 
data_sad_a
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C11 H20 F9 Li2 O11 S3, C40 H62 Bi N2'
_chemical_formula_sum
 'C51 H82 Bi F9 Li2 N2 O11 S3' 
_chemical_formula_weight          1389.22

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F'  'F'   0.0171   0.0103
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S'  'S'   0.1246   0.1234
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Bi'  'Bi'  -4.1077  10.2566
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Li'  'Li'  -0.0003   0.0001
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/n'
_space_group_name_Hall            '-P 2yn'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    24.689(2)
_cell_length_b                    9.342(2)
_cell_length_c                    27.653(3)
_cell_angle_alpha                 90
_cell_angle_beta                  98.07(2)
_cell_angle_gamma                 90
_cell_volume                      6314.9(16)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9945
_cell_measurement_theta_min       2.27
_cell_measurement_theta_max       23.0545
 
_exptl_crystal_description        needle
_exptl_crystal_colour             blue
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.461          
_exptl_crystal_F_000              2832
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.182
_exptl_crystal_size_mid           0.084
_exptl_crystal_size_min           0.045
_exptl_absorpt_coefficient_mu     2.971
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6722
_exptl_absorpt_correction_T_max   0.7452
_exptl_absorpt_process_details    'SADABS-2016/2'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'INCOATEC Microsource'
_diffrn_measurement_device_type   'Bruker Smart APEX II Quazar'
_diffrn_measurement_method        'omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             126568
_diffrn_reflns_av_unetI/netI      0.0346
_diffrn_reflns_av_R_equivalents   0.0721
_diffrn_reflns_limit_h_min        -29
_diffrn_reflns_limit_h_max        29
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -32
_diffrn_reflns_limit_l_max        32
_diffrn_reflns_theta_min          1.192
_diffrn_reflns_theta_max          25.033
_diffrn_reflns_theta_full         25.033
_diffrn_measured_fraction_theta_max   1.000
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    1.000
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   1.000
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              11157
_reflns_number_gt                 9358
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'APEX2 v2012.2'
_computing_cell_refinement        'SAINT V8.40A'
_computing_data_reduction         'SAINT V8.40A'
_computing_structure_solution     'SHELXT(G.M.Sheldrick,Acta Cryst.(2015)A71,3-8)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     'XP Version 5.1'
_computing_publication_material   'XP Version 5.1'
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0156P)²+6.9431P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          11157
_refine_ls_number_parameters      820
_refine_ls_number_restraints      426
_refine_ls_R_factor_all           0.0370
_refine_ls_R_factor_gt            0.0253
_refine_ls_wR_factor_ref          0.0512
_refine_ls_wR_factor_gt           0.0480
_refine_ls_goodness_of_fit_ref    1.015
_refine_ls_restrained_S_all       1.003
_refine_ls_shift/su_max           0.003
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Bi1 Bi 0.47330(2) 0.68231(2) 0.26703(2) 0.01806(4) Uani 1 1 d . . . . .
C1 C 0.44355(11) 0.7991(3) 0.33031(10) 0.0154(6) Uani 1 1 d . . . . .
N1 N 0.39849(9) 0.8736(2) 0.31732(8) 0.0143(5) Uani 1 1 d . . . . .
S1 S 0.74465(3) 0.65217(8) 0.41356(3) 0.01784(17) Uani 1 1 d . . . . .
F1 F 0.81689(7) 0.7986(2) 0.37360(7) 0.0326(5) Uani 1 1 d . . . . .
Li1 Li 0.7466(2) 0.3742(5) 0.47294(19) 0.0252(12) Uani 1 1 d . . . . .
F2 F 0.79059(7) 0.6040(2) 0.33495(6) 0.0286(4) Uani 1 1 d . . . . .
C2 C 0.46656(12) 0.8328(3) 0.38289(10) 0.0180(6) Uani 1 1 d . . . . .
N2 N 0.58078(9) 0.5174(2) 0.26040(8) 0.0134(5) Uani 1 1 d . . . . .
S2 S 0.68778(3) 0.56154(9) 0.55131(3) 0.02373(18) Uani 1 1 d . . . . .
Li2 Li 0.7933(2) 0.7166(5) 0.52848(19) 0.0227(12) Uani 1 1 d . . . . .
F3 F 0.84631(7) 0.5938(2) 0.40227(7) 0.0355(5) Uani 1 1 d . . . . .
C3 C 0.43355(12) 0.9670(3) 0.39402(11) 0.0213(7) Uani 1 1 d . . . . .
H3A H 0.424482 0.962123 0.427738 0.026 Uiso 1 1 calc R U . . .
H3B H 0.455310 1.054668 0.390908 0.026 Uiso 1 1 calc R U . . .
S3 S 0.85813(3) 0.42580(8) 0.54360(3) 0.02381(18) Uani 1 1 d . . . . .
O3 O 0.76609(8) 0.7189(2) 0.45938(7) 0.0226(5) Uani 1 1 d . . . . .
F4 F 0.63805(7) 0.6964(2) 0.47417(6) 0.0349(5) Uani 1 1 d . . . . .
C4 C 0.38110(12) 0.9701(3) 0.35720(11) 0.0184(7) Uani 1 1 d . . . . .
O4 O 0.70257(8) 0.7305(2) 0.38388(7) 0.0212(5) Uani 1 1 d . . . . .
O5 O 0.73520(9) 0.4997(2) 0.41668(7) 0.0249(5) Uani 1 1 d . . . . .
C5 C 0.52802(12) 0.8677(3) 0.38877(12) 0.0250(7) Uani 1 1 d . . . . .
H5A H 0.541121 0.889603 0.423077 0.037 Uiso 1 1 calc R U . . .
H5B H 0.534039 0.950581 0.368472 0.037 Uiso 1 1 calc R U . . .
H5C H 0.548058 0.785056 0.378514 0.037 Uiso 1 1 calc R U . . .
F5 F 0.60886(8) 0.7515(2) 0.54145(7) 0.0473(6) Uani 1 1 d . . . . .
O6 O 0.70199(9) 0.4506(2) 0.51884(8) 0.0325(6) Uani 1 1 d . . . . .
C6 C 0.45613(13) 0.7056(3) 0.41538(11) 0.0245(7) Uani 1 1 d . . . . .
H6A H 0.468576 0.729559 0.449637 0.037 Uiso 1 1 calc R U . . .
H6B H 0.476247 0.621779 0.406131 0.037 Uiso 1 1 calc R U . . .
H6C H 0.416900 0.684031 0.411131 0.037 Uiso 1 1 calc R U . . .
F6 F 0.58692(8) 0.5490(2) 0.50703(7) 0.0460(6) Uani 1 1 d . . . . .
C52 C 0.92434(14) 0.4267(4) 0.52210(13) 0.0353(9) Uani 1 1 d . . . . .
C51 C 0.62751(13) 0.6444(4) 0.51648(12) 0.0284(8) Uani 1 1 d . . . . .
C50 C 0.80268(12) 0.6615(3) 0.37963(11) 0.0237(7) Uani 1 1 d . . . . .
O7 O 0.72646(8) 0.6785(2) 0.55808(7) 0.0263(5) Uani 1 1 d . . . . .
C7 C 0.33195(12) 0.9077(4) 0.37754(12) 0.0272(8) Uani 1 1 d . . . . .
H7A H 0.322915 0.968451 0.404180 0.041 Uiso 1 1 calc R U . . .
H7B H 0.340731 0.810976 0.389952 0.041 Uiso 1 1 calc R U . . .
H7C H 0.300573 0.903568 0.351594 0.041 Uiso 1 1 calc R U . . .
F7 F 0.92381(8) 0.5056(2) 0.48167(8) 0.0484(6) Uani 1 1 d . . . . .
O8 O 0.66835(9) 0.5121(3) 0.59476(8) 0.0347(6) Uani 1 1 d . . . . .
C8 C 0.36632(13) 1.1193(3) 0.33766(12) 0.0243(7) Uani 1 1 d . . . . .
H8A H 0.355455 1.178689 0.363874 0.036 Uiso 1 1 calc R U . . .
H8B H 0.335897 1.112908 0.310862 0.036 Uiso 1 1 calc R U . . .
H8C H 0.398081 1.162334 0.325641 0.036 Uiso 1 1 calc R U . . .
F8 F 0.93948(9) 0.2941(2) 0.51158(9) 0.0549(6) Uani 1 1 d . . . . .
O9 O 0.82254(9) 0.3634(2) 0.50338(8) 0.0298(5) Uani 1 1 d . . . . .
C9 C 0.36813(11) 0.8591(3) 0.26790(10) 0.0145(6) Uani 1 1 d . . . . .
F9 F 0.96293(8) 0.4808(2) 0.55581(8) 0.0498(6) Uani 1 1 d . . . . .
O11 O 0.86741(10) 0.3411(2) 0.58720(8) 0.0325(6) Uani 1 1 d . . . . .
C11 C 0.30243(12) 0.7355(3) 0.21126(11) 0.0203(7) Uani 1 1 d . . . . .
H11 H 0.274836 0.664648 0.204329 0.024 Uiso 1 1 calc R U . . .
O10 O 0.84744(9) 0.5757(2) 0.55121(8) 0.0284(5) Uani 1 1 d . . . . .
C10 C 0.32878(11) 0.7504(3) 0.25910(11) 0.0156(6) Uani 1 1 d . . . . .
C13 C 0.35547(12) 0.9236(3) 0.18319(11) 0.0197(7) Uani 1 1 d . . . . .
H13 H 0.364628 0.980314 0.156993 0.024 Uiso 1 1 calc R U . . .
C12 C 0.31535(12) 0.8209(3) 0.17379(11) 0.0213(7) Uani 1 1 d . . . . .
H12 H 0.296631 0.808810 0.141610 0.026 Uiso 1 1 calc R U . . .
C15 C 0.31456(12) 0.6450(3) 0.29728(11) 0.0179(7) Uani 1 1 d . . . . .
H15 H 0.337359 0.668729 0.329079 0.021 Uiso 1 1 calc R U . . .
C14 C 0.38300(11) 0.9466(3) 0.23010(10) 0.0155(6) Uani 1 1 d . . . . .
C16 C 0.32753(13) 0.4904(3) 0.28377(12) 0.0256(8) Uani 1 1 d . . . . .
H16A H 0.319276 0.425400 0.309586 0.038 Uiso 1 1 calc R U . . .
H16B H 0.366375 0.482670 0.280255 0.038 Uiso 1 1 calc R U . . .
H16C H 0.305223 0.464459 0.252864 0.038 Uiso 1 1 calc R U . . .
C17 C 0.25420(12) 0.6560(3) 0.30431(12) 0.0264(8) Uani 1 1 d . . . . .
H17A H 0.248200 0.602663 0.333612 0.040 Uiso 1 1 calc R U . . .
H17B H 0.231295 0.615629 0.275755 0.040 Uiso 1 1 calc R U . . .
H17C H 0.244528 0.756742 0.308068 0.040 Uiso 1 1 calc R U . . .
C18 C 0.42607(12) 1.0647(3) 0.23676(11) 0.0192(7) Uani 1 1 d . . . . .
H18 H 0.444074 1.064335 0.271487 0.023 Uiso 1 1 calc R U . . .
C19 C 0.39915(13) 1.2112(3) 0.22533(12) 0.0245(7) Uani 1 1 d . . . . .
H19A H 0.426703 1.286739 0.232232 0.037 Uiso 1 1 calc R U . . .
H19B H 0.370145 1.225494 0.245674 0.037 Uiso 1 1 calc R U . . .
H19C H 0.383429 1.214959 0.190783 0.037 Uiso 1 1 calc R U . . .
C20 C 0.47035(12) 1.0442(3) 0.20309(12) 0.0264(8) Uani 1 1 d . . . . .
H20A H 0.498291 1.118743 0.209968 0.040 Uiso 1 1 calc R U . . .
H20B H 0.453512 1.050914 0.168898 0.040 Uiso 1 1 calc R U . . .
H20C H 0.487358 0.949848 0.209033 0.040 Uiso 1 1 calc R U . . .
C21 C 0.54728(11) 0.5358(3) 0.29289(10) 0.0140(6) Uani 1 1 d . . . . .
C22 C 0.55899(11) 0.4238(3) 0.33317(10) 0.0164(6) Uani 1 1 d . . . . .
C23 C 0.59665(12) 0.3172(3) 0.31149(11) 0.0218(7) Uani 1 1 d . . . . .
H23A H 0.625340 0.281734 0.337340 0.026 Uiso 1 1 calc R U . . .
H23B H 0.575214 0.234245 0.297069 0.026 Uiso 1 1 calc R U . . .
C26 C 0.58755(12) 0.4943(3) 0.38015(10) 0.0200(7) Uani 1 1 d . . . . .
H26A H 0.601966 0.419862 0.403452 0.030 Uiso 1 1 calc R U . . .
H26B H 0.561207 0.553450 0.394558 0.030 Uiso 1 1 calc R U . . .
H26C H 0.617707 0.554385 0.372406 0.030 Uiso 1 1 calc R U . . .
C27 C 0.67869(12) 0.4581(3) 0.29092(11) 0.0230(7) Uani 1 1 d . . . . .
H27A H 0.704676 0.380102 0.299907 0.034 Uiso 1 1 calc R U . . .
H27B H 0.676102 0.517942 0.319621 0.034 Uiso 1 1 calc R U . . .
H27C H 0.691342 0.516467 0.265251 0.034 Uiso 1 1 calc R U . . .
C28 C 0.62737(13) 0.3046(3) 0.22749(11) 0.0233(7) Uani 1 1 d . . . . .
H28A H 0.654637 0.229301 0.236114 0.035 Uiso 1 1 calc R U . . .
H28B H 0.638677 0.364857 0.201665 0.035 Uiso 1 1 calc R U . . .
H28C H 0.591839 0.260957 0.215865 0.035 Uiso 1 1 calc R U . . .
C29 C 0.58070(11) 0.6100(3) 0.21766(10) 0.0153(6) Uani 1 1 d . . . . .
C30 C 0.61037(11) 0.7405(3) 0.22313(11) 0.0158(6) Uani 1 1 d . . . . .
C31 C 0.60934(12) 0.8264(4) 0.18203(11) 0.0253(7) Uani 1 1 d . . . . .
H31 H 0.628920 0.914224 0.184660 0.030 Uiso 1 1 calc R U . . .
C32 C 0.58066(13) 0.7877(4) 0.13739(12) 0.0304(8) Uani 1 1 d . . . . .
H32 H 0.581061 0.847745 0.109727 0.036 Uiso 1 1 calc R U . . .
C33 C 0.55154(13) 0.6618(4) 0.13324(12) 0.0293(8) Uani 1 1 d . . . . .
H33 H 0.531906 0.636209 0.102422 0.035 Uiso 1 1 calc R U . . .
C34 C 0.54996(12) 0.5707(3) 0.17284(11) 0.0192(7) Uani 1 1 d . . . . .
C35 C 0.64069(11) 0.7953(3) 0.27110(11) 0.0187(7) Uani 1 1 d . . . . .
H35 H 0.639712 0.719263 0.296427 0.022 Uiso 1 1 calc R U . . .
C36 C 0.61294(13) 0.9301(3) 0.28782(12) 0.0278(8) Uani 1 1 d . . . . .
H36A H 0.631055 0.958785 0.320191 0.042 Uiso 1 1 calc R U . . .
H36B H 0.574293 0.909827 0.289455 0.042 Uiso 1 1 calc R U . . .
H36C H 0.615762 1.007829 0.264498 0.042 Uiso 1 1 calc R U . . .
C37 C 0.70068(12) 0.8292(3) 0.26712(12) 0.0269(7) Uani 1 1 d . . . . .
H37A H 0.719561 0.858015 0.299201 0.040 Uiso 1 1 calc R U . . .
H37B H 0.702403 0.907422 0.243754 0.040 Uiso 1 1 calc R U . . .
H37C H 0.718403 0.744029 0.255867 0.040 Uiso 1 1 calc R U . . .
C38 C 0.51416(12) 0.4368(3) 0.16450(11) 0.0231(7) Uani 1 1 d . . . . .
H38 H 0.517329 0.381954 0.195821 0.028 Uiso 1 1 calc R U . . .
C39 C 0.45400(13) 0.4757(4) 0.14927(11) 0.0287(8) Uani 1 1 d . . . . .
H39A H 0.432694 0.388215 0.141340 0.043 Uiso 1 1 calc R U . . .
H39B H 0.450624 0.538173 0.120533 0.043 Uiso 1 1 calc R U . . .
H39C H 0.440129 0.525655 0.176184 0.043 Uiso 1 1 calc R U . . .
C40 C 0.53242(14) 0.3392(4) 0.12511(11) 0.0324(8) Uani 1 1 d . . . . .
H40A H 0.512033 0.248969 0.123955 0.049 Uiso 1 1 calc R U . . .
H40B H 0.571659 0.319558 0.132971 0.049 Uiso 1 1 calc R U . . .
H40C H 0.525213 0.386800 0.093276 0.049 Uiso 1 1 calc R U . . .
C42A C 0.7837(2) 0.1728(5) 0.3915(2) 0.0424(14) Uani 0.773(5) 1 d D U P A 1
H42A H 0.794513 0.115065 0.364817 0.064 Uiso 0.773(5) 1 calc R U P A 1
H42B H 0.769164 0.264868 0.378548 0.064 Uiso 0.773(5) 1 calc R U P A 1
H42C H 0.815688 0.189422 0.416131 0.064 Uiso 0.773(5) 1 calc R U P A 1
C43A C 0.7404(3) 0.0945(5) 0.41443(19) 0.0428(13) Uani 0.773(5) 1 d D U P A 1
H43A H 0.708122 0.076671 0.389610 0.051 Uiso 0.773(5) 1 calc R U P A 1
H43B H 0.754769 0.001024 0.427293 0.051 Uiso 0.773(5) 1 calc R U P A 1
O1A O 0.7248(2) 0.1792(7) 0.45325(19) 0.0290(10) Uani 0.773(5) 1 d D U P A 1
C44A C 0.6918(2) 0.1035(5) 0.48373(19) 0.0399(13) Uani 0.773(5) 1 d D U P A 1
H44A H 0.693195 0.154388 0.515277 0.048 Uiso 0.773(5) 1 calc R U P A 1
H44B H 0.707190 0.006560 0.490562 0.048 Uiso 0.773(5) 1 calc R U P A 1
C45A C 0.6342(3) 0.0902(10) 0.4612(3) 0.077(3) Uani 0.773(5) 1 d D U P A 1
H45A H 0.613501 0.038062 0.483271 0.116 Uiso 0.773(5) 1 calc R U P A 1
H45B H 0.618423 0.185871 0.454960 0.116 Uiso 0.773(5) 1 calc R U P A 1
H45C H 0.632420 0.038012 0.430240 0.116 Uiso 0.773(5) 1 calc R U P A 1
C42B C 0.7604(8) 0.144(2) 0.3651(6) 0.044(4) Uani 0.227(5) 1 d D U P A 2
H42D H 0.791083 0.105622 0.350105 0.066 Uiso 0.227(5) 1 calc R U P A 2
H42E H 0.726763 0.093532 0.352032 0.066 Uiso 0.227(5) 1 calc R U P A 2
H42F H 0.756248 0.246385 0.357552 0.066 Uiso 0.227(5) 1 calc R U P A 2
C43B C 0.7713(7) 0.124(2) 0.4184(6) 0.038(3) Uani 0.227(5) 1 d D U P A 2
H43C H 0.776275 0.021053 0.425807 0.046 Uiso 0.227(5) 1 calc R U P A 2
H43D H 0.805766 0.173938 0.431329 0.046 Uiso 0.227(5) 1 calc R U P A 2
O1B O 0.7277(9) 0.179(3) 0.4426(9) 0.037(2) Uani 0.227(5) 1 d D U P A 2
C44B C 0.6855(6) 0.0767(17) 0.4468(7) 0.044(2) Uani 0.227(5) 1 d D U P A 2
H44C H 0.701693 -0.011382 0.462642 0.052 Uiso 0.227(5) 1 calc R U P A 2
H44D H 0.666878 0.050966 0.413858 0.052 Uiso 0.227(5) 1 calc R U P A 2
C45B C 0.6447(8) 0.139(2) 0.4766(9) 0.044(4) Uani 0.227(5) 1 d D U P A 2
H45D H 0.615903 0.068495 0.479360 0.066 Uiso 0.227(5) 1 calc R U P A 2
H45E H 0.663256 0.163189 0.509245 0.066 Uiso 0.227(5) 1 calc R U P A 2
H45F H 0.628518 0.225400 0.460568 0.066 Uiso 0.227(5) 1 calc R U P A 2
C46A C 0.93752(18) 0.8770(5) 0.51651(15) 0.0357(11) Uani 0.850(4) 1 d D U P B 1
H46A H 0.961027 0.872553 0.490791 0.053 Uiso 0.850(4) 1 calc R U P B 1
H46B H 0.945395 0.964730 0.535613 0.053 Uiso 0.850(4) 1 calc R U P B 1
H46C H 0.944585 0.793595 0.537988 0.053 Uiso 0.850(4) 1 calc R U P B 1
C47A C 0.87834(17) 0.8769(5) 0.49365(15) 0.0302(11) Uani 0.850(4) 1 d D U P B 1
H47A H 0.871505 0.960217 0.471511 0.036 Uiso 0.850(4) 1 calc R U P B 1
H47B H 0.870695 0.788985 0.473888 0.036 Uiso 0.850(4) 1 calc R U P B 1
O2A O 0.84172(12) 0.8833(3) 0.53020(11) 0.0274(7) Uani 0.850(4) 1 d D U P B 1
C48A C 0.83532(16) 1.0250(4) 0.54811(14) 0.0280(10) Uani 0.850(4) 1 d D U P B 1
H48A H 0.813907 1.084207 0.522534 0.034 Uiso 0.850(4) 1 calc R U P B 1
H48B H 0.871583 1.070311 0.557185 0.034 Uiso 0.850(4) 1 calc R U P B 1
C49A C 0.8059(2) 1.0148(5) 0.59217(19) 0.0378(12) Uani 0.850(4) 1 d D U P B 1
H49A H 0.801078 1.110991 0.605068 0.057 Uiso 0.850(4) 1 calc R U P B 1
H49B H 0.770024 0.970344 0.582792 0.057 Uiso 0.850(4) 1 calc R U P B 1
H49C H 0.827492 0.956498 0.617318 0.057 Uiso 0.850(4) 1 calc R U P B 1
C46B C 0.9036(11) 0.878(3) 0.5073(12) 0.040(5) Uani 0.150(4) 1 d D U P B 2
H46D H 0.932800 0.928450 0.493856 0.060 Uiso 0.150(4) 1 calc R U P B 2
H46E H 0.919477 0.818347 0.534929 0.060 Uiso 0.150(4) 1 calc R U P B 2
H46F H 0.883708 0.816388 0.481979 0.060 Uiso 0.150(4) 1 calc R U P B 2
C47B C 0.8649(8) 0.984(2) 0.5243(9) 0.035(3) Uani 0.150(4) 1 d D U P B 2
H47C H 0.884788 1.046538 0.549624 0.042 Uiso 0.150(4) 1 calc R U P B 2
H47D H 0.848926 1.044574 0.496536 0.042 Uiso 0.150(4) 1 calc R U P B 2
O2B O 0.8218(7) 0.9083(17) 0.5440(7) 0.031(3) Uani 0.150(4) 1 d D U P B 2
C48B C 0.7855(8) 1.001(3) 0.5649(8) 0.035(3) Uani 0.150(4) 1 d D U P B 2
H48C H 0.750683 0.950866 0.567175 0.042 Uiso 0.150(4) 1 calc R U P B 2
H48D H 0.777150 1.085989 0.543500 0.042 Uiso 0.150(4) 1 calc R U P B 2
C49B C 0.8106(12) 1.050(3) 0.6148(9) 0.043(6) Uani 0.150(4) 1 d D U P B 2
H49D H 0.785208 1.113285 0.628513 0.065 Uiso 0.150(4) 1 calc R U P B 2
H49E H 0.818360 0.965898 0.636001 0.065 Uiso 0.150(4) 1 calc R U P B 2
H49F H 0.844786 1.100807 0.612363 0.065 Uiso 0.150(4) 1 calc R U P B 2
C25 C 0.50614(12) 0.3503(3) 0.34359(12) 0.0253(8) Uani 1 1 d . . . . .
H25A H 0.481776 0.421620 0.355103 0.038 Uiso 1 1 calc R U . . .
H25B H 0.515073 0.276795 0.368711 0.038 Uiso 1 1 calc R U . . .
H25C H 0.487858 0.305746 0.313582 0.038 Uiso 1 1 calc R U . . .
C24 C 0.62266(12) 0.3959(3) 0.27222(11) 0.0173(7) Uani 1 1 d . . . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
Bi1 C1 2.270(3) . ?
Bi1 C21 2.314(3) . ?
C1 N1 1.319(3) . ?
C1 C2 1.518(4) . ?
N1 C9 1.470(4) . ?
N1 C4 1.532(4) . ?
S1 O4 1.432(2) . ?
S1 O3 1.444(2) . ?
S1 O5 1.448(2) . ?
S1 C50 1.821(3) . ?
F1 C50 1.345(4) . ?
Li1 O6 1.930(6) . ?
Li1 O5 1.937(6) . ?
Li1 O9 1.947(6) . ?
Li1 O1A 1.955(8) . ?
Li1 O1B 2.04(2) . ?
F2 C50 1.342(3) . ?
C2 C6 1.534(4) . ?
C2 C5 1.538(4) . ?
C2 C3 1.549(4) . ?
N2 C21 1.315(3) . ?
N2 C29 1.464(4) . ?
N2 C24 1.539(3) . ?
S2 O8 1.431(2) . ?
S2 O7 1.446(2) . ?
S2 O6 1.446(2) . ?
S2 C51 1.827(3) . ?
Li2 O10 1.918(5) . ?
Li2 O3 1.935(5) . ?
Li2 O2B 1.950(17) . ?
Li2 O2A 1.960(6) . ?
Li2 O7 1.975(5) . ?
F3 C50 1.328(3) . ?
C3 C4 1.531(4) . ?
S3 O11 1.433(2) . ?
S3 O9 1.440(2) . ?
S3 O10 1.445(2) . ?
S3 C52 1.816(4) . ?
F4 C51 1.326(4) . ?
C4 C8 1.521(4) . ?
C4 C7 1.523(4) . ?
F5 C51 1.334(4) . ?
F6 C51 1.339(4) . ?
C52 F9 1.335(4) . ?
C52 F8 1.338(4) . ?
C52 F7 1.338(4) . ?
C9 C10 1.402(4) . ?
C9 C14 1.415(4) . ?
C11 C12 1.380(4) . ?
C11 C10 1.397(4) . ?
C10 C15 1.520(4) . ?
C13 C12 1.378(4) . ?
C13 C14 1.394(4) . ?
C15 C17 1.533(4) . ?
C15 C16 1.537(4) . ?
C14 C18 1.525(4) . ?
C18 C19 1.535(4) . ?
C18 C20 1.544(4) . ?
C21 C22 1.526(4) . ?
C22 C26 1.537(4) . ?
C22 C25 1.537(4) . ?
C22 C23 1.540(4) . ?
C23 C24 1.526(4) . ?
C27 C24 1.522(4) . ?
C28 C24 1.520(4) . ?
C29 C34 1.408(4) . ?
C29 C30 1.420(4) . ?
C30 C31 1.388(4) . ?
C30 C35 1.517(4) . ?
C31 C32 1.382(4) . ?
C32 C33 1.375(4) . ?
C33 C34 1.392(4) . ?
C34 C38 1.530(4) . ?
C35 C37 1.534(4) . ?
C35 C36 1.536(4) . ?
C38 C39 1.530(4) . ?
C38 C40 1.536(4) . ?
C42A C43A 1.508(6) . ?
C43A O1A 1.429(6) . ?
O1A C44A 1.439(6) . ?
C44A C45A 1.475(7) . ?
C42B C43B 1.474(14) . ?
C43B O1B 1.438(14) . ?
O1B C44B 1.429(14) . ?
C44B C45B 1.504(14) . ?
C46A C47A 1.508(5) . ?
C47A O2A 1.449(5) . ?
O2A C48A 1.430(4) . ?
C48A C49A 1.507(6) . ?
C46B C47B 1.498(15) . ?
C47B O2B 1.446(14) . ?
O2B C48B 1.429(14) . ?
C48B C49B 1.500(15) . ?
 
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 Bi1 C21 111.89(10) . . ?
N1 C1 C2 109.8(2) . . ?
N1 C1 Bi1 113.29(19) . . ?
C2 C1 Bi1 136.07(19) . . ?
C1 N1 C9 120.4(2) . . ?
C1 N1 C4 115.2(2) . . ?
C9 N1 C4 124.5(2) . . ?
O4 S1 O3 115.44(12) . . ?
O4 S1 O5 115.27(13) . . ?
O3 S1 O5 114.50(13) . . ?
O4 S1 C50 103.91(13) . . ?
O3 S1 C50 102.33(13) . . ?
O5 S1 C50 102.86(14) . . ?
O6 Li1 O5 105.8(3) . . ?
O6 Li1 O9 109.8(3) . . ?
O5 Li1 O9 113.7(3) . . ?
O6 Li1 O1A 111.6(3) . . ?
O5 Li1 O1A 109.7(3) . . ?
O9 Li1 O1A 106.4(3) . . ?
O6 Li1 O1B 118.9(5) . . ?
O5 Li1 O1B 102.3(8) . . ?
O9 Li1 O1B 106.4(8) . . ?
C1 C2 C6 109.2(2) . . ?
C1 C2 C5 112.1(2) . . ?
C6 C2 C5 110.3(2) . . ?
C1 C2 C3 102.8(2) . . ?
C6 C2 C3 112.0(2) . . ?
C5 C2 C3 110.3(2) . . ?
C21 N2 C29 123.0(2) . . ?
C21 N2 C24 114.8(2) . . ?
C29 N2 C24 122.1(2) . . ?
O8 S2 O7 115.36(13) . . ?
O8 S2 O6 115.41(14) . . ?
O7 S2 O6 114.09(13) . . ?
O8 S2 C51 103.60(15) . . ?
O7 S2 C51 102.84(14) . . ?
O6 S2 C51 103.12(14) . . ?
O10 Li2 O3 117.5(3) . . ?
O10 Li2 O2B 110.2(6) . . ?
O3 Li2 O2B 105.8(6) . . ?
O10 Li2 O2A 98.2(3) . . ?
O3 Li2 O2A 98.1(2) . . ?
O10 Li2 O7 109.0(3) . . ?
O3 Li2 O7 102.5(2) . . ?
O2B Li2 O7 111.8(5) . . ?
O2A Li2 O7 132.5(3) . . ?
C4 C3 C2 107.6(2) . . ?
O11 S3 O9 115.75(14) . . ?
O11 S3 O10 115.02(14) . . ?
O9 S3 O10 113.59(13) . . ?
O11 S3 C52 103.47(16) . . ?
O9 S3 C52 103.22(15) . . ?
O10 S3 C52 103.55(16) . . ?
S1 O3 Li2 153.6(2) . . ?
C8 C4 C7 108.5(3) . . ?
C8 C4 C3 113.1(2) . . ?
C7 C4 C3 113.0(3) . . ?
C8 C4 N1 111.2(2) . . ?
C7 C4 N1 111.1(2) . . ?
C3 C4 N1 99.9(2) . . ?
S1 O5 Li1 129.5(2) . . ?
S2 O6 Li1 152.1(2) . . ?
F9 C52 F8 108.0(3) . . ?
F9 C52 F7 107.3(3) . . ?
F8 C52 F7 107.4(3) . . ?
F9 C52 S3 111.1(2) . . ?
F8 C52 S3 111.0(3) . . ?
F7 C52 S3 111.9(2) . . ?
F4 C51 F5 107.9(3) . . ?
F4 C51 F6 107.8(3) . . ?
F5 C51 F6 107.3(3) . . ?
F4 C51 S2 112.0(2) . . ?
F5 C51 S2 111.1(2) . . ?
F6 C51 S2 110.6(2) . . ?
F3 C50 F2 107.7(2) . . ?
F3 C50 F1 107.7(2) . . ?
F2 C50 F1 107.2(2) . . ?
F3 C50 S1 112.3(2) . . ?
F2 C50 S1 111.5(2) . . ?
F1 C50 S1 110.3(2) . . ?
S2 O7 Li2 131.1(2) . . ?
S3 O9 Li1 139.4(2) . . ?
C10 C9 C14 122.4(3) . . ?
C10 C9 N1 118.6(2) . . ?
C14 C9 N1 118.8(2) . . ?
C12 C11 C10 121.8(3) . . ?
S3 O10 Li2 138.6(2) . . ?
C11 C10 C9 117.1(3) . . ?
C11 C10 C15 118.1(3) . . ?
C9 C10 C15 124.7(3) . . ?
C12 C13 C14 121.8(3) . . ?
C13 C12 C11 119.8(3) . . ?
C10 C15 C17 111.6(2) . . ?
C10 C15 C16 111.3(2) . . ?
C17 C15 C16 109.5(2) . . ?
C13 C14 C9 117.1(3) . . ?
C13 C14 C18 117.7(3) . . ?
C9 C14 C18 125.3(3) . . ?
C14 C18 C19 110.2(2) . . ?
C14 C18 C20 112.2(2) . . ?
C19 C18 C20 108.0(2) . . ?
N2 C21 C22 109.7(2) . . ?
N2 C21 Bi1 114.26(19) . . ?
C22 C21 Bi1 133.76(19) . . ?
C21 C22 C26 109.9(2) . . ?
C21 C22 C25 111.4(2) . . ?
C26 C22 C25 109.5(2) . . ?
C21 C22 C23 102.8(2) . . ?
C26 C22 C23 112.1(2) . . ?
C25 C22 C23 111.0(2) . . ?
C24 C23 C22 107.6(2) . . ?
C34 C29 C30 121.6(3) . . ?
C34 C29 N2 119.7(2) . . ?
C30 C29 N2 118.6(2) . . ?
C31 C30 C29 117.3(3) . . ?
C31 C30 C35 118.1(3) . . ?
C29 C30 C35 124.5(3) . . ?
C32 C31 C30 121.9(3) . . ?
C33 C32 C31 119.7(3) . . ?
C32 C33 C34 122.0(3) . . ?
C33 C34 C29 117.5(3) . . ?
C33 C34 C38 117.4(3) . . ?
C29 C34 C38 125.0(3) . . ?
C30 C35 C37 111.7(2) . . ?
C30 C35 C36 110.7(2) . . ?
C37 C35 C36 109.1(2) . . ?
C39 C38 C34 111.4(3) . . ?
C39 C38 C40 108.4(3) . . ?
C34 C38 C40 111.8(3) . . ?
O1A C43A C42A 109.2(4) . . ?
C43A O1A C44A 113.7(5) . . ?
C43A O1A Li1 129.3(4) . . ?
C44A O1A Li1 116.8(4) . . ?
O1A C44A C45A 112.7(5) . . ?
O1B C43B C42B 112.2(15) . . ?
C44B O1B C43B 113.8(18) . . ?
C44B O1B Li1 133.9(12) . . ?
C43B O1B Li1 111.5(13) . . ?
O1B C44B C45B 109.7(13) . . ?
O2A C47A C46A 111.7(3) . . ?
C48A O2A C47A 112.9(3) . . ?
C48A O2A Li2 130.4(3) . . ?
C47A O2A Li2 112.8(3) . . ?
O2A C48A C49A 108.1(3) . . ?
O2B C47B C46B 109.3(16) . . ?
C48B O2B C47B 113.1(16) . . ?
C48B O2B Li2 114.9(13) . . ?
C47B O2B Li2 128.8(12) . . ?
O2B C48B C49B 110.5(16) . . ?
C28 C24 C27 108.7(2) . . ?
C28 C24 C23 113.4(2) . . ?
C27 C24 C23 113.3(3) . . ?
C28 C24 N2 111.5(2) . . ?
C27 C24 N2 110.0(2) . . ?
C23 C24 N2 99.8(2) . . ?
 
_refine_diff_density_max    0.616
_refine_diff_density_min   -0.474
_refine_diff_density_rms    0.074



