# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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 1415320'
_audit_update_record             
;
2015-07-27 deposited with the CCDC.
2015-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H24 N2 S2, C H Cl3'
_chemical_formula_sum            'C30 H25 Cl3 N2 S2'
_chemical_formula_weight         583.99

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'
Cl Cl 0.1484 0.1585 '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           Hexagonal
_symmetry_space_group_name_H-M   'P6(5)   '
_symmetry_space_group_name_Hall  'P6(5)   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'

_cell_length_a                   13.8888(10)
_cell_length_b                   13.8888(10)
_cell_length_c                   25.754(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4302.3(8)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1678
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      18.25

_exptl_crystal_description       needlike
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1812
_exptl_absorpt_coefficient_mu    0.488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex 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            27790
_diffrn_reflns_av_R_equivalents  0.1014
_diffrn_reflns_av_sigmaI/netI    0.0745
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         27.53
_reflns_number_total             5647
_reflns_number_gt                3265
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.0533P)²+3.3785P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         5647
_refine_ls_number_parameters     334
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1269
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1637
_refine_ls_wR_factor_gt          0.1294
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Cl1 Cl 0.7766(2) 0.30552(18) 0.09472(12) 0.1113(8) Uani 1 1 d . . .
Cl2 Cl 0.8681(2) 0.54309(19) 0.09245(10) 0.1150(9) Uani 1 1 d . . .
Cl3 Cl 0.9998(2) 0.4487(2) 0.06111(17) 0.1526(13) Uani 1 1 d . . .
S1 S 0.44028(14) 0.51811(13) 1.00386(7) 0.0650(5) Uani 1 1 d . . .
S2 S 0.25680(15) 0.60660(12) 0.81330(7) 0.0673(5) Uani 1 1 d . . .
N1 N 0.1450(3) 0.2096(3) 0.82983(17) 0.0381(9) Uani 1 1 d . . .
N2 N 0.1870(3) 0.1747(3) 0.90752(16) 0.0404(10) Uani 1 1 d . . .
H2A H 0.1904 0.1378 0.9336 0.048 Uiso 1 1 calc R . .
C1 C 0.0860(4) 0.0123(4) 0.8495(2) 0.0362(11) Uani 1 1 d . . .
C2 C 0.1522(4) -0.0287(4) 0.8285(2) 0.0407(12) Uani 1 1 d . . .
C3 C 0.2649(5) 0.0400(5) 0.8158(2) 0.0558(15) Uani 1 1 d . . .
H3A H 0.2989 0.1159 0.8222 0.067 Uiso 1 1 calc R . .
C4 C 0.3253(5) -0.0026(6) 0.7945(3) 0.0667(18) Uani 1 1 d . . .
H4A H 0.3998 0.0443 0.7863 0.080 Uiso 1 1 calc R . .
C5 C 0.2752(6) -0.1177(6) 0.7849(3) 0.074(2) Uani 1 1 d . . .
H5A H 0.3170 -0.1461 0.7702 0.089 Uiso 1 1 calc R . .
C6 C 0.1699(6) -0.1855(5) 0.7964(3) 0.0655(18) Uani 1 1 d . . .
H6A H 0.1393 -0.2613 0.7905 0.079 Uiso 1 1 calc R . .
C7 C 0.1009(5) -0.1452(4) 0.8181(2) 0.0489(14) Uani 1 1 d . . .
C8 C -0.0114(5) -0.2137(4) 0.8273(3) 0.0547(15) Uani 1 1 d . . .
H8A H -0.0426 -0.2899 0.8221 0.066 Uiso 1 1 calc R . .
C9 C -0.0787(4) -0.1732(4) 0.8438(2) 0.0476(13) Uani 1 1 d . . .
C10 C -0.1956(5) -0.2392(5) 0.8478(3) 0.0692(18) Uani 1 1 d . . .
H10A H -0.2293 -0.3144 0.8398 0.083 Uiso 1 1 calc R . .
C11 C -0.2597(5) -0.1969(6) 0.8628(3) 0.0704(19) Uani 1 1 d . . .
H11A H -0.3366 -0.2420 0.8641 0.084 Uiso 1 1 calc R . .
C12 C -0.2097(5) -0.0851(6) 0.8761(3) 0.0708(19) Uani 1 1 d . . .
H12A H -0.2543 -0.0562 0.8866 0.085 Uiso 1 1 calc R . .
C13 C -0.0990(4) -0.0174(5) 0.8744(2) 0.0532(15) Uani 1 1 d . . .
H13A H -0.0680 0.0562 0.8852 0.064 Uiso 1 1 calc R . .
C14 C -0.0292(4) -0.0576(4) 0.8564(2) 0.0429(12) Uani 1 1 d . . .
C15 C 0.1378(4) 0.1317(4) 0.8614(2) 0.0378(11) Uani 1 1 d . . .
C16 C 0.2312(4) 0.2888(4) 0.9053(2) 0.0367(11) Uani 1 1 d . . .
C17 C 0.2028(4) 0.3090(4) 0.85735(19) 0.0357(11) Uani 1 1 d . . .
C18 C 0.4698(5) 0.4963(5) 0.8982(3) 0.0670(18) Uani 1 1 d . . .
H18A H 0.4336 0.4502 0.8686 0.101 Uiso 1 1 calc R . .
H18B H 0.5382 0.4971 0.9048 0.101 Uiso 1 1 calc R . .
H18C H 0.4851 0.5707 0.8914 0.101 Uiso 1 1 calc R . .
C19 C 0.3966(4) 0.4517(4) 0.9440(2) 0.0438(12) Uani 1 1 d . . .
C20 C 0.2942(4) 0.3620(4) 0.9489(2) 0.0422(12) Uani 1 1 d . . .
C21 C 0.2512(5) 0.3454(4) 1.0006(2) 0.0534(14) Uani 1 1 d . . .
H21A H 0.1820 0.2864 1.0098 0.064 Uiso 1 1 calc R . .
C22 C 0.3200(5) 0.4231(5) 1.0348(3) 0.0646(17) Uani 1 1 d . . .
C23 C 0.3029(7) 0.4314(6) 1.0920(3) 0.092(2) Uani 1 1 d . . .
H23A H 0.2316 0.3710 1.1022 0.137 Uiso 1 1 calc R . .
H23B H 0.3058 0.5007 1.0991 0.137 Uiso 1 1 calc R . .
H23C H 0.3602 0.4279 1.1112 0.137 Uiso 1 1 calc R . .
C24 C 0.1862(6) 0.5068(5) 0.9109(3) 0.0676(18) Uani 1 1 d . . .
H24A H 0.1697 0.4407 0.9298 0.101 Uiso 1 1 calc R . .
H24B H 0.1211 0.5142 0.9096 0.101 Uiso 1 1 calc R . .
H24C H 0.2452 0.5704 0.9280 0.101 Uiso 1 1 calc R . .
C25 C 0.2214(5) 0.4989(4) 0.8567(3) 0.0533(15) Uani 1 1 d . . .
C26 C 0.2259(4) 0.4143(4) 0.8329(2) 0.0390(12) Uani 1 1 d . . .
C27 C 0.2568(5) 0.4370(4) 0.7791(2) 0.0524(14) Uani 1 1 d . . .
H27A H 0.2624 0.3865 0.7574 0.063 Uiso 1 1 calc R . .
C28 C 0.2768(5) 0.5374(4) 0.7629(3) 0.0576(15) Uani 1 1 d . . .
C29 C 0.3101(7) 0.5868(6) 0.7101(3) 0.087(2) Uani 1 1 d . . .
H29A H 0.3170 0.5354 0.6876 0.131 Uiso 1 1 calc R . .
H29B H 0.3802 0.6547 0.7121 0.131 Uiso 1 1 calc R . .
H29C H 0.2547 0.6020 0.6966 0.131 Uiso 1 1 calc R . .
C30 C 0.8670(7) 0.4298(7) 0.0644(4) 0.099(3) Uani 1 1 d . . .
H30A H 0.8408 0.4247 0.0286 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
Cl1 C30 1.732(9) . ?
Cl2 C30 1.725(9) . ?
Cl3 C30 1.731(9) . ?
S1 C22 1.721(7) . ?
S1 C19 1.742(5) . ?
S2 C28 1.719(7) . ?
S2 C25 1.729(6) . ?
N1 C15 1.317(6) . ?
N1 C17 1.394(6) . ?
N2 C15 1.351(6) . ?
N2 C16 1.385(6) . ?
N2 H2A 0.8600 . ?
C1 C14 1.407(7) . ?
C1 C2 1.409(7) . ?
C1 C15 1.474(6) . ?
C2 C3 1.405(8) . ?
C2 C7 1.429(7) . ?
C3 C4 1.360(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.410(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.318(9) . ?
C5 H5A 0.9300 . ?
C6 C7 1.442(8) . ?
C6 H6A 0.9300 . ?
C7 C8 1.382(8) . ?
C8 C9 1.378(8) . ?
C8 H8A 0.9300 . ?
C9 C10 1.414(8) . ?
C9 C14 1.433(7) . ?
C10 C11 1.344(9) . ?
C10 H10A 0.9300 . ?
C11 C12 1.392(10) . ?
C11 H11A 0.9300 . ?
C12 C13 1.344(8) . ?
C12 H12A 0.9300 . ?
C13 C14 1.418(8) . ?
C13 H13A 0.9300 . ?
C16 C17 1.367(7) . ?
C16 C20 1.474(7) . ?
C17 C26 1.473(6) . ?
C18 C19 1.475(8) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.349(7) . ?
C20 C21 1.429(8) . ?
C21 C22 1.350(8) . ?
C21 H21A 0.9300 . ?
C22 C23 1.507(10) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.501(9) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.355(7) . ?
C26 C27 1.439(8) . ?
C27 C28 1.345(7) . ?
C27 H27A 0.9300 . ?
C28 C29 1.487(9) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 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
C22 S1 C19 93.2(3) . . ?
C28 S2 C25 93.5(3) . . ?
C15 N1 C17 105.6(4) . . ?
C15 N2 C16 107.8(4) . . ?
C15 N2 H2A 126.1 . . ?
C16 N2 H2A 126.1 . . ?
C14 C1 C2 121.1(4) . . ?
C14 C1 C15 119.7(4) . . ?
C2 C1 C15 119.1(4) . . ?
C3 C2 C1 123.0(5) . . ?
C3 C2 C7 118.7(5) . . ?
C1 C2 C7 118.2(5) . . ?
C4 C3 C2 121.2(6) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C3 C4 C5 120.1(6) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 120.9(6) . . ?
C6 C5 H5A 119.6 . . ?
C4 C5 H5A 119.6 . . ?
C5 C6 C7 121.6(6) . . ?
C5 C6 H6A 119.2 . . ?
C7 C6 H6A 119.2 . . ?
C8 C7 C2 120.0(5) . . ?
C8 C7 C6 122.6(5) . . ?
C2 C7 C6 117.4(5) . . ?
C9 C8 C7 122.3(5) . . ?
C9 C8 H8A 118.9 . . ?
C7 C8 H8A 118.9 . . ?
C8 C9 C10 123.5(5) . . ?
C8 C9 C14 119.0(5) . . ?
C10 C9 C14 117.5(5) . . ?
C11 C10 C9 122.3(6) . . ?
C11 C10 H10A 118.8 . . ?
C9 C10 H10A 118.8 . . ?
C10 C11 C12 119.2(6) . . ?
C10 C11 H11A 120.4 . . ?
C12 C11 H11A 120.4 . . ?
C13 C12 C11 122.1(6) . . ?
C13 C12 H12A 119.0 . . ?
C11 C12 H12A 119.0 . . ?
C12 C13 C14 120.3(6) . . ?
C12 C13 H13A 119.9 . . ?
C14 C13 H13A 119.9 . . ?
C1 C14 C13 122.4(5) . . ?
C1 C14 C9 119.2(5) . . ?
C13 C14 C9 118.4(5) . . ?
N1 C15 N2 111.5(4) . . ?
N1 C15 C1 126.1(5) . . ?
N2 C15 C1 122.3(4) . . ?
C17 C16 N2 105.3(4) . . ?
C17 C16 C20 132.9(4) . . ?
N2 C16 C20 121.9(4) . . ?
C16 C17 N1 109.8(4) . . ?
C16 C17 C26 130.3(4) . . ?
N1 C17 C26 119.9(4) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C18 130.5(5) . . ?
C20 C19 S1 109.5(4) . . ?
C18 C19 S1 120.0(4) . . ?
C19 C20 C21 113.5(5) . . ?
C19 C20 C16 123.6(5) . . ?
C21 C20 C16 122.9(5) . . ?
C22 C21 C20 114.0(5) . . ?
C22 C21 H21A 123.0 . . ?
C20 C21 H21A 123.0 . . ?
C21 C22 C23 128.6(7) . . ?
C21 C22 S1 109.8(5) . . ?
C23 C22 S1 121.6(5) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C24 129.9(5) . . ?
C26 C25 S2 110.0(5) . . ?
C24 C25 S2 120.0(4) . . ?
C25 C26 C27 112.6(5) . . ?
C25 C26 C17 125.9(5) . . ?
C27 C26 C17 121.5(5) . . ?
C28 C27 C26 114.3(6) . . ?
C28 C27 H27A 122.9 . . ?
C26 C27 H27A 122.9 . . ?
C27 C28 C29 128.1(6) . . ?
C27 C28 S2 109.7(5) . . ?
C29 C28 S2 122.2(5) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl2 C30 Cl3 111.1(5) . . ?
Cl2 C30 Cl1 113.0(5) . . ?
Cl3 C30 Cl1 111.1(5) . . ?
Cl2 C30 H30A 107.1 . . ?
Cl3 C30 H30A 107.1 . . ?
Cl1 C30 H30A 107.1 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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 1415321'
_audit_update_record             
;
2015-07-27 deposited with the CCDC.
2015-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H24 N2 S2, 2(CH3OH)'
_chemical_formula_sum            'C31 H32 N2 O2 S2'
_chemical_formula_weight         528.71

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   'P2(1)/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   22.178(6)
_cell_length_b                   7.454(2)
_cell_length_c                   18.052(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.184(5)
_cell_angle_gamma                90.00
_cell_volume                     2893.5(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2285
_cell_measurement_theta_min      2.6165
_cell_measurement_theta_max      22.694

_exptl_crystal_description       lammellar
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.938
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex 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            16465
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_sigmaI/netI    0.0808
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         0.95
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5678
_reflns_number_gt                3001
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.0569P)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         5678
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1235
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1449
_refine_ls_wR_factor_gt          0.1208
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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 0.38005(4) -0.28562(11) 1.14117(5) 0.0560(3) Uani 1 1 d . . .
S2 S 0.47806(3) 0.21948(12) 0.93178(5) 0.0533(3) Uani 1 1 d . . .
O1 O 0.18798(11) 0.1990(3) 0.16325(14) 0.0778(8) Uani 1 1 d . . .
H1B H 0.2190 0.1899 0.2016 0.093 Uiso 1 1 d R . .
O2 O 0.22493(12) 0.4974(4) 0.79006(13) 0.0817(8) Uani 1 1 d . . .
H2D H 0.2347 0.4419 0.8325 0.098 Uiso 1 1 d R . .
N1 N 0.25649(10) 0.3174(3) 0.92731(13) 0.0405(6) Uani 1 1 d . . .
N2 N 0.23717(10) 0.1998(3) 1.03106(14) 0.0406(6) Uani 1 1 d . . .
H2A H 0.2179 0.1758 1.0659 0.049 Uiso 1 1 calc R . .
C1 C 0.15160(12) 0.3785(4) 0.94998(17) 0.0414(8) Uani 1 1 d . . .
C2 C 0.14016(13) 0.5436(4) 0.98206(18) 0.0451(8) Uani 1 1 d . . .
C3 C 0.18679(16) 0.6436(5) 1.0329(2) 0.0600(10) Uani 1 1 d . . .
H3A H 0.2277 0.6028 1.0443 0.072 Uiso 1 1 calc R . .
C4 C 0.17311(18) 0.7986(5) 1.0654(2) 0.0714(11) Uani 1 1 d . . .
H4A H 0.2042 0.8607 1.0998 0.086 Uiso 1 1 calc R . .
C5 C 0.1120(2) 0.8638(5) 1.0470(3) 0.0817(13) Uani 1 1 d . . .
H5A H 0.1030 0.9702 1.0689 0.098 Uiso 1 1 calc R . .
C6 C 0.06670(18) 0.7763(5) 0.9986(2) 0.0700(11) Uani 1 1 d . . .
H6A H 0.0267 0.8238 0.9872 0.084 Uiso 1 1 calc R . .
C7 C 0.07766(15) 0.6112(5) 0.9638(2) 0.0525(9) Uani 1 1 d . . .
C8 C 0.03123(15) 0.5134(5) 0.9159(2) 0.0598(10) Uani 1 1 d . . .
H8A H -0.0089 0.5597 0.9036 0.072 Uiso 1 1 calc R . .
C9 C 0.04183(14) 0.3497(5) 0.88529(18) 0.0525(9) Uani 1 1 d . . .
C10 C -0.00669(17) 0.2436(6) 0.8388(2) 0.0711(11) Uani 1 1 d . . .
H10A H -0.0473 0.2865 0.8272 0.085 Uiso 1 1 calc R . .
C11 C 0.00516(18) 0.0838(7) 0.8116(2) 0.0824(13) Uani 1 1 d . . .
H11A H -0.0271 0.0181 0.7809 0.099 Uiso 1 1 calc R . .
C12 C 0.06637(19) 0.0140(6) 0.8291(2) 0.0762(11) Uani 1 1 d . . .
H12A H 0.0740 -0.0978 0.8105 0.091 Uiso 1 1 calc R . .
C13 C 0.11349(16) 0.1085(5) 0.87259(19) 0.0597(9) Uani 1 1 d . . .
H13A H 0.1535 0.0609 0.8831 0.072 Uiso 1 1 calc R . .
C14 C 0.10407(13) 0.2782(4) 0.90284(17) 0.0456(8) Uani 1 1 d . . .
C15 C 0.21564(13) 0.3039(4) 0.96937(17) 0.0408(7) Uani 1 1 d . . .
C16 C 0.29538(12) 0.1380(4) 1.02895(17) 0.0378(7) Uani 1 1 d . . .
C17 C 0.30721(12) 0.2164(4) 0.96522(16) 0.0374(7) Uani 1 1 d . . .
C18 C 0.44269(15) 0.2692(5) 1.06845(18) 0.0611(10) Uani 1 1 d . . .
H18A H 0.4067 0.2740 1.0891 0.092 Uiso 1 1 calc R . .
H18B H 0.4643 0.3818 1.0770 0.092 Uiso 1 1 calc R . .
H18C H 0.4698 0.1751 1.0931 0.092 Uiso 1 1 calc R . .
C19 C 0.42282(13) 0.2329(4) 0.98461(17) 0.0408(7) Uani 1 1 d . . .
C20 C 0.36483(12) 0.2096(4) 0.93828(16) 0.0368(7) Uani 1 1 d . . .
C21 C 0.36560(13) 0.1830(4) 0.86022(17) 0.0441(8) Uani 1 1 d . . .
H21A H 0.3297 0.1663 0.8215 0.053 Uiso 1 1 calc R . .
C22 C 0.42322(13) 0.1841(4) 0.84752(17) 0.0447(8) Uani 1 1 d . . .
C23 C 0.44260(16) 0.1603(5) 0.77368(19) 0.0681(11) Uani 1 1 d . . .
H23A H 0.4064 0.1425 0.7326 0.102 Uiso 1 1 calc R . .
H23B H 0.4694 0.0579 0.7776 0.102 Uiso 1 1 calc R . .
H23C H 0.4644 0.2656 0.7638 0.102 Uiso 1 1 calc R . .
C24 C 0.34980(16) -0.2240(4) 0.98402(18) 0.0588(9) Uani 1 1 d . . .
H24A H 0.3318 -0.1358 0.9463 0.088 Uiso 1 1 calc R . .
H24B H 0.3258 -0.3324 0.9745 0.088 Uiso 1 1 calc R . .
H24C H 0.3917 -0.2485 0.9812 0.088 Uiso 1 1 calc R . .
C25 C 0.35009(13) -0.1541(4) 1.06219(17) 0.0426(8) Uani 1 1 d . . .
C26 C 0.32736(12) 0.0016(4) 1.08306(17) 0.0390(7) Uani 1 1 d . . .
C27 C 0.33322(13) 0.0121(4) 1.16379(18) 0.0459(8) Uani 1 1 d . . .
H27A H 0.3192 0.1095 1.1871 0.055 Uiso 1 1 calc R . .
C28 C 0.36106(14) -0.1327(4) 1.20317(18) 0.0510(8) Uani 1 1 d . . .
C29 C 0.37704(18) -0.1651(5) 1.28860(19) 0.0757(12) Uani 1 1 d . . .
H29A H 0.3630 -0.0654 1.3136 0.114 Uiso 1 1 calc R . .
H29B H 0.4213 -0.1777 1.3071 0.114 Uiso 1 1 calc R . .
H29C H 0.3570 -0.2728 1.2993 0.114 Uiso 1 1 calc R . .
C30 C 0.1523(3) 0.3345(8) 0.1792(3) 0.182(3) Uani 1 1 d . . .
H30A H 0.1407 0.3104 0.2260 0.273 Uiso 1 1 d R . .
H30B H 0.1754 0.4445 0.1840 0.273 Uiso 1 1 d R . .
H30C H 0.1156 0.3450 0.1382 0.273 Uiso 1 1 d R . .
C31 C 0.1945(2) 0.6574(6) 0.7984(3) 0.1044(16) Uani 1 1 d . . .
H31A H 0.1836 0.7197 0.7504 0.157 Uiso 1 1 d R . .
H31B H 0.1575 0.6304 0.8148 0.157 Uiso 1 1 d R . .
H31C H 0.2214 0.7316 0.8359 0.157 Uiso 1 1 d 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 C28 1.721(3) . ?
S1 C25 1.724(3) . ?
S2 C22 1.719(3) . ?
S2 C19 1.730(3) . ?
O1 C30 1.356(5) . ?
O1 H1B 0.8501 . ?
O2 C31 1.396(4) . ?
O2 H2D 0.8500 . ?
N1 C15 1.321(3) . ?
N1 C17 1.387(3) . ?
N2 C15 1.346(3) . ?
N2 C16 1.380(3) . ?
N2 H2A 0.8600 . ?
C1 C14 1.398(4) . ?
C1 C2 1.409(4) . ?
C1 C15 1.485(4) . ?
C2 C3 1.415(4) . ?
C2 C7 1.435(4) . ?
C3 C4 1.364(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.401(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.329(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.430(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.379(5) . ?
C8 C9 1.383(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.430(5) . ?
C9 C14 1.441(4) . ?
C10 C11 1.339(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.415(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.342(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.414(4) . ?
C13 H13A 0.9300 . ?
C16 C17 1.372(4) . ?
C16 C26 1.467(4) . ?
C17 C20 1.475(4) . ?
C18 C19 1.494(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.362(4) . ?
C20 C21 1.427(4) . ?
C21 C22 1.353(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.508(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.503(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.355(4) . ?
C26 C27 1.433(4) . ?
C27 C28 1.355(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.515(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9602 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9599 . ?

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
C28 S1 C25 93.15(15) . . ?
C22 S2 C19 93.07(14) . . ?
C30 O1 H1B 106.5 . . ?
C31 O2 H2D 110.0 . . ?
C15 N1 C17 105.2(2) . . ?
C15 N2 C16 108.3(2) . . ?
C15 N2 H2A 125.8 . . ?
C16 N2 H2A 125.8 . . ?
C14 C1 C2 122.1(3) . . ?
C14 C1 C15 118.6(3) . . ?
C2 C1 C15 119.2(3) . . ?
C1 C2 C3 123.4(3) . . ?
C1 C2 C7 118.2(3) . . ?
C3 C2 C7 118.4(3) . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3A 119.3 . . ?
C2 C3 H3A 119.3 . . ?
C3 C4 C5 119.7(4) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C6 C5 C4 121.2(4) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C7 121.9(3) . . ?
C5 C6 H6A 119.0 . . ?
C7 C6 H6A 119.0 . . ?
C8 C7 C6 123.3(3) . . ?
C8 C7 C2 119.3(3) . . ?
C6 C7 C2 117.4(3) . . ?
C7 C8 C9 122.8(3) . . ?
C7 C8 H8A 118.6 . . ?
C9 C8 H8A 118.6 . . ?
C8 C9 C10 123.0(3) . . ?
C8 C9 C14 119.1(3) . . ?
C10 C9 C14 117.9(3) . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10A 119.3 . . ?
C9 C10 H10A 119.3 . . ?
C10 C11 C12 120.6(4) . . ?
C10 C11 H11A 119.7 . . ?
C12 C11 H11A 119.7 . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C12 C13 C14 121.8(3) . . ?
C12 C13 H13A 119.1 . . ?
C14 C13 H13A 119.1 . . ?
C1 C14 C13 123.6(3) . . ?
C1 C14 C9 118.4(3) . . ?
C13 C14 C9 118.1(3) . . ?
N1 C15 N2 111.4(2) . . ?
N1 C15 C1 126.0(3) . . ?
N2 C15 C1 122.4(2) . . ?
C17 C16 N2 104.7(2) . . ?
C17 C16 C26 133.9(3) . . ?
N2 C16 C26 121.1(2) . . ?
C16 C17 N1 110.3(2) . . ?
C16 C17 C20 128.4(3) . . ?
N1 C17 C20 121.3(2) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C18 130.2(3) . . ?
C20 C19 S2 110.1(2) . . ?
C18 C19 S2 119.7(2) . . ?
C19 C20 C21 112.7(2) . . ?
C19 C20 C17 123.8(3) . . ?
C21 C20 C17 123.4(3) . . ?
C22 C21 C20 114.0(3) . . ?
C22 C21 H21A 123.0 . . ?
C20 C21 H21A 123.0 . . ?
C21 C22 C23 129.4(3) . . ?
C21 C22 S2 110.1(2) . . ?
C23 C22 S2 120.5(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C24 129.9(3) . . ?
C26 C25 S1 110.6(2) . . ?
C24 C25 S1 119.4(2) . . ?
C25 C26 C27 112.5(3) . . ?
C25 C26 C16 124.1(3) . . ?
C27 C26 C16 123.2(3) . . ?
C28 C27 C26 113.9(3) . . ?
C28 C27 H27A 123.0 . . ?
C26 C27 H27A 123.0 . . ?
C27 C28 C29 128.6(3) . . ?
C27 C28 S1 109.8(2) . . ?
C29 C28 S1 121.5(2) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O1 C30 H30A 110.1 . . ?
O1 C30 H30B 109.2 . . ?
H30A C30 H30B 109.5 . . ?
O1 C30 H30C 109.1 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O2 C31 H31A 109.7 . . ?
O2 C31 H31B 109.1 . . ?
H31A C31 H31B 109.5 . . ?
O2 C31 H31C 109.6 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.056
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1415322'
_audit_update_record             
;
2015-07-27 deposited with the CCDC.
2015-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H31 F3 N2 O4 S2'
_chemical_formula_weight         628.71

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'
F F 0.0171 0.0103 '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   'P2(1)/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   20.1561(15)
_cell_length_b                   9.0577(7)
_cell_length_c                   17.1173(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.2870(10)
_cell_angle_gamma                90.00
_cell_volume                     3119.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5693
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.81

_exptl_crystal_description       blocky
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex 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            16697
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.01
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5497
_reflns_number_gt                4410
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.1350P)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         5497
_refine_ls_number_parameters     416
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1742
_refine_ls_wR_factor_gt          0.1601
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.06918(3) 0.82947(7) 0.21350(4) 0.0514(2) Uani 1 1 d . . .
S2 S 0.05270(3) 0.42632(7) -0.07730(4) 0.0531(2) Uani 1 1 d . . .
F1 F 0.2289(4) -0.0518(5) 0.8979(3) 0.148(3) Uani 0.796(13) 1 d P A 1
F2 F 0.2933(2) 0.0551(9) 0.8252(3) 0.122(3) Uani 0.796(13) 1 d P A 1
F3 F 0.1999(2) 0.1463(6) 0.8437(3) 0.103(2) Uani 0.796(13) 1 d P A 1
F2A F 0.2554(16) 0.1551(18) 0.8030(7) 0.128(10) Uani 0.204(13) 1 d P A 2
F1A F 0.2801(11) -0.035(3) 0.8584(13) 0.117(10) Uani 0.204(13) 1 d P A 2
F3A F 0.1919(7) 0.037(4) 0.8758(14) 0.141(13) Uani 0.204(13) 1 d P A 2
O1 O 0.28096(11) 0.1034(3) 1.01058(13) 0.0825(7) Uani 1 1 d . . .
O1W O 0.33617(9) 0.9780(2) 0.15271(11) 0.0626(5) Uani 1 1 d . . .
H1WB H 0.3245 1.0445 0.1197 0.075 Uiso 1 1 d R . .
H1WC H 0.3218 0.9998 0.1970 0.075 Uiso 1 1 d R . .
O2 O 0.29808(8) 0.29372(17) 0.93124(10) 0.0496(4) Uani 1 1 d . . .
O3 O 0.28579(15) 0.4606(3) 0.79401(15) 0.1027(8) Uani 1 1 d . . .
H3B H 0.2983 0.4086 0.8335 0.123 Uiso 1 1 d R . .
N1 N 0.27941(8) 0.52161(18) 0.03337(10) 0.0346(4) Uani 1 1 d . . .
H1A H 0.2911 0.4465 0.0067 0.041 Uiso 1 1 calc R . .
N2 N 0.28437(8) 0.71651(19) 0.10485(10) 0.0362(4) Uani 1 1 d . . .
H2A H 0.2999 0.7899 0.1320 0.043 Uiso 1 1 calc R . .
C1 C 0.39474(9) 0.6142(2) 0.07330(12) 0.0332(4) Uani 1 1 d . . .
C2 C 0.42749(10) 0.5257(2) 0.13086(12) 0.0362(5) Uani 1 1 d . . .
C3 C 0.39464(11) 0.4357(3) 0.18401(14) 0.0467(6) Uani 1 1 d . . .
H3A H 0.3485 0.4311 0.1806 0.056 Uiso 1 1 calc R . .
C4 C 0.42937(13) 0.3556(3) 0.24012(16) 0.0571(6) Uani 1 1 d . . .
H4A H 0.4066 0.2972 0.2744 0.068 Uiso 1 1 calc R . .
C5 C 0.49918(14) 0.3605(3) 0.24664(16) 0.0601(7) Uani 1 1 d . . .
H5A H 0.5223 0.3065 0.2856 0.072 Uiso 1 1 calc R . .
C6 C 0.53287(12) 0.4431(3) 0.19660(15) 0.0519(6) Uani 1 1 d . . .
H6A H 0.5791 0.4443 0.2013 0.062 Uiso 1 1 calc R . .
C7 C 0.49918(10) 0.5285(2) 0.13683(12) 0.0386(5) Uani 1 1 d . . .
C8 C 0.53284(10) 0.6157(2) 0.08526(13) 0.0412(5) Uani 1 1 d . . .
H8A H 0.5790 0.6162 0.0893 0.049 Uiso 1 1 calc R . .
C9 C 0.50043(10) 0.7019(2) 0.02802(12) 0.0374(5) Uani 1 1 d . . .
C10 C 0.53581(11) 0.7904(3) -0.02426(15) 0.0491(6) Uani 1 1 d . . .
H10A H 0.5820 0.7910 -0.0203 0.059 Uiso 1 1 calc R . .
C11 C 0.50348(13) 0.8729(3) -0.07914(16) 0.0589(7) Uani 1 1 d . . .
H11A H 0.5275 0.9288 -0.1133 0.071 Uiso 1 1 calc R . .
C12 C 0.43335(13) 0.8757(3) -0.08556(16) 0.0597(7) Uani 1 1 d . . .
H12A H 0.4117 0.9342 -0.1237 0.072 Uiso 1 1 calc R . .
C13 C 0.39694(12) 0.7943(3) -0.03679(14) 0.0479(6) Uani 1 1 d . . .
H13A H 0.3508 0.7982 -0.0418 0.058 Uiso 1 1 calc R . .
C14 C 0.42894(10) 0.7029(2) 0.02200(12) 0.0365(5) Uani 1 1 d . . .
C15 C 0.32114(9) 0.6176(2) 0.06940(11) 0.0333(4) Uani 1 1 d . . .
C16 C 0.21740(9) 0.6842(2) 0.09165(12) 0.0338(4) Uani 1 1 d . . .
C17 C 0.21421(9) 0.5613(2) 0.04546(12) 0.0334(4) Uani 1 1 d . . .
C18 C 0.10024(14) 0.7140(3) -0.05674(17) 0.0617(7) Uani 1 1 d . . .
H18A H 0.1355 0.7690 -0.0303 0.093 Uiso 1 1 calc R . .
H18B H 0.0583 0.7472 -0.0394 0.093 Uiso 1 1 calc R . .
H18C H 0.1014 0.7288 -0.1122 0.093 Uiso 1 1 calc R . .
C19 C 0.10874(10) 0.5534(2) -0.03851(13) 0.0411(5) Uani 1 1 d . . .
C20 C 0.15744(9) 0.4840(2) 0.00645(12) 0.0346(4) Uani 1 1 d . . .
C21 C 0.14801(10) 0.3275(2) 0.00939(13) 0.0410(5) Uani 1 1 d . . .
H21A H 0.1768 0.2647 0.0379 0.049 Uiso 1 1 calc R . .
C22 C 0.09373(11) 0.2793(3) -0.03282(15) 0.0471(6) Uani 1 1 d . . .
C23 C 0.06839(15) 0.1243(3) -0.0428(2) 0.0693(8) Uani 1 1 d . . .
H23A H 0.0975 0.0578 -0.0138 0.104 Uiso 1 1 calc R . .
H23B H 0.0668 0.0982 -0.0973 0.104 Uiso 1 1 calc R . .
H23C H 0.0246 0.1177 -0.0239 0.104 Uiso 1 1 calc R . .
C24 C 0.11033(13) 0.5374(3) 0.19156(16) 0.0565(6) Uani 1 1 d . . .
H24A H 0.1422 0.4804 0.1649 0.085 Uiso 1 1 calc R . .
H24B H 0.0662 0.5075 0.1742 0.085 Uiso 1 1 calc R . .
H24C H 0.1168 0.5216 0.2469 0.085 Uiso 1 1 calc R . .
C25 C 0.11947(10) 0.6991(2) 0.17370(13) 0.0410(5) Uani 1 1 d . . .
C26 C 0.16569(9) 0.7661(2) 0.13043(12) 0.0351(4) Uani 1 1 d . . .
C27 C 0.16008(11) 0.9231(2) 0.13046(14) 0.0432(5) Uani 1 1 d . . .
H27A H 0.1881 0.9846 0.1040 0.052 Uiso 1 1 calc R . .
C28 C 0.11007(12) 0.9744(3) 0.17264(14) 0.0495(6) Uani 1 1 d . . .
C29 C 0.09049(18) 1.1311(3) 0.1880(2) 0.0820(10) Uani 1 1 d . . .
H29A H 0.1185 1.1969 0.1607 0.123 Uiso 1 1 calc R . .
H29B H 0.0955 1.1507 0.2432 0.123 Uiso 1 1 calc R . .
H29C H 0.0450 1.1461 0.1701 0.123 Uiso 1 1 calc R . .
C30 C 0.25110(14) 0.0785(3) 0.8770(2) 0.0665(8) Uani 1 1 d . . .
C31 C 0.27998(11) 0.1662(3) 0.94739(15) 0.0480(6) Uani 1 1 d . A .
C32 C 0.2549(2) 0.5859(5) 0.8195(2) 0.1029(13) Uani 1 1 d . . .
H32A H 0.2481 0.6529 0.7763 0.154 Uiso 1 1 d R . .
H32B H 0.2127 0.5597 0.8389 0.154 Uiso 1 1 d R . .
H32C H 0.2820 0.6325 0.8604 0.154 Uiso 1 1 d 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 C28 1.720(2) . ?
S1 C25 1.722(2) . ?
S2 C19 1.719(2) . ?
S2 C22 1.722(3) . ?
F1 C30 1.319(4) . ?
F2 C30 1.281(5) . ?
F3 C30 1.303(4) . ?
F2A C30 1.451(13) . ?
F1A C30 1.233(14) . ?
F3A C30 1.250(13) . ?
O1 C31 1.221(3) . ?
O1W H1WB 0.8500 . ?
O1W H1WC 0.8500 . ?
O2 C31 1.247(3) . ?
O3 C32 1.377(5) . ?
O3 H3B 0.8500 . ?
N1 C15 1.336(3) . ?
N1 C17 1.389(2) . ?
N1 H1A 0.8600 . ?
N2 C15 1.331(3) . ?
N2 C16 1.387(2) . ?
N2 H2A 0.8600 . ?
C1 C14 1.400(3) . ?
C1 C2 1.405(3) . ?
C1 C15 1.482(3) . ?
C2 C3 1.414(3) . ?
C2 C7 1.443(3) . ?
C3 C4 1.365(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.406(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.350(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.424(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.390(3) . ?
C8 C9 1.387(3) . ?
C8 H8A 0.9300 . ?
C9 C10 1.423(3) . ?
C9 C14 1.439(3) . ?
C10 C11 1.340(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.412(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.360(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.428(3) . ?
C13 H13A 0.9300 . ?
C16 C17 1.364(3) . ?
C16 C26 1.468(3) . ?
C17 C20 1.469(3) . ?
C18 C19 1.495(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.365(3) . ?
C20 C21 1.431(3) . ?
C21 C22 1.349(3) . ?
C21 H21A 0.9300 . ?
C22 C23 1.500(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.509(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.365(3) . ?
C26 C27 1.427(3) . ?
C27 C28 1.355(3) . ?
C27 H27A 0.9300 . ?
C28 C29 1.501(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.530(4) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

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
C28 S1 C25 93.20(10) . . ?
C19 S2 C22 93.37(10) . . ?
H1WB O1W H1WC 109.5 . . ?
C32 O3 H3B 108.8 . . ?
C15 N1 C17 109.80(16) . . ?
C15 N1 H1A 125.1 . . ?
C17 N1 H1A 125.1 . . ?
C15 N2 C16 110.23(16) . . ?
C15 N2 H2A 124.9 . . ?
C16 N2 H2A 124.9 . . ?
C14 C1 C2 122.59(18) . . ?
C14 C1 C15 119.19(18) . . ?
C2 C1 C15 118.17(17) . . ?
C1 C2 C3 124.16(18) . . ?
C1 C2 C7 117.89(19) . . ?
C3 C2 C7 117.95(19) . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
C6 C5 C4 120.3(2) . . ?
C6 C5 H5A 119.8 . . ?
C4 C5 H5A 119.8 . . ?
C5 C6 C7 121.4(2) . . ?
C5 C6 H6A 119.3 . . ?
C7 C6 H6A 119.3 . . ?
C8 C7 C6 122.4(2) . . ?
C8 C7 C2 119.24(19) . . ?
C6 C7 C2 118.4(2) . . ?
C9 C8 C7 122.77(19) . . ?
C9 C8 H8A 118.6 . . ?
C7 C8 H8A 118.6 . . ?
C8 C9 C10 121.9(2) . . ?
C8 C9 C14 118.91(19) . . ?
C10 C9 C14 119.2(2) . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C10 C11 C12 120.6(2) . . ?
C10 C11 H11A 119.7 . . ?
C12 C11 H11A 119.7 . . ?
C13 C12 C11 121.0(2) . . ?
C13 C12 H12A 119.5 . . ?
C11 C12 H12A 119.5 . . ?
C12 C13 C14 120.6(2) . . ?
C12 C13 H13A 119.7 . . ?
C14 C13 H13A 119.7 . . ?
C1 C14 C13 123.76(19) . . ?
C1 C14 C9 118.58(19) . . ?
C13 C14 C9 117.66(19) . . ?
N2 C15 N1 107.22(16) . . ?
N2 C15 C1 125.13(17) . . ?
N1 C15 C1 127.60(17) . . ?
C17 C16 N2 106.23(17) . . ?
C17 C16 C26 131.52(18) . . ?
N2 C16 C26 121.94(17) . . ?
C16 C17 N1 106.50(17) . . ?
C16 C17 C20 131.43(18) . . ?
N1 C17 C20 121.85(17) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C18 129.5(2) . . ?
C20 C19 S2 110.17(16) . . ?
C18 C19 S2 120.38(17) . . ?
C19 C20 C21 112.51(18) . . ?
C19 C20 C17 123.57(18) . . ?
C21 C20 C17 123.89(18) . . ?
C22 C21 C20 114.0(2) . . ?
C22 C21 H21A 123.0 . . ?
C20 C21 H21A 123.0 . . ?
C21 C22 C23 128.7(2) . . ?
C21 C22 S2 109.90(17) . . ?
C23 C22 S2 121.43(19) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C24 129.5(2) . . ?
C26 C25 S1 110.18(16) . . ?
C24 C25 S1 120.25(17) . . ?
C25 C26 C27 112.73(18) . . ?
C25 C26 C16 123.00(18) . . ?
C27 C26 C16 124.20(18) . . ?
C28 C27 C26 113.8(2) . . ?
C28 C27 H27A 123.1 . . ?
C26 C27 H27A 123.1 . . ?
C27 C28 C29 128.9(2) . . ?
C27 C28 S1 110.12(17) . . ?
C29 C28 S1 120.89(19) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
F1A C30 F3A 102.3(14) . . ?
F1A C30 F2 48.7(13) . . ?
F3A C30 F2 127.7(8) . . ?
F1A C30 F3 131.0(8) . . ?
F3A C30 F3 53.3(17) . . ?
F2 C30 F3 108.5(4) . . ?
F1A C30 F1 59.8(14) . . ?
F3A C30 F1 53.0(16) . . ?
F2 C30 F1 106.7(4) . . ?
F3 C30 F1 105.6(4) . . ?
F1A C30 F2A 96.9(12) . . ?
F3A C30 F2A 103.6(15) . . ?
F2 C30 F2A 53.1(10) . . ?
F3 C30 F2A 58.6(12) . . ?
F1 C30 F2A 134.7(6) . . ?
F1A C30 C31 118.1(8) . . ?
F3A C30 C31 119.2(7) . . ?
F2 C30 C31 113.1(3) . . ?
F3 C30 C31 110.8(3) . . ?
F1 C30 C31 111.7(4) . . ?
F2A C30 C31 113.6(6) . . ?
O1 C31 O2 129.6(3) . . ?
O1 C31 C30 116.2(3) . . ?
O2 C31 C30 114.1(2) . . ?
O3 C32 H32A 108.9 . . ?
O3 C32 H32B 109.3 . . ?
H32A C32 H32B 109.5 . . ?
O3 C32 H32C 110.2 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.276
_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_2
_database_code_depnum_ccdc_archive 'CCDC 1415323'
_audit_update_record             
;
2015-07-27 deposited with the CCDC.
2015-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H48 N4 S4, 2(C3 H7 N O'
_chemical_formula_sum            'C64 H62 N6 O2 S4'
_chemical_formula_weight         1075.44

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 '
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

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                   18.220(5)
_cell_length_b                   12.964(4)
_cell_length_c                   24.265(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5731(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1088
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      18.07

_exptl_crystal_description       blocky
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2272
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'

_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  'Bruker Smart Aepex 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            22332
_diffrn_reflns_av_R_equivalents  0.1400
_diffrn_reflns_av_sigmaI/netI    0.1138
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5055
_reflns_number_gt                2372
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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)+(0.0700P)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         5055
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1672
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.1789
_refine_ls_wR_factor_gt          0.1470
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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 0.55793(8) 0.46965(12) 0.26059(7) 0.0769(5) Uani 1 1 d . . .
S2 S 0.24338(7) 0.57270(11) 0.28750(6) 0.0629(4) Uani 1 1 d . . .
O1 O 0.8412(2) 0.2133(3) 0.4428(2) 0.0998(15) Uani 1 1 d . . .
N1 N 0.40344(17) 0.8067(2) 0.39543(14) 0.0383(9) Uani 1 1 d . . .
N2 N 0.51562(18) 0.7416(3) 0.40013(14) 0.0423(9) Uani 1 1 d . . .
H2A H 0.5606 0.7345 0.4101 0.051 Uiso 1 1 calc R . .
N3 N 0.7661(2) 0.2940(4) 0.5049(2) 0.0751(14) Uani 1 1 d . . .
C1 C 0.4935(2) 0.8988(3) 0.45840(17) 0.0336(10) Uani 1 1 d . . .
C2 C 0.5610(2) 0.9570(3) 0.43529(17) 0.0318(10) Uani 1 1 d . . .
C3 C 0.5838(2) 0.9540(3) 0.38092(18) 0.0426(11) Uani 1 1 d . . .
H3A H 0.5574 0.9151 0.3556 0.051 Uiso 1 1 calc R . .
C4 C 0.6453(3) 1.0079(4) 0.3635(2) 0.0551(13) Uani 1 1 d . . .
H4A H 0.6603 1.0041 0.3269 0.066 Uiso 1 1 calc R . .
C5 C 0.6833(3) 1.0662(4) 0.3999(2) 0.0630(15) Uani 1 1 d . . .
H5A H 0.7249 1.1017 0.3885 0.076 Uiso 1 1 calc R . .
C6 C 0.6602(2) 1.0729(3) 0.4547(2) 0.0544(14) Uani 1 1 d . . .
H6A H 0.6859 1.1145 0.4793 0.065 Uiso 1 1 calc R . .
C7 C 0.5996(2) 1.0188(3) 0.47296(18) 0.0369(11) Uani 1 1 d . . .
C8 C 0.5738(2) 1.0210(3) 0.53230(17) 0.0357(11) Uani 1 1 d . . .
H8B H 0.6123 1.0474 0.5553 0.043 Uiso 1 1 d R . .
C9 C 0.5550(2) 0.9129(3) 0.55046(18) 0.0378(11) Uani 1 1 d . . .
C10 C 0.5757(3) 0.8756(4) 0.6014(2) 0.0554(13) Uani 1 1 d . . .
H10A H 0.6019 0.9177 0.6254 0.067 Uiso 1 1 calc R . .
C11 C 0.5580(3) 0.7772(5) 0.6169(2) 0.0718(17) Uani 1 1 d . . .
H11A H 0.5727 0.7523 0.6511 0.086 Uiso 1 1 calc R . .
C12 C 0.5189(3) 0.7160(4) 0.5822(2) 0.0688(17) Uani 1 1 d . . .
H12A H 0.5064 0.6495 0.5932 0.083 Uiso 1 1 calc R . .
C13 C 0.4971(2) 0.7513(3) 0.5301(2) 0.0537(13) Uani 1 1 d . . .
H13A H 0.4702 0.7089 0.5067 0.064 Uiso 1 1 calc R . .
C14 C 0.5162(2) 0.8512(3) 0.51391(17) 0.0362(10) Uani 1 1 d . . .
C15 C 0.4690(2) 0.8168(3) 0.41797(17) 0.0373(11) Uani 1 1 d . . .
C16 C 0.4085(2) 0.7201(3) 0.36162(17) 0.0382(11) Uani 1 1 d . . .
C17 C 0.4788(2) 0.6786(3) 0.36329(17) 0.0373(10) Uani 1 1 d . . .
C18 C 0.4623(3) 0.6314(5) 0.2377(2) 0.0815(18) Uani 1 1 d . . .
H18A H 0.4373 0.6880 0.2550 0.122 Uiso 1 1 calc R . .
H18B H 0.4269 0.5852 0.2219 0.122 Uiso 1 1 calc R . .
H18C H 0.4940 0.6572 0.2093 0.122 Uiso 1 1 calc R . .
C19 C 0.5067(2) 0.5752(4) 0.2796(2) 0.0532(13) Uani 1 1 d . . .
C20 C 0.5162(2) 0.5956(3) 0.3338(2) 0.0423(11) Uani 1 1 d . . .
C21 C 0.5672(3) 0.5281(4) 0.3591(2) 0.0566(13) Uani 1 1 d . . .
H21A H 0.5808 0.5330 0.3960 0.068 Uiso 1 1 calc R . .
C22 C 0.5944(3) 0.4551(4) 0.3241(2) 0.0649(15) Uani 1 1 d . . .
C23 C 0.6480(3) 0.3715(4) 0.3368(3) 0.107(2) Uani 1 1 d . . .
H23A H 0.6619 0.3754 0.3749 0.160 Uiso 1 1 calc R . .
H23B H 0.6907 0.3797 0.3141 0.160 Uiso 1 1 calc R . .
H23C H 0.6258 0.3057 0.3295 0.160 Uiso 1 1 calc R . .
C24 C 0.3533(3) 0.4875(4) 0.3528(2) 0.0694(16) Uani 1 1 d . . .
H24A H 0.3958 0.5060 0.3740 0.104 Uiso 1 1 calc R . .
H24B H 0.3672 0.4403 0.3242 0.104 Uiso 1 1 calc R . .
H24C H 0.3177 0.4553 0.3764 0.104 Uiso 1 1 calc R . .
C25 C 0.3205(2) 0.5829(4) 0.32753(19) 0.0494(12) Uani 1 1 d . . .
C26 C 0.3432(2) 0.6834(3) 0.33144(17) 0.0400(11) Uani 1 1 d . . .
C27 C 0.2957(2) 0.7517(4) 0.30222(18) 0.0458(12) Uani 1 1 d . . .
H27A H 0.3025 0.8228 0.3016 0.055 Uiso 1 1 calc R . .
C28 C 0.2395(2) 0.7040(4) 0.27531(19) 0.0546(13) Uani 1 1 d . . .
C29 C 0.1819(3) 0.7495(5) 0.2395(2) 0.0775(17) Uani 1 1 d . . .
H29A H 0.1884 0.8229 0.2377 0.116 Uiso 1 1 calc R . .
H29B H 0.1344 0.7341 0.2544 0.116 Uiso 1 1 calc R . .
H29C H 0.1858 0.7208 0.2031 0.116 Uiso 1 1 calc R . .
C30 C 0.7783(4) 0.2218(7) 0.5509(3) 0.148(4) Uani 1 1 d . . .
H30A H 0.8103 0.1672 0.5391 0.222 Uiso 1 1 calc R . .
H30B H 0.7322 0.1932 0.5624 0.222 Uiso 1 1 calc R . .
H30C H 0.8004 0.2579 0.5812 0.222 Uiso 1 1 calc R . .
C31 C 0.7195(4) 0.3783(6) 0.5198(4) 0.152(4) Uani 1 1 d . . .
H31A H 0.7133 0.4232 0.4887 0.229 Uiso 1 1 calc R . .
H31B H 0.7414 0.4160 0.5497 0.229 Uiso 1 1 calc R . .
H31C H 0.6725 0.3522 0.5312 0.229 Uiso 1 1 calc R . .
C32 C 0.8000(4) 0.2845(6) 0.4581(3) 0.098(2) Uani 1 1 d . . .
H32A H 0.7927 0.3375 0.4329 0.117 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 C22 1.690(6) . ?
S1 C19 1.719(5) . ?
S2 C25 1.714(5) . ?
S2 C28 1.729(5) . ?
O1 C32 1.246(7) . ?
N1 C15 1.321(5) . ?
N1 C16 1.394(5) . ?
N2 C15 1.363(5) . ?
N2 C17 1.385(5) . ?
N2 H2A 0.8600 . ?
N3 C32 1.297(7) . ?
N3 C31 1.431(7) . ?
N3 C30 1.474(8) . ?
C1 C15 1.514(5) . ?
C1 C14 1.538(5) . ?
C1 C2 1.547(5) . ?
C1 C8 1.624(5) 5_676 ?
C2 C3 1.384(5) . ?
C2 C7 1.405(5) . ?
C3 C4 1.387(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.353(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.398(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.380(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.515(6) . ?
C8 C9 1.509(6) . ?
C8 C1 1.624(5) 5_676 ?
C8 H8B 0.9600 . ?
C9 C10 1.381(6) . ?
C9 C14 1.387(5) . ?
C10 C11 1.368(7) . ?
C10 H10A 0.9300 . ?
C11 C12 1.360(7) . ?
C11 H11A 0.9300 . ?
C12 C13 1.401(7) . ?
C12 H12A 0.9300 . ?
C13 C14 1.398(6) . ?
C13 H13A 0.9300 . ?
C16 C17 1.390(5) . ?
C16 C26 1.476(6) . ?
C17 C20 1.461(6) . ?
C18 C19 1.489(7) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.352(6) . ?
C20 C21 1.418(6) . ?
C21 C22 1.364(6) . ?
C21 H21A 0.9300 . ?
C22 C23 1.490(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.504(6) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.369(6) . ?
C26 C27 1.427(6) . ?
C27 C28 1.362(6) . ?
C27 H27A 0.9300 . ?
C28 C29 1.485(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9300 . ?

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
C22 S1 C19 93.3(3) . . ?
C25 S2 C28 93.1(2) . . ?
C15 N1 C16 105.3(3) . . ?
C15 N2 C17 109.0(3) . . ?
C15 N2 H2A 125.5 . . ?
C17 N2 H2A 125.5 . . ?
C32 N3 C31 125.2(7) . . ?
C32 N3 C30 122.0(7) . . ?
C31 N3 C30 112.5(6) . . ?
C15 C1 C14 111.4(3) . . ?
C15 C1 C2 110.0(3) . . ?
C14 C1 C2 107.4(3) . . ?
C15 C1 C8 108.5(3) . 5_676 ?
C14 C1 C8 109.8(3) . 5_676 ?
C2 C1 C8 109.8(3) . 5_676 ?
C3 C2 C7 119.0(4) . . ?
C3 C2 C1 124.8(4) . . ?
C7 C2 C1 116.2(4) . . ?
C2 C3 C4 121.3(4) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C3 119.7(5) . . ?
C5 C4 H4A 120.1 . . ?
C3 C4 H4A 120.1 . . ?
C4 C5 C6 120.1(5) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C7 C6 C5 120.9(4) . . ?
C7 C6 H6A 119.5 . . ?
C5 C6 H6A 119.5 . . ?
C6 C7 C2 118.9(4) . . ?
C6 C7 C8 122.9(4) . . ?
C2 C7 C8 118.2(4) . . ?
C9 C8 C7 109.3(3) . . ?
C9 C8 C1 112.5(3) . 5_676 ?
C7 C8 C1 112.3(3) . 5_676 ?
C9 C8 H8B 109.1 . . ?
C7 C8 H8B 109.4 . . ?
C1 C8 H8B 104.1 5_676 . ?
C10 C9 C14 120.7(4) . . ?
C10 C9 C8 121.7(4) . . ?
C14 C9 C8 117.7(4) . . ?
C11 C10 C9 120.5(5) . . ?
C11 C10 H10A 119.7 . . ?
C9 C10 H10A 119.7 . . ?
C12 C11 C10 119.9(5) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 121.1(5) . . ?
C11 C12 H12A 119.4 . . ?
C13 C12 H12A 119.4 . . ?
C14 C13 C12 119.1(5) . . ?
C14 C13 H13A 120.5 . . ?
C12 C13 H13A 120.5 . . ?
C9 C14 C13 118.8(4) . . ?
C9 C14 C1 117.7(4) . . ?
C13 C14 C1 123.4(4) . . ?
N1 C15 N2 111.2(3) . . ?
N1 C15 C1 127.2(4) . . ?
N2 C15 C1 121.6(3) . . ?
N1 C16 C17 110.8(3) . . ?
N1 C16 C26 119.9(4) . . ?
C17 C16 C26 129.2(4) . . ?
N2 C17 C16 103.7(3) . . ?
N2 C17 C20 121.7(4) . . ?
C16 C17 C20 134.5(4) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C18 129.6(5) . . ?
C20 C19 S1 110.3(4) . . ?
C18 C19 S1 120.1(4) . . ?
C19 C20 C21 112.6(4) . . ?
C19 C20 C17 124.2(4) . . ?
C21 C20 C17 123.2(4) . . ?
C22 C21 C20 113.3(5) . . ?
C22 C21 H21A 123.3 . . ?
C20 C21 H21A 123.3 . . ?
C21 C22 C23 127.9(6) . . ?
C21 C22 S1 110.3(4) . . ?
C23 C22 S1 121.8(4) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C24 129.4(4) . . ?
C26 C25 S2 111.1(4) . . ?
C24 C25 S2 119.5(3) . . ?
C25 C26 C27 111.9(4) . . ?
C25 C26 C16 125.7(4) . . ?
C27 C26 C16 122.4(4) . . ?
C28 C27 C26 114.3(4) . . ?
C28 C27 H27A 122.8 . . ?
C26 C27 H27A 122.8 . . ?
C27 C28 C29 129.2(5) . . ?
C27 C28 S2 109.5(4) . . ?
C29 C28 S2 121.3(4) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 H30A 109.5 . . ?
N3 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N3 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O1 C32 N3 128.2(8) . . ?
O1 C32 H32A 115.9 . . ?
N3 C32 H32A 115.9 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.058
