#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/64/2226447.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2226447
loop_
_publ_author_name
'Gainsford, Graeme J.'
'Tyler, Peter C.'
'Zubkova, Olga V.'
_publ_section_title
;
 p-Tolyl
 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-<small>L</small>-idopyranoside
;
_journal_coeditor_code           GK2277
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1598
_journal_page_last               o1599
_journal_paper_doi               10.1107/S1600536810020970
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C34 H32 O6 S'
_chemical_formula_moiety         'C34 H32 O6 S'
_chemical_formula_sum            'C34 H32 O6 S'
_chemical_formula_weight         568.66
_chemical_name_systematic
;
p-Tolyl 2-O-benzoyl-3-O-benzyl-
4,6-O-benzylidene-1-thio-α-L-idopyranoside
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.27(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.296(4)
_cell_length_b                   8.2060(16)
_cell_length_c                   19.045(4)
_cell_measurement_reflns_used    1721
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      66.9
_cell_measurement_theta_min      6.5
_cell_volume                     2957.5(11)
_computing_cell_refinement       'FSProcess (Rigaku, 1998)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'FSProcess (Rigaku, 1998'
_computing_molecular_graphics
;
ORTEP in WinGX (Farrugia, 1999) and Mercury (Macrae et al.,
2006)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1993)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type
;
Rigaku Spider
;
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator
;
Rigaku VariMax-HF Confocal Optical System
;
_diffrn_radiation_source
;
 Rigaku MM007 rotating anode
;
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_sigmaI/netI    0.0961
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10947
_diffrn_reflns_theta_full        72.19
_diffrn_reflns_theta_max         72.19
_diffrn_reflns_theta_min         6.51
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.335
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.311
_refine_ls_abs_structure_details 'Flack (1983), 1939 Friedel pairs'
_refine_ls_abs_structure_Flack   0.01(4)
_refine_ls_extinction_coef       0.0019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4882
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1421
_refine_ls_R_factor_gt           0.0682
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0855P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1479
_refine_ls_wR_factor_ref         0.2013
_reflns_number_gt                2352
_reflns_number_total             4882
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            gk2277.cif
_cod_data_source_block           I
_cod_original_cell_volume        2957.5(10)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               2226447
_cod_database_fobs_code          2226447
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.26771(9) 0.5118(2) 0.32352(10) 0.0904(6) Uani d . 1 . .
O O1 0.3489(2) 0.4758(5) 0.0899(2) 0.0674(11) Uani d . 1 C .
O O2 0.23586(18) 0.5312(5) 0.0294(2) 0.0685(11) Uani d . 1 C .
O O3 0.3923(2) 0.7274(5) 0.2062(2) 0.0671(11) Uani d . 1 . .
O O4 0.5075(2) 0.7017(6) 0.2613(2) 0.0898(15) Uani d . 1 . .
O O5 0.2527(2) 0.6221(5) 0.1852(3) 0.0702(12) Uani d . 1 . .
C C1 0.2993(3) 0.4463(7) 0.0262(4) 0.0712(18) Uani d . 1 . .
H H1 0.2893 0.3269 0.0214 0.085 Uiso calc R 1 . .
C C2 0.3277(3) 0.5043(7) -0.0372(4) 0.0635(16) Uani d . 1 . .
C C3 0.2032(3) 0.4603(8) 0.0837(4) 0.0777(19) Uani d . 1 . .
H H3A 0.1890 0.3471 0.0698 0.093 Uiso calc R 1 C .
H H3B 0.1599 0.5225 0.0867 0.093 Uiso calc R 1 . .
C C4 0.2516(3) 0.4592(7) 0.1565(4) 0.0746(19) Uani d . 1 C .
H H4 0.2321 0.3829 0.1887 0.090 Uiso calc R 1 . .
C C5 0.3255(3) 0.4017(8) 0.1499(4) 0.0713(18) Uani d . 1 . .
H H5 0.3233 0.2813 0.1417 0.086 Uiso calc R 1 C .
C C6 0.2959(3) 0.6339(8) 0.2545(3) 0.0718(18) Uani d . 1 B .
H H6 0.2945 0.7504 0.2697 0.086 Uiso calc R 1 . .
C C7 0.3720(3) 0.5973(7) 0.2490(3) 0.0703(18) Uani d . 1 B .
H H7 0.4023 0.6025 0.2980 0.084 Uiso calc R 1 . .
C C9 0.3943(3) 0.5753(7) -0.0304(3) 0.0655(17) Uani d . 1 . .
H H9 0.4232 0.5885 0.0157 0.085 Uiso calc R 1 . .
C C8 0.3821(3) 0.4344(7) 0.2166(4) 0.0738(19) Uani d . 1 B .
H H8 0.4306 0.4243 0.2058 0.089 Uiso calc R 1 A 1
C C10 0.4185(3) 0.6267(8) -0.0907(4) 0.0767(19) Uani d . 1 . .
H H10 0.4640 0.6747 -0.0860 0.092 Uiso calc R 1 . .
C C11 0.3760(3) 0.6076(8) -0.1576(4) 0.0763(19) Uani d . 1 . .
H H11 0.3926 0.6419 -0.1991 0.092 Uiso calc R 1 . .
C C12 0.3099(3) 0.5392(8) -0.1645(4) 0.0781(19) Uani d . 1 . .
H H12 0.2807 0.5284 -0.2106 0.094 Uiso calc R 1 . .
C C13 0.2858(3) 0.4864(8) -0.1051(4) 0.0791(19) Uani d . 1 . .
H H13 0.2404 0.4374 -0.1104 0.095 Uiso calc R 1 . .
O O6A 0.3646(5) 0.2944(12) 0.2544(6) 0.064(3) Uiso d P 0.59(2) B 1
C C14A 0.2117(6) 0.6505(15) 0.3596(6) 0.050(3) Uiso d P 0.539(13) C 1
C C15 0.1681(3) 0.7644(8) 0.3084(3) 0.0723(17) Uani d . 1 C 1
H H15 0.1718 0.7678 0.2594 0.087 Uiso calc R 1 C 1
C C16 0.1223(3) 0.8646(9) 0.3351(3) 0.0769(19) Uani d . 1 C 1
H H16 0.0924 0.9363 0.3036 0.092 Uiso calc R 1 C 1
C C17A 0.1189(7) 0.8623(17) 0.4122(8) 0.0657(13) Uiso d P 0.539(13) C 1
C C18A 0.1578(7) 0.7442(16) 0.4544(7) 0.0657(13) Uiso d P 0.539(13) C 1
H H18A 0.1529 0.7357 0.5029 0.079 Uiso calc PR 0.539(13) C 1
C C19A 0.2027(7) 0.6396(17) 0.4305(7) 0.0657(13) Uiso d P 0.539(13) C 1
H H19A 0.2277 0.5598 0.4617 0.079 Uiso calc PR 0.539(13) C 1
C C20A 0.0731(7) 0.9795(17) 0.4412(6) 0.0657(13) Uiso d P 0.539(13) C 1
H H20A 0.0361 0.9199 0.4590 0.099 Uiso calc PR 0.539(13) C 1
H H20B 0.0514 1.0546 0.4032 0.099 Uiso calc PR 0.539(13) C 1
H H20C 0.1017 1.0414 0.4805 0.099 Uiso calc PR 0.539(13) C 1
C C21 0.4617(3) 0.7713(8) 0.2173(4) 0.0713(18) Uani d . 1 D 1
C C22 0.4727(3) 0.9110(7) 0.1729(3) 0.0613(16) Uani d . 1 D 1
C C23 0.4227(3) 0.9586(7) 0.1144(3) 0.0620(16) Uani d . 1 D 1
H H23 0.3804 0.8976 0.1009 0.074 Uiso calc R 1 D 1
C C24 0.4339(3) 1.0941(8) 0.0755(3) 0.0680(17) Uani d . 1 D 1
H H24 0.3990 1.1262 0.0356 0.082 Uiso calc R 1 D 1
C C25 0.4956(3) 1.1845(9) 0.0941(3) 0.0729(17) Uani d . 1 D 1
H H25 0.5029 1.2786 0.0674 0.088 Uiso calc R 1 D 1
C C26 0.5459(4) 1.1357(8) 0.1516(4) 0.081(2) Uani d . 1 D 1
H H26 0.5883 1.1966 0.1646 0.097 Uiso calc R 1 D 1
C C27 0.5357(3) 1.0011(9) 0.1903(3) 0.0754(17) Uani d . 1 D 1
H H27 0.5715 0.9678 0.2294 0.091 Uiso calc R 1 D 1
C C28A 0.4234(5) 0.1966(16) 0.2865(6) 0.0727(11) Uiso d P 0.613(10) B 1
H H28A 0.4617 0.2669 0.3125 0.087 Uiso calc PR 0.613(10) B 1
H H28B 0.4418 0.1362 0.2490 0.087 Uiso calc PR 0.613(10) B 1
C C29A 0.3993(8) 0.0763(16) 0.3388(7) 0.0727(11) Uiso d P 0.613(10) B 1
C C30A 0.3302(5) 0.0774(15) 0.3568(6) 0.053(3) Uiso d P 0.613(10) B 1
H H30 0.2982 0.1623 0.3386 0.064 Uiso calc PR 0.613(10) B 1
C C31A 0.3088(6) -0.0416(15) 0.4000(6) 0.0727(11) Uiso d P 0.613(10) B 1
H H31A 0.2633 -0.0393 0.4120 0.087 Uiso calc PR 0.613(10) B 1
C C32A 0.3585(6) -0.1674(15) 0.4255(6) 0.0727(11) Uiso d P 0.613(10) B 1
H H32A 0.3447 -0.2552 0.4523 0.087 Uiso calc PR 0.613(10) B 1
C C33A 0.4261(7) -0.1638(16) 0.4120(6) 0.0727(11) Uiso d P 0.613(10) B 1
H H33A 0.4596 -0.2430 0.4332 0.087 Uiso calc PR 0.613(10) B 1
C C34A 0.4455(6) -0.0452(15) 0.3676(6) 0.0727(11) Uiso d P 0.613(10) B 1
H H34A 0.4916 -0.0478 0.3568 0.087 Uiso calc PR 0.613(10) B 1
O O6B 0.3821(6) 0.3383(16) 0.2850(8) 0.054(5) Uiso d P 0.41(2) B 2
C C14B 0.1955(9) 0.628(2) 0.3382(9) 0.0657(13) Uiso d P 0.461(13) C 2
C C17B 0.1005(8) 0.829(2) 0.3942(9) 0.0657(13) Uiso d P 0.461(13) C 2
C C18B 0.1331(8) 0.7014(19) 0.4340(8) 0.0657(13) Uiso d P 0.461(13) C 2
H H18B 0.1217 0.6782 0.4793 0.079 Uiso calc PR 0.461(13) C 2
C C19B 0.1832(8) 0.6041(19) 0.4088(8) 0.0657(13) Uiso d P 0.461(13) C 2
H H19B 0.2088 0.5229 0.4388 0.079 Uiso calc PR 0.461(13) C 2
C C20B 0.0442(8) 0.9276(19) 0.4240(7) 0.0657(13) Uiso d P 0.461(13) C 2
H H20D -0.0010 0.8696 0.4136 0.099 Uiso calc PR 0.461(13) C 2
H H20E 0.0387 1.0353 0.4013 0.099 Uiso calc PR 0.461(13) C 2
H H20F 0.0594 0.9404 0.4759 0.099 Uiso calc PR 0.461(13) C 2
C C28B 0.4256(9) 0.274(2) 0.3140(10) 0.0727(11) Uiso d P 0.387(10) B 2
H H28C 0.4506 0.3485 0.3515 0.087 Uiso calc PR 0.387(10) B 2
H H28D 0.4582 0.2522 0.2809 0.087 Uiso calc PR 0.387(10) B 2
C C29B 0.4141(11) 0.121(3) 0.3485(12) 0.0727(11) Uiso d P 0.387(10) B 2
C C30B 0.3541(13) 0.079(3) 0.3547(12) 0.0727(11) Uiso d P 0.387(10) B 2
H H30B 0.3156 0.1366 0.3269 0.087 Uiso calc PR 0.387(10) B 2
C C31B 0.3372(9) -0.049(3) 0.4002(10) 0.0727(11) Uiso d P 0.387(10) B 2
H H31B 0.2946 -0.0856 0.4095 0.087 Uiso d P 0.387(10) B 2
C C32B 0.3913(10) -0.137(2) 0.4345(10) 0.0727(11) Uiso d P 0.387(10) B 2
H H32B 0.3831 -0.2210 0.4664 0.087 Uiso calc PR 0.387(10) B 2
C C33B 0.4565(10) -0.109(2) 0.4248(9) 0.0727(11) Uiso d P 0.387(10) B 2
H H33B 0.4936 -0.1797 0.4468 0.087 Uiso calc PR 0.387(10) B 2
C C34B 0.4724(9) 0.024(2) 0.3821(8) 0.0727(11) Uiso d P 0.387(10) B 2
H H34B 0.5193 0.0462 0.3765 0.087 Uiso calc PR 0.387(10) B 2
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14B S1 C6 . . 100.0(6) ?
C14A S1 C6 . . 102.4(4) ?
C1 O1 C5 . . 110.1(5) ?
C1 O2 C3 . . 109.6(4) ?
C21 O3 C7 . . 118.3(5) ?
C6 O5 C4 . . 112.2(5) ?
O1 C1 O2 . . 109.0(5) ?
O1 C1 C2 . . 110.2(5) ?
O2 C1 C2 . . 109.4(5) ?
O1 C1 H1 . . 109.4 ?
O2 C1 H1 . . 109.4 ?
C2 C1 H1 . . 109.4 ?
C13 C2 C9 . . 119.2(6) ?
C13 C2 C1 . . 118.6(6) ?
C9 C2 C1 . . 122.2(6) ?
O2 C3 C4 . . 112.5(5) ?
O2 C3 H3A . . 109.1 ?
C4 C3 H3A . . 109.1 ?
O2 C3 H3B . . 109.1 ?
C4 C3 H3B . . 109.1 ?
H3A C3 H3B . . 107.8 ?
O5 C4 C3 . . 107.6(5) ?
O5 C4 C5 . . 111.8(5) ?
C3 C4 C5 . . 110.2(6) ?
O5 C4 H4 . . 109.1 ?
C3 C4 H4 . . 109.1 ?
C5 C4 H4 . . 109.1 ?
O1 C5 C8 . . 107.6(5) ?
O1 C5 C4 . . 112.1(5) ?
C8 C5 C4 . . 113.7(6) ?
O1 C5 H5 . . 107.7 ?
C8 C5 H5 . . 107.7 ?
C4 C5 H5 . . 107.7 ?
O5 C6 C7 . . 108.7(5) ?
O5 C6 S1 . . 115.5(4) ?
C7 C6 S1 . . 111.7(4) ?
O5 C6 H6 . . 106.8 ?
C7 C6 H6 . . 106.8 ?
S1 C6 H6 . . 106.8 ?
O3 C7 C8 . . 110.9(5) ?
O3 C7 C6 . . 105.4(4) ?
C8 C7 C6 . . 114.1(6) ?
O3 C7 H7 . . 108.8 ?
C8 C7 H7 . . 108.8 ?
C6 C7 H7 . . 108.8 ?
C10 C9 C2 . . 120.2(6) ?
C10 C9 H9 . . 119.9 ?
C2 C9 H9 . . 119.9 ?
O6A C8 C7 . . 116.6(7) ?
C7 C8 O6B . . 95.1(7) ?
O6A C8 C5 . . 94.4(7) ?
C7 C8 C5 . . 111.7(5) ?
O6B C8 C5 . . 120.1(8) ?
O6A C8 H8 . . 111.0 ?
C7 C8 H8 . . 111.0 ?
O6B C8 H8 . . 106.8 ?
C5 C8 H8 . . 111.0 ?
C11 C10 C9 . . 119.6(6) ?
C11 C10 H10 . . 120.2 ?
C9 C10 H10 . . 120.2 ?
C12 C11 C10 . . 120.3(6) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C13 C12 C11 . . 120.4(6) ?
C13 C12 H12 . . 119.8 ?
C11 C12 H12 . . 119.8 ?
C12 C13 C2 . . 120.2(6) ?
C12 C13 H13 . . 119.9 ?
C2 C13 H13 . . 119.9 ?
C28A O6A C8 . . 114.9(8) ?
C19A C14A C15 . . 120.8(10) ?
C19A C14A S1 . . 121.8(9) ?
C15 C14A S1 . . 116.9(8) ?
C16 C15 C14A . . 117.1(7) ?
C16 C15 H15 . . 121.5 ?
C14A C15 H15 . . 121.5 ?
C15 C16 C17A . . 121.0(7) ?
C15 C16 H16 . . 119.5 ?
C17A C16 H16 . . 119.5 ?
C18A C17A C20A . . 122.2(12) ?
C18A C17A C16 . . 117.4(11) ?
C20A C17A C16 . . 120.4(11) ?
C19A C18A C17A . . 123.9(12) ?
C19A C18A H18A . . 118.1 ?
C17A C18A H18A . . 118.1 ?
C18A C19A C14A . . 119.4(12) ?
C18A C19A H19A . . 120.3 ?
C14A C19A H19A . . 120.3 ?
O4 C21 O3 . . 122.4(6) ?
O4 C21 C22 . . 126.1(6) ?
O3 C21 C22 . . 111.4(6) ?
C23 C22 C27 . . 118.5(6) ?
C23 C22 C21 . . 122.1(6) ?
C27 C22 C21 . . 119.4(6) ?
C24 C23 C22 . . 120.3(6) ?
C24 C23 H23 . . 119.8 ?
C22 C23 H23 . . 119.8 ?
C23 C24 C25 . . 120.8(6) ?
C23 C24 H24 . . 119.6 ?
C25 C24 H24 . . 119.6 ?
C26 C25 C24 . . 118.9(6) ?
C26 C25 H25 . . 120.5 ?
C24 C25 H25 . . 120.5 ?
C27 C26 C25 . . 120.9(6) ?
C27 C26 H26 . . 119.6 ?
C25 C26 H26 . . 119.6 ?
C26 C27 C22 . . 120.5(6) ?
C26 C27 H27 . . 119.8 ?
C22 C27 H27 . . 119.8 ?
O6A C28A C29A . . 108.9(9) ?
O6A C28A H28A . . 109.9 ?
C29A C28A H28A . . 109.9 ?
O6A C28A H28B . . 109.9 ?
C29A C28A H28B . . 109.9 ?
H28A C28A H28B . . 108.3 ?
C34A C29A C30A . . 117.8(12) ?
C34A C29A C28A . . 118.0(12) ?
C30A C29A C28A . . 124.1(11) ?
C31A C30A C29A . . 122.2(10) ?
C31A C30A H30 . . 118.9 ?
C29A C30A H30 . . 118.9 ?
C30A C31A C32A . . 116.8(10) ?
C30A C31A H31A . . 121.6 ?
C32A C31A H31A . . 121.6 ?
C33A C32A C31A . . 121.2(12) ?
C33A C32A H32A . . 119.4 ?
C31A C32A H32A . . 119.4 ?
C32A C33A C34A . . 120.5(11) ?
C32A C33A H33A . . 119.8 ?
C34A C33A H33A . . 119.8 ?
C29A C34A C33A . . 121.3(12) ?
C29A C34A H34A . . 119.4 ?
C33A C34A H34A . . 119.4 ?
C28B O6B C8 . . 125.0(13) ?
C19B C14B S1 . . 111.1(12) ?
C18B C17B C20B . . 118.4(14) ?
C17B C18B C19B . . 121.1(15) ?
C17B C18B H18B . . 119.5 ?
C19B C18B H18B . . 119.5 ?
C18B C19B C14B . . 119.7(14) ?
C18B C19B H19B . . 120.1 ?
C14B C19B H19B . . 120.1 ?
C17B C20B H20D . . 109.5 ?
C17B C20B H20E . . 109.5 ?
H20D C20B H20E . . 109.5 ?
C17B C20B H20F . . 109.5 ?
H20D C20B H20F . . 109.5 ?
H20E C20B H20F . . 109.5 ?
O6B C28B C29B . . 119.4(18) ?
O6B C28B H28C . . 107.5 ?
C29B C28B H28C . . 107.5 ?
O6B C28B H28D . . 107.5 ?
C29B C28B H28D . . 107.5 ?
H28C C28B H28D . . 107.0 ?
C30B C29B C34B . . 118(2) ?
C30B C29B C28B . . 121(2) ?
C34B C29B C28B . . 120.6(18) ?
C29B C30B C31B . . 126(2) ?
C29B C30B H30B . . 117.0 ?
C31B C30B H30B . . 117.0 ?
C32B C31B C30B . . 116.3(19) ?
C32B C31B H31B . . 112(2) ?
C30B C31B H31B . . 132(2) ?
C33B C32B C31B . . 121(2) ?
C33B C32B H32B . . 119.6 ?
C31B C32B H32B . . 119.6 ?
C32B C33B C34B . . 121.7(17) ?
C32B C33B H33B . . 119.1 ?
C34B C33B H33B . . 119.1 ?
C29B C34B C33B . . 116.4(17) ?
C29B C34B H34B . . 121.8 ?
C33B C34B H34B . . 121.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C14B . 1.755(17) ?
S1 C14A . 1.796(13) ?
S1 C6 . 1.818(6) ?
O1 C1 . 1.412(6) ?
O1 C5 . 1.442(6) ?
O2 C1 . 1.420(6) ?
O2 C3 . 1.435(6) ?
O3 C21 . 1.362(7) ?
O3 C7 . 1.443(6) ?
O4 C21 . 1.232(7) ?
O5 C6 . 1.421(6) ?
O5 C4 . 1.443(7) ?
C1 C2 . 1.498(8) ?
C1 H1 . 1.0000 ?
C2 C13 . 1.392(7) ?
C2 C9 . 1.394(7) ?
C3 C4 . 1.513(8) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 C5 . 1.530(7) ?
C4 H4 . 1.0000 ?
C5 C8 . 1.529(8) ?
C5 H5 . 1.0000 ?
C6 C7 . 1.523(7) ?
C6 H6 . 1.0000 ?
C7 C8 . 1.501(8) ?
C7 H7 . 1.0000 ?
C9 C10 . 1.387(7) ?
C9 H9 . 0.9500 ?
C8 O6A . 1.430(8) ?
C8 O6B . 1.522(12) ?
C8 H8 . 1.0000 ?
C10 C11 . 1.384(8) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.377(8) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.374(8) ?
C12 H12 . 0.9500 ?
C13 H13 . 0.9500 ?
O6A C28A . 1.426(12) ?
C14A C19A . 1.397(16) ?
C14A C15 . 1.488(13) ?
C15 C16 . 1.375(7) ?
C15 H15 . 0.9500 ?
C16 C17A . 1.484(15) ?
C16 H16 . 0.9500 ?
C17A C18A . 1.383(16) ?
C17A C20A . 1.483(17) ?
C18A C19A . 1.359(15) ?
C18A H18A . 0.9500 ?
C19A H19A . 0.9500 ?
C20A H20A . 0.9800 ?
C20A H20B . 0.9800 ?
C20A H20C . 0.9800 ?
C21 C22 . 1.465(8) ?
C22 C23 . 1.379(7) ?
C22 C27 . 1.406(7) ?
C23 C24 . 1.376(7) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.388(8) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.375(8) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.363(8) ?
C26 H26 . 0.9500 ?
C27 H27 . 0.9500 ?
C28A C29A . 1.537(17) ?
C28A H28A . 0.9900 ?
C28A H28B . 0.9900 ?
C29A C34A . 1.378(15) ?
C29A C30A . 1.441(17) ?
C30A C31A . 1.391(15) ?
C30A H30 . 0.9500 ?
C31A C32A . 1.428(16) ?
C31A H31A . 0.9500 ?
C32A C33A . 1.378(14) ?
C32A H32A . 0.9500 ?
C33A C34A . 1.388(15) ?
C33A H33A . 0.9500 ?
C34A H34A . 0.9500 ?
O6B C28B . 1.050(19) ?
C14B C19B . 1.42(2) ?
C17B C18B . 1.371(19) ?
C17B C20B . 1.547(19) ?
C18B C19B . 1.409(19) ?
C18B H18B . 0.9500 ?
C19B H19B . 0.9500 ?
C20B H20D . 0.9800 ?
C20B H20E . 0.9800 ?
C20B H20F . 0.9800 ?
C28B C29B . 1.46(3) ?
C28B H28C . 0.9900 ?
C28B H28D . 0.9900 ?
C29B C30B . 1.24(3) ?
C29B C34B . 1.43(2) ?
C30B C31B . 1.44(3) ?
C30B H30B . 0.9500 ?
C31B C32B . 1.33(2) ?
C31B H31B . 0.922(19) ?
C32B C33B . 1.33(2) ?
C32B H32B . 0.9500 ?
C33B C34B . 1.43(2) ?
C33B H33B . 0.9500 ?
C34B H34B . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C11 H11 O4 2_655 0.95 2.50 3.359(8) 150 yes
C1 H1 O2 4_545 1.00 2.62 3.592(7) 164 yes
C3 H3A Cg1 4_545 0.99 2.60 3.506(7) 152 yes
C28A H28B Cg3 1_545 0.99 2.60 3.572(11) 165 yes
C31A H31A Cg2 1_545 0.95 2.87 3.526(13) 127 yes
C31B H31B Cg2 1_545 0.93 2.81 3.68(2) 157 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 O1 C1 O2 . . . . 67.1(5) ?
C5 O1 C1 C2 . . . . -172.8(5) ?
C3 O2 C1 O1 . . . . -67.6(5) ?
C3 O2 C1 C2 . . . . 171.8(5) ?
O1 C1 C2 C13 . . . . -179.6(5) ?
O2 C1 C2 C13 . . . . -59.8(7) ?
O1 C1 C2 C9 . . . . 0.3(7) ?
O2 C1 C2 C9 . . . . 120.1(6) ?
C1 O2 C3 C4 . . . . 56.9(6) ?
C6 O5 C4 C3 . . . . 178.9(4) ?
C6 O5 C4 C5 . . . . -60.0(6) ?
O2 C3 C4 O5 . . . . 77.3(6) ?
O2 C3 C4 C5 . . . . -44.9(6) ?
C1 O1 C5 C8 . . . . 178.7(4) ?
C1 O1 C5 C4 . . . . -55.5(6) ?
O5 C4 C5 O1 . . . . -75.6(7) ?
C3 C4 C5 O1 . . . . 44.0(7) ?
O5 C4 C5 C8 . . . . 46.8(7) ?
C3 C4 C5 C8 . . . . 166.3(5) ?
C4 O5 C6 C7 . . . . 63.8(6) ?
C4 O5 C6 S1 . . . . -62.7(5) ?
C14B S1 C6 O5 . . . . -75.0(7) ?
C14A S1 C6 O5 . . . . -91.3(6) ?
C14B S1 C6 C7 . . . . 160.1(7) ?
C14A S1 C6 C7 . . . . 143.8(6) ?
C21 O3 C7 C8 . . . . -85.0(7) ?
C21 O3 C7 C6 . . . . 151.1(5) ?
O5 C6 C7 O3 . . . . 65.1(6) ?
S1 C6 C7 O3 . . . . -166.4(4) ?
O5 C6 C7 C8 . . . . -56.8(6) ?
S1 C6 C7 C8 . . . . 71.8(6) ?
C13 C2 C9 C10 . . . . -0.3(9) ?
C1 C2 C9 C10 . . . . 179.8(6) ?
O3 C7 C8 O6A . . . . 179.3(7) ?
C6 C7 C8 O6A . . . . -61.9(9) ?
O3 C7 C8 O6B . . . . 161.0(6) ?
C6 C7 C8 O6B . . . . -80.2(7) ?
O3 C7 C8 C5 . . . . -73.7(7) ?
C6 C7 C8 C5 . . . . 45.1(7) ?
O1 C5 C8 O6A . . . . -154.0(5) ?
C4 C5 C8 O6A . . . . 81.2(6) ?
O1 C5 C8 C7 . . . . 85.1(6) ?
C4 C5 C8 C7 . . . . -39.8(7) ?
O1 C5 C8 O6B . . . . -165.0(6) ?
C4 C5 C8 O6B . . . . 70.2(9) ?
C2 C9 C10 C11 . . . . 0.2(9) ?
C9 C10 C11 C12 . . . . 0.5(9) ?
C10 C11 C12 C13 . . . . -1.2(10) ?
C11 C12 C13 C2 . . . . 1.2(10) ?
C9 C2 C13 C12 . . . . -0.4(9) ?
C1 C2 C13 C12 . . . . 179.5(6) ?
C7 C8 O6A C28A . . . . -111.1(10) ?
O6B C8 O6A C28A . . . . -68.8(14) ?
C5 C8 O6A C28A . . . . 131.9(11) ?
C14B S1 C14A C19A . . . . 125(4) ?
C6 S1 C14A C19A . . . . -151.8(9) ?
C14B S1 C14A C15 . . . . -47(3) ?
C6 S1 C14A C15 . . . . 35.7(9) ?
C19A C14A C15 C16 . . . . 4.0(13) ?
S1 C14A C15 C16 . . . . 176.5(6) ?
C14A C15 C16 C17A . . . . 2.2(11) ?
C15 C16 C17A C18A . . . . -6.7(14) ?
C15 C16 C17A C20A . . . . 175.5(8) ?
C20A C17A C18A C19A . . . . -176.9(11) ?
C16 C17A C18A C19A . . . . 5.3(17) ?
C17A C18A C19A C14A . . . . 0.8(18) ?
C15 C14A C19A C18A . . . . -5.6(16) ?
S1 C14A C19A C18A . . . . -177.8(9) ?
C7 O3 C21 O4 . . . . 1.6(9) ?
C7 O3 C21 C22 . . . . -176.5(5) ?
O4 C21 C22 C23 . . . . 165.3(6) ?
O3 C21 C22 C23 . . . . -16.6(8) ?
O4 C21 C22 C27 . . . . -15.3(10) ?
O3 C21 C22 C27 . . . . 162.7(5) ?
C27 C22 C23 C24 . . . . -1.8(8) ?
C21 C22 C23 C24 . . . . 177.6(5) ?
C22 C23 C24 C25 . . . . 0.4(9) ?
C23 C24 C25 C26 . . . . 0.6(9) ?
C24 C25 C26 C27 . . . . -0.2(10) ?
C25 C26 C27 C22 . . . . -1.2(10) ?
C23 C22 C27 C26 . . . . 2.2(9) ?
C21 C22 C27 C26 . . . . -177.2(6) ?
C8 O6A C28A C29A . . . . 167.0(10) ?
O6A C28A C29A C34A . . . . 170.7(10) ?
O6A C28A C29A C30A . . . . -6.1(15) ?
C34A C29A C30A C31A . . . . -1.9(15) ?
C28A C29A C30A C31A . . . . 174.8(11) ?
C29A C30A C31A C32A . . . . -0.6(16) ?
C30A C31A C32A C33A . . . . 4.5(16) ?
C31A C32A C33A C34A . . . . -5.9(17) ?
C30A C29A C34A C33A . . . . 0.7(15) ?
C28A C29A C34A C33A . . . . -176.3(10) ?
C32A C33A C34A C29A . . . . 3.2(17) ?
O6A C8 O6B C28B . . . . 103(3) ?
C7 C8 O6B C28B . . . . -114(2) ?
C5 C8 O6B C28B . . . . 127(2) ?
C14A S1 C14B C19B . . . . -54(3) ?
C6 S1 C14B C19B . . . . -153.7(11) ?
C20B C17B C18B C19B . . . . 178.1(11) ?
C17B C18B C19B C14B . . . . -6(2) ?
S1 C14B C19B C18B . . . . 172.3(10) ?
C8 O6B C28B C29B . . . . -144.0(16) ?
O6B C28B C29B C30B . . . . -12(4) ?
O6B C28B C29B C34B . . . . 174(2) ?
C34B C29B C30B C31B . . . . 8(4) ?
C28B C29B C30B C31B . . . . -165.9(19) ?
C29B C30B C31B C32B . . . . -5(4) ?
C30B C31B C32B C33B . . . . -2(3) ?
C31B C32B C33B C34B . . . . 5(3) ?
C30B C29B C34B C33B . . . . -4(3) ?
C28B C29B C34B C33B . . . . 169.7(17) ?
C32B C33B C34B C29B . . . . -2(3) ?
