# Electronic Supplementary Material (ESI) for Nanoscale.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1424268'
_audit_update_record             
;
2015-09-14 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H7 N O3 S'
_chemical_formula_weight         197.21

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                   8.082(4)
_cell_length_b                   11.900(6)
_cell_length_c                   18.387(9)
_cell_angle_alpha                96.689(7)
_cell_angle_beta                 97.921(8)
_cell_angle_gamma                102.152(8)
_cell_volume                     1692.8(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.300
_exptl_absorpt_correction_T_max  0.515
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14059
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.13
_diffrn_reflns_theta_max         24.94
_reflns_number_total             5784
_reflns_number_gt                3792
_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)+(0.0486P)²+0.6166P] 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         5784
_refine_ls_number_parameters     473
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1128
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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 0.20043(11) 0.50927(7) 0.44315(4) 0.0563(3) Uani 1 1 d . . .
S2 S 0.90374(11) 0.65636(7) 0.93236(4) 0.0569(3) Uani 1 1 d . . .
S3 S 0.79267(12) 0.22265(8) 0.36378(5) 0.0703(3) Uani 1 1 d . . .
S4 S 0.84532(14) 0.96701(8) 1.13802(5) 0.0769(3) Uani 1 1 d . . .
N1 N 0.2459(3) 0.65494(17) 0.35010(11) 0.0352(5) Uani 1 1 d . . .
N2 N 0.6664(3) 0.55489(18) 0.82094(12) 0.0371(5) Uani 1 1 d . . .
N3 N 0.7576(3) 0.06511(18) 0.44940(12) 0.0363(5) Uani 1 1 d . . .
N4 N 0.6515(3) 0.84502(18) 1.01945(12) 0.0389(6) Uani 1 1 d . . .
O1 O 0.3235(3) 0.80580(16) 0.28906(11) 0.0565(6) Uani 1 1 d . . .
O2 O 0.4471(3) 0.43873(17) 0.73866(11) 0.0566(6) Uani 1 1 d . . .
O3 O 0.6772(2) -0.08736(15) 0.51029(10) 0.0479(5) Uani 1 1 d . . .
O4 O 0.4716(3) 0.70985(17) 0.93119(12) 0.0638(7) Uani 1 1 d . . .
O5 O -0.1943(3) 0.53608(17) 0.12123(11) 0.0522(5) Uani 1 1 d . . .
O6 O -0.2390(3) 0.38452(16) 0.18357(11) 0.0519(5) Uani 1 1 d . . .
H6 H -0.3106 0.3548 0.1466 0.078 Uiso 1 1 calc R . .
O7 O 0.8697(4) 0.8914(2) 0.69549(13) 0.0940(10) Uani 1 1 d . . .
O8 O 0.6624(3) 0.77696(18) 0.61149(12) 0.0634(6) Uani 1 1 d . . .
H8 H 0.6870 0.8292 0.5867 0.095 Uiso 1 1 calc R . .
O9 O 1.2217(3) 0.34004(17) 0.62362(11) 0.0535(6) Uani 1 1 d . . .
H9 H 1.2943 0.3689 0.6605 0.080 Uiso 1 1 calc R . .
O10 O 1.1791(3) 0.18760(19) 0.68400(12) 0.0703(7) Uani 1 1 d . . .
O11 O 0.6560(3) 1.05554(19) 0.80602(12) 0.0726(7) Uani 1 1 d . . .
H11 H 0.6705 1.1088 0.7813 0.109 Uiso 1 1 calc R . .
O12 O 0.7850(4) 1.19605(19) 0.89883(13) 0.0841(8) Uani 1 1 d . . .
C1 C 0.4023(4) 0.6150(3) 0.46073(18) 0.0614(10) Uani 1 1 d . . .
H1A H 0.4307 0.6484 0.5128 0.074 Uiso 1 1 calc R . .
H1B H 0.4933 0.5787 0.4479 0.074 Uiso 1 1 calc R . .
C2 C 0.3825(4) 0.7082(2) 0.41324(15) 0.0431(7) Uani 1 1 d . . .
H2A H 0.3522 0.7726 0.4416 0.052 Uiso 1 1 calc R . .
H2B H 0.4892 0.7373 0.3959 0.052 Uiso 1 1 calc R . .
C3 C 0.2227(4) 0.7102(2) 0.28875(15) 0.0396(7) Uani 1 1 d . . .
C4 C 0.0855(3) 0.6505(2) 0.23155(15) 0.0404(7) Uani 1 1 d . . .
H4 H 0.0650 0.6831 0.1886 0.049 Uiso 1 1 calc R . .
C5 C -0.0166(3) 0.5471(2) 0.23796(14) 0.0351(6) Uani 1 1 d . . .
C6 C -0.1598(3) 0.4893(2) 0.17457(16) 0.0396(7) Uani 1 1 d . . .
C7 C 0.0114(3) 0.4948(2) 0.30194(15) 0.0409(7) Uani 1 1 d . . .
H7 H -0.0578 0.4237 0.3063 0.049 Uiso 1 1 calc R . .
C8 C 0.1423(3) 0.5509(2) 0.35721(15) 0.0374(7) Uani 1 1 d . . .
C9 C 0.7987(4) 0.5076(3) 0.93496(17) 0.0615(9) Uani 1 1 d . . .
H9A H 0.8745 0.4566 0.9246 0.074 Uiso 1 1 calc R . .
H9B H 0.7688 0.4995 0.9837 0.074 Uiso 1 1 calc R . .
C10 C 0.6389(4) 0.4762(2) 0.87674(15) 0.0474(8) Uani 1 1 d . . .
H10A H 0.6192 0.3959 0.8537 0.057 Uiso 1 1 calc R . .
H10B H 0.5398 0.4858 0.8990 0.057 Uiso 1 1 calc R . .
C11 C 0.5586(4) 0.5315(2) 0.75274(15) 0.0398(7) Uani 1 1 d . . .
C12 C 0.5908(4) 0.6180(2) 0.70616(15) 0.0414(7) Uani 1 1 d . . .
H12 H 0.5214 0.6084 0.6601 0.050 Uiso 1 1 calc R . .
C13 C 0.7210(3) 0.7150(2) 0.72737(15) 0.0381(7) Uani 1 1 d . . .
C14 C 0.8268(4) 0.7335(2) 0.79696(15) 0.0437(7) Uani 1 1 d . . .
H14 H 0.9159 0.7994 0.8114 0.052 Uiso 1 1 calc R . .
C15 C 0.7951(3) 0.6520(2) 0.84294(15) 0.0384(7) Uani 1 1 d . . .
C16 C 0.7586(4) 0.8047(3) 0.67695(17) 0.0474(8) Uani 1 1 d . . .
C17 C 0.6781(5) 0.0776(3) 0.32144(17) 0.0668(10) Uani 1 1 d . . .
H17A H 0.5783 0.0801 0.2863 0.080 Uiso 1 1 calc R . .
H17B H 0.7517 0.0385 0.2955 0.080 Uiso 1 1 calc R . .
C18 C 0.6242(4) 0.0149(2) 0.38430(15) 0.0465(8) Uani 1 1 d . . .
H18A H 0.5135 0.0265 0.3939 0.056 Uiso 1 1 calc R . .
H18B H 0.6160 -0.0678 0.3721 0.056 Uiso 1 1 calc R . .
C19 C 0.7752(3) 0.0097(2) 0.51137(14) 0.0366(7) Uani 1 1 d . . .
C20 C 0.9054(3) 0.0709(2) 0.57116(15) 0.0398(7) Uani 1 1 d . . .
H20 H 0.9227 0.0382 0.6143 0.048 Uiso 1 1 calc R . .
C21 C 1.0054(3) 0.1765(2) 0.56674(14) 0.0364(7) Uani 1 1 d . . .
C22 C 1.1443(4) 0.2344(2) 0.63152(16) 0.0429(7) Uani 1 1 d . . .
C23 C 0.9813(4) 0.2301(2) 0.50317(15) 0.0443(7) Uani 1 1 d . . .
H23 H 1.0488 0.3026 0.5004 0.053 Uiso 1 1 calc R . .
C24 C 0.8562(4) 0.1726(2) 0.44588(15) 0.0416(7) Uani 1 1 d . . .
C25 C 0.7619(7) 0.8194(3) 1.1406(2) 0.128(2) Uani 1 1 d . . .
H25A H 0.8554 0.7800 1.1460 0.153 Uiso 1 1 calc R . .
H25B H 0.7053 0.8119 1.1836 0.153 Uiso 1 1 calc R . .
C26 C 0.6408(4) 0.7640(3) 1.07433(16) 0.0542(9) Uani 1 1 d . . .
H26A H 0.5254 0.7458 1.0858 0.065 Uiso 1 1 calc R . .
H26B H 0.6684 0.6923 1.0546 0.065 Uiso 1 1 calc R . .
C27 C 0.5631(4) 0.8107(2) 0.94812(15) 0.0422(7) Uani 1 1 d . . .
C28 C 0.5873(4) 0.8967(2) 0.90060(15) 0.0438(7) Uani 1 1 d . . .
H28 H 0.5323 0.8790 0.8514 0.053 Uiso 1 1 calc R . .
C29 C 0.6896(4) 1.0047(2) 0.92584(15) 0.0411(7) Uani 1 1 d . . .
C30 C 0.7725(4) 1.0351(2) 0.99930(16) 0.0513(8) Uani 1 1 d . . .
H30 H 0.8395 1.1096 1.0166 0.062 Uiso 1 1 calc R . .
C31 C 0.7529(4) 0.9529(2) 1.04517(15) 0.0441(7) Uani 1 1 d . . .
C32 C 0.7147(4) 1.0958(3) 0.87528(18) 0.0501(8) Uani 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 C8 1.743(3) . ?
S1 C1 1.801(3) . ?
S2 C15 1.744(3) . ?
S2 C9 1.804(3) . ?
S3 C24 1.738(3) . ?
S3 C17 1.805(3) . ?
S4 C31 1.741(3) . ?
S4 C25 1.753(4) . ?
N1 C8 1.372(3) . ?
N1 C3 1.381(3) . ?
N1 C2 1.466(3) . ?
N2 C15 1.360(3) . ?
N2 C11 1.387(3) . ?
N2 C10 1.476(3) . ?
N3 C24 1.371(3) . ?
N3 C19 1.387(3) . ?
N3 C18 1.469(3) . ?
N4 C31 1.361(3) . ?
N4 C27 1.375(3) . ?
N4 C26 1.473(3) . ?
O1 C3 1.251(3) . ?
O2 C11 1.245(3) . ?
O3 C19 1.252(3) . ?
O4 C27 1.249(3) . ?
O5 C6 1.211(3) . ?
O6 C6 1.316(3) . ?
O7 C16 1.196(3) . ?
O8 C16 1.305(3) . ?
O9 C22 1.316(3) . ?
O10 C22 1.198(3) . ?
O11 C32 1.293(4) . ?
O12 C32 1.208(4) . ?
C1 C2 1.510(4) . ?
C3 C4 1.419(4) . ?
C4 C5 1.358(3) . ?
C5 C7 1.407(3) . ?
C5 C6 1.509(4) . ?
C7 C8 1.359(4) . ?
C9 C10 1.509(4) . ?
C11 C12 1.419(4) . ?
C12 C13 1.365(4) . ?
C13 C14 1.404(4) . ?
C13 C16 1.505(4) . ?
C14 C15 1.366(3) . ?
C17 C18 1.511(4) . ?
C19 C20 1.421(4) . ?
C20 C21 1.361(4) . ?
C21 C23 1.405(3) . ?
C21 C22 1.506(4) . ?
C23 C24 1.359(4) . ?
C25 C26 1.446(4) . ?
C27 C28 1.421(4) . ?
C28 C29 1.363(4) . ?
C29 C30 1.392(4) . ?
C29 C32 1.509(4) . ?
C30 C31 1.362(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
C8 S1 C1 92.02(13) . . ?
C15 S2 C9 91.89(13) . . ?
C24 S3 C17 90.99(14) . . ?
C31 S4 C25 91.61(15) . . ?
C8 N1 C3 123.2(2) . . ?
C8 N1 C2 116.1(2) . . ?
C3 N1 C2 120.6(2) . . ?
C15 N2 C11 123.9(2) . . ?
C15 N2 C10 115.6(2) . . ?
C11 N2 C10 120.4(2) . . ?
C24 N3 C19 122.8(2) . . ?
C24 N3 C18 115.3(2) . . ?
C19 N3 C18 121.9(2) . . ?
C31 N4 C27 124.2(2) . . ?
C31 N4 C26 115.0(2) . . ?
C27 N4 C26 120.8(2) . . ?
C2 C1 S1 107.2(2) . . ?
N1 C2 C1 107.1(2) . . ?
O1 C3 N1 117.5(2) . . ?
O1 C3 C4 127.1(2) . . ?
N1 C3 C4 115.4(2) . . ?
C5 C4 C3 121.7(2) . . ?
C4 C5 C7 120.7(3) . . ?
C4 C5 C6 118.4(2) . . ?
C7 C5 C6 120.9(2) . . ?
O5 C6 O6 124.8(3) . . ?
O5 C6 C5 122.2(2) . . ?
O6 C6 C5 113.0(2) . . ?
C8 C7 C5 118.3(2) . . ?
C7 C8 N1 120.7(2) . . ?
C7 C8 S1 127.92(19) . . ?
N1 C8 S1 111.4(2) . . ?
C10 C9 S2 107.63(19) . . ?
N2 C10 C9 107.1(2) . . ?
O2 C11 N2 117.8(2) . . ?
O2 C11 C12 127.3(3) . . ?
N2 C11 C12 114.9(2) . . ?
C13 C12 C11 121.6(3) . . ?
C12 C13 C14 120.9(2) . . ?
C12 C13 C16 121.6(3) . . ?
C14 C13 C16 117.6(2) . . ?
C15 C14 C13 118.1(2) . . ?
N2 C15 C14 120.6(2) . . ?
N2 C15 S2 112.41(18) . . ?
C14 C15 S2 127.0(2) . . ?
O7 C16 O8 124.1(3) . . ?
O7 C16 C13 122.2(3) . . ?
O8 C16 C13 113.6(2) . . ?
C18 C17 S3 106.0(2) . . ?
N3 C18 C17 106.1(2) . . ?
O3 C19 N3 118.5(2) . . ?
O3 C19 C20 126.1(2) . . ?
N3 C19 C20 115.5(2) . . ?
C21 C20 C19 121.5(2) . . ?
C20 C21 C23 121.1(3) . . ?
C20 C21 C22 118.3(2) . . ?
C23 C21 C22 120.6(2) . . ?
O10 C22 O9 124.5(3) . . ?
O10 C22 C21 122.8(3) . . ?
O9 C22 C21 112.7(2) . . ?
C24 C23 C21 117.9(2) . . ?
C23 C24 N3 121.3(2) . . ?
C23 C24 S3 127.0(2) . . ?
N3 C24 S3 111.7(2) . . ?
C26 C25 S4 112.0(2) . . ?
C25 C26 N4 108.0(3) . . ?
O4 C27 N4 118.5(2) . . ?
O4 C27 C28 126.6(3) . . ?
N4 C27 C28 114.9(2) . . ?
C29 C28 C27 121.2(3) . . ?
C28 C29 C30 121.2(2) . . ?
C28 C29 C32 121.0(3) . . ?
C30 C29 C32 117.8(2) . . ?
C31 C30 C29 118.3(3) . . ?
N4 C31 C30 120.2(3) . . ?
N4 C31 S4 112.26(19) . . ?
C30 C31 S4 127.6(2) . . ?
O12 C32 O11 124.6(3) . . ?
O12 C32 C29 121.8(3) . . ?
O11 C32 C29 113.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        24.94
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1424269'
_audit_update_record             
;
2015-09-14 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H7 N O5 S'
_chemical_formula_weight         241.22

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'

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

_cell_length_a                   11.021(5)
_cell_length_b                   9.374(4)
_cell_length_c                   18.596(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1921.2(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.300
_exptl_absorpt_correction_T_max  0.515
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8427
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0118
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         24.89
_reflns_number_total             1639
_reflns_number_gt                1527
_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)+(0.0357P)²+1.1193P] 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         1639
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0748
_refine_ls_wR_factor_gt          0.0728
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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 0.27084(4) 1.12816(5) 0.65281(2) 0.03209(15) Uani 1 1 d . . .
N1 N 0.06507(11) 0.99846(13) 0.63458(6) 0.0227(3) Uani 1 1 d . . .
O1 O 0.07163(12) 1.03359(13) 0.82703(6) 0.0384(3) Uani 1 1 d . . .
H1 H 0.0847 0.9760 0.8593 0.058 Uiso 1 1 calc R . .
O2 O 0.11215(12) 0.84780(12) 0.75539(7) 0.0369(3) Uani 1 1 d . . .
O3 O -0.12158(10) 0.89786(13) 0.64320(6) 0.0311(3) Uani 1 1 d . . .
O4 O 0.08627(12) 0.65073(15) 0.43522(7) 0.0490(4) Uani 1 1 d . . .
O5 O 0.25210(12) 0.78484(15) 0.42147(7) 0.0434(3) Uani 1 1 d . . .
H5 H 0.2777 0.7165 0.3985 0.065 Uiso 1 1 calc R . .
C1 C 0.13916(15) 1.19892(17) 0.69974(9) 0.0302(4) Uani 1 1 d . . .
H1A H 0.1610 1.2314 0.7475 0.036 Uiso 1 1 calc R . .
H1B H 0.1037 1.2778 0.6733 0.036 Uiso 1 1 calc R . .
C2 C 0.05150(14) 1.07337(16) 0.70357(8) 0.0226(3) Uani 1 1 d . . .
H2 H -0.0319 1.1080 0.7090 0.027 Uiso 1 1 calc R . .
C3 C -0.02277(14) 0.90638(16) 0.60943(8) 0.0240(3) Uani 1 1 d . . .
C4 C 0.00884(14) 0.82866(17) 0.54644(8) 0.0267(4) Uani 1 1 d . . .
H4 H -0.0469 0.7655 0.5265 0.032 Uiso 1 1 calc R . .
C5 C 0.11971(14) 0.84530(17) 0.51479(8) 0.0257(3) Uani 1 1 d . . .
C6 C 0.15095(15) 0.75077(19) 0.45196(8) 0.0292(4) Uani 1 1 d . . .
C7 C 0.20655(15) 0.94106(18) 0.54249(8) 0.0284(4) Uani 1 1 d . . .
H7 H 0.2810 0.9541 0.5199 0.034 Uiso 1 1 calc R . .
C8 C 0.17748(14) 1.01374(16) 0.60354(8) 0.0249(3) Uani 1 1 d . . .
C9 C 0.08248(13) 0.96984(17) 0.76439(8) 0.0244(3) Uani 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 C8 1.7461(16) . ?
S1 C1 1.8186(17) . ?
N1 C8 1.374(2) . ?
N1 C3 1.379(2) . ?
N1 C2 1.4702(19) . ?
O1 C9 1.315(2) . ?
O2 C9 1.202(2) . ?
O3 C3 1.2596(19) . ?
O4 C6 1.218(2) . ?
O5 C6 1.291(2) . ?
C1 C2 1.524(2) . ?
C2 C9 1.529(2) . ?
C3 C4 1.423(2) . ?
C4 C5 1.365(2) . ?
C5 C7 1.410(2) . ?
C5 C6 1.506(2) . ?
C7 C8 1.362(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
C8 S1 C1 90.33(8) . . ?
C8 N1 C3 123.76(13) . . ?
C8 N1 C2 114.11(12) . . ?
C3 N1 C2 121.57(12) . . ?
C2 C1 S1 104.27(11) . . ?
N1 C2 C1 105.27(12) . . ?
N1 C2 C9 108.64(12) . . ?
C1 C2 C9 112.53(13) . . ?
O3 C3 N1 118.53(13) . . ?
O3 C3 C4 126.14(14) . . ?
N1 C3 C4 115.34(14) . . ?
C5 C4 C3 121.04(15) . . ?
C4 C5 C7 121.52(14) . . ?
C4 C5 C6 118.15(14) . . ?
C7 C5 C6 120.20(14) . . ?
O4 C6 O5 125.68(15) . . ?
O4 C6 C5 121.16(15) . . ?
O5 C6 C5 113.11(15) . . ?
C8 C7 C5 117.61(15) . . ?
C7 C8 N1 120.66(15) . . ?
C7 C8 S1 127.31(13) . . ?
N1 C8 S1 112.01(11) . . ?
O2 C9 O1 125.52(15) . . ?
O2 C9 C2 124.20(14) . . ?
O1 C9 C2 110.28(13) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        24.89
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.046
