# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mo_190226_0m
_database_code_depnum_ccdc_archive 'CCDC 1915762'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2019-05-13 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 O5 S'
_chemical_formula_weight         450.53

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      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                   8.6479(4)
_cell_length_b                   11.7181(6)
_cell_length_c                   12.4402(7)
_cell_angle_alpha                114.461(2)
_cell_angle_beta                 90.355(3)
_cell_angle_gamma                96.581(3)
_cell_volume                     1137.93(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6947
_cell_measurement_theta_min      2.3749
_cell_measurement_theta_max      22.5661

_exptl_crystal_description       lump
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.177
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7128
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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 8.3333
_diffrn_reflns_number            28716
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.802
_diffrn_reflns_theta_max         26.452
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4674
_reflns_number_gt                3473
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_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)+(0.0457P)²+0.4510P] 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         4674
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1136
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
S1 S 0.38318(5) 0.06911(5) 0.79722(5) 0.03968(15) Uani 1 1 d . . . . .
O1 O 1.16891(16) 0.50653(14) 0.80234(15) 0.0561(4) Uani 1 1 d . . . . .
O2 O 0.30726(16) 0.07119(14) 0.89976(13) 0.0529(4) Uani 1 1 d . . . . .
O3 O 0.52624(17) 0.32601(14) 0.95050(14) 0.0575(4) Uani 1 1 d . . . . .
O4 O 0.91876(17) 0.61762(13) 0.84727(14) 0.0519(4) Uani 1 1 d . . . . .
O5 O 0.33100(17) 0.13925(14) 0.73643(14) 0.0558(4) Uani 1 1 d . . . . .
C1 C 0.3343(4) -0.3388(2) 0.5288(3) 0.0768(8) Uani 1 1 d . . . . .
C2 C 0.3133(4) -0.3094(2) 0.6463(3) 0.0748(8) Uani 1 1 d . . . . .
H24 H 0.2857 -0.3740 0.6703 0.090 Uiso 1 1 calc R U . . .
C3 C 0.3326(3) -0.1853(2) 0.7294(2) 0.0582(6) Uani 1 1 d . . . . .
H3 H 0.3183 -0.1666 0.8087 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3728(2) -0.08990(18) 0.69460(17) 0.0400(4) Uani 1 1 d . . . . .
C5 C 0.5877(2) 0.11847(17) 0.83260(17) 0.0363(4) Uani 1 1 d . . . . .
H21 H 0.6392 0.0899 0.7577 0.044 Uiso 1 1 calc R U . . .
C6 C 0.6210(2) 0.26192(18) 0.89114(18) 0.0398(4) Uani 1 1 d . . . . .
C7 C 0.7725(2) 0.31884(18) 0.86817(16) 0.0373(4) Uani 1 1 d . . . . .
C8 C 0.7750(2) 0.43999(18) 0.87102(17) 0.0410(5) Uani 1 1 d . . . . .
H19 H 0.6854 0.4797 0.8889 0.049 Uiso 1 1 calc R U . . .
C9 C 0.9067(2) 0.50106(18) 0.84799(17) 0.0402(5) Uani 1 1 d . . . . .
C10 C 1.0421(2) 0.44040(19) 0.82324(18) 0.0413(5) Uani 1 1 d . . . . .
C11 C 1.3130(2) 0.4564(2) 0.7937(2) 0.0599(6) Uani 1 1 d . . . . .
H15 H 1.3345 0.4440 0.8637 0.090 Uiso 1 1 calc R U . . .
H2 H 1.3952 0.5144 0.7860 0.090 Uiso 1 1 calc R U . . .
H14 H 1.3064 0.3769 0.7257 0.090 Uiso 1 1 calc R U . . .
C12 C 0.9070(2) 0.25850(18) 0.84569(16) 0.0362(4) Uani 1 1 d . . . . .
C13 C 0.9262(2) 0.13529(18) 0.85550(17) 0.0373(4) Uani 1 1 d . . . . .
H13 H 1.0340 0.1463 0.8863 0.045 Uiso 1 1 calc R U . . .
C14 C 0.8252(2) 0.1143(2) 0.94871(18) 0.0433(5) Uani 1 1 d . . . . .
H6 H 0.8729 0.0588 0.9753 0.052 Uiso 1 1 calc R U . . .
H7 H 0.8254 0.1948 1.0164 0.052 Uiso 1 1 calc R U . . .
C15 C 0.6565(2) 0.0578(2) 0.90632(19) 0.0450(5) Uani 1 1 d . . . . .
H4 H 0.5947 0.0703 0.9742 0.054 Uiso 1 1 calc R U . . .
H5 H 0.6520 -0.0325 0.8591 0.054 Uiso 1 1 calc R U . . .
C16 C 0.9126(2) 0.01716(19) 0.73881(18) 0.0400(5) Uani 1 1 d . . . . .
C17 C 0.9495(3) -0.0949(2) 0.7393(2) 0.0559(6) Uani 1 1 d . . . . .
H12 H 0.9831 -0.0954 0.8103 0.067 Uiso 1 1 calc R U . . .
C18 C 0.9378(3) -0.2048(2) 0.6383(3) 0.0743(8) Uani 1 1 d . . . . .
H11 H 0.9632 -0.2785 0.6413 0.089 Uiso 1 1 calc R U . . .
C19 C 0.8890(3) -0.2063(3) 0.5333(3) 0.0752(8) Uani 1 1 d . . . . .
H10 H 0.8796 -0.2811 0.4648 0.090 Uiso 1 1 calc R U . . .
C20 C 0.8536(3) -0.0966(3) 0.5290(2) 0.0683(7) Uani 1 1 d . . . . .
H9 H 0.8211 -0.0971 0.4574 0.082 Uiso 1 1 calc R U . . .
C21 C 0.8663(3) 0.0146(2) 0.63149(19) 0.0518(5) Uani 1 1 d . . . . .
H8 H 0.8432 0.0885 0.6277 0.062 Uiso 1 1 calc R U . . .
C22 C 1.0403(2) 0.32268(19) 0.82339(17) 0.0405(5) Uani 1 1 d . . . . .
H20 H 1.1312 0.2846 0.8081 0.049 Uiso 1 1 calc R U . . .
C23 C 0.7889(3) 0.6859(2) 0.8849(2) 0.0576(6) Uani 1 1 d . . . . .
H16 H 0.7025 0.6449 0.8279 0.086 Uiso 1 1 calc R U . . .
H18 H 0.8162 0.7706 0.8919 0.086 Uiso 1 1 calc R U . . .
H17 H 0.7605 0.6884 0.9602 0.086 Uiso 1 1 calc R U . . .
C24 C 0.3935(3) -0.1183(2) 0.5774(2) 0.0692(7) Uani 1 1 d . . . . .
H22 H 0.4200 -0.0539 0.5530 0.083 Uiso 1 1 calc R U . . .
C25 C 0.3750(4) -0.2418(3) 0.4967(2) 0.0890(10) Uani 1 1 d . . . . .
H23 H 0.3907 -0.2603 0.4176 0.107 Uiso 1 1 calc R U . . .
C26 C 0.3071(6) -0.4752(3) 0.4375(3) 0.1324(16) Uani 1 1 d . . . . .
H26A H 0.1999 -0.4963 0.4083 0.199 Uiso 1 1 calc R U . . .
H26B H 0.3312 -0.5299 0.4735 0.199 Uiso 1 1 calc R U . . .
H26C H 0.3730 -0.4856 0.3731 0.199 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
S1 O5 1.4306(15) . ?
S1 O2 1.4307(15) . ?
S1 C4 1.761(2) . ?
S1 C5 1.7895(18) . ?
O1 C10 1.359(2) . ?
O1 C11 1.424(3) . ?
O3 C6 1.213(2) . ?
O4 C9 1.362(2) . ?
O4 C23 1.422(3) . ?
C1 C25 1.363(4) . ?
C1 C2 1.376(4) . ?
C1 C26 1.519(4) . ?
C2 C3 1.382(3) . ?
C2 H24 0.9300 . ?
C3 C4 1.368(3) . ?
C3 H3 0.9300 . ?
C4 C24 1.373(3) . ?
C5 C6 1.520(3) . ?
C5 C15 1.527(3) . ?
C5 H21 0.9800 . ?
C6 C7 1.485(3) . ?
C7 C12 1.400(3) . ?
C7 C8 1.403(3) . ?
C8 C9 1.371(3) . ?
C8 H19 0.9300 . ?
C9 C10 1.409(3) . ?
C10 C22 1.378(3) . ?
C11 H15 0.9600 . ?
C11 H2 0.9600 . ?
C11 H14 0.9600 . ?
C12 C22 1.396(3) . ?
C12 C13 1.526(3) . ?
C13 C16 1.528(3) . ?
C13 C14 1.539(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.524(3) . ?
C14 H6 0.9700 . ?
C14 H7 0.9700 . ?
C15 H4 0.9700 . ?
C15 H5 0.9700 . ?
C16 C21 1.379(3) . ?
C16 C17 1.389(3) . ?
C17 C18 1.370(3) . ?
C17 H12 0.9300 . ?
C18 C19 1.363(4) . ?
C18 H11 0.9300 . ?
C19 C20 1.377(4) . ?
C19 H10 0.9300 . ?
C20 C21 1.388(3) . ?
C20 H9 0.9300 . ?
C21 H8 0.9300 . ?
C22 H20 0.9300 . ?
C23 H16 0.9600 . ?
C23 H18 0.9600 . ?
C23 H17 0.9600 . ?
C24 C25 1.368(4) . ?
C24 H22 0.9300 . ?
C25 H23 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
O5 S1 O2 119.60(10) . . ?
O5 S1 C4 107.71(9) . . ?
O2 S1 C4 107.61(9) . . ?
O5 S1 C5 107.07(9) . . ?
O2 S1 C5 109.85(9) . . ?
C4 S1 C5 103.88(9) . . ?
C10 O1 C11 116.93(16) . . ?
C9 O4 C23 116.92(16) . . ?
C25 C1 C2 118.0(2) . . ?
C25 C1 C26 121.4(3) . . ?
C2 C1 C26 120.5(3) . . ?
C1 C2 C3 121.0(2) . . ?
C1 C2 H24 119.5 . . ?
C3 C2 H24 119.5 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C24 119.7(2) . . ?
C3 C4 S1 120.32(16) . . ?
C24 C4 S1 119.76(17) . . ?
C6 C5 C15 112.16(16) . . ?
C6 C5 S1 110.50(13) . . ?
C15 C5 S1 112.54(13) . . ?
C6 C5 H21 107.1 . . ?
C15 C5 H21 107.1 . . ?
S1 C5 H21 107.1 . . ?
O3 C6 C7 122.09(18) . . ?
O3 C6 C5 121.34(17) . . ?
C7 C6 C5 116.53(16) . . ?
C12 C7 C8 120.66(17) . . ?
C12 C7 C6 123.50(17) . . ?
C8 C7 C6 115.84(17) . . ?
C9 C8 C7 121.36(18) . . ?
C9 C8 H19 119.3 . . ?
C7 C8 H19 119.3 . . ?
O4 C9 C8 125.24(18) . . ?
O4 C9 C10 116.27(17) . . ?
C8 C9 C10 118.49(18) . . ?
O1 C10 C22 124.50(18) . . ?
O1 C10 C9 115.52(17) . . ?
C22 C10 C9 119.97(17) . . ?
O1 C11 H15 109.5 . . ?
O1 C11 H2 109.5 . . ?
H15 C11 H2 109.5 . . ?
O1 C11 H14 109.5 . . ?
H15 C11 H14 109.5 . . ?
H2 C11 H14 109.5 . . ?
C22 C12 C7 117.08(17) . . ?
C22 C12 C13 116.70(16) . . ?
C7 C12 C13 125.92(16) . . ?
C12 C13 C16 115.76(15) . . ?
C12 C13 C14 113.00(16) . . ?
C16 C13 C14 111.78(16) . . ?
C12 C13 H13 105.0 . . ?
C16 C13 H13 105.0 . . ?
C14 C13 H13 105.0 . . ?
C15 C14 C13 114.97(16) . . ?
C15 C14 H6 108.5 . . ?
C13 C14 H6 108.5 . . ?
C15 C14 H7 108.5 . . ?
C13 C14 H7 108.5 . . ?
H6 C14 H7 107.5 . . ?
C14 C15 C5 111.34(16) . . ?
C14 C15 H4 109.4 . . ?
C5 C15 H4 109.4 . . ?
C14 C15 H5 109.4 . . ?
C5 C15 H5 109.4 . . ?
H4 C15 H5 108.0 . . ?
C21 C16 C17 117.3(2) . . ?
C21 C16 C13 123.88(19) . . ?
C17 C16 C13 118.77(18) . . ?
C18 C17 C16 121.9(2) . . ?
C18 C17 H12 119.1 . . ?
C16 C17 H12 119.1 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H11 120.0 . . ?
C17 C18 H11 120.0 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H10 120.1 . . ?
C20 C19 H10 120.1 . . ?
C19 C20 C21 120.0(2) . . ?
C19 C20 H9 120.0 . . ?
C21 C20 H9 120.0 . . ?
C16 C21 C20 121.0(2) . . ?
C16 C21 H8 119.5 . . ?
C20 C21 H8 119.5 . . ?
C10 C22 C12 122.41(18) . . ?
C10 C22 H20 118.8 . . ?
C12 C22 H20 118.8 . . ?
O4 C23 H16 109.5 . . ?
O4 C23 H18 109.5 . . ?
H16 C23 H18 109.5 . . ?
O4 C23 H17 109.5 . . ?
H16 C23 H17 109.5 . . ?
H18 C23 H17 109.5 . . ?
C25 C24 C4 119.6(2) . . ?
C25 C24 H22 120.2 . . ?
C4 C24 H22 120.2 . . ?
C1 C25 C24 121.9(3) . . ?
C1 C25 H23 119.0 . . ?
C24 C25 H23 119.0 . . ?
C1 C26 H26A 109.5 . . ?
C1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.038

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_190317lt_sq
_database_code_depnum_ccdc_archive 'CCDC 1915765'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2019-05-13 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 O5 S'
_chemical_formula_weight         450.53

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           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                   17.4857(9)
_cell_length_b                   9.6877(5)
_cell_length_c                   17.1467(9)
_cell_angle_alpha                90
_cell_angle_beta                 118.713(3)
_cell_angle_gamma                90
_cell_volume                     2547.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5979
_cell_measurement_theta_min      2.3757
_cell_measurement_theta_max      26.3693

_exptl_crystal_description       tabullar
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.159
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7144
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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 8.3333
_diffrn_reflns_number            22006
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.376
_diffrn_reflns_theta_max         26.419
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5222
_reflns_number_gt                4180
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_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)+(0.0409P)²+1.3705P] 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         5222
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.014
_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
S1 S 0.28914(3) 0.06682(4) 0.09287(2) 0.01895(11) Uani 1 1 d . . . . .
O1 O 0.45454(7) 0.07190(12) 0.60405(7) 0.0228(3) Uani 1 1 d . . . . .
O2 O 0.29180(8) -0.07325(12) 0.12157(8) 0.0313(3) Uani 1 1 d . . . . .
O3 O 0.35323(7) 0.11160(13) 0.06873(7) 0.0256(3) Uani 1 1 d . . . . .
O4 O 0.18478(8) 0.07315(15) 0.19429(8) 0.0384(3) Uani 1 1 d . . . . .
O5 O 0.30841(7) -0.06126(12) 0.52175(7) 0.0265(3) Uani 1 1 d . . . . .
C1 C 0.53351(11) 0.15031(18) 0.65082(11) 0.0255(4) Uani 1 1 d . . . . .
H10 H 0.5739 0.1256 0.6286 0.038 Uiso 1 1 calc R U . . .
H9 H 0.5604 0.1298 0.7145 0.038 Uiso 1 1 calc R U . . .
H1 H 0.5200 0.2491 0.6412 0.038 Uiso 1 1 calc R U . . .
C2 C 0.41029(10) 0.08932(16) 0.51491(10) 0.0196(3) Uani 1 1 d . . . . .
C3 C 0.33107(10) 0.01570(16) 0.46934(11) 0.0200(3) Uani 1 1 d . . . . .
C4 C 0.28326(10) 0.02763(16) 0.37845(10) 0.0202(3) Uani 1 1 d . . . . .
H22 H 0.2300 -0.0215 0.3473 0.024 Uiso 1 1 calc R U . . .
C5 C 0.31231(10) 0.11168(16) 0.33108(10) 0.0197(3) Uani 1 1 d . . . . .
C6 C 0.25902(11) 0.11696(17) 0.23367(11) 0.0234(4) Uani 1 1 d . . . . .
C7 C 0.30114(10) 0.18047(16) 0.18197(10) 0.0197(3) Uani 1 1 d . . . . .
H23 H 0.2700 0.2687 0.1547 0.024 Uiso 1 1 calc R U . . .
C8 C 0.18644(10) 0.09959(17) 0.00096(11) 0.0231(3) Uani 1 1 d . . . . .
C9 C 0.11509(12) 0.0189(2) -0.01593(12) 0.0353(4) Uani 1 1 d . . . . .
H5 H 0.1197 -0.0532 0.0237 0.042 Uiso 1 1 calc R U . . .
C10 C 0.03687(13) 0.0449(3) -0.09145(14) 0.0502(6) Uani 1 1 d . . . . .
H4 H -0.0128 -0.0093 -0.1032 0.060 Uiso 1 1 calc R U . . .
C11 C 0.02942(13) 0.1486(3) -0.15044(15) 0.0563(7) Uani 1 1 d . . . . .
C12 C -0.05608(16) 0.1763(4) -0.23357(19) 0.0954(12) Uani 1 1 d . . . . .
H3 H -0.1041 0.1374 -0.2265 0.143 Uiso 1 1 calc R U . . .
H26 H -0.0550 0.1333 -0.2848 0.143 Uiso 1 1 calc R U . . .
H2 H -0.0644 0.2761 -0.2432 0.143 Uiso 1 1 calc R U . . .
C13 C 0.22561(13) -0.1284(2) 0.47788(12) 0.0363(5) Uani 1 1 d . . . . .
H6 H 0.1796 -0.0592 0.4488 0.054 Uiso 1 1 calc R U . . .
H7 H 0.2158 -0.1797 0.5216 0.054 Uiso 1 1 calc R U . . .
H8 H 0.2246 -0.1925 0.4331 0.054 Uiso 1 1 calc R U . . .
C14 C 0.43742(10) 0.17401(16) 0.46821(10) 0.0208(3) Uani 1 1 d . . . . .
H21 H 0.4902 0.2244 0.4996 0.025 Uiso 1 1 calc R U . . .
C15 C 0.38924(10) 0.18738(16) 0.37619(10) 0.0198(3) Uani 1 1 d . . . . .
C16 C 0.41664(11) 0.28696(17) 0.32534(10) 0.0215(3) Uani 1 1 d . . . . .
C17 C 0.36531(11) 0.42273(17) 0.30655(11) 0.0252(4) Uani 1 1 d . . . . .
C18 C 0.35741(12) 0.50999(17) 0.23842(11) 0.0291(4) Uani 1 1 d . . . . .
H15 H 0.3822 0.4833 0.2021 0.035 Uiso 1 1 calc R U . . .
C19 C 0.31411(13) 0.63465(19) 0.22297(12) 0.0372(5) Uani 1 1 d . . . . .
H14 H 0.3092 0.6926 0.1761 0.045 Uiso 1 1 calc R U . . .
C20 C 0.27843(16) 0.6750(2) 0.27468(16) 0.0519(6) Uani 1 1 d . . . . .
H13 H 0.2482 0.7602 0.2637 0.062 Uiso 1 1 calc R U . . .
C21 C 0.2868(2) 0.5905(2) 0.3430(2) 0.0697(9) Uani 1 1 d . . . . .
H11 H 0.2630 0.6189 0.3798 0.084 Uiso 1 1 calc R U . . .
C22 C 0.32928(17) 0.4655(2) 0.35871(15) 0.0487(6) Uani 1 1 d . . . . .
H12 H 0.3338 0.4083 0.4057 0.058 Uiso 1 1 calc R U . . .
C23 C 0.39803(10) 0.21305(17) 0.23862(10) 0.0209(3) Uani 1 1 d . . . . .
H17 H 0.4172 0.2723 0.2042 0.025 Uiso 1 1 calc R U . . .
H16 H 0.4319 0.1262 0.2530 0.025 Uiso 1 1 calc R U . . .
C24 C 0.51455(11) 0.32093(19) 0.37579(11) 0.0285(4) Uani 1 1 d . . . . .
H18 H 0.5278 0.3721 0.4301 0.043 Uiso 1 1 calc R U . . .
H19 H 0.5300 0.3773 0.3380 0.043 Uiso 1 1 calc R U . . .
H20 H 0.5483 0.2350 0.3915 0.043 Uiso 1 1 calc R U . . .
C25 C 0.18071(12) 0.2036(2) -0.05700(12) 0.0369(5) Uani 1 1 d . . . . .
H25 H 0.2303 0.2585 -0.0447 0.044 Uiso 1 1 calc R U . . .
C26 C 0.10264(14) 0.2270(3) -0.13251(15) 0.0531(6) Uani 1 1 d . . . . .
H24 H 0.0987 0.2974 -0.1728 0.064 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
S1 O3 1.4357(12) . ?
S1 O2 1.4366(12) . ?
S1 C8 1.7578(17) . ?
S1 C7 1.8117(15) . ?
O1 C2 1.3516(18) . ?
O1 C1 1.436(2) . ?
O4 C6 1.216(2) . ?
O5 C3 1.3648(18) . ?
O5 C13 1.428(2) . ?
C1 H10 0.9800 . ?
C1 H9 0.9800 . ?
C1 H1 0.9800 . ?
C2 C14 1.380(2) . ?
C2 C3 1.414(2) . ?
C3 C4 1.374(2) . ?
C4 C5 1.406(2) . ?
C4 H22 0.9500 . ?
C5 C15 1.395(2) . ?
C5 C6 1.471(2) . ?
C6 C7 1.528(2) . ?
C7 C23 1.527(2) . ?
C7 H23 1.0000 . ?
C8 C9 1.380(2) . ?
C8 C25 1.385(2) . ?
C9 C10 1.382(3) . ?
C9 H5 0.9500 . ?
C10 C11 1.386(3) . ?
C10 H4 0.9500 . ?
C11 C26 1.390(3) . ?
C11 C12 1.514(3) . ?
C12 H3 0.9800 . ?
C12 H26 0.9800 . ?
C12 H2 0.9800 . ?
C13 H6 0.9800 . ?
C13 H7 0.9800 . ?
C13 H8 0.9800 . ?
C14 C15 1.392(2) . ?
C14 H21 0.9500 . ?
C15 C16 1.524(2) . ?
C16 C17 1.537(2) . ?
C16 C24 1.538(2) . ?
C16 C23 1.538(2) . ?
C17 C22 1.382(3) . ?
C17 C18 1.394(2) . ?
C18 C19 1.382(3) . ?
C18 H15 0.9500 . ?
C19 C20 1.364(3) . ?
C19 H14 0.9500 . ?
C20 C21 1.377(3) . ?
C20 H13 0.9500 . ?
C21 C22 1.377(3) . ?
C21 H11 0.9500 . ?
C22 H12 0.9500 . ?
C23 H17 0.9900 . ?
C23 H16 0.9900 . ?
C24 H18 0.9800 . ?
C24 H19 0.9800 . ?
C24 H20 0.9800 . ?
C25 C26 1.376(3) . ?
C25 H25 0.9500 . ?
C26 H24 0.9500 . ?

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
O3 S1 O2 118.87(7) . . ?
O3 S1 C8 106.83(7) . . ?
O2 S1 C8 109.19(8) . . ?
O3 S1 C7 105.62(7) . . ?
O2 S1 C7 108.28(7) . . ?
C8 S1 C7 107.51(8) . . ?
C2 O1 C1 116.10(12) . . ?
C3 O5 C13 116.34(13) . . ?
O1 C1 H10 109.5 . . ?
O1 C1 H9 109.5 . . ?
H10 C1 H9 109.5 . . ?
O1 C1 H1 109.5 . . ?
H10 C1 H1 109.5 . . ?
H9 C1 H1 109.5 . . ?
O1 C2 C14 124.11(14) . . ?
O1 C2 C3 116.02(13) . . ?
C14 C2 C3 119.86(14) . . ?
O5 C3 C4 125.57(15) . . ?
O5 C3 C2 115.41(14) . . ?
C4 C3 C2 119.02(14) . . ?
C3 C4 C5 120.79(15) . . ?
C3 C4 H22 119.6 . . ?
C5 C4 H22 119.6 . . ?
C15 C5 C4 120.25(14) . . ?
C15 C5 C6 121.82(14) . . ?
C4 C5 C6 117.93(14) . . ?
O4 C6 C5 122.89(15) . . ?
O4 C6 C7 120.13(15) . . ?
C5 C6 C7 116.98(14) . . ?
C23 C7 C6 114.26(13) . . ?
C23 C7 S1 107.80(10) . . ?
C6 C7 S1 110.59(11) . . ?
C23 C7 H23 108.0 . . ?
C6 C7 H23 108.0 . . ?
S1 C7 H23 108.0 . . ?
C9 C8 C25 121.01(16) . . ?
C9 C8 S1 121.14(13) . . ?
C25 C8 S1 117.73(13) . . ?
C8 C9 C10 118.79(18) . . ?
C8 C9 H5 120.6 . . ?
C10 C9 H5 120.6 . . ?
C9 C10 C11 121.30(18) . . ?
C9 C10 H4 119.4 . . ?
C11 C10 H4 119.4 . . ?
C10 C11 C26 118.73(19) . . ?
C10 C11 C12 121.3(2) . . ?
C26 C11 C12 120.0(2) . . ?
C11 C12 H3 109.5 . . ?
C11 C12 H26 109.5 . . ?
H3 C12 H26 109.5 . . ?
C11 C12 H2 109.5 . . ?
H3 C12 H2 109.5 . . ?
H26 C12 H2 109.5 . . ?
O5 C13 H6 109.5 . . ?
O5 C13 H7 109.5 . . ?
H6 C13 H7 109.5 . . ?
O5 C13 H8 109.5 . . ?
H6 C13 H8 109.5 . . ?
H7 C13 H8 109.5 . . ?
C2 C14 C15 121.55(15) . . ?
C2 C14 H21 119.2 . . ?
C15 C14 H21 119.2 . . ?
C14 C15 C5 118.48(14) . . ?
C14 C15 C16 121.46(14) . . ?
C5 C15 C16 120.00(14) . . ?
C15 C16 C17 110.44(13) . . ?
C15 C16 C24 112.63(13) . . ?
C17 C16 C24 108.36(13) . . ?
C15 C16 C23 106.26(12) . . ?
C17 C16 C23 111.39(13) . . ?
C24 C16 C23 107.75(13) . . ?
C22 C17 C18 117.92(17) . . ?
C22 C17 C16 121.52(15) . . ?
C18 C17 C16 120.49(15) . . ?
C19 C18 C17 121.01(17) . . ?
C19 C18 H15 119.5 . . ?
C17 C18 H15 119.5 . . ?
C20 C19 C18 120.36(18) . . ?
C20 C19 H14 119.8 . . ?
C18 C19 H14 119.8 . . ?
C19 C20 C21 119.2(2) . . ?
C19 C20 H13 120.4 . . ?
C21 C20 H13 120.4 . . ?
C22 C21 C20 121.1(2) . . ?
C22 C21 H11 119.5 . . ?
C20 C21 H11 119.5 . . ?
C21 C22 C17 120.47(19) . . ?
C21 C22 H12 119.8 . . ?
C17 C22 H12 119.8 . . ?
C7 C23 C16 111.48(12) . . ?
C7 C23 H17 109.3 . . ?
C16 C23 H17 109.3 . . ?
C7 C23 H16 109.3 . . ?
C16 C23 H16 109.3 . . ?
H17 C23 H16 108.0 . . ?
C16 C24 H18 109.5 . . ?
C16 C24 H19 109.5 . . ?
H18 C24 H19 109.5 . . ?
C16 C24 H20 109.5 . . ?
H18 C24 H20 109.5 . . ?
H19 C24 H20 109.5 . . ?
C26 C25 C8 119.46(17) . . ?
C26 C25 H25 120.3 . . ?
C8 C25 H25 120.3 . . ?
C25 C26 C11 120.69(19) . . ?
C25 C26 H24 119.7 . . ?
C11 C26 H24 119.7 . . ?

_refine_diff_density_max         0.372
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.044

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_181151LT
_database_code_depnum_ccdc_archive 'CCDC 1915763'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2019-05-13 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H24 O5 S'
_chemical_formula_weight         436.50

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           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                   12.2830(19)
_cell_length_b                   19.038(4)
_cell_length_c                   9.2274(14)
_cell_angle_alpha                90
_cell_angle_beta                 107.381(9)
_cell_angle_gamma                90
_cell_volume                     2059.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3328
_cell_measurement_theta_min      2.6669
_cell_measurement_theta_max      26.1380

_exptl_crystal_description       lump
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.194
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6271
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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 8.3333
_diffrn_reflns_number            14957
_diffrn_reflns_av_unetI/netI     0.0641
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.737
_diffrn_reflns_theta_max         26.458
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4226
_reflns_number_gt                3042
_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       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0492P)²+0.4223P] 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         4226
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1017
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
S1 S 0.37100(4) 0.13047(3) 0.44863(6) 0.01742(16) Uani 1 1 d . . . . .
O1 O 0.27035(13) 0.16715(10) 0.13608(17) 0.0253(4) Uani 1 1 d . . . . .
O2 O -0.20672(12) 0.05429(10) -0.24690(17) 0.0255(4) Uani 1 1 d . . . . .
O3 O -0.01057(12) 0.04572(9) -0.30338(17) 0.0240(4) Uani 1 1 d . . . . .
O4 O 0.41401(12) 0.07319(9) 0.38073(17) 0.0234(4) Uani 1 1 d . . . . .
O5 O 0.42231(12) 0.19851(9) 0.45456(17) 0.0217(4) Uani 1 1 d . . . . .
C1 C 0.39423(18) 0.06908(15) 0.9291(3) 0.0250(6) Uani 1 1 d . . . . .
H1 H 0.3990 0.0561 1.0302 0.030 Uiso 1 1 calc R U . . .
C2 C 0.39585(18) 0.13942(14) 0.8919(3) 0.0220(5) Uani 1 1 d . . . . .
H22 H 0.4026 0.1743 0.9676 0.026 Uiso 1 1 calc R U . . .
C3 C 0.38768(17) 0.15891(13) 0.7447(3) 0.0190(5) Uani 1 1 d . . . . .
H23 H 0.3881 0.2071 0.7178 0.023 Uiso 1 1 calc R U . . .
C4 C 0.37887(16) 0.10640(13) 0.6367(2) 0.0178(5) Uani 1 1 d . . . . .
C5 C 0.21856(17) 0.13756(13) 0.3575(2) 0.0170(5) Uani 1 1 d . . . . .
H4 H 0.1815 0.0934 0.3780 0.020 Uiso 1 1 calc R U . . .
C6 C 0.16709(18) 0.19951(14) 0.4192(3) 0.0229(6) Uani 1 1 d . . . . .
H5 H 0.2161 0.2413 0.4244 0.027 Uiso 1 1 calc R U . . .
H6 H 0.1662 0.1885 0.5237 0.027 Uiso 1 1 calc R U . . .
C7 C 0.04539(18) 0.21702(13) 0.3216(3) 0.0230(5) Uani 1 1 d . . . . .
H7 H 0.0493 0.2434 0.2309 0.028 Uiso 1 1 calc R U . . .
H8 H 0.0097 0.2481 0.3805 0.028 Uiso 1 1 calc R U . . .
C8 C -0.03089(17) 0.15241(13) 0.2694(2) 0.0194(5) Uani 1 1 d . . . . .
H13 H -0.0019 0.1153 0.3481 0.023 Uiso 1 1 calc R U . . .
C9 C -0.15291(17) 0.16812(13) 0.2665(2) 0.0184(5) Uani 1 1 d . . . . .
C10 C -0.19882(18) 0.13662(13) 0.3710(3) 0.0211(5) Uani 1 1 d . . . . .
H9 H -0.1535 0.1050 0.4441 0.025 Uiso 1 1 calc R U . . .
C11 C -0.30971(19) 0.15065(14) 0.3700(3) 0.0239(6) Uani 1 1 d . . . . .
H12 H -0.3394 0.1290 0.4429 0.029 Uiso 1 1 calc R U . . .
C12 C -0.37752(19) 0.19589(14) 0.2636(3) 0.0240(6) Uani 1 1 d . . . . .
H2 H -0.4543 0.2044 0.2611 0.029 Uiso 1 1 calc R U . . .
C13 C 0.38586(18) 0.01760(15) 0.8214(3) 0.0249(6) Uani 1 1 d . . . . .
H3 H 0.3851 -0.0305 0.8484 0.030 Uiso 1 1 calc R U . . .
C14 C 0.37845(17) 0.03618(13) 0.6733(3) 0.0218(5) Uani 1 1 d . . . . .
H24 H 0.3732 0.0011 0.5983 0.026 Uiso 1 1 calc R U . . .
C15 C 0.19658(18) 0.14424(13) 0.1868(2) 0.0181(5) Uani 1 1 d . . . . .
C16 C 0.08404(17) 0.12045(13) 0.0854(2) 0.0181(5) Uani 1 1 d . . . . .
C17 C -0.01978(17) 0.12292(13) 0.1194(2) 0.0181(5) Uani 1 1 d . . . . .
C18 C -0.33201(19) 0.22858(14) 0.1607(3) 0.0257(6) Uani 1 1 d . . . . .
H11 H -0.3774 0.2604 0.0883 0.031 Uiso 1 1 calc R U . . .
C19 C -0.22066(19) 0.21510(14) 0.1629(3) 0.0255(6) Uani 1 1 d . . . . .
H10 H -0.1902 0.2383 0.0925 0.031 Uiso 1 1 calc R U . . .
C20 C -0.11692(18) 0.09991(13) 0.0062(2) 0.0202(5) Uani 1 1 d . . . . .
H21 H -0.1884 0.1010 0.0263 0.024 Uiso 1 1 calc R U . . .
C21 C -0.11331(17) 0.07570(13) -0.1332(2) 0.0181(5) Uani 1 1 d . . . . .
C22 C -0.31607(18) 0.06981(15) -0.2293(3) 0.0278(6) Uani 1 1 d . . . . .
H16 H -0.3261 0.0430 -0.1435 0.042 Uiso 1 1 calc R U . . .
H15 H -0.3760 0.0569 -0.3222 0.042 Uiso 1 1 calc R U . . .
H14 H -0.3210 0.1202 -0.2101 0.042 Uiso 1 1 calc R U . . .
C23 C -0.00843(18) 0.07176(13) -0.1643(2) 0.0195(5) Uani 1 1 d . . . . .
C24 C 0.09841(18) 0.04023(15) -0.3289(3) 0.0256(6) Uani 1 1 d . . . . .
H17 H 0.1344 0.0866 -0.3180 0.038 Uiso 1 1 calc R U . . .
H19 H 0.0885 0.0224 -0.4317 0.038 Uiso 1 1 calc R U . . .
H18 H 0.1469 0.0079 -0.2546 0.038 Uiso 1 1 calc R U . . .
C25 C 0.08810(18) 0.09511(13) -0.0559(2) 0.0194(5) Uani 1 1 d . . . . .
H20 H 0.1591 0.0941 -0.0772 0.023 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
S1 O5 1.4343(17) . ?
S1 O4 1.4347(17) . ?
S1 C4 1.769(2) . ?
S1 C5 1.814(2) . ?
O1 C15 1.218(3) . ?
O2 C21 1.365(3) . ?
O2 C22 1.431(3) . ?
O3 C23 1.369(3) . ?
O3 C24 1.431(2) . ?
C1 C13 1.377(4) . ?
C1 C2 1.384(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.382(3) . ?
C2 H22 0.9500 . ?
C3 C4 1.393(3) . ?
C3 H23 0.9500 . ?
C4 C14 1.379(3) . ?
C5 C15 1.522(3) . ?
C5 C6 1.526(3) . ?
C5 H4 1.0000 . ?
C6 C7 1.534(3) . ?
C6 H5 0.9900 . ?
C6 H6 0.9900 . ?
C7 C8 1.534(3) . ?
C7 H7 0.9900 . ?
C7 H8 0.9900 . ?
C8 C9 1.521(3) . ?
C8 C17 1.537(3) . ?
C8 H13 1.0000 . ?
C9 C10 1.390(3) . ?
C9 C19 1.390(3) . ?
C10 C11 1.385(3) . ?
C10 H9 0.9500 . ?
C11 C12 1.382(3) . ?
C11 H12 0.9500 . ?
C12 C18 1.385(3) . ?
C12 H2 0.9500 . ?
C13 C14 1.388(3) . ?
C13 H3 0.9500 . ?
C14 H24 0.9500 . ?
C15 C16 1.490(3) . ?
C16 C17 1.402(3) . ?
C16 C25 1.405(3) . ?
C17 C20 1.401(3) . ?
C18 C19 1.386(3) . ?
C18 H11 0.9500 . ?
C19 H10 0.9500 . ?
C20 C21 1.380(3) . ?
C20 H21 0.9500 . ?
C21 C23 1.403(3) . ?
C22 H16 0.9800 . ?
C22 H15 0.9800 . ?
C22 H14 0.9800 . ?
C23 C25 1.377(3) . ?
C24 H17 0.9800 . ?
C24 H19 0.9800 . ?
C24 H18 0.9800 . ?
C25 H20 0.9500 . ?

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
O5 S1 O4 119.22(9) . . ?
O5 S1 C4 107.57(10) . . ?
O4 S1 C4 108.18(11) . . ?
O5 S1 C5 109.36(10) . . ?
O4 S1 C5 108.54(10) . . ?
C4 S1 C5 102.72(10) . . ?
C21 O2 C22 116.93(18) . . ?
C23 O3 C24 115.10(16) . . ?
C13 C1 C2 120.9(2) . . ?
C13 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H22 120.0 . . ?
C1 C2 H22 120.0 . . ?
C2 C3 C4 118.5(2) . . ?
C2 C3 H23 120.7 . . ?
C4 C3 H23 120.7 . . ?
C14 C4 C3 121.7(2) . . ?
C14 C4 S1 119.21(18) . . ?
C3 C4 S1 119.07(19) . . ?
C15 C5 C6 110.86(19) . . ?
C15 C5 S1 108.98(14) . . ?
C6 C5 S1 111.71(15) . . ?
C15 C5 H4 108.4 . . ?
C6 C5 H4 108.4 . . ?
S1 C5 H4 108.4 . . ?
C5 C6 C7 112.87(18) . . ?
C5 C6 H5 109.0 . . ?
C7 C6 H5 109.0 . . ?
C5 C6 H6 109.0 . . ?
C7 C6 H6 109.0 . . ?
H5 C6 H6 107.8 . . ?
C6 C7 C8 114.0(2) . . ?
C6 C7 H7 108.8 . . ?
C8 C7 H7 108.8 . . ?
C6 C7 H8 108.8 . . ?
C8 C7 H8 108.8 . . ?
H7 C7 H8 107.6 . . ?
C9 C8 C7 110.7(2) . . ?
C9 C8 C17 114.10(17) . . ?
C7 C8 C17 111.42(18) . . ?
C9 C8 H13 106.7 . . ?
C7 C8 H13 106.7 . . ?
C17 C8 H13 106.7 . . ?
C10 C9 C19 118.1(2) . . ?
C10 C9 C8 120.3(2) . . ?
C19 C9 C8 121.5(2) . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H9 119.5 . . ?
C9 C10 H9 119.5 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H12 119.7 . . ?
C10 C11 H12 119.7 . . ?
C11 C12 C18 119.1(2) . . ?
C11 C12 H2 120.5 . . ?
C18 C12 H2 120.5 . . ?
C1 C13 C14 119.8(2) . . ?
C1 C13 H3 120.1 . . ?
C14 C13 H3 120.1 . . ?
C4 C14 C13 119.0(2) . . ?
C4 C14 H24 120.5 . . ?
C13 C14 H24 120.5 . . ?
O1 C15 C16 121.65(19) . . ?
O1 C15 C5 120.35(19) . . ?
C16 C15 C5 117.98(18) . . ?
C17 C16 C25 120.39(19) . . ?
C17 C16 C15 125.8(2) . . ?
C25 C16 C15 113.81(18) . . ?
C20 C17 C16 116.9(2) . . ?
C20 C17 C8 120.04(18) . . ?
C16 C17 C8 123.03(19) . . ?
C12 C18 C19 120.4(2) . . ?
C12 C18 H11 119.8 . . ?
C19 C18 H11 119.8 . . ?
C18 C19 C9 121.0(2) . . ?
C18 C19 H10 119.5 . . ?
C9 C19 H10 119.5 . . ?
C21 C20 C17 122.8(2) . . ?
C21 C20 H21 118.6 . . ?
C17 C20 H21 118.6 . . ?
O2 C21 C20 124.23(19) . . ?
O2 C21 C23 116.04(19) . . ?
C20 C21 C23 119.73(19) . . ?
O2 C22 H16 109.5 . . ?
O2 C22 H15 109.5 . . ?
H16 C22 H15 109.5 . . ?
O2 C22 H14 109.5 . . ?
H16 C22 H14 109.5 . . ?
H15 C22 H14 109.5 . . ?
O3 C23 C25 124.70(19) . . ?
O3 C23 C21 116.72(19) . . ?
C25 C23 C21 118.6(2) . . ?
O3 C24 H17 109.5 . . ?
O3 C24 H19 109.5 . . ?
H17 C24 H19 109.5 . . ?
O3 C24 H18 109.5 . . ?
H17 C24 H18 109.5 . . ?
H19 C24 H18 109.5 . . ?
C23 C25 C16 121.6(2) . . ?
C23 C25 H20 119.2 . . ?
C16 C25 H20 119.2 . . ?

_refine_diff_density_max         0.441
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.061

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_twin5
_database_code_depnum_ccdc_archive 'CCDC 1915767'
loop_
_audit_author_name
_audit_author_address
'Meng-Yang Chang'
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2019-05-13 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 O4 S'
_chemical_formula_weight         562.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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           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                   15.699(4)
_cell_length_b                   7.434(2)
_cell_length_c                   24.908(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.529(16)
_cell_angle_gamma                90
_cell_volume                     2874.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4475
_cell_measurement_theta_min      2.8541
_cell_measurement_theta_max      21.2627

_exptl_crystal_description       Tabullar
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.153
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5049
_exptl_absorpt_correction_T_max  0.9484
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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 8.3333
_diffrn_reflns_number            5423
_diffrn_reflns_av_unetI/netI     0.0862
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.312
_diffrn_reflns_theta_max         25.146
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5423
_reflns_number_gt                3333
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0991P)²+0.4045P] 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         5423
_refine_ls_number_parameters     374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1166
_refine_ls_R_factor_gt           0.0641
_refine_ls_wR_factor_ref         0.1989
_refine_ls_wR_factor_gt          0.1662
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.006
_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 0.8782(2) 1.0006(5) 0.73774(16) 0.0495(10) Uani 1 1 d . . . . .
C2 C 0.9561(2) 0.9152(6) 0.75589(19) 0.0604(12) Uani 1 1 d . . . . .
H2 H 0.9811 0.8404 0.7326 0.072 Uiso 1 1 calc R U . . .
C3 C 0.9961(2) 0.9415(6) 0.80820(19) 0.0640(12) Uani 1 1 d . . . . .
H3 H 1.0491 0.8873 0.8196 0.077 Uiso 1 1 calc R U . . .
C4 C 0.9586(2) 1.0485(6) 0.84460(19) 0.0630(12) Uani 1 1 d . . . . .
C5 C 0.8817(3) 1.1324(6) 0.82535(19) 0.0664(12) Uani 1 1 d . . . . .
H5 H 0.8561 1.2056 0.8487 0.080 Uiso 1 1 calc R U . . .
C6 C 0.8417(2) 1.1113(6) 0.77286(18) 0.0596(11) Uani 1 1 d . . . . .
H6 H 0.7904 1.1710 0.7609 0.072 Uiso 1 1 calc R U . . .
C7 C 0.9991(3) 1.0714(8) 0.90224(19) 0.0888(17) Uani 1 1 d . . . . .
H7A H 1.0344 0.9686 0.9134 0.133 Uiso 1 1 calc R U . . .
H7B H 0.9550 1.0823 0.9249 0.133 Uiso 1 1 calc R U . . .
H7C H 1.0341 1.1779 0.9055 0.133 Uiso 1 1 calc R U . . .
C8 C 0.72573(19) 0.8479(5) 0.68009(15) 0.0433(9) Uani 1 1 d . . . . .
H8 H 0.6994 0.9162 0.7070 0.052 Uiso 1 1 calc R U . . .
C9 C 0.6631(2) 0.8619(5) 0.62685(16) 0.0519(10) Uani 1 1 d . . . . .
H9A H 0.6071 0.8210 0.6338 0.062 Uiso 1 1 calc R U . . .
H9B H 0.6573 0.9881 0.6171 0.062 Uiso 1 1 calc R U . . .
C10 C 0.6851(3) 0.7594(5) 0.57776(16) 0.0558(10) Uani 1 1 d . . . . .
H10A H 0.7332 0.8188 0.5649 0.067 Uiso 1 1 calc R U . . .
H10B H 0.6362 0.7663 0.5490 0.067 Uiso 1 1 calc R U . . .
C11 C 0.7082(2) 0.5605(5) 0.58828(14) 0.0444(9) Uani 1 1 d . . . . .
H11 H 0.7684 0.5589 0.6058 0.053 Uiso 1 1 calc R U . . .
C12 C 0.65611(18) 0.4756(5) 0.62878(14) 0.0395(8) Uani 1 1 d . . . . .
C13 C 0.67440(18) 0.5192(5) 0.68385(14) 0.0389(8) Uani 1 1 d . . . . .
C14 C 0.74396(19) 0.6572(5) 0.70465(14) 0.0411(9) Uani 1 1 d . . . . .
H14 H 0.7977 0.6155 0.6932 0.049 Uiso 1 1 calc R U . . .
C15 C 0.76018(19) 0.6695(5) 0.76642(14) 0.0439(9) Uani 1 1 d . . . . .
C16 C 0.8340(2) 0.6078(5) 0.79565(15) 0.0491(10) Uani 1 1 d . . . . .
H16 H 0.8740 0.5498 0.7776 0.059 Uiso 1 1 calc R U . . .
C17 C 0.8527(2) 0.6286(5) 0.85314(15) 0.0475(9) Uani 1 1 d . . . . .
C18 C 0.9312(2) 0.5760(6) 0.88301(17) 0.0612(12) Uani 1 1 d . . . . .
H18 H 0.9723 0.5199 0.8655 0.073 Uiso 1 1 calc R U . . .
C19 C 0.9480(3) 0.6058(7) 0.93671(19) 0.0729(14) Uani 1 1 d . . . . .
H19 H 1.0010 0.5713 0.9558 0.087 Uiso 1 1 calc R U . . .
C20 C 0.8870(3) 0.6879(7) 0.96442(18) 0.0731(13) Uani 1 1 d . . . . .
H20 H 0.8994 0.7047 1.0018 0.088 Uiso 1 1 calc R U . . .
C21 C 0.8103(3) 0.7431(7) 0.93753(17) 0.0649(12) Uani 1 1 d . . . . .
H21 H 0.7707 0.7994 0.9562 0.078 Uiso 1 1 calc R U . . .
C22 C 0.7905(2) 0.7146(6) 0.88027(16) 0.0525(10) Uani 1 1 d . . . . .
C23 C 0.7129(2) 0.7733(6) 0.84960(17) 0.0584(11) Uani 1 1 d . . . . .
H23 H 0.6713 0.8277 0.8671 0.070 Uiso 1 1 calc R U . . .
C24 C 0.6977(2) 0.7521(6) 0.79519(16) 0.0525(10) Uani 1 1 d . . . . .
H24 H 0.6458 0.7918 0.7760 0.063 Uiso 1 1 calc R U . . .
C25 C 0.63138(19) 0.4237(5) 0.72036(15) 0.0448(9) Uani 1 1 d . . . . .
H25 H 0.6440 0.4494 0.7572 0.054 Uiso 1 1 calc R U . . .
C26 C 0.5713(2) 0.2935(5) 0.70346(15) 0.0432(9) Uani 1 1 d . . . . .
C27 C 0.54936(19) 0.2582(5) 0.64915(15) 0.0430(9) Uani 1 1 d . . . . .
C28 C 0.5925(2) 0.3479(5) 0.61213(15) 0.0448(9) Uani 1 1 d . . . . .
H28 H 0.5786 0.3220 0.5753 0.054 Uiso 1 1 calc R U . . .
C29 C 0.7059(2) 0.4559(5) 0.53578(15) 0.0487(9) Uani 1 1 d . . . . .
C30 C 0.6368(3) 0.4664(6) 0.49360(16) 0.0597(11) Uani 1 1 d . . . . .
H30 H 0.5897 0.5379 0.4979 0.072 Uiso 1 1 calc R U . . .
C31 C 0.6366(3) 0.3742(7) 0.44612(18) 0.0741(14) Uani 1 1 d . . . . .
H31 H 0.5893 0.3824 0.4189 0.089 Uiso 1 1 calc R U . . .
C32 C 0.7059(4) 0.2694(8) 0.4383(2) 0.0843(16) Uani 1 1 d . . . . .
H32 H 0.7069 0.2096 0.4056 0.101 Uiso 1 1 calc R U . . .
C33 C 0.7732(3) 0.2550(7) 0.4795(2) 0.0821(14) Uani 1 1 d . . . . .
H33 H 0.8197 0.1822 0.4749 0.099 Uiso 1 1 calc R U . . .
C34 C 0.7739(3) 0.3457(6) 0.52766(18) 0.0635(12) Uani 1 1 d . . . . .
H34 H 0.8206 0.3328 0.5551 0.076 Uiso 1 1 calc R U . . .
C35 C 0.4617(3) 0.0952(7) 0.57863(17) 0.0674(13) Uani 1 1 d . . . . .
H35A H 0.4409 0.2045 0.5608 0.101 Uiso 1 1 calc R U . . .
H35B H 0.4166 0.0069 0.5745 0.101 Uiso 1 1 calc R U . . .
H35C H 0.5097 0.0510 0.5627 0.101 Uiso 1 1 calc R U . . .
C36 C 0.5532(3) 0.2228(7) 0.79475(16) 0.0706(13) Uani 1 1 d . . . . .
H36A H 0.6133 0.1958 0.8048 0.106 Uiso 1 1 calc R U . . .
H36B H 0.5197 0.1456 0.8144 0.106 Uiso 1 1 calc R U . . .
H36C H 0.5429 0.3460 0.8033 0.106 Uiso 1 1 calc R U . . .
O1 O 0.79847(18) 1.1391(4) 0.64932(13) 0.0722(9) Uani 1 1 d . . . . .
O2 O 0.87637(16) 0.8528(4) 0.64352(12) 0.0693(9) Uani 1 1 d . . . . .
O3 O 0.48819(15) 0.1295(4) 0.63454(11) 0.0569(7) Uani 1 1 d . . . . .
O4 O 0.52929(15) 0.1945(4) 0.73820(10) 0.0589(8) Uani 1 1 d . . . . .
S1 S 0.82386(5) 0.96680(15) 0.67186(4) 0.0535(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.385(5) . ?
C1 C2 1.393(5) . ?
C1 S1 1.752(4) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.400(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(6) . ?
C4 C7 1.491(6) . ?
C5 C6 1.373(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.533(5) . ?
C8 C14 1.553(5) . ?
C8 S1 1.814(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.523(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.536(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C29 1.517(5) . ?
C11 C12 1.527(5) . ?
C11 H11 0.9800 . ?
C12 C28 1.396(5) . ?
C12 C13 1.397(5) . ?
C13 C25 1.403(5) . ?
C13 C14 1.532(5) . ?
C14 C15 1.525(5) . ?
C14 H14 0.9800 . ?
C15 C16 1.354(5) . ?
C15 C24 1.435(5) . ?
C16 C17 1.427(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.398(5) . ?
C17 C22 1.419(5) . ?
C18 C19 1.343(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.401(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.352(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.430(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.408(5) . ?
C23 C24 1.350(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.373(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.371(5) . ?
C26 O4 1.377(4) . ?
C27 O3 1.366(4) . ?
C27 C28 1.392(5) . ?
C28 H28 0.9300 . ?
C29 C34 1.384(5) . ?
C29 C30 1.396(5) . ?
C30 C31 1.366(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.376(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.363(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.374(6) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 O3 1.416(5) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 O4 1.419(5) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
O1 S1 1.431(3) . ?
O2 S1 1.438(3) . ?

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
C6 C1 C2 119.4(4) . . ?
C6 C1 S1 119.2(3) . . ?
C2 C1 S1 121.4(3) . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 117.5(4) . . ?
C5 C4 C7 120.6(5) . . ?
C3 C4 C7 121.9(4) . . ?
C6 C5 C4 122.1(4) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C5 C6 C1 119.7(4) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C14 117.4(3) . . ?
C9 C8 S1 108.4(3) . . ?
C14 C8 S1 112.3(2) . . ?
C9 C8 H8 106.0 . . ?
C14 C8 H8 106.0 . . ?
S1 C8 H8 106.0 . . ?
C10 C9 C8 117.9(3) . . ?
C10 C9 H9A 107.8 . . ?
C8 C9 H9A 107.8 . . ?
C10 C9 H9B 107.8 . . ?
C8 C9 H9B 107.8 . . ?
H9A C9 H9B 107.2 . . ?
C9 C10 C11 114.9(3) . . ?
C9 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C29 C11 C12 114.2(3) . . ?
C29 C11 C10 111.8(3) . . ?
C12 C11 C10 112.0(3) . . ?
C29 C11 H11 106.0 . . ?
C12 C11 H11 106.0 . . ?
C10 C11 H11 106.0 . . ?
C28 C12 C13 118.9(3) . . ?
C28 C12 C11 121.0(3) . . ?
C13 C12 C11 120.0(3) . . ?
C12 C13 C25 118.0(3) . . ?
C12 C13 C14 121.3(3) . . ?
C25 C13 C14 120.5(3) . . ?
C15 C14 C13 112.7(3) . . ?
C15 C14 C8 109.6(3) . . ?
C13 C14 C8 113.4(3) . . ?
C15 C14 H14 106.9 . . ?
C13 C14 H14 106.9 . . ?
C8 C14 H14 106.9 . . ?
C16 C15 C24 118.0(3) . . ?
C16 C15 C14 121.6(3) . . ?
C24 C15 C14 120.4(3) . . ?
C15 C16 C17 122.3(4) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C18 C17 C22 119.2(4) . . ?
C18 C17 C16 122.5(4) . . ?
C22 C17 C16 118.2(3) . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 121.0(4) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 120.8(4) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 119.7(4) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C17 118.8(4) . . ?
C23 C22 C21 122.6(4) . . ?
C17 C22 C21 118.6(4) . . ?
C24 C23 C22 121.2(4) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C15 121.3(3) . . ?
C23 C24 H24 119.4 . . ?
C15 C24 H24 119.4 . . ?
C26 C25 C13 122.2(3) . . ?
C26 C25 H25 118.9 . . ?
C13 C25 H25 118.9 . . ?
C27 C26 C25 119.9(3) . . ?
C27 C26 O4 116.4(3) . . ?
C25 C26 O4 123.8(3) . . ?
O3 C27 C26 117.4(3) . . ?
O3 C27 C28 123.4(3) . . ?
C26 C27 C28 119.1(3) . . ?
C27 C28 C12 121.7(3) . . ?
C27 C28 H28 119.1 . . ?
C12 C28 H28 119.1 . . ?
C34 C29 C30 116.9(4) . . ?
C34 C29 C11 120.6(3) . . ?
C30 C29 C11 122.4(4) . . ?
C31 C30 C29 121.7(4) . . ?
C31 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
C30 C31 C32 120.4(4) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C33 C32 C31 118.6(5) . . ?
C33 C32 H32 120.7 . . ?
C31 C32 H32 120.7 . . ?
C32 C33 C34 121.6(5) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 H33 119.2 . . ?
C33 C34 C29 120.7(4) . . ?
C33 C34 H34 119.6 . . ?
C29 C34 H34 119.6 . . ?
O3 C35 H35A 109.5 . . ?
O3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O4 C36 H36A 109.5 . . ?
O4 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O4 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C27 O3 C35 118.7(3) . . ?
C26 O4 C36 117.6(3) . . ?
O1 S1 O2 118.8(2) . . ?
O1 S1 C1 107.92(19) . . ?
O2 S1 C1 108.01(18) . . ?
O1 S1 C8 106.79(17) . . ?
O2 S1 C8 109.06(17) . . ?
C1 S1 C8 105.54(17) . . ?

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.060

_shelxl_version_number           2014/6

