# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2125042'
_audit_update_record             
;
2021-11-28 deposited with the CCDC.	2022-03-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H17 F3 O3'
_chemical_formula_weight         410.38

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   12.313(3)
_cell_length_b                   13.516(3)
_cell_length_c                   15.514(3)
_cell_angle_alpha                90
_cell_angle_beta                 129.048(12)
_cell_angle_gamma                90
_cell_volume                     2005.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    2164
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      27.11

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .32
_exptl_crystal_size_min          .29
_exptl_absorpt_coefficient_mu    0.107
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15432
_diffrn_reflns_av_unetI/netI     0.1002
_diffrn_reflns_av_R_equivalents  0.1305
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.264
_diffrn_reflns_theta_max         27.528
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4537
_reflns_number_gt                2315
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1107P)²+0.7228P] 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         4537
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1581
_refine_ls_R_factor_gt           0.0822
_refine_ls_wR_factor_ref         0.2610
_refine_ls_wR_factor_gt          0.2011
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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_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
F1 F -0.3797(6) -0.5573(2) 0.2029(4) 0.170(2) Uani 1 1 d . . . . .
F2 F -0.2858(3) -0.5283(2) 0.3671(2) 0.1295(14) Uani 1 1 d . . . . .
F3 F -0.4927(3) -0.4908(2) 0.2441(3) 0.1263(12) Uani 1 1 d . . . . .
O1 O -0.0778(3) -0.4233(2) 0.3608(3) 0.0868(9) Uani 1 1 d . . . . .
O2 O -0.2061(3) 0.06164(19) 0.2044(2) 0.0796(9) Uani 1 1 d . . . . .
O3 O -0.4512(3) -0.23913(19) 0.00786(19) 0.0678(8) Uani 1 1 d . . . . .
C1 C -0.0669(4) -0.3372(3) 0.5457(3) 0.0736(12) Uani 1 1 d . . . . .
H1A H -0.0267 -0.3998 0.5660 0.088 Uiso 1 1 calc R U . . .
C2 C -0.0539(5) -0.2764(4) 0.6233(3) 0.0919(16) Uani 1 1 d . . . . .
H2A H -0.0069 -0.2986 0.6956 0.110 Uiso 1 1 calc R U . . .
C3 C -0.1109(5) -0.1830(4) 0.5932(3) 0.0874(14) Uani 1 1 d . . . . .
H3A H -0.1022 -0.1424 0.6456 0.105 Uiso 1 1 calc R U . . .
C4 C -0.1802(4) -0.1485(3) 0.4872(3) 0.0702(11) Uani 1 1 d . . . . .
H4A H -0.2166 -0.0846 0.4689 0.084 Uiso 1 1 calc R U . . .
C5 C -0.1966(3) -0.2087(3) 0.4063(3) 0.0524(8) Uani 1 1 d . . . . .
C6 C -0.1405(3) -0.3044(3) 0.4368(3) 0.0555(9) Uani 1 1 d . . . . .
C7 C -0.1672(4) -0.3760(3) 0.3525(3) 0.0587(9) Uani 1 1 d . . . . .
C8 C -0.3209(4) -0.3928(2) 0.2598(3) 0.0511(8) Uani 1 1 d . . . . .
C9 C -0.4025(3) -0.3210(2) 0.1877(2) 0.0457(8) Uani 1 1 d . . . . .
C10 C -0.3433(3) -0.2227(2) 0.1954(2) 0.0458(8) Uani 1 1 d . . . . .
C11 C -0.2565(3) -0.1677(2) 0.2952(3) 0.0492(8) Uani 1 1 d . . . . .
C12 C -0.5584(3) -0.3320(2) 0.1010(2) 0.0476(8) Uani 1 1 d . . . . .
C13 C -0.6187(4) -0.3958(3) 0.0121(3) 0.0718(11) Uani 1 1 d . . . . .
H13A H -0.5627 -0.4327 0.0030 0.086 Uiso 1 1 calc R U . . .
C14 C -0.7647(6) -0.4048(4) -0.0646(4) 0.0895(16) Uani 1 1 d . . . . .
H14A H -0.8060 -0.4462 -0.1258 0.107 Uiso 1 1 calc R U . . .
C15 C -0.8455(5) -0.3529(4) -0.0491(4) 0.0917(16) Uani 1 1 d . . . . .
H15A H -0.9420 -0.3612 -0.0983 0.110 Uiso 1 1 calc R U . . .
C16 C -0.7872(5) -0.2891(4) 0.0372(4) 0.0922(15) Uani 1 1 d . . . . .
H16A H -0.8437 -0.2535 0.0466 0.111 Uiso 1 1 calc R U . . .
C17 C -0.6430(4) -0.2771(3) 0.1115(3) 0.0643(10) Uani 1 1 d . . . . .
H17A H -0.6036 -0.2313 0.1688 0.077 Uiso 1 1 calc R U . . .
C18 C -0.2161(4) -0.0719(2) 0.2929(3) 0.0559(9) Uani 1 1 d . . . . .
H18A H -0.1624 -0.0349 0.3580 0.067 Uiso 1 1 calc R U . . .
C19 C -0.2548(4) -0.0315(3) 0.1957(3) 0.0575(9) Uani 1 1 d . . . . .
C20 C -0.3338(4) -0.0857(3) 0.0981(3) 0.0574(9) Uani 1 1 d . . . . .
H20A H -0.3573 -0.0592 0.0330 0.069 Uiso 1 1 calc R U . . .
C21 C -0.3769(3) -0.1794(2) 0.0991(3) 0.0518(8) Uani 1 1 d . . . . .
C22 C -0.3695(4) -0.4912(3) 0.2663(3) 0.0646(10) Uani 1 1 d . . . . .
C23 C -0.4874(5) -0.2045(3) -0.0942(3) 0.0792(13) Uani 1 1 d . . . . .
H23A H -0.5463 -0.2523 -0.1516 0.119 Uiso 1 1 calc R U . . .
H23B H -0.4038 -0.1952 -0.0858 0.119 Uiso 1 1 calc R U . . .
H23C H -0.5364 -0.1427 -0.1140 0.119 Uiso 1 1 calc R U . . .
C24 C -0.2237(5) 0.1036(4) 0.1120(4) 0.0884(14) Uani 1 1 d . . . . .
H24A H -0.1876 0.1699 0.1297 0.133 Uiso 1 1 calc R U . . .
H24B H -0.3214 0.1048 0.0488 0.133 Uiso 1 1 calc R U . . .
H24C H -0.1741 0.0645 0.0952 0.133 Uiso 1 1 calc R 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
F1 C22 1.275(5) . ?
F2 C22 1.315(4) . ?
F3 C22 1.327(5) . ?
O1 C7 1.208(4) . ?
O2 C19 1.364(4) . ?
O2 C24 1.426(5) . ?
O3 C21 1.364(4) . ?
O3 C23 1.427(4) . ?
C1 C2 1.381(6) . ?
C1 C6 1.393(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.376(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.372(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.400(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.401(5) . ?
C5 C11 1.489(4) . ?
C6 C7 1.488(5) . ?
C7 C8 1.507(5) . ?
C8 C9 1.337(4) . ?
C8 C22 1.487(5) . ?
C9 C10 1.485(4) . ?
C9 C12 1.504(4) . ?
C10 C21 1.401(4) . ?
C10 C11 1.417(4) . ?
C11 C18 1.396(5) . ?
C12 C17 1.370(5) . ?
C12 C13 1.382(5) . ?
C13 C14 1.403(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.355(7) . ?
C14 H14A 0.9300 . ?
C15 C16 1.358(7) . ?
C15 H15A 0.9300 . ?
C16 C17 1.388(6) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C18 C19 1.378(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.385(5) . ?
C20 C21 1.378(5) . ?
C20 H20A 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
C19 O2 C24 119.2(3) . . ?
C21 O3 C23 119.6(3) . . ?
C2 C1 C6 119.8(4) . . ?
C2 C1 H1A 120.1 . . ?
C6 C1 H1A 120.1 . . ?
C3 C2 C1 119.7(4) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C4 C3 C2 121.3(4) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C4 C5 C6 118.2(3) . . ?
C4 C5 C11 120.5(3) . . ?
C6 C5 C11 120.9(3) . . ?
C1 C6 C5 120.6(4) . . ?
C1 C6 C7 118.3(3) . . ?
C5 C6 C7 121.0(3) . . ?
O1 C7 C6 124.7(3) . . ?
O1 C7 C8 122.3(4) . . ?
C6 C7 C8 112.7(3) . . ?
C9 C8 C22 125.7(3) . . ?
C9 C8 C7 121.3(3) . . ?
C22 C8 C7 112.8(3) . . ?
C8 C9 C10 120.7(3) . . ?
C8 C9 C12 122.7(3) . . ?
C10 C9 C12 116.5(3) . . ?
C21 C10 C11 117.4(3) . . ?
C21 C10 C9 119.2(3) . . ?
C11 C10 C9 123.4(3) . . ?
C18 C11 C10 119.6(3) . . ?
C18 C11 C5 116.7(3) . . ?
C10 C11 C5 123.6(3) . . ?
C17 C12 C13 119.1(3) . . ?
C17 C12 C9 118.6(3) . . ?
C13 C12 C9 122.3(3) . . ?
C12 C13 C14 119.7(4) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C15 C14 C13 119.8(4) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
C14 C15 C16 120.8(4) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C15 C16 C17 119.9(5) . . ?
C15 C16 H16A 120.1 . . ?
C17 C16 H16A 120.1 . . ?
C12 C17 C16 120.6(4) . . ?
C12 C17 H17A 119.7 . . ?
C16 C17 H17A 119.7 . . ?
C19 C18 C11 120.9(3) . . ?
C19 C18 H18A 119.6 . . ?
C11 C18 H18A 119.6 . . ?
O2 C19 C18 115.5(3) . . ?
O2 C19 C20 124.0(3) . . ?
C18 C19 C20 120.5(3) . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
O3 C21 C20 122.9(3) . . ?
O3 C21 C10 114.5(3) . . ?
C20 C21 C10 122.6(3) . . ?
F1 C22 F2 105.9(4) . . ?
F1 C22 F3 105.1(4) . . ?
F2 C22 F3 102.8(4) . . ?
F1 C22 C8 115.0(4) . . ?
F2 C22 C8 112.0(3) . . ?
F3 C22 C8 114.9(3) . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.056



####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2125043'
_audit_update_record             
;
2021-11-28 deposited with the CCDC.	2022-03-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H26 O6 S'
_chemical_formula_weight         526.58

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   34.743(2)
_cell_length_b                   7.6413(3)
_cell_length_c                   19.9522(11)
_cell_angle_alpha                90
_cell_angle_beta                 100.316(2)
_cell_angle_gamma                90
_cell_volume                     5211.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    6420
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             2208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .26
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .16
_exptl_absorpt_coefficient_mu    0.169
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20203
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.571
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5908
_reflns_number_gt                4474
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0725P)²+3.9726P] 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         5908
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1597
_refine_ls_wR_factor_gt          0.1407
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.004

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 0.15339(2) 0.52417(7) 0.16042(3) 0.04661(17) Uani 1 1 d . . . . .
O1 O 0.17355(6) 0.3891(2) 0.20272(8) 0.0692(5) Uani 1 1 d . . . . .
O2 O 0.11954(5) 0.6037(3) 0.17908(10) 0.0715(5) Uani 1 1 d . . . . .
O3 O 0.13167(5) 0.9337(2) -0.18254(9) 0.0663(5) Uani 1 1 d . . . . .
O4 O 0.04483(5) 0.1196(2) -0.21138(7) 0.0538(4) Uani 1 1 d . . . . .
O5 O 0.07632(6) 0.04088(19) 0.02670(8) 0.0606(5) Uani 1 1 d . . . . .
O6 O 0.20480(5) 0.4076(2) 0.05285(9) 0.0601(4) Uani 1 1 d . . . . .
C1 C 0.26753(9) 1.1100(4) 0.13948(16) 0.0777(8) Uani 1 1 d . . . . .
H1A H 0.2536 1.2105 0.1189 0.117 Uiso 1 1 calc R U . . .
H1B H 0.2814 1.1405 0.1840 0.117 Uiso 1 1 calc R U . . .
H1C H 0.2858 1.0716 0.1118 0.117 Uiso 1 1 calc R U . . .
C2 C 0.23894(7) 0.9647(3) 0.14543(12) 0.0548(6) Uani 1 1 d . . . . .
C3 C 0.19911(8) 0.9873(3) 0.12217(14) 0.0618(6) Uani 1 1 d . . . . .
H3A H 0.1899 1.0944 0.1037 0.074 Uiso 1 1 calc R U . . .
C4 C 0.17288(7) 0.8533(3) 0.12594(13) 0.0573(6) Uani 1 1 d . . . . .
H4A H 0.1463 0.8699 0.1103 0.069 Uiso 1 1 calc R U . . .
C5 C 0.18683(6) 0.6938(3) 0.15334(10) 0.0442(5) Uani 1 1 d . . . . .
C6 C 0.22619(7) 0.6687(3) 0.17720(12) 0.0507(5) Uani 1 1 d . . . . .
H6A H 0.2354 0.5614 0.1955 0.061 Uiso 1 1 calc R U . . .
C7 C 0.25183(7) 0.8056(3) 0.17357(12) 0.0559(6) Uani 1 1 d . . . . .
H7A H 0.2783 0.7900 0.1905 0.067 Uiso 1 1 calc R U . . .
C8 C 0.14053(6) 0.4395(2) 0.07578(9) 0.0378(4) Uani 1 1 d . . . . .
C9 C 0.10537(6) 0.3668(2) 0.05194(9) 0.0363(4) Uani 1 1 d . . . . .
C10 C 0.09509(6) 0.3030(2) -0.01947(9) 0.0380(4) Uani 1 1 d . . . . .
C11 C 0.10110(6) 0.3974(2) -0.07727(9) 0.0382(4) Uani 1 1 d . . . . .
C12 C 0.12596(6) 0.5580(2) -0.07412(10) 0.0388(4) Uani 1 1 d . . . . .
C13 C 0.16090(6) 0.5751(3) -0.02639(10) 0.0406(4) Uani 1 1 d . . . . .
C14 C 0.07380(6) 0.3486(2) 0.09372(9) 0.0385(4) Uani 1 1 d . . . . .
C15 C 0.03826(6) 0.4304(3) 0.07066(10) 0.0470(5) Uani 1 1 d . . . . .
H15A H 0.0348 0.4942 0.0303 0.056 Uiso 1 1 calc R U . . .
C16 C 0.00781(7) 0.4186(4) 0.10663(12) 0.0627(7) Uani 1 1 d . . . . .
H16A H -0.0156 0.4767 0.0912 0.075 Uiso 1 1 calc R U . . .
C17 C 0.01226(8) 0.3214(4) 0.16495(12) 0.0689(8) Uani 1 1 d . . . . .
H17A H -0.0084 0.3108 0.1886 0.083 Uiso 1 1 calc R U . . .
C18 C 0.04747(9) 0.2386(3) 0.18875(12) 0.0650(7) Uani 1 1 d . . . . .
H18A H 0.0504 0.1726 0.2285 0.078 Uiso 1 1 calc R U . . .
C19 C 0.07849(8) 0.2533(3) 0.15373(11) 0.0517(5) Uani 1 1 d . . . . .
H19A H 0.1023 0.1994 0.1705 0.062 Uiso 1 1 calc R U . . .
C20 C 0.08441(6) 0.3374(3) -0.14244(10) 0.0421(4) Uani 1 1 d . . . . .
H20A H 0.0880 0.4009 -0.1806 0.051 Uiso 1 1 calc R U . . .
C21 C 0.06269(6) 0.1853(3) -0.15058(10) 0.0436(5) Uani 1 1 d . . . . .
C22 C 0.05872(7) 0.0831(3) -0.09441(11) 0.0469(5) Uani 1 1 d . . . . .
H22A H 0.0447 -0.0213 -0.1001 0.056 Uiso 1 1 calc R U . . .
C23 C 0.07573(7) 0.1387(3) -0.03049(10) 0.0442(5) Uani 1 1 d . . . . .
C24 C 0.05752(10) -0.1239(3) 0.02151(14) 0.0725(8) Uani 1 1 d . . . . .
H24A H 0.0605 -0.1765 0.0658 0.109 Uiso 1 1 calc R U . . .
H24B H 0.0302 -0.1089 0.0034 0.109 Uiso 1 1 calc R U . . .
H24C H 0.0691 -0.1983 -0.0082 0.109 Uiso 1 1 calc R U . . .
C25 C 0.11781(7) 0.6838(3) -0.12523(11) 0.0458(5) Uani 1 1 d . . . . .
H25A H 0.0948 0.6751 -0.1571 0.055 Uiso 1 1 calc R U . . .
C26 C 0.18629(7) 0.7135(3) -0.03254(12) 0.0512(5) Uani 1 1 d . . . . .
H26A H 0.2097 0.7220 -0.0016 0.061 Uiso 1 1 calc R U . . .
C27 C 0.17780(7) 0.8376(3) -0.08294(13) 0.0569(6) Uani 1 1 d . . . . .
H27A H 0.1949 0.9300 -0.0856 0.068 Uiso 1 1 calc R U . . .
C28 C 0.14319(7) 0.8219(3) -0.12972(12) 0.0503(5) Uani 1 1 d . . . . .
C29 C 0.15779(9) 1.0702(4) -0.19318(19) 0.0869(10) Uani 1 1 d . . . . .
H29A H 0.1462 1.1390 -0.2318 0.130 Uiso 1 1 calc R U . . .
H29B H 0.1630 1.1433 -0.1534 0.130 Uiso 1 1 calc R U . . .
H29C H 0.1819 1.0204 -0.2015 0.130 Uiso 1 1 calc R U . . .
C30 C 0.04680(9) 0.2182(4) -0.27106(12) 0.0727(8) Uani 1 1 d . . . . .
H30A H 0.0331 0.1573 -0.3102 0.109 Uiso 1 1 calc R U . . .
H30B H 0.0350 0.3308 -0.2678 0.109 Uiso 1 1 calc R U . . .
H30C H 0.0737 0.2333 -0.2755 0.109 Uiso 1 1 calc R U . . .
C31 C 0.17169(6) 0.4612(3) 0.03357(10) 0.0414(4) 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
S1 O1 1.4341(18) . ?
S1 O2 1.4311(18) . ?
S1 C5 1.763(2) . ?
S1 C8 1.7888(19) . ?
O3 C28 1.360(3) . ?
O3 C29 1.423(3) . ?
O4 C21 1.356(2) . ?
O4 C30 1.421(3) . ?
O5 C23 1.361(2) . ?
O5 C24 1.414(3) . ?
O6 C31 1.217(2) . ?
C1 C2 1.509(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C7 1.380(3) . ?
C2 C3 1.389(4) . ?
C3 C4 1.381(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.379(3) . ?
C6 C7 1.384(3) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 C9 1.349(3) . ?
C8 C31 1.495(3) . ?
C9 C10 1.487(3) . ?
C9 C14 1.498(3) . ?
C10 C11 1.407(3) . ?
C10 C23 1.423(3) . ?
C11 C20 1.402(3) . ?
C11 C12 1.495(3) . ?
C12 C25 1.393(3) . ?
C12 C13 1.408(3) . ?
C13 C26 1.397(3) . ?
C13 C31 1.473(3) . ?
C14 C19 1.386(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.384(3) . ?
C15 H15A 0.9300 . ?
C16 C17 1.366(4) . ?
C16 H16A 0.9300 . ?
C17 C18 1.383(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.390(4) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 C21 1.380(3) . ?
C20 H20A 0.9300 . ?
C21 C22 1.393(3) . ?
C22 C23 1.373(3) . ?
C22 H22A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C28 1.388(3) . ?
C25 H25A 0.9300 . ?
C26 C27 1.375(3) . ?
C26 H26A 0.9300 . ?
C27 C28 1.389(3) . ?
C27 H27A 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

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 119.33(13) . . ?
O1 S1 C5 108.48(11) . . ?
O2 S1 C5 107.02(11) . . ?
O1 S1 C8 107.95(10) . . ?
O2 S1 C8 108.74(10) . . ?
C5 S1 C8 104.31(9) . . ?
C28 O3 C29 118.0(2) . . ?
C21 O4 C30 118.05(18) . . ?
C23 O5 C24 119.36(18) . . ?
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 118.5(2) . . ?
C7 C2 C1 120.7(2) . . ?
C3 C2 C1 120.8(2) . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C3 C4 C5 119.0(2) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 S1 119.79(17) . . ?
C4 C5 S1 119.27(17) . . ?
C5 C6 C7 119.0(2) . . ?
C5 C6 H6A 120.5 . . ?
C7 C6 H6A 120.5 . . ?
C2 C7 C6 121.5(2) . . ?
C2 C7 H7A 119.3 . . ?
C6 C7 H7A 119.3 . . ?
C9 C8 C31 123.26(17) . . ?
C9 C8 S1 122.64(15) . . ?
C31 C8 S1 114.07(14) . . ?
C8 C9 C10 121.31(17) . . ?
C8 C9 C14 123.30(17) . . ?
C10 C9 C14 115.37(16) . . ?
C11 C10 C23 117.44(17) . . ?
C11 C10 C9 124.90(17) . . ?
C23 C10 C9 117.55(16) . . ?
C20 C11 C10 119.68(18) . . ?
C20 C11 C12 116.55(17) . . ?
C10 C11 C12 123.73(17) . . ?
C25 C12 C13 117.93(18) . . ?
C25 C12 C11 119.70(18) . . ?
C13 C12 C11 121.74(17) . . ?
C26 C13 C12 119.50(19) . . ?
C26 C13 C31 116.47(18) . . ?
C12 C13 C31 123.90(17) . . ?
C19 C14 C15 118.9(2) . . ?
C19 C14 C9 123.0(2) . . ?
C15 C14 C9 118.09(17) . . ?
C16 C15 C14 121.1(2) . . ?
C16 C15 H15A 119.4 . . ?
C14 C15 H15A 119.4 . . ?
C17 C16 C15 119.8(3) . . ?
C17 C16 H16A 120.1 . . ?
C15 C16 H16A 120.1 . . ?
C16 C17 C18 120.0(2) . . ?
C16 C17 H17A 120.0 . . ?
C18 C17 H17A 120.0 . . ?
C17 C18 C19 120.5(2) . . ?
C17 C18 H18A 119.7 . . ?
C19 C18 H18A 119.7 . . ?
C14 C19 C18 119.7(2) . . ?
C14 C19 H19A 120.2 . . ?
C18 C19 H19A 120.2 . . ?
C21 C20 C11 120.74(18) . . ?
C21 C20 H20A 119.6 . . ?
C11 C20 H20A 119.6 . . ?
O4 C21 C20 124.76(19) . . ?
O4 C21 C22 114.64(18) . . ?
C20 C21 C22 120.56(18) . . ?
C23 C22 C21 119.06(18) . . ?
C23 C22 H22A 120.5 . . ?
C21 C22 H22A 120.5 . . ?
O5 C23 C22 123.23(18) . . ?
O5 C23 C10 114.79(17) . . ?
C22 C23 C10 121.96(18) . . ?
O5 C24 H24A 109.5 . . ?
O5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C28 C25 C12 121.6(2) . . ?
C28 C25 H25A 119.2 . . ?
C12 C25 H25A 119.2 . . ?
C27 C26 C13 122.0(2) . . ?
C27 C26 H26A 119.0 . . ?
C13 C26 H26A 119.0 . . ?
C26 C27 C28 118.6(2) . . ?
C26 C27 H27A 120.7 . . ?
C28 C27 H27A 120.7 . . ?
O3 C28 C27 124.5(2) . . ?
O3 C28 C25 115.2(2) . . ?
C27 C28 C25 120.4(2) . . ?
O3 C29 H29A 109.5 . . ?
O3 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O3 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O4 C30 H30A 109.5 . . ?
O4 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O4 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O6 C31 C13 123.00(19) . . ?
O6 C31 C8 121.56(19) . . ?
C13 C31 C8 114.74(17) . . ?

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
C7 C2 C3 C4 -1.0(4) . . . . ?
C1 C2 C3 C4 178.4(3) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 0.6(4) . . . . ?
C3 C4 C5 S1 178.31(19) . . . . ?
O1 S1 C5 C6 9.9(2) . . . . ?
O2 S1 C5 C6 139.88(18) . . . . ?
C8 S1 C5 C6 -104.98(18) . . . . ?
O1 S1 C5 C4 -167.79(19) . . . . ?
O2 S1 C5 C4 -37.8(2) . . . . ?
C8 S1 C5 C4 77.3(2) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?
S1 C5 C6 C7 -177.56(18) . . . . ?
C3 C2 C7 C6 1.8(4) . . . . ?
C1 C2 C7 C6 -177.6(2) . . . . ?
C5 C6 C7 C2 -1.3(4) . . . . ?
O1 S1 C8 C9 94.36(19) . . . . ?
O2 S1 C8 C9 -36.5(2) . . . . ?
C5 S1 C8 C9 -150.39(17) . . . . ?
O1 S1 C8 C31 -87.31(17) . . . . ?
O2 S1 C8 C31 141.86(16) . . . . ?
C5 S1 C8 C31 27.94(17) . . . . ?
C31 C8 C9 C10 -0.3(3) . . . . ?
S1 C8 C9 C10 177.87(14) . . . . ?
C31 C8 C9 C14 -178.57(18) . . . . ?
S1 C8 C9 C14 -0.4(3) . . . . ?
C8 C9 C10 C11 -47.1(3) . . . . ?
C14 C9 C10 C11 131.3(2) . . . . ?
C8 C9 C10 C23 136.7(2) . . . . ?
C14 C9 C10 C23 -44.9(2) . . . . ?
C23 C10 C11 C20 6.9(3) . . . . ?
C9 C10 C11 C20 -169.33(19) . . . . ?
C23 C10 C11 C12 -170.63(19) . . . . ?
C9 C10 C11 C12 13.1(3) . . . . ?
C20 C11 C12 C25 30.4(3) . . . . ?
C10 C11 C12 C25 -152.0(2) . . . . ?
C20 C11 C12 C13 -140.3(2) . . . . ?
C10 C11 C12 C13 37.3(3) . . . . ?
C25 C12 C13 C26 -1.3(3) . . . . ?
C11 C12 C13 C26 169.49(18) . . . . ?
C25 C12 C13 C31 174.55(18) . . . . ?
C11 C12 C13 C31 -14.6(3) . . . . ?
C8 C9 C14 C19 -60.4(3) . . . . ?
C10 C9 C14 C19 121.2(2) . . . . ?
C8 C9 C14 C15 120.1(2) . . . . ?
C10 C9 C14 C15 -58.3(2) . . . . ?
C19 C14 C15 C16 0.3(3) . . . . ?
C9 C14 C15 C16 179.8(2) . . . . ?
C14 C15 C16 C17 -1.7(4) . . . . ?
C15 C16 C17 C18 1.6(4) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C15 C14 C19 C18 1.2(3) . . . . ?
C9 C14 C19 C18 -178.3(2) . . . . ?
C17 C18 C19 C14 -1.4(4) . . . . ?
C10 C11 C20 C21 -1.1(3) . . . . ?
C12 C11 C20 C21 176.64(19) . . . . ?
C30 O4 C21 C20 -3.4(3) . . . . ?
C30 O4 C21 C22 178.6(2) . . . . ?
C11 C20 C21 O4 178.5(2) . . . . ?
C11 C20 C21 C22 -3.6(3) . . . . ?
O4 C21 C22 C23 -179.9(2) . . . . ?
C20 C21 C22 C23 2.0(3) . . . . ?
C24 O5 C23 C22 -2.2(4) . . . . ?
C24 O5 C23 C10 179.3(2) . . . . ?
C21 C22 C23 O5 -174.2(2) . . . . ?
C21 C22 C23 C10 4.2(3) . . . . ?
C11 C10 C23 O5 169.87(19) . . . . ?
C9 C10 C23 O5 -13.6(3) . . . . ?
C11 C10 C23 C22 -8.6(3) . . . . ?
C9 C10 C23 C22 167.9(2) . . . . ?
C13 C12 C25 C28 0.3(3) . . . . ?
C11 C12 C25 C28 -170.70(19) . . . . ?
C12 C13 C26 C27 1.9(3) . . . . ?
C31 C13 C26 C27 -174.3(2) . . . . ?
C13 C26 C27 C28 -1.3(4) . . . . ?
C29 O3 C28 C27 3.9(4) . . . . ?
C29 O3 C28 C25 -175.2(2) . . . . ?
C26 C27 C28 O3 -178.8(2) . . . . ?
C26 C27 C28 C25 0.2(4) . . . . ?
C12 C25 C28 O3 179.37(19) . . . . ?
C12 C25 C28 C27 0.3(3) . . . . ?
C26 C13 C31 O6 -44.4(3) . . . . ?
C12 C13 C31 O6 139.6(2) . . . . ?
C26 C13 C31 C8 126.2(2) . . . . ?
C12 C13 C31 C8 -49.8(3) . . . . ?
C9 C8 C31 O6 -127.2(2) . . . . ?
S1 C8 C31 O6 54.4(2) . . . . ?
C9 C8 C31 C13 62.1(3) . . . . ?
S1 C8 C31 C13 -116.23(16) . . . . ?

_refine_diff_density_max         0.327
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.048



