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#$Date: 2024-01-06 10:43:36 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288835 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/28/7062817.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7062817
loop_
_publ_author_name
'Malakar, Kakoli'
'Selvakumaran, Balasubramaniam'
'Murali, Mariappan'
'Arul Prakash, Pitchan'
'Sangeetha, Somasundaram'
'Sohtun, Winaki P.'
'Jaabir, Mohamed Sultan Mohamed'
'Velusamy, Marappan'
_publ_section_title
;
 Copper(ii) complexes of the CuN4S core: selective cytotoxicity to
 cancerous cells, ROS generation and induction of apoptosis
;
_journal_issue                   43
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              20070
_journal_page_last               20087
_journal_paper_doi               10.1039/D2NJ06170H
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C23 H17 Cu N6 S2, Cl O4'
_chemical_formula_sum            'C23 H17 Cl Cu N6 O4 S2'
_chemical_formula_weight         604.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-01-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2022-10-19 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                98.975(2)
_cell_angle_beta                 99.686(2)
_cell_angle_gamma                109.761(2)
_cell_formula_units_Z            2
_cell_length_a                   9.6470(5)
_cell_length_b                   11.4872(6)
_cell_length_c                   12.3607(6)
_cell_measurement_reflns_used    39818
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.578
_cell_measurement_theta_min      1.935
_cell_volume                     1236.82(11)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  EOS,Gemini
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39818
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.578
_diffrn_reflns_theta_min         1.935
_exptl_absorpt_coefficient_mu    1.204
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_description       needls
_exptl_crystal_F_000             614
_exptl_crystal_size_max          0.047
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         6221
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0396
_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)+(0.0539P)²+0.5525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1106
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4887
_reflns_number_total             6221
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj06170h2.cif
_cod_data_source_block           shelx_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7062815--7062821.cif.'
_cod_database_code               7062817
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C11(H11A,H11B,H11C)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C1(H1), C12(H12), C7(H7), C4(H4), C3(H3), C13(H13), C2(H2), C23(H23),
 C14(H14), C19(H19), C20(H20), C22(H22), C21(H21)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Cu1 Cu 0.07569(3) 0.78288(3) 0.24809(2) 0.04830(10) Uani 1 1 d . . . . .
S1 S -0.15628(7) 0.79619(7) 0.19983(6) 0.06032(18) Uani 1 1 d . . . . .
S2 S -0.44012(7) 0.62459(7) 0.23274(6) 0.06230(18) Uani 1 1 d . . . . .
Cl1 Cl 0.03883(8) 0.28859(7) 0.30853(7) 0.06844(19) Uani 1 1 d . . . . .
N1 N 0.27760(19) 0.79604(17) 0.38275(15) 0.0417(4) Uani 1 1 d . . . . .
N3 N 0.1640(2) 0.9008(2) 0.15445(19) 0.0547(5) Uani 1 1 d . . . . .
N2 N -0.0209(2) 0.67610(18) 0.34230(16) 0.0458(4) Uani 1 1 d . . . . .
C10 C -0.2437(2) 0.6763(2) 0.26252(19) 0.0463(5) Uani 1 1 d . . . . .
N5 N -0.1770(2) 0.62260(19) 0.32738(17) 0.0496(4) Uani 1 1 d . . . . .
N4 N 0.1474(2) 0.66136(19) 0.14024(16) 0.0478(4) Uani 1 1 d . . . . .
N6 N 0.4667(2) 0.7296(2) 0.5419(2) 0.0620(6) Uani 1 1 d . . . . .
C9 C 0.0599(2) 0.6527(2) 0.4222(2) 0.0491(5) Uani 1 1 d . . . . .
H9 H 0.015540 0.599602 0.466632 0.059 Uiso 1 1 calc R U . . .
C6 C 0.4315(2) 0.8498(2) 0.40123(18) 0.0435(5) Uani 1 1 d . . . . .
C8 C 0.2232(2) 0.7115(2) 0.44175(19) 0.0463(5) Uani 1 1 d . . . . .
C5 C 0.5258(3) 0.8154(2) 0.4812(2) 0.0497(5) Uani 1 1 d . . . . .
C1 C 0.4999(3) 0.9414(2) 0.3433(2) 0.0505(5) Uani 1 1 d . . . . .
H1 H 0.440021 0.966318 0.291846 0.061 Uiso 1 1 calc R U . . .
C16 C 0.2124(2) 0.7228(3) 0.06703(19) 0.0506(5) Uani 1 1 d . . . . .
C12 C 0.1368(3) 0.5423(3) 0.1355(2) 0.0583(6) Uani 1 1 d . . . . .
H12 H 0.091126 0.499277 0.185812 0.070 Uiso 1 1 calc R U . . .
C7 C 0.3190(3) 0.6801(3) 0.5220(2) 0.0584(6) Uani 1 1 d . . . . .
H7 H 0.274924 0.621656 0.562486 0.070 Uiso 1 1 calc R U . . .
C17 C 0.2192(3) 0.8498(3) 0.0734(2) 0.0542(6) Uani 1 1 d . . . . .
C15 C 0.2705(3) 0.6655(3) -0.0145(2) 0.0682(8) Uani 1 1 d . . . . .
C4 C 0.6853(3) 0.8710(3) 0.4982(2) 0.0612(6) Uani 1 1 d . . . . .
H4 H 0.747875 0.847846 0.549191 0.073 Uiso 1 1 calc R U . . .
C3 C 0.7464(3) 0.9583(3) 0.4398(2) 0.0627(7) Uani 1 1 d . . . . .
H3 H 0.851189 0.994826 0.451407 0.075 Uiso 1 1 calc R U . . .
C13 C 0.1918(4) 0.4798(3) 0.0575(3) 0.0757(9) Uani 1 1 d . . . . .
H13 H 0.182825 0.396348 0.056229 0.091 Uiso 1 1 calc R U . . .
C2 C 0.6546(3) 0.9940(3) 0.3627(2) 0.0586(6) Uani 1 1 d . . . . .
H2 H 0.699021 1.054302 0.324008 0.070 Uiso 1 1 calc R U . . .
C23 C 0.1632(4) 1.0166(3) 0.1591(3) 0.0762(9) Uani 1 1 d . . . . .
H23 H 0.124589 1.051513 0.214249 0.091 Uiso 1 1 calc R U . . .
C18 C 0.2802(3) 0.9175(3) -0.0039(2) 0.0744(9) Uani 1 1 d . . . . .
O4 O 0.0515(4) 0.2645(3) 0.1961(3) 0.1194(10) Uani 1 1 d . . . . .
C14 C 0.2575(4) 0.5400(4) -0.0152(3) 0.0810(10) Uani 1 1 d . . . . .
H14 H 0.295005 0.498478 -0.066818 0.097 Uiso 1 1 calc R U . . .
C19 C 0.3388(4) 0.8563(5) -0.0852(3) 0.0935(12) Uani 1 1 d . . . . .
H19 H 0.380541 0.899889 -0.136540 0.112 Uiso 1 1 calc R U . . .
O2 O -0.0730(5) 0.3408(4) 0.3154(3) 0.1550(16) Uani 1 1 d . . . . .
C11 C -0.4889(3) 0.5100(3) 0.3177(3) 0.0795(9) Uani 1 1 d . . . . .
H11A H -0.597002 0.474843 0.307473 0.119 Uiso 1 1 calc R U . . .
H11B H -0.453663 0.443270 0.295402 0.119 Uiso 1 1 calc R U . . .
H11C H -0.442047 0.550841 0.395680 0.119 Uiso 1 1 calc R U . . .
O1 O 0.0011(4) 0.1797(3) 0.3498(4) 0.1378(13) Uani 1 1 d . . . . .
C20 C 0.3350(4) 0.7380(5) -0.0890(3) 0.0950(12) Uani 1 1 d . . . . .
H20 H 0.375781 0.702401 -0.142076 0.114 Uiso 1 1 calc R U . . .
C22 C 0.2194(4) 1.0876(4) 0.0828(4) 0.0979(13) Uani 1 1 d . . . . .
H22 H 0.216641 1.168322 0.086840 0.117 Uiso 1 1 calc R U . . .
C21 C 0.2773(4) 1.0389(4) 0.0038(3) 0.0950(13) Uani 1 1 d . . . . .
H21 H 0.315728 1.086628 -0.046207 0.114 Uiso 1 1 calc R U . . .
O3 O 0.1704(4) 0.3792(4) 0.3774(3) 0.1765(19) Uani 1 1 d . . . . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
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
S1 Cu1 N1 150.18(5) . . ?
N3 Cu1 S1 92.85(6) . . ?
N3 Cu1 N1 105.09(7) . . ?
N3 Cu1 N4 80.76(8) . . ?
N2 Cu1 S1 83.16(6) . . ?
N2 Cu1 N1 77.46(7) . . ?
N2 Cu1 N3 175.14(8) . . ?
N2 Cu1 N4 103.70(8) . . ?
N4 Cu1 S1 122.03(5) . . ?
N4 Cu1 N1 84.85(7) . . ?
C10 S1 Cu1 94.03(8) . . ?
C10 S2 C11 102.50(13) . . ?
O4 Cl1 O2 109.5(2) . . ?
O1 Cl1 O4 112.2(2) . . ?
O1 Cl1 O2 108.9(2) . . ?
O3 Cl1 O4 111.2(2) . . ?
O3 Cl1 O2 105.2(3) . . ?
O3 Cl1 O1 109.6(3) . . ?
C6 N1 Cu1 135.62(14) . . ?
C8 N1 Cu1 106.41(13) . . ?
C8 N1 C6 116.71(18) . . ?
C17 N3 Cu1 114.04(17) . . ?
C23 N3 Cu1 126.6(2) . . ?
C23 N3 C17 119.2(2) . . ?
N5 N2 Cu1 123.02(14) . . ?
C9 N2 Cu1 119.86(15) . . ?
C9 N2 N5 117.12(18) . . ?
S1 C10 S2 115.00(13) . . ?
N5 C10 S1 126.35(17) . . ?
N5 C10 S2 118.64(18) . . ?
C10 N5 N2 110.68(18) . . ?
C16 N4 Cu1 109.96(16) . . ?
C12 N4 Cu1 131.21(18) . . ?
C12 N4 C16 118.8(2) . . ?
C7 N6 C5 116.4(2) . . ?
N2 C9 H9 121.0 . . ?
N2 C9 C8 118.0(2) . . ?
C8 C9 H9 121.0 . . ?
N1 C6 C5 120.3(2) . . ?
N1 C6 C1 120.86(19) . . ?
C1 C6 C5 118.9(2) . . ?
N1 C8 C9 117.32(19) . . ?
N1 C8 C7 122.1(2) . . ?
C7 C8 C9 120.6(2) . . ?
N6 C5 C6 121.7(2) . . ?
N6 C5 C4 118.8(2) . . ?
C4 C5 C6 119.5(2) . . ?
C6 C1 H1 120.0 . . ?
C2 C1 C6 120.0(2) . . ?
C2 C1 H1 120.0 . . ?
N4 C16 C17 117.1(2) . . ?
N4 C16 C15 122.3(3) . . ?
C15 C16 C17 120.6(2) . . ?
N4 C12 H12 119.0 . . ?
N4 C12 C13 122.0(3) . . ?
C13 C12 H12 119.0 . . ?
N6 C7 C8 122.8(2) . . ?
N6 C7 H7 118.6 . . ?
C8 C7 H7 118.6 . . ?
N3 C17 C16 118.1(2) . . ?
N3 C17 C18 122.0(3) . . ?
C18 C17 C16 119.9(3) . . ?
C16 C15 C20 117.9(3) . . ?
C14 C15 C16 116.5(3) . . ?
C14 C15 C20 125.6(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 H4 120.2 . . ?
C4 C3 H3 119.4 . . ?
C4 C3 C2 121.1(2) . . ?
C2 C3 H3 119.4 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C1 C2 C3 120.9(2) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
N3 C23 H23 119.3 . . ?
N3 C23 C22 121.4(3) . . ?
C22 C23 H23 119.3 . . ?
C17 C18 C19 117.9(3) . . ?
C21 C18 C17 117.0(3) . . ?
C21 C18 C19 125.1(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 H14 119.7 . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.8(3) . . ?
C20 C19 H19 119.1 . . ?
S2 C11 H11A 109.5 . . ?
S2 C11 H11B 109.5 . . ?
S2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C15 C20 H20 119.0 . . ?
C19 C20 C15 121.9(3) . . ?
C19 C20 H20 119.0 . . ?
C23 C22 H22 120.1 . . ?
C21 C22 C23 119.8(3) . . ?
C21 C22 H22 120.1 . . ?
C18 C21 H21 119.7 . . ?
C22 C21 C18 120.5(3) . . ?
C22 C21 H21 119.7 . . ?
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
Cu1 S1 2.2798(7) . ?
Cu1 N1 2.2845(17) . ?
Cu1 N3 1.9854(19) . ?
Cu1 N2 1.9409(18) . ?
Cu1 N4 2.1421(19) . ?
S1 C10 1.725(2) . ?
S2 C10 1.736(2) . ?
S2 C11 1.799(3) . ?
Cl1 O4 1.409(3) . ?
Cl1 O2 1.409(3) . ?
Cl1 O1 1.382(3) . ?
Cl1 O3 1.373(3) . ?
N1 C6 1.364(3) . ?
N1 C8 1.325(3) . ?
N3 C17 1.355(3) . ?
N3 C23 1.326(3) . ?
N2 N5 1.387(2) . ?
N2 C9 1.273(3) . ?
C10 N5 1.299(3) . ?
N4 C16 1.342(3) . ?
N4 C12 1.328(3) . ?
N6 C5 1.362(3) . ?
N6 C7 1.305(3) . ?
C9 H9 0.9300 . ?
C9 C8 1.448(3) . ?
C6 C5 1.422(3) . ?
C6 C1 1.407(3) . ?
C8 C7 1.413(3) . ?
C5 C4 1.415(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.369(3) . ?
C16 C17 1.426(4) . ?
C16 C15 1.412(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.393(4) . ?
C7 H7 0.9300 . ?
C17 C18 1.406(3) . ?
C15 C14 1.403(5) . ?
C15 C20 1.418(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.358(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.394(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.333(5) . ?
C2 H2 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.401(4) . ?
C18 C19 1.437(5) . ?
C18 C21 1.394(5) . ?
C14 H14 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.340(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C20 H20 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.343(6) . ?
C21 H21 0.9300 . ?
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
Cu1 S1 C10 S2 -170.09(12) . . . . ?
Cu1 S1 C10 N5 9.4(2) . . . . ?
Cu1 N1 C6 C5 -165.58(17) . . . . ?
Cu1 N1 C6 C1 15.5(3) . . . . ?
Cu1 N1 C8 C9 -10.2(2) . . . . ?
Cu1 N1 C8 C7 170.7(2) . . . . ?
Cu1 N3 C17 C16 -2.0(3) . . . . ?
Cu1 N3 C17 C18 177.28(19) . . . . ?
Cu1 N3 C23 C22 -175.2(2) . . . . ?
Cu1 N2 N5 C10 -14.7(3) . . . . ?
Cu1 N2 C9 C8 2.1(3) . . . . ?
Cu1 N4 C16 C17 -0.8(2) . . . . ?
Cu1 N4 C16 C15 -179.97(18) . . . . ?
Cu1 N4 C12 C13 -179.96(19) . . . . ?
S1 C10 N5 N2 0.8(3) . . . . ?
S2 C10 N5 N2 -179.68(16) . . . . ?
N1 C6 C5 N6 -0.6(4) . . . . ?
N1 C6 C5 C4 179.2(2) . . . . ?
N1 C6 C1 C2 -179.8(2) . . . . ?
N1 C8 C7 N6 -1.6(4) . . . . ?
N3 C17 C18 C19 178.7(3) . . . . ?
N3 C17 C18 C21 -2.0(4) . . . . ?
N3 C23 C22 C21 -0.9(6) . . . . ?
N2 C9 C8 N1 6.8(3) . . . . ?
N2 C9 C8 C7 -174.1(2) . . . . ?
N5 N2 C9 C8 -177.8(2) . . . . ?
N4 C16 C17 N3 1.9(3) . . . . ?
N4 C16 C17 C18 -177.4(2) . . . . ?
N4 C16 C15 C14 -0.2(4) . . . . ?
N4 C16 C15 C20 179.1(2) . . . . ?
N4 C12 C13 C14 0.0(4) . . . . ?
N6 C5 C4 C3 -178.9(3) . . . . ?
C9 N2 N5 C10 165.1(2) . . . . ?
C9 C8 C7 N6 179.4(3) . . . . ?
C6 N1 C8 C9 -179.4(2) . . . . ?
C6 N1 C8 C7 1.5(3) . . . . ?
C6 C5 C4 C3 1.3(4) . . . . ?
C6 C1 C2 C3 -0.2(4) . . . . ?
C8 N1 C6 C5 -0.5(3) . . . . ?
C8 N1 C6 C1 -179.4(2) . . . . ?
C5 N6 C7 C8 0.5(4) . . . . ?
C5 C6 C1 C2 1.3(4) . . . . ?
C5 C4 C3 C2 -0.2(4) . . . . ?
C1 C6 C5 N6 178.4(2) . . . . ?
C1 C6 C5 C4 -1.8(4) . . . . ?
C16 N4 C12 C13 0.5(4) . . . . ?
C16 C17 C18 C19 -2.1(4) . . . . ?
C16 C17 C18 C21 177.2(3) . . . . ?
C16 C15 C14 C13 0.7(4) . . . . ?
C16 C15 C20 C19 -1.4(5) . . . . ?
C12 N4 C16 C17 178.9(2) . . . . ?
C12 N4 C16 C15 -0.3(3) . . . . ?
C12 C13 C14 C15 -0.5(4) . . . . ?
C7 N6 C5 C6 0.5(4) . . . . ?
C7 N6 C5 C4 -179.2(3) . . . . ?
C17 N3 C23 C22 -0.6(5) . . . . ?
C17 C16 C15 C14 -179.4(2) . . . . ?
C17 C16 C15 C20 0.0(4) . . . . ?
C17 C18 C19 C20 0.6(5) . . . . ?
C17 C18 C21 C22 0.5(5) . . . . ?
C15 C16 C17 N3 -178.9(2) . . . . ?
C15 C16 C17 C18 1.8(3) . . . . ?
C4 C3 C2 C1 -0.3(4) . . . . ?
C23 N3 C17 C16 -177.2(2) . . . . ?
C23 N3 C17 C18 2.0(4) . . . . ?
C23 C22 C21 C18 0.8(6) . . . . ?
C18 C19 C20 C15 1.1(6) . . . . ?
C14 C15 C20 C19 177.8(3) . . . . ?
C19 C18 C21 C22 179.8(3) . . . . ?
C11 S2 C10 S1 -176.41(16) . . . . ?
C11 S2 C10 N5 4.0(2) . . . . ?
C20 C15 C14 C13 -178.6(3) . . . . ?
C21 C18 C19 C20 -178.6(4) . . . . ?
