# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_compound2

_vrf_PLAT430_compound2           
;
PROBLEM: Short Inter D...A Contact  O1     ..  O1      ..       1.82 Ang. 
RESPONSE: O1 is part of a disordered water of crystallisation 
with an occupancy of about 0.25 
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H36 N, C9 H10 B N6 S6, 0.25(H2 O) '
_chemical_formula_sum            'C25 H46.50 B N7 O0.25 S6'
_chemical_formula_weight         652.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   12.2030(4)
_cell_length_b                   12.2363(4)
_cell_length_c                   13.4489(5)
_cell_angle_alpha                69.8550(10)
_cell_angle_beta                 65.2300(10)
_cell_angle_gamma                69.9210(10)
_cell_volume                     1664.57(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      3.724
_cell_measurement_theta_max      69.431

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             697
_exptl_absorpt_coefficient_mu    4.016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3338
_exptl_absorpt_correction_T_max  0.7189
_exptl_absorpt_process_details   
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'I\mS Incoatec Microfocus'
_diffrn_radiation_monochromator  'Quazar Montel multilayer optic Montel200'
_diffrn_measurement_device_type  'Bruker AXS X8 Prospector Ultra with APEX II'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39938
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.72
_diffrn_reflns_theta_max         69.90
_reflns_number_total             5956
_reflns_number_gt                5859
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2, Bruker AXS'
_computing_cell_refinement       'APEX 2, Bruker AXS'
_computing_data_reduction        'APEX 2, Bruker AXS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_refine_special_details          
; 
 O1 is part of a disordered water of crystallisation with an 
 occupancy of about 0.25 
 Hydrogens of this solvent could not be determined reliably but were included 
 in the sum formula for further calculations.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0396P)²+0.6775P] 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     SHELXL
_refine_ls_extinction_coef       0.0017(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5956
_refine_ls_number_parameters     547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0681
_refine_ls_wR_factor_gt          0.0678
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
S1 S 0.89425(3) 0.08972(3) -0.11027(2) 0.01758(9) Uani 1 1 d . . .
S2 S 0.63169(3) 0.14626(3) 0.04621(3) 0.02232(9) Uani 1 1 d . . .
S3 S 0.53251(3) 0.58881(3) 0.09367(3) 0.02128(9) Uani 1 1 d . . .
S4 S 0.54395(3) 0.41460(3) 0.31204(3) 0.02772(10) Uani 1 1 d . . .
S5 S 0.96899(3) 0.28159(3) 0.29646(3) 0.02079(9) Uani 1 1 d . . .
S6 S 0.88419(3) 0.06559(3) 0.32467(3) 0.02741(10) Uani 1 1 d . . .
N1 N 0.83260(9) 0.20253(9) 0.03735(9) 0.0167(2) Uani 1 1 d . . .
N2 N 0.95735(9) 0.19977(10) -0.02001(9) 0.0180(2) Uani 1 1 d . . .
N3 N 0.68155(9) 0.38641(10) 0.10006(9) 0.0177(2) Uani 1 1 d . . .
N4 N 0.70773(9) 0.44021(10) -0.01324(9) 0.0185(2) Uani 1 1 d . . .
N5 N 0.85188(10) 0.28323(10) 0.18008(9) 0.0181(2) Uani 1 1 d . . .
N6 N 0.87890(10) 0.39500(10) 0.13924(9) 0.0190(2) Uani 1 1 d . . .
C1 C 0.78084(11) 0.15172(11) -0.00030(10) 0.0172(2) Uani 1 1 d . . .
C2 C 1.00204(11) 0.14391(11) -0.09920(10) 0.0173(2) Uani 1 1 d . . .
C3 C 1.13381(12) 0.12781(14) -0.17531(12) 0.0229(3) Uani 1 1 d . . .
H3A H 1.1785(18) 0.1528(17) -0.1495(16) 0.042(5) Uiso 1 1 d . . .
H3B H 1.1699(16) 0.0471(17) -0.1807(14) 0.029(4) Uiso 1 1 d . . .
H3C H 1.1370(17) 0.1775(17) -0.2487(17) 0.035(5) Uiso 1 1 d . . .
C4 C 0.59276(12) 0.45202(12) 0.17153(11) 0.0201(3) Uani 1 1 d . . .
C5 C 0.63723(11) 0.54572(12) -0.02959(11) 0.0187(3) Uani 1 1 d . . .
C6 C 0.64535(14) 0.62421(13) -0.14388(12) 0.0234(3) Uani 1 1 d . . .
H6A H 0.696(2) 0.582(2) -0.198(2) 0.062(7) Uiso 1 1 d . . .
H6B H 0.5659(19) 0.6595(18) -0.1513(16) 0.041(5) Uiso 1 1 d . . .
H6C H 0.681(2) 0.684(2) -0.1600(18) 0.050(6) Uiso 1 1 d . . .
C7 C 0.89472(12) 0.20775(12) 0.26236(10) 0.0197(3) Uani 1 1 d . . .
C8 C 0.93927(11) 0.40726(12) 0.19217(10) 0.0189(3) Uani 1 1 d . . .
C9 C 0.98305(13) 0.51764(13) 0.16392(12) 0.0231(3) Uani 1 1 d . . .
H9A H 0.964(2) 0.572(2) 0.1061(19) 0.048(6) Uiso 1 1 d . . .
H9B H 0.950(2) 0.5491(19) 0.2279(19) 0.052(6) Uiso 1 1 d . . .
H9C H 1.071(2) 0.4998(18) 0.1398(17) 0.046(5) Uiso 1 1 d . . .
B1 B 0.76006(13) 0.26153(13) 0.13959(12) 0.0185(3) Uani 1 1 d . . .
H1B H 0.7038(14) 0.2064(14) 0.2049(13) 0.022(4) Uiso 1 1 d . . .
N7 N 0.37421(10) 0.89343(10) 0.30492(8) 0.0179(2) Uani 1 1 d . . .
C10 C 0.26827(12) 0.82962(12) 0.36099(11) 0.0197(3) Uani 1 1 d . . .
H10A H 0.2655(14) 0.7944(14) 0.4382(14) 0.020(4) Uiso 1 1 d . . .
H10B H 0.1978(14) 0.8906(14) 0.3610(12) 0.015(3) Uiso 1 1 d . . .
C11 C 0.27399(12) 0.73602(12) 0.30789(11) 0.0201(3) Uani 1 1 d . . .
H11A H 0.3405(15) 0.6669(15) 0.3168(13) 0.023(4) Uiso 1 1 d . . .
H11B H 0.2877(14) 0.7670(14) 0.2297(14) 0.019(4) Uiso 1 1 d . . .
C12 C 0.14997(13) 0.69894(13) 0.36622(12) 0.0238(3) Uani 1 1 d . . .
H12A H 0.1338(15) 0.6723(14) 0.4462(14) 0.023(4) Uiso 1 1 d . . .
H12B H 0.0856(15) 0.7648(15) 0.3554(13) 0.020(4) Uiso 1 1 d . . .
C13 C 0.14835(17) 0.59952(15) 0.32366(14) 0.0346(3) Uani 1 1 d . . .
H13A H 0.2114(19) 0.5297(19) 0.3364(17) 0.043(5) Uiso 1 1 d . . .
H13B H 0.1665(17) 0.6230(17) 0.2422(17) 0.036(5) Uiso 1 1 d . . .
H13C H 0.066(2) 0.5806(18) 0.3582(18) 0.048(5) Uiso 1 1 d . . .
C14 C 0.37764(12) 0.96915(12) 0.18764(10) 0.0183(3) Uani 1 1 d . . .
H14A H 0.3870(13) 0.9161(14) 0.1446(12) 0.016(3) Uiso 1 1 d . . .
H14B H 0.4510(15) 0.9979(14) 0.1559(13) 0.019(4) Uiso 1 1 d . . .
C15 C 0.26920(11) 1.07411(12) 0.17630(11) 0.0186(3) Uani 1 1 d . . .
H15A H 0.1935(16) 1.0475(15) 0.2011(14) 0.025(4) Uiso 1 1 d . . .
H15B H 0.2535(15) 1.1272(15) 0.2223(14) 0.023(4) Uiso 1 1 d . . .
C16 C 0.30383(12) 1.13944(12) 0.05148(11) 0.0200(3) Uani 1 1 d . . .
H16A H 0.3211(15) 1.0830(15) 0.0099(14) 0.027(4) Uiso 1 1 d . . .
H16B H 0.3824(15) 1.1621(14) 0.0289(13) 0.022(4) Uiso 1 1 d . . .
C17 C 0.20535(12) 1.24874(13) 0.02340(12) 0.0223(3) Uani 1 1 d . . .
H17A H 0.2316(16) 1.2879(16) -0.0557(16) 0.030(4) Uiso 1 1 d . . .
H17B H 0.1273(17) 1.2280(15) 0.0415(14) 0.031(4) Uiso 1 1 d . . .
H17C H 0.1888(15) 1.3093(16) 0.0630(14) 0.027(4) Uiso 1 1 d . . .
C18 C 0.35029(13) 0.96933(12) 0.38424(11) 0.0206(3) Uani 1 1 d . . .
H18A H 0.3555(14) 0.9144(14) 0.4525(14) 0.020(4) Uiso 1 1 d . . .
H18B H 0.2671(15) 1.0133(14) 0.3964(13) 0.019(4) Uiso 1 1 d . . .
C19 C 0.43494(14) 1.05314(14) 0.34455(12) 0.0260(3) Uani 1 1 d . . .
H19A H 0.5175(16) 1.0063(15) 0.3338(14) 0.026(4) Uiso 1 1 d . . .
H19B H 0.4303(15) 1.1090(16) 0.2746(15) 0.027(4) Uiso 1 1 d . . .
C20 C 0.39499(17) 1.12460(16) 0.43306(13) 0.0352(4) Uani 1 1 d . . .
H20A H 0.4007(17) 1.0688(18) 0.5040(17) 0.039(5) Uiso 1 1 d . . .
H20B H 0.4502(19) 1.1727(19) 0.4126(17) 0.046(5) Uiso 1 1 d . . .
C21 C 0.26690(19) 1.20669(16) 0.45242(15) 0.0411(4) Uani 1 1 d . . .
H21A H 0.259(2) 1.260(2) 0.384(2) 0.064(7) Uiso 1 1 d . . .
H21B H 0.2013(19) 1.1627(19) 0.4850(17) 0.045(5) Uiso 1 1 d . . .
H21C H 0.250(2) 1.257(2) 0.502(2) 0.068(7) Uiso 1 1 d . . .
C22 C 0.50042(12) 0.80614(12) 0.28582(11) 0.0194(3) Uani 1 1 d . . .
H22A H 0.5586(14) 0.8564(14) 0.2503(13) 0.020(4) Uiso 1 1 d . . .
H22B H 0.5085(14) 0.7681(14) 0.2319(13) 0.018(4) Uiso 1 1 d . . .
C23 C 0.52684(12) 0.71285(12) 0.38654(11) 0.0208(3) Uani 1 1 d . . .
H23A H 0.4751(16) 0.6560(16) 0.4186(14) 0.030(4) Uiso 1 1 d . . .
H23B H 0.5171(15) 0.7496(15) 0.4410(14) 0.027(4) Uiso 1 1 d . . .
C24 C 0.66057(13) 0.64145(13) 0.34506(11) 0.0249(3) Uani 1 1 d . . .
H24A H 0.6714(19) 0.6126(18) 0.2814(18) 0.046(5) Uiso 1 1 d . . .
H24B H 0.7152(17) 0.6969(17) 0.3140(16) 0.038(5) Uiso 1 1 d . . .
C25 C 0.69929(13) 0.53870(13) 0.43500(12) 0.0258(3) Uani 1 1 d . . .
H25A H 0.6873(19) 0.5676(18) 0.4974(18) 0.046(5) Uiso 1 1 d . . .
H25B H 0.7873(18) 0.4988(17) 0.4047(16) 0.039(5) Uiso 1 1 d . . .
H25C H 0.6508(19) 0.4802(18) 0.4606(17) 0.044(5) Uiso 1 1 d . . .
O1 O 0.0422(4) 1.0588(5) 0.4611(4) 0.0423(18) Uani 0.249(5) 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7364(13) . ?
S1 C2 1.7387(12) . ?
S2 C1 1.6760(12) . ?
S3 C5 1.7388(13) . ?
S3 C4 1.7412(14) . ?
S4 C4 1.6683(13) . ?
S5 C8 1.7381(13) . ?
S5 C7 1.7447(13) . ?
S6 C7 1.6745(14) . ?
N1 C1 1.3404(16) . ?
N1 N2 1.3829(14) . ?
N1 B1 1.5558(17) . ?
N2 C2 1.2875(17) . ?
N3 C4 1.3431(16) . ?
N3 N4 1.3794(15) . ?
N3 B1 1.5484(18) . ?
N4 C5 1.2867(17) . ?
N5 C7 1.3417(17) . ?
N5 N6 1.3861(15) . ?
N5 B1 1.5612(17) . ?
N6 C8 1.2887(17) . ?
C2 C3 1.4881(17) . ?
C3 H3A 0.93(2) . ?
C3 H3B 0.948(19) . ?
C3 H3C 0.957(19) . ?
C5 C6 1.4885(19) . ?
C6 H6A 0.91(3) . ?
C6 H6B 0.95(2) . ?
C6 H6C 0.89(2) . ?
C8 C9 1.4920(18) . ?
C9 H9A 0.89(2) . ?
C9 H9B 0.94(2) . ?
C9 H9C 0.95(2) . ?
B1 H1B 1.049(16) . ?
N7 C22 1.5189(16) . ?
N7 C14 1.5208(16) . ?
N7 C10 1.5232(16) . ?
N7 C18 1.5235(16) . ?
C10 C11 1.5143(18) . ?
C10 H10A 0.969(16) . ?
C10 H10B 0.925(16) . ?
C11 C12 1.5308(18) . ?
C11 H11A 0.964(17) . ?
C11 H11B 0.948(16) . ?
C12 C13 1.521(2) . ?
C12 H12A 0.963(17) . ?
C12 H12B 0.932(17) . ?
C13 H13A 0.95(2) . ?
C13 H13B 0.977(19) . ?
C13 H13C 0.99(2) . ?
C14 C15 1.5136(18) . ?
C14 H14A 0.960(16) . ?
C14 H14B 0.948(16) . ?
C15 C16 1.5326(18) . ?
C15 H15A 0.972(17) . ?
C15 H15B 0.966(17) . ?
C16 C17 1.5180(18) . ?
C16 H16A 0.950(18) . ?
C16 H16B 0.985(16) . ?
C17 H17A 0.965(18) . ?
C17 H17B 0.980(18) . ?
C17 H17C 0.976(18) . ?
C18 C19 1.5140(18) . ?
C18 H18A 0.945(16) . ?
C18 H18B 0.945(16) . ?
C19 C20 1.535(2) . ?
C19 H19A 0.950(18) . ?
C19 H19B 0.964(18) . ?
C20 C21 1.510(3) . ?
C20 H20A 0.98(2) . ?
C20 H20B 0.94(2) . ?
C21 H21A 0.95(3) . ?
C21 H21B 0.98(2) . ?
C21 H21C 0.97(3) . ?
C22 C23 1.5132(18) . ?
C22 H22A 0.960(16) . ?
C22 H22B 0.945(16) . ?
C23 C24 1.5269(18) . ?
C23 H23A 0.968(18) . ?
C23 H23B 0.933(18) . ?
C24 C25 1.5135(19) . ?
C24 H24A 0.98(2) . ?
C24 H24B 0.98(2) . ?
C25 H25A 0.96(2) . ?
C25 H25B 0.98(2) . ?
C25 H25C 0.97(2) . ?
O1 O1 1.817(10) 2_576 ?

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
C1 S1 C2 89.32(6) . . ?
C5 S3 C4 89.35(6) . . ?
C8 S5 C7 89.76(6) . . ?
C1 N1 N2 116.10(10) . . ?
C1 N1 B1 123.47(10) . . ?
N2 N1 B1 120.43(9) . . ?
C2 N2 N1 111.40(10) . . ?
C4 N3 N4 116.35(11) . . ?
C4 N3 B1 123.09(11) . . ?
N4 N3 B1 120.35(10) . . ?
C5 N4 N3 111.47(10) . . ?
C7 N5 N6 116.47(10) . . ?
C7 N5 B1 125.03(11) . . ?
N6 N5 B1 117.92(10) . . ?
C8 N6 N5 111.53(11) . . ?
N1 C1 S2 127.76(10) . . ?
N1 C1 S1 109.12(9) . . ?
S2 C1 S1 123.12(7) . . ?
N2 C2 C3 123.21(11) . . ?
N2 C2 S1 113.99(9) . . ?
C3 C2 S1 122.80(10) . . ?
C2 C3 H3A 109.6(12) . . ?
C2 C3 H3B 111.5(10) . . ?
H3A C3 H3B 110.3(16) . . ?
C2 C3 H3C 108.7(11) . . ?
H3A C3 H3C 107.6(16) . . ?
H3B C3 H3C 109.0(15) . . ?
N3 C4 S4 127.81(11) . . ?
N3 C4 S3 108.77(9) . . ?
S4 C4 S3 123.43(8) . . ?
N4 C5 C6 122.95(12) . . ?
N4 C5 S3 114.03(10) . . ?
C6 C5 S3 123.02(10) . . ?
C5 C6 H6A 110.3(15) . . ?
C5 C6 H6B 111.9(12) . . ?
H6A C6 H6B 111.1(18) . . ?
C5 C6 H6C 112.1(14) . . ?
H6A C6 H6C 104(2) . . ?
H6B C6 H6C 106.9(18) . . ?
N5 C7 S6 128.21(10) . . ?
N5 C7 S5 108.45(9) . . ?
S6 C7 S5 123.34(8) . . ?
N6 C8 C9 123.04(12) . . ?
N6 C8 S5 113.73(10) . . ?
C9 C8 S5 123.20(10) . . ?
C8 C9 H9A 111.5(14) . . ?
C8 C9 H9B 109.6(13) . . ?
H9A C9 H9B 111.3(19) . . ?
C8 C9 H9C 110.5(12) . . ?
H9A C9 H9C 105.1(18) . . ?
H9B C9 H9C 108.7(17) . . ?
N3 B1 N1 108.27(10) . . ?
N3 B1 N5 106.51(10) . . ?
N1 B1 N5 110.49(10) . . ?
N3 B1 H1B 111.4(8) . . ?
N1 B1 H1B 109.3(9) . . ?
N5 B1 H1B 110.8(8) . . ?
C22 N7 C14 104.27(9) . . ?
C22 N7 C10 112.15(10) . . ?
C14 N7 C10 111.72(10) . . ?
C22 N7 C18 112.14(10) . . ?
C14 N7 C18 111.96(10) . . ?
C10 N7 C18 104.81(9) . . ?
C11 C10 N7 117.32(10) . . ?
C11 C10 H10A 110.4(9) . . ?
N7 C10 H10A 105.7(9) . . ?
C11 C10 H10B 110.2(9) . . ?
N7 C10 H10B 104.4(9) . . ?
H10A C10 H10B 108.3(13) . . ?
C10 C11 C12 107.99(11) . . ?
C10 C11 H11A 110.9(10) . . ?
C12 C11 H11A 109.6(9) . . ?
C10 C11 H11B 110.9(9) . . ?
C12 C11 H11B 109.5(9) . . ?
H11A C11 H11B 107.9(13) . . ?
C13 C12 C11 112.35(12) . . ?
C13 C12 H12A 109.1(10) . . ?
C11 C12 H12A 109.3(9) . . ?
C13 C12 H12B 109.3(10) . . ?
C11 C12 H12B 110.0(10) . . ?
H12A C12 H12B 106.7(13) . . ?
C12 C13 H13A 111.1(12) . . ?
C12 C13 H13B 111.2(11) . . ?
H13A C13 H13B 105.5(16) . . ?
C12 C13 H13C 111.3(12) . . ?
H13A C13 H13C 110.9(17) . . ?
H13B C13 H13C 106.6(16) . . ?
C15 C14 N7 118.49(10) . . ?
C15 C14 H14A 108.5(9) . . ?
N7 C14 H14A 106.9(9) . . ?
C15 C14 H14B 108.7(9) . . ?
N7 C14 H14B 106.1(9) . . ?
H14A C14 H14B 107.6(13) . . ?
C14 C15 C16 106.68(10) . . ?
C14 C15 H15A 111.2(10) . . ?
C16 C15 H15A 110.5(10) . . ?
C14 C15 H15B 110.9(10) . . ?
C16 C15 H15B 110.5(10) . . ?
H15A C15 H15B 107.0(13) . . ?
C17 C16 C15 114.39(11) . . ?
C17 C16 H16A 110.4(10) . . ?
C15 C16 H16A 107.3(10) . . ?
C17 C16 H16B 110.2(9) . . ?
C15 C16 H16B 108.1(9) . . ?
H16A C16 H16B 106.1(13) . . ?
C16 C17 H17A 111.6(10) . . ?
C16 C17 H17B 111.8(10) . . ?
H17A C17 H17B 107.2(14) . . ?
C16 C17 H17C 111.7(10) . . ?
H17A C17 H17C 105.3(14) . . ?
H17B C17 H17C 108.9(14) . . ?
C19 C18 N7 116.83(11) . . ?
C19 C18 H18A 110.4(9) . . ?
N7 C18 H18A 105.6(9) . . ?
C19 C18 H18B 110.2(9) . . ?
N7 C18 H18B 104.8(9) . . ?
H18A C18 H18B 108.5(13) . . ?
C18 C19 C20 109.61(12) . . ?
C18 C19 H19A 108.1(10) . . ?
C20 C19 H19A 110.5(10) . . ?
C18 C19 H19B 110.7(10) . . ?
C20 C19 H19B 108.3(10) . . ?
H19A C19 H19B 109.6(14) . . ?
C21 C20 C19 114.73(14) . . ?
C21 C20 H20A 110.0(11) . . ?
C19 C20 H20A 109.0(11) . . ?
C21 C20 H20B 106.6(13) . . ?
C19 C20 H20B 110.8(13) . . ?
H20A C20 H20B 105.3(17) . . ?
C20 C21 H21A 111.3(15) . . ?
C20 C21 H21B 112.5(12) . . ?
H21A C21 H21B 107.2(18) . . ?
C20 C21 H21C 111.7(15) . . ?
H21A C21 H21C 106(2) . . ?
H21B C21 H21C 108.2(18) . . ?
C23 C22 N7 118.26(10) . . ?
C23 C22 H22A 110.8(9) . . ?
N7 C22 H22A 104.3(9) . . ?
C23 C22 H22B 109.8(9) . . ?
N7 C22 H22B 105.5(9) . . ?
H22A C22 H22B 107.6(13) . . ?
C22 C23 C24 107.48(10) . . ?
C22 C23 H23A 112.1(10) . . ?
C24 C23 H23A 106.4(10) . . ?
C22 C23 H23B 110.3(10) . . ?
C24 C23 H23B 109.9(10) . . ?
H23A C23 H23B 110.5(14) . . ?
C25 C24 C23 114.08(11) . . ?
C25 C24 H24A 110.6(12) . . ?
C23 C24 H24A 108.5(12) . . ?
C25 C24 H24B 109.8(11) . . ?
C23 C24 H24B 108.0(11) . . ?
H24A C24 H24B 105.5(16) . . ?
C24 C25 H25A 110.1(12) . . ?
C24 C25 H25B 110.5(11) . . ?
H25A C25 H25B 108.9(16) . . ?
C24 C25 H25C 109.9(12) . . ?
H25A C25 H25C 109.4(17) . . ?
H25B C25 H25C 107.9(16) . . ?

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
C1 N1 N2 C2 -1.95(15) . . . . ?
B1 N1 N2 C2 177.78(11) . . . . ?
C4 N3 N4 C5 -1.79(14) . . . . ?
B1 N3 N4 C5 -176.64(10) . . . . ?
C7 N5 N6 C8 -1.96(15) . . . . ?
B1 N5 N6 C8 169.76(11) . . . . ?
N2 N1 C1 S2 -176.72(9) . . . . ?
B1 N1 C1 S2 3.56(18) . . . . ?
N2 N1 C1 S1 2.84(13) . . . . ?
B1 N1 C1 S1 -176.88(9) . . . . ?
C2 S1 C1 N1 -2.24(9) . . . . ?
C2 S1 C1 S2 177.34(9) . . . . ?
N1 N2 C2 C3 179.55(12) . . . . ?
N1 N2 C2 S1 0.05(13) . . . . ?
C1 S1 C2 N2 1.28(10) . . . . ?
C1 S1 C2 C3 -178.22(12) . . . . ?
N4 N3 C4 S4 -177.58(9) . . . . ?
B1 N3 C4 S4 -2.88(18) . . . . ?
N4 N3 C4 S3 2.27(13) . . . . ?
B1 N3 C4 S3 176.96(9) . . . . ?
C5 S3 C4 N3 -1.62(9) . . . . ?
C5 S3 C4 S4 178.23(9) . . . . ?
N3 N4 C5 C6 179.94(11) . . . . ?
N3 N4 C5 S3 0.39(13) . . . . ?
C4 S3 C5 N4 0.72(10) . . . . ?
C4 S3 C5 C6 -178.82(11) . . . . ?
N6 N5 C7 S6 -176.73(9) . . . . ?
B1 N5 C7 S6 12.21(19) . . . . ?
N6 N5 C7 S5 2.49(13) . . . . ?
B1 N5 C7 S5 -168.56(9) . . . . ?
C8 S5 C7 N5 -1.81(9) . . . . ?
C8 S5 C7 S6 177.47(9) . . . . ?
N5 N6 C8 C9 178.52(11) . . . . ?
N5 N6 C8 S5 0.40(13) . . . . ?
C7 S5 C8 N6 0.82(10) . . . . ?
C7 S5 C8 C9 -177.30(11) . . . . ?
C4 N3 B1 N1 168.45(10) . . . . ?
N4 N3 B1 N1 -17.06(14) . . . . ?
C4 N3 B1 N5 -72.71(14) . . . . ?
N4 N3 B1 N5 101.78(11) . . . . ?
C1 N1 B1 N3 -77.79(14) . . . . ?
N2 N1 B1 N3 102.50(12) . . . . ?
C1 N1 B1 N5 165.92(11) . . . . ?
N2 N1 B1 N5 -13.79(15) . . . . ?
C7 N5 B1 N3 148.64(11) . . . . ?
N6 N5 B1 N3 -22.30(14) . . . . ?
C7 N5 B1 N1 -93.99(14) . . . . ?
N6 N5 B1 N1 95.07(12) . . . . ?
C22 N7 C10 C11 -51.56(15) . . . . ?
C14 N7 C10 C11 65.09(14) . . . . ?
C18 N7 C10 C11 -173.47(11) . . . . ?
N7 C10 C11 C12 -171.19(11) . . . . ?
C10 C11 C12 C13 -176.73(12) . . . . ?
C22 N7 C14 C15 -174.61(11) . . . . ?
C10 N7 C14 C15 64.05(14) . . . . ?
C18 N7 C14 C15 -53.15(14) . . . . ?
N7 C14 C15 C16 174.85(10) . . . . ?
C14 C15 C16 C17 -179.87(11) . . . . ?
C22 N7 C18 C19 63.85(15) . . . . ?
C14 N7 C18 C19 -52.96(15) . . . . ?
C10 N7 C18 C19 -174.23(12) . . . . ?
N7 C18 C19 C20 178.34(12) . . . . ?
C18 C19 C20 C21 -63.62(18) . . . . ?
C14 N7 C22 C23 -177.65(11) . . . . ?
C10 N7 C22 C23 -56.60(14) . . . . ?
C18 N7 C22 C23 61.02(14) . . . . ?
N7 C22 C23 C24 -177.49(11) . . . . ?
C22 C23 C24 C25 -176.37(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.945
_diffrn_reflns_theta_full        69.90
_diffrn_measured_fraction_theta_full 0.945
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.043
_database_code_depnum_ccdc_archive 'CCDC 970797'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 B2 Bi Cl N12 S12, 2(C2 H3 N)'
_chemical_formula_sum            'C22 H26 B2 Bi Cl N14 S12'
_chemical_formula_weight         1137.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.0111 8.9310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   9.5033(2)
_cell_length_b                   15.4993(4)
_cell_length_c                   28.4071(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4184.21(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9414
_cell_measurement_theta_min      3.112
_cell_measurement_theta_max      69.086

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2232
_exptl_absorpt_coefficient_mu    14.787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1890
_exptl_absorpt_correction_T_max  0.7767
_exptl_absorpt_process_details   
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'I\mS Incoatec Microfocus'
_diffrn_radiation_monochromator  'Quazar Montel multilayer optic Montel200'
_diffrn_measurement_device_type  'Bruker AXS X8 Prospector Ultra with APEX II'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            126049
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         69.39
_reflns_number_total             7791
_reflns_number_gt                7621
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX 2, Bruker AXS'
_computing_cell_refinement       'APEX 2, Bruker AXS'
_computing_data_reduction        'APEX 2, Bruker AXS'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0238P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.018(3)
_refine_ls_number_reflns         7791
_refine_ls_number_parameters     477
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0150
_refine_ls_R_factor_gt           0.0145
_refine_ls_wR_factor_ref         0.0361
_refine_ls_wR_factor_gt          0.0359
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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 0.283462(10) 0.297194(6) 0.279970(3) 0.01545(3) Uani 1 1 d . . .
Cl Cl 0.44594(7) 0.16371(4) 0.28522(2) 0.02417(12) Uani 1 1 d . . .
S1 S 0.13715(6) 0.46063(4) 0.290543(19) 0.01743(12) Uani 1 1 d . . .
S2 S -0.13833(7) 0.44923(5) 0.34112(2) 0.02469(14) Uani 1 1 d . . .
S3 S 0.14314(7) 0.24894(4) 0.36041(2) 0.01891(12) Uani 1 1 d . . .
S4 S 0.36002(7) 0.19787(4) 0.43160(2) 0.02246(12) Uani 1 1 d . . .
S5 S 0.49638(6) 0.35845(4) 0.33433(2) 0.01595(11) Uani 1 1 d . . .
S6 S 0.50339(7) 0.54616(4) 0.30947(2) 0.01909(12) Uani 1 1 d . . .
S7 S 0.45375(6) 0.40094(4) 0.21658(2) 0.02027(12) Uani 1 1 d . . .
S8 S 0.49221(7) 0.48521(4) 0.12419(2) 0.02404(13) Uani 1 1 d . . .
S9 S 0.03716(7) 0.20509(5) 0.23907(2) 0.02558(13) Uani 1 1 d . . .
S10 S -0.14634(7) 0.36138(4) 0.22565(2) 0.02544(13) Uani 1 1 d . . .
S11 S 0.37510(8) 0.17379(5) 0.08420(3) 0.03365(17) Uani 1 1 d . . .
S12 S 0.08641(8) 0.15915(5) 0.04157(2) 0.02988(15) Uani 1 1 d . . .
N1 N 0.0898(2) 0.44216(14) 0.38537(7) 0.0164(4) Uani 1 1 d . . .
N2 N -0.0127(2) 0.43168(14) 0.41962(7) 0.0187(4) Uani 1 1 d . . .
N3 N 0.2922(2) 0.35295(13) 0.42064(6) 0.0160(4) Uani 1 1 d . . .
N4 N 0.3891(2) 0.35428(14) 0.45673(7) 0.0190(4) Uani 1 1 d . . .
N5 N 0.3411(2) 0.49071(13) 0.37214(7) 0.0149(4) Uani 1 1 d . . .
N6 N 0.3111(2) 0.57756(13) 0.36928(7) 0.0175(4) Uani 1 1 d . . .
N7 N 0.3016(2) 0.37477(13) 0.13531(7) 0.0187(4) Uani 1 1 d . . .
N8 N 0.2886(3) 0.40077(14) 0.08875(7) 0.0222(4) Uani 1 1 d . . .
N9 N 0.0809(2) 0.34283(14) 0.18186(7) 0.0196(4) Uani 1 1 d . . .
N10 N 0.0309(2) 0.42229(14) 0.16709(8) 0.0229(5) Uani 1 1 d . . .
N11 N 0.1359(2) 0.25348(14) 0.11167(8) 0.0208(4) Uani 1 1 d . . .
N12 N -0.0051(2) 0.26720(14) 0.10180(8) 0.0227(5) Uani 1 1 d . . .
N13 N 0.2570(4) 0.3072(2) 0.58214(13) 0.0632(9) Uani 1 1 d . . .
N14 N 0.7440(3) 0.5069(2) 0.55109(11) 0.0505(8) Uani 1 1 d . . .
B1 B 0.2043(3) 0.30172(19) 0.15357(9) 0.0205(5) Uani 1 1 d . . .
H1 H 0.2583 0.2606 0.1738 0.025 Uiso 1 1 calc R . .
B2 B 0.2399(3) 0.44477(17) 0.40667(9) 0.0165(6) Uani 1 1 d . . .
H2 H 0.2355 0.4802 0.4360 0.020 Uiso 1 1 calc R . .
C1 C 0.0431(3) 0.45051(16) 0.34119(9) 0.0180(5) Uani 1 1 d . . .
C2 C -0.1371(3) 0.43469(17) 0.40155(9) 0.0217(5) Uani 1 1 d . . .
C3 C -0.2673(3) 0.4270(2) 0.43018(10) 0.0292(6) Uani 1 1 d . . .
H3A H -0.3238 0.4795 0.4266 0.044 Uiso 1 1 calc R . .
H3B H -0.2422 0.4193 0.4634 0.044 Uiso 1 1 calc R . .
H3C H -0.3219 0.3771 0.4194 0.044 Uiso 1 1 calc R . .
C4 C 0.2616(3) 0.27554(15) 0.40332(8) 0.0172(5) Uani 1 1 d . . .
C5 C 0.4334(3) 0.27753(17) 0.46647(9) 0.0223(5) Uani 1 1 d . . .
C6 C 0.5359(3) 0.2597(2) 0.50464(11) 0.0302(6) Uani 1 1 d . . .
H6A H 0.4961 0.2171 0.5264 0.045 Uiso 1 1 calc R . .
H6B H 0.5562 0.3132 0.5217 0.045 Uiso 1 1 calc R . .
H6C H 0.6231 0.2369 0.4910 0.045 Uiso 1 1 calc R . .
C7 C 0.4397(3) 0.46298(16) 0.34269(8) 0.0153(5) Uani 1 1 d . . .
C8 C 0.3874(3) 0.61455(16) 0.33763(9) 0.0197(5) Uani 1 1 d . . .
C9 C 0.3730(3) 0.70772(18) 0.32580(10) 0.0277(6) Uani 1 1 d . . .
H9A H 0.4608 0.7378 0.3334 0.042 Uiso 1 1 calc R . .
H9B H 0.2957 0.7328 0.3441 0.042 Uiso 1 1 calc R . .
H9C H 0.3531 0.7139 0.2921 0.042 Uiso 1 1 calc R . .
C10 C 0.4028(3) 0.41313(16) 0.15981(9) 0.0193(5) Uani 1 1 d . . .
C11 C 0.3817(3) 0.45741(17) 0.07818(9) 0.0219(5) Uani 1 1 d . . .
C12 C 0.3925(3) 0.49850(18) 0.03111(9) 0.0267(6) Uani 1 1 d . . .
H12A H 0.3520 0.5566 0.0324 0.040 Uiso 1 1 calc R . .
H12B H 0.3409 0.4638 0.0080 0.040 Uiso 1 1 calc R . .
H12C H 0.4916 0.5022 0.0219 0.040 Uiso 1 1 calc R . .
C13 C 0.0014(3) 0.30140(17) 0.21324(8) 0.0203(5) Uani 1 1 d . . .
C14 C -0.0870(3) 0.44021(17) 0.18750(10) 0.0238(6) Uani 1 1 d . . .
C15 C -0.1633(4) 0.5233(2) 0.18086(13) 0.0389(8) Uani 1 1 d . . .
H15A H -0.2649 0.5132 0.1834 0.058 Uiso 1 1 calc R . .
H15B H -0.1415 0.5468 0.1497 0.058 Uiso 1 1 calc R . .
H15C H -0.1338 0.5643 0.2052 0.058 Uiso 1 1 calc R . .
C16 C 0.2044(3) 0.19879(17) 0.08300(9) 0.0247(5) Uani 1 1 d . . .
C17 C -0.0456(3) 0.22200(17) 0.06648(9) 0.0243(6) Uani 1 1 d . . .
C18 C -0.1917(3) 0.2241(2) 0.04712(10) 0.0322(7) Uani 1 1 d . . .
H18A H -0.1879 0.2329 0.0130 0.048 Uiso 1 1 calc R . .
H18B H -0.2441 0.2715 0.0617 0.048 Uiso 1 1 calc R . .
H18C H -0.2389 0.1693 0.0539 0.048 Uiso 1 1 calc R . .
C19 C 0.2945(4) 0.3723(2) 0.66515(12) 0.0436(8) Uani 1 1 d . . .
H19A H 0.3337 0.4305 0.6620 0.065 Uiso 1 1 calc R . .
H19B H 0.3599 0.3361 0.6831 0.065 Uiso 1 1 calc R . .
H19C H 0.2041 0.3753 0.6817 0.065 Uiso 1 1 calc R . .
C20 C 0.2733(4) 0.3352(2) 0.61855(13) 0.0416(7) Uani 1 1 d . . .
C21 C 0.6337(4) 0.5258(2) 0.53954(11) 0.0334(7) Uani 1 1 d . . .
C22 C 0.4946(3) 0.5490(2) 0.52328(12) 0.0386(7) Uani 1 1 d . . .
H22A H 0.5021 0.5942 0.4993 0.058 Uiso 1 1 calc R . .
H22B H 0.4388 0.5704 0.5498 0.058 Uiso 1 1 calc R . .
H22C H 0.4486 0.4982 0.5097 0.058 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Cl 2.5859(6) . ?
Bi1 S5 2.7167(6) . ?
Bi1 S3 2.7493(6) . ?
Bi1 S1 2.9052(6) . ?
Bi1 S7 2.9065(6) . ?
Bi1 S9 2.9778(7) . ?
S1 C1 1.701(3) . ?
S2 C1 1.725(3) . ?
S2 C2 1.731(3) . ?
S3 C4 1.710(3) . ?
S4 C4 1.723(2) . ?
S4 C5 1.730(3) . ?
S5 C7 1.724(3) . ?
S6 C7 1.709(2) . ?
S6 C8 1.726(3) . ?
S7 C10 1.694(3) . ?
S8 C11 1.731(3) . ?
S8 C10 1.730(3) . ?
S9 C13 1.698(3) . ?
S10 C13 1.720(3) . ?
S10 C14 1.728(3) . ?
S11 C16 1.668(3) . ?
S12 C16 1.738(3) . ?
S12 C17 1.739(3) . ?
N1 C1 1.337(3) . ?
N1 N2 1.386(3) . ?
N1 B2 1.550(3) . ?
N2 C2 1.289(3) . ?
N3 C4 1.329(3) . ?
N3 N4 1.378(3) . ?
N3 B2 1.559(3) . ?
N4 C5 1.292(4) . ?
N5 C7 1.328(3) . ?
N5 N6 1.379(3) . ?
N5 B2 1.547(3) . ?
N6 C8 1.290(3) . ?
N7 C10 1.328(3) . ?
N7 N8 1.388(3) . ?
N7 B1 1.552(4) . ?
N8 C11 1.282(4) . ?
N9 C13 1.334(3) . ?
N9 N10 1.385(3) . ?
N9 B1 1.557(4) . ?
N10 C14 1.292(4) . ?
N11 C16 1.344(3) . ?
N11 N12 1.386(3) . ?
N11 B1 1.549(3) . ?
N12 C17 1.283(4) . ?
N13 C20 1.132(5) . ?
N14 C21 1.137(5) . ?
B1 H1 1.0000 . ?
B2 H2 1.0000 . ?
C2 C3 1.486(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 C6 1.484(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.489(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 C12 1.484(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.489(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 C18 1.493(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.457(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 C22 1.446(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
Cl Bi1 S5 78.585(19) . . ?
Cl Bi1 S3 91.376(19) . . ?
S5 Bi1 S3 89.078(18) . . ?
Cl Bi1 S1 167.803(18) . . ?
S5 Bi1 S1 89.599(17) . . ?
S3 Bi1 S1 85.361(17) . . ?
Cl Bi1 S7 98.391(19) . . ?
S5 Bi1 S7 75.176(17) . . ?
S3 Bi1 S7 159.312(17) . . ?
S1 Bi1 S7 81.266(17) . . ?
Cl Bi1 S9 96.22(2) . . ?
S5 Bi1 S9 167.118(17) . . ?
S3 Bi1 S9 79.201(18) . . ?
S1 Bi1 S9 94.709(18) . . ?
S7 Bi1 S9 117.459(17) . . ?
C1 S1 Bi1 104.98(9) . . ?
C1 S2 C2 89.63(13) . . ?
C4 S3 Bi1 101.98(8) . . ?
C4 S4 C5 89.26(12) . . ?
C7 S5 Bi1 100.03(8) . . ?
C7 S6 C8 88.92(12) . . ?
C10 S7 Bi1 119.49(9) . . ?
C11 S8 C10 89.02(13) . . ?
C13 S9 Bi1 84.52(8) . . ?
C13 S10 C14 89.28(13) . . ?
C16 S12 C17 89.54(13) . . ?
C1 N1 N2 115.9(2) . . ?
C1 N1 B2 132.0(2) . . ?
N2 N1 B2 112.07(19) . . ?
C2 N2 N1 111.1(2) . . ?
C4 N3 N4 115.8(2) . . ?
C4 N3 B2 131.3(2) . . ?
N4 N3 B2 112.88(19) . . ?
C5 N4 N3 111.3(2) . . ?
C7 N5 N6 115.2(2) . . ?
C7 N5 B2 133.6(2) . . ?
N6 N5 B2 110.97(19) . . ?
C8 N6 N5 111.0(2) . . ?
C10 N7 N8 115.7(2) . . ?
C10 N7 B1 125.7(2) . . ?
N8 N7 B1 118.5(2) . . ?
C11 N8 N7 111.1(2) . . ?
C13 N9 N10 115.8(2) . . ?
C13 N9 B1 125.1(2) . . ?
N10 N9 B1 117.8(2) . . ?
C14 N10 N9 110.7(2) . . ?
C16 N11 N12 116.3(2) . . ?
C16 N11 B1 124.5(2) . . ?
N12 N11 B1 119.2(2) . . ?
C17 N12 N11 111.4(2) . . ?
N11 B1 N7 110.21(19) . . ?
N11 B1 N9 106.2(2) . . ?
N7 B1 N9 108.8(2) . . ?
N11 B1 H1 110.5 . . ?
N7 B1 H1 110.5 . . ?
N9 B1 H1 110.5 . . ?
N5 B2 N1 109.68(19) . . ?
N5 B2 N3 112.5(2) . . ?
N1 B2 N3 111.7(2) . . ?
N5 B2 H2 107.6 . . ?
N1 B2 H2 107.6 . . ?
N3 B2 H2 107.6 . . ?
N1 C1 S1 128.9(2) . . ?
N1 C1 S2 109.37(18) . . ?
S1 C1 S2 121.69(15) . . ?
N2 C2 C3 122.9(2) . . ?
N2 C2 S2 113.9(2) . . ?
C3 C2 S2 123.2(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C4 S3 128.75(19) . . ?
N3 C4 S4 109.83(18) . . ?
S3 C4 S4 121.42(14) . . ?
N4 C5 C6 122.8(3) . . ?
N4 C5 S4 113.79(19) . . ?
C6 C5 S4 123.4(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 S6 110.72(17) . . ?
N5 C7 S5 127.71(18) . . ?
S6 C7 S5 121.50(15) . . ?
N6 C8 C9 122.5(2) . . ?
N6 C8 S6 114.18(19) . . ?
C9 C8 S6 123.4(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N7 C10 S7 131.0(2) . . ?
N7 C10 S8 109.76(18) . . ?
S7 C10 S8 119.22(16) . . ?
N8 C11 C12 123.5(2) . . ?
N8 C11 S8 114.35(19) . . ?
C12 C11 S8 122.1(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N9 C13 S9 126.8(2) . . ?
N9 C13 S10 109.84(19) . . ?
S9 C13 S10 123.37(15) . . ?
N10 C14 C15 123.5(3) . . ?
N10 C14 S10 114.4(2) . . ?
C15 C14 S10 122.1(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N11 C16 S11 127.3(2) . . ?
N11 C16 S12 108.7(2) . . ?
S11 C16 S12 124.00(16) . . ?
N12 C17 C18 123.7(3) . . ?
N12 C17 S12 114.1(2) . . ?
C18 C17 S12 122.2(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N13 C20 C19 179.2(4) . . ?
N14 C21 C22 178.1(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        69.39
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.827
_refine_diff_density_rms         0.068
_database_code_depnum_ccdc_archive 'CCDC 970798'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound4a

_audit_creation_date             2013-10-25
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         
'C24.55 H32.32 B2 Bi I2 N14.77 Na O S12, 0.77(H2 O), 0.23(O1), 0.23(C2 H3 N1)'
_chemical_formula_sum            'C25 H35 B2 Bi I2 N15 Na O2 S12'
_chemical_formula_weight         1469.79
_chemical_melting_point          ?
_chemical_oxdiff_formula         ' C18H20B2BiI2N12S12'
_chemical_oxdiff_usercomment     'Vers.Nr. 288'
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'
B B 0.0013 0.0007 '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'
I I -0.4742 1.8119 '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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.92021(15)
_cell_length_b                   17.08670(14)
_cell_length_c                   20.8514(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.7276(11)
_cell_angle_gamma                90
_cell_volume                     5063.37(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    67481
_cell_measurement_temperature    100.02(10)
_cell_measurement_theta_max      31.9860
_cell_measurement_theta_min      3.1470
_exptl_absorpt_coefficient_mu    5.249
_exptl_absorpt_correction_T_max  1.171
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.1666
_exptl_crystal_size_mid          0.1059
_exptl_crystal_size_min          0.0886
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0115
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            136600
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.030
_diffrn_reflns_theta_min         2.595
_diffrn_ambient_temperature      100.02(10)
_diffrn_detector_area_resol_mean 8.0951
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9991
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -42.00   84.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421    0.0000 -120.0000 126

#__ type_ start__ end____ width___ exp.time_
  2 omega  -40.00   47.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -38.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  3 omega   -4.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   77.0000   30.0000 98

#__ type_ start__ end____ width___ exp.time_
  4 omega  -13.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000   60.0000 79

#__ type_ start__ end____ width___ exp.time_
  5 omega   -4.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   77.0000 -150.0000 96

#__ type_ start__ end____ width___ exp.time_
  6 omega    8.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
  7 omega    7.00   55.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   57.0000  -30.0000 48

#__ type_ start__ end____ width___ exp.time_
  8 omega    7.00   55.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   57.0000  150.0000 48

#__ type_ start__ end____ width___ exp.time_
  9 omega    5.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000 -180.0000 61

#__ type_ start__ end____ width___ exp.time_
 10 omega  -32.00   86.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421    0.0000   30.0000 118

#__ type_ start__ end____ width___ exp.time_
 11 omega    7.00   93.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   57.0000  -90.0000 86

#__ type_ start__ end____ width___ exp.time_
 12 omega    7.00   93.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   57.0000   60.0000 86

#__ type_ start__ end____ width___ exp.time_
 13 omega   34.00  100.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421 -178.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
 14 omega   -4.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   77.0000  150.0000 98

#__ type_ start__ end____ width___ exp.time_
 15 omega  -20.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000  -90.0000 86

#__ type_ start__ end____ width___ exp.time_
 16 omega   35.00   99.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  178.0000  150.0000 64

#__ type_ start__ end____ width___ exp.time_
 17 omega    7.00   93.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   57.0000    0.0000 86

#__ type_ start__ end____ width___ exp.time_
 18 omega  -43.00   44.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -57.0000  120.0000 87

#__ type_ start__ end____ width___ exp.time_
 19 omega  -46.00   47.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5000   38.0000   60.0000 93

#__ type_ start__ end____ width___ exp.time_
 20 omega   -4.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   77.0000   60.0000 98

#__ type_ start__ end____ width___ exp.time_
 21 omega   -4.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   77.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
 22 omega  -20.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000    0.0000 86

#__ type_ start__ end____ width___ exp.time_
 23 omega    3.00   96.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421   38.0000 -120.0000 93

#__ type_ start__ end____ width___ exp.time_
 24 omega  -20.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000 -150.0000 86

#__ type_ start__ end____ width___ exp.time_
 25 omega  -20.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000  -60.0000 86

#__ type_ start__ end____ width___ exp.time_
 26 omega  -20.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       25.0421  -99.0000  150.0000 86

#__ type_ start__ end____ width___ exp.time_
 27 omega  -92.00  -35.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.5000  -57.0000   90.0000 57
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0464486000
_diffrn_orient_matrix_UB_12      -0.0139105000
_diffrn_orient_matrix_UB_13      0.0051268000
_diffrn_orient_matrix_UB_21      0.0117721000
_diffrn_orient_matrix_UB_22      0.0355521000
_diffrn_orient_matrix_UB_23      -0.0130633000
_diffrn_orient_matrix_UB_31      0.0139392500
_diffrn_orient_matrix_UB_32      0.0163145500
_diffrn_orient_matrix_UB_33      0.0328365000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7028
_reflns_number_total             7384
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         7384
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0230
_refine_ls_R_factor_gt           0.0210
_refine_ls_restrained_S_all      1.211
_refine_ls_shift/su_max          0.049
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0181P)²+12.8366P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0489
_refine_ls_wR_factor_ref         0.0494
_refine_special_details          
;
hydogens at minor part of disordered water included in sum formular, but were not included into refinement.
Only half a sodium per molecule is present.
disorder of acetonitrile and water.
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.7500 0.7500 0.5000 0.01715(3) Uani 1 2 d S . P . .
I1 I 0.67027(2) 0.60243(2) 0.53877(2) 0.02028(4) Uani 1 1 d . . . . .
S1 S 0.66897(4) 0.72338(3) 0.36088(3) 0.02028(10) Uani 1 1 d . . . . .
S2 S 0.51342(4) 0.60674(3) 0.34102(3) 0.02001(10) Uani 1 1 d . . . . .
S3 S 0.91902(4) 0.67999(4) 0.48955(3) 0.02334(11) Uani 1 1 d . . . . .
S4 S 0.93363(4) 0.53866(4) 0.57584(3) 0.02651(12) Uani 1 1 d . . . . .
S5 S 0.81734(6) 0.42193(5) 0.22653(3) 0.03637(16) Uani 1 1 d . . . . .
S6 S 0.73235(6) 0.58300(4) 0.21927(3) 0.03307(14) Uani 1 1 d . . . . .
Na1 Na 0.72518(15) 0.36287(11) 0.40642(10) 0.0244(4) Uani 0.5 1 d . . P A -1
O1 O 0.6505(3) 0.3197(2) 0.4819(2) 0.0360(9) Uani 0.5 1 d . . P A -1
H1 H 0.6713 0.2781 0.5026 0.054 Uiso 0.5 1 calc R U P A -1
O2A O 0.7651(4) 0.3016(3) 0.4341(2) 0.0272(10) Uani 0.386(2) 1 d D . P B 2
H2AA H 0.794(6) 0.343(3) 0.434(5) 0.041 Uiso 0.386(2) 1 d D U P B 2
H2AB H 0.710(2) 0.300(6) 0.413(5) 0.041 Uiso 0.386(2) 1 d D U P B 2
O2B O 0.693(2) 0.2898(17) 0.3665(15) 0.066(7) Uiso 0.114(2) 1 d . . P C -3
N1 N 0.68180(13) 0.56317(11) 0.36623(9) 0.0170(3) Uani 1 1 d . . . . .
N2 N 0.63133(14) 0.49472(11) 0.35913(9) 0.0185(4) Uani 1 1 d . . . . .
N3 N 0.83942(13) 0.53509(11) 0.45318(9) 0.0174(3) Uani 1 1 d . . . . .
N4 N 0.82538(14) 0.46251(11) 0.47802(10) 0.0203(4) Uani 1 1 d . . . . .
N5 N 0.80618(13) 0.49275(11) 0.32973(9) 0.0179(3) Uani 1 1 d . . . . .
N6 N 0.84681(14) 0.42154(12) 0.35320(10) 0.0217(4) Uani 1 1 d . . . . .
N7 N 0.6370(3) 0.2966(3) 0.3028(2) 0.0721(13) Uani 0.886(2) 1 d . . P A -1
N8 N 0.8263(4) 0.2519(3) 0.4417(3) 0.0391(12) Uani 0.5 1 d . . P A -1
N9 N 0.561(3) 0.169(2) 0.2225(19) 0.079(10) Uiso 0.114(2) 1 d D . P C -3
C1 C 0.63096(15) 0.62909(13) 0.35813(10) 0.0172(4) Uani 1 1 d . . . . .
C2 C 0.54183(16) 0.50804(13) 0.34518(11) 0.0200(4) Uani 1 1 d . . . . .
C3 C 0.47096(19) 0.44430(16) 0.33286(15) 0.0278(5) Uani 1 1 d . . . . .
H3A H 0.432(2) 0.4502(19) 0.3621(16) 0.033(8) Uiso 1 1 d . . . . .
H3B H 0.430(2) 0.448(2) 0.2893(18) 0.036(9) Uiso 1 1 d . . . . .
H3C H 0.503(3) 0.398(2) 0.3391(18) 0.039(9) Uiso 1 1 d . . . . .
C4 C 0.89294(16) 0.58459(14) 0.49914(11) 0.0201(4) Uani 1 1 d . . . . .
C5 C 0.87105(17) 0.45603(15) 0.54155(12) 0.0241(5) Uani 1 1 d . . . . .
C6 C 0.8706(2) 0.38466(19) 0.58236(16) 0.0339(6) Uani 1 1 d . . . . .
H6A H 0.848(3) 0.397(2) 0.6203(19) 0.043(10) Uiso 1 1 d . . . . .
H6B H 0.838(3) 0.346(3) 0.555(2) 0.071(14) Uiso 1 1 d . . . . .
H6C H 0.934(4) 0.367(3) 0.604(3) 0.097(18) Uiso 1 1 d . . . . .
C7 C 0.78401(18) 0.50442(15) 0.26276(12) 0.0239(5) Uani 1 1 d . . . . .
C8 C 0.85814(18) 0.37857(16) 0.30541(12) 0.0269(5) Uani 1 1 d . . . . .
C9 C 0.9020(2) 0.29943(19) 0.31721(16) 0.0388(7) Uani 1 1 d . . . . .
H9A H 0.860(3) 0.261(3) 0.291(3) 0.067(14) Uiso 1 1 d . . . . .
H9B H 0.924(2) 0.288(2) 0.3632(19) 0.037(9) Uiso 1 1 d . . . . .
H9C H 0.956(3) 0.302(3) 0.300(2) 0.059(12) Uiso 1 1 d . . . . .
C10 C 0.6201(2) 0.2733(2) 0.24954(19) 0.0386(8) Uani 0.886(2) 1 d . . P A -1
C11 C 0.5984(3) 0.2456(2) 0.1818(2) 0.0446(9) Uani 0.886(2) 1 d . . P A -1
H11A H 0.5312 0.2532 0.1586 0.067 Uiso 0.886(2) 1 calc R U P C -1
H11B H 0.6137 0.1898 0.1821 0.067 Uiso 0.886(2) 1 calc R U P C -1
H11C H 0.6355 0.2748 0.1582 0.067 Uiso 0.886(2) 1 calc R U P C -1
C12 C 0.8527(4) 0.1914(3) 0.4604(3) 0.0294(11) Uani 0.5 1 d . . P A -1
C13 C 0.8830(8) 0.1143(7) 0.4827(8) 0.035(2) Uani 0.5 1 d . . P A -1
H13A H 0.8635 0.0780 0.4446 0.053 Uiso 0.5 1 calc R U P A -1
H13B H 0.8545 0.0983 0.5173 0.053 Uiso 0.5 1 calc R U P A -1
H13C H 0.9517 0.1135 0.5017 0.053 Uiso 0.5 1 calc R U P A -1
C14 C 0.6007(9) 0.3636(7) 0.5192(8) 0.039(3) Uani 0.5 1 d . . P A -1
H14A H 0.5478 0.3325 0.5238 0.059 Uiso 0.5 1 calc R U P A -1
H14B H 0.5770 0.4123 0.4953 0.059 Uiso 0.5 1 calc R U P A -1
H14C H 0.6435 0.3758 0.5640 0.059 Uiso 0.5 1 calc R U P A -1
C15 C 0.5344(15) 0.1202(12) 0.2419(11) 0.022(4) Uiso 0.114(2) 1 d D . P C -3
C16 C 0.494(3) 0.0550(11) 0.254(2) 0.035(6) Uiso 0.114(2) 1 d D . P C -3
H16A H 0.5320 0.0324 0.2969 0.052 Uiso 0.114(2) 1 calc R U P C -3
H16B H 0.4889 0.0173 0.2177 0.052 Uiso 0.114(2) 1 calc R U P C -3
H16C H 0.4309 0.0671 0.2567 0.052 Uiso 0.114(2) 1 calc R U P C -3
B1 B 0.78981(17) 0.55674(14) 0.37815(12) 0.0171(4) Uani 1 1 d . . . . .
H1A H 0.8152(18) 0.6130(15) 0.3675(13) 0.013(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 I1 3.00203(15) 7_666 ?
Bi1 I1 3.00206(14) . ?
Bi1 S1 2.8191(6) 7_666 ?
Bi1 S1 2.8191(6) . ?
Bi1 S3 2.8587(6) . ?
Bi1 S3 2.8588(6) 7_666 ?
S1 C1 1.703(2) . ?
S2 C1 1.723(2) . ?
S2 C2 1.735(2) . ?
S3 C4 1.702(2) . ?
S4 C4 1.718(2) . ?
S4 C5 1.723(3) . ?
S5 C7 1.742(2) . ?
S5 C8 1.736(3) . ?
S6 C7 1.671(3) . ?
Na1 O1 2.309(4) . ?
Na1 N2 2.677(3) . ?
Na1 N4 2.450(3) . ?
Na1 N6 2.599(3) . ?
Na1 N7 2.440(4) . ?
Na1 N8 2.394(6) . ?
O1 C14 1.440(15) . ?
N1 N2 1.374(2) . ?
N1 C1 1.340(3) . ?
N1 B1 1.558(3) . ?
N2 C2 1.297(3) . ?
N3 N4 1.384(3) . ?
N3 C4 1.344(3) . ?
N3 B1 1.558(3) . ?
N4 C5 1.297(3) . ?
N5 N6 1.381(3) . ?
N5 C7 1.348(3) . ?
N5 B1 1.557(3) . ?
N6 C8 1.290(3) . ?
N7 C10 1.133(5) . ?
N8 C12 1.133(7) . ?
N9 C15 1.06(3) . ?
C2 C3 1.485(3) . ?
C5 C6 1.488(4) . ?
C8 C9 1.490(4) . ?
C10 C11 1.431(5) . ?
C12 C13 1.424(12) . ?
C15 C16 1.33(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Bi1 I1 180.0 7_666 . ?
S1 Bi1 I1 86.525(12) 7_666 . ?
S1 Bi1 I1 93.474(12) . . ?
S1 Bi1 I1 93.476(12) 7_666 7_666 ?
S1 Bi1 I1 86.525(12) . 7_666 ?
S1 Bi1 S1 180.0 . 7_666 ?
S1 Bi1 S3 91.954(17) . 7_666 ?
S1 Bi1 S3 88.046(17) 7_666 7_666 ?
S1 Bi1 S3 88.046(17) . . ?
S1 Bi1 S3 91.953(17) 7_666 . ?
S3 Bi1 I1 95.748(13) 7_666 7_666 ?
S3 Bi1 I1 84.253(13) . 7_666 ?
S3 Bi1 I1 95.747(13) . . ?
S3 Bi1 I1 84.252(13) 7_666 . ?
S3 Bi1 S3 180.0 . 7_666 ?
C1 S1 Bi1 102.79(7) . . ?
C1 S2 C2 89.27(11) . . ?
C4 S3 Bi1 98.82(8) . . ?
C4 S4 C5 89.70(12) . . ?
C8 S5 C7 89.91(12) . . ?
O1 Na1 N2 102.31(13) . . ?
O1 Na1 N4 97.96(14) . . ?
O1 Na1 N6 163.51(16) . . ?
O1 Na1 N7 102.31(19) . . ?
O1 Na1 N8 85.84(18) . . ?
N4 Na1 N2 78.07(8) . . ?
N4 Na1 N6 67.44(8) . . ?
N6 Na1 N2 82.71(8) . . ?
N7 Na1 N2 89.07(13) . . ?
N7 Na1 N4 157.93(17) . . ?
N7 Na1 N6 93.39(15) . . ?
N8 Na1 N2 171.55(16) . . ?
N8 Na1 N4 98.77(16) . . ?
N8 Na1 N6 88.85(15) . . ?
N8 Na1 N7 91.38(19) . . ?
C14 O1 Na1 129.6(5) . . ?
N2 N1 B1 117.60(17) . . ?
C1 N1 N2 115.55(18) . . ?
C1 N1 B1 126.73(18) . . ?
N1 N2 Na1 117.94(14) . . ?
C2 N2 Na1 128.13(16) . . ?
C2 N2 N1 111.57(19) . . ?
N4 N3 B1 120.58(18) . . ?
C4 N3 N4 114.95(19) . . ?
C4 N3 B1 124.35(19) . . ?
N3 N4 Na1 121.88(15) . . ?
C5 N4 Na1 126.62(17) . . ?
C5 N4 N3 111.5(2) . . ?
N6 N5 B1 121.84(18) . . ?
C7 N5 N6 116.11(19) . . ?
C7 N5 B1 122.03(19) . . ?
N5 N6 Na1 101.71(14) . . ?
C8 N6 Na1 112.53(18) . . ?
C8 N6 N5 112.0(2) . . ?
C10 N7 Na1 158.4(4) . . ?
C12 N8 Na1 161.6(5) . . ?
S1 C1 S2 121.62(13) . . ?
N1 C1 S1 128.40(17) . . ?
N1 C1 S2 109.96(16) . . ?
N2 C2 S2 113.63(17) . . ?
N2 C2 C3 122.7(2) . . ?
C3 C2 S2 123.66(19) . . ?
S3 C4 S4 121.22(13) . . ?
N3 C4 S3 128.81(18) . . ?
N3 C4 S4 109.95(17) . . ?
N4 C5 S4 113.81(19) . . ?
N4 C5 C6 124.2(2) . . ?
C6 C5 S4 122.0(2) . . ?
S6 C7 S5 124.07(14) . . ?
N5 C7 S5 108.49(18) . . ?
N5 C7 S6 127.43(18) . . ?
N6 C8 S5 113.47(19) . . ?
N6 C8 C9 122.9(2) . . ?
C9 C8 S5 123.6(2) . . ?
N7 C10 C11 178.8(5) . . ?
N8 C12 C13 178.2(8) . . ?
N9 C15 C16 169(4) . . ?
N3 B1 N1 109.21(17) . . ?
N5 B1 N1 107.76(17) . . ?
N5 B1 N3 111.35(18) . . ?

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 S1 C1 S2 105.61(12) . . . . ?
Bi1 S1 C1 N1 -76.3(2) . . . . ?
Bi1 S3 C4 S4 -97.52(13) . . . . ?
Bi1 S3 C4 N3 80.7(2) . . . . ?
Na1 N2 C2 S2 161.02(11) . . . . ?
Na1 N2 C2 C3 -20.0(3) . . . . ?
Na1 N4 C5 S4 -179.36(12) . . . . ?
Na1 N4 C5 C6 0.5(4) . . . . ?
Na1 N6 C8 S5 112.73(18) . . . . ?
Na1 N6 C8 C9 -67.2(3) . . . . ?
N1 N2 C2 S2 -0.9(2) . . . . ?
N1 N2 C2 C3 178.1(2) . . . . ?
N2 N1 C1 S1 -177.95(16) . . . . ?
N2 N1 C1 S2 0.3(2) . . . . ?
N2 N1 B1 N3 -78.3(2) . . . . ?
N2 N1 B1 N5 42.8(2) . . . . ?
N3 N4 C5 S4 0.6(2) . . . . ?
N3 N4 C5 C6 -179.5(2) . . . . ?
N4 N3 C4 S3 -174.96(17) . . . . ?
N4 N3 C4 S4 3.4(2) . . . . ?
N4 N3 B1 N1 67.5(2) . . . . ?
N4 N3 B1 N5 -51.4(3) . . . . ?
N5 N6 C8 S5 -1.1(3) . . . . ?
N5 N6 C8 C9 178.9(3) . . . . ?
N6 N5 C7 S5 -0.9(3) . . . . ?
N6 N5 C7 S6 178.53(18) . . . . ?
N6 N5 B1 N1 -110.2(2) . . . . ?
N6 N5 B1 N3 9.6(3) . . . . ?
C1 S2 C2 N2 0.91(18) . . . . ?
C1 S2 C2 C3 -178.1(2) . . . . ?
C1 N1 N2 Na1 -163.56(15) . . . . ?
C1 N1 N2 C2 0.4(3) . . . . ?
C1 N1 B1 N3 105.9(2) . . . . ?
C1 N1 B1 N5 -133.0(2) . . . . ?
C2 S2 C1 S1 177.73(14) . . . . ?
C2 S2 C1 N1 -0.64(16) . . . . ?
C4 S4 C5 N4 1.05(19) . . . . ?
C4 S4 C5 C6 -178.8(2) . . . . ?
C4 N3 N4 Na1 177.33(15) . . . . ?
C4 N3 N4 C5 -2.7(3) . . . . ?
C4 N3 B1 N1 -108.3(2) . . . . ?
C4 N3 B1 N5 132.8(2) . . . . ?
C5 S4 C4 S3 176.05(15) . . . . ?
C5 S4 C4 N3 -2.46(17) . . . . ?
C7 S5 C8 N6 0.6(2) . . . . ?
C7 S5 C8 C9 -179.5(3) . . . . ?
C7 N5 N6 Na1 -119.05(18) . . . . ?
C7 N5 N6 C8 1.3(3) . . . . ?
C7 N5 B1 N1 71.7(3) . . . . ?
C7 N5 B1 N3 -168.5(2) . . . . ?
C8 S5 C7 S6 -179.24(19) . . . . ?
C8 S5 C7 N5 0.19(19) . . . . ?
B1 N1 N2 Na1 20.2(2) . . . . ?
B1 N1 N2 C2 -175.84(19) . . . . ?
B1 N1 C1 S1 -2.1(3) . . . . ?
B1 N1 C1 S2 176.13(16) . . . . ?
B1 N3 N4 Na1 1.2(3) . . . . ?
B1 N3 N4 C5 -178.82(19) . . . . ?
B1 N3 C4 S3 1.0(3) . . . . ?
B1 N3 C4 S4 179.38(16) . . . . ?
B1 N5 N6 Na1 62.8(2) . . . . ?
B1 N5 N6 C8 -176.9(2) . . . . ?
B1 N5 C7 S5 177.32(16) . . . . ?
B1 N5 C7 S6 -3.3(3) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 -1 -1 0.0649 1.0000 -1.0000 -1.0000 0.0552 -0.0107 -0.0352
-1 1 1 0.0649 -1.0000 1.0000 1.0000 -0.0552 0.0107 0.0352
0 0 1 0.0688 -0.0000 0.0000 1.0000 0.0051 -0.0131 0.0328
0 0 -1 0.0688 0.0000 -0.0000 -1.0000 -0.0051 0.0131 -0.0328
-1 -1 1 0.0443 -1.0000 -1.0000 1.0000 -0.0274 -0.0604 0.0026
1 1 -1 0.0443 1.0000 1.0000 -1.0000 0.0274 0.0604 -0.0026
-10 15 21 0.0305 -10.3587 15.1275 21.2764 -0.5825 0.1379 0.8010
-11 1 -19 0.0512 -10.9118 0.7060 -19.2885 -0.6155 0.1486 -0.7740
8 -14 -23 0.0631 8.2411 -14.3154 -23.1712 0.4631 -0.1092 -0.8795
17 -13 -1 0.0869 17.2657 -12.5605 -0.8146 0.9725 -0.2327 0.0090
-6 -9 27 0.0546 -6.1048 -8.8758 27.3272 -0.0200 -0.7444 0.6674
0 10 26 0.0492 0.0344 9.6653 25.6358 -0.0014 0.0091 1.0000
7 22 1 0.0514 7.0395 22.4159 1.1609 0.0211 0.8646 0.5020
3 -1 -29 0.0448 3.2558 -0.6596 -29.0396 0.0115 0.3942 -0.9189
-8 -22 6 0.0549 -7.8010 -22.2862 5.5655 -0.0238 -0.9569 -0.2896

_olex2_refinement_description    
;
1. Others
 Fixed Sof: Na1(0.5) O1(0.5) H1(0.5) N8(0.5) C12(0.5) C13(0.5) H13A(0.5)
 H13B(0.5) H13C(0.5) C14(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
 Fixed Uiso: H1(0.054) H2AA(0.041) H2AB(0.041) H11A(0.067) H11B(0.067)
 H11C(0.067) H13A(0.053) H13B(0.053) H13C(0.053) H14A(0.059) H14B(0.059)
 H14C(0.059) H16A(0.052) H16B(0.052) H16C(0.052)
 Fixed X: Bi1(0.75) H1(0.6713) H11A(0.5312) H11B(0.6137) H11C(0.6355)
 H13A(0.8635) H13B(0.8545) H13C(0.9517) H14A(0.5478) H14B(0.577) H14C(0.6435)
 H16A(0.532) H16B(0.4889) H16C(0.4309)
 Fixed Y: Bi1(0.75) H1(0.2781) H11A(0.2532) H11B(0.1898) H11C(0.2748)
 H13A(0.078) H13B(0.0983) H13C(0.1135) H14A(0.3325) H14B(0.4123) H14C(0.3758)
 H16A(0.0324) H16B(0.0173) H16C(0.0671)
 Fixed Z: Bi1(0.5) H1(0.5026) H11A(0.1586) H11B(0.1821) H11C(0.1582)
 H13A(0.4446) H13B(0.5173) H13C(0.5017) H14A(0.5238) H14B(0.4953) H14C(0.564)
 H16A(0.2969) H16B(0.2177) H16C(0.2567)
;
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_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.
;
_shelxl_version_number           2013-2
_database_code_depnum_ccdc_archive 'CCDC 970799'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 B2 Bi N13 O3 S12, C H4 O'
_chemical_formula_sum            'C19 H24 B2 Bi N13 O4 S12'
_chemical_formula_weight         1113.83

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   14.0818(11)
_cell_length_b                   12.7834(11)
_cell_length_c                   22.436(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.836(9)
_cell_angle_gamma                90.00
_cell_volume                     4001.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    575
_cell_measurement_theta_min      3.51
_cell_measurement_theta_max      27.50

_exptl_crystal_description       fragment
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2184
_exptl_absorpt_coefficient_mu    5.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4453
_exptl_absorpt_correction_T_max  0.8226
_exptl_absorpt_process_details   
'SADABS - Bruker Nonius area detector scaling and absorption correction - V2.10'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            56524
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.51
_diffrn_reflns_theta_max         27.50
_reflns_number_total             9179
_reflns_number_gt                7309
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        
'EVALCCD (Duisenberg,1998,Thesis.Utrecht University.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0165P)²+6.3879P] 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         9179
_refine_ls_number_parameters     468
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0557
_refine_ls_wR_factor_gt          0.0509
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.400826(9) 0.459371(10) 0.176650(6) 0.01409(4) Uani 1 1 d . . .
S1 S 0.28626(6) 0.30342(7) 0.12887(4) 0.01645(19) Uani 1 1 d . . .
S2 S 0.31690(7) 0.12501(7) 0.21532(4) 0.0194(2) Uani 1 1 d . . .
S3 S 0.53897(7) 0.31780(7) 0.22548(4) 0.0188(2) Uani 1 1 d . . .
S4 S 0.69863(7) 0.39069(8) 0.15872(4) 0.0217(2) Uani 1 1 d . . .
S5 S 0.46471(6) 0.45570(7) 0.06369(4) 0.01800(18) Uani 1 1 d . . .
S6 S 0.35139(7) 0.36642(8) -0.04656(4) 0.0223(2) Uani 1 1 d . . .
S7 S 0.32762(6) 0.40150(7) 0.28185(4) 0.01622(18) Uani 1 1 d . . .
S8 S 0.48077(7) 0.54664(8) 0.34805(4) 0.0233(2) Uani 1 1 d . . .
S9 S 0.60725(7) 0.10388(8) 0.36606(4) 0.0240(2) Uani 1 1 d . . .
S10 S 0.61382(7) 0.09469(8) 0.50098(4) 0.0234(2) Uani 1 1 d . . .
S11 S 0.28120(6) 0.05018(7) 0.36766(4) 0.01814(18) Uani 1 1 d . . .
S12 S 0.14316(6) 0.20970(7) 0.41080(4) 0.0194(2) Uani 1 1 d . . .
O1 O 0.5469(2) 0.5979(2) 0.17969(15) 0.0393(8) Uani 1 1 d . . .
O2 O 0.4328(2) 0.6541(2) 0.22720(12) 0.0331(7) Uani 1 1 d . . .
O3 O 0.5683(3) 0.7368(3) 0.2343(2) 0.0777(14) Uani 1 1 d . . .
O4 O 0.7862(3) 0.1475(4) 0.17647(18) 0.0813(14) Uani 1 1 d . . .
H4 H 0.8328 0.1698 0.2005 0.122 Uiso 1 1 calc R . .
N1 N 0.4290(2) 0.1549(2) 0.13887(12) 0.0154(6) Uani 1 1 d . . .
N2 N 0.4650(2) 0.0666(2) 0.17005(13) 0.0164(6) Uani 1 1 d . . .
N3 N 0.5776(2) 0.2585(2) 0.11379(13) 0.0169(6) Uani 1 1 d . . .
N4 N 0.6375(2) 0.2718(2) 0.07028(13) 0.0191(7) Uani 1 1 d . . .
N5 N 0.4288(2) 0.2476(2) 0.03580(12) 0.0163(6) Uani 1 1 d . . .
N6 N 0.3830(2) 0.1803(2) -0.00780(13) 0.0203(7) Uani 1 1 d . . .
N7 N 0.4550(2) 0.3611(2) 0.37927(12) 0.0142(6) Uani 1 1 d . . .
N8 N 0.5290(2) 0.3972(2) 0.42138(13) 0.0191(7) Uani 1 1 d . . .
N9 N 0.4832(2) 0.1910(2) 0.43484(12) 0.0143(6) Uani 1 1 d . . .
N10 N 0.4638(2) 0.2083(2) 0.49307(12) 0.0161(6) Uani 1 1 d . . .
N11 N 0.3143(2) 0.2511(2) 0.39904(12) 0.0124(6) Uani 1 1 d . . .
N12 N 0.2795(2) 0.3428(2) 0.42089(12) 0.0145(6) Uani 1 1 d . . .
N13 N 0.5168(3) 0.6636(3) 0.21379(18) 0.0363(9) Uani 1 1 d . . .
B1 B 0.4899(3) 0.1883(3) 0.08900(18) 0.0169(9) Uani 1 1 d . . .
H1 H 0.5155 0.1233 0.0722 0.020 Uiso 1 1 calc R . .
B2 B 0.4196(3) 0.2459(3) 0.38333(17) 0.0145(8) Uani 1 1 d . . .
H2 H 0.4216 0.2083 0.3444 0.017 Uiso 1 1 calc R . .
C1 C 0.3505(3) 0.1951(3) 0.15683(15) 0.0154(7) Uani 1 1 d . . .
C2 C 0.4134(2) 0.0417(3) 0.21180(15) 0.0173(7) Uani 1 1 d . . .
C3 C 0.4351(3) -0.0492(3) 0.25222(17) 0.0257(9) Uani 1 1 d . . .
H3A H 0.4913 -0.0861 0.2414 0.039 Uiso 1 1 calc R . .
H3B H 0.3800 -0.0968 0.2480 0.039 Uiso 1 1 calc R . .
H3C H 0.4484 -0.0249 0.2940 0.039 Uiso 1 1 calc R . .
C4 C 0.5993(3) 0.3146(3) 0.16387(16) 0.0182(8) Uani 1 1 d . . .
C5 C 0.7042(3) 0.3400(3) 0.08767(16) 0.0203(8) Uani 1 1 d . . .
C6 C 0.7756(3) 0.3735(3) 0.04903(17) 0.0257(9) Uani 1 1 d . . .
H6A H 0.8037 0.3117 0.0324 0.039 Uiso 1 1 calc R . .
H6B H 0.8263 0.4139 0.0730 0.039 Uiso 1 1 calc R . .
H6C H 0.7443 0.4169 0.0161 0.039 Uiso 1 1 calc R . .
C7 C 0.4190(3) 0.3497(3) 0.02295(15) 0.0178(8) Uani 1 1 d . . .
C8 C 0.3404(3) 0.2317(3) -0.05340(17) 0.0226(8) Uani 1 1 d . . .
C9 C 0.2878(3) 0.1793(3) -0.10779(19) 0.0346(10) Uani 1 1 d . . .
H9A H 0.3149 0.2018 -0.1437 0.052 Uiso 1 1 calc R . .
H9B H 0.2198 0.1984 -0.1119 0.052 Uiso 1 1 calc R . .
H9C H 0.2942 0.1032 -0.1034 0.052 Uiso 1 1 calc R . .
C10 C 0.4204(3) 0.4291(3) 0.33677(15) 0.0158(8) Uani 1 1 d . . .
C11 C 0.5502(3) 0.4933(3) 0.41058(17) 0.0219(8) Uani 1 1 d . . .
C12 C 0.6268(3) 0.5529(3) 0.44878(18) 0.0305(10) Uani 1 1 d . . .
H12A H 0.6583 0.5072 0.4805 0.046 Uiso 1 1 calc R . .
H12B H 0.5982 0.6128 0.4670 0.046 Uiso 1 1 calc R . .
H12C H 0.6741 0.5779 0.4239 0.046 Uiso 1 1 calc R . .
C13 C 0.5621(3) 0.1334(3) 0.42928(15) 0.0172(8) Uani 1 1 d . . .
C14 C 0.5256(3) 0.1627(3) 0.53217(15) 0.0172(8) Uani 1 1 d . . .
C15 C 0.5210(3) 0.1668(3) 0.59847(16) 0.0236(9) Uani 1 1 d . . .
H15A H 0.4708 0.2159 0.6064 0.035 Uiso 1 1 calc R . .
H15B H 0.5829 0.1901 0.6196 0.035 Uiso 1 1 calc R . .
H15C H 0.5062 0.0970 0.6128 0.035 Uiso 1 1 calc R . .
C16 C 0.2526(2) 0.1720(3) 0.39100(15) 0.0149(7) Uani 1 1 d . . .
C17 C 0.1908(3) 0.3331(3) 0.42890(15) 0.0156(7) Uani 1 1 d . . .
C18 C 0.1327(3) 0.4182(3) 0.45204(16) 0.0209(8) Uani 1 1 d . . .
H18A H 0.1693 0.4836 0.4547 0.031 Uiso 1 1 calc R . .
H18B H 0.1178 0.3991 0.4921 0.031 Uiso 1 1 calc R . .
H18C H 0.0730 0.4275 0.4246 0.031 Uiso 1 1 calc R . .
C19 C 0.7317(5) 0.0707(5) 0.2076(3) 0.080(2) Uani 1 1 d . . .
H19A H 0.7726 0.0103 0.2199 0.120 Uiso 1 1 calc R . .
H19B H 0.6754 0.0476 0.1803 0.120 Uiso 1 1 calc R . .
H19C H 0.7110 0.1034 0.2432 0.120 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 S1 2.6934(9) . ?
Bi1 O1 2.708(3) . ?
Bi1 O2 2.747(3) . ?
Bi1 S3 2.7710(10) . ?
Bi1 S7 2.8008(9) . ?
Bi1 S5 2.8029(9) . ?
Bi1 S11 2.8656(9) 2 ?
S1 C1 1.724(4) . ?
S2 C1 1.708(3) . ?
S2 C2 1.737(4) . ?
S3 C4 1.719(4) . ?
S4 C4 1.721(4) . ?
S4 C5 1.732(4) . ?
S5 C7 1.711(4) . ?
S6 C7 1.726(4) . ?
S6 C8 1.735(4) . ?
S7 C10 1.706(4) . ?
S8 C10 1.728(4) . ?
S8 C11 1.737(4) . ?
S9 C13 1.674(4) . ?
S10 C14 1.739(4) . ?
S10 C13 1.744(4) . ?
S11 C16 1.708(4) . ?
S11 Bi1 2.8655(9) 2_545 ?
S12 C16 1.730(4) . ?
S12 C17 1.740(4) . ?
O1 N13 1.249(5) . ?
O2 N13 1.265(5) . ?
O3 N13 1.234(5) . ?
O4 C19 1.478(8) . ?
O4 H4 0.8400 . ?
N1 C1 1.330(4) . ?
N1 N2 1.387(4) . ?
N1 B1 1.560(5) . ?
N2 C2 1.302(4) . ?
N3 C4 1.333(5) . ?
N3 N4 1.384(4) . ?
N3 B1 1.566(5) . ?
N4 C5 1.302(5) . ?
N5 C7 1.339(5) . ?
N5 N6 1.394(4) . ?
N5 B1 1.568(5) . ?
N6 C8 1.293(5) . ?
N7 C10 1.332(4) . ?
N7 N8 1.387(4) . ?
N7 B2 1.562(5) . ?
N8 C11 1.296(5) . ?
N9 C13 1.353(4) . ?
N9 N10 1.388(4) . ?
N9 B2 1.532(5) . ?
N10 C14 1.288(4) . ?
N11 C16 1.329(4) . ?
N11 N12 1.385(4) . ?
N11 B2 1.572(5) . ?
N12 C17 1.291(4) . ?
B1 H1 1.0000 . ?
B2 H2 1.0000 . ?
C2 C3 1.480(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 C6 1.478(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.497(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 C12 1.492(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.499(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 C18 1.495(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
S1 Bi1 O1 154.91(7) . . ?
S1 Bi1 O2 152.95(7) . . ?
O1 Bi1 O2 46.85(9) . . ?
S1 Bi1 S3 91.38(3) . . ?
O1 Bi1 S3 85.81(7) . . ?
O2 Bi1 S3 111.22(7) . . ?
S1 Bi1 S7 82.56(3) . . ?
O1 Bi1 S7 121.14(7) . . ?
O2 Bi1 S7 87.13(6) . . ?
S3 Bi1 S7 79.25(3) . . ?
S1 Bi1 S5 82.90(3) . . ?
O1 Bi1 S5 72.38(7) . . ?
O2 Bi1 S5 109.50(6) . . ?
S3 Bi1 S5 92.98(3) . . ?
S7 Bi1 S5 163.33(3) . . ?
S1 Bi1 S11 72.71(3) . 2 ?
O1 Bi1 S11 112.62(7) . 2 ?
O2 Bi1 S11 82.22(7) . 2 ?
S3 Bi1 S11 161.49(3) . 2 ?
S7 Bi1 S11 89.13(3) . 2 ?
S5 Bi1 S11 94.32(3) . 2 ?
C1 S1 Bi1 101.15(12) . . ?
C1 S2 C2 89.23(17) . . ?
C4 S3 Bi1 95.46(12) . . ?
C4 S4 C5 89.38(18) . . ?
C7 S5 Bi1 110.64(12) . . ?
C7 S6 C8 89.33(18) . . ?
C10 S7 Bi1 102.73(12) . . ?
C10 S8 C11 89.37(17) . . ?
C14 S10 C13 89.89(17) . . ?
C16 S11 Bi1 103.82(12) . 2_545 ?
C16 S12 C17 89.08(17) . . ?
N13 O1 Bi1 97.7(2) . . ?
N13 O2 Bi1 95.4(2) . . ?
C19 O4 H4 109.5 . . ?
C1 N1 N2 115.1(3) . . ?
C1 N1 B1 132.3(3) . . ?
N2 N1 B1 112.6(3) . . ?
C2 N2 N1 111.1(3) . . ?
C4 N3 N4 115.9(3) . . ?
C4 N3 B1 133.3(3) . . ?
N4 N3 B1 110.3(3) . . ?
C5 N4 N3 110.8(3) . . ?
C7 N5 N6 115.2(3) . . ?
C7 N5 B1 131.7(3) . . ?
N6 N5 B1 112.9(3) . . ?
C8 N6 N5 111.2(3) . . ?
C10 N7 N8 116.0(3) . . ?
C10 N7 B2 124.7(3) . . ?
N8 N7 B2 119.3(3) . . ?
C11 N8 N7 111.1(3) . . ?
C13 N9 N10 116.3(3) . . ?
C13 N9 B2 125.6(3) . . ?
N10 N9 B2 117.8(3) . . ?
C14 N10 N9 111.5(3) . . ?
C16 N11 N12 115.8(3) . . ?
C16 N11 B2 123.8(3) . . ?
N12 N11 B2 120.4(3) . . ?
C17 N12 N11 111.3(3) . . ?
O3 N13 O1 120.5(4) . . ?
O3 N13 O2 120.3(4) . . ?
O1 N13 O2 119.2(3) . . ?
N1 B1 N3 112.8(3) . . ?
N1 B1 N5 112.3(3) . . ?
N3 B1 N5 108.5(3) . . ?
N1 B1 H1 107.7 . . ?
N3 B1 H1 107.7 . . ?
N5 B1 H1 107.7 . . ?
N9 B2 N7 108.5(3) . . ?
N9 B2 N11 108.8(3) . . ?
N7 B2 N11 106.9(3) . . ?
N9 B2 H2 110.8 . . ?
N7 B2 H2 110.8 . . ?
N11 B2 H2 110.8 . . ?
N1 C1 S2 111.0(3) . . ?
N1 C1 S1 128.1(3) . . ?
S2 C1 S1 120.9(2) . . ?
N2 C2 C3 123.0(3) . . ?
N2 C2 S2 113.6(3) . . ?
C3 C2 S2 123.5(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C4 S3 127.6(3) . . ?
N3 C4 S4 110.0(3) . . ?
S3 C4 S4 122.4(2) . . ?
N4 C5 C6 122.6(3) . . ?
N4 C5 S4 113.9(3) . . ?
C6 C5 S4 123.4(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 S5 129.5(3) . . ?
N5 C7 S6 110.1(3) . . ?
S5 C7 S6 120.4(2) . . ?
N6 C8 C9 122.8(4) . . ?
N6 C8 S6 114.1(3) . . ?
C9 C8 S6 123.0(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N7 C10 S7 123.4(3) . . ?
N7 C10 S8 109.8(3) . . ?
S7 C10 S8 126.8(2) . . ?
N8 C11 C12 123.0(4) . . ?
N8 C11 S8 113.8(3) . . ?
C12 C11 S8 123.2(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N9 C13 S9 127.7(3) . . ?
N9 C13 S10 108.3(2) . . ?
S9 C13 S10 123.9(2) . . ?
N10 C14 C15 122.9(3) . . ?
N10 C14 S10 113.9(3) . . ?
C15 C14 S10 123.2(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N11 C16 S11 124.0(3) . . ?
N11 C16 S12 110.0(2) . . ?
S11 C16 S12 126.0(2) . . ?
N12 C17 C18 124.3(3) . . ?
N12 C17 S12 113.8(3) . . ?
C18 C17 S12 121.9(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O4 C19 H19A 109.5 . . ?
O4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.876
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.128
_database_code_depnum_ccdc_archive 'CCDC 970800'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound6

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
  
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H18 B Bi Cl2 N8 S6, 2.31(C H Cl3)'
_chemical_formula_sum            'C23.30 H20.30 B Bi Cl8.91 N8 S6'
_chemical_formula_weight         1140.63

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.3244(2)
_cell_length_b                   15.4392(4)
_cell_length_c                   16.1384(4)
_cell_angle_alpha                116.5277(11)
_cell_angle_beta                 92.9132(15)
_cell_angle_gamma                91.2053(14)
_cell_volume                     2073.53(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    46336
_cell_measurement_theta_min      2.910
_cell_measurement_theta_max      27.485

_exptl_crystal_description       plate
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.827
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1103
_exptl_absorpt_coefficient_mu    5.158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4105
_exptl_absorpt_correction_T_max  0.8202
_exptl_absorpt_process_details   
'Denzo and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
; 
  
;

_diffrn_ambient_temperature      100(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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47674
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         27.49
_reflns_number_total             9473
_reflns_number_gt                8271
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'



_refine_special_details          
; 
 Disorder of one CHCl3 on two positions (66:34). 
 For one CHCl3 the occupation factor was refined to 0.31
 The hydrogen bonded to boron was refined isotropically. 

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0290P)²+2.8112P] 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         9473
_refine_ls_number_parameters     490
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0693
_refine_ls_wR_factor_gt          0.0659
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.028
_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 0.813395(14) 0.269289(10) 0.709726(9) 0.02751(5) Uani 1 1 d . . .
Cl1 Cl 0.98614(11) 0.16590(7) 0.75775(7) 0.0380(2) Uani 1 1 d . . .
Cl2 Cl 0.60347(10) 0.21643(7) 0.77556(6) 0.0343(2) Uani 1 1 d . . .
S1 S 1.03240(9) 0.27243(7) 0.58393(6) 0.02940(19) Uani 1 1 d . . .
S2 S 1.27814(9) 0.30115(7) 0.72466(6) 0.02823(19) Uani 1 1 d . . .
S3 S 0.80490(11) 0.44254(7) 0.88921(7) 0.0358(2) Uani 1 1 d . . .
S4 S 0.88316(11) 0.65256(7) 1.00554(6) 0.0335(2) Uani 1 1 d . . .
S5 S 0.74380(11) 0.56850(9) 0.63645(8) 0.0427(2) Uani 1 1 d . . .
S6 S 1.01578(11) 0.63300(8) 0.58396(7) 0.0383(2) Uani 1 1 d . . .
N1 N 1.1047(3) 0.4311(2) 0.74738(19) 0.0251(6) Uani 1 1 d . . .
N2 N 1.1987(3) 0.4717(2) 0.8252(2) 0.0281(6) Uani 1 1 d . . .
N3 N 0.9490(3) 0.5677(2) 0.8397(2) 0.0261(6) Uani 1 1 d . . .
N4 N 1.0031(3) 0.6622(2) 0.8711(2) 0.0313(7) Uani 1 1 d . . .
N5 N 1.0189(3) 0.5440(2) 0.6818(2) 0.0263(6) Uani 1 1 d . . .
N6 N 1.1632(3) 0.5648(2) 0.6770(2) 0.0300(7) Uani 1 1 d . . .
N7 N 0.7412(3) 0.1241(2) 0.5664(2) 0.0314(7) Uani 1 1 d . . .
N8 N 0.6153(3) 0.2971(2) 0.6162(2) 0.0305(7) Uani 1 1 d . . .
B1 B 0.9767(4) 0.4922(3) 0.7394(3) 0.0257(8) Uani 1 1 d . . .
H1B H 0.880(4) 0.443(3) 0.708(2) 0.021(9) Uiso 1 1 d . . .
C1 C 1.1308(4) 0.3412(3) 0.6855(2) 0.0259(7) Uani 1 1 d . . .
C2 C 1.2953(4) 0.4118(3) 0.8231(2) 0.0278(7) Uani 1 1 d . . .
C3 C 1.4097(4) 0.4366(3) 0.8988(3) 0.0330(8) Uani 1 1 d . . .
H3A H 1.3884 0.4971 0.9521 0.050 Uiso 1 1 calc R . .
H3B H 1.5027 0.4445 0.8767 0.050 Uiso 1 1 calc R . .
H3C H 1.4134 0.3843 0.9175 0.050 Uiso 1 1 calc R . .
C4 C 0.8820(4) 0.5486(3) 0.9015(2) 0.0275(7) Uani 1 1 d . . .
C5 C 0.9748(4) 0.7150(3) 0.9562(3) 0.0330(8) Uani 1 1 d . . .
C6 C 1.0177(5) 0.8202(3) 1.0085(3) 0.0458(11) Uani 1 1 d . . .
H6A H 1.0673 0.8413 0.9680 0.069 Uiso 1 1 calc R . .
H6B H 1.0822 0.8311 1.0625 0.069 Uiso 1 1 calc R . .
H6C H 0.9317 0.8575 1.0294 0.069 Uiso 1 1 calc R . .
C7 C 0.9227(4) 0.5760(3) 0.6385(3) 0.0315(8) Uani 1 1 d . . .
C8 C 1.1771(4) 0.6111(3) 0.6278(3) 0.0332(8) Uani 1 1 d . . .
C9 C 1.3182(5) 0.6438(3) 0.6098(3) 0.0465(11) Uani 1 1 d . . .
H9A H 1.3953 0.6300 0.6452 0.070 Uiso 1 1 calc R . .
H9B H 1.3192 0.7136 0.6289 0.070 Uiso 1 1 calc R . .
H9C H 1.3332 0.6092 0.5434 0.070 Uiso 1 1 calc R . .
C10 C 0.8063(4) 0.0404(3) 0.5417(3) 0.0355(9) Uani 1 1 d . . .
H10 H 0.8826 0.0372 0.5814 0.043 Uiso 1 1 calc R . .
C11 C 0.7661(5) -0.0417(3) 0.4598(3) 0.0482(11) Uani 1 1 d . . .
H11 H 0.8160 -0.0995 0.4432 0.058 Uiso 1 1 calc R . .
C12 C 0.6539(5) -0.0385(3) 0.4034(4) 0.0548(13) Uani 1 1 d . . .
H12 H 0.6248 -0.0947 0.3477 0.066 Uiso 1 1 calc R . .
C13 C 0.5811(5) 0.0480(3) 0.4277(3) 0.0468(11) Uani 1 1 d . . .
C14 C 0.6302(4) 0.1290(3) 0.5108(3) 0.0327(8) Uani 1 1 d . . .
C15 C 0.4627(5) 0.0565(4) 0.3721(4) 0.0563(13) Uani 1 1 d . . .
H15 H 0.4295 0.0018 0.3162 0.068 Uiso 1 1 calc R . .
C16 C 0.3977(5) 0.1413(3) 0.3978(3) 0.0506(12) Uani 1 1 d . . .
H16 H 0.3187 0.1450 0.3602 0.061 Uiso 1 1 calc R . .
C17 C 0.4462(4) 0.2261(3) 0.4814(3) 0.0381(9) Uani 1 1 d . . .
C18 C 0.5622(4) 0.2195(3) 0.5372(3) 0.0317(8) Uani 1 1 d . . .
C19 C 0.3843(4) 0.3163(3) 0.5101(3) 0.0407(10) Uani 1 1 d . . .
H19 H 0.3056 0.3234 0.4742 0.049 Uiso 1 1 calc R . .
C20 C 0.4380(4) 0.3940(3) 0.5900(3) 0.0419(10) Uani 1 1 d . . .
H20 H 0.3969 0.4553 0.6101 0.050 Uiso 1 1 calc R . .
C21 C 0.5548(4) 0.3815(3) 0.6415(3) 0.0364(9) Uani 1 1 d . . .
H21 H 0.5918 0.4356 0.6967 0.044 Uiso 1 1 calc R . .
Cl3 Cl 0.66221(14) 0.20979(9) 0.13739(9) 0.0575(3) Uani 1 1 d D . .
Cl4 Cl 0.62426(13) 0.28410(9) 0.00207(8) 0.0529(3) Uani 1 1 d D . .
Cl5 Cl 0.47235(12) 0.36655(9) 0.17107(8) 0.0547(3) Uani 1 1 d D . .
C22 C 0.6324(5) 0.3135(3) 0.1211(3) 0.0434(10) Uani 1 1 d D . .
H22 H 0.7147 0.3616 0.1530 0.052 Uiso 1 1 calc R . .
Cl6A Cl 0.7693(6) 0.0312(3) 0.2064(2) 0.0836(14) Uani 0.660(11) 1 d P A 1
Cl7A Cl 1.0398(8) 0.1219(3) 0.1996(2) 0.0856(14) Uani 0.660(11) 1 d P A 1
Cl8A Cl 0.9634(6) 0.1095(3) 0.3678(2) 0.0556(10) Uani 0.660(11) 1 d P A 1
C23A C 0.9535(10) 0.0536(6) 0.2447(6) 0.054(2) Uiso 0.660(11) 1 d P A 1
H23A H 0.9998 -0.0101 0.2225 0.065 Uiso 0.660(11) 1 calc PR A 1
Cl7B Cl 0.9454(12) 0.1026(4) 0.1891(4) 0.074(2) Uani 0.340(11) 1 d PD A 2
Cl6B Cl 0.7136(7) -0.0069(9) 0.2161(4) 0.090(3) Uani 0.340(11) 1 d PD A 2
Cl8B Cl 0.937(2) 0.1093(10) 0.3654(8) 0.132(6) Uani 0.340(11) 1 d PD A 2
C23B C 0.8943(13) 0.0379(8) 0.2478(7) 0.031(3) Uiso 0.340(11) 1 d PD A 2
H23B H 0.9554 -0.0195 0.2277 0.037 Uiso 0.340(11) 1 calc PR A 2
Cl9 Cl 0.6856(4) -0.1871(3) 0.7905(3) 0.0535(12) Uani 0.306(3) 1 d P . .
Cl10 Cl 0.6877(5) -0.0523(3) 0.9850(3) 0.0637(14) Uani 0.306(3) 1 d P . .
Cl11 Cl 0.6838(5) 0.0199(3) 0.8477(3) 0.0645(14) Uani 0.306(3) 1 d P . .
C24 C 0.6285(16) -0.0743(11) 0.8699(10) 0.045(3) Uiso 0.306(3) 1 d P . .
H24 H 0.5210 -0.0779 0.8655 0.054 Uiso 0.306(3) 1 calc PR . .


_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 N7 2.445(3) . ?
Bi1 N8 2.490(3) . ?
Bi1 Cl2 2.5583(9) . ?
Bi1 Cl1 2.6134(10) . ?
Bi1 S3 2.9433(10) . ?
Bi1 S1 2.9663(9) . ?
Bi1 H1B 2.76(3) . ?
S1 C1 1.706(4) . ?
S2 C1 1.722(3) . ?
S2 C2 1.734(4) . ?
S3 C4 1.698(4) . ?
S4 C4 1.729(4) . ?
S4 C5 1.736(4) . ?
S5 C7 1.667(4) . ?
S6 C8 1.733(4) . ?
S6 C7 1.743(4) . ?
N1 C1 1.336(4) . ?
N1 N2 1.379(4) . ?
N1 B1 1.571(5) . ?
N2 C2 1.295(5) . ?
N3 C4 1.337(5) . ?
N3 N4 1.387(4) . ?
N3 B1 1.555(5) . ?
N4 C5 1.290(5) . ?
N5 C7 1.343(5) . ?
N5 N6 1.391(4) . ?
N5 B1 1.531(5) . ?
N6 C8 1.293(5) . ?
N7 C10 1.339(5) . ?
N7 C14 1.361(5) . ?
N8 C21 1.328(5) . ?
N8 C18 1.361(5) . ?
B1 H1B 1.11(4) . ?
C2 C3 1.487(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 C6 1.492(6) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.488(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.388(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.368(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.413(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.410(6) . ?
C13 C15 1.433(6) . ?
C14 C18 1.437(5) . ?
C15 C16 1.352(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.440(6) . ?
C16 H16 0.9500 . ?
C17 C19 1.404(6) . ?
C17 C18 1.407(5) . ?
C19 C20 1.371(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.405(6) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
Cl3 C22 1.760(5) . ?
Cl4 C22 1.763(4) . ?
Cl5 C22 1.770(4) . ?
C22 H22 1.0000 . ?
Cl6A C23A 1.769(9) . ?
Cl7A C23A 1.730(9) . ?
Cl8A C23A 1.774(8) . ?
C23A H23A 1.0000 . ?
Cl7B C23B 1.730(11) . ?
Cl6B C23B 1.769(11) . ?
Cl8B C23B 1.735(14) . ?
C23B H23B 1.0000 . ?
Cl9 C24 1.752(15) . ?
Cl10 C24 1.788(15) . ?
Cl11 C24 1.721(15) . ?
C24 H24 1.0000 . ?

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
N7 Bi1 N8 67.25(10) . . ?
N7 Bi1 Cl2 84.36(8) . . ?
N8 Bi1 Cl2 82.39(7) . . ?
N7 Bi1 Cl1 89.12(8) . . ?
N8 Bi1 Cl1 155.76(7) . . ?
Cl2 Bi1 Cl1 90.30(3) . . ?
N7 Bi1 S3 162.33(7) . . ?
N8 Bi1 S3 101.49(7) . . ?
Cl2 Bi1 S3 80.54(3) . . ?
Cl1 Bi1 S3 100.04(3) . . ?
N7 Bi1 S1 78.10(7) . . ?
N8 Bi1 S1 92.45(7) . . ?
Cl2 Bi1 S1 162.36(3) . . ?
Cl1 Bi1 S1 87.58(3) . . ?
S3 Bi1 S1 117.07(3) . . ?
C1 S1 Bi1 83.20(12) . . ?
C1 S2 C2 89.21(17) . . ?
C4 S3 Bi1 118.67(12) . . ?
C4 S4 C5 89.34(18) . . ?
C8 S6 C7 89.79(18) . . ?
C1 N1 N2 115.8(3) . . ?
C1 N1 B1 125.8(3) . . ?
N2 N1 B1 118.4(3) . . ?
C2 N2 N1 111.2(3) . . ?
C4 N3 N4 115.9(3) . . ?
C4 N3 B1 125.4(3) . . ?
N4 N3 B1 118.6(3) . . ?
C5 N4 N3 111.1(3) . . ?
C7 N5 N6 116.7(3) . . ?
C7 N5 B1 123.3(3) . . ?
N6 N5 B1 119.8(3) . . ?
C8 N6 N5 110.8(3) . . ?
C10 N7 C14 119.4(3) . . ?
C10 N7 Bi1 122.2(2) . . ?
C14 N7 Bi1 118.4(2) . . ?
C21 N8 C18 118.8(3) . . ?
C21 N8 Bi1 123.7(3) . . ?
C18 N8 Bi1 117.4(2) . . ?
N5 B1 N3 110.1(3) . . ?
N5 B1 N1 109.4(3) . . ?
N3 B1 N1 107.0(3) . . ?
N5 B1 H1B 112.1(18) . . ?
N3 B1 H1B 109.2(18) . . ?
N1 B1 H1B 108.9(18) . . ?
N1 C1 S1 126.3(3) . . ?
N1 C1 S2 109.9(3) . . ?
S1 C1 S2 123.7(2) . . ?
N2 C2 C3 122.5(3) . . ?
N2 C2 S2 113.9(3) . . ?
C3 C2 S2 123.6(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C4 S3 129.4(3) . . ?
N3 C4 S4 109.6(3) . . ?
S3 C4 S4 121.0(2) . . ?
N4 C5 C6 123.4(4) . . ?
N4 C5 S4 114.1(3) . . ?
C6 C5 S4 122.5(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N5 C7 S5 128.3(3) . . ?
N5 C7 S6 108.4(3) . . ?
S5 C7 S6 123.3(2) . . ?
N6 C8 C9 123.7(4) . . ?
N6 C8 S6 114.3(3) . . ?
C9 C8 S6 122.0(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N7 C10 C11 122.1(4) . . ?
N7 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 117.2(4) . . ?
C14 C13 C15 119.6(4) . . ?
C12 C13 C15 123.2(4) . . ?
N7 C14 C13 121.7(4) . . ?
N7 C14 C18 119.1(3) . . ?
C13 C14 C18 119.2(4) . . ?
C16 C15 C13 121.0(4) . . ?
C16 C15 H15 119.5 . . ?
C13 C15 H15 119.5 . . ?
C15 C16 C17 121.1(4) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C19 C17 C18 117.8(4) . . ?
C19 C17 C16 123.2(4) . . ?
C18 C17 C16 119.0(4) . . ?
N8 C18 C17 122.1(4) . . ?
N8 C18 C14 117.7(3) . . ?
C17 C18 C14 120.1(4) . . ?
C20 C19 C17 119.7(4) . . ?
C20 C19 H19 120.1 . . ?
C17 C19 H19 120.1 . . ?
C19 C20 C21 119.0(4) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 H20 120.5 . . ?
N8 C21 C20 122.6(4) . . ?
N8 C21 H21 118.7 . . ?
C20 C21 H21 118.7 . . ?
Cl3 C22 Cl4 110.6(2) . . ?
Cl3 C22 Cl5 110.3(3) . . ?
Cl4 C22 Cl5 110.6(2) . . ?
Cl3 C22 H22 108.4 . . ?
Cl4 C22 H22 108.4 . . ?
Cl5 C22 H22 108.4 . . ?
Cl7A C23A Cl6A 111.3(5) . . ?
Cl7A C23A Cl8A 113.2(5) . . ?
Cl6A C23A Cl8A 107.3(5) . . ?
Cl7A C23A H23A 108.3 . . ?
Cl6A C23A H23A 108.3 . . ?
Cl8A C23A H23A 108.3 . . ?
Cl7B C23B Cl8B 108.1(8) . . ?
Cl7B C23B Cl6B 111.1(6) . . ?
Cl8B C23B Cl6B 116.1(9) . . ?
Cl7B C23B H23B 107.0 . . ?
Cl8B C23B H23B 107.0 . . ?
Cl6B C23B H23B 107.0 . . ?
Cl11 C24 Cl9 113.5(8) . . ?
Cl11 C24 Cl10 110.9(8) . . ?
Cl9 C24 Cl10 109.3(8) . . ?
Cl11 C24 H24 107.6 . . ?
Cl9 C24 H24 107.6 . . ?
Cl10 C24 H24 107.6 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.162
_refine_diff_density_min         -1.518
_refine_diff_density_rms         0.105
_database_code_depnum_ccdc_archive 'CCDC 970801'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound7

_audit_creation_date             2013-10-10
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H18 B Bi Cl2 N8 S6, C2 H3 N'
_chemical_formula_sum            'C21 H21 B Bi Cl2 N9 S6'
_chemical_formula_weight         882.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 B Bi N'
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.98994(20)
_cell_length_b                   11.7912(3)
_cell_length_c                   15.1964(4)
_cell_angle_alpha                93.4539(19)
_cell_angle_beta                 99.5573(19)
_cell_angle_gamma                99.4185(18)
_cell_volume                     1560.74(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    22829
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.0360
_cell_measurement_theta_min      3.3690
_exptl_absorpt_coefficient_mu    6.252
_exptl_absorpt_correction_T_max  1.014
_exptl_absorpt_correction_T_min  0.731
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.1469
_exptl_crystal_size_mid          0.1261
_exptl_crystal_size_min          0.0646
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36667
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_min         2.663
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 5.3114
_diffrn_measured_fraction_theta_full 0.9992
_diffrn_measured_fraction_theta_max 0.9988
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -91.00  -58.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -      -16.7672  155.0000   24.4232 33

#__ type_ start__ end____ width___ exp.time_
  2 omega  -90.00  -63.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -      -16.7672  153.0000 -129.2567 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  -76.00  -49.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -      -16.7672  133.0000  161.2132 27

#__ type_ start__ end____ width___ exp.time_
  4 omega  -51.00   43.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922  -57.0000    0.0000 94

#__ type_ start__ end____ width___ exp.time_
  5 omega  -49.00   29.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922  -57.0000 -150.0000 78

#__ type_ start__ end____ width___ exp.time_
  6 omega   36.00   82.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922  178.0000   30.0000 46

#__ type_ start__ end____ width___ exp.time_
  7 omega   -8.00   86.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922   57.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
  8 omega  -53.00   38.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922  -37.0000   90.0000 91

#__ type_ start__ end____ width___ exp.time_
  9 omega   -4.00   86.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922   57.0000  -90.0000 90

#__ type_ start__ end____ width___ exp.time_
 10 omega   -5.00   89.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922   77.0000    0.0000 94

#__ type_ start__ end____ width___ exp.time_
 11 omega  -13.00   83.00   1.0000    5.8100
omega____ theta____ kappa____ phi______ frames
    -       17.3922   77.0000  -30.0000 96
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0220216000
_diffrn_orient_matrix_UB_12      0.0087074000
_diffrn_orient_matrix_UB_13      -0.0457733000
_diffrn_orient_matrix_UB_21      -0.0732360000
_diffrn_orient_matrix_UB_22      -0.0335803000
_diffrn_orient_matrix_UB_23      -0.0004631000
_diffrn_orient_matrix_UB_31      -0.0275453000
_diffrn_orient_matrix_UB_32      0.0504478000
_diffrn_orient_matrix_UB_33      0.0127751000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8612
_reflns_number_total             9107
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.852
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         9107
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_gt           0.0197
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0147P)²+0.6797P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0406
_refine_ls_wR_factor_ref         0.0414
_refine_special_details          
;
 ?
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.79027(2) 0.15533(2) 0.25571(2) 0.01148(2) Uani 1 1 d . . . . .
Cl1 Cl 0.73224(6) 0.07310(4) 0.40134(4) 0.02004(10) Uani 1 1 d . . . . .
Cl2 Cl 1.01838(6) 0.05350(4) 0.25097(4) 0.01986(10) Uani 1 1 d . . . . .
S1 S 1.00392(6) 0.35971(5) 0.35978(5) 0.02536(13) Uani 1 1 d . . . . .
S2 S 0.82932(9) 0.35973(6) 0.51307(4) 0.03329(16) Uani 1 1 d . . . . .
S3 S 0.46024(6) 0.16756(4) 0.20756(4) 0.01536(10) Uani 1 1 d . . . . .
S4 S 0.22440(6) 0.31893(5) 0.18694(5) 0.03111(15) Uani 1 1 d . . . . .
S5 S 0.76063(7) 0.53699(5) 0.07916(4) 0.02034(11) Uani 1 1 d . . . . .
S6 S 0.88636(6) 0.73803(4) 0.21861(4) 0.01761(10) Uani 1 1 d . . . . .
N1 N 0.7086(2) 0.38647(14) 0.35608(12) 0.0146(3) Uani 1 1 d . . . . .
N2 N 0.5906(2) 0.38434(15) 0.40446(13) 0.0198(4) Uani 1 1 d . . . . .
N3 N 0.50467(19) 0.40382(14) 0.22679(12) 0.0140(3) Uani 1 1 d . . . . .
N4 N 0.4325(2) 0.49882(15) 0.22533(14) 0.0217(4) Uani 1 1 d . . . . .
N5 N 0.75478(19) 0.54754(14) 0.25739(12) 0.0138(3) Uani 1 1 d . . . . .
N6 N 0.7896(2) 0.61679(14) 0.33782(12) 0.0154(3) Uani 1 1 d . . . . .
N7 N 0.65527(19) -0.02594(14) 0.17351(12) 0.0132(3) Uani 1 1 d . . . . .
N8 N 0.7868(2) 0.14988(14) 0.08988(12) 0.0140(3) Uani 1 1 d . . . . .
N9 N 0.3111(3) -0.1334(2) 0.34519(17) 0.0362(5) Uani 1 1 d . . . . .
C1 C 0.8442(3) 0.37286(17) 0.40241(15) 0.0197(4) Uani 1 1 d . . . . .
C2 C 0.6374(3) 0.3701(2) 0.48760(16) 0.0276(6) Uani 1 1 d . . . . .
C3 C 0.5341(4) 0.3635(3) 0.55507(19) 0.0491(9) Uani 1 1 d . . . . .
H3A H 0.5373 0.2919 0.5844 0.074 Uiso 1 1 calc R U . . .
H3B H 0.4290 0.3643 0.5251 0.074 Uiso 1 1 calc R U . . .
H3C H 0.5680 0.4298 0.6000 0.074 Uiso 1 1 calc R U . . .
C4 C 0.4130(2) 0.30087(17) 0.20885(14) 0.0146(4) Uani 1 1 d . . . . .
C5 C 0.2862(3) 0.4675(2) 0.2047(2) 0.0320(6) Uani 1 1 d . . . . .
C6 C 0.1748(3) 0.5494(2) 0.1980(3) 0.0622(12) Uani 1 1 d . . . . .
H6A H 0.1240 0.5475 0.1355 0.093 Uiso 1 1 calc R U . . .
H6B H 0.2296 0.6278 0.2188 0.093 Uiso 1 1 calc R U . . .
H6C H 0.0978 0.5266 0.2353 0.093 Uiso 1 1 calc R U . . .
C7 C 0.7937(2) 0.59631(16) 0.18458(15) 0.0145(4) Uani 1 1 d . . . . .
C8 C 0.8598(2) 0.71882(17) 0.32790(15) 0.0160(4) Uani 1 1 d . . . . .
C9 C 0.9109(3) 0.81149(17) 0.40309(15) 0.0200(4) Uani 1 1 d . . . . .
H9A H 1.0210 0.8399 0.4083 0.030 Uiso 1 1 calc R U . . .
H9B H 0.8906 0.7804 0.4591 0.030 Uiso 1 1 calc R U . . .
H9C H 0.8548 0.8752 0.3913 0.030 Uiso 1 1 calc R U . . .
C10 C 0.5763(2) -0.10693(17) 0.21461(15) 0.0172(4) Uani 1 1 d . . . . .
H10 H 0.5669 -0.0899 0.2751 0.021 Uiso 1 1 calc R U . . .
C11 C 0.5080(3) -0.21424(18) 0.17185(16) 0.0205(5) Uani 1 1 d . . . . .
H11 H 0.4538 -0.2703 0.2027 0.025 Uiso 1 1 calc R U . . .
C12 C 0.5199(3) -0.23835(18) 0.08393(17) 0.0214(5) Uani 1 1 d . . . . .
H12 H 0.4736 -0.3113 0.0531 0.026 Uiso 1 1 calc R U . . .
C13 C 0.6004(3) -0.15492(18) 0.04065(16) 0.0193(4) Uani 1 1 d . . . . .
H13 H 0.6096 -0.1702 -0.0201 0.023 Uiso 1 1 calc R U . . .
C14 C 0.6673(2) -0.04889(16) 0.08698(14) 0.0136(4) Uani 1 1 d . . . . .
C15 C 0.7530(2) 0.04475(17) 0.04408(14) 0.0143(4) Uani 1 1 d . . . . .
C16 C 0.7951(3) 0.02708(19) -0.03871(15) 0.0214(5) Uani 1 1 d . . . . .
H16 H 0.7715 -0.0475 -0.0703 0.026 Uiso 1 1 calc R U . . .
C17 C 0.8720(3) 0.1197(2) -0.07489(16) 0.0261(5) Uani 1 1 d . . . . .
H17 H 0.9012 0.1093 -0.1317 0.031 Uiso 1 1 calc R U . . .
C18 C 0.9060(3) 0.22748(19) -0.02760(16) 0.0213(5) Uani 1 1 d . . . . .
H18 H 0.9590 0.2919 -0.0511 0.026 Uiso 1 1 calc R U . . .
C19 C 0.8610(2) 0.23902(17) 0.05450(15) 0.0162(4) Uani 1 1 d . . . . .
H19 H 0.8834 0.3129 0.0872 0.019 Uiso 1 1 calc R U . . .
C20 C 0.3220(3) -0.0414(2) 0.37704(17) 0.0271(5) Uani 1 1 d . . . . .
C21 C 0.3362(3) 0.0756(2) 0.41814(17) 0.0284(5) Uani 1 1 d . . . . .
H21A H 0.3656 0.1311 0.3759 0.043 Uiso 1 1 calc R U . . .
H21B H 0.4148 0.0878 0.4725 0.043 Uiso 1 1 calc R U . . .
H21C H 0.2378 0.0868 0.4337 0.043 Uiso 1 1 calc R U . . .
B1 B 0.6805(3) 0.42033(18) 0.25782(16) 0.0129(4) Uani 1 1 d . . . . .
H1 H 0.727(3) 0.3645(19) 0.2125(16) 0.014(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Cl1 2.5663(5) . ?
Bi1 Cl2 2.5488(5) . ?
Bi1 S1 3.0025(6) . ?
Bi1 S3 2.9649(5) . ?
Bi1 N7 2.4346(16) . ?
Bi1 N8 2.5118(17) . ?
Bi1 H1 2.71(2) . ?
Bi1 B1 3.427(2) . ?
S1 C1 1.695(2) . ?
S2 C1 1.723(2) . ?
S2 C2 1.730(3) . ?
S3 C4 1.694(2) . ?
S4 C4 1.723(2) . ?
S4 C5 1.739(2) . ?
S5 C7 1.668(2) . ?
S6 C7 1.747(2) . ?
S6 C8 1.740(2) . ?
N1 N2 1.385(2) . ?
N1 C1 1.342(3) . ?
N1 B1 1.560(3) . ?
N2 C2 1.294(3) . ?
N3 N4 1.383(2) . ?
N3 C4 1.336(3) . ?
N3 B1 1.549(3) . ?
N4 C5 1.287(3) . ?
N5 N6 1.388(2) . ?
N5 C7 1.348(3) . ?
N5 B1 1.540(3) . ?
N6 C8 1.293(3) . ?
N7 C10 1.343(2) . ?
N7 C14 1.352(3) . ?
N8 C15 1.348(3) . ?
N8 C19 1.340(3) . ?
N9 C20 1.144(3) . ?
C2 C3 1.491(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 C6 1.497(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C8 C9 1.491(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C11 1.384(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.375(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(3) . ?
C14 C15 1.488(3) . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.380(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.457(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
B1 H1 1.10(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Bi1 S1 90.934(18) . . ?
Cl1 Bi1 S3 87.777(16) . . ?
Cl2 Bi1 Cl1 93.911(18) . . ?
Cl2 Bi1 S1 89.180(16) . . ?
Cl2 Bi1 S3 152.037(16) . . ?
S3 Bi1 S1 118.725(15) . . ?
N7 Bi1 Cl1 88.94(4) . . ?
N7 Bi1 Cl2 81.13(4) . . ?
N7 Bi1 S1 170.27(4) . . ?
N7 Bi1 S3 70.99(4) . . ?
N7 Bi1 N8 66.32(5) . . ?
N8 Bi1 Cl1 155.25(4) . . ?
N8 Bi1 Cl2 82.05(4) . . ?
N8 Bi1 S1 113.31(4) . . ?
N8 Bi1 S3 84.84(4) . . ?
C1 S1 Bi1 81.18(7) . . ?
C1 S2 C2 89.57(11) . . ?
C4 S3 Bi1 116.92(7) . . ?
C4 S4 C5 88.98(11) . . ?
C8 S6 C7 90.16(10) . . ?
N2 N1 B1 118.31(16) . . ?
C1 N1 N2 115.87(18) . . ?
C1 N1 B1 125.27(18) . . ?
C2 N2 N1 110.9(2) . . ?
N4 N3 B1 119.72(16) . . ?
C4 N3 N4 116.08(17) . . ?
C4 N3 B1 123.89(16) . . ?
C5 N4 N3 110.76(18) . . ?
N6 N5 B1 118.33(16) . . ?
C7 N5 N6 117.05(16) . . ?
C7 N5 B1 124.58(17) . . ?
C8 N6 N5 111.16(18) . . ?
C10 N7 Bi1 120.75(14) . . ?
C10 N7 C14 119.20(18) . . ?
C14 N7 Bi1 119.92(13) . . ?
C15 N8 Bi1 116.53(13) . . ?
C19 N8 Bi1 120.58(14) . . ?
C19 N8 C15 119.52(18) . . ?
S1 C1 S2 123.92(13) . . ?
N1 C1 S1 126.45(18) . . ?
N1 C1 S2 109.47(17) . . ?
N2 C2 S2 114.13(19) . . ?
N2 C2 C3 122.5(3) . . ?
C3 C2 S2 123.3(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
S3 C4 S4 121.22(12) . . ?
N3 C4 S3 129.00(16) . . ?
N3 C4 S4 109.77(14) . . ?
N4 C5 S4 114.40(17) . . ?
N4 C5 C6 124.2(2) . . ?
C6 C5 S4 121.43(19) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
S5 C7 S6 124.21(12) . . ?
N5 C7 S5 127.91(15) . . ?
N5 C7 S6 107.88(15) . . ?
N6 C8 S6 113.73(16) . . ?
N6 C8 C9 122.9(2) . . ?
C9 C8 S6 123.33(16) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N7 C10 H10 118.9 . . ?
N7 C10 C11 122.3(2) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.9(2) . . ?
C12 C11 H11 120.6 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.3(2) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.4(2) . . ?
C14 C13 H13 120.3 . . ?
N7 C14 C13 120.96(19) . . ?
N7 C14 C15 117.00(17) . . ?
C13 C14 C15 122.04(19) . . ?
N8 C15 C14 116.16(18) . . ?
N8 C15 C16 121.04(19) . . ?
C16 C15 C14 122.80(18) . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.1(2) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.5(2) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 120.8 . . ?
C19 C18 C17 118.4(2) . . ?
C19 C18 H18 120.8 . . ?
N8 C19 C18 122.43(19) . . ?
N8 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
N9 C20 C21 179.7(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 B1 H1 111.8(12) . . ?
N3 B1 N1 106.89(16) . . ?
N3 B1 H1 108.5(12) . . ?
N5 B1 N1 108.42(16) . . ?
N5 B1 N3 110.66(16) . . ?
N5 B1 H1 110.5(12) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2 -11 16 0.0323 1.9864 -10.9982 15.9768 -0.8708 0.2164 -0.4054
-2 11 -16 0.0323 -1.9864 10.9982 -15.9768 0.8708 -0.2164 0.4054
-12 0 9 0.0579 -11.9914 0.0174 8.9800 -0.1468 0.8735 0.4459
12 0 -9 0.0579 11.9914 -0.0174 -8.9800 0.1468 -0.8735 -0.4459
-5 0 21 0.0594 -5.0008 -0.0012 20.9778 -0.8501 0.3566 0.4057
5 0 -21 0.0594 5.0008 0.0012 -20.9778 0.8501 -0.3566 -0.4057
-2 15 -11 0.0384 -1.9849 14.9909 -10.9763 0.6767 -0.3529 0.6707
2 -15 11 0.0384 1.9849 -14.9909 10.9763 -0.6767 0.3529 -0.6707
-1 -15 -5 0.0574 -1.0082 -14.9776 -5.0140 0.1213 0.5791 -0.7919
1 15 5 0.0574 1.0082 14.9776 5.0140 -0.1213 -0.5791 0.7919

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_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.
;
_shelxl_version_number           2013-2

#===END 

_database_code_depnum_ccdc_archive 'CCDC 970802'
