# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1860742'
_audit_update_record             
;
2018-08-07 deposited with the CCDC.
2018-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H44 O6 S2 Sn, 2(C2 H6 O S)'
_chemical_formula_sum            'C32 H56 O8 S4 Sn'
_chemical_formula_weight         815.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0501(8)
_cell_length_b                   9.8219(9)
_cell_length_c                   11.8177(11)
_cell_angle_alpha                72.180(8)
_cell_angle_beta                 73.284(8)
_cell_angle_gamma                88.618(7)
_cell_volume                     955.45(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    110
_cell_measurement_reflns_used    4715
_cell_measurement_theta_min      4.0990
_cell_measurement_theta_max      66.2110


_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_F_000             426
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    7.727
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.63176
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5256
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.112
_diffrn_reflns_theta_max         65.989
_diffrn_reflns_theta_full        66.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             3266
_reflns_number_gt                3266
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0355P)²+0.6806P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3266
_refine_ls_number_parameters     206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0613
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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_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 -0.2826(2) -0.1855(2) 1.1009(2) 0.0136(4) Uani 1 1 d . . . . .
H1A H -0.2685 -0.1989 1.0205 0.016 Uiso 1 1 calc R U . . .
H1B H -0.3927 -0.1969 1.1436 0.016 Uiso 1 1 calc R U . . .
C2 C -0.2033(2) -0.3005(2) 1.1753(2) 0.0128(4) Uani 1 1 d . . . . .
C3 C -0.2865(3) -0.3996(2) 1.2872(2) 0.0162(5) Uani 1 1 d . . . . .
H3 H -0.3921 -0.3925 1.3184 0.019 Uiso 1 1 calc R U . . .
C4 C -0.2144(3) -0.5090(2) 1.3533(2) 0.0169(5) Uani 1 1 d . . . . .
C5 C -0.0564(3) -0.5166(2) 1.3034(2) 0.0149(4) Uani 1 1 d . . . . .
H5 H -0.0072 -0.5893 1.3470 0.018 Uiso 1 1 calc R U . . .
C6 C 0.0323(2) -0.4203(2) 1.1908(2) 0.0125(4) Uani 1 1 d . . . . .
C7 C -0.0438(2) -0.3097(2) 1.12660(19) 0.0106(4) Uani 1 1 d . . . . .
C8 C -0.3040(3) -0.6147(3) 1.4762(2) 0.0252(5) Uani 1 1 d . . . . .
H8A H -0.2642 -0.7074 1.4832 0.038 Uiso 1 1 calc R U . . .
H8B H -0.4113 -0.6203 1.4803 0.038 Uiso 1 1 calc R U . . .
H8C H -0.2934 -0.5834 1.5430 0.038 Uiso 1 1 calc R U . . .
C9 C 0.2050(3) -0.4372(2) 1.1373(2) 0.0150(5) Uani 1 1 d . . . . .
C10 C 0.2302(3) -0.4671(3) 1.0129(2) 0.0237(5) Uani 1 1 d . . . . .
H10A H 0.3379 -0.4781 0.9784 0.036 Uiso 1 1 calc R U . . .
H10B H 0.1974 -0.3885 0.9561 0.036 Uiso 1 1 calc R U . . .
H10C H 0.1709 -0.5535 1.0267 0.036 Uiso 1 1 calc R U . . .
C11 C 0.2647(3) -0.5631(3) 1.2234(3) 0.0239(5) Uani 1 1 d . . . . .
H11A H 0.3727 -0.5698 1.1859 0.036 Uiso 1 1 calc R U . . .
H11B H 0.2084 -0.6507 1.2359 0.036 Uiso 1 1 calc R U . . .
H11C H 0.2503 -0.5474 1.3020 0.036 Uiso 1 1 calc R U . . .
C12 C 0.3019(3) -0.3016(3) 1.1189(2) 0.0211(5) Uani 1 1 d . . . . .
H12A H 0.4094 -0.3140 1.0852 0.032 Uiso 1 1 calc R U . . .
H12B H 0.2855 -0.2854 1.1976 0.032 Uiso 1 1 calc R U . . .
H12C H 0.2713 -0.2208 1.0626 0.032 Uiso 1 1 calc R U . . .
C13 C -0.0528(3) -0.1901(3) 1.4102(2) 0.0226(5) Uani 1 1 d . . . . .
H13A H -0.0787 -0.2777 1.3979 0.034 Uiso 1 1 calc R U . . .
H13B H -0.1132 -0.1884 1.4910 0.034 Uiso 1 1 calc R U . . .
H13C H 0.0551 -0.1842 1.4039 0.034 Uiso 1 1 calc R U . . .
C14 C -0.0361(3) 0.1019(3) 1.3381(2) 0.0183(5) Uani 1 1 d . . . . .
H14A H -0.0514 0.1915 1.2821 0.027 Uiso 1 1 calc R U . . .
H14B H 0.0712 0.0980 1.3346 0.027 Uiso 1 1 calc R U . . .
H14C H -0.0973 0.0940 1.4213 0.027 Uiso 1 1 calc R U . . .
C15 C 0.4171(3) 0.0561(3) 1.1696(2) 0.0217(5) Uani 1 1 d . . . . .
H15A H 0.3486 -0.0139 1.1650 0.033 Uiso 1 1 calc R U . . .
H15B H 0.5135 0.0665 1.1055 0.033 Uiso 1 1 calc R U . . .
H15C H 0.3711 0.1465 1.1584 0.033 Uiso 1 1 calc R U . . .
C16 C 0.5771(3) 0.1489(3) 1.2930(3) 0.0275(6) Uani 1 1 d . . . . .
H16A H 0.6092 0.1371 1.3659 0.041 Uiso 1 1 calc R U . . .
H16B H 0.5237 0.2350 1.2763 0.041 Uiso 1 1 calc R U . . .
H16C H 0.6663 0.1553 1.2233 0.041 Uiso 1 1 calc R U . . .
O1 O -0.22652(16) -0.04247(16) 1.08178(13) 0.0118(3) Uani 1 1 d . . . . .
O2 O 0.03304(17) -0.21153(15) 1.01633(13) 0.0111(3) Uani 1 1 d . . . . .
O3 O 0.03953(17) -0.03499(16) 1.17617(13) 0.0127(3) Uani 1 1 d . . . . .
O4 O 0.3024(2) 0.0137(2) 1.41080(16) 0.0303(4) Uani 1 1 d . . . . .
S1 S -0.09282(6) -0.04166(5) 1.29443(4) 0.01189(12) Uani 1 1 d . . . . .
S2 S 0.45106(6) -0.00136(6) 1.31800(5) 0.02019(14) Uani 1 1 d . . . . .
Sn1 Sn 0.0000 0.0000 1.0000 0.00769(8) Uani 1 2 d S . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.434(3) . ?
C1 C2 1.510(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.392(3) . ?
C2 C7 1.404(3) . ?
C3 C4 1.391(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(3) . ?
C4 C8 1.511(3) . ?
C5 C6 1.400(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.411(3) . ?
C6 C9 1.534(3) . ?
C7 O2 1.361(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C12 1.536(3) . ?
C9 C10 1.538(3) . ?
C9 C11 1.540(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 S1 1.779(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 S1 1.776(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 S2 1.785(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 S2 1.785(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
O1 Sn1 1.9913(14) . ?
O2 Sn1 2.0496(14) . ?
O3 S1 1.5416(15) . ?
O3 Sn1 2.1366(14) . ?
O4 S2 1.5084(18) . ?
Sn1 O1 1.9913(14) 2_557 ?
Sn1 O2 2.0496(14) 2_557 ?
Sn1 O3 2.1366(14) 2_557 ?

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 113.75(17) . . ?
O1 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
O1 C1 H1B 108.8 . . ?
C2 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C7 120.2(2) . . ?
C3 C2 C1 121.2(2) . . ?
C7 C2 C1 118.50(19) . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 117.7(2) . . ?
C5 C4 C8 121.0(2) . . ?
C3 C4 C8 121.2(2) . . ?
C4 C5 C6 123.3(2) . . ?
C4 C5 H5 118.3 . . ?
C6 C5 H5 118.3 . . ?
C5 C6 C7 117.6(2) . . ?
C5 C6 C9 121.22(19) . . ?
C7 C6 C9 121.16(19) . . ?
O2 C7 C2 118.40(19) . . ?
O2 C7 C6 121.70(19) . . ?
C2 C7 C6 119.90(19) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 C12 110.62(18) . . ?
C6 C9 C10 108.61(19) . . ?
C12 C9 C10 110.7(2) . . ?
C6 C9 C11 112.48(19) . . ?
C12 C9 C11 106.76(19) . . ?
C10 C9 C11 107.6(2) . . ?
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 . . ?
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 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 . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
S2 C15 H15A 109.5 . . ?
S2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S2 C16 H16A 109.5 . . ?
S2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C1 O1 Sn1 114.87(12) . . ?
C7 O2 Sn1 116.89(12) . . ?
S1 O3 Sn1 122.11(8) . . ?
O3 S1 C14 102.53(10) . . ?
O3 S1 C13 103.45(10) . . ?
C14 S1 C13 100.09(12) . . ?
O4 S2 C15 106.29(11) . . ?
O4 S2 C16 105.69(13) . . ?
C15 S2 C16 96.99(13) . . ?
O1 Sn1 O1 180.0 . 2_557 ?
O1 Sn1 O2 91.82(6) . . ?
O1 Sn1 O2 88.18(6) 2_557 . ?
O1 Sn1 O2 88.17(6) . 2_557 ?
O1 Sn1 O2 91.82(6) 2_557 2_557 ?
O2 Sn1 O2 180.00(8) . 2_557 ?
O1 Sn1 O3 89.19(6) . 2_557 ?
O1 Sn1 O3 90.81(6) 2_557 2_557 ?
O2 Sn1 O3 90.75(6) . 2_557 ?
O2 Sn1 O3 89.25(6) 2_557 2_557 ?
O1 Sn1 O3 90.81(6) . . ?
O1 Sn1 O3 89.19(6) 2_557 . ?
O2 Sn1 O3 89.25(6) . . ?
O2 Sn1 O3 90.75(6) 2_557 . ?
O3 Sn1 O3 180.0 2_557 . ?

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
O1 C1 C2 C3 120.4(2) . . . . ?
O1 C1 C2 C7 -62.3(3) . . . . ?
C7 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C3 C4 177.4(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C2 C3 C4 C8 178.7(2) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C8 C4 C5 C6 -179.1(2) . . . . ?
C4 C5 C6 C7 0.7(3) . . . . ?
C4 C5 C6 C9 -177.5(2) . . . . ?
C3 C2 C7 O2 179.37(18) . . . . ?
C1 C2 C7 O2 2.1(3) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C1 C2 C7 C6 -176.81(18) . . . . ?
C5 C6 C7 O2 -179.76(18) . . . . ?
C9 C6 C7 O2 -1.5(3) . . . . ?
C5 C6 C7 C2 -0.9(3) . . . . ?
C9 C6 C7 C2 177.30(19) . . . . ?
C5 C6 C9 C12 -122.1(2) . . . . ?
C7 C6 C9 C12 59.8(3) . . . . ?
C5 C6 C9 C10 116.2(2) . . . . ?
C7 C6 C9 C10 -61.9(3) . . . . ?
C5 C6 C9 C11 -2.8(3) . . . . ?
C7 C6 C9 C11 179.1(2) . . . . ?
C2 C1 O1 Sn1 56.6(2) . . . . ?
C2 C7 O2 Sn1 50.2(2) . . . . ?
C6 C7 O2 Sn1 -130.93(17) . . . . ?
Sn1 O3 S1 C14 -119.61(12) . . . . ?
Sn1 O3 S1 C13 136.65(12) . . . . ?

_refine_diff_density_max         0.465
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.074

_shelxl_version_number           2013-4

