# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_Sulfapyridine
_database_code_depnum_ccdc_archive 'CCDC 1473482'
_audit_update_record             
;
2016-04-11 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            'Sulfapyridine DMSO solvate'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H17 N3 O3 S2'
_chemical_formula_weight         327.42

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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'
'-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                   10.4816(5)
_cell_length_b                   12.7531(5)
_cell_length_c                   22.3603(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2989.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    129
_cell_measurement_theta_min      3.73
_cell_measurement_theta_max      21.92

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.212
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1376
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8Venture'
_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            43314
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         28.99
_reflns_number_total             3971
_reflns_number_gt                3121
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0502P)²+1.6936P] 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         3971
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0968
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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 0.03823(4) 0.97415(3) 0.140192(16) 0.01266(10) Uani 1 1 d . . .
O1 O -0.03740(11) 0.87900(9) 0.13819(5) 0.0182(3) Uani 1 1 d . . .
N1 N -0.26901(14) 1.32481(12) 0.23489(7) 0.0205(3) Uani 1 1 d . . .
S2 S 0.03270(4) 0.47767(3) 0.086499(19) 0.01678(11) Uani 1 1 d . . .
O2 O 0.15497(11) 0.96756(9) 0.17445(5) 0.0188(3) Uani 1 1 d . . .
C2 C -0.19865(14) 1.24206(12) 0.21461(7) 0.0141(3) Uani 1 1 d . . .
O3 O -0.03962(12) 0.57567(10) 0.07227(6) 0.0275(3) Uani 1 1 d . . .
C3 C -0.24770(15) 1.17532(13) 0.17002(7) 0.0140(3) Uani 1 1 d . . .
H3 H -0.3309(19) 1.1864(15) 0.1555(8) 0.017(5) Uiso 1 1 d . . .
C4 C -0.17581(15) 1.09351(12) 0.14844(7) 0.0140(3) Uani 1 1 d . . .
H4 H -0.2090(19) 1.0508(16) 0.1173(9) 0.021(5) Uiso 1 1 d . . .
C5 C -0.05393(14) 1.07481(12) 0.17130(7) 0.0132(3) Uani 1 1 d . . .
C6 C -0.00589(15) 1.13826(13) 0.21636(7) 0.0146(3) Uani 1 1 d . . .
H6 H 0.0765(19) 1.1290(14) 0.2309(8) 0.019(5) Uiso 1 1 d . . .
C7 C -0.07806(15) 1.22014(13) 0.23844(7) 0.0164(3) Uani 1 1 d . . .
H7 H -0.0455(18) 1.2628(15) 0.2693(9) 0.022(5) Uiso 1 1 d . . .
N8 N 0.05961(13) 1.00467(10) 0.07155(6) 0.0137(3) Uani 1 1 d . . .
C9 C 0.11999(14) 1.09557(12) 0.05814(7) 0.0129(3) Uani 1 1 d . . .
N10 N 0.09683(13) 1.13174(10) 0.00210(6) 0.0140(3) Uani 1 1 d . . .
H10 H 0.047(2) 1.0939(17) -0.0206(9) 0.026(6) Uiso 1 1 d . . .
C11 C 0.14350(16) 1.22311(12) -0.01964(7) 0.0173(3) Uani 1 1 d . . .
H11 H 0.1164(19) 1.2399(16) -0.0577(9) 0.025(5) Uiso 1 1 d . . .
C12 C 0.22124(17) 1.28376(13) 0.01484(8) 0.0202(3) Uani 1 1 d . . .
H12 H 0.2509(18) 1.3460(16) -0.0004(8) 0.021(5) Uiso 1 1 d . . .
C13 C 0.25132(16) 1.24866(13) 0.07215(8) 0.0204(4) Uani 1 1 d . . .
H13 H 0.306(2) 1.2905(16) 0.0976(9) 0.027(5) Uiso 1 1 d . . .
C14 C 0.20219(16) 1.15678(13) 0.09402(8) 0.0176(3) Uani 1 1 d . . .
H14 H 0.2208(17) 1.1338(15) 0.1330(8) 0.015(5) Uiso 1 1 d . . .
C15 C 0.02898(19) 0.46303(17) 0.16602(8) 0.0248(4) Uani 1 1 d . . .
C16 C -0.07237(19) 0.37147(16) 0.06944(9) 0.0253(4) Uani 1 1 d . . .
H1A H -0.233(2) 1.3656(17) 0.2588(10) 0.029(6) Uiso 1 1 d . . .
H15A H -0.058(2) 0.4708(16) 0.1791(10) 0.031(6) Uiso 1 1 d . . .
H16A H -0.151(2) 0.3870(17) 0.0892(10) 0.035(6) Uiso 1 1 d . . .
H1B H -0.331(2) 1.3460(17) 0.2112(10) 0.032(6) Uiso 1 1 d . . .
H15B H 0.075(2) 0.5165(17) 0.1827(10) 0.032(6) Uiso 1 1 d . . .
H16B H -0.082(2) 0.3661(18) 0.0269(11) 0.041(6) Uiso 1 1 d . . .
H15C H 0.066(2) 0.4008(18) 0.1764(10) 0.033(6) Uiso 1 1 d . . .
H16C H -0.036(2) 0.3066(18) 0.0835(10) 0.032(6) 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 1.4461(12) . ?
S1 O1 1.4502(12) . ?
S1 N8 1.5993(14) . ?
S1 C5 1.7507(16) . ?
N1 C2 1.365(2) . ?
S2 O3 1.4959(13) . ?
S2 C16 1.7869(19) . ?
S2 C15 1.7882(19) . ?
C2 C7 1.400(2) . ?
C2 C3 1.408(2) . ?
C3 C4 1.374(2) . ?
C4 C5 1.397(2) . ?
C5 C6 1.387(2) . ?
C6 C7 1.381(2) . ?
N8 C9 1.3544(19) . ?
C9 N10 1.357(2) . ?
C9 C14 1.413(2) . ?
N10 C11 1.354(2) . ?
C11 C12 1.362(2) . ?
C12 C13 1.394(2) . ?
C13 C14 1.370(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
O2 S1 O1 115.48(7) . . ?
O2 S1 N8 113.83(7) . . ?
O1 S1 N8 104.52(7) . . ?
O2 S1 C5 107.40(7) . . ?
O1 S1 C5 108.92(7) . . ?
N8 S1 C5 106.27(7) . . ?
O3 S2 C16 106.00(9) . . ?
O3 S2 C15 106.72(9) . . ?
C16 S2 C15 96.88(10) . . ?
N1 C2 C7 121.05(15) . . ?
N1 C2 C3 120.35(15) . . ?
C7 C2 C3 118.58(14) . . ?
C4 C3 C2 120.48(15) . . ?
C3 C4 C5 120.18(15) . . ?
C6 C5 C4 119.89(14) . . ?
C6 C5 S1 121.08(12) . . ?
C4 C5 S1 118.98(12) . . ?
C7 C6 C5 120.14(15) . . ?
C6 C7 C2 120.64(15) . . ?
C9 N8 S1 119.09(11) . . ?
N8 C9 N10 114.31(14) . . ?
N8 C9 C14 129.22(15) . . ?
N10 C9 C14 116.47(14) . . ?
C11 N10 C9 124.01(14) . . ?
N10 C11 C12 120.10(16) . . ?
C11 C12 C13 118.24(16) . . ?
C14 C13 C12 121.19(16) . . ?
C13 C14 C9 119.94(16) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.068
_exptl_crystal_recrystallization_method gel
####################################################################### 
# 
# 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_Sulfamethoxazole
_database_code_depnum_ccdc_archive 'CCDC 1473483'
_audit_update_record             
;
2016-04-11 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_CRYSS02_Sulfamethoxazole    
;
PROBLEM: The value of _exptl_crystal_size_max is > 1.0
RESPONSE: Fragile plate. Cutting was not attempted
;
_vrf_DIFMX01_Sulfamethoxazole    
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: possible unresolved solvent disorder
;
_vrf_THETM01_Sulfamethoxazole    
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: weak diffraction
;
_vrf_PLAT097_Sulfamethoxazole    
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.67 eA-3
RESPONSE: Possible unresolved solvent disorder
;
_vrf_PLAT340_Sulfamethoxazole    
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01285 Ang.
RESPONSE: Poor crystal quality
;
# Added during the CSD deposition process: Monday 11 April 2016 04:51 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'Octadecylammonium sulfamethoxazole DMSO solavte'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H62 N4 O5 S3'
_chemical_formula_weight         679.04

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7565(9)
_cell_length_b                   10.7037(16)
_cell_length_c                   31.057(5)
_cell_angle_alpha                87.126(4)
_cell_angle_beta                 85.544(4)
_cell_angle_gamma                86.192(4)
_cell_volume                     1901.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    18671
_cell_measurement_theta_min      2.05
_cell_measurement_theta_max      23.32

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          1.06
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7875
_exptl_absorpt_correction_T_max  0.9832
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 Crystal is a weakly diffracting plate hence precision is poor.
 Largest residual peak is near a solvent S atom and may represent unresolved 
 solvent disorder
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 Venture'
_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            18220
_diffrn_reflns_av_R_equivalents  0.0996
_diffrn_reflns_av_sigmaI/netI    0.1196
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         23.37
_reflns_number_total             5498
_reflns_number_gt                3788
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0835P)²+22.9886P] 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         5498
_refine_ls_number_parameters     404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1754
_refine_ls_R_factor_gt           0.1334
_refine_ls_wR_factor_ref         0.3284
_refine_ls_wR_factor_gt          0.3087
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_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 0.2744(4) 0.5666(2) 0.35262(7) 0.0199(6) Uani 1 1 d . . .
O1 O 0.1293(10) 0.6691(5) 0.3707(2) 0.0260(15) Uani 1 1 d . . .
C1 C -2.9593(18) 1.5781(10) -0.1391(4) 0.038(3) Uani 1 1 d . . .
H1A H -3.0888 1.5577 -0.1181 0.058 Uiso 1 1 calc R . .
H1B H -3.0122 1.5804 -0.1683 0.058 Uiso 1 1 calc R . .
H1C H -2.9055 1.6601 -0.1332 0.058 Uiso 1 1 calc R . .
S2 S 0.9493(5) 0.0240(3) 0.34139(9) 0.0457(8) Uani 1 1 d . . .
O2 O 0.5247(10) 0.5785(5) 0.3524(2) 0.0238(15) Uani 1 1 d . . .
C2 C -2.7606(17) 1.4793(9) -0.1353(3) 0.029(2) Uani 1 1 d . . .
H2A H -2.8213 1.3955 -0.1371 0.035 Uiso 1 1 calc R . .
H2B H -2.6431 1.4914 -0.1599 0.035 Uiso 1 1 calc R . .
S3 S 0.4434(7) -0.1983(3) 0.44822(11) 0.0590(10) Uani 1 1 d . . .
O3 O 0.2844(12) 0.3204(7) 0.2308(2) 0.0376(18) Uani 1 1 d . . .
C3 C -2.6433(16) 1.4835(9) -0.0932(3) 0.025(2) Uani 1 1 d . . .
H3A H -2.7635 1.4778 -0.0687 0.030 Uiso 1 1 calc R . .
H3B H -2.5738 1.5655 -0.0924 0.030 Uiso 1 1 calc R . .
O4 O 0.8663(14) -0.0410(6) 0.3038(2) 0.046(2) Uani 1 1 d . . .
C4 C -2.4544(16) 1.3799(8) -0.0872(3) 0.024(2) Uani 1 1 d . . .
H4A H -2.3358 1.3846 -0.1120 0.029 Uiso 1 1 calc R . .
H4B H -2.5245 1.2980 -0.0874 0.029 Uiso 1 1 calc R . .
O5 O 0.3713(14) -0.1251(7) 0.4882(3) 0.052(2) Uani 1 1 d . . .
C5 C -2.3337(15) 1.3857(8) -0.0456(3) 0.022(2) Uani 1 1 d . . .
H5A H -2.4529 1.3823 -0.0209 0.026 Uiso 1 1 calc R . .
H5B H -2.2624 1.4674 -0.0455 0.026 Uiso 1 1 calc R . .
C6 C -2.1432(15) 1.2803(8) -0.0387(3) 0.020(2) Uani 1 1 d . . .
H6A H -2.2146 1.1986 -0.0384 0.024 Uiso 1 1 calc R . .
H6B H -2.0245 1.2832 -0.0635 0.024 Uiso 1 1 calc R . .
C7 C -2.0222(16) 1.2875(9) 0.0027(3) 0.025(2) Uani 1 1 d . . .
H7A H -1.9519 1.3695 0.0026 0.030 Uiso 1 1 calc R . .
H7B H -2.1399 1.2830 0.0276 0.030 Uiso 1 1 calc R . .
C8 C -1.8370(15) 1.1858(8) 0.0082(3) 0.021(2) Uani 1 1 d . . .
H8A H -1.7212 1.1896 -0.0170 0.026 Uiso 1 1 calc R . .
H8B H -1.9082 1.1040 0.0086 0.026 Uiso 1 1 calc R . .
C9 C -1.7093(15) 1.1926(8) 0.0498(3) 0.020(2) Uani 1 1 d . . .
H9A H -1.6324 1.2728 0.0488 0.024 Uiso 1 1 calc R . .
H9B H -1.8260 1.1925 0.0749 0.024 Uiso 1 1 calc R . .
C10 C -1.5289(15) 1.0867(8) 0.0563(3) 0.019(2) Uani 1 1 d . . .
H10A H -1.4105 1.0876 0.0315 0.023 Uiso 1 1 calc R . .
H10B H -1.6051 1.0063 0.0569 0.023 Uiso 1 1 calc R . .
C11 C -1.4065(16) 1.0931(8) 0.0979(3) 0.020(2) Uani 1 1 d . . .
H11A H -1.3368 1.1752 0.0981 0.024 Uiso 1 1 calc R . .
H11B H -1.5238 1.0880 0.1229 0.024 Uiso 1 1 calc R . .
C12 C -1.2164(16) 0.9895(8) 0.1033(3) 0.021(2) Uani 1 1 d . . .
H12A H -1.0988 0.9952 0.0784 0.025 Uiso 1 1 calc R . .
H12B H -1.2862 0.9075 0.1028 0.025 Uiso 1 1 calc R . .
C13 C -1.0928(16) 0.9937(8) 0.1452(3) 0.021(2) Uani 1 1 d . . .
H13A H -1.0245 1.0760 0.1458 0.026 Uiso 1 1 calc R . .
H13B H -1.2103 0.9872 0.1701 0.026 Uiso 1 1 calc R . .
C14 C -0.9025(16) 0.8920(9) 0.1506(3) 0.025(2) Uani 1 1 d . . .
H14A H -0.7840 0.8981 0.1259 0.030 Uiso 1 1 calc R . .
H14B H -0.9699 0.8093 0.1503 0.030 Uiso 1 1 calc R . .
C15 C -0.7829(15) 0.9004(8) 0.1931(3) 0.022(2) Uani 1 1 d . . .
H15A H -0.7098 0.9816 0.1927 0.026 Uiso 1 1 calc R . .
H15B H -0.9030 0.8985 0.2177 0.026 Uiso 1 1 calc R . .
C16 C -0.5981(16) 0.7951(8) 0.2001(3) 0.024(2) Uani 1 1 d . . .
H16A H -0.6700 0.7138 0.1994 0.029 Uiso 1 1 calc R . .
H16B H -0.4750 0.7989 0.1760 0.029 Uiso 1 1 calc R . .
C17 C -0.4877(16) 0.8009(8) 0.2422(3) 0.027(2) Uani 1 1 d . . .
H17A H -0.6076 0.7871 0.2663 0.032 Uiso 1 1 calc R . .
H17B H -0.4328 0.8859 0.2444 0.032 Uiso 1 1 calc R . .
C18 C -0.2839(15) 0.7054(8) 0.2473(3) 0.020(2) Uani 1 1 d . . .
H18A H -0.3344 0.6205 0.2432 0.024 Uiso 1 1 calc R . .
H18B H -0.1571 0.7231 0.2248 0.024 Uiso 1 1 calc R . .
N19 N -0.1947(12) 0.7100(7) 0.2911(2) 0.0217(18) Uani 1 1 d . . .
H19A H -0.1773 0.7910 0.2971 0.033 Uiso 1 1 calc R . .
H19B H -0.0544 0.6657 0.2917 0.033 Uiso 1 1 calc R . .
H19C H -0.2982 0.6759 0.3113 0.033 Uiso 1 1 calc R . .
N20 N 0.0783(15) 0.1075(7) 0.4591(3) 0.038(2) Uani 1 1 d . . .
H20A H -0.0647 0.0966 0.4702 0.045 Uiso 1 1 calc R . .
H20B H 0.1901 0.0488 0.4629 0.045 Uiso 1 1 calc R . .
C21 C 0.1262(17) 0.2147(9) 0.4362(3) 0.027(2) Uani 1 1 d . . .
C22 C -0.0477(16) 0.3109(9) 0.4294(3) 0.026(2) Uani 1 1 d . . .
H22 H -0.2011 0.3024 0.4424 0.031 Uiso 1 1 calc R . .
C23 C -0.0009(15) 0.4149(9) 0.4048(3) 0.024(2) Uani 1 1 d . . .
H23 H -0.1219 0.4782 0.4007 0.029 Uiso 1 1 calc R . .
C24 C 0.2199(15) 0.4310(8) 0.3854(3) 0.019(2) Uani 1 1 d . . .
C25 C 0.3942(15) 0.3386(8) 0.3920(3) 0.021(2) Uani 1 1 d . . .
H25 H 0.5476 0.3492 0.3793 0.025 Uiso 1 1 calc R . .
C26 C 0.3493(17) 0.2319(8) 0.4166(3) 0.024(2) Uani 1 1 d . . .
H26 H 0.4711 0.1689 0.4204 0.029 Uiso 1 1 calc R . .
N27 N 0.1876(13) 0.5489(6) 0.3065(2) 0.0217(18) Uani 1 1 d . . .
C28 C 0.2825(15) 0.4559(8) 0.2816(3) 0.020(2) Uani 1 1 d . . .
N29 N 0.1461(14) 0.4136(8) 0.2543(3) 0.032(2) Uani 1 1 d . . .
C30 C 0.4988(17) 0.3125(9) 0.2458(3) 0.029(2) Uani 1 1 d . . .
C31 C 0.5093(15) 0.3940(8) 0.2772(3) 0.018(2) Uani 1 1 d . . .
H31 H 0.6396 0.4072 0.2930 0.022 Uiso 1 1 calc R . .
C32 C 0.6702(19) 0.2207(9) 0.2250(3) 0.036(3) Uani 1 1 d . . .
H32A H 0.6796 0.1433 0.2432 0.054 Uiso 1 1 calc R . .
H32B H 0.8239 0.2557 0.2213 0.054 Uiso 1 1 calc R . .
H32C H 0.6204 0.2023 0.1966 0.054 Uiso 1 1 calc R . .
C33 C 0.996(2) 0.1763(10) 0.3222(4) 0.057(4) Uani 1 1 d . . .
H33A H 1.0777 0.1746 0.2934 0.086 Uiso 1 1 calc R . .
H33B H 1.0913 0.2159 0.3419 0.086 Uiso 1 1 calc R . .
H33C H 0.8457 0.2242 0.3207 0.086 Uiso 1 1 calc R . .
C34 C 1.241(2) -0.0299(9) 0.3463(4) 0.046(3) Uani 1 1 d . . .
H34A H 1.2480 -0.1189 0.3555 0.068 Uiso 1 1 calc R . .
H34B H 1.3083 0.0180 0.3679 0.068 Uiso 1 1 calc R . .
H34C H 1.3304 -0.0190 0.3184 0.068 Uiso 1 1 calc R . .
C35 C 0.745(3) -0.1849(14) 0.4379(6) 0.092(6) Uani 1 1 d . . .
H35A H 0.7787 -0.0962 0.4360 0.138 Uiso 1 1 calc R . .
H35B H 0.7976 -0.2232 0.4105 0.138 Uiso 1 1 calc R . .
H35C H 0.8274 -0.2280 0.4614 0.138 Uiso 1 1 calc R . .
C36 C 0.452(3) -0.3589(11) 0.4639(4) 0.064(4) Uani 1 1 d . . .
H36A H 0.5328 -0.3728 0.4906 0.096 Uiso 1 1 calc R . .
H36B H 0.5362 -0.4073 0.4410 0.096 Uiso 1 1 calc R . .
H36C H 0.2927 -0.3859 0.4689 0.096 Uiso 1 1 calc R . .


_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 O1 1.444(6) . ?
S1 O2 1.454(6) . ?
S1 N27 1.578(8) . ?
S1 C24 1.762(9) . ?
C1 C2 1.512(13) . ?
S2 O4 1.514(8) . ?
S2 C33 1.737(11) . ?
S2 C34 1.756(12) . ?
C2 C3 1.519(13) . ?
S3 O5 1.518(8) . ?
S3 C35 1.755(15) . ?
S3 C36 1.762(12) . ?
O3 C30 1.349(12) . ?
O3 N29 1.427(10) . ?
C3 C4 1.516(12) . ?
C4 C5 1.519(12) . ?
C5 C6 1.540(12) . ?
C6 C7 1.515(12) . ?
C7 C8 1.486(12) . ?
C8 C9 1.542(12) . ?
C9 C10 1.502(12) . ?
C10 C11 1.524(12) . ?
C11 C12 1.518(12) . ?
C12 C13 1.533(12) . ?
C13 C14 1.505(12) . ?
C14 C15 1.543(13) . ?
C15 C16 1.517(12) . ?
C16 C17 1.504(13) . ?
C17 C18 1.516(12) . ?
C18 N19 1.497(11) . ?
N20 C21 1.352(11) . ?
C21 C22 1.407(13) . ?
C21 C26 1.397(13) . ?
C22 C23 1.349(13) . ?
C23 C24 1.381(12) . ?
C24 C25 1.380(12) . ?
C25 C26 1.370(12) . ?
N27 C28 1.352(11) . ?
C28 N29 1.315(12) . ?
C28 C31 1.424(12) . ?
C30 C31 1.347(13) . ?
C30 C32 1.482(13) . ?

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
O1 S1 O2 115.5(4) . . ?
O1 S1 N27 106.2(4) . . ?
O2 S1 N27 113.8(4) . . ?
O1 S1 C24 107.5(4) . . ?
O2 S1 C24 105.0(4) . . ?
N27 S1 C24 108.5(4) . . ?
O4 S2 C33 105.6(5) . . ?
O4 S2 C34 106.8(5) . . ?
C33 S2 C34 98.5(6) . . ?
C3 C2 C1 112.7(8) . . ?
O5 S3 C35 106.3(6) . . ?
O5 S3 C36 107.6(6) . . ?
C35 S3 C36 97.7(7) . . ?
C30 O3 N29 107.5(7) . . ?
C2 C3 C4 113.8(8) . . ?
C3 C4 C5 113.8(7) . . ?
C4 C5 C6 114.5(7) . . ?
C7 C6 C5 114.1(7) . . ?
C8 C7 C6 113.0(8) . . ?
C7 C8 C9 113.8(7) . . ?
C10 C9 C8 113.8(7) . . ?
C9 C10 C11 113.4(7) . . ?
C12 C11 C10 113.2(7) . . ?
C11 C12 C13 114.0(7) . . ?
C14 C13 C12 114.4(7) . . ?
C13 C14 C15 112.4(8) . . ?
C16 C15 C14 113.1(7) . . ?
C17 C16 C15 113.0(8) . . ?
C16 C17 C18 113.5(8) . . ?
N19 C18 C17 110.6(7) . . ?
N20 C21 C22 121.7(9) . . ?
N20 C21 C26 121.0(9) . . ?
C22 C21 C26 117.2(8) . . ?
C23 C22 C21 121.3(9) . . ?
C22 C23 C24 121.1(8) . . ?
C25 C24 C23 118.7(8) . . ?
C25 C24 S1 121.3(7) . . ?
C23 C24 S1 120.1(7) . . ?
C26 C25 C24 121.0(8) . . ?
C25 C26 C21 120.7(8) . . ?
C28 N27 S1 121.0(6) . . ?
N29 C28 N27 116.2(8) . . ?
N29 C28 C31 110.7(8) . . ?
N27 C28 C31 133.1(8) . . ?
C28 N29 O3 106.2(7) . . ?
C31 C30 O3 110.6(8) . . ?
C31 C30 C32 133.8(9) . . ?
O3 C30 C32 115.7(9) . . ?
C30 C31 C28 105.1(8) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        23.37
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.667
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.113
_exptl_crystal_recrystallization_method gel
