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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_new
_database_code_depnum_ccdc_archive 'CCDC 1058157'
_audit_update_record             
;
2015-04-09 deposited with the CCDC.
2015-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 Bi Cl3 O5'
_chemical_formula_sum            'C10 H20 Bi Cl3 O5'
_chemical_formula_weight         535.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   15.868(3)
_cell_length_b                   7.6345(15)
_cell_length_c                   13.226(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1602.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      27.45

_exptl_crystal_description       block
_exptl_crystal_colour            Light-yellow
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    11.515
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2067
_exptl_absorpt_correction_T_max  0.2067
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10095
_diffrn_reflns_av_R_equivalents  0.1496
_diffrn_reflns_av_sigmaI/netI    0.2020
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         27.45
_reflns_number_total             3655
_reflns_number_gt                2483
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PRPKAPPA (Ferguson, 1999)'

_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)+(0.0610P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.264(19)
_refine_ls_number_reflns         3655
_refine_ls_number_parameters     95
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1606
_refine_ls_wR_factor_gt          0.0984
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.024
_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 0.11029(3) 0.25352(8) 0.00879(3) 0.01404(18) Uani 1 1 d . . .
Cl1 Cl 0.0009(3) 0.0118(5) 0.0010(3) 0.0224(9) Uani 1 1 d . . .
Cl3 Cl 0.1938(3) 0.1253(5) -0.1365(3) 0.0224(9) Uani 1 1 d . . .
Cl2 Cl 0.1943(3) 0.0598(5) 0.1300(3) 0.0201(9) Uani 1 1 d . . .
C6 C 0.1290(11) 0.629(2) -0.1763(13) 0.0306(14) Uani 1 1 d U . .
H6A H 0.1663 0.6851 -0.2246 0.037 Uiso 1 1 calc R . .
H6B H 0.0907 0.7178 -0.1505 0.037 Uiso 1 1 calc R . .
C8 C 0.2620(12) 0.600(2) 0.0421(12) 0.0306(14) Uani 1 1 d U . .
H8A H 0.3063 0.5356 0.0084 0.037 Uiso 1 1 calc R . .
H8B H 0.2890 0.6897 0.0830 0.037 Uiso 1 1 calc R . .
C4 C -0.0647(12) 0.482(2) -0.1335(13) 0.0306(14) Uani 1 1 d U . .
H4A H -0.1032 0.4545 -0.1882 0.037 Uiso 1 1 calc R . .
H4B H -0.0574 0.6081 -0.1327 0.037 Uiso 1 1 calc R . .
C7 C 0.2130(12) 0.688(2) -0.0342(12) 0.0306(14) Uani 1 1 d U . .
H7A H 0.1693 0.7580 -0.0028 0.037 Uiso 1 1 calc R . .
H7B H 0.2488 0.7643 -0.0738 0.037 Uiso 1 1 calc R . .
C5 C 0.0799(12) 0.491(2) -0.2280(12) 0.0306(14) Uani 1 1 d U . .
H5A H 0.1182 0.4049 -0.2558 0.037 Uiso 1 1 calc R . .
H5B H 0.0489 0.5431 -0.2838 0.037 Uiso 1 1 calc R . .
C10 C 0.1462(11) 0.433(2) 0.2559(12) 0.0306(14) Uani 1 1 d U . .
H10A H 0.1840 0.3352 0.2660 0.037 Uiso 1 1 calc R . .
H10B H 0.1299 0.4782 0.3217 0.037 Uiso 1 1 calc R . .
C9 C 0.1903(12) 0.576(2) 0.1954(12) 0.0306(14) Uani 1 1 d U . .
H9A H 0.1510 0.6687 0.1775 0.037 Uiso 1 1 calc R . .
H9B H 0.2362 0.6269 0.2340 0.037 Uiso 1 1 calc R . .
C2 C -0.0751(12) 0.427(2) 0.1383(12) 0.0306(14) Uani 1 1 d U . .
H2A H -0.0863 0.3046 0.1512 0.037 Uiso 1 1 calc R . .
H2B H -0.1273 0.4923 0.1456 0.037 Uiso 1 1 calc R . .
C3 C -0.1061(12) 0.427(2) -0.0339(12) 0.0306(14) Uani 1 1 d U . .
H3A H -0.1539 0.5013 -0.0178 0.037 Uiso 1 1 calc R . .
H3B H -0.1243 0.3059 -0.0359 0.037 Uiso 1 1 calc R . .
C1 C -0.0108(12) 0.495(2) 0.2097(12) 0.0306(14) Uani 1 1 d U . .
H1A H -0.0318 0.4900 0.2785 0.037 Uiso 1 1 calc R . .
H1B H 0.0033 0.6151 0.1936 0.037 Uiso 1 1 calc R . .
O1 O 0.1767(8) 0.5613(14) -0.0963(8) 0.0263(13) Uani 1 1 d U . .
O4 O 0.0686(8) 0.3744(15) 0.1979(8) 0.0263(13) Uani 1 1 d . . .
O5 O 0.2220(8) 0.4896(15) 0.1050(8) 0.0263(13) Uani 1 1 d . . .
O2 O 0.0178(8) 0.4004(14) -0.1563(8) 0.0263(13) Uani 1 1 d . . .
O3 O -0.0401(8) 0.4513(14) 0.0354(8) 0.0263(13) 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 Cl3 2.531(4) . ?
Bi1 Cl1 2.536(4) . ?
Bi1 Cl2 2.556(4) . ?
Bi1 O4 2.747(11) . ?
C6 O1 1.401(18) . ?
C6 C5 1.48(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 O5 1.344(18) . ?
C8 C7 1.44(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C4 O2 1.48(2) . ?
C4 C3 1.53(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C7 O1 1.391(18) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C5 O2 1.535(19) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C10 O4 1.520(19) . ?
C10 C9 1.52(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 O5 1.457(19) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C2 O3 1.48(2) . ?
C2 C1 1.48(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O3 1.405(19) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C1 O4 1.57(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
Cl3 Bi1 Cl1 92.64(14) . . ?
Cl3 Bi1 Cl2 88.81(13) . . ?
Cl1 Bi1 Cl2 87.77(13) . . ?
Cl3 Bi1 O4 161.3(3) . . ?
Cl1 Bi1 O4 96.7(3) . . ?
Cl2 Bi1 O4 75.5(3) . . ?
O1 C6 C5 111.8(15) . . ?
O1 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
O1 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
O5 C8 C7 118.1(16) . . ?
O5 C8 H8A 107.8 . . ?
C7 C8 H8A 107.8 . . ?
O5 C8 H8B 107.8 . . ?
C7 C8 H8B 107.8 . . ?
H8A C8 H8B 107.1 . . ?
O2 C4 C3 116.1(14) . . ?
O2 C4 H4A 108.3 . . ?
C3 C4 H4A 108.3 . . ?
O2 C4 H4B 108.3 . . ?
C3 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
O1 C7 C8 108.5(13) . . ?
O1 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
O1 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C6 C5 O2 112.0(14) . . ?
C6 C5 H5A 109.2 . . ?
O2 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
O2 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
O4 C10 C9 108.6(13) . . ?
O4 C10 H10A 110.0 . . ?
C9 C10 H10A 110.0 . . ?
O4 C10 H10B 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
O5 C9 C10 105.3(13) . . ?
O5 C9 H9A 110.7 . . ?
C10 C9 H9A 110.7 . . ?
O5 C9 H9B 110.7 . . ?
C10 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
O3 C2 C1 106.5(14) . . ?
O3 C2 H2A 110.4 . . ?
C1 C2 H2A 110.4 . . ?
O3 C2 H2B 110.4 . . ?
C1 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
O3 C3 C4 101.9(14) . . ?
O3 C3 H3A 111.4 . . ?
C4 C3 H3A 111.4 . . ?
O3 C3 H3B 111.4 . . ?
C4 C3 H3B 111.4 . . ?
H3A C3 H3B 109.3 . . ?
C2 C1 O4 106.7(14) . . ?
C2 C1 H1A 110.4 . . ?
O4 C1 H1A 110.4 . . ?
C2 C1 H1B 110.4 . . ?
O4 C1 H1B 110.4 . . ?
H1A C1 H1B 108.6 . . ?
C7 O1 C6 114.4(13) . . ?
C10 O4 C1 115.3(12) . . ?
C10 O4 Bi1 111.4(9) . . ?
C1 O4 Bi1 118.8(8) . . ?
C8 O5 C9 112.6(13) . . ?
C4 O2 C5 120.2(12) . . ?
C3 O3 C2 107.6(13) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.222
_refine_diff_density_min         -2.645
_refine_diff_density_rms         0.478
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1058158'
_audit_update_record             
;
2015-04-07 deposited with the CCDC.
2015-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 Bi Cl3 O5'
_chemical_formula_sum            'C10 H20 Bi Cl3 O5'
_chemical_formula_weight         535.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   16.212(11)
_cell_length_b                   7.772(5)
_cell_length_c                   13.389(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1687(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      27.42

_exptl_crystal_description       block
_exptl_crystal_colour            Light-yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    10.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2183
_exptl_absorpt_correction_T_max  0.2183
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8659
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_sigmaI/netI    0.0818
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         27.42
_reflns_number_total             3762
_reflns_number_gt                2755
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PRPKAPPA (Ferguson, 1999)'

_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)+(0.0935P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0036(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.47(3)
_refine_ls_number_reflns         3762
_refine_ls_number_parameters     174
_refine_ls_number_restraints     121
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.1926
_refine_ls_wR_factor_gt          0.1686
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.003

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
C1 C 0.4183(2) -0.1281(4) 0.7742(3) 0.1688(7) Uani 1 1 d DU . .
H1A H 0.4613 -0.1881 0.8107 0.203 Uiso 1 1 calc R . .
H1B H 0.3853 -0.2119 0.7385 0.203 Uiso 1 1 calc R . .
C2 C 0.36752(12) -0.0273(6) 0.8414(3) 0.1688(7) Uani 1 1 d DU . .
H2A H 0.3419 -0.1068 0.8878 0.203 Uiso 1 1 calc R . .
H2B H 0.4043 0.0451 0.8802 0.203 Uiso 1 1 calc R . .
C3 C 0.23055(14) -0.0240(6) 0.7966(6) 0.1686(7) Uani 1 1 d DU . .
H3A H 0.2091 -0.0409 0.8635 0.202 Uiso 1 1 calc R . .
H3B H 0.2461 -0.1360 0.7707 0.202 Uiso 1 1 calc R . .
C4 C 0.1654(3) 0.0458(19) 0.73438(18) 0.1685(7) Uani 1 1 d DU . .
H4A H 0.1151 -0.0216 0.7370 0.202 Uiso 1 1 calc R . .
H4B H 0.1538 0.1657 0.7485 0.202 Uiso 1 1 calc R . .
C5 C 0.1566(2) 0.0770(11) 0.56387(14) 0.1683(7) Uani 1 1 d DU . .
H5A H 0.1557 0.2013 0.5573 0.202 Uiso 1 1 calc R . .
H5B H 0.1009 0.0347 0.5732 0.202 Uiso 1 1 calc R . .
C6 C 0.19686(15) -0.0046(8) 0.4795(4) 0.1682(7) Uani 1 1 d DU . .
H6A H 0.2134 -0.1209 0.4966 0.202 Uiso 1 1 calc R . .
H6B H 0.1597 -0.0097 0.4228 0.202 Uiso 1 1 calc R . .
C7 C 0.31942(15) -0.0074(7) 0.3930(3) 0.1681(7) Uani 1 1 d DU . .
H7A H 0.3424 0.0692 0.3430 0.202 Uiso 1 1 calc R . .
H7B H 0.2823 -0.0842 0.3578 0.202 Uiso 1 1 calc R . .
C8 C 0.3873(2) -0.1133(7) 0.4274(4) 0.1681(7) Uani 1 1 d DU . .
H8A H 0.3646 -0.2219 0.4502 0.202 Uiso 1 1 calc R . .
H8B H 0.4222 -0.1383 0.3703 0.202 Uiso 1 1 calc R . .
C9 C 0.4849(3) -0.1918(5) 0.5435(3) 0.1684(7) Uani 1 1 d DU . .
H9A H 0.5340 -0.2177 0.5051 0.202 Uiso 1 1 calc R . .
H9B H 0.4514 -0.2942 0.5523 0.202 Uiso 1 1 calc R . .
C10 C 0.5020(3) -0.1022(9) 0.6362(2) 0.1686(7) Uani 1 1 d DU . .
H10A H 0.5276 -0.1898 0.6775 0.202 Uiso 1 1 calc R . .
H10B H 0.5462 -0.0240 0.6185 0.202 Uiso 1 1 calc R . .
O1 O 0.4535(7) -0.0046(5) 0.7063(6) 0.1687(7) Uani 1 1 d DU . .
O2 O 0.3033(3) 0.0818(7) 0.8026(12) 0.1687(7) Uani 1 1 d DU . .
O3 O 0.2107(4) 0.0219(18) 0.6429(3) 0.1685(7) Uani 1 1 d DU . .
O4 O 0.2681(5) 0.0982(8) 0.4558(10) 0.1681(7) Uani 1 1 d DU . .
O5 O 0.4393(8) -0.0469(6) 0.5056(8) 0.1682(7) Uani 1 1 d DU . .
Bi1 Bi 0.36008(3) 0.23260(6) 0.6143(5) 0.0528(2) Uani 1 1 d D . .
Cl1 Cl 0.2568(2) 0.4770(5) 0.6144(8) 0.0921(14) Uani 1 1 d . . .
Cl2 Cl 0.4435(4) 0.3794(9) 0.4744(6) 0.083(2) Uani 1 1 d . . .
Cl3 Cl 0.4434(4) 0.3871(10) 0.7416(7) 0.091(3) 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
C1 O1 1.4398(12) . ?
C1 C2 1.4500(12) . ?
C2 O2 1.4398(12) . ?
C3 O2 1.4398(13) . ?
C3 C4 1.4501(12) . ?
C4 O3 1.4398(13) . ?
C5 O3 1.4398(12) . ?
C5 C6 1.4502(12) . ?
C6 O4 1.4399(12) . ?
C7 O4 1.4398(12) . ?
C7 C8 1.4501(12) . ?
C8 O5 1.4397(12) . ?
C9 O5 1.4399(12) . ?
C9 C10 1.4499(13) . ?
C10 O1 1.4398(12) . ?
O1 Bi1 2.685(10) . ?
Bi1 Cl3 2.484(6) . ?
Bi1 Cl1 2.532(4) . ?
Bi1 Cl2 2.576(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 104.9(4) . . ?
O2 C2 C1 120.3(7) . . ?
O2 C3 C4 114.5(6) . . ?
O3 C4 C3 94.0(5) . . ?
O3 C5 C6 99.7(5) . . ?
O4 C6 C5 106.8(4) . . ?
O4 C7 C8 125.3(7) . . ?
O5 C8 C7 118.1(5) . . ?
O5 C9 C10 91.4(5) . . ?
O1 C10 C9 134.9(7) . . ?
C10 O1 C1 106.03(11) . . ?
C10 O1 Bi1 111.8(6) . . ?
C1 O1 Bi1 121.6(6) . . ?
C2 O2 C3 106.03(11) . . ?
C4 O3 C5 106.03(11) . . ?
C7 O4 C6 106.03(11) . . ?
C8 O5 C9 106.02(11) . . ?
Cl3 Bi1 Cl1 89.8(2) . . ?
Cl3 Bi1 Cl2 89.95(16) . . ?
Cl1 Bi1 Cl2 90.9(2) . . ?
Cl3 Bi1 O1 73.2(3) . . ?
Cl1 Bi1 O1 152.6(3) . . ?
Cl2 Bi1 O1 110.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.42
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.629
_refine_diff_density_min         -1.077
_refine_diff_density_rms         0.212
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_new
_database_code_depnum_ccdc_archive 'CCDC 1058159'
_audit_update_record             
;
2015-04-07 deposited with the CCDC.
2015-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H20 Cl3 O5 Sb'
_chemical_formula_weight         448.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 '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'
Sb Sb -0.5866 1.5461 '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'

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                   15.977(3)
_cell_length_b                   7.6969(15)
_cell_length_c                   12.904(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1586.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            Light-yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    2.255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6613
_exptl_absorpt_correction_T_max  0.6613
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16450
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         27.48
_reflns_number_total             3627
_reflns_number_gt                3225
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PRPKAPPA (Ferguson, 1999)'

_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)+(0.0337P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.04(3)
_refine_ls_number_reflns         3627
_refine_ls_number_parameters     173
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0738
_refine_ls_wR_factor_gt          0.0719
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_restrained_S_all      1.162
_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
O2 O 0.53437(16) 1.0971(3) 0.91371(18) 0.0371(6) Uani 1 1 d U . .
O1 O 0.50003(14) 1.0769(3) 1.13299(18) 0.0355(6) Uani 1 1 d U . .
O5 O 0.33769(15) 0.9385(3) 1.13735(18) 0.0369(6) Uani 1 1 d U . .
O4 O 0.24187(15) 1.0185(3) 0.96239(19) 0.0413(6) Uani 1 1 d U . .
C5 C 0.3371(3) 0.8615(6) 0.8478(3) 0.0533(12) Uani 1 1 d U . .
H5A H 0.3649 0.8123 0.9079 0.064 Uiso 1 1 calc R . .
H5B H 0.3378 0.7754 0.7929 0.064 Uiso 1 1 calc R . .
C4 C 0.4597(3) 0.9784(5) 0.7721(3) 0.0468(11) Uani 1 1 d U . .
H4A H 0.4757 1.0775 0.7301 0.056 Uiso 1 1 calc R . .
H4B H 0.4559 0.8784 0.7266 0.056 Uiso 1 1 calc R . .
C3 C 0.5267(2) 0.9458(5) 0.8506(3) 0.0445(10) Uani 1 1 d U . .
H3A H 0.5122 0.8463 0.8930 0.053 Uiso 1 1 calc R . .
H3B H 0.5794 0.9218 0.8162 0.053 Uiso 1 1 calc R . .
C2 C 0.5960(2) 1.0825(5) 0.9926(3) 0.0435(9) Uani 1 1 d U . .
H2A H 0.6122 1.1981 1.0148 0.052 Uiso 1 1 calc R . .
H2B H 0.6452 1.0263 0.9641 0.052 Uiso 1 1 calc R . .
C1 C 0.5667(2) 0.9821(5) 1.0843(3) 0.0417(9) Uani 1 1 d U . .
H1A H 0.5469 0.8686 1.0627 0.050 Uiso 1 1 calc R . .
H1B H 0.6125 0.9660 1.1327 0.050 Uiso 1 1 calc R . .
C10 C 0.4656(2) 0.9892(5) 1.2211(3) 0.0409(9) Uani 1 1 d U . .
H10A H 0.4393 1.0740 1.2661 0.049 Uiso 1 1 calc R . .
H10B H 0.5107 0.9348 1.2596 0.049 Uiso 1 1 calc R . .
C9 C 0.4027(2) 0.8539(5) 1.1923(3) 0.0383(9) Uani 1 1 d U . .
H9A H 0.4284 0.7654 1.1493 0.046 Uiso 1 1 calc R . .
H9B H 0.3805 0.7987 1.2541 0.046 Uiso 1 1 calc R . .
C8 C 0.2697(2) 0.8300(5) 1.1103(3) 0.0419(10) Uani 1 1 d U . .
H8A H 0.2445 0.7807 1.1720 0.050 Uiso 1 1 calc R . .
H8B H 0.2887 0.7357 1.0662 0.050 Uiso 1 1 calc R . .
C7 C 0.2074(2) 0.9410(5) 1.0536(3) 0.0445(10) Uani 1 1 d U . .
H7A H 0.1596 0.8703 1.0344 0.053 Uiso 1 1 calc R . .
H7B H 0.1878 1.0320 1.0996 0.053 Uiso 1 1 calc R . .
C6 C 0.2491(3) 0.9056(6) 0.8746(3) 0.0554(12) Uani 1 1 d U . .
H6A H 0.2230 0.9609 0.8153 0.066 Uiso 1 1 calc R . .
H6B H 0.2187 0.7991 0.8888 0.066 Uiso 1 1 calc R . .
O3 O 0.37969(17) 1.0106(3) 0.81534(18) 0.0432(6) Uani 1 1 d U . .
Sb1 Sb 0.378844(11) 0.24449(2) -0.002741(16) 0.02471(8) Uani 1 1 d U . .
Cl1 Cl 0.30599(7) 0.36309(12) 0.14411(7) 0.0400(2) Uani 1 1 d U . .
Cl2 Cl 0.47912(5) 0.48166(11) 0.00282(7) 0.0410(2) Uani 1 1 d U . .
Cl3 Cl 0.29728(7) 0.40729(12) -0.12612(7) 0.0419(2) Uani 1 1 d U . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C2 1.421(4) . ?
O2 C3 1.426(4) . ?
O1 C10 1.432(4) . ?
O1 C1 1.436(4) . ?
O5 C8 1.414(4) . ?
O5 C9 1.416(4) . ?
O4 C7 1.430(4) . ?
O4 C6 1.432(5) . ?
C5 O3 1.399(4) . ?
C5 C6 1.487(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4 O3 1.417(4) . ?
C4 C3 1.496(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 C1 1.488(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C10 C9 1.495(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C8 C7 1.502(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
Sb1 Cl1 2.4039(10) . ?
Sb1 Cl3 2.4089(10) . ?
Sb1 Cl2 2.4299(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O2 C3 113.8(3) . . ?
C10 O1 C1 113.2(3) . . ?
C8 O5 C9 114.5(3) . . ?
C7 O4 C6 115.4(3) . . ?
O3 C5 C6 110.0(4) . . ?
O3 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
O3 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
O3 C4 C3 114.1(3) . . ?
O3 C4 H4A 108.7 . . ?
C3 C4 H4A 108.7 . . ?
O3 C4 H4B 108.7 . . ?
C3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
O2 C3 C4 108.1(3) . . ?
O2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
O2 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
O2 C2 C1 113.1(3) . . ?
O2 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
O2 C2 H2B 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
O1 C1 C2 108.5(3) . . ?
O1 C1 H1A 110.0 . . ?
C2 C1 H1A 110.0 . . ?
O1 C1 H1B 110.0 . . ?
C2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.4 . . ?
O1 C10 C9 113.0(3) . . ?
O1 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
O1 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
O5 C9 C10 107.3(3) . . ?
O5 C9 H9A 110.3 . . ?
C10 C9 H9A 110.3 . . ?
O5 C9 H9B 110.3 . . ?
C10 C9 H9B 110.3 . . ?
H9A C9 H9B 108.5 . . ?
O5 C8 C7 107.1(3) . . ?
O5 C8 H8A 110.3 . . ?
C7 C8 H8A 110.3 . . ?
O5 C8 H8B 110.3 . . ?
C7 C8 H8B 110.3 . . ?
H8A C8 H8B 108.6 . . ?
O4 C7 C8 112.5(3) . . ?
O4 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
O4 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
O4 C6 C5 113.5(3) . . ?
O4 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
O4 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C5 O3 C4 114.4(3) . . ?
Cl1 Sb1 Cl3 93.53(4) . . ?
Cl1 Sb1 Cl2 90.61(3) . . ?
Cl3 Sb1 Cl2 89.16(4) . . ?

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
C2 O2 C3 C4 179.5(3) . . . . ?
O3 C4 C3 O2 -61.2(4) . . . . ?
C3 O2 C2 C1 -79.4(4) . . . . ?
C10 O1 C1 C2 178.5(3) . . . . ?
O2 C2 C1 O1 -65.3(4) . . . . ?
C1 O1 C10 C9 -82.1(4) . . . . ?
C8 O5 C9 C10 -176.0(3) . . . . ?
O1 C10 C9 O5 -59.3(4) . . . . ?
C9 O5 C8 C7 179.7(3) . . . . ?
C6 O4 C7 C8 77.7(4) . . . . ?
O5 C8 C7 O4 59.3(4) . . . . ?
C7 O4 C6 C5 -110.4(4) . . . . ?
O3 C5 C6 O4 -65.4(5) . . . . ?
C6 C5 O3 C4 -170.2(3) . . . . ?
C3 C4 O3 C5 -78.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.207
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_bi-293k
_database_code_depnum_ccdc_archive 'CCDC 1427964'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 O5, Cl3 Bi'
_chemical_formula_sum            'C10 H20 Bi Cl3 O5'
_chemical_formula_weight         535.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   15.965(9)
_cell_length_b                   7.6919(8)
_cell_length_c                   13.280(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1630.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            Light-yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    11.313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1438
_exptl_absorpt_correction_T_max  0.2106
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17072
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_av_sigmaI/netI    0.0666
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         27.51
_reflns_number_total             3725
_reflns_number_gt                3107
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PRPKAPPA (Ferguson, 1999)'

_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)+(0.0536P)²+31.1967P] 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       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         3725
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1062
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.126
_refine_ls_shift/su_mean         0.025

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 0.390269(15) 0.75575(3) 0.491542(15) 0.02600(6) Uani 0.90 1 d P . .
Cl1 Cl 0.49858(13) 0.5147(3) 0.49849(18) 0.0471(5) Uani 0.92 1 d P . .
Cl3 Cl 0.30727(15) 0.6279(3) 0.63528(15) 0.0447(6) Uani 0.91 1 d P . .
Cl2 Cl 0.30718(14) 0.5671(3) 0.37014(15) 0.0389(5) Uani 0.92 1 d P . .
O5 O 0.2807(4) 0.9922(7) 0.3991(4) 0.0469(17) Uani 0.93 1 d P . .
O4 O 0.4336(4) 0.8873(8) 0.3045(4) 0.0429(17) Uani 0.89 1 d P . .
O3 O 0.5380(3) 0.9574(8) 0.4633(5) 0.0487(18) Uani 0.89 1 d P . .
O2 O 0.4833(4) 0.9020(8) 0.6558(4) 0.0558(19) Uani 0.95 1 d P . .
O1 O 0.3287(4) 1.0603(7) 0.6006(4) 0.0516(18) Uani 0.95 1 d P . .
C8 C 0.3128(6) 1.0819(11) 0.3133(6) 0.049(3) Uani 0.91 1 d P . .
H8A H 0.3484 1.1772 0.3344 0.059 Uiso 0.91 1 calc PR . .
H8B H 0.2671 1.1289 0.2736 0.059 Uiso 0.91 1 calc PR . .
C7 C 0.3623(6) 0.9536(13) 0.2516(6) 0.039(3) Uani 0.85 1 d P . .
H7A H 0.3262 0.8575 0.2328 0.047 Uiso 0.85 1 calc PR . .
H7B H 0.3810 1.0098 0.1902 0.047 Uiso 0.85 1 calc PR . .
C6 C 0.5056(6) 0.9962(14) 0.2937(8) 0.051(3) Uani 0.83 1 d P . .
H6A H 0.4906 1.1161 0.3075 0.061 Uiso 0.83 1 calc PR . .
H6B H 0.5267 0.9893 0.2253 0.061 Uiso 0.83 1 calc PR . .
C5 C 0.5704(6) 0.9381(14) 0.3649(8) 0.062(3) Uani 0.89 1 d P . .
H5A H 0.5845 0.8174 0.3523 0.075 Uiso 0.89 1 calc PR . .
H5B H 0.6206 1.0077 0.3570 0.075 Uiso 0.89 1 calc PR . .
C4 C 0.5964(6) 0.9270(13) 0.5416(8) 0.060(3) Uani 0.90 1 d P . .
H4A H 0.6489 0.9853 0.5275 0.072 Uiso 0.90 1 calc PR . .
H4B H 0.6070 0.8035 0.5490 0.072 Uiso 0.90 1 calc PR . .
C3 C 0.5566(6) 1.0001(14) 0.6366(9) 0.078(4) Uani 0.96 1 d P . .
H3A H 0.5951 0.9906 0.6928 0.093 Uiso 0.96 1 calc PR . .
H3B H 0.5425 1.1217 0.6272 0.093 Uiso 0.96 1 calc PR . .
C2 C 0.4295(7) 0.9892(13) 0.7263(7) 0.067(3) Uani 0.98 1 d P . .
H2A H 0.4633 1.0377 0.7801 0.081 Uiso 0.98 1 calc PR . .
H2B H 0.3915 0.9051 0.7558 0.081 Uiso 0.98 1 calc PR . .
C1 C 0.3790(7) 1.1335(12) 0.6777(7) 0.054(3) Uani 0.93 1 d P . .
H1A H 0.3438 1.1895 0.7277 0.065 Uiso 0.93 1 calc PR . .
H1B H 0.4163 1.2203 0.6495 0.065 Uiso 0.93 1 calc PR . .
C10 C 0.2897(7) 1.1880(11) 0.5408(7) 0.059(3) Uani 0.95 1 d P . .
H10A H 0.3319 1.2579 0.5074 0.070 Uiso 0.95 1 calc PR . .
H10B H 0.2563 1.2641 0.5831 0.070 Uiso 0.95 1 calc PR . .
C9 C 0.2353(6) 1.1036(11) 0.4647(7) 0.042(2) Uani 0.87 1 d P . .
H9A H 0.1924 1.0367 0.4989 0.051 Uiso 0.87 1 calc PR . .
H9B H 0.2076 1.1927 0.4252 0.051 Uiso 0.87 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 Cl3 2.523(2) . ?
Bi1 Cl1 2.537(2) . ?
Bi1 Cl2 2.543(2) . ?
Bi1 O4 2.770(6) . ?
Bi1 O5 2.806(6) . ?
Bi1 O3 2.848(6) . ?
Bi1 O2 2.868(6) . ?
Bi1 O1 2.924(6) . ?
O5 C9 1.421(10) . ?
O5 C8 1.427(10) . ?
O4 C7 1.431(11) . ?
O4 C6 1.429(11) . ?
O3 C5 1.412(12) . ?
O3 C4 1.415(12) . ?
O2 C3 1.415(12) . ?
O2 C2 1.436(12) . ?
O1 C10 1.408(10) . ?
O1 C1 1.419(11) . ?
C8 C7 1.506(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 C5 1.471(14) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4 C3 1.521(15) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 C1 1.517(14) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C10 C9 1.482(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
Cl3 Bi1 Cl1 92.61(8) . . ?
Cl3 Bi1 Cl2 89.04(7) . . ?
Cl1 Bi1 Cl2 87.80(7) . . ?
Cl3 Bi1 O4 162.16(14) . . ?
Cl1 Bi1 O4 97.43(14) . . ?
Cl2 Bi1 O4 76.71(14) . . ?
Cl3 Bi1 O5 104.85(14) . . ?
Cl1 Bi1 O5 156.12(13) . . ?
Cl2 Bi1 O5 76.53(13) . . ?
O4 Bi1 O5 61.74(18) . . ?
Cl3 Bi1 O3 138.33(14) . . ?
Cl1 Bi1 O3 80.69(14) . . ?
Cl2 Bi1 O3 131.25(14) . . ?
O4 Bi1 O3 58.40(18) . . ?
O5 Bi1 O3 96.07(18) . . ?
Cl3 Bi1 O2 81.36(14) . . ?
Cl1 Bi1 O2 84.61(14) . . ?
Cl2 Bi1 O2 167.45(13) . . ?
O4 Bi1 O2 114.15(18) . . ?
O5 Bi1 O2 113.66(17) . . ?
O3 Bi1 O2 57.16(19) . . ?
Cl3 Bi1 O1 76.18(13) . . ?
Cl1 Bi1 O1 142.82(13) . . ?
Cl2 Bi1 O1 126.56(15) . . ?
O4 Bi1 O1 103.61(17) . . ?
O5 Bi1 O1 59.19(17) . . ?
O3 Bi1 O1 84.70(19) . . ?
O2 Bi1 O1 58.91(19) . . ?
C9 O5 C8 112.4(6) . . ?
C9 O5 Bi1 116.1(5) . . ?
C8 O5 Bi1 116.0(5) . . ?
C7 O4 C6 112.4(7) . . ?
C7 O4 Bi1 111.8(5) . . ?
C6 O4 Bi1 120.3(5) . . ?
C5 O3 C4 115.0(7) . . ?
C5 O3 Bi1 111.6(5) . . ?
C4 O3 Bi1 111.0(5) . . ?
C3 O2 C2 111.3(7) . . ?
C3 O2 Bi1 120.0(6) . . ?
C2 O2 Bi1 111.7(5) . . ?
C10 O1 C1 112.3(7) . . ?
C10 O1 Bi1 115.4(5) . . ?
C1 O1 Bi1 119.0(5) . . ?
O5 C8 C7 107.8(7) . . ?
O5 C8 H8A 110.1 . . ?
C7 C8 H8A 110.1 . . ?
O5 C8 H8B 110.1 . . ?
C7 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
O4 C7 C8 112.6(7) . . ?
O4 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
O4 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
O4 C6 C5 108.8(8) . . ?
O4 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
O4 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O3 C5 C6 107.8(8) . . ?
O3 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
O3 C5 H5B 110.1 . . ?
C6 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
O3 C4 C3 105.9(8) . . ?
O3 C4 H4A 110.6 . . ?
C3 C4 H4A 110.6 . . ?
O3 C4 H4B 110.6 . . ?
C3 C4 H4B 110.5 . . ?
H4A C4 H4B 108.7 . . ?
O2 C3 C4 107.3(8) . . ?
O2 C3 H3A 110.3 . . ?
C4 C3 H3A 110.3 . . ?
O2 C3 H3B 110.2 . . ?
C4 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
O2 C2 C1 112.5(7) . . ?
O2 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
O2 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
O1 C1 C2 108.5(7) . . ?
O1 C1 H1A 110.0 . . ?
C2 C1 H1A 110.0 . . ?
O1 C1 H1B 110.0 . . ?
C2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.4 . . ?
O1 C10 C9 109.7(7) . . ?
O1 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
O1 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
O5 C9 C10 112.6(7) . . ?
O5 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
O5 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?

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
Cl3 Bi1 O5 C9 45.4(5) . . . . ?
Cl1 Bi1 O5 C9 -178.9(4) . . . . ?
Cl2 Bi1 O5 C9 130.8(5) . . . . ?
O4 Bi1 O5 C9 -147.3(6) . . . . ?
O3 Bi1 O5 C9 -98.2(5) . . . . ?
O2 Bi1 O5 C9 -41.5(6) . . . . ?
O1 Bi1 O5 C9 -18.1(5) . . . . ?
Cl3 Bi1 O5 C8 -179.2(5) . . . . ?
Cl1 Bi1 O5 C8 -43.6(7) . . . . ?
Cl2 Bi1 O5 C8 -93.9(5) . . . . ?
O4 Bi1 O5 C8 -11.9(5) . . . . ?
O3 Bi1 O5 C8 37.1(5) . . . . ?
O2 Bi1 O5 C8 93.9(5) . . . . ?
O1 Bi1 O5 C8 117.3(6) . . . . ?
Cl3 Bi1 O4 C7 23.3(8) . . . . ?
Cl1 Bi1 O4 C7 147.0(5) . . . . ?
Cl2 Bi1 O4 C7 61.1(5) . . . . ?
O5 Bi1 O4 C7 -20.6(5) . . . . ?
O3 Bi1 O4 C7 -138.7(6) . . . . ?
O2 Bi1 O4 C7 -125.6(5) . . . . ?
O1 Bi1 O4 C7 -63.8(6) . . . . ?
Cl3 Bi1 O4 C6 158.5(5) . . . . ?
Cl1 Bi1 O4 C6 -77.8(6) . . . . ?
Cl2 Bi1 O4 C6 -163.7(6) . . . . ?
O5 Bi1 O4 C6 114.6(7) . . . . ?
O3 Bi1 O4 C6 -3.6(6) . . . . ?
O2 Bi1 O4 C6 9.6(7) . . . . ?
O1 Bi1 O4 C6 71.3(6) . . . . ?
Cl3 Bi1 O3 C5 158.7(5) . . . . ?
Cl1 Bi1 O3 C5 75.3(6) . . . . ?
Cl2 Bi1 O3 C5 -3.4(7) . . . . ?
O4 Bi1 O3 C5 -29.4(6) . . . . ?
O5 Bi1 O3 C5 -80.8(6) . . . . ?
O2 Bi1 O3 C5 164.9(7) . . . . ?
O1 Bi1 O3 C5 -139.0(6) . . . . ?
Cl3 Bi1 O3 C4 29.1(7) . . . . ?
Cl1 Bi1 O3 C4 -54.3(6) . . . . ?
Cl2 Bi1 O3 C4 -133.0(5) . . . . ?
O4 Bi1 O3 C4 -159.1(6) . . . . ?
O5 Bi1 O3 C4 149.6(6) . . . . ?
O2 Bi1 O3 C4 35.3(6) . . . . ?
O1 Bi1 O3 C4 91.4(6) . . . . ?
Cl3 Bi1 O2 C3 175.4(6) . . . . ?
Cl1 Bi1 O2 C3 82.0(6) . . . . ?
Cl2 Bi1 O2 C3 135.0(7) . . . . ?
O4 Bi1 O2 C3 -13.8(7) . . . . ?
O5 Bi1 O2 C3 -82.1(7) . . . . ?
O3 Bi1 O2 C3 -0.4(6) . . . . ?
O1 Bi1 O2 C3 -105.5(7) . . . . ?
Cl3 Bi1 O2 C2 -51.7(5) . . . . ?
Cl1 Bi1 O2 C2 -145.2(5) . . . . ?
Cl2 Bi1 O2 C2 -92.1(8) . . . . ?
O4 Bi1 O2 C2 119.1(5) . . . . ?
O5 Bi1 O2 C2 50.8(6) . . . . ?
O3 Bi1 O2 C2 132.5(6) . . . . ?
O1 Bi1 O2 C2 27.3(5) . . . . ?
Cl3 Bi1 O1 C10 -130.4(6) . . . . ?
Cl1 Bi1 O1 C10 153.9(5) . . . . ?
Cl2 Bi1 O1 C10 -52.2(6) . . . . ?
O4 Bi1 O1 C10 31.2(6) . . . . ?
O5 Bi1 O1 C10 -13.4(6) . . . . ?
O3 Bi1 O1 C10 86.9(6) . . . . ?
O2 Bi1 O1 C10 141.4(7) . . . . ?
Cl3 Bi1 O1 C1 91.5(6) . . . . ?
Cl1 Bi1 O1 C1 15.8(7) . . . . ?
Cl2 Bi1 O1 C1 169.7(5) . . . . ?
O4 Bi1 O1 C1 -106.9(6) . . . . ?
O5 Bi1 O1 C1 -151.5(6) . . . . ?
O3 Bi1 O1 C1 -51.2(6) . . . . ?
O2 Bi1 O1 C1 3.3(5) . . . . ?
C9 O5 C8 C7 177.7(7) . . . . ?
Bi1 O5 C8 C7 40.7(8) . . . . ?
C6 O4 C7 C8 -86.4(9) . . . . ?
Bi1 O4 C7 C8 52.5(8) . . . . ?
O5 C8 C7 O4 -63.2(10) . . . . ?
C7 O4 C6 C5 169.3(8) . . . . ?
Bi1 O4 C6 C5 34.3(10) . . . . ?
C4 O3 C5 C6 -172.6(8) . . . . ?
Bi1 O3 C5 C6 59.9(9) . . . . ?
O4 C6 C5 O3 -62.0(11) . . . . ?
C5 O3 C4 C3 165.3(8) . . . . ?
Bi1 O3 C4 C3 -66.9(8) . . . . ?
C2 O2 C3 C4 -164.0(8) . . . . ?
Bi1 O2 C3 C4 -31.0(10) . . . . ?
O3 C4 C3 O2 63.8(10) . . . . ?
C3 O2 C2 C1 78.9(10) . . . . ?
Bi1 O2 C2 C1 -58.2(9) . . . . ?
C10 O1 C1 C2 -170.5(8) . . . . ?
Bi1 O1 C1 C2 -31.2(9) . . . . ?
O2 C2 C1 O1 59.9(11) . . . . ?
C1 O1 C10 C9 -177.6(8) . . . . ?
Bi1 O1 C10 C9 41.6(9) . . . . ?
C8 O5 C9 C10 -88.4(9) . . . . ?
Bi1 O5 C9 C10 48.6(8) . . . . ?
O1 C10 C9 O5 -60.3(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.621
_refine_diff_density_min         -1.267
_refine_diff_density_rms         0.152
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sb-173k
_database_code_depnum_ccdc_archive 'CCDC 1427965'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 O5, Cl3 Sb'
_chemical_formula_sum            'C10 H20 Cl3 O5 Sb'
_chemical_formula_weight         448.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   15.931(7)
_cell_length_b                   7.638(3)
_cell_length_c                   12.798(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1557.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      27.46

_exptl_crystal_description       block
_exptl_crystal_colour            Light-yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.912
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    2.297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4601
_exptl_absorpt_correction_T_max  0.5457
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11259
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         27.46
_reflns_number_total             3527
_reflns_number_gt                3298
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PRPKAPPA (Ferguson, 1999)'

_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)+(0.0227P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         3527
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0217
_refine_ls_R_factor_gt           0.0196
_refine_ls_wR_factor_ref         0.0439
_refine_ls_wR_factor_gt          0.0429
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_restrained_S_all      0.875
_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
O3 O 0.37843(10) 0.0141(2) 0.31325(10) 0.0204(3) Uani 1 1 d . . .
O5 O 0.33690(9) -0.06381(19) 0.63711(12) 0.0208(4) Uani 1 1 d . . .
O1 O 0.49922(9) 0.0783(2) 0.63443(12) 0.0193(3) Uani 1 1 d . . .
C2 C 0.59650(13) 0.0837(3) 0.49235(17) 0.0235(5) Uani 1 1 d . . .
H2A H 0.6132 0.1999 0.5147 0.028 Uiso 1 1 calc R . .
H2B H 0.6456 0.0261 0.4637 0.028 Uiso 1 1 calc R . .
O4 O 0.23979(9) 0.0214(2) 0.46255(11) 0.0214(4) Uani 1 1 d . . .
C4 C 0.45924(15) -0.0196(3) 0.26872(16) 0.0240(5) Uani 1 1 d . . .
H4A H 0.4758 0.0804 0.2268 0.029 Uiso 1 1 calc R . .
H4B H 0.4551 -0.1200 0.2226 0.029 Uiso 1 1 calc R . .
C10 C 0.46486(14) -0.0119(3) 0.72331(16) 0.0224(5) Uani 1 1 d . . .
H10A H 0.4380 0.0726 0.7689 0.027 Uiso 1 1 calc R . .
H10B H 0.5102 -0.0661 0.7621 0.027 Uiso 1 1 calc R . .
C5 C 0.33675(15) -0.1415(3) 0.34893(19) 0.0242(6) Uani 1 1 d . . .
H5A H 0.3647 -0.1871 0.4105 0.029 Uiso 1 1 calc R . .
H5B H 0.3381 -0.2306 0.2950 0.029 Uiso 1 1 calc R . .
O2 O 0.53437(10) 0.09937(19) 0.41212(12) 0.0207(4) Uani 1 1 d . . .
C1 C 0.56612(14) -0.0179(3) 0.58580(17) 0.0224(5) Uani 1 1 d . . .
H1A H 0.5462 -0.1322 0.5641 0.027 Uiso 1 1 calc R . .
H1B H 0.6118 -0.0344 0.6350 0.027 Uiso 1 1 calc R . .
C7 C 0.20508(14) -0.0582(3) 0.55472(17) 0.0226(5) Uani 1 1 d . . .
H7A H 0.1566 -0.1279 0.5354 0.027 Uiso 1 1 calc R . .
H7B H 0.1863 0.0328 0.6021 0.027 Uiso 1 1 calc R . .
C3 C 0.52646(14) -0.0546(3) 0.34938(18) 0.0239(5) Uani 1 1 d . . .
H3A H 0.5109 -0.1538 0.3925 0.029 Uiso 1 1 calc R . .
H3B H 0.5794 -0.0808 0.3153 0.029 Uiso 1 1 calc R . .
C8 C 0.26808(14) -0.1736(3) 0.61024(17) 0.0212(5) Uani 1 1 d . . .
H8A H 0.2434 -0.2244 0.6725 0.025 Uiso 1 1 calc R . .
H8B H 0.2864 -0.2677 0.5647 0.025 Uiso 1 1 calc R . .
C6 C 0.24712(15) -0.0941(3) 0.37450(18) 0.0259(5) Uani 1 1 d . . .
H6A H 0.2218 -0.0387 0.3140 0.031 Uiso 1 1 calc R . .
H6B H 0.2160 -0.2005 0.3889 0.031 Uiso 1 1 calc R . .
C9 C 0.40215(15) -0.1499(3) 0.69351(17) 0.0219(5) Uani 1 1 d . . .
H9A H 0.4285 -0.2385 0.6502 0.026 Uiso 1 1 calc R . .
H9B H 0.3796 -0.2059 0.7555 0.026 Uiso 1 1 calc R . .
Sb1 Sb 0.377388(8) 0.243342(16) 0.497631(11) 0.01339(5) Uani 1 1 d . . .
Cl2 Cl 0.47790(3) 0.48409(7) 0.50286(4) 0.02282(12) Uani 1 1 d . . .
Cl1 Cl 0.30533(4) 0.36168(7) 0.64718(4) 0.02277(14) Uani 1 1 d . . .
Cl3 Cl 0.29455(4) 0.40988(7) 0.37490(4) 0.02338(13) 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
O3 C4 1.431(3) . ?
O3 C5 1.436(3) . ?
O3 Sb1 2.9385(16) . ?
O5 C8 1.423(3) . ?
O5 C9 1.426(3) . ?
O5 Sb1 3.0178(17) . ?
O1 C1 1.436(3) . ?
O1 C10 1.438(3) . ?
O1 Sb1 2.9019(16) . ?
C2 O2 1.431(3) . ?
C2 C1 1.505(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O4 C6 1.436(3) . ?
O4 C7 1.438(2) . ?
O4 Sb1 2.8071(17) . ?
C4 C3 1.511(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C10 C9 1.502(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 C6 1.509(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
O2 C3 1.430(3) . ?
O2 Sb1 2.9429(18) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C7 C8 1.513(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
Sb1 Cl1 2.4079(9) . ?
Sb1 Cl3 2.4138(8) . ?
Sb1 Cl2 2.4392(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O3 C5 113.19(17) . . ?
C4 O3 Sb1 115.60(12) . . ?
C5 O3 Sb1 103.60(12) . . ?
C8 O5 C9 114.36(17) . . ?
C8 O5 Sb1 118.69(12) . . ?
C9 O5 Sb1 120.13(13) . . ?
C1 O1 C10 112.34(17) . . ?
C1 O1 Sb1 117.19(12) . . ?
C10 O1 Sb1 115.51(12) . . ?
O2 C2 C1 112.99(17) . . ?
O2 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
O2 C2 H2B 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C6 O4 C7 114.53(17) . . ?
C6 O4 Sb1 115.67(12) . . ?
C7 O4 Sb1 115.12(12) . . ?
O3 C4 C3 113.41(17) . . ?
O3 C4 H4A 108.9 . . ?
C3 C4 H4A 108.9 . . ?
O3 C4 H4B 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
O1 C10 C9 112.87(18) . . ?
O1 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
O1 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
O3 C5 C6 107.95(19) . . ?
O3 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
O3 C5 H5B 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
C3 O2 C2 113.27(16) . . ?
C3 O2 Sb1 116.19(13) . . ?
C2 O2 Sb1 110.62(12) . . ?
O1 C1 C2 108.61(18) . . ?
O1 C1 H1A 110.0 . . ?
C2 C1 H1A 110.0 . . ?
O1 C1 H1B 110.0 . . ?
C2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.3 . . ?
O4 C7 C8 112.12(19) . . ?
O4 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
O4 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
O2 C3 C4 107.48(18) . . ?
O2 C3 H3A 110.2 . . ?
C4 C3 H3A 110.2 . . ?
O2 C3 H3B 110.2 . . ?
C4 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
O5 C8 C7 106.34(18) . . ?
O5 C8 H8A 110.5 . . ?
C7 C8 H8A 110.5 . . ?
O5 C8 H8B 110.5 . . ?
C7 C8 H8B 110.5 . . ?
H8A C8 H8B 108.7 . . ?
O4 C6 C5 113.23(18) . . ?
O4 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
O4 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
O5 C9 C10 106.85(18) . . ?
O5 C9 H9A 110.4 . . ?
C10 C9 H9A 110.4 . . ?
O5 C9 H9B 110.4 . . ?
C10 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
Cl1 Sb1 Cl3 93.37(4) . . ?
Cl1 Sb1 Cl2 90.47(3) . . ?
Cl3 Sb1 Cl2 88.82(3) . . ?
Cl1 Sb1 O4 88.94(4) . . ?
Cl3 Sb1 O4 77.72(4) . . ?
Cl2 Sb1 O4 166.47(3) . . ?
Cl1 Sb1 O1 90.14(4) . . ?
Cl3 Sb1 O1 170.80(3) . . ?
Cl2 Sb1 O1 82.64(4) . . ?
O4 Sb1 O1 110.89(5) . . ?
Cl1 Sb1 O3 149.85(4) . . ?
Cl3 Sb1 O3 78.15(4) . . ?
Cl2 Sb1 O3 117.87(4) . . ?
O4 Sb1 O3 61.06(4) . . ?
O1 Sb1 O3 102.82(5) . . ?
Cl1 Sb1 O2 147.24(3) . . ?
Cl3 Sb1 O2 114.80(4) . . ?
Cl2 Sb1 O2 74.58(4) . . ?
O4 Sb1 O2 112.24(5) . . ?
O1 Sb1 O2 59.58(5) . . ?
O3 Sb1 O2 58.26(4) . . ?
Cl1 Sb1 O5 73.73(4) . . ?
Cl3 Sb1 O5 132.67(4) . . ?
Cl2 Sb1 O5 135.25(3) . . ?
O4 Sb1 O5 57.20(4) . . ?
O1 Sb1 O5 56.52(4) . . ?
O3 Sb1 O5 90.74(5) . . ?
O2 Sb1 O5 96.38(4) . . ?

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
C5 O3 C4 C3 -76.8(2) . . . . ?
Sb1 O3 C4 C3 42.5(2) . . . . ?
C1 O1 C10 C9 -81.7(2) . . . . ?
Sb1 O1 C10 C9 56.4(2) . . . . ?
C4 O3 C5 C6 -169.32(17) . . . . ?
Sb1 O3 C5 C6 64.72(18) . . . . ?
C1 C2 O2 C3 -79.1(2) . . . . ?
C1 C2 O2 Sb1 53.4(2) . . . . ?
C10 O1 C1 C2 178.51(17) . . . . ?
Sb1 O1 C1 C2 41.2(2) . . . . ?
O2 C2 C1 O1 -64.9(2) . . . . ?
C6 O4 C7 C8 76.3(2) . . . . ?
Sb1 O4 C7 C8 -61.4(2) . . . . ?
C2 O2 C3 C4 179.98(16) . . . . ?
Sb1 O2 C3 C4 50.28(19) . . . . ?
O3 C4 C3 O2 -61.9(2) . . . . ?
C9 O5 C8 C7 178.18(17) . . . . ?
Sb1 O5 C8 C7 -30.7(2) . . . . ?
O4 C7 C8 O5 59.3(2) . . . . ?
C7 O4 C6 C5 -109.3(2) . . . . ?
Sb1 O4 C6 C5 28.1(2) . . . . ?
O3 C5 C6 O4 -66.9(2) . . . . ?
C8 O5 C9 C10 -174.95(17) . . . . ?
Sb1 O5 C9 C10 34.4(2) . . . . ?
O1 C10 C9 O5 -58.8(2) . . . . ?
C6 O4 Sb1 Cl1 -179.59(14) . . . . ?
C7 O4 Sb1 Cl1 -42.36(13) . . . . ?
C6 O4 Sb1 Cl3 86.73(14) . . . . ?
C7 O4 Sb1 Cl3 -136.04(14) . . . . ?
C6 O4 Sb1 Cl2 92.81(19) . . . . ?
C7 O4 Sb1 Cl2 -129.97(15) . . . . ?
C6 O4 Sb1 O1 -89.85(14) . . . . ?
C7 O4 Sb1 O1 47.38(14) . . . . ?
C6 O4 Sb1 O3 3.62(13) . . . . ?
C7 O4 Sb1 O3 140.84(15) . . . . ?
C6 O4 Sb1 O2 -25.28(15) . . . . ?
C7 O4 Sb1 O2 111.94(13) . . . . ?
C6 O4 Sb1 O5 -108.34(15) . . . . ?
C7 O4 Sb1 O5 28.88(13) . . . . ?
C1 O1 Sb1 Cl1 -178.44(14) . . . . ?
C10 O1 Sb1 Cl1 45.61(14) . . . . ?
C1 O1 Sb1 Cl3 -66.0(3) . . . . ?
C10 O1 Sb1 Cl3 158.06(17) . . . . ?
C1 O1 Sb1 Cl2 -87.98(14) . . . . ?
C10 O1 Sb1 Cl2 136.06(14) . . . . ?
C1 O1 Sb1 O4 92.64(14) . . . . ?
C10 O1 Sb1 O4 -43.31(14) . . . . ?
C1 O1 Sb1 O3 29.02(15) . . . . ?
C10 O1 Sb1 O3 -106.93(14) . . . . ?
C1 O1 Sb1 O2 -11.58(13) . . . . ?
C10 O1 Sb1 O2 -147.53(15) . . . . ?
C1 O1 Sb1 O5 111.29(15) . . . . ?
C10 O1 Sb1 O5 -24.67(13) . . . . ?
C4 O3 Sb1 Cl1 -165.86(12) . . . . ?
C5 O3 Sb1 Cl1 -41.45(15) . . . . ?
C4 O3 Sb1 Cl3 118.13(14) . . . . ?
C5 O3 Sb1 Cl3 -117.45(13) . . . . ?
C4 O3 Sb1 Cl2 35.88(15) . . . . ?
C5 O3 Sb1 Cl2 160.29(11) . . . . ?
C4 O3 Sb1 O4 -159.48(15) . . . . ?
C5 O3 Sb1 O4 -35.06(12) . . . . ?
C4 O3 Sb1 O1 -52.50(14) . . . . ?
C5 O3 Sb1 O1 71.92(13) . . . . ?
C4 O3 Sb1 O2 -11.21(13) . . . . ?
C5 O3 Sb1 O2 113.21(13) . . . . ?
C4 O3 Sb1 O5 -108.25(14) . . . . ?
C5 O3 Sb1 O5 16.16(13) . . . . ?
C3 O2 Sb1 Cl1 134.79(12) . . . . ?
C2 O2 Sb1 Cl1 3.82(15) . . . . ?
C3 O2 Sb1 Cl3 -78.30(13) . . . . ?
C2 O2 Sb1 Cl3 150.74(12) . . . . ?
C3 O2 Sb1 Cl2 -159.61(13) . . . . ?
C2 O2 Sb1 Cl2 69.42(12) . . . . ?
C3 O2 Sb1 O4 8.02(14) . . . . ?
C2 O2 Sb1 O4 -122.94(12) . . . . ?
C3 O2 Sb1 O1 109.94(14) . . . . ?
C2 O2 Sb1 O1 -21.02(12) . . . . ?
C3 O2 Sb1 O3 -21.80(13) . . . . ?
C2 O2 Sb1 O3 -152.76(13) . . . . ?
C3 O2 Sb1 O5 65.12(14) . . . . ?
C2 O2 Sb1 O5 -65.85(13) . . . . ?
C8 O5 Sb1 Cl1 102.39(15) . . . . ?
C9 O5 Sb1 Cl1 -108.17(15) . . . . ?
C8 O5 Sb1 Cl3 23.10(16) . . . . ?
C9 O5 Sb1 Cl3 172.54(13) . . . . ?
C8 O5 Sb1 Cl2 175.98(13) . . . . ?
C9 O5 Sb1 Cl2 -34.57(16) . . . . ?
C8 O5 Sb1 O4 2.87(13) . . . . ?
C9 O5 Sb1 O4 152.32(16) . . . . ?
C8 O5 Sb1 O1 -156.31(16) . . . . ?
C9 O5 Sb1 O1 -6.87(14) . . . . ?
C8 O5 Sb1 O3 -51.39(14) . . . . ?
C9 O5 Sb1 O3 98.05(15) . . . . ?
C8 O5 Sb1 O2 -109.52(15) . . . . ?
C9 O5 Sb1 O2 39.92(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.062
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sb-273k
_database_code_depnum_ccdc_archive 'CCDC 1427966'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 O5, Cl3 Sb'
_chemical_formula_sum            'C10 H20 Cl3 O5 Sb'
_chemical_formula_weight         448.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   15.986(6)
_cell_length_b                   7.691(3)
_cell_length_c                   12.876(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1583.1(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            Light-yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.881
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    2.260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4651
_exptl_absorpt_correction_T_max  0.5505
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(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  'Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11469
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         27.47
_reflns_number_total             3583
_reflns_number_gt                3314
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'PRPKAPPA (Ferguson, 1999)'

_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)+(0.0353P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         3583
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0801
_refine_ls_wR_factor_gt          0.0614
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_restrained_S_all      1.164
_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
Sb1 Sb 0.378373(12) 0.75556(3) 0.002629(17) 0.02229(9) Uani 1 1 d . . .
Cl1 Cl 0.30601(7) 0.63721(13) -0.14504(7) 0.0367(2) Uani 1 1 d . . .
Cl2 Cl 0.47860(6) 0.51757(12) -0.00281(7) 0.0370(2) Uani 1 1 d . . .
Cl3 Cl 0.29635(7) 0.59189(13) 0.12573(8) 0.0383(2) Uani 1 1 d . . .
C2 C 0.5958(2) 0.9168(5) 0.0082(3) 0.0395(9) Uani 1 1 d . . .
H2A H 0.6123 0.8012 -0.0139 0.047 Uiso 1 1 calc R . .
H2B H 0.6448 0.9736 0.0368 0.047 Uiso 1 1 calc R . .
O4 O 0.24140(16) 0.9808(4) 0.0379(2) 0.0364(6) Uani 1 1 d . . .
O3 O 0.37923(18) 0.9877(4) 0.18597(19) 0.0384(7) Uani 1 1 d . . .
O5 O 0.33719(16) 1.0619(3) -0.1367(2) 0.0350(6) Uani 1 1 d . . .
O1 O 0.49962(15) 0.9230(4) -0.13319(19) 0.0323(6) Uani 1 1 d . . .
C4 C 0.4591(3) 1.0219(6) 0.2286(3) 0.0413(11) Uani 1 1 d . . .
H4A H 0.4756 0.9237 0.2711 0.050 Uiso 1 1 calc R . .
H4B H 0.4550 1.1226 0.2736 0.050 Uiso 1 1 calc R . .
O2 O 0.53416(17) 0.9023(3) 0.08678(19) 0.0339(6) Uani 1 1 d . . .
C5 C 0.3370(3) 1.1397(6) 0.1519(3) 0.0446(11) Uani 1 1 d . . .
H5A H 0.3650 1.1875 0.0915 0.054 Uiso 1 1 calc R . .
H5B H 0.3376 1.2267 0.2064 0.054 Uiso 1 1 calc R . .
C1 C 0.5663(2) 1.0170(6) -0.0842(3) 0.0385(10) Uani 1 1 d . . .
H1A H 0.5467 1.1309 -0.0627 0.046 Uiso 1 1 calc R . .
H1B H 0.6120 1.0329 -0.1328 0.046 Uiso 1 1 calc R . .
C6 C 0.2489(3) 1.0940(6) 0.1251(3) 0.0470(11) Uani 1 1 d . . .
H6A H 0.2230 1.0390 0.1847 0.056 Uiso 1 1 calc R . .
H6B H 0.2183 1.2002 0.1107 0.056 Uiso 1 1 calc R . .
C8 C 0.2693(3) 1.1706(5) -0.1101(3) 0.0371(10) Uani 1 1 d . . .
H8A H 0.2446 1.2208 -0.1720 0.045 Uiso 1 1 calc R . .
H8B H 0.2879 1.2642 -0.0652 0.045 Uiso 1 1 calc R . .
C7 C 0.2066(2) 1.0583(5) -0.0546(3) 0.0390(10) Uani 1 1 d . . .
H7A H 0.1584 1.1281 -0.0359 0.047 Uiso 1 1 calc R . .
H7B H 0.1878 0.9670 -0.1011 0.047 Uiso 1 1 calc R . .
C3 C 0.5263(3) 1.0548(5) 0.1496(3) 0.0390(10) Uani 1 1 d . . .
H3A H 0.5116 1.1539 0.1068 0.047 Uiso 1 1 calc R . .
H3B H 0.5789 1.0795 0.1841 0.047 Uiso 1 1 calc R . .
C9 C 0.4021(2) 1.1477(6) -0.1924(3) 0.0347(9) Uani 1 1 d . . .
H9A H 0.4279 1.2363 -0.1494 0.042 Uiso 1 1 calc R . .
H9B H 0.3798 1.2029 -0.2543 0.042 Uiso 1 1 calc R . .
C10 C 0.4655(2) 1.0108(5) -0.2216(3) 0.0367(10) Uani 1 1 d . . .
H10A H 0.4390 0.9260 -0.2668 0.044 Uiso 1 1 calc R . .
H10B H 0.5106 1.0650 -0.2602 0.044 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
Sb1 Cl1 2.4045(11) . ?
Sb1 Cl3 2.4117(11) . ?
Sb1 Cl2 2.4335(11) . ?
Sb1 O4 2.829(3) . ?
Sb1 O1 2.911(3) . ?
Sb1 O2 2.941(3) . ?
Sb1 O3 2.960(3) . ?
Sb1 O5 3.034(3) . ?
C2 O2 1.417(4) . ?
C2 C1 1.495(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O4 C6 1.426(5) . ?
O4 C7 1.443(4) . ?
O3 C4 1.414(5) . ?
O3 C5 1.419(5) . ?
O5 C8 1.413(4) . ?
O5 C9 1.424(4) . ?
O1 C10 1.432(4) . ?
O1 C1 1.434(4) . ?
C4 C3 1.500(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
O2 C3 1.430(4) . ?
C5 C6 1.492(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C7 1.503(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C9 C10 1.509(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

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 Sb1 Cl3 93.48(5) . . ?
Cl1 Sb1 Cl2 90.53(4) . . ?
Cl3 Sb1 Cl2 89.10(4) . . ?
Cl1 Sb1 O4 89.21(7) . . ?
Cl3 Sb1 O4 78.08(6) . . ?
Cl2 Sb1 O4 167.14(6) . . ?
Cl1 Sb1 O1 90.73(6) . . ?
Cl3 Sb1 O1 171.04(6) . . ?
Cl2 Sb1 O1 82.94(6) . . ?
O4 Sb1 O1 109.92(8) . . ?
Cl1 Sb1 O2 147.56(6) . . ?
Cl3 Sb1 O2 114.74(6) . . ?
Cl2 Sb1 O2 75.03(6) . . ?
O4 Sb1 O2 111.18(8) . . ?
O1 Sb1 O2 59.19(7) . . ?
Cl1 Sb1 O3 149.46(6) . . ?
Cl3 Sb1 O3 78.07(6) . . ?
Cl2 Sb1 O3 118.27(6) . . ?
O4 Sb1 O3 60.41(8) . . ?
O1 Sb1 O3 102.07(8) . . ?
O2 Sb1 O3 58.05(8) . . ?
Cl1 Sb1 O5 73.85(6) . . ?
Cl3 Sb1 O5 132.54(6) . . ?
Cl2 Sb1 O5 135.23(6) . . ?
O4 Sb1 O5 56.72(7) . . ?
O1 Sb1 O5 56.33(7) . . ?
O2 Sb1 O5 95.95(7) . . ?
O3 Sb1 O5 90.25(8) . . ?
O2 C2 C1 112.9(3) . . ?
O2 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
O2 C2 H2B 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C6 O4 C7 115.5(3) . . ?
C6 O4 Sb1 115.8(2) . . ?
C7 O4 Sb1 114.8(2) . . ?
C4 O3 C5 113.4(3) . . ?
C4 O3 Sb1 115.2(2) . . ?
C5 O3 Sb1 104.4(2) . . ?
C8 O5 C9 114.1(3) . . ?
C8 O5 Sb1 118.9(2) . . ?
C9 O5 Sb1 120.0(2) . . ?
C10 O1 C1 113.3(3) . . ?
C10 O1 Sb1 115.6(2) . . ?
C1 O1 Sb1 117.0(2) . . ?
O3 C4 C3 114.5(3) . . ?
O3 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
O3 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
C2 O2 C3 113.6(3) . . ?
C2 O2 Sb1 110.86(19) . . ?
C3 O2 Sb1 116.6(2) . . ?
O3 C5 C6 109.1(4) . . ?
O3 C5 H5A 109.9 . . ?
C6 C5 H5A 109.9 . . ?
O3 C5 H5B 109.9 . . ?
C6 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
O1 C1 C2 108.9(3) . . ?
O1 C1 H1A 109.9 . . ?
C2 C1 H1A 109.9 . . ?
O1 C1 H1B 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
O4 C6 C5 113.9(3) . . ?
O4 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
O4 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
O5 C8 C7 106.7(3) . . ?
O5 C8 H8A 110.4 . . ?
C7 C8 H8A 110.4 . . ?
O5 C8 H8B 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
O4 C7 C8 111.9(3) . . ?
O4 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
O4 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
O2 C3 C4 108.0(3) . . ?
O2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
O2 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
O5 C9 C10 106.9(3) . . ?
O5 C9 H9A 110.3 . . ?
C10 C9 H9A 110.3 . . ?
O5 C9 H9B 110.3 . . ?
C10 C9 H9B 110.3 . . ?
H9A C9 H9B 108.6 . . ?
O1 C10 C9 112.7(3) . . ?
O1 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
O1 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?

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
Cl1 Sb1 O4 C6 179.6(2) . . . . ?
Cl3 Sb1 O4 C6 85.9(3) . . . . ?
Cl2 Sb1 O4 C6 90.7(4) . . . . ?
O1 Sb1 O4 C6 -89.9(3) . . . . ?
O2 Sb1 O4 C6 -26.3(3) . . . . ?
O3 Sb1 O4 C6 3.0(2) . . . . ?
O5 Sb1 O4 C6 -109.3(3) . . . . ?
Cl1 Sb1 O4 C7 -41.9(2) . . . . ?
Cl3 Sb1 O4 C7 -135.6(2) . . . . ?
Cl2 Sb1 O4 C7 -130.8(3) . . . . ?
O1 Sb1 O4 C7 48.6(3) . . . . ?
O2 Sb1 O4 C7 112.2(2) . . . . ?
O3 Sb1 O4 C7 141.5(3) . . . . ?
O5 Sb1 O4 C7 29.2(2) . . . . ?
Cl1 Sb1 O3 C4 -165.3(2) . . . . ?
Cl3 Sb1 O3 C4 118.4(3) . . . . ?
Cl2 Sb1 O3 C4 36.0(3) . . . . ?
O4 Sb1 O3 C4 -158.7(3) . . . . ?
O1 Sb1 O3 C4 -52.4(3) . . . . ?
O2 Sb1 O3 C4 -11.1(2) . . . . ?
O5 Sb1 O3 C4 -108.0(3) . . . . ?
Cl1 Sb1 O3 C5 -40.3(3) . . . . ?
Cl3 Sb1 O3 C5 -116.7(2) . . . . ?
Cl2 Sb1 O3 C5 160.9(2) . . . . ?
O4 Sb1 O3 C5 -33.7(2) . . . . ?
O1 Sb1 O3 C5 72.5(3) . . . . ?
O2 Sb1 O3 C5 113.8(3) . . . . ?
O5 Sb1 O3 C5 17.0(2) . . . . ?
Cl1 Sb1 O5 C8 102.4(3) . . . . ?
Cl3 Sb1 O5 C8 22.8(3) . . . . ?
Cl2 Sb1 O5 C8 176.3(2) . . . . ?
O4 Sb1 O5 C8 2.4(2) . . . . ?
O1 Sb1 O5 C8 -155.5(3) . . . . ?
O2 Sb1 O5 C8 -109.0(3) . . . . ?
O3 Sb1 O5 C8 -51.2(3) . . . . ?
Cl1 Sb1 O5 C9 -108.7(3) . . . . ?
Cl3 Sb1 O5 C9 171.7(2) . . . . ?
Cl2 Sb1 O5 C9 -34.9(3) . . . . ?
O4 Sb1 O5 C9 151.3(3) . . . . ?
O1 Sb1 O5 C9 -6.7(2) . . . . ?
O2 Sb1 O5 C9 39.8(3) . . . . ?
O3 Sb1 O5 C9 97.7(3) . . . . ?
Cl1 Sb1 O1 C10 44.8(2) . . . . ?
Cl3 Sb1 O1 C10 162.8(3) . . . . ?
Cl2 Sb1 O1 C10 135.3(2) . . . . ?
O4 Sb1 O1 C10 -44.6(3) . . . . ?
O2 Sb1 O1 C10 -148.0(3) . . . . ?
O3 Sb1 O1 C10 -107.3(2) . . . . ?
O5 Sb1 O1 C10 -25.1(2) . . . . ?
Cl1 Sb1 O1 C1 -177.7(2) . . . . ?
Cl3 Sb1 O1 C1 -59.7(5) . . . . ?
Cl2 Sb1 O1 C1 -87.3(2) . . . . ?
O4 Sb1 O1 C1 92.8(3) . . . . ?
O2 Sb1 O1 C1 -10.5(2) . . . . ?
O3 Sb1 O1 C1 30.2(3) . . . . ?
O5 Sb1 O1 C1 112.3(3) . . . . ?
C5 O3 C4 C3 -78.2(4) . . . . ?
Sb1 O3 C4 C3 42.0(4) . . . . ?
C1 C2 O2 C3 -79.3(4) . . . . ?
C1 C2 O2 Sb1 54.3(4) . . . . ?
Cl1 Sb1 O2 C2 2.5(3) . . . . ?
Cl3 Sb1 O2 C2 150.6(2) . . . . ?
Cl2 Sb1 O2 C2 68.7(2) . . . . ?
O4 Sb1 O2 C2 -123.1(2) . . . . ?
O1 Sb1 O2 C2 -21.9(2) . . . . ?
O3 Sb1 O2 C2 -153.1(2) . . . . ?
O5 Sb1 O2 C2 -66.6(2) . . . . ?
Cl1 Sb1 O2 C3 134.6(2) . . . . ?
Cl3 Sb1 O2 C3 -77.2(2) . . . . ?
Cl2 Sb1 O2 C3 -159.1(2) . . . . ?
O4 Sb1 O2 C3 9.0(2) . . . . ?
O1 Sb1 O2 C3 110.2(2) . . . . ?
O3 Sb1 O2 C3 -21.0(2) . . . . ?
O5 Sb1 O2 C3 65.6(2) . . . . ?
C4 O3 C5 C6 -170.7(3) . . . . ?
Sb1 O3 C5 C6 63.2(3) . . . . ?
C10 O1 C1 C2 178.6(3) . . . . ?
Sb1 O1 C1 C2 40.2(4) . . . . ?
O2 C2 C1 O1 -64.9(4) . . . . ?
C7 O4 C6 C5 -110.1(4) . . . . ?
Sb1 O4 C6 C5 28.1(4) . . . . ?
O3 C5 C6 O4 -65.9(5) . . . . ?
C9 O5 C8 C7 178.7(3) . . . . ?
Sb1 O5 C8 C7 -30.7(4) . . . . ?
C6 O4 C7 C8 76.7(4) . . . . ?
Sb1 O4 C7 C8 -62.0(4) . . . . ?
O5 C8 C7 O4 59.8(5) . . . . ?
C2 O2 C3 C4 179.7(3) . . . . ?
Sb1 O2 C3 C4 48.8(3) . . . . ?
O3 C4 C3 O2 -60.9(4) . . . . ?
C8 O5 C9 C10 -175.6(3) . . . . ?
Sb1 O5 C9 C10 34.2(4) . . . . ?
C1 O1 C10 C9 -82.1(4) . . . . ?
Sb1 O1 C10 C9 56.9(4) . . . . ?
O5 C9 C10 O1 -59.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.655
_refine_diff_density_min         -1.042
_refine_diff_density_rms         0.184

