#------------------------------------------------------------------------------
#$Date: 2023-03-04 19:41:59 +0100 (Sat 04 de Mar de 2023) $
#$Revision: 281580 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/90/7159076.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_7159076
loop_
_publ_author_name
'Fukuda, Yui'
'Akamatsu, Yuki'
'Umetani, Masataka'
'Kise, Koki'
'Kato, Kenichi'
'Osuka, Atsuhiro'
'Tanaka, Takayuki'
_publ_section_title
;
 Double helices of dissymmetrical α,α'-disubstituted
 tripyrrins.
;
_journal_issue                   6
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1158
_journal_page_last               1162
_journal_paper_doi               10.1039/d2ob02125k
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C41 H29 F6 N5 O, C H2 Cl2'
_chemical_formula_sum            'C42 H31 Cl2 F6 N5 O'
_chemical_formula_weight         806.62
_chemical_name_systematic
1-(4-methoxyphenylamino)-14-(3,5-bis(trifluoromethyl)phenylamino)tripyrrin
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-11-22 deposited with the CCDC.	2023-01-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.5490(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.6554(4)
_cell_length_b                   15.7158(2)
_cell_length_c                   16.5684(2)
_cell_measurement_reflns_used    18151
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      72.7210
_cell_measurement_theta_min      3.1070
_cell_volume                     7458.73(17)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Hybrid Pixel Array Detector'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23156
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         67.000
_diffrn_reflns_theta_min         3.085
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       prism
_exptl_crystal_F_000             3312
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.040
_refine_diff_density_max         1.331
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         6615
_refine_ls_number_restraints     98
_refine_ls_restrained_S_all      1.157
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0699
_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)+(0.1245P)²+14.7822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2076
_refine_ls_wR_factor_ref         0.2104
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6089
_reflns_number_total             6615
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob02125k2.cif
_cod_data_source_block           191223fukuda_a
_cod_depositor_comments
'Adding full bibliography for 7159075--7159076.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7159076
_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.
;
_shelx_estimated_absorpt_t_min   0.621
_shelx_estimated_absorpt_t_max   0.917
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.46145(10) 0.82445(17) 0.64568(15) 0.0334(6) Uani 1 1 d . . . . .
C2 C 0.44607(10) 0.75393(17) 0.60160(16) 0.0336(6) Uani 1 1 d . . . . .
H1 H 0.421736 0.719242 0.621324 0.040 Uiso 1 1 calc R U . . .
C3 C 0.46638(10) 0.73443(16) 0.52873(16) 0.0323(6) Uani 1 1 d . . . . .
H2 H 0.456228 0.685487 0.499547 0.039 Uiso 1 1 calc R U . . .
C4 C 0.50124(9) 0.78518(16) 0.49783(15) 0.0306(5) Uani 1 1 d . . . . .
C5 C 0.51720(10) 0.85532(17) 0.54322(16) 0.0328(6) Uani 1 1 d . . . . .
H3 H 0.541747 0.889766 0.523894 0.039 Uiso 1 1 calc R U . . .
C6 C 0.49715(10) 0.87423(17) 0.61611(16) 0.0348(6) Uani 1 1 d . . . . .
H4 H 0.507987 0.921987 0.646353 0.042 Uiso 1 1 calc R U . . .
N1 N 0.52044(8) 0.76172(14) 0.42409(13) 0.0322(5) Uani 1 1 d . . . . .
H5 H 0.521142 0.706806 0.413817 0.039 Uiso 1 1 calc R U . . .
C7 C 0.53802(9) 0.81307(16) 0.36675(15) 0.0304(5) Uani 1 1 d . . . . .
C8 C 0.53513(10) 0.90559(17) 0.36123(16) 0.0333(6) Uani 1 1 d . . . . .
H6 H 0.521733 0.943172 0.399073 0.040 Uiso 1 1 calc R U . . .
C9 C 0.55522(9) 0.92678(17) 0.29192(16) 0.0324(6) Uani 1 1 d . . . . .
H7 H 0.558612 0.982670 0.271028 0.039 Uiso 1 1 calc R U . . .
C10 C 0.57097(9) 0.84794(16) 0.25440(15) 0.0312(6) Uani 1 1 d . . . . .
N2 N 0.55928(8) 0.77939(14) 0.30414(13) 0.0318(5) Uani 1 1 d . . . . .
C11 C 0.59222(9) 0.83802(16) 0.18179(15) 0.0310(5) Uani 1 1 d . . . . .
C12 C 0.59991(9) 0.75375(16) 0.14748(15) 0.0307(5) Uani 1 1 d . . . . .
C13 C 0.63575(9) 0.72492(18) 0.09867(16) 0.0337(6) Uani 1 1 d . . . . .
H8 H 0.659930 0.758776 0.077249 0.040 Uiso 1 1 calc R U . . .
C14 C 0.62972(10) 0.63811(17) 0.08711(16) 0.0339(6) Uani 1 1 d . . . . .
H9 H 0.649779 0.601689 0.058204 0.041 Uiso 1 1 calc R U . . .
C15 C 0.58889(9) 0.61354(16) 0.12549(15) 0.0299(5) Uani 1 1 d . . . . .
N3 N 0.57193(7) 0.68507(13) 0.16222(13) 0.0292(5) Uani 1 1 d . . . . .
H10 H 0.546644 0.686590 0.191166 0.035 Uiso 1 1 calc R U . . .
C16 C 0.56541(9) 0.53203(16) 0.12507(15) 0.0305(5) Uani 1 1 d . . . . .
C17 C 0.51847(9) 0.52328(16) 0.13598(15) 0.0301(5) Uani 1 1 d . . . . .
C18 C 0.49285(10) 0.44456(17) 0.14762(15) 0.0328(6) Uani 1 1 d . . . . .
H11 H 0.505513 0.388692 0.147549 0.039 Uiso 1 1 calc R U . . .
C19 C 0.44800(10) 0.46535(17) 0.15848(16) 0.0335(6) Uani 1 1 d . . . . .
H12 H 0.422879 0.427540 0.168011 0.040 Uiso 1 1 calc R U . . .
C20 C 0.44577(9) 0.55761(17) 0.15268(15) 0.0311(6) Uani 1 1 d . . . . .
N4 N 0.48715(8) 0.59162(14) 0.14002(13) 0.0310(5) Uani 1 1 d . . . . .
N5 N 0.40807(8) 0.60905(14) 0.16107(13) 0.0325(5) Uani 1 1 d . . . . .
H13 H 0.413629 0.664021 0.164501 0.039 Uiso 1 1 calc R U . . .
C21 C 0.36149(9) 0.58383(17) 0.16481(16) 0.0324(6) Uani 1 1 d . . . . .
C22 C 0.33120(10) 0.63412(18) 0.20921(17) 0.0372(6) Uani 1 1 d . . . . .
H14 H 0.342101 0.685478 0.233360 0.045 Uiso 1 1 calc R U . . .
C23 C 0.28499(10) 0.6089(2) 0.21803(17) 0.0406(7) Uani 1 1 d . . . . .
C24 C 0.26836(11) 0.5336(2) 0.18414(18) 0.0424(7) Uani 1 1 d . . . . .
H15 H 0.237320 0.515136 0.192716 0.051 Uiso 1 1 calc R U . . .
C25 C 0.29813(10) 0.48614(19) 0.13757(18) 0.0391(6) Uani 1 1 d . . . . .
C26 C 0.34392(10) 0.51132(18) 0.12578(16) 0.0351(6) Uani 1 1 d . . . . .
H16 H 0.363222 0.479335 0.091280 0.042 Uiso 1 1 calc R U . . .
C27 C 0.25288(12) 0.6620(3) 0.2673(2) 0.0547(9) Uani 1 1 d . U . . .
F1 F 0.27083(10) 0.7358(2) 0.2899(2) 0.1229(15) Uani 1 1 d . U . . .
F2 F 0.2433(2) 0.6283(3) 0.3333(3) 0.197(3) Uani 1 1 d . U . . .
F3 F 0.21633(10) 0.6855(3) 0.2280(2) 0.1329(16) Uani 1 1 d . U . . .
C28 C 0.28040(11) 0.4071(2) 0.0965(2) 0.0512(8) Uani 1 1 d . . . . .
F4 F 0.23838(8) 0.38437(15) 0.11979(16) 0.0735(7) Uani 1 1 d . . . . .
F5 F 0.30931(8) 0.34140(14) 0.10900(19) 0.0810(8) Uani 1 1 d . . . . .
F6 F 0.27685(8) 0.41635(16) 0.01655(13) 0.0700(6) Uani 1 1 d . . . . .
O1 O 0.44376(8) 0.84879(13) 0.71804(12) 0.0417(5) Uani 1 1 d . . . . .
C29 C 0.41485(12) 0.7888(2) 0.75798(19) 0.0473(7) Uani 1 1 d . . . . .
H17 H 0.384896 0.783697 0.728416 0.071 Uiso 1 1 calc R U . . .
H18 H 0.409453 0.808299 0.813125 0.071 Uiso 1 1 calc R U . . .
H19 H 0.430383 0.733243 0.759775 0.071 Uiso 1 1 calc R U . . .
C30 C 0.60809(9) 0.91164(17) 0.13358(16) 0.0325(6) Uani 1 1 d . . . . .
C31 C 0.63015(10) 0.98222(18) 0.16918(18) 0.0381(6) Uani 1 1 d . . . . .
H20 H 0.636376 0.983050 0.225779 0.046 Uiso 1 1 calc R U . . .
C32 C 0.64301(10) 1.05126(18) 0.1220(2) 0.0427(7) Uani 1 1 d . . . . .
H21 H 0.657859 1.098942 0.146869 0.051 Uiso 1 1 calc R U . . .
C33 C 0.63448(10) 1.05128(19) 0.0399(2) 0.0441(7) Uani 1 1 d . . . . .
H22 H 0.642837 1.099195 0.008499 0.053 Uiso 1 1 calc R U . . .
C34 C 0.61365(10) 0.98116(19) 0.00324(19) 0.0407(7) Uani 1 1 d . . . . .
H23 H 0.608385 0.980336 -0.053615 0.049 Uiso 1 1 calc R U . . .
C35 C 0.60052(10) 0.91234(18) 0.04952(17) 0.0353(6) Uani 1 1 d . . . . .
H24 H 0.586117 0.864655 0.023921 0.042 Uiso 1 1 calc R U . . .
C36 C 0.59507(9) 0.45556(16) 0.11167(15) 0.0317(6) Uani 1 1 d . . . . .
C37 C 0.63531(10) 0.44220(18) 0.15920(17) 0.0372(6) Uani 1 1 d . . . . .
H25 H 0.644548 0.483613 0.198226 0.045 Uiso 1 1 calc R U . . .
C38 C 0.66218(11) 0.36908(19) 0.15035(19) 0.0423(7) Uani 1 1 d . . . . .
H26 H 0.688805 0.359623 0.184574 0.051 Uiso 1 1 calc R U . . .
C39 C 0.64974(11) 0.30999(19) 0.09103(19) 0.0414(7) Uani 1 1 d . . . . .
H27 H 0.668210 0.260490 0.083937 0.050 Uiso 1 1 calc R U . . .
C40 C 0.61040(10) 0.32349(18) 0.04236(17) 0.0377(6) Uani 1 1 d . . . . .
H28 H 0.602176 0.283378 0.001505 0.045 Uiso 1 1 calc R U . . .
C41 C 0.58284(10) 0.39516(17) 0.05275(16) 0.0340(6) Uani 1 1 d . . . . .
H29 H 0.555579 0.403213 0.019726 0.041 Uiso 1 1 calc R U . . .
C42 C 0.23042(19) 0.5649(4) -0.0762(3) 0.0583(12) Uani 0.75 1 d . U P A 1
H30 H 0.213475 0.517191 -0.051147 0.070 Uiso 0.75 1 calc R U P A 1
H31 H 0.259559 0.541925 -0.098450 0.070 Uiso 0.75 1 calc R U P A 1
Cl1 Cl 0.19551(8) 0.60864(14) -0.15534(9) 0.0925(6) Uani 0.75 1 d . U P A 1
Cl2 Cl 0.24422(4) 0.64033(8) -0.00314(7) 0.0564(3) Uani 0.75 1 d . U P A 1
Cl3 Cl 0.2054(7) 0.5463(15) -0.1391(13) 0.260(7) Uani 0.25 1 d D U P B 2
Cl4 Cl 0.2127(7) 0.7052(14) -0.0806(11) 0.258(7) Uani 0.25 1 d D U P B 2
C43 C 0.1683(11) 0.636(2) -0.119(4) 0.250(10) Uani 0.25 1 d D U P B 2
H32 H 0.152903 0.658656 -0.169000 0.300 Uiso 0.25 1 calc R U P B 2
H33 H 0.144593 0.623012 -0.078710 0.300 Uiso 0.25 1 calc R U P B 2
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
Cl Cl 0.3639 0.7018 '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
O1 C1 C6 116.5(2) . . ?
O1 C1 C2 124.2(3) . . ?
C6 C1 C2 119.3(2) . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H1 120.1 . . ?
C1 C2 H1 120.1 . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H2 119.4 . . ?
C2 C3 H2 119.4 . . ?
C3 C4 N1 118.3(2) . . ?
C3 C4 C5 118.8(2) . . ?
N1 C4 C5 122.9(2) . . ?
C6 C5 C4 119.9(3) . . ?
C6 C5 H3 120.0 . . ?
C4 C5 H3 120.0 . . ?
C5 C6 C1 121.0(2) . . ?
C5 C6 H4 119.5 . . ?
C1 C6 H4 119.5 . . ?
C7 N1 C4 128.1(2) . . ?
C7 N1 H5 116.0 . . ?
C4 N1 H5 116.0 . . ?
N2 C7 N1 119.9(2) . . ?
N2 C7 C8 112.0(2) . . ?
N1 C7 C8 128.0(2) . . ?
C9 C8 C7 106.0(2) . . ?
C9 C8 H6 127.0 . . ?
C7 C8 H6 127.0 . . ?
C8 C9 C10 107.3(2) . . ?
C8 C9 H7 126.3 . . ?
C10 C9 H7 126.3 . . ?
C11 C10 N2 123.1(2) . . ?
C11 C10 C9 128.2(2) . . ?
N2 C10 C9 108.6(2) . . ?
C7 N2 C10 106.0(2) . . ?
C10 C11 C12 121.3(2) . . ?
C10 C11 C30 122.2(2) . . ?
C12 C11 C30 116.5(2) . . ?
N3 C12 C13 106.9(2) . . ?
N3 C12 C11 123.4(2) . . ?
C13 C12 C11 129.7(2) . . ?
C14 C13 C12 107.9(2) . . ?
C14 C13 H8 126.1 . . ?
C12 C13 H8 126.1 . . ?
C13 C14 C15 108.1(2) . . ?
C13 C14 H9 125.9 . . ?
C15 C14 H9 125.9 . . ?
N3 C15 C14 106.6(2) . . ?
N3 C15 C16 123.8(2) . . ?
C14 C15 C16 129.5(2) . . ?
C12 N3 C15 110.5(2) . . ?
C12 N3 H10 124.8 . . ?
C15 N3 H10 124.8 . . ?
C17 C16 C15 123.1(2) . . ?
C17 C16 C36 120.3(2) . . ?
C15 C16 C36 116.6(2) . . ?
C16 C17 N4 124.2(2) . . ?
C16 C17 C18 127.2(2) . . ?
N4 C17 C18 108.6(2) . . ?
C19 C18 C17 107.4(2) . . ?
C19 C18 H11 126.3 . . ?
C17 C18 H11 126.3 . . ?
C18 C19 C20 105.9(2) . . ?
C18 C19 H12 127.0 . . ?
C20 C19 H12 127.0 . . ?
N4 C20 N5 119.6(2) . . ?
N4 C20 C19 112.1(2) . . ?
N5 C20 C19 128.3(2) . . ?
C20 N4 C17 106.0(2) . . ?
C20 N5 C21 126.8(2) . . ?
C20 N5 H13 116.6 . . ?
C21 N5 H13 116.6 . . ?
N5 C21 C26 123.0(2) . . ?
N5 C21 C22 118.1(2) . . ?
C26 C21 C22 118.9(3) . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H14 120.0 . . ?
C21 C22 H14 120.0 . . ?
C24 C23 C22 121.1(3) . . ?
C24 C23 C27 119.0(3) . . ?
C22 C23 C27 119.8(3) . . ?
C25 C24 C23 118.3(3) . . ?
C25 C24 H15 120.8 . . ?
C23 C24 H15 120.8 . . ?
C24 C25 C26 121.6(3) . . ?
C24 C25 C28 119.6(3) . . ?
C26 C25 C28 118.8(3) . . ?
C25 C26 C21 119.8(3) . . ?
C25 C26 H16 120.1 . . ?
C21 C26 H16 120.1 . . ?
F2 C27 F3 111.9(5) . . ?
F2 C27 F1 102.5(4) . . ?
F3 C27 F1 101.5(4) . . ?
F2 C27 C23 113.1(3) . . ?
F3 C27 C23 113.1(3) . . ?
F1 C27 C23 113.8(3) . . ?
F4 C28 F6 105.8(3) . . ?
F4 C28 F5 108.2(3) . . ?
F6 C28 F5 105.5(3) . . ?
F4 C28 C25 113.1(3) . . ?
F6 C28 C25 112.1(3) . . ?
F5 C28 C25 111.7(3) . . ?
C1 O1 C29 117.0(2) . . ?
O1 C29 H17 109.5 . . ?
O1 C29 H18 109.5 . . ?
H17 C29 H18 109.5 . . ?
O1 C29 H19 109.5 . . ?
H17 C29 H19 109.5 . . ?
H18 C29 H19 109.5 . . ?
C31 C30 C35 117.9(3) . . ?
C31 C30 C11 122.2(2) . . ?
C35 C30 C11 119.9(2) . . ?
C32 C31 C30 120.3(3) . . ?
C32 C31 H20 119.8 . . ?
C30 C31 H20 119.8 . . ?
C33 C32 C31 120.8(3) . . ?
C33 C32 H21 119.6 . . ?
C31 C32 H21 119.6 . . ?
C32 C33 C34 119.8(3) . . ?
C32 C33 H22 120.1 . . ?
C34 C33 H22 120.1 . . ?
C35 C34 C33 119.9(3) . . ?
C35 C34 H23 120.0 . . ?
C33 C34 H23 120.0 . . ?
C34 C35 C30 121.3(3) . . ?
C34 C35 H24 119.4 . . ?
C30 C35 H24 119.4 . . ?
C37 C36 C41 118.7(2) . . ?
C37 C36 C16 120.2(2) . . ?
C41 C36 C16 121.1(2) . . ?
C38 C37 C36 121.0(3) . . ?
C38 C37 H25 119.5 . . ?
C36 C37 H25 119.5 . . ?
C39 C38 C37 119.5(3) . . ?
C39 C38 H26 120.2 . . ?
C37 C38 H26 120.2 . . ?
C40 C39 C38 119.9(3) . . ?
C40 C39 H27 120.1 . . ?
C38 C39 H27 120.1 . . ?
C39 C40 C41 120.6(3) . . ?
C39 C40 H28 119.7 . . ?
C41 C40 H28 119.7 . . ?
C40 C41 C36 120.3(3) . . ?
C40 C41 H29 119.9 . . ?
C36 C41 H29 119.9 . . ?
Cl2 C42 Cl1 111.5(3) . . ?
Cl2 C42 H30 109.3 . . ?
Cl1 C42 H30 109.3 . . ?
Cl2 C42 H31 109.3 . . ?
Cl1 C42 H31 109.3 . . ?
H30 C42 H31 108.0 . . ?
Cl4 C43 Cl3 97.1(18) . . ?
Cl4 C43 H32 112.3 . . ?
Cl3 C43 H32 112.3 . . ?
Cl4 C43 H33 112.3 . . ?
Cl3 C43 H33 112.3 . . ?
H32 C43 H33 109.9 . . ?
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
C1 O1 1.369(3) . ?
C1 C6 1.388(4) . ?
C1 C2 1.392(4) . ?
C2 C3 1.389(4) . ?
C2 H1 0.9500 . ?
C3 C4 1.387(4) . ?
C3 H2 0.9500 . ?
C4 N1 1.403(3) . ?
C4 C5 1.404(4) . ?
C5 C6 1.384(4) . ?
C5 H3 0.9500 . ?
C6 H4 0.9500 . ?
N1 C7 1.354(3) . ?
N1 H5 0.8800 . ?
C7 N2 1.327(3) . ?
C7 C8 1.459(4) . ?
C8 C9 1.340(4) . ?
C8 H6 0.9500 . ?
C9 C10 1.463(4) . ?
C9 H7 0.9500 . ?
C10 C11 1.372(4) . ?
C10 N2 1.403(3) . ?
C11 C12 1.460(4) . ?
C11 C30 1.484(4) . ?
C12 N3 1.370(3) . ?
C12 C13 1.400(4) . ?
C13 C14 1.388(4) . ?
C13 H8 0.9500 . ?
C14 C15 1.401(4) . ?
C14 H9 0.9500 . ?
C15 N3 1.373(3) . ?
C15 C16 1.447(4) . ?
N3 H10 0.8800 . ?
C16 C17 1.369(4) . ?
C16 C36 1.492(4) . ?
C17 N4 1.403(3) . ?
C17 C18 1.454(4) . ?
C18 C19 1.343(4) . ?
C18 H11 0.9500 . ?
C19 C20 1.454(4) . ?
C19 H12 0.9500 . ?
C20 N4 1.322(4) . ?
C20 N5 1.359(4) . ?
N5 C21 1.395(4) . ?
N5 H13 0.8800 . ?
C21 C26 1.397(4) . ?
C21 C22 1.398(4) . ?
C22 C23 1.394(4) . ?
C22 H14 0.9500 . ?
C23 C24 1.388(4) . ?
C23 C27 1.500(4) . ?
C24 C25 1.384(4) . ?
C24 H15 0.9500 . ?
C25 C26 1.389(4) . ?
C25 C28 1.498(4) . ?
C26 H16 0.9500 . ?
C27 F2 1.253(5) . ?
C27 F3 1.273(4) . ?
C27 F1 1.319(5) . ?
C28 F4 1.323(4) . ?
C28 F6 1.334(4) . ?
C28 F5 1.336(4) . ?
O1 C29 1.429(4) . ?
C29 H17 0.9800 . ?
C29 H18 0.9800 . ?
C29 H19 0.9800 . ?
C30 C31 1.399(4) . ?
C30 C35 1.404(4) . ?
C31 C32 1.392(4) . ?
C31 H20 0.9500 . ?
C32 C33 1.375(5) . ?
C32 H21 0.9500 . ?
C33 C34 1.386(5) . ?
C33 H22 0.9500 . ?
C34 C35 1.384(4) . ?
C34 H23 0.9500 . ?
C35 H24 0.9500 . ?
C36 C37 1.394(4) . ?
C36 C41 1.399(4) . ?
C37 C38 1.393(4) . ?
C37 H25 0.9500 . ?
C38 C39 1.391(4) . ?
C38 H26 0.9500 . ?
C39 C40 1.385(4) . ?
C39 H27 0.9500 . ?
C40 C41 1.389(4) . ?
C40 H28 0.9500 . ?
C41 H29 0.9500 . ?
C42 Cl2 1.732(5) . ?
C42 Cl1 1.767(6) . ?
C42 H30 0.9900 . ?
C42 H31 0.9900 . ?
Cl3 C43 1.80(2) . ?
Cl4 C43 1.78(2) . ?
C43 H32 0.9900 . ?
C43 H33 0.9900 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H5 N4 0.88 2.03 2.883(3) 163.1 2_655 yes
C9 H7 O1 0.95 2.66 3.531(3) 153.4 5_676 yes
C14 H9 F6 0.95 2.49 3.332(4) 148.4 5_665 yes
N3 H10 N4 0.88 2.40 2.854(3) 112.2 . yes
N5 H13 N2 0.88 2.03 2.889(3) 163.5 2_655 yes
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
O1 C1 C2 C3 -179.9(2) . . . . ?
C6 C1 C2 C3 -0.2(4) . . . . ?
C1 C2 C3 C4 -1.4(4) . . . . ?
C2 C3 C4 N1 179.7(2) . . . . ?
C2 C3 C4 C5 2.6(4) . . . . ?
C3 C4 C5 C6 -2.0(4) . . . . ?
N1 C4 C5 C6 -179.1(2) . . . . ?
C4 C5 C6 C1 0.4(4) . . . . ?
O1 C1 C6 C5 -179.6(2) . . . . ?
C2 C1 C6 C5 0.8(4) . . . . ?
C3 C4 N1 C7 149.1(3) . . . . ?
C5 C4 N1 C7 -33.8(4) . . . . ?
C4 N1 C7 N2 173.0(2) . . . . ?
C4 N1 C7 C8 -10.2(4) . . . . ?
N2 C7 C8 C9 0.6(3) . . . . ?
N1 C7 C8 C9 -176.5(3) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C8 C9 C10 C11 178.0(3) . . . . ?
C8 C9 C10 N2 0.2(3) . . . . ?
N1 C7 N2 C10 176.8(2) . . . . ?
C8 C7 N2 C10 -0.5(3) . . . . ?
C11 C10 N2 C7 -177.7(2) . . . . ?
C9 C10 N2 C7 0.2(3) . . . . ?
N2 C10 C11 C12 6.2(4) . . . . ?
C9 C10 C11 C12 -171.3(2) . . . . ?
N2 C10 C11 C30 -174.4(2) . . . . ?
C9 C10 C11 C30 8.1(4) . . . . ?
C10 C11 C12 N3 28.3(4) . . . . ?
C30 C11 C12 N3 -151.0(2) . . . . ?
C10 C11 C12 C13 -148.7(3) . . . . ?
C30 C11 C12 C13 32.0(4) . . . . ?
N3 C12 C13 C14 -2.1(3) . . . . ?
C11 C12 C13 C14 175.3(3) . . . . ?
C12 C13 C14 C15 2.8(3) . . . . ?
C13 C14 C15 N3 -2.3(3) . . . . ?
C13 C14 C15 C16 174.0(3) . . . . ?
C13 C12 N3 C15 0.7(3) . . . . ?
C11 C12 N3 C15 -176.9(2) . . . . ?
C14 C15 N3 C12 1.0(3) . . . . ?
C16 C15 N3 C12 -175.6(2) . . . . ?
N3 C15 C16 C17 22.8(4) . . . . ?
C14 C15 C16 C17 -153.0(3) . . . . ?
N3 C15 C16 C36 -157.4(2) . . . . ?
C14 C15 C16 C36 26.9(4) . . . . ?
C15 C16 C17 N4 7.2(4) . . . . ?
C36 C16 C17 N4 -172.6(2) . . . . ?
C15 C16 C17 C18 -170.8(2) . . . . ?
C36 C16 C17 C18 9.3(4) . . . . ?
C16 C17 C18 C19 178.0(3) . . . . ?
N4 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C20 0.6(3) . . . . ?
C18 C19 C20 N4 -0.8(3) . . . . ?
C18 C19 C20 N5 -178.6(2) . . . . ?
N5 C20 N4 C17 178.7(2) . . . . ?
C19 C20 N4 C17 0.7(3) . . . . ?
C16 C17 N4 C20 -178.6(2) . . . . ?
C18 C17 N4 C20 -0.3(3) . . . . ?
N4 C20 N5 C21 171.6(2) . . . . ?
C19 C20 N5 C21 -10.8(4) . . . . ?
C20 N5 C21 C26 -30.1(4) . . . . ?
C20 N5 C21 C22 150.4(3) . . . . ?
N5 C21 C22 C23 -176.6(2) . . . . ?
C26 C21 C22 C23 3.9(4) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C21 C22 C23 C27 178.6(3) . . . . ?
C22 C23 C24 C25 -3.4(4) . . . . ?
C27 C23 C24 C25 178.8(3) . . . . ?
C23 C24 C25 C26 1.3(5) . . . . ?
C23 C24 C25 C28 -176.7(3) . . . . ?
C24 C25 C26 C21 3.3(4) . . . . ?
C28 C25 C26 C21 -178.7(3) . . . . ?
N5 C21 C26 C25 174.7(3) . . . . ?
C22 C21 C26 C25 -5.9(4) . . . . ?
C24 C23 C27 F2 69.8(5) . . . . ?
C22 C23 C27 F2 -108.1(5) . . . . ?
C24 C23 C27 F3 -58.7(5) . . . . ?
C22 C23 C27 F3 123.4(4) . . . . ?
C24 C23 C27 F1 -173.8(3) . . . . ?
C22 C23 C27 F1 8.3(5) . . . . ?
C24 C25 C28 F4 -9.4(5) . . . . ?
C26 C25 C28 F4 172.5(3) . . . . ?
C24 C25 C28 F6 110.2(3) . . . . ?
C26 C25 C28 F6 -67.9(4) . . . . ?
C24 C25 C28 F5 -131.6(3) . . . . ?
C26 C25 C28 F5 50.3(4) . . . . ?
C6 C1 O1 C29 -166.3(3) . . . . ?
C2 C1 O1 C29 13.3(4) . . . . ?
C10 C11 C30 C31 41.3(4) . . . . ?
C12 C11 C30 C31 -139.3(3) . . . . ?
C10 C11 C30 C35 -137.8(3) . . . . ?
C12 C11 C30 C35 41.6(3) . . . . ?
C35 C30 C31 C32 1.4(4) . . . . ?
C11 C30 C31 C32 -177.7(3) . . . . ?
C30 C31 C32 C33 -0.2(4) . . . . ?
C31 C32 C33 C34 -1.3(5) . . . . ?
C32 C33 C34 C35 1.5(4) . . . . ?
C33 C34 C35 C30 -0.3(4) . . . . ?
C31 C30 C35 C34 -1.1(4) . . . . ?
C11 C30 C35 C34 178.0(3) . . . . ?
C17 C16 C36 C37 -127.8(3) . . . . ?
C15 C16 C36 C37 52.4(3) . . . . ?
C17 C16 C36 C41 51.0(4) . . . . ?
C15 C16 C36 C41 -128.9(3) . . . . ?
C41 C36 C37 C38 -2.0(4) . . . . ?
C16 C36 C37 C38 176.7(3) . . . . ?
C36 C37 C38 C39 2.6(5) . . . . ?
C37 C38 C39 C40 -1.2(5) . . . . ?
C38 C39 C40 C41 -0.7(5) . . . . ?
C39 C40 C41 C36 1.2(4) . . . . ?
C37 C36 C41 C40 0.1(4) . . . . ?
C16 C36 C41 C40 -178.6(3) . . . . ?
