# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_tz3_1_auto
_database_code_depnum_ccdc_archive 'CCDC 2213853'
loop_
_audit_author_name
_audit_author_address
'Katarzyna Kurpiewska'
;Jagiellonian University, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-10-18 deposited with the CCDC.	2023-01-31 downloaded from the CCDC.
;

_audit_creation_date             2022-10-18T13:54:21-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C9 H5 N3 O'
_chemical_formula_moiety         'C9 H5 N3 O'
_chemical_formula_weight         171.16

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   3.72520(10)
_cell_length_b                   11.5014(4)
_cell_length_c                   18.9837(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.706(3)
_cell_angle_gamma                90
_cell_volume                     813.00(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5430
_cell_measurement_theta_min      4.4660
_cell_measurement_theta_max      78.9910
_cell_oxdiff_length_a            3.7252(2)
_cell_oxdiff_length_b            11.4966(5)
_cell_oxdiff_length_c            18.9920(6)
_cell_oxdiff_angle_alpha         89.971(3)
_cell_oxdiff_angle_beta          91.714(4)
_cell_oxdiff_angle_gamma         89.950(4)
_cell_oxdiff_volume              813.00(6)

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             352

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.805
_exptl_absorpt_correction_T_min  0.56981
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.474
_oxdiff_exptl_absorpt_empirical_full_max 1.805
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            8694
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.495
_diffrn_reflns_theta_max         80.61
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.979
_reflns_Friedel_coverage         0
_reflns_number_total             1753
_reflns_number_gt                1597
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0545P)²+0.2090P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0033(8)
_refine_ls_number_reflns         1753
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.104
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.045

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
O10 O 0.6697(2) 0.67547(7) 0.67812(4) 0.0233(2) Uani 1 1 d . . . . .
N8 N 0.3564(3) 0.60025(8) 0.58862(5) 0.0219(2) Uani 1 1 d . . . . .
N11 N 0.6351(3) 0.55545(8) 0.69271(5) 0.0217(2) Uani 1 1 d . . . . .
N12 N 0.0696(3) 0.04551(8) 0.60483(5) 0.0239(2) Uani 1 1 d . . . . .
C7 C 0.4476(3) 0.51623(9) 0.63835(5) 0.0173(2) Uani 1 1 d . . . . .
C1 C 0.3485(3) 0.39342(9) 0.63038(5) 0.0171(2) Uani 1 1 d . . . . .
C2 C 0.4230(3) 0.31385(9) 0.68460(6) 0.0193(2) Uani 1 1 d . . . . .
H2 H 0.53492 0.339605 0.727425 0.023 Uiso 1 1 calc R U . . .
C6 C 0.1815(3) 0.35608(10) 0.56764(6) 0.0191(2) Uani 1 1 d . . . . .
H6 H 0.129555 0.410319 0.530991 0.023 Uiso 1 1 calc R U . . .
C4 C 0.1669(3) 0.16238(9) 0.61315(6) 0.0197(3) Uani 1 1 d . . . . .
C5 C 0.0912(3) 0.24009(9) 0.55865(6) 0.0203(3) Uani 1 1 d . . . . .
H5 H -0.020764 0.214062 0.515886 0.024 Uiso 1 1 calc R U . . .
C3 C 0.3342(3) 0.19778(10) 0.67610(6) 0.0206(3) Uani 1 1 d . . . . .
H3 H 0.386536 0.143238 0.712554 0.025 Uiso 1 1 calc R U . . .
C9 C 0.4990(3) 0.69232(10) 0.61624(6) 0.0230(3) Uani 1 1 d . . . . .
H9 H 0.483636 0.766393 0.594223 0.028 Uiso 1 1 calc R U . . .
C13 C -0.0134(4) -0.05108(11) 0.59837(8) 0.0330(3) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
O10 C9 1.3331(14) . ?
O10 N11 1.4145(12) . ?
N8 C9 1.2891(15) . ?
N8 C7 1.3862(14) . ?
N11 C7 1.3089(14) . ?
N12 C13 1.1586(17) . ?
N12 C4 1.3998(14) . ?
C7 C1 1.4667(14) . ?
C1 C6 1.3951(15) . ?
C1 C2 1.3989(15) . ?
C2 C3 1.3835(15) . ?
C6 C5 1.3850(15) . ?
C4 C5 1.3897(16) . ?
C4 C3 1.3922(16) . ?

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
C9 O10 N11 105.70(8) . . ?
C9 N8 C7 101.88(10) . . ?
C7 N11 O10 103.38(8) . . ?
C13 N12 C4 179.37(13) . . ?
N11 C7 N8 114.27(10) . . ?
N11 C7 C1 122.69(10) . . ?
N8 C7 C1 123.03(9) . . ?
C6 C1 C2 120.03(10) . . ?
C6 C1 C7 119.29(9) . . ?
C2 C1 C7 120.68(9) . . ?
C3 C2 C1 120.26(10) . . ?
C5 C6 C1 120.14(10) . . ?
C5 C4 C3 121.77(10) . . ?
C5 C4 N12 119.18(10) . . ?
C3 C4 N12 119.04(10) . . ?
C6 C5 C4 118.99(10) . . ?
C2 C3 C4 118.80(10) . . ?
N8 C9 O10 114.77(10) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_tz4_1_auto
_database_code_depnum_ccdc_archive 'CCDC 2213854'
loop_
_audit_author_name
_audit_author_address
'Katarzyna Kurpiewska'
;Jagiellonian University, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-10-18 deposited with the CCDC.	2023-01-31 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_tz4_1_auto          
;
PROBLEM: Hirshfeld Test Diff for    O33      --C32      .       12.2 s.u.
RESPONSE: RIGU restraints were applied to atoms in the disordered ring. Correct atom-type was assigned.
;
_vrf_PLAT230_tz4_1_auto_2        
;
PROBLEM: Hirshfeld Test Diff for    N31      --C32      .        5.9 s.u.
RESPONSE: RIGU restraints were applied to atoms in the disordered ring. Correct atom-type was assigned.
;
# Added during the CSD deposition process: Tuesday 18 October 2022 10:57 PM
# end Validation Reply Form


_audit_creation_date             2022-10-18T23:37:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C24 H26 N4 O5 S'
_chemical_formula_moiety         'C24 H26 N4 O5 S'
_chemical_formula_weight         482.55

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 2/a'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   19.6089(3)
_cell_length_b                   13.7807(2)
_cell_length_c                   17.8230(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.936(2)
_cell_angle_gamma                90
_cell_volume                     4712.08(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_theta_min      3.9360
_cell_measurement_theta_max      79.5710
_cell_measurement_reflns_used    20553
_cell_oxdiff_length_a            19.6024(4)
_cell_oxdiff_length_b            13.7855(2)
_cell_oxdiff_length_c            17.8259(2)
_cell_oxdiff_angle_alpha         90.0234(13)
_cell_oxdiff_angle_beta          101.9838(15)
_cell_oxdiff_angle_gamma         89.9833(16)
_cell_oxdiff_volume              4712.06(14)
_cell_oxdiff_measurement_reflns_used 21794

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.36
_exptl_crystal_F_000             2032

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.589
_exptl_absorpt_correction_T_min  0.67934
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.570
_oxdiff_exptl_absorpt_empirical_full_max 1.640
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            30800
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0581
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.95
_diffrn_reflns_theta_max         80.464
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.99
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.99
_reflns_Friedel_coverage         0
_reflns_number_total             5123
_reflns_number_gt                4603
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0793P)²+9.9500P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5123
_refine_ls_number_parameters     309
_refine_ls_number_restraints     138
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1615
_refine_ls_wR_factor_gt          0.1579
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.544
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.066

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
S6 S 0.41406(3) 0.01665(4) 0.15388(3) 0.03033(16) Uani 1 1 d . . . . .
O14 O 0.45606(8) 0.07331(13) 0.11235(9) 0.0335(4) Uani 1 1 d . . . . .
O13 O 0.41546(9) 0.34276(12) 0.27835(9) 0.0324(4) Uani 1 1 d . . . . .
N8 N 0.42396(9) 0.27777(12) 0.39536(9) 0.0224(3) Uani 1 1 d . . . . .
N12 N 0.40004(9) 0.53706(13) 0.39927(11) 0.0269(4) Uani 1 1 d . . . . .
H12 H 0.44502 0.547294 0.403901 0.032 Uiso 1 1 calc R U . . .
O11 O 0.32014(9) 0.41926(12) 0.40333(14) 0.0472(5) Uani 1 1 d . . . . .
O15 O 0.39607(10) -0.08043(15) 0.12750(12) 0.0495(5) Uani 1 1 d . . . . .
O33 O 0.14223(11) 0.96583(16) 0.30875(13) 0.0529(5) Uani 1 1 d . . . . .
C16 C 0.42630(11) 0.19826(15) 0.44815(11) 0.0246(4) Uani 1 1 d . . . . .
N31 N 0.25211(14) 0.95079(16) 0.29301(13) 0.0466(5) Uani 1 1 d . . . . .
C7 C 0.41350(10) 0.27005(15) 0.31775(12) 0.0241(4) Uani 1 1 d . . . . .
C10 C 0.38017(11) 0.44449(15) 0.40842(13) 0.0277(4) Uani 1 1 d . . . . .
C9 C 0.44123(11) 0.37415(15) 0.42805(12) 0.0259(4) Uani 1 1 d . . . . .
H9A H 0.481201 0.400475 0.408522 0.031 Uiso 1 1 calc R U . . .
H9B H 0.455575 0.368535 0.484498 0.031 Uiso 1 1 calc R U . . .
C2 C 0.46912(11) 0.11702(15) 0.28355(12) 0.0251(4) Uani 1 1 d . . . . .
H2A H 0.497255 0.154669 0.253613 0.03 Uiso 1 1 calc R U . . .
H2B H 0.495513 0.113745 0.337224 0.03 Uiso 1 1 calc R U . . .
C3 C 0.40001(11) 0.16983(16) 0.28155(12) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.371964 0.131338 0.311925 0.031 Uiso 1 1 calc R U . . .
C24 C 0.35611(11) 0.61903(15) 0.38306(12) 0.0261(4) Uani 1 1 d . . . . .
C21 C 0.36418(12) 0.15683(16) 0.45949(12) 0.0280(4) Uani 1 1 d . . . . .
C29 C 0.37855(12) 0.69479(16) 0.34256(13) 0.0305(4) Uani 1 1 d . . . . .
H29 H 0.421583 0.689694 0.326273 0.037 Uiso 1 1 calc R U . . .
C25 C 0.29314(12) 0.62707(16) 0.40739(14) 0.0317(5) Uani 1 1 d . . . . .
H25 H 0.277661 0.575706 0.435283 0.038 Uiso 1 1 calc R U . . .
C23 C 0.29399(11) 0.18879(16) 0.41523(13) 0.0295(4) Uani 1 1 d . . . . .
H23A H 0.288338 0.258564 0.42266 0.044 Uiso 1 1 calc R U . . .
H23B H 0.257346 0.153291 0.433606 0.044 Uiso 1 1 calc R U . . .
H23C H 0.290556 0.17535 0.36058 0.044 Uiso 1 1 calc R U . . .
C17 C 0.49204(12) 0.17039(17) 0.49031(12) 0.0312(5) Uani 1 1 d . . . . .
C28 C 0.33827(13) 0.77758(16) 0.32598(14) 0.0331(5) Uani 1 1 d . . . . .
H28 H 0.353628 0.829062 0.298113 0.04 Uiso 1 1 calc R U . . .
N34 N 0.16693(13) 0.8772(2) 0.34046(15) 0.0527(6) Uani 1 1 d . . . . .
C1 C 0.45861(13) 0.01439(16) 0.25102(13) 0.0318(5) Uani 1 1 d . . . . .
H1A H 0.43143 -0.024078 0.281509 0.038 Uiso 1 1 calc R U . . .
H1B H 0.5045 -0.017341 0.254894 0.038 Uiso 1 1 calc R U . . .
C27 C 0.27530(12) 0.78562(16) 0.35002(13) 0.0325(5) Uani 1 1 d . . . . .
C26 C 0.25335(12) 0.71020(17) 0.39070(14) 0.0346(5) Uani 1 1 d . . . . .
H26 H 0.210492 0.715642 0.407314 0.041 Uiso 1 1 calc R U . . .
C22 C 0.55848(12) 0.21346(19) 0.47512(14) 0.0358(5) Uani 1 1 d . . . . .
H22A H 0.557823 0.210915 0.420027 0.054 Uiso 1 1 calc R U . . .
H22B H 0.598413 0.176373 0.50302 0.054 Uiso 1 1 calc R U . . .
H22C H 0.562442 0.281103 0.492439 0.054 Uiso 1 1 calc R U . . .
C4 C 0.35759(12) 0.1806(2) 0.19933(14) 0.0398(6) Uani 1 1 d . . . . .
H4A H 0.314221 0.216791 0.200584 0.048 Uiso 1 1 calc R U . . .
H4B H 0.384871 0.219212 0.169029 0.048 Uiso 1 1 calc R U . . .
C30 C 0.23109(14) 0.87153(18) 0.32934(14) 0.0386(5) Uani 1 1 d . . . . .
C20 C 0.36936(14) 0.08465(19) 0.51538(15) 0.0387(6) Uani 1 1 d . . . . .
H20 H 0.328315 0.053148 0.52324 0.046 Uiso 1 1 calc R U . . .
C32 C 0.19549(16) 1.0046(2) 0.28379(17) 0.0489(7) Uani 1 1 d . . . . .
H32 H 0.192881 1.067042 0.260795 0.059 Uiso 1 1 calc R U . . .
C18 C 0.49388(14) 0.1003(2) 0.54685(15) 0.0428(6) Uani 1 1 d . . . . .
H18 H 0.537472 0.081136 0.577236 0.051 Uiso 1 1 calc R U . . .
C5 C 0.33861(12) 0.0829(2) 0.15941(16) 0.0467(7) Uani 1 1 d . . . . .
H5A H 0.310848 0.094114 0.10708 0.056 Uiso 1 1 calc R U . . .
H5B H 0.30971 0.044914 0.188275 0.056 Uiso 1 1 calc R U . . .
C19 C 0.43339(15) 0.0582(2) 0.55956(17) 0.0485(7) Uani 1 1 d . . . . .
H19 H 0.435673 0.010903 0.59877 0.058 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
S6 O15 1.4377(19) . ?
S6 O14 1.4450(17) . ?
S6 C5 1.759(3) . ?
S6 C1 1.771(2) . ?
O13 C7 1.229(3) . ?
N8 C7 1.360(3) . ?
N8 C16 1.439(2) . ?
N8 C9 1.462(3) . ?
N12 C10 1.354(3) . ?
N12 C24 1.414(3) . ?
O11 C10 1.213(3) . ?
O33 C32 1.329(4) . ?
O33 N34 1.390(3) . ?
C16 C21 1.397(3) . ?
C16 C17 1.405(3) . ?
N31 C32 1.317(4) . ?
N31 C30 1.376(4) . ?
C7 C3 1.524(3) . ?
C10 C9 1.524(3) . ?
C2 C1 1.526(3) . ?
C2 C3 1.532(3) . ?
C3 C4 1.535(3) . ?
C24 C29 1.391(3) . ?
C24 C25 1.395(3) . ?
C21 C20 1.397(3) . ?
C21 C23 1.504(3) . ?
C29 C28 1.384(3) . ?
C25 C26 1.383(3) . ?
C17 C18 1.391(3) . ?
C17 C22 1.506(3) . ?
C28 C27 1.393(3) . ?
N34 C30 1.316(4) . ?
C27 C26 1.386(4) . ?
C27 C30 1.469(3) . ?
C4 C5 1.533(4) . ?
C20 C19 1.386(4) . ?
C18 C19 1.381(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
O15 S6 O14 117.56(11) . . ?
O15 S6 C5 110.42(13) . . ?
O14 S6 C5 108.88(14) . . ?
O15 S6 C1 109.97(12) . . ?
O14 S6 C1 106.99(11) . . ?
C5 S6 C1 101.83(12) . . ?
C7 N8 C16 125.68(17) . . ?
C7 N8 C9 116.76(17) . . ?
C16 N8 C9 117.25(16) . . ?
C10 N12 C24 126.81(18) . . ?
C32 O33 N34 104.9(2) . . ?
C21 C16 C17 122.82(19) . . ?
C21 C16 N8 119.66(18) . . ?
C17 C16 N8 117.37(19) . . ?
C32 N31 C30 100.3(3) . . ?
O13 C7 N8 120.11(19) . . ?
O13 C7 C3 121.34(18) . . ?
N8 C7 C3 118.55(17) . . ?
O11 C10 N12 124.1(2) . . ?
O11 C10 C9 122.6(2) . . ?
N12 C10 C9 113.27(18) . . ?
N8 C9 C10 112.35(17) . . ?
C1 C2 C3 112.45(18) . . ?
C7 C3 C2 110.19(17) . . ?
C7 C3 C4 109.19(18) . . ?
C2 C3 C4 111.73(17) . . ?
C29 C24 C25 119.8(2) . . ?
C29 C24 N12 117.44(19) . . ?
C25 C24 N12 122.7(2) . . ?
C20 C21 C16 117.2(2) . . ?
C20 C21 C23 120.4(2) . . ?
C16 C21 C23 122.36(19) . . ?
C28 C29 C24 120.1(2) . . ?
C26 C25 C24 119.7(2) . . ?
C18 C17 C16 117.4(2) . . ?
C18 C17 C22 120.7(2) . . ?
C16 C17 C22 121.9(2) . . ?
C29 C28 C27 120.2(2) . . ?
C30 N34 O33 104.8(3) . . ?
C2 C1 S6 110.84(15) . . ?
C26 C27 C28 119.5(2) . . ?
C26 C27 C30 120.3(2) . . ?
C28 C27 C30 120.1(2) . . ?
C25 C26 C27 120.8(2) . . ?
C5 C4 C3 112.9(2) . . ?
N34 C30 N31 114.4(2) . . ?
N34 C30 C27 122.9(3) . . ?
N31 C30 C27 122.6(2) . . ?
C19 C20 C21 121.1(2) . . ?
N31 C32 O33 115.6(3) . . ?
C19 C18 C17 121.1(2) . . ?
C4 C5 S6 110.84(16) . . ?
C18 C19 C20 120.3(2) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
