# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_RTP-230K
_database_code_depnum_ccdc_archive 'CCDC 1539461'
_audit_update_record             
;
2017-03-22 deposited with the CCDC.
2017-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H18 N2 O5 S'
_chemical_formula_weight         206.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   10.4802(7)
_cell_length_b                   6.3738(4)
_cell_length_c                   14.7815(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     987.38(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    230(2)
_cell_measurement_reflns_used    980
_cell_measurement_theta_min      7.33
_cell_measurement_theta_max      74.34

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    2.920
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      230(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3038
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         7.33
_diffrn_reflns_theta_max         74.34
_reflns_number_total             1094
_reflns_number_gt                980
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0450P)²+0.4501P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.038(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1094
_refine_ls_number_parameters     81
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.70261(5) 0.2500 0.41070(4) 0.0209(3) Uani 1 2 d S . .
O2 O 0.7513(2) 0.2500 0.50309(13) 0.0525(6) Uani 1 2 d S . .
O4 O 0.6980(2) 0.0267(4) 0.37691(18) 0.0339(6) Uani 0.50 1 d P . .
O1 O 0.15866(19) 0.2500 0.72600(14) 0.0424(5) Uani 1 2 d S . .
N2 N 0.14239(18) 0.2500 0.38765(13) 0.0215(5) Uani 1 2 d S . .
C2 C 0.0998(2) 0.2500 0.48383(17) 0.0309(6) Uani 1 2 d S . .
C3 C 0.2852(3) 0.2500 0.3851(2) 0.0430(7) Uani 1 2 d S . .
C1 C 0.09370(19) 0.0594(3) 0.34146(13) 0.0390(5) Uani 1 1 d . . .
H1A H 0.0012 0.0581 0.3440 0.058 Uiso 1 1 calc R . .
H1B H 0.1268 -0.0645 0.3714 0.058 Uiso 1 1 calc R . .
H1C H 0.1212 0.0601 0.2788 0.058 Uiso 1 1 calc R . .
N1 N 0.5062(2) 0.2500 0.61436(15) 0.0321(5) Uani 1 2 d S . .
O3 O 0.7848(3) 0.1320(5) 0.35215(19) 0.0432(7) Uani 0.50 1 d P . .
O5 O 0.5729(2) 0.1708(5) 0.4108(2) 0.0582(10) Uani 0.50 1 d P . .
H2A H 0.0149 0.2500 0.4841 0.070 Uiso 1 2 d SR . .
H2B H 0.1387 0.1279 0.5128 0.070 Uiso 1 1 d R . .
H3A H 0.3211 0.2500 0.3264 0.070 Uiso 1 2 d SR . .
H2 H 0.5493 0.2500 0.6699 0.070 Uiso 1 2 d SR . .
H1 H 0.1963 0.1425 0.6971 0.070 Uiso 1 1 d R . .
H3B H 0.3153 0.1156 0.4194 0.070 Uiso 1 1 d R . .
H3 H 0.5603 0.2500 0.5675 0.070 Uiso 1 2 d SR . .
H4 H 0.4582 0.1314 0.6130 0.070 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0210(4) 0.0184(4) 0.0233(4) 0.000 0.0007(2) 0.000
O2 0.0887(17) 0.0409(12) 0.0279(11) 0.000 -0.0199(11) 0.000
O4 0.0413(15) 0.0186(12) 0.0418(15) -0.0092(12) -0.0002(11) -0.0019(11)
O1 0.0483(12) 0.0299(10) 0.0489(12) 0.000 0.0162(10) 0.000
N2 0.0184(10) 0.0204(10) 0.0256(10) 0.000 0.0007(7) 0.000
C2 0.0360(13) 0.0326(14) 0.0240(12) 0.000 0.0021(10) 0.000
C3 0.0206(13) 0.0516(19) 0.0567(19) 0.000 0.0053(12) 0.000
C1 0.0515(12) 0.0323(11) 0.0331(10) -0.0091(8) 0.0016(9) -0.0123(9)
N1 0.0339(12) 0.0275(11) 0.0349(12) 0.000 0.0076(9) 0.000
O3 0.0466(15) 0.0374(17) 0.0456(17) -0.0122(13) 0.0109(13) 0.0147(14)
O5 0.0265(14) 0.0402(17) 0.108(3) -0.0011(16) 0.0076(14) -0.0101(12)

_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 1.434(3) 8_565 ?
S1 O3 1.434(3) . ?
S1 O5 1.450(3) . ?
S1 O5 1.450(3) 8_565 ?
S1 O2 1.458(2) . ?
S1 O4 1.509(2) . ?
S1 O4 1.509(2) 8_565 ?
O4 O3 1.188(4) . ?
O4 O5 1.678(4) . ?
N2 C1 1.484(2) . ?
N2 C1 1.484(2) 8_565 ?
N2 C2 1.490(3) . ?
N2 C3 1.497(3) . ?
O3 O3 1.504(6) 8_565 ?
O5 O5 1.010(7) 8_565 ?

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 O3 63.3(2) 8_565 . ?
O3 S1 O5 138.29(18) 8_565 . ?
O3 S1 O5 112.41(18) . . ?
O3 S1 O5 112.41(18) 8_565 8_565 ?
O3 S1 O5 138.29(18) . 8_565 ?
O5 S1 O5 40.7(3) . 8_565 ?
O3 S1 O2 110.79(14) 8_565 . ?
O3 S1 O2 110.79(14) . . ?
O5 S1 O2 109.08(17) . . ?
O5 S1 O2 109.08(17) 8_565 . ?
O3 S1 O4 108.29(17) 8_565 . ?
O3 S1 O4 47.52(15) . . ?
O5 S1 O4 69.05(16) . . ?
O5 S1 O4 107.40(17) 8_565 . ?
O2 S1 O4 108.73(11) . . ?
O3 S1 O4 47.52(15) 8_565 8_565 ?
O3 S1 O4 108.29(17) . 8_565 ?
O5 S1 O4 107.40(17) . 8_565 ?
O5 S1 O4 69.05(16) 8_565 8_565 ?
O2 S1 O4 108.73(11) . 8_565 ?
O4 S1 O4 141.2(2) . 8_565 ?
O3 O4 S1 62.93(17) . . ?
O3 O4 O5 112.4(2) . . ?
S1 O4 O5 53.82(13) . . ?
C1 N2 C1 109.9(2) . 8_565 ?
C1 N2 C2 109.62(12) . . ?
C1 N2 C2 109.62(12) 8_565 . ?
C1 N2 C3 109.41(14) . . ?
C1 N2 C3 109.41(14) 8_565 . ?
C2 N2 C3 108.9(2) . . ?
O4 O3 S1 69.55(18) . . ?
O4 O3 O3 124.40(17) . 8_565 ?
S1 O3 O3 58.37(12) . 8_565 ?
O5 O5 S1 69.63(13) 8_565 . ?
O5 O5 O4 123.18(13) 8_565 . ?
S1 O5 O4 57.13(13) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        74.34
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.056
####################################################################### 
# 
# 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_ITP
_database_code_depnum_ccdc_archive 'CCDC 1539463'
_audit_update_record             
;
2017-03-22 deposited with the CCDC.
2017-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H18 N2 O5 S'
_chemical_formula_weight         206.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pna21

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

_cell_length_a                   20.9626(3)
_cell_length_b                   6.38680(10)
_cell_length_c                   14.7302(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1972.14(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    2533
_cell_measurement_theta_min      4.22
_cell_measurement_theta_max      66.60

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    2.924
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5494
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_sigmaI/netI    0.0142
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.22
_diffrn_reflns_theta_max         66.60
_reflns_number_total             2533
_reflns_number_gt                2443
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0600P)²+0.4344P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0108(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         2533
_refine_ls_number_parameters     226
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0869
_refine_ls_wR_factor_gt          0.0856
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.27356(4) 0.24364(7) 0.19714(5) 0.0170(3) Uani 1 1 d . . .
O3 O 0.27613(8) 0.0243(2) 0.1666(2) 0.0267(4) Uani 1 1 d . . .
O6 O 0.23317(9) 0.3633(3) 0.1356(2) 0.0345(4) Uani 1 1 d . . .
O4 O 0.33802(8) 0.3293(3) 0.1988(2) 0.0469(6) Uani 1 1 d . . .
O5 O 0.25035(16) 0.2503(3) 0.2907(3) 0.0438(9) Uani 1 1 d . . .
S2 S 0.47678(3) 0.74362(7) 0.37586(5) 0.0136(2) Uani 1 1 d . . .
O8 O 0.47373(8) 0.5257(2) 0.4102(2) 0.0274(4) Uani 1 1 d . . .
O10 O 0.51939(8) 0.8650(3) 0.4336(2) 0.0320(4) Uani 1 1 d . . .
O7 O 0.41196(8) 0.8315(3) 0.3785(2) 0.0444(6) Uani 1 1 d . . .
C7 C 0.16808(14) 0.9359(5) 0.4453(3) 0.0302(7) Uani 1 1 d . . .
H7A H 0.1833 0.9386 0.5082 0.045 Uiso 1 1 calc R . .
H7B H 0.1214 0.9274 0.4448 0.045 Uiso 1 1 calc R . .
H7C H 0.1817 1.0640 0.4141 0.045 Uiso 1 1 calc R . .
N2 N 0.19535(14) 0.7491(2) 0.3975(2) 0.0195(9) Uani 1 1 d . . .
O9 O 0.50221(16) 0.7426(3) 0.2835(2) 0.0410(9) Uani 1 1 d . . .
C8 C 0.26852(15) 0.7660(4) 0.3986(3) 0.0274(11) Uani 1 1 d . . .
H8A H 0.2870 0.6446 0.3674 0.041 Uiso 1 1 calc R . .
H8B H 0.2836 0.7694 0.4615 0.041 Uiso 1 1 calc R . .
H8C H 0.2816 0.8946 0.3674 0.041 Uiso 1 1 calc R . .
C5 C 0.17719(13) 0.5511(4) 0.4459(3) 0.0257(7) Uani 1 1 d . . .
H5A H 0.1971 0.4312 0.4156 0.038 Uiso 1 1 calc R . .
H5B H 0.1307 0.5349 0.4448 0.038 Uiso 1 1 calc R . .
H5C H 0.1919 0.5580 0.5090 0.038 Uiso 1 1 calc R . .
N1 N 0.05279(13) 0.2567(2) 0.1731(2) 0.0137(8) Uani 1 1 d . . .
C2 C -0.01689(17) 0.2384(4) 0.1702(4) 0.0343(13) Uani 1 1 d . . .
H2A H -0.0311 0.2351 0.1068 0.051 Uiso 1 1 calc R . .
H2B H -0.0361 0.3588 0.2010 0.051 Uiso 1 1 calc R . .
H2C H -0.0300 0.1090 0.2007 0.051 Uiso 1 1 calc R . .
C3 C 0.07422(13) 0.4524(4) 0.1277(2) 0.0246(7) Uani 1 1 d . . .
H3A H 0.1207 0.4644 0.1325 0.037 Uiso 1 1 calc R . .
H3B H 0.0541 0.5732 0.1571 0.037 Uiso 1 1 calc R . .
H3C H 0.0619 0.4485 0.0635 0.037 Uiso 1 1 calc R . .
C4 C 0.0756(2) 0.2616(4) 0.2725(3) 0.0205(8) Uani 1 1 d . . .
H4A H 0.0600 0.1369 0.3042 0.031 Uiso 1 1 calc R . .
H4B H 0.0590 0.3874 0.3024 0.031 Uiso 1 1 calc R . .
H4C H 0.1223 0.2635 0.2741 0.031 Uiso 1 1 calc R . .
C1 C 0.08341(14) 0.0746(5) 0.1280(2) 0.0285(7) Uani 1 1 d . . .
H1A H 0.0708 0.0711 0.0639 0.043 Uiso 1 1 calc R . .
H1B H 0.0697 -0.0549 0.1578 0.043 Uiso 1 1 calc R . .
H1C H 0.1299 0.0877 0.1324 0.043 Uiso 1 1 calc R . .
O2 O 0.54687(15) 0.2487(2) 0.5117(2) 0.0301(8) Uani 1 1 d . . .
N3 N 0.37780(14) -0.2583(3) 0.1703(3) 0.0247(8) Uani 1 1 d . . .
N4 N 0.37091(13) 1.2457(3) 0.3990(2) 0.0223(8) Uani 1 1 d . . .
O1 O 0.20590(17) 0.7492(2) 0.0600(2) 0.0368(9) Uani 1 1 d . . .
C6 C 0.1745(2) 0.7426(3) 0.3044(3) 0.0255(10) Uani 1 1 d . . .
H6A H 0.1942 0.8581 0.2707 0.038 Uiso 1 1 calc R . .
H6B H 0.1280 0.7563 0.3021 0.038 Uiso 1 1 calc R . .
H6C H 0.1872 0.6090 0.2771 0.038 Uiso 1 1 calc R . .
H9 H 0.3910 1.1203 0.3944 0.038 Uiso 1 1 d R . .
H7 H 0.3490 -0.1557 0.1729 0.038 Uiso 1 1 d R . .
H4 H 0.5287 0.3506 0.4803 0.038 Uiso 1 1 d R . .
H1 H 0.2178 0.6370 0.0908 0.038 Uiso 1 1 d R . .
H10 H 0.3471 1.2641 0.3557 0.038 Uiso 1 1 d R . .
H6 H 0.4063 -0.2418 0.2135 0.038 Uiso 1 1 d R . .
H8 H 0.3636 -0.3830 0.1753 0.038 Uiso 1 1 d R . .
H11 H 0.3483 1.2526 0.4521 0.038 Uiso 1 1 d R . .
H5 H 0.4048 -0.2491 0.1188 0.038 Uiso 1 1 d R . .
H12 H 0.4042 1.3632 0.4033 0.038 Uiso 1 1 d R . .
H2 H 0.2239 0.8544 0.0940 0.038 Uiso 1 1 d R . .
H3 H 0.5358 0.1383 0.4803 0.038 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0207(6) 0.0131(5) 0.0172(5) -0.0001(2) -0.0005(4) 0.00033(19)
O3 0.0323(9) 0.0178(8) 0.0299(9) -0.0048(8) 0.0000(7) 0.0001(7)
O6 0.0392(10) 0.0291(10) 0.0353(10) 0.0086(8) -0.0108(8) 0.0085(8)
O4 0.0213(10) 0.0278(11) 0.0915(18) 0.0064(13) -0.0110(10) -0.0090(9)
O5 0.077(2) 0.0319(19) 0.0222(17) 0.0005(7) 0.0047(19) 0.0137(9)
S2 0.0127(4) 0.0111(5) 0.0170(5) -0.0005(2) -0.0008(4) -0.00016(17)
O8 0.0332(9) 0.0167(8) 0.0323(9) 0.0044(8) -0.0006(8) -0.0030(7)
O10 0.0317(9) 0.0302(10) 0.0341(9) -0.0064(8) -0.0082(8) -0.0098(8)
O7 0.0225(10) 0.0282(12) 0.0825(16) -0.0025(12) -0.0066(10) 0.0074(9)
C7 0.0348(15) 0.0248(15) 0.0309(18) -0.0064(15) -0.0007(14) 0.0081(13)
N2 0.0178(19) 0.016(2) 0.025(2) 0.0006(7) -0.0009(13) -0.0004(6)
O9 0.070(2) 0.0328(19) 0.0203(17) -0.0008(7) 0.0242(19) -0.0108(9)
C8 0.0145(16) 0.031(2) 0.037(3) 0.0005(11) -0.0048(15) -0.0036(9)
C5 0.0306(14) 0.0210(14) 0.0254(16) 0.0058(14) 0.0014(12) -0.0004(12)
N1 0.0132(18) 0.0134(18) 0.0145(18) 0.0006(7) -0.0042(12) 0.0007(6)
C2 0.0157(18) 0.035(2) 0.052(3) 0.0061(13) 0.0007(18) -0.0043(9)
C3 0.0304(14) 0.0200(15) 0.0234(16) 0.0072(14) 0.0016(12) -0.0080(12)
C4 0.0293(19) 0.027(2) 0.0047(19) -0.0019(9) -0.0049(15) -0.0012(9)
C1 0.0418(16) 0.0195(14) 0.0243(16) -0.0084(14) -0.0045(14) 0.0094(13)
O2 0.0335(19) 0.0189(17) 0.038(2) -0.0025(6) -0.0062(16) 0.0016(6)
N3 0.0269(16) 0.0200(14) 0.027(2) 0.0004(8) -0.0078(15) -0.0011(7)
N4 0.0253(15) 0.0187(15) 0.023(2) -0.0016(7) -0.0070(14) 0.0000(7)
O1 0.049(2) 0.025(2) 0.037(2) 0.0027(7) -0.0203(18) -0.0048(8)
C6 0.028(2) 0.0183(19) 0.031(3) 0.0027(9) -0.0010(19) 0.0014(10)

_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 O6 1.458(2) . ?
S1 O5 1.462(4) . ?
S1 O4 1.4581(18) . ?
S1 O3 1.4724(18) . ?
S2 O10 1.457(2) . ?
S2 O9 1.461(3) . ?
S2 O7 1.4705(18) . ?
S2 O8 1.4820(19) . ?
C7 N2 1.499(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
N2 C6 1.439(6) . ?
N2 C5 1.501(3) . ?
N2 C8 1.538(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
N1 C2 1.466(5) . ?
N1 C1 1.485(4) . ?
N1 C3 1.487(3) . ?
N1 C4 1.540(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 H4 0.8844 . ?
O2 H3 0.8737 . ?
N3 H7 0.8912 . ?
N3 H6 0.8802 . ?
N3 H8 0.8532 . ?
N3 H5 0.9478 . ?
N4 H9 0.9080 . ?
N4 H10 0.8180 . ?
N4 H11 0.9156 . ?
N4 H12 1.0270 . ?
O1 H1 0.8842 . ?
O1 H2 0.9201 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 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
O6 S1 O5 112.21(17) . . ?
O6 S1 O4 110.59(15) . . ?
O5 S1 O4 106.4(2) . . ?
O6 S1 O3 109.26(18) . . ?
O5 S1 O3 109.17(14) . . ?
O4 S1 O3 109.16(13) . . ?
O10 S2 O9 108.80(18) . . ?
O10 S2 O7 110.38(15) . . ?
O9 S2 O7 111.3(2) . . ?
O10 S2 O8 109.07(18) . . ?
O9 S2 O8 109.21(14) . . ?
O7 S2 O8 108.03(12) . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 N2 C7 110.8(3) . . ?
C6 N2 C5 110.6(2) . . ?
C7 N2 C5 110.5(3) . . ?
C6 N2 C8 108.3(3) . . ?
C7 N2 C8 108.7(2) . . ?
C5 N2 C8 107.9(2) . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 N1 C1 110.8(2) . . ?
C2 N1 C3 110.8(2) . . ?
C1 N1 C3 109.0(3) . . ?
C2 N1 C4 109.8(3) . . ?
C1 N1 C4 107.9(2) . . ?
C3 N1 C4 108.5(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H4 O2 H3 101.7 . . ?
H7 N3 H6 109.9 . . ?
H7 N3 H8 116.5 . . ?
H6 N3 H8 106.6 . . ?
H7 N3 H5 113.1 . . ?
H6 N3 H5 99.5 . . ?
H8 N3 H5 109.6 . . ?
H9 N4 H10 110.6 . . ?
H9 N4 H11 110.3 . . ?
H10 N4 H11 110.1 . . ?
H9 N4 H12 109.5 . . ?
H10 N4 H12 111.0 . . ?
H11 N4 H12 105.3 . . ?
H1 O1 H2 101.3 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        66.60
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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_LTP
_database_code_depnum_ccdc_archive 'CCDC 1539464'
_audit_update_record             
;
2017-03-22 deposited with the CCDC.
2017-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H18 N2 O5 S'
_chemical_formula_weight         206.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   10.4627(4)
_cell_length_b                   6.3804(2)
_cell_length_c                   14.6616(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     978.75(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1804
_cell_measurement_theta_min      3.39
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    2.946
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3774
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         7.38
_diffrn_reflns_theta_max         88.64
_reflns_number_total             1949
_reflns_number_gt                1810
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0368P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0053(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         1949
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0793
_refine_ls_wR_factor_gt          0.0750
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.20296(5) 0.22956(8) 0.34008(3) 0.01256(15) Uani 1 1 d . . .
N1 N 0.64368(15) 0.2352(3) 0.36135(11) 0.0123(4) Uani 1 1 d . . .
O2 O 0.65982(16) 0.2357(3) 0.02577(12) 0.0245(4) Uani 1 1 d . . .
C3 C 0.5958(2) 0.2320(4) 0.26525(13) 0.0159(5) Uani 1 1 d . . .
O4 O 0.19627(15) 0.0074(2) 0.36892(10) 0.0192(4) Uani 1 1 d . . .
C5 C 0.7868(2) 0.2225(4) 0.36020(16) 0.0191(5) Uani 1 1 d . . .
O6 O 0.25093(17) 0.2400(3) 0.24643(9) 0.0288(4) Uani 1 1 d . . .
O7 O 0.07274(16) 0.3183(3) 0.34322(14) 0.0304(4) Uani 1 1 d . . .
O9 O 0.28769(17) 0.3439(2) 0.40192(10) 0.0228(4) Uani 1 1 d . . .
C10 C 0.5891(3) 0.0530(4) 0.41172(18) 0.0192(5) Uani 1 1 d . . .
C11 C 0.6032(3) 0.4338(4) 0.40683(18) 0.0171(5) Uani 1 1 d . . .
N8 N 1.0116(2) 0.2302(4) 0.13426(14) 0.0178(4) Uani 1 1 d . . .
H1 H 0.693(3) 0.339(5) 0.054(2) 0.034(9) Uiso 1 1 d . . .
H2 H 0.806(3) 0.099(4) 0.3270(16) 0.018(6) Uiso 1 1 d . . .
H3 H 0.637(2) 0.546(4) 0.3746(16) 0.011(6) Uiso 1 1 d . . .
H4 H 0.679(3) 0.133(5) 0.048(2) 0.030(9) Uiso 1 1 d . . .
H5 H 0.519(3) 0.438(4) 0.4058(18) 0.021(7) Uiso 1 1 d . . .
H6 H 0.615(3) 0.060(4) 0.472(2) 0.020(6) Uiso 1 1 d . . .
H7 H 0.629(2) 0.350(4) 0.2362(15) 0.012(6) Uiso 1 1 d . . .
H8 H 0.506(3) 0.233(4) 0.2670(16) 0.021(6) Uiso 1 1 d . . .
H9 H 0.623(2) 0.095(4) 0.2372(16) 0.017(6) Uiso 1 1 d . . .
H10 H 0.822(3) 0.338(4) 0.3281(16) 0.019(7) Uiso 1 1 d . . .
H11 H 0.812(3) 0.228(4) 0.4175(17) 0.024(7) Uiso 1 1 d . . .
H12 H 0.493(3) 0.067(4) 0.4114(18) 0.028(7) Uiso 1 1 d . . .
H13 H 0.984(3) 0.122(5) 0.1412(19) 0.023(8) Uiso 1 1 d . . .
H14 H 1.055(3) 0.246(4) 0.081(2) 0.026(7) Uiso 1 1 d . . .
H15 H 0.633(2) 0.430(4) 0.4664(18) 0.012(6) Uiso 1 1 d . . .
H16 H 1.061(3) 0.259(4) 0.182(2) 0.031(7) Uiso 1 1 d . . .
H17 H 0.616(3) -0.077(5) 0.3829(19) 0.029(8) Uiso 1 1 d . . .
H20 H 0.950(3) 0.317(4) 0.1322(18) 0.022(7) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0115(2) 0.0129(2) 0.0134(2) 0.0000(2) -0.00059(18) 0.0002(2)
N1 0.0093(8) 0.0136(9) 0.0140(8) 0.0001(8) -0.0002(6) -0.0009(7)
O2 0.0260(9) 0.0173(9) 0.0302(9) 0.0036(9) -0.0090(7) 0.0002(8)
C3 0.0158(11) 0.0192(12) 0.0126(9) 0.0016(11) 0.0005(8) -0.0034(11)
O4 0.0221(8) 0.0136(7) 0.0219(8) 0.0021(6) 0.0010(7) -0.0007(7)
C5 0.0082(10) 0.0242(12) 0.0247(11) 0.0002(11) -0.0001(9) 0.0014(10)
O6 0.0488(11) 0.0228(8) 0.0147(7) -0.0013(7) 0.0091(7) -0.0056(9)
O7 0.0110(9) 0.0203(8) 0.0599(12) -0.0025(9) -0.0043(8) 0.0037(6)
O9 0.0225(9) 0.0214(8) 0.0244(8) -0.0049(7) -0.0087(8) -0.0050(7)
C10 0.0220(14) 0.0167(12) 0.0187(12) 0.0054(11) -0.0020(11) -0.0042(10)
C11 0.0188(13) 0.0145(12) 0.0181(12) -0.0007(10) -0.0019(11) 0.0023(10)
N8 0.0191(10) 0.0136(10) 0.0208(10) 0.0019(10) -0.0062(9) -0.0017(9)

_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 O9 1.4630(16) . ?
S1 O6 1.4634(14) . ?
S1 O7 1.4761(17) . ?
S1 O4 1.4808(15) . ?
N1 C10 1.491(3) . ?
N1 C11 1.493(3) . ?
N1 C3 1.496(3) . ?
N1 C5 1.500(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
O9 S1 O6 110.54(10) . . ?
O9 S1 O7 110.41(10) . . ?
O6 S1 O7 109.17(11) . . ?
O9 S1 O4 109.20(9) . . ?
O6 S1 O4 109.14(9) . . ?
O7 S1 O4 108.34(10) . . ?
C10 N1 C11 109.38(17) . . ?
C10 N1 C3 109.13(18) . . ?
C11 N1 C3 109.71(18) . . ?
C10 N1 C5 110.22(19) . . ?
C11 N1 C5 109.52(19) . . ?
C3 N1 C5 108.87(16) . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        88.64
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.069
####################################################################### 
# 
# 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_RTP
_database_code_depnum_ccdc_archive 'CCDC 1539460'
_audit_update_record             
;
2017-03-22 deposited with the CCDC.
2017-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H18 N2 O5 S'
_chemical_formula_weight         206.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   10.5127(2)
_cell_length_b                   6.39920(10)
_cell_length_c                   14.8280(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     997.52(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2905
_cell_measurement_theta_min      5.2
_cell_measurement_theta_max      66.6

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    2.890
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.5319
_exptl_absorpt_correction_T_max  0.5956
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2905
_diffrn_reflns_av_R_equivalents  0.0136
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.16
_diffrn_reflns_theta_max         66.57
_reflns_number_total             942
_reflns_number_gt                901
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0498P)²+0.2813P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         942
_refine_ls_number_parameters     104
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.20185(4) 0.2500 0.08921(3) 0.0222(2) Uani 1 2 d S . .
O1 O 0.2496(2) 0.2500 -0.00285(12) 0.0616(6) Uani 1 2 d S . .
N5 N -0.0049(2) 0.7500 0.11456(15) 0.0371(5) Uani 1 2 d S . .
N1 N 0.64267(15) 0.2500 0.11267(12) 0.0253(4) Uani 1 2 d S . .
O6 O 0.34152(19) 0.7500 0.22602(14) 0.0496(5) Uani 1 2 d S . .
C1 C 0.6008(2) 0.2500 0.01640(15) 0.0362(5) Uani 1 2 d S . .
C3 C 0.59322(17) 0.0602(3) 0.15809(12) 0.0461(5) Uani 1 1 d . . .
H3A H 0.6111 0.0676 0.2229 0.055 Uiso 1 1 d R . .
H3B H 0.6344 -0.0638 0.1326 0.055 Uiso 1 1 d R . .
H3C H 0.5011 0.0513 0.1485 0.055 Uiso 1 1 d R . .
O4 O 0.2836(2) 0.1287(4) 0.14612(18) 0.0535(7) Uani 0.50 1 d P . 3
O3 O 0.1986(2) 0.4692(4) 0.12431(17) 0.0413(6) Uani 0.50 1 d P . 2
C2 C 0.7845(2) 0.2500 0.1159(3) 0.0525(7) Uani 1 2 d S . .
O2 O 0.0728(2) 0.1696(5) 0.0889(2) 0.0666(9) Uani 0.50 1 d P . .
H2 H 0.0478 0.8692 0.1108 0.080 Uiso 1 1 d R . .
H1A H 0.514(4) 0.2500 0.015(3) 0.080 Uiso 1 2 d S . .
H1B H 0.636(2) 0.127(4) -0.0125(17) 0.080 Uiso 1 1 d . . .
H3 H -0.051(3) 0.7500 0.167(2) 0.043(7) Uiso 1 2 d S . .
H1 H -0.050(3) 0.7500 0.069(2) 0.053(9) Uiso 1 2 d S . .
H2A H 0.811(3) 0.2500 0.176(2) 0.051(8) Uiso 1 2 d S . .
H2B H 0.814(2) 0.128(4) 0.0818(17) 0.087(9) Uiso 1 1 d . . .
H6A H 0.3096(18) 0.846(3) 0.2031(14) 0.051(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0211(3) 0.0209(3) 0.0245(3) 0.000 -0.00058(16) 0.000
O1 0.1002(16) 0.0508(11) 0.0338(10) 0.000 0.0229(10) 0.000
N5 0.0393(10) 0.0364(11) 0.0358(10) 0.000 -0.0071(9) 0.000
N1 0.0232(8) 0.0242(8) 0.0285(9) 0.000 -0.0022(6) 0.000
O6 0.0563(11) 0.0362(10) 0.0562(12) 0.000 -0.0198(10) 0.000
C1 0.0421(12) 0.0387(12) 0.0277(11) 0.000 -0.0031(10) 0.000
C3 0.0590(10) 0.0394(10) 0.0400(9) 0.0116(8) -0.0027(8) -0.0145(8)
O4 0.0585(15) 0.0472(16) 0.0548(15) 0.0115(13) -0.0166(12) 0.0201(13)
O3 0.0493(13) 0.0266(12) 0.0480(14) -0.0108(11) 0.0007(10) 0.0007(10)
C2 0.0236(11) 0.066(2) 0.068(2) 0.000 -0.0066(12) 0.000
O2 0.0261(12) 0.0526(16) 0.121(3) -0.0019(15) -0.0068(12) -0.0154(10)

_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 O4 1.433(2) 8_565 ?
S1 O4 1.433(2) . ?
S1 O2 1.451(2) 8_565 ?
S1 O2 1.451(2) . ?
S1 O1 1.4544(17) . ?
S1 O3 1.496(2) . ?
S1 O3 1.496(2) 8_565 ?
N1 C3 1.4830(18) 8_565 ?
N1 C3 1.4830(18) . ?
N1 C2 1.492(3) . ?
N1 C1 1.494(3) . ?
O4 O4 1.553(6) 8_565 ?
O3 O2 1.677(3) 8_565 ?
O2 O2 1.030(6) 8_565 ?
O2 O3 1.677(3) 8_565 ?

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
O4 S1 O4 65.6(2) 8_565 . ?
O4 S1 O2 111.74(17) 8_565 8_565 ?
O4 S1 O2 139.00(18) . 8_565 ?
O4 S1 O2 139.00(18) 8_565 . ?
O4 S1 O2 111.74(17) . . ?
O2 S1 O2 41.6(2) 8_565 . ?
O4 S1 O1 110.23(14) 8_565 . ?
O4 S1 O1 110.23(14) . . ?
O2 S1 O1 108.65(16) 8_565 . ?
O2 S1 O1 108.65(16) . . ?
O4 S1 O3 45.67(14) 8_565 . ?
O4 S1 O3 108.47(17) . . ?
O2 S1 O3 69.32(15) 8_565 . ?
O2 S1 O3 108.17(15) . . ?
O1 S1 O3 109.54(10) . . ?
O4 S1 O3 108.47(17) 8_565 8_565 ?
O4 S1 O3 45.67(14) . 8_565 ?
O2 S1 O3 108.17(15) 8_565 8_565 ?
O2 S1 O3 69.32(15) . 8_565 ?
O1 S1 O3 109.54(10) . 8_565 ?
O3 S1 O3 139.2(2) . 8_565 ?
C3 N1 C3 109.98(18) 8_565 . ?
C3 N1 C2 109.62(12) 8_565 . ?
C3 N1 C2 109.62(12) . . ?
C3 N1 C1 109.31(11) 8_565 . ?
C3 N1 C1 109.31(11) . . ?
C2 N1 C1 109.0(2) . . ?
S1 O4 O4 57.19(12) . 8_565 ?
S1 O3 O2 54.07(11) . 8_565 ?
O2 O2 S1 69.22(12) 8_565 . ?
O2 O2 O3 121.97(12) 8_565 8_565 ?
S1 O2 O3 56.61(12) . 8_565 ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        66.57
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_RTP-215K
_database_code_depnum_ccdc_archive 'CCDC 1539462'
_audit_update_record             
;
2017-03-22 deposited with the CCDC.
2017-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H18 N2 O5 S'
_chemical_formula_weight         206.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   10.4817(6)
_cell_length_b                   6.3775(4)
_cell_length_c                   14.7703(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     987.35(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    215(2)
_cell_measurement_reflns_used    990
_cell_measurement_theta_min      7.34
_cell_measurement_theta_max      74.33

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    2.920
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      215(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3442
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         7.34
_diffrn_reflns_theta_max         74.33
_reflns_number_total             1094
_reflns_number_gt                990
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0469P)²+0.6196P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.044(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1094
_refine_ls_number_parameters     76
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1024
_refine_ls_wR_factor_gt          0.0997
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.29718(5) 0.2500 0.58926(4) 0.0192(3) Uani 1 2 d S . .
O6 O 0.2488(3) 0.2500 0.49666(14) 0.0488(6) Uani 1 2 d S . .
O1 O 0.8416(2) 0.2500 0.27393(15) 0.0402(6) Uani 1 2 d S . .
N2 N 0.85745(18) 0.2500 0.61249(14) 0.0197(5) Uani 1 2 d S . .
C4 C 0.9000(3) 0.2500 0.51608(17) 0.0278(6) Uani 1 2 d S . .
C5 C 0.7149(3) 0.2500 0.6147(2) 0.0407(8) Uani 1 2 d S . .
C8 C 0.9062(2) 0.0595(3) 0.65866(14) 0.0365(5) Uani 1 1 d . . .
H8A H 0.9987 0.0577 0.6557 0.055 Uiso 1 1 calc R . .
H8B H 0.8726 -0.0644 0.6289 0.055 Uiso 1 1 calc R . .
H8C H 0.8793 0.0606 0.7215 0.055 Uiso 1 1 calc R . .
N3 N 0.4937(2) 0.2500 0.38567(15) 0.0290(5) Uani 1 2 d S . .
O3 O 0.2147(3) 0.1323(5) 0.64849(19) 0.0400(7) Uani 0.50 1 d P . .
O2 O 0.4263(2) 0.1696(5) 0.5897(2) 0.0522(9) Uani 0.50 1 d P . .
O4 O 0.3016(2) 0.0271(4) 0.62306(17) 0.0315(6) Uiso 0.50 1 d P . .
H1 H 0.8769 0.1237 0.4835 0.038 Uiso 1 1 d R . .
H6 H 0.8148 0.1517 0.2942 0.038 Uiso 1 1 d R . .
H4 H 0.4570 0.2500 0.3303 0.038 Uiso 1 2 d SR . .
H2 H 0.9947 0.2500 0.5171 0.038 Uiso 1 2 d SR . .
H3 H 0.6859 0.2500 0.6721 0.038 Uiso 1 2 d SR . .
H5 H 0.6904 0.1129 0.5818 0.038 Uiso 1 1 d R . .
H7 H 0.4581 0.2500 0.4390 0.038 Uiso 1 2 d SR . .
H8 H 0.5445 0.1259 0.3874 0.038 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0196(4) 0.0178(4) 0.0202(4) 0.000 0.0006(2) 0.000
O6 0.0825(17) 0.0377(12) 0.0262(11) 0.000 -0.0167(11) 0.000
O1 0.0481(12) 0.0254(10) 0.0470(13) 0.000 0.0164(10) 0.000
N2 0.0180(10) 0.0187(10) 0.0224(10) 0.000 0.0014(8) 0.000
C4 0.0337(14) 0.0297(14) 0.0200(12) 0.000 0.0008(10) 0.000
C5 0.0191(13) 0.0512(19) 0.0517(18) 0.000 0.0052(12) 0.000
C8 0.0492(12) 0.0285(11) 0.0317(10) 0.0083(8) 0.0014(9) 0.0123(9)
N3 0.0318(12) 0.0274(12) 0.0278(11) 0.000 0.0072(9) 0.000
O3 0.0418(15) 0.0382(17) 0.0399(16) 0.0091(14) 0.0119(12) -0.0127(14)
O2 0.0226(14) 0.0358(16) 0.098(3) 0.0015(16) 0.0074(14) 0.0083(12)

_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 1.441(3) . ?
S1 O3 1.441(3) 8_565 ?
S1 O2 1.447(3) 8_565 ?
S1 O2 1.447(3) . ?
S1 O6 1.459(2) . ?
S1 O4 1.507(3) 8_565 ?
S1 O4 1.507(3) . ?
N2 C8 1.484(2) 8_565 ?
N2 C8 1.484(2) . ?
N2 C4 1.492(3) . ?
N2 C5 1.494(3) . ?
O3 O4 1.192(4) . ?
O3 O3 1.501(6) 8_565 ?
O2 O2 1.025(7) 8_565 ?
O2 O4 1.666(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O3 62.8(2) . 8_565 ?
O3 S1 O2 138.00(19) . 8_565 ?
O3 S1 O2 111.97(18) 8_565 8_565 ?
O3 S1 O2 111.97(18) . . ?
O3 S1 O2 138.00(19) 8_565 . ?
O2 S1 O2 41.5(3) 8_565 . ?
O3 S1 O6 111.13(15) . . ?
O3 S1 O6 111.13(15) 8_565 . ?
O2 S1 O6 109.23(18) 8_565 . ?
O2 S1 O6 109.23(18) . . ?
O3 S1 O4 107.97(17) . 8_565 ?
O3 S1 O4 47.65(15) 8_565 8_565 ?
O2 S1 O4 68.63(16) 8_565 8_565 ?
O2 S1 O4 107.69(17) . 8_565 ?
O6 S1 O4 108.74(10) . 8_565 ?
O3 S1 O4 47.65(15) . . ?
O3 S1 O4 107.97(17) 8_565 . ?
O2 S1 O4 107.69(17) 8_565 . ?
O2 S1 O4 68.63(16) . . ?
O6 S1 O4 108.74(10) . . ?
O4 S1 O4 141.1(2) 8_565 . ?
C8 N2 C8 109.9(2) 8_565 . ?
C8 N2 C4 109.60(13) 8_565 . ?
C8 N2 C4 109.60(13) . . ?
C8 N2 C5 109.54(14) 8_565 . ?
C8 N2 C5 109.54(14) . . ?
C4 N2 C5 108.7(2) . . ?
O4 O3 S1 69.09(18) . . ?
O4 O3 O3 124.24(18) . 8_565 ?
S1 O3 O3 58.62(12) . 8_565 ?
O2 O2 S1 69.25(13) 8_565 . ?
O2 O2 O4 123.05(14) 8_565 . ?
S1 O2 O4 57.40(14) . . ?
O3 O4 S1 63.27(18) . . ?
O3 O4 O2 112.7(3) . . ?
S1 O4 O2 53.97(14) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        74.33
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.450
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.062
