# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_dd
_database_code_depnum_ccdc_archive 'CCDC 1950287'
loop_
_audit_author_name
_audit_author_address
'M. Goudarzi'
;Sharif university
Iran
;
_audit_update_record             
;
2019-08-29 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;
_audit_creation_date             2019-05-25
_audit_creation_method           
;
(compiled 2018.05.29 svn.r3508 for, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H28 N4 S2'
_chemical_formula_sum            'C22 H28 N4 S2'
_chemical_formula_weight         412.62
_chemical_absolute_configuration ?
_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 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   18.552(4)
_cell_length_b                   20.072(4)
_cell_length_c                   6.0258(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2243.9(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12960
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      1.50
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.822
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.81
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1595
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            12362
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.495
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'image-plate detector'
_diffrn_detector_area_resol_mean 0.81
_diffrn_detector_type            MAR345-dtb
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'one-circle diffractometer'
_diffrn_measurement_device_type  MAR345
_diffrn_measurement_method       'image-plate detector - phi oscillation'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.778
_reflns_Friedel_fraction_full    0.942
_reflns_Friedel_fraction_max     0.942
_reflns_number_gt                3543
_reflns_number_total             3802
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Automar software package (1.24-4, 2013)'
_computing_data_collection       'MAR345 dtb Program Manual(1.24-4, 2013)'
_computing_data_reduction        'Automar software package (1.24-4, 2013)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3802
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0776
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)²+1.2377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.1966
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refinement_description          
;
1. Twinned data refinement
 Scales: 1.1(2)
 -0.1(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C9(H9), C16(H16)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C17(H17A,H17B), C21(H21A,H21B), C18(H18A,H18B),
 C20(H20A,H20B), C19(H19A,H19B)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C11(H11), C15(H15), C14(H14), C12(H12)
3.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
S2 S 0.12667(9) 0.13664(9) 0.8486(3) 0.0622(5) Uani 1 1 d . . . . .
S1 S 0.36893(10) 0.02596(8) 0.7524(3) 0.0632(5) Uani 1 1 d . . . . .
N2 N 0.2014(3) 0.0665(2) 0.5480(9) 0.0469(11) Uani 1 1 d . . . . .
N3 N 0.2755(4) 0.0260(3) 0.2650(12) 0.0607(14) Uani 1 1 d . . . . .
N1 N 0.4281(3) 0.1447(3) 0.6892(10) 0.0520(13) Uani 1 1 d . . . . .
N4 N 0.3565(3) 0.1849(4) 0.1381(10) 0.0619(14) Uani 1 1 d . . . . .
C9 C 0.2558(3) 0.1683(3) 0.6406(10) 0.0414(11) Uani 1 1 d . . . . .
H9 H 0.278134 0.178972 0.783749 0.050 Uiso 1 1 calc R . . . .
C8 C 0.1929(3) 0.1201(3) 0.6797(9) 0.0429(12) Uani 1 1 d . . . . .
C22 C 0.3368(3) 0.1608(3) 0.2967(9) 0.0443(13) Uani 1 1 d . . . . .
C1 C 0.3741(3) 0.1021(3) 0.6470(10) 0.0454(12) Uani 1 1 d . . . . .
C6 C 0.3107(3) 0.1270(3) 0.4979(10) 0.0411(12) Uani 1 1 d . . . . .
C13 C 0.1814(5) 0.3488(4) 0.334(2) 0.085(3) Uani 1 1 d . . . . .
H13 H 0.165814 0.387906 0.266567 0.102 Uiso 1 1 calc R . . . .
C11 C 0.1926(3) 0.2301(3) 0.3352(11) 0.0527(14) Uani 1 1 d . . . . .
H11 H 0.183365 0.189248 0.268335 0.063 Uiso 1 1 calc R . . . .
C10 C 0.2293(3) 0.2323(3) 0.5347(10) 0.0449(12) Uani 1 1 d . . . . .
C2 C 0.4282(3) 0.2166(3) 0.6442(13) 0.0524(14) Uani 1 1 d . . . . .
H2A H 0.431070 0.240403 0.784094 0.063 Uiso 1 1 calc R . . . .
H2B H 0.382961 0.228631 0.574067 0.063 Uiso 1 1 calc R . . . .
C15 C 0.2410(4) 0.2934(3) 0.6358(14) 0.0603(17) Uani 1 1 d . . . . .
H15 H 0.265054 0.295545 0.770937 0.072 Uiso 1 1 calc R . . . .
C14 C 0.2166(5) 0.3510(4) 0.535(2) 0.078(2) Uani 1 1 d . . . . .
H14 H 0.224160 0.391847 0.604154 0.094 Uiso 1 1 calc R . . . .
C4 C 0.4867(4) 0.1216(4) 0.8329(17) 0.073(2) Uani 1 1 d . . . . .
H4A H 0.466005 0.096945 0.955924 0.088 Uiso 1 1 calc R . . . .
H4B H 0.511236 0.160100 0.893985 0.088 Uiso 1 1 calc R . . . .
C16 C 0.1474(4) 0.0114(3) 0.5458(13) 0.0563(15) Uani 1 1 d . . . . .
H16 H 0.109774 0.025437 0.650031 0.068 Uiso 1 1 calc R . . . .
C12 C 0.1695(4) 0.2881(4) 0.2343(16) 0.071(2) Uani 1 1 d . . . . .
H12 H 0.145894 0.286136 0.098352 0.085 Uiso 1 1 calc R . . . .
C17 C 0.1770(5) -0.0508(4) 0.6412(17) 0.078(2) Uani 1 1 d . . . . .
H17A H 0.195286 -0.041735 0.788935 0.094 Uiso 1 1 calc R . . . .
H17B H 0.217058 -0.065819 0.550654 0.094 Uiso 1 1 calc R . . . .
C21 C 0.1098(4) 0.0037(4) 0.3295(15) 0.070(2) Uani 1 1 d . . . . .
H21A H 0.144748 -0.006672 0.214854 0.084 Uiso 1 1 calc R . . . .
H21B H 0.086426 0.045279 0.290373 0.084 Uiso 1 1 calc R . . . .
C5 C 0.5416(5) 0.0779(6) 0.718(2) 0.101(3) Uani 1 1 d . . . . .
H5A H 0.517785 0.040039 0.654111 0.151 Uiso 1 1 calc GR . . . .
H5B H 0.576609 0.062910 0.824640 0.151 Uiso 1 1 calc GR . . . .
H5C H 0.565266 0.102858 0.603830 0.151 Uiso 1 1 calc GR . . . .
C7 C 0.2646(3) 0.0670(3) 0.4191(10) 0.0442(12) Uani 1 1 d . . . . .
C18 C 0.1214(5) -0.1058(4) 0.655(2) 0.087(3) Uani 1 1 d . . . . .
H18A H 0.086147 -0.094864 0.767954 0.105 Uiso 1 1 calc R . . . .
H18B H 0.144714 -0.147111 0.696714 0.105 Uiso 1 1 calc R . . . .
C20 C 0.0533(5) -0.0520(4) 0.3413(17) 0.075(2) Uani 1 1 d . . . . .
H20A H 0.013779 -0.037624 0.435054 0.090 Uiso 1 1 calc R . . . .
H20B H 0.034160 -0.059863 0.193733 0.090 Uiso 1 1 calc R . . . .
C3 C 0.4900(4) 0.2390(5) 0.4961(17) 0.076(2) Uani 1 1 d . . . . .
H3A H 0.480837 0.225186 0.346197 0.114 Uiso 1 1 calc GR . . . .
H3B H 0.534138 0.219249 0.547102 0.114 Uiso 1 1 calc GR . . . .
H3C H 0.494077 0.286640 0.501498 0.114 Uiso 1 1 calc GR . . . .
C19 C 0.0827(5) -0.1151(4) 0.429(2) 0.099(4) Uani 1 1 d . . . . .
H19A H 0.116499 -0.133456 0.322751 0.119 Uiso 1 1 calc R . . . .
H19B H 0.043703 -0.146806 0.447221 0.119 Uiso 1 1 calc R . . . .
H3 H 0.310(5) 0.035(4) 0.196(16) 0.07(3) Uiso 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
S2 C8 1.630(6) . ?
S1 C1 1.657(6) . ?
N2 C8 1.347(8) . ?
N2 C16 1.493(7) . ?
N2 C7 1.406(8) . ?
N3 C7 1.258(8) . ?
N3 H3 0.78(10) . ?
N1 C1 1.341(8) . ?
N1 C2 1.468(8) . ?
N1 C4 1.466(9) . ?
N4 C22 1.131(8) . ?
C9 H9 0.9800 . ?
C9 C8 1.534(7) . ?
C9 C6 1.570(8) . ?
C9 C10 1.515(8) . ?
C22 C6 1.471(8) . ?
C1 C6 1.563(8) . ?
C6 C7 1.553(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(15) . ?
C13 C12 1.377(14) . ?
C11 H11 0.9300 . ?
C11 C10 1.382(10) . ?
C11 C12 1.381(9) . ?
C10 C15 1.386(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.521(10) . ?
C15 H15 0.9300 . ?
C15 C14 1.382(12) . ?
C14 H14 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.511(14) . ?
C16 H16 0.9800 . ?
C16 C17 1.480(10) . ?
C16 C21 1.486(11) . ?
C12 H12 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.512(10) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C20 1.534(9) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.547(17) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C19 1.476(13) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?

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
C8 N2 C16 121.3(5) . . ?
C8 N2 C7 114.6(5) . . ?
C7 N2 C16 124.1(5) . . ?
C7 N3 H3 112(7) . . ?
C1 N1 C2 126.4(5) . . ?
C1 N1 C4 117.6(6) . . ?
C4 N1 C2 114.8(6) . . ?
C8 C9 H9 108.9 . . ?
C8 C9 C6 104.1(5) . . ?
C6 C9 H9 108.9 . . ?
C10 C9 H9 108.9 . . ?
C10 C9 C8 110.6(5) . . ?
C10 C9 C6 115.3(5) . . ?
N2 C8 S2 128.2(4) . . ?
N2 C8 C9 109.0(5) . . ?
C9 C8 S2 122.8(4) . . ?
N4 C22 C6 177.6(6) . . ?
N1 C1 S1 124.0(5) . . ?
N1 C1 C6 117.8(5) . . ?
C6 C1 S1 118.1(4) . . ?
C22 C6 C9 114.9(5) . . ?
C22 C6 C1 111.9(5) . . ?
C22 C6 C7 106.7(5) . . ?
C1 C6 C9 110.0(5) . . ?
C7 C6 C9 102.7(4) . . ?
C7 C6 C1 110.0(5) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.2(8) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C12 C11 C10 120.6(7) . . ?
C11 C10 C9 120.0(5) . . ?
C11 C10 C15 119.1(6) . . ?
C15 C10 C9 120.9(6) . . ?
N1 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
N1 C2 C3 113.6(6) . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C10 C15 H15 120.1 . . ?
C14 C15 C10 119.8(8) . . ?
C14 C15 H15 120.1 . . ?
C13 C14 C15 121.0(8) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
N1 C4 H4A 108.6 . . ?
N1 C4 H4B 108.6 . . ?
N1 C4 C5 114.5(9) . . ?
H4A C4 H4B 107.6 . . ?
C5 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
N2 C16 H16 105.0 . . ?
C17 C16 N2 111.8(6) . . ?
C17 C16 H16 105.0 . . ?
C17 C16 C21 115.3(7) . . ?
C21 C16 N2 113.6(6) . . ?
C21 C16 H16 105.0 . . ?
C13 C12 C11 120.3(9) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C16 C17 C18 112.5(7) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 C20 110.8(7) . . ?
H21A C21 H21B 108.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C7 C6 107.3(4) . . ?
N3 C7 N2 122.5(5) . . ?
N3 C7 C6 130.1(6) . . ?
C17 C18 H18A 109.4 . . ?
C17 C18 H18B 109.4 . . ?
C17 C18 C19 111.0(8) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C19 C20 C21 112.9(7) . . ?
C19 C20 H20A 109.0 . . ?
C19 C20 H20B 109.0 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C18 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
C20 C19 C18 112.5(8) . . ?
C20 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?

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
S1 C1 C6 C9 95.4(5) . . . . ?
S1 C1 C6 C22 -135.5(4) . . . . ?
S1 C1 C6 C7 -17.1(6) . . . . ?
N2 C16 C17 C18 176.1(8) . . . . ?
N2 C16 C21 C20 -178.0(7) . . . . ?
N1 C1 C6 C9 -81.9(6) . . . . ?
N1 C1 C6 C22 47.2(7) . . . . ?
N1 C1 C6 C7 165.6(5) . . . . ?
C9 C6 C7 N2 -13.9(6) . . . . ?
C9 C6 C7 N3 163.2(7) . . . . ?
C9 C10 C15 C14 179.6(6) . . . . ?
C8 N2 C16 C17 -111.9(8) . . . . ?
C8 N2 C16 C21 115.5(7) . . . . ?
C8 N2 C7 N3 -169.4(6) . . . . ?
C8 N2 C7 C6 7.9(7) . . . . ?
C8 C9 C6 C22 130.0(5) . . . . ?
C8 C9 C6 C1 -102.6(5) . . . . ?
C8 C9 C6 C7 14.5(5) . . . . ?
C8 C9 C10 C11 -57.4(7) . . . . ?
C8 C9 C10 C15 122.2(6) . . . . ?
C22 C6 C7 N2 -135.1(5) . . . . ?
C22 C6 C7 N3 41.9(9) . . . . ?
C1 N1 C2 C3 -123.1(7) . . . . ?
C1 N1 C4 C5 79.6(9) . . . . ?
C1 C6 C7 N2 103.2(5) . . . . ?
C1 C6 C7 N3 -79.7(8) . . . . ?
C6 C9 C8 S2 171.5(4) . . . . ?
C6 C9 C8 N2 -10.9(6) . . . . ?
C6 C9 C10 C11 60.4(7) . . . . ?
C6 C9 C10 C15 -120.0(6) . . . . ?
C11 C10 C15 C14 -0.8(9) . . . . ?
C10 C9 C8 S2 -64.1(6) . . . . ?
C10 C9 C8 N2 113.5(5) . . . . ?
C10 C9 C6 C22 8.6(7) . . . . ?
C10 C9 C6 C1 136.1(5) . . . . ?
C10 C9 C6 C7 -106.8(5) . . . . ?
C10 C11 C12 C13 -1.5(11) . . . . ?
C10 C15 C14 C13 -0.6(11) . . . . ?
C2 N1 C1 S1 -165.2(5) . . . . ?
C2 N1 C1 C6 12.0(9) . . . . ?
C2 N1 C4 C5 -112.1(8) . . . . ?
C14 C13 C12 C11 0.1(12) . . . . ?
C4 N1 C1 S1 1.6(9) . . . . ?
C4 N1 C1 C6 178.8(6) . . . . ?
C4 N1 C2 C3 69.8(9) . . . . ?
C16 N2 C8 S2 -1.3(9) . . . . ?
C16 N2 C8 C9 -178.6(5) . . . . ?
C16 N2 C7 N3 11.4(10) . . . . ?
C16 N2 C7 C6 -171.3(5) . . . . ?
C16 C17 C18 C19 50.6(12) . . . . ?
C16 C21 C20 C19 -51.4(12) . . . . ?
C12 C13 C14 C15 0.9(12) . . . . ?
C12 C11 C10 C9 -178.6(6) . . . . ?
C12 C11 C10 C15 1.9(9) . . . . ?
C17 C16 C21 C20 51.1(10) . . . . ?
C17 C18 C19 C20 -52.2(12) . . . . ?
C21 C16 C17 C18 -52.2(11) . . . . ?
C21 C20 C19 C18 52.9(13) . . . . ?
C7 N2 C8 S2 179.5(4) . . . . ?
C7 N2 C8 C9 2.1(7) . . . . ?
C7 N2 C16 C17 67.3(9) . . . . ?
C7 N2 C16 C21 -65.3(9) . . . . ?

_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.1(2)
2 -0.1(2)

