# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1411469'
_audit_update_record             
;
2015-07-08 deposited with the CCDC.
2015-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H15 N O'
_chemical_formula_sum            'C23 H15 N O'
_chemical_formula_weight         321.36

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.805(15)
_cell_length_b                   13.501(18)
_cell_length_c                   13.18(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.35(3)
_cell_angle_gamma                90
_cell_volume                     1674(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    2545
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Rhombic
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.955
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_process_details   'Jacobson; Unpublished results'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13498
_diffrn_reflns_av_unetI/netI     0.1429
_diffrn_reflns_av_R_equivalents  0.1167
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.221
_diffrn_reflns_theta_max         26.346
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3387
_reflns_number_gt                1101
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0773P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3387
_refine_ls_number_parameters     226
_refine_ls_number_restraints     70
_refine_ls_R_factor_all          0.1307
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1886
_refine_ls_wR_factor_gt          0.1466
_refine_ls_goodness_of_fit_ref   0.759
_refine_ls_restrained_S_all      0.757
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.0162(4) -0.0765(2) 0.2189(2) 0.0506(8) Uani 1 1 d . U . . .
C4 C -0.0804(3) 0.0309(2) 0.0977(2) 0.0518(9) Uani 1 1 d . U . . .
C5 C -0.1677(3) -0.0492(3) 0.0916(2) 0.0545(9) Uani 1 1 d . U . . .
C6 C -0.2988(4) -0.0513(3) 0.0165(3) 0.0700(10) Uani 1 1 d . U . . .
H6 H -0.3604 -0.1045 0.0125 0.084 Uiso 1 1 calc R U . . .
C7 C -0.3351(4) 0.0274(3) -0.0517(3) 0.0760(11) Uani 1 1 d . U . . .
H7 H -0.4224 0.0272 -0.1031 0.091 Uiso 1 1 calc R U . . .
C8 C -0.2453(5) 0.1063(3) -0.0456(3) 0.0742(12) Uani 1 1 d . U . . .
H8 H -0.2737 0.1585 -0.0929 0.089 Uiso 1 1 calc R U . . .
C9 C -0.1117(4) 0.1111(2) 0.0297(3) 0.0665(10) Uani 1 1 d . U . . .
H9 H -0.0495 0.1639 0.0336 0.080 Uiso 1 1 calc R U . . .
C10 C 0.1253(3) -0.1159(2) 0.3105(2) 0.0547(9) Uani 1 1 d . U . . .
H10 H 0.1072 -0.1765 0.3376 0.066 Uiso 1 1 calc R U . . .
C11 C 0.2444(3) -0.0727(2) 0.3565(2) 0.0525(9) Uani 1 1 d . U . . .
H11 H 0.2613 -0.0125 0.3279 0.063 Uiso 1 1 calc R U . . .
C12 C 0.3574(3) -0.1086(2) 0.4499(2) 0.0441(8) Uani 1 1 d . U . . .
C13 C 0.1989(4) -0.1091(2) 0.5678(3) 0.0629(10) Uani 1 1 d . U . . .
H13 H 0.1230 -0.0886 0.5119 0.075 Uiso 1 1 calc R U . . .
C14 C 0.1759(4) -0.1230(3) 0.6665(3) 0.0724(11) Uani 1 1 d . U . . .
H14 H 0.0860 -0.1137 0.6754 0.087 Uiso 1 1 calc R U . . .
C15 C 0.2912(5) -0.1512(3) 0.7525(3) 0.0773(12) Uani 1 1 d . U . . .
H15 H 0.2784 -0.1594 0.8193 0.093 Uiso 1 1 calc R U . . .
C16 C 0.4247(4) -0.1669(2) 0.7370(3) 0.0684(10) Uani 1 1 d . U . . .
H16 H 0.5000 -0.1856 0.7943 0.082 Uiso 1 1 calc R U . . .
C17 C 0.5796(4) -0.1719(2) 0.6243(3) 0.0570(9) Uani 1 1 d . U . . .
H17 H 0.6519 -0.1941 0.6819 0.068 Uiso 1 1 calc R U . . .
C18 C 0.7475(4) -0.1728(2) 0.5101(3) 0.0699(11) Uani 1 1 d . U . . .
H18 H 0.8215 -0.1964 0.5656 0.084 Uiso 1 1 calc R U . . .
C19 C 0.7713(4) -0.1544(3) 0.4161(4) 0.0764(11) Uani 1 1 d . U . . .
H19 H 0.8612 -0.1649 0.4076 0.092 Uiso 1 1 calc R U . . .
C20 C 0.6609(4) -0.1193(2) 0.3309(3) 0.0674(10) Uani 1 1 d . U . . .
H20 H 0.6793 -0.1063 0.2667 0.081 Uiso 1 1 calc R U . . .
C21 C 0.5298(4) -0.1040(2) 0.3398(3) 0.0573(9) Uani 1 1 d . U . . .
H21 H 0.4593 -0.0811 0.2815 0.069 Uiso 1 1 calc R U . . .
C22 C 0.4947(3) -0.1223(2) 0.4383(2) 0.0487(8) Uani 1 1 d . U . . .
C23 C 0.6088(3) -0.1567(2) 0.5269(3) 0.0536(9) Uani 1 1 d . U . . .
C24 C 0.3335(3) -0.1248(2) 0.5485(2) 0.0469(8) Uani 1 1 d . U . . .
C25 C 0.4487(4) -0.1550(2) 0.6365(2) 0.0494(8) Uani 1 1 d . U . . .
N1 N -0.1035(3) -0.1171(2) 0.1711(2) 0.0593(8) Uani 1 1 d . U . . .
O3 O 0.0417(2) 0.01444(16) 0.18144(16) 0.0583(7) Uani 1 1 d . U . . .


_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
C2 N1 1.287(4) . ?
C2 O3 1.372(4) . ?
C2 C10 1.469(4) . ?
C4 C5 1.367(4) . ?
C4 C9 1.384(4) . ?
C4 O3 1.399(4) . ?
C5 C6 1.385(4) . ?
C5 N1 1.401(4) . ?
C6 C7 1.374(5) . ?
C7 C8 1.370(5) . ?
C8 C9 1.404(5) . ?
C10 C11 1.293(4) . ?
C11 C12 1.487(4) . ?
C12 C24 1.401(4) . ?
C12 C22 1.409(4) . ?
C13 C14 1.394(5) . ?
C13 C24 1.428(5) . ?
C14 C15 1.410(5) . ?
C15 C16 1.397(5) . ?
C16 C25 1.419(5) . ?
C17 C25 1.357(5) . ?
C17 C23 1.407(5) . ?
C18 C19 1.347(5) . ?
C18 C23 1.454(5) . ?
C19 C20 1.404(5) . ?
C20 C21 1.340(5) . ?
C21 C22 1.455(4) . ?
C22 C23 1.448(4) . ?
C24 C25 1.432(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
N1 C2 O3 116.0(3) . . ?
N1 C2 C10 126.9(3) . . ?
O3 C2 C10 117.1(3) . . ?
C5 C4 C9 124.0(3) . . ?
C5 C4 O3 107.7(3) . . ?
C9 C4 O3 128.3(3) . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 N1 109.3(3) . . ?
C6 C5 N1 130.7(3) . . ?
C7 C6 C5 118.0(3) . . ?
C8 C7 C6 121.3(4) . . ?
C7 C8 C9 122.3(3) . . ?
C4 C9 C8 114.5(3) . . ?
C11 C10 C2 125.1(3) . . ?
C10 C11 C12 127.3(3) . . ?
C24 C12 C22 119.6(3) . . ?
C24 C12 C11 122.6(3) . . ?
C22 C12 C11 117.7(3) . . ?
C14 C13 C24 123.2(3) . . ?
C13 C14 C15 118.9(4) . . ?
C16 C15 C14 119.7(4) . . ?
C15 C16 C25 121.9(3) . . ?
C25 C17 C23 121.7(3) . . ?
C19 C18 C23 121.7(3) . . ?
C18 C19 C20 120.2(4) . . ?
C21 C20 C19 121.6(4) . . ?
C20 C21 C22 121.8(3) . . ?
C12 C22 C23 120.0(3) . . ?
C12 C22 C21 123.2(3) . . ?
C23 C22 C21 116.8(3) . . ?
C17 C23 C22 118.3(3) . . ?
C17 C23 C18 123.8(3) . . ?
C22 C23 C18 117.9(3) . . ?
C12 C24 C13 123.2(3) . . ?
C12 C24 C25 119.7(3) . . ?
C13 C24 C25 117.1(3) . . ?
C17 C25 C16 120.2(3) . . ?
C17 C25 C24 120.6(3) . . ?
C16 C25 C24 119.2(3) . . ?
C2 N1 C5 104.1(3) . . ?
C2 O3 C4 102.9(3) . . ?

_refine_diff_density_max         0.227
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1411470'
_audit_update_record             
;
2015-07-08 deposited with the CCDC.
2015-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H15 N S'
_chemical_formula_sum            'C23 H15 N S'
_chemical_formula_weight         337.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.853(14)
_cell_length_b                   14.006(19)
_cell_length_c                   12.99(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.08(2)
_cell_angle_gamma                90
_cell_volume                     1714(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2975
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.4

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.193
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.733
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12541
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.340
_diffrn_reflns_theta_max         26.241
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             3390
_reflns_number_gt                2651
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r14k (Rigaku, 2012)
;
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1333P)²+0.3371P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3390
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0811
_refine_ls_wR_factor_ref         0.2467
_refine_ls_wR_factor_gt          0.2107
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.5481(3) 0.0550(2) 0.2237(3) 0.0420(7) Uani 1 1 d . . . . .
C4 C 0.4155(3) -0.0570(2) 0.0838(3) 0.0425(7) Uani 1 1 d . . . . .
C5 C 0.3474(3) 0.0300(2) 0.0932(3) 0.0428(7) Uani 1 1 d . . . . .
C6 C 0.2105(3) 0.0479(3) 0.0242(3) 0.0534(9) Uani 1 1 d . . . . .
H6 H 0.1643 0.1049 0.0287 0.064 Uiso 1 1 calc R U . . .
C7 C 0.1457(3) -0.0209(3) -0.0507(3) 0.0557(9) Uani 1 1 d . . . . .
H7 H 0.0544 -0.0102 -0.0958 0.067 Uiso 1 1 calc R U . . .
C8 C 0.2148(4) -0.1060(3) -0.0597(3) 0.0556(9) Uani 1 1 d . . . . .
H8 H 0.1695 -0.1505 -0.1116 0.067 Uiso 1 1 calc R U . . .
C9 C 0.3490(4) -0.1257(2) 0.0068(3) 0.0512(9) Uani 1 1 d . . . . .
H9 H 0.3942 -0.1828 0.0008 0.061 Uiso 1 1 calc R U . . .
C10 C 0.6522(3) 0.1026(2) 0.3117(3) 0.0466(8) Uani 1 1 d . . . . .
H10 H 0.6278 0.1613 0.3348 0.056 Uiso 1 1 calc R U . . .
C11 C 0.7800(3) 0.0677(2) 0.3613(3) 0.0468(8) Uani 1 1 d . . . . .
H11 H 0.8037 0.0101 0.3352 0.056 Uiso 1 1 calc R U . . .
C12 C 0.8888(3) 0.1105(2) 0.4537(3) 0.0414(7) Uani 1 1 d . . . . .
C13 C 1.0633(4) 0.1024(3) 0.3469(3) 0.0539(9) Uani 1 1 d . . . . .
H13 H 0.9952 0.0753 0.2889 0.065 Uiso 1 1 calc R U . . .
C14 C 1.1958(4) 0.1193(3) 0.3390(4) 0.0680(12) Uani 1 1 d . . . . .
H14 H 1.2174 0.1024 0.2763 0.082 Uiso 1 1 calc R U . . .
C15 C 1.2998(4) 0.1618(3) 0.4236(4) 0.0737(13) Uani 1 1 d . . . . .
H15 H 1.3889 0.1745 0.4158 0.088 Uiso 1 1 calc R U . . .
C16 C 1.2725(4) 0.1848(3) 0.5170(4) 0.0649(11) Uani 1 1 d . . . . .
H16 H 1.3432 0.2129 0.5724 0.078 Uiso 1 1 calc R U . . .
C17 C 1.1064(3) 0.1845(2) 0.6284(3) 0.0513(9) Uani 1 1 d . . . . .
H17 H 1.1773 0.2106 0.6853 0.062 Uiso 1 1 calc R U . . .
C18 C 0.9488(5) 0.1766(3) 0.7445(3) 0.0613(10) Uani 1 1 d . . . . .
H18 H 1.0223 0.1975 0.8030 0.074 Uiso 1 1 calc R U . . .
C19 C 0.8200(5) 0.1582(3) 0.7578(4) 0.0713(12) Uani 1 1 d . . . . .
H19 H 0.8062 0.1663 0.8250 0.086 Uiso 1 1 calc R U . . .
C20 C 0.7069(5) 0.1268(3) 0.6701(4) 0.0703(12) Uani 1 1 d . . . . .
H20 H 0.6179 0.1168 0.6794 0.084 Uiso 1 1 calc R U . . .
C21 C 0.7263(4) 0.1108(3) 0.5716(3) 0.0562(9) Uani 1 1 d . . . . .
H21 H 0.6517 0.0870 0.5157 0.067 Uiso 1 1 calc R U . . .
C22 C 0.8607(3) 0.1302(2) 0.5531(3) 0.0432(7) Uani 1 1 d . . . . .
C23 C 0.9739(4) 0.1647(2) 0.6424(3) 0.0471(8) Uani 1 1 d . . . . .
C24 C 1.0263(3) 0.1255(2) 0.4433(3) 0.0417(7) Uani 1 1 d . . . . .
C25 C 1.1349(3) 0.1661(2) 0.5318(3) 0.0467(8) Uani 1 1 d . . . . .
N1 N 0.4248(3) 0.0921(2) 0.1727(2) 0.0457(7) Uani 1 1 d . . . . .
S3 S 0.58066(8) -0.05986(6) 0.17917(7) 0.0477(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N1 1.309(4) . ?
C2 C10 1.454(5) . ?
C2 S3 1.770(4) . ?
C4 C9 1.404(5) . ?
C4 C5 1.413(5) . ?
C4 S3 1.732(4) . ?
C5 N1 1.393(4) . ?
C5 C6 1.406(5) . ?
C6 C7 1.385(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.395(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.378(5) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.328(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.481(5) . ?
C11 H11 0.9300 . ?
C12 C24 1.417(5) . ?
C12 C22 1.424(5) . ?
C13 C14 1.360(5) . ?
C13 C24 1.440(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.396(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.356(7) . ?
C15 H15 0.9300 . ?
C16 C25 1.448(5) . ?
C16 H16 0.9300 . ?
C17 C25 1.388(5) . ?
C17 C23 1.398(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.354(6) . ?
C18 C23 1.429(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.410(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.439(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.436(5) . ?
C24 C25 1.437(5) . ?

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
N1 C2 C10 123.5(3) . . ?
N1 C2 S3 115.2(2) . . ?
C10 C2 S3 121.3(2) . . ?
C9 C4 C5 121.2(3) . . ?
C9 C4 S3 129.6(3) . . ?
C5 C4 S3 109.2(2) . . ?
N1 C5 C6 125.1(3) . . ?
N1 C5 C4 115.6(3) . . ?
C6 C5 C4 119.3(3) . . ?
C7 C6 C5 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C6 C7 C8 121.2(3) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C4 118.1(3) . . ?
C8 C9 H9 120.9 . . ?
C4 C9 H9 120.9 . . ?
C11 C10 C2 124.2(3) . . ?
C11 C10 H10 117.9 . . ?
C2 C10 H10 117.9 . . ?
C10 C11 C12 127.0(3) . . ?
C10 C11 H11 116.5 . . ?
C12 C11 H11 116.5 . . ?
C24 C12 C22 120.3(3) . . ?
C24 C12 C11 117.9(3) . . ?
C22 C12 C11 121.7(3) . . ?
C14 C13 C24 121.3(4) . . ?
C14 C13 H13 119.3 . . ?
C24 C13 H13 119.3 . . ?
C13 C14 C15 120.9(4) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 120.8(4) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C25 121.0(4) . . ?
C15 C16 H16 119.5 . . ?
C25 C16 H16 119.5 . . ?
C25 C17 C23 121.7(3) . . ?
C25 C17 H17 119.2 . . ?
C23 C17 H17 119.2 . . ?
C19 C18 C23 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C23 C18 H18 119.3 . . ?
C18 C19 C20 120.3(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.8(4) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 121.0(4) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C12 C22 C23 119.1(3) . . ?
C12 C22 C21 123.2(3) . . ?
C23 C22 C21 117.6(3) . . ?
C17 C23 C18 121.4(3) . . ?
C17 C23 C22 119.7(3) . . ?
C18 C23 C22 119.0(3) . . ?
C12 C24 C25 119.3(3) . . ?
C12 C24 C13 122.9(3) . . ?
C25 C24 C13 117.8(3) . . ?
C17 C25 C24 119.7(3) . . ?
C17 C25 C16 122.2(3) . . ?
C24 C25 C16 118.1(4) . . ?
C2 N1 C5 110.6(3) . . ?
C4 S3 C2 89.45(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C4 C5 N1 -179.9(3) . . . . ?
S3 C4 C5 N1 0.6(3) . . . . ?
C9 C4 C5 C6 0.0(5) . . . . ?
S3 C4 C5 C6 -179.4(2) . . . . ?
N1 C5 C6 C7 -179.5(3) . . . . ?
C4 C5 C6 C7 0.6(5) . . . . ?
C5 C6 C7 C8 -1.2(5) . . . . ?
C6 C7 C8 C9 1.2(5) . . . . ?
C7 C8 C9 C4 -0.6(5) . . . . ?
C5 C4 C9 C8 -0.1(5) . . . . ?
S3 C4 C9 C8 179.3(3) . . . . ?
N1 C2 C10 C11 -177.1(3) . . . . ?
S3 C2 C10 C11 3.6(5) . . . . ?
C2 C10 C11 C12 -177.6(3) . . . . ?
C10 C11 C12 C24 -125.9(4) . . . . ?
C10 C11 C12 C22 58.3(5) . . . . ?
C24 C13 C14 C15 -1.4(6) . . . . ?
C13 C14 C15 C16 1.9(7) . . . . ?
C14 C15 C16 C25 -0.1(7) . . . . ?
C23 C18 C19 C20 -0.2(6) . . . . ?
C18 C19 C20 C21 2.6(6) . . . . ?
C19 C20 C21 C22 -3.2(6) . . . . ?
C24 C12 C22 C23 -0.5(4) . . . . ?
C11 C12 C22 C23 175.1(3) . . . . ?
C24 C12 C22 C21 -175.9(3) . . . . ?
C11 C12 C22 C21 -0.2(5) . . . . ?
C20 C21 C22 C12 176.8(3) . . . . ?
C20 C21 C22 C23 1.4(5) . . . . ?
C25 C17 C23 C18 175.0(3) . . . . ?
C25 C17 C23 C22 -4.1(5) . . . . ?
C19 C18 C23 C17 179.4(3) . . . . ?
C19 C18 C23 C22 -1.5(5) . . . . ?
C12 C22 C23 C17 4.3(4) . . . . ?
C21 C22 C23 C17 180.0(3) . . . . ?
C12 C22 C23 C18 -174.7(3) . . . . ?
C21 C22 C23 C18 0.9(4) . . . . ?
C22 C12 C24 C25 -3.6(4) . . . . ?
C11 C12 C24 C25 -179.4(3) . . . . ?
C22 C12 C24 C13 176.7(3) . . . . ?
C11 C12 C24 C13 0.9(4) . . . . ?
C14 C13 C24 C12 178.9(3) . . . . ?
C14 C13 C24 C25 -0.8(5) . . . . ?
C23 C17 C25 C24 -0.1(5) . . . . ?
C23 C17 C25 C16 -178.9(3) . . . . ?
C12 C24 C25 C17 3.9(4) . . . . ?
C13 C24 C25 C17 -176.3(3) . . . . ?
C12 C24 C25 C16 -177.2(3) . . . . ?
C13 C24 C25 C16 2.5(5) . . . . ?
C15 C16 C25 C17 176.7(4) . . . . ?
C15 C16 C25 C24 -2.1(6) . . . . ?
C10 C2 N1 C5 -179.4(3) . . . . ?
S3 C2 N1 C5 -0.1(3) . . . . ?
C6 C5 N1 C2 179.7(3) . . . . ?
C4 C5 N1 C2 -0.3(4) . . . . ?
C9 C4 S3 C2 -179.9(3) . . . . ?
C5 C4 S3 C2 -0.6(2) . . . . ?
N1 C2 S3 C4 0.4(3) . . . . ?
C10 C2 S3 C4 179.8(3) . . . . ?

_refine_diff_density_max         0.345
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.079

_shelxl_version_number           2013-4



