# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_exp_1625
_database_code_depnum_ccdc_archive 'CCDC 1029813'
_audit_update_record             
;
2014-10-20 deposited with the CCDC.
2015-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H15 Cl2 N O S2'
_chemical_formula_sum            'C23 H15 Cl2 N O S2'
_chemical_formula_weight         456.38

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'
Cl Cl 0.1484 0.1585 '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                   10.2935(7)
_cell_length_b                   10.5264(9)
_cell_length_c                   10.7561(9)
_cell_angle_alpha                84.384(7)
_cell_angle_beta                 66.574(7)
_cell_angle_gamma                76.989(6)
_cell_volume                     1041.89(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468.0
_exptl_absorpt_coefficient_mu    0.527
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8109
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.25
_diffrn_reflns_theta_max         28.87
_reflns_number_total             5468
_reflns_number_gt                3106
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          Twin

_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)+(0.0477P)²+0.3256P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5468
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1253
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      0.967
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8063(3) -0.0578(3) 0.2065(3) 0.0545(7) Uani 1 1 d . . .
C2 C 0.7813(5) -0.1395(3) 0.1265(3) 0.0696(9) Uani 1 1 d . . .
H2 H 0.688(3) -0.135(3) 0.136(3) 0.078(10) Uiso 1 1 d . . .
C3 C 0.8955(5) -0.2164(3) 0.0297(3) 0.0748(10) Uani 1 1 d . . .
H3 H 0.878(4) -0.273(4) -0.027(4) 0.105(12) Uiso 1 1 d . . .
C4 C 1.0359(5) -0.2146(3) 0.0106(3) 0.0696(9) Uani 1 1 d . . .
H4 H 1.115(3) -0.265(3) -0.054(3) 0.066(9) Uiso 1 1 d . . .
C5 C 1.0619(4) -0.1352(3) 0.0889(3) 0.0584(7) Uani 1 1 d . . .
H5 H 1.154(3) -0.128(3) 0.077(3) 0.060(9) Uiso 1 1 d . . .
C6 C 0.9482(3) -0.0549(2) 0.1877(2) 0.0480(6) Uani 1 1 d . . .
C7 C 0.9818(3) 0.0300(2) 0.2673(2) 0.0445(6) Uani 1 1 d . . .
C8 C 0.8675(2) 0.1088(2) 0.3772(2) 0.0403(5) Uani 1 1 d . . .
C9 C 0.7241(3) 0.1166(2) 0.4078(2) 0.0452(6) Uani 1 1 d . . .
C10 C 0.9215(2) 0.1767(2) 0.4598(2) 0.0384(5) Uani 1 1 d . . .
H10 H 1.005(2) 0.116(2) 0.464(2) 0.047(7) Uiso 1 1 d . . .
C11 C 0.9724(2) 0.2998(2) 0.3919(2) 0.0401(5) Uani 1 1 d . . .
C12 C 1.0930(2) 0.3335(2) 0.3966(2) 0.0449(6) Uani 1 1 d . . .
C13 C 1.1323(3) 0.4508(3) 0.3442(3) 0.0588(7) Uani 1 1 d . . .
H13 H 1.218(3) 0.470(3) 0.348(3) 0.064(8) Uiso 1 1 d . . .
C14 C 1.0529(4) 0.5354(3) 0.2838(3) 0.0683(9) Uani 1 1 d . . .
H14 H 1.076(3) 0.612(3) 0.251(3) 0.073(9) Uiso 1 1 d . . .
C15 C 0.9361(4) 0.5037(3) 0.2735(3) 0.0674(9) Uani 1 1 d . . .
H15 H 0.880(3) 0.554(3) 0.236(3) 0.079(10) Uiso 1 1 d . . .
C16 C 0.8967(3) 0.3867(3) 0.3265(3) 0.0527(7) Uani 1 1 d . . .
H16 H 0.817(3) 0.366(3) 0.322(3) 0.054(8) Uiso 1 1 d . . .
C17 C 0.6814(3) 0.2776(3) 0.6206(3) 0.0454(6) Uani 1 1 d . . .
H17 H 0.688(2) 0.358(2) 0.575(2) 0.043(7) Uiso 1 1 d . . .
C18 C 0.5820(3) 0.2932(3) 0.7674(3) 0.0519(6) Uani 1 1 d . . .
C19 C 0.4811(3) 0.4070(3) 0.8177(3) 0.0665(8) Uani 1 1 d . . .
C20 C 0.3910(4) 0.4177(5) 0.9550(5) 0.0934(13) Uani 1 1 d . . .
H20 H 0.334(4) 0.496(4) 0.977(4) 0.105(13) Uiso 1 1 d . . .
C21 C 0.4001(5) 0.3154(6) 1.0406(5) 0.1017(15) Uani 1 1 d . . .
H21 H 0.343(5) 0.334(4) 1.128(5) 0.134(17) Uiso 1 1 d . . .
C22 C 0.4970(4) 0.2020(5) 0.9944(4) 0.0870(12) Uani 1 1 d . . .
H22 H 0.506(4) 0.135(4) 1.053(4) 0.112(15) Uiso 1 1 d . . .
C23 C 0.5859(3) 0.1909(4) 0.8588(3) 0.0655(8) Uani 1 1 d . . .
H23 H 0.646(3) 0.110(3) 0.826(3) 0.066(9) Uiso 1 1 d . . .
O1 O 1.10982(18) 0.03316(17) 0.24206(18) 0.0523(5) Uani 1 1 d . . .
S1 S 0.65404(8) 0.03657(8) 0.32374(8) 0.0655(2) Uani 1 1 d . . .
S2 S 0.58048(7) 0.20528(8) 0.54068(8) 0.0604(2) Uani 1 1 d . . .
Cl1 Cl 1.20118(7) 0.22861(8) 0.46910(9) 0.0695(3) Uani 1 1 d . . .
Cl2 Cl 0.46690(9) 0.53891(9) 0.70992(12) 0.0974(4) Uani 1 1 d . . .
H1 H 0.820(3) 0.130(3) 0.639(3) 0.055(8) Uiso 1 1 d . . .
N1 N 0.8204(2) 0.2032(2) 0.6001(2) 0.0423(5) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.400(4) . ?
C1 C2 1.403(4) . ?
C1 S1 1.734(3) . ?
C2 C3 1.372(5) . ?
C3 C4 1.381(5) . ?
C4 C5 1.377(4) . ?
C5 C6 1.399(4) . ?
C6 C7 1.474(3) . ?
C7 O1 1.243(3) . ?
C7 C8 1.455(3) . ?
C8 C9 1.363(3) . ?
C8 C10 1.517(3) . ?
C9 S1 1.729(2) . ?
C9 S2 1.749(3) . ?
C10 N1 1.463(3) . ?
C10 C11 1.518(3) . ?
C11 C12 1.386(3) . ?
C11 C16 1.388(3) . ?
C12 C13 1.383(4) . ?
C12 Cl1 1.743(3) . ?
C13 C14 1.365(4) . ?
C14 C15 1.365(5) . ?
C15 C16 1.382(4) . ?
C17 N1 1.410(3) . ?
C17 C18 1.503(4) . ?
C17 S2 1.894(3) . ?
C18 C19 1.388(4) . ?
C18 C23 1.390(4) . ?
C19 C20 1.397(5) . ?
C19 Cl2 1.738(3) . ?
C20 C21 1.358(6) . ?
C21 C22 1.361(6) . ?
C22 C23 1.379(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
C6 C1 C2 119.9(3) . . ?
C6 C1 S1 123.9(2) . . ?
C2 C1 S1 116.2(2) . . ?
C3 C2 C1 120.2(3) . . ?
C2 C3 C4 120.4(3) . . ?
C5 C4 C3 120.0(4) . . ?
C4 C5 C6 121.2(3) . . ?
C5 C6 C1 118.4(3) . . ?
C5 C6 C7 119.1(3) . . ?
C1 C6 C7 122.5(2) . . ?
O1 C7 C8 119.0(2) . . ?
O1 C7 C6 119.8(2) . . ?
C8 C7 C6 121.2(2) . . ?
C9 C8 C7 123.1(2) . . ?
C9 C8 C10 122.6(2) . . ?
C7 C8 C10 114.23(19) . . ?
C8 C9 S1 125.4(2) . . ?
C8 C9 S2 126.0(2) . . ?
S1 C9 S2 108.54(13) . . ?
N1 C10 C8 114.63(18) . . ?
N1 C10 C11 110.3(2) . . ?
C8 C10 C11 112.95(18) . . ?
C12 C11 C16 116.8(2) . . ?
C12 C11 C10 121.8(2) . . ?
C16 C11 C10 121.4(2) . . ?
C13 C12 C11 121.7(2) . . ?
C13 C12 Cl1 117.5(2) . . ?
C11 C12 Cl1 120.88(19) . . ?
C14 C13 C12 119.8(3) . . ?
C13 C14 C15 120.2(3) . . ?
C14 C15 C16 119.8(3) . . ?
C15 C16 C11 121.7(3) . . ?
N1 C17 C18 113.4(2) . . ?
N1 C17 S2 113.85(18) . . ?
C18 C17 S2 104.61(16) . . ?
C19 C18 C23 117.0(3) . . ?
C19 C18 C17 122.5(3) . . ?
C23 C18 C17 120.4(3) . . ?
C18 C19 C20 120.7(4) . . ?
C18 C19 Cl2 120.1(2) . . ?
C20 C19 Cl2 119.2(3) . . ?
C21 C20 C19 120.0(4) . . ?
C20 C21 C22 120.8(4) . . ?
C21 C22 C23 119.4(4) . . ?
C22 C23 C18 122.0(3) . . ?
C9 S1 C1 103.53(13) . . ?
C9 S2 C17 101.09(11) . . ?
C17 N1 C10 117.02(19) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.87
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.045
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
####################################################################### 
# 
# 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_maa
_database_code_depnum_ccdc_archive 'CCDC 1029814'
_audit_update_record             
;
2014-10-20 deposited with the CCDC.
2015-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H27 N O S2'
_chemical_formula_sum            'C32 H27 N O S2'
_chemical_formula_weight         505.67

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                   11.6518(3)
_cell_length_b                   15.2049(4)
_cell_length_c                   14.9453(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.788(2)
_cell_angle_gamma                90.00
_cell_volume                     2591.93(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       blocks
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.30
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064.0
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30030
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4580
_reflns_number_gt                2946
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          Twin

_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)+(0.1000P)²+0.1000P] 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         4580
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1438
_refine_ls_wR_factor_gt          0.1335
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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
N1 N 0.74395(15) 0.03266(12) 0.66460(12) 0.0480(5) Uani 1 1 d . . .
O1 O 0.71044(16) 0.30134(11) 0.68719(14) 0.0741(6) Uani 1 1 d . . .
S1 S 0.37691(5) 0.15815(4) 0.60447(5) 0.0590(3) Uani 1 1 d . . .
S2 S 0.50676(5) 0.00186(4) 0.64977(5) 0.0610(3) Uani 1 1 d . . .
C1 C 0.3991(2) 0.27092(16) 0.59904(15) 0.0532(6) Uani 1 1 d . . .
C2 C 0.2997(2) 0.32336(18) 0.56723(18) 0.0653(7) Uani 1 1 d . . .
H2 H 0.2263 0.2971 0.5509 0.078 Uiso 1 1 calc R . .
C3 C 0.3099(3) 0.4120(2) 0.56006(18) 0.0745(8) Uani 1 1 d . . .
H3 H 0.2434 0.4461 0.5399 0.089 Uiso 1 1 calc R . .
C4 C 0.4195(3) 0.45193(18) 0.5827(2) 0.0729(8) Uani 1 1 d . . .
H4 H 0.4267 0.5124 0.5760 0.087 Uiso 1 1 calc R . .
C5 C 0.5169(2) 0.40140(17) 0.61491(18) 0.0643(7) Uani 1 1 d . . .
H5 H 0.5897 0.4286 0.6307 0.077 Uiso 1 1 calc R . .
C6 C 0.5095(2) 0.31064(15) 0.62459(16) 0.0520(6) Uani 1 1 d . . .
C7 C 0.6182(2) 0.26094(15) 0.66102(16) 0.0519(6) Uani 1 1 d . . .
C8 C 0.61685(19) 0.16528(14) 0.66667(15) 0.0452(6) Uani 1 1 d . . .
C9 C 0.51684(19) 0.11646(15) 0.64438(15) 0.0480(6) Uani 1 1 d . . .
C10 C 0.73671(18) 0.12290(14) 0.69753(15) 0.0467(6) Uani 1 1 d . . .
H10 H 0.7914 0.1578 0.6702 0.056 Uiso 1 1 calc R . .
C11 C 0.78300(19) 0.12589(14) 0.80072(15) 0.0474(6) Uani 1 1 d . . .
C12 C 0.7176(2) 0.15445(15) 0.86291(17) 0.0540(6) Uani 1 1 d . . .
H12 H 0.6407 0.1730 0.8420 0.065 Uiso 1 1 calc R . .
C13 C 0.7650(2) 0.15572(17) 0.95583(17) 0.0596(7) Uani 1 1 d . . .
H13 H 0.7183 0.1740 0.9959 0.072 Uiso 1 1 calc R . .
C14 C 0.8785(2) 0.13104(16) 0.99074(17) 0.0596(7) Uani 1 1 d . . .
C15 C 0.9447(2) 0.10216(19) 0.92836(19) 0.0710(8) Uani 1 1 d . . .
H15 H 1.0219 0.0846 0.9495 0.085 Uiso 1 1 calc R . .
C16 C 0.8975(2) 0.09929(18) 0.83605(17) 0.0652(7) Uani 1 1 d . . .
H16 H 0.9435 0.0790 0.7963 0.078 Uiso 1 1 calc R . .
C17 C 0.9320(3) 0.1357(2) 1.09126(19) 0.0885(9) Uani 1 1 d . . .
H17B H 0.9573 0.1948 1.1071 0.133 Uiso 1 1 calc R . .
H17C H 0.9980 0.0967 1.1049 0.133 Uiso 1 1 calc R . .
H17A H 0.8747 0.1186 1.1259 0.133 Uiso 1 1 calc R . .
C18 C 0.7367(2) 0.02714(16) 0.56497(15) 0.0550(6) Uani 1 1 d . . .
H18A H 0.6632 0.0531 0.5340 0.066 Uiso 1 1 calc R . .
H18B H 0.7356 -0.0343 0.5475 0.066 Uiso 1 1 calc R . .
C19 C 0.8358(2) 0.07231(14) 0.53267(16) 0.0521(6) Uani 1 1 d . . .
C20 C 0.9495(2) 0.07226(17) 0.58382(18) 0.0624(7) Uani 1 1 d . . .
H20 H 0.9655 0.0454 0.6409 0.075 Uiso 1 1 calc R . .
C21 C 1.0389(2) 0.11179(19) 0.5507(2) 0.0744(8) Uani 1 1 d . . .
H21 H 1.1146 0.1122 0.5859 0.089 Uiso 1 1 calc R . .
C22 C 1.0162(3) 0.15076(19) 0.4654(3) 0.0841(9) Uani 1 1 d . . .
H22 H 1.0764 0.1775 0.4430 0.101 Uiso 1 1 calc R . .
C23 C 0.9049(3) 0.14981(19) 0.4141(2) 0.0802(9) Uani 1 1 d . . .
H23 H 0.8899 0.1750 0.3562 0.096 Uiso 1 1 calc R . .
C24 C 0.8156(2) 0.11238(17) 0.44687(19) 0.0646(7) Uani 1 1 d . . .
H24 H 0.7400 0.1135 0.4115 0.077 Uiso 1 1 calc R . .
C25 C 0.66487(19) -0.02487(15) 0.69744(16) 0.0500(6) Uani 1 1 d . . .
H25 H 0.6771 -0.0146 0.7635 0.060 Uiso 1 1 calc R . .
C26 C 0.6858(2) -0.12214(14) 0.68584(15) 0.0486(6) Uani 1 1 d . . .
C27 C 0.7969(2) -0.15407(16) 0.72006(18) 0.0636(7) Uani 1 1 d . . .
H27 H 0.8567 -0.1148 0.7436 0.076 Uiso 1 1 calc R . .
C28 C 0.8214(2) -0.24310(17) 0.72029(18) 0.0677(7) Uani 1 1 d . . .
H28 H 0.8974 -0.2622 0.7441 0.081 Uiso 1 1 calc R . .
C29 C 0.7359(2) -0.30444(16) 0.68604(18) 0.0592(7) Uani 1 1 d . . .
C30 C 0.6260(2) -0.27182(17) 0.6503(2) 0.0698(8) Uani 1 1 d . . .
H30 H 0.5667 -0.3110 0.6256 0.084 Uiso 1 1 calc R . .
C31 C 0.6001(2) -0.18254(16) 0.6497(2) 0.0652(7) Uani 1 1 d . . .
H31 H 0.5246 -0.1633 0.6248 0.078 Uiso 1 1 calc R . .
C32 C 0.7602(3) -0.40136(18) 0.6891(2) 0.0807(8) Uani 1 1 d . . .
H32C H 0.8417 -0.4112 0.6895 0.121 Uiso 1 1 calc R . .
H32A H 0.7133 -0.4290 0.6363 0.121 Uiso 1 1 calc R . .
H32B H 0.7410 -0.4259 0.7434 0.121 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
N1 C25 1.428(3) . ?
N1 C10 1.466(3) . ?
N1 C18 1.476(3) . ?
O1 C7 1.231(3) . ?
S1 C9 1.737(2) . ?
S1 C1 1.738(3) . ?
S2 C9 1.750(2) . ?
S2 C25 1.879(2) . ?
C1 C6 1.402(3) . ?
C1 C2 1.406(3) . ?
C2 C3 1.359(4) . ?
C3 C4 1.391(4) . ?
C4 C5 1.374(4) . ?
C5 C6 1.392(3) . ?
C6 C7 1.479(3) . ?
C7 C8 1.457(3) . ?
C8 C9 1.364(3) . ?
C8 C10 1.522(3) . ?
C10 C11 1.527(3) . ?
C11 C12 1.387(3) . ?
C11 C16 1.391(3) . ?
C12 C13 1.386(3) . ?
C13 C14 1.370(4) . ?
C14 C15 1.397(4) . ?
C14 C17 1.506(4) . ?
C15 C16 1.377(3) . ?
C18 C19 1.506(3) . ?
C19 C20 1.387(3) . ?
C19 C24 1.396(3) . ?
C20 C21 1.379(3) . ?
C21 C22 1.382(4) . ?
C22 C23 1.365(5) . ?
C23 C24 1.362(4) . ?
C25 C26 1.515(3) . ?
C26 C27 1.379(3) . ?
C26 C31 1.383(3) . ?
C27 C28 1.384(4) . ?
C28 C29 1.384(4) . ?
C29 C30 1.375(4) . ?
C29 C32 1.499(4) . ?
C30 C31 1.390(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
C25 N1 C10 111.86(18) . . ?
C25 N1 C18 113.81(17) . . ?
C10 N1 C18 113.35(18) . . ?
C9 S1 C1 103.75(11) . . ?
C9 S2 C25 99.38(10) . . ?
C6 C1 C2 119.6(2) . . ?
C6 C1 S1 123.31(18) . . ?
C2 C1 S1 117.1(2) . . ?
C3 C2 C1 120.7(3) . . ?
C2 C3 C4 120.3(3) . . ?
C5 C4 C3 119.5(3) . . ?
C4 C5 C6 121.8(3) . . ?
C5 C6 C1 118.1(2) . . ?
C5 C6 C7 118.6(2) . . ?
C1 C6 C7 123.3(2) . . ?
O1 C7 C8 119.9(2) . . ?
O1 C7 C6 119.2(2) . . ?
C8 C7 C6 120.9(2) . . ?
C9 C8 C7 123.2(2) . . ?
C9 C8 C10 121.9(2) . . ?
C7 C8 C10 114.85(18) . . ?
C8 C9 S1 125.47(18) . . ?
C8 C9 S2 126.35(18) . . ?
S1 C9 S2 108.18(12) . . ?
N1 C10 C8 114.01(17) . . ?
N1 C10 C11 109.52(18) . . ?
C8 C10 C11 113.99(18) . . ?
C12 C11 C16 116.9(2) . . ?
C12 C11 C10 123.9(2) . . ?
C16 C11 C10 119.2(2) . . ?
C13 C12 C11 121.0(2) . . ?
C14 C13 C12 122.3(2) . . ?
C13 C14 C15 116.9(2) . . ?
C13 C14 C17 122.5(2) . . ?
C15 C14 C17 120.5(2) . . ?
C16 C15 C14 121.1(2) . . ?
C15 C16 C11 121.8(2) . . ?
N1 C18 C19 114.05(18) . . ?
C20 C19 C24 118.0(2) . . ?
C20 C19 C18 122.1(2) . . ?
C24 C19 C18 119.8(2) . . ?
C21 C20 C19 120.5(3) . . ?
C20 C21 C22 120.1(3) . . ?
C23 C22 C21 119.6(3) . . ?
C24 C23 C22 120.8(3) . . ?
C23 C24 C19 120.9(3) . . ?
N1 C25 C26 115.35(19) . . ?
N1 C25 S2 112.88(16) . . ?
C26 C25 S2 109.64(15) . . ?
C27 C26 C31 117.3(2) . . ?
C27 C26 C25 117.5(2) . . ?
C31 C26 C25 125.0(2) . . ?
C26 C27 C28 121.6(2) . . ?
C27 C28 C29 121.7(2) . . ?
C30 C29 C28 116.3(2) . . ?
C30 C29 C32 121.4(2) . . ?
C28 C29 C32 122.3(3) . . ?
C29 C30 C31 122.6(2) . . ?
C26 C31 C30 120.5(3) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.034
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: EtOH'
