# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_lohier24b_0m
_database_code_depnum_ccdc_archive 'CCDC 1522510'
_audit_update_record             
;
2016-12-13 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'tert-Butyl(Imino)(methyl)-λ6-sulfanone '
_chemical_name_common            ?
_chemical_melting_point          315
_chemical_formula_moiety         'C5 H13 N O S'
_chemical_formula_sum            'C5 H13 N O S'
_chemical_formula_weight         135.22

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           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   6.2849(4)
_cell_length_b                   8.8158(5)
_cell_length_c                   6.6483(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.781(3)
_cell_angle_gamma                90
_cell_volume                     365.78(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4787
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      30.44

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             148
_exptl_transmission_factor_min   0.6859
_exptl_transmission_factor_max   0.7461
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.355
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Sadabs 2015/1'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5747
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.086
_diffrn_reflns_theta_max         30.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1169
_reflns_number_gt                1106
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0453P)²+0.0705P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1169
_refine_ls_number_parameters     83
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0874
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_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
N1 N 0.7027(16) 0.0941(13) 1.0751(18) 0.0361(10) Uani 0.5 1 d . . P . .
H1 H 0.589(6) 0.082(5) 1.045(6) 0.043(11) Uiso 0.5 1 d . . P . .
O1 O 0.6875(17) 0.1152(12) 1.0636(18) 0.058(3) Uani 0.5 1 d . . P . .
S1 S 0.76730(6) 0.2500 0.99016(5) 0.02796(14) Uani 1 2 d S T P . .
C1 C 0.7150(3) 0.2500 0.7131(2) 0.0296(3) Uani 1 2 d S T P . .
C4 C 1.0481(3) 0.2500 1.0499(3) 0.0395(4) Uani 1 2 d S T P . .
C2 C 0.4720(3) 0.2500 0.6635(3) 0.0494(5) Uani 1 2 d S T P . .
C3 C 0.8094(3) 0.1071(2) 0.6319(2) 0.0603(5) Uani 1 1 d . . . . .
H4A H 1.069(4) 0.2500 1.189(4) 0.062(7) Uiso 1 2 d S . P . .
H2A H 0.442(4) 0.2500 0.522(5) 0.072(8) Uiso 1 2 d S . P . .
H3A H 0.769(2) 0.106(2) 0.481(3) 0.057(5) Uiso 1 1 d . . . . .
H4B H 1.108(3) 0.1674(19) 0.996(2) 0.050(4) Uiso 1 1 d . . . . .
H2B H 0.410(4) 0.167(2) 0.719(3) 0.085(7) Uiso 1 1 d . . . . .
H3B H 0.735(4) 0.011(3) 0.689(4) 0.100(8) Uiso 1 1 d . . . . .
H3C H 0.954(4) 0.096(3) 0.671(3) 0.083(7) 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
N1 S1 1.558(11) . ?
N1 H1 0.73(4) . ?
O1 S1 1.400(10) . ?
O1 H1 0.68(4) . ?
S1 O1 1.400(10) 4_565 ?
S1 N1 1.558(11) 4_565 ?
S1 C4 1.7624(18) . ?
S1 C1 1.8326(15) . ?
C1 C3 1.5186(16) . ?
C1 C3 1.5186(16) 4_565 ?
C1 C2 1.524(3) . ?
C4 H4A 0.92(3) . ?
C4 H4B 0.912(16) . ?
C2 H2A 0.94(3) . ?
C2 H2B 0.92(2) . ?
C3 H3A 1.007(16) . ?
C3 H3B 1.06(3) . ?
C3 H3C 0.92(2) . ?

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
S1 N1 H1 109(3) . . ?
S1 O1 H1 131(4) . . ?
O1 S1 O1 116.2(9) 4_565 . ?
O1 S1 N1 5.9(8) 4_565 4_565 ?
O1 S1 N1 120.20(15) . 4_565 ?
O1 S1 N1 120.20(15) 4_565 . ?
O1 S1 N1 5.9(8) . . ?
N1 S1 N1 123.8(7) 4_565 . ?
O1 S1 C4 108.2(5) 4_565 . ?
O1 S1 C4 108.2(5) . . ?
N1 S1 C4 102.4(4) 4_565 . ?
N1 S1 C4 102.4(4) . . ?
O1 S1 C1 108.8(5) 4_565 . ?
O1 S1 C1 108.8(5) . . ?
N1 S1 C1 109.9(5) 4_565 . ?
N1 S1 C1 109.9(5) . . ?
C4 S1 C1 106.41(9) . . ?
C3 C1 C3 112.10(19) . 4_565 ?
C3 C1 C2 110.30(11) . . ?
C3 C1 C2 110.30(11) 4_565 . ?
C3 C1 S1 109.03(8) . . ?
C3 C1 S1 109.03(8) 4_565 . ?
C2 C1 S1 105.89(12) . . ?
S1 C4 H4A 104.2(17) . . ?
S1 C4 H4B 111.1(11) . . ?
H4A C4 H4B 112.3(13) . . ?
C1 C2 H2A 107.1(17) . . ?
C1 C2 H2B 112.0(14) . . ?
H2A C2 H2B 110.9(17) . . ?
C1 C3 H3A 107.6(12) . . ?
C1 C3 H3B 109.1(13) . . ?
H3A C3 H3B 106.2(17) . . ?
C1 C3 H3C 113.5(14) . . ?
H3A C3 H3C 113.8(16) . . ?
H3B C3 H3C 106.2(18) . . ?

_refine_diff_density_max         0.538
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.048


####################################################################### 
# 
# 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_lohier25_0m
_database_code_depnum_ccdc_archive 'CCDC 1522511'
_audit_update_record             
;
2016-12-13 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
tert-butyl(1-methyl-1-oxido-3-oxo-3,4,5,6-tetrahydro-2-thiazin-4-yl)carbamate
_chemical_name_common            ?
_chemical_melting_point          326
_chemical_formula_moiety         'C10 H18 N2 O4 S'
_chemical_formula_sum            'C10 H18 N2 O4 S'
_chemical_formula_weight         262.32

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

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

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

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

_cell_length_a                   6.7140(3)
_cell_length_b                   6.7632(3)
_cell_length_c                   27.8703(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1265.54(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6200
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      29.13

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   0.6987
_exptl_transmission_factor_max   0.7461
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.262
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Sadabs 2015/1'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13623
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.924
_diffrn_reflns_theta_max         27.878
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3007
_reflns_number_gt                2661
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²+0.2850P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1019 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3007
_refine_ls_number_parameters     162
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0731
_refine_ls_wR_factor_gt          0.0690
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.35923(9) 0.61065(8) 0.34157(2) 0.01977(14) Uani 1 1 d . . . . .
O4 O 0.1661(2) 0.4194(2) 0.11568(5) 0.0212(4) Uani 1 1 d . . . . .
N1 N 0.2488(3) 0.4934(3) 0.18916(7) 0.0191(4) Uani 1 1 d . . . . .
O3 O 0.1302(3) 0.7391(2) 0.14095(6) 0.0266(4) Uani 1 1 d . . . . .
O1 O 0.6190(2) 0.5862(2) 0.22440(5) 0.0250(4) Uani 1 1 d . . . . .
O2 O 0.3959(3) 0.7560(3) 0.37821(6) 0.0330(4) Uani 1 1 d . . . . .
C4 C 0.1199(4) 0.6386(3) 0.31666(8) 0.0221(5) Uani 1 1 d . . . . .
H4A H 0.0188 0.5851 0.3390 0.026 Uiso 1 1 calc R U . . .
H4B H 0.0913 0.7807 0.3116 0.026 Uiso 1 1 calc R U . . .
N2 N 0.5179(3) 0.6098(3) 0.30069(6) 0.0198(4) Uani 1 1 d . . . . .
C10 C 0.3144(4) 0.5763(4) 0.04581(9) 0.0371(7) Uani 1 1 d . . . . .
H10C H 0.3016 0.7126 0.0573 0.056 Uiso 1 1 calc R U . . .
H10B H 0.3144 0.5754 0.0107 0.056 Uiso 1 1 calc R U . . .
H10A H 0.4394 0.5195 0.0576 0.056 Uiso 1 1 calc R U . . .
C7 C 0.1414(4) 0.4551(3) 0.06402(8) 0.0236(5) Uani 1 1 d . . . . .
C6 C 0.1791(3) 0.5684(3) 0.14785(8) 0.0175(5) Uani 1 1 d . . . . .
C2 C 0.2637(3) 0.6032(3) 0.23346(7) 0.0167(4) Uani 1 1 d . . . . .
H2 H 0.2314 0.7443 0.2261 0.020 Uiso 1 1 calc R U . . .
C3 C 0.1091(3) 0.5294(3) 0.26917(7) 0.0188(5) Uani 1 1 d . . . . .
H3A H -0.0254 0.5464 0.2553 0.023 Uiso 1 1 calc R U . . .
H3B H 0.1302 0.3864 0.2749 0.023 Uiso 1 1 calc R U . . .
C5 C 0.3670(4) 0.3752(4) 0.36788(8) 0.0292(5) Uani 1 1 d . . . . .
H17 H 0.5024 0.3480 0.3793 0.044 Uiso 1 1 calc R U . . .
H5A H 0.3288 0.2756 0.3441 0.044 Uiso 1 1 calc R U . . .
H5B H 0.2742 0.3704 0.3950 0.044 Uiso 1 1 calc R U . . .
C9 C -0.0576(4) 0.5497(4) 0.05352(9) 0.0357(7) Uani 1 1 d . . . . .
H9B H -0.1625 0.4795 0.0711 0.054 Uiso 1 1 calc R U . . .
H9A H -0.0847 0.5426 0.0190 0.054 Uiso 1 1 calc R U . . .
H9C H -0.0549 0.6885 0.0636 0.054 Uiso 1 1 calc R U . . .
C8 C 0.1499(5) 0.2457(4) 0.04421(9) 0.0366(7) Uani 1 1 d . . . . .
H8B H 0.2770 0.1846 0.0531 0.055 Uiso 1 1 calc R U . . .
H8C H 0.1380 0.2497 0.0092 0.055 Uiso 1 1 calc R U . . .
H8A H 0.0400 0.1680 0.0576 0.055 Uiso 1 1 calc R U . . .
C1 C 0.4795(3) 0.5971(3) 0.25260(8) 0.0175(5) Uani 1 1 d . . . . .
H1 H 0.292(4) 0.386(4) 0.1888(9) 0.024(7) 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 1.4389(17) . ?
S1 N2 1.560(2) . ?
S1 C5 1.754(2) . ?
S1 C4 1.761(2) . ?
O4 C6 1.351(2) . ?
O4 C7 1.469(3) . ?
N1 C6 1.342(3) . ?
N1 C2 1.444(3) . ?
N1 H1 0.78(3) . ?
O3 C6 1.216(3) . ?
O1 C1 1.225(3) . ?
C4 C3 1.518(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
N2 C1 1.368(3) . ?
C10 C7 1.509(4) . ?
C10 H10C 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10A 0.9800 . ?
C7 C9 1.511(4) . ?
C7 C8 1.521(3) . ?
C2 C3 1.522(3) . ?
C2 C1 1.545(3) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H17 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9C 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 H8A 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
O2 S1 N2 113.81(11) . . ?
O2 S1 C5 108.58(11) . . ?
N2 S1 C5 106.36(12) . . ?
O2 S1 C4 111.27(11) . . ?
N2 S1 C4 109.62(10) . . ?
C5 S1 C4 106.84(12) . . ?
C6 O4 C7 122.35(16) . . ?
C6 N1 C2 124.27(18) . . ?
C6 N1 H1 118.0(18) . . ?
C2 N1 H1 117.6(19) . . ?
C3 C4 S1 109.57(16) . . ?
C3 C4 H4A 109.8 . . ?
S1 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
S1 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C1 N2 S1 125.95(17) . . ?
C7 C10 H10C 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10C C10 H10B 109.5 . . ?
C7 C10 H10A 109.5 . . ?
H10C C10 H10A 109.5 . . ?
H10B C10 H10A 109.5 . . ?
O4 C7 C10 109.4(2) . . ?
O4 C7 C9 111.1(2) . . ?
C10 C7 C9 112.7(2) . . ?
O4 C7 C8 101.45(17) . . ?
C10 C7 C8 110.8(2) . . ?
C9 C7 C8 110.9(2) . . ?
O3 C6 N1 126.1(2) . . ?
O3 C6 O4 125.8(2) . . ?
N1 C6 O4 108.06(17) . . ?
N1 C2 C3 110.07(18) . . ?
N1 C2 C1 110.27(18) . . ?
C3 C2 C1 113.91(17) . . ?
N1 C2 H2 107.4 . . ?
C3 C2 H2 107.4 . . ?
C1 C2 H2 107.4 . . ?
C4 C3 C2 112.22(18) . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
S1 C5 H17 109.5 . . ?
S1 C5 H5A 109.5 . . ?
H17 C5 H5A 109.5 . . ?
S1 C5 H5B 109.5 . . ?
H17 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9A 109.5 . . ?
H9B C9 H9A 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
H8B C8 H8A 109.5 . . ?
H8C C8 H8A 109.5 . . ?
O1 C1 N2 119.2(2) . . ?
O1 C1 C2 119.82(18) . . ?
N2 C1 C2 120.9(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
O2 S1 C4 C3 162.70(15) . . . . ?
N2 S1 C4 C3 35.93(18) . . . . ?
C5 S1 C4 C3 -78.93(18) . . . . ?
O2 S1 N2 C1 -136.11(19) . . . . ?
C5 S1 N2 C1 104.4(2) . . . . ?
C4 S1 N2 C1 -10.8(2) . . . . ?
C6 O4 C7 C10 59.1(3) . . . . ?
C6 O4 C7 C9 -65.9(3) . . . . ?
C6 O4 C7 C8 176.2(2) . . . . ?
C2 N1 C6 O3 4.6(4) . . . . ?
C2 N1 C6 O4 -173.3(2) . . . . ?
C7 O4 C6 O3 17.0(3) . . . . ?
C7 O4 C6 N1 -165.1(2) . . . . ?
C6 N1 C2 C3 109.1(2) . . . . ?
C6 N1 C2 C1 -124.4(2) . . . . ?
S1 C4 C3 C2 -58.5(2) . . . . ?
N1 C2 C3 C4 179.38(17) . . . . ?
C1 C2 C3 C4 55.0(2) . . . . ?
S1 N2 C1 O1 -175.70(16) . . . . ?
S1 N2 C1 C2 6.3(3) . . . . ?
N1 C2 C1 O1 30.8(3) . . . . ?
C3 C2 C1 O1 155.14(19) . . . . ?
N1 C2 C1 N2 -151.19(19) . . . . ?
C3 C2 C1 N2 -26.9(3) . . . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.045

