#------------------------------------------------------------------------------
#$Date: 2020-07-22 02:11:19 +0300 (Wed, 22 Jul 2020) $
#$Revision: 254445 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/85/4038596.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4038596
loop_
_publ_author_name
'Shrestha, Ganesh'
'Panza, Matteo'
'Singh, Yashapal'
'Rath, Nigam P.'
'Demchenko, Alexei V.'
_publ_section_title
;
 Indolylthio glycosides as effective building blocks for chemical
 glycosylation.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00943
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C42 H33 N O9 S'
_chemical_formula_sum            'C42 H33 N O9 S'
_chemical_formula_weight         727.75
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 95.889(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.9632(2)
_cell_length_b                   18.9516(9)
_cell_length_c                   15.9602(7)
_cell_measurement_reflns_used    6216
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      24.82
_cell_measurement_theta_min      2.50
_cell_volume                     1794.18(13)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2008)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24279
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.530
_diffrn_reflns_theta_min         2.149
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.9420
_exptl_absorpt_correction_T_min  0.9063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker AXS Inc.)'
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.398
_exptl_crystal_size_mid          0.281
_exptl_crystal_size_min          0.233
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
; 
 Flack x determined using 2415 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     486
_refine_ls_number_reflns         8263
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0323P)²+0.0907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0852
_reflns_Friedel_coverage         0.941
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                6220
_reflns_number_total             8263
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00943_si_001.cif
_cod_data_source_block           d1119-180K
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4038596
_shelx_shelxl_version_number     2016/6
_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. 
;
_shelx_estimated_absorpt_t_min   0.943
_shelx_estimated_absorpt_t_max   0.966
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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 1.16604(12) 0.55748(4) 0.44612(5) 0.03466(19) Uani 1 1 d . . . . .
O1 O 1.0863(3) 0.59295(10) 0.25416(14) 0.0315(5) Uani 1 1 d . . . . .
O2 O 1.4638(3) 0.58855(13) 0.27447(17) 0.0475(6) Uani 1 1 d . . . . .
O3 O 1.0177(3) 0.48122(11) 0.13829(13) 0.0337(5) Uani 1 1 d . . . . .
O4 O 0.7016(4) 0.52715(15) 0.07136(16) 0.0571(7) Uani 1 1 d . . . . .
O5 O 0.7572(3) 0.36704(11) 0.18551(14) 0.0355(5) Uani 1 1 d . . . . .
O6 O 1.0564(4) 0.30090(14) 0.16477(17) 0.0598(8) Uani 1 1 d . . . . .
O7 O 0.5978(3) 0.34514(11) 0.42657(14) 0.0368(5) Uani 1 1 d . . . . .
O8 O 0.6220(4) 0.22915(12) 0.44988(15) 0.0421(6) Uani 1 1 d . . . . .
O9 O 0.9371(3) 0.44763(11) 0.38871(13) 0.0340(5) Uani 1 1 d . . . . .
N14 N 1.0319(4) 0.62689(14) 0.57848(17) 0.0334(6) Uani 1 1 d D . . . .
H14 H 1.142(4) 0.6569(16) 0.576(2) 0.055(11) Uiso 1 1 d D . . . .
C1 C 0.9710(5) 0.51924(16) 0.3655(2) 0.0304(7) Uani 1 1 d . . . . .
H1 H 0.824790 0.545459 0.361183 0.036 Uiso 1 1 calc R U . . .
C2 C 1.0710(5) 0.52122(16) 0.2814(2) 0.0307(7) Uani 1 1 d . . . . .
H2 H 1.223951 0.499042 0.287322 0.037 Uiso 1 1 calc R U . . .
C3 C 0.9176(5) 0.48215(16) 0.21622(19) 0.0299(7) Uani 1 1 d . . . . .
H3 H 0.766200 0.505270 0.208361 0.036 Uiso 1 1 calc R U . . .
C4 C 0.8963(5) 0.40716(16) 0.2468(2) 0.0322(7) Uani 1 1 d . . . . .
H4 H 1.049035 0.385082 0.256554 0.039 Uiso 1 1 calc R U . . .
C5 C 0.7885(5) 0.40950(16) 0.32907(19) 0.0306(7) Uani 1 1 d . . . . .
H5 H 0.639841 0.434239 0.320162 0.037 Uiso 1 1 calc R U . . .
C6 C 0.7575(5) 0.33730(17) 0.3663(2) 0.0360(8) Uani 1 1 d . . . . .
H6A H 0.700714 0.303580 0.321752 0.043 Uiso 1 1 calc R U . . .
H6B H 0.902662 0.319453 0.394002 0.043 Uiso 1 1 calc R U . . .
C7 C 0.9832(5) 0.57264(16) 0.5231(2) 0.0315(7) Uani 1 1 d . . . . .
C8 C 0.7923(5) 0.53865(18) 0.5419(2) 0.0359(8) Uani 1 1 d . . . . .
H8 H 0.730(5) 0.4973(18) 0.514(2) 0.041(9) Uiso 1 1 d . . . . .
C9 C 0.7161(5) 0.57423(17) 0.6124(2) 0.0341(7) Uani 1 1 d . . . . .
C9' C 0.8707(5) 0.62947(17) 0.6340(2) 0.0345(7) Uani 1 1 d . . . . .
C10 C 0.5340(5) 0.5663(2) 0.6601(2) 0.0430(8) Uani 1 1 d . . . . .
H10 H 0.427632 0.529468 0.647503 0.052 Uiso 1 1 calc R U . . .
C11 C 0.5099(6) 0.6119(2) 0.7249(2) 0.0468(9) Uani 1 1 d . . . . .
H11 H 0.384716 0.606864 0.756785 0.056 Uiso 1 1 calc R U . . .
C12 C 0.6657(6) 0.6656(2) 0.7451(2) 0.0485(9) Uani 1 1 d . . . . .
H12 H 0.645916 0.696177 0.790934 0.058 Uiso 1 1 calc R U . . .
C13 C 0.8476(6) 0.67514(19) 0.6998(2) 0.0425(8) Uani 1 1 d . . . . .
H13 H 0.953495 0.711890 0.713375 0.051 Uiso 1 1 calc R U . . .
C14 C 1.2954(5) 0.62086(17) 0.2536(2) 0.0311(7) Uani 1 1 d . . . . .
C15 C 1.2853(5) 0.69530(17) 0.2259(2) 0.0334(7) Uani 1 1 d . . . . .
C16 C 1.4793(5) 0.7354(2) 0.2412(2) 0.0474(9) Uani 1 1 d . . . . .
H16 H 1.613702 0.714250 0.266811 0.057 Uiso 1 1 calc R U . . .
C17 C 1.4781(6) 0.8055(2) 0.2196(3) 0.0592(11) Uani 1 1 d . . . . .
H17 H 1.611561 0.832807 0.230723 0.071 Uiso 1 1 calc R U . . .
C18 C 1.2857(7) 0.8364(2) 0.1823(3) 0.0608(11) Uani 1 1 d . . . . .
H18 H 1.284683 0.885054 0.167992 0.073 Uiso 1 1 calc R U . . .
C19 C 1.0921(6) 0.7960(2) 0.1654(2) 0.0539(10) Uani 1 1 d . . . . .
H19 H 0.959338 0.816889 0.138070 0.065 Uiso 1 1 calc R U . . .
C20 C 1.0908(5) 0.72585(19) 0.1878(2) 0.0434(8) Uani 1 1 d . . . . .
H20 H 0.957062 0.698681 0.177189 0.052 Uiso 1 1 calc R U . . .
C21 C 0.8878(5) 0.50444(16) 0.0693(2) 0.0341(7) Uani 1 1 d . . . . .
C22 C 1.0021(5) 0.49648(16) -0.0081(2) 0.0328(7) Uani 1 1 d . . . . .
C23 C 1.2080(6) 0.46268(19) -0.0072(2) 0.0428(8) Uani 1 1 d . . . . .
H23 H 1.282089 0.445199 0.044139 0.051 Uiso 1 1 calc R U . . .
C24 C 1.3049(7) 0.4546(2) -0.0815(3) 0.0554(10) Uani 1 1 d . . . . .
H24 H 1.444985 0.430703 -0.081400 0.067 Uiso 1 1 calc R U . . .
C25 C 1.2000(7) 0.48082(19) -0.1555(3) 0.0542(10) Uani 1 1 d . . . . .
H25 H 1.267596 0.474756 -0.206414 0.065 Uiso 1 1 calc R U . . .
C26 C 0.9977(7) 0.5158(2) -0.1566(2) 0.0520(10) Uani 1 1 d . . . . .
H26 H 0.926828 0.534584 -0.207831 0.062 Uiso 1 1 calc R U . . .
C27 C 0.8990(6) 0.52342(19) -0.0832(2) 0.0449(9) Uani 1 1 d . . . . .
H27 H 0.758814 0.547338 -0.083743 0.054 Uiso 1 1 calc R U . . .
C28 C 0.8600(6) 0.31266(16) 0.1496(2) 0.0361(8) Uani 1 1 d . . . . .
C29 C 0.7032(5) 0.27101(16) 0.0921(2) 0.0357(7) Uani 1 1 d . . . . .
C30 C 0.7737(7) 0.2059(2) 0.0650(3) 0.0572(10) Uani 1 1 d . . . . .
H30 H 0.920740 0.189248 0.083490 0.069 Uiso 1 1 calc R U . . .
C31 C 0.6319(8) 0.1655(2) 0.0117(3) 0.0672(12) Uani 1 1 d . . . . .
H31 H 0.680390 0.120734 -0.006323 0.081 Uiso 1 1 calc R U . . .
C32 C 0.4221(8) 0.1894(2) -0.0156(3) 0.0647(12) Uani 1 1 d . . . . .
H32 H 0.326447 0.162110 -0.054300 0.078 Uiso 1 1 calc R U . . .
C33 C 0.3491(7) 0.2519(2) 0.0124(3) 0.0660(12) Uani 1 1 d . . . . .
H33 H 0.200421 0.267482 -0.005504 0.079 Uiso 1 1 calc R U . . .
C34 C 0.4879(6) 0.2933(2) 0.0665(2) 0.0495(9) Uani 1 1 d . . . . .
H34 H 0.434960 0.336974 0.085948 0.059 Uiso 1 1 calc R U . . .
C35 C 0.5377(5) 0.28531(17) 0.4634(2) 0.0314(7) Uani 1 1 d . . . . .
C36 C 0.3566(5) 0.29636(17) 0.5178(2) 0.0323(7) Uani 1 1 d . . . . .
C37 C 0.2542(5) 0.23725(18) 0.5485(2) 0.0401(8) Uani 1 1 d . . . . .
H37 H 0.307327 0.191343 0.537018 0.048 Uiso 1 1 calc R U . . .
C38 C 0.0749(6) 0.2457(2) 0.5956(2) 0.0504(10) Uani 1 1 d . . . . .
H38 H 0.003114 0.205339 0.616021 0.060 Uiso 1 1 calc R U . . .
C39 C -0.0007(6) 0.3119(2) 0.6134(2) 0.0492(10) Uani 1 1 d . . . . .
H39 H -0.125540 0.317104 0.645348 0.059 Uiso 1 1 calc R U . . .
C40 C 0.1039(6) 0.3710(2) 0.5849(2) 0.0493(9) Uani 1 1 d . . . . .
H40 H 0.054343 0.416748 0.598718 0.059 Uiso 1 1 calc R U . . .
C41 C 0.2803(5) 0.36318(18) 0.5364(2) 0.0410(8) Uani 1 1 d . . . . .
H41 H 0.350252 0.403726 0.515662 0.049 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C7 S1 C1 99.50(14) . . ?
C14 O1 C2 117.3(2) . . ?
C21 O3 C3 116.6(2) . . ?
C28 O5 C4 115.9(2) . . ?
C35 O7 C6 115.6(2) . . ?
C1 O9 C5 113.8(2) . . ?
C7 N14 C9' 109.1(2) . . ?
C7 N14 H14 125(2) . . ?
C9' N14 H14 126(2) . . ?
O9 C1 C2 109.3(2) . . ?
O9 C1 S1 107.2(2) . . ?
C2 C1 S1 109.8(2) . . ?
O9 C1 H1 110.2 . . ?
C2 C1 H1 110.2 . . ?
S1 C1 H1 110.2 . . ?
O1 C2 C3 108.0(2) . . ?
O1 C2 C1 109.5(2) . . ?
C3 C2 C1 109.4(2) . . ?
O1 C2 H2 110.0 . . ?
C3 C2 H2 110.0 . . ?
C1 C2 H2 110.0 . . ?
O3 C3 C2 109.1(2) . . ?
O3 C3 C4 109.0(2) . . ?
C2 C3 C4 107.7(2) . . ?
O3 C3 H3 110.3 . . ?
C2 C3 H3 110.3 . . ?
C4 C3 H3 110.3 . . ?
O5 C4 C3 109.8(3) . . ?
O5 C4 C5 109.8(2) . . ?
C3 C4 C5 108.0(2) . . ?
O5 C4 H4 109.7 . . ?
C3 C4 H4 109.7 . . ?
C5 C4 H4 109.7 . . ?
O9 C5 C6 106.8(2) . . ?
O9 C5 C4 107.6(2) . . ?
C6 C5 C4 113.1(2) . . ?
O9 C5 H5 109.8 . . ?
C6 C5 H5 109.8 . . ?
C4 C5 H5 109.8 . . ?
O7 C6 C5 106.7(2) . . ?
O7 C6 H6A 110.4 . . ?
C5 C6 H6A 110.4 . . ?
O7 C6 H6B 110.4 . . ?
C5 C6 H6B 110.4 . . ?
H6A C6 H6B 108.6 . . ?
C8 C7 N14 109.8(3) . . ?
C8 C7 S1 132.1(3) . . ?
N14 C7 S1 118.1(2) . . ?
C7 C8 C9 106.9(3) . . ?
C7 C8 H8 125.1(19) . . ?
C9 C8 H8 127.9(19) . . ?
C10 C9 C9' 118.1(3) . . ?
C10 C9 C8 135.0(3) . . ?
C9' C9 C8 106.8(3) . . ?
N14 C9' C13 130.2(3) . . ?
N14 C9' C9 107.4(3) . . ?
C13 C9' C9 122.5(3) . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 121.2(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 121.2(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C9' 117.6(3) . . ?
C12 C13 H13 121.2 . . ?
C9' C13 H13 121.2 . . ?
O2 C14 O1 123.1(3) . . ?
O2 C14 C15 125.4(3) . . ?
O1 C14 C15 111.4(2) . . ?
C20 C15 C16 119.8(3) . . ?
C20 C15 C14 122.6(3) . . ?
C16 C15 C14 117.6(3) . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C18 C17 C16 120.3(4) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 119.5(4) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C20 C19 C18 120.5(4) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C19 C20 C15 119.5(3) . . ?
C19 C20 H20 120.2 . . ?
C15 C20 H20 120.2 . . ?
O4 C21 O3 123.4(3) . . ?
O4 C21 C22 124.7(3) . . ?
O3 C21 C22 111.9(3) . . ?
C23 C22 C27 119.6(3) . . ?
C23 C22 C21 121.6(3) . . ?
C27 C22 C21 118.8(3) . . ?
C24 C23 C22 119.5(3) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C25 C24 C23 120.4(4) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 120.5(4) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C27 C26 C25 119.5(4) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C22 120.5(3) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
O6 C28 O5 122.2(3) . . ?
O6 C28 C29 125.1(3) . . ?
O5 C28 C29 112.7(3) . . ?
C34 C29 C30 119.0(3) . . ?
C34 C29 C28 122.4(3) . . ?
C30 C29 C28 118.6(3) . . ?
C31 C30 C29 120.2(4) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 120.1(4) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C33 C32 C31 120.2(4) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 120.8(4) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C29 C34 C33 119.7(4) . . ?
C29 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
O8 C35 O7 122.2(3) . . ?
O8 C35 C36 125.2(3) . . ?
O7 C35 C36 112.6(3) . . ?
C41 C36 C37 119.7(3) . . ?
C41 C36 C35 122.3(3) . . ?
C37 C36 C35 118.0(3) . . ?
C38 C37 C36 119.5(3) . . ?
C38 C37 H37 120.2 . . ?
C36 C37 H37 120.2 . . ?
C39 C38 C37 120.5(3) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C38 C39 C40 120.3(3) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C41 C40 C39 119.7(3) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C36 120.3(3) . . ?
C40 C41 H41 119.9 . . ?
C36 C41 H41 119.9 . . ?
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 C7 1.748(3) . ?
S1 C1 1.796(3) . ?
O1 C14 1.355(3) . ?
O1 C2 1.433(3) . ?
O2 C14 1.194(3) . ?
O3 C21 1.353(4) . ?
O3 C3 1.434(3) . ?
O4 C21 1.195(4) . ?
O5 C28 1.356(4) . ?
O5 C4 1.434(4) . ?
O6 C28 1.193(4) . ?
O7 C35 1.343(4) . ?
O7 C6 1.429(3) . ?
O8 C35 1.206(4) . ?
O9 C1 1.427(4) . ?
O9 C5 1.428(4) . ?
N14 C7 1.368(4) . ?
N14 C9' 1.374(4) . ?
N14 H14 0.871(14) . ?
C1 C2 1.524(4) . ?
C1 H1 1.0000 . ?
C2 C3 1.507(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.512(4) . ?
C3 H3 1.0000 . ?
C4 C5 1.520(4) . ?
C4 H4 1.0000 . ?
C5 C6 1.511(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.368(4) . ?
C8 C9 1.427(5) . ?
C8 H8 0.96(3) . ?
C9 C10 1.396(4) . ?
C9 C9' 1.414(4) . ?
C9' C13 1.378(5) . ?
C10 C11 1.368(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.394(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.376(5) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.478(4) . ?
C15 C20 1.380(4) . ?
C15 C16 1.384(4) . ?
C16 C17 1.374(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.369(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.376(5) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.479(4) . ?
C22 C23 1.383(4) . ?
C22 C27 1.387(5) . ?
C23 C24 1.380(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.372(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.375(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.372(5) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.470(5) . ?
C29 C34 1.373(5) . ?
C29 C30 1.387(5) . ?
C30 C31 1.370(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.359(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.354(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.377(5) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C36 1.469(4) . ?
C36 C41 1.388(5) . ?
C36 C37 1.389(4) . ?
C37 C38 1.379(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.373(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.381(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.376(4) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
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
N14 H14 O8 0.871(14) 2.036(16) 2.900(3) 171(4) 2_756
C1 H1 O2 1.00 2.57 3.476(4) 150.6 1_455
C13 H13 O6 0.95 2.58 3.229(5) 125.8 2_756
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
C5 O9 C1 C2 -59.7(3) . . . . ?
C5 O9 C1 S1 -178.65(17) . . . . ?
C7 S1 C1 O9 -78.3(2) . . . . ?
C7 S1 C1 C2 163.0(2) . . . . ?
C14 O1 C2 C3 -129.6(3) . . . . ?
C14 O1 C2 C1 111.4(3) . . . . ?
O9 C1 C2 O1 174.8(2) . . . . ?
S1 C1 C2 O1 -67.8(3) . . . . ?
O9 C1 C2 C3 56.6(3) . . . . ?
S1 C1 C2 C3 174.0(2) . . . . ?
C21 O3 C3 C2 -127.2(3) . . . . ?
C21 O3 C3 C4 115.4(3) . . . . ?
O1 C2 C3 O3 63.7(3) . . . . ?
C1 C2 C3 O3 -177.2(2) . . . . ?
O1 C2 C3 C4 -178.1(2) . . . . ?
C1 C2 C3 C4 -59.1(3) . . . . ?
C28 O5 C4 C3 116.1(3) . . . . ?
C28 O5 C4 C5 -125.3(3) . . . . ?
O3 C3 C4 O5 -59.9(3) . . . . ?
C2 C3 C4 O5 -178.2(2) . . . . ?
O3 C3 C4 C5 -179.6(2) . . . . ?
C2 C3 C4 C5 62.1(3) . . . . ?
C1 O9 C5 C6 -175.7(2) . . . . ?
C1 O9 C5 C4 62.6(3) . . . . ?
O5 C4 C5 O9 177.9(2) . . . . ?
C3 C4 C5 O9 -62.4(3) . . . . ?
O5 C4 C5 C6 60.2(3) . . . . ?
C3 C4 C5 C6 179.9(3) . . . . ?
C35 O7 C6 C5 176.3(3) . . . . ?
O9 C5 C6 O7 79.1(3) . . . . ?
C4 C5 C6 O7 -162.7(2) . . . . ?
C9' N14 C7 C8 -0.6(4) . . . . ?
C9' N14 C7 S1 -179.3(2) . . . . ?
C1 S1 C7 C8 29.8(3) . . . . ?
C1 S1 C7 N14 -152.0(2) . . . . ?
N14 C7 C8 C9 0.7(4) . . . . ?
S1 C7 C8 C9 179.1(3) . . . . ?
C7 C8 C9 C10 179.1(4) . . . . ?
C7 C8 C9 C9' -0.5(4) . . . . ?
C7 N14 C9' C13 -179.2(3) . . . . ?
C7 N14 C9' C9 0.3(3) . . . . ?
C10 C9 C9' N14 -179.6(3) . . . . ?
C8 C9 C9' N14 0.1(3) . . . . ?
C10 C9 C9' C13 0.0(5) . . . . ?
C8 C9 C9' C13 179.7(3) . . . . ?
C9' C9 C10 C11 0.5(5) . . . . ?
C8 C9 C10 C11 -179.1(4) . . . . ?
C9 C10 C11 C12 -0.9(5) . . . . ?
C10 C11 C12 C13 0.8(6) . . . . ?
C11 C12 C13 C9' -0.3(5) . . . . ?
N14 C9' C13 C12 179.4(3) . . . . ?
C9 C9' C13 C12 -0.1(5) . . . . ?
C2 O1 C14 O2 0.1(4) . . . . ?
C2 O1 C14 C15 -178.9(2) . . . . ?
O2 C14 C15 C20 167.5(3) . . . . ?
O1 C14 C15 C20 -13.5(4) . . . . ?
O2 C14 C15 C16 -14.2(5) . . . . ?
O1 C14 C15 C16 164.8(3) . . . . ?
C20 C15 C16 C17 0.7(5) . . . . ?
C14 C15 C16 C17 -177.6(3) . . . . ?
C15 C16 C17 C18 -0.4(6) . . . . ?
C16 C17 C18 C19 -0.8(6) . . . . ?
C17 C18 C19 C20 1.7(6) . . . . ?
C18 C19 C20 C15 -1.3(6) . . . . ?
C16 C15 C20 C19 0.1(5) . . . . ?
C14 C15 C20 C19 178.4(3) . . . . ?
C3 O3 C21 O4 2.5(4) . . . . ?
C3 O3 C21 C22 -176.0(2) . . . . ?
O4 C21 C22 C23 -172.8(3) . . . . ?
O3 C21 C22 C23 5.7(4) . . . . ?
O4 C21 C22 C27 6.9(5) . . . . ?
O3 C21 C22 C27 -174.5(3) . . . . ?
C27 C22 C23 C24 -1.8(5) . . . . ?
C21 C22 C23 C24 178.0(3) . . . . ?
C22 C23 C24 C25 1.1(6) . . . . ?
C23 C24 C25 C26 0.3(6) . . . . ?
C24 C25 C26 C27 -1.0(6) . . . . ?
C25 C26 C27 C22 0.4(6) . . . . ?
C23 C22 C27 C26 1.1(5) . . . . ?
C21 C22 C27 C26 -178.7(3) . . . . ?
C4 O5 C28 O6 -3.6(4) . . . . ?
C4 O5 C28 C29 175.8(3) . . . . ?
O6 C28 C29 C34 -169.2(4) . . . . ?
O5 C28 C29 C34 11.4(4) . . . . ?
O6 C28 C29 C30 12.8(5) . . . . ?
O5 C28 C29 C30 -166.6(3) . . . . ?
C34 C29 C30 C31 1.7(6) . . . . ?
C28 C29 C30 C31 179.8(4) . . . . ?
C29 C30 C31 C32 0.6(7) . . . . ?
C30 C31 C32 C33 -2.5(7) . . . . ?
C31 C32 C33 C34 2.1(7) . . . . ?
C30 C29 C34 C33 -2.2(5) . . . . ?
C28 C29 C34 C33 179.9(3) . . . . ?
C32 C33 C34 C29 0.3(6) . . . . ?
C6 O7 C35 O8 3.8(4) . . . . ?
C6 O7 C35 C36 -174.1(3) . . . . ?
O8 C35 C36 C41 174.3(3) . . . . ?
O7 C35 C36 C41 -7.8(4) . . . . ?
O8 C35 C36 C37 -8.2(5) . . . . ?
O7 C35 C36 C37 169.6(3) . . . . ?
C41 C36 C37 C38 1.3(5) . . . . ?
C35 C36 C37 C38 -176.2(3) . . . . ?
C36 C37 C38 C39 -0.9(5) . . . . ?
C37 C38 C39 C40 -0.8(6) . . . . ?
C38 C39 C40 C41 2.0(6) . . . . ?
C39 C40 C41 C36 -1.5(5) . . . . ?
C37 C36 C41 C40 -0.1(5) . . . . ?
C35 C36 C41 C40 177.3(3) . . . . ?
