# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_161005hori
_database_code_depnum_ccdc_archive 'CCDC 1883274'
loop_
_audit_author_name
_audit_author_address
'Shigeru Arai'
;Chiba University
Japan
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-04-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C9 H13 N3 O5 S'
_chemical_formula_moiety         'C9 H13 N3 O5 S'
_chemical_formula_weight         275.28
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   11.9791(2)
_cell_length_b                   13.0772(2)
_cell_length_c                   22.8452(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.3236(7)
_cell_angle_gamma                90.0000
_cell_volume                     3451.53(11)
_cell_formula_units_Z            10
_cell_measurement_reflns_used    30704
_cell_measurement_theta_min      3.38
_cell_measurement_theta_max      68.23
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440.00
_exptl_absorpt_coefficient_mu    2.269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.325
_exptl_absorpt_correction_T_max  0.506

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            35955
_diffrn_reflns_av_R_equivalents  0.1035
_diffrn_reflns_theta_max         68.230
_diffrn_reflns_theta_min         3.826
_diffrn_reflns_theta_full        68.230
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6239
_reflns_number_gt                4664
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0714
_refine_ls_wR_factor_ref         0.1839
_refine_ls_wR_factor_gt          0.1690
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6239
_refine_ls_number_parameters     415
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0812P)²+3.4199P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.00
_refine_diff_density_min         -0.62
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S3 S 0.51673(7) 0.01787(6) 0.79267(4) 0.0291(2) Uani 1 1 d . . .
S46 S 0.00352(7) 0.03570(6) 0.77086(3) 0.0237(2) Uani 1 1 d . . .
O1 O 0.1141(2) -0.00160(19) 0.76738(10) 0.0334(6) Uani 1 1 d . . .
O2 O 0.5139(2) 0.12769(17) 0.79367(11) 0.0377(6) Uani 1 1 d . . .
O10 O 0.6247(2) -0.0340(2) 0.79807(11) 0.0423(7) Uani 1 1 d . . .
O47 O -0.0149(2) 0.14408(16) 0.77293(10) 0.0325(6) Uani 1 1 d . . .
N5 N 0.4284(3) -0.0178(2) 0.72958(12) 0.0279(6) Uani 1 1 d . . .
N6 N -0.0916(2) -0.00843(19) 0.71144(11) 0.0218(6) Uani 1 1 d . . .
N7 N -0.0006(3) -0.1016(2) 0.54602(13) 0.0378(7) Uani 1 1 d . . .
N12 N -0.3865(3) -0.1125(2) 0.49229(14) 0.0405(8) Uani 1 1 d . . .
C4 C -0.1153(3) 0.0216(2) 0.85713(14) 0.0258(7) Uani 1 1 d . . .
H4 H -0.1607 0.0765 0.8363 0.031 Uiso 1 1 calc R . .
C8 C 0.3762(3) 0.0236(2) 0.86962(15) 0.0274(7) Uani 1 1 d . . .
H8 H 0.3397 0.0808 0.8468 0.033 Uiso 1 1 calc R . .
C9 C -0.0253(3) -0.0180(2) 0.83648(13) 0.0213(7) Uani 1 1 d . . .
C11 C 0.4653(3) -0.0276(2) 0.85336(14) 0.0253(7) Uani 1 1 d . . .
C13 C -0.2705(3) -0.0567(2) 0.64680(14) 0.0229(7) Uani 1 1 d . . .
H13 H -0.3543 -0.0681 0.6440 0.028 Uiso 1 1 calc R . .
C14 C 0.0408(3) -0.0986(2) 0.86675(14) 0.0267(7) Uani 1 1 d . . .
H14 H 0.1014 -0.1265 0.8520 0.032 Uiso 1 1 calc R . .
C15 C 0.5159(3) -0.1133(2) 0.88555(15) 0.0311(8) Uani 1 1 d . . .
H15 H 0.5750 -0.1494 0.8735 0.037 Uiso 1 1 calc R . .
C16 C -0.0722(3) -0.0988(2) 0.94050(14) 0.0284(8) Uani 1 1 d . . .
C17 C -0.2181(3) 0.0168(2) 0.69975(14) 0.0244(7) Uani 1 1 d . . .
H17 H -0.2448 -0.0047 0.7358 0.029 Uiso 1 1 calc R . .
C18 C 0.0175(3) -0.1382(2) 0.91877(15) 0.0296(8) Uani 1 1 d . . .
H18 H 0.0633 -0.1928 0.9398 0.036 Uiso 1 1 calc R . .
C19 C -0.2022(3) -0.1566(2) 0.66716(14) 0.0232(7) Uani 1 1 d . . .
C21 C -0.1383(3) -0.0199(3) 0.90849(15) 0.0300(8) Uani 1 1 d . . .
H21 H -0.2009 0.0064 0.9221 0.036 Uiso 1 1 calc R . .
C22 C -0.0786(3) -0.1180(2) 0.69545(14) 0.0241(7) Uani 1 1 d . . .
H22A H -0.0411 -0.1580 0.7322 0.029 Uiso 1 1 calc R . .
H22B H -0.0311 -0.1236 0.6661 0.029 Uiso 1 1 calc R . .
C23 C 0.2443(3) -0.0358(2) 0.65978(14) 0.0255(7) Uani 1 1 d . . .
H23 H 0.1858 -0.0550 0.6820 0.031 Uiso 1 1 calc R . .
C24 C -0.3289(3) -0.0720(2) 0.53387(15) 0.0300(8) Uani 1 1 d . . .
C25 C 0.3188(3) -0.1327(2) 0.65770(15) 0.0246(7) Uani 1 1 d . . .
C26 C 0.0781(3) -0.0530(2) 0.56929(14) 0.0277(7) Uani 1 1 d . . .
C27 C 0.3417(3) -0.0100(3) 0.91944(15) 0.0303(8) Uani 1 1 d . . .
H27 H 0.2814 0.0251 0.9310 0.036 Uiso 1 1 calc R . .
C28 C 0.1783(3) 0.0107(2) 0.59926(14) 0.0280(7) Uani 1 1 d . . .
H28 H 0.2316 0.0149 0.5722 0.034 Uiso 1 1 calc R . .
C29 C -0.2572(3) -0.0135(2) 0.58566(14) 0.0267(7) Uani 1 1 d . . .
H29 H -0.1743 -0.0205 0.5852 0.032 Uiso 1 1 calc R . .
C30 C -0.2487(3) -0.2101(2) 0.71583(15) 0.0313(8) Uani 1 1 d . . .
H30A H -0.3257 -0.2381 0.6971 0.038 Uiso 1 1 calc R . .
H30B H -0.2538 -0.1606 0.7472 0.038 Uiso 1 1 calc R . .
H30C H -0.1962 -0.2657 0.7342 0.038 Uiso 1 1 calc R . .
C31 C -0.2490(3) 0.1283(2) 0.68663(16) 0.0316(8) Uani 1 1 d . . .
H31A H -0.3319 0.1382 0.6843 0.038 Uiso 1 1 calc R . .
H31B H -0.2035 0.1704 0.7207 0.038 Uiso 1 1 calc R . .
C32 C 0.4013(3) -0.1284(2) 0.72129(15) 0.0306(8) Uani 1 1 d . . .
H32A H 0.3634 -0.1537 0.7521 0.037 Uiso 1 1 calc R . .
H32B H 0.4720 -0.1691 0.7237 0.037 Uiso 1 1 calc R . .
C33 C 0.3935(3) -0.0943(3) 0.95315(15) 0.0314(8) Uani 1 1 d . . .
C34 C 0.3271(3) 0.0439(2) 0.69965(15) 0.0268(7) Uani 1 1 d . . .
H34 H 0.2905 0.0714 0.7310 0.032 Uiso 1 1 calc R . .
C35 C -0.0971(4) -0.1409(3) 0.99736(15) 0.0393(9) Uani 1 1 d . . .
H35A H -0.1757 -0.1691 0.9874 0.047 Uiso 1 1 calc R . .
H35B H -0.0906 -0.0859 1.0272 0.047 Uiso 1 1 calc R . .
H35C H -0.0413 -0.1949 1.0143 0.047 Uiso 1 1 calc R . .
C36 C 0.3556(3) 0.1326(2) 0.66262(15) 0.0327(8) Uani 1 1 d . . .
H36A H 0.4084 0.1807 0.6901 0.039 Uiso 1 1 calc R . .
H36B H 0.3962 0.1059 0.6333 0.039 Uiso 1 1 calc R . .
C37 C -0.2030(3) -0.2339(2) 0.61670(14) 0.0272(7) Uani 1 1 d . . .
H37A H -0.1550 -0.2929 0.6338 0.033 Uiso 1 1 calc R . .
H37B H -0.1721 -0.2016 0.5856 0.033 Uiso 1 1 calc R . .
H37C H -0.2826 -0.2566 0.5984 0.033 Uiso 1 1 calc R . .
C38 C 0.2472(3) 0.1894(2) 0.62850(16) 0.0375(9) Uani 1 1 d . . .
H38A H 0.2611 0.2206 0.5916 0.045 Uiso 1 1 calc R . .
H38B H 0.2317 0.2454 0.6544 0.045 Uiso 1 1 calc R . .
C39 C 0.4801(3) -0.1458(3) 0.93516(16) 0.0358(9) Uani 1 1 d . . .
H39 H 0.5152 -0.2042 0.9572 0.043 Uiso 1 1 calc R . .
C40 C 0.3872(3) -0.1289(3) 0.61056(15) 0.0347(8) Uani 1 1 d . . .
H40A H 0.4491 -0.1801 0.6203 0.042 Uiso 1 1 calc R . .
H40B H 0.4212 -0.0607 0.6105 0.042 Uiso 1 1 calc R . .
H40C H 0.3357 -0.1433 0.5704 0.042 Uiso 1 1 calc R . .
C41 C -0.2261(3) 0.1656(2) 0.62813(16) 0.0345(8) Uani 1 1 d . . .
H41A H -0.1421 0.1620 0.6314 0.041 Uiso 1 1 calc R . .
H41B H -0.2508 0.2378 0.6211 0.041 Uiso 1 1 calc R . .
C42 C -0.2919(3) 0.1004(2) 0.57519(16) 0.0357(9) Uani 1 1 d . . .
H42A H -0.2750 0.1246 0.5374 0.043 Uiso 1 1 calc R . .
H42B H -0.3761 0.1077 0.5704 0.043 Uiso 1 1 calc R . .
C43 C 0.1386(3) 0.1195(2) 0.60972(15) 0.0305(8) Uani 1 1 d . . .
H43A H 0.0977 0.1189 0.6421 0.037 Uiso 1 1 calc R . .
H43B H 0.0848 0.1457 0.5721 0.037 Uiso 1 1 calc R . .
C44 C 0.2452(3) -0.2299(2) 0.64871(17) 0.0343(8) Uani 1 1 d . . .
H44A H 0.2076 -0.2392 0.6054 0.041 Uiso 1 1 calc R . .
H44B H 0.1860 -0.2238 0.6710 0.041 Uiso 1 1 calc R . .
H44C H 0.2947 -0.2890 0.6639 0.041 Uiso 1 1 calc R . .
C45 C 0.3564(4) -0.1290(3) 1.00793(16) 0.0444(10) Uani 1 1 d . . .
H45A H 0.4232 -0.1282 1.0436 0.053 Uiso 1 1 calc R . .
H45B H 0.3254 -0.1986 1.0012 0.053 Uiso 1 1 calc R . .
H45C H 0.2966 -0.0828 1.0146 0.053 Uiso 1 1 calc R . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# 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
S3 O10 1.436(3) . ?
S3 O2 1.437(2) . ?
S3 N5 1.615(3) . ?
S3 C11 1.763(3) . ?
S46 O1 1.433(2) . ?
S46 O47 1.437(2) . ?
S46 N6 1.630(3) . ?
S46 C9 1.770(3) . ?
N5 C34 1.467(4) . ?
N5 C32 1.483(4) . ?
N6 C22 1.496(4) . ?
N6 C17 1.505(4) . ?
N7 C26 1.145(4) . ?
N12 C24 1.146(4) . ?
C4 C21 1.385(4) . ?
C4 C9 1.387(4) . ?
C4 H4 0.9500 . ?
C8 C27 1.381(5) . ?
C8 C11 1.390(4) . ?
C8 H8 0.9500 . ?
C9 C14 1.387(4) . ?
C11 C15 1.389(4) . ?
C13 C17 1.542(4) . ?
C13 C19 1.546(4) . ?
C13 C29 1.553(4) . ?
C13 H13 1.0000 . ?
C14 C18 1.390(4) . ?
C14 H14 0.9500 . ?
C15 C39 1.381(5) . ?
C15 H15 0.9500 . ?
C16 C21 1.386(5) . ?
C16 C18 1.396(5) . ?
C16 C35 1.511(4) . ?
C17 C31 1.515(4) . ?
C17 H17 1.0000 . ?
C18 H18 0.9500 . ?
C19 C37 1.531(4) . ?
C19 C22 1.536(4) . ?
C19 C30 1.537(4) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C28 1.526(4) . ?
C23 C34 1.556(4) . ?
C23 C25 1.558(4) . ?
C23 H23 1.0000 . ?
C24 C29 1.478(4) . ?
C25 C40 1.517(5) . ?
C25 C32 1.527(5) . ?
C25 C44 1.530(4) . ?
C26 C28 1.473(5) . ?
C27 C33 1.393(5) . ?
C27 H27 0.9500 . ?
C28 C43 1.539(4) . ?
C28 H28 1.0000 . ?
C29 C42 1.548(4) . ?
C29 H29 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C41 1.514(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C39 1.387(5) . ?
C33 C45 1.505(5) . ?
C34 C36 1.527(4) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C38 1.521(5) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C43 1.554(5) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.519(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O10 S3 O2 119.66(16) . . ?
O10 S3 N5 107.64(15) . . ?
O2 S3 N5 106.88(14) . . ?
O10 S3 C11 105.51(16) . . ?
O2 S3 C11 108.06(15) . . ?
N5 S3 C11 108.76(15) . . ?
O1 S46 O47 119.30(15) . . ?
O1 S46 N6 106.62(14) . . ?
O47 S46 N6 107.29(14) . . ?
O1 S46 C9 107.55(15) . . ?
O47 S46 C9 107.31(14) . . ?
N6 S46 C9 108.38(14) . . ?
C34 N5 C32 110.5(3) . . ?
C34 N5 S3 121.6(2) . . ?
C32 N5 S3 117.7(2) . . ?
C22 N6 C17 109.4(2) . . ?
C22 N6 S46 116.6(2) . . ?
C17 N6 S46 121.3(2) . . ?
C21 C4 C9 119.3(3) . . ?
C21 C4 H4 120.4 . . ?
C9 C4 H4 120.4 . . ?
C27 C8 C11 119.0(3) . . ?
C27 C8 H8 120.5 . . ?
C11 C8 H8 120.5 . . ?
C4 C9 C14 120.4(3) . . ?
C4 C9 S46 118.9(2) . . ?
C14 C9 S46 120.7(2) . . ?
C15 C11 C8 120.4(3) . . ?
C15 C11 S3 119.6(3) . . ?
C8 C11 S3 120.0(2) . . ?
C17 C13 C19 102.5(2) . . ?
C17 C13 C29 111.2(3) . . ?
C19 C13 C29 114.0(3) . . ?
C17 C13 H13 109.6 . . ?
C19 C13 H13 109.6 . . ?
C29 C13 H13 109.6 . . ?
C9 C14 C18 119.5(3) . . ?
C9 C14 H14 120.3 . . ?
C18 C14 H14 120.3 . . ?
C39 C15 C11 119.7(3) . . ?
C39 C15 H15 120.1 . . ?
C11 C15 H15 120.1 . . ?
C21 C16 C18 118.2(3) . . ?
C21 C16 C35 120.6(3) . . ?
C18 C16 C35 121.1(3) . . ?
N6 C17 C31 115.3(3) . . ?
N6 C17 C13 100.6(2) . . ?
C31 C17 C13 114.7(3) . . ?
N6 C17 H17 108.6 . . ?
C31 C17 H17 108.6 . . ?
C13 C17 H17 108.6 . . ?
C14 C18 C16 120.9(3) . . ?
C14 C18 H18 119.5 . . ?
C16 C18 H18 119.5 . . ?
C37 C19 C22 110.3(3) . . ?
C37 C19 C30 108.2(3) . . ?
C22 C19 C30 109.8(3) . . ?
C37 C19 C13 115.7(3) . . ?
C22 C19 C13 102.9(2) . . ?
C30 C19 C13 109.8(3) . . ?
C4 C21 C16 121.7(3) . . ?
C4 C21 H21 119.2 . . ?
C16 C21 H21 119.2 . . ?
N6 C22 C19 105.4(2) . . ?
N6 C22 H22A 110.7 . . ?
C19 C22 H22A 110.7 . . ?
N6 C22 H22B 110.7 . . ?
C19 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C28 C23 C34 111.1(3) . . ?
C28 C23 C25 117.4(3) . . ?
C34 C23 C25 106.3(3) . . ?
C28 C23 H23 107.2 . . ?
C34 C23 H23 107.2 . . ?
C25 C23 H23 107.2 . . ?
N12 C24 C29 176.4(4) . . ?
C40 C25 C32 109.8(3) . . ?
C40 C25 C44 109.4(3) . . ?
C32 C25 C44 111.3(3) . . ?
C40 C25 C23 114.6(3) . . ?
C32 C25 C23 99.9(2) . . ?
C44 C25 C23 111.4(3) . . ?
N7 C26 C28 179.1(4) . . ?
C8 C27 C33 121.4(3) . . ?
C8 C27 H27 119.3 . . ?
C33 C27 H27 119.3 . . ?
C26 C28 C23 111.0(3) . . ?
C26 C28 C43 110.4(3) . . ?
C23 C28 C43 109.6(3) . . ?
C26 C28 H28 108.6 . . ?
C23 C28 H28 108.6 . . ?
C43 C28 H28 108.6 . . ?
C24 C29 C42 107.4(3) . . ?
C24 C29 C13 110.8(3) . . ?
C42 C29 C13 113.7(3) . . ?
C24 C29 H29 108.3 . . ?
C42 C29 H29 108.3 . . ?
C13 C29 H29 108.3 . . ?
C19 C30 H30A 109.5 . . ?
C19 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C19 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C41 C31 C17 113.2(3) . . ?
C41 C31 H31A 108.9 . . ?
C17 C31 H31A 108.9 . . ?
C41 C31 H31B 108.9 . . ?
C17 C31 H31B 108.9 . . ?
H31A C31 H31B 107.8 . . ?
N5 C32 C25 102.9(2) . . ?
N5 C32 H32A 111.2 . . ?
C25 C32 H32A 111.2 . . ?
N5 C32 H32B 111.2 . . ?
C25 C32 H32B 111.2 . . ?
H32A C32 H32B 109.1 . . ?
C39 C33 C27 118.7(3) . . ?
C39 C33 C45 120.5(3) . . ?
C27 C33 C45 120.8(3) . . ?
N5 C34 C36 113.4(3) . . ?
N5 C34 C23 103.0(2) . . ?
C36 C34 C23 112.7(3) . . ?
N5 C34 H34 109.2 . . ?
C36 C34 H34 109.2 . . ?
C23 C34 H34 109.2 . . ?
C16 C35 H35A 109.5 . . ?
C16 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C16 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C38 C36 C34 111.6(3) . . ?
C38 C36 H36A 109.3 . . ?
C34 C36 H36A 109.3 . . ?
C38 C36 H36B 109.3 . . ?
C34 C36 H36B 109.3 . . ?
H36A C36 H36B 108.0 . . ?
C19 C37 H37A 109.5 . . ?
C19 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C19 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 C43 113.2(3) . . ?
C36 C38 H38A 108.9 . . ?
C43 C38 H38A 108.9 . . ?
C36 C38 H38B 108.9 . . ?
C43 C38 H38B 108.9 . . ?
H38A C38 H38B 107.8 . . ?
C15 C39 C33 120.8(3) . . ?
C15 C39 H39 119.6 . . ?
C33 C39 H39 119.6 . . ?
C25 C40 H40A 109.5 . . ?
C25 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C25 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C31 C41 C42 110.2(3) . . ?
C31 C41 H41A 109.6 . . ?
C42 C41 H41A 109.6 . . ?
C31 C41 H41B 109.6 . . ?
C42 C41 H41B 109.6 . . ?
H41A C41 H41B 108.1 . . ?
C41 C42 C29 110.8(3) . . ?
C41 C42 H42A 109.5 . . ?
C29 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C29 C42 H42B 109.5 . . ?
H42A C42 H42B 108.1 . . ?
C28 C43 C38 108.4(3) . . ?
C28 C43 H43A 110.0 . . ?
C38 C43 H43A 110.0 . . ?
C28 C43 H43B 110.0 . . ?
C38 C43 H43B 110.0 . . ?
H43A C43 H43B 108.4 . . ?
C25 C44 H44A 109.5 . . ?
C25 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C25 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C33 C45 H45A 109.5 . . ?
C33 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C33 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 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
O10 S3 N5 C34 -158.6(2) . . . . ?
O2 S3 N5 C34 -28.9(3) . . . . ?
C11 S3 N5 C34 87.5(3) . . . . ?
O10 S3 N5 C32 59.5(3) . . . . ?
O2 S3 N5 C32 -170.8(2) . . . . ?
C11 S3 N5 C32 -54.4(3) . . . . ?
O1 S46 N6 C22 43.2(2) . . . . ?
O47 S46 N6 C22 172.1(2) . . . . ?
C9 S46 N6 C22 -72.3(2) . . . . ?
O1 S46 N6 C17 -179.2(2) . . . . ?
O47 S46 N6 C17 -50.3(3) . . . . ?
C9 S46 N6 C17 65.3(3) . . . . ?
C21 C4 C9 C14 0.3(5) . . . . ?
C21 C4 C9 S46 -179.9(2) . . . . ?
O1 S46 C9 C4 167.0(2) . . . . ?
O47 S46 C9 C4 37.5(3) . . . . ?
N6 S46 C9 C4 -78.0(3) . . . . ?
O1 S46 C9 C14 -13.2(3) . . . . ?
O47 S46 C9 C14 -142.7(3) . . . . ?
N6 S46 C9 C14 101.7(3) . . . . ?
C27 C8 C11 C15 2.2(5) . . . . ?
C27 C8 C11 S3 -176.4(3) . . . . ?
O10 S3 C11 C15 -13.2(3) . . . . ?
O2 S3 C11 C15 -142.3(3) . . . . ?
N5 S3 C11 C15 102.1(3) . . . . ?
O10 S3 C11 C8 165.4(3) . . . . ?
O2 S3 C11 C8 36.3(3) . . . . ?
N5 S3 C11 C8 -79.4(3) . . . . ?
C4 C9 C14 C18 -1.3(5) . . . . ?
S46 C9 C14 C18 178.9(2) . . . . ?
C8 C11 C15 C39 -2.1(5) . . . . ?
S3 C11 C15 C39 176.5(3) . . . . ?
C22 N6 C17 C31 -154.1(3) . . . . ?
S46 N6 C17 C31 65.7(3) . . . . ?
C22 N6 C17 C13 -30.2(3) . . . . ?
S46 N6 C17 C13 -170.4(2) . . . . ?
C19 C13 C17 N6 42.6(3) . . . . ?
C29 C13 C17 N6 -79.6(3) . . . . ?
C19 C13 C17 C31 167.0(3) . . . . ?
C29 C13 C17 C31 44.8(4) . . . . ?
C9 C14 C18 C16 0.8(5) . . . . ?
C21 C16 C18 C14 0.7(5) . . . . ?
C35 C16 C18 C14 -179.4(3) . . . . ?
C17 C13 C19 C37 -160.3(3) . . . . ?
C29 C13 C19 C37 -40.0(4) . . . . ?
C17 C13 C19 C22 -39.9(3) . . . . ?
C29 C13 C19 C22 80.4(3) . . . . ?
C17 C13 C19 C30 77.0(3) . . . . ?
C29 C13 C19 C30 -162.8(3) . . . . ?
C9 C4 C21 C16 1.2(5) . . . . ?
C18 C16 C21 C4 -1.7(5) . . . . ?
C35 C16 C21 C4 178.4(3) . . . . ?
C17 N6 C22 C19 5.7(3) . . . . ?
S46 N6 C22 C19 148.1(2) . . . . ?
C37 C19 C22 N6 145.3(2) . . . . ?
C30 C19 C22 N6 -95.6(3) . . . . ?
C13 C19 C22 N6 21.3(3) . . . . ?
C28 C23 C25 C40 42.0(4) . . . . ?
C34 C23 C25 C40 -83.2(3) . . . . ?
C28 C23 C25 C32 159.3(3) . . . . ?
C34 C23 C25 C32 34.2(3) . . . . ?
C28 C23 C25 C44 -83.0(4) . . . . ?
C34 C23 C25 C44 151.9(3) . . . . ?
C11 C8 C27 C33 -0.6(5) . . . . ?
N7 C26 C28 C23 120(24) . . . . ?
N7 C26 C28 C43 -1(24) . . . . ?
C34 C23 C28 C26 -163.9(3) . . . . ?
C25 C23 C28 C26 73.4(4) . . . . ?
C34 C23 C28 C43 -41.7(4) . . . . ?
C25 C23 C28 C43 -164.4(3) . . . . ?
N12 C24 C29 C42 9(6) . . . . ?
N12 C24 C29 C13 134(6) . . . . ?
C17 C13 C29 C24 -167.7(3) . . . . ?
C19 C13 C29 C24 77.0(4) . . . . ?
C17 C13 C29 C42 -46.6(4) . . . . ?
C19 C13 C29 C42 -161.9(3) . . . . ?
N6 C17 C31 C41 65.1(4) . . . . ?
C13 C17 C31 C41 -51.1(4) . . . . ?
C34 N5 C32 C25 35.0(3) . . . . ?
S3 N5 C32 C25 -179.2(2) . . . . ?
C40 C25 C32 N5 80.0(3) . . . . ?
C44 C25 C32 N5 -158.6(3) . . . . ?
C23 C25 C32 N5 -40.8(3) . . . . ?
C8 C27 C33 C39 -1.1(5) . . . . ?
C8 C27 C33 C45 179.0(3) . . . . ?
C32 N5 C34 C36 -134.7(3) . . . . ?
S3 N5 C34 C36 81.0(3) . . . . ?
C32 N5 C34 C23 -12.6(3) . . . . ?
S3 N5 C34 C23 -156.9(2) . . . . ?
C28 C23 C34 N5 -143.1(3) . . . . ?
C25 C23 C34 N5 -14.2(3) . . . . ?
C28 C23 C34 C36 -20.6(4) . . . . ?
C25 C23 C34 C36 108.3(3) . . . . ?
N5 C34 C36 C38 175.6(3) . . . . ?
C23 C34 C36 C38 59.0(4) . . . . ?
C34 C36 C38 C43 -31.0(4) . . . . ?
C11 C15 C39 C33 0.3(5) . . . . ?
C27 C33 C39 C15 1.2(5) . . . . ?
C45 C33 C39 C15 -178.9(3) . . . . ?
C17 C31 C41 C42 56.9(4) . . . . ?
C31 C41 C42 C29 -57.9(4) . . . . ?
C24 C29 C42 C41 177.2(3) . . . . ?
C13 C29 C42 C41 54.2(4) . . . . ?
C26 C28 C43 C38 -168.2(3) . . . . ?
C23 C28 C43 C38 69.2(4) . . . . ?
C36 C38 C43 C28 -30.2(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_160621hori
_database_code_depnum_ccdc_archive 'CCDC 1896957'
loop_
_audit_author_name
_audit_author_address
'Shigeru Arai'
;Chiba University
Japan
;
_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-04-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C9 H13 F N3 O5 S'
_chemical_formula_moiety         'C9 H13 F N3 O5 S'
_chemical_formula_weight         294.28
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.96514(18)
_cell_length_b                   12.7027(3)
_cell_length_c                   13.1411(3)
_cell_angle_alpha                60.2937(8)
_cell_angle_beta                 81.6820(9)
_cell_angle_gamma                81.6840(8)
_cell_volume                     1424.48(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11553
_cell_measurement_theta_min      3.88
_cell_measurement_theta_max      68.22
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612.00
_exptl_absorpt_coefficient_mu    2.339
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.618
_exptl_absorpt_correction_T_max  0.791

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            15461
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_theta_max         68.21
_diffrn_reflns_theta_full        68.22
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5087
_reflns_number_gt                3619
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.1185
_refine_ls_wR_factor_ref         0.3920
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5087
_refine_ls_number_parameters     343
_refine_ls_goodness_of_fit_ref   1.535
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         2.730
_refine_diff_density_min         -0.530
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S 0.28263(15) 0.18102(13) 0.86863(14) 0.0312(5) Uani 1.0 2 d . . .
S42 S -0.26699(15) 0.27950(13) 1.01612(13) 0.0287(5) Uani 1.0 2 d . . .
F2 F -0.8027(4) 0.1134(4) 1.2277(4) 0.0460(11) Uani 1.0 2 d . . .
O3 O -0.3045(5) 0.2544(5) 0.5984(4) 0.0389(12) Uani 1.0 2 d . . .
O4 O -0.1677(5) 0.1823(4) 1.0788(4) 0.0332(11) Uani 1.0 2 d . . .
O5 O 0.2588(5) 0.1013(4) 0.9938(5) 0.0427(13) Uani 1.0 2 d . . .
O6 O -0.2593(5) 0.3971(4) 1.0041(4) 0.0333(11) Uani 1.0 2 d . . .
O8 O 0.4166(5) 0.1844(4) 0.8108(5) 0.0389(12) Uani 1.0 2 d . . .
N7 N 0.1871(6) 0.1397(5) 0.8056(5) 0.0277(12) Uani 1.0 2 d . . .
N9 N -0.2566(5) 0.2937(5) 0.8814(5) 0.0281(12) Uani 1.0 2 d . . .
C11 C -0.1878(6) 0.1794(5) 0.7733(5) 0.0258(13) Uani 1.0 2 d . . .
C12 C -0.3082(6) 0.3965(6) 0.7824(6) 0.0278(14) Uani 1.0 2 d . . .
C13 C 0.1059(7) 0.3502(6) 0.9025(6) 0.0331(15) Uani 1.0 2 d . . .
C14 C 0.2323(7) 0.5455(6) 0.7165(6) 0.0344(15) Uani 1.0 2 d . . .
C15 C -0.6673(7) 0.2763(6) 1.1101(6) 0.0335(15) Uani 1.0 2 d . . .
C16 C -0.6800(7) 0.1509(6) 1.1810(7) 0.0363(16) Uani 1.0 2 d . . .
C17 C -0.2734(6) 0.2713(6) 0.6762(6) 0.0306(14) Uani 1.0 2 d . . .
C18 C -0.4276(7) 0.2293(6) 1.0819(6) 0.0301(14) Uani 1.0 2 d . . .
C19 C -0.3681(6) 0.4872(6) 0.5795(6) 0.0301(14) Uani 1.0 2 d . . .
C20 C -0.3929(7) 0.6101(6) 0.6714(7) 0.0392(17) Uani 1.0 2 d . . .
C21 C -0.0390(6) 0.2116(6) 0.7513(6) 0.0265(13) Uani 1.0 2 d . . .
C22 C 0.2877(7) 0.4283(6) 0.7478(6) 0.0314(14) Uani 1.0 2 d . . .
C23 C -0.5429(7) 0.3143(6) 1.0621(6) 0.0305(14) Uani 1.0 2 d . . .
C24 C -0.4095(7) 0.5964(7) 0.5748(6) 0.0379(16) Uani 1.0 2 d . . .
C25 C 0.0337(7) 0.0992(7) 0.6327(7) 0.0367(16) Uani 1.0 2 d . . .
C26 C 0.2215(6) 0.3297(6) 0.8398(6) 0.0273(14) Uani 1.0 2 d . . .
C27 C -0.4432(7) 0.1048(6) 1.1518(6) 0.0315(14) Uani 1.0 2 d . . .
C28 C -0.3197(6) 0.3863(6) 0.6810(6) 0.0300(14) Uani 1.0 2 d . . .
C29 C 0.0481(7) 0.2127(6) 0.6429(6) 0.0295(14) Uani 1.0 2 d . . .
C30 C -0.2580(7) 0.1747(6) 0.8859(6) 0.0290(14) Uani 1.0 2 d . . .
C31 C 0.0532(8) 0.4682(7) 0.8706(7) 0.0401(17) Uani 1.0 2 d . . .
C32 C 0.1144(7) 0.5674(6) 0.7781(7) 0.0342(15) Uani 1.0 2 d . . .
C33 C 0.0433(6) 0.1219(6) 0.8544(6) 0.0308(14) Uani 1.0 2 d . . .
C34 C 0.1931(7) 0.2105(6) 0.6739(6) 0.0335(15) Uani 1.0 2 d . . .
C35 C 0.0503(9) 0.6960(8) 0.7427(9) 0.058(3) Uani 1.0 2 d . . .
C36 C -0.5680(7) 0.0651(6) 1.2017(6) 0.0335(15) Uani 1.0 2 d . . .
C37 C -0.3438(7) 0.5120(6) 0.7737(6) 0.0367(16) Uani 1.0 2 d . . .
C38 C 0.0236(7) 0.3276(6) 0.5259(7) 0.0383(16) Uani 1.0 2 d . . .
H11 H -0.1884 0.0979 0.7791 0.0309 Uiso 1.0 2 calc R . .
H13 H 0.0633 0.2836 0.9668 0.0397 Uiso 1.0 2 calc R . .
H14 H 0.2748 0.6123 0.6523 0.0413 Uiso 1.0 2 calc R . .
H15 H -0.7449 0.3332 1.0962 0.0402 Uiso 1.0 2 calc R . .
H19 H -0.3721 0.4792 0.5119 0.0361 Uiso 1.0 2 calc R . .
H20 H -0.4154 0.6873 0.6674 0.0470 Uiso 1.0 2 calc R . .
H21 H -0.0403 0.2940 0.7439 0.0318 Uiso 1.0 2 calc R . .
H22 H 0.3696 0.4146 0.7076 0.0377 Uiso 1.0 2 calc R . .
H23 H -0.5324 0.3988 1.0147 0.0366 Uiso 1.0 2 calc R . .
H24 H -0.4487 0.6617 0.5075 0.0455 Uiso 1.0 2 calc R . .
H25A H 0.0939 0.1010 0.5660 0.0440 Uiso 1.0 2 calc R . .
H25B H -0.0608 0.0985 0.6205 0.0440 Uiso 1.0 2 calc R . .
H25C H 0.0588 0.0258 0.7053 0.0440 Uiso 1.0 2 calc R . .
H27 H -0.3660 0.0476 1.1644 0.0378 Uiso 1.0 2 calc R . .
H30A H -0.3531 0.1548 0.8962 0.0348 Uiso 1.0 2 calc R . .
H30B H -0.2106 0.1100 0.9541 0.0348 Uiso 1.0 2 calc R . .
H31 H -0.0268 0.4817 0.9130 0.0481 Uiso 1.0 2 calc R . .
H33A H 0.0235 0.1401 0.9204 0.0370 Uiso 1.0 2 calc R . .
H33B H 0.0228 0.0373 0.8826 0.0370 Uiso 1.0 2 calc R . .
H34A H 0.2613 0.1702 0.6387 0.0402 Uiso 1.0 2 calc R . .
H34B H 0.2176 0.2941 0.6450 0.0402 Uiso 1.0 2 calc R . .
H35A H 0.0446 0.7110 0.8096 0.0698 Uiso 1.0 2 calc R . .
H35B H -0.0413 0.7049 0.7190 0.0698 Uiso 1.0 2 calc R . .
H35C H 0.1064 0.7548 0.6768 0.0698 Uiso 1.0 2 calc R . .
H36 H -0.5788 -0.0193 1.2497 0.0402 Uiso 1.0 2 calc R . .
H37 H -0.3342 0.5233 0.8384 0.0440 Uiso 1.0 2 calc R . .
H38A H 0.0969 0.3303 0.4664 0.0459 Uiso 1.0 2 calc R . .
H38B H 0.0220 0.3994 0.5357 0.0459 Uiso 1.0 2 calc R . .
H38C H -0.0638 0.3268 0.5004 0.0459 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 O5 1.446(5) yes . .
S1 O8 1.432(5) yes . .
S1 N7 1.635(7) yes . .
S1 C26 1.762(7) yes . .
S42 O4 1.434(4) yes . .
S42 O6 1.434(6) yes . .
S42 N9 1.676(7) yes . .
S42 C18 1.751(7) yes . .
F2 C16 1.328(8) yes . .
O3 C17 1.232(11) yes . .
N7 C33 1.483(8) yes . .
N7 C34 1.500(8) yes . .
N9 C12 1.407(7) yes . .
N9 C30 1.486(10) yes . .
C11 C17 1.506(8) yes . .
C11 C21 1.544(9) yes . .
C11 C30 1.519(10) yes . .
C12 C28 1.423(12) yes . .
C12 C37 1.410(11) yes . .
C13 C26 1.387(10) yes . .
C13 C31 1.383(11) yes . .
C14 C22 1.383(10) yes . .
C14 C32 1.402(10) yes . .
C15 C16 1.405(9) yes . .
C15 C23 1.346(9) yes . .
C16 C36 1.396(10) yes . .
C17 C28 1.496(11) yes . .
C18 C23 1.414(9) yes . .
C18 C27 1.400(9) yes . .
C19 C24 1.361(11) yes . .
C19 C28 1.402(8) yes . .
C20 C24 1.400(14) yes . .
C20 C37 1.398(9) yes . .
C21 C29 1.553(10) yes . .
C21 C33 1.525(8) yes . .
C22 C26 1.405(8) yes . .
C25 C29 1.541(13) yes . .
C27 C36 1.360(9) yes . .
C29 C34 1.550(11) yes . .
C29 C38 1.529(8) yes . .
C31 C32 1.388(9) yes . .
C32 C35 1.525(11) yes . .
C11 H11 1.000 no . .
C13 H13 0.950 no . .
C14 H14 0.950 no . .
C15 H15 0.950 no . .
C19 H19 0.950 no . .
C20 H20 0.950 no . .
C21 H21 1.000 no . .
C22 H22 0.950 no . .
C23 H23 0.950 no . .
C24 H24 0.950 no . .
C25 H25A 0.980 no . .
C25 H25B 0.980 no . .
C25 H25C 0.980 no . .
C27 H27 0.950 no . .
C30 H30A 0.990 no . .
C30 H30B 0.990 no . .
C31 H31 0.950 no . .
C33 H33A 0.990 no . .
C33 H33B 0.990 no . .
C34 H34A 0.990 no . .
C34 H34B 0.990 no . .
C35 H35A 0.980 no . .
C35 H35B 0.980 no . .
C35 H35C 0.980 no . .
C36 H36 0.950 no . .
C37 H37 0.950 no . .
C38 H38A 0.980 no . .
C38 H38B 0.980 no . .
C38 H38C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
O5 S1 O8 120.3(3) yes . . .
O5 S1 N7 106.2(3) yes . . .
O5 S1 C26 107.5(4) yes . . .
O8 S1 N7 106.0(4) yes . . .
O8 S1 C26 108.7(3) yes . . .
N7 S1 C26 107.4(3) yes . . .
O4 S42 O6 119.3(4) yes . . .
O4 S42 N9 105.8(3) yes . . .
O4 S42 C18 107.3(3) yes . . .
O6 S42 N9 108.5(3) yes . . .
O6 S42 C18 109.3(4) yes . . .
N9 S42 C18 105.9(4) yes . . .
S1 N7 C33 117.0(6) yes . . .
S1 N7 C34 116.3(5) yes . . .
C33 N7 C34 109.5(5) yes . . .
S42 N9 C12 124.7(6) yes . . .
S42 N9 C30 112.0(4) yes . . .
C12 N9 C30 116.2(7) yes . . .
C17 C11 C21 112.3(5) yes . . .
C17 C11 C30 106.1(5) yes . . .
C21 C11 C30 112.2(7) yes . . .
N9 C12 C28 118.5(7) yes . . .
N9 C12 C37 124.6(8) yes . . .
C28 C12 C37 116.9(6) yes . . .
C26 C13 C31 119.6(6) yes . . .
C22 C14 C32 121.1(6) yes . . .
C16 C15 C23 118.7(6) yes . . .
F2 C16 C15 118.7(6) yes . . .
F2 C16 C36 119.3(6) yes . . .
C15 C16 C36 122.0(6) yes . . .
O3 C17 C11 123.3(7) yes . . .
O3 C17 C28 121.7(6) yes . . .
C11 C17 C28 115.0(7) yes . . .
S42 C18 C23 120.1(5) yes . . .
S42 C18 C27 120.1(5) yes . . .
C23 C18 C27 119.7(6) yes . . .
C24 C19 C28 122.1(8) yes . . .
C24 C20 C37 121.0(8) yes . . .
C11 C21 C29 118.0(7) yes . . .
C11 C21 C33 111.3(5) yes . . .
C29 C21 C33 103.7(5) yes . . .
C14 C22 C26 119.3(6) yes . . .
C15 C23 C18 120.5(6) yes . . .
C19 C24 C20 118.5(6) yes . . .
S1 C26 C13 120.9(5) yes . . .
S1 C26 C22 118.9(5) yes . . .
C13 C26 C22 120.1(6) yes . . .
C18 C27 C36 120.4(6) yes . . .
C12 C28 C17 121.6(5) yes . . .
C12 C28 C19 120.4(7) yes . . .
C17 C28 C19 117.9(8) yes . . .
C21 C29 C25 111.9(5) yes . . .
C21 C29 C34 100.7(6) yes . . .
C21 C29 C38 114.9(6) yes . . .
C25 C29 C34 110.8(6) yes . . .
C25 C29 C38 110.0(7) yes . . .
C34 C29 C38 108.1(5) yes . . .
N9 C30 C11 110.2(5) yes . . .
C13 C31 C32 121.6(7) yes . . .
C14 C32 C31 118.3(7) yes . . .
C14 C32 C35 121.6(6) yes . . .
C31 C32 C35 120.0(7) yes . . .
N7 C33 C21 104.3(5) yes . . .
N7 C34 C29 105.2(5) yes . . .
C16 C36 C27 118.7(6) yes . . .
C12 C37 C20 121.1(8) yes . . .
C17 C11 H11 108.717 no . . .
C21 C11 H11 108.714 no . . .
C30 C11 H11 108.717 no . . .
C26 C13 H13 120.214 no . . .
C31 C13 H13 120.229 no . . .
C22 C14 H14 119.460 no . . .
C32 C14 H14 119.458 no . . .
C16 C15 H15 120.656 no . . .
C23 C15 H15 120.665 no . . .
C24 C19 H19 118.960 no . . .
C28 C19 H19 118.962 no . . .
C24 C20 H20 119.522 no . . .
C37 C20 H20 119.525 no . . .
C11 C21 H21 107.784 no . . .
C29 C21 H21 107.791 no . . .
C33 C21 H21 107.781 no . . .
C14 C22 H22 120.356 no . . .
C26 C22 H22 120.351 no . . .
C15 C23 H23 119.731 no . . .
C18 C23 H23 119.733 no . . .
C19 C24 H24 120.764 no . . .
C20 C24 H24 120.773 no . . .
C29 C25 H25A 109.474 no . . .
C29 C25 H25B 109.472 no . . .
C29 C25 H25C 109.475 no . . .
H25A C25 H25B 109.469 no . . .
H25A C25 H25C 109.468 no . . .
H25B C25 H25C 109.469 no . . .
C18 C27 H27 119.782 no . . .
C36 C27 H27 119.778 no . . .
N9 C30 H30A 109.616 no . . .
N9 C30 H30B 109.620 no . . .
C11 C30 H30A 109.619 no . . .
C11 C30 H30B 109.618 no . . .
H30A C30 H30B 108.142 no . . .
C13 C31 H31 119.210 no . . .
C32 C31 H31 119.207 no . . .
N7 C33 H33A 110.895 no . . .
N7 C33 H33B 110.890 no . . .
C21 C33 H33A 110.901 no . . .
C21 C33 H33B 110.891 no . . .
H33A C33 H33B 108.925 no . . .
N7 C34 H34A 110.711 no . . .
N7 C34 H34B 110.708 no . . .
C29 C34 H34A 110.716 no . . .
C29 C34 H34B 110.708 no . . .
H34A C34 H34B 108.807 no . . .
C32 C35 H35A 109.466 no . . .
C32 C35 H35B 109.474 no . . .
C32 C35 H35C 109.467 no . . .
H35A C35 H35B 109.471 no . . .
H35A C35 H35C 109.479 no . . .
H35B C35 H35C 109.471 no . . .
C16 C36 H36 120.666 no . . .
C27 C36 H36 120.668 no . . .
C12 C37 H37 119.449 no . . .
C20 C37 H37 119.461 no . . .
C29 C38 H38A 109.474 no . . .
C29 C38 H38B 109.468 no . . .
C29 C38 H38C 109.472 no . . .
H38A C38 H38B 109.472 no . . .
H38A C38 H38C 109.468 no . . .
H38B C38 H38C 109.473 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O5 S1 N7 C33 47.4(4) no . . . .
O5 S1 N7 C34 179.5(4) no . . . .
O5 S1 C26 C13 -35.7(7) no . . . .
O5 S1 C26 C22 147.5(5) no . . . .
O8 S1 N7 C33 176.5(3) no . . . .
O8 S1 N7 C34 -51.4(4) no . . . .
O8 S1 C26 C13 -167.5(5) no . . . .
O8 S1 C26 C22 15.7(7) no . . . .
N7 S1 C26 C13 78.2(6) no . . . .
N7 S1 C26 C22 -98.6(5) no . . . .
C26 S1 N7 C33 -67.4(4) no . . . .
C26 S1 N7 C34 64.7(4) no . . . .
O4 S42 N9 C12 -162.3(4) no . . . .
O4 S42 N9 C30 48.5(4) no . . . .
O4 S42 C18 C23 162.2(6) no . . . .
O4 S42 C18 C27 -19.4(7) no . . . .
O6 S42 N9 C12 -33.2(5) no . . . .
O6 S42 N9 C30 177.6(3) no . . . .
O6 S42 C18 C23 31.6(7) no . . . .
O6 S42 C18 C27 -150.1(6) no . . . .
N9 S42 C18 C23 -85.1(6) no . . . .
N9 S42 C18 C27 93.2(6) no . . . .
C18 S42 N9 C12 84.0(5) no . . . .
C18 S42 N9 C30 -65.2(4) no . . . .
S1 N7 C33 C21 120.7(5) no . . . .
S1 N7 C34 C29 -146.8(4) no . . . .
C33 N7 C34 C29 -11.3(8) no . . . .
C34 N7 C33 C21 -14.4(8) no . . . .
S42 N9 C12 C28 -166.2(4) no . . . .
S42 N9 C12 C37 17.1(8) no . . . .
S42 N9 C30 C11 -154.9(4) no . . . .
C12 N9 C30 C11 53.1(6) no . . . .
C30 N9 C12 C28 -18.1(7) no . . . .
C30 N9 C12 C37 165.2(5) no . . . .
C17 C11 C21 C29 -64.0(8) no . . . .
C17 C11 C21 C33 176.3(6) no . . . .
C21 C11 C17 O3 101.9(8) no . . . .
C21 C11 C17 C28 -78.5(7) no . . . .
C17 C11 C30 N9 -64.4(7) no . . . .
C30 C11 C17 O3 -135.2(6) no . . . .
C30 C11 C17 C28 44.4(7) no . . . .
C21 C11 C30 N9 58.6(6) no . . . .
C30 C11 C21 C29 176.7(4) no . . . .
C30 C11 C21 C33 57.0(7) no . . . .
N9 C12 C28 C17 -2.4(8) no . . . .
N9 C12 C28 C19 -178.7(5) no . . . .
N9 C12 C37 C20 179.2(5) no . . . .
C28 C12 C37 C20 2.4(9) no . . . .
C37 C12 C28 C17 174.6(5) no . . . .
C37 C12 C28 C19 -1.7(8) no . . . .
C26 C13 C31 C32 -1.0(13) no . . . .
C31 C13 C26 S1 -174.0(7) no . . . .
C31 C13 C26 C22 2.7(12) no . . . .
C22 C14 C32 C31 -0.9(13) no . . . .
C22 C14 C32 C35 -178.5(7) no . . . .
C32 C14 C22 C26 2.6(13) no . . . .
C16 C15 C23 C18 0.7(13) no . . . .
C23 C15 C16 F2 -179.6(8) no . . . .
C23 C15 C16 C36 -0.9(14) no . . . .
F2 C16 C36 C27 179.0(7) no . . . .
C15 C16 C36 C27 0.3(14) no . . . .
O3 C17 C28 C12 166.9(5) no . . . .
O3 C17 C28 C19 -16.7(8) no . . . .
C11 C17 C28 C12 -12.7(8) no . . . .
C11 C17 C28 C19 163.7(5) no . . . .
S42 C18 C23 C15 178.4(6) no . . . .
S42 C18 C27 C36 -179.0(6) no . . . .
C23 C18 C27 C36 -0.7(12) no . . . .
C27 C18 C23 C15 0.1(13) no . . . .
C24 C19 C28 C12 -2.1(9) no . . . .
C24 C19 C28 C17 -178.5(5) no . . . .
C28 C19 C24 C20 5.1(9) no . . . .
C24 C20 C37 C12 0.6(10) no . . . .
C37 C20 C24 C19 -4.3(10) no . . . .
C11 C21 C29 C25 -46.4(6) no . . . .
C11 C21 C29 C34 -164.2(4) no . . . .
C11 C21 C29 C38 80.0(7) no . . . .
C11 C21 C33 N7 162.4(6) no . . . .
C29 C21 C33 N7 34.5(8) no . . . .
C33 C21 C29 C25 77.2(7) no . . . .
C33 C21 C29 C34 -40.6(6) no . . . .
C33 C21 C29 C38 -156.4(6) no . . . .
C14 C22 C26 S1 173.3(7) no . . . .
C14 C22 C26 C13 -3.5(12) no . . . .
C18 C27 C36 C16 0.5(13) no . . . .
C21 C29 C34 N7 31.6(6) no . . . .
C25 C29 C34 N7 -87.0(7) no . . . .
C38 C29 C34 N7 152.4(6) no . . . .
C13 C31 C32 C14 0.1(13) no . . . .
C13 C31 C32 C35 177.8(8) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S42 C37 3.191(6) no . .
F2 C23 3.568(8) no . .
F2 C27 3.579(8) no . .
O3 C19 2.827(10) no . .
O3 C21 3.372(9) no . .
O3 C29 3.566(8) no . .
O3 C30 3.478(10) no . .
O3 C38 3.401(9) no . .
O4 C13 3.508(8) no . .
O4 C27 2.917(8) no . .
O4 C30 2.858(11) no . .
O5 C13 3.021(8) no . .
O5 C33 2.922(10) no . .
O6 C12 3.026(10) no . .
O6 C23 3.019(8) no . .
O6 C31 3.354(8) no . .
O6 C37 2.830(9) no . .
O8 C22 2.924(8) no . .
O8 C34 2.943(10) no . .
N7 C13 3.446(11) no . .
N7 C25 3.186(12) no . .
N9 C17 2.879(11) no . .
N9 C21 2.959(9) no . .
N9 C23 3.505(9) no . .
N9 C27 3.573(8) no . .
N9 C33 3.521(9) no . .
C11 C12 2.896(10) no . .
C11 C25 3.059(11) no . .
C11 C38 3.414(9) no . .
C12 C18 3.537(8) no . .
C12 C21 3.419(9) no . .
C12 C24 2.845(8) no . .
C13 C14 2.778(8) no . .
C13 C33 3.413(13) no . .
C15 C27 2.792(9) no . .
C16 C18 2.739(9) no . .
C17 C29 3.200(9) no . .
C17 C38 3.270(9) no . .
C18 C30 3.185(11) no . .
C19 C37 2.769(13) no . .
C20 C28 2.775(12) no . .
C21 C28 3.244(8) no . .
C22 C31 2.774(11) no . .
C23 C36 2.790(9) no . .
C25 C33 3.082(13) no . .
C26 C32 2.795(10) no . .
C26 C33 3.303(11) no . .
C26 C34 3.270(13) no . .
C27 C30 3.454(10) no . .
C28 C30 2.772(8) no . .
C30 C33 2.994(9) no . .
F2 O5 3.122(9) no . 1_455
F2 C25 3.408(8) no . 2_457
F2 C35 3.321(11) no . 2_467
O3 O8 3.510(7) no . 1_455
O3 C24 3.597(8) no . 2_466
O4 C33 3.579(9) no . 2_557
O5 F2 3.122(9) no . 1_655
O5 C11 3.445(7) no . 2_557
O5 C15 3.462(12) no . 1_655
O5 C16 2.984(12) no . 1_655
O5 C30 3.050(8) no . 2_557
O5 C36 3.247(11) no . 1_655
O8 O3 3.510(7) no . 1_655
O8 C17 3.371(8) no . 1_655
O8 C27 3.431(10) no . 2_557
O8 C28 3.565(8) no . 1_655
O8 C30 3.492(9) no . 1_655
O8 C36 3.378(10) no . 2_557
N7 C27 3.587(9) no . 2_557
C11 O5 3.445(7) no . 2_557
C13 C15 3.474(11) no . 1_655
C15 O5 3.462(12) no . 1_455
C15 C13 3.474(11) no . 1_455
C15 C26 3.583(11) no . 1_455
C16 O5 2.984(12) no . 1_455
C17 O8 3.371(8) no . 1_455
C19 C19 3.472(10) no . 2_466
C24 O3 3.597(8) no . 2_466
C24 C34 3.591(9) no . 2_566
C25 F2 3.408(8) no . 2_457
C26 C15 3.583(11) no . 1_655
C27 O8 3.431(10) no . 2_557
C27 N7 3.587(9) no . 2_557
C28 O8 3.565(8) no . 1_455
C30 O5 3.050(8) no . 2_557
C30 O8 3.492(9) no . 1_455
C33 O4 3.579(9) no . 2_557
C34 C24 3.591(9) no . 2_566
C35 F2 3.321(11) no . 2_467
C36 O5 3.247(11) no . 1_455
C36 O8 3.378(10) no . 2_557
S1 H13 2.8580 no . .
S1 H21 3.5999 no . .
S1 H22 2.8325 no . .
S1 H33A 2.6331 no . .
S1 H33B 3.3120 no . .
S1 H34A 3.1309 no . .
S1 H34B 2.6871 no . .
S42 H13 3.2638 no . .
S42 H23 2.8493 no . .
S42 H27 2.8363 no . .
S42 H30A 2.9986 no . .
S42 H30B 2.6218 no . .
S42 H31 3.3988 no . .
S42 H33A 3.5736 no . .
S42 H37 2.8595 no . .
F2 H15 2.5515 no . .
F2 H36 2.5533 no . .
O3 H11 2.5253 no . .
O3 H19 2.5198 no . .
O3 H25B 2.8539 no . .
O3 H30A 3.4450 no . .
O3 H38C 2.6133 no . .
O4 H13 2.6679 no . .
O4 H27 2.5547 no . .
O4 H30A 3.4055 no . .
O4 H30B 2.3497 no . .
O4 H33A 2.8136 no . .
O5 H13 2.7137 no . .
O5 H33A 2.5540 no . .
O5 H33B 3.3247 no . .
O6 H13 3.3989 no . .
O6 H23 2.7024 no . .
O6 H31 2.5685 no . .
O6 H37 2.1283 no . .
O8 H22 2.5428 no . .
O8 H34A 3.0075 no . .
O8 H34B 2.8403 no . .
N7 H13 3.4332 no . .
N7 H21 2.7026 no . .
N7 H25C 2.8941 no . .
N9 H11 3.3195 no . .
N9 H13 3.4941 no . .
N9 H21 2.6050 no . .
N9 H23 3.5016 no . .
N9 H33A 3.1158 no . .
N9 H37 2.6948 no . .
C11 H25B 2.7619 no . .
C11 H25C 3.2174 no . .
C11 H33A 2.8866 no . .
C11 H33B 2.6327 no . .
C11 H38C 3.2598 no . .
C12 H19 3.3016 no . .
C12 H20 3.2959 no . .
C12 H21 2.8876 no . .
C12 H23 3.5223 no . .
C12 H30A 2.7416 no . .
C12 H30B 3.2792 no . .
C13 H21 3.1030 no . .
C13 H22 3.2761 no . .
C13 H33A 2.7946 no . .
C14 H31 3.2542 no . .
C14 H35A 3.1875 no . .
C14 H35B 3.1581 no . .
C14 H35C 2.6006 no . .
C15 H36 3.3056 no . .
C16 H23 3.2314 no . .
C16 H27 3.2337 no . .
C17 H19 2.6103 no . .
C17 H21 2.7046 no . .
C17 H25B 3.1055 no . .
C17 H30A 2.5713 no . .
C17 H30B 3.2858 no . .
C17 H38B 3.3997 no . .
C17 H38C 2.7588 no . .
C18 H15 3.2618 no . .
C18 H30A 2.9943 no . .
C18 H30B 3.2125 no . .
C18 H36 3.2587 no . .
C19 H20 3.2281 no . .
C20 H19 3.2301 no . .
C21 H25A 3.4025 no . .
C21 H25B 2.7777 no . .
C21 H25C 2.7321 no . .
C21 H30A 3.3926 no . .
C21 H30B 2.7566 no . .
C21 H34A 3.2337 no . .
C21 H34B 2.8072 no . .
C21 H38A 3.4137 no . .
C21 H38B 2.7044 no . .
C21 H38C 2.9018 no . .
C22 H13 3.2780 no . .
C22 H34B 2.8499 no . .
C23 H27 3.2917 no . .
C23 H37 3.4801 no . .
C24 H37 3.2850 no . .
C25 H11 2.7101 no . .
C25 H21 3.3973 no . .
C25 H33B 2.9618 no . .
C25 H34A 2.5841 no . .
C25 H34B 3.3627 no . .
C25 H38A 2.7518 no . .
C25 H38B 3.3588 no . .
C25 H38C 2.6499 no . .
C26 H14 3.2633 no . .
C26 H21 3.2336 no . .
C26 H31 3.2479 no . .
C26 H33A 3.0095 no . .
C26 H34B 2.8181 no . .
C27 H23 3.2893 no . .
C27 H30A 3.1095 no . .
C27 H30B 3.2028 no . .
C28 H11 3.3487 no . .
C28 H21 2.9280 no . .
C28 H24 3.2755 no . .
C28 H30A 2.9199 no . .
C28 H37 3.2771 no . .
C28 H38C 3.4888 no . .
C29 H11 2.8408 no . .
C29 H33A 3.2681 no . .
C29 H33B 2.8151 no . .
C30 H21 2.7322 no . .
C30 H27 3.2656 no . .
C30 H33A 2.8418 no . .
C30 H33B 3.0824 no . .
C31 H14 3.2538 no . .
C31 H35A 2.7671 no . .
C31 H35B 2.7719 no . .
C31 H35C 3.3169 no . .
C32 H13 3.2734 no . .
C32 H22 3.2818 no . .
C33 H11 2.7502 no . .
C33 H13 3.1074 no . .
C33 H25B 3.5397 no . .
C33 H25C 2.7531 no . .
C33 H30B 2.6636 no . .
C33 H34A 3.1638 no . .
C33 H34B 3.0207 no . .
C34 H21 2.6484 no . .
C34 H22 3.5625 no . .
C34 H25A 2.7716 no . .
C34 H25B 3.3864 no . .
C34 H25C 2.6935 no . .
C34 H33A 3.1826 no . .
C34 H33B 2.9988 no . .
C34 H38A 2.6252 no . .
C34 H38B 2.7133 no . .
C34 H38C 3.3455 no . .
C35 H14 2.7095 no . .
C35 H31 2.6609 no . .
C36 H15 3.3042 no . .
C37 H23 3.1898 no . .
C37 H24 3.2921 no . .
C38 H21 2.6705 no . .
C38 H25A 2.6600 no . .
C38 H25B 2.7467 no . .
C38 H25C 3.3572 no . .
C38 H34A 2.9173 no . .
C38 H34B 2.5186 no . .
H11 H21 2.8840 no . .
H11 H25B 2.2766 no . .
H11 H25C 2.7175 no . .
H11 H30A 2.3687 no . .
H11 H30B 2.3563 no . .
H11 H33A 3.2612 no . .
H11 H33B 2.4885 no . .
H11 H38C 3.5467 no . .
H13 H21 3.1812 no . .
H13 H31 2.3251 no . .
H13 H33A 2.2886 no . .
H14 H22 2.3308 no . .
H14 H35A 3.3870 no . .
H14 H35B 3.3501 no . .
H14 H35C 2.3956 no . .
H15 H23 2.3014 no . .
H19 H24 2.3083 no . .
H19 H38C 3.4122 no . .
H20 H24 2.3546 no . .
H20 H37 2.3331 no . .
H21 H30B 3.0604 no . .
H21 H33A 2.2756 no . .
H21 H33B 2.8628 no . .
H21 H34B 2.7063 no . .
H21 H38A 3.5276 no . .
H21 H38B 2.4043 no . .
H21 H38C 3.0539 no . .
H22 H34B 2.7558 no . .
H23 H37 2.7780 no . .
H25A H34A 2.4870 no . .
H25A H34B 3.5186 no . .
H25A H38A 2.5372 no . .
H25A H38B 3.5839 no . .
H25A H38C 2.8424 no . .
H25B H33B 3.3394 no . .
H25B H34A 3.5317 no . .
H25B H38A 3.1227 no . .
H25B H38C 2.5210 no . .
H25C H33B 2.3788 no . .
H25C H34A 2.6779 no . .
H25C H38C 3.5715 no . .
H27 H30A 3.0756 no . .
H27 H30B 2.7590 no . .
H27 H36 2.3162 no . .
H30B H33A 2.3607 no . .
H30B H33B 2.5982 no . .
H31 H35A 2.6898 no . .
H31 H35B 2.7172 no . .
H31 H35C 3.5920 no . .
H31 H37 3.2410 no . .
H33A H34B 3.5665 no . .
H33B H34A 3.5163 no . .
H34A H38A 2.7360 no . .
H34A H38B 3.3185 no . .
H34B H38A 2.5973 no . .
H34B H38B 2.4089 no . .
H34B H38C 3.4730 no . .
S1 H27 3.1238 no . 2_557
S1 H30B 3.3701 no . 2_557
S42 H35A 3.4624 no . 2_567
F2 H11 2.7442 no . 2_457
F2 H13 3.3697 no . 1_455
F2 H25B 2.8326 no . 2_457
F2 H25C 3.0860 no . 2_457
F2 H35A 2.9545 no . 2_467
F2 H35B 2.9122 no . 2_467
O3 H14 2.8534 no . 2_566
O3 H24 2.8078 no . 2_466
O3 H36 2.9457 no . 2_457
O4 H25C 2.9745 no . 2_557
O4 H33B 2.7876 no . 2_557
O4 H35A 2.9090 no . 2_567
O5 H11 2.8687 no . 2_557
O5 H27 3.4221 no . 2_557
O5 H30A 2.8993 no . 2_557
O5 H30B 2.5223 no . 2_557
O5 H33B 3.3000 no . 2_557
O5 H36 3.4680 no . 1_655
O6 H15 3.0049 no . 2_467
O6 H23 3.0086 no . 2_467
O6 H35A 3.1290 no . 2_567
O8 H27 2.9112 no . 2_557
O8 H30A 2.5963 no . 1_655
O8 H36 2.8184 no . 2_557
N7 H27 2.6531 no . 2_557
N7 H30B 3.1877 no . 2_557
C11 H36 3.4373 no . 2_457
C12 H22 3.4354 no . 1_455
C13 H15 3.0323 no . 1_655
C13 H35A 3.5989 no . 2_567
C14 H19 3.2636 no . 2_566
C14 H38C 3.0973 no . 2_566
C15 H13 3.4613 no . 1_455
C15 H20 3.4042 no . 2_467
C15 H35B 3.4615 no . 2_467
C15 H37 2.9422 no . 2_467
C16 H11 3.3686 no . 2_457
C16 H35B 3.5572 no . 2_467
C17 H36 3.3505 no . 2_457
C19 H19 2.8985 no . 2_466
C19 H22 2.8986 no . 1_455
C19 H22 3.3369 no . 2_566
C19 H24 3.4594 no . 2_466
C19 H34B 3.2357 no . 2_566
C20 H14 3.3524 no . 1_455
C20 H22 3.4931 no . 1_455
C20 H38A 3.2086 no . 2_566
C22 H19 3.0365 no . 2_566
C23 H20 3.5081 no . 2_467
C23 H23 3.4341 no . 2_467
C23 H37 2.9904 no . 2_467
C24 H14 3.1737 no . 1_455
C24 H19 3.0600 no . 2_466
C24 H22 3.0966 no . 1_455
C24 H34A 3.2656 no . 2_566
C24 H34B 3.0201 no . 2_566
C24 H38A 3.2727 no . 2_566
C26 H15 3.4564 no . 1_655
C28 H22 3.0539 no . 1_455
C31 H15 3.3865 no . 1_655
C31 H31 3.1769 no . 2_567
C32 H38C 3.3046 no . 2_566
C33 H30B 3.1998 no . 2_557
C33 H33A 3.2536 no . 2_557
C33 H33B 3.0451 no . 2_557
C34 H24 3.2261 no . 2_566
C34 H27 3.2783 no . 2_557
C35 H15 3.4009 no . 2_467
C35 H38A 3.4700 no . 2_566
C35 H38C 3.3312 no . 2_566
C36 H11 3.3174 no . 2_457
C37 H15 3.4417 no . 2_467
C37 H23 3.5027 no . 2_467
C37 H38A 3.5965 no . 2_566
C38 H35B 3.4192 no . 2_566
C38 H38B 3.1231 no . 2_566
H11 F2 2.7442 no . 2_457
H11 O5 2.8687 no . 2_557
H11 C16 3.3686 no . 2_457
H11 C36 3.3174 no . 2_457
H11 H36 2.7966 no . 2_457
H13 F2 3.3697 no . 1_655
H13 C15 3.4613 no . 1_655
H13 H15 3.0479 no . 1_655
H13 H35A 3.0093 no . 2_567
H14 O3 2.8534 no . 2_566
H14 C20 3.3524 no . 1_655
H14 C24 3.1737 no . 1_655
H14 H19 2.9155 no . 2_566
H14 H20 3.4199 no . 1_655
H14 H24 3.0675 no . 1_655
H14 H38C 2.8737 no . 2_566
H15 O6 3.0049 no . 2_467
H15 C13 3.0323 no . 1_455
H15 C26 3.4564 no . 1_455
H15 C31 3.3865 no . 1_455
H15 C35 3.4009 no . 2_467
H15 C37 3.4417 no . 2_467
H15 H13 3.0479 no . 1_455
H15 H20 3.5755 no . 2_467
H15 H31 2.9946 no . 2_467
H15 H35A 3.0813 no . 2_467
H15 H35B 2.8824 no . 2_467
H15 H37 2.6164 no . 2_467
H19 C14 3.2636 no . 2_566
H19 C19 2.8985 no . 2_466
H19 C22 3.0365 no . 2_566
H19 C24 3.0600 no . 2_466
H19 H14 2.9155 no . 2_566
H19 H19 2.5596 no . 2_466
H19 H22 3.2422 no . 1_455
H19 H22 2.5045 no . 2_566
H19 H24 2.8222 no . 2_466
H19 H34B 3.0653 no . 2_566
H20 C15 3.4042 no . 2_467
H20 C23 3.5081 no . 2_467
H20 H14 3.4199 no . 1_455
H20 H15 3.5755 no . 2_467
H20 H38A 3.4333 no . 2_566
H22 C12 3.4354 no . 1_655
H22 C19 2.8986 no . 1_655
H22 C19 3.3369 no . 2_566
H22 C20 3.4931 no . 1_655
H22 C24 3.0966 no . 1_655
H22 C28 3.0539 no . 1_655
H22 H19 3.2422 no . 1_655
H22 H19 2.5045 no . 2_566
H22 H24 3.4831 no . 1_655
H22 H24 3.3755 no . 2_566
H23 O6 3.0086 no . 2_467
H23 C23 3.4341 no . 2_467
H23 C37 3.5027 no . 2_467
H23 H23 2.5697 no . 2_467
H23 H37 2.6915 no . 2_467
H24 O3 2.8078 no . 2_466
H24 C19 3.4594 no . 2_466
H24 C34 3.2261 no . 2_566
H24 H14 3.0675 no . 1_455
H24 H19 2.8222 no . 2_466
H24 H22 3.4831 no . 1_455
H24 H22 3.3755 no . 2_566
H24 H34A 2.7903 no . 2_566
H24 H34B 2.7487 no . 2_566
H24 H38A 3.5914 no . 2_566
H25A H35B 3.3801 no . 2_566
H25A H35C 3.5374 no . 2_566
H25B F2 2.8326 no . 2_457
H25B H35C 3.4627 no . 2_566
H25C F2 3.0860 no . 2_457
H25C O4 2.9745 no . 2_557
H25C H27 3.5049 no . 2_557
H25C H35A 3.5445 no . 1_545
H27 S1 3.1238 no . 2_557
H27 O5 3.4221 no . 2_557
H27 O8 2.9112 no . 2_557
H27 N7 2.6531 no . 2_557
H27 C34 3.2783 no . 2_557
H27 H25C 3.5049 no . 2_557
H27 H33B 3.4962 no . 2_557
H27 H34A 2.8796 no . 2_557
H30A O5 2.8993 no . 2_557
H30A O8 2.5963 no . 1_455
H30A H36 3.3284 no . 2_457
H30B S1 3.3701 no . 2_557
H30B O5 2.5223 no . 2_557
H30B N7 3.1877 no . 2_557
H30B C33 3.1998 no . 2_557
H30B H33A 3.2051 no . 2_557
H30B H33B 2.7895 no . 2_557
H31 C31 3.1769 no . 2_567
H31 H15 2.9946 no . 2_467
H31 H31 2.6853 no . 2_567
H31 H35A 3.2262 no . 2_567
H33A C33 3.2536 no . 2_557
H33A H30B 3.2051 no . 2_557
H33A H33A 3.1745 no . 2_557
H33A H33B 2.4836 no . 2_557
H33B O4 2.7876 no . 2_557
H33B O5 3.3000 no . 2_557
H33B C33 3.0451 no . 2_557
H33B H27 3.4962 no . 2_557
H33B H30B 2.7895 no . 2_557
H33B H33A 2.4836 no . 2_557
H33B H33B 2.7296 no . 2_557
H34A C24 3.2656 no . 2_566
H34A H24 2.7903 no . 2_566
H34A H27 2.8796 no . 2_557
H34A H36 3.5557 no . 2_557
H34B C19 3.2357 no . 2_566
H34B C24 3.0201 no . 2_566
H34B H19 3.0653 no . 2_566
H34B H24 2.7487 no . 2_566
H35A S42 3.4624 no . 2_567
H35A F2 2.9545 no . 2_467
H35A O4 2.9090 no . 2_567
H35A O6 3.1290 no . 2_567
H35A C13 3.5989 no . 2_567
H35A H13 3.0093 no . 2_567
H35A H15 3.0813 no . 2_467
H35A H25C 3.5445 no . 1_565
H35A H31 3.2262 no . 2_567
H35B F2 2.9122 no . 2_467
H35B C15 3.4615 no . 2_467
H35B C16 3.5572 no . 2_467
H35B C38 3.4192 no . 2_566
H35B H15 2.8824 no . 2_467
H35B H25A 3.3801 no . 2_566
H35B H38A 2.8270 no . 2_566
H35B H38C 3.1198 no . 2_566
H35C H25A 3.5374 no . 2_566
H35C H25B 3.4627 no . 2_566
H35C H38A 3.5461 no . 2_566
H35C H38C 3.0803 no . 2_566
H36 O3 2.9457 no . 2_457
H36 O5 3.4680 no . 1_455
H36 O8 2.8184 no . 2_557
H36 C11 3.4373 no . 2_457
H36 C17 3.3505 no . 2_457
H36 H11 2.7966 no . 2_457
H36 H30A 3.3284 no . 2_457
H36 H34A 3.5557 no . 2_557
H37 C15 2.9422 no . 2_467
H37 C23 2.9904 no . 2_467
H37 H15 2.6164 no . 2_467
H37 H23 2.6915 no . 2_467
H38A C20 3.2086 no . 2_566
H38A C24 3.2727 no . 2_566
H38A C35 3.4700 no . 2_566
H38A C37 3.5965 no . 2_566
H38A H20 3.4333 no . 2_566
H38A H24 3.5914 no . 2_566
H38A H35B 2.8270 no . 2_566
H38A H35C 3.5461 no . 2_566
H38A H38B 3.4538 no . 2_566
H38B C38 3.1231 no . 2_566
H38B H38A 3.4538 no . 2_566
H38B H38B 2.2406 no . 2_566
H38B H38C 3.3491 no . 2_566
H38C C14 3.0973 no . 2_566
H38C C32 3.3046 no . 2_566
H38C C35 3.3312 no . 2_566
H38C H14 2.8737 no . 2_566
H38C H35B 3.1198 no . 2_566
H38C H35C 3.0803 no . 2_566
H38C H38B 3.3491 no . 2_566

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_160819hori
_database_code_depnum_ccdc_archive 'CCDC 1896793'
loop_
_audit_author_name
_audit_author_address
'Shigeru Arai'
;Chiba University
Japan
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-04-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C9 H13 N3 O5 S'
_chemical_formula_moiety         'C9 H13 N3 O5 S'
_chemical_formula_weight         275.28
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   6.0572(3)
_cell_length_b                   12.5122(5)
_cell_length_c                   24.3995(9)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.382(3)
_cell_angle_gamma                90.0000
_cell_volume                     1845.99(13)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    8433
_cell_measurement_theta_min      3.53
_cell_measurement_theta_max      68.21
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864.00
_exptl_absorpt_coefficient_mu    2.545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.731
_exptl_absorpt_correction_T_max  0.775

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            18489
_diffrn_reflns_av_R_equivalents  0.0999
_diffrn_reflns_theta_max         68.230
_diffrn_reflns_theta_min         3.629
_diffrn_reflns_theta_full        68.230
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3377
_reflns_number_gt                2562
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0731
_refine_ls_wR_factor_ref         0.1856
_refine_ls_wR_factor_gt          0.1660
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3377
_refine_ls_number_parameters     217
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0721P)²+1.5298P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.13
_refine_diff_density_min         -0.45
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S24 S 0.29677(14) 0.24052(6) 0.14595(3) 0.0251(3) Uani 1 1 d . . .
O15 O 0.1557(4) 0.15244(18) 0.15810(9) 0.0310(6) Uani 1 1 d . . .
O16 O 0.5328(4) 0.22613(18) 0.14561(9) 0.0290(6) Uani 1 1 d . . .
N1 N 0.2560(4) 0.3326(2) 0.19115(10) 0.0233(6) Uani 1 1 d . . .
N14 N 0.4886(6) 0.2174(3) 0.38300(12) 0.0428(8) Uani 1 1 d . . .
C2 C 0.0272(6) 0.3651(3) 0.20164(13) 0.0294(8) Uani 1 1 d . . .
H2A H -0.0611 0.3036 0.2135 0.035 Uiso 1 1 calc R . .
H2B H -0.0480 0.3979 0.1687 0.035 Uiso 1 1 calc R . .
C3 C 0.0657(6) 0.4472(3) 0.24808(13) 0.0314(8) Uani 1 1 d . . .
H3 H -0.0464 0.5059 0.2444 0.038 Uiso 1 1 calc R . .
C4 C 0.3043(6) 0.4921(3) 0.24095(12) 0.0291(8) Uani 1 1 d . . .
C5 C 0.3867(6) 0.4321(3) 0.19109(12) 0.0285(8) Uani 1 1 d . . .
H5A H 0.3561 0.4730 0.1568 0.034 Uiso 1 1 calc R . .
H5B H 0.5472 0.4171 0.1958 0.034 Uiso 1 1 calc R . .
C6 C 0.2943(7) 0.6128(3) 0.23257(15) 0.0471(11) Uani 1 1 d . . .
H6A H 0.1884 0.6296 0.2019 0.057 Uiso 1 1 calc R . .
H6B H 0.4411 0.6394 0.2244 0.057 Uiso 1 1 calc R . .
H6C H 0.2472 0.6471 0.2660 0.057 Uiso 1 1 calc R . .
C7 C 0.4346(6) 0.4620(3) 0.29467(12) 0.0254(7) Uani 1 1 d . . .
H7A H 0.5065 0.3915 0.2914 0.031 Uiso 1 1 calc R . .
H7B H 0.5493 0.5162 0.3045 0.031 Uiso 1 1 calc R . .
C8 C 0.2609(6) 0.4587(3) 0.33743(12) 0.0269(8) Uani 1 1 d . . .
H8 H 0.2102 0.5336 0.3433 0.032 Uiso 1 1 calc R . .
C9 C 0.0723(6) 0.3990(3) 0.30607(13) 0.0320(8) Uani 1 1 d . . .
H9A H -0.0697 0.4106 0.3233 0.038 Uiso 1 1 calc R . .
H9B H 0.1028 0.3213 0.3050 0.038 Uiso 1 1 calc R . .
C10 C 0.3376(6) 0.4122(3) 0.39406(12) 0.0276(8) Uani 1 1 d . . .
C11 C 0.5269(6) 0.4795(3) 0.42114(13) 0.0330(8) Uani 1 1 d . . .
H11A H 0.5598 0.4545 0.4588 0.040 Uiso 1 1 calc R . .
H11B H 0.4823 0.5548 0.4218 0.040 Uiso 1 1 calc R . .
H11C H 0.6589 0.4721 0.4001 0.040 Uiso 1 1 calc R . .
C12 C 0.1449(6) 0.4076(3) 0.43237(14) 0.0358(9) Uani 1 1 d . . .
H12A H 0.0678 0.4765 0.4316 0.043 Uiso 1 1 calc R . .
H12B H 0.2027 0.3922 0.4699 0.043 Uiso 1 1 calc R . .
H12C H 0.0416 0.3511 0.4200 0.043 Uiso 1 1 calc R . .
C13 C 0.4235(6) 0.3021(3) 0.38716(13) 0.0318(8) Uani 1 1 d . . .
C17 C 0.2061(5) 0.2906(2) 0.08072(12) 0.0239(7) Uani 1 1 d . . .
C18 C -0.0100(6) 0.2742(3) 0.06017(13) 0.0287(8) Uani 1 1 d . . .
H18 H -0.1119 0.2364 0.0811 0.034 Uiso 1 1 calc R . .
C19 C -0.0748(6) 0.3142(3) 0.00835(13) 0.0290(8) Uani 1 1 d . . .
H19 H -0.2225 0.3032 -0.0059 0.035 Uiso 1 1 calc R . .
C20 C 0.0712(6) 0.3694(3) -0.02287(12) 0.0267(8) Uani 1 1 d . . .
C21 C 0.0012(6) 0.4120(3) -0.07893(13) 0.0360(9) Uani 1 1 d . . .
H21A H -0.1309 0.3737 -0.0934 0.043 Uiso 1 1 calc R . .
H21B H 0.1211 0.4016 -0.1037 0.043 Uiso 1 1 calc R . .
H21C H -0.0322 0.4884 -0.0763 0.043 Uiso 1 1 calc R . .
C22 C 0.2883(6) 0.3851(3) -0.00129(13) 0.0288(8) Uani 1 1 d . . .
H22 H 0.3902 0.4228 -0.0222 0.035 Uiso 1 1 calc R . .
C23 C 0.3563(6) 0.3464(2) 0.05001(12) 0.0258(7) Uani 1 1 d . . .
H23 H 0.5038 0.3577 0.0643 0.031 Uiso 1 1 calc R . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXD97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# 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
S24 O15 1.436(2) . ?
S24 O16 1.442(2) . ?
S24 N1 1.624(3) . ?
S24 C17 1.768(3) . ?
N1 C5 1.476(4) . ?
N1 C2 1.481(4) . ?
N14 C13 1.136(4) . ?
C2 C3 1.537(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C9 1.537(4) . ?
C3 C4 1.570(5) . ?
C3 H3 1.0000 . ?
C4 C6 1.525(5) . ?
C4 C7 1.536(4) . ?
C4 C5 1.538(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.525(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.532(5) . ?
C8 C10 1.545(4) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C13 1.487(5) . ?
C10 C12 1.539(5) . ?
C10 C11 1.540(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C17 C18 1.389(5) . ?
C17 C23 1.399(4) . ?
C18 C19 1.394(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(5) . ?
C19 H19 0.9500 . ?
C20 C22 1.401(5) . ?
C20 C21 1.505(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.382(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?

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 S24 O16 120.51(14) . . ?
O15 S24 N1 106.73(14) . . ?
O16 S24 N1 106.44(13) . . ?
O15 S24 C17 107.52(14) . . ?
O16 S24 C17 107.14(14) . . ?
N1 S24 C17 107.97(14) . . ?
C5 N1 C2 106.0(3) . . ?
C5 N1 S24 119.7(2) . . ?
C2 N1 S24 119.6(2) . . ?
N1 C2 C3 102.0(3) . . ?
N1 C2 H2A 111.4 . . ?
C3 C2 H2A 111.4 . . ?
N1 C2 H2B 111.4 . . ?
C3 C2 H2B 111.4 . . ?
H2A C2 H2B 109.2 . . ?
C2 C3 C9 114.2(3) . . ?
C2 C3 C4 105.0(3) . . ?
C9 C3 C4 105.6(3) . . ?
C2 C3 H3 110.6 . . ?
C9 C3 H3 110.6 . . ?
C4 C3 H3 110.6 . . ?
C6 C4 C7 111.8(3) . . ?
C6 C4 C5 112.9(3) . . ?
C7 C4 C5 112.4(3) . . ?
C6 C4 C3 109.9(3) . . ?
C7 C4 C3 104.3(2) . . ?
C5 C4 C3 104.9(3) . . ?
N1 C5 C4 102.2(3) . . ?
N1 C5 H5A 111.3 . . ?
C4 C5 H5A 111.3 . . ?
N1 C5 H5B 111.3 . . ?
C4 C5 H5B 111.3 . . ?
H5A C5 H5B 109.2 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C4 104.5(3) . . ?
C8 C7 H7A 110.9 . . ?
C4 C7 H7A 110.9 . . ?
C8 C7 H7B 110.9 . . ?
C4 C7 H7B 110.9 . . ?
H7A C7 H7B 108.9 . . ?
C7 C8 C9 101.3(2) . . ?
C7 C8 C10 116.1(3) . . ?
C9 C8 C10 116.1(3) . . ?
C7 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
C10 C8 H8 107.6 . . ?
C8 C9 C3 104.3(3) . . ?
C8 C9 H9A 110.9 . . ?
C3 C9 H9A 110.9 . . ?
C8 C9 H9B 110.9 . . ?
C3 C9 H9B 110.9 . . ?
H9A C9 H9B 108.9 . . ?
C13 C10 C12 108.5(3) . . ?
C13 C10 C11 107.4(3) . . ?
C12 C10 C11 109.4(3) . . ?
C13 C10 C8 109.6(3) . . ?
C12 C10 C8 111.0(3) . . ?
C11 C10 C8 110.8(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N14 C13 C10 178.6(3) . . ?
C18 C17 C23 120.6(3) . . ?
C18 C17 S24 120.6(3) . . ?
C23 C17 S24 118.8(2) . . ?
C17 C18 C19 118.9(3) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C20 C19 C18 121.5(3) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C22 118.6(3) . . ?
C19 C20 C21 121.4(3) . . ?
C22 C20 C21 120.0(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C20 120.9(3) . . ?
C23 C22 H22 119.5 . . ?
C20 C22 H22 119.5 . . ?
C22 C23 C17 119.4(3) . . ?
C22 C23 H23 120.3 . . ?
C17 C23 H23 120.3 . . ?

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
O15 S24 N1 C5 177.0(2) . . . . ?
O16 S24 N1 C5 47.1(3) . . . . ?
C17 S24 N1 C5 -67.6(3) . . . . ?
O15 S24 N1 C2 -49.5(3) . . . . ?
O16 S24 N1 C2 -179.4(2) . . . . ?
C17 S24 N1 C2 65.9(3) . . . . ?
C5 N1 C2 C3 -43.8(3) . . . . ?
S24 N1 C2 C3 177.2(2) . . . . ?
N1 C2 C3 C9 -89.5(3) . . . . ?
N1 C2 C3 C4 25.7(3) . . . . ?
C2 C3 C4 C6 121.3(3) . . . . ?
C9 C3 C4 C6 -117.6(3) . . . . ?
C2 C3 C4 C7 -118.6(3) . . . . ?
C9 C3 C4 C7 2.4(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C9 C3 C4 C5 120.7(3) . . . . ?
C2 N1 C5 C4 43.6(3) . . . . ?
S24 N1 C5 C4 -177.4(2) . . . . ?
C6 C4 C5 N1 -144.9(3) . . . . ?
C7 C4 C5 N1 87.5(3) . . . . ?
C3 C4 C5 N1 -25.3(3) . . . . ?
C6 C4 C7 C8 90.1(3) . . . . ?
C5 C4 C7 C8 -141.6(3) . . . . ?
C3 C4 C7 C8 -28.6(3) . . . . ?
C4 C7 C8 C9 43.8(3) . . . . ?
C4 C7 C8 C10 170.4(3) . . . . ?
C7 C8 C9 C3 -41.9(3) . . . . ?
C10 C8 C9 C3 -168.5(3) . . . . ?
C2 C3 C9 C8 139.2(3) . . . . ?
C4 C3 C9 C8 24.4(3) . . . . ?
C7 C8 C10 C13 -57.1(4) . . . . ?
C9 C8 C10 C13 61.7(4) . . . . ?
C7 C8 C10 C12 -176.9(3) . . . . ?
C9 C8 C10 C12 -58.1(4) . . . . ?
C7 C8 C10 C11 61.3(4) . . . . ?
C9 C8 C10 C11 -179.9(3) . . . . ?
C12 C10 C13 N14 -39(18) . . . . ?
C11 C10 C13 N14 79(17) . . . . ?
C8 C10 C13 N14 -160(17) . . . . ?
O15 S24 C17 C18 23.8(3) . . . . ?
O16 S24 C17 C18 154.6(2) . . . . ?
N1 S24 C17 C18 -91.1(3) . . . . ?
O15 S24 C17 C23 -155.8(2) . . . . ?
O16 S24 C17 C23 -24.9(3) . . . . ?
N1 S24 C17 C23 89.4(3) . . . . ?
C23 C17 C18 C19 0.1(5) . . . . ?
S24 C17 C18 C19 -179.4(2) . . . . ?
C17 C18 C19 C20 0.1(5) . . . . ?
C18 C19 C20 C22 -0.1(5) . . . . ?
C18 C19 C20 C21 179.7(3) . . . . ?
C19 C20 C22 C23 0.0(5) . . . . ?
C21 C20 C22 C23 -179.8(3) . . . . ?
C20 C22 C23 C17 0.2(5) . . . . ?
C18 C17 C23 C22 -0.2(5) . . . . ?
S24 C17 C23 C22 179.3(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     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_161014hori
_database_code_depnum_ccdc_archive 'CCDC 1896790'
loop_
_audit_author_name
_audit_author_address
Arai
;Chiba University
Japan
;
_audit_update_record             
;
2019-02-12 deposited with the CCDC.	2019-04-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C9 H13 N3 O5 S'
_chemical_formula_moiety         'C9 H13 N3 O5 S'
_chemical_formula_weight         275.28
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   12.2020(2)
_cell_length_b                   9.01705(16)
_cell_length_c                   16.4287(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 103.6932(10)
_cell_angle_gamma                90.0000
_cell_volume                     1756.21(6)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    6560
_cell_measurement_theta_min      3.73
_cell_measurement_theta_max      68.19
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864.00
_exptl_absorpt_coefficient_mu    2.676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_T_max  0.448

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            18227
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_theta_max         68.220
_diffrn_reflns_theta_min         4.085
_diffrn_reflns_theta_full        68.220
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3189
_reflns_number_gt                2809
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0999
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3189
_refine_ls_number_parameters     226
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0544P)²+0.8686P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S 0.08397(4) 0.70415(4) 0.39733(3) 0.02080(14) Uani 1 1 d . . .
O2 O 0.07390(11) 0.66326(14) 0.47918(8) 0.0253(3) Uani 1 1 d . . .
O3 O 0.49753(10) 0.43434(14) 0.38855(8) 0.0261(3) Uani 1 1 d . . .
O4 O 0.11208(11) 0.85412(14) 0.38116(9) 0.0284(3) Uani 1 1 d . . .
N8 N 0.18507(12) 0.60102(16) 0.37530(9) 0.0207(3) Uani 1 1 d . . .
C5 C -0.12717(15) 0.57905(19) 0.34807(11) 0.0225(4) Uani 1 1 d . . .
H5 H -0.1182 0.5471 0.4044 0.027 Uiso 1 1 calc R . .
C6 C 0.12535(15) 0.36218(19) 0.42629(10) 0.0211(4) Uani 1 1 d . . .
H6 H 0.0544 0.4027 0.4290 0.025 Uiso 1 1 calc R . .
C7 C 0.20500(14) 0.45088(19) 0.40065(10) 0.0188(4) Uani 1 1 d . . .
C10 C 0.40165(14) 0.48207(19) 0.37842(10) 0.0193(4) Uani 1 1 d . . .
C11 C 0.31026(14) 0.39005(19) 0.39833(10) 0.0188(4) Uani 1 1 d . . .
C12 C 0.33189(15) 0.2406(2) 0.41902(11) 0.0219(4) Uani 1 1 d . . .
H12 H 0.4023 0.1987 0.4161 0.026 Uiso 1 1 calc R . .
C13 C -0.05523(16) 0.70548(19) 0.24156(12) 0.0235(4) Uani 1 1 d . . .
H13 H 0.0028 0.7604 0.2257 0.028 Uiso 1 1 calc R . .
C14 C 0.43518(16) 0.6825(2) 0.27834(11) 0.0248(4) Uani 1 1 d . . .
H14A H 0.4695 0.5939 0.2588 0.030 Uiso 1 1 calc R . .
H14B H 0.3823 0.7284 0.2298 0.030 Uiso 1 1 calc R . .
C15 C -0.15321(15) 0.6719(2) 0.18308(12) 0.0249(4) Uani 1 1 d . . .
H15 H -0.1619 0.7035 0.1267 0.030 Uiso 1 1 calc R . .
C16 C 0.14983(16) 0.21561(19) 0.44771(11) 0.0231(4) Uani 1 1 d . . .
H16 H 0.0955 0.1564 0.4656 0.028 Uiso 1 1 calc R . .
C17 C 0.24546(14) 0.6522(2) 0.31252(11) 0.0208(4) Uani 1 1 d . . .
H17A H 0.2254 0.7568 0.2976 0.025 Uiso 1 1 calc R . .
H17B H 0.2223 0.5916 0.2611 0.025 Uiso 1 1 calc R . .
C18 C -0.22525(15) 0.5476(2) 0.28834(11) 0.0247(4) Uani 1 1 d . . .
H18 H -0.2839 0.4943 0.3044 0.030 Uiso 1 1 calc R . .
C19 C -0.23994(15) 0.5924(2) 0.20521(11) 0.0245(4) Uani 1 1 d . . .
C20 C 0.37264(14) 0.63916(19) 0.34721(10) 0.0192(4) Uani 1 1 d . . .
C21 C -0.04189(14) 0.65831(19) 0.32419(11) 0.0206(4) Uani 1 1 d . . .
C22 C 0.41635(15) 0.7513(2) 0.41987(11) 0.0233(4) Uani 1 1 d . . .
H22A H 0.3532 0.7898 0.4420 0.028 Uiso 1 1 calc R . .
H22B H 0.4721 0.7036 0.4661 0.028 Uiso 1 1 calc R . .
C23 C 0.47124(16) 0.8760(2) 0.38028(12) 0.0285(4) Uani 1 1 d . . .
H23A H 0.4141 0.9475 0.3504 0.034 Uiso 1 1 calc R . .
H23B H 0.5282 0.9297 0.4231 0.034 Uiso 1 1 calc R . .
C24 C -0.34594(17) 0.5547(3) 0.14062(13) 0.0367(5) Uani 1 1 d . . .
H24A H -0.4060 0.5300 0.1687 0.044 Uiso 1 1 calc R . .
H24B H -0.3318 0.4696 0.1075 0.044 Uiso 1 1 calc R . .
H24C H -0.3691 0.6401 0.1036 0.044 Uiso 1 1 calc R . .
C25 C 0.52618(17) 0.7929(2) 0.31953(13) 0.0310(5) Uani 1 1 d . . .
H25A H 0.5956 0.7413 0.3496 0.037 Uiso 1 1 calc R . .
H25B H 0.5450 0.8611 0.2776 0.037 Uiso 1 1 calc R . .
C26 C 0.25276(16) 0.1531(2) 0.44353(11) 0.0239(4) Uani 1 1 d . . .
H26 H 0.2682 0.0517 0.4574 0.029 Uiso 1 1 calc R . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Superflip (Palatinus, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# 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
S1 O2 1.4273(13) . ?
S1 O4 1.4353(13) . ?
S1 N8 1.6520(14) . ?
S1 C21 1.7606(18) . ?
O3 C10 1.220(2) . ?
N8 C7 1.420(2) . ?
N8 C17 1.476(2) . ?
C5 C18 1.386(3) . ?
C5 C21 1.393(2) . ?
C5 H5 0.9500 . ?
C6 C16 1.382(2) . ?
C6 C7 1.398(2) . ?
C6 H6 0.9500 . ?
C7 C11 1.405(2) . ?
C10 C11 1.487(2) . ?
C10 C20 1.519(2) . ?
C11 C12 1.399(2) . ?
C12 C26 1.379(2) . ?
C12 H12 0.9500 . ?
C13 C15 1.378(3) . ?
C13 C21 1.395(2) . ?
C13 H13 0.9500 . ?
C14 C25 1.526(3) . ?
C14 C20 1.557(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C19 1.396(2) . ?
C15 H15 0.9500 . ?
C16 C26 1.393(3) . ?
C16 H16 0.9500 . ?
C17 C20 1.526(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.394(3) . ?
C18 H18 0.9500 . ?
C19 C24 1.505(3) . ?
C20 C22 1.559(2) . ?
C22 C23 1.531(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C25 1.524(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O4 119.70(8) . . ?
O2 S1 N8 107.23(7) . . ?
O4 S1 N8 105.44(7) . . ?
O2 S1 C21 109.06(8) . . ?
O4 S1 C21 107.63(8) . . ?
N8 S1 C21 107.11(8) . . ?
C7 N8 C17 115.07(13) . . ?
C7 N8 S1 123.86(11) . . ?
C17 N8 S1 119.94(11) . . ?
C18 C5 C21 118.89(16) . . ?
C18 C5 H5 120.6 . . ?
C21 C5 H5 120.6 . . ?
C16 C6 C7 119.99(16) . . ?
C16 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C11 119.33(16) . . ?
C6 C7 N8 123.40(15) . . ?
C11 C7 N8 117.27(15) . . ?
O3 C10 C11 121.18(16) . . ?
O3 C10 C20 120.93(15) . . ?
C11 C10 C20 117.87(14) . . ?
C12 C11 C7 119.35(15) . . ?
C12 C11 C10 118.85(15) . . ?
C7 C11 C10 121.73(15) . . ?
C26 C12 C11 121.14(16) . . ?
C26 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C15 C13 C21 119.57(16) . . ?
C15 C13 H13 120.2 . . ?
C21 C13 H13 120.2 . . ?
C25 C14 C20 105.78(15) . . ?
C25 C14 H14A 110.6 . . ?
C20 C14 H14A 110.6 . . ?
C25 C14 H14B 110.6 . . ?
C20 C14 H14B 110.6 . . ?
H14A C14 H14B 108.7 . . ?
C13 C15 C19 121.15(17) . . ?
C13 C15 H15 119.4 . . ?
C19 C15 H15 119.4 . . ?
C6 C16 C26 121.15(16) . . ?
C6 C16 H16 119.4 . . ?
C26 C16 H16 119.4 . . ?
N8 C17 C20 110.27(14) . . ?
N8 C17 H17A 109.6 . . ?
C20 C17 H17A 109.6 . . ?
N8 C17 H17B 109.6 . . ?
C20 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
C5 C18 C19 121.58(16) . . ?
C5 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C15 118.31(17) . . ?
C18 C19 C24 121.01(16) . . ?
C15 C19 C24 120.69(17) . . ?
C10 C20 C17 109.46(14) . . ?
C10 C20 C14 111.35(14) . . ?
C17 C20 C14 109.83(14) . . ?
C10 C20 C22 109.63(14) . . ?
C17 C20 C22 111.68(14) . . ?
C14 C20 C22 104.84(14) . . ?
C5 C21 C13 120.51(17) . . ?
C5 C21 S1 121.15(14) . . ?
C13 C21 S1 118.34(13) . . ?
C23 C22 C20 104.84(14) . . ?
C23 C22 H22A 110.8 . . ?
C20 C22 H22A 110.8 . . ?
C23 C22 H22B 110.8 . . ?
C20 C22 H22B 110.8 . . ?
H22A C22 H22B 108.9 . . ?
C25 C23 C22 102.78(14) . . ?
C25 C23 H23A 111.2 . . ?
C22 C23 H23A 111.2 . . ?
C25 C23 H23B 111.2 . . ?
C22 C23 H23B 111.2 . . ?
H23A C23 H23B 109.1 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 C14 102.98(15) . . ?
C23 C25 H25A 111.2 . . ?
C14 C25 H25A 111.2 . . ?
C23 C25 H25B 111.2 . . ?
C14 C25 H25B 111.2 . . ?
H25A C25 H25B 109.1 . . ?
C12 C26 C16 119.00(16) . . ?
C12 C26 H26 120.5 . . ?
C16 C26 H26 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N8 C7 36.13(16) . . . . ?
O4 S1 N8 C7 164.73(14) . . . . ?
C21 S1 N8 C7 -80.83(15) . . . . ?
O2 S1 N8 C17 -156.60(13) . . . . ?
O4 S1 N8 C17 -28.00(15) . . . . ?
C21 S1 N8 C17 86.45(14) . . . . ?
C16 C6 C7 C11 -1.1(2) . . . . ?
C16 C6 C7 N8 178.09(15) . . . . ?
C17 N8 C7 C6 -149.78(16) . . . . ?
S1 N8 C7 C6 18.1(2) . . . . ?
C17 N8 C7 C11 29.4(2) . . . . ?
S1 N8 C7 C11 -162.78(13) . . . . ?
C6 C7 C11 C12 2.1(2) . . . . ?
N8 C7 C11 C12 -177.08(15) . . . . ?
C6 C7 C11 C10 -174.87(15) . . . . ?
N8 C7 C11 C10 5.9(2) . . . . ?
O3 C10 C11 C12 -8.0(2) . . . . ?
C20 C10 C11 C12 173.63(15) . . . . ?
O3 C10 C11 C7 169.04(16) . . . . ?
C20 C10 C11 C7 -9.4(2) . . . . ?
C7 C11 C12 C26 -1.6(3) . . . . ?
C10 C11 C12 C26 175.53(16) . . . . ?
C21 C13 C15 C19 0.5(3) . . . . ?
C7 C6 C16 C26 -0.6(3) . . . . ?
C7 N8 C17 C20 -60.50(19) . . . . ?
S1 N8 C17 C20 131.15(13) . . . . ?
C21 C5 C18 C19 0.5(3) . . . . ?
C5 C18 C19 C15 -0.6(3) . . . . ?
C5 C18 C19 C24 178.74(17) . . . . ?
C13 C15 C19 C18 0.1(3) . . . . ?
C13 C15 C19 C24 -179.25(18) . . . . ?
O3 C10 C20 C17 160.90(15) . . . . ?
C11 C10 C20 C17 -20.70(19) . . . . ?
O3 C10 C20 C14 39.3(2) . . . . ?
C11 C10 C20 C14 -142.33(15) . . . . ?
O3 C10 C20 C22 -76.29(19) . . . . ?
C11 C10 C20 C22 102.12(16) . . . . ?
N8 C17 C20 C10 53.36(18) . . . . ?
N8 C17 C20 C14 175.90(14) . . . . ?
N8 C17 C20 C22 -68.23(18) . . . . ?
C25 C14 C20 C10 -107.74(16) . . . . ?
C25 C14 C20 C17 130.85(16) . . . . ?
C25 C14 C20 C22 10.74(19) . . . . ?
C18 C5 C21 C13 0.2(3) . . . . ?
C18 C5 C21 S1 179.10(13) . . . . ?
C15 C13 C21 C5 -0.7(3) . . . . ?
C15 C13 C21 S1 -179.62(13) . . . . ?
O2 S1 C21 C5 -6.69(17) . . . . ?
O4 S1 C21 C5 -137.98(14) . . . . ?
N8 S1 C21 C5 109.06(15) . . . . ?
O2 S1 C21 C13 172.27(13) . . . . ?
O4 S1 C21 C13 40.97(16) . . . . ?
N8 S1 C21 C13 -71.99(15) . . . . ?
C10 C20 C22 C23 135.74(15) . . . . ?
C17 C20 C22 C23 -102.77(16) . . . . ?
C14 C20 C22 C23 16.11(18) . . . . ?
C20 C22 C23 C25 -36.98(19) . . . . ?
C22 C23 C25 C14 43.71(19) . . . . ?
C20 C14 C25 C23 -33.63(19) . . . . ?
C11 C12 C26 C16 -0.1(3) . . . . ?
C6 C16 C26 C12 1.2(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_160606hori
_database_code_depnum_ccdc_archive 'CCDC 1896956'
loop_
_audit_author_name
_audit_author_address
'Arai Shigeru'
;Chiba University
Japan
;
_audit_update_record             
;
2019-02-13 deposited with the CCDC.	2019-04-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H25 N2 O2 S'
_chemical_formula_moiety         'C18 H25 N2 O2 S'
_chemical_formula_weight         333.47
_chemical_melting_point          ?
_chemical_absolute_configuration ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 n 1'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_Int_Tables_number      7
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   6.13461(18)
_cell_length_b                   13.8919(5)
_cell_length_c                   10.4572(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 91.4472(18)
_cell_angle_gamma                90.0000
_cell_volume                     890.89(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2835
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      68.09
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             358.00
_exptl_absorpt_coefficient_mu    1.697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_T_max  0.844

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            9457
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_theta_max         68.12
_diffrn_reflns_theta_full        68.12
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2915
_reflns_number_gt                1856
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1357
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2915
_refine_ls_number_parameters     208
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0278P)²+0.3350P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.340
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1287 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.01(3)

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S 0.80459(15) 0.22204(8) 0.83720(12) 0.0634(4) Uani 1.0 2 d . . .
O2 O 0.9087(6) 0.2240(3) 0.7159(4) 0.0732(10) Uani 1.0 2 d . . .
O3 O 0.5708(5) 0.2279(3) 0.8421(4) 0.0766(11) Uani 1.0 2 d . . .
N4 N 0.8776(5) 0.1218(3) 0.9075(4) 0.0545(9) Uani 1.0 2 d . . .
N24 N 0.7070(14) -0.2038(5) 0.7098(7) 0.160(4) Uani 1.0 2 d . . .
C6 C 1.1199(8) 0.3512(4) 0.9073(5) 0.0659(14) Uani 1.0 2 d . . .
C7 C 0.8992(8) 0.0057(4) 1.0686(5) 0.0647(13) Uani 1.0 2 d . . .
C8 C 1.1121(7) 0.0988(4) 0.9161(5) 0.0611(13) Uani 1.0 2 d . . .
C9 C 0.7873(8) -0.0870(4) 1.0238(6) 0.0674(14) Uani 1.0 2 d . . .
C10 C 0.9121(7) 0.3166(3) 0.9303(5) 0.0548(11) Uani 1.0 2 d . . .
C11 C 0.9730(8) -0.1540(3) 0.9906(5) 0.0573(12) Uani 1.0 2 d . . .
C12 C 0.7842(8) 0.0984(4) 1.0312(6) 0.0657(13) Uani 1.0 2 d . . .
C13 C 1.1253(8) -0.0862(4) 0.9212(6) 0.0698(15) Uani 1.0 2 d . . .
C14 C 0.8038(9) 0.3514(4) 1.0347(5) 0.0657(13) Uani 1.0 2 d . . .
C15 C 0.9126(9) -0.2470(4) 0.9196(6) 0.0636(13) Uani 1.0 2 d . . .
C16 C 1.2131(8) 0.4207(4) 0.9877(6) 0.0728(15) Uani 1.0 2 d . . .
C17 C 1.1064(10) 0.4551(4) 1.0920(6) 0.0747(16) Uani 1.0 2 d . . .
C18 C 0.8974(10) 0.4214(4) 1.1123(6) 0.0764(15) Uani 1.0 2 d . . .
C19 C 0.7613(10) -0.3100(4) 0.9988(7) 0.0876(18) Uani 1.0 2 d . . .
C20 C 0.7956(11) -0.2222(4) 0.8001(6) 0.088(2) Uani 1.0 2 d . . .
C21 C 1.1130(10) -0.3062(4) 0.8872(7) 0.097(2) Uani 1.0 2 d . . .
C22 C 1.2132(12) 0.5265(4) 1.1832(7) 0.106(3) Uani 1.0 2 d . . .
C23 C 1.1188(8) 0.0073(4) 0.9965(5) 0.0613(13) Uani 1.0 2 d . . .
H6 H 1.1968 0.3280 0.8383 0.0791 Uiso 1.0 2 calc R . .
H7 H 0.9272 0.0039 1.1612 0.0776 Uiso 1.0 2 calc R . .
H8A H 1.1939 0.1503 0.9578 0.0733 Uiso 1.0 2 calc R . .
H8B H 1.1704 0.0876 0.8320 0.0733 Uiso 1.0 2 calc R . .
H9A H 0.7008 -0.1141 1.0912 0.0808 Uiso 1.0 2 calc R . .
H9B H 0.6934 -0.0751 0.9495 0.0808 Uiso 1.0 2 calc R . .
H11 H 1.0466 -0.1725 1.0711 0.0687 Uiso 1.0 2 calc R . .
H12A H 0.6278 0.0889 1.0231 0.0788 Uiso 1.0 2 calc R . .
H12B H 0.8141 0.1488 1.0935 0.0788 Uiso 1.0 2 calc R . .
H13A H 1.2722 -0.1120 0.9208 0.0838 Uiso 1.0 2 calc R . .
H13B H 1.0749 -0.0761 0.8336 0.0838 Uiso 1.0 2 calc R . .
H14 H 0.6665 0.3276 1.0531 0.0788 Uiso 1.0 2 calc R . .
H16 H 1.3511 0.4443 0.9702 0.0874 Uiso 1.0 2 calc R . .
H18 H 0.8186 0.4463 1.1795 0.0916 Uiso 1.0 2 calc R . .
H19A H 0.8176 -0.3141 1.0851 0.1052 Uiso 1.0 2 calc R . .
H19B H 0.7534 -0.3734 0.9623 0.1052 Uiso 1.0 2 calc R . .
H19C H 0.6182 -0.2821 0.9987 0.1052 Uiso 1.0 2 calc R . .
H21A H 1.1688 -0.2847 0.8072 0.1169 Uiso 1.0 2 calc R . .
H21B H 1.0736 -0.3729 0.8808 0.1169 Uiso 1.0 2 calc R . .
H21C H 1.2229 -0.2982 0.9534 0.1169 Uiso 1.0 2 calc R . .
H22A H 1.2265 0.4984 1.2669 0.1275 Uiso 1.0 2 calc R . .
H22B H 1.1255 0.5836 1.1870 0.1275 Uiso 1.0 2 calc R . .
H22C H 1.3554 0.5428 1.1536 0.1275 Uiso 1.0 2 calc R . .
H23 H 1.2417 0.0098 1.0581 0.0736 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 O2 1.434(4) yes . .
S1 O3 1.439(3) yes . .
S1 N4 1.632(4) yes . .
S1 C10 1.754(5) yes . .
N4 C8 1.474(6) yes . .
N4 C12 1.464(7) yes . .
N24 C20 1.107(10) yes . .
C6 C10 1.389(7) yes . .
C6 C16 1.393(8) yes . .
C7 C9 1.527(7) yes . .
C7 C12 1.515(7) yes . .
C7 C23 1.560(7) yes . .
C8 C23 1.524(7) yes . .
C9 C11 1.518(7) yes . .
C10 C14 1.379(7) yes . .
C11 C13 1.523(7) yes . .
C11 C15 1.531(7) yes . .
C13 C23 1.519(7) yes . .
C14 C18 1.381(8) yes . .
C15 C19 1.535(8) yes . .
C15 C20 1.466(9) yes . .
C15 C21 1.524(8) yes . .
C16 C17 1.372(8) yes . .
C17 C18 1.386(9) yes . .
C17 C22 1.514(9) yes . .
C6 H6 0.930 no . .
C7 H7 0.980 no . .
C8 H8A 0.970 no . .
C8 H8B 0.970 no . .
C9 H9A 0.970 no . .
C9 H9B 0.970 no . .
C11 H11 0.980 no . .
C12 H12A 0.970 no . .
C12 H12B 0.970 no . .
C13 H13A 0.970 no . .
C13 H13B 0.970 no . .
C14 H14 0.930 no . .
C16 H16 0.930 no . .
C18 H18 0.930 no . .
C19 H19A 0.960 no . .
C19 H19B 0.960 no . .
C19 H19C 0.960 no . .
C21 H21A 0.960 no . .
C21 H21B 0.960 no . .
C21 H21C 0.960 no . .
C22 H22A 0.960 no . .
C22 H22B 0.960 no . .
C22 H22C 0.960 no . .
C23 H23 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
O2 S1 O3 119.8(3) yes . . .
O2 S1 N4 106.9(2) yes . . .
O2 S1 C10 107.9(2) yes . . .
O3 S1 N4 107.1(2) yes . . .
O3 S1 C10 107.4(2) yes . . .
N4 S1 C10 107.1(2) yes . . .
S1 N4 C8 117.9(3) yes . . .
S1 N4 C12 118.5(3) yes . . .
C8 N4 C12 107.5(4) yes . . .
C10 C6 C16 120.0(5) yes . . .
C9 C7 C12 115.8(4) yes . . .
C9 C7 C23 104.5(4) yes . . .
C12 C7 C23 105.4(4) yes . . .
N4 C8 C23 103.1(4) yes . . .
C7 C9 C11 104.7(4) yes . . .
S1 C10 C6 119.8(4) yes . . .
S1 C10 C14 121.3(4) yes . . .
C6 C10 C14 118.6(5) yes . . .
C9 C11 C13 101.7(4) yes . . .
C9 C11 C15 117.0(4) yes . . .
C13 C11 C15 115.8(4) yes . . .
N4 C12 C7 103.0(4) yes . . .
C11 C13 C23 104.9(5) yes . . .
C10 C14 C18 120.7(5) yes . . .
C11 C15 C19 111.2(5) yes . . .
C11 C15 C20 108.8(4) yes . . .
C11 C15 C21 112.1(5) yes . . .
C19 C15 C20 107.7(5) yes . . .
C19 C15 C21 108.3(5) yes . . .
C20 C15 C21 108.5(5) yes . . .
C6 C16 C17 121.6(5) yes . . .
C16 C17 C18 117.7(5) yes . . .
C16 C17 C22 121.4(6) yes . . .
C18 C17 C22 120.8(6) yes . . .
C14 C18 C17 121.3(6) yes . . .
N24 C20 C15 179.8(7) yes . . .
C7 C23 C8 105.4(4) yes . . .
C7 C23 C13 105.8(4) yes . . .
C8 C23 C13 115.4(5) yes . . .
C10 C6 H6 120.009 no . . .
C16 C6 H6 120.010 no . . .
C9 C7 H7 110.280 no . . .
C12 C7 H7 110.268 no . . .
C23 C7 H7 110.276 no . . .
N4 C8 H8A 111.144 no . . .
N4 C8 H8B 111.140 no . . .
C23 C8 H8A 111.143 no . . .
C23 C8 H8B 111.143 no . . .
H8A C8 H8B 109.085 no . . .
C7 C9 H9A 110.815 no . . .
C7 C9 H9B 110.819 no . . .
C11 C9 H9A 110.812 no . . .
C11 C9 H9B 110.821 no . . .
H9A C9 H9B 108.879 no . . .
C9 C11 H11 107.246 no . . .
C13 C11 H11 107.246 no . . .
C15 C11 H11 107.241 no . . .
N4 C12 H12A 111.156 no . . .
N4 C12 H12B 111.156 no . . .
C7 C12 H12A 111.150 no . . .
C7 C12 H12B 111.155 no . . .
H12A C12 H12B 109.098 no . . .
C11 C13 H13A 110.760 no . . .
C11 C13 H13B 110.764 no . . .
C23 C13 H13A 110.763 no . . .
C23 C13 H13B 110.773 no . . .
H13A C13 H13B 108.849 no . . .
C10 C14 H14 119.671 no . . .
C18 C14 H14 119.676 no . . .
C6 C16 H16 119.192 no . . .
C17 C16 H16 119.204 no . . .
C14 C18 H18 119.325 no . . .
C17 C18 H18 119.327 no . . .
C15 C19 H19A 109.468 no . . .
C15 C19 H19B 109.476 no . . .
C15 C19 H19C 109.473 no . . .
H19A C19 H19B 109.474 no . . .
H19A C19 H19C 109.464 no . . .
H19B C19 H19C 109.473 no . . .
C15 C21 H21A 109.466 no . . .
C15 C21 H21B 109.468 no . . .
C15 C21 H21C 109.467 no . . .
H21A C21 H21B 109.480 no . . .
H21A C21 H21C 109.469 no . . .
H21B C21 H21C 109.477 no . . .
C17 C22 H22A 109.468 no . . .
C17 C22 H22B 109.473 no . . .
C17 C22 H22C 109.473 no . . .
H22A C22 H22B 109.475 no . . .
H22A C22 H22C 109.467 no . . .
H22B C22 H22C 109.471 no . . .
C7 C23 H23 109.985 no . . .
C8 C23 H23 109.996 no . . .
C13 C23 H23 109.993 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 S1 N4 C8 50.8(3) no . . . .
O2 S1 N4 C12 -176.6(3) no . . . .
O2 S1 C10 C6 -25.9(4) no . . . .
O2 S1 C10 C14 160.7(3) no . . . .
O3 S1 N4 C8 -179.6(3) no . . . .
O3 S1 N4 C12 -47.0(3) no . . . .
O3 S1 C10 C6 -156.3(3) no . . . .
O3 S1 C10 C14 30.3(4) no . . . .
N4 S1 C10 C6 88.9(4) no . . . .
N4 S1 C10 C14 -84.5(4) no . . . .
C10 S1 N4 C8 -64.6(3) no . . . .
C10 S1 N4 C12 68.0(3) no . . . .
S1 N4 C8 C23 175.0(3) no . . . .
S1 N4 C12 C7 -176.6(3) no . . . .
C8 N4 C12 C7 -39.6(4) no . . . .
C12 N4 C8 C23 37.7(4) no . . . .
C10 C6 C16 C17 1.4(8) no . . . .
C16 C6 C10 S1 -174.6(4) no . . . .
C16 C6 C10 C14 -1.0(7) no . . . .
C9 C7 C12 N4 -90.1(5) no . . . .
C12 C7 C9 C11 143.4(4) no . . . .
C9 C7 C23 C8 119.7(4) no . . . .
C9 C7 C23 C13 -3.0(5) no . . . .
C23 C7 C9 C11 28.0(5) no . . . .
C12 C7 C23 C8 -2.8(5) no . . . .
C12 C7 C23 C13 -125.5(4) no . . . .
C23 C7 C12 N4 24.9(5) no . . . .
N4 C8 C23 C7 -20.2(5) no . . . .
N4 C8 C23 C13 96.2(4) no . . . .
C7 C9 C11 C13 -42.1(5) no . . . .
C7 C9 C11 C15 -169.2(4) no . . . .
S1 C10 C14 C18 175.5(3) no . . . .
C6 C10 C14 C18 2.0(7) no . . . .
C9 C11 C13 C23 40.1(5) no . . . .
C9 C11 C15 C19 -60.8(6) no . . . .
C9 C11 C15 C20 57.8(6) no . . . .
C9 C11 C15 C21 177.8(4) no . . . .
C13 C11 C15 C19 179.3(4) no . . . .
C13 C11 C15 C20 -62.1(5) no . . . .
C13 C11 C15 C21 57.9(6) no . . . .
C15 C11 C13 C23 168.0(4) no . . . .
C11 C13 C23 C7 -22.9(5) no . . . .
C11 C13 C23 C8 -139.1(4) no . . . .
C10 C14 C18 C17 -3.4(8) no . . . .
C6 C16 C17 C18 -2.7(8) no . . . .
C6 C16 C17 C22 176.6(5) no . . . .
C16 C17 C18 C14 3.7(8) no . . . .
C22 C17 C18 C14 -175.6(5) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O2 C6 2.946(6) no . .
O2 C8 2.972(6) no . .
O3 C12 2.954(7) no . .
O3 C14 2.983(7) no . .
N4 C6 3.517(6) no . .
N4 C9 3.198(6) no . .
N4 C13 3.266(6) no . .
N4 C14 3.490(6) no . .
N24 C11 3.394(9) no . .
N24 C19 3.372(10) no . .
N24 C21 3.381(10) no . .
C6 C8 3.508(7) no . .
C6 C18 2.748(8) no . .
C8 C9 3.466(7) no . .
C8 C10 3.270(7) no . .
C9 C19 3.114(8) no . .
C9 C20 3.002(8) no . .
C10 C12 3.311(7) no . .
C10 C17 2.806(7) no . .
C12 C13 3.522(7) no . .
C12 C14 3.517(7) no . .
C13 C20 3.022(8) no . .
C13 C21 3.077(8) no . .
C14 C16 2.745(8) no . .
O2 C19 3.393(8) no . 2_554
O3 C6 3.338(6) no . 1_455
O3 C8 3.441(6) no . 1_455
N24 C8 3.436(9) no . 2_454
N24 C12 3.481(10) no . 2_454
N24 C23 3.559(9) no . 2_454
C6 O3 3.338(6) no . 1_655
C8 O3 3.441(6) no . 1_655
C8 N24 3.436(9) no . 2_555
C10 C22 3.572(8) no . 2_464
C12 N24 3.481(10) no . 2_555
C19 O2 3.393(8) no . 2_455
C22 C10 3.572(8) no . 2_565
C23 N24 3.559(9) no . 2_555
S1 H6 2.8202 no . .
S1 H8A 2.8524 no . .
S1 H8B 2.9207 no . .
S1 H12A 2.9120 no . .
S1 H12B 2.8656 no . .
S1 H14 2.8387 no . .
O2 H6 2.5950 no . .
O2 H8A 3.2065 no . .
O2 H8B 2.7458 no . .
O3 H12A 2.7195 no . .
O3 H12B 3.1851 no . .
O3 H14 2.6571 no . .
N4 H6 3.5547 no . .
N4 H7 3.1262 no . .
N4 H9B 2.9953 no . .
N4 H13B 3.1097 no . .
N4 H14 3.5021 no . .
N4 H23 3.1160 no . .
N24 H9B 3.0817 no . .
N24 H13B 3.1254 no . .
N24 H19B 3.5439 no . .
N24 H19C 3.2688 no . .
N24 H21A 3.1906 no . .
C6 H8A 2.8749 no . .
C6 H14 3.2220 no . .
C7 H8A 2.9572 no . .
C7 H8B 3.2228 no . .
C7 H11 2.6355 no . .
C7 H13A 3.2366 no . .
C7 H13B 2.9375 no . .
C8 H6 3.3300 no . .
C8 H7 3.1214 no . .
C8 H9B 3.5498 no . .
C8 H12A 3.2042 no . .
C8 H12B 2.7265 no . .
C8 H13A 3.0889 no . .
C8 H13B 2.5874 no . .
C9 H12A 2.6322 no . .
C9 H12B 3.3581 no . .
C9 H13A 3.2077 no . .
C9 H13B 2.6962 no . .
C9 H19A 3.2252 no . .
C9 H19C 2.9121 no . .
C9 H23 3.1074 no . .
C10 H8A 2.8962 no . .
C10 H12B 2.9597 no . .
C10 H16 3.2424 no . .
C10 H18 3.2307 no . .
C11 H7 2.8452 no . .
C11 H19A 2.6241 no . .
C11 H19B 3.3427 no . .
C11 H19C 2.8146 no . .
C11 H21A 2.9218 no . .
C11 H21B 3.3143 no . .
C11 H21C 2.5581 no . .
C11 H23 2.8870 no . .
C12 H8A 2.7430 no . .
C12 H8B 3.1975 no . .
C12 H9A 3.0643 no . .
C12 H9B 2.6123 no . .
C12 H14 3.2733 no . .
C12 H23 3.0713 no . .
C13 H7 3.0814 no . .
C13 H8A 3.3322 no . .
C13 H8B 2.6057 no . .
C13 H9A 3.2137 no . .
C13 H9B 2.6780 no . .
C13 H21A 3.0191 no . .
C13 H21C 3.0221 no . .
C14 H6 3.2228 no . .
C14 H12B 2.8816 no . .
C15 H9A 2.9039 no . .
C15 H9B 2.7622 no . .
C15 H13A 2.8949 no . .
C15 H13B 2.7345 no . .
C16 H18 3.2018 no . .
C16 H22A 3.1120 no . .
C16 H22B 3.1324 no . .
C16 H22C 2.5633 no . .
C17 H6 3.2462 no . .
C17 H14 3.2452 no . .
C18 H16 3.2034 no . .
C18 H22A 2.7695 no . .
C18 H22B 2.7552 no . .
C18 H22C 3.2958 no . .
C19 H9A 2.9150 no . .
C19 H9B 3.3297 no . .
C19 H11 2.6875 no . .
C19 H21A 3.2626 no . .
C19 H21B 2.4648 no . .
C19 H21C 2.8878 no . .
C20 H9A 3.4567 no . .
C20 H9B 2.6573 no . .
C20 H11 3.2650 no . .
C20 H13A 3.5069 no . .
C20 H13B 2.6732 no . .
C20 H19A 3.2425 no . .
C20 H19B 2.7158 no . .
C20 H19C 2.5105 no . .
C20 H21A 2.4480 no . .
C20 H21B 2.8159 no . .
C20 H21C 3.2157 no . .
C21 H11 2.7116 no . .
C21 H13A 2.8870 no . .
C21 H13B 3.2519 no . .
C21 H19A 2.7871 no . .
C21 H19B 2.5382 no . .
C21 H19C 3.2961 no . .
C22 H16 2.6597 no . .
C22 H18 2.6638 no . .
C23 H9A 3.2454 no . .
C23 H9B 2.8805 no . .
C23 H11 2.6567 no . .
C23 H12A 3.2376 no . .
C23 H12B 2.9126 no . .
H6 H8A 2.7675 no . .
H6 H8B 3.3434 no . .
H6 H16 2.3116 no . .
H7 H8A 3.3933 no . .
H7 H9A 2.2584 no . .
H7 H9B 2.8287 no . .
H7 H11 2.7311 no . .
H7 H12A 2.5930 no . .
H7 H12B 2.2387 no . .
H7 H23 2.2356 no . .
H8A H12B 2.7582 no . .
H8A H13B 3.4732 no . .
H8A H23 2.2309 no . .
H8B H13A 2.9857 no . .
H8B H13B 2.3494 no . .
H8B H23 2.6261 no . .
H9A H11 2.2859 no . .
H9A H12A 2.9412 no . .
H9A H19A 2.8708 no . .
H9A H19C 2.5714 no . .
H9B H11 2.8297 no . .
H9B H12A 2.4413 no . .
H9B H12B 3.5254 no . .
H9B H13B 2.6631 no . .
H9B H19C 2.9599 no . .
H11 H13A 2.2804 no . .
H11 H13B 2.8310 no . .
H11 H19A 2.4248 no . .
H11 H19B 3.4956 no . .
H11 H19C 3.1147 no . .
H11 H21A 3.2737 no . .
H11 H21B 3.4290 no . .
H11 H21C 2.4085 no . .
H11 H23 2.8057 no . .
H12A H14 3.3376 no . .
H12B H14 2.6734 no . .
H12B H23 3.2852 no . .
H13A H21A 2.7445 no . .
H13A H21C 2.6269 no . .
H13A H23 2.2302 no . .
H13B H21A 2.9683 no . .
H13B H21C 3.4424 no . .
H13B H23 2.8045 no . .
H14 H18 2.2974 no . .
H16 H22A 3.3004 no . .
H16 H22B 3.3101 no . .
H16 H22C 2.3548 no . .
H18 H22A 2.7395 no . .
H18 H22B 2.6790 no . .
H18 H22C 3.5715 no . .
H19A H21B 2.8047 no . .
H19A H21C 2.8809 no . .
H19B H21A 3.2943 no . .
H19B H21B 2.1607 no . .
H19B H21C 3.0674 no . .
H19C H21B 3.3302 no . .
S1 H11 3.2400 no . 2_454
S1 H22B 3.2985 no . 2_464
O2 H9A 2.7126 no . 2_554
O2 H11 2.7512 no . 2_454
O2 H13A 3.5376 no . 2_454
O2 H19A 3.1477 no . 2_554
O2 H19C 2.7591 no . 2_554
O2 H21C 3.1211 no . 2_454
O2 H22B 3.1988 no . 2_464
O2 H22C 3.3200 no . 2_464
O3 H6 2.6823 no . 1_455
O3 H8A 2.8485 no . 1_455
O3 H8B 3.1351 no . 1_455
O3 H11 2.9369 no . 2_454
O3 H16 3.5691 no . 1_455
O3 H19A 3.2952 no . 2_454
O3 H22B 3.1032 no . 2_464
N24 H7 3.2981 no . 2_454
N24 H8A 2.7380 no . 2_454
N24 H12B 2.7796 no . 2_454
N24 H23 3.1373 no . 2_454
C6 H22A 3.4884 no . 2_464
C6 H22C 3.4101 no . 2_464
C7 H8B 3.3824 no . 2_455
C7 H13B 3.5876 no . 2_455
C8 H9A 3.4609 no . 2_554
C8 H12A 3.3311 no . 1_655
C9 H8B 3.3200 no . 2_455
C9 H13A 3.3309 no . 1_455
C10 H22A 3.2748 no . 2_464
C10 H22B 3.3560 no . 2_464
C10 H22C 3.5017 no . 2_464
C12 H13B 3.4560 no . 2_455
C12 H23 3.5657 no . 1_455
C13 H7 3.5190 no . 2_554
C13 H9B 3.4934 no . 1_655
C14 H16 3.1208 no . 1_455
C14 H21A 3.1276 no . 2_455
C14 H22A 3.5152 no . 2_464
C16 H14 3.1271 no . 1_655
C16 H21B 3.1874 no . 1_565
C17 H19B 3.4730 no . 1_565
C17 H21B 3.2570 no . 1_565
C18 H19B 3.3619 no . 1_565
C18 H21A 3.1414 no . 2_455
C18 H21B 3.5449 no . 2_455
C19 H6 3.5904 no . 2_455
C19 H21C 3.3291 no . 1_455
C19 H22A 3.5699 no . 2_454
C19 H22B 3.2901 no . 1_545
C21 H14 3.5308 no . 2_554
C21 H18 3.2001 no . 2_554
C21 H19C 3.3001 no . 1_655
C21 H22B 3.4880 no . 1_545
C22 H19A 3.4228 no . 1_565
C22 H21B 3.5428 no . 1_565
C22 H21C 3.4235 no . 1_565
C23 H12A 3.3268 no . 1_655
H6 O3 2.6823 no . 1_655
H6 C19 3.5904 no . 2_554
H6 H19A 2.7738 no . 2_554
H6 H22B 3.3374 no . 2_564
H6 H22C 3.3374 no . 2_464
H7 N24 3.2981 no . 2_555
H7 C13 3.5190 no . 2_455
H7 H8B 2.7258 no . 2_455
H7 H9B 3.5330 no . 2_555
H7 H13A 3.2651 no . 2_455
H7 H13B 3.0202 no . 2_455
H8A O3 2.8485 no . 1_655
H8A N24 2.7380 no . 2_555
H8A H12A 2.8608 no . 1_655
H8B O3 3.1351 no . 1_655
H8B C7 3.3824 no . 2_554
H8B C9 3.3200 no . 2_554
H8B H7 2.7258 no . 2_554
H8B H9A 2.5565 no . 2_554
H8B H12A 3.4030 no . 1_655
H9A O2 2.7126 no . 2_455
H9A C8 3.4609 no . 2_455
H9A H8B 2.5565 no . 2_455
H9A H13A 3.1387 no . 1_455
H9A H23 3.3116 no . 1_455
H9B C13 3.4934 no . 1_455
H9B H7 3.5330 no . 2_454
H9B H13A 2.6438 no . 1_455
H9B H23 3.2430 no . 1_455
H11 S1 3.2400 no . 2_555
H11 O2 2.7512 no . 2_555
H11 O3 2.9369 no . 2_555
H12A C8 3.3311 no . 1_455
H12A C23 3.3268 no . 1_455
H12A H8A 2.8608 no . 1_455
H12A H8B 3.4030 no . 1_455
H12A H13B 3.2759 no . 2_455
H12A H23 2.6447 no . 1_455
H12B N24 2.7796 no . 2_555
H12B H13A 3.4774 no . 2_455
H12B H13B 3.1084 no . 2_455
H12B H21A 3.0748 no . 2_455
H13A O2 3.5376 no . 2_555
H13A C9 3.3309 no . 1_655
H13A H7 3.2651 no . 2_554
H13A H9A 3.1387 no . 1_655
H13A H9B 2.6438 no . 1_655
H13A H12B 3.4774 no . 2_554
H13A H19C 3.2654 no . 1_655
H13B C7 3.5876 no . 2_554
H13B C12 3.4560 no . 2_554
H13B H7 3.0202 no . 2_554
H13B H12A 3.2759 no . 2_554
H13B H12B 3.1084 no . 2_554
H14 C16 3.1271 no . 1_455
H14 C21 3.5308 no . 2_455
H14 H16 2.6532 no . 1_455
H14 H21A 2.7229 no . 2_455
H14 H21B 3.5449 no . 2_455
H16 O3 3.5691 no . 1_655
H16 C14 3.1208 no . 1_655
H16 H14 2.6532 no . 1_655
H16 H18 3.5635 no . 1_655
H16 H18 3.4004 no . 2_564
H16 H19B 3.5390 no . 1_665
H16 H21B 3.1846 no . 1_565
H16 H22A 3.2723 no . 2_564
H16 H22B 3.4651 no . 2_564
H18 C21 3.2001 no . 2_455
H18 H16 3.5635 no . 1_455
H18 H16 3.4004 no . 2_465
H18 H19A 3.4706 no . 1_565
H18 H19B 3.3980 no . 1_565
H18 H21A 2.7804 no . 2_455
H18 H21B 2.8093 no . 2_455
H18 H21C 3.5877 no . 2_455
H18 H22C 3.1474 no . 1_455
H19A O2 3.1477 no . 2_455
H19A O3 3.2952 no . 2_555
H19A C22 3.4228 no . 1_545
H19A H6 2.7738 no . 2_455
H19A H18 3.4706 no . 1_545
H19A H22B 2.5724 no . 1_545
H19A H22C 3.5508 no . 1_445
H19B C17 3.4730 no . 1_545
H19B C18 3.3619 no . 1_545
H19B H16 3.5390 no . 1_445
H19B H18 3.3980 no . 1_545
H19B H21C 3.4172 no . 1_455
H19B H22A 2.6829 no . 2_454
H19B H22B 3.2892 no . 1_545
H19B H22C 3.4010 no . 1_445
H19C O2 2.7591 no . 2_455
H19C C21 3.3001 no . 1_455
H19C H13A 3.2654 no . 1_455
H19C H21A 3.3662 no . 1_455
H19C H21C 2.4692 no . 1_455
H19C H22C 3.3577 no . 1_445
H21A C14 3.1276 no . 2_554
H21A C18 3.1414 no . 2_554
H21A H12B 3.0748 no . 2_554
H21A H14 2.7229 no . 2_554
H21A H18 2.7804 no . 2_554
H21A H19C 3.3662 no . 1_655
H21B C16 3.1874 no . 1_545
H21B C17 3.2570 no . 1_545
H21B C18 3.5449 no . 2_554
H21B C22 3.5428 no . 1_545
H21B H14 3.5449 no . 2_554
H21B H16 3.1846 no . 1_545
H21B H18 2.8093 no . 2_554
H21B H22A 2.9768 no . 2_454
H21B H22B 3.2662 no . 1_545
H21B H22C 3.4995 no . 1_545
H21B H22C 3.5844 no . 2_454
H21C O2 3.1211 no . 2_555
H21C C19 3.3291 no . 1_655
H21C C22 3.4235 no . 1_545
H21C H18 3.5877 no . 2_554
H21C H19B 3.4172 no . 1_655
H21C H19C 2.4692 no . 1_655
H21C H22B 3.0162 no . 1_545
H21C H22C 3.1366 no . 1_545
H22A C6 3.4884 no . 2_565
H22A C10 3.2748 no . 2_565
H22A C14 3.5152 no . 2_565
H22A C19 3.5699 no . 2_555
H22A H16 3.2723 no . 2_465
H22A H19B 2.6829 no . 2_555
H22A H21B 2.9768 no . 2_555
H22B S1 3.2985 no . 2_565
H22B O2 3.1988 no . 2_565
H22B O3 3.1032 no . 2_565
H22B C10 3.3560 no . 2_565
H22B C19 3.2901 no . 1_565
H22B C21 3.4880 no . 1_565
H22B H6 3.3374 no . 2_465
H22B H16 3.4651 no . 2_465
H22B H19A 2.5724 no . 1_565
H22B H19B 3.2892 no . 1_565
H22B H21B 3.2662 no . 1_565
H22B H21C 3.0162 no . 1_565
H22C O2 3.3200 no . 2_565
H22C C6 3.4101 no . 2_565
H22C C10 3.5017 no . 2_565
H22C H6 3.3374 no . 2_565
H22C H18 3.1474 no . 1_655
H22C H19A 3.5508 no . 1_665
H22C H19B 3.4010 no . 1_665
H22C H19C 3.3577 no . 1_665
H22C H21B 3.4995 no . 1_565
H22C H21B 3.5844 no . 2_555
H22C H21C 3.1366 no . 1_565
H23 N24 3.1373 no . 2_555
H23 C12 3.5657 no . 1_655
H23 H9A 3.3116 no . 1_655
H23 H9B 3.2430 no . 1_655
H23 H12A 2.6447 no . 1_655

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
