#------------------------------------------------------------------------------
#$Date: 2024-11-09 14:07:10 +0200 (Sat, 09 Nov 2024) $
#$Revision: 295862 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/98/7159803.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_7159803
loop_
_publ_author_name
'Julliard, Paul-Gabriel'
'Pascal, Simon'
'Siri, Olivier'
'Giorgi, Michel'
'Cortés-Arriagada, Diego'
'Sanhueza, Luis'
'Canard, Gabriel'
_publ_section_title
;
 Two-step access to bis-meso-perfluoroalkyl-corroles towards
 meso-perfluoroacyl-ABC-corroles.
;
_journal_issue                   10
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1993
_journal_page_last               1997
_journal_paper_doi               10.1039/d4ob00191e
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C28 H18 F6 N4, 0.5(C6 H6)'
_chemical_formula_sum            'C31 H21 F6 N4'
_chemical_formula_weight         1127.03
_chemical_name_systematic        5,15-bis-trifluoromethyl-10-(p-tolyl)-corrole
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-02
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-06-02 deposited with the CCDC.	2024-02-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.2727(13)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.5597(4)
_cell_length_b                   11.55887(18)
_cell_length_c                   19.1588(3)
_cell_measurement_reflns_used    19843
_cell_measurement_temperature    295
_cell_measurement_theta_max      70.3090
_cell_measurement_theta_min      3.8190
_cell_volume                     5208.88(15)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      295
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  96.00   1.00    5.00    --    0.00 -18.00  64.00   50
  2  ω    -76.00  24.00   1.00    5.00    --    0.00 -18.00  64.00  100
  3  ω    -27.00 156.00   1.00   20.00    --   54.96 -18.00  64.00  183
  4  ω     94.00 121.00   1.00   30.00    --  109.93 -18.00  64.00   27
  5  ω     58.00 102.00   1.00    5.00    --    0.00 178.00   0.00   44
  6  ω    -62.00 -11.00   1.00   20.00    --  -54.96 -77.00  30.00   51
  7  ω    -78.00 -52.00   1.00   20.00    --  -54.96 -57.00 -60.00   26
  8  ω    -80.00 -41.00   1.00   20.00    --  -54.96 125.00 -30.00   39
  9  ω    -99.00 -12.00   1.00   20.00    --  -54.96 -77.00 -30.00   87
 10  ω    -56.00 -30.00   1.00   20.00    --  -54.96 -57.00 -30.00   26
 11  ω    -29.00  -4.00   1.00   20.00    --  -54.96 125.00 -30.00   25
 12  ω     15.00  91.00   1.00   20.00    --   54.96  77.00   0.00   76
 13  ω    110.00 148.00   1.00   20.00    --   54.96  57.00 120.00   38
 14  ω    110.00 142.00   1.00   20.00    --   54.96 125.00  60.00   32
 15  ω    105.00 142.00   1.00   20.00    --   54.96 125.00-150.00   37
 16  ω    132.00 157.00   1.00   20.00    --   54.96  77.00   0.00   25
 17  ω     33.00  58.00   1.00   20.00    --   54.96  77.00 -60.00   25
 18  ω     97.00 124.00   1.00   20.00    --   54.96 125.00 120.00   27
 19  ω     65.00  91.00   1.00   30.00    --  109.93  77.00 -11.77   26
 20  ω    134.00 161.00   1.00   30.00    --  109.93 111.00  90.00   27
 21  ω     67.00  93.00   1.00   30.00    --  109.93  63.00  30.00   26
 22  ω     65.00  91.00   1.00   30.00    --  109.93  77.00 -60.00   26
 23  ω     66.00  92.00   1.00   30.00    --  109.93  69.00  31.60   26
 24  ω     66.00 178.00   1.00   30.00    --  109.93  67.00 -85.30  112
 25  ω     65.00  91.00   1.00   30.00    --  109.93  77.00 -30.00   26
 26  ω     85.00 149.00   1.00   30.00    --  109.93 178.00  90.00   64
 27  ω     65.00  93.00   1.00   30.00    --  109.93  77.00   0.00   28
 28  ω     65.00 176.00   1.00   30.00    --  109.93  77.00-111.18  111
 29  ω     66.00  92.00   1.00   30.00    --  109.93  73.00 -60.12   26
 30  ω     65.00  91.00   1.00   30.00    --  109.93  77.00  30.00   26
 31  ω     68.00  95.00   1.00   30.00    --  109.93  77.00  32.98   27
 32  ω     67.00 162.00   1.00   30.00    --  109.93  63.00   0.00   95
 33  ω     67.00 177.00   1.00   30.00    --  109.93  58.00 -43.60  110
 34  ω     69.00  96.00   1.00   30.00    --  109.93  63.00 -90.00   27
 35  ω     67.00  92.00   1.00   30.00    --  109.93  68.00 -73.36   25
 36  ω     67.00  93.00   1.00   30.00    --  109.93  63.00 -30.00   26
 37  ω     75.00 100.00   1.00   30.00    --  109.93  66.00 -88.73   25
 38  ω     69.00 176.00   1.00   30.00    --  109.93  50.00  30.00  107
 39  ω     67.00 173.00   1.00   30.00    --  109.93  63.00 -60.00  106
 40  ω     66.00  97.00   1.00   30.00    --  109.93  77.00-120.00   31
 41  ω     67.00 115.00   1.00   30.00    --  109.93  50.00   0.00   48
 42  ω     67.00  92.00   1.00   30.00    --  109.93  68.00 -80.38   25
 43  ω    110.00 170.00   1.00   30.00    --  109.93  50.00  60.00   60
 44  ω     18.00 158.00   1.00   30.00    --  109.93 -38.00-150.00  140
 45  ω     19.00 111.00   1.00   30.00    --  109.93-111.00  60.00   92
 46  ω     69.00  94.00   1.00   30.00    --  109.93  18.00-127.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0114060000
_diffrn_orient_matrix_UB_12      -0.0274175000
_diffrn_orient_matrix_UB_13      -0.0766232000
_diffrn_orient_matrix_UB_21      0.0639032000
_diffrn_orient_matrix_UB_22      0.0225011000
_diffrn_orient_matrix_UB_23      0.0157637000
_diffrn_orient_matrix_UB_31      0.0087612000
_diffrn_orient_matrix_UB_32      -0.1284800000
_diffrn_orient_matrix_UB_33      0.0191229000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            48813
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.594
_diffrn_reflns_theta_min         3.758
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.995
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       prism
_exptl_crystal_F_000             2312
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM, Heptane'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     729
_refine_ls_number_reflns         9928
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0765
_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)+(0.1397P)²+2.5925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2300
_refine_ls_wR_factor_ref         0.2463
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8305
_reflns_number_total             9928
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00191e2.cif
_cod_data_source_block           pgj301
_cod_depositor_comments
;
Adding full bibliography for 7159800--7159804.cif.

2024-11-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C62 H42 F12 N8'
_cod_original_formula_weight         1127.03
_cod_original_formula_moiety         '2(C28 H18 F6 N4), C6 H6'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        5208.88(14)
_cod_database_code               7159803
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'c40 h18 f30 n4'
_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   0.925
_shelx_estimated_absorpt_t_min   0.811
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C57, C58, C59, C60, C61, C62
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Riding coordinates:
 N1(H1), N2(H2), N4(H4), N5(H5), N6(H6), N8(H8A)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4A), C8(H8), C9(H9), C12(H12), C13(H13), C17(H17), C18(H18),
 C21(H21), C22(H22), C24(H24), C25(H25), C31(H31), C32(H32), C36(H36), C37(H37),
  C40(H40), C41(H41), C45(H45), C46(H46), C49(H49), C50(H50), C52(H52),
 C53(H53), C62(H62), C57(H57), C58(H58), C59(H59), C60(H60), C61(H61)
3.c Fitted hexagon refined as free rotating group:
 C62(C57,C58,C59,C60,C61)
3.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C54(H54A,H54B,H54C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.303
_oxdiff_exptl_absorpt_empirical_full_min 0.844
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
F1 F 0.60831(19) 0.1316(2) 0.39512(17) 0.1638(16) Uani 1 1 d . . . . .
F2 F 0.57570(12) 0.1606(2) 0.2941(2) 0.1400(12) Uani 1 1 d . . . . .
F3 F 0.65209(12) 0.07346(18) 0.31038(17) 0.1205(10) Uani 1 1 d . . . . .
F4 F 0.84439(9) 0.95053(17) 0.37168(13) 0.0905(6) Uani 1 1 d . . . . .
F5 F 0.86501(12) 0.8759(2) 0.47038(12) 0.1215(10) Uani 1 1 d . . . . .
F6 F 0.91272(8) 0.8345(2) 0.38371(16) 0.1107(8) Uani 1 1 d . . . . .
N1 N 0.64754(8) 0.47990(17) 0.36447(11) 0.0500(5) Uani 1 1 d . . . . .
H1 H 0.680371 0.487356 0.387201 0.060 Uiso 1 1 d R U . . .
N2 N 0.74174(9) 0.37710(18) 0.31939(11) 0.0503(5) Uani 1 1 d . . . . .
H2 H 0.726740 0.444304 0.306063 0.060 Uiso 1 1 d R U . . .
N3 N 0.80294(8) 0.56403(18) 0.34046(11) 0.0503(5) Uani 1 1 d . . . . .
N4 N 0.72086(8) 0.69267(17) 0.38354(11) 0.0488(5) Uani 1 1 d . . . . .
H4 H 0.731185 0.633730 0.358389 0.059 Uiso 1 1 d R U . . .
C1 C 0.61607(10) 0.6792(2) 0.39170(14) 0.0511(6) Uani 1 1 d . . . . .
C2 C 0.60660(10) 0.5629(2) 0.37338(15) 0.0543(6) Uani 1 1 d . . . . .
C3 C 0.55406(12) 0.5068(3) 0.3589(2) 0.0804(10) Uani 1 1 d . . . . .
H3 H 0.518460 0.541201 0.360318 0.096 Uiso 1 1 calc R U . . .
C4 C 0.56387(13) 0.3937(3) 0.3425(2) 0.0822(10) Uani 1 1 d . . . . .
H4A H 0.536095 0.338789 0.330717 0.099 Uiso 1 1 calc R U . . .
C5 C 0.62310(11) 0.3740(2) 0.34645(15) 0.0574(6) Uani 1 1 d . . . . .
C6 C 0.65513(13) 0.2733(2) 0.33276(15) 0.0595(6) Uani 1 1 d . . . . .
C7 C 0.71383(12) 0.2737(2) 0.32537(13) 0.0536(6) Uani 1 1 d . . . . .
C8 C 0.75762(14) 0.1887(2) 0.32653(16) 0.0665(7) Uani 1 1 d . . . . .
H8 H 0.752231 0.109080 0.328716 0.080 Uiso 1 1 calc R U . . .
C9 C 0.80884(13) 0.2434(3) 0.32389(16) 0.0652(7) Uani 1 1 d . . . . .
H9 H 0.844119 0.207277 0.324122 0.078 Uiso 1 1 calc R U . . .
C10 C 0.79935(11) 0.3636(2) 0.32075(13) 0.0522(6) Uani 1 1 d . . . . .
C11 C 0.83172(10) 0.4645(2) 0.32996(13) 0.0520(6) Uani 1 1 d . . . . .
C12 C 0.89130(11) 0.4862(3) 0.34058(16) 0.0656(7) Uani 1 1 d . . . . .
H12 H 0.920490 0.433098 0.335803 0.079 Uiso 1 1 calc R U . . .
C13 C 0.89708(11) 0.5995(3) 0.35904(16) 0.0655(7) Uani 1 1 d . . . . .
H13 H 0.931151 0.638384 0.368896 0.079 Uiso 1 1 calc R U . . .
C14 C 0.84116(10) 0.6481(2) 0.36056(13) 0.0525(6) Uani 1 1 d . . . . .
C15 C 0.82044(10) 0.7543(2) 0.38538(14) 0.0532(6) Uani 1 1 d . . . . .
C16 C 0.76258(10) 0.7740(2) 0.39626(14) 0.0511(5) Uani 1 1 d . . . . .
C17 C 0.73512(12) 0.8734(2) 0.42326(15) 0.0575(6) Uani 1 1 d . . . . .
H17 H 0.752896 0.942074 0.437233 0.069 Uiso 1 1 calc R U . . .
C18 C 0.67904(12) 0.8506(2) 0.42503(15) 0.0578(6) Uani 1 1 d . . . . .
H18 H 0.651641 0.900763 0.440699 0.069 Uiso 1 1 calc R U . . .
C19 C 0.66892(10) 0.7360(2) 0.39863(13) 0.0493(5) Uani 1 1 d . . . . .
C20 C 0.56415(10) 0.7500(2) 0.40287(15) 0.0546(6) Uani 1 1 d . . . . .
C21 C 0.55120(12) 0.8461(3) 0.36107(18) 0.0661(7) Uani 1 1 d . . . . .
H21 H 0.574353 0.865521 0.325139 0.079 Uiso 1 1 calc R U . . .
C22 C 0.50371(13) 0.9128(3) 0.3730(2) 0.0733(8) Uani 1 1 d . . . . .
H22 H 0.495264 0.975883 0.344133 0.088 Uiso 1 1 calc R U . . .
C23 C 0.46879(11) 0.8885(3) 0.42623(18) 0.0671(8) Uani 1 1 d . . . . .
C24 C 0.48129(12) 0.7918(3) 0.46634(17) 0.0681(8) Uani 1 1 d . . . . .
H24 H 0.457776 0.771928 0.501831 0.082 Uiso 1 1 calc R U . . .
C25 C 0.52821(11) 0.7236(3) 0.45477(16) 0.0608(7) Uani 1 1 d . . . . .
H25 H 0.535567 0.658810 0.482603 0.073 Uiso 1 1 calc R U . . .
C26 C 0.41927(15) 0.9657(3) 0.4405(2) 0.0928(12) Uani 1 1 d . . . . .
H26A H 0.424902 0.998733 0.486307 0.139 Uiso 1 1 calc R U . . .
H26B H 0.384836 0.921088 0.437873 0.139 Uiso 1 1 calc R U . . .
H26C H 0.416497 1.026460 0.406288 0.139 Uiso 1 1 calc R U . . .
C27 C 0.62401(17) 0.1604(3) 0.3336(2) 0.0786(9) Uani 1 1 d . . . . .
C28 C 0.86065(12) 0.8517(3) 0.40323(17) 0.0646(7) Uani 1 1 d . . . . .
F7 F 0.8978(2) 0.9781(3) 0.13239(18) 0.198(2) Uani 1 1 d . . . . .
F8 F 0.93153(16) 0.9516(2) 0.2335(3) 0.1641(15) Uani 1 1 d . . . . .
F9 F 0.85706(16) 1.04235(19) 0.21845(19) 0.1429(12) Uani 1 1 d . . . . .
F10 F 0.58436(9) 0.2969(3) 0.15729(18) 0.1301(10) Uani 1 1 d . . . . .
F11 F 0.65103(11) 0.1718(2) 0.16209(16) 0.1158(9) Uani 1 1 d . . . . .
F12 F 0.63008(13) 0.2630(3) 0.06803(14) 0.1442(13) Uani 1 1 d . . . . .
N5 N 0.85417(9) 0.63411(17) 0.16843(11) 0.0515(5) Uani 1 1 d . . . . .
H5 H 0.819616 0.633665 0.151580 0.062 Uiso 1 1 d R U . . .
N6 N 0.76394(10) 0.7456(2) 0.21720(12) 0.0605(6) Uani 1 1 d . . . . .
H6 H 0.777440 0.681399 0.236250 0.073 Uiso 1 1 d R U . . .
N7 N 0.69991(9) 0.5604(2) 0.20115(12) 0.0600(6) Uani 1 1 d . . . . .
N8 N 0.77838(8) 0.42291(18) 0.15682(11) 0.0501(5) Uani 1 1 d . . . . .
H8A H 0.767690 0.495376 0.174463 0.060 Uiso 1 1 d R U . . .
C29 C 0.88182(10) 0.4341(2) 0.13720(13) 0.0491(5) Uani 1 1 d . . . . .
C30 C 0.89369(10) 0.5489(2) 0.15595(13) 0.0506(5) Uani 1 1 d . . . . .
C31 C 0.94732(12) 0.6019(3) 0.16686(17) 0.0654(7) Uani 1 1 d . . . . .
H31 H 0.982213 0.565346 0.163471 0.078 Uiso 1 1 calc R U . . .
C32 C 0.93979(14) 0.7155(3) 0.18320(17) 0.0706(8) Uani 1 1 d . . . . .
H32 H 0.968739 0.768926 0.192671 0.085 Uiso 1 1 calc R U . . .
C33 C 0.88095(13) 0.7391(2) 0.18344(15) 0.0611(7) Uani 1 1 d . . . . .
C34 C 0.85118(16) 0.8421(3) 0.19735(16) 0.0698(8) Uani 1 1 d . . . . .
C35 C 0.79282(16) 0.8456(3) 0.20754(15) 0.0701(8) Uani 1 1 d . . . . .
C36 C 0.7493(2) 0.9326(3) 0.2029(2) 0.0894(12) Uani 1 1 d . . . . .
H36 H 0.755366 1.011452 0.197343 0.107 Uiso 1 1 calc R U . . .
C37 C 0.6979(2) 0.8813(3) 0.2080(2) 0.0916(12) Uani 1 1 d . . . . .
H37 H 0.663065 0.919405 0.206766 0.110 Uiso 1 1 calc R U . . .
C38 C 0.70578(14) 0.7608(3) 0.21528(15) 0.0708(9) Uani 1 1 d . . . . .
C39 C 0.67240(13) 0.6620(3) 0.20874(15) 0.0687(8) Uani 1 1 d . . . . .
C40 C 0.61235(14) 0.6433(4) 0.1972(2) 0.0937(12) Uani 1 1 d . . . . .
H40 H 0.583913 0.698553 0.200315 0.112 Uiso 1 1 calc R U . . .
C41 C 0.60503(14) 0.5319(5) 0.1812(2) 0.0973(13) Uani 1 1 d . . . . .
H41 H 0.570331 0.495312 0.171394 0.117 Uiso 1 1 calc R U . . .
C42 C 0.65995(11) 0.4783(3) 0.18157(15) 0.0666(8) Uani 1 1 d . . . . .
C43 C 0.67794(12) 0.3709(3) 0.15668(16) 0.0669(7) Uani 1 1 d . . . . .
C44 C 0.73459(11) 0.3455(3) 0.14374(14) 0.0577(6) Uani 1 1 d . . . . .
C45 C 0.75909(14) 0.2476(3) 0.11227(16) 0.0675(7) Uani 1 1 d . . . . .
H45 H 0.739685 0.180988 0.097769 0.081 Uiso 1 1 calc R U . . .
C46 C 0.81520(13) 0.2671(2) 0.10687(15) 0.0633(7) Uani 1 1 d . . . . .
H46 H 0.840910 0.216666 0.087875 0.076 Uiso 1 1 calc R U . . .
C47 C 0.82819(11) 0.3791(2) 0.13548(13) 0.0498(5) Uani 1 1 d . . . . .
C48 C 0.93042(11) 0.3627(2) 0.11474(15) 0.0557(6) Uani 1 1 d . . . . .
C49 C 0.95177(15) 0.2715(3) 0.1545(2) 0.0793(9) Uani 1 1 d . . . . .
H49 H 0.937392 0.256628 0.197774 0.095 Uiso 1 1 calc R U . . .
C50 C 0.99421(16) 0.2021(3) 0.1307(2) 0.0900(11) Uani 1 1 d . . . . .
H50 H 1.008209 0.141619 0.158737 0.108 Uiso 1 1 calc R U . . .
C51 C 1.01641(13) 0.2200(3) 0.0666(2) 0.0775(9) Uani 1 1 d . . . . .
C52 C 0.99591(15) 0.3136(3) 0.02846(19) 0.0808(9) Uani 1 1 d . . . . .
H52 H 1.010881 0.329193 -0.014414 0.097 Uiso 1 1 calc R U . . .
C53 C 0.95421(13) 0.3845(3) 0.05146(17) 0.0692(8) Uani 1 1 d . . . . .
H53 H 0.941815 0.447496 0.024514 0.083 Uiso 1 1 calc R U . . .
C54 C 1.05956(18) 0.1388(4) 0.0393(3) 0.1192(17) Uani 1 1 d . . . . .
H54A H 1.091967 0.134726 0.071947 0.179 Uiso 1 1 calc R U . . .
H54B H 1.071247 0.166501 -0.004878 0.179 Uiso 1 1 calc R U . . .
H54C H 1.043099 0.063221 0.033376 0.179 Uiso 1 1 calc R U . . .
C55 C 0.8838(2) 0.9531(3) 0.1940(2) 0.0992(13) Uani 1 1 d . . . . .
C56 C 0.63553(14) 0.2755(4) 0.1355(2) 0.0887(11) Uani 1 1 d . . . . .
C62 C 0.80633(15) 0.6435(5) -0.00001(17) 0.1448(19) Uani 1 1 d G . . . .
H62 H 0.844092 0.633417 -0.010376 0.174 Uiso 1 1 calc R U . . .
C57 C 0.78591(18) 0.7537(4) 0.01338(19) 0.1369(16) Uani 1 1 d G . . . .
H57 H 0.810016 0.817256 0.011960 0.164 Uiso 1 1 calc R U . . .
C58 C 0.7295(2) 0.7688(4) 0.02888(19) 0.1419(18) Uani 1 1 d G . . . .
H58 H 0.715812 0.842513 0.037831 0.170 Uiso 1 1 calc R U . . .
C59 C 0.69345(14) 0.6738(5) 0.03100(19) 0.161(2) Uani 1 1 d G . . . .
H59 H 0.655683 0.683931 0.041366 0.193 Uiso 1 1 calc R U . . .
C60 C 0.7139(2) 0.5637(4) 0.01761(18) 0.171(2) Uani 1 1 d G . . . .
H60 H 0.689757 0.500091 0.019030 0.205 Uiso 1 1 calc R U . . .
C61 C 0.7703(3) 0.5485(3) 0.00211(16) 0.159(2) Uani 1 1 d G . . . .
H61 H 0.783962 0.474832 -0.006841 0.191 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
C2 N1 H1 118.5 . . ?
C2 N1 C5 111.2(2) . . ?
C5 N1 H1 123.8 . . ?
C7 N2 H2 127.1 . . ?
C10 N2 H2 119.1 . . ?
C10 N2 C7 112.3(2) . . ?
C11 N3 C14 108.5(2) . . ?
C16 N4 H4 114.3 . . ?
C19 N4 H4 132.8 . . ?
C19 N4 C16 110.6(2) . . ?
C2 C1 C19 126.7(2) . . ?
C2 C1 C20 116.1(2) . . ?
C19 C1 C20 117.2(2) . . ?
N1 C2 C1 126.5(2) . . ?
N1 C2 C3 105.5(2) . . ?
C1 C2 C3 127.9(2) . . ?
C2 C3 H3 125.5 . . ?
C4 C3 C2 109.1(3) . . ?
C4 C3 H3 125.5 . . ?
C3 C4 H4A 125.6 . . ?
C3 C4 C5 108.8(2) . . ?
C5 C4 H4A 125.6 . . ?
N1 C5 C4 105.4(2) . . ?
N1 C5 C6 123.5(2) . . ?
C4 C5 C6 131.1(3) . . ?
C5 C6 C27 116.6(3) . . ?
C7 C6 C5 123.7(2) . . ?
C7 C6 C27 119.4(3) . . ?
N2 C7 C6 119.5(2) . . ?
N2 C7 C8 104.6(2) . . ?
C6 C7 C8 135.7(3) . . ?
C7 C8 H8 125.7 . . ?
C9 C8 C7 108.7(3) . . ?
C9 C8 H8 125.7 . . ?
C8 C9 H9 125.7 . . ?
C8 C9 C10 108.7(2) . . ?
C10 C9 H9 125.7 . . ?
N2 C10 C9 105.6(2) . . ?
N2 C10 C11 116.2(2) . . ?
C11 C10 C9 137.2(3) . . ?
N3 C11 C10 116.9(2) . . ?
N3 C11 C12 109.0(2) . . ?
C10 C11 C12 133.4(2) . . ?
C11 C12 H12 126.6 . . ?
C13 C12 C11 106.7(2) . . ?
C13 C12 H12 126.6 . . ?
C12 C13 H13 126.2 . . ?
C12 C13 C14 107.7(2) . . ?
C14 C13 H13 126.2 . . ?
N3 C14 C13 107.9(2) . . ?
N3 C14 C15 118.5(2) . . ?
C15 C14 C13 133.0(3) . . ?
C14 C15 C28 120.2(2) . . ?
C16 C15 C14 123.1(2) . . ?
C16 C15 C28 116.7(2) . . ?
N4 C16 C15 123.5(2) . . ?
N4 C16 C17 106.3(2) . . ?
C15 C16 C17 130.2(2) . . ?
C16 C17 H17 125.8 . . ?
C18 C17 C16 108.4(2) . . ?
C18 C17 H17 125.8 . . ?
C17 C18 H18 125.8 . . ?
C17 C18 C19 108.3(2) . . ?
C19 C18 H18 125.8 . . ?
N4 C19 C1 127.3(2) . . ?
N4 C19 C18 106.3(2) . . ?
C1 C19 C18 126.4(2) . . ?
C21 C20 C1 120.5(2) . . ?
C25 C20 C1 121.6(2) . . ?
C25 C20 C21 117.9(2) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.0 . . ?
C23 C22 C21 122.0(3) . . ?
C23 C22 H22 119.0 . . ?
C22 C23 C24 117.5(3) . . ?
C22 C23 C26 121.0(3) . . ?
C24 C23 C26 121.5(3) . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.3(3) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 C24 121.2(3) . . ?
C20 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
F1 C27 F2 103.7(4) . . ?
F1 C27 C6 113.4(3) . . ?
F2 C27 C6 113.3(3) . . ?
F3 C27 F1 106.9(3) . . ?
F3 C27 F2 104.1(3) . . ?
F3 C27 C6 114.4(3) . . ?
F4 C28 C15 112.2(2) . . ?
F5 C28 F4 105.3(3) . . ?
F5 C28 F6 106.7(3) . . ?
F5 C28 C15 113.4(2) . . ?
F6 C28 F4 104.3(2) . . ?
F6 C28 C15 114.1(3) . . ?
C30 N5 H5 124.3 . . ?
C30 N5 C33 110.8(2) . . ?
C33 N5 H5 119.5 . . ?
C35 N6 H6 127.1 . . ?
C35 N6 C38 113.1(3) . . ?
C38 N6 H6 117.0 . . ?
C39 N7 C42 107.7(2) . . ?
C44 N8 H8A 115.4 . . ?
C47 N8 H8A 133.7 . . ?
C47 N8 C44 110.7(2) . . ?
C30 C29 C47 126.8(2) . . ?
C30 C29 C48 116.9(2) . . ?
C47 C29 C48 116.3(2) . . ?
N5 C30 C29 126.3(2) . . ?
N5 C30 C31 105.7(2) . . ?
C29 C30 C31 128.0(2) . . ?
C30 C31 H31 125.5 . . ?
C32 C31 C30 109.0(3) . . ?
C32 C31 H31 125.5 . . ?
C31 C32 H32 125.5 . . ?
C31 C32 C33 109.1(3) . . ?
C33 C32 H32 125.5 . . ?
N5 C33 C32 105.4(2) . . ?
N5 C33 C34 123.3(3) . . ?
C32 C33 C34 131.3(3) . . ?
C33 C34 C55 116.9(3) . . ?
C35 C34 C33 123.5(3) . . ?
C35 C34 C55 119.3(3) . . ?
N6 C35 C34 119.8(3) . . ?
N6 C35 C36 104.0(3) . . ?
C34 C35 C36 135.7(3) . . ?
C35 C36 H36 125.4 . . ?
C37 C36 C35 109.1(3) . . ?
C37 C36 H36 125.4 . . ?
C36 C37 H37 125.5 . . ?
C36 C37 C38 108.9(3) . . ?
C38 C37 H37 125.5 . . ?
N6 C38 C37 104.7(3) . . ?
N6 C38 C39 117.0(3) . . ?
C39 C38 C37 137.1(3) . . ?
N7 C39 C38 116.8(3) . . ?
N7 C39 C40 109.1(3) . . ?
C38 C39 C40 133.3(3) . . ?
C39 C40 H40 126.4 . . ?
C41 C40 C39 107.1(3) . . ?
C41 C40 H40 126.4 . . ?
C40 C41 H41 125.9 . . ?
C40 C41 C42 108.1(3) . . ?
C42 C41 H41 125.9 . . ?
N7 C42 C41 107.9(3) . . ?
N7 C42 C43 119.2(2) . . ?
C43 C42 C41 132.1(3) . . ?
C42 C43 C56 121.5(3) . . ?
C44 C43 C42 123.6(3) . . ?
C44 C43 C56 114.7(3) . . ?
N8 C44 C43 122.9(3) . . ?
N8 C44 C45 106.0(2) . . ?
C43 C44 C45 131.0(3) . . ?
C44 C45 H45 125.6 . . ?
C46 C45 C44 108.8(2) . . ?
C46 C45 H45 125.6 . . ?
C45 C46 H46 126.0 . . ?
C45 C46 C47 108.1(3) . . ?
C47 C46 H46 126.0 . . ?
N8 C47 C29 127.6(2) . . ?
N8 C47 C46 106.4(2) . . ?
C29 C47 C46 126.0(2) . . ?
C49 C48 C29 121.7(3) . . ?
C49 C48 C53 118.0(3) . . ?
C53 C48 C29 120.4(2) . . ?
C48 C49 H49 119.6 . . ?
C48 C49 C50 120.8(3) . . ?
C50 C49 H49 119.6 . . ?
C49 C50 H50 119.1 . . ?
C51 C50 C49 121.7(3) . . ?
C51 C50 H50 119.1 . . ?
C50 C51 C54 121.1(4) . . ?
C52 C51 C50 116.8(3) . . ?
C52 C51 C54 122.0(4) . . ?
C51 C52 H52 118.8 . . ?
C53 C52 C51 122.3(3) . . ?
C53 C52 H52 118.8 . . ?
C48 C53 H53 119.8 . . ?
C52 C53 C48 120.3(3) . . ?
C52 C53 H53 119.8 . . ?
C51 C54 H54A 109.5 . . ?
C51 C54 H54B 109.5 . . ?
C51 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
F7 C55 F8 106.0(5) . . ?
F7 C55 F9 107.9(4) . . ?
F7 C55 C34 113.2(4) . . ?
F8 C55 C34 112.7(4) . . ?
F9 C55 F8 102.5(4) . . ?
F9 C55 C34 113.7(4) . . ?
F10 C56 F11 106.2(3) . . ?
F10 C56 C43 112.1(4) . . ?
F11 C56 C43 112.5(3) . . ?
F12 C56 F10 107.2(3) . . ?
F12 C56 F11 106.7(4) . . ?
F12 C56 C43 111.8(3) . . ?
C57 C62 H62 120.0 . . ?
C57 C62 C61 120.0 . . ?
C61 C62 H62 120.0 . . ?
C62 C57 H57 120.0 . . ?
C62 C57 C58 120.0 . . ?
C58 C57 H57 120.0 . . ?
C57 C58 H58 120.0 . . ?
C59 C58 C57 120.0 . . ?
C59 C58 H58 120.0 . . ?
C58 C59 H59 120.0 . . ?
C58 C59 C60 120.0 . . ?
C60 C59 H59 120.0 . . ?
C59 C60 H60 120.0 . . ?
C59 C60 C61 120.0 . . ?
C61 C60 H60 120.0 . . ?
C62 C61 H61 120.0 . . ?
C60 C61 C62 120.0 . . ?
C60 C61 H61 120.0 . . ?
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
F1 C27 1.299(4) . ?
F2 C27 1.330(5) . ?
F3 C27 1.295(4) . ?
F4 C28 1.338(4) . ?
F5 C28 1.315(4) . ?
F6 C28 1.318(4) . ?
N1 H1 0.8700 . ?
N1 C2 1.378(3) . ?
N1 C5 1.388(3) . ?
N2 H2 0.8850 . ?
N2 C7 1.372(3) . ?
N2 C10 1.365(3) . ?
N3 C11 1.356(3) . ?
N3 C14 1.365(3) . ?
N4 H4 0.8768 . ?
N4 C16 1.371(3) . ?
N4 C19 1.369(3) . ?
C1 C2 1.404(4) . ?
C1 C19 1.407(3) . ?
C1 C20 1.497(3) . ?
C2 C3 1.411(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.367(5) . ?
C4 H4A 0.9300 . ?
C4 C5 1.412(4) . ?
C5 C6 1.419(4) . ?
C6 C7 1.398(4) . ?
C6 C27 1.498(4) . ?
C7 C8 1.424(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.366(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.408(4) . ?
C10 C11 1.399(4) . ?
C11 C12 1.429(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.362(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.434(4) . ?
C14 C15 1.414(4) . ?
C15 C16 1.409(3) . ?
C15 C28 1.499(4) . ?
C16 C17 1.430(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.349(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.433(3) . ?
C20 C21 1.393(4) . ?
C20 C25 1.377(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.389(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.375(5) . ?
C23 C24 1.378(5) . ?
C23 C26 1.506(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(4) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
F7 C55 1.277(5) . ?
F8 C55 1.321(6) . ?
F9 C55 1.309(5) . ?
F10 C56 1.321(5) . ?
F11 C56 1.345(5) . ?
F12 C56 1.299(5) . ?
N5 H5 0.8584 . ?
N5 C30 1.386(3) . ?
N5 C33 1.390(3) . ?
N6 H6 0.8787 . ?
N6 C35 1.360(4) . ?
N6 C38 1.380(4) . ?
N7 C39 1.353(4) . ?
N7 C42 1.374(4) . ?
N8 H8A 0.9429 . ?
N8 C44 1.378(3) . ?
N8 C47 1.362(3) . ?
C29 C30 1.398(4) . ?
C29 C47 1.414(3) . ?
C29 C48 1.495(3) . ?
C30 C31 1.409(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.364(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.413(4) . ?
C33 C34 1.415(4) . ?
C34 C35 1.400(5) . ?
C34 C55 1.498(5) . ?
C35 C36 1.435(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.357(6) . ?
C37 H37 0.9300 . ?
C37 C38 1.411(5) . ?
C38 C39 1.389(5) . ?
C39 C40 1.436(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.332(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.434(4) . ?
C42 C43 1.404(5) . ?
C43 C44 1.402(4) . ?
C43 C56 1.527(5) . ?
C44 C45 1.420(4) . ?
C45 H45 0.9300 . ?
C45 C46 1.351(4) . ?
C46 H46 0.9300 . ?
C46 C47 1.431(4) . ?
C48 C49 1.378(4) . ?
C48 C53 1.387(4) . ?
C49 H49 0.9300 . ?
C49 C50 1.379(5) . ?
C50 H50 0.9300 . ?
C50 C51 1.378(6) . ?
C51 C52 1.377(5) . ?
C51 C54 1.499(4) . ?
C52 H52 0.9300 . ?
C52 C53 1.372(4) . ?
C53 H53 0.9300 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C62 H62 0.9300 . ?
C62 C57 1.3900 . ?
C62 C61 1.3900 . ?
C57 H57 0.9300 . ?
C57 C58 1.3900 . ?
C58 H58 0.9300 . ?
C58 C59 1.3900 . ?
C59 H59 0.9300 . ?
C59 C60 1.3900 . ?
C60 H60 0.9300 . ?
C60 C61 1.3900 . ?
C61 H61 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
N1 C2 C3 C4 0.5(4) . . . . ?
N1 C5 C6 C7 -10.2(5) . . . . ?
N1 C5 C6 C27 163.7(3) . . . . ?
N2 C7 C8 C9 2.2(3) . . . . ?
N2 C10 C11 N3 3.6(3) . . . . ?
N2 C10 C11 C12 173.2(3) . . . . ?
N3 C11 C12 C13 1.3(3) . . . . ?
N3 C14 C15 C16 5.8(4) . . . . ?
N3 C14 C15 C28 -175.7(2) . . . . ?
N4 C16 C17 C18 -0.9(3) . . . . ?
C1 C2 C3 C4 179.3(3) . . . . ?
C1 C20 C21 C22 -178.4(3) . . . . ?
C1 C20 C25 C24 177.8(3) . . . . ?
C2 N1 C5 C4 1.4(3) . . . . ?
C2 N1 C5 C6 178.8(3) . . . . ?
C2 C1 C19 N4 5.8(5) . . . . ?
C2 C1 C19 C18 -172.3(3) . . . . ?
C2 C1 C20 C21 -118.6(3) . . . . ?
C2 C1 C20 C25 62.2(4) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C3 C4 C5 N1 -1.0(4) . . . . ?
C3 C4 C5 C6 -178.2(3) . . . . ?
C4 C5 C6 C7 166.5(3) . . . . ?
C4 C5 C6 C27 -19.7(5) . . . . ?
C5 N1 C2 C1 180.0(3) . . . . ?
C5 N1 C2 C3 -1.2(3) . . . . ?
C5 C6 C7 N2 -11.1(4) . . . . ?
C5 C6 C7 C8 163.8(3) . . . . ?
C5 C6 C27 F1 -67.3(5) . . . . ?
C5 C6 C27 F2 50.7(4) . . . . ?
C5 C6 C27 F3 169.8(3) . . . . ?
C6 C7 C8 C9 -173.3(3) . . . . ?
C7 N2 C10 C9 3.4(3) . . . . ?
C7 N2 C10 C11 -166.9(2) . . . . ?
C7 C6 C27 F1 106.9(4) . . . . ?
C7 C6 C27 F2 -135.2(3) . . . . ?
C7 C6 C27 F3 -16.0(5) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C8 C9 C10 N2 -1.9(3) . . . . ?
C8 C9 C10 C11 165.2(3) . . . . ?
C9 C10 C11 N3 -162.5(3) . . . . ?
C9 C10 C11 C12 7.1(5) . . . . ?
C10 N2 C7 C6 172.9(2) . . . . ?
C10 N2 C7 C8 -3.5(3) . . . . ?
C10 C11 C12 C13 -168.9(3) . . . . ?
C11 N3 C14 C13 3.0(3) . . . . ?
C11 N3 C14 C15 -169.9(2) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C12 C13 C14 N3 -2.2(3) . . . . ?
C12 C13 C14 C15 169.3(3) . . . . ?
C13 C14 C15 C16 -164.9(3) . . . . ?
C13 C14 C15 C28 13.5(5) . . . . ?
C14 N3 C11 C10 169.3(2) . . . . ?
C14 N3 C11 C12 -2.7(3) . . . . ?
C14 C15 C16 N4 -0.4(4) . . . . ?
C14 C15 C16 C17 177.3(3) . . . . ?
C14 C15 C28 F4 128.2(3) . . . . ?
C14 C15 C28 F5 -112.6(3) . . . . ?
C14 C15 C28 F6 9.8(4) . . . . ?
C15 C16 C17 C18 -178.9(3) . . . . ?
C16 N4 C19 C1 179.4(3) . . . . ?
C16 N4 C19 C18 -2.2(3) . . . . ?
C16 C15 C28 F4 -53.3(4) . . . . ?
C16 C15 C28 F5 65.9(4) . . . . ?
C16 C15 C28 F6 -171.6(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 N4 1.6(3) . . . . ?
C17 C18 C19 C1 -180.0(3) . . . . ?
C19 N4 C16 C15 -179.8(2) . . . . ?
C19 N4 C16 C17 2.0(3) . . . . ?
C19 C1 C2 N1 5.9(5) . . . . ?
C19 C1 C2 C3 -172.7(3) . . . . ?
C19 C1 C20 C21 59.7(4) . . . . ?
C19 C1 C20 C25 -119.5(3) . . . . ?
C20 C1 C2 N1 -176.0(3) . . . . ?
C20 C1 C2 C3 5.4(5) . . . . ?
C20 C1 C19 N4 -172.3(2) . . . . ?
C20 C1 C19 C18 9.6(4) . . . . ?
C20 C21 C22 C23 1.1(5) . . . . ?
C21 C20 C25 C24 -1.5(4) . . . . ?
C21 C22 C23 C24 -2.4(5) . . . . ?
C21 C22 C23 C26 176.8(3) . . . . ?
C22 C23 C24 C25 1.8(5) . . . . ?
C23 C24 C25 C20 0.1(5) . . . . ?
C25 C20 C21 C22 0.9(5) . . . . ?
C26 C23 C24 C25 -177.4(3) . . . . ?
C27 C6 C7 N2 175.2(3) . . . . ?
C27 C6 C7 C8 -9.9(5) . . . . ?
C28 C15 C16 N4 -178.9(2) . . . . ?
C28 C15 C16 C17 -1.2(4) . . . . ?
N5 C30 C31 C32 -1.7(3) . . . . ?
N5 C33 C34 C35 9.7(5) . . . . ?
N5 C33 C34 C55 -164.4(3) . . . . ?
N6 C35 C36 C37 -1.6(4) . . . . ?
N6 C38 C39 N7 -3.4(4) . . . . ?
N6 C38 C39 C40 -171.8(3) . . . . ?
N7 C39 C40 C41 -1.6(4) . . . . ?
N7 C42 C43 C44 -6.7(5) . . . . ?
N7 C42 C43 C56 178.8(3) . . . . ?
N8 C44 C45 C46 -0.2(3) . . . . ?
C29 C30 C31 C32 178.9(3) . . . . ?
C29 C48 C49 C50 175.8(3) . . . . ?
C29 C48 C53 C52 -175.1(3) . . . . ?
C30 N5 C33 C32 -2.7(3) . . . . ?
C30 N5 C33 C34 179.0(3) . . . . ?
C30 C29 C47 N8 -5.7(4) . . . . ?
C30 C29 C47 C46 170.5(3) . . . . ?
C30 C29 C48 C49 112.0(3) . . . . ?
C30 C29 C48 C53 -70.1(4) . . . . ?
C30 C31 C32 C33 0.1(4) . . . . ?
C31 C32 C33 N5 1.5(3) . . . . ?
C31 C32 C33 C34 179.6(3) . . . . ?
C32 C33 C34 C35 -168.1(3) . . . . ?
C32 C33 C34 C55 17.8(5) . . . . ?
C33 N5 C30 C29 -177.9(3) . . . . ?
C33 N5 C30 C31 2.8(3) . . . . ?
C33 C34 C35 N6 12.2(5) . . . . ?
C33 C34 C35 C36 -158.8(4) . . . . ?
C33 C34 C55 F7 67.1(6) . . . . ?
C33 C34 C55 F8 -53.2(5) . . . . ?
C33 C34 C55 F9 -169.3(4) . . . . ?
C34 C35 C36 C37 170.3(4) . . . . ?
C35 N6 C38 C37 -3.7(3) . . . . ?
C35 N6 C38 C39 165.8(3) . . . . ?
C35 C34 C55 F7 -107.2(5) . . . . ?
C35 C34 C55 F8 132.4(4) . . . . ?
C35 C34 C55 F9 16.4(6) . . . . ?
C35 C36 C37 C38 -0.5(4) . . . . ?
C36 C37 C38 N6 2.4(4) . . . . ?
C36 C37 C38 C39 -163.7(4) . . . . ?
C37 C38 C39 N7 161.6(4) . . . . ?
C37 C38 C39 C40 -6.8(7) . . . . ?
C38 N6 C35 C34 -170.2(3) . . . . ?
C38 N6 C35 C36 3.3(3) . . . . ?
C38 C39 C40 C41 167.5(4) . . . . ?
C39 N7 C42 C41 -3.4(4) . . . . ?
C39 N7 C42 C43 167.3(3) . . . . ?
C39 C40 C41 C42 -0.5(5) . . . . ?
C40 C41 C42 N7 2.4(4) . . . . ?
C40 C41 C42 C43 -166.6(4) . . . . ?
C41 C42 C43 C44 161.4(4) . . . . ?
C41 C42 C43 C56 -13.1(6) . . . . ?
C42 N7 C39 C38 -168.0(3) . . . . ?
C42 N7 C39 C40 3.1(4) . . . . ?
C42 C43 C44 N8 2.5(5) . . . . ?
C42 C43 C44 C45 -172.6(3) . . . . ?
C42 C43 C56 F10 -13.6(5) . . . . ?
C42 C43 C56 F11 -133.3(4) . . . . ?
C42 C43 C56 F12 106.7(4) . . . . ?
C43 C44 C45 C46 175.5(3) . . . . ?
C44 N8 C47 C29 177.0(2) . . . . ?
C44 N8 C47 C46 0.2(3) . . . . ?
C44 C43 C56 F10 171.4(3) . . . . ?
C44 C43 C56 F11 51.8(4) . . . . ?
C44 C43 C56 F12 -68.3(5) . . . . ?
C44 C45 C46 C47 0.4(3) . . . . ?
C45 C46 C47 N8 -0.3(3) . . . . ?
C45 C46 C47 C29 -177.2(3) . . . . ?
C47 N8 C44 C43 -176.2(3) . . . . ?
C47 N8 C44 C45 0.0(3) . . . . ?
C47 C29 C30 N5 -8.2(4) . . . . ?
C47 C29 C30 C31 171.0(3) . . . . ?
C47 C29 C48 C49 -69.6(4) . . . . ?
C47 C29 C48 C53 108.3(3) . . . . ?
C48 C29 C30 N5 170.0(2) . . . . ?
C48 C29 C30 C31 -10.7(4) . . . . ?
C48 C29 C47 N8 176.1(2) . . . . ?
C48 C29 C47 C46 -7.7(4) . . . . ?
C48 C49 C50 C51 -0.7(6) . . . . ?
C49 C48 C53 C52 2.8(5) . . . . ?
C49 C50 C51 C52 2.7(6) . . . . ?
C49 C50 C51 C54 -175.6(4) . . . . ?
C50 C51 C52 C53 -1.9(6) . . . . ?
C51 C52 C53 C48 -0.9(6) . . . . ?
C53 C48 C49 C50 -2.1(5) . . . . ?
C54 C51 C52 C53 176.4(4) . . . . ?
C55 C34 C35 N6 -173.9(3) . . . . ?
C55 C34 C35 C36 15.2(6) . . . . ?
C56 C43 C44 N8 177.3(3) . . . . ?
C56 C43 C44 C45 2.2(5) . . . . ?
C62 C57 C58 C59 0.0 . . . . ?
C57 C62 C61 C60 0.0 . . . . ?
C57 C58 C59 C60 0.0 . . . . ?
C58 C59 C60 C61 0.0 . . . . ?
C59 C60 C61 C62 0.0 . . . . ?
C61 C62 C57 C58 0.0 . . . . ?
