# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1576305'
loop_
_audit_author_name
_audit_author_address
'wei mei-jie' 'northeast normal university'
_audit_update_record             
;
2017-11-27 deposited with the CCDC.	2019-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H22 N12 O8 P0 S2'
_chemical_formula_weight         478.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.206(5)
_cell_length_b                   7.228(5)
_cell_length_c                   11.882(5)
_cell_angle_alpha                93.919(5)
_cell_angle_beta                 98.389(5)
_cell_angle_gamma                108.883(5)
_cell_volume                     495.1(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1494
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      28.30

_exptl_crystal_description       flake
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             250
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.336
_shelx_estimated_absorpt_T_min   0.912
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_process_details   'SADABS 2014/4 Bruker AXS Madison WI USA'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_iffrn_radiation_type            MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex II CCD'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean 0.01
_diffrn_reflns_number            3749
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.746
_diffrn_reflns_theta_max         28.497
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2488
_reflns_number_gt                2046
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0944P)²+0.0336P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2488
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1483
_refine_ls_wR_factor_gt          0.1399
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.13641(9) 0.62250(7) 0.85292(4) 0.02829(19) Uani 1 1 d . . . . .
O2 O 0.0859(3) 0.5130(3) 0.73934(13) 0.0413(4) Uani 1 1 d . . . . .
O3 O 0.0466(3) 0.7843(3) 0.85458(17) 0.0469(5) Uani 1 1 d . . . . .
N2 N -0.4417(3) 0.1680(3) 0.69490(15) 0.0310(4) Uani 1 1 d . . . . .
O1 O 0.3803(3) 0.6864(3) 0.90339(15) 0.0460(5) Uani 1 1 d . . . . .
N6 N -0.3366(3) 0.3170(3) 0.53214(15) 0.0297(4) Uani 1 1 d . . . . .
N5 N -0.0846(4) 0.2166(3) 0.44191(18) 0.0363(5) Uani 1 1 d . . . . .
N4 N -0.1853(3) 0.0667(2) 0.59884(15) 0.0308(4) Uani 1 1 d . . . . .
C3 C -0.2048(4) 0.2004(3) 0.52635(17) 0.0277(4) Uani 1 1 d . . . . .
C4 C -0.0182(4) 0.4545(3) 0.93885(18) 0.0352(5) Uani 1 1 d . . . . .
C2 C -0.3075(4) 0.0540(3) 0.68215(18) 0.0294(4) Uani 1 1 d . . . . .
O1W O 0.3467(4) 1.1680(3) 0.87839(18) 0.0501(5) Uani 1 1 d . . . . .
N3 N -0.3051(4) -0.0721(3) 0.75767(19) 0.0423(5) Uani 1 1 d . . . . .
N1 N -0.5777(4) 0.4103(4) 0.6350(2) 0.0452(5) Uani 1 1 d . . . . .
C1 C -0.4505(4) 0.2999(3) 0.61875(18) 0.0306(4) Uani 1 1 d . . . . .
H4B H -0.184(5) 0.417(4) 0.898(3) 0.045(7) Uiso 1 1 d . . . . .
H4A H 0.032(6) 0.354(5) 0.930(3) 0.070(11) Uiso 1 1 d . . . . .
H3B H -0.402(6) -0.088(4) 0.805(3) 0.051(8) Uiso 1 1 d . . . . .
H1B H -0.589(6) 0.508(5) 0.587(3) 0.057(9) Uiso 1 1 d . . . . .
H3A H -0.213(5) -0.131(4) 0.756(2) 0.041(8) Uiso 1 1 d . . . . .
H5A H -0.007(5) 0.146(4) 0.438(2) 0.033(7) Uiso 1 1 d . . . . .
H1A H -0.645(5) 0.400(4) 0.688(3) 0.039(7) Uiso 1 1 d . . . . .
H5B H -0.098(6) 0.289(5) 0.396(3) 0.055(9) Uiso 1 1 d . . . . .
H1C H 0.233(7) 1.069(6) 0.884(3) 0.077(12) Uiso 1 1 d . . . . .
H1D H 0.420(7) 1.194(6) 0.944(4) 0.071(12) Uiso 1 1 d . . . . .


_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 O3 1.4493(19) . ?
S1 O1 1.452(2) . ?
S1 O2 1.4547(17) . ?
S1 C4 1.772(2) . ?
N2 C2 1.364(3) . ?
N2 C1 1.366(3) . ?
N6 C1 1.322(3) . ?
N6 C3 1.356(3) . ?
N5 C3 1.324(3) . ?
N5 H5A 0.81(3) . ?
N5 H5B 0.79(4) . ?
N4 C2 1.323(3) . ?
N4 C3 1.360(3) . ?
C4 C4 1.508(4) 2_567 ?
C4 H4B 1.01(3) . ?
C4 H4A 0.89(4) . ?
C2 N3 1.324(3) . ?
O1W H1C 0.84(4) . ?
O1W H1D 0.82(4) . ?
N3 H3B 0.87(3) . ?
N3 H3A 0.81(3) . ?
N1 C1 1.315(3) . ?
N1 H1B 0.95(4) . ?
N1 H1A 0.80(3) . ?

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
O3 S1 O1 111.90(12) . . ?
O3 S1 O2 112.34(11) . . ?
O1 S1 O2 112.68(11) . . ?
O3 S1 C4 106.18(12) . . ?
O1 S1 C4 107.81(12) . . ?
O2 S1 C4 105.39(11) . . ?
C2 N2 C1 118.79(17) . . ?
C1 N6 C3 115.69(18) . . ?
C3 N5 H5A 117.5(19) . . ?
C3 N5 H5B 119(2) . . ?
H5A N5 H5B 123(3) . . ?
C2 N4 C3 115.12(18) . . ?
N5 C3 N6 117.29(19) . . ?
N5 C3 N4 116.6(2) . . ?
N6 C3 N4 126.09(18) . . ?
C4 C4 S1 112.1(2) 2_567 . ?
C4 C4 H4B 112.9(16) 2_567 . ?
S1 C4 H4B 102.8(16) . . ?
C4 C4 H4A 115(2) 2_567 . ?
S1 C4 H4A 103(2) . . ?
H4B C4 H4A 110(3) . . ?
N4 C2 N3 121.0(2) . . ?
N4 C2 N2 122.38(19) . . ?
N3 C2 N2 116.64(19) . . ?
H1C O1W H1D 102(4) . . ?
C2 N3 H3B 118(2) . . ?
C2 N3 H3A 118(2) . . ?
H3B N3 H3A 124(3) . . ?
C1 N1 H1B 122.3(19) . . ?
C1 N1 H1A 121(2) . . ?
H1B N1 H1A 117(3) . . ?
N1 C1 N6 120.9(2) . . ?
N1 C1 N2 117.2(2) . . ?
N6 C1 N2 121.88(19) . . ?

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
C1 N6 C3 N5 -178.7(2) . . . . ?
C1 N6 C3 N4 1.8(3) . . . . ?
C2 N4 C3 N5 -180.0(2) . . . . ?
C2 N4 C3 N6 -0.5(3) . . . . ?
O3 S1 C4 C4 -61.3(3) . . . 2_567 ?
O1 S1 C4 C4 58.8(3) . . . 2_567 ?
O2 S1 C4 C4 179.4(3) . . . 2_567 ?
C3 N4 C2 N3 179.3(2) . . . . ?
C3 N4 C2 N2 -0.5(3) . . . . ?
C1 N2 C2 N4 0.1(3) . . . . ?
C1 N2 C2 N3 -179.7(2) . . . . ?
C3 N6 C1 N1 177.8(2) . . . . ?
C3 N6 C1 N2 -2.2(3) . . . . ?
C2 N2 C1 N1 -178.6(2) . . . . ?
C2 N2 C1 N6 1.4(3) . . . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.132

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1576306'
_audit_update_record             
;
2017-09-25 deposited with the CCDC.	2019-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H16 N2 O6 S2'
_chemical_formula_weight         276.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   5.688(5)
_cell_length_b                   8.922(5)
_cell_length_c                   11.235(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 91.065(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     570.1(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1580
_cell_measurement_theta_min      3.58
_cell_measurement_theta_max      28.27

_exptl_crystal_description       flake
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             292
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.483
_shelx_estimated_absorpt_T_min   0.885
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_process_details   'SADABS 2014/4 Bruker AXS Madison WI USA'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Apex II CCD'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean 0.01
_diffrn_reflns_number            4126
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.915
_diffrn_reflns_theta_max         28.384
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1421
_reflns_number_gt                1189
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0792P)²+0.0829P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1421
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1301
_refine_ls_wR_factor_gt          0.1234
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.38074(8) 0.36921(6) 0.34697(4) 0.0207(2) Uani 1 1 d . . . . .
O3 O 0.3912(3) 0.22565(17) 0.40956(15) 0.0300(4) Uani 1 1 d . . . . .
O2 O 0.4933(3) 0.36609(19) 0.23238(15) 0.0359(5) Uani 1 1 d . . . . .
N1 N 0.0654(3) -0.0039(2) 0.37711(15) 0.0226(4) Uani 1 1 d . . . . .
C2 C -0.0936(4) 0.1392(2) 0.5456(2) 0.0276(5) Uani 1 1 d . . . . .
C3 C -0.1325(4) 0.0919(3) 0.4183(2) 0.0278(5) Uani 1 1 d . . . . .
O1 O 0.1409(3) 0.4279(2) 0.34059(15) 0.0320(4) Uani 1 1 d . . . . .
C1 C 0.5457(4) 0.4964(2) 0.43708(18) 0.0227(4) Uani 1 1 d . . . . .
H1A H 0.524(5) 0.599(3) 0.404(3) 0.038(8) Uiso 1 1 d . . . . .
H1B H 0.704(5) 0.467(3) 0.425(3) 0.043(8) Uiso 1 1 d . . . . .
H2A H 0.065(5) 0.192(3) 0.557(2) 0.028(6) Uiso 1 1 d . . . . .
H3B H -0.267(6) 0.030(3) 0.415(3) 0.044(8) Uiso 1 1 d . . . . .
H3A H -0.150(5) 0.183(4) 0.378(3) 0.048(9) Uiso 1 1 d . . . . .
H2B H -0.233(5) 0.187(3) 0.579(2) 0.029(7) Uiso 1 1 d . . . . .
H1C H 0.018(5) -0.031(3) 0.296(2) 0.039(8) Uiso 1 1 d . . . . .


_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 1.4487(18) . ?
S1 O3 1.4618(17) . ?
S1 O1 1.4620(19) . ?
S1 C1 1.777(2) . ?
N1 C3 1.494(3) . ?
N1 C2 1.494(3) 3_556 ?
N1 H1C 0.97(3) . ?
C2 N1 1.494(3) 3_556 ?
C2 C3 1.503(3) . ?
C2 H2A 1.03(3) . ?
C2 H2B 0.98(3) . ?
C3 H3B 0.95(3) . ?
C3 H3A 0.94(3) . ?
C1 C1 1.517(4) 3_666 ?
C1 H1A 1.00(3) . ?
C1 H1B 0.95(3) . ?

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 O3 113.32(11) . . ?
O2 S1 O1 113.00(11) . . ?
O3 S1 O1 111.54(10) . . ?
O2 S1 C1 106.33(11) . . ?
O3 S1 C1 105.63(10) . . ?
O1 S1 C1 106.34(11) . . ?
C3 N1 C2 110.84(17) . 3_556 ?
C3 N1 H1C 103.5(16) . . ?
C2 N1 H1C 111.6(17) 3_556 . ?
N1 C2 C3 109.79(19) 3_556 . ?
N1 C2 H2A 102.4(15) 3_556 . ?
C3 C2 H2A 111.2(15) . . ?
N1 C2 H2B 101.9(16) 3_556 . ?
C3 C2 H2B 112.3(16) . . ?
H2A C2 H2B 118(2) . . ?
N1 C3 C2 110.91(19) . . ?
N1 C3 H3B 105.4(18) . . ?
C2 C3 H3B 107.6(19) . . ?
N1 C3 H3A 115.1(19) . . ?
C2 C3 H3A 103.2(19) . . ?
H3B C3 H3A 114(3) . . ?
C1 C1 S1 111.81(19) 3_666 . ?
C1 C1 H1A 105.8(17) 3_666 . ?
S1 C1 H1A 108.2(17) . . ?
C1 C1 H1B 119.2(19) 3_666 . ?
S1 C1 H1B 103.4(18) . . ?
H1A C1 H1B 108(2) . . ?

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
C2 N1 C3 C2 57.8(3) 3_556 . . . ?
N1 C2 C3 N1 -57.2(3) 3_556 . . . ?
O2 S1 C1 C1 -176.7(2) . . . 3_666 ?
O3 S1 C1 C1 -56.0(2) . . . 3_666 ?
O1 S1 C1 C1 62.6(2) . . . 3_666 ?

_refine_diff_density_max         0.817
_refine_diff_density_min         -0.849
_refine_diff_density_rms         0.183

_shelxl_version_number           2014-3

