#------------------------------------------------------------------------------
#$Date: 2017-03-04 16:09:38 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193539 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/21/4032108.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_4032108
loop_
_publ_author_name
'Mallick, Abhijit'
'Oh, Juwon'
'Majewski, Marcin A.'
'Stępień, Marcin'
'Kim, Dongho'
'Rath, Harapriya'
_publ_section_title
;
 Protonation Dependent Topological Dichotomy of Core Modified Hexaphyrins:
 Synthesis, Characterization, and Excited State Dynamics.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              556
_journal_page_last               566
_journal_paper_doi               10.1021/acs.joc.6b02576
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C82 H58 F10 N4 S4, 2(C H2 Cl2)'
_chemical_formula_sum            'C84 H62 Cl4 F10 N4 S4'
_chemical_formula_weight         1587.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-09-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90
_cell_angle_beta                 126.247(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   33.509(4)
_cell_length_b                   13.9343(14)
_cell_length_c                   20.097(3)
_cell_measurement_reflns_used    1743
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      18.50
_cell_measurement_theta_min      2.60
_cell_volume                     7567.8(17)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.697
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1714
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_Laue_measured_fraction_full 0.697
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33764
_diffrn_reflns_point_group_measured_fraction_full 0.697
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         22.231
_diffrn_reflns_theta_min         1.507
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.340
_exptl_absorpt_correction_T_max  0.7447
_exptl_absorpt_correction_T_min  0.5987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0769 before and 0.0603 after correction.
The Ratio of minimum to maximum transmission is 0.8039.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_description       irregular
_exptl_crystal_F_000             3264
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         4774
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.1640
_refine_ls_R_factor_gt           0.0856
_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)+(0.1468P)²+61.3335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2279
_refine_ls_wR_factor_ref         0.2921
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2665
_reflns_number_total             4774
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo6b02576_si_002.cif
_cod_data_source_block           HR_91
_cod_depositor_comments          'Adding full bibliography for 4032108.cif.'
_cod_original_cell_volume        7567.7(15)
_cod_database_code               4032108
_shelxl_version_number           2014/6
_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, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N3-H3
 0.88 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C1) = Uanis(C2) = Uanis(C3) = Uanis(C4) = Uanis(C5) = Uanis(C6)
4.a Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C9(H9), C10(H10), C14(H14), C15(H15), C26(H26), C29(H29),
 C36(H36), C39(H39)
4.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C28(H28A,H28B,H28C), C31(H31A,H31B,H31C), C35(H35A,H35B,
 H35C), C38(H38A,H38B,H38C), C41(H41A,H41B,H41C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
S1 S 0.08947(9) 0.51311(16) 0.35834(14) 0.0348(7) Uani 1 1 d .
S2 S 0.00592(9) 0.47764(17) 0.10455(14) 0.0369(7) Uani 1 1 d .
F1 F 0.3438(2) 0.4846(5) 0.8813(4) 0.0657(18) Uani 1 1 d .
F2 F 0.3224(2) 0.4785(5) 0.9917(3) 0.0681(19) Uani 1 1 d .
F3 F 0.1535(2) 0.4784(4) 0.7764(3) 0.0506(16) Uani 1 1 d .
F4 F 0.27081(19) 0.4907(4) 0.7192(3) 0.0499(15) Uani 1 1 d .
F5 F 0.2268(2) 0.4780(5) 0.9385(3) 0.0649(18) Uani 1 1 d .
N1 N 0.1370(3) 0.4233(5) 0.5172(4) 0.0287(18) Uani 1 1 d .
N3 N 0.0924(3) 0.5617(5) 0.5382(4) 0.0239(17) Uani 1 1 d D
H3 H 0.095(3) 0.527(5) 0.505(4) 0.029 Uiso 1 1 d DR
C1 C 0.0045(3) 0.5999(6) 0.1218(5) 0.0211(8) Uani 1 1 d .
C2 C 0.0342(3) 0.6274(6) 0.2102(5) 0.0211(8) Uani 1 1 d .
H2 H 0.0394 0.6902 0.2324 0.025 Uiso 1 1 calc R
C3 C 0.0540(3) 0.5366(6) 0.2560(5) 0.0211(8) Uani 1 1 d .
C4 C 0.0426(3) 0.4551(6) 0.2078(5) 0.0211(8) Uani 1 1 d .
C5 C 0.0625(3) 0.3654(6) 0.2519(5) 0.0211(8) Uani 1 1 d .
H5 H 0.0584 0.3034 0.2289 0.025 Uiso 1 1 calc R
C6 C 0.0904(3) 0.3904(6) 0.3397(5) 0.0211(8) Uani 1 1 d .
C7 C 0.1192(3) 0.3195(6) 0.4048(5) 0.027(2) Uani 1 1 d .
C8 C 0.1425(3) 0.3377(6) 0.4875(5) 0.031(2) Uani 1 1 d .
C9 C 0.1765(3) 0.2759(6) 0.5560(5) 0.030(2) Uani 1 1 d .
H9 H 0.1857 0.2126 0.5525 0.036 Uiso 1 1 calc R
C10 C 0.1925(3) 0.3237(6) 0.6248(5) 0.033(2) Uani 1 1 d .
H10 H 0.2162 0.3020 0.6797 0.040 Uiso 1 1 calc R
C11 C 0.1669(3) 0.4154(6) 0.6002(5) 0.028(2) Uani 1 1 d .
C12 C 0.1684(3) 0.4878(6) 0.6523(5) 0.029(2) Uani 1 1 d .
C13 C 0.1329(3) 0.5599(6) 0.6193(5) 0.027(2) Uani 1 1 d .
C14 C 0.1297(3) 0.6468(7) 0.6557(5) 0.034(2) Uani 1 1 d .
H14 H 0.1525 0.6654 0.7117 0.041 Uiso 1 1 calc R
C15 C 0.0897(3) 0.6964(7) 0.5978(5) 0.033(2) Uani 1 1 d .
H15 H 0.0793 0.7559 0.6060 0.040 Uiso 1 1 calc R
C17 C 0.2090(3) 0.4870(6) 0.7417(5) 0.028(2) Uani 1 1 d .
C18 C 0.2581(3) 0.4873(6) 0.7718(5) 0.034(2) Uani 1 1 d .
C19 C 0.2964(3) 0.4848(7) 0.8542(6) 0.042(3) Uani 1 1 d .
C20 C 0.2850(4) 0.4807(7) 0.9102(6) 0.044(3) Uani 1 1 d .
C21 C 0.2376(4) 0.4809(7) 0.8841(6) 0.040(3) Uani 1 1 d .
C22 C 0.1999(3) 0.4818(6) 0.8004(6) 0.033(2) Uani 1 1 d .
C23 C 0.1229(3) 0.2223(6) 0.3790(5) 0.029(2) Uani 1 1 d .
C24 C 0.0871(4) 0.1529(6) 0.3594(5) 0.033(2) Uani 1 1 d .
C25 C 0.0449(4) 0.1740(6) 0.3637(6) 0.044(3) Uani 1 1 d .
H25A H 0.0555 0.1644 0.4203 0.066 Uiso 1 1 calc GR
H25B H 0.0172 0.1308 0.3264 0.066 Uiso 1 1 calc GR
H25C H 0.0342 0.2407 0.3471 0.066 Uiso 1 1 calc GR
C26 C 0.0926(4) 0.0622(7) 0.3355(6) 0.045(3) Uani 1 1 d .
H26 H 0.0681 0.0148 0.3198 0.054 Uiso 1 1 calc R
C27 C 0.1317(5) 0.0391(7) 0.3341(6) 0.047(3) Uani 1 1 d .
C28 C 0.1367(5) -0.0643(8) 0.3143(7) 0.074(4) Uani 1 1 d .
H28A H 0.1495 -0.0643 0.2812 0.110 Uiso 1 1 calc GR
H28B H 0.1043 -0.0956 0.2833 0.110 Uiso 1 1 calc GR
H28C H 0.1597 -0.0994 0.3659 0.110 Uiso 1 1 calc GR
C29 C 0.1652(4) 0.1093(8) 0.3519(6) 0.049(3) Uani 1 1 d .
H29 H 0.1920 0.0938 0.3498 0.058 Uiso 1 1 calc R
C30 C 0.1617(4) 0.2026(7) 0.3730(5) 0.038(2) Uani 1 1 d .
C31 C 0.1978(4) 0.2770(8) 0.3900(6) 0.049(3) Uani 1 1 d .
H31A H 0.1803 0.3340 0.3567 0.073 Uiso 1 1 calc GR
H31B H 0.2194 0.2524 0.3760 0.073 Uiso 1 1 calc GR
H31C H 0.2179 0.2940 0.4487 0.073 Uiso 1 1 calc GR
C32 C -0.0221(3) 0.6678(6) 0.0544(5) 0.023(2) Uani 1 1 d .
C33 C -0.0027(3) 0.7685(6) 0.0700(5) 0.027(2) Uani 1 1 d .
C34 C 0.0416(3) 0.7866(6) 0.0798(5) 0.030(2) Uani 1 1 d .
C35 C 0.0705(4) 0.7092(7) 0.0753(6) 0.045(3) Uani 1 1 d .
H35A H 0.0833 0.6650 0.1217 0.068 Uiso 1 1 calc GR
H35B H 0.0982 0.7376 0.0779 0.068 Uiso 1 1 calc GR
H35C H 0.0490 0.6741 0.0233 0.068 Uiso 1 1 calc GR
C36 C 0.0587(3) 0.8812(7) 0.0942(5) 0.034(2) Uani 1 1 d .
H36 H 0.0886 0.8946 0.1004 0.041 Uiso 1 1 calc R
C37 C 0.0334(4) 0.9570(6) 0.0998(5) 0.033(2) Uani 1 1 d .
C38 C 0.0528(4) 1.0579(6) 0.1162(6) 0.042(3) Uani 1 1 d .
H38A H 0.0282 1.0995 0.0708 0.063 Uiso 1 1 calc GR
H38B H 0.0835 1.0593 0.1206 0.063 Uiso 1 1 calc GR
H38C H 0.0594 1.0806 0.1680 0.063 Uiso 1 1 calc GR
C39 C -0.0090(4) 0.9353(6) 0.0916(6) 0.037(2) Uani 1 1 d .
H39 H -0.0260 0.9859 0.0967 0.045 Uiso 1 1 calc R
C40 C -0.0288(3) 0.8424(6) 0.0762(5) 0.030(2) Uani 1 1 d .
C41 C -0.0756(4) 0.8235(7) 0.0678(7) 0.049(3) Uani 1 1 d .
H41A H -0.1028 0.8136 0.0096 0.073 Uiso 1 1 calc GR
H41B H -0.0830 0.8786 0.0891 0.073 Uiso 1 1 calc GR
H41C H -0.0714 0.7660 0.0994 0.073 Uiso 1 1 calc GR
C42 C 0.0648(3) 0.6445(6) 0.5207(5) 0.027(2) Uani 1 1 d .
Cl1 Cl 0.1867(2) 0.7285(4) 0.4691(4) 0.157(2) Uani 1 1 d .
Cl2 Cl 0.2364(3) 0.7207(4) 0.6446(4) 0.189(3) Uani 1 1 d .
C43 C 0.2111(8) 0.6586(12) 0.5538(10) 0.131(7) Uani 1 1 d .
H43A H 0.2370 0.6174 0.5596 0.158 Uiso 1 1 calc R
H43B H 0.1848 0.6159 0.5451 0.158 Uiso 1 1 calc R
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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 '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
C3 S1 C6 91.0(4) .
C4 S2 C1 91.3(4) .
C11 N1 C8 105.7(7) .
C13 N3 C42 111.0(7) .
C2 C1 S2 114.4(6) .
C32 C1 S2 121.7(6) .
C32 C1 C2 123.9(7) .
C3 C2 C1 105.2(7) .
C2 C3 S1 131.3(6) .
C4 C3 S1 113.3(6) .
C4 C3 C2 115.4(7) .
C3 C4 S2 113.6(6) .
C3 C4 C5 116.2(7) .
C5 C4 S2 130.2(6) .
C4 C5 C6 105.4(7) .
C5 C6 S1 114.1(6) .
C7 C6 S1 123.7(6) .
C7 C6 C5 122.0(7) .
C6 C7 C23 117.0(7) .
C8 C7 C6 124.0(8) .
C8 C7 C23 119.0(8) .
N1 C8 C9 109.3(7) .
C7 C8 N1 123.4(8) .
C7 C8 C9 127.3(8) .
C10 C9 C8 107.5(8) .
C9 C10 C11 107.0(8) .
N1 C11 C10 110.5(7) .
N1 C11 C12 121.7(8) .
C12 C11 C10 127.7(8) .
C11 C12 C17 119.5(7) .
C13 C12 C11 120.7(8) .
C13 C12 C17 119.8(7) .
N3 C13 C12 123.0(7) .
N3 C13 C14 105.6(7) .
C12 C13 C14 131.4(8) .
C15 C14 C13 109.2(8) .
C14 C15 C42 108.6(8) .
C18 C17 C12 122.3(8) .
C18 C17 C22 115.7(8) .
C22 C17 C12 121.9(8) .
F4 C18 C17 120.2(8) .
F4 C18 C19 116.2(8) .
C19 C18 C17 123.6(9) .
F1 C19 C18 122.0(9) .
F1 C19 C20 119.9(9) .
C18 C19 C20 118.1(9) .
F2 C20 C19 118.8(10) .
C21 C20 F2 120.4(9) .
C21 C20 C19 120.8(9) .
F5 C21 C20 120.5(9) .
F5 C21 C22 120.0(9) .
C20 C21 C22 119.5(8) .
F3 C22 C17 119.5(8) .
F3 C22 C21 118.2(8) .
C21 C22 C17 122.3(9) .
C24 C23 C7 119.7(8) .
C24 C23 C30 121.4(8) .
C30 C23 C7 118.8(8) .
C23 C24 C25 121.8(8) .
C23 C24 C26 117.2(9) .
C26 C24 C25 121.1(9) .
C27 C26 C24 122.7(10) .
C26 C27 C28 118.7(11) .
C29 C27 C26 118.3(9) .
C29 C27 C28 122.9(11) .
C27 C29 C30 122.9(10) .
C23 C30 C31 121.4(8) .
C29 C30 C23 117.2(10) .
C29 C30 C31 121.4(10) .
C1 C32 C33 117.6(7) .
C42 C32 C1 122.7(7) 2
C42 C32 C33 119.6(7) 2
C34 C33 C32 119.4(7) .
C34 C33 C40 121.3(8) .
C40 C33 C32 119.3(8) .
C33 C34 C35 122.3(8) .
C36 C34 C33 118.0(8) .
C36 C34 C35 119.6(8) .
C34 C36 C37 122.3(8) .
C36 C37 C38 121.3(9) .
C39 C37 C36 117.5(8) .
C39 C37 C38 121.2(8) .
C37 C39 C40 123.7(8) .
C33 C40 C39 117.3(8) .
C33 C40 C41 121.8(8) .
C39 C40 C41 120.9(8) .
N3 C42 C15 105.7(8) .
C32 C42 N3 125.5(7) 2
C32 C42 C15 128.8(8) 2
Cl1 C43 Cl2 114.8(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C3 1.691(8) .
S1 C6 1.755(8) .
S2 C1 1.745(8) .
S2 C4 1.703(8) .
F1 C19 1.339(10) .
F2 C20 1.352(11) .
F3 C22 1.329(10) .
F4 C18 1.354(10) .
F5 C21 1.339(10) .
N1 C8 1.395(11) .
N1 C11 1.349(10) .
N3 C13 1.373(11) .
N3 C42 1.387(11) .
C1 C2 1.483(11) .
C1 C32 1.448(11) .
C2 C3 1.473(11) .
C3 C4 1.392(11) .
C4 C5 1.447(11) .
C5 C6 1.470(11) .
C6 C7 1.457(11) .
C7 C8 1.378(11) .
C7 C23 1.482(12) .
C8 C9 1.442(12) .
C9 C10 1.329(12) .
C10 C11 1.455(12) .
C11 C12 1.431(12) .
C12 C13 1.391(12) .
C12 C17 1.480(12) .
C13 C14 1.450(12) .
C14 C15 1.337(12) .
C15 C42 1.447(12) .
C17 C18 1.376(12) .
C17 C22 1.385(12) .
C18 C19 1.370(13) .
C19 C20 1.387(14) .
C20 C21 1.347(14) .
C21 C22 1.383(13) .
C23 C24 1.401(12) .
C23 C30 1.402(13) .
C24 C25 1.499(13) .
C24 C26 1.401(13) .
C26 C27 1.368(14) .
C27 C28 1.530(14) .
C27 C29 1.365(15) .
C29 C30 1.395(14) .
C30 C31 1.473(14) .
C32 C33 1.501(12) .
C32 C42 1.370(12) 2
C33 C34 1.402(12) .
C33 C40 1.403(12) .
C34 C35 1.487(12) .
C34 C36 1.398(12) .
C36 C37 1.400(12) .
C37 C38 1.501(12) .
C37 C39 1.364(12) .
C39 C40 1.403(12) .
C40 C41 1.497(12) .
C42 C32 1.370(12) 2
Cl1 C43 1.694(16) .
Cl2 C43 1.723(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_4
S1 C3 C4 S2 178.9(4) . .
S1 C3 C4 C5 -0.2(9) . .
S1 C6 C7 C8 10.4(12) . .
S1 C6 C7 C23 -169.8(6) . .
S2 C1 C2 C3 -2.9(8) . .
S2 C1 C32 C33 -149.9(6) . .
S2 C1 C32 C42 33.0(11) . 2
S2 C4 C5 C6 -178.8(6) . .
F1 C19 C20 F2 1.4(14) . .
F1 C19 C20 C21 180.0(9) . .
F2 C20 C21 F5 -0.7(15) . .
F2 C20 C21 C22 -179.1(9) . .
F4 C18 C19 F1 -0.8(13) . .
F4 C18 C19 C20 -179.6(8) . .
F5 C21 C22 F3 -0.9(14) . .
F5 C21 C22 C17 178.5(8) . .
N1 C8 C9 C10 -2.5(10) . .
N1 C11 C12 C13 11.8(13) . .
N1 C11 C12 C17 -166.6(8) . .
N3 C13 C14 C15 -0.8(10) . .
C1 S2 C4 C3 0.2(6) . .
C1 S2 C4 C5 179.1(8) . .
C1 C2 C3 S1 -178.1(6) . .
C1 C2 C3 C4 3.1(9) . .
C1 C32 C33 C34 70.7(10) . .
C1 C32 C33 C40 -108.1(9) . .
C2 C1 C32 C33 27.4(11) . .
C2 C1 C32 C42 -149.8(8) . 2
C2 C3 C4 S2 -2.1(9) . .
C2 C3 C4 C5 178.9(7) . .
C3 S1 C6 C5 -0.1(6) . .
C3 S1 C6 C7 175.4(7) . .
C3 C4 C5 C6 0.0(9) . .
C4 S2 C1 C2 1.7(6) . .
C4 S2 C1 C32 179.2(7) . .
C4 C5 C6 S1 0.1(8) . .
C4 C5 C6 C7 -175.5(7) . .
C5 C6 C7 C8 -174.4(8) . .
C5 C6 C7 C23 5.3(11) . .
C6 S1 C3 C2 -178.7(8) . .
C6 S1 C3 C4 0.2(6) . .
C6 C7 C8 N1 6.9(13) . .
C6 C7 C8 C9 -171.6(8) . .
C6 C7 C23 C24 -89.1(9) . .
C6 C7 C23 C30 89.3(10) . .
C7 C8 C9 C10 176.2(9) . .
C7 C23 C24 C25 -0.1(12) . .
C7 C23 C24 C26 -179.9(8) . .
C7 C23 C30 C29 177.4(8) . .
C7 C23 C30 C31 -1.3(12) . .
C8 N1 C11 C10 0.4(9) . .
C8 N1 C11 C12 -175.7(8) . .
C8 C7 C23 C24 90.7(10) . .
C8 C7 C23 C30 -90.9(10) . .
C8 C9 C10 C11 2.6(10) . .
C9 C10 C11 N1 -2.0(10) . .
C9 C10 C11 C12 173.9(9) . .
C10 C11 C12 C13 -163.6(9) . .
C10 C11 C12 C17 18.0(14) . .
C11 N1 C8 C7 -177.6(8) . .
C11 N1 C8 C9 1.2(9) . .
C11 C12 C13 N3 6.2(13) . .
C11 C12 C13 C14 -170.9(9) . .
C11 C12 C17 C18 54.9(12) . .
C11 C12 C17 C22 -122.3(9) . .
C12 C13 C14 C15 176.6(9) . .
C12 C17 C18 F4 1.6(13) . .
C12 C17 C18 C19 -178.7(9) . .
C12 C17 C22 F3 -0.7(13) . .
C12 C17 C22 C21 179.9(8) . .
C13 N3 C42 C15 -1.6(9) . .
C13 N3 C42 C32 -179.7(8) . 2
C13 C12 C17 C18 -123.5(10) . .
C13 C12 C17 C22 59.2(12) . .
C13 C14 C15 C42 -0.2(10) . .
C14 C15 C42 N3 1.1(10) . .
C14 C15 C42 C32 179.0(9) . 2
C17 C12 C13 N3 -175.4(8) . .
C17 C12 C13 C14 7.6(15) . .
C17 C18 C19 F1 179.5(9) . .
C17 C18 C19 C20 0.7(14) . .
C18 C17 C22 F3 -178.1(8) . .
C18 C17 C22 C21 2.5(13) . .
C18 C19 C20 F2 -179.8(8) . .
C18 C19 C20 C21 -1.2(15) . .
C19 C20 C21 F5 -179.2(9) . .
C19 C20 C21 C22 2.3(15) . .
C20 C21 C22 F3 177.6(9) . .
C20 C21 C22 C17 -3.1(15) . .
C22 C17 C18 F4 179.0(8) . .
C22 C17 C18 C19 -1.3(13) . .
C23 C7 C8 N1 -172.9(8) . .
C23 C7 C8 C9 8.6(14) . .
C23 C24 C26 C27 2.5(13) . .
C24 C23 C30 C29 -4.1(13) . .
C24 C23 C30 C31 177.1(8) . .
C24 C26 C27 C28 174.8(9) . .
C24 C26 C27 C29 -3.9(14) . .
C25 C24 C26 C27 -177.3(9) . .
C26 C27 C29 C30 1.3(15) . .
C27 C29 C30 C23 2.7(14) . .
C27 C29 C30 C31 -178.6(9) . .
C28 C27 C29 C30 -177.4(9) . .
C30 C23 C24 C25 -178.5(8) . .
C30 C23 C24 C26 1.7(12) . .
C32 C1 C2 C3 179.7(7) . .
C32 C33 C34 C35 -0.1(12) . .
C32 C33 C34 C36 179.9(7) . .
C32 C33 C40 C39 179.4(8) . .
C32 C33 C40 C41 0.2(12) . .
C33 C34 C36 C37 0.6(13) . .
C34 C33 C40 C39 0.7(12) . .
C34 C33 C40 C41 -178.6(8) . .
C34 C36 C37 C38 179.3(8) . .
C34 C36 C37 C39 0.8(13) . .
C35 C34 C36 C37 -179.4(8) . .
C36 C37 C39 C40 -1.5(14) . .
C37 C39 C40 C33 0.8(14) . .
C37 C39 C40 C41 -179.9(9) . .
C38 C37 C39 C40 180.0(8) . .
C40 C33 C34 C35 178.7(8) . .
C40 C33 C34 C36 -1.3(12) . .
C42 N3 C13 C12 -176.2(8) . .
C42 N3 C13 C14 1.5(9) . .
C42 C32 C33 C34 -112.0(9) 2 .
C42 C32 C33 C40 69.2(10) 2 .
