# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_cgng160906
_database_code_depnum_ccdc_archive 'CCDC 1839874'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-07-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H32 N2 O2 S4'
_chemical_formula_sum            'C30 H32 N2 O2 S4'
_chemical_formula_weight         580.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   4.8832(3)
_cell_length_b                   10.2613(6)
_cell_length_c                   14.1880(9)
_cell_angle_alpha                106.954(5)
_cell_angle_beta                 94.112(4)
_cell_angle_gamma                97.995(5)
_cell_volume                     668.68(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1798
_cell_measurement_theta_min      4.57
_cell_measurement_theta_max      66.55

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             306
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    3.522
_shelx_estimated_absorpt_T_min   0.485
_shelx_estimated_absorpt_T_max   0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5499
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_source                   'Cu-ImuS microfocus tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8272
_diffrn_reflns_av_unetI/netI     0.0771
_diffrn_reflns_av_R_equivalents  0.0806
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.279
_diffrn_reflns_theta_max         66.896
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             2326
_reflns_number_gt                1616
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0662P)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         2326
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1382
_refine_ls_wR_factor_gt          0.1245
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
C1 C 0.5263(6) 0.6215(4) 0.9308(2) 0.0274(7) Uani 1 1 d . . . . .
C2 C 0.5606(6) 0.4397(3) 0.9941(2) 0.0263(7) Uani 1 1 d . . . . .
C3 C 0.7198(6) 0.4228(3) 0.9158(2) 0.0262(7) Uani 1 1 d . . . . .
C4 C 0.8760(6) 0.3128(3) 0.8796(2) 0.0276(8) Uani 1 1 d . . . . .
C5 C 0.9035(6) 0.2136(4) 0.9259(2) 0.0300(8) Uani 1 1 d . . . . .
H5 H 0.8231 0.2111 0.9845 0.036 Uiso 1 1 calc R U . . .
C6 C 1.0632(7) 0.1169(4) 0.8770(2) 0.0303(8) Uani 1 1 d . . . . .
C7 C 1.1597(7) 0.1399(4) 0.7919(2) 0.0302(8) Uani 1 1 d . . . . .
C8 C 1.3243(7) 0.0424(4) 0.7444(3) 0.0371(9) Uani 1 1 d . . . . .
H8 H 1.4056 0.0423 0.6856 0.045 Uiso 1 1 calc R U . . .
C9 C 1.3505(7) -0.0503(4) 0.7940(3) 0.0386(9) Uani 1 1 d . . . . .
H9 H 1.4539 -0.1234 0.7730 0.046 Uiso 1 1 calc R U . . .
C10 C 0.8351(7) 0.5679(4) 0.7980(2) 0.0303(8) Uani 1 1 d . . . . .
H10A H 1.0194 0.5380 0.7955 0.036 Uiso 1 1 calc R U . . .
H10B H 0.8661 0.6695 0.8121 0.036 Uiso 1 1 calc R U . . .
C11 C 0.6636(7) 0.5011(4) 0.6968(2) 0.0333(8) Uani 1 1 d . . . . .
H11A H 0.4720 0.5219 0.7009 0.040 Uiso 1 1 calc R U . . .
H11B H 0.6519 0.3995 0.6786 0.040 Uiso 1 1 calc R U . . .
C12 C 0.7899(7) 0.5526(4) 0.6162(3) 0.0357(8) Uani 1 1 d . . . . .
H12A H 0.9944 0.5576 0.6255 0.043 Uiso 1 1 calc R U . . .
H12B H 0.7184 0.4845 0.5507 0.043 Uiso 1 1 calc R U . . .
C13 C 0.7270(7) 0.6933(4) 0.6155(3) 0.0357(8) Uani 1 1 d . . . . .
H13A H 0.8113 0.7627 0.6790 0.043 Uiso 1 1 calc R U . . .
H13B H 0.5229 0.6903 0.6114 0.043 Uiso 1 1 calc R U . . .
C14 C 0.8345(7) 0.7397(4) 0.5303(3) 0.0390(9) Uani 1 1 d . . . . .
H14A H 1.0406 0.7590 0.5409 0.047 Uiso 1 1 calc R U . . .
H14B H 0.7777 0.6633 0.4676 0.047 Uiso 1 1 calc R U . . .
C15 C 0.7283(8) 0.8670(4) 0.5198(3) 0.0521(11) Uani 1 1 d . . . . .
H15A H 0.5243 0.8488 0.5094 0.078 Uiso 1 1 calc R U . . .
H15B H 0.8002 0.8902 0.4629 0.078 Uiso 1 1 calc R U . . .
H15C H 0.7917 0.9445 0.5803 0.078 Uiso 1 1 calc R U . . .
N1 N 0.7034(5) 0.5332(3) 0.87882(19) 0.0276(6) Uani 1 1 d . . . . .
O1 O 0.4755(5) 0.7222(2) 0.90704(16) 0.0322(6) Uani 1 1 d . . . . .
S1 S 1.04843(18) 0.28319(10) 0.77241(6) 0.0342(3) Uani 1 1 d . . . . .
S2 S 1.18045(19) -0.02426(9) 0.89796(7) 0.0389(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
C1 O1 1.227(4) . ?
C1 N1 1.425(4) . ?
C1 C2 1.446(5) 2_667 ?
C2 C3 1.385(5) . ?
C2 C2 1.417(6) 2_667 ?
C2 C1 1.446(5) 2_667 ?
C3 N1 1.390(4) . ?
C3 C4 1.441(5) . ?
C4 C5 1.379(5) . ?
C4 S1 1.760(3) . ?
C5 C6 1.403(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(5) . ?
C6 S2 1.724(3) . ?
C7 C8 1.417(5) . ?
C7 S1 1.724(3) . ?
C8 C9 1.351(5) . ?
C8 H8 0.9500 . ?
C9 S2 1.716(4) . ?
C9 H9 0.9500 . ?
C10 N1 1.462(4) . ?
C10 C11 1.525(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.527(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.520(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.524(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.513(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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
O1 C1 N1 121.6(3) . . ?
O1 C1 C2 134.2(3) . 2_667 ?
N1 C1 C2 104.1(3) . 2_667 ?
C3 C2 C2 109.5(4) . 2_667 ?
C3 C2 C1 142.5(3) . 2_667 ?
C2 C2 C1 107.9(4) 2_667 2_667 ?
C2 C3 N1 107.0(3) . . ?
C2 C3 C4 126.9(3) . . ?
N1 C3 C4 126.1(3) . . ?
C5 C4 C3 122.7(3) . . ?
C5 C4 S1 111.0(2) . . ?
C3 C4 S1 126.3(3) . . ?
C4 C5 C6 112.5(3) . . ?
C4 C5 H5 123.7 . . ?
C6 C5 H5 123.7 . . ?
C7 C6 C5 114.1(3) . . ?
C7 C6 S2 110.6(3) . . ?
C5 C6 S2 135.3(3) . . ?
C6 C7 C8 113.2(3) . . ?
C6 C7 S1 110.6(3) . . ?
C8 C7 S1 136.2(3) . . ?
C9 C8 C7 111.1(3) . . ?
C9 C8 H8 124.4 . . ?
C7 C8 H8 124.4 . . ?
C8 C9 S2 114.0(3) . . ?
C8 C9 H9 123.0 . . ?
S2 C9 H9 123.0 . . ?
N1 C10 C11 113.3(3) . . ?
N1 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
N1 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C10 C11 C12 112.0(3) . . ?
C10 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C11 113.9(3) . . ?
C13 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 113.8(3) . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 113.3(3) . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C3 N1 C1 111.4(3) . . ?
C3 N1 C10 130.0(3) . . ?
C1 N1 C10 118.6(3) . . ?
C7 S1 C4 91.79(16) . . ?
C9 S2 C6 91.05(17) . . ?

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
C2 C2 C3 N1 0.8(4) 2_667 . . . ?
C1 C2 C3 N1 -178.7(4) 2_667 . . . ?
C2 C2 C3 C4 -179.7(3) 2_667 . . . ?
C1 C2 C3 C4 0.8(6) 2_667 . . . ?
C2 C3 C4 C5 -5.6(5) . . . . ?
N1 C3 C4 C5 173.8(3) . . . . ?
C2 C3 C4 S1 173.1(2) . . . . ?
N1 C3 C4 S1 -7.5(5) . . . . ?
C3 C4 C5 C6 179.7(3) . . . . ?
S1 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C7 -0.3(4) . . . . ?
C4 C5 C6 S2 177.6(3) . . . . ?
C5 C6 C7 C8 179.0(3) . . . . ?
S2 C6 C7 C8 0.6(4) . . . . ?
C5 C6 C7 S1 -0.3(3) . . . . ?
S2 C6 C7 S1 -178.73(16) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
S1 C7 C8 C9 178.7(3) . . . . ?
C7 C8 C9 S2 0.0(4) . . . . ?
N1 C10 C11 C12 173.3(3) . . . . ?
C10 C11 C12 C13 -79.4(4) . . . . ?
C11 C12 C13 C14 -175.6(3) . . . . ?
C12 C13 C14 C15 170.0(3) . . . . ?
C2 C3 N1 C1 -1.7(3) . . . . ?
C4 C3 N1 C1 178.8(3) . . . . ?
C2 C3 N1 C10 178.7(3) . . . . ?
C4 C3 N1 C10 -0.8(5) . . . . ?
O1 C1 N1 C3 -177.2(3) . . . . ?
C2 C1 N1 C3 1.8(3) 2_667 . . . ?
O1 C1 N1 C10 2.5(4) . . . . ?
C2 C1 N1 C10 -178.5(2) 2_667 . . . ?
C11 C10 N1 C3 88.4(4) . . . . ?
C11 C10 N1 C1 -91.2(3) . . . . ?
C6 C7 S1 C4 0.6(2) . . . . ?
C8 C7 S1 C4 -178.5(4) . . . . ?
C5 C4 S1 C7 -0.8(2) . . . . ?
C3 C4 S1 C7 -179.7(3) . . . . ?
C8 C9 S2 C6 0.3(3) . . . . ?
C7 C6 S2 C9 -0.5(2) . . . . ?
C5 C6 S2 C9 -178.5(4) . . . . ?

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.074

_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_cphpc150513
_database_code_depnum_ccdc_archive 'CCDC 1839875'
_audit_update_record             
;
2018-04-26 deposited with the CCDC.
2018-07-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H40 N2 O2 S4'
_chemical_formula_sum            'C34 H40 N2 O2 S4'
_chemical_formula_weight         636.92

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   5.7223(16)
_cell_length_b                   10.466(3)
_cell_length_c                   15.047(4)
_cell_angle_alpha                73.211(7)
_cell_angle_beta                 84.940(7)
_cell_angle_gamma                89.137(7)
_cell_volume                     859.4(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3877
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      27.78

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_F_000             338
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.308
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6060
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17572
_diffrn_reflns_av_unetI/netI     0.1386
_diffrn_reflns_av_R_equivalents  0.1069
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.419
_diffrn_reflns_theta_max         27.975
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             4006
_reflns_number_gt                2153
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1778P)²+2.9419P] 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         4006
_refine_ls_number_parameters     191
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.2114
_refine_ls_R_factor_gt           0.1287
_refine_ls_wR_factor_ref         0.3540
_refine_ls_wR_factor_gt          0.3072
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.039
_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
C1 C 0.7307(11) 0.5452(6) 0.5542(5) 0.0285(14) Uani 1 1 d . . . . .
C2 C 1.0512(11) 0.4367(5) 0.5059(5) 0.0290(15) Uani 1 1 d . . . . .
C3 C 0.9101(11) 0.3390(5) 0.5694(4) 0.0266(14) Uani 1 1 d . . . . .
C4 C 0.9474(11) 0.1975(5) 0.5978(4) 0.0247(13) Uani 1 1 d . . . . .
C5 C 1.1515(11) 0.1425(5) 0.5683(4) 0.0288(14) Uani 1 1 d . . . . .
H5 H 1.2817 0.1923 0.5318 0.035 Uiso 1 1 calc R U . . .
C6 C 1.1372(11) 0.0000(6) 0.6007(5) 0.0285(14) Uani 1 1 d . . . . .
C7 C 0.9309(12) -0.0507(6) 0.6520(5) 0.0298(15) Uani 1 1 d . . . . .
C8 C 0.9182(13) -0.1921(6) 0.6809(5) 0.0420(18) Uani 1 1 d . . . . .
H8 H 0.7877 -0.2432 0.7160 0.050 Uiso 1 1 calc R U . . .
C9 C 1.1199(13) -0.2446(6) 0.6512(5) 0.0411(18) Uani 1 1 d . . . . .
H9 H 1.1452 -0.3378 0.6638 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5169(12) 0.3490(6) 0.6660(5) 0.0351(16) Uani 1 1 d . . . . .
H10A H 0.4677 0.2651 0.6548 0.042 Uiso 1 1 calc R U . . .
H10B H 0.3856 0.4124 0.6526 0.042 Uiso 1 1 calc R U . . .
C11 C 0.5573(15) 0.3195(8) 0.7692(5) 0.051(2) Uani 1 1 d . . . . .
H11 H 0.6819 0.2504 0.7839 0.061 Uiso 1 1 calc R U . . .
C12 C 0.641(2) 0.4459(11) 0.7911(7) 0.079(3) Uani 1 1 d . . . . .
H12A H 0.7769 0.4846 0.7464 0.094 Uiso 1 1 calc R U . . .
H12B H 0.5138 0.5122 0.7803 0.094 Uiso 1 1 calc R U . . .
C13 C 0.713(3) 0.4254(18) 0.8896(10) 0.137(6) Uani 1 1 d . . . . .
H13A H 0.5746 0.3992 0.9344 0.206 Uiso 1 1 calc R U . . .
H13B H 0.7788 0.5088 0.8943 0.206 Uiso 1 1 calc R U . . .
H13C H 0.8305 0.3551 0.9032 0.206 Uiso 1 1 calc R U . . .
C14 C 0.328(2) 0.2620(11) 0.8290(8) 0.088(4) Uani 1 1 d . . . . .
H14A H 0.3426 0.2639 0.8937 0.105 Uiso 1 1 calc R U . . .
H14B H 0.1973 0.3211 0.8050 0.105 Uiso 1 1 calc R U . . .
C15 C 0.266(2) 0.1201(14) 0.8311(9) 0.112(5) Uani 1 1 d D . . . .
H15A H 0.2747 0.1174 0.7657 0.134 Uiso 0.5 1 calc R U P A 1
H15B H 0.0994 0.1042 0.8560 0.134 Uiso 0.5 1 calc R U P A 1
H15C H 0.4150 0.0710 0.8309 0.134 Uiso 0.5 1 calc R U P B 2
H15D H 0.1995 0.1257 0.7716 0.134 Uiso 0.5 1 calc R U P B 2
C16 C 0.405(5) 0.001(2) 0.8852(17) 0.131(6) Uani 0.5 1 d D . P C 1
H16A H 0.3489 -0.0064 0.9507 0.157 Uiso 0.5 1 calc R U P C 1
H16B H 0.5656 0.0386 0.8770 0.157 Uiso 0.5 1 calc R U P C 1
C17 C 0.450(6) -0.148(2) 0.8877(17) 0.131(6) Uani 0.5 1 d D . P C 1
H17A H 0.5533 -0.1886 0.9365 0.197 Uiso 0.5 1 calc R U P C 1
H17B H 0.5236 -0.1515 0.8272 0.197 Uiso 0.5 1 calc R U P C 1
H17C H 0.2999 -0.1970 0.9010 0.197 Uiso 0.5 1 calc R U P C 1
C16B C 0.097(6) 0.032(2) 0.9094(17) 0.131(6) Uani 0.5 1 d D . P C 2
H16C H 0.1561 0.0343 0.9689 0.157 Uiso 0.5 1 calc R U P C 2
H16D H -0.0556 0.0783 0.9057 0.157 Uiso 0.5 1 calc R U P C 2
C17B C 0.045(6) -0.114(2) 0.9189(18) 0.131(6) Uani 0.5 1 d D . P C 2
H17D H -0.0671 -0.1501 0.9734 0.197 Uiso 0.5 1 calc R U P C 2
H17E H 0.1903 -0.1648 0.9267 0.197 Uiso 0.5 1 calc R U P C 2
H17F H -0.0230 -0.1204 0.8628 0.197 Uiso 0.5 1 calc R U P C 2
O1 O 0.5747(8) 0.6212(4) 0.5668(3) 0.0382(12) Uani 1 1 d . . . . .
S1 S 0.7447(3) 0.07568(15) 0.66405(13) 0.0377(6) Uani 1 1 d . . . . .
S2 S 1.3233(3) -0.12658(14) 0.58890(13) 0.0364(5) Uani 1 1 d . . . . .
N1 N 0.7207(9) 0.4049(5) 0.5999(4) 0.0289(13) 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 O1 1.226(7) . ?
C1 N1 1.430(7) . ?
C1 C2 1.456(9) 2_766 ?
C2 C3 1.392(8) . ?
C2 C2 1.411(10) 2_766 ?
C2 C1 1.456(9) 2_766 ?
C3 N1 1.391(7) . ?
C3 C4 1.436(7) . ?
C4 C5 1.389(8) . ?
C4 S1 1.752(6) . ?
C5 C6 1.431(8) . ?
C5 H5 0.9500 . ?
C6 C7 1.376(9) . ?
C6 S2 1.726(6) . ?
C7 C8 1.418(8) . ?
C7 S1 1.726(6) . ?
C8 C9 1.366(10) . ?
C8 H8 0.9500 . ?
C9 S2 1.715(7) . ?
C9 H9 0.9500 . ?
C10 N1 1.474(8) . ?
C10 C11 1.531(11) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.545(13) . ?
C11 C14 1.547(12) . ?
C11 H11 1.0000 . ?
C12 C13 1.526(17) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.524(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.529(17) . ?
C15 C16B 1.538(16) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 H15C 0.9900 . ?
C15 H15D 0.9900 . ?
C16 C17 1.570(18) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16B C17B 1.526(18) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 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
O1 C1 N1 122.6(5) . . ?
O1 C1 C2 133.5(6) . 2_766 ?
N1 C1 C2 103.8(5) . 2_766 ?
C3 C2 C2 110.1(7) . 2_766 ?
C3 C2 C1 142.1(5) . 2_766 ?
C2 C2 C1 107.8(7) 2_766 2_766 ?
N1 C3 C2 106.4(5) . . ?
N1 C3 C4 126.0(6) . . ?
C2 C3 C4 127.5(5) . . ?
C5 C4 C3 121.4(6) . . ?
C5 C4 S1 112.4(4) . . ?
C3 C4 S1 126.0(5) . . ?
C4 C5 C6 110.2(6) . . ?
C4 C5 H5 124.9 . . ?
C6 C5 H5 124.9 . . ?
C7 C6 C5 114.8(5) . . ?
C7 C6 S2 111.1(4) . . ?
C5 C6 S2 134.1(5) . . ?
C6 C7 C8 113.7(6) . . ?
C6 C7 S1 111.2(4) . . ?
C8 C7 S1 135.1(6) . . ?
C9 C8 C7 110.5(6) . . ?
C9 C8 H8 124.7 . . ?
C7 C8 H8 124.7 . . ?
C8 C9 S2 113.7(5) . . ?
C8 C9 H9 123.1 . . ?
S2 C9 H9 123.1 . . ?
N1 C10 C11 115.4(6) . . ?
N1 C10 H10A 108.4 . . ?
C11 C10 H10A 108.4 . . ?
N1 C10 H10B 108.4 . . ?
C11 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C10 C11 C12 111.1(7) . . ?
C10 C11 C14 109.1(8) . . ?
C12 C11 C14 111.4(7) . . ?
C10 C11 H11 108.4 . . ?
C12 C11 H11 108.4 . . ?
C14 C11 H11 108.4 . . ?
C13 C12 C11 115.9(10) . . ?
C13 C12 H12A 108.3 . . ?
C11 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
C11 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C11 115.1(9) . . ?
C15 C14 H14A 108.5 . . ?
C11 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C11 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 120.8(17) . . ?
C14 C15 C16B 121.4(14) . . ?
C14 C15 H15A 107.1 . . ?
C16 C15 H15A 107.1 . . ?
C14 C15 H15B 107.1 . . ?
C16 C15 H15B 107.1 . . ?
H15A C15 H15B 106.8 . . ?
C14 C15 H15C 107.0 . . ?
C16B C15 H15C 107.0 . . ?
C14 C15 H15D 107.0 . . ?
C16B C15 H15D 107.0 . . ?
H15C C15 H15D 106.7 . . ?
C15 C16 C17 138(3) . . ?
C15 C16 H16A 102.5 . . ?
C17 C16 H16A 102.5 . . ?
C15 C16 H16B 102.5 . . ?
C17 C16 H16B 102.5 . . ?
H16A C16 H16B 104.9 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C17B C16B C15 123(2) . . ?
C17B C16B H16C 106.5 . . ?
C15 C16B H16C 106.5 . . ?
C17B C16B H16D 106.5 . . ?
C15 C16B H16D 106.5 . . ?
H16C C16B H16D 106.5 . . ?
C16B C17B H17D 109.5 . . ?
C16B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C16B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C7 S1 C4 91.4(3) . . ?
C9 S2 C6 90.9(3) . . ?
C3 N1 C1 111.8(5) . . ?
C3 N1 C10 129.1(5) . . ?
C1 N1 C10 119.0(5) . . ?

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
C2 C2 C3 N1 -1.6(10) 2_766 . . . ?
C1 C2 C3 N1 179.0(9) 2_766 . . . ?
C2 C2 C3 C4 177.5(7) 2_766 . . . ?
C1 C2 C3 C4 -1.8(15) 2_766 . . . ?
N1 C3 C4 C5 -175.3(6) . . . . ?
C2 C3 C4 C5 5.7(11) . . . . ?
N1 C3 C4 S1 9.5(10) . . . . ?
C2 C3 C4 S1 -169.6(6) . . . . ?
C3 C4 C5 C6 -175.8(6) . . . . ?
S1 C4 C5 C6 0.1(7) . . . . ?
C4 C5 C6 C7 0.4(8) . . . . ?
C4 C5 C6 S2 179.6(6) . . . . ?
C5 C6 C7 C8 178.2(6) . . . . ?
S2 C6 C7 C8 -1.2(8) . . . . ?
C5 C6 C7 S1 -0.7(8) . . . . ?
S2 C6 C7 S1 179.9(4) . . . . ?
C6 C7 C8 C9 0.9(9) . . . . ?
S1 C7 C8 C9 179.4(6) . . . . ?
C7 C8 C9 S2 -0.2(9) . . . . ?
N1 C10 C11 C12 56.7(8) . . . . ?
N1 C10 C11 C14 179.9(7) . . . . ?
C10 C11 C12 C13 -173.6(9) . . . . ?
C14 C11 C12 C13 64.5(13) . . . . ?
C10 C11 C14 C15 71.9(12) . . . . ?
C12 C11 C14 C15 -165.0(10) . . . . ?
C11 C14 C15 C16 72.5(18) . . . . ?
C11 C14 C15 C16B 160(2) . . . . ?
C14 C15 C16 C17 -160(3) . . . . ?
C16B C15 C16 C17 83(4) . . . . ?
C14 C15 C16B C17B -175(3) . . . . ?
C16 C15 C16B C17B -59(3) . . . . ?
C6 C7 S1 C4 0.6(5) . . . . ?
C8 C7 S1 C4 -177.9(8) . . . . ?
C5 C4 S1 C7 -0.4(5) . . . . ?
C3 C4 S1 C7 175.2(6) . . . . ?
C8 C9 S2 C6 -0.4(6) . . . . ?
C7 C6 S2 C9 0.9(5) . . . . ?
C5 C6 S2 C9 -178.3(7) . . . . ?
C2 C3 N1 C1 2.3(8) . . . . ?
C4 C3 N1 C1 -176.9(6) . . . . ?
C2 C3 N1 C10 178.7(7) . . . . ?
C4 C3 N1 C10 -0.4(11) . . . . ?
O1 C1 N1 C3 175.9(6) . . . . ?
C2 C1 N1 C3 -2.0(7) 2_766 . . . ?
O1 C1 N1 C10 -1.0(10) . . . . ?
C2 C1 N1 C10 -178.8(6) 2_766 . . . ?
C11 C10 N1 C3 82.7(9) . . . . ?
C11 C10 N1 C1 -101.1(7) . . . . ?

_refine_diff_density_max         1.124
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.146

_shelxl_version_number           2013-4




