# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_tri

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H30 N3 O3 S2'
_chemical_formula_weight         580.72

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                   7.8264(16)
_cell_length_b                   11.561(2)
_cell_length_c                   16.718(3)
_cell_angle_alpha                96.36(3)
_cell_angle_beta                 95.09(3)
_cell_angle_gamma                102.82(3)
_cell_volume                     1455.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(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          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             610
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5493
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  ?
_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            12592
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.09
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5699
_reflns_number_gt                4342
_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)+(0.2000P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5699
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.2362
_refine_ls_wR_factor_gt          0.1727
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_restrained_S_all      0.970
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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 -0.00200(8) 0.12370(5) 0.22411(4) 0.0282(2) Uani 1 1 d . . .
O1 O -0.1497(2) 0.03871(17) 0.17851(12) 0.0375(5) Uani 1 1 d . . .
N3 N 0.0598(3) 0.34150(18) 0.28286(12) 0.0254(5) Uani 1 1 d . . .
N2 N -0.0609(3) 0.24892(18) 0.22945(13) 0.0280(5) Uani 1 1 d . . .
N1 N 0.3481(3) 0.61693(19) 0.44837(13) 0.0298(5) Uani 1 1 d . . .
O2 O 0.0662(3) 0.09715(17) 0.30183(11) 0.0365(5) Uani 1 1 d . . .
C9 C 0.1495(3) 0.4401(2) 0.25088(15) 0.0257(5) Uani 1 1 d . . .
C12 C 0.1770(3) 0.1341(2) 0.16496(16) 0.0266(5) Uani 1 1 d . . .
C11 C 0.2599(3) 0.5336(2) 0.38534(15) 0.0260(5) Uani 1 1 d . . .
C8 C 0.0639(3) 0.3387(2) 0.36349(15) 0.0274(6) Uani 1 1 d . . .
H8A H -0.0039 0.2734 0.3829 0.033 Uiso 1 1 calc R . .
C7 C 0.1676(3) 0.4316(2) 0.41705(16) 0.0271(5) Uani 1 1 d . . .
C20 C 0.0012(4) 0.4993(2) 0.12630(15) 0.0292(6) Uani 1 1 d . . .
C6 C 0.2026(3) 0.4572(2) 0.50445(16) 0.0279(6) Uani 1 1 d . . .
C16 C 0.4890(4) 0.1757(2) 0.15470(17) 0.0326(6) Uani 1 1 d . . .
H16A H 0.6046 0.1963 0.1797 0.039 Uiso 1 1 calc R . .
C19 C 0.1349(3) 0.4361(2) 0.15976(15) 0.0279(6) Uani 1 1 d . . .
H19A H 0.2494 0.4723 0.1446 0.034 Uiso 1 1 calc R . .
H19B H 0.1032 0.3531 0.1351 0.034 Uiso 1 1 calc R . .
C5 C 0.1469(3) 0.3954(2) 0.56829(16) 0.0314(6) Uani 1 1 d . . .
H5A H 0.0713 0.3197 0.5585 0.038 Uiso 1 1 calc R . .
C10 C 0.2472(3) 0.5397(2) 0.30230(15) 0.0256(6) Uani 1 1 d . . .
C26 C 0.3265(3) 0.6531(2) 0.27053(15) 0.0281(6) Uani 1 1 d . . .
C14 C 0.2818(4) 0.1230(2) 0.03449(17) 0.0328(6) Uani 1 1 d . . .
H14A H 0.2587 0.1087 -0.0217 0.039 Uiso 1 1 calc R . .
C17 C 0.3491(3) 0.1661(2) 0.20198(16) 0.0297(6) Uani 1 1 d . . .
H17A H 0.3716 0.1812 0.2582 0.036 Uiso 1 1 calc R . .
C1 C 0.3148(3) 0.5713(2) 0.52078(16) 0.0285(6) Uani 1 1 d . . .
C21 C 0.0539(4) 0.6044(3) 0.09126(17) 0.0384(7) Uani 1 1 d . . .
H21A H 0.1736 0.6374 0.0911 0.046 Uiso 1 1 calc R . .
C31 C 0.4851(4) 0.6692(3) 0.23636(18) 0.0352(6) Uani 1 1 d . . .
H31A H 0.5467 0.6090 0.2340 0.042 Uiso 1 1 calc R . .
C15 C 0.4568(3) 0.1547(2) 0.07088(16) 0.0297(6) Uani 1 1 d . . .
C13 C 0.1432(3) 0.1126(2) 0.08069(16) 0.0299(6) Uani 1 1 d . . .
H13A H 0.0276 0.0913 0.0558 0.036 Uiso 1 1 calc R . .
C4 C 0.2078(4) 0.4505(3) 0.64675(17) 0.0357(6) Uani 1 1 d . . .
H4A H 0.1720 0.4110 0.6901 0.043 Uiso 1 1 calc R . .
C2 C 0.3778(4) 0.6264(2) 0.59934(16) 0.0337(6) Uani 1 1 d . . .
H2C H 0.4543 0.7018 0.6094 0.040 Uiso 1 1 calc R . .
C3 C 0.3215(4) 0.5639(3) 0.66201(17) 0.0365(7) Uani 1 1 d . . .
H3A H 0.3604 0.5983 0.7153 0.044 Uiso 1 1 calc R . .
C25 C -0.1788(4) 0.4529(3) 0.12718(17) 0.0355(6) Uani 1 1 d . . .
H25A H -0.2167 0.3847 0.1516 0.043 Uiso 1 1 calc R . .
C18 C 0.6081(4) 0.1653(3) 0.0199(2) 0.0433(7) Uani 1 1 d . . .
H18A H 0.7179 0.1883 0.0546 0.065 Uiso 1 1 calc R . .
H18B H 0.6021 0.2248 -0.0154 0.065 Uiso 1 1 calc R . .
H18C H 0.6004 0.0896 -0.0120 0.065 Uiso 1 1 calc R . .
C27 C 0.2382(4) 0.7451(2) 0.27410(17) 0.0354(6) Uani 1 1 d . . .
H27A H 0.1336 0.7363 0.2977 0.042 Uiso 1 1 calc R . .
C29 C 0.4621(4) 0.8650(3) 0.20880(18) 0.0425(7) Uani 1 1 d . . .
H29A H 0.5069 0.9355 0.1881 0.051 Uiso 1 1 calc R . .
C22 C -0.0674(5) 0.6593(3) 0.05720(19) 0.0464(8) Uani 1 1 d . . .
H22A H -0.0294 0.7288 0.0342 0.056 Uiso 1 1 calc R . .
C30 C 0.5510(4) 0.7754(3) 0.20583(18) 0.0405(7) Uani 1 1 d . . .
H30A H 0.6567 0.7856 0.1831 0.049 Uiso 1 1 calc R . .
C28 C 0.3047(4) 0.8497(3) 0.24288(19) 0.0433(7) Uani 1 1 d . . .
H28A H 0.2435 0.9102 0.2448 0.052 Uiso 1 1 calc R . .
C24 C -0.3025(4) 0.5076(3) 0.09177(19) 0.0442(7) Uani 1 1 d . . .
H24A H -0.4224 0.4746 0.0913 0.053 Uiso 1 1 calc R . .
C23 C -0.2468(5) 0.6117(3) 0.05694(19) 0.0483(8) Uani 1 1 d . . .
H23A H -0.3290 0.6489 0.0337 0.058 Uiso 1 1 calc R . .
S1S S 0.26115(10) 0.08663(7) 0.51752(6) 0.0468(3) Uani 1 1 d . . .
O1S O 0.4423(3) 0.15607(18) 0.50836(16) 0.0530(6) Uani 1 1 d . . .
C1S C 0.2144(4) -0.0382(3) 0.4417(2) 0.0447(8) Uani 1 1 d . . .
H1SB H 0.1964 -0.0125 0.3896 0.067 Uiso 1 1 calc R . .
H1SC H 0.1097 -0.0939 0.4510 0.067 Uiso 1 1 calc R . .
H1SD H 0.3116 -0.0763 0.4431 0.067 Uiso 1 1 calc R . .
C2S C 0.2852(6) 0.0077(5) 0.6026(2) 0.0791(14) Uani 1 1 d . . .
H2SA H 0.3123 0.0634 0.6516 0.119 Uiso 1 1 calc R . .
H2SB H 0.3790 -0.0328 0.5970 0.119 Uiso 1 1 calc R . .
H2SC H 0.1771 -0.0499 0.6048 0.119 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 1.434(2) . ?
S1 O2 1.451(2) . ?
S1 N2 1.609(2) . ?
S1 C12 1.776(3) . ?
N3 C8 1.350(3) . ?
N3 C9 1.388(3) . ?
N3 N2 1.423(3) . ?
N1 C11 1.366(3) . ?
N1 C1 1.396(3) . ?
C9 C10 1.387(4) . ?
C9 C19 1.512(3) . ?
C12 C17 1.383(4) . ?
C12 C13 1.394(4) . ?
C11 C10 1.394(4) . ?
C11 C7 1.422(3) . ?
C8 C7 1.373(4) . ?
C7 C6 1.447(4) . ?
C20 C25 1.394(4) . ?
C20 C21 1.402(4) . ?
C20 C19 1.506(4) . ?
C6 C1 1.396(4) . ?
C6 C5 1.397(4) . ?
C16 C15 1.386(4) . ?
C16 C17 1.398(4) . ?
C5 C4 1.386(4) . ?
C10 C26 1.496(3) . ?
C26 C27 1.389(4) . ?
C26 C31 1.396(4) . ?
C14 C13 1.378(4) . ?
C14 C15 1.400(4) . ?
C1 C2 1.390(4) . ?
C21 C22 1.371(4) . ?
C31 C30 1.392(4) . ?
C15 C18 1.511(4) . ?
C4 C3 1.393(4) . ?
C2 C3 1.387(4) . ?
C25 C24 1.393(4) . ?
C27 C28 1.384(4) . ?
C29 C30 1.369(4) . ?
C29 C28 1.387(4) . ?
C22 C23 1.389(5) . ?
C24 C23 1.395(5) . ?
S1S O1S 1.496(2) . ?
S1S C1S 1.762(3) . ?
S1S C2S 1.791(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
O1 S1 O2 118.20(13) . . ?
O1 S1 N2 104.47(12) . . ?
O2 S1 N2 113.56(12) . . ?
O1 S1 C12 107.19(12) . . ?
O2 S1 C12 104.81(12) . . ?
N2 S1 C12 108.17(12) . . ?
C8 N3 C9 122.0(2) . . ?
C8 N3 N2 118.9(2) . . ?
C9 N3 N2 118.4(2) . . ?
N3 N2 S1 112.48(16) . . ?
C11 N1 C1 108.5(2) . . ?
C10 C9 N3 119.9(2) . . ?
C10 C9 C19 121.7(2) . . ?
N3 C9 C19 118.4(2) . . ?
C17 C12 C13 120.1(2) . . ?
C17 C12 S1 120.4(2) . . ?
C13 C12 S1 119.52(19) . . ?
N1 C11 C10 129.8(2) . . ?
N1 C11 C7 108.8(2) . . ?
C10 C11 C7 121.4(2) . . ?
N3 C8 C7 120.5(2) . . ?
C8 C7 C11 118.1(2) . . ?
C8 C7 C6 134.8(2) . . ?
C11 C7 C6 107.0(2) . . ?
C25 C20 C21 118.3(3) . . ?
C25 C20 C19 120.8(2) . . ?
C21 C20 C19 121.0(2) . . ?
C1 C6 C5 119.9(2) . . ?
C1 C6 C7 105.8(2) . . ?
C5 C6 C7 134.3(2) . . ?
C15 C16 C17 120.5(2) . . ?
C20 C19 C9 113.8(2) . . ?
C4 C5 C6 118.0(3) . . ?
C9 C10 C11 117.8(2) . . ?
C9 C10 C26 121.3(2) . . ?
C11 C10 C26 120.7(2) . . ?
C27 C26 C31 118.8(2) . . ?
C27 C26 C10 119.0(2) . . ?
C31 C26 C10 122.2(2) . . ?
C13 C14 C15 121.0(3) . . ?
C12 C17 C16 119.8(2) . . ?
C2 C1 N1 127.8(2) . . ?
C2 C1 C6 122.3(2) . . ?
N1 C1 C6 109.9(2) . . ?
C22 C21 C20 121.3(3) . . ?
C30 C31 C26 120.0(3) . . ?
C16 C15 C14 118.8(2) . . ?
C16 C15 C18 120.5(2) . . ?
C14 C15 C18 120.7(3) . . ?
C14 C13 C12 119.7(2) . . ?
C5 C4 C3 121.4(3) . . ?
C3 C2 C1 117.0(3) . . ?
C2 C3 C4 121.4(3) . . ?
C24 C25 C20 120.6(3) . . ?
C28 C27 C26 120.5(3) . . ?
C30 C29 C28 119.5(3) . . ?
C21 C22 C23 120.3(3) . . ?
C29 C30 C31 120.8(3) . . ?
C27 C28 C29 120.4(3) . . ?
C25 C24 C23 120.1(3) . . ?
C22 C23 C24 119.4(3) . . ?
O1S S1S C1S 105.88(15) . . ?
O1S S1S C2S 106.22(17) . . ?
C1S S1S C2S 97.3(2) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.643
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.076
_database_code_depnum_ccdc_archive 'CCDC 1000558'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_z0509

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H27 N3 O2 S'
_chemical_formula_weight         553.66

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           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   10.2471(5)
_cell_length_b                   15.4948(8)
_cell_length_c                   17.7996(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.211(5)
_cell_angle_gamma                90.00
_cell_volume                     2727.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5973
_cell_measurement_theta_min      3.7350
_cell_measurement_theta_max      28.3240

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77392
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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  ?
_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            14289
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         25.99
_reflns_number_total             5273
_reflns_number_gt                4207
_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)+(0.0494P)²+1.6302P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5273
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1175
_refine_ls_wR_factor_gt          0.1074
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.41091(4) 0.12958(3) 0.21750(3) 0.01712(14) Uani 1 1 d . . .
O1 O 0.53003(12) 0.16690(9) 0.20121(8) 0.0220(3) Uani 1 1 d . . .
N1 N -0.22344(15) 0.10019(11) 0.18067(9) 0.0190(4) Uani 1 1 d . . .
H1A H -0.2840 0.1223 0.2022 0.023 Uiso 1 1 calc R . .
N2 N 0.16476(14) 0.16618(11) 0.18883(9) 0.0156(3) Uani 1 1 d . . .
O2 O 0.38283(13) 0.03989(9) 0.19637(8) 0.0229(3) Uani 1 1 d . . .
N3 N 0.29183(14) 0.19465(11) 0.17867(9) 0.0170(4) Uani 1 1 d . . .
C3 C -0.35872(19) -0.08091(14) 0.04735(12) 0.0223(4) Uani 1 1 d . . .
H3B H -0.4381 -0.1137 0.0257 0.027 Uiso 1 1 calc R . .
C10 C -0.02921(18) 0.19951(13) 0.23501(11) 0.0168(4) Uani 1 1 d . . .
C20 C -0.28246(19) 0.36019(13) 0.27521(12) 0.0219(4) Uani 1 1 d . . .
H20A H -0.3515 0.3967 0.2456 0.026 Uiso 1 1 calc R . .
C19 C -0.25391(19) 0.35993(13) 0.35432(12) 0.0232(5) Uani 1 1 d . . .
H19A H -0.3016 0.3977 0.3797 0.028 Uiso 1 1 calc R . .
C7 C -0.02681(17) 0.07614(13) 0.14895(10) 0.0152(4) Uani 1 1 d . . .
C8 C 0.10301(17) 0.09741(13) 0.14782(10) 0.0158(4) Uani 1 1 d . . .
H8A H 0.1492 0.0638 0.1183 0.019 Uiso 1 1 calc R . .
C22 C 0.17914(18) 0.29567(13) 0.27216(11) 0.0190(4) Uani 1 1 d . . .
H22A H 0.2737 0.2783 0.2967 0.023 Uiso 1 1 calc R . .
H22B H 0.1387 0.3148 0.3141 0.023 Uiso 1 1 calc R . .
C29 C 0.43301(18) 0.13395(13) 0.31974(11) 0.0186(4) Uani 1 1 d . . .
C4 C -0.24018(19) -0.09990(14) 0.02497(11) 0.0208(4) Uani 1 1 d . . .
H4A H -0.2406 -0.1451 -0.0112 0.025 Uiso 1 1 calc R . .
C23 C 0.18018(19) 0.37140(13) 0.21812(12) 0.0203(4) Uani 1 1 d . . .
C5 C -0.12265(18) -0.05330(13) 0.05518(10) 0.0180(4) Uani 1 1 d . . .
H5B H -0.0424 -0.0661 0.0402 0.022 Uiso 1 1 calc R . .
C18 C -0.15362(18) 0.30385(13) 0.39952(11) 0.0199(4) Uani 1 1 d . . .
C13 C -0.07632(18) 0.25201(13) 0.36123(11) 0.0178(4) Uani 1 1 d . . .
C21 C -0.20901(18) 0.30581(13) 0.23714(11) 0.0196(4) Uani 1 1 d . . .
H21A H -0.2320 0.3047 0.1819 0.023 Uiso 1 1 calc R . .
C11 C -0.09402(17) 0.12861(13) 0.19223(11) 0.0158(4) Uani 1 1 d . . .
C30 C 0.35404(19) 0.08404(14) 0.35559(12) 0.0232(5) Uani 1 1 d . . .
H30A H 0.2917 0.0434 0.3262 0.028 Uiso 1 1 calc R . .
C34 C 0.52544(19) 0.19239(15) 0.36285(12) 0.0261(5) Uani 1 1 d . . .
H34A H 0.5799 0.2262 0.3384 0.031 Uiso 1 1 calc R . .
C27 C 0.0612(2) 0.48209(16) 0.13061(15) 0.0367(6) Uani 1 1 d . . .
H27A H -0.0217 0.5077 0.1031 0.044 Uiso 1 1 calc R . .
C6 C -0.12447(17) 0.01283(13) 0.10806(10) 0.0160(4) Uani 1 1 d . . .
C9 C 0.10243(18) 0.21815(13) 0.23261(10) 0.0170(4) Uani 1 1 d . . .
C17 C -0.1291(2) 0.29815(14) 0.48143(12) 0.0247(5) Uani 1 1 d . . .
H17A H -0.1806 0.3324 0.5074 0.030 Uiso 1 1 calc R . .
C12 C -0.10549(17) 0.25480(13) 0.27815(11) 0.0175(4) Uani 1 1 d . . .
C1 C -0.24498(18) 0.03070(13) 0.12954(11) 0.0168(4) Uani 1 1 d . . .
C2 C -0.36330(19) -0.01608(13) 0.09980(11) 0.0209(4) Uani 1 1 d . . .
H2B H -0.4437 -0.0039 0.1149 0.025 Uiso 1 1 calc R . .
C15 C 0.0486(2) 0.19492(14) 0.48668(12) 0.0243(5) Uani 1 1 d . . .
H15A H 0.1178 0.1590 0.5169 0.029 Uiso 1 1 calc R . .
C14 C 0.02796(19) 0.19865(14) 0.40769(11) 0.0217(4) Uani 1 1 d . . .
H14A H 0.0834 0.1655 0.3834 0.026 Uiso 1 1 calc R . .
C32 C 0.4581(2) 0.15299(16) 0.47929(12) 0.0304(5) Uani 1 1 d . . .
C28 C 0.0604(2) 0.41188(15) 0.17853(14) 0.0305(5) Uani 1 1 d . . .
H28A H -0.0233 0.3909 0.1846 0.037 Uiso 1 1 calc R . .
C33 C 0.5376(2) 0.20102(16) 0.44209(13) 0.0305(5) Uani 1 1 d . . .
H33A H 0.6017 0.2406 0.4716 0.037 Uiso 1 1 calc R . .
C26 C 0.1822(2) 0.51510(16) 0.12263(15) 0.0359(6) Uani 1 1 d . . .
H26A H 0.1833 0.5639 0.0905 0.043 Uiso 1 1 calc R . .
C16 C -0.0326(2) 0.24415(15) 0.52330(12) 0.0268(5) Uani 1 1 d . . .
H16A H -0.0197 0.2396 0.5780 0.032 Uiso 1 1 calc R . .
C24 C 0.3005(2) 0.40451(15) 0.20892(14) 0.0288(5) Uani 1 1 d . . .
H24A H 0.3836 0.3780 0.2350 0.035 Uiso 1 1 calc R . .
C35 C 0.4718(3) 0.1652(2) 0.56482(14) 0.0462(7) Uani 1 1 d . . .
H35A H 0.5406 0.2092 0.5854 0.069 Uiso 1 1 calc R . .
H35B H 0.4988 0.1106 0.5922 0.069 Uiso 1 1 calc R . .
H35C H 0.3849 0.1839 0.5726 0.069 Uiso 1 1 calc R . .
C31 C 0.3672(2) 0.09415(15) 0.43489(13) 0.0292(5) Uani 1 1 d . . .
H31A H 0.3130 0.0601 0.4593 0.035 Uiso 1 1 calc R . .
C25 C 0.3011(2) 0.47589(16) 0.16209(15) 0.0368(6) Uani 1 1 d . . .
H25A H 0.3848 0.4981 0.1571 0.044 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 1.4471(13) . ?
S1 O2 1.4488(15) . ?
S1 N3 1.5938(16) . ?
S1 C29 1.775(2) . ?
N1 C11 1.361(2) . ?
N1 C1 1.389(2) . ?
N2 C8 1.351(2) . ?
N2 C9 1.387(2) . ?
N2 N3 1.430(2) . ?
C3 C2 1.380(3) . ?
C3 C4 1.405(3) . ?
C10 C9 1.391(3) . ?
C10 C11 1.401(3) . ?
C10 C12 1.500(3) . ?
C20 C19 1.361(3) . ?
C20 C21 1.415(3) . ?
C19 C18 1.423(3) . ?
C7 C8 1.376(3) . ?
C7 C11 1.417(3) . ?
C7 C6 1.453(3) . ?
C22 C9 1.505(3) . ?
C22 C23 1.519(3) . ?
C29 C34 1.387(3) . ?
C29 C30 1.390(3) . ?
C4 C5 1.386(3) . ?
C23 C24 1.384(3) . ?
C23 C28 1.394(3) . ?
C5 C6 1.395(3) . ?
C18 C17 1.416(3) . ?
C18 C13 1.421(3) . ?
C13 C14 1.430(3) . ?
C13 C12 1.430(3) . ?
C21 C12 1.370(3) . ?
C30 C31 1.391(3) . ?
C34 C33 1.389(3) . ?
C27 C26 1.382(3) . ?
C27 C28 1.384(3) . ?
C6 C1 1.413(3) . ?
C17 C16 1.359(3) . ?
C1 C2 1.392(3) . ?
C15 C14 1.367(3) . ?
C15 C16 1.408(3) . ?
C32 C31 1.392(3) . ?
C32 C33 1.393(3) . ?
C32 C35 1.504(3) . ?
C26 C25 1.378(3) . ?
C24 C25 1.386(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
O1 S1 O2 116.86(8) . . ?
O1 S1 N3 104.51(8) . . ?
O2 S1 N3 114.64(8) . . ?
O1 S1 C29 107.62(8) . . ?
O2 S1 C29 105.42(9) . . ?
N3 S1 C29 107.31(9) . . ?
C11 N1 C1 109.33(15) . . ?
C8 N2 C9 122.80(15) . . ?
C8 N2 N3 119.19(15) . . ?
C9 N2 N3 117.42(15) . . ?
N2 N3 S1 111.64(12) . . ?
C2 C3 C4 121.96(18) . . ?
C9 C10 C11 118.12(17) . . ?
C9 C10 C12 122.48(17) . . ?
C11 C10 C12 119.33(16) . . ?
C19 C20 C21 119.78(18) . . ?
C20 C19 C18 120.94(18) . . ?
C8 C7 C11 118.70(17) . . ?
C8 C7 C6 134.11(17) . . ?
C11 C7 C6 106.89(15) . . ?
N2 C8 C7 119.91(17) . . ?
C9 C22 C23 114.20(15) . . ?
C34 C29 C30 120.31(19) . . ?
C34 C29 S1 118.48(15) . . ?
C30 C29 S1 121.10(15) . . ?
C5 C4 C3 120.58(19) . . ?
C24 C23 C28 117.8(2) . . ?
C24 C23 C22 121.04(18) . . ?
C28 C23 C22 121.09(17) . . ?
C4 C5 C6 118.70(17) . . ?
C17 C18 C13 119.20(18) . . ?
C17 C18 C19 121.81(18) . . ?
C13 C18 C19 118.99(18) . . ?
C18 C13 C14 118.37(17) . . ?
C18 C13 C12 119.15(17) . . ?
C14 C13 C12 122.48(17) . . ?
C12 C21 C20 121.54(18) . . ?
N1 C11 C10 129.81(17) . . ?
N1 C11 C7 109.00(16) . . ?
C10 C11 C7 121.12(16) . . ?
C29 C30 C31 119.34(19) . . ?
C29 C34 C33 119.4(2) . . ?
C26 C27 C28 120.3(2) . . ?
C5 C6 C1 119.61(17) . . ?
C5 C6 C7 134.79(17) . . ?
C1 C6 C7 105.56(16) . . ?
N2 C9 C10 119.33(17) . . ?
N2 C9 C22 117.70(16) . . ?
C10 C9 C22 122.88(17) . . ?
C16 C17 C18 120.68(19) . . ?
C21 C12 C13 119.40(17) . . ?
C21 C12 C10 119.44(17) . . ?
C13 C12 C10 121.09(16) . . ?
N1 C1 C2 128.71(17) . . ?
N1 C1 C6 109.22(16) . . ?
C2 C1 C6 122.06(18) . . ?
C3 C2 C1 117.08(18) . . ?
C14 C15 C16 120.17(19) . . ?
C15 C14 C13 120.63(19) . . ?
C31 C32 C33 117.9(2) . . ?
C31 C32 C35 121.9(2) . . ?
C33 C32 C35 120.2(2) . . ?
C27 C28 C23 121.2(2) . . ?
C34 C33 C32 121.6(2) . . ?
C25 C26 C27 118.8(2) . . ?
C17 C16 C15 120.86(19) . . ?
C23 C24 C25 120.8(2) . . ?
C30 C31 C32 121.5(2) . . ?
C26 C25 C24 121.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.056
_database_code_depnum_ccdc_archive 'CCDC 1004332'
