#------------------------------------------------------------------------------
#$Date: 2023-05-30 01:52:13 +0300 (Tue, 30 May 2023) $
#$Revision: 284052 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/31/7713182.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_7713182
loop_
_publ_author_name
'Griffin, Paul Joseph'
'Dake, Matthew J.'
'Remolina, Alesandro D.'
'Olshansky, Lisa'
_publ_section_title
;
 Conformational Dynamicity in a Copper(II) Coordination Complex
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01213A
_journal_year                    2023
_chemical_formula_moiety         'C19 H19 Cl Cu N3 S, F6 P, H2 O'
_chemical_formula_sum            'C19 H21 Cl Cu F6 N3 O P S'
_chemical_formula_weight         583.41
_chemical_name_systematic        '[CuCl(dpaSMe)]PF6'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-06-01
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-04-22 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.2550(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0079(3)
_cell_length_b                   18.5616(7)
_cell_length_c                   13.3009(5)
_cell_measurement_reflns_used    33170
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.51
_cell_volume                     2222.20(14)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            60578
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.480
_diffrn_reflns_theta_min         2.194
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.338
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1336 before and 0.0727 after correction.
The Ratio of minimum to maximum transmission is 0.7951.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_description       prisms
_exptl_crystal_F_000             1180
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: MeOH/water'
_exptl_crystal_size_max          0.317
_exptl_crystal_size_mid          0.212
_exptl_crystal_size_min          0.082
_refine_diff_density_max         1.243
_refine_diff_density_min         -1.300
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4569
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0421
_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)+(0.0756P)²+4.4428P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1258
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4258
_reflns_number_total             4569
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt01213a2.cif
_cod_data_source_block           '[cucl(dpasme)]pf6_greencryst'
_cod_database_code               7713182
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.898
_shelx_estimated_absorpt_t_min   0.676
_olex2_refinement_description
;
1. 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, All O(H,H) groups
2.a Free rotating group:
 O(HA,HB)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.36161(4) 0.30052(2) 0.61546(2) 0.01538(13) Uani 1 1 d . . . . .
Cl1 Cl 0.43397(8) 0.29281(4) 0.45784(5) 0.02368(18) Uani 1 1 d . . . . .
S1 S 0.56424(7) 0.22947(4) 0.68373(5) 0.02028(17) Uani 1 1 d . . . . .
N1 N 0.1872(2) 0.22642(12) 0.60472(17) 0.0162(4) Uani 1 1 d . . . . .
N2 N 0.2942(3) 0.30653(11) 0.76228(18) 0.0152(5) Uani 1 1 d . . . . .
N3 N 0.3320(3) 0.40818(12) 0.62094(17) 0.0168(4) Uani 1 1 d . . . . .
C1 C 0.1635(3) 0.17332(15) 0.5371(2) 0.0193(5) Uani 1 1 d . . . . .
H1 H 0.2250 0.1703 0.4809 0.023 Uiso 1 1 calc R U . . .
C2 C 0.0517(3) 0.12283(16) 0.5475(2) 0.0230(6) Uani 1 1 d . . . . .
H2 H 0.0377 0.0852 0.4996 0.028 Uiso 1 1 calc R U . . .
C3 C -0.0397(3) 0.12821(16) 0.6292(2) 0.0238(6) Uani 1 1 d . . . . .
H3 H -0.1165 0.0940 0.6382 0.029 Uiso 1 1 calc R U . . .
C4 C -0.0173(3) 0.18397(16) 0.6971(2) 0.0210(6) Uani 1 1 d . . . . .
H4 H -0.0797 0.1893 0.7525 0.025 Uiso 1 1 calc R U . . .
C5 C 0.0980(3) 0.23198(14) 0.6828(2) 0.0155(5) Uani 1 1 d . . . . .
C6 C 0.1299(3) 0.29597(14) 0.7498(2) 0.0167(5) Uani 1 1 d . . . . .
H6A H 0.0835 0.3396 0.7195 0.020 Uiso 1 1 calc R U . . .
H6B H 0.0871 0.2879 0.8163 0.020 Uiso 1 1 calc R U . . .
C7 C 0.3302(3) 0.38097(15) 0.7984(2) 0.0207(6) Uani 1 1 d . . . . .
H7A H 0.4334 0.3823 0.8268 0.025 Uiso 1 1 calc R U . . .
H7B H 0.2628 0.3944 0.8524 0.025 Uiso 1 1 calc R U . . .
C8 C 0.3138(3) 0.43420(15) 0.7138(2) 0.0188(5) Uani 1 1 d . . . . .
C9 C 0.2924(4) 0.50691(16) 0.7314(2) 0.0243(6) Uani 1 1 d . . . . .
H9 H 0.2781 0.5241 0.7976 0.029 Uiso 1 1 calc R U . . .
C10 C 0.2922(4) 0.55418(15) 0.6506(2) 0.0267(6) Uani 1 1 d . . . . .
H10 H 0.2788 0.6044 0.6608 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3117(3) 0.52736(16) 0.5548(2) 0.0250(6) Uani 1 1 d . . . . .
H11 H 0.3124 0.5589 0.4986 0.030 Uiso 1 1 calc R U . . .
C12 C 0.3303(3) 0.45375(15) 0.5425(2) 0.0196(5) Uani 1 1 d . . . . .
H12 H 0.3421 0.4351 0.4767 0.024 Uiso 1 1 calc R U . . .
C13 C 0.3637(3) 0.25339(14) 0.8314(2) 0.0156(5) Uani 1 1 d . . . . .
C14 C 0.3084(3) 0.24369(14) 0.9264(2) 0.0173(5) Uani 1 1 d . . . . .
H14 H 0.2264 0.2717 0.9465 0.021 Uiso 1 1 calc R U . . .
C15 C 0.3724(3) 0.19319(15) 0.9924(2) 0.0199(6) Uani 1 1 d . . . . .
H15 H 0.3333 0.1862 1.0570 0.024 Uiso 1 1 calc R U . . .
C16 C 0.4938(3) 0.15316(16) 0.9633(2) 0.0227(6) Uani 1 1 d . . . . .
H16 H 0.5366 0.1180 1.0076 0.027 Uiso 1 1 calc R U . . .
C17 C 0.5525(3) 0.16430(16) 0.8701(2) 0.0224(6) Uani 1 1 d . . . . .
H17 H 0.6374 0.1379 0.8514 0.027 Uiso 1 1 calc R U . . .
C18 C 0.4874(3) 0.21434(15) 0.8031(2) 0.0178(5) Uani 1 1 d . . . . .
C19 C 0.5327(4) 0.14205(16) 0.6246(3) 0.0297(7) Uani 1 1 d . . . . .
H19A H 0.4279 0.1288 0.6289 0.045 Uiso 1 1 calc R U . . .
H19B H 0.5949 0.1057 0.6593 0.045 Uiso 1 1 calc R U . . .
H19C H 0.5584 0.1446 0.5538 0.045 Uiso 1 1 calc R U . . .
P1 P 0.78763(8) 0.44021(4) 0.76116(6) 0.02133(18) Uani 1 1 d . . . . .
F1 F 0.6533(2) 0.41454(13) 0.68714(17) 0.0412(5) Uani 1 1 d . . . . .
F2 F 0.6748(3) 0.45288(12) 0.84940(16) 0.0422(5) Uani 1 1 d . . . . .
F3 F 0.9233(3) 0.46569(15) 0.83352(18) 0.0507(6) Uani 1 1 d . . . . .
F4 F 0.9003(2) 0.42764(11) 0.67276(15) 0.0350(5) Uani 1 1 d . . . . .
F5 F 0.7611(3) 0.52120(10) 0.72475(17) 0.0397(5) Uani 1 1 d . . . . .
F6 F 0.8136(3) 0.35948(11) 0.79814(19) 0.0451(6) Uani 1 1 d . . . . .
O O 1.1727(8) 0.4828(5) 0.9646(5) 0.130(2) Uani 1 1 d G . . . .
HA H 1.0800 0.4794 0.9443 0.196 Uiso 1 1 d G U . . .
HB H 1.1695 0.4976 1.0265 0.196 Uiso 1 1 d G U . . .
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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 0.00 0.0410
0.00 1.00 0.00 0.0200
1.00 0.00 1.00 0.1090
-1.00 -1.00 1.00 0.0890
1.00 1.00 -1.00 0.0820
-1.00 -1.00 -2.00 0.1050
-2.00 0.00 -1.00 0.0850
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
Cl1 Cu1 S1 94.27(3) . . ?
N1 Cu1 Cl1 98.08(7) . . ?
N1 Cu1 S1 102.86(7) . . ?
N2 Cu1 Cl1 179.40(6) . . ?
N2 Cu1 S1 85.40(6) . . ?
N2 Cu1 N1 81.50(9) . . ?
N3 Cu1 Cl1 98.15(7) . . ?
N3 Cu1 S1 129.04(7) . . ?
N3 Cu1 N1 123.68(9) . . ?
N3 Cu1 N2 82.45(9) . . ?
C18 S1 Cu1 96.16(9) . . ?
C18 S1 C19 100.68(14) . . ?
C19 S1 Cu1 102.88(11) . . ?
C1 N1 Cu1 128.86(19) . . ?
C5 N1 Cu1 111.61(18) . . ?
C5 N1 C1 119.3(2) . . ?
C6 N2 Cu1 102.33(16) . . ?
C7 N2 Cu1 106.56(17) . . ?
C7 N2 C6 111.0(2) . . ?
C13 N2 Cu1 114.78(16) . . ?
C13 N2 C6 112.2(2) . . ?
C13 N2 C7 109.7(2) . . ?
C8 N3 Cu1 114.26(18) . . ?
C8 N3 C12 119.4(2) . . ?
C12 N3 Cu1 126.38(19) . . ?
N1 C1 H1 119.1 . . ?
N1 C1 C2 121.7(3) . . ?
C2 C1 H1 119.1 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.9(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.8(3) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 C6 114.4(2) . . ?
C4 C5 C6 123.5(2) . . ?
N2 C6 C5 109.5(2) . . ?
N2 C6 H6A 109.8 . . ?
N2 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 C8 110.7(2) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
N3 C8 C7 116.2(2) . . ?
N3 C8 C9 122.0(3) . . ?
C9 C8 C7 121.7(3) . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.7(3) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 118.9(3) . . ?
C12 C11 H11 120.5 . . ?
N3 C12 C11 121.7(3) . . ?
N3 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C14 C13 N2 119.7(2) . . ?
C14 C13 C18 119.9(2) . . ?
C18 C13 N2 120.4(2) . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.7(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.3(3) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 S1 120.1(2) . . ?
C13 C18 C17 119.5(3) . . ?
C17 C18 S1 120.3(2) . . ?
S1 C19 H19A 109.5 . . ?
S1 C19 H19B 109.5 . . ?
S1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
F2 P1 F1 90.48(13) . . ?
F2 P1 F4 179.89(15) . . ?
F3 P1 F1 179.10(13) . . ?
F3 P1 F2 90.42(14) . . ?
F3 P1 F4 89.64(13) . . ?
F4 P1 F1 89.46(12) . . ?
F5 P1 F1 89.62(13) . . ?
F5 P1 F2 89.57(12) . . ?
F5 P1 F3 90.32(14) . . ?
F5 P1 F4 90.34(11) . . ?
F6 P1 F1 90.47(13) . . ?
F6 P1 F2 90.10(12) . . ?
F6 P1 F3 89.60(14) . . ?
F6 P1 F4 90.00(12) . . ?
F6 P1 F5 179.65(13) . . ?
HA O HB 104.4 . . ?
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 Cl1 2.2245(7) . ?
Cu1 S1 2.4010(7) . ?
Cu1 N1 2.088(2) . ?
Cu1 N2 2.071(2) . ?
Cu1 N3 2.018(2) . ?
S1 C18 1.779(3) . ?
S1 C19 1.821(3) . ?
N1 C1 1.345(4) . ?
N1 C5 1.342(3) . ?
N2 C6 1.495(3) . ?
N2 C7 1.494(3) . ?
N2 C13 1.471(3) . ?
N3 C8 1.342(4) . ?
N3 C12 1.343(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.386(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(4) . ?
C5 C6 1.506(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.501(4) . ?
C8 C9 1.385(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(4) . ?
C13 C18 1.393(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.394(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.400(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
P1 F1 1.602(2) . ?
P1 F2 1.600(2) . ?
P1 F3 1.597(2) . ?
P1 F4 1.600(2) . ?
P1 F5 1.595(2) . ?
P1 F6 1.592(2) . ?
O HA 0.8700 . ?
O HB 0.8702 . ?
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 C18 C13 -11.8(2) . . . . ?
Cu1 S1 C18 C17 169.6(2) . . . . ?
Cu1 N1 C1 C2 171.9(2) . . . . ?
Cu1 N1 C5 C4 -173.8(2) . . . . ?
Cu1 N1 C5 C6 8.7(3) . . . . ?
Cu1 N2 C6 C5 48.0(2) . . . . ?
Cu1 N2 C7 C8 33.4(3) . . . . ?
Cu1 N2 C13 C14 -168.55(19) . . . . ?
Cu1 N2 C13 C18 13.4(3) . . . . ?
Cu1 N3 C8 C7 4.7(3) . . . . ?
Cu1 N3 C8 C9 179.9(2) . . . . ?
Cu1 N3 C12 C11 -178.8(2) . . . . ?
N1 C1 C2 C3 1.1(4) . . . . ?
N1 C5 C6 N2 -39.6(3) . . . . ?
N2 C7 C8 N3 -26.4(3) . . . . ?
N2 C7 C8 C9 158.4(3) . . . . ?
N2 C13 C14 C15 179.5(2) . . . . ?
N2 C13 C18 S1 1.0(4) . . . . ?
N2 C13 C18 C17 179.7(2) . . . . ?
N3 C8 C9 C10 -1.0(5) . . . . ?
C1 N1 C5 C4 0.9(4) . . . . ?
C1 N1 C5 C6 -176.6(2) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C3 C4 C5 N1 0.7(4) . . . . ?
C3 C4 C5 C6 178.0(3) . . . . ?
C4 C5 C6 N2 143.0(3) . . . . ?
C5 N1 C1 C2 -1.8(4) . . . . ?
C6 N2 C7 C8 -77.3(3) . . . . ?
C6 N2 C13 C14 -52.3(3) . . . . ?
C6 N2 C13 C18 129.6(3) . . . . ?
C7 N2 C6 C5 161.4(2) . . . . ?
C7 N2 C13 C14 71.5(3) . . . . ?
C7 N2 C13 C18 -106.6(3) . . . . ?
C7 C8 C9 C10 173.9(3) . . . . ?
C8 N3 C12 C11 0.7(4) . . . . ?
C8 C9 C10 C11 0.7(5) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C10 C11 C12 N3 -1.0(5) . . . . ?
C12 N3 C8 C7 -174.9(2) . . . . ?
C12 N3 C8 C9 0.3(4) . . . . ?
C13 N2 C6 C5 -75.5(3) . . . . ?
C13 N2 C7 C8 158.2(2) . . . . ?
C13 C14 C15 C16 1.0(4) . . . . ?
C14 C13 C18 S1 -177.1(2) . . . . ?
C14 C13 C18 C17 1.6(4) . . . . ?
C14 C15 C16 C17 1.2(4) . . . . ?
C15 C16 C17 C18 -2.0(4) . . . . ?
C16 C17 C18 S1 179.2(2) . . . . ?
C16 C17 C18 C13 0.6(4) . . . . ?
C18 C13 C14 C15 -2.4(4) . . . . ?
C19 S1 C18 C13 -116.2(2) . . . . ?
C19 S1 C18 C17 65.2(3) . . . . ?
