) Uani 1 1 d . . .
O12 O 0.9187(3) 1.0944(2) 0.50004(13) 0.0137(6) Uani 1 1 d . . .
O13 O 0.8401(4) 1.3889(2) 0.44077(14) 0.0210(7) Uani 1 1 d . . .
H13O H 0.8532 1.4551 0.4402 0.025 Uiso 1 1 calc R . .
O14 O 0.7848(4) 0.8244(3) 0.40182(14) 0.0267(8) Uani 1 1 d . . .
O15 O 0.7997(8) 0.7453(5) 0.5291(3) 0.0218(14) Uani 0.50 1 d P . .
O16 O 0.2892(13) 1.2557(7) 0.7798(4) 0.025(2) Uani 0.50 1 d P B 1
O17 O 0.8748(8) 0.5900(5) 0.4563(3) 0.0189(14) Uani 0.50 1 d P . .
O18 O 0.2762(12) 1.2953(8) 0.7580(4) 0.033(2) Uani 0.50 1 d P C 2
N1 N 0.6292(4) 0.4590(3) -0.10324(15) 0.0128(7) Uani 1 1 d . . .
N2 N 0.9359(4) 0.3042(3) 0.01400(15) 0.0115(7) Uani 1 1 d . . .
H2 H 1.0001 0.2465 0.0017 0.014 Uiso 1 1 calc R . .
N3 N 0.5538(4) 1.0795(3) 0.59669(15) 0.0121(7) Uani 1 1 d . . .
N4 N 0.8685(4) 1.1846(3) 0.46576(16) 0.0151(8) Uani 1 1 d . . .
H4N H 0.9042 1.2482 0.4709 0.018 Uiso 1 1 calc R . .
C1 C 0.7329(5) 0.5344(3) -0.11629(18) 0.0133(8) Uani 1 1 d . . .
C2 C 0.7860(5) 0.5550(4) -0.17771(18) 0.0155(9) Uani 1 1 d . . .
C3 C 0.7425(6) 0.4911(4) -0.2218(2) 0.0199(10) Uani 1 1 d . . .
C4 C 0.8027(6) 0.5129(4) -0.2790(2) 0.0256(11) Uani 1 1 d . . .
H4 H 0.7748 0.4692 -0.3090 0.031 Uiso 1 1 calc R . .
C5 C 0.9027(6) 0.5976(5) -0.2924(2) 0.0306(13) Uani 1 1 d . . .
H5 H 0.9407 0.6125 -0.3318 0.037 Uiso 1 1 calc R . .
C6 C 0.9478(6) 0.6603(5) -0.2503(2) 0.0300(12) Uani 1 1 d . . .
H6 H 1.0184 0.7176 -0.2601 0.036 Uiso 1 1 calc R . .
C7 C 0.8891(6) 0.6394(4) -0.1926(2) 0.0238(10) Uani 1 1 d . . .
H7 H 0.9197 0.6831 -0.1631 0.029 Uiso 1 1 calc R . .
C8 C 0.8273(5) 0.2967(3) 0.05962(17) 0.0090(8) Uani 1 1 d . . .
C9 C 0.8207(5) 0.1930(3) 0.09295(18) 0.0120(8) Uani 1 1 d . . .
C10 C 0.7272(6) 0.1954(4) 0.14750(18) 0.0163(9) Uani 1 1 d . . .
H10 H 0.6787 0.2626 0.1621 0.020 Uiso 1 1 calc R . .
C11 C 0.7047(6) 0.1025(4) 0.1799(2) 0.0216(10) Uani 1 1 d . . .
H11 H 0.6429 0.1053 0.2171 0.026 Uiso 1 1 calc R . .
C12 C 0.7728(6) 0.0042(4) 0.15813(19) 0.0203(10) Uani 1 1 d . . .
H12 H 0.7537 -0.0607 0.1798 0.024 Uiso 1 1 calc R . .
C13 C 0.8681(6) 0.0000(3) 0.10525(18) 0.0155(9) Uani 1 1 d . . .
H13 H 0.9160 -0.0678 0.0912 0.019 Uiso 1 1 calc R . .
C14 C 0.8955(5) 0.0945(3) 0.07184(18) 0.0124(8) Uani 1 1 d . . .
C15 C 0.4000(6) 0.8269(4) 0.0441(2) 0.0232(10) Uani 1 1 d . . .
H15A H 0.3789 0.7556 0.0314 0.035 Uiso 1 1 calc R . .
H15B H 0.3162 0.8816 0.0282 0.035 Uiso 1 1 calc R . .
H15C H 0.3875 0.8275 0.0866 0.035 Uiso 1 1 calc R . .
C16 C 0.5959(7) 0.8438(4) -0.0564(2) 0.0281(11) Uani 1 1 d . . .
H16A H 0.7088 0.8510 -0.0774 0.042 Uiso 1 1 calc R . .
H16B H 0.5114 0.9007 -0.0700 0.042 Uiso 1 1 calc R . .
H16C H 0.5577 0.7731 -0.0633 0.042 Uiso 1 1 calc R . .
C17 C 0.6652(5) 1.0128(3) 0.62379(18) 0.0119(8) Uani 1 1 d . . .
C18 C 0.6711(5) 1.0195(4) 0.68740(18) 0.0143(9) Uani 1 1 d . . .
C19 C 0.7639(6) 0.9337(4) 0.7162(2) 0.0216(10) Uani 1 1 d . . .
H19 H 0.8123 0.8732 0.6949 0.026 Uiso 1 1 calc R . .
C20 C 0.7859(7) 0.9356(4) 0.7746(2) 0.0262(11) Uani 1 1 d . . .
H20 H 0.8480 0.8766 0.7934 0.031 Uiso 1 1 calc R . .
C21 C 0.7167(6) 1.0242(4) 0.8056(2) 0.0243(11) Uani 1 1 d . . .
H21 H 0.7341 1.0265 0.8457 0.029 Uiso 1 1 calc R . .
C22 C 0.6233(6) 1.1089(4) 0.77899(19) 0.0209(10) Uani 1 1 d . . .
H22 H 0.5767 1.1693 0.8007 0.025 Uiso 1 1 calc R . .
C23 C 0.5967(5) 1.1063(4) 0.71996(19) 0.0160(9) Uani 1 1 d . . .
C24 C 0.7660(5) 1.1699(3) 0.42584(19) 0.0138(9) Uani 1 1 d . . .
C25 C 0.7112(5) 1.2616(4) 0.38715(19) 0.0157(9) Uani 1 1 d . . .
C26 C 0.6170(6) 1.2434(4) 0.3405(2) 0.0199(10) Uani 1 1 d . . .
H26 H 0.5895 1.1723 0.3346 0.024 Uiso 1 1 calc R . .
C27 C 0.5620(6) 1.3264(4) 0.3023(2) 0.0234(10) Uani 1 1 d . . .
H27 H 0.4976 1.3124 0.2707 0.028 Uiso 1 1 calc R . .
C28 C 0.6024(6) 1.4300(4) 0.3111(2) 0.0223(10) Uani 1 1 d . . .
H28 H 0.5662 1.4875 0.2852 0.027 Uiso 1 1 calc R . .
C29 C 0.6947(6) 1.4502(4) 0.3571(2) 0.0202(10) Uani 1 1 d . . .
H29 H 0.7212 1.5216 0.3627 0.024 Uiso 1 1 calc R . .
C30 C 0.7495(5) 1.3675(4) 0.3953(2) 0.0162(9) Uani 1 1 d . . .
C33 C 0.5660(7) 0.6545(4) 0.4750(2) 0.0354(13) Uani 1 1 d . . .
H33A H 0.5632 0.6957 0.4380 0.053 Uiso 1 1 calc R A .
H33B H 0.4823 0.6896 0.5037 0.053 Uiso 1 1 calc R . .
H33C H 0.5361 0.5811 0.4696 0.053 Uiso 1 1 calc R . .
C34 C 0.7427(7) 0.5596(5) 0.5614(2) 0.0377(14) Uani 1 1 d . . .
H34A H 0.7109 0.4907 0.5486 0.057 Uiso 1 1 calc R A .
H34B H 0.6493 0.5919 0.5879 0.057 Uiso 1 1 calc R . .
H34C H 0.8493 0.5473 0.5816 0.057 Uiso 1 1 calc R . .
C35 C 0.2176(8) 1.4434(6) 0.8324(3) 0.103(2) Uani 1 1 d U B 1
H35A H 0.2932 1.4857 0.8064 0.155 Uiso 1 1 calc R B 1
H35B H 0.2833 1.4094 0.8638 0.155 Uiso 1 1 calc R B 1
H35C H 0.1201 1.4909 0.8488 0.155 Uiso 1 1 calc R B 1
C36 C 0.0174(7) 1.2827(4) 0.8459(2) 0.0736(16) Uani 1 1 d . B 1
H36A H -0.0370 1.2236 0.8302 0.110 Uiso 1 1 calc R B 1
H36B H -0.0724 1.3358 0.8621 0.110 Uiso 1 1 calc R B 1
H36C H 0.0910 1.2541 0.8765 0.110 Uiso 1 1 calc R B 1
C37 C 1.1023(9) 0.7545(7) 0.3781(4) 0.0251(18) Uani 0.60 1 d P A 1
H37A H 1.1278 0.8181 0.3981 0.038 Uiso 0.60 1 calc PR A 1
H37B H 1.1889 0.7407 0.3455 0.038 Uiso 0.60 1 calc PR A 1
H37C H 1.1054 0.6918 0.4053 0.038 Uiso 0.60 1 calc PR A 1
C38 C 1.0401(17) 0.7284(10) 0.3358(5) 0.024(3) Uani 0.40 1 d P A 2
H38A H 0.9451 0.6962 0.3197 0.036 Uiso 0.40 1 calc PR A 2
H38B H 1.0838 0.6817 0.3676 0.036 Uiso 0.40 1 calc PR A 2
H38C H 1.1335 0.7365 0.3054 0.036 Uiso 0.40 1 calc PR A 2
C39 C 0.9037(9) 0.9059(5) 0.3035(3) 0.0475(18) Uani 0.50 1 d P A 1
H39A H 0.7956 0.9210 0.2844 0.071 Uiso 0.50 1 calc PR A 1
H39B H 1.0009 0.8959 0.2740 0.071 Uiso 0.50 1 calc PR A 1
H39C H 0.9204 0.9666 0.3274 0.071 Uiso 0.50 1 calc PR A 1
C40 C 0.9037(9) 0.9059(5) 0.3035(3) 0.0475(18) Uani 0.50 1 d P A 2
H40A H 0.9968 0.9440 0.2832 0.071 Uiso 0.50 1 calc PR A 2
H40B H 0.8007 0.9566 0.3105 0.071 Uiso 0.50 1 calc PR A 2
H40C H 0.8761 0.8479 0.2795 0.071 Uiso 0.50 1 calc PR A 2
C41 C 0.2176(8) 1.4434(6) 0.8324(3) 0.103(2) Uani 0.50 1 d PU C 2
H41A H 0.3234 1.4787 0.8217 0.155 Uiso 0.50 1 calc PR C 2
H41B H 0.1843 1.4521 0.8738 0.155 Uiso 0.50 1 calc PR C 2
H41C H 0.1243 1.4762 0.8096 0.155 Uiso 0.50 1 calc PR C 2
C42 C 0.0174(7) 1.2827(4) 0.8459(2) 0.0736(16) Uani 0.50 1 d P C 2
H42A H 0.0111 1.2054 0.8413 0.110 Uiso 0.50 1 calc PR C 2
H42B H -0.0673 1.3241 0.8226 0.110 Uiso 0.50 1 calc PR C 2
H42C H -0.0080 1.2996 0.8869 0.110 Uiso 0.50 1 calc PR C 2


_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 O2 2.195(3) . ?
Bi1 O1 2.213(3) . ?
Bi1 O5 2.258(3) . ?
Bi1 O4 2.349(3) . ?
Bi1 O2 2.561(3) 2_665 ?
Bi1 O5 2.632(3) 2_765 ?
Bi2 O12 2.231(3) . ?
Bi2 O9 2.268(3) . ?
Bi2 O11 2.284(3) . ?
Bi2 O8 2.346(3) . ?
Bi2 O12 2.541(3) 2_776 ?
Bi2 O9 2.605(3) 2_676 ?
Bi2 O15 2.710(6) . ?
Bi2 O14 2.748(3) . ?
S1 O7 1.505(3) . ?
S1 C16 1.774(5) . ?
S1 C15 1.782(5) . ?
S2 O14 1.485(4) . ?
S2 C37 1.782(8) . ?
S2 C39 1.914(7) . ?
S3 O17 1.402(6) . ?
S3 O15 1.439(6) . ?
S3 C33 1.775(5) . ?
S3 C34 1.789(5) . ?
S4 O16 1.535(9) . ?
S4 C36 1.676(6) . ?
S4 C35 1.779(6) . ?
S5 O18 1.475(9) . ?
S6 O14 1.673(4) . ?
S6 C38 1.775(12) . ?
O1 C1 1.313(5) . ?
O2 N1 1.407(4) . ?
O2 Bi1 2.561(3) 2_665 ?
O3 C3 1.345(6) . ?
O4 C8 1.272(5) . ?
O5 N2 1.380(4) . ?
O5 Bi1 2.632(3) 2_765 ?
O6 C14 1.334(5) . ?
O8 C17 1.275(5) . ?
O9 N3 1.382(4) . ?
O9 Bi2 2.605(3) 2_676 ?
O10 C23 1.371(5) . ?
O11 C24 1.288(5) . ?
O12 N4 1.390(4) . ?
O12 Bi2 2.541(3) 2_776 ?
O13 C30 1.361(5) . ?
N1 C1 1.306(5) . ?
N2 C8 1.304(5) . ?
N3 C17 1.319(5) . ?
N4 C24 1.297(5) . ?
C1 C2 1.466(6) . ?
C2 C7 1.398(6) . ?
C2 C3 1.402(6) . ?
C3 C4 1.392(6) . ?
C4 C5 1.381(7) . ?
C5 C6 1.362(7) . ?
C6 C7 1.398(7) . ?
C8 C9 1.479(5) . ?
C9 C14 1.398(6) . ?
C9 C10 1.405(6) . ?
C10 C11 1.370(6) . ?
C11 C12 1.387(6) . ?
C12 C13 1.379(6) . ?
C13 C14 1.404(6) . ?
C17 C18 1.482(6) . ?
C18 C23 1.399(6) . ?
C18 C19 1.406(6) . ?
C19 C20 1.376(6) . ?
C20 C21 1.386(7) . ?
C21 C22 1.375(7) . ?
C22 C23 1.400(6) . ?
C24 C25 1.472(6) . ?
C25 C26 1.390(6) . ?
C25 C30 1.404(6) . ?
C26 C27 1.390(6) . ?
C27 C28 1.385(7) . ?
C28 C29 1.375(7) . ?
C29 C30 1.387(6) . ?

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
O2 Bi1 O1 72.34(10) . . ?
O2 Bi1 O5 83.42(10) . . ?
O1 Bi1 O5 81.73(11) . . ?
O2 Bi1 O4 85.33(11) . . ?
O1 Bi1 O4 145.69(11) . . ?
O5 Bi1 O4 69.86(10) . . ?
O2 Bi1 O2 67.03(11) . 2_665 ?
O1 Bi1 O2 111.69(10) . 2_665 ?
O5 Bi1 O2 140.26(9) . 2_665 ?
O4 Bi1 O2 81.38(10) . 2_665 ?
O2 Bi1 O5 140.81(9) . 2_765 ?
O1 Bi1 O5 77.28(10) . 2_765 ?
O5 Bi1 O5 68.05(11) . 2_765 ?
O4 Bi1 O5 107.85(10) . 2_765 ?
O2 Bi1 O5 149.71(9) 2_665 2_765 ?
O12 Bi2 O9 83.47(10) . . ?
O12 Bi2 O11 70.18(10) . . ?
O9 Bi2 O11 79.48(11) . . ?
O12 Bi2 O8 83.68(11) . . ?
O9 Bi2 O8 69.79(10) . . ?
O11 Bi2 O8 141.61(11) . . ?
O12 Bi2 O12 64.65(11) . 2_776 ?
O9 Bi2 O12 138.66(9) . 2_776 ?
O11 Bi2 O12 110.71(10) . 2_776 ?
O8 Bi2 O12 80.66(10) . 2_776 ?
O12 Bi2 O9 136.39(10) . 2_676 ?
O9 Bi2 O9 67.23(11) . 2_676 ?
O11 Bi2 O9 73.15(10) . 2_676 ?
O8 Bi2 O9 113.06(10) . 2_676 ?
O12 Bi2 O9 153.74(9) 2_776 2_676 ?
O12 Bi2 O15 133.57(15) . . ?
O9 Bi2 O15 121.08(16) . . ?
O11 Bi2 O15 146.32(16) . . ?
O8 Bi2 O15 71.67(16) . . ?
O12 Bi2 O15 72.78(14) 2_776 . ?
O9 Bi2 O15 89.89(15) 2_676 . ?
O12 Bi2 O14 123.46(11) . . ?
O9 Bi2 O14 135.20(10) . . ?
O11 Bi2 O14 78.26(10) . . ?
O8 Bi2 O14 140.09(10) . . ?
O12 Bi2 O14 85.79(9) 2_776 . ?
O9 Bi2 O14 69.29(9) 2_676 . ?
O15 Bi2 O14 68.47(16) . . ?
O7 S1 C16 106.6(2) . . ?
O7 S1 C15 105.1(2) . . ?
C16 S1 C15 98.2(2) . . ?
O14 S2 C37 103.1(3) . . ?
O14 S2 C39 98.4(2) . . ?
C37 S2 C39 104.3(3) . . ?
O17 S3 O15 134.0(4) . . ?
O17 S3 C33 101.5(3) . . ?
O15 S3 C33 110.9(3) . . ?
O17 S3 C34 107.9(3) . . ?
O15 S3 C34 99.3(3) . . ?
C33 S3 C34 97.8(3) . . ?
O16 S4 C36 103.0(4) . . ?
O16 S4 C35 107.5(5) . . ?
C36 S4 C35 99.9(3) . . ?
O14 S6 C38 99.5(4) . . ?
C1 O1 Bi1 113.2(3) . . ?
N1 O2 Bi1 115.4(2) . . ?
N1 O2 Bi1 115.4(2) . 2_665 ?
Bi1 O2 Bi1 112.97(11) . 2_665 ?
C8 O4 Bi1 114.9(2) . . ?
N2 O5 Bi1 113.9(2) . . ?
N2 O5 Bi1 112.4(2) . 2_765 ?
Bi1 O5 Bi1 111.95(11) . 2_765 ?
C17 O8 Bi2 115.0(3) . . ?
N3 O9 Bi2 115.0(2) . . ?
N3 O9 Bi2 114.8(2) . 2_676 ?
Bi2 O9 Bi2 112.77(11) . 2_676 ?
C24 O11 Bi2 114.1(3) . . ?
N4 O12 Bi2 114.5(2) . . ?
N4 O12 Bi2 117.5(2) . 2_776 ?
Bi2 O12 Bi2 115.35(11) . 2_776 ?
S2 O14 S6 45.14(14) . . ?
S2 O14 Bi2 148.1(2) . . ?
S6 O14 Bi2 104.25(18) . . ?
S3 O15 Bi2 131.5(4) . . ?
C1 N1 O2 113.1(3) . . ?
C8 N2 O5 120.0(3) . . ?
C17 N3 O9 118.4(3) . . ?
C24 N4 O12 116.3(3) . . ?
N1 C1 O1 124.0(4) . . ?
N1 C1 C2 117.9(4) . . ?
O1 C1 C2 118.1(4) . . ?
C7 C2 C3 118.8(4) . . ?
C7 C2 C1 118.5(4) . . ?
C3 C2 C1 122.6(4) . . ?
O3 C3 C4 118.5(4) . . ?
O3 C3 C2 121.9(4) . . ?
C4 C3 C2 119.6(5) . . ?
C5 C4 C3 120.3(5) . . ?
C6 C5 C4 121.2(5) . . ?
C5 C6 C7 119.3(5) . . ?
C2 C7 C6 120.8(5) . . ?
O4 C8 N2 120.2(4) . . ?
O4 C8 C9 119.9(4) . . ?
N2 C8 C9 119.9(4) . . ?
C14 C9 C10 119.6(4) . . ?
C14 C9 C8 123.5(4) . . ?
C10 C9 C8 116.9(4) . . ?
C11 C10 C9 121.1(4) . . ?
C10 C11 C12 119.4(4) . . ?
C13 C12 C11 120.5(4) . . ?
C12 C13 C14 120.9(4) . . ?
O6 C14 C9 120.8(4) . . ?
O6 C14 C13 120.8(4) . . ?
C9 C14 C13 118.4(4) . . ?
O8 C17 N3 121.2(4) . . ?
O8 C17 C18 119.7(4) . . ?
N3 C17 C18 119.1(4) . . ?
C23 C18 C19 118.3(4) . . ?
C23 C18 C17 124.6(4) . . ?
C19 C18 C17 117.0(4) . . ?
C20 C19 C18 121.4(5) . . ?
C19 C20 C21 119.4(5) . . ?
C22 C21 C20 120.8(5) . . ?
C21 C22 C23 120.1(5) . . ?
O10 C23 C18 119.3(4) . . ?
O10 C23 C22 120.6(4) . . ?
C18 C23 C22 120.0(4) . . ?
O11 C24 N4 121.7(4) . . ?
O11 C24 C25 119.3(4) . . ?
N4 C24 C25 119.1(4) . . ?
C26 C25 C30 118.2(4) . . ?
C26 C25 C24 119.0(4) . . ?
C30 C25 C24 122.8(4) . . ?
C25 C26 C27 121.8(5) . . ?
C28 C27 C26 118.9(4) . . ?
C29 C28 C27 120.3(5) . . ?
C28 C29 C30 120.8(5) . . ?
O13 C30 C29 120.1(4) . . ?
O13 C30 C25 120.0(4) . . ?
C29 C30 C25 119.9(4) . . ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.471
_refine_diff_density_min         -1.628
_refine_diff_density_rms         0.209
