# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2173121'
loop_
_audit_author_name
_audit_author_address
'Kai-kai Wang'
;xinxiang University
China
;
_audit_update_record             
;
2022-05-16 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 N2 O2'
_chemical_formula_weight         292.33

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P21/c   '

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

_cell_length_a                   5.8340(10)
_cell_length_b                   18.3400(9)
_cell_length_c                   14.5000(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.21(3)
_cell_angle_gamma                90.00
_cell_volume                     1539.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    468
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      19.89

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9738
_exptl_absorpt_correction_T_max  0.9827
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7344
_diffrn_reflns_av_R_equivalents  0.1200
_diffrn_reflns_av_sigmaI/netI    0.2089
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2694
_reflns_number_gt                948
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0010P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.034(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2694
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2123
_refine_ls_R_factor_gt           0.0786
_refine_ls_wR_factor_ref         0.2139
_refine_ls_wR_factor_gt          0.1681
_refine_ls_goodness_of_fit_ref   0.825
_refine_ls_restrained_S_all      0.825
_refine_ls_shift/su_max          0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.7289(6) 0.1293(2) 0.3602(2) 0.0657(11) Uani 1 1 d . . .
N2 N 0.5387(6) 0.0932(2) 0.3205(2) 0.0648(11) Uani 1 1 d . . .
O1 O 0.1216(6) 0.0516(2) 0.2002(3) 0.1057(14) Uani 1 1 d . . .
O2 O 0.0647(5) 0.16938(19) 0.1724(2) 0.0851(11) Uani 1 1 d . . .
C1 C 1.3502(8) 0.4253(3) 0.4481(4) 0.1053(19) Uani 1 1 d . . .
H1A H 1.2938 0.4703 0.4201 0.158 Uiso 1 1 calc R . .
H1B H 1.4974 0.4140 0.4286 0.158 Uiso 1 1 calc R . .
H1C H 1.3668 0.4299 0.5145 0.158 Uiso 1 1 calc R . .
C2 C 1.1812(8) 0.3649(3) 0.4182(3) 0.0708(14) Uani 1 1 d . . .
C3 C 1.2185(8) 0.2949(3) 0.4477(3) 0.0777(15) Uani 1 1 d . . .
H3A H 1.3527 0.2838 0.4868 0.093 Uiso 1 1 calc R . .
C4 C 1.0620(8) 0.2400(3) 0.4211(3) 0.0726(14) Uani 1 1 d . . .
H4A H 1.0914 0.1928 0.4430 0.087 Uiso 1 1 calc R . .
C5 C 0.8642(8) 0.2545(3) 0.3629(3) 0.0616(12) Uani 1 1 d . . .
C6 C 0.8278(8) 0.3246(3) 0.3332(3) 0.0820(15) Uani 1 1 d . . .
H6A H 0.6938 0.3358 0.2940 0.098 Uiso 1 1 calc R . .
C7 C 0.9845(9) 0.3791(3) 0.3599(4) 0.0854(16) Uani 1 1 d . . .
H7A H 0.9557 0.4263 0.3378 0.103 Uiso 1 1 calc R . .
C8 C 0.6937(8) 0.1982(3) 0.3330(3) 0.0621(12) Uani 1 1 d . . .
C9 C 0.4838(7) 0.2056(2) 0.2762(3) 0.0652(13) Uani 1 1 d . . .
H9A H 0.4214 0.2481 0.2486 0.078 Uiso 1 1 calc R . .
C10 C 0.3900(7) 0.1383(3) 0.2697(3) 0.0590(12) Uani 1 1 d . . .
C11 C 0.1786(9) 0.1131(3) 0.2117(3) 0.0684(14) Uani 1 1 d . . .
C12 C -0.1447(8) 0.1514(3) 0.1137(4) 0.106(2) Uani 1 1 d . . .
H12A H -0.2166 0.1953 0.0882 0.159 Uiso 1 1 calc R . .
H12B H -0.2481 0.1265 0.1495 0.159 Uiso 1 1 calc R . .
H12C H -0.1092 0.1204 0.0640 0.159 Uiso 1 1 calc R . .
C13 C 0.5142(9) 0.0188(3) 0.3457(3) 0.0675(13) Uani 1 1 d . . .
C14 C 0.3328(9) -0.0026(3) 0.3900(3) 0.0788(15) Uani 1 1 d . . .
H14A H 0.2198 0.0308 0.4013 0.095 Uiso 1 1 calc R . .
C15 C 0.3180(12) -0.0732(4) 0.4174(4) 0.101(2) Uani 1 1 d . . .
H15A H 0.1918 -0.0890 0.4454 0.122 Uiso 1 1 calc R . .
C16 C 0.4910(15) -0.1209(4) 0.4033(5) 0.110(2) Uani 1 1 d . . .
H16A H 0.4843 -0.1686 0.4247 0.132 Uiso 1 1 calc R . .
C17 C 0.6749(12) -0.1000(3) 0.3582(5) 0.109(2) Uani 1 1 d . . .
H17A H 0.7882 -0.1334 0.3469 0.131 Uiso 1 1 calc R . .
C18 C 0.6863(9) -0.0281(3) 0.3302(4) 0.0852(16) Uani 1 1 d . . .
H18A H 0.8103 -0.0119 0.3011 0.102 Uiso 1 1 calc R . .


_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
N1 C8 1.332(5) . ?
N1 N2 1.356(4) . ?
N2 C10 1.349(5) . ?
N2 C13 1.425(5) . ?
O1 C11 1.183(5) . ?
O2 C11 1.318(5) . ?
O2 C12 1.437(5) . ?
C1 C2 1.510(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.362(6) . ?
C2 C7 1.362(6) . ?
C3 C4 1.381(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.367(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.364(6) . ?
C5 C8 1.461(5) . ?
C6 C7 1.378(6) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 C9 1.394(5) . ?
C9 C10 1.348(5) . ?
C9 H9A 0.9300 . ?
C10 C11 1.477(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.363(6) . ?
C13 C18 1.362(6) . ?
C14 C15 1.361(7) . ?
C14 H14A 0.9300 . ?
C15 C16 1.370(8) . ?
C15 H15A 0.9300 . ?
C16 C17 1.378(8) . ?
C16 H16A 0.9300 . ?
C17 C18 1.385(7) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 N2 104.4(3) . . ?
C10 N2 N1 111.7(3) . . ?
C10 N2 C13 130.5(4) . . ?
N1 N2 C13 117.4(4) . . ?
C11 O2 C12 114.9(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 117.7(5) . . ?
C3 C2 C1 121.9(5) . . ?
C7 C2 C1 120.4(5) . . ?
C2 C3 C4 121.7(4) . . ?
C2 C3 H3A 119.2 . . ?
C4 C3 H3A 119.2 . . ?
C5 C4 C3 120.5(5) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C6 C5 C4 117.6(4) . . ?
C6 C5 C8 119.9(4) . . ?
C4 C5 C8 122.4(4) . . ?
C5 C6 C7 121.6(5) . . ?
C5 C6 H6A 119.2 . . ?
C7 C6 H6A 119.2 . . ?
C2 C7 C6 120.8(5) . . ?
C2 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
N1 C8 C9 111.0(4) . . ?
N1 C8 C5 120.6(4) . . ?
C9 C8 C5 128.4(5) . . ?
C10 C9 C8 105.7(4) . . ?
C10 C9 H9A 127.1 . . ?
C8 C9 H9A 127.1 . . ?
C9 C10 N2 107.2(4) . . ?
C9 C10 C11 129.0(5) . . ?
N2 C10 C11 123.5(4) . . ?
O1 C11 O2 124.7(5) . . ?
O1 C11 C10 125.4(5) . . ?
O2 C11 C10 109.9(5) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 121.8(5) . . ?
C14 C13 N2 120.4(5) . . ?
C18 C13 N2 117.6(5) . . ?
C15 C14 C13 119.6(6) . . ?
C15 C14 H14A 120.2 . . ?
C13 C14 H14A 120.2 . . ?
C14 C15 C16 119.3(6) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C15 C16 C17 121.7(6) . . ?
C15 C16 H16A 119.2 . . ?
C17 C16 H16A 119.2 . . ?
C16 C17 C18 118.2(6) . . ?
C16 C17 H17A 120.9 . . ?
C18 C17 H17A 120.9 . . ?
C13 C18 C17 119.3(6) . . ?
C13 C18 H18A 120.3 . . ?
C17 C18 H18A 120.3 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2177446'
loop_
_audit_author_name
_audit_author_address
'Kai-kai Wang'
;xinxiang University
China
;
_audit_update_record             
;
2022-06-07 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H29 N3 O6 S'
_chemical_formula_weight         547.61

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.1944(15)
_cell_length_b                   12.3535(17)
_cell_length_c                   20.244(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2799.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4118
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      22.67

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.163
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14358
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.601
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4918
_reflns_number_gt                4004
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0817P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1455 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.08(5)
_chemical_absolute_configuration UNK
_refine_ls_number_reflns         4918
_refine_ls_number_parameters     357
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_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 0.98807(12) 0.19690(16) 0.32756(8) 0.0861(5) Uani 1 1 d . U . . .
O4 O 0.5237(2) 0.4161(2) 0.39720(12) 0.0401(6) Uani 1 1 d . . . . .
O3 O 0.4213(2) 0.2071(2) 0.45153(13) 0.0480(7) Uani 1 1 d . . . . .
O6 O 0.6221(3) 0.5228(2) 0.45880(13) 0.0491(7) Uani 1 1 d . . . . .
O1 O 0.3951(3) 0.1786(2) 0.23139(12) 0.0458(7) Uani 1 1 d . . . . .
O2 O 0.2648(2) 0.2127(3) 0.31194(13) 0.0512(8) Uani 1 1 d . . . . .
O5 O 0.4434(3) 0.4629(3) 0.49473(13) 0.0571(8) Uani 1 1 d . . . . .
N1 N 0.4958(3) 0.3817(3) 0.26110(14) 0.0368(7) Uani 1 1 d . . . . .
N3 N 0.2525(3) 0.3105(3) 0.44221(13) 0.0381(8) Uani 1 1 d . . . . .
N2 N 0.6204(3) 0.3778(3) 0.25376(14) 0.0403(8) Uani 1 1 d . . . . .
C25 C 0.5216(3) 0.4685(3) 0.45569(19) 0.0390(9) Uani 1 1 d . . . . .
C11 C 0.6634(3) 0.3044(3) 0.29140(17) 0.0378(9) Uani 1 1 d . . . . .
C19 C 0.2192(3) 0.4032(3) 0.40784(18) 0.0402(9) Uani 1 1 d . . . . .
C9 C 0.7902(3) 0.2854(4) 0.29607(19) 0.0427(10) Uani 1 1 d . . . . .
C14 C 0.3596(3) 0.2261(3) 0.28669(17) 0.0360(8) Uani 1 1 d . . . . .
C17 C 0.3671(3) 0.2823(3) 0.42830(16) 0.0351(8) Uani 1 1 d . . . . .
C6 C 0.4324(3) 0.4072(3) 0.20292(17) 0.0359(8) Uani 1 1 d . . . . .
C13 C 0.4562(3) 0.3028(3) 0.31259(16) 0.0332(8) Uani 1 1 d . . . . .
C24 C 0.3118(3) 0.4416(3) 0.36999(17) 0.0384(9) Uani 1 1 d . . . . .
C7 C 1.0001(4) 0.3063(4) 0.2725(2) 0.0557(9) Uani 1 1 d . U . . .
H7 H 1.0695 0.3336 0.2535 0.067 Uiso 1 1 calc R U . . .
C16 C 0.4149(3) 0.3632(3) 0.37553(17) 0.0332(8) Uani 1 1 d . . . . .
C5 C 0.3085(3) 0.4086(4) 0.2018(2) 0.0439(10) Uani 1 1 d . . . . .
H5 H 0.2657 0.3937 0.2401 0.053 Uiso 1 1 calc R U . . .
C12 C 0.5706(3) 0.2383(3) 0.32604(18) 0.0368(9) Uani 1 1 d . . . . .
H12A H 0.5868 0.2334 0.3730 0.044 Uiso 1 1 calc R U . . .
H12B H 0.5656 0.1659 0.3077 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2484(4) 0.4320(4) 0.1439(2) 0.0514(11) Uani 1 1 d . . . . .
H4 H 0.1654 0.4302 0.1433 0.062 Uiso 1 1 calc R U . . .
C1 C 0.4924(4) 0.4349(4) 0.14612(19) 0.0491(11) Uani 1 1 d . . . . .
H1 H 0.5755 0.4360 0.1458 0.059 Uiso 1 1 calc R U . . .
C8 C 0.8799(4) 0.3448(4) 0.2630(2) 0.0549(11) Uani 1 1 d . U . . .
H8 H 0.8625 0.4046 0.2368 0.066 Uiso 1 1 calc R U . . .
C23 C 0.3033(5) 0.5399(4) 0.3383(2) 0.0557(12) Uani 1 1 d . . . . .
H23 H 0.3672 0.5682 0.3146 0.067 Uiso 1 1 calc R U . . .
C20 C 0.1111(4) 0.4572(4) 0.4116(2) 0.0550(12) Uani 1 1 d . . . . .
H20 H 0.0475 0.4296 0.4359 0.066 Uiso 1 1 calc R U . . .
C3 C 0.3095(5) 0.4577(4) 0.0876(2) 0.0609(13) Uani 1 1 d . . . . .
H3 H 0.2688 0.4728 0.0486 0.073 Uiso 1 1 calc R U . . .
C18 C 0.1793(4) 0.2546(4) 0.4896(2) 0.0602(12) Uani 1 1 d . . . . .
H18A H 0.1509 0.3050 0.5221 0.090 Uiso 1 1 calc R U . . .
H18B H 0.2256 0.1993 0.5110 0.090 Uiso 1 1 calc R U . . .
H18C H 0.1125 0.2220 0.4675 0.090 Uiso 1 1 calc R U . . .
C2 C 0.4301(5) 0.4609(5) 0.0896(2) 0.0652(14) Uani 1 1 d . . . . .
H2 H 0.4721 0.4812 0.0519 0.078 Uiso 1 1 calc R U . . .
C10 C 0.8393(4) 0.2042(4) 0.3337(2) 0.0602(12) Uani 1 1 d . . . . .
H10 H 0.7942 0.1578 0.3599 0.072 Uiso 1 1 calc R U . . .
C21 C 0.1020(5) 0.5538(5) 0.3777(2) 0.0703(15) Uani 1 1 d . . . . .
H21 H 0.0302 0.5916 0.3787 0.084 Uiso 1 1 calc R U . . .
C15 C 0.3047(5) 0.1159(4) 0.1974(2) 0.0638(13) Uani 1 1 d . . . . .
H15A H 0.3416 0.0731 0.1635 0.096 Uiso 1 1 calc R U . . .
H15B H 0.2474 0.1640 0.1778 0.096 Uiso 1 1 calc R U . . .
H15C H 0.2651 0.0692 0.2283 0.096 Uiso 1 1 calc R U . . .
C26 C 0.6441(5) 0.5996(4) 0.5142(2) 0.0662(14) Uani 1 1 d . . . . .
C22 C 0.1956(6) 0.5950(4) 0.3429(2) 0.0700(15) Uani 1 1 d . . . . .
H22 H 0.1872 0.6615 0.3219 0.084 Uiso 1 1 calc R U . . .
C27 C 0.6540(7) 0.5376(7) 0.5784(2) 0.103(2) Uani 1 1 d . . . . .
H27A H 0.5773 0.5086 0.5900 0.155 Uiso 1 1 calc R U . . .
H27B H 0.6808 0.5855 0.6127 0.155 Uiso 1 1 calc R U . . .
H27C H 0.7102 0.4796 0.5733 0.155 Uiso 1 1 calc R U . . .
C29 C 0.7642(6) 0.6451(7) 0.4968(3) 0.116(3) Uani 1 1 d . . . . .
H29A H 0.8197 0.5869 0.4899 0.173 Uiso 1 1 calc R U . . .
H29B H 0.7920 0.6902 0.5322 0.173 Uiso 1 1 calc R U . . .
H29C H 0.7579 0.6873 0.4572 0.173 Uiso 1 1 calc R U . . .
C28 C 0.5462(7) 0.6828(5) 0.5161(4) 0.123(3) Uani 1 1 d . . . . .
H28A H 0.5562 0.7326 0.4801 0.185 Uiso 1 1 calc R U . . .
H28B H 0.5498 0.7216 0.5571 0.185 Uiso 1 1 calc R U . . .
H28C H 0.4701 0.6475 0.5123 0.185 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 C10 1.673(4) . ?
S1 C7 1.757(5) . ?
O4 C25 1.350(5) . ?
O4 C16 1.450(4) . ?
O3 C17 1.205(4) . ?
O6 C25 1.311(5) . ?
O6 C26 1.489(5) . ?
O1 C14 1.325(4) . ?
O1 C15 1.448(5) . ?
O2 C14 1.189(4) . ?
O5 C25 1.182(4) . ?
N1 N2 1.404(4) . ?
N1 C6 1.410(5) . ?
N1 C13 1.495(4) . ?
N3 C17 1.358(5) . ?
N3 C19 1.391(5) . ?
N3 C18 1.439(5) . ?
N2 C11 1.279(5) . ?
C11 C9 1.441(5) . ?
C11 C12 1.496(5) . ?
C19 C24 1.373(5) . ?
C19 C20 1.384(6) . ?
C9 C10 1.374(6) . ?
C9 C8 1.412(6) . ?
C14 C13 1.530(5) . ?
C17 C16 1.558(5) . ?
C6 C1 1.375(5) . ?
C6 C5 1.388(5) . ?
C13 C12 1.532(5) . ?
C13 C16 1.548(5) . ?
C24 C23 1.376(6) . ?
C24 C16 1.511(5) . ?
C7 C8 1.440(6) . ?
C7 H7 0.9300 . ?
C5 C4 1.381(6) . ?
C5 H5 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C4 C3 1.368(6) . ?
C4 H4 0.9300 . ?
C1 C2 1.379(6) . ?
C1 H1 0.9300 . ?
C8 H8 0.9300 . ?
C23 C22 1.388(7) . ?
C23 H23 0.9300 . ?
C20 C21 1.381(7) . ?
C20 H20 0.9300 . ?
C3 C2 1.351(7) . ?
C3 H3 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C2 H2 0.9300 . ?
C10 H10 0.9300 . ?
C21 C22 1.361(8) . ?
C21 H21 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C26 C28 1.503(9) . ?
C26 C29 1.500(8) . ?
C26 C27 1.513(8) . ?
C22 H22 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 S1 C7 94.7(2) . . ?
C25 O4 C16 117.9(3) . . ?
C25 O6 C26 120.2(3) . . ?
C14 O1 C15 115.4(3) . . ?
N2 N1 C6 114.8(3) . . ?
N2 N1 C13 110.2(3) . . ?
C6 N1 C13 125.4(3) . . ?
C17 N3 C19 111.1(3) . . ?
C17 N3 C18 123.6(4) . . ?
C19 N3 C18 125.2(3) . . ?
C11 N2 N1 109.6(3) . . ?
O5 C25 O6 129.3(4) . . ?
O5 C25 O4 124.8(4) . . ?
O6 C25 O4 105.8(3) . . ?
N2 C11 C9 121.7(3) . . ?
N2 C11 C12 113.9(3) . . ?
C9 C11 C12 124.4(4) . . ?
C24 C19 C20 121.6(4) . . ?
C24 C19 N3 111.2(3) . . ?
C20 C19 N3 127.1(4) . . ?
C10 C9 C8 111.0(4) . . ?
C10 C9 C11 123.3(4) . . ?
C8 C9 C11 125.8(4) . . ?
O2 C14 O1 124.7(3) . . ?
O2 C14 C13 124.7(3) . . ?
O1 C14 C13 110.6(3) . . ?
O3 C17 N3 126.3(3) . . ?
O3 C17 C16 126.1(3) . . ?
N3 C17 C16 107.6(3) . . ?
C1 C6 C5 118.2(4) . . ?
C1 C6 N1 120.5(3) . . ?
C5 C6 N1 121.3(3) . . ?
N1 C13 C14 112.0(3) . . ?
N1 C13 C12 102.5(3) . . ?
C14 C13 C12 109.3(3) . . ?
N1 C13 C16 110.3(3) . . ?
C14 C13 C16 111.7(3) . . ?
C12 C13 C16 110.8(3) . . ?
C19 C24 C23 120.9(4) . . ?
C19 C24 C16 108.2(3) . . ?
C23 C24 C16 130.8(4) . . ?
C8 C7 S1 105.5(3) . . ?
C8 C7 H7 127.3 . . ?
S1 C7 H7 127.3 . . ?
O4 C16 C24 112.1(3) . . ?
O4 C16 C13 102.4(3) . . ?
C24 C16 C13 118.5(3) . . ?
O4 C16 C17 111.7(3) . . ?
C24 C16 C17 101.5(3) . . ?
C13 C16 C17 110.9(3) . . ?
C4 C5 C6 120.2(4) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C11 C12 C13 102.3(3) . . ?
C11 C12 H12A 111.3 . . ?
C13 C12 H12A 111.3 . . ?
C11 C12 H12B 111.3 . . ?
C13 C12 H12B 111.3 . . ?
H12A C12 H12B 109.2 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C1 C2 120.3(4) . . ?
C6 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C9 C8 C7 115.4(4) . . ?
C9 C8 H8 122.3 . . ?
C7 C8 H8 122.3 . . ?
C24 C23 C22 117.5(5) . . ?
C24 C23 H23 121.3 . . ?
C22 C23 H23 121.3 . . ?
C21 C20 C19 117.0(4) . . ?
C21 C20 H20 121.5 . . ?
C19 C20 H20 121.5 . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C3 C2 C1 121.6(4) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C9 C10 S1 113.4(4) . . ?
C9 C10 H10 123.3 . . ?
S1 C10 H10 123.3 . . ?
C22 C21 C20 121.5(5) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
O1 C15 H15A 109.5 . . ?
O1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O6 C26 C28 109.6(4) . . ?
O6 C26 C29 102.2(4) . . ?
C28 C26 C29 113.8(6) . . ?
O6 C26 C27 109.7(4) . . ?
C28 C26 C27 112.2(6) . . ?
C29 C26 C27 109.0(5) . . ?
C21 C22 C23 121.4(5) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
C6 N1 N2 C11 -145.4(3) . . . . ?
C13 N1 N2 C11 2.7(4) . . . . ?
C26 O6 C25 O5 -7.3(7) . . . . ?
C26 O6 C25 O4 173.5(4) . . . . ?
C16 O4 C25 O5 10.6(6) . . . . ?
C16 O4 C25 O6 -170.2(3) . . . . ?
N1 N2 C11 C9 -177.3(3) . . . . ?
N1 N2 C11 C12 5.8(4) . . . . ?
C17 N3 C19 C24 -0.8(4) . . . . ?
C18 N3 C19 C24 175.5(4) . . . . ?
C17 N3 C19 C20 -177.5(4) . . . . ?
C18 N3 C19 C20 -1.2(6) . . . . ?
N2 C11 C9 C10 -177.0(4) . . . . ?
C12 C11 C9 C10 -0.5(6) . . . . ?
N2 C11 C9 C8 2.1(6) . . . . ?
C12 C11 C9 C8 178.6(4) . . . . ?
C15 O1 C14 O2 6.9(5) . . . . ?
C15 O1 C14 C13 -171.7(3) . . . . ?
C19 N3 C17 O3 178.5(4) . . . . ?
C18 N3 C17 O3 2.1(6) . . . . ?
C19 N3 C17 C16 -2.9(4) . . . . ?
C18 N3 C17 C16 -179.2(3) . . . . ?
N2 N1 C6 C1 -5.5(5) . . . . ?
C13 N1 C6 C1 -148.1(4) . . . . ?
N2 N1 C6 C5 176.7(4) . . . . ?
C13 N1 C6 C5 34.1(6) . . . . ?
N2 N1 C13 C14 -126.3(3) . . . . ?
C6 N1 C13 C14 17.7(5) . . . . ?
N2 N1 C13 C12 -9.4(4) . . . . ?
C6 N1 C13 C12 134.6(3) . . . . ?
N2 N1 C13 C16 108.6(3) . . . . ?
C6 N1 C13 C16 -107.4(4) . . . . ?
O2 C14 C13 N1 -125.4(4) . . . . ?
O1 C14 C13 N1 53.2(4) . . . . ?
O2 C14 C13 C12 121.8(4) . . . . ?
O1 C14 C13 C12 -59.6(4) . . . . ?
O2 C14 C13 C16 -1.1(5) . . . . ?
O1 C14 C13 C16 177.5(3) . . . . ?
C20 C19 C24 C23 4.9(6) . . . . ?
N3 C19 C24 C23 -172.0(3) . . . . ?
C20 C19 C24 C16 -178.8(4) . . . . ?
N3 C19 C24 C16 4.3(4) . . . . ?
C10 S1 C7 C8 1.1(3) . . . . ?
C25 O4 C16 C24 58.3(4) . . . . ?
C25 O4 C16 C13 -173.7(3) . . . . ?
C25 O4 C16 C17 -54.9(4) . . . . ?
C19 C24 C16 O4 -124.8(3) . . . . ?
C23 C24 C16 O4 50.9(5) . . . . ?
C19 C24 C16 C13 116.2(4) . . . . ?
C23 C24 C16 C13 -68.0(5) . . . . ?
C19 C24 C16 C17 -5.5(4) . . . . ?
C23 C24 C16 C17 170.3(4) . . . . ?
N1 C13 C16 O4 -63.6(3) . . . . ?
C14 C13 C16 O4 171.1(3) . . . . ?
C12 C13 C16 O4 49.1(4) . . . . ?
N1 C13 C16 C24 60.2(4) . . . . ?
C14 C13 C16 C24 -65.0(4) . . . . ?
C12 C13 C16 C24 173.0(3) . . . . ?
N1 C13 C16 C17 177.0(3) . . . . ?
C14 C13 C16 C17 51.8(4) . . . . ?
C12 C13 C16 C17 -70.2(4) . . . . ?
O3 C17 C16 O4 -56.7(5) . . . . ?
N3 C17 C16 O4 124.6(3) . . . . ?
O3 C17 C16 C24 -176.3(3) . . . . ?
N3 C17 C16 C24 5.0(3) . . . . ?
O3 C17 C16 C13 56.9(5) . . . . ?
N3 C17 C16 C13 -121.8(3) . . . . ?
C1 C6 C5 C4 3.2(7) . . . . ?
N1 C6 C5 C4 -178.9(4) . . . . ?
N2 C11 C12 C13 -11.4(4) . . . . ?
C9 C11 C12 C13 171.8(3) . . . . ?
N1 C13 C12 C11 11.5(3) . . . . ?
C14 C13 C12 C11 130.4(3) . . . . ?
C16 C13 C12 C11 -106.2(3) . . . . ?
C6 C5 C4 C3 -2.3(7) . . . . ?
C5 C6 C1 C2 -1.3(7) . . . . ?
N1 C6 C1 C2 -179.2(4) . . . . ?
C10 C9 C8 C7 2.7(6) . . . . ?
C11 C9 C8 C7 -176.4(4) . . . . ?
S1 C7 C8 C9 -2.4(5) . . . . ?
C19 C24 C23 C22 -3.6(6) . . . . ?
C16 C24 C23 C22 -178.9(4) . . . . ?
C24 C19 C20 C21 -2.5(6) . . . . ?
N3 C19 C20 C21 173.9(4) . . . . ?
C5 C4 C3 C2 -0.6(8) . . . . ?
C4 C3 C2 C1 2.6(9) . . . . ?
C6 C1 C2 C3 -1.6(8) . . . . ?
C8 C9 C10 S1 -1.8(5) . . . . ?
C11 C9 C10 S1 177.4(3) . . . . ?
C7 S1 C10 C9 0.3(4) . . . . ?
C19 C20 C21 C22 -1.0(7) . . . . ?
C25 O6 C26 C28 -57.0(6) . . . . ?
C25 O6 C26 C29 -178.0(5) . . . . ?
C25 O6 C26 C27 66.5(6) . . . . ?
C20 C21 C22 C23 2.1(8) . . . . ?
C24 C23 C22 C21 0.2(8) . . . . ?

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
C12 H12A O3 0.97 2.46 3.065(4) 120.0 .
C18 H18A O3 0.96 2.63 3.160(5) 115.2 4_456
C15 H15A O6 0.96 2.58 3.463(5) 152.2 3_645
C27 H27A O5 0.96 2.51 3.046(7) 115.5 .
C28 H28C O5 0.96 2.33 2.983(7) 124.9 .

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.050



