# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_2015acc0017_d_100k
_database_code_depnum_ccdc_archive 'CCDC 1522876'
_audit_update_record             
;
2016-12-15 deposited with the CCDC.
2017-03-10 downloaded from the CCDC.
;
_audit_creation_date             2015-09-21
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.09.16 svn.r3215 for OlexSys, GUI svn.r5095)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H27 N O12 S'
_chemical_formula_sum            'C24 H27 N O12 S'
_chemical_formula_weight         553.52
_chemical_absolute_configuration ad
_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 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.50613(16)
_cell_length_b                   14.4909(4)
_cell_length_c                   12.0626(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.839(2)
_cell_angle_gamma                90
_cell_volume                     1302.72(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10597
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.4340
_cell_measurement_theta_min      3.6740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.684
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       fragment
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18371
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        66.575
_diffrn_reflns_theta_max         66.575
_diffrn_reflns_theta_min         3.691
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 22.2222
_diffrn_detector_type            'Rigaku HG Saturn944+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -63.00   73.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   40.0000 -150.0000 136

#__ type_ start__ end____ width___ exp.time_
  2 omega -107.00   62.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   60.0000  120.0000 169

#__ type_ start__ end____ width___ exp.time_
  3 omega   33.00   72.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   40.0000 -180.0000 39

#__ type_ start__ end____ width___ exp.time_
  4 omega   52.00   72.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   40.0000 -120.0000 20

#__ type_ start__ end____ width___ exp.time_
  5 omega   51.00   71.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   30.0000   60.0000 20

#__ type_ start__ end____ width___ exp.time_
  6 omega    3.00   23.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   30.0000  150.0000 20

#__ type_ start__ end____ width___ exp.time_
  7 omega   38.00   59.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   30.0000 -180.0000 21

#__ type_ start__ end____ width___ exp.time_
  8 omega -179.00   -1.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000  -60.0000 178

#__ type_ start__ end____ width___ exp.time_
  9 omega -114.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000 -150.0000 114

#__ type_ start__ end____ width___ exp.time_
 10 omega -126.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000  -30.0000 126

#__ type_ start__ end____ width___ exp.time_
 11 omega -115.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000  -90.0000 115

#__ type_ start__ end____ width___ exp.time_
 12 omega -166.00  -44.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000 -180.0000 122

#__ type_ start__ end____ width___ exp.time_
 13 omega -135.00   -1.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000 -120.0000 134

#__ type_ start__ end____ width___ exp.time_
 14 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000    0.0000 20

#__ type_ start__ end____ width___ exp.time_
 15 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000  -30.0000 20

#__ type_ start__ end____ width___ exp.time_
 16 omega  -80.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
 17 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000  -90.0000 20

#__ type_ start__ end____ width___ exp.time_
 18 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000 -150.0000 20

#__ type_ start__ end____ width___ exp.time_
 19 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000 -120.0000 20

#__ type_ start__ end____ width___ exp.time_
 20 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000 -180.0000 20

#__ type_ start__ end____ width___ exp.time_
 21 omega  -20.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   40.0000 -120.0000 20

#__ type_ start__ end____ width___ exp.time_
 22 omega  -27.00   -7.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   40.0000  -90.0000 20

#__ type_ start__ end____ width___ exp.time_
 23 omega -179.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   50.0000    0.0000 179

#__ type_ start__ end____ width___ exp.time_
 24 omega -162.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   30.0000  -60.0000 162

#__ type_ start__ end____ width___ exp.time_
 25 omega -162.00    0.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   60.0000   60.0000 162
;
_diffrn_measurement_device       'three-circle quarter χ goniometer'
_diffrn_measurement_device_type  'Rigaku AFC11 007-HF'
_diffrn_measurement_device_type2 'Rigaku AFC11'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_UB_11      -0.1976264000
_diffrn_orient_matrix_UB_12      -0.0012095000
_diffrn_orient_matrix_UB_13      0.0230310000
_diffrn_orient_matrix_UB_21      0.0603809000
_diffrn_orient_matrix_UB_22      0.0111432000
_diffrn_orient_matrix_UB_23      0.1258380000
_diffrn_orient_matrix_UB_31      -0.0087323000
_diffrn_orient_matrix_UB_32      0.1056904000
_diffrn_orient_matrix_UB_33      -0.0130065000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           40.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.829
_reflns_Friedel_fraction_full    0.900
_reflns_Friedel_fraction_max     0.900
_reflns_number_gt                4173
_reflns_number_total             4372
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.47
_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, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_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         0.175
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1793 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         4372
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.096
_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)+(0.0466P)²+0.6980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0971
_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:
 C9(H9), C10(H10), C13(H13), C16(H16), C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C7(H7)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C15(H15A,H15B,H15C), C18(H18A,H18B,H18C), C21(H21A,H21B,
 H21C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.66587(11) 0.61127(7) 0.75113(8) 0.0332(2) Uani 1 1 d . . . . .
O1 O 0.1335(4) 0.7051(3) 0.9276(3) 0.0505(9) Uani 1 1 d . . . . .
O2 O 0.0986(4) 0.6876(2) 0.7475(2) 0.0424(7) Uani 1 1 d . . . . .
O3 O 0.4299(3) 0.44657(19) 0.70640(19) 0.0276(5) Uani 1 1 d . . . . .
O4 O 0.2056(4) 0.3921(2) 0.7957(3) 0.0470(8) Uani 1 1 d . . . . .
O5 O 0.4933(3) 0.53878(19) 0.5084(2) 0.0279(5) Uani 1 1 d . . . . .
O6 O 0.4668(4) 0.6894(2) 0.4678(3) 0.0510(9) Uani 1 1 d . . . . .
O7 O 0.0494(3) 0.44693(19) 0.5192(2) 0.0293(6) Uani 1 1 d . . . . .
O8 O 0.0732(4) 0.2955(2) 0.5569(3) 0.0505(8) Uani 1 1 d . . . . .
O9 O 0.1159(3) 0.5234(2) 0.3168(2) 0.0299(6) Uani 1 1 d . . . . .
O10 O 0.3294(4) 0.5720(2) 0.2137(3) 0.0458(8) Uani 1 1 d . . . . .
O11 O 0.1905(3) 0.3520(2) 0.1972(2) 0.0344(6) Uani 1 1 d . . . . .
O12 O 0.4874(4) 0.3292(2) 0.2475(2) 0.0393(7) Uani 1 1 d . . . . .
N1 N 0.1843(4) 0.6774(3) 0.8401(3) 0.0369(8) Uani 1 1 d . . . . .
C1 C 0.3557(4) 0.6287(3) 0.8445(3) 0.0289(8) Uani 1 1 d . . . . .
C2 C 0.4296(5) 0.5968(3) 0.9429(3) 0.0306(8) Uani 1 1 d . . . . .
H2 H 0.3696 0.6077 1.0067 0.037 Uiso 1 1 calc R . . . .
C3 C 0.5974(5) 0.5462(3) 0.9572(3) 0.0329(9) Uani 1 1 d . . . . .
C4 C 0.6464(5) 0.4965(3) 1.0558(3) 0.0377(9) Uani 1 1 d . . . . .
H4 H 0.5711 0.4979 1.1138 0.045 Uiso 1 1 calc R . . . .
C5 C 0.8027(6) 0.4454(4) 1.0697(4) 0.0469(11) Uani 1 1 d . . . . .
H5 H 0.8343 0.4115 1.1366 0.056 Uiso 1 1 calc R . . . .
C6 C 0.9136(6) 0.4438(4) 0.9854(4) 0.0483(11) Uani 1 1 d . . . . .
H6 H 1.0211 0.4085 0.9946 0.058 Uiso 1 1 calc R . . . .
C7 C 0.8683(5) 0.4936(3) 0.8875(4) 0.0413(10) Uani 1 1 d . . . . .
H7 H 0.9459 0.4929 0.8308 0.050 Uiso 1 1 calc R . . . .
C8 C 0.7110(5) 0.5443(3) 0.8720(3) 0.0342(9) Uani 1 1 d . . . . .
C9 C 0.4218(4) 0.6133(3) 0.7327(3) 0.0293(8) Uani 1 1 d . . . . .
H9 H 0.3851 0.6686 0.6859 0.035 Uiso 1 1 calc R . . . .
C10 C 0.3312(4) 0.5290(3) 0.6715(3) 0.0278(8) Uani 1 1 d . . . . .
H10 H 0.2072 0.5230 0.6931 0.033 Uiso 1 1 calc R . . . .
C11 C 0.3510(5) 0.3828(3) 0.7660(3) 0.0305(8) Uani 1 1 d . . . . .
C12 C 0.4699(6) 0.3004(3) 0.7877(3) 0.0376(9) Uani 1 1 d . . . . .
H12A H 0.4965 0.2744 0.7165 0.056 Uiso 1 1 calc GR . . . .
H12B H 0.4092 0.2539 0.8288 0.056 Uiso 1 1 calc GR . . . .
H12C H 0.5821 0.3190 0.8321 0.056 Uiso 1 1 calc GR . . . .
C13 C 0.3175(4) 0.5356(3) 0.5449(3) 0.0272(8) Uani 1 1 d . . . . .
H13 H 0.2471 0.5915 0.5182 0.033 Uiso 1 1 calc R . . . .
C14 C 0.5481(5) 0.6187(3) 0.4651(3) 0.0333(8) Uani 1 1 d . . . . .
C15 C 0.7189(5) 0.6040(4) 0.4150(4) 0.0420(10) Uani 1 1 d . . . . .
H15A H 0.8082 0.5757 0.4706 0.063 Uiso 1 1 calc GR . . . .
H15B H 0.7640 0.6635 0.3916 0.063 Uiso 1 1 calc GR . . . .
H15C H 0.6962 0.5632 0.3501 0.063 Uiso 1 1 calc GR . . . .
C16 C 0.2312(4) 0.4493(3) 0.4897(3) 0.0275(8) Uani 1 1 d . . . . .
H16 H 0.2976 0.3936 0.5213 0.033 Uiso 1 1 calc R . . . .
C17 C -0.0125(5) 0.3648(3) 0.5534(3) 0.0328(9) Uani 1 1 d . . . . .
C18 C -0.1995(5) 0.3739(4) 0.5833(4) 0.0461(11) Uani 1 1 d . . . . .
H18A H -0.2056 0.4263 0.6341 0.069 Uiso 1 1 calc GR . . . .
H18B H -0.2328 0.3172 0.6201 0.069 Uiso 1 1 calc GR . . . .
H18C H -0.2826 0.3841 0.5154 0.069 Uiso 1 1 calc GR . . . .
C19 C 0.2297(5) 0.4496(3) 0.3634(3) 0.0291(8) Uani 1 1 d . . . . .
H19 H 0.3546 0.4605 0.3453 0.035 Uiso 1 1 calc R . . . .
C20 C 0.1821(5) 0.5806(3) 0.2427(3) 0.0317(9) Uani 1 1 d . . . . .
C21 C 0.0494(6) 0.6534(3) 0.2029(4) 0.0403(10) Uani 1 1 d . . . . .
H21A H -0.0633 0.6242 0.1715 0.060 Uiso 1 1 calc GR . . . .
H21B H 0.0968 0.6906 0.1452 0.060 Uiso 1 1 calc GR . . . .
H21C H 0.0274 0.6930 0.2656 0.060 Uiso 1 1 calc GR . . . .
C22 C 0.1630(5) 0.3583(3) 0.3134(3) 0.0325(9) Uani 1 1 d . . . . .
H22A H 0.2273 0.3072 0.3553 0.039 Uiso 1 1 calc R . . . .
H22B H 0.0335 0.3518 0.3203 0.039 Uiso 1 1 calc R . . . .
C23 C 0.3594(5) 0.3322(3) 0.1764(3) 0.0348(9) Uani 1 1 d . . . . .
C24 C 0.3636(6) 0.3157(3) 0.0548(3) 0.0431(11) Uani 1 1 d . . . . .
H24A H 0.2831 0.2645 0.0303 0.065 Uiso 1 1 calc GR . . . .
H24B H 0.4862 0.3002 0.0411 0.065 Uiso 1 1 calc GR . . . .
H24C H 0.3244 0.3715 0.0130 0.065 Uiso 1 1 calc GR . . . .


_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 C8 1.750(4) . ?
S1 C9 1.819(3) . ?
O1 N1 1.231(4) . ?
O2 N1 1.230(4) . ?
O3 C10 1.442(5) . ?
O3 C11 1.351(5) . ?
O4 C11 1.196(5) . ?
O5 C13 1.441(4) . ?
O5 C14 1.355(5) . ?
O6 C14 1.194(5) . ?
O7 C16 1.451(4) . ?
O7 C17 1.359(5) . ?
O8 C17 1.191(5) . ?
O9 C19 1.441(5) . ?
O9 C20 1.356(5) . ?
O10 C20 1.206(5) . ?
O11 C22 1.443(4) . ?
O11 C23 1.352(5) . ?
O12 C23 1.211(5) . ?
N1 C1 1.463(5) . ?
C1 C2 1.332(5) . ?
C1 C9 1.508(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.450(5) . ?
C3 C4 1.402(6) . ?
C3 C8 1.412(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(6) . ?
C9 H9 1.0000 . ?
C9 C10 1.543(6) . ?
C10 H10 1.0000 . ?
C10 C13 1.521(5) . ?
C11 C12 1.495(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C16 1.524(5) . ?
C14 C15 1.496(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 1.0000 . ?
C16 C19 1.522(5) . ?
C17 C18 1.496(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 1.0000 . ?
C19 C22 1.514(6) . ?
C20 C21 1.490(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.490(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
C8 S1 C9 101.70(18) . . ?
C11 O3 C10 118.7(3) . . ?
C14 O5 C13 118.4(3) . . ?
C17 O7 C16 117.4(3) . . ?
C20 O9 C19 117.7(3) . . ?
C23 O11 C22 116.1(3) . . ?
O1 N1 C1 119.1(3) . . ?
O2 N1 O1 123.9(3) . . ?
O2 N1 C1 116.9(3) . . ?
N1 C1 C9 114.9(3) . . ?
C2 C1 N1 118.1(3) . . ?
C2 C1 C9 126.8(3) . . ?
C1 C2 H2 118.5 . . ?
C1 C2 C3 123.0(3) . . ?
C3 C2 H2 118.5 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 C8 119.2(4) . . ?
C8 C3 C2 120.9(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(4) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.6(4) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.4(4) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 S1 121.5(3) . . ?
C7 C8 S1 119.0(3) . . ?
C7 C8 C3 119.4(4) . . ?
S1 C9 H9 106.7 . . ?
C1 C9 S1 109.1(2) . . ?
C1 C9 H9 106.7 . . ?
C1 C9 C10 111.8(3) . . ?
C10 C9 S1 115.2(3) . . ?
C10 C9 H9 106.7 . . ?
O3 C10 C9 109.5(3) . . ?
O3 C10 H10 108.3 . . ?
O3 C10 C13 108.5(3) . . ?
C9 C10 H10 108.3 . . ?
C13 C10 C9 113.8(3) . . ?
C13 C10 H10 108.3 . . ?
O3 C11 C12 110.4(3) . . ?
O4 C11 O3 123.8(4) . . ?
O4 C11 C12 125.8(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O5 C13 C10 110.7(3) . . ?
O5 C13 H13 110.1 . . ?
O5 C13 C16 104.5(3) . . ?
C10 C13 H13 110.1 . . ?
C10 C13 C16 111.2(3) . . ?
C16 C13 H13 110.1 . . ?
O5 C14 C15 110.3(4) . . ?
O6 C14 O5 122.9(3) . . ?
O6 C14 C15 126.8(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O7 C16 C13 106.0(3) . . ?
O7 C16 H16 109.2 . . ?
O7 C16 C19 110.6(3) . . ?
C13 C16 H16 109.2 . . ?
C19 C16 C13 112.7(3) . . ?
C19 C16 H16 109.2 . . ?
O7 C17 C18 111.2(4) . . ?
O8 C17 O7 123.1(3) . . ?
O8 C17 C18 125.7(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O9 C19 C16 109.0(3) . . ?
O9 C19 H19 109.0 . . ?
O9 C19 C22 109.9(3) . . ?
C16 C19 H19 109.0 . . ?
C22 C19 C16 111.0(3) . . ?
C22 C19 H19 109.0 . . ?
O9 C20 C21 111.2(3) . . ?
O10 C20 O9 123.3(4) . . ?
O10 C20 C21 125.5(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O11 C22 C19 111.3(3) . . ?
O11 C22 H22A 109.4 . . ?
O11 C22 H22B 109.4 . . ?
C19 C22 H22A 109.4 . . ?
C19 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
O11 C23 C24 110.4(3) . . ?
O12 C23 O11 123.9(4) . . ?
O12 C23 C24 125.7(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2015-09-16
_olex2_date_sample_submission    2015-07-23
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id /30
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2015acc0002
_database_code_depnum_ccdc_archive 'CCDC 1522875'
_audit_update_record             
;
2016-12-15 deposited with the CCDC.
2017-03-10 downloaded from the CCDC.
;
_audit_creation_date             2015-01-07
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.01.06 svn.r3119 for OlexSys, GUI svn.r4979)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H31 N O14 S'
_chemical_formula_sum            'C21 H31 N O14 S'
_chemical_formula_weight         553.53
_chemical_absolute_configuration ad
_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'
N N 0.0061 0.0033 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.47001(14)
_cell_length_b                   17.3307(3)
_cell_length_c                   10.39519(18)
_cell_angle_alpha                90
_cell_angle_beta                 102.8901(18)
_cell_angle_gamma                90
_cell_volume                     1311.85(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12809
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.0310
_cell_measurement_theta_min      2.3460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.193
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             584
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16085
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.811
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.121
_diffrn_reflns_theta_min         2.797
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -113.00   67.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0000    0.0000    0.0000 180

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00    4.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0000  -72.0000  -60.0000 47

#__ type_ start__ end____ width___ exp.time_
  3 omega -113.00   67.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0000    0.0000   30.0000 180

#__ type_ start__ end____ width___ exp.time_
  4 omega  -73.00  -38.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -23.0000  -54.0000  -60.0000 35
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-VHF'
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_UB_11      -0.0443882000
_diffrn_orient_matrix_UB_12      0.0105391000
_diffrn_orient_matrix_UB_13      0.0510436000
_diffrn_orient_matrix_UB_21      0.0739055000
_diffrn_orient_matrix_UB_22      -0.0158165000
_diffrn_orient_matrix_UB_23      0.0475569000
_diffrn_orient_matrix_UB_31      0.0452853000
_diffrn_orient_matrix_UB_32      0.0362424000
_diffrn_orient_matrix_UB_33      0.0060245000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.706
_reflns_Friedel_fraction_full    0.914
_reflns_Friedel_fraction_max     0.692
_reflns_number_gt                7088
_reflns_number_total             7465
_reflns_odcompleteness_completeness 91.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     32.13
_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, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 2826 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(2)
_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     340
_refine_ls_number_reflns         7465
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0292
_refine_ls_restrained_S_all      1.031
_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)+(0.0468P)²+0.1411P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0747
_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:
 C2(H2), C7(H7), C10(H10), C13(H13), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C3(H3A,H3B), C5(H5A,H5B), C19(H19A,H19B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C15(H15A,H15B,H15C),
 C18(H18A,H18B,H18C), C21(H21A,H21B,H21C)
;
_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 0.34731(5) 0.71803(2) 0.74056(4) 0.01735(8) Uani 1 1 d . . . . .
O1 O 0.0455(2) 0.84210(9) 0.44585(17) 0.0344(3) Uani 1 1 d . . . . .
O2 O -0.0653(2) 0.78328(9) 0.59382(15) 0.0304(3) Uani 1 1 d . . . . .
O3 O 0.79425(16) 0.73026(7) 0.85450(12) 0.0208(2) Uani 1 1 d . . . . .
O4 O 0.7600(2) 0.63288(8) 0.70762(14) 0.0280(3) Uani 1 1 d . . . . .
O5 O 0.17384(15) 0.55703(7) 0.45368(10) 0.0136(2) Uani 1 1 d . . . . .
O6 O 0.36300(18) 0.60567(8) 0.33241(12) 0.0237(3) Uani 1 1 d . . . . .
O7 O 0.14177(14) 0.50686(6) 0.70662(10) 0.0121(2) Uani 1 1 d . . . . .
O8 O 0.23624(17) 0.54207(8) 0.92080(11) 0.0198(2) Uani 1 1 d . . . . .
O9 O 0.56538(15) 0.47668(6) 0.60043(10) 0.0123(2) Uani 1 1 d . . . . .
O10 O 0.48257(18) 0.42343(8) 0.39766(11) 0.0210(2) Uani 1 1 d . . . . .
O11 O 0.53137(15) 0.41765(6) 0.85545(10) 0.0126(2) Uani 1 1 d . . . . .
O12 O 0.34231(19) 0.35827(8) 0.96620(13) 0.0267(3) Uani 1 1 d . . . . .
O13 O 0.54006(15) 0.26139(7) 0.78596(11) 0.0154(2) Uani 1 1 d . . . . .
O14 O 0.26322(17) 0.21272(9) 0.69288(13) 0.0277(3) Uani 1 1 d . . . . .
N1 N 0.0289(2) 0.78541(9) 0.51276(15) 0.0207(3) Uani 1 1 d . . . . .
C1 C 0.1272(2) 0.71374(10) 0.48563(15) 0.0174(3) Uani 1 1 d . . . . .
H1A H 0.2311 0.7283 0.4492 0.021 Uiso 1 1 calc R . . . .
H1B H 0.0448 0.6830 0.4200 0.021 Uiso 1 1 calc R . . . .
C2 C 0.1955(2) 0.66473(9) 0.60867(14) 0.0138(3) Uani 1 1 d . . . . .
H2 H 0.0878 0.6491 0.6415 0.017 Uiso 1 1 calc R . . . .
C3 C 0.5472(2) 0.73926(10) 0.67175(18) 0.0217(3) Uani 1 1 d . . . . .
H3A H 0.5201 0.7261 0.5787 0.026 Uiso 1 1 calc R . . . .
H3B H 0.5745 0.7940 0.6800 0.026 Uiso 1 1 calc R . . . .
C4 C 0.7115(2) 0.69378(10) 0.74352(16) 0.0189(3) Uani 1 1 d . . . . .
C5 C 0.9533(2) 0.69135(12) 0.93487(18) 0.0242(3) Uani 1 1 d . . . . .
H5A H 1.0466 0.6837 0.8845 0.029 Uiso 1 1 calc R . . . .
H5B H 0.9182 0.6414 0.9632 0.029 Uiso 1 1 calc R . . . .
C6 C 1.0258(3) 0.74177(15) 1.0522(2) 0.0359(5) Uani 1 1 d . . . . .
H6A H 1.0589 0.7912 1.0228 0.054 Uiso 1 1 calc GR . . . .
H6B H 1.1320 0.7180 1.1070 0.054 Uiso 1 1 calc GR . . . .
H6C H 0.9328 0.7484 1.1018 0.054 Uiso 1 1 calc GR . . . .
C7 C 0.2872(2) 0.59071(9) 0.57239(14) 0.0117(2) Uani 1 1 d . . . . .
H7 H 0.4068 0.6043 0.5547 0.014 Uiso 1 1 calc R . . . .
C8 C 0.2333(2) 0.56653(10) 0.33968(15) 0.0170(3) Uani 1 1 d . . . . .
C9 C 0.1141(3) 0.52235(13) 0.22907(17) 0.0280(4) Uani 1 1 d . . . . .
H9A H 0.1182 0.4685 0.2510 0.042 Uiso 1 1 calc GR . . . .
H9B H 0.1578 0.5297 0.1498 0.042 Uiso 1 1 calc GR . . . .
H9C H -0.0100 0.5406 0.2156 0.042 Uiso 1 1 calc GR . . . .
C10 C 0.3156(2) 0.52858(8) 0.67880(14) 0.0107(2) Uani 1 1 d . . . . .
H10 H 0.3988 0.5474 0.7593 0.013 Uiso 1 1 calc R . . . .
C11 C 0.1249(2) 0.51122(9) 0.83471(14) 0.0132(3) Uani 1 1 d . . . . .
C12 C -0.0483(2) 0.47232(10) 0.84905(16) 0.0178(3) Uani 1 1 d . . . . .
H12A H -0.1517 0.4973 0.7932 0.027 Uiso 1 1 calc GR . . . .
H12B H -0.0590 0.4756 0.9392 0.027 Uiso 1 1 calc GR . . . .
H12C H -0.0454 0.4191 0.8240 0.027 Uiso 1 1 calc GR . . . .
C13 C 0.3926(2) 0.45460(9) 0.63063(14) 0.0110(2) Uani 1 1 d . . . . .
H13 H 0.3087 0.4369 0.5496 0.013 Uiso 1 1 calc R . . . .
C14 C 0.5887(2) 0.46200(9) 0.47660(14) 0.0138(3) Uani 1 1 d . . . . .
C15 C 0.7561(2) 0.50177(11) 0.45304(16) 0.0185(3) Uani 1 1 d . . . . .
H15A H 0.7277 0.5548 0.4306 0.028 Uiso 1 1 calc GR . . . .
H15B H 0.7960 0.4768 0.3819 0.028 Uiso 1 1 calc GR . . . .
H15C H 0.8521 0.4993 0.5316 0.028 Uiso 1 1 calc GR . . . .
C16 C 0.4200(2) 0.39004(9) 0.73210(14) 0.0117(2) Uani 1 1 d . . . . .
H16 H 0.3001 0.3739 0.7461 0.014 Uiso 1 1 calc R . . . .
C17 C 0.4772(2) 0.39612(10) 0.96712(15) 0.0164(3) Uani 1 1 d . . . . .
C18 C 0.6076(3) 0.42617(12) 1.08743(16) 0.0243(4) Uani 1 1 d . . . . .
H18A H 0.7115 0.3923 1.1102 0.037 Uiso 1 1 calc GR . . . .
H18B H 0.5465 0.4286 1.1594 0.037 Uiso 1 1 calc GR . . . .
H18C H 0.6482 0.4768 1.0698 0.037 Uiso 1 1 calc GR . . . .
C19 C 0.5152(2) 0.32095(9) 0.68692(15) 0.0159(3) Uani 1 1 d . . . . .
H19A H 0.4417 0.3013 0.6045 0.019 Uiso 1 1 calc R . . . .
H19B H 0.6336 0.3365 0.6719 0.019 Uiso 1 1 calc R . . . .
C20 C 0.3996(2) 0.21193(10) 0.78006(15) 0.0163(3) Uani 1 1 d . . . . .
C21 C 0.4358(3) 0.15824(10) 0.89582(17) 0.0208(3) Uani 1 1 d . . . . .
H21A H 0.5544 0.1349 0.9043 0.031 Uiso 1 1 calc GR . . . .
H21B H 0.3433 0.1188 0.8827 0.031 Uiso 1 1 calc GR . . . .
H21C H 0.4328 0.1866 0.9746 0.031 Uiso 1 1 calc GR . . . .


_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 C2 1.8235(16) . ?
S1 C3 1.8310(18) . ?
O1 N1 1.226(2) . ?
O2 N1 1.213(2) . ?
O3 C4 1.340(2) . ?
O3 C5 1.457(2) . ?
O4 C4 1.202(2) . ?
O5 C7 1.4541(17) . ?
O5 C8 1.3651(18) . ?
O6 C8 1.199(2) . ?
O7 C10 1.4417(17) . ?
O7 C11 1.3671(16) . ?
O8 C11 1.203(2) . ?
O9 C13 1.4459(17) . ?
O9 C14 1.3609(17) . ?
O10 C14 1.208(2) . ?
O11 C16 1.4453(17) . ?
O11 C17 1.3637(18) . ?
O12 C17 1.201(2) . ?
O13 C19 1.4403(19) . ?
O13 C20 1.346(2) . ?
O14 C20 1.203(2) . ?
N1 C1 1.501(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.525(2) . ?
C2 H2 0.9800 . ?
C2 C7 1.540(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.508(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.500(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7 0.9800 . ?
C7 C10 1.524(2) . ?
C8 C9 1.498(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10 0.9800 . ?
C10 C13 1.534(2) . ?
C11 C12 1.496(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C16 1.520(2) . ?
C14 C15 1.495(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16 0.9800 . ?
C16 C19 1.519(2) . ?
C17 C18 1.497(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.497(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
C2 S1 C3 103.45(8) . . ?
C4 O3 C5 115.87(13) . . ?
C8 O5 C7 116.59(12) . . ?
C11 O7 C10 117.62(11) . . ?
C14 O9 C13 117.70(12) . . ?
C17 O11 C16 116.32(12) . . ?
C20 O13 C19 116.69(12) . . ?
O1 N1 C1 116.16(15) . . ?
O2 N1 O1 124.49(16) . . ?
O2 N1 C1 119.29(14) . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
N1 C1 C2 112.90(13) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
S1 C2 H2 107.4 . . ?
C1 C2 S1 112.58(11) . . ?
C1 C2 H2 107.4 . . ?
C1 C2 C7 110.01(12) . . ?
C7 C2 S1 111.72(10) . . ?
C7 C2 H2 107.4 . . ?
S1 C3 H3A 109.6 . . ?
S1 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 S1 110.25(11) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
O3 C4 C3 110.34(15) . . ?
O4 C4 O3 124.64(16) . . ?
O4 C4 C3 125.01(16) . . ?
O3 C5 H5A 110.3 . . ?
O3 C5 H5B 110.3 . . ?
O3 C5 C6 107.27(15) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.3 . . ?
C6 C5 H5B 110.3 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O5 C7 C2 109.61(12) . . ?
O5 C7 H7 108.7 . . ?
O5 C7 C10 107.02(12) . . ?
C2 C7 H7 108.7 . . ?
C10 C7 C2 114.08(11) . . ?
C10 C7 H7 108.7 . . ?
O5 C8 C9 110.60(14) . . ?
O6 C8 O5 123.16(15) . . ?
O6 C8 C9 126.23(15) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O7 C10 C7 110.14(11) . . ?
O7 C10 H10 110.1 . . ?
O7 C10 C13 105.51(11) . . ?
C7 C10 H10 110.1 . . ?
C7 C10 C13 110.79(11) . . ?
C13 C10 H10 110.1 . . ?
O7 C11 C12 109.99(13) . . ?
O8 C11 O7 123.41(14) . . ?
O8 C11 C12 126.59(14) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O9 C13 C10 105.53(11) . . ?
O9 C13 H13 109.1 . . ?
O9 C13 C16 110.91(12) . . ?
C10 C13 H13 109.1 . . ?
C16 C13 C10 113.01(11) . . ?
C16 C13 H13 109.1 . . ?
O9 C14 C15 110.92(13) . . ?
O10 C14 O9 122.87(14) . . ?
O10 C14 C15 126.17(14) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O11 C16 C13 109.50(12) . . ?
O11 C16 H16 109.1 . . ?
O11 C16 C19 108.59(12) . . ?
C13 C16 H16 109.1 . . ?
C19 C16 C13 111.44(12) . . ?
C19 C16 H16 109.1 . . ?
O11 C17 C18 110.79(14) . . ?
O12 C17 O11 123.40(14) . . ?
O12 C17 C18 125.81(15) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O13 C19 C16 109.78(12) . . ?
O13 C19 H19A 109.7 . . ?
O13 C19 H19B 109.7 . . ?
C16 C19 H19A 109.7 . . ?
C16 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
O13 C20 C21 111.11(13) . . ?
O14 C20 O13 123.21(15) . . ?
O14 C20 C21 125.67(16) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
