# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1872181'
_audit_update_record             
;
2018-10-09 deposited with the CCDC.
2019-01-11 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H19 Br O S'
_chemical_formula_sum            'C17 H19 Br O S'
_chemical_formula_weight         351.28
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3587(5)
_cell_length_b                   12.4755(5)
_cell_length_c                   11.0104(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.9286(13)
_cell_angle_gamma                90
_cell_volume                     1615.16(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9869
_cell_measurement_theta_min      3.27
_cell_measurement_theta_max      30.32

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.5813
_exptl_absorpt_correction_T_max  0.7461

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_number            49038
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.266
_diffrn_reflns_theta_max         30.537
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_Friedel_coverage         0
_reflns_number_total             4919
_reflns_number_gt                3741
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       'APEX2 and SAINT'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4919
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.057
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1256
_refine_ls_wR_factor_gt          0.1089
_refine_ls_goodness_of_fit_ref   0.916
_refine_ls_restrained_S_all      0.916
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.816
_refine_diff_density_min         -0.966
_refine_diff_density_rms         0.073

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Br1 Br 0.74814(2) 1.04349(2) 0.56089(3) 0.04282(11) Uani 1 1 d . . . . .
S1 S 0.96904(4) 0.69428(4) 0.84688(4) 0.02538(12) Uani 1 1 d . . . . .
O1 O 0.97383(15) 0.65716(14) 0.97726(14) 0.0362(4) Uani 1 1 d . . . . .
C2 C 0.84472(16) 0.77860(15) 0.79211(17) 0.0221(3) Uani 1 1 d . . . . .
C3 C 0.75458(16) 0.76248(15) 0.84064(17) 0.0224(3) Uani 1 1 d . . . . .
H3 H 0.757728 0.705805 0.899254 0.027 Uiso 1 1 calc R U . . .
C5 C 0.65853(17) 0.91281(16) 0.71812(18) 0.0252(4) Uani 1 1 d . . . . .
H5 H 0.595097 0.959791 0.691477 0.03 Uiso 1 1 calc R U . . .
C6 C 0.75069(18) 0.92677(16) 0.67245(18) 0.0253(4) Uani 1 1 d . . . . .
C4 C 0.65938(16) 0.82939(16) 0.80344(17) 0.0232(4) Uani 1 1 d . . . . .
C7 C 0.91652(16) 0.58542(16) 0.73887(18) 0.0240(4) Uani 1 1 d . . . . .
C1 C 0.84543(17) 0.86074(16) 0.70733(18) 0.0246(4) Uani 1 1 d . . . . .
H1 H 0.907568 0.871137 0.67493 0.03 Uiso 1 1 calc R U . . .
C17 C 0.88026(18) 0.49169(17) 0.7810(2) 0.0297(4) Uani 1 1 d . . . . .
H17 H 0.884405 0.483345 0.868085 0.036 Uiso 1 1 calc R U . . .
C13 C 0.91557(19) 0.59692(17) 0.61319(19) 0.0285(4) Uani 1 1 d . . . . .
H13 H 0.944606 0.660115 0.586393 0.034 Uiso 1 1 calc R U . . .
C9 C 0.56092(18) 0.81328(18) 0.8585(2) 0.0305(4) Uani 1 1 d . . . . .
C16 C 0.8377(2) 0.40993(18) 0.6937(2) 0.0353(5) Uani 1 1 d . . . . .
H16 H 0.812899 0.345177 0.722066 0.042 Uiso 1 1 calc R U . . .
C14 C 0.8715(2) 0.51462(19) 0.5271(2) 0.0331(4) Uani 1 1 d . . . . .
H14 H 0.869316 0.522504 0.440568 0.04 Uiso 1 1 calc R U . . .
C15 C 0.83048(19) 0.42081(18) 0.5656(2) 0.0332(4) Uani 1 1 d . . . . .
C11 C 0.6030(3) 0.8398(3) 1.0021(3) 0.0510(7) Uani 1 1 d . . . . .
H11A H 0.626865 0.915017 1.013838 0.076 Uiso 1 1 calc R U . . .
H11B H 0.667555 0.793523 1.044843 0.076 Uiso 1 1 calc R U . . .
H11C H 0.541289 0.827792 1.039096 0.076 Uiso 1 1 calc R U . . .
C10 C 0.5231(3) 0.6958(3) 0.8445(4) 0.0584(8) Uani 1 1 d . . . . .
H10A H 0.460948 0.685816 0.881267 0.088 Uiso 1 1 calc R U . . .
H10B H 0.587323 0.649906 0.889503 0.088 Uiso 1 1 calc R U . . .
H10C H 0.496858 0.676398 0.753885 0.088 Uiso 1 1 calc R U . . .
C18 C 0.7792(3) 0.3347(2) 0.4695(3) 0.0514(7) Uani 1 1 d . . . . .
H18A H 0.739501 0.367716 0.387044 0.077 Uiso 1 1 calc R U . . .
H18B H 0.725055 0.292608 0.498866 0.077 Uiso 1 1 calc R U . . .
H18C H 0.839518 0.287586 0.45999 0.077 Uiso 1 1 calc R U . . .
C12 C 0.4591(3) 0.8839(4) 0.7940(4) 0.0779(13) Uani 1 1 d . . . . .
H12A H 0.429889 0.865559 0.703167 0.117 Uiso 1 1 calc R U . . .
H12B H 0.482333 0.959286 0.803209 0.117 Uiso 1 1 calc R U . . .
H12C H 0.399378 0.872211 0.834072 0.117 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Br1 C6 1.8990(19) . ?
S1 O1 1.4921(15) . ?
S1 C7 1.790(2) . ?
S1 C2 1.8057(19) . ?
C2 C1 1.388(3) . ?
C2 C3 1.390(2) . ?
C3 C4 1.397(3) . ?
C3 H3 0.95 . ?
C5 C6 1.390(3) . ?
C5 C4 1.400(3) . ?
C5 H5 0.95 . ?
C6 C1 1.386(3) . ?
C4 C9 1.531(3) . ?
C7 C17 1.383(3) . ?
C7 C13 1.388(3) . ?
C1 H1 0.95 . ?
C17 C16 1.389(3) . ?
C17 H17 0.95 . ?
C13 C14 1.390(3) . ?
C13 H13 0.95 . ?
C9 C12 1.521(4) . ?
C9 C10 1.532(4) . ?
C9 C11 1.541(4) . ?
C16 C15 1.393(3) . ?
C16 H16 0.95 . ?
C14 C15 1.392(3) . ?
C14 H14 0.95 . ?
C15 C18 1.504(4) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?

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 S1 C7 107.61(10) . . ?
O1 S1 C2 106.24(9) . . ?
C7 S1 C2 97.06(9) . . ?
C1 C2 C3 122.47(17) . . ?
C1 C2 S1 118.28(14) . . ?
C3 C2 S1 119.17(14) . . ?
C2 C3 C4 120.19(17) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C6 C5 C4 119.87(18) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C1 C6 C5 122.80(18) . . ?
C1 C6 Br1 118.65(14) . . ?
C5 C6 Br1 118.53(15) . . ?
C3 C4 C5 118.21(17) . . ?
C3 C4 C9 120.38(17) . . ?
C5 C4 C9 121.38(17) . . ?
C17 C7 C13 121.2(2) . . ?
C17 C7 S1 120.50(16) . . ?
C13 C7 S1 118.29(16) . . ?
C6 C1 C2 116.46(17) . . ?
C6 C1 H1 121.8 . . ?
C2 C1 H1 121.8 . . ?
C7 C17 C16 118.8(2) . . ?
C7 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C7 C13 C14 119.0(2) . . ?
C7 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C12 C9 C4 112.55(19) . . ?
C12 C9 C10 108.9(3) . . ?
C4 C9 C10 109.94(19) . . ?
C12 C9 C11 108.9(3) . . ?
C4 C9 C11 108.67(19) . . ?
C10 C9 C11 107.7(2) . . ?
C17 C16 C15 121.4(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C13 C14 C15 121.1(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 118.3(2) . . ?
C14 C15 C18 120.1(2) . . ?
C16 C15 C18 121.6(2) . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1872182'
_audit_update_record             
;
2018-10-09 deposited with the CCDC.
2019-01-11 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C24 H26 O3 S2'
_chemical_formula_sum            'C24 H26 O3 S2'
_chemical_formula_weight         426.57

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.035(4)
_cell_length_b                   9.959(4)
_cell_length_c                   13.309(10)
_cell_angle_alpha                100.829(17)
_cell_angle_beta                 101.45(3)
_cell_angle_gamma                102.442(15)
_cell_volume                     1112.4(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    7378
_cell_measurement_theta_min      3.62
_cell_measurement_theta_max      28.09

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             452

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.7052
_exptl_absorpt_correction_T_max  0.7457

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_number            17659
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         5.142
_diffrn_reflns_theta_max         26.367
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.982
_reflns_Friedel_coverage         0
_reflns_number_total             4475
_reflns_number_gt                3904
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0327P)²+0.9656P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4475
_refine_ls_number_parameters     314
_refine_ls_number_restraints     109
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1095
_refine_ls_goodness_of_fit_ref   1.12
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.046

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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
S1 S 0.6209(5) 0.2006(6) 0.7121(4) 0.0363(9) Uani 0.631(4) 1 d D U P A 1
O1 O 0.6564(14) 0.2077(11) 0.6130(7) 0.0410(16) Uani 0.631(4) 1 d D U P A 1
O2 O 0.7077(3) 0.2917(2) 0.8134(2) 0.0365(8) Uani 0.631(4) 1 d D U P A 1
S2 S 0.1465(8) 0.3168(6) 0.8935(5) 0.0302(6) Uani 0.631(4) 1 d D U P A 1
O3 O 0.2638(10) 0.3033(11) 0.9846(9) 0.0378(15) Uani 0.631(4) 1 d D U P A 1
S1' S 0.1676(15) 0.3242(12) 0.8988(10) 0.0414(17) Uani 0.369(4) 1 d D U P A 2
O1' O 0.2951(19) 0.327(2) 0.9853(18) 0.041(3) Uani 0.369(4) 1 d D U P A 2
O2' O 0.0124(5) 0.2367(4) 0.8752(4) 0.0392(13) Uani 0.369(4) 1 d D U P A 2
S2' S 0.6212(9) 0.2102(9) 0.7215(6) 0.0256(10) Uani 0.369(4) 1 d D U P A 2
O3' O 0.675(2) 0.2336(19) 0.6278(11) 0.035(2) Uani 0.369(4) 1 d D U P A 2
C9 C 0.0986(3) 0.2476(2) 0.47949(18) 0.0345(5) Uani 1 1 d . . . . .
C4 C 0.1890(3) 0.2444(2) 0.58965(17) 0.0283(5) Uani 1 1 d . . . . .
C3 C 0.3388(2) 0.2215(2) 0.60283(16) 0.0273(4) Uani 1 1 d . . . . .
H3 H 0.380286 0.20313 0.542962 0.033 Uiso 1 1 calc R U . . .
C1 C 0.3718(3) 0.2530(2) 0.79222(17) 0.0306(5) Uani 1 1 d . . . . .
H1 H 0.432759 0.255876 0.859922 0.037 Uiso 1 1 calc R U . . .
C14 C 0.6614(3) -0.1455(2) 0.81721(18) 0.0351(5) Uani 1 1 d . . . . .
H14 H 0.718105 -0.166941 0.877606 0.042 Uiso 1 1 calc R U . . .
C8 C 0.1674(3) 0.5020(2) 0.89971(16) 0.0275(4) Uani 1 1 d . . . . .
C6 C 0.2244(3) 0.2762(2) 0.77901(17) 0.0302(5) Uani 1 1 d . . . . .
C15 C 0.5632(3) -0.2557(2) 0.73438(18) 0.0330(5) Uani 1 1 d . . . . .
C16 C 0.4811(3) -0.2220(2) 0.64615(19) 0.0349(5) Uani 1 1 d . . . . .
H16 H 0.414037 -0.296226 0.58919 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1330(3) 0.2711(2) 0.68000(17) 0.0308(5) Uani 1 1 d . . . . .
H5 H 0.031555 0.285951 0.673914 0.037 Uiso 1 1 calc R U . . .
C17 C 0.4954(3) -0.0828(2) 0.63992(18) 0.0314(5) Uani 1 1 d . . . . .
H17 H 0.439061 -0.061285 0.579444 0.038 Uiso 1 1 calc R U . . .
C2 C 0.4273(2) 0.2250(2) 0.70165(17) 0.0278(4) Uani 1 1 d . . . . .
C13 C 0.6776(3) -0.0049(2) 0.81294(17) 0.0305(5) Uani 1 1 d . . . . .
H13 H 0.744674 0.069511 0.869799 0.037 Uiso 1 1 calc R U . . .
C21 C 0.1905(4) 0.7832(2) 0.89591(19) 0.0449(6) Uani 1 1 d . . . . .
C11 C 0.0940(3) 0.1155(3) 0.39678(19) 0.0451(6) Uani 1 1 d . . . . .
H11A H 0.201125 0.110041 0.397068 0.068 Uiso 1 1 calc R U . . .
H11B H 0.04079 0.121436 0.326677 0.068 Uiso 1 1 calc R U . . .
H11C H 0.037223 0.030603 0.413822 0.068 Uiso 1 1 calc R U . . .
C7 C 0.5942(2) 0.0252(2) 0.72412(16) 0.0259(4) Uani 1 1 d . . . . .
C23 C 0.3126(3) 0.5983(2) 0.93019(18) 0.0355(5) Uani 1 1 d . . . . .
H23 H 0.404398 0.568752 0.952409 0.043 Uiso 1 1 calc R U . . .
C19 C 0.0318(3) 0.5441(3) 0.8694(2) 0.0412(6) Uani 1 1 d . . . . .
H19 H -0.068136 0.477922 0.850005 0.049 Uiso 1 1 calc R U . . .
C20 C 0.0460(3) 0.6856(3) 0.8683(2) 0.0514(7) Uani 1 1 d . . . . .
H20 H -0.045802 0.715952 0.847953 0.062 Uiso 1 1 calc R U . . .
C22 C 0.3229(3) 0.7382(3) 0.92802(19) 0.0426(6) Uani 1 1 d . . . . .
H22 H 0.422668 0.804652 0.948948 0.051 Uiso 1 1 calc R U . . .
C12 C -0.0683(3) 0.2548(4) 0.4770(2) 0.0606(8) Uani 1 1 d . . . . .
H12A H -0.122443 0.174256 0.500094 0.091 Uiso 1 1 calc R U . . .
H12B H -0.123257 0.251314 0.404825 0.091 Uiso 1 1 calc R U . . .
H12C H -0.066991 0.343423 0.524375 0.091 Uiso 1 1 calc R U . . .
C18 C 0.5468(4) -0.4076(2) 0.7401(2) 0.0483(7) Uani 1 1 d . . . . .
H18A H 0.435752 -0.456021 0.727356 0.072 Uiso 1 1 calc R U . . .
H18B H 0.602905 -0.410622 0.810346 0.072 Uiso 1 1 calc R U . . .
H18C H 0.590918 -0.455029 0.686447 0.072 Uiso 1 1 calc R U . . .
C10 C 0.1875(4) 0.3801(3) 0.4511(2) 0.0527(7) Uani 1 1 d . . . . .
H10A H 0.191586 0.465084 0.503624 0.079 Uiso 1 1 calc R U . . .
H10B H 0.133259 0.385298 0.381066 0.079 Uiso 1 1 calc R U . . .
H10C H 0.294237 0.374011 0.450682 0.079 Uiso 1 1 calc R U . . .
C24 C 0.2052(5) 0.9360(3) 0.8895(3) 0.0799(12) Uani 1 1 d . . . . .
H24A H 0.222025 0.946506 0.820534 0.12 Uiso 1 1 calc R U . . .
H24B H 0.294162 0.998273 0.94554 0.12 Uiso 1 1 calc R U . . .
H24C H 0.109013 0.961824 0.898193 0.12 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.428(8) . ?
S1 O2 1.439(6) . ?
S1 C7 1.753(6) . ?
S1 C2 1.800(5) . ?
S2 O3 1.491(9) . ?
S2 C8 1.798(5) . ?
S2 C6 1.816(7) . ?
S1' O2' 1.421(12) . ?
S1' O1' 1.451(16) . ?
S1' C8 1.768(11) . ?
S1' C6 1.783(13) . ?
S2' O3' 1.467(12) . ?
S2' C2 1.761(8) . ?
S2' C7 1.814(8) . ?
C9 C12 1.520(4) . ?
C9 C11 1.536(3) . ?
C9 C4 1.540(3) . ?
C9 C10 1.542(4) . ?
C4 C5 1.397(3) . ?
C4 C3 1.403(3) . ?
C3 C2 1.387(3) . ?
C3 H3 0.95 . ?
C1 C6 1.384(3) . ?
C1 C2 1.398(3) . ?
C1 H1 0.95 . ?
C14 C13 1.390(3) . ?
C14 C15 1.394(3) . ?
C14 H14 0.95 . ?
C8 C23 1.380(3) . ?
C8 C19 1.389(3) . ?
C6 C5 1.395(3) . ?
C15 C16 1.397(3) . ?
C15 C18 1.506(3) . ?
C16 C17 1.384(3) . ?
C16 H16 0.95 . ?
C5 H5 0.95 . ?
C17 C7 1.395(3) . ?
C17 H17 0.95 . ?
C13 C7 1.390(3) . ?
C13 H13 0.95 . ?
C21 C20 1.383(4) . ?
C21 C22 1.384(4) . ?
C21 C24 1.519(4) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C23 C22 1.382(3) . ?
C23 H23 0.95 . ?
C19 C20 1.390(4) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C22 H22 0.95 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?

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 S1 O2 126.1(5) . . ?
O1 S1 C7 108.5(5) . . ?
O2 S1 C7 107.5(3) . . ?
O1 S1 C2 106.7(6) . . ?
O2 S1 C2 103.1(3) . . ?
C7 S1 C2 102.3(3) . . ?
O3 S2 C8 108.3(5) . . ?
O3 S2 C6 105.6(6) . . ?
C8 S2 C6 97.4(3) . . ?
O2' S1' O1' 125.3(10) . . ?
O2' S1' C8 111.0(7) . . ?
O1' S1' C8 107.5(10) . . ?
O2' S1' C6 102.5(7) . . ?
O1' S1' C6 107.6(12) . . ?
C8 S1' C6 99.7(6) . . ?
O3' S2' C2 107.7(10) . . ?
O3' S2' C7 109.4(9) . . ?
C2 S2' C7 101.4(4) . . ?
C12 C9 C11 108.6(2) . . ?
C12 C9 C4 112.1(2) . . ?
C11 C9 C4 110.49(19) . . ?
C12 C9 C10 109.5(2) . . ?
C11 C9 C10 108.8(2) . . ?
C4 C9 C10 107.26(19) . . ?
C5 C4 C3 117.3(2) . . ?
C5 C4 C9 123.2(2) . . ?
C3 C4 C9 119.41(19) . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C6 C1 C2 117.2(2) . . ?
C6 C1 H1 121.4 . . ?
C2 C1 H1 121.4 . . ?
C13 C14 C15 121.1(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C23 C8 C19 121.1(2) . . ?
C23 C8 S1' 115.8(4) . . ?
C19 C8 S1' 123.1(5) . . ?
C23 C8 S2 121.5(3) . . ?
C19 C8 S2 117.3(3) . . ?
C1 C6 C5 122.0(2) . . ?
C1 C6 S1' 114.6(4) . . ?
C5 C6 S1' 123.2(4) . . ?
C1 C6 S2 119.6(3) . . ?
C5 C6 S2 118.4(3) . . ?
C14 C15 C16 118.6(2) . . ?
C14 C15 C18 120.5(2) . . ?
C16 C15 C18 120.9(2) . . ?
C17 C16 C15 121.4(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C16 C17 C7 118.7(2) . . ?
C16 C17 H17 120.6 . . ?
C7 C17 H17 120.6 . . ?
C3 C2 C1 121.5(2) . . ?
C3 C2 S2' 121.9(3) . . ?
C1 C2 S2' 116.4(3) . . ?
C3 C2 S1 118.3(2) . . ?
C1 C2 S1 120.2(2) . . ?
C14 C13 C7 118.9(2) . . ?
C14 C13 H13 120.5 . . ?
C7 C13 H13 120.5 . . ?
C20 C21 C22 118.5(2) . . ?
C20 C21 C24 121.2(3) . . ?
C22 C21 C24 120.3(3) . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C7 C17 121.20(19) . . ?
C13 C7 S1 120.3(2) . . ?
C17 C7 S1 118.4(2) . . ?
C13 C7 S2' 117.3(3) . . ?
C17 C7 S2' 121.5(3) . . ?
C8 C23 C22 119.2(2) . . ?
C8 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C8 C19 C20 118.2(2) . . ?
C8 C19 H19 120.9 . . ?
C20 C19 H19 120.9 . . ?
C21 C20 C19 121.7(2) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C23 C22 C21 121.2(2) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1872184'
_audit_update_record             
;
2018-10-09 deposited with the CCDC.
2019-01-11 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H25 Cl O3 S2 Sn'
_chemical_formula_sum            'C24 H25 Cl O3 S2 Sn'
_chemical_formula_weight         579.72

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5483(7)
_cell_length_b                   9.7909(7)
_cell_length_c                   13.8355(10)
_cell_angle_alpha                75.257(2)
_cell_angle_beta                 89.804(2)
_cell_angle_gamma                84.233(3)
_cell_volume                     1244.19(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9480
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      33.69

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.7043
_exptl_absorpt_correction_T_max  0.7466

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_number            35803
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.946
_diffrn_reflns_theta_max         33.782
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_coverage         0
_reflns_number_total             9960
_reflns_number_gt                8191
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0289P)²+0.5171P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9960
_refine_ls_number_parameters     285
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.03
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.8
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.081

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.0247(2) 1.1955(3) 0.46890(15) 0.0493(6) Uani 1 1 d . . . . .
H1A H 0.079478 1.155718 0.531228 0.074 Uiso 1 1 calc R U . . .
H1B H -0.062736 1.150148 0.47211 0.074 Uiso 1 1 calc R U . . .
H1C H 0.002136 1.297975 0.459721 0.074 Uiso 1 1 calc R U . . .
C2 C 0.10944(19) 1.16906(19) 0.38230(13) 0.0311(3) Uani 1 1 d . . . . .
C3 C 0.04280(19) 1.1478(2) 0.29872(14) 0.0345(4) Uani 1 1 d . . . . .
H3 H -0.056516 1.146371 0.297767 0.041 Uiso 1 1 calc R U . . .
C4 C 0.11881(18) 1.12869(19) 0.21713(13) 0.0292(3) Uani 1 1 d . . . . .
H4 H 0.072326 1.11481 0.160301 0.035 Uiso 1 1 calc R U . . .
C5 C 0.26376(16) 1.13008(15) 0.21935(11) 0.0207(3) Uani 1 1 d . . . . .
C6 C 0.33317(17) 1.14828(17) 0.30225(12) 0.0257(3) Uani 1 1 d . . . . .
H6 H 0.432738 1.147322 0.30365 0.031 Uiso 1 1 calc R U . . .
C7 C 0.25477(18) 1.1680(2) 0.38329(12) 0.0305(3) Uani 1 1 d . . . . .
H7 H 0.301498 1.180898 0.440331 0.037 Uiso 1 1 calc R U . . .
C8 C 0.39933(15) 0.92489(14) 0.12915(10) 0.0180(2) Uani 1 1 d . . . . .
C9 C 0.53612(15) 0.86457(15) 0.15587(10) 0.0184(2) Uani 1 1 d . . . . .
C10 C 0.55485(15) 0.71912(15) 0.16485(10) 0.0196(3) Uani 1 1 d . . . . .
C11 C 0.45096(16) 0.64012(16) 0.14625(11) 0.0220(3) Uani 1 1 d . . . . .
H11 H 0.471872 0.54112 0.153217 0.026 Uiso 1 1 calc R U . . .
C12 C 0.31505(15) 0.70502(15) 0.11722(11) 0.0206(3) Uani 1 1 d . . . . .
C13 C 0.29065(15) 0.85013(15) 0.10995(11) 0.0204(3) Uani 1 1 d . . . . .
H13 H 0.199405 0.898196 0.091806 0.024 Uiso 1 1 calc R U . . .
C14 C 0.20085(18) 0.61797(18) 0.09524(14) 0.0305(3) Uani 1 1 d . . . . .
C15 C 0.70292(16) 0.52539(17) 0.31874(12) 0.0246(3) Uani 1 1 d . . . . .
C16 C 0.6715(2) 0.38756(19) 0.32909(14) 0.0332(4) Uani 1 1 d . . . . .
H16 H 0.663931 0.351425 0.271981 0.04 Uiso 1 1 calc R U . . .
C17 C 0.6513(2) 0.30294(19) 0.42380(15) 0.0356(4) Uani 1 1 d . . . . .
H17 H 0.626355 0.209415 0.431043 0.043 Uiso 1 1 calc R U . . .
C18 C 0.66691(19) 0.35218(19) 0.50814(13) 0.0318(3) Uani 1 1 d . . . . .
C19 C 0.6997(2) 0.4903(2) 0.49527(13) 0.0373(4) Uani 1 1 d . . . . .
H19 H 0.710267 0.525605 0.552452 0.045 Uiso 1 1 calc R U . . .
C20 C 0.7175(2) 0.57833(19) 0.40123(13) 0.0340(4) Uani 1 1 d . . . . .
H20 H 0.739319 0.672985 0.393703 0.041 Uiso 1 1 calc R U . . .
C21 C 0.6534(3) 0.2553(2) 0.61057(16) 0.0487(5) Uani 1 1 d . . . . .
H21A H 0.743505 0.198042 0.631669 0.073 Uiso 1 1 calc R U . . .
H21B H 0.580324 0.192502 0.608668 0.073 Uiso 1 1 calc R U . . .
H21C H 0.627718 0.312168 0.658074 0.073 Uiso 1 1 calc R U . . .
C22 C 0.07157(19) 0.7116(2) 0.04401(16) 0.0384(4) Uani 1 1 d . . . . .
H22A H 0.030109 0.767869 0.088245 0.058 Uiso 1 1 calc R U . . .
H22B H 0.002354 0.651953 0.029147 0.058 Uiso 1 1 calc R U . . .
H22C H 0.098993 0.775449 -0.018362 0.058 Uiso 1 1 calc R U . . .
C23 C 0.2601(3) 0.5275(3) 0.0258(3) 0.0739(10) Uani 1 1 d . . . . .
H23A H 0.296868 0.589013 -0.034125 0.111 Uiso 1 1 calc R U . . .
H23B H 0.185117 0.477648 0.006488 0.111 Uiso 1 1 calc R U . . .
H23C H 0.336198 0.45799 0.060817 0.111 Uiso 1 1 calc R U . . .
C24 C 0.1556(3) 0.5240(3) 0.1938(2) 0.0607(7) Uani 1 1 d . . . . .
H24A H 0.237724 0.463414 0.228457 0.091 Uiso 1 1 calc R U . . .
H24B H 0.08526 0.464466 0.180428 0.091 Uiso 1 1 calc R U . . .
H24C H 0.114852 0.583856 0.235945 0.091 Uiso 1 1 calc R U . . .
Cl1 Cl 0.68306(5) 0.97645(5) 0.34370(3) 0.03250(9) Uani 1 1 d . . . . .
O1 O 0.49429(13) 1.16732(12) 0.11884(9) 0.0285(2) Uani 1 1 d . . . . .
O2 O 0.26861(14) 1.16516(13) 0.02751(8) 0.0309(3) Uani 1 1 d . . . . .
O3 O 0.81331(12) 0.75036(14) 0.20968(9) 0.0301(2) Uani 1 1 d . . . . .
S1 S 0.36033(4) 1.10995(4) 0.11441(3) 0.02030(7) Uani 1 1 d . . . . .
S2 S 0.72963(4) 0.63200(4) 0.19624(3) 0.02500(8) Uani 1 1 d . . . . .
Sn1 Sn 0.72116(2) 0.98103(2) 0.16541(2) 0.02573(4) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C2 1.506(2) . ?
C1 H1A 0.98 . ?
C1 H1B 0.98 . ?
C1 H1C 0.98 . ?
C2 C7 1.387(2) . ?
C2 C3 1.393(3) . ?
C3 C4 1.382(2) . ?
C3 H3 0.95 . ?
C4 C5 1.386(2) . ?
C4 H4 0.95 . ?
C5 C6 1.385(2) . ?
C5 S1 1.7598(15) . ?
C6 C7 1.389(2) . ?
C6 H6 0.95 . ?
C7 H7 0.95 . ?
C8 C9 1.3887(19) . ?
C8 C13 1.392(2) . ?
C8 S1 1.7721(14) . ?
C9 C10 1.391(2) . ?
C9 Sn1 2.2186(14) . ?
C10 C11 1.380(2) . ?
C10 S2 1.7977(14) . ?
C11 C12 1.399(2) . ?
C11 H11 0.95 . ?
C12 C13 1.394(2) . ?
C12 C14 1.526(2) . ?
C13 H13 0.95 . ?
C14 C22 1.521(2) . ?
C14 C24 1.527(3) . ?
C14 C23 1.535(3) . ?
C15 C20 1.381(2) . ?
C15 C16 1.384(2) . ?
C15 S2 1.7826(16) . ?
C16 C17 1.385(3) . ?
C16 H16 0.95 . ?
C17 C18 1.385(3) . ?
C17 H17 0.95 . ?
C18 C19 1.386(3) . ?
C18 C21 1.505(3) . ?
C19 C20 1.386(3) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
Cl1 Sn1 2.4819(5) . ?
O1 S1 1.4552(12) . ?
O1 Sn1 2.6555(12) . ?
O2 S1 1.4443(12) . ?
O3 S2 1.5208(13) . ?
O3 Sn1 2.2694(13) . ?

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 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C2 C3 118.72(16) . . ?
C7 C2 C1 120.80(17) . . ?
C3 C2 C1 120.47(17) . . ?
C4 C3 C2 121.08(16) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 119.10(15) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 121.08(14) . . ?
C6 C5 S1 119.73(12) . . ?
C4 C5 S1 119.19(12) . . ?
C5 C6 C7 118.91(15) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C2 C7 C6 121.09(15) . . ?
C2 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C13 124.24(13) . . ?
C9 C8 S1 118.44(11) . . ?
C13 C8 S1 117.29(11) . . ?
C8 C9 C10 113.53(12) . . ?
C8 C9 Sn1 126.17(10) . . ?
C10 C9 Sn1 119.83(10) . . ?
C11 C10 C9 124.53(13) . . ?
C11 C10 S2 118.52(11) . . ?
C9 C10 S2 116.86(11) . . ?
C10 C11 C12 120.38(13) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 116.97(13) . . ?
C13 C12 C14 122.70(13) . . ?
C11 C12 C14 120.33(13) . . ?
C8 C13 C12 120.31(13) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C22 C14 C12 112.05(14) . . ?
C22 C14 C24 108.15(17) . . ?
C12 C14 C24 108.73(16) . . ?
C22 C14 C23 108.22(18) . . ?
C12 C14 C23 108.90(15) . . ?
C24 C14 C23 110.8(2) . . ?
C20 C15 C16 121.09(16) . . ?
C20 C15 S2 120.52(13) . . ?
C16 C15 S2 118.37(13) . . ?
C15 C16 C17 119.13(16) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 121.21(17) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 118.20(17) . . ?
C17 C18 C21 120.23(18) . . ?
C19 C18 C21 121.54(18) . . ?
C18 C19 C20 121.81(17) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 H19 119.1 . . ?
C15 C20 C19 118.53(17) . . ?
C15 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C22 H22A 109.5 . . ?
C14 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C14 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C14 C23 H23A 109.5 . . ?
C14 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C14 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C14 C24 H24A 109.5 . . ?
C14 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C14 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
S2 O3 Sn1 121.50(6) . . ?
O2 S1 O1 119.64(7) . . ?
O2 S1 C5 107.40(7) . . ?
O1 S1 C5 107.96(7) . . ?
O2 S1 C8 108.00(7) . . ?
O1 S1 C8 106.65(7) . . ?
C5 S1 C8 106.52(7) . . ?
O3 S2 C15 106.21(7) . . ?
O3 S2 C10 103.57(7) . . ?
C15 S2 C10 100.31(7) . . ?
C9 Sn1 O3 76.99(5) . . ?
C9 Sn1 Cl1 93.24(4) . . ?
O3 Sn1 Cl1 90.48(3) . . ?
C9 Sn1 O1 71.31(4) . . ?
O3 Sn1 O1 148.15(4) . . ?
Cl1 Sn1 O1 88.30(3) . . ?

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1872183'
_audit_update_record             
;
2018-10-09 deposited with the CCDC.
2019-01-11 downloaded from the CCDC.
;

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H25 Cl Ge O3 S2'
_chemical_formula_sum            'C24 H25 Cl Ge O3 S2'
_chemical_formula_weight         533.62

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4696(7)
_cell_length_b                   9.6861(7)
_cell_length_c                   13.7730(10)
_cell_angle_alpha                105.093(2)
_cell_angle_beta                 90.070(2)
_cell_angle_gamma                94.398(2)
_cell_volume                     1215.84(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      32.09

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.7100
_exptl_absorpt_correction_T_max  0.7463

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine focus sealed tube'
_diffrn_radiation_monochromator  triumph
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_number            42232
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.125
_diffrn_reflns_theta_max         29.574
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_reflns_Friedel_coverage         0
_reflns_number_total             6785
_reflns_number_gt                5725
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       APEX2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²+0.8118P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6785
_refine_ls_number_parameters     285
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0883
_refine_ls_wR_factor_gt          0.0829
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.063
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.067

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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
C1 C 0.0280(3) -0.1963(3) 0.47232(19) 0.0497(6) Uani 1 1 d . . . . .
H1A H 0.0015 -0.299 0.4618 0.075 Uiso 1 1 calc R U . . .
H1B H -0.0577 -0.1446 0.4768 0.075 Uiso 1 1 calc R U . . .
H1C H 0.0841 -0.1605 0.5349 0.075 Uiso 1 1 calc R U . . .
C2 C 0.1145(2) -0.1729(2) 0.38538(16) 0.0314(4) Uani 1 1 d . . . . .
C7 C 0.2605(2) -0.1780(2) 0.38609(15) 0.0304(4) Uani 1 1 d . . . . .
H7 H 0.3068 -0.1931 0.4432 0.036 Uiso 1 1 calc R U . . .
C6 C 0.3399(2) -0.1614(2) 0.30483(14) 0.0254(4) Uani 1 1 d . . . . .
H6 H 0.4399 -0.1644 0.3063 0.031 Uiso 1 1 calc R U . . .
C5 C 0.27184(19) -0.14039(18) 0.22161(13) 0.0210(3) Uani 1 1 d . . . . .
C4 C 0.1259(2) -0.1328(2) 0.21951(15) 0.0295(4) Uani 1 1 d . . . . .
H4 H 0.0799 -0.1168 0.1625 0.035 Uiso 1 1 calc R U . . .
C3 C 0.0484(2) -0.1489(3) 0.30146(17) 0.0347(4) Uani 1 1 d . . . . .
H3 H -0.0513 -0.1434 0.3006 0.042 Uiso 1 1 calc R U . . .
C8 C 0.40445(18) 0.06139(18) 0.12879(12) 0.0192(3) Uani 1 1 d . . . . .
C9 C 0.54002(18) 0.12550(18) 0.15790(12) 0.0192(3) Uani 1 1 d . . . . .
C10 C 0.55337(18) 0.27206(19) 0.16509(12) 0.0201(3) Uani 1 1 d . . . . .
C11 C 0.44617(19) 0.34975(19) 0.14413(13) 0.0228(3) Uani 1 1 d . . . . .
H11 H 0.4634 0.4498 0.1509 0.027 Uiso 1 1 calc R U . . .
C12 C 0.31227(18) 0.28090(19) 0.11297(13) 0.0215(3) Uani 1 1 d . . . . .
C13 C 0.29348(18) 0.13437(19) 0.10622(13) 0.0213(3) Uani 1 1 d . . . . .
H13 H 0.2038 0.084 0.086 0.026 Uiso 1 1 calc R U . . .
C14 C 0.1940(2) 0.3647(2) 0.08709(17) 0.0306(4) Uani 1 1 d . . . . .
C15 C 0.70247(19) 0.4700(2) 0.31848(14) 0.0247(4) Uani 1 1 d . . . . .
C16 C 0.6747(2) 0.6110(2) 0.32783(16) 0.0335(4) Uani 1 1 d . . . . .
H16 H 0.668 0.6462 0.2699 0.04 Uiso 1 1 calc R U . . .
C17 C 0.6567(2) 0.7001(2) 0.42291(17) 0.0356(5) Uani 1 1 d . . . . .
H17 H 0.6343 0.796 0.4295 0.043 Uiso 1 1 calc R U . . .
C18 C 0.6707(2) 0.6521(2) 0.50818(16) 0.0311(4) Uani 1 1 d . . . . .
C19 C 0.6997(3) 0.5105(2) 0.49649(16) 0.0382(5) Uani 1 1 d . . . . .
H19 H 0.7092 0.4759 0.5545 0.046 Uiso 1 1 calc R U . . .
C20 C 0.7153(3) 0.4186(2) 0.40247(16) 0.0359(5) Uani 1 1 d . . . . .
H20 H 0.7345 0.3217 0.3957 0.043 Uiso 1 1 calc R U . . .
C21 C 0.6597(3) 0.7531(3) 0.61097(19) 0.0475(6) Uani 1 1 d . . . . .
H21A H 0.6397 0.6977 0.6603 0.071 Uiso 1 1 calc R U . . .
H21B H 0.583 0.8153 0.6103 0.071 Uiso 1 1 calc R U . . .
H21C H 0.7493 0.8121 0.6293 0.071 Uiso 1 1 calc R U . . .
C22 C 0.1469(3) 0.4667(3) 0.1838(2) 0.0544(7) Uani 1 1 d . . . . .
H22A H 0.0727 0.523 0.1678 0.082 Uiso 1 1 calc R U . . .
H22B H 0.2279 0.5315 0.2161 0.082 Uiso 1 1 calc R U . . .
H22C H 0.1097 0.4111 0.2297 0.082 Uiso 1 1 calc R U . . .
C23 C 0.2502(3) 0.4481(4) 0.0121(3) 0.0610(8) Uani 1 1 d . . . . .
H23A H 0.2846 0.381 -0.0477 0.091 Uiso 1 1 calc R U . . .
H23B H 0.328 0.5179 0.0439 0.091 Uiso 1 1 calc R U . . .
H23C H 0.1737 0.4986 -0.0076 0.091 Uiso 1 1 calc R U . . .
C24 C 0.0657(2) 0.2663(2) 0.03867(19) 0.0385(5) Uani 1 1 d . . . . .
H24A H 0.094 0.1989 -0.0231 0.058 Uiso 1 1 calc R U . . .
H24B H -0.0071 0.324 0.0224 0.058 Uiso 1 1 calc R U . . .
H24C H 0.0276 0.2129 0.0855 0.058 Uiso 1 1 calc R U . . .
Cl1 Cl 0.68232(5) 0.02456(5) 0.33724(4) 0.03260(11) Uani 1 1 d . . . . .
Ge1 Ge 0.71705(2) 0.02638(2) 0.17174(2) 0.02775(7) Uani 1 1 d . . . . .
O1 O 0.50532(15) -0.18238(15) 0.12240(11) 0.0308(3) Uani 1 1 d . . . . .
O2 O 0.27843(16) -0.18248(15) 0.02868(10) 0.0324(3) Uani 1 1 d . . . . .
O3 O 0.80957(14) 0.23442(16) 0.20924(11) 0.0300(3) Uani 1 1 d . . . . .
S1 S 0.36972(5) -0.12513(4) 0.11590(3) 0.02129(9) Uani 1 1 d . . . . .
S2 S 0.72719(5) 0.35856(5) 0.19577(3) 0.02499(10) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C2 1.507(3) . ?
C1 H1A 0.98 . ?
C1 H1B 0.98 . ?
C1 H1C 0.98 . ?
C2 C7 1.387(3) . ?
C2 C3 1.394(3) . ?
C7 C6 1.386(3) . ?
C7 H7 0.95 . ?
C6 C5 1.382(2) . ?
C6 H6 0.95 . ?
C5 C4 1.390(3) . ?
C5 S1 1.7592(18) . ?
C4 C3 1.383(3) . ?
C4 H4 0.95 . ?
C3 H3 0.95 . ?
C8 C13 1.389(2) . ?
C8 C9 1.393(2) . ?
C8 S1 1.7735(17) . ?
C9 C10 1.393(2) . ?
C9 Ge1 2.0273(17) . ?
C10 C11 1.382(2) . ?
C10 S2 1.7867(17) . ?
C11 C12 1.399(2) . ?
C11 H11 0.95 . ?
C12 C13 1.395(2) . ?
C12 C14 1.526(2) . ?
C13 H13 0.95 . ?
C14 C24 1.523(3) . ?
C14 C22 1.528(3) . ?
C14 C23 1.541(3) . ?
C15 C20 1.382(3) . ?
C15 C16 1.384(3) . ?
C15 S2 1.779(2) . ?
C16 C17 1.387(3) . ?
C16 H16 0.95 . ?
C17 C18 1.381(3) . ?
C17 H17 0.95 . ?
C18 C19 1.388(3) . ?
C18 C21 1.506(3) . ?
C19 C20 1.383(3) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
Cl1 Ge1 2.3079(6) . ?
Ge1 O3 2.0691(15) . ?
Ge1 O1 2.6889(15) . ?
O1 S1 1.4488(14) . ?
O2 S1 1.4407(15) . ?
O3 S2 1.5325(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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C2 C3 118.70(19) . . ?
C7 C2 C1 120.9(2) . . ?
C3 C2 C1 120.3(2) . . ?
C6 C7 C2 121.13(18) . . ?
C6 C7 H7 119.4 . . ?
C2 C7 H7 119.4 . . ?
C5 C6 C7 119.18(17) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C6 C5 C4 120.86(17) . . ?
C6 C5 S1 119.99(14) . . ?
C4 C5 S1 119.14(14) . . ?
C3 C4 C5 119.15(18) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C3 C2 120.96(19) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C13 C8 C9 123.82(16) . . ?
C13 C8 S1 117.00(13) . . ?
C9 C8 S1 119.16(13) . . ?
C10 C9 C8 113.48(15) . . ?
C10 C9 Ge1 118.59(12) . . ?
C8 C9 Ge1 127.39(13) . . ?
C11 C10 C9 124.92(16) . . ?
C11 C10 S2 119.37(13) . . ?
C9 C10 S2 115.56(13) . . ?
C10 C11 C12 119.90(16) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 117.13(16) . . ?
C13 C12 C14 122.44(16) . . ?
C11 C12 C14 120.43(16) . . ?
C8 C13 C12 120.73(16) . . ?
C8 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C24 C14 C12 112.00(16) . . ?
C24 C14 C22 108.13(19) . . ?
C12 C14 C22 108.81(18) . . ?
C24 C14 C23 108.1(2) . . ?
C12 C14 C23 108.80(17) . . ?
C22 C14 C23 111.0(2) . . ?
C20 C15 C16 120.82(19) . . ?
C20 C15 S2 120.96(16) . . ?
C16 C15 S2 118.18(15) . . ?
C15 C16 C17 119.12(19) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 121.3(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 118.30(19) . . ?
C17 C18 C21 120.4(2) . . ?
C19 C18 C21 121.2(2) . . ?
C20 C19 C18 121.59(19) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C15 C20 C19 118.88(19) . . ?
C15 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C22 H22A 109.5 . . ?
C14 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C14 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C14 C23 H23A 109.5 . . ?
C14 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C14 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C14 C24 H24A 109.5 . . ?
C14 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C14 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C9 Ge1 O3 82.68(6) . . ?
C9 Ge1 Cl1 95.45(5) . . ?
C9 Ge1 O1 73.98(6) . . ?
O3 Ge1 Cl1 93.48(4) . . ?
O3 Ge1 O1 156.61(5) . . ?
Cl1 Ge1 O1 87.28(3) . . ?
S1 O1 Ge1 111.85(7) . . ?
S2 O3 Ge1 120.72(8) . . ?
O2 S1 O1 120.20(9) . . ?
O2 S1 C5 107.23(9) . . ?
O1 S1 C5 108.09(9) . . ?
O2 S1 C8 107.68(8) . . ?
O1 S1 C8 106.84(8) . . ?
C5 S1 C8 106.00(8) . . ?
O3 S2 C15 106.56(9) . . ?
O3 S2 C10 101.54(8) . . ?
C15 S2 C10 101.27(8) . . ?

