# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1810644'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-12-12
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H25.12 O5 S'
_chemical_formula_sum            'C26 H25.12 O5 S'
_chemical_formula_weight         449.64
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   20.187(2)
_cell_length_b                   12.8111(15)
_cell_length_c                   19.386(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.362(13)
_cell_angle_gamma                90
_cell_volume                     4700.1(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2573
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.1540
_cell_measurement_theta_min      2.3370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1897
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9363
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         1.920
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00 120.00   1.00    8.00    --   30.00  54.00   0.00  195
  2  ω    -31.00  32.00   1.00    8.00    --   30.00  54.00 120.00   63
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0371741000
_diffrn_orient_matrix_UB_12      0.0067343000
_diffrn_orient_matrix_UB_13      -0.0117906000
_diffrn_orient_matrix_UB_21      0.0049048000
_diffrn_orient_matrix_UB_22      0.0493615000
_diffrn_orient_matrix_UB_23      0.0176195000
_diffrn_orient_matrix_UB_31      0.0004736000
_diffrn_orient_matrix_UB_32      0.0241177000
_diffrn_orient_matrix_UB_33      -0.0327705000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2806
_reflns_number_total             4152
_reflns_odcompleteness_completeness 88.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     33.01
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4152
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0587
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0982P)²+0.3570P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1989
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C25) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(C27) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
Uanis(C25) = Uanis(C26) = Uanis(C27)
3. Others
 Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(H26C)=1-FVAR(1)
 Sof(H25A)=Sof(H25B)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C7(H7)
4.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C23(H23A,H23B), C2(H2A,H2B), C25(H25A,H25B)
4.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C18(H18), C10(H10), C17(H17), C14(H14), C11(H11), C12(H12), C13(H13)
4.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C1(H1A,H1B,H1C), C27(H27A,H27B,H27C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.54957(4) 0.88080(7) 0.53480(5) 0.0496(3) Uani 1 1 d . . . . .
O5 O 0.61849(10) 0.64065(16) 0.66181(11) 0.0417(5) Uani 1 1 d . . . . .
O1 O 0.78017(13) 0.91288(19) 0.64638(14) 0.0606(7) Uani 1 1 d . . . . .
O2 O 0.69067(13) 0.9486(2) 0.54390(17) 0.0782(9) Uani 1 1 d . . . . .
O4 O 0.60118(15) 0.3032(2) 0.65021(18) 0.0839(10) Uani 1 1 d . . . . .
O3 O 0.70813(15) 0.3702(2) 0.6783(2) 0.0957(11) Uani 1 1 d . . . . .
C6 C 0.58008(15) 0.7157(2) 0.61536(17) 0.0377(7) Uani 1 1 d . . . . .
C5 C 0.61071(16) 0.7908(2) 0.58739(17) 0.0399(7) Uani 1 1 d . . . . .
C15 C 0.50591(16) 0.7262(2) 0.59654(17) 0.0398(7) Uani 1 1 d . . . . .
C7 C 0.68048(15) 0.6101(2) 0.64547(17) 0.0401(7) Uani 1 1 d . . . . .
H7 H 0.7110 0.5698 0.6875 0.048 Uiso 1 1 calc R . . . .
C9 C 0.79923(15) 0.6863(2) 0.65286(17) 0.0401(7) Uani 1 1 d . . . . .
C20 C 0.45785(16) 0.6611(3) 0.61428(18) 0.0443(8) Uani 1 1 d . . . . .
H20 H 0.4741 0.6033 0.6444 0.053 Uiso 1 1 calc R . . . .
C8 C 0.72272(16) 0.7036(2) 0.63579(17) 0.0393(7) Uani 1 1 d . . . . .
C19 C 0.38686(17) 0.6834(3) 0.5868(2) 0.0497(9) Uani 1 1 d . . . . .
C16 C 0.48188(16) 0.8138(2) 0.55200(19) 0.0449(8) Uani 1 1 d . . . . .
C4 C 0.68712(15) 0.7915(2) 0.60645(17) 0.0397(7) Uani 1 1 d . . . . .
C18 C 0.36466(17) 0.7726(3) 0.5436(2) 0.0566(10) Uani 1 1 d . . . . .
H18 H 0.3168 0.7888 0.5262 0.068 Uiso 1 1 calc R . . . .
C22 C 0.65931(18) 0.5388(2) 0.57862(18) 0.0471(8) Uani 1 1 d . . . . .
H22A H 0.6352 0.5799 0.5351 0.057 Uiso 1 1 calc R . . . .
H22B H 0.7018 0.5103 0.5732 0.057 Uiso 1 1 calc R . . . .
C3 C 0.71931(17) 0.8916(3) 0.5945(2) 0.0461(8) Uani 1 1 d . . . . .
C23 C 0.61160(18) 0.4490(3) 0.5827(2) 0.0519(9) Uani 1 1 d . . . . .
H23A H 0.5704 0.4772 0.5911 0.062 Uiso 1 1 calc R . . . .
H23B H 0.5954 0.4131 0.5358 0.062 Uiso 1 1 calc R . . . .
C10 C 0.84059(17) 0.6438(3) 0.71974(18) 0.0467(8) Uani 1 1 d . . . . .
H10 H 0.8200 0.6255 0.7542 0.056 Uiso 1 1 calc R . . . .
C17 C 0.41049(17) 0.8380(3) 0.5255(2) 0.0555(9) Uani 1 1 d . . . . .
H17 H 0.3939 0.8966 0.4963 0.067 Uiso 1 1 calc R . . . .
C14 C 0.83189(17) 0.7095(3) 0.6022(2) 0.0542(9) Uani 1 1 d . . . . .
H14 H 0.8052 0.7375 0.5567 0.065 Uiso 1 1 calc R . . . .
C11 C 0.91193(18) 0.6283(3) 0.7356(2) 0.0557(9) Uani 1 1 d . . . . .
H11 H 0.9394 0.6017 0.7813 0.067 Uiso 1 1 calc R . . . .
C24 C 0.6468(2) 0.3717(3) 0.6421(2) 0.0567(10) Uani 1 1 d . . . . .
C12 C 0.94268(18) 0.6518(3) 0.6852(2) 0.0622(10) Uani 1 1 d . . . . .
H12 H 0.9908 0.6405 0.6963 0.075 Uiso 1 1 calc R . . . .
C21 C 0.33352(19) 0.6129(3) 0.6008(2) 0.0699(12) Uani 1 1 d . . . . .
H21A H 0.3053 0.5802 0.5556 0.105 Uiso 1 1 calc GR . . . .
H21B H 0.3036 0.6531 0.6199 0.105 Uiso 1 1 calc GR . . . .
H21C H 0.3575 0.5604 0.6359 0.105 Uiso 1 1 calc GR . . . .
C13 C 0.90287(19) 0.6919(3) 0.6181(2) 0.0656(11) Uani 1 1 d . . . . .
H13 H 0.9237 0.7071 0.5834 0.079 Uiso 1 1 calc R . . . .
C2 C 0.8175(2) 1.0060(3) 0.6370(3) 0.0751(13) Uani 1 1 d . . . . .
H2A H 0.8133 1.0132 0.5858 0.090 Uiso 1 1 calc R . . . .
H2B H 0.7971 1.0674 0.6510 0.090 Uiso 1 1 calc R . . . .
C1 C 0.8916(3) 0.9968(5) 0.6830(3) 0.115(2) Uani 1 1 d . . . . .
H1A H 0.9133 0.9423 0.6643 0.172 Uiso 1 1 calc GR . . . .
H1B H 0.8952 0.9805 0.7325 0.172 Uiso 1 1 calc GR . . . .
H1C H 0.9153 1.0617 0.6825 0.172 Uiso 1 1 calc GR . . . .
C25 C 0.6295(3) 0.2226(4) 0.7063(3) 0.1082(16) Uani 1 1 d . U . . .
H25A H 0.6763 0.2020 0.7084 0.130 Uiso 0.561(8) 1 calc R . P A 1
H25B H 0.6327 0.2490 0.7543 0.130 Uiso 0.561(8) 1 calc R . P A 1
C27 C 0.5823(6) 0.1349(7) 0.6867(6) 0.1082(16) Uani 0.561(8) 1 d . U P A 1
H27A H 0.5353 0.1573 0.6811 0.162 Uiso 0.561(8) 1 calc GR . P A 1
H27B H 0.5975 0.0830 0.7247 0.162 Uiso 0.561(8) 1 calc GR . P A 1
H27C H 0.5825 0.1058 0.6411 0.162 Uiso 0.561(8) 1 calc GR . P A 1
C26 C 0.6379(8) 0.1337(9) 0.6771(7) 0.1082(16) Uani 0.439(8) 1 d . U P A 2
H26A H 0.5934 0.1114 0.6422 0.162 Uiso 0.439(8) 1 calc GR . P A 2
H26B H 0.6549 0.0820 0.7151 0.162 Uiso 0.439(8) 1 calc GR . P A 2
H26C H 0.6715 0.1424 0.6526 0.162 Uiso 0.439(8) 1 calc GR . P A 2


_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 C5 1.737(3) . ?
S1 C16 1.741(3) . ?
O5 C6 1.360(3) . ?
O5 C7 1.447(3) . ?
O1 C3 1.317(4) . ?
O1 C2 1.456(4) . ?
O2 C3 1.198(4) . ?
O4 C24 1.321(4) . ?
O4 C25 1.464(5) . ?
O3 C24 1.191(4) . ?
C6 C5 1.355(4) . ?
C6 C15 1.419(4) . ?
C5 C4 1.456(4) . ?
C15 C20 1.410(4) . ?
C15 C16 1.396(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.519(4) . ?
C7 C22 1.521(4) . ?
C9 C8 1.479(4) . ?
C9 C10 1.386(4) . ?
C9 C14 1.393(5) . ?
C20 H20 0.9300 . ?
C20 C19 1.374(4) . ?
C8 C4 1.351(4) . ?
C19 C18 1.395(5) . ?
C19 C21 1.501(5) . ?
C16 C17 1.386(4) . ?
C4 C3 1.491(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.381(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.520(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.498(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.378(4) . ?
C17 H17 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.375(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.362(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.368(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C13 H13 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.455(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C27 1.436(10) . ?
C25 C26 1.310(14) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
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
C5 S1 C16 90.29(15) . . ?
C6 O5 C7 112.5(2) . . ?
C3 O1 C2 117.4(3) . . ?
C24 O4 C25 116.7(4) . . ?
O5 C6 C15 123.0(3) . . ?
C5 C6 O5 122.2(3) . . ?
C5 C6 C15 114.7(3) . . ?
C6 C5 S1 112.1(2) . . ?
C6 C5 C4 119.6(3) . . ?
C4 C5 S1 128.2(2) . . ?
C20 C15 C6 129.5(3) . . ?
C16 C15 C6 110.1(3) . . ?
C16 C15 C20 120.4(3) . . ?
O5 C7 H7 107.5 . . ?
O5 C7 C8 112.3(2) . . ?
O5 C7 C22 109.9(2) . . ?
C8 C7 H7 107.5 . . ?
C8 C7 C22 111.8(3) . . ?
C22 C7 H7 107.5 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 C14 117.7(3) . . ?
C14 C9 C8 121.6(3) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 C15 119.7(3) . . ?
C19 C20 H20 120.1 . . ?
C9 C8 C7 116.2(3) . . ?
C4 C8 C7 118.1(3) . . ?
C4 C8 C9 125.5(3) . . ?
C20 C19 C18 118.5(3) . . ?
C20 C19 C21 121.5(3) . . ?
C18 C19 C21 120.0(3) . . ?
C15 C16 S1 112.8(2) . . ?
C17 C16 S1 127.1(3) . . ?
C17 C16 C15 120.1(3) . . ?
C5 C4 C3 116.5(3) . . ?
C8 C4 C5 117.6(3) . . ?
C8 C4 C3 125.8(3) . . ?
C19 C18 H18 118.5 . . ?
C17 C18 C19 123.1(3) . . ?
C17 C18 H18 118.5 . . ?
C7 C22 H22A 108.8 . . ?
C7 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 C7 113.9(3) . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
O1 C3 C4 113.6(3) . . ?
O2 C3 O1 123.7(3) . . ?
O2 C3 C4 122.6(3) . . ?
C22 C23 H23A 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 113.6(3) . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C16 C17 H17 120.9 . . ?
C18 C17 C16 118.2(3) . . ?
C18 C17 H17 120.9 . . ?
C9 C14 H14 119.4 . . ?
C13 C14 C9 121.2(3) . . ?
C13 C14 H14 119.4 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
O4 C24 C23 111.5(3) . . ?
O3 C24 O4 123.0(4) . . ?
O3 C24 C23 125.5(3) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.1(3) . . ?
C13 C12 H12 120.0 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C13 H13 120.1 . . ?
C12 C13 C14 119.8(4) . . ?
C12 C13 H13 120.1 . . ?
O1 C2 H2A 109.9 . . ?
O1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
C1 C2 O1 108.9(4) . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O4 C25 H25A 110.2 . . ?
O4 C25 H25B 110.2 . . ?
H25A C25 H25B 108.5 . . ?
C27 C25 O4 107.7(5) . . ?
C27 C25 H25A 110.2 . . ?
C27 C25 H25B 110.2 . . ?
C26 C25 O4 111.6(7) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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
S1 C5 C4 C8 -167.4(3) . . . . ?
S1 C5 C4 C3 15.1(4) . . . . ?
S1 C16 C17 C18 177.8(3) . . . . ?
O5 C6 C5 S1 -176.0(2) . . . . ?
O5 C6 C5 C4 0.7(5) . . . . ?
O5 C6 C15 C20 -6.3(5) . . . . ?
O5 C6 C15 C16 176.1(3) . . . . ?
O5 C7 C8 C9 152.9(3) . . . . ?
O5 C7 C8 C4 -32.9(4) . . . . ?
O5 C7 C22 C23 -49.6(3) . . . . ?
C6 O5 C7 C8 48.2(3) . . . . ?
C6 O5 C7 C22 -76.9(3) . . . . ?
C6 C5 C4 C8 16.4(5) . . . . ?
C6 C5 C4 C3 -161.1(3) . . . . ?
C6 C15 C20 C19 -176.7(3) . . . . ?
C6 C15 C16 S1 -0.3(3) . . . . ?
C6 C15 C16 C17 178.5(3) . . . . ?
C5 S1 C16 C15 0.2(3) . . . . ?
C5 S1 C16 C17 -178.6(3) . . . . ?
C5 C6 C15 C20 178.0(3) . . . . ?
C5 C6 C15 C16 0.4(4) . . . . ?
C5 C4 C3 O1 141.4(3) . . . . ?
C5 C4 C3 O2 -35.8(5) . . . . ?
C15 C6 C5 S1 -0.3(4) . . . . ?
C15 C6 C5 C4 176.5(3) . . . . ?
C15 C20 C19 C18 -1.9(5) . . . . ?
C15 C20 C19 C21 176.5(3) . . . . ?
C15 C16 C17 C18 -0.9(5) . . . . ?
C7 O5 C6 C5 -33.8(4) . . . . ?
C7 O5 C6 C15 150.8(3) . . . . ?
C7 C8 C4 C5 1.0(4) . . . . ?
C7 C8 C4 C3 178.3(3) . . . . ?
C7 C22 C23 C24 -66.2(4) . . . . ?
C9 C8 C4 C5 174.6(3) . . . . ?
C9 C8 C4 C3 -8.1(5) . . . . ?
C9 C10 C11 C12 -1.9(5) . . . . ?
C9 C14 C13 C12 -0.7(6) . . . . ?
C20 C15 C16 S1 -178.2(2) . . . . ?
C20 C15 C16 C17 0.7(5) . . . . ?
C20 C19 C18 C17 1.8(6) . . . . ?
C8 C7 C22 C23 -175.0(3) . . . . ?
C8 C9 C10 C11 -179.6(3) . . . . ?
C8 C9 C14 C13 -179.1(3) . . . . ?
C8 C4 C3 O1 -35.9(5) . . . . ?
C8 C4 C3 O2 146.8(4) . . . . ?
C19 C18 C17 C16 -0.4(6) . . . . ?
C16 S1 C5 C6 0.1(3) . . . . ?
C16 S1 C5 C4 -176.4(3) . . . . ?
C16 C15 C20 C19 0.8(5) . . . . ?
C22 C7 C8 C9 -83.0(3) . . . . ?
C22 C7 C8 C4 91.2(3) . . . . ?
C22 C23 C24 O4 171.6(3) . . . . ?
C22 C23 C24 O3 -8.6(6) . . . . ?
C3 O1 C2 C1 -159.9(4) . . . . ?
C10 C9 C8 C7 -52.5(4) . . . . ?
C10 C9 C8 C4 133.8(4) . . . . ?
C10 C9 C14 C13 -0.6(5) . . . . ?
C10 C11 C12 C13 0.5(6) . . . . ?
C14 C9 C8 C7 125.9(3) . . . . ?
C14 C9 C8 C4 -47.8(5) . . . . ?
C14 C9 C10 C11 1.9(5) . . . . ?
C11 C12 C13 C14 0.7(6) . . . . ?
C24 O4 C25 C27 -156.0(7) . . . . ?
C24 O4 C25 C26 -101.2(9) . . . . ?
C21 C19 C18 C17 -176.6(4) . . . . ?
C2 O1 C3 O2 -6.4(5) . . . . ?
C2 O1 C3 C4 176.4(3) . . . . ?
C25 O4 C24 O3 -0.4(7) . . . . ?
C25 O4 C24 C23 179.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.539
_oxdiff_exptl_absorpt_empirical_full_min 0.773
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1810645'
_audit_update_record             
;
2017-12-12 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H21 Cl O7 S'
_chemical_formula_sum            'C24 H21 Cl O7 S'
_chemical_formula_weight         488.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8783(12)
_cell_length_b                   11.1724(13)
_cell_length_c                   11.9506(14)
_cell_angle_alpha                103.441(10)
_cell_angle_beta                 110.162(11)
_cell_angle_gamma                103.530(10)
_cell_volume                     1245.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2068
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3240
_cell_measurement_theta_min      2.2740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.277
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5978
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         1.996
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00 120.00   1.00    5.00    --   30.00  54.00   0.00  195
  2  ω    -75.00  30.00   1.00    5.00    --   30.00  54.00 120.00  105
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0351256000
_diffrn_orient_matrix_UB_12      -0.0444351000
_diffrn_orient_matrix_UB_13      -0.0110874000
_diffrn_orient_matrix_UB_21      0.0647567000
_diffrn_orient_matrix_UB_22      0.0524792000
_diffrn_orient_matrix_UB_23      0.0324626000
_diffrn_orient_matrix_UB_31      0.0067111000
_diffrn_orient_matrix_UB_32      -0.0102050000
_diffrn_orient_matrix_UB_33      0.0579149000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2932
_reflns_number_total             4359
_reflns_odcompleteness_completeness 83.22
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     32.86
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.220
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0802
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1352P)²+0.6414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2120
_refine_ls_wR_factor_ref         0.2512
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C13(H13), C17(H17), C3(H3), C14(H14), C16(H16), C2(H2), C15(H15)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.30321(11) 0.36587(10) 0.29608(10) 0.0482(4) Uani 1 1 d . . . . .
Cl1 Cl 0.2669(2) 0.91640(16) 0.4943(2) 0.1197(8) Uani 1 1 d . . . . .
O5 O 0.5535(3) 0.6626(3) 0.2790(3) 0.0545(8) Uani 1 1 d . . . . .
O2 O 0.1908(3) 0.2805(3) 0.1789(3) 0.0637(9) Uani 1 1 d . . . . .
O1 O 0.3444(3) 0.3139(3) 0.3958(3) 0.0625(9) Uani 1 1 d . . . . .
O6 O 1.0082(4) 0.7686(3) 0.6254(3) 0.0681(9) Uani 1 1 d . . . . .
O7 O 0.9776(4) 0.9622(3) 0.6574(3) 0.0794(11) Uani 1 1 d . . . . .
O3 O 0.4504(4) 0.1808(3) 0.1973(4) 0.0791(11) Uani 1 1 d . . . . .
O4 O 0.4163(5) 0.2006(4) 0.0090(4) 0.0912(13) Uani 1 1 d . . . . .
C7 C 0.4644(4) 0.5758(4) 0.3008(4) 0.0464(10) Uani 1 1 d . . . . .
C4 C 0.2755(4) 0.5140(4) 0.3544(4) 0.0469(10) Uani 1 1 d . . . . .
C12 C 0.7018(4) 0.4342(4) 0.1215(4) 0.0479(10) Uani 1 1 d . . . . .
C6 C 0.3737(5) 0.7452(5) 0.3973(5) 0.0608(12) Uani 1 1 d . . . . .
H6 H 0.4375 0.8161 0.3961 0.073 Uiso 1 1 calc R . . . .
C10 C 0.6152(4) 0.4752(4) 0.1831(4) 0.0461(9) Uani 1 1 d . . . . .
C8 C 0.4438(4) 0.4476(4) 0.2677(4) 0.0468(10) Uani 1 1 d . . . . .
C18 C 0.7860(4) 0.6587(4) 0.3813(4) 0.0510(10) Uani 1 1 d . . . . .
H18A H 0.8603 0.6344 0.3660 0.061 Uiso 1 1 calc R . . . .
H18B H 0.7584 0.6095 0.4309 0.061 Uiso 1 1 calc R . . . .
C13 C 0.7663(5) 0.3464(5) 0.1539(5) 0.0600(12) Uani 1 1 d . . . . .
H13 H 0.7530 0.3115 0.2141 0.072 Uiso 1 1 calc R . . . .
C9 C 0.5099(4) 0.3905(4) 0.1926(4) 0.0473(10) Uani 1 1 d . . . . .
C23 C 0.4549(5) 0.2464(4) 0.1207(5) 0.0557(11) Uani 1 1 d . . . . .
C20 C 0.9513(5) 0.8400(4) 0.5871(4) 0.0516(10) Uani 1 1 d . . . . .
C11 C 0.6620(4) 0.6207(4) 0.2545(4) 0.0499(10) Uani 1 1 d . . . . .
H11 H 0.6920 0.6686 0.2040 0.060 Uiso 1 1 calc R . . . .
C19 C 0.8417(5) 0.8053(4) 0.4580(4) 0.0569(11) Uani 1 1 d . . . . .
H19A H 0.8793 0.8539 0.4127 0.068 Uiso 1 1 calc R . . . .
H19B H 0.7650 0.8317 0.4647 0.068 Uiso 1 1 calc R . . . .
C17 C 0.7265(5) 0.4868(5) 0.0335(4) 0.0602(12) Uani 1 1 d . . . . .
H17 H 0.6869 0.5481 0.0120 0.072 Uiso 1 1 calc R . . . .
C3 C 0.1768(5) 0.5303(5) 0.3987(4) 0.0568(11) Uani 1 1 d . . . . .
H3 H 0.1121 0.4589 0.3983 0.068 Uiso 1 1 calc R . . . .
C14 C 0.8494(6) 0.3102(6) 0.0985(6) 0.0768(15) Uani 1 1 d . . . . .
H14 H 0.8913 0.2506 0.1213 0.092 Uiso 1 1 calc R . . . .
C1 C 0.2740(5) 0.7617(5) 0.4427(5) 0.0689(14) Uani 1 1 d . . . . .
C16 C 0.8100(5) 0.4484(6) -0.0224(5) 0.0739(15) Uani 1 1 d . . . . .
H16 H 0.8244 0.4825 -0.0826 0.089 Uiso 1 1 calc R . . . .
C2 C 0.1773(5) 0.6556(5) 0.4434(5) 0.0683(13) Uani 1 1 d . . . . .
H2 H 0.1124 0.6696 0.4744 0.082 Uiso 1 1 calc R . . . .
C15 C 0.8716(5) 0.3597(6) 0.0109(5) 0.0776(16) Uani 1 1 d . . . . .
H15 H 0.9278 0.3340 -0.0263 0.093 Uiso 1 1 calc R . . . .
C21 C 1.0752(8) 1.0113(6) 0.7887(5) 0.103(2) Uani 1 1 d . . . . .
H21A H 1.0666 0.9420 0.8246 0.124 Uiso 1 1 calc R . . . .
H21B H 1.1697 1.0416 0.7959 0.124 Uiso 1 1 calc R . . . .
C24 C 0.3847(11) 0.0307(7) 0.1478(11) 0.183(5) Uani 1 1 d . . . . .
H24A H 0.3082 0.0022 0.0659 0.274 Uiso 1 1 calc GR . . . .
H24B H 0.3514 0.0034 0.2057 0.274 Uiso 1 1 calc GR . . . .
H24C H 0.4533 -0.0074 0.1408 0.274 Uiso 1 1 calc GR . . . .
C22 C 1.0474(10) 1.1165(11) 0.8561(7) 0.167(5) Uani 1 1 d . . . . .
H22A H 0.9495 1.0909 0.8358 0.251 Uiso 1 1 calc GR . . . .
H22B H 1.0745 1.1915 0.8325 0.251 Uiso 1 1 calc GR . . . .
H22C H 1.0992 1.1381 0.9457 0.251 Uiso 1 1 calc GR . . . .
C5 C 0.3734(4) 0.6197(4) 0.3546(4) 0.0496(10) 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 O2 1.421(3) . ?
S1 O1 1.426(3) . ?
S1 C4 1.777(4) . ?
S1 C8 1.771(4) . ?
Cl1 C1 1.724(5) . ?
O5 C7 1.341(5) . ?
O5 C11 1.460(5) . ?
O6 C20 1.197(5) . ?
O7 C20 1.330(5) . ?
O7 C21 1.439(6) . ?
O3 C23 1.306(6) . ?
O3 C24 1.536(8) . ?
O4 C23 1.189(6) . ?
C7 C8 1.336(6) . ?
C7 C5 1.467(6) . ?
C4 C3 1.380(6) . ?
C4 C5 1.392(6) . ?
C12 C10 1.471(6) . ?
C12 C13 1.384(6) . ?
C12 C17 1.390(6) . ?
C6 H6 0.9300 . ?
C6 C1 1.399(7) . ?
C6 C5 1.375(6) . ?
C10 C9 1.360(6) . ?
C10 C11 1.516(6) . ?
C8 C9 1.457(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C11 1.523(6) . ?
C18 C19 1.531(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(7) . ?
C9 C23 1.497(6) . ?
C20 C19 1.480(6) . ?
C11 H11 0.9800 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C17 H17 0.9300 . ?
C17 C16 1.386(7) . ?
C3 H3 0.9300 . ?
C3 C2 1.376(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.356(8) . ?
C1 C2 1.393(8) . ?
C16 H16 0.9300 . ?
C16 C15 1.379(8) . ?
C2 H2 0.9300 . ?
C15 H15 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.420(10) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
O2 S1 O1 117.5(2) . . ?
O2 S1 C4 111.81(19) . . ?
O2 S1 C8 109.7(2) . . ?
O1 S1 C4 109.09(19) . . ?
O1 S1 C8 113.63(19) . . ?
C8 S1 C4 92.43(19) . . ?
C7 O5 C11 115.6(3) . . ?
C20 O7 C21 119.0(4) . . ?
C23 O3 C24 121.6(6) . . ?
O5 C7 C5 119.1(4) . . ?
C8 C7 O5 124.4(4) . . ?
C8 C7 C5 116.3(4) . . ?
C3 C4 S1 127.8(4) . . ?
C3 C4 C5 121.9(4) . . ?
C5 C4 S1 110.3(3) . . ?
C13 C12 C10 120.8(4) . . ?
C13 C12 C17 118.0(4) . . ?
C17 C12 C10 121.1(4) . . ?
C1 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C5 C6 C1 117.3(5) . . ?
C12 C10 C11 115.9(4) . . ?
C9 C10 C12 124.1(4) . . ?
C9 C10 C11 119.5(4) . . ?
C7 C8 S1 109.8(3) . . ?
C7 C8 C9 120.5(4) . . ?
C9 C8 S1 128.1(3) . . ?
H18A C18 H18B 107.8 . . ?
C11 C18 H18A 109.0 . . ?
C11 C18 H18B 109.0 . . ?
C11 C18 C19 113.1(4) . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(5) . . ?
C14 C13 H13 119.6 . . ?
C10 C9 C8 116.9(4) . . ?
C10 C9 C23 122.2(4) . . ?
C8 C9 C23 120.7(4) . . ?
O3 C23 C9 110.1(4) . . ?
O4 C23 O3 126.0(5) . . ?
O4 C23 C9 123.8(5) . . ?
O6 C20 O7 123.8(4) . . ?
O6 C20 C19 125.5(4) . . ?
O7 C20 C19 110.7(4) . . ?
O5 C11 C10 113.8(3) . . ?
O5 C11 C18 108.2(3) . . ?
O5 C11 H11 108.2 . . ?
C10 C11 C18 109.9(3) . . ?
C10 C11 H11 108.2 . . ?
C18 C11 H11 108.2 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
C20 C19 C18 113.2(4) . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
H19A C19 H19B 107.8 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(5) . . ?
C16 C17 H17 119.8 . . ?
C4 C3 H3 121.1 . . ?
C2 C3 C4 117.8(4) . . ?
C2 C3 H3 121.1 . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.1(5) . . ?
C15 C14 H14 119.4 . . ?
C6 C1 Cl1 119.3(4) . . ?
C2 C1 Cl1 119.1(4) . . ?
C2 C1 C6 121.5(4) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.2(5) . . ?
C15 C16 H16 119.9 . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C14 C15 C16 119.4(5) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
O7 C21 H21A 109.8 . . ?
O7 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 O7 109.2(6) . . ?
C22 C21 H21A 109.8 . . ?
C22 C21 H21B 109.8 . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C5 C7 111.1(4) . . ?
C6 C5 C7 128.0(4) . . ?
C6 C5 C4 120.9(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C4 C3 C2 177.9(3) . . . . ?
S1 C4 C5 C7 2.9(4) . . . . ?
S1 C4 C5 C6 -179.3(3) . . . . ?
S1 C8 C9 C10 178.7(3) . . . . ?
S1 C8 C9 C23 3.9(6) . . . . ?
Cl1 C1 C2 C3 177.7(4) . . . . ?
O5 C7 C8 S1 -172.9(3) . . . . ?
O5 C7 C8 C9 -5.9(6) . . . . ?
O5 C7 C5 C4 171.8(3) . . . . ?
O5 C7 C5 C6 -5.8(6) . . . . ?
O2 S1 C4 C3 68.0(4) . . . . ?
O2 S1 C4 C5 -114.1(3) . . . . ?
O2 S1 C8 C7 114.2(3) . . . . ?
O2 S1 C8 C9 -51.5(4) . . . . ?
O1 S1 C4 C3 -63.6(4) . . . . ?
O1 S1 C4 C5 114.3(3) . . . . ?
O1 S1 C8 C7 -112.1(3) . . . . ?
O1 S1 C8 C9 82.3(4) . . . . ?
O6 C20 C19 C18 10.5(7) . . . . ?
O7 C20 C19 C18 -168.4(4) . . . . ?
C7 O5 C11 C10 34.3(5) . . . . ?
C7 O5 C11 C18 -88.2(4) . . . . ?
C7 C8 C9 C10 14.4(6) . . . . ?
C7 C8 C9 C23 -160.4(4) . . . . ?
C4 S1 C8 C7 0.0(3) . . . . ?
C4 S1 C8 C9 -165.7(4) . . . . ?
C4 C3 C2 C1 0.5(7) . . . . ?
C12 C10 C9 C8 174.0(4) . . . . ?
C12 C10 C9 C23 -11.3(6) . . . . ?
C12 C10 C11 O5 161.6(3) . . . . ?
C12 C10 C11 C18 -76.9(4) . . . . ?
C12 C13 C14 C15 0.3(8) . . . . ?
C12 C17 C16 C15 -1.4(8) . . . . ?
C6 C1 C2 C3 -0.2(8) . . . . ?
C10 C12 C13 C14 -178.7(4) . . . . ?
C10 C12 C17 C16 179.2(4) . . . . ?
C10 C9 C23 O3 129.9(4) . . . . ?
C10 C9 C23 O4 -53.0(7) . . . . ?
C8 S1 C4 C3 -179.7(4) . . . . ?
C8 S1 C4 C5 -1.8(3) . . . . ?
C8 C7 C5 C4 -3.1(5) . . . . ?
C8 C7 C5 C6 179.2(4) . . . . ?
C8 C9 C23 O3 -55.6(5) . . . . ?
C8 C9 C23 O4 121.5(5) . . . . ?
C13 C12 C10 C9 -51.3(6) . . . . ?
C13 C12 C10 C11 120.1(4) . . . . ?
C13 C12 C17 C16 2.0(7) . . . . ?
C13 C14 C15 C16 0.3(8) . . . . ?
C9 C10 C11 O5 -26.6(5) . . . . ?
C9 C10 C11 C18 95.0(4) . . . . ?
C20 O7 C21 C22 -156.8(7) . . . . ?
C11 O5 C7 C8 -19.5(6) . . . . ?
C11 O5 C7 C5 166.0(3) . . . . ?
C11 C10 C9 C8 2.9(5) . . . . ?
C11 C10 C9 C23 177.6(4) . . . . ?
C11 C18 C19 C20 173.4(4) . . . . ?
C19 C18 C11 O5 -56.4(5) . . . . ?
C19 C18 C11 C10 178.7(4) . . . . ?
C17 C12 C10 C9 131.6(4) . . . . ?
C17 C12 C10 C11 -56.9(5) . . . . ?
C17 C12 C13 C14 -1.5(7) . . . . ?
C17 C16 C15 C14 0.2(8) . . . . ?
C3 C4 C5 C7 -179.0(4) . . . . ?
C3 C4 C5 C6 -1.2(6) . . . . ?
C1 C6 C5 C7 178.8(4) . . . . ?
C1 C6 C5 C4 1.4(6) . . . . ?
C21 O7 C20 O6 -2.8(8) . . . . ?
C21 O7 C20 C19 176.1(5) . . . . ?
C24 O3 C23 O4 -3.3(9) . . . . ?
C24 O3 C23 C9 173.8(6) . . . . ?
C5 C7 C8 S1 1.7(5) . . . . ?
C5 C7 C8 C9 168.7(3) . . . . ?
C5 C4 C3 C2 0.2(6) . . . . ?
C5 C6 C1 Cl1 -178.6(4) . . . . ?
C5 C6 C1 C2 -0.7(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.219
_oxdiff_exptl_absorpt_empirical_full_min 0.642
