# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_sken58
_database_code_depnum_ccdc_archive 'CCDC 2095481'
loop_
_audit_author_name
_audit_author_address
'Michel Simard '
;Universite de Montreal
Canada
;
_audit_update_record             
;
2021-07-09 deposited with the CCDC.	2022-01-12 downloaded from the CCDC.
;
_audit_creation_date             2015-07-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H30 N2 S'
_chemical_formula_sum            'C44 H30 N2 S'
_chemical_formula_weight         618.76
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0150 0.0070 '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 0.0250 0.0140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2920 0.4250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4452(5)
_cell_length_b                   13.6082(7)
_cell_length_c                   14.1034(7)
_cell_angle_alpha                65.468(2)
_cell_angle_beta                 77.195(3)
_cell_angle_gamma                87.087(3)
_cell_volume                     1606.36(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9771
_cell_measurement_temperature    105
_cell_measurement_theta_max      56.73
_cell_measurement_theta_min      3.07
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1272 before and 0.0757 after correction.
The Ratio of minimum to maximum transmission is 0.8401.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'pale Yellow'
_exptl_crystal_colour_modifier   pale
_exptl_crystal_colour_primary    Yellow
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon 100 CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6547
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.158
_diffrn_reflns_theta_min         3.072
_diffrn_ambient_temperature      105
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'Bruker Photon 100 CMOS Detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5474
_reflns_number_total             6547
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'SAINT (2013) V8.34A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_collection       
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
'SAINT (2013) V8.34A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         6547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0689P)²+0.3919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1229
_refine_ls_wR_factor_ref         0.1309
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6264(11) 0.3736(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C1A(H1A), C6(H6), C6A(H6A), C7(H7), C7A(H7A), C9(H9), C9A(H9A),
 C10(H10), C10A(H10A), C12(H12), C12A(H12A), C13(H13), C13A(H13A), C14(H14),
 C14A(H14A), C15(H15), C15A(H15A), C16(H16), C16A(H16A), C18(H18), C18A(H18A),
 C19(H19), C19A(H19A), C20(H20), C20A(H20A), C21(H21), C21A(H21A), C22(H22),
 C22A(H22A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.3610(3) 0.53905(18) 0.57344(19) 0.0387(5) Uani 1 1 d . . . . .
H1 H 0.4310 0.5673 0.5958 0.046 Uiso 1 1 calc R . . . .
C1A C 0.2898(3) 0.43719(19) 0.63477(19) 0.0382(5) Uani 1 1 d . . . . .
H1A H 0.3066 0.3892 0.7025 0.046 Uiso 1 1 calc R . . . .
C2 C 0.3201(2) 0.59425(17) 0.47789(18) 0.0323(5) Uani 1 1 d . . . . .
C2A C 0.1930(2) 0.41426(17) 0.58620(18) 0.0323(5) Uani 1 1 d . . . . .
C3 C 0.3737(2) 0.69576(17) 0.39501(18) 0.0326(5) Uani 1 1 d . . . . .
C3A C 0.1070(2) 0.31777(17) 0.62130(18) 0.0331(5) Uani 1 1 d . . . . .
C4 C 0.4219(2) 0.78184(18) 0.32472(18) 0.0330(5) Uani 1 1 d . . . . .
C4A C 0.0404(2) 0.23619(18) 0.64132(18) 0.0334(5) Uani 1 1 d . . . . .
C5 C 0.4835(2) 0.88512(17) 0.24548(17) 0.0318(5) Uani 1 1 d . . . . .
C5A C -0.0253(2) 0.13643(17) 0.65703(18) 0.0311(5) Uani 1 1 d . . . . .
C6 C 0.6189(2) 0.92228(18) 0.24606(18) 0.0338(5) Uani 1 1 d . . . . .
H6 H 0.6707 0.8779 0.2980 0.041 Uiso 1 1 calc R . . . .
C6A C -0.0889(2) 0.13152(17) 0.57790(18) 0.0322(5) Uani 1 1 d . . . . .
H6A H -0.0974 0.1959 0.5176 0.039 Uiso 1 1 calc R . . . .
C7 C 0.6776(2) 1.02257(17) 0.17198(18) 0.0327(5) Uani 1 1 d . . . . .
H7 H 0.7689 1.0467 0.1743 0.039 Uiso 1 1 calc R . . . .
C7A C -0.1392(2) 0.03348(17) 0.58728(17) 0.0314(4) Uani 1 1 d . . . . .
H7A H -0.1811 0.0311 0.5329 0.038 Uiso 1 1 calc R . . . .
C8 C 0.6054(2) 1.08952(17) 0.09335(17) 0.0320(5) Uani 1 1 d . . . . .
C8A C -0.1290(2) -0.06176(16) 0.67563(17) 0.0295(4) Uani 1 1 d . . . . .
C9 C 0.4699(2) 1.05323(18) 0.09265(18) 0.0342(5) Uani 1 1 d . . . . .
H9 H 0.4182 1.0977 0.0406 0.041 Uiso 1 1 calc R . . . .
C9A C -0.0705(2) -0.05629(17) 0.75627(17) 0.0311(4) Uani 1 1 d . . . . .
H9A H -0.0664 -0.1201 0.8184 0.037 Uiso 1 1 calc R . . . .
C10 C 0.4109(2) 0.95278(18) 0.16754(18) 0.0341(5) Uani 1 1 d . . . . .
H10 H 0.3189 0.9292 0.1660 0.041 Uiso 1 1 calc R . . . .
C10A C -0.0187(2) 0.04123(17) 0.74593(18) 0.0310(4) Uani 1 1 d . . . . .
H10A H 0.0223 0.0435 0.8007 0.037 Uiso 1 1 calc R . . . .
C11 C 0.8249(2) 1.20812(18) -0.00261(17) 0.0338(5) Uani 1 1 d . . . . .
C11A C -0.2964(2) -0.16747(16) 0.63980(17) 0.0303(4) Uani 1 1 d . . . . .
C12 C 0.9198(3) 1.1475(2) -0.0434(2) 0.0410(5) Uani 1 1 d . . . . .
H12 H 0.8833 1.0926 -0.0578 0.049 Uiso 1 1 calc R . . . .
C12A C -0.4222(2) -0.11526(17) 0.66018(18) 0.0326(5) Uani 1 1 d . . . . .
H12A H -0.4280 -0.0772 0.7041 0.039 Uiso 1 1 calc R . . . .
C13 C 1.0691(3) 1.1670(2) -0.0635(2) 0.0436(6) Uani 1 1 d . . . . .
H13 H 1.1344 1.1255 -0.0918 0.052 Uiso 1 1 calc R . . . .
C13A C -0.5396(2) -0.11838(18) 0.61671(19) 0.0368(5) Uani 1 1 d . . . . .
H13A H -0.6249 -0.0818 0.6302 0.044 Uiso 1 1 calc R . . . .
C14 C 1.1228(3) 1.2466(2) -0.04238(19) 0.0416(5) Uani 1 1 d . . . . .
H14 H 1.2246 1.2607 -0.0573 0.050 Uiso 1 1 calc R . . . .
C14A C -0.5322(2) -0.17501(18) 0.55352(19) 0.0361(5) Uani 1 1 d . . . . .
H14A H -0.6120 -0.1773 0.5235 0.043 Uiso 1 1 calc R . . . .
C15 C 1.0275(3) 1.30556(18) 0.00046(19) 0.0398(5) Uani 1 1 d . . . . .
H15 H 1.0644 1.3595 0.0161 0.048 Uiso 1 1 calc R . . . .
C15A C -0.4069(2) -0.22821(18) 0.53462(18) 0.0348(5) Uani 1 1 d . . . . .
H15A H -0.4020 -0.2679 0.4924 0.042 Uiso 1 1 calc R . . . .
C16 C 0.8780(3) 1.28676(18) 0.02091(19) 0.0367(5) Uani 1 1 d . . . . .
H16 H 0.8129 1.3273 0.0507 0.044 Uiso 1 1 calc R . . . .
C16A C -0.2893(2) -0.22415(17) 0.57639(18) 0.0330(5) Uani 1 1 d . . . . .
H16A H -0.2036 -0.2599 0.5619 0.040 Uiso 1 1 calc R . . . .
C17 C 0.5892(2) 1.27988(17) -0.03273(18) 0.0337(5) Uani 1 1 d . . . . .
C17A C -0.0912(2) -0.25452(17) 0.71992(17) 0.0310(4) Uani 1 1 d . . . . .
C18 C 0.6323(3) 1.34191(19) -0.14195(19) 0.0398(5) Uani 1 1 d . . . . .
H18 H 0.7108 1.3204 -0.1832 0.048 Uiso 1 1 calc R . . . .
C18A C -0.1578(3) -0.35789(18) 0.76964(18) 0.0366(5) Uani 1 1 d . . . . .
H18A H -0.2601 -0.3668 0.7808 0.044 Uiso 1 1 calc R . . . .
C19 C 0.5619(3) 1.4348(2) -0.1911(2) 0.0445(6) Uani 1 1 d . . . . .
H19 H 0.5925 1.4768 -0.2658 0.053 Uiso 1 1 calc R . . . .
C19A C -0.0750(3) -0.44739(19) 0.8027(2) 0.0416(5) Uani 1 1 d . . . . .
H19A H -0.1211 -0.5176 0.8359 0.050 Uiso 1 1 calc R . . . .
C20 C 0.4468(3) 1.46708(19) -0.1320(2) 0.0415(6) Uani 1 1 d . . . . .
H20 H 0.3989 1.5311 -0.1658 0.050 Uiso 1 1 calc R . . . .
C20A C 0.0747(3) -0.43640(19) 0.7882(2) 0.0437(6) Uani 1 1 d . . . . .
H20A H 0.1307 -0.4984 0.8121 0.052 Uiso 1 1 calc R . . . .
C21 C 0.4025(3) 1.40484(19) -0.0232(2) 0.0417(5) Uani 1 1 d . . . . .
H21 H 0.3233 1.4263 0.0177 0.050 Uiso 1 1 calc R . . . .
C21A C 0.1408(3) -0.33432(19) 0.73867(19) 0.0385(5) Uani 1 1 d . . . . .
H21A H 0.2431 -0.3259 0.7281 0.046 Uiso 1 1 calc R . . . .
C22 C 0.4726(2) 1.31165(18) 0.02664(19) 0.0365(5) Uani 1 1 d . . . . .
H22 H 0.4412 1.2694 0.1013 0.044 Uiso 1 1 calc R . . . .
C22A C 0.0593(2) -0.24365(17) 0.70412(18) 0.0337(5) Uani 1 1 d . . . . .
H22A H 0.1063 -0.1737 0.6695 0.040 Uiso 1 1 calc R . . . .
N1 N 0.67065(19) 1.18942(14) 0.01660(15) 0.0346(4) Uani 1 1 d . . . . .
N1A N -0.17608(19) -0.16265(14) 0.68395(15) 0.0322(4) Uani 1 1 d . . . . .
S1 S 0.18922(6) 0.51927(5) 0.46474(5) 0.03733(15) 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 H1 0.9500 . ?
C1 C1A 1.401(3) . ?
C1 C2 1.375(3) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.374(3) . ?
C2 C3 1.414(3) . ?
C2 S1 1.730(2) . ?
C2A C3A 1.421(3) . ?
C2A S1 1.722(2) . ?
C3 C4 1.205(3) . ?
C3A C4A 1.200(3) . ?
C4 C5 1.433(3) . ?
C4A C5A 1.433(3) . ?
C5 C6 1.402(3) . ?
C5 C10 1.398(3) . ?
C5A C6A 1.405(3) . ?
C5A C10A 1.390(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.378(3) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.383(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.399(3) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.393(3) . ?
C8 C9 1.399(3) . ?
C8 N1 1.403(3) . ?
C8A C9A 1.399(3) . ?
C8A N1A 1.415(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.383(3) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.376(3) . ?
C10 H10 0.9500 . ?
C10A H10A 0.9500 . ?
C11 C12 1.380(3) . ?
C11 C16 1.389(3) . ?
C11 N1 1.438(3) . ?
C11A C12A 1.390(3) . ?
C11A C16A 1.393(3) . ?
C11A N1A 1.428(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(3) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.391(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.381(3) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.389(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(4) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.389(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(3) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.381(3) . ?
C16 H16 0.9500 . ?
C16A H16A 0.9500 . ?
C17 C18 1.389(3) . ?
C17 C22 1.394(3) . ?
C17 N1 1.422(3) . ?
C17A C18A 1.393(3) . ?
C17A C22A 1.396(3) . ?
C17A N1A 1.419(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(3) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.380(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(4) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.390(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.386(4) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.377(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.386(3) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.387(3) . ?
C22 H22 0.9500 . ?
C22A H22A 0.9500 . ?

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
C1A C1 H1 123.2 . . ?
C2 C1 H1 123.2 . . ?
C2 C1 C1A 113.7(2) . . ?
C1 C1A H1A 123.7 . . ?
C2A C1A C1 112.6(2) . . ?
C2A C1A H1A 123.7 . . ?
C1 C2 C3 128.9(2) . . ?
C1 C2 S1 110.48(16) . . ?
C3 C2 S1 120.54(17) . . ?
C1A C2A C3A 128.6(2) . . ?
C1A C2A S1 111.37(17) . . ?
C3A C2A S1 119.91(17) . . ?
C4 C3 C2 178.8(2) . . ?
C4A C3A C2A 173.5(2) . . ?
C3 C4 C5 176.6(2) . . ?
C3A C4A C5A 173.4(2) . . ?
C6 C5 C4 120.1(2) . . ?
C10 C5 C4 122.0(2) . . ?
C10 C5 C6 117.9(2) . . ?
C6A C5A C4A 120.0(2) . . ?
C10A C5A C4A 121.5(2) . . ?
C10A C5A C6A 118.36(19) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.6(2) . . ?
C7 C6 H6 119.7 . . ?
C5A C6A H6A 119.8 . . ?
C7A C6A C5A 120.4(2) . . ?
C7A C6A H6A 119.8 . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.3(2) . . ?
C8 C7 H7 119.4 . . ?
C6A C7A H7A 119.7 . . ?
C6A C7A C8A 120.7(2) . . ?
C8A C7A H7A 119.7 . . ?
C7 C8 N1 119.84(19) . . ?
C9 C8 C7 118.4(2) . . ?
C9 C8 N1 121.7(2) . . ?
C7A C8A C9A 118.87(19) . . ?
C7A C8A N1A 120.88(18) . . ?
C9A C8A N1A 120.25(19) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C8A C9A H9A 119.9 . . ?
C10A C9A C8A 120.2(2) . . ?
C10A C9A H9A 119.9 . . ?
C5 C10 H10 119.2 . . ?
C9 C10 C5 121.6(2) . . ?
C9 C10 H10 119.2 . . ?
C5A C10A H10A 119.3 . . ?
C9A C10A C5A 121.4(2) . . ?
C9A C10A H10A 119.3 . . ?
C12 C11 C16 120.2(2) . . ?
C12 C11 N1 120.1(2) . . ?
C16 C11 N1 119.7(2) . . ?
C12A C11A C16A 119.46(19) . . ?
C12A C11A N1A 119.85(18) . . ?
C16A C11A N1A 120.69(19) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 119.9(2) . . ?
C13 C12 H12 120.0 . . ?
C11A C12A H12A 119.8 . . ?
C11A C12A C13A 120.4(2) . . ?
C13A C12A H12A 119.8 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.3(2) . . ?
C14 C13 H13 119.9 . . ?
C12A C13A H13A 120.0 . . ?
C14A C13A C12A 120.0(2) . . ?
C14A C13A H13A 120.0 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C13A C14A H14A 120.3 . . ?
C15A C14A C13A 119.3(2) . . ?
C15A C14A H14A 120.3 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C14A C15A H15A 119.5 . . ?
C16A C15A C14A 120.9(2) . . ?
C16A C15A H15A 119.5 . . ?
C11 C16 C15 119.4(2) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C11A C16A H16A 120.1 . . ?
C15A C16A C11A 119.9(2) . . ?
C15A C16A H16A 120.1 . . ?
C18 C17 C22 119.2(2) . . ?
C18 C17 N1 119.0(2) . . ?
C22 C17 N1 121.7(2) . . ?
C18A C17A C22A 118.9(2) . . ?
C18A C17A N1A 119.9(2) . . ?
C22A C17A N1A 121.15(19) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.8 . . ?
C17A C18A H18A 120.0 . . ?
C19A C18A C17A 120.0(2) . . ?
C19A C18A H18A 120.0 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C18A C19A H19A 119.5 . . ?
C18A C19A C20A 121.0(2) . . ?
C20A C19A H19A 119.5 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.3(2) . . ?
C21 C20 H20 120.4 . . ?
C19A C20A H20A 120.5 . . ?
C21A C20A C19A 119.0(2) . . ?
C21A C20A H20A 120.5 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C20A C21A H21A 119.7 . . ?
C20A C21A C22A 120.6(2) . . ?
C22A C21A H21A 119.7 . . ?
C17 C22 H22 120.0 . . ?
C21 C22 C17 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
C17A C22A H22A 119.8 . . ?
C21A C22A C17A 120.4(2) . . ?
C21A C22A H22A 119.8 . . ?
C8 N1 C11 119.47(18) . . ?
C8 N1 C17 122.83(18) . . ?
C17 N1 C11 117.03(17) . . ?
C8A N1A C11A 119.24(17) . . ?
C8A N1A C17A 120.29(17) . . ?
C17A N1A C11A 119.70(16) . . ?
C2A S1 C2 91.88(11) . . ?

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
C1 C1A C2A C3A 176.6(2) . . . . ?
C1 C1A C2A S1 -0.4(3) . . . . ?
C1 C2 S1 C2A -0.88(18) . . . . ?
C1A C1 C2 C3 -176.9(2) . . . . ?
C1A C1 C2 S1 0.8(3) . . . . ?
C1A C2A S1 C2 0.71(18) . . . . ?
C2 C1 C1A C2A -0.3(3) . . . . ?
C3 C2 S1 C2A 177.08(18) . . . . ?
C3A C2A S1 C2 -176.59(18) . . . . ?
C4 C5 C6 C7 -178.3(2) . . . . ?
C4 C5 C10 C9 178.7(2) . . . . ?
C4A C5A C6A C7A 173.3(2) . . . . ?
C4A C5A C10A C9A -174.1(2) . . . . ?
C5 C6 C7 C8 -0.9(3) . . . . ?
C5A C6A C7A C8A 0.6(3) . . . . ?
C6 C5 C10 C9 0.2(3) . . . . ?
C6 C7 C8 C9 1.2(3) . . . . ?
C6 C7 C8 N1 -177.57(19) . . . . ?
C6A C5A C10A C9A 1.1(3) . . . . ?
C6A C7A C8A C9A 1.7(3) . . . . ?
C6A C7A C8A N1A -177.98(19) . . . . ?
C7 C8 C9 C10 -0.8(3) . . . . ?
C7 C8 N1 C11 19.5(3) . . . . ?
C7 C8 N1 C17 -150.9(2) . . . . ?
C7A C8A C9A C10A -2.6(3) . . . . ?
C7A C8A N1A C11A -32.9(3) . . . . ?
C7A C8A N1A C17A 137.0(2) . . . . ?
C8 C9 C10 C5 0.1(3) . . . . ?
C8A C9A C10A C5A 1.2(3) . . . . ?
C9 C8 N1 C11 -159.3(2) . . . . ?
C9 C8 N1 C17 30.3(3) . . . . ?
C9A C8A N1A C11A 147.4(2) . . . . ?
C9A C8A N1A C17A -42.7(3) . . . . ?
C10 C5 C6 C7 0.2(3) . . . . ?
C10A C5A C6A C7A -2.0(3) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C11A C12A C13A C14A 0.8(3) . . . . ?
C12 C11 C16 C15 1.6(3) . . . . ?
C12 C11 N1 C8 64.2(3) . . . . ?
C12 C11 N1 C17 -124.9(2) . . . . ?
C12 C13 C14 C15 1.1(4) . . . . ?
C12A C11A C16A C15A -0.1(3) . . . . ?
C12A C11A N1A C8A -47.1(3) . . . . ?
C12A C11A N1A C17A 142.9(2) . . . . ?
C12A C13A C14A C15A 0.1(3) . . . . ?
C13 C14 C15 C16 -1.1(4) . . . . ?
C13A C14A C15A C16A -1.0(3) . . . . ?
C14 C15 C16 C11 -0.3(3) . . . . ?
C14A C15A C16A C11A 1.0(3) . . . . ?
C16 C11 C12 C13 -1.6(4) . . . . ?
C16 C11 N1 C8 -115.3(2) . . . . ?
C16 C11 N1 C17 55.7(3) . . . . ?
C16A C11A C12A C13A -0.7(3) . . . . ?
C16A C11A N1A C8A 133.0(2) . . . . ?
C16A C11A N1A C17A -37.0(3) . . . . ?
C17 C18 C19 C20 -0.3(4) . . . . ?
C17A C18A C19A C20A 0.6(4) . . . . ?
C18 C17 C22 C21 -0.8(3) . . . . ?
C18 C17 N1 C8 -137.3(2) . . . . ?
C18 C17 N1 C11 52.1(3) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C18A C17A C22A C21A -0.8(3) . . . . ?
C18A C17A N1A C8A 153.4(2) . . . . ?
C18A C17A N1A C11A -36.7(3) . . . . ?
C18A C19A C20A C21A -0.9(4) . . . . ?
C19 C20 C21 C22 0.4(3) . . . . ?
C19A C20A C21A C22A 0.3(4) . . . . ?
C20 C21 C22 C17 0.2(3) . . . . ?
C20A C21A C22A C17A 0.6(4) . . . . ?
C22 C17 C18 C19 0.9(3) . . . . ?
C22 C17 N1 C8 46.6(3) . . . . ?
C22 C17 N1 C11 -124.0(2) . . . . ?
C22A C17A C18A C19A 0.2(3) . . . . ?
C22A C17A N1A C8A -28.2(3) . . . . ?
C22A C17A N1A C11A 141.7(2) . . . . ?
N1 C8 C9 C10 177.9(2) . . . . ?
N1 C11 C12 C13 179.0(2) . . . . ?
N1 C11 C16 C15 -179.0(2) . . . . ?
N1 C17 C18 C19 -175.3(2) . . . . ?
N1 C17 C22 C21 175.25(19) . . . . ?
N1A C8A C9A C10A 177.10(19) . . . . ?
N1A C11A C12A C13A 179.3(2) . . . . ?
N1A C11A C16A C15A 179.81(19) . . . . ?
N1A C17A C18A C19A 178.7(2) . . . . ?
N1A C17A C22A C21A -179.3(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6264(11)
2 0.3736(11)

