# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_uvic1407a
_database_code_depnum_ccdc_archive 'CCDC 1025137'
_audit_update_record             
;
2014-09-18 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H23 Cl O5 S'
_chemical_formula_sum            'C23 H23 Cl O5 S'
_chemical_formula_weight         446.92

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.4489(15)
_cell_length_b                   15.1178(15)
_cell_length_c                   14.8599(12)
_cell_angle_alpha                90
_cell_angle_beta                 120.899(4)
_cell_angle_gamma                90
_cell_volume                     4134.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    5628
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      25.69

_exptl_crystal_description       tablet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             1872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.320
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8379
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            31813
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.743
_diffrn_reflns_theta_max         26.376
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4240
_reflns_number_gt                3173
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX-II v2013-10.0'
_computing_cell_refinement       'Bruker SAINT v8.32B'
_computing_data_reduction        'Bruker SAINT v8.32B'
_computing_structure_solution    'SHELXT-2014/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'

_refine_special_details          
;
Residual electron density was observed near C6 (approx. 1.7 Å from C6)
nearly co-planar with the five-membered ring (as appropriate for the 
presence of a double bond in the ring). It was decided to include this
peak as a partial occupancy chlorine. A hydrogen was included on C5 as a
counterpoint to this. The occupancies were refined and summed to unity
yielding a 0.95:0.05 ratio. Inclusion of this Fourier peak as a partial
occupancy Cl significantly improved the overall model, reducing wR2 from 
0.1478 to 0.0898 and R1 from  0.0449 to 0.0383.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+3.0297P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4240
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0819
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.45773(3) 0.66809(4) 0.61442(4) 0.02306(17) Uani 0.9426(17) 1 d . . P A
1
Cl1A Cl 0.3822(7) 0.7726(9) 0.7004(10) 0.055(4) Uiso 0.0574(17) 1 d . . P A 2
S1 S 0.35814(3) 0.50892(3) 0.71437(4) 0.01797(13) Uani 1 1 d . . . . .
O1 O 0.29030(8) 0.46372(9) 0.67466(11) 0.0255(4) Uani 1 1 d . . . . .
O2 O 0.42013(8) 0.47304(10) 0.80622(11) 0.0271(4) Uani 1 1 d . . . . .
O3 O 0.24675(8) 0.63388(9) 0.46957(12) 0.0198(3) Uani 1 1 d . . . . .
H3O H 0.2163(15) 0.6087(19) 0.417(2) 0.053(9) Uiso 1 1 d . . . . .
O4 O 0.40360(8) 0.13636(9) 0.44181(12) 0.0277(4) Uani 1 1 d . . . . .
O5 O 0.37885(8) 1.03284(9) 0.17833(11) 0.0258(4) Uani 1 1 d . . . . .
C1 C 0.38016(10) 0.52509(12) 0.61413(14) 0.0155(4) Uani 1 1 d . . . . .
H1 H 0.4310 0.5065 0.6408 0.019 Uiso 1 1 calc R U . . .
C2 C 0.32965(10) 0.47834(12) 0.50963(14) 0.0156(4) Uani 1 1 d . . . . .
H2 H 0.2811 0.4730 0.5017 0.019 Uiso 1 1 calc R U . . .
C3 C 0.32473(11) 0.54695(12) 0.43059(15) 0.0159(4) Uani 1 1 d . . . . .
H3A H 0.3693 0.5476 0.4275 0.019 Uiso 1 1 calc R U . . .
H3B H 0.2833 0.5348 0.3604 0.019 Uiso 1 1 calc R U . . .
C4 C 0.31475(10) 0.63397(13) 0.47268(15) 0.0162(4) Uani 1 1 d . . . . .
C5 C 0.37297(11) 0.62547(13) 0.59199(15) 0.0167(4) Uani 1 1 d . . . . .
H5 H 0.4199 0.6483 0.6041 0.020 Uiso 0.0574(17) 1 calc R U P A 2
C6 C 0.35532(11) 0.67098(14) 0.66536(15) 0.0211(5) Uani 1 1 d . . . . .
H6 H 0.3501 0.7328 0.6645 0.025 Uiso 0.9426(17) 1 calc R U P A 1
C7 C 0.34746(11) 0.62091(14) 0.73120(15) 0.0202(5) Uani 1 1 d . . . . .
H7 H 0.3373 0.6429 0.7815 0.024 Uiso 1 1 calc R U . . .
C8 C 0.35336(11) 0.38747(13) 0.49758(14) 0.0156(4) Uani 1 1 d . . . . .
C9 C 0.30214(11) 0.32052(13) 0.45385(15) 0.0198(4) Uani 1 1 d . . . . .
H9 H 0.2541 0.3319 0.4363 0.024 Uiso 1 1 calc R U . . .
C10 C 0.31994(11) 0.23783(13) 0.43552(16) 0.0231(5) Uani 1 1 d . . . . .
H10 H 0.2843 0.1935 0.4051 0.028 Uiso 1 1 calc R U . . .
C11 C 0.39054(11) 0.22035(13) 0.46216(15) 0.0185(4) Uani 1 1 d . . . . .
C12 C 0.44304(11) 0.28569(13) 0.50718(15) 0.0198(4) Uani 1 1 d . . . . .
H12 H 0.4913 0.2737 0.5264 0.024 Uiso 1 1 calc R U . . .
C13 C 0.42378(11) 0.36871(13) 0.52354(15) 0.0191(4) Uani 1 1 d . . . . .
H13 H 0.4592 0.4133 0.5529 0.023 Uiso 1 1 calc R U . . .
C14 C 0.47332(12) 0.11902(15) 0.4572(2) 0.0372(6) Uani 1 1 d . . . . .
H14A H 0.4744 0.0596 0.4334 0.056 Uiso 1 1 calc R U . . .
H14B H 0.5096 0.1243 0.5311 0.056 Uiso 1 1 calc R U . . .
H14C H 0.4837 0.1613 0.4176 0.056 Uiso 1 1 calc R U . . .
C15 C 0.32061(11) 0.71661(13) 0.42314(15) 0.0181(4) Uani 1 1 d . . . . .
H15 H 0.3076 0.7697 0.4421 0.022 Uiso 1 1 calc R U . . .
C16 C 0.34253(11) 0.72192(13) 0.35480(15) 0.0187(4) Uani 1 1 d . . . . .
H16 H 0.3529 0.6682 0.3332 0.022 Uiso 1 1 calc R U . . .
C17 C 0.35238(10) 0.80292(13) 0.30919(14) 0.0167(4) Uani 1 1 d . . . . .
C18 C 0.33298(10) 0.88624(13) 0.32723(14) 0.0166(4) Uani 1 1 d . . . . .
H18 H 0.3123 0.8913 0.3695 0.020 Uiso 1 1 calc R U . . .
C19 C 0.34363(10) 0.96091(13) 0.28436(15) 0.0187(4) Uani 1 1 d . . . . .
H19 H 0.3310 1.0166 0.2983 0.022 Uiso 1 1 calc R U . . .
C20 C 0.37302(11) 0.95436(13) 0.22051(15) 0.0193(4) Uani 1 1 d . . . . .
C21 C 0.39381(11) 0.87273(14) 0.20255(16) 0.0216(5) Uani 1 1 d . . . . .
H21 H 0.4149 0.8679 0.1608 0.026 Uiso 1 1 calc R U . . .
C22 C 0.38301(11) 0.79830(14) 0.24698(15) 0.0205(5) Uani 1 1 d . . . . .
H22 H 0.3969 0.7428 0.2345 0.025 Uiso 1 1 calc R U . . .
C23 C 0.40685(14) 1.02841(17) 0.1100(2) 0.0387(6) Uani 1 1 d . . . . .
H23A H 0.4095 1.0875 0.0869 0.058 Uiso 1 1 calc R U . . .
H23B H 0.3751 0.9922 0.0496 0.058 Uiso 1 1 calc R U . . .
H23C H 0.4550 1.0024 0.1469 0.058 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C5 1.791(2) . ?
Cl1A C6 1.630(13) . ?
S1 O1 1.4319(15) . ?
S1 O2 1.4357(15) . ?
S1 C7 1.744(2) . ?
S1 C1 1.7956(19) . ?
O3 C4 1.435(2) . ?
O4 C11 1.367(2) . ?
O4 C14 1.416(3) . ?
O5 C20 1.377(2) . ?
O5 C23 1.422(3) . ?
C1 C2 1.535(3) . ?
C1 C5 1.544(3) . ?
C2 C8 1.507(3) . ?
C2 C3 1.530(3) . ?
C3 C4 1.518(3) . ?
C4 C15 1.488(3) . ?
C4 C5 1.564(3) . ?
C5 C6 1.493(3) . ?
C6 C7 1.314(3) . ?
C8 C13 1.383(3) . ?
C8 C9 1.386(3) . ?
C9 C10 1.375(3) . ?
C10 C11 1.380(3) . ?
C11 C12 1.385(3) . ?
C12 C13 1.381(3) . ?
C15 C16 1.322(3) . ?
C16 C17 1.467(3) . ?
C17 C22 1.384(3) . ?
C17 C18 1.395(3) . ?
C18 C19 1.372(3) . ?
C19 C20 1.386(3) . ?
C20 C21 1.384(3) . ?
C21 C22 1.383(3) . ?
O3 H3O 0.81(3) . ?
C1 H1 0.9900 . ?
C2 H2 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C5 H5 0.9900 . ?
C6 H6 0.9400 . ?
C7 H7 0.9400 . ?
C9 H9 0.9400 . ?
C10 H10 0.9400 . ?
C12 H12 0.9400 . ?
C13 H13 0.9400 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C18 H18 0.9400 . ?
C19 H19 0.9400 . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 117.42(9) . . ?
O1 S1 C7 109.99(9) . . ?
O2 S1 C7 110.87(9) . . ?
O1 S1 C1 111.56(9) . . ?
O2 S1 C1 109.29(9) . . ?
C7 S1 C1 95.55(9) . . ?
C11 O4 C14 117.10(16) . . ?
C20 O5 C23 117.05(17) . . ?
C2 C1 C5 107.19(15) . . ?
C2 C1 S1 115.27(13) . . ?
C5 C1 S1 105.70(13) . . ?
C8 C2 C3 114.91(16) . . ?
C8 C2 C1 115.71(16) . . ?
C3 C2 C1 101.49(15) . . ?
C4 C3 C2 103.89(15) . . ?
O3 C4 C15 109.12(15) . . ?
O3 C4 C3 109.99(16) . . ?
C15 C4 C3 117.27(16) . . ?
O3 C4 C5 104.06(15) . . ?
C15 C4 C5 114.13(16) . . ?
C3 C4 C5 101.33(15) . . ?
C6 C5 C1 109.42(16) . . ?
C6 C5 C4 115.84(16) . . ?
C1 C5 C4 104.87(15) . . ?
C6 C5 Cl1 108.18(13) . . ?
C1 C5 Cl1 109.46(13) . . ?
C4 C5 Cl1 108.94(13) . . ?
C7 C6 C5 117.10(18) . . ?
C7 C6 Cl1A 117.7(5) . . ?
C5 C6 Cl1A 119.1(5) . . ?
C6 C7 S1 112.08(16) . . ?
C13 C8 C9 118.06(18) . . ?
C13 C8 C2 122.74(18) . . ?
C9 C8 C2 119.12(18) . . ?
C10 C9 C8 121.54(19) . . ?
C9 C10 C11 119.53(19) . . ?
O4 C11 C10 115.71(18) . . ?
O4 C11 C12 124.13(18) . . ?
C10 C11 C12 120.16(18) . . ?
C13 C12 C11 119.38(19) . . ?
C12 C13 C8 121.32(19) . . ?
C16 C15 C4 125.77(18) . . ?
C15 C16 C17 126.72(19) . . ?
C22 C17 C18 117.70(18) . . ?
C22 C17 C16 119.81(18) . . ?
C18 C17 C16 122.49(18) . . ?
C19 C18 C17 121.10(19) . . ?
C18 C19 C20 120.12(19) . . ?
O5 C20 C21 124.53(18) . . ?
O5 C20 C19 115.43(18) . . ?
C21 C20 C19 120.03(18) . . ?
C22 C21 C20 118.93(19) . . ?
C21 C22 C17 122.09(19) . . ?
C4 O3 H3O 110(2) . . ?
C2 C1 H1 109.5 . . ?
C5 C1 H1 109.5 . . ?
S1 C1 H1 109.5 . . ?
C8 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?
C1 C2 H2 108.1 . . ?
C4 C3 H3A 111.0 . . ?
C2 C3 H3A 111.0 . . ?
C4 C3 H3B 111.0 . . ?
C2 C3 H3B 111.0 . . ?
H3A C3 H3B 109.0 . . ?
C6 C5 H5 108.8 . . ?
C1 C5 H5 108.8 . . ?
C4 C5 H5 108.8 . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C6 C7 H7 124.0 . . ?
S1 C7 H7 124.0 . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 H13 119.3 . . ?
C8 C13 H13 119.3 . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 H15 117.1 . . ?
C4 C15 H15 117.1 . . ?
C15 C16 H16 116.6 . . ?
C17 C16 H16 116.6 . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C21 C22 H22 119.0 . . ?
C17 C22 H22 119.0 . . ?
O5 C23 H23A 109.5 . . ?
O5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O1 S1 C1 C2 -7.74(17) . . . . ?
O2 S1 C1 C2 123.79(14) . . . . ?
C7 S1 C1 C2 -121.80(14) . . . . ?
O1 S1 C1 C5 110.44(13) . . . . ?
O2 S1 C1 C5 -118.04(13) . . . . ?
C7 S1 C1 C5 -3.63(14) . . . . ?
C5 C1 C2 C8 149.99(16) . . . . ?
S1 C1 C2 C8 -92.67(18) . . . . ?
C5 C1 C2 C3 24.90(19) . . . . ?
S1 C1 C2 C3 142.24(13) . . . . ?
C8 C2 C3 C4 -169.32(16) . . . . ?
C1 C2 C3 C4 -43.69(18) . . . . ?
C2 C3 C4 O3 -64.71(18) . . . . ?
C2 C3 C4 C15 169.87(16) . . . . ?
C2 C3 C4 C5 44.95(18) . . . . ?
C2 C1 C5 C6 126.88(17) . . . . ?
S1 C1 C5 C6 3.43(18) . . . . ?
C2 C1 C5 C4 2.0(2) . . . . ?
S1 C1 C5 C4 -121.44(14) . . . . ?
C2 C1 C5 Cl1 -114.74(14) . . . . ?
S1 C1 C5 Cl1 121.82(11) . . . . ?
O3 C4 C5 C6 -34.9(2) . . . . ?
C15 C4 C5 C6 84.0(2) . . . . ?
C3 C4 C5 C6 -149.04(17) . . . . ?
O3 C4 C5 C1 85.86(17) . . . . ?
C15 C4 C5 C1 -155.32(16) . . . . ?
C3 C4 C5 C1 -28.32(18) . . . . ?
O3 C4 C5 Cl1 -157.04(12) . . . . ?
C15 C4 C5 Cl1 -38.2(2) . . . . ?
C3 C4 C5 Cl1 88.78(15) . . . . ?
C1 C5 C6 C7 -1.6(2) . . . . ?
C4 C5 C6 C7 116.7(2) . . . . ?
Cl1 C5 C6 C7 -120.74(18) . . . . ?
C1 C5 C6 Cl1A 150.4(5) . . . . ?
C4 C5 C6 Cl1A -91.3(6) . . . . ?
Cl1 C5 C6 Cl1A 31.3(6) . . . . ?
C5 C6 C7 S1 -1.3(2) . . . . ?
Cl1A C6 C7 S1 -153.7(5) . . . . ?
O1 S1 C7 C6 -112.34(16) . . . . ?
O2 S1 C7 C6 116.12(16) . . . . ?
C1 S1 C7 C6 3.02(17) . . . . ?
C3 C2 C8 C13 71.7(2) . . . . ?
C1 C2 C8 C13 -46.2(3) . . . . ?
C3 C2 C8 C9 -105.0(2) . . . . ?
C1 C2 C8 C9 137.16(18) . . . . ?
C13 C8 C9 C10 -0.6(3) . . . . ?
C2 C8 C9 C10 176.23(18) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C14 O4 C11 C10 173.1(2) . . . . ?
C14 O4 C11 C12 -7.4(3) . . . . ?
C9 C10 C11 O4 179.64(18) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
O4 C11 C12 C13 179.47(18) . . . . ?
C10 C11 C12 C13 -1.0(3) . . . . ?
C11 C12 C13 C8 1.2(3) . . . . ?
C9 C8 C13 C12 -0.4(3) . . . . ?
C2 C8 C13 C12 -177.07(18) . . . . ?
O3 C4 C15 C16 -134.8(2) . . . . ?
C3 C4 C15 C16 -8.9(3) . . . . ?
C5 C4 C15 C16 109.3(2) . . . . ?
C4 C15 C16 C17 -176.54(18) . . . . ?
C15 C16 C17 C22 173.2(2) . . . . ?
C15 C16 C17 C18 -5.8(3) . . . . ?
C22 C17 C18 C19 0.3(3) . . . . ?
C16 C17 C18 C19 179.27(18) . . . . ?
C17 C18 C19 C20 1.1(3) . . . . ?
C23 O5 C20 C21 1.4(3) . . . . ?
C23 O5 C20 C19 -178.25(19) . . . . ?
C18 C19 C20 O5 177.62(17) . . . . ?
C18 C19 C20 C21 -2.0(3) . . . . ?
O5 C20 C21 C22 -177.97(18) . . . . ?
C19 C20 C21 C22 1.6(3) . . . . ?
C20 C21 C22 C17 -0.3(3) . . . . ?
C18 C17 C22 C21 -0.7(3) . . . . ?
C16 C17 C22 C21 -179.68(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3O O5 0.81(3) 2.13(3) 2.888(2) 157(3) 4_545

_refine_diff_density_max         0.379
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.056

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_uvic1405a
_database_code_depnum_ccdc_archive 'CCDC 1025138'
_audit_update_record             
;
2014-09-18 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H28 O5 S'
_chemical_formula_sum            'C29 H28 O5 S'
_chemical_formula_weight         488.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.3355(3)
_cell_length_b                   27.2184(11)
_cell_length_c                   12.3978(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.5590(11)
_cell_angle_gamma                90
_cell_volume                     2372.69(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9880
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.176
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9672
_exptl_absorpt_correction_T_max  0.9982
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_monochromator     'Bruker TRIUMPH curved-graphite'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            37053
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.496
_diffrn_reflns_theta_max         28.375
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5935
_reflns_number_gt                5156
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX-II v2013-10.0'
_computing_cell_refinement       'Bruker SAINT v8.32B'
_computing_data_reduction        'Bruker SAINT v8.32B'
_computing_structure_solution    'SHELXT-2014/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²+1.2975P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5935
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0932
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.28772(4) 0.74342(2) 0.22921(3) 0.01869(8) Uani 1 1 d . . . . .
O1 O 0.17802(14) 0.78753(4) 0.19424(9) 0.0287(2) Uani 1 1 d . . . . .
O2 O 0.41114(14) 0.72913(4) 0.16266(8) 0.0260(2) Uani 1 1 d . . . . .
O3 O 0.55176(13) 0.64345(3) 0.38205(7) 0.01542(17) Uani 1 1 d . . . . .
H3O H 0.659(3) 0.6310(7) 0.3994(16) 0.036(5) Uiso 1 1 d . . . . .
O4 O 0.56064(13) 0.44786(3) 0.90337(7) 0.01921(19) Uani 1 1 d . . . . .
O5 O 0.94931(14) 0.93570(3) 0.46201(9) 0.0264(2) Uani 1 1 d . . . . .
C1 C 0.14222(18) 0.69490(5) 0.24176(11) 0.0191(2) Uani 1 1 d . . . . .
H1 H 0.0414 0.6829 0.1811 0.023 Uiso 1 1 calc R U . . .
C2 C 0.18618(16) 0.67614(4) 0.34508(10) 0.0145(2) Uani 1 1 d . . . . .
C3 C 0.34741(16) 0.70123(4) 0.43098(10) 0.0131(2) Uani 1 1 d . . . . .
H3 H 0.3016 0.7122 0.4957 0.016 Uiso 1 1 calc R U . . .
C4 C 0.53196(16) 0.67050(4) 0.47653(10) 0.0133(2) Uani 1 1 d . . . . .
C5 C 0.68295(17) 0.71096(4) 0.50741(10) 0.0152(2) Uani 1 1 d . . . . .
H5A H 0.8122 0.6972 0.5199 0.018 Uiso 1 1 calc R U . . .
H5B H 0.6769 0.7287 0.5760 0.018 Uiso 1 1 calc R U . . .
C6 C 0.63046(17) 0.74486(4) 0.40434(10) 0.0147(2) Uani 1 1 d . . . . .
H6 H 0.6648 0.7280 0.3412 0.018 Uiso 1 1 calc R U . . .
C7 C 0.41150(17) 0.74658(4) 0.37640(10) 0.0145(2) Uani 1 1 d . . . . .
H7 H 0.3728 0.7771 0.4090 0.017 Uiso 1 1 calc R U . . .
C8 C 0.08705(16) 0.63369(4) 0.37605(10) 0.0151(2) Uani 1 1 d . . . . .
C9 C -0.00288(18) 0.59955(5) 0.29437(11) 0.0205(3) Uani 1 1 d . . . . .
H9 H 0.0007 0.6039 0.2190 0.025 Uiso 1 1 calc R U . . .
C10 C -0.09703(19) 0.55951(5) 0.32114(13) 0.0245(3) Uani 1 1 d . . . . .
H10 H -0.1587 0.5368 0.2643 0.029 Uiso 1 1 calc R U . . .
C11 C -0.10141(19) 0.55252(5) 0.43046(13) 0.0249(3) Uani 1 1 d . . . . .
H11 H -0.1653 0.5249 0.4492 0.030 Uiso 1 1 calc R U . . .
C12 C -0.01253(19) 0.58590(5) 0.51283(12) 0.0231(3) Uani 1 1 d . . . . .
H12 H -0.0157 0.5810 0.5882 0.028 Uiso 1 1 calc R U . . .
C13 C 0.08112(17) 0.62639(5) 0.48637(11) 0.0178(2) Uani 1 1 d . . . . .
H13 H 0.1413 0.6492 0.5434 0.021 Uiso 1 1 calc R U . . .
C14 C 0.53221(17) 0.63787(4) 0.57414(10) 0.0148(2) Uani 1 1 d . . . . .
H14 H 0.5190 0.6526 0.6410 0.018 Uiso 1 1 calc R U . . .
C15 C 0.54992(17) 0.58947(4) 0.57157(10) 0.0150(2) Uani 1 1 d . . . . .
H15 H 0.5620 0.5762 0.5030 0.018 Uiso 1 1 calc R U . . .
C16 C 0.55339(16) 0.55372(4) 0.66015(10) 0.0137(2) Uani 1 1 d . . . . .
C17 C 0.60823(17) 0.50576(4) 0.64612(10) 0.0151(2) Uani 1 1 d . . . . .
H17 H 0.6441 0.4978 0.5804 0.018 Uiso 1 1 calc R U . . .
C18 C 0.61241(17) 0.46920(4) 0.72457(10) 0.0152(2) Uani 1 1 d . . . . .
H18 H 0.6486 0.4366 0.7122 0.018 Uiso 1 1 calc R U . . .
C19 C 0.56302(17) 0.48087(4) 0.82101(10) 0.0145(2) Uani 1 1 d . . . . .
C20 C 0.50935(17) 0.52864(5) 0.83802(10) 0.0170(2) Uani 1 1 d . . . . .
H20 H 0.4770 0.5366 0.9049 0.020 Uiso 1 1 calc R U . . .
C21 C 0.50299(17) 0.56436(4) 0.75841(10) 0.0164(2) Uani 1 1 d . . . . .
H21 H 0.4639 0.5967 0.7703 0.020 Uiso 1 1 calc R U . . .
C22 C 0.6250(2) 0.39938(5) 0.89063(11) 0.0207(3) Uani 1 1 d . . . . .
H22A H 0.6293 0.3801 0.9580 0.031 Uiso 1 1 calc R U . . .
H22B H 0.7526 0.4009 0.8804 0.031 Uiso 1 1 calc R U . . .
H22C H 0.5375 0.3838 0.8247 0.031 Uiso 1 1 calc R U . . .
C23 C 0.72261(16) 0.79475(4) 0.42058(10) 0.0153(2) Uani 1 1 d . . . . .
C24 C 0.68834(17) 0.82797(4) 0.49812(10) 0.0175(2) Uani 1 1 d . . . . .
H24 H 0.6111 0.8183 0.5443 0.021 Uiso 1 1 calc R U . . .
C25 C 0.76478(18) 0.87455(5) 0.50883(11) 0.0194(2) Uani 1 1 d . . . . .
H25 H 0.7377 0.8970 0.5609 0.023 Uiso 1 1 calc R U . . .
C26 C 0.88118(18) 0.88877(5) 0.44372(11) 0.0202(3) Uani 1 1 d . . . . .
C27 C 0.92092(19) 0.85633(5) 0.36775(12) 0.0220(3) Uani 1 1 d . . . . .
H27 H 1.0018 0.8658 0.3236 0.026 Uiso 1 1 calc R U . . .
C28 C 0.84028(18) 0.80947(5) 0.35686(11) 0.0191(2) Uani 1 1 d . . . . .
H28 H 0.8668 0.7871 0.3044 0.023 Uiso 1 1 calc R U . . .
C29 C 1.0371(2) 0.95565(5) 0.38341(14) 0.0312(3) Uani 1 1 d . . . . .
H29A H 1.0758 0.9896 0.4043 0.047 Uiso 1 1 calc R U . . .
H29B H 0.9468 0.9551 0.3080 0.047 Uiso 1 1 calc R U . . .
H29C H 1.1493 0.9360 0.3837 0.047 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4413(10) . ?
S1 O1 1.4417(10) . ?
S1 C1 1.7326(13) . ?
S1 C7 1.7937(12) . ?
O3 C4 1.4255(14) . ?
O4 C19 1.3640(14) . ?
O4 C22 1.4254(15) . ?
O5 C26 1.3669(15) . ?
O5 C29 1.4202(18) . ?
C1 C2 1.3303(17) . ?
C2 C8 1.4733(16) . ?
C2 C3 1.5105(16) . ?
C3 C7 1.5438(16) . ?
C3 C4 1.5542(16) . ?
C4 C14 1.5007(16) . ?
C4 C5 1.5312(16) . ?
C5 C6 1.5337(16) . ?
C6 C23 1.5046(16) . ?
C6 C7 1.5443(16) . ?
C8 C9 1.3941(17) . ?
C8 C13 1.3949(17) . ?
C9 C10 1.3805(18) . ?
C10 C11 1.378(2) . ?
C11 C12 1.384(2) . ?
C12 C13 1.3864(18) . ?
C14 C15 1.3251(16) . ?
C15 C16 1.4620(16) . ?
C16 C17 1.3913(16) . ?
C16 C21 1.4005(16) . ?
C17 C18 1.3856(16) . ?
C18 C19 1.3815(16) . ?
C19 C20 1.3918(17) . ?
C20 C21 1.3767(17) . ?
C23 C28 1.3850(17) . ?
C23 C24 1.3937(17) . ?
C24 C25 1.3773(17) . ?
C25 C26 1.3869(19) . ?
C26 C27 1.3812(19) . ?
C27 C28 1.3962(17) . ?
O3 H3O 0.83(2) . ?
C1 H1 0.9500 . ?
C3 H3 1.0000 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6 1.0000 . ?
C7 H7 1.0000 . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
O2 S1 O1 116.12(6) . . ?
O2 S1 C1 110.45(6) . . ?
O1 S1 C1 110.89(6) . . ?
O2 S1 C7 112.14(6) . . ?
O1 S1 C7 110.08(6) . . ?
C1 S1 C7 95.24(6) . . ?
C19 O4 C22 116.85(9) . . ?
C26 O5 C29 117.35(12) . . ?
C2 C1 S1 113.11(10) . . ?
C1 C2 C8 123.35(11) . . ?
C1 C2 C3 115.57(11) . . ?
C8 C2 C3 121.08(10) . . ?
C2 C3 C7 109.12(9) . . ?
C2 C3 C4 116.02(9) . . ?
C7 C3 C4 104.30(9) . . ?
O3 C4 C14 112.33(9) . . ?
O3 C4 C5 109.95(9) . . ?
C14 C4 C5 112.92(10) . . ?
O3 C4 C3 105.17(9) . . ?
C14 C4 C3 114.35(10) . . ?
C5 C4 C3 101.35(9) . . ?
C4 C5 C6 103.44(9) . . ?
C23 C6 C5 115.78(10) . . ?
C23 C6 C7 113.68(10) . . ?
C5 C6 C7 101.72(9) . . ?
C3 C7 C6 107.74(9) . . ?
C3 C7 S1 106.17(8) . . ?
C6 C7 S1 114.79(8) . . ?
C9 C8 C13 118.47(11) . . ?
C9 C8 C2 120.00(11) . . ?
C13 C8 C2 121.53(11) . . ?
C10 C9 C8 121.15(13) . . ?
C11 C10 C9 119.92(13) . . ?
C10 C11 C12 119.82(12) . . ?
C11 C12 C13 120.55(13) . . ?
C12 C13 C8 120.08(12) . . ?
C15 C14 C4 123.14(11) . . ?
C14 C15 C16 128.65(11) . . ?
C17 C16 C21 117.39(11) . . ?
C17 C16 C15 118.31(10) . . ?
C21 C16 C15 124.29(11) . . ?
C18 C17 C16 122.37(11) . . ?
C19 C18 C17 118.92(11) . . ?
O4 C19 C18 123.98(11) . . ?
O4 C19 C20 115.94(10) . . ?
C18 C19 C20 120.08(11) . . ?
C21 C20 C19 120.29(11) . . ?
C20 C21 C16 120.94(11) . . ?
C28 C23 C24 118.03(11) . . ?
C28 C23 C6 120.93(11) . . ?
C24 C23 C6 121.01(11) . . ?
C25 C24 C23 121.00(12) . . ?
C24 C25 C26 120.14(12) . . ?
O5 C26 C27 124.91(12) . . ?
O5 C26 C25 114.89(12) . . ?
C27 C26 C25 120.20(12) . . ?
C26 C27 C28 118.94(12) . . ?
C23 C28 C27 121.66(12) . . ?
C4 O3 H3O 108.1(13) . . ?
C2 C1 H1 123.4 . . ?
S1 C1 H1 123.4 . . ?
C2 C3 H3 109.1 . . ?
C7 C3 H3 109.1 . . ?
C4 C3 H3 109.1 . . ?
C4 C5 H5A 111.1 . . ?
C6 C5 H5A 111.1 . . ?
C4 C5 H5B 111.1 . . ?
C6 C5 H5B 111.1 . . ?
H5A C5 H5B 109.0 . . ?
C23 C6 H6 108.4 . . ?
C5 C6 H6 108.4 . . ?
C7 C6 H6 108.4 . . ?
C3 C7 H7 109.3 . . ?
C6 C7 H7 109.3 . . ?
S1 C7 H7 109.3 . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C15 C14 H14 118.4 . . ?
C4 C14 H14 118.4 . . ?
C14 C15 H15 115.7 . . ?
C16 C15 H15 115.7 . . ?
C18 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C23 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
O5 C29 H29A 109.5 . . ?
O5 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O5 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
O2 S1 C1 C2 109.75(10) . . . . ?
O1 S1 C1 C2 -120.07(10) . . . . ?
C7 S1 C1 C2 -6.24(11) . . . . ?
S1 C1 C2 C8 -178.05(9) . . . . ?
S1 C1 C2 C3 1.80(15) . . . . ?
C1 C2 C3 C7 4.61(14) . . . . ?
C8 C2 C3 C7 -175.53(10) . . . . ?
C1 C2 C3 C4 -112.79(12) . . . . ?
C8 C2 C3 C4 67.07(14) . . . . ?
C2 C3 C4 O3 37.84(13) . . . . ?
C7 C3 C4 O3 -82.20(10) . . . . ?
C2 C3 C4 C14 -85.86(12) . . . . ?
C7 C3 C4 C14 154.11(10) . . . . ?
C2 C3 C4 C5 152.35(10) . . . . ?
C7 C3 C4 C5 32.32(11) . . . . ?
O3 C4 C5 C6 64.55(11) . . . . ?
C14 C4 C5 C6 -169.14(9) . . . . ?
C3 C4 C5 C6 -46.36(11) . . . . ?
C4 C5 C6 C23 165.24(10) . . . . ?
C4 C5 C6 C7 41.47(11) . . . . ?
C2 C3 C7 C6 -131.82(10) . . . . ?
C4 C3 C7 C6 -7.24(12) . . . . ?
C2 C3 C7 S1 -8.37(11) . . . . ?
C4 C3 C7 S1 116.20(8) . . . . ?
C23 C6 C7 C3 -145.84(10) . . . . ?
C5 C6 C7 C3 -20.67(12) . . . . ?
C23 C6 C7 S1 96.14(11) . . . . ?
C5 C6 C7 S1 -138.69(8) . . . . ?
O2 S1 C7 C3 -106.31(8) . . . . ?
O1 S1 C7 C3 122.79(8) . . . . ?
C1 S1 C7 C3 8.28(9) . . . . ?
O2 S1 C7 C6 12.60(10) . . . . ?
O1 S1 C7 C6 -118.31(9) . . . . ?
C1 S1 C7 C6 127.19(9) . . . . ?
C1 C2 C8 C9 25.47(18) . . . . ?
C3 C2 C8 C9 -154.38(11) . . . . ?
C1 C2 C8 C13 -154.85(13) . . . . ?
C3 C2 C8 C13 25.31(17) . . . . ?
C13 C8 C9 C10 0.42(19) . . . . ?
C2 C8 C9 C10 -179.88(12) . . . . ?
C8 C9 C10 C11 -0.7(2) . . . . ?
C9 C10 C11 C12 0.5(2) . . . . ?
C10 C11 C12 C13 0.0(2) . . . . ?
C11 C12 C13 C8 -0.23(19) . . . . ?
C9 C8 C13 C12 0.04(18) . . . . ?
C2 C8 C13 C12 -179.65(11) . . . . ?
O3 C4 C14 C15 0.31(16) . . . . ?
C5 C4 C14 C15 -124.72(12) . . . . ?
C3 C4 C14 C15 120.07(13) . . . . ?
C4 C14 C15 C16 179.64(11) . . . . ?
C14 C15 C16 C17 -168.33(12) . . . . ?
C14 C15 C16 C21 12.4(2) . . . . ?
C21 C16 C17 C18 0.56(18) . . . . ?
C15 C16 C17 C18 -178.78(11) . . . . ?
C16 C17 C18 C19 -0.95(18) . . . . ?
C22 O4 C19 C18 4.09(17) . . . . ?
C22 O4 C19 C20 -176.67(11) . . . . ?
C17 C18 C19 O4 179.49(11) . . . . ?
C17 C18 C19 C20 0.28(18) . . . . ?
O4 C19 C20 C21 -178.51(11) . . . . ?
C18 C19 C20 C21 0.77(18) . . . . ?
C19 C20 C21 C16 -1.17(19) . . . . ?
C17 C16 C21 C20 0.51(18) . . . . ?
C15 C16 C21 C20 179.81(11) . . . . ?
C5 C6 C23 C28 119.17(13) . . . . ?
C7 C6 C23 C28 -123.56(12) . . . . ?
C5 C6 C23 C24 -62.46(15) . . . . ?
C7 C6 C23 C24 54.81(15) . . . . ?
C28 C23 C24 C25 1.83(18) . . . . ?
C6 C23 C24 C25 -176.59(11) . . . . ?
C23 C24 C25 C26 -1.40(19) . . . . ?
C29 O5 C26 C27 12.43(19) . . . . ?
C29 O5 C26 C25 -167.80(12) . . . . ?
C24 C25 C26 O5 -179.72(11) . . . . ?
C24 C25 C26 C27 0.06(19) . . . . ?
O5 C26 C27 C28 -179.46(12) . . . . ?
C25 C26 C27 C28 0.78(19) . . . . ?
C24 C23 C28 C27 -0.97(19) . . . . ?
C6 C23 C28 C27 177.45(12) . . . . ?
C26 C27 C28 C23 -0.3(2) . . . . ?

_refine_diff_density_max         0.390
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.048

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_uvic1408a
_database_code_depnum_ccdc_archive 'CCDC 1025139'
_audit_update_record             
;
2014-09-18 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H26 O5 S'
_chemical_formula_sum            'C24 H26 O5 S'
_chemical_formula_weight         426.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7206(4)
_cell_length_b                   14.2444(5)
_cell_length_c                   15.3744(5)
_cell_angle_alpha                95.0350(14)
_cell_angle_beta                 95.5230(15)
_cell_angle_gamma                96.4600(15)
_cell_volume                     2094.98(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      26.85

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.188
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9462
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            48272
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.337
_diffrn_reflns_theta_max         27.186
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9304
_reflns_number_gt                7099
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX-II v2013-10.0'
_computing_cell_refinement       'Bruker SAINT v8.32B'
_computing_data_reduction        'Bruker SAINT v8.32B'
_computing_structure_solution    'SHELXT-2014/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+1.2101P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9304
_refine_ls_number_parameters     555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1013
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.97136(5) 0.52304(3) 0.83782(3) 0.02284(11) Uani 1 1 d . . . . .
O1 O 1.06483(14) 0.57979(10) 0.90512(9) 0.0315(3) Uani 1 1 d . . . . .
O2 O 1.02437(13) 0.44486(9) 0.79163(9) 0.0277(3) Uani 1 1 d . . . . .
O3 O 0.77536(15) 0.33383(9) 0.79330(9) 0.0246(3) Uani 1 1 d . . . . .
H3O H 0.841(3) 0.3459(18) 0.7676(17) 0.051(8) Uiso 1 1 d . . . . .
O4 O 0.01823(14) 0.16182(9) 0.96895(9) 0.0291(3) Uani 1 1 d . . . . .
O5 O 0.63064(13) 0.71049(9) 0.39018(8) 0.0230(3) Uani 1 1 d . . . . .
C1 C 0.80614(18) 0.48995(13) 0.87772(11) 0.0215(4) Uani 1 1 d . . . . .
H1 H 0.8172 0.4645 0.9362 0.026 Uiso 1 1 calc R U . . .
C2 C 0.71317(18) 0.41815(12) 0.80715(11) 0.0188(4) Uani 1 1 d . . . . .
C3 C 0.68242(18) 0.46500(12) 0.72144(11) 0.0194(4) Uani 1 1 d . . . . .
H3A H 0.6439 0.4141 0.6746 0.023 Uiso 1 1 calc R U . . .
H3B H 0.6085 0.5063 0.7304 0.023 Uiso 1 1 calc R U . . .
C4 C 0.80436(18) 0.52469(12) 0.68762(11) 0.0178(3) Uani 1 1 d . . . . .
H4 H 0.8691 0.4800 0.6664 0.021 Uiso 1 1 calc R U . . .
C5 C 0.88747(18) 0.59464(12) 0.76299(11) 0.0195(4) Uani 1 1 d . . . . .
H5 H 0.9556 0.6421 0.7405 0.023 Uiso 1 1 calc R U . . .
C6 C 0.79581(18) 0.64115(12) 0.82313(11) 0.0212(4) Uani 1 1 d . . . . .
C7 C 0.75498(19) 0.58593(13) 0.88362(12) 0.0226(4) Uani 1 1 d . . . . .
H7 H 0.6981 0.6055 0.9270 0.027 Uiso 1 1 calc R U . . .
C8 C 0.57634(18) 0.39173(12) 0.84229(11) 0.0195(4) Uani 1 1 d . . . . .
H8 H 0.5186 0.4403 0.8521 0.023 Uiso 1 1 calc R U . . .
C9 C 0.53109(19) 0.30503(13) 0.86050(11) 0.0202(4) Uani 1 1 d . . . . .
H9 H 0.5924 0.2582 0.8533 0.024 Uiso 1 1 calc R U . . .
C10 C 0.39604(19) 0.27403(12) 0.89056(11) 0.0189(4) Uani 1 1 d . . . . .
C11 C 0.37688(19) 0.18605(13) 0.92456(12) 0.0225(4) Uani 1 1 d . . . . .
H11 H 0.4525 0.1493 0.9293 0.027 Uiso 1 1 calc R U . . .
C12 C 0.2517(2) 0.15127(13) 0.95133(12) 0.0250(4) Uani 1 1 d . . . . .
H12 H 0.2422 0.0918 0.9751 0.030 Uiso 1 1 calc R U . . .
C13 C 0.13987(19) 0.20306(13) 0.94347(11) 0.0219(4) Uani 1 1 d . . . . .
C14 C 0.15523(19) 0.29057(13) 0.90974(11) 0.0220(4) Uani 1 1 d . . . . .
H14 H 0.0788 0.3265 0.9042 0.026 Uiso 1 1 calc R U . . .
C15 C 0.28228(19) 0.32497(12) 0.88435(11) 0.0208(4) Uani 1 1 d . . . . .
H15 H 0.2922 0.3852 0.8620 0.025 Uiso 1 1 calc R U . . .
C16 C -0.1007(2) 0.21168(15) 0.95845(14) 0.0305(4) Uani 1 1 d . . . . .
H16A H -0.1191 0.2233 0.8968 0.046 Uiso 1 1 calc R U . . .
H16B H -0.0830 0.2725 0.9952 0.046 Uiso 1 1 calc R U . . .
H16C H -0.1817 0.1735 0.9762 0.046 Uiso 1 1 calc R U . . .
C17 C 0.75743(18) 0.57799(12) 0.61057(11) 0.0172(3) Uani 1 1 d . . . . .
C18 C 0.61837(18) 0.58202(12) 0.58167(11) 0.0194(4) Uani 1 1 d . . . . .
H18 H 0.5480 0.5535 0.6131 0.023 Uiso 1 1 calc R U . . .
C19 C 0.58019(18) 0.62649(12) 0.50847(11) 0.0201(4) Uani 1 1 d . . . . .
H19 H 0.4844 0.6279 0.4900 0.024 Uiso 1 1 calc R U . . .
C20 C 0.68050(18) 0.66892(12) 0.46187(11) 0.0178(3) Uani 1 1 d . . . . .
C21 C 0.82036(18) 0.66869(12) 0.48975(11) 0.0208(4) Uani 1 1 d . . . . .
H21 H 0.8902 0.6992 0.4591 0.025 Uiso 1 1 calc R U . . .
C22 C 0.85668(18) 0.62287(13) 0.56352(12) 0.0212(4) Uani 1 1 d . . . . .
H22 H 0.9525 0.6222 0.5824 0.025 Uiso 1 1 calc R U . . .
C23 C 0.7310(2) 0.75789(14) 0.34239(12) 0.0269(4) Uani 1 1 d . . . . .
H23A H 0.6833 0.7847 0.2930 0.040 Uiso 1 1 calc R U . . .
H23B H 0.7912 0.7126 0.3201 0.040 Uiso 1 1 calc R U . . .
H23C H 0.7877 0.8091 0.3811 0.040 Uiso 1 1 calc R U . . .
C24 C 0.7595(2) 0.73887(13) 0.81167(13) 0.0293(4) Uani 1 1 d . . . . .
H24A H 0.8450 0.7825 0.8121 0.044 Uiso 1 1 calc R U . . .
H24B H 0.7076 0.7600 0.8598 0.044 Uiso 1 1 calc R U . . .
H24C H 0.7020 0.7381 0.7556 0.044 Uiso 1 1 calc R U . . .
S2 S 0.96267(4) 0.03695(3) 0.65975(3) 0.02035(11) Uani 1 1 d . . . . .
O6 O 1.04265(13) -0.03801(9) 0.63449(8) 0.0273(3) Uani 1 1 d . . . . .
O7 O 1.02936(13) 0.10908(9) 0.72724(8) 0.0242(3) Uani 1 1 d . . . . .
O8 O 0.91199(13) 0.24680(9) 0.64336(9) 0.0230(3) Uani 1 1 d . . . . .
H8O H 0.957(3) 0.2244(17) 0.6841(16) 0.044(7) Uiso 1 1 d . . . . .
O9 O 0.63145(14) 0.42971(9) 0.16466(8) 0.0266(3) Uani 1 1 d . . . . .
O10 O 0.26990(14) -0.08880(10) 0.88556(9) 0.0321(3) Uani 1 1 d . . . . .
C25 C 0.88601(18) 0.08602(12) 0.56559(11) 0.0196(4) Uani 1 1 d . . . . .
H25 H 0.9549 0.1015 0.5231 0.024 Uiso 1 1 calc R U . . .
C26 C 0.81347(18) 0.17412(12) 0.59652(11) 0.0195(4) Uani 1 1 d . . . . .
C27 C 0.69219(18) 0.14423(12) 0.65040(11) 0.0187(4) Uani 1 1 d . . . . .
H27A H 0.6627 0.2024 0.6793 0.022 Uiso 1 1 calc R U . . .
H27B H 0.6125 0.1130 0.6091 0.022 Uiso 1 1 calc R U . . .
C28 C 0.72290(17) 0.07728(12) 0.72103(11) 0.0177(3) Uani 1 1 d . . . . .
H28 H 0.7904 0.1139 0.7685 0.021 Uiso 1 1 calc R U . . .
C29 C 0.79285(17) -0.00858(12) 0.68322(11) 0.0181(4) Uani 1 1 d . . . . .
H29 H 0.7960 -0.0592 0.7243 0.022 Uiso 1 1 calc R U . . .
C30 C 0.72944(18) -0.04791(12) 0.59180(11) 0.0202(4) Uani 1 1 d . . . . .
C31 C 0.78012(18) 0.00224(13) 0.53046(12) 0.0218(4) Uani 1 1 d . . . . .
H31 H 0.7520 -0.0134 0.4695 0.026 Uiso 1 1 calc R U . . .
C32 C 0.75861(19) 0.21152(13) 0.51317(12) 0.0232(4) Uani 1 1 d . . . . .
H32 H 0.6930 0.1695 0.4741 0.028 Uiso 1 1 calc R U . . .
C33 C 0.79236(19) 0.29660(13) 0.48894(12) 0.0223(4) Uani 1 1 d . . . . .
H33 H 0.8494 0.3414 0.5304 0.027 Uiso 1 1 calc R U . . .
C34 C 0.74917(18) 0.32828(13) 0.40288(12) 0.0211(4) Uani 1 1 d . . . . .
C35 C 0.75241(19) 0.42465(13) 0.39315(12) 0.0220(4) Uani 1 1 d . . . . .
H35 H 0.7823 0.4697 0.4425 0.026 Uiso 1 1 calc R U . . .
C36 C 0.71303(19) 0.45617(13) 0.31325(12) 0.0220(4) Uani 1 1 d . . . . .
H36 H 0.7152 0.5223 0.3083 0.026 Uiso 1 1 calc R U . . .
C37 C 0.67026(18) 0.39179(13) 0.24021(11) 0.0216(4) Uani 1 1 d . . . . .
C38 C 0.6689(2) 0.29557(14) 0.24782(13) 0.0305(4) Uani 1 1 d . . . . .
H38 H 0.6410 0.2507 0.1980 0.037 Uiso 1 1 calc R U . . .
C39 C 0.7086(2) 0.26522(14) 0.32865(13) 0.0308(5) Uani 1 1 d . . . . .
H39 H 0.7079 0.1991 0.3333 0.037 Uiso 1 1 calc R U . . .
C40 C 0.6042(2) 0.36730(15) 0.08598(12) 0.0307(4) Uani 1 1 d . . . . .
H40A H 0.5812 0.4036 0.0364 0.046 Uiso 1 1 calc R U . . .
H40B H 0.5256 0.3193 0.0911 0.046 Uiso 1 1 calc R U . . .
H40C H 0.6868 0.3360 0.0761 0.046 Uiso 1 1 calc R U . . .
C41 C 0.59637(18) 0.03818(12) 0.76307(11) 0.0171(3) Uani 1 1 d . . . . .
C42 C 0.61741(19) -0.00328(13) 0.84161(11) 0.0217(4) Uani 1 1 d . . . . .
H42 H 0.7095 -0.0023 0.8690 0.026 Uiso 1 1 calc R U . . .
C43 C 0.50737(19) -0.04565(13) 0.88027(12) 0.0233(4) Uani 1 1 d . . . . .
H43 H 0.5242 -0.0741 0.9333 0.028 Uiso 1 1 calc R U . . .
C44 C 0.37219(19) -0.04677(13) 0.84180(12) 0.0226(4) Uani 1 1 d . . . . .
C45 C 0.34880(19) -0.00534(13) 0.76447(12) 0.0241(4) Uani 1 1 d . . . . .
H45 H 0.2565 -0.0055 0.7377 0.029 Uiso 1 1 calc R U . . .
C46 C 0.46057(18) 0.03637(13) 0.72627(11) 0.0208(4) Uani 1 1 d . . . . .
H46 H 0.4434 0.0646 0.6732 0.025 Uiso 1 1 calc R U . . .
C47 C 0.1294(2) -0.08926(19) 0.84736(15) 0.0441(6) Uani 1 1 d . . . . .
H47A H 0.1161 -0.1262 0.7897 0.066 Uiso 1 1 calc R U . . .
H47B H 0.1109 -0.0239 0.8406 0.066 Uiso 1 1 calc R U . . .
H47C H 0.0651 -0.1179 0.8857 0.066 Uiso 1 1 calc R U . . .
C48 C 0.6236(2) -0.13297(13) 0.57952(13) 0.0291(4) Uani 1 1 d . . . . .
H48A H 0.6652 -0.1872 0.6013 0.044 Uiso 1 1 calc R U . . .
H48B H 0.5909 -0.1475 0.5170 0.044 Uiso 1 1 calc R U . . .
H48C H 0.5448 -0.1204 0.6122 0.044 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4341(14) . ?
S1 O2 1.4389(14) . ?
S1 C5 1.8004(18) . ?
S1 C1 1.8022(18) . ?
O3 C2 1.413(2) . ?
O4 C13 1.367(2) . ?
O4 C16 1.427(2) . ?
O5 C20 1.370(2) . ?
O5 C23 1.423(2) . ?
C1 C7 1.505(3) . ?
C1 C2 1.565(2) . ?
C2 C8 1.505(2) . ?
C2 C3 1.547(2) . ?
C3 C4 1.539(2) . ?
C4 C17 1.523(2) . ?
C4 C5 1.557(2) . ?
C5 C6 1.507(3) . ?
C6 C7 1.330(3) . ?
C6 C24 1.495(3) . ?
C8 C9 1.326(2) . ?
C9 C10 1.468(2) . ?
C10 C15 1.390(3) . ?
C10 C11 1.400(2) . ?
C11 C12 1.375(3) . ?
C12 C13 1.383(3) . ?
C13 C14 1.390(2) . ?
C14 C15 1.381(3) . ?
C17 C18 1.391(2) . ?
C17 C22 1.393(2) . ?
C18 C19 1.380(2) . ?
C19 C20 1.381(2) . ?
C20 C21 1.386(2) . ?
C21 C22 1.393(2) . ?
S2 O6 1.4378(13) . ?
S2 O7 1.4443(13) . ?
S2 C29 1.7863(17) . ?
S2 C25 1.7964(17) . ?
O8 C26 1.422(2) . ?
O9 C37 1.362(2) . ?
O9 C40 1.421(2) . ?
O10 C44 1.366(2) . ?
O10 C47 1.433(2) . ?
C25 C31 1.510(2) . ?
C25 C26 1.567(2) . ?
C26 C32 1.504(2) . ?
C26 C27 1.547(2) . ?
C27 C28 1.537(2) . ?
C28 C41 1.518(2) . ?
C28 C29 1.560(2) . ?
C29 C30 1.512(2) . ?
C30 C31 1.331(2) . ?
C30 C48 1.485(3) . ?
C32 C33 1.315(3) . ?
C33 C34 1.473(2) . ?
C34 C39 1.385(3) . ?
C34 C35 1.391(2) . ?
C35 C36 1.379(2) . ?
C36 C37 1.385(3) . ?
C37 C38 1.384(3) . ?
C38 C39 1.386(3) . ?
C41 C46 1.382(2) . ?
C41 C42 1.398(2) . ?
C42 C43 1.379(2) . ?
C43 C44 1.386(3) . ?
C44 C45 1.384(2) . ?
C45 C46 1.385(2) . ?
O3 H3O 0.79(3) . ?
C1 H1 1.0000 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4 1.0000 . ?
C5 H5 1.0000 . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O8 H8O 0.83(3) . ?
C25 H25 1.0000 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28 1.0000 . ?
C29 H29 1.0000 . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 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
O1 S1 O2 117.02(9) . . ?
O1 S1 C5 111.98(8) . . ?
O2 S1 C5 111.46(8) . . ?
O1 S1 C1 110.51(8) . . ?
O2 S1 C1 113.20(8) . . ?
C5 S1 C1 89.43(8) . . ?
C13 O4 C16 117.37(14) . . ?
C20 O5 C23 116.87(14) . . ?
C7 C1 C2 111.71(14) . . ?
C7 C1 S1 98.57(12) . . ?
C2 C1 S1 109.28(12) . . ?
O3 C2 C8 107.23(14) . . ?
O3 C2 C3 112.69(14) . . ?
C8 C2 C3 107.67(14) . . ?
O3 C2 C1 110.42(14) . . ?
C8 C2 C1 108.07(14) . . ?
C3 C2 C1 110.56(14) . . ?
C4 C3 C2 117.57(14) . . ?
C17 C4 C3 112.55(14) . . ?
C17 C4 C5 110.56(14) . . ?
C3 C4 C5 111.02(14) . . ?
C6 C5 C4 113.37(14) . . ?
C6 C5 S1 99.75(11) . . ?
C4 C5 S1 106.57(12) . . ?
C7 C6 C24 126.69(18) . . ?
C7 C6 C5 112.52(16) . . ?
C24 C6 C5 120.79(16) . . ?
C6 C7 C1 114.61(16) . . ?
C9 C8 C2 124.29(17) . . ?
C8 C9 C10 126.71(17) . . ?
C15 C10 C11 117.03(16) . . ?
C15 C10 C9 124.10(16) . . ?
C11 C10 C9 118.82(16) . . ?
C12 C11 C10 121.89(17) . . ?
C11 C12 C13 119.80(17) . . ?
O4 C13 C12 115.93(16) . . ?
O4 C13 C14 124.28(17) . . ?
C12 C13 C14 119.78(17) . . ?
C15 C14 C13 119.61(17) . . ?
C14 C15 C10 121.89(16) . . ?
C18 C17 C22 117.00(16) . . ?
C18 C17 C4 123.43(15) . . ?
C22 C17 C4 119.53(15) . . ?
C19 C18 C17 121.58(16) . . ?
C18 C19 C20 120.35(16) . . ?
O5 C20 C19 115.30(15) . . ?
O5 C20 C21 124.76(15) . . ?
C19 C20 C21 119.93(16) . . ?
C20 C21 C22 118.79(16) . . ?
C17 C22 C21 122.32(16) . . ?
O6 S2 O7 116.58(8) . . ?
O6 S2 C29 111.70(8) . . ?
O7 S2 C29 111.73(8) . . ?
O6 S2 C25 111.47(8) . . ?
O7 S2 C25 112.67(8) . . ?
C29 S2 C25 89.62(8) . . ?
C37 O9 C40 117.58(15) . . ?
C44 O10 C47 116.58(15) . . ?
C31 C25 C26 111.26(14) . . ?
C31 C25 S2 98.38(11) . . ?
C26 C25 S2 109.52(12) . . ?
O8 C26 C32 107.40(14) . . ?
O8 C26 C27 112.25(14) . . ?
C32 C26 C27 110.21(14) . . ?
O8 C26 C25 110.93(14) . . ?
C32 C26 C25 104.97(14) . . ?
C27 C26 C25 110.78(14) . . ?
C28 C27 C26 116.22(14) . . ?
C41 C28 C27 114.57(14) . . ?
C41 C28 C29 107.90(13) . . ?
C27 C28 C29 111.17(14) . . ?
C30 C29 C28 112.93(14) . . ?
C30 C29 S2 99.81(11) . . ?
C28 C29 S2 107.26(11) . . ?
C31 C30 C48 128.04(17) . . ?
C31 C30 C29 112.03(16) . . ?
C48 C30 C29 119.93(16) . . ?
C30 C31 C25 114.54(16) . . ?
C33 C32 C26 126.50(17) . . ?
C32 C33 C34 125.50(18) . . ?
C39 C34 C35 117.41(17) . . ?
C39 C34 C33 122.37(16) . . ?
C35 C34 C33 120.19(16) . . ?
C36 C35 C34 121.33(17) . . ?
C35 C36 C37 120.29(17) . . ?
O9 C37 C38 124.62(17) . . ?
O9 C37 C36 115.93(16) . . ?
C38 C37 C36 119.46(17) . . ?
C37 C38 C39 119.44(18) . . ?
C34 C39 C38 122.04(18) . . ?
C46 C41 C42 117.34(16) . . ?
C46 C41 C28 124.08(15) . . ?
C42 C41 C28 118.48(15) . . ?
C43 C42 C41 121.44(17) . . ?
C42 C43 C44 120.02(16) . . ?
O10 C44 C45 124.59(17) . . ?
O10 C44 C43 115.87(16) . . ?
C45 C44 C43 119.52(16) . . ?
C44 C45 C46 119.68(17) . . ?
C41 C46 C45 121.98(16) . . ?
C2 O3 H3O 107.4(19) . . ?
C7 C1 H1 112.2 . . ?
C2 C1 H1 112.2 . . ?
S1 C1 H1 112.2 . . ?
C4 C3 H3A 107.9 . . ?
C2 C3 H3A 107.9 . . ?
C4 C3 H3B 107.9 . . ?
C2 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
C17 C4 H4 107.5 . . ?
C3 C4 H4 107.5 . . ?
C5 C4 H4 107.5 . . ?
C6 C5 H5 112.1 . . ?
C4 C5 H5 112.1 . . ?
S1 C5 H5 112.1 . . ?
C6 C7 H7 122.7 . . ?
C1 C7 H7 122.7 . . ?
C9 C8 H8 117.9 . . ?
C2 C8 H8 117.9 . . ?
C8 C9 H9 116.6 . . ?
C10 C9 H9 116.6 . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 H15 119.1 . . ?
C10 C15 H15 119.1 . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C17 C22 H22 118.8 . . ?
C21 C22 H22 118.8 . . ?
O5 C23 H23A 109.5 . . ?
O5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C6 C24 H24A 109.5 . . ?
C6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 O8 H8O 109.4(17) . . ?
C31 C25 H25 112.3 . . ?
C26 C25 H25 112.3 . . ?
S2 C25 H25 112.3 . . ?
C28 C27 H27A 108.2 . . ?
C26 C27 H27A 108.2 . . ?
C28 C27 H27B 108.2 . . ?
C26 C27 H27B 108.2 . . ?
H27A C27 H27B 107.4 . . ?
C41 C28 H28 107.6 . . ?
C27 C28 H28 107.6 . . ?
C29 C28 H28 107.6 . . ?
C30 C29 H29 112.0 . . ?
C28 C29 H29 112.0 . . ?
S2 C29 H29 112.0 . . ?
C30 C31 H31 122.7 . . ?
C25 C31 H31 122.7 . . ?
C33 C32 H32 116.8 . . ?
C26 C32 H32 116.8 . . ?
C32 C33 H33 117.3 . . ?
C34 C33 H33 117.3 . . ?
C36 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C37 C38 H38 120.3 . . ?
C39 C38 H38 120.3 . . ?
C34 C39 H39 119.0 . . ?
C38 C39 H39 119.0 . . ?
O9 C40 H40A 109.5 . . ?
O9 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O9 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C44 C45 H45 120.2 . . ?
C46 C45 H45 120.2 . . ?
C41 C46 H46 119.0 . . ?
C45 C46 H46 119.0 . . ?
O10 C47 H47A 109.5 . . ?
O10 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
O10 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C30 C48 H48A 109.5 . . ?
C30 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C30 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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
O1 S1 C1 C7 70.22(13) . . . . ?
O2 S1 C1 C7 -156.30(10) . . . . ?
C5 S1 C1 C7 -43.10(12) . . . . ?
O1 S1 C1 C2 -173.10(11) . . . . ?
O2 S1 C1 C2 -39.61(14) . . . . ?
C5 S1 C1 C2 73.58(13) . . . . ?
C7 C1 C2 O3 170.91(14) . . . . ?
S1 C1 C2 O3 62.90(16) . . . . ?
C7 C1 C2 C8 -72.10(18) . . . . ?
S1 C1 C2 C8 179.89(12) . . . . ?
C7 C1 C2 C3 45.50(19) . . . . ?
S1 C1 C2 C3 -62.50(16) . . . . ?
O3 C2 C3 C4 -79.89(19) . . . . ?
C8 C2 C3 C4 162.07(15) . . . . ?
C1 C2 C3 C4 44.2(2) . . . . ?
C2 C3 C4 C17 -172.02(14) . . . . ?
C2 C3 C4 C5 -47.5(2) . . . . ?
C17 C4 C5 C6 84.46(17) . . . . ?
C3 C4 C5 C6 -41.2(2) . . . . ?
C17 C4 C5 S1 -166.81(12) . . . . ?
C3 C4 C5 S1 67.54(16) . . . . ?
O1 S1 C5 C6 -68.77(13) . . . . ?
O2 S1 C5 C6 157.99(11) . . . . ?
C1 S1 C5 C6 43.18(12) . . . . ?
O1 S1 C5 C4 173.13(11) . . . . ?
O2 S1 C5 C4 39.89(14) . . . . ?
C1 S1 C5 C4 -74.92(12) . . . . ?
C4 C5 C6 C7 81.66(19) . . . . ?
S1 C5 C6 C7 -31.27(17) . . . . ?
C4 C5 C6 C24 -98.30(19) . . . . ?
S1 C5 C6 C24 148.78(14) . . . . ?
C24 C6 C7 C1 178.83(17) . . . . ?
C5 C6 C7 C1 -1.1(2) . . . . ?
C2 C1 C7 C6 -82.01(19) . . . . ?
S1 C1 C7 C6 32.78(17) . . . . ?
O3 C2 C8 C9 3.5(2) . . . . ?
C3 C2 C8 C9 124.97(18) . . . . ?
C1 C2 C8 C9 -115.58(19) . . . . ?
C2 C8 C9 C10 -176.67(16) . . . . ?
C8 C9 C10 C15 16.3(3) . . . . ?
C8 C9 C10 C11 -166.41(18) . . . . ?
C15 C10 C11 C12 -0.4(3) . . . . ?
C9 C10 C11 C12 -177.91(17) . . . . ?
C10 C11 C12 C13 1.1(3) . . . . ?
C16 O4 C13 C12 -177.59(17) . . . . ?
C16 O4 C13 C14 1.2(3) . . . . ?
C11 C12 C13 O4 177.92(16) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
O4 C13 C14 C15 -178.73(16) . . . . ?
C12 C13 C14 C15 0.0(3) . . . . ?
C13 C14 C15 C10 0.7(3) . . . . ?
C11 C10 C15 C14 -0.5(3) . . . . ?
C9 C10 C15 C14 176.83(16) . . . . ?
C3 C4 C17 C18 7.9(2) . . . . ?
C5 C4 C17 C18 -116.92(18) . . . . ?
C3 C4 C17 C22 -169.77(15) . . . . ?
C5 C4 C17 C22 65.4(2) . . . . ?
C22 C17 C18 C19 1.5(3) . . . . ?
C4 C17 C18 C19 -176.20(16) . . . . ?
C17 C18 C19 C20 -0.3(3) . . . . ?
C23 O5 C20 C19 177.80(15) . . . . ?
C23 O5 C20 C21 -1.0(2) . . . . ?
C18 C19 C20 O5 179.70(15) . . . . ?
C18 C19 C20 C21 -1.4(3) . . . . ?
O5 C20 C21 C22 -179.43(16) . . . . ?
C19 C20 C21 C22 1.8(3) . . . . ?
C18 C17 C22 C21 -1.1(3) . . . . ?
C4 C17 C22 C21 176.71(16) . . . . ?
C20 C21 C22 C17 -0.5(3) . . . . ?
O6 S2 C25 C31 69.77(13) . . . . ?
O7 S2 C25 C31 -156.95(10) . . . . ?
C29 S2 C25 C31 -43.47(12) . . . . ?
O6 S2 C25 C26 -174.05(11) . . . . ?
O7 S2 C25 C26 -40.78(14) . . . . ?
C29 S2 C25 C26 72.70(12) . . . . ?
C31 C25 C26 O8 169.74(14) . . . . ?
S2 C25 C26 O8 62.06(16) . . . . ?
C31 C25 C26 C32 -74.55(17) . . . . ?
S2 C25 C26 C32 177.76(11) . . . . ?
C31 C25 C26 C27 44.39(19) . . . . ?
S2 C25 C26 C27 -63.30(16) . . . . ?
O8 C26 C27 C28 -78.71(19) . . . . ?
C32 C26 C27 C28 161.63(15) . . . . ?
C25 C26 C27 C28 45.89(19) . . . . ?
C26 C27 C28 C41 -171.44(14) . . . . ?
C26 C27 C28 C29 -48.80(19) . . . . ?
C41 C28 C29 C30 85.57(17) . . . . ?
C27 C28 C29 C30 -40.84(19) . . . . ?
C41 C28 C29 S2 -165.45(11) . . . . ?
C27 C28 C29 S2 68.14(15) . . . . ?
O6 S2 C29 C30 -69.16(12) . . . . ?
O7 S2 C29 C30 158.23(10) . . . . ?
C25 S2 C29 C30 43.87(12) . . . . ?
O6 S2 C29 C28 172.95(11) . . . . ?
O7 S2 C29 C28 40.34(13) . . . . ?
C25 S2 C29 C28 -74.01(12) . . . . ?
C28 C29 C30 C31 81.69(18) . . . . ?
S2 C29 C30 C31 -31.89(17) . . . . ?
C28 C29 C30 C48 -98.26(19) . . . . ?
S2 C29 C30 C48 148.15(14) . . . . ?
C48 C30 C31 C25 179.26(17) . . . . ?
C29 C30 C31 C25 -0.7(2) . . . . ?
C26 C25 C31 C30 -82.23(19) . . . . ?
S2 C25 C31 C30 32.59(17) . . . . ?
O8 C26 C32 C33 -1.7(3) . . . . ?
C27 C26 C32 C33 120.9(2) . . . . ?
C25 C26 C32 C33 -119.8(2) . . . . ?
C26 C32 C33 C34 172.93(17) . . . . ?
C32 C33 C34 C39 -22.4(3) . . . . ?
C32 C33 C34 C35 159.75(19) . . . . ?
C39 C34 C35 C36 1.8(3) . . . . ?
C33 C34 C35 C36 179.76(16) . . . . ?
C34 C35 C36 C37 -0.6(3) . . . . ?
C40 O9 C37 C38 -8.1(3) . . . . ?
C40 O9 C37 C36 172.08(16) . . . . ?
C35 C36 C37 O9 179.04(16) . . . . ?
C35 C36 C37 C38 -0.7(3) . . . . ?
O9 C37 C38 C39 -178.92(18) . . . . ?
C36 C37 C38 C39 0.9(3) . . . . ?
C35 C34 C39 C38 -1.7(3) . . . . ?
C33 C34 C39 C38 -179.61(19) . . . . ?
C37 C38 C39 C34 0.4(3) . . . . ?
C27 C28 C41 C46 19.2(2) . . . . ?
C29 C28 C41 C46 -105.16(19) . . . . ?
C27 C28 C41 C42 -164.29(15) . . . . ?
C29 C28 C41 C42 71.31(19) . . . . ?
C46 C41 C42 C43 1.0(3) . . . . ?
C28 C41 C42 C43 -175.74(16) . . . . ?
C41 C42 C43 C44 -0.8(3) . . . . ?
C47 O10 C44 C45 0.1(3) . . . . ?
C47 O10 C44 C43 179.07(19) . . . . ?
C42 C43 C44 O10 -178.89(17) . . . . ?
C42 C43 C44 C45 0.1(3) . . . . ?
O10 C44 C45 C46 179.20(17) . . . . ?
C43 C44 C45 C46 0.3(3) . . . . ?
C42 C41 C46 C45 -0.6(3) . . . . ?
C28 C41 C46 C45 175.94(17) . . . . ?
C44 C45 C46 C41 0.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3O O2 0.79(3) 2.12(3) 2.7421(19) 135(2) .
O3 H3O O8 0.79(3) 2.47(3) 3.0121(19) 126(2) .
O8 H8O S2 0.83(3) 2.67(2) 3.1116(14) 114.5(19) .
O8 H8O O7 0.83(3) 2.00(3) 2.7345(19) 146(2) .

_refine_diff_density_max         0.764
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.052

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_uvic1403
_database_code_depnum_ccdc_archive 'CCDC 1025140'
_audit_update_record             
;
2014-09-18 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H26 O7 S'
_chemical_formula_sum            'C25 H26 O7 S'
_chemical_formula_weight         470.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6137(10)
_cell_length_b                   15.5004(14)
_cell_length_c                   13.2501(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.946(3)
_cell_angle_gamma                90
_cell_volume                     2177.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      28.10

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.195
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6982
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2013)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            42445
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.921
_diffrn_reflns_theta_max         28.385
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5447
_reflns_number_gt                4443
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX-II v2013-10.0'
_computing_cell_refinement       'Bruker SAINT v8.32B'
_computing_data_reduction        'Bruker SAINT v8.32B'
_computing_structure_solution    'SHELXT-2014/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0383P)²+1.2993P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5447
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.68096(3) 0.73508(2) 0.24023(2) 0.01299(8) Uani 1 1 d . . . . .
O1 O 0.58457(10) 0.70208(6) 0.17039(7) 0.0179(2) Uani 1 1 d . . . . .
O2 O 0.80754(10) 0.73919(7) 0.20717(8) 0.0187(2) Uani 1 1 d . . . . .
O3 O 0.63105(10) 0.97816(6) 0.41555(8) 0.0199(2) Uani 1 1 d . . . . .
O4 O 0.76659(10) 0.92027(7) 0.53239(8) 0.0227(2) Uani 1 1 d . . . . .
O5 O 0.63907(10) 0.42217(6) 0.27701(8) 0.0210(2) Uani 1 1 d . . . . .
O6 O 0.93301(10) 0.50717(7) 0.76661(8) 0.0224(2) Uani 1 1 d . . . . .
O7 O 0.11592(9) 0.80140(6) 0.48352(8) 0.0179(2) Uani 1 1 d . . . . .
C1 C 0.64073(14) 0.83937(9) 0.28566(10) 0.0157(3) Uani 1 1 d . . . . .
H1A H 0.6854 0.8854 0.2501 0.019 Uiso 1 1 calc R U . . .
H1B H 0.5487 0.8497 0.2781 0.019 Uiso 1 1 calc R U . . .
C2 C 0.68479(13) 0.83428(9) 0.39478(10) 0.0135(3) Uani 1 1 d . . . . .
C3 C 0.70748(12) 0.75605(8) 0.43302(10) 0.0123(3) Uani 1 1 d . . . . .
H3 H 0.7357 0.7486 0.5017 0.015 Uiso 1 1 calc R U . . .
C4 C 0.68691(12) 0.67979(8) 0.36393(9) 0.0112(2) Uani 1 1 d . . . . .
C5 C 0.80093(12) 0.61582(8) 0.36576(10) 0.0126(3) Uani 1 1 d . . . . .
H5 H 0.8754 0.6490 0.3435 0.015 Uiso 1 1 calc R U . . .
C6 C 0.77488(13) 0.54389(9) 0.28753(10) 0.0146(3) Uani 1 1 d . . . . .
H6A H 0.7800 0.5690 0.2192 0.017 Uiso 1 1 calc R U . . .
H6B H 0.8426 0.5002 0.2960 0.017 Uiso 1 1 calc R U . . .
C7 C 0.64996(13) 0.49909(9) 0.29297(10) 0.0146(3) Uani 1 1 d . . . . .
C8 C 0.53755(13) 0.55402(9) 0.31446(11) 0.0159(3) Uani 1 1 d . . . . .
H8A H 0.4720 0.5168 0.3424 0.019 Uiso 1 1 calc R U . . .
H8B H 0.5023 0.5783 0.2499 0.019 Uiso 1 1 calc R U . . .
C9 C 0.56624(12) 0.62861(8) 0.38857(10) 0.0122(3) Uani 1 1 d . . . . .
H9 H 0.5889 0.5995 0.4544 0.015 Uiso 1 1 calc R U . . .
C10 C 0.70074(13) 0.91388(9) 0.45629(10) 0.0149(3) Uani 1 1 d . . . . .
C11 C 0.63781(16) 1.05839(9) 0.47142(13) 0.0240(3) Uani 1 1 d . . . . .
H11A H 0.5805 1.1006 0.4386 0.036 Uiso 1 1 calc R U . . .
H11B H 0.7243 1.0806 0.4728 0.036 Uiso 1 1 calc R U . . .
H11C H 0.6132 1.0483 0.5407 0.036 Uiso 1 1 calc R U . . .
C12 C 0.83529(12) 0.58240(8) 0.47123(10) 0.0124(3) Uani 1 1 d . . . . .
C13 C 0.91964(13) 0.62896(9) 0.53415(11) 0.0152(3) Uani 1 1 d . . . . .
H13 H 0.9564 0.6802 0.5096 0.018 Uiso 1 1 calc R U . . .
C14 C 0.95087(13) 0.60211(9) 0.63136(11) 0.0171(3) Uani 1 1 d . . . . .
H14 H 1.0081 0.6351 0.6732 0.021 Uiso 1 1 calc R U . . .
C15 C 0.89889(13) 0.52701(9) 0.66843(10) 0.0152(3) Uani 1 1 d . . . . .
C16 C 0.81776(13) 0.47813(9) 0.60663(11) 0.0163(3) Uani 1 1 d . . . . .
H16 H 0.7836 0.4258 0.6307 0.020 Uiso 1 1 calc R U . . .
C17 C 0.78683(13) 0.50639(9) 0.50898(11) 0.0155(3) Uani 1 1 d . . . . .
H17 H 0.7309 0.4728 0.4668 0.019 Uiso 1 1 calc R U . . .
C18 C 0.90331(17) 0.42306(11) 0.80106(12) 0.0288(4) Uani 1 1 d . . . . .
H18A H 0.9387 0.4152 0.8702 0.043 Uiso 1 1 calc R U . . .
H18B H 0.9393 0.3799 0.7568 0.043 Uiso 1 1 calc R U . . .
H18C H 0.8115 0.4161 0.7999 0.043 Uiso 1 1 calc R U . . .
C19 C 0.44818(12) 0.67996(8) 0.40848(10) 0.0126(3) Uani 1 1 d . . . . .
C20 C 0.37344(13) 0.72028(9) 0.33353(10) 0.0155(3) Uani 1 1 d . . . . .
H20 H 0.3987 0.7191 0.2658 0.019 Uiso 1 1 calc R U . . .
C21 C 0.26233(13) 0.76234(9) 0.35532(11) 0.0156(3) Uani 1 1 d . . . . .
H21 H 0.2137 0.7909 0.3032 0.019 Uiso 1 1 calc R U . . .
C22 C 0.22294(13) 0.76237(8) 0.45347(11) 0.0140(3) Uani 1 1 d . . . . .
C23 C 0.29609(13) 0.72180(9) 0.52928(10) 0.0153(3) Uani 1 1 d . . . . .
H23 H 0.2695 0.7214 0.5966 0.018 Uiso 1 1 calc R U . . .
C24 C 0.40736(13) 0.68203(8) 0.50674(10) 0.0138(3) Uani 1 1 d . . . . .
H24 H 0.4574 0.6554 0.5595 0.017 Uiso 1 1 calc R U . . .
C25 C 0.04451(14) 0.85086(11) 0.40988(12) 0.0243(3) Uani 1 1 d . . . . .
H25A H -0.0257 0.8791 0.4419 0.036 Uiso 1 1 calc R U . . .
H25B H 0.0113 0.8127 0.3558 0.036 Uiso 1 1 calc R U . . .
H25C H 0.0989 0.8947 0.3814 0.036 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4358(11) . ?
S1 O1 1.4377(10) . ?
S1 C1 1.7845(14) . ?
S1 C4 1.8478(13) . ?
O3 C10 1.3380(17) . ?
O3 C11 1.4472(17) . ?
O4 C10 1.2011(17) . ?
O5 C7 1.2153(17) . ?
O6 C15 1.3673(17) . ?
O6 C18 1.4221(19) . ?
O7 C22 1.3643(16) . ?
O7 C25 1.4276(18) . ?
C1 C2 1.4985(19) . ?
C2 C3 1.3313(18) . ?
C2 C10 1.4836(18) . ?
C3 C4 1.5041(18) . ?
C4 C9 1.5553(18) . ?
C4 C5 1.5637(18) . ?
C5 C12 1.5172(18) . ?
C5 C6 1.5376(18) . ?
C6 C7 1.5018(19) . ?
C7 C8 1.5048(19) . ?
C8 C9 1.5372(18) . ?
C9 C19 1.5190(18) . ?
C12 C17 1.3890(19) . ?
C12 C13 1.3931(19) . ?
C13 C14 1.378(2) . ?
C14 C15 1.389(2) . ?
C15 C16 1.3834(19) . ?
C16 C17 1.3892(19) . ?
C19 C20 1.3874(19) . ?
C19 C24 1.3935(19) . ?
C20 C21 1.3907(19) . ?
C21 C22 1.386(2) . ?
C22 C23 1.3882(19) . ?
C23 C24 1.3784(19) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 H3 0.9500 . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O2 S1 O1 117.74(6) . . ?
O2 S1 C1 107.85(7) . . ?
O1 S1 C1 111.39(6) . . ?
O2 S1 C4 107.54(6) . . ?
O1 S1 C4 113.37(6) . . ?
C1 S1 C4 96.82(6) . . ?
C10 O3 C11 114.94(11) . . ?
C15 O6 C18 117.34(12) . . ?
C22 O7 C25 117.35(11) . . ?
C2 C1 S1 102.10(9) . . ?
C3 C2 C10 122.35(12) . . ?
C3 C2 C1 117.16(12) . . ?
C10 C2 C1 120.49(12) . . ?
C2 C3 C4 117.80(12) . . ?
C3 C4 C9 111.62(11) . . ?
C3 C4 C5 113.64(11) . . ?
C9 C4 C5 108.56(10) . . ?
C3 C4 S1 99.94(9) . . ?
C9 C4 S1 115.58(9) . . ?
C5 C4 S1 107.39(9) . . ?
C12 C5 C6 113.56(11) . . ?
C12 C5 C4 112.33(11) . . ?
C6 C5 C4 109.70(11) . . ?
C7 C6 C5 115.56(11) . . ?
O5 C7 C6 121.44(13) . . ?
O5 C7 C8 121.25(13) . . ?
C6 C7 C8 117.25(12) . . ?
C7 C8 C9 114.43(11) . . ?
C19 C9 C8 111.52(11) . . ?
C19 C9 C4 117.70(11) . . ?
C8 C9 C4 112.82(11) . . ?
O4 C10 O3 124.26(13) . . ?
O4 C10 C2 125.10(13) . . ?
O3 C10 C2 110.64(12) . . ?
C17 C12 C13 117.53(12) . . ?
C17 C12 C5 123.05(12) . . ?
C13 C12 C5 119.41(12) . . ?
C14 C13 C12 121.30(13) . . ?
C13 C14 C15 120.19(13) . . ?
O6 C15 C16 124.50(13) . . ?
O6 C15 C14 115.75(12) . . ?
C16 C15 C14 119.75(13) . . ?
C15 C16 C17 119.25(13) . . ?
C12 C17 C16 121.92(13) . . ?
C20 C19 C24 117.69(12) . . ?
C20 C19 C9 123.93(12) . . ?
C24 C19 C9 118.24(12) . . ?
C19 C20 C21 121.48(13) . . ?
C22 C21 C20 119.65(13) . . ?
O7 C22 C21 124.73(13) . . ?
O7 C22 C23 115.65(12) . . ?
C21 C22 C23 119.62(13) . . ?
C24 C23 C22 119.96(13) . . ?
C23 C24 C19 121.58(13) . . ?
C2 C1 H1A 111.3 . . ?
S1 C1 H1A 111.3 . . ?
C2 C1 H1B 111.4 . . ?
S1 C1 H1B 111.3 . . ?
H1A C1 H1B 109.2 . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C12 C5 H5 107.0 . . ?
C6 C5 H5 107.0 . . ?
C4 C5 H5 107.0 . . ?
C7 C6 H6A 108.4 . . ?
C5 C6 H6A 108.4 . . ?
C7 C6 H6B 108.4 . . ?
C5 C6 H6B 108.4 . . ?
H6A C6 H6B 107.5 . . ?
C7 C8 H8A 108.7 . . ?
C9 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
C9 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C19 C9 H9 104.4 . . ?
C8 C9 H9 104.4 . . ?
C4 C9 H9 104.4 . . ?
O3 C11 H11A 109.5 . . ?
O3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C12 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
O6 C18 H18A 109.5 . . ?
O6 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O6 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 H24 119.2 . . ?
C19 C24 H24 119.2 . . ?
O7 C25 H25A 109.5 . . ?
O7 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O7 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
O2 S1 C1 C2 -88.89(10) . . . . ?
O1 S1 C1 C2 140.47(9) . . . . ?
C4 S1 C1 C2 22.05(10) . . . . ?
S1 C1 C2 C3 -16.51(15) . . . . ?
S1 C1 C2 C10 163.97(10) . . . . ?
C10 C2 C3 C4 179.41(12) . . . . ?
C1 C2 C3 C4 -0.09(18) . . . . ?
C2 C3 C4 C9 -106.80(14) . . . . ?
C2 C3 C4 C5 130.02(13) . . . . ?
C2 C3 C4 S1 15.94(14) . . . . ?
O2 S1 C4 C3 89.38(9) . . . . ?
O1 S1 C4 C3 -138.67(8) . . . . ?
C1 S1 C4 C3 -21.81(9) . . . . ?
O2 S1 C4 C9 -150.71(9) . . . . ?
O1 S1 C4 C9 -18.76(11) . . . . ?
C1 S1 C4 C9 98.09(10) . . . . ?
O2 S1 C4 C5 -29.39(10) . . . . ?
O1 S1 C4 C5 102.55(9) . . . . ?
C1 S1 C4 C5 -140.59(9) . . . . ?
C3 C4 C5 C12 56.72(14) . . . . ?
C9 C4 C5 C12 -68.12(13) . . . . ?
S1 C4 C5 C12 166.26(9) . . . . ?
C3 C4 C5 C6 -175.97(11) . . . . ?
C9 C4 C5 C6 59.19(13) . . . . ?
S1 C4 C5 C6 -66.43(12) . . . . ?
C12 C5 C6 C7 75.74(15) . . . . ?
C4 C5 C6 C7 -50.87(15) . . . . ?
C5 C6 C7 O5 -143.13(13) . . . . ?
C5 C6 C7 C8 39.52(17) . . . . ?
O5 C7 C8 C9 146.41(13) . . . . ?
C6 C7 C8 C9 -36.23(17) . . . . ?
C7 C8 C9 C19 -178.73(11) . . . . ?
C7 C8 C9 C4 46.20(15) . . . . ?
C3 C4 C9 C19 43.86(15) . . . . ?
C5 C4 C9 C19 169.88(11) . . . . ?
S1 C4 C9 C19 -69.44(13) . . . . ?
C3 C4 C9 C8 175.96(11) . . . . ?
C5 C4 C9 C8 -58.02(14) . . . . ?
S1 C4 C9 C8 62.66(13) . . . . ?
C11 O3 C10 O4 -1.2(2) . . . . ?
C11 O3 C10 C2 178.63(12) . . . . ?
C3 C2 C10 O4 22.6(2) . . . . ?
C1 C2 C10 O4 -157.88(14) . . . . ?
C3 C2 C10 O3 -157.16(13) . . . . ?
C1 C2 C10 O3 22.33(18) . . . . ?
C6 C5 C12 C17 -32.59(18) . . . . ?
C4 C5 C12 C17 92.63(15) . . . . ?
C6 C5 C12 C13 147.10(12) . . . . ?
C4 C5 C12 C13 -87.68(15) . . . . ?
C17 C12 C13 C14 -2.0(2) . . . . ?
C5 C12 C13 C14 178.29(12) . . . . ?
C12 C13 C14 C15 0.5(2) . . . . ?
C18 O6 C15 C16 12.8(2) . . . . ?
C18 O6 C15 C14 -167.51(13) . . . . ?
C13 C14 C15 O6 -178.23(13) . . . . ?
C13 C14 C15 C16 1.5(2) . . . . ?
O6 C15 C16 C17 177.90(13) . . . . ?
C14 C15 C16 C17 -1.8(2) . . . . ?
C13 C12 C17 C16 1.7(2) . . . . ?
C5 C12 C17 C16 -178.62(13) . . . . ?
C15 C16 C17 C12 0.2(2) . . . . ?
C8 C9 C19 C20 -57.88(17) . . . . ?
C4 C9 C19 C20 74.79(17) . . . . ?
C8 C9 C19 C24 117.60(13) . . . . ?
C4 C9 C19 C24 -109.73(14) . . . . ?
C24 C19 C20 C21 0.8(2) . . . . ?
C9 C19 C20 C21 176.27(13) . . . . ?
C19 C20 C21 C22 -1.7(2) . . . . ?
C25 O7 C22 C21 -4.72(19) . . . . ?
C25 O7 C22 C23 174.11(12) . . . . ?
C20 C21 C22 O7 179.99(12) . . . . ?
C20 C21 C22 C23 1.2(2) . . . . ?
O7 C22 C23 C24 -178.70(12) . . . . ?
C21 C22 C23 C24 0.2(2) . . . . ?
C22 C23 C24 C19 -1.2(2) . . . . ?
C20 C19 C24 C23 0.7(2) . . . . ?
C9 C19 C24 C23 -175.10(12) . . . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.052

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_uvic1406a
_database_code_depnum_ccdc_archive 'CCDC 1025141'
_audit_update_record             
;
2014-09-18 deposited with the CCDC.
2015-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H28 O5 S'
_chemical_formula_sum            'C26 H28 O5 S'
_chemical_formula_weight         452.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0583(6)
_cell_length_b                   29.646(2)
_cell_length_c                   8.5818(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.748(2)
_cell_angle_gamma                90
_cell_volume                     2206.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      28.43

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.084
_exptl_absorpt_coefficient_mu    0.183
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9647
_exptl_absorpt_correction_T_max  0.9991
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_detector_area_resol_mean 8.33
_diffrn_reflns_number            44202
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.374
_diffrn_reflns_theta_max         28.418
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5530
_reflns_number_gt                4619
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX-II v2013-10.0'
_computing_cell_refinement       'Bruker SAINT v8.32B'
_computing_data_reduction        'Bruker SAINT v8.32B'
_computing_structure_solution    'SHELXT-2014/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  'CIFTAB (Sheldrick, 2008)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²+1.1476P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     vecmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5530
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0957
_refine_ls_wR_factor_gt          0.0901
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.14023(4) 0.55566(2) 0.37330(4) 0.01332(8) Uani 1 1 d . . . . .
O1 O 1.15657(11) 0.50729(3) 0.36859(12) 0.0174(2) Uani 1 1 d . . . . .
O2 O 1.27969(11) 0.58153(3) 0.40777(13) 0.0216(2) Uani 1 1 d . . . . .
O3 O 0.95264(11) 0.66577(3) 0.38412(12) 0.0175(2) Uani 1 1 d . . . . .
H3O H 0.982(2) 0.6880(7) 0.442(2) 0.028(5) Uiso 1 1 d . . . . .
O4 O 1.52452(12) 0.54294(4) 1.21648(12) 0.0280(3) Uani 1 1 d . . . . .
O5 O 0.04337(12) 0.75307(4) 0.04410(15) 0.0315(3) Uani 1 1 d . . . . .
C1 C 1.02605(14) 0.57001(4) 0.50519(15) 0.0129(2) Uani 1 1 d . . . . .
H1 H 1.0028 0.5422 0.5595 0.015 Uiso 1 1 calc R U . . .
C2 C 1.09980(14) 0.60557(4) 0.63434(15) 0.0142(2) Uani 1 1 d . . . . .
H2 H 1.1639 0.6256 0.5861 0.017 Uiso 1 1 calc R U . . .
C3 C 0.95870(15) 0.63346(4) 0.64443(16) 0.0152(3) Uani 1 1 d . . . . .
H3 H 0.9937 0.6638 0.6912 0.018 Uiso 1 1 calc R U . . .
C4 C 0.86442(16) 0.61110(5) 0.74354(17) 0.0201(3) Uani 1 1 d . . . . .
H4A H 0.8454 0.5792 0.7100 0.024 Uiso 1 1 calc R U . . .
H4B H 0.9232 0.6117 0.8603 0.024 Uiso 1 1 calc R U . . .
C5 C 0.71158(17) 0.63513(6) 0.71927(18) 0.0241(3) Uani 1 1 d . . . . .
H5A H 0.7309 0.6668 0.7566 0.029 Uiso 1 1 calc R U . . .
H5B H 0.6531 0.6203 0.7862 0.029 Uiso 1 1 calc R U . . .
C6 C 0.61569(16) 0.63456(5) 0.54127(17) 0.0198(3) Uani 1 1 d . . . . .
H6A H 0.5868 0.6031 0.5075 0.024 Uiso 1 1 calc R U . . .
H6B H 0.5195 0.6519 0.5292 0.024 Uiso 1 1 calc R U . . .
C7 C 0.70172(15) 0.65452(4) 0.43192(16) 0.0149(3) Uani 1 1 d . . . . .
C8 C 0.86740(15) 0.63851(4) 0.46360(16) 0.0142(3) Uani 1 1 d . . . . .
C9 C 0.87505(15) 0.59023(4) 0.39570(15) 0.0141(2) Uani 1 1 d . . . . .
H9 H 0.7852 0.5720 0.4056 0.017 Uiso 1 1 calc R U . . .
C10 C 0.88070(17) 0.58974(5) 0.22312(17) 0.0206(3) Uani 1 1 d . . . . .
H10 H 0.7969 0.6006 0.1371 0.025 Uiso 1 1 calc R U . . .
C11 C 1.00591(17) 0.57366(5) 0.19504(17) 0.0213(3) Uani 1 1 d . . . . .
H11 H 1.0212 0.5721 0.0902 0.026 Uiso 1 1 calc R U . . .
C12 C 1.20464(15) 0.58721(5) 0.79153(16) 0.0159(3) Uani 1 1 d . . . . .
C13 C 1.33253(16) 0.61269(5) 0.87430(18) 0.0218(3) Uani 1 1 d . . . . .
H13 H 1.3494 0.6413 0.8323 0.026 Uiso 1 1 calc R U . . .
C14 C 1.43503(17) 0.59718(5) 1.01607(19) 0.0248(3) Uani 1 1 d . . . . .
H14 H 1.5209 0.6153 1.0709 0.030 Uiso 1 1 calc R U . . .
C15 C 1.41383(16) 0.55553(5) 1.07905(16) 0.0211(3) Uani 1 1 d . . . . .
C16 C 1.28631(16) 0.52981(5) 1.00084(16) 0.0201(3) Uani 1 1 d . . . . .
H16 H 1.2692 0.5014 1.0439 0.024 Uiso 1 1 calc R U . . .
C17 C 1.18338(15) 0.54609(5) 0.85819(16) 0.0178(3) Uani 1 1 d . . . . .
H17 H 1.0959 0.5284 0.8051 0.021 Uiso 1 1 calc R U . . .
C18 C 1.50862(18) 0.49986(6) 1.28309(18) 0.0299(4) Uani 1 1 d . . . . .
H18A H 1.5949 0.4948 1.3810 0.045 Uiso 1 1 calc R U . . .
H18B H 1.5087 0.4764 1.2027 0.045 Uiso 1 1 calc R U . . .
H18C H 1.4113 0.4987 1.3114 0.045 Uiso 1 1 calc R U . . .
C19 C 0.64251(15) 0.68358(4) 0.31072(16) 0.0165(3) Uani 1 1 d . . . . .
H19 H 0.7132 0.6949 0.2573 0.020 Uiso 1 1 calc R U . . .
C20 C 0.48370(16) 0.70049(5) 0.24829(17) 0.0177(3) Uani 1 1 d . . . . .
C21 C 0.45856(17) 0.74287(5) 0.1735(2) 0.0277(3) Uani 1 1 d . . . . .
H21 H 0.5446 0.7604 0.1680 0.033 Uiso 1 1 calc R U . . .
C22 C 0.31208(18) 0.75975(5) 0.1075(2) 0.0318(4) Uani 1 1 d . . . . .
H22 H 0.2977 0.7887 0.0583 0.038 Uiso 1 1 calc R U . . .
C23 C 0.18598(16) 0.73414(5) 0.11346(18) 0.0220(3) Uani 1 1 d . . . . .
C24 C 0.20652(16) 0.69186(5) 0.18341(17) 0.0192(3) Uani 1 1 d . . . . .
H24 H 0.1200 0.6742 0.1868 0.023 Uiso 1 1 calc R U . . .
C25 C 0.35463(16) 0.67538(4) 0.24870(17) 0.0175(3) Uani 1 1 d . . . . .
H25 H 0.3682 0.6460 0.2951 0.021 Uiso 1 1 calc R U . . .
C26 C -0.08644(19) 0.72813(7) 0.0506(3) 0.0456(5) Uani 1 1 d . . . . .
H26A H -0.1802 0.7451 -0.0031 0.068 Uiso 1 1 calc R U . . .
H26B H -0.0821 0.7227 0.1644 0.068 Uiso 1 1 calc R U . . .
H26C H -0.0877 0.6992 -0.0051 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4340(10) . ?
S1 O1 1.4433(10) . ?
S1 C11 1.7416(14) . ?
S1 C1 1.7907(13) . ?
O3 C8 1.4206(16) . ?
O4 C15 1.3616(16) . ?
O4 C18 1.423(2) . ?
O5 C23 1.3764(17) . ?
O5 C26 1.404(2) . ?
C1 C2 1.5359(17) . ?
C1 C9 1.5403(17) . ?
C2 C12 1.5098(18) . ?
C2 C3 1.5455(18) . ?
C3 C4 1.5201(19) . ?
C3 C8 1.5411(18) . ?
C4 C5 1.5170(19) . ?
C5 C6 1.524(2) . ?
C6 C7 1.5031(19) . ?
C7 C19 1.3380(18) . ?
C7 C8 1.5220(18) . ?
C8 C9 1.5545(18) . ?
C9 C10 1.4967(19) . ?
C10 C11 1.315(2) . ?
C12 C17 1.383(2) . ?
C12 C13 1.3939(19) . ?
C13 C14 1.379(2) . ?
C14 C15 1.383(2) . ?
C15 C16 1.385(2) . ?
C16 C17 1.3940(18) . ?
C19 C20 1.4709(18) . ?
C20 C25 1.3870(19) . ?
C20 C21 1.399(2) . ?
C21 C22 1.378(2) . ?
C22 C23 1.385(2) . ?
C23 C24 1.379(2) . ?
C24 C25 1.3853(19) . ?
O3 H3O 0.82(2) . ?
C1 H1 1.0000 . ?
C2 H2 1.0000 . ?
C3 H3 1.0000 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C9 H9 1.0000 . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 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
O2 S1 O1 116.48(6) . . ?
O2 S1 C11 111.60(7) . . ?
O1 S1 C11 109.34(6) . . ?
O2 S1 C1 112.18(6) . . ?
O1 S1 C1 109.66(6) . . ?
C11 S1 C1 95.61(6) . . ?
C15 O4 C18 117.35(12) . . ?
C23 O5 C26 117.44(12) . . ?
C2 C1 C9 107.35(10) . . ?
C2 C1 S1 114.13(9) . . ?
C9 C1 S1 106.26(9) . . ?
C12 C2 C1 115.35(11) . . ?
C12 C2 C3 117.40(11) . . ?
C1 C2 C3 102.29(10) . . ?
C4 C3 C8 112.38(11) . . ?
C4 C3 C2 113.90(11) . . ?
C8 C3 C2 102.01(10) . . ?
C5 C4 C3 110.86(11) . . ?
C4 C5 C6 111.50(12) . . ?
C7 C6 C5 111.91(12) . . ?
C19 C7 C6 125.10(12) . . ?
C19 C7 C8 119.56(12) . . ?
C6 C7 C8 115.32(11) . . ?
O3 C8 C7 112.41(10) . . ?
O3 C8 C3 109.30(10) . . ?
C7 C8 C3 115.19(11) . . ?
O3 C8 C9 104.76(10) . . ?
C7 C8 C9 111.61(10) . . ?
C3 C8 C9 102.65(10) . . ?
C10 C9 C1 108.80(11) . . ?
C10 C9 C8 113.44(11) . . ?
C1 C9 C8 104.91(10) . . ?
C11 C10 C9 117.53(12) . . ?
C10 C11 S1 111.79(11) . . ?
C17 C12 C13 117.46(12) . . ?
C17 C12 C2 124.09(12) . . ?
C13 C12 C2 118.45(12) . . ?
C14 C13 C12 121.21(14) . . ?
C13 C14 C15 120.55(13) . . ?
O4 C15 C14 115.64(13) . . ?
O4 C15 C16 124.88(14) . . ?
C14 C15 C16 119.48(13) . . ?
C15 C16 C17 119.22(14) . . ?
C12 C17 C16 122.05(13) . . ?
C7 C19 C20 129.31(13) . . ?
C25 C20 C21 117.21(13) . . ?
C25 C20 C19 123.56(12) . . ?
C21 C20 C19 119.07(13) . . ?
C22 C21 C20 121.66(14) . . ?
C21 C22 C23 119.51(14) . . ?
O5 C23 C24 123.42(13) . . ?
O5 C23 C22 116.23(13) . . ?
C24 C23 C22 120.34(13) . . ?
C23 C24 C25 119.34(13) . . ?
C24 C25 C20 121.91(12) . . ?
C8 O3 H3O 106.8(13) . . ?
C2 C1 H1 109.7 . . ?
C9 C1 H1 109.7 . . ?
S1 C1 H1 109.7 . . ?
C12 C2 H2 107.0 . . ?
C1 C2 H2 107.0 . . ?
C3 C2 H2 107.0 . . ?
C4 C3 H3 109.4 . . ?
C8 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C10 C9 H9 109.8 . . ?
C1 C9 H9 109.8 . . ?
C8 C9 H9 109.8 . . ?
C11 C10 H10 121.2 . . ?
C9 C10 H10 121.2 . . ?
C10 C11 H11 124.1 . . ?
S1 C11 H11 124.1 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C12 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 C19 H19 115.3 . . ?
C20 C19 H19 115.3 . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.0 . . ?
C20 C25 H25 119.0 . . ?
O5 C26 H26A 109.5 . . ?
O5 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O5 C26 H26C 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
O2 S1 C1 C2 -2.33(11) . . . . ?
O1 S1 C1 C2 128.73(9) . . . . ?
C11 S1 C1 C2 -118.41(10) . . . . ?
O2 S1 C1 C9 115.78(9) . . . . ?
O1 S1 C1 C9 -113.16(9) . . . . ?
C11 S1 C1 C9 -0.30(10) . . . . ?
C9 C1 C2 C12 154.26(11) . . . . ?
S1 C1 C2 C12 -88.25(12) . . . . ?
C9 C1 C2 C3 25.63(13) . . . . ?
S1 C1 C2 C3 143.11(9) . . . . ?
C12 C2 C3 C4 -48.92(16) . . . . ?
C1 C2 C3 C4 78.41(13) . . . . ?
C12 C2 C3 C8 -170.26(11) . . . . ?
C1 C2 C3 C8 -42.92(12) . . . . ?
C8 C3 C4 C5 -52.74(15) . . . . ?
C2 C3 C4 C5 -168.11(12) . . . . ?
C3 C4 C5 C6 59.86(16) . . . . ?
C4 C5 C6 C7 -55.98(17) . . . . ?
C5 C6 C7 C19 -135.62(14) . . . . ?
C5 C6 C7 C8 45.96(16) . . . . ?
C19 C7 C8 O3 15.18(17) . . . . ?
C6 C7 C8 O3 -166.31(11) . . . . ?
C19 C7 C8 C3 141.27(13) . . . . ?
C6 C7 C8 C3 -40.22(16) . . . . ?
C19 C7 C8 C9 -102.20(14) . . . . ?
C6 C7 C8 C9 76.31(14) . . . . ?
C4 C3 C8 O3 170.84(11) . . . . ?
C2 C3 C8 O3 -66.78(12) . . . . ?
C4 C3 C8 C7 43.18(15) . . . . ?
C2 C3 C8 C7 165.55(11) . . . . ?
C4 C3 C8 C9 -78.34(13) . . . . ?
C2 C3 C8 C9 44.04(12) . . . . ?
C2 C1 C9 C10 123.05(12) . . . . ?
S1 C1 C9 C10 0.55(13) . . . . ?
C2 C1 C9 C8 1.35(13) . . . . ?
S1 C1 C9 C8 -121.15(9) . . . . ?
O3 C8 C9 C10 -32.38(14) . . . . ?
C7 C8 C9 C10 89.52(13) . . . . ?
C3 C8 C9 C10 -146.55(11) . . . . ?
O3 C8 C9 C1 86.24(11) . . . . ?
C7 C8 C9 C1 -151.86(11) . . . . ?
C3 C8 C9 C1 -27.93(12) . . . . ?
C1 C9 C10 C11 -0.67(18) . . . . ?
C8 C9 C10 C11 115.68(14) . . . . ?
C9 C10 C11 S1 0.45(18) . . . . ?
O2 S1 C11 C10 -116.61(12) . . . . ?
O1 S1 C11 C10 113.06(12) . . . . ?
C1 S1 C11 C10 -0.07(13) . . . . ?
C1 C2 C12 C17 -32.71(18) . . . . ?
C3 C2 C12 C17 88.01(16) . . . . ?
C1 C2 C12 C13 146.22(13) . . . . ?
C3 C2 C12 C13 -93.05(15) . . . . ?
C17 C12 C13 C14 0.9(2) . . . . ?
C2 C12 C13 C14 -178.15(13) . . . . ?
C12 C13 C14 C15 0.6(2) . . . . ?
C18 O4 C15 C14 -178.68(13) . . . . ?
C18 O4 C15 C16 0.9(2) . . . . ?
C13 C14 C15 O4 177.95(13) . . . . ?
C13 C14 C15 C16 -1.6(2) . . . . ?
O4 C15 C16 C17 -178.29(13) . . . . ?
C14 C15 C16 C17 1.3(2) . . . . ?
C13 C12 C17 C16 -1.2(2) . . . . ?
C2 C12 C17 C16 177.71(13) . . . . ?
C15 C16 C17 C12 0.2(2) . . . . ?
C6 C7 C19 C20 -4.4(2) . . . . ?
C8 C7 C19 C20 174.00(13) . . . . ?
C7 C19 C20 C25 -31.7(2) . . . . ?
C7 C19 C20 C21 153.03(16) . . . . ?
C25 C20 C21 C22 2.1(2) . . . . ?
C19 C20 C21 C22 177.62(16) . . . . ?
C20 C21 C22 C23 -0.7(3) . . . . ?
C26 O5 C23 C24 2.1(2) . . . . ?
C26 O5 C23 C22 -179.06(18) . . . . ?
C21 C22 C23 O5 -179.55(16) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
O5 C23 C24 C25 179.28(14) . . . . ?
C22 C23 C24 C25 0.5(2) . . . . ?
C23 C24 C25 C20 1.1(2) . . . . ?
C21 C20 C25 C24 -2.3(2) . . . . ?
C19 C20 C25 C24 -177.60(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3O O5 0.82(2) 1.96(2) 2.7748(15) 169.7(18) 4_676

_refine_diff_density_max         0.443
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.051

_shelxl_version_number           2014-3

