# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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. 
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data_131205_s1_lh
_database_code_depnum_ccdc_archive 'CCDC 1425306'
_audit_update_record             
;
2015-09-17 deposited with the CCDC.
2015-10-29 downloaded from the CCDC.
;
_audit_creation_date             2014-11-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        'tauroursodeoxycholic acid'
_chemical_formula_moiety         'C26 H44 N O6 S, H3 O, H2 O'
_chemical_formula_sum            'C26 H49 N O8 S'
_chemical_formula_weight         535.72
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3s1
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                   9.6537(4)
_cell_length_b                   8.3429(3)
_cell_length_c                   17.2850(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.145(4)
_cell_angle_gamma                90
_cell_volume                     1391.86(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1985
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.6530
_cell_measurement_theta_min      3.3860
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6228
_diffrn_reflns_point_group_measured_fraction_full 0.800
_diffrn_reflns_point_group_measured_fraction_max 0.789
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.133
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0874
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   40.00   66.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2361  178.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega   -6.00   70.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2361   38.0000  -30.0000 76

#__ type_ start__ end____ width___ exp.time_
  3 omega   -6.00   92.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2361   38.0000 -120.0000 98

#__ type_ start__ end____ width___ exp.time_
  4 omega  -39.00  -10.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.5174   57.0000 -150.0000 29
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0561367000
_diffrn_orient_matrix_UB_12      -0.0341214000
_diffrn_orient_matrix_UB_13      -0.0213578000
_diffrn_orient_matrix_UB_21      -0.0426937000
_diffrn_orient_matrix_UB_22      0.0074200000
_diffrn_orient_matrix_UB_23      0.0327249000
_diffrn_orient_matrix_UB_31      -0.0206617000
_diffrn_orient_matrix_UB_32      0.0775232000
_diffrn_orient_matrix_UB_33      -0.0125370000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.476
_reflns_Friedel_fraction_full    0.571
_reflns_Friedel_fraction_max     0.548
_reflns_number_gt                3691
_reflns_number_total             4487
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 1056 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.04(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4487
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0424
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0413P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0938
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H2-H15a
 1.92 with sigma of 0.002
 O7-H7d
 0.89 with sigma of 0.002
3.a Ternary CH refined with riding coordinates:
 C6(H6), C17(H17), C10(H10), C9(H9), C14(H14), C4(H4), C21(H21), C8(H8)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C25(H25a,H25b), C26(H26a,H26b), C7(H7a,H7b), C23(H23a,H23b),
 C16(H16a,H16b), C12(H12a,H12b), C15(H15a,H15b), C5(H5a,H5b), C22(H22a,H22b),
 C11(H11a,H11b), C3(H3a,H3b)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1a)
3.d Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C18(H18a,H18b,H18c)
3.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.32911(9) 0.46615(11) 1.01250(5) 0.0370(2) Uani 1 1 d . . . . .
O6 O 0.3415(2) 0.4278(3) 1.09561(13) 0.0429(6) Uani 1 1 d . . . . .
O4 O 0.2560(3) 0.6143(4) 0.99904(16) 0.0595(8) Uani 1 1 d . . . . .
O3 O 0.6961(3) 0.3459(3) 0.83531(16) 0.0511(7) Uani 1 1 d . . . . .
O1 O 0.9525(3) 0.5525(4) 0.11119(15) 0.0474(7) Uani 1 1 d . . . . .
H1 H 0.958(4) 0.482(6) 0.076(2) 0.065(14) Uiso 1 1 d . . . . .
O2 O 0.7290(3) 0.0564(3) 0.38762(15) 0.0539(7) Uani 1 1 d . . . . .
H2 H 0.7893 0.0425 0.4210 0.081 Uiso 1 1 calc DGR . . . .
O5 O 0.2766(3) 0.3301(4) 0.96925(16) 0.0606(8) Uani 1 1 d . . . . .
N1 N 0.6431(3) 0.5900(4) 0.87493(16) 0.0437(8) Uani 1 1 d . . . . .
H1A H 0.6681 0.6885 0.8799 0.052 Uiso 1 1 calc R . . . .
C2 C 0.6618(4) 0.6703(5) 0.2387(2) 0.0407(9) Uani 1 1 d . . . . .
H2A H 0.5912 0.6773 0.1981 0.049 Uiso 1 1 calc R . . . .
H2B H 0.6505 0.7621 0.2724 0.049 Uiso 1 1 calc R . . . .
C24 C 0.7327(4) 0.4887(4) 0.84710(18) 0.0364(8) Uani 1 1 d . . . . .
C25 C 0.5046(4) 0.5471(5) 0.89788(19) 0.0430(9) Uani 1 1 d . . . . .
H25A H 0.4712 0.4592 0.8659 0.052 Uiso 1 1 calc R . . . .
H25B H 0.4433 0.6377 0.8894 0.052 Uiso 1 1 calc R . . . .
C6 C 0.6698(4) 0.3703(4) 0.23382(19) 0.0356(8) Uani 1 1 d . . . . .
H6 H 0.5976 0.3673 0.1932 0.043 Uiso 1 1 calc R . . . .
C17 C 0.8539(3) 0.4668(5) 0.60638(17) 0.0328(7) Uani 1 1 d . . . . .
H17 H 0.9490 0.4938 0.5925 0.039 Uiso 1 1 calc R . . . .
C26 C 0.5008(3) 0.4978(4) 0.98259(18) 0.0369(8) Uani 1 1 d . . . . .
H26A H 0.5434 0.5809 1.0143 0.044 Uiso 1 1 calc R . . . .
H26B H 0.5539 0.4001 0.9900 0.044 Uiso 1 1 calc R . . . .
C1 C 0.6369(3) 0.5164(4) 0.28599(18) 0.0340(8) Uani 1 1 d . . . . .
C7 C 0.6591(4) 0.2136(4) 0.2783(2) 0.0407(9) Uani 1 1 d . . . . .
H7A H 0.6882 0.1264 0.2453 0.049 Uiso 1 1 calc R . . . .
H7B H 0.5630 0.1953 0.2910 0.049 Uiso 1 1 calc R . . . .
C23 C 0.8754(4) 0.5466(5) 0.82887(19) 0.0438(9) Uani 1 1 d . . . . .
H23A H 0.9408 0.5038 0.8668 0.053 Uiso 1 1 calc R . . . .
H23B H 0.8778 0.6626 0.8328 0.053 Uiso 1 1 calc R . . . .
C16 C 0.8463(4) 0.2814(5) 0.6153(2) 0.0425(9) Uani 1 1 d . . . . .
H16A H 0.9375 0.2381 0.6272 0.051 Uiso 1 1 calc R . . . .
H16B H 0.7848 0.2530 0.6568 0.051 Uiso 1 1 calc R . . . .
C12 C 0.7914(4) 0.6528(4) 0.4886(2) 0.0408(9) Uani 1 1 d . . . . .
H12A H 0.7674 0.7457 0.5193 0.049 Uiso 1 1 calc R . . . .
H12B H 0.8899 0.6575 0.4788 0.049 Uiso 1 1 calc R . . . .
C19 C 0.6061(3) 0.4990(5) 0.55768(19) 0.0433(9) Uani 1 1 d . . . . .
H19A H 0.5478 0.4902 0.5122 0.065 Uiso 1 1 calc GR . . . .
H19B H 0.5852 0.5966 0.5844 0.065 Uiso 1 1 calc GR . . . .
H19C H 0.5899 0.4093 0.5911 0.065 Uiso 1 1 calc GR . . . .
C10 C 0.7289(3) 0.5092(4) 0.36067(17) 0.0300(7) Uani 1 1 d . . . . .
H10 H 0.8252 0.5103 0.3437 0.036 Uiso 1 1 calc R . . . .
C20 C 0.8295(5) 0.7377(5) 0.6750(2) 0.0544(11) Uani 1 1 d . . . . .
H20A H 0.9174 0.7681 0.6545 0.082 Uiso 1 1 calc GR . . . .
H20B H 0.8191 0.7853 0.7251 0.082 Uiso 1 1 calc GR . . . .
H20C H 0.7564 0.7742 0.6409 0.082 Uiso 1 1 calc GR . . . .
C15 C 0.7906(4) 0.2134(4) 0.5375(2) 0.0411(9) Uani 1 1 d . . . . .
H15A H 0.8487 0.1267 0.5196 0.049 Uiso 1 1 calc DR . . . .
H15B H 0.6966 0.1741 0.5425 0.049 Uiso 1 1 calc R . . . .
C18 C 0.4817(3) 0.5149(6) 0.3050(2) 0.0536(11) Uani 1 1 d . . . . .
H18A H 0.4641 0.4316 0.3418 0.080 Uiso 1 1 calc GR . . . .
H18B H 0.4281 0.4957 0.2585 0.080 Uiso 1 1 calc GR . . . .
H18C H 0.4562 0.6166 0.3264 0.080 Uiso 1 1 calc GR . . . .
C9 C 0.7097(3) 0.3501(4) 0.40594(18) 0.0285(7) Uani 1 1 d . . . . .
H9 H 0.6117 0.3402 0.4188 0.034 Uiso 1 1 calc R . . . .
C5 C 0.8091(4) 0.3841(4) 0.19273(19) 0.0371(9) Uani 1 1 d . . . . .
H5A H 0.8840 0.3778 0.2309 0.044 Uiso 1 1 calc R . . . .
H5B H 0.8187 0.2946 0.1574 0.044 Uiso 1 1 calc R . . . .
C14 C 0.7950(3) 0.3562(4) 0.48191(18) 0.0296(7) Uani 1 1 d . . . . .
H14 H 0.8920 0.3694 0.4675 0.036 Uiso 1 1 calc R . . . .
C22 C 0.9202(3) 0.4969(5) 0.74786(17) 0.0407(9) Uani 1 1 d . . . . .
H22A H 0.9257 0.3809 0.7458 0.049 Uiso 1 1 calc R . . . .
H22B H 1.0123 0.5389 0.7391 0.049 Uiso 1 1 calc R . . . .
C11 C 0.7112(4) 0.6580(4) 0.4118(2) 0.0435(10) Uani 1 1 d . . . . .
H11A H 0.7406 0.7516 0.3831 0.052 Uiso 1 1 calc R . . . .
H11B H 0.6135 0.6711 0.4223 0.052 Uiso 1 1 calc R . . . .
C13 C 0.7594(3) 0.5004(4) 0.53403(17) 0.0301(8) Uani 1 1 d . . . . .
C4 C 0.8208(4) 0.5383(5) 0.14850(19) 0.0373(8) Uani 1 1 d . . . . .
H4 H 0.7471 0.5412 0.1087 0.045 Uiso 1 1 calc R . . . .
C3 C 0.8029(4) 0.6811(4) 0.20184(19) 0.0395(9) Uani 1 1 d . . . . .
H3A H 0.8752 0.6809 0.2417 0.047 Uiso 1 1 calc R . . . .
H3B H 0.8099 0.7800 0.1726 0.047 Uiso 1 1 calc R . . . .
C21 C 0.8226(3) 0.5551(5) 0.68225(18) 0.0372(9) Uani 1 1 d . . . . .
H21 H 0.7279 0.5271 0.6965 0.045 Uiso 1 1 calc R . . . .
C8 C 0.7468(4) 0.2110(4) 0.35281(19) 0.0359(8) Uani 1 1 d . . . . .
H8 H 0.8443 0.2222 0.3390 0.043 Uiso 1 1 calc R . . . .
O7 O 0.8208(3) 0.0954(3) 0.81717(16) 0.0423(7) Uani 1 1 d D . . . .
H7C H 0.903(5) 0.093(6) 0.845(3) 0.079(17) Uiso 1 1 d . . . . .
H7D H 0.788(5) 0.195(2) 0.817(3) 0.099(19) Uiso 1 1 d D . . . .
O8 O 0.9707(5) 0.3249(6) 1.0055(3) 0.0867(14) Uani 1 1 d . . . . .
H8A H 1.029(5) 0.320(6) 0.981(3) 0.066(18) Uiso 1 1 d . . . . .
H8B H 0.919(7) 0.240(9) 1.002(3) 0.12(3) Uiso 1 1 d . . . . .
H7E H 0.763(4) 0.027(6) 0.843(2) 0.067(14) Uiso 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 O6 1.474(2) . ?
S1 O4 1.440(3) . ?
S1 O5 1.446(3) . ?
S1 C26 1.766(3) . ?
O3 C24 1.259(4) . ?
O1 H1 0.84(4) . ?
O1 C4 1.442(4) . ?
O2 H2 0.8200 . ?
O2 C8 1.435(4) . ?
N1 H1A 0.8600 . ?
N1 C24 1.308(4) . ?
N1 C25 1.447(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.544(5) . ?
C2 C3 1.518(5) . ?
C24 C23 1.500(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.522(4) . ?
C6 H6 0.9800 . ?
C6 C1 1.552(5) . ?
C6 C7 1.522(5) . ?
C6 C5 1.537(5) . ?
C17 H17 0.9800 . ?
C17 C16 1.556(5) . ?
C17 C13 1.558(4) . ?
C17 C21 1.539(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C1 C10 1.553(4) . ?
C1 C18 1.540(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.527(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.531(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C15 1.546(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.523(5) . ?
C12 C13 1.530(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 C13 1.544(4) . ?
C10 H10 0.9800 . ?
C10 C9 1.554(4) . ?
C10 C11 1.536(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 C21 1.530(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.531(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C9 H9 0.9800 . ?
C9 C14 1.537(4) . ?
C9 C8 1.527(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.502(5) . ?
C14 H14 0.9800 . ?
C14 C13 1.545(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C21 1.538(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C4 H4 0.9800 . ?
C4 C3 1.518(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C21 H21 0.9800 . ?
C8 H8 0.9800 . ?
O7 H7C 0.92(5) . ?
O7 H7D 0.890(3) . ?
O7 H7E 0.92(5) . ?
O8 H8A 0.72(5) . ?
O8 H8B 0.87(8) . ?

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
O6 S1 C26 105.05(15) . . ?
O4 S1 O6 111.95(16) . . ?
O4 S1 O5 115.14(18) . . ?
O4 S1 C26 106.52(18) . . ?
O5 S1 O6 110.74(16) . . ?
O5 S1 C26 106.70(17) . . ?
C4 O1 H1 109(3) . . ?
C8 O2 H2 109.5 . . ?
C24 N1 H1A 117.9 . . ?
C24 N1 C25 124.2(3) . . ?
C25 N1 H1A 117.9 . . ?
H2A C2 H2B 107.5 . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C3 C2 C1 115.0(3) . . ?
O3 C24 N1 119.1(3) . . ?
O3 C24 C23 121.8(3) . . ?
N1 C24 C23 119.1(3) . . ?
N1 C25 H25A 109.3 . . ?
N1 C25 H25B 109.3 . . ?
N1 C25 C26 111.8(3) . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C1 C6 H6 106.6 . . ?
C7 C6 H6 106.6 . . ?
C7 C6 C1 111.4(3) . . ?
C7 C6 C5 111.5(3) . . ?
C5 C6 H6 106.6 . . ?
C5 C6 C1 113.6(3) . . ?
C16 C17 H17 107.4 . . ?
C16 C17 C13 103.3(3) . . ?
C13 C17 H17 107.4 . . ?
C21 C17 H17 107.4 . . ?
C21 C17 C16 112.4(3) . . ?
C21 C17 C13 118.4(3) . . ?
S1 C26 H26A 109.4 . . ?
S1 C26 H26B 109.4 . . ?
C25 C26 S1 111.3(2) . . ?
C25 C26 H26A 109.4 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C2 C1 C6 108.0(3) . . ?
C2 C1 C10 112.3(3) . . ?
C6 C1 C10 109.4(3) . . ?
C18 C1 C2 106.4(3) . . ?
C18 C1 C6 109.2(3) . . ?
C18 C1 C10 111.4(3) . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
C6 C7 C8 113.4(3) . . ?
H7A C7 H7B 107.7 . . ?
C8 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C24 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C24 C23 C22 112.5(3) . . ?
H23A C23 H23B 107.8 . . ?
C22 C23 H23A 109.1 . . ?
C22 C23 H23B 109.1 . . ?
C17 C16 H16A 110.3 . . ?
C17 C16 H16B 110.3 . . ?
H16A C16 H16B 108.5 . . ?
C15 C16 C17 107.2(3) . . ?
C15 C16 H16A 110.3 . . ?
C15 C16 H16B 110.3 . . ?
H12A C12 H12B 108.0 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C11 C12 C13 111.5(3) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
C1 C10 H10 106.4 . . ?
C1 C10 C9 112.3(3) . . ?
C9 C10 H10 106.4 . . ?
C11 C10 C1 112.2(3) . . ?
C11 C10 H10 106.4 . . ?
C11 C10 C9 112.6(2) . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
C16 C15 H15A 110.9 . . ?
C16 C15 H15B 110.9 . . ?
H15A C15 H15B 108.9 . . ?
C14 C15 C16 104.3(3) . . ?
C14 C15 H15A 110.9 . . ?
C14 C15 H15B 110.9 . . ?
C1 C18 H18A 109.5 . . ?
C1 C18 H18B 109.5 . . ?
C1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C9 H9 108.2 . . ?
C14 C9 C10 109.6(3) . . ?
C14 C9 H9 108.2 . . ?
C8 C9 C10 108.3(2) . . ?
C8 C9 H9 108.2 . . ?
C8 C9 C14 114.3(3) . . ?
C6 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C4 C5 C6 112.0(3) . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C15 C14 C9 119.3(3) . . ?
C15 C14 H14 106.6 . . ?
C15 C14 C13 103.3(2) . . ?
C9 C14 H14 106.6 . . ?
C9 C14 C13 113.7(3) . . ?
C13 C14 H14 106.6 . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C23 C22 C21 114.1(3) . . ?
H22A C22 H22B 107.6 . . ?
C21 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C12 C11 C10 114.7(3) . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C10 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C12 C13 C17 116.2(3) . . ?
C12 C13 C19 110.3(3) . . ?
C12 C13 C14 107.3(3) . . ?
C19 C13 C17 109.6(2) . . ?
C19 C13 C14 112.0(3) . . ?
C14 C13 C17 101.2(3) . . ?
O1 C4 C5 111.9(3) . . ?
O1 C4 H4 108.5 . . ?
O1 C4 C3 108.6(3) . . ?
C5 C4 H4 108.5 . . ?
C5 C4 C3 110.6(3) . . ?
C3 C4 H4 108.5 . . ?
C2 C3 C4 108.7(3) . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C17 C21 H21 107.5 . . ?
C20 C21 C17 113.4(3) . . ?
C20 C21 C22 110.3(3) . . ?
C20 C21 H21 107.5 . . ?
C22 C21 C17 110.5(3) . . ?
C22 C21 H21 107.5 . . ?
O2 C8 C7 107.3(3) . . ?
O2 C8 C9 113.6(3) . . ?
O2 C8 H8 108.2 . . ?
C7 C8 C9 111.3(3) . . ?
C7 C8 H8 108.2 . . ?
C9 C8 H8 108.2 . . ?
H7C O7 H7D 109(5) . . ?
H7C O7 H7E 105(4) . . ?
H7D O7 H7E 111(4) . . ?
H8A O8 H8B 112(6) . . ?

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
O6 S1 C26 C25 -177.2(3) . . . . ?
O4 S1 C26 C25 -58.3(3) . . . . ?
O3 C24 C23 C22 48.3(5) . . . . ?
O1 C4 C3 C2 177.7(3) . . . . ?
O5 S1 C26 C25 65.2(3) . . . . ?
N1 C24 C23 C22 -130.7(3) . . . . ?
N1 C25 C26 S1 173.8(3) . . . . ?
C2 C1 C10 C9 -176.9(3) . . . . ?
C2 C1 C10 C11 55.0(4) . . . . ?
C24 N1 C25 C26 90.0(4) . . . . ?
C24 C23 C22 C21 57.6(4) . . . . ?
C25 N1 C24 O3 3.8(5) . . . . ?
C25 N1 C24 C23 -177.2(3) . . . . ?
C6 C1 C10 C9 -56.9(4) . . . . ?
C6 C1 C10 C11 174.9(3) . . . . ?
C6 C7 C8 O2 -178.9(3) . . . . ?
C6 C7 C8 C9 56.3(4) . . . . ?
C6 C5 C4 O1 178.9(3) . . . . ?
C6 C5 C4 C3 57.6(4) . . . . ?
C17 C16 C15 C14 10.8(4) . . . . ?
C1 C2 C3 C4 58.7(4) . . . . ?
C1 C6 C7 C8 -53.6(4) . . . . ?
C1 C6 C5 C4 -53.2(4) . . . . ?
C1 C10 C9 C14 -175.8(3) . . . . ?
C1 C10 C9 C8 58.9(3) . . . . ?
C1 C10 C11 C12 176.0(3) . . . . ?
C7 C6 C1 C2 175.4(3) . . . . ?
C7 C6 C1 C10 52.8(4) . . . . ?
C7 C6 C1 C18 -69.4(3) . . . . ?
C7 C6 C5 C4 179.9(3) . . . . ?
C23 C22 C21 C17 -166.0(3) . . . . ?
C23 C22 C21 C20 67.8(4) . . . . ?
C16 C17 C13 C12 -154.2(3) . . . . ?
C16 C17 C13 C19 80.1(3) . . . . ?
C16 C17 C13 C14 -38.3(3) . . . . ?
C16 C17 C21 C20 180.0(3) . . . . ?
C16 C17 C21 C22 55.5(4) . . . . ?
C16 C15 C14 C9 -162.5(3) . . . . ?
C16 C15 C14 C13 -35.1(3) . . . . ?
C10 C9 C14 C15 178.9(3) . . . . ?
C10 C9 C14 C13 56.5(3) . . . . ?
C10 C9 C8 O2 -178.2(3) . . . . ?
C10 C9 C8 C7 -57.0(4) . . . . ?
C15 C14 C13 C17 45.9(3) . . . . ?
C15 C14 C13 C12 168.1(3) . . . . ?
C15 C14 C13 C19 -70.8(3) . . . . ?
C18 C1 C10 C9 63.9(4) . . . . ?
C18 C1 C10 C11 -64.2(4) . . . . ?
C9 C10 C11 C12 48.1(4) . . . . ?
C9 C14 C13 C17 176.6(3) . . . . ?
C9 C14 C13 C12 -61.2(3) . . . . ?
C9 C14 C13 C19 60.0(4) . . . . ?
C5 C6 C1 C2 48.5(4) . . . . ?
C5 C6 C1 C10 -74.1(3) . . . . ?
C5 C6 C1 C18 163.8(3) . . . . ?
C5 C6 C7 C8 74.4(4) . . . . ?
C5 C4 C3 C2 -59.1(4) . . . . ?
C14 C9 C8 O2 59.3(4) . . . . ?
C14 C9 C8 C7 -179.4(3) . . . . ?
C11 C12 C13 C17 169.7(3) . . . . ?
C11 C12 C13 C19 -64.9(4) . . . . ?
C11 C12 C13 C14 57.3(4) . . . . ?
C11 C10 C9 C14 -47.9(4) . . . . ?
C11 C10 C9 C8 -173.1(3) . . . . ?
C13 C17 C16 C15 17.3(4) . . . . ?
C13 C17 C21 C20 -59.6(4) . . . . ?
C13 C17 C21 C22 175.9(3) . . . . ?
C13 C12 C11 C10 -53.4(4) . . . . ?
C3 C2 C1 C6 -52.6(4) . . . . ?
C3 C2 C1 C10 68.1(4) . . . . ?
C3 C2 C1 C18 -169.8(3) . . . . ?
C21 C17 C16 C15 146.1(3) . . . . ?
C21 C17 C13 C12 80.9(4) . . . . ?
C21 C17 C13 C19 -44.9(4) . . . . ?
C21 C17 C13 C14 -163.3(3) . . . . ?
C8 C9 C14 C15 -59.4(4) . . . . ?
C8 C9 C14 C13 178.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_colour            'white translucent'
_exptl_crystal_description       prismatic
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
