#------------------------------------------------------------------------------
#$Date: 2017-09-20 11:19:39 +0300 (Wed, 20 Sep 2017) $
#$Revision: 201073 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/72/1547254.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_1547254
loop_
_publ_author_name
'Rosenani A Haque'
'Muhammad Adnan Iqbal'
'Mohamed B Khadeer Ahamed'
'AMS Abdul Majid'
'Zena A Abdul Hameed'
_publ_section_title
;
 Design, synthesis and structural studies of meta-xylyl linked
 bis-benzimidazolium salts: potential anticancer agents against human
 colon cancer
;
_journal_name_full               'Chemistry Central Journal'
_journal_page_first              68
_journal_paper_doi               10.1186/1752-153X-6-68
_journal_volume                  6
_journal_year                    2012
_chemical_formula_sum            'C28 H32 F12 N4 P2'
_chemical_formula_weight         714.52
_space_group_IT_number           9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 103.0640(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.4520(9)
_cell_length_b                   12.0683(7)
_cell_length_c                   16.2980(9)
_cell_measurement_temperature    293(2)
_cell_volume                     3152.2(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            32572
_diffrn_reflns_theta_full        30.07
_diffrn_reflns_theta_max         30.07
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_T_max  0.9318
_exptl_absorpt_correction_T_min  0.8746
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     585
_refine_ls_number_reflns         9023
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0424
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0820P)²+0.1908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1293
_reflns_number_gt                7218
_reflns_number_total             9023
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            13065_2012_502_MOESM4_ESM.cif
_cod_data_source_block           mo_lad15pf6_0m
_cod_database_code               1547254
loop_
_symmetry_equiv_pos_as_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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1A P 0.86903(4) 0.03372(5) 0.64544(4) 0.06636(15) Uani 1 1 d . . .
F1A F 0.8030(13) 0.0925(15) 0.5811(6) 0.224(11) Uani 0.348(9) 1 d PD A 1
F2A F 0.9356(10) 0.0665(19) 0.5915(8) 0.196(7) Uani 0.348(9) 1 d PD A 1
F3A F 0.8970(17) 0.1352(11) 0.6997(9) 0.210(10) Uani 0.348(9) 1 d PD A 1
F4A F 0.8075(7) 0.008(3) 0.6958(9) 0.258(13) Uani 0.348(9) 1 d PD A 1
F5A F 0.8605(11) -0.0714(11) 0.5899(9) 0.149(6) Uani 0.348(9) 1 d PD A 1
F6A F 0.9367(10) -0.0289(9) 0.7097(6) 0.135(7) Uani 0.348(9) 1 d PD A 1
F1X F 0.7746(2) 0.0415(6) 0.5967(4) 0.126(2) Uani 0.652(9) 1 d PD A 2
F2X F 0.8894(5) 0.1235(5) 0.5868(3) 0.127(2) Uani 0.652(9) 1 d PD A 2
F3X F 0.8527(5) 0.1204(4) 0.7107(3) 0.129(3) Uani 0.652(9) 1 d PD A 2
F4X F 0.8435(5) -0.0595(3) 0.7047(3) 0.125(2) Uani 0.652(9) 1 d PD A 2
F5X F 0.8820(4) -0.0574(5) 0.5812(3) 0.111(2) Uani 0.652(9) 1 d PD A 2
F6X F 0.9597(4) 0.0185(9) 0.6958(5) 0.160(3) Uani 0.652(9) 1 d PD A 2
P1B P 0.81449(4) 0.37632(5) 0.89929(4) 0.06993(16) Uani 1 1 d . . .
F1B F 0.8800(6) 0.2958(9) 0.9627(8) 0.121(3) Uani 0.488(12) 1 d P B 1
F2B F 0.8539(7) 0.3499(10) 0.8257(6) 0.154(4) Uani 0.488(12) 1 d P B 1
F3B F 0.7658(6) 0.2591(5) 0.8775(11) 0.166(5) Uani 0.488(12) 1 d P B 1
F4B F 0.7628(8) 0.3968(13) 0.9671(5) 0.163(6) Uani 0.488(12) 1 d P B 1
F5B F 0.8531(8) 0.4851(7) 0.9121(15) 0.242(8) Uani 0.488(12) 1 d P B 1
F6B F 0.7377(5) 0.4208(9) 0.8327(7) 0.143(4) Uani 0.488(12) 1 d P B 1
F1Y F 0.8801(11) 0.3245(14) 0.9561(11) 0.219(8) Uani 0.512(12) 1 d P B 2
F2Y F 0.8811(5) 0.4214(16) 0.8518(7) 0.189(6) Uani 0.512(12) 1 d P B 2
F3Y F 0.7907(12) 0.2824(9) 0.8385(7) 0.214(8) Uani 0.512(12) 1 d P B 2
F4Y F 0.7508(6) 0.3468(15) 0.9508(9) 0.186(6) Uani 0.512(12) 1 d P B 2
F5Y F 0.8364(6) 0.4785(7) 0.9595(6) 0.143(3) Uani 0.512(12) 1 d P B 2
F6Y F 0.7449(6) 0.4482(8) 0.8403(5) 0.136(4) Uani 0.512(12) 1 d P B 2
N1 N 0.51886(11) 0.19636(14) 0.68076(10) 0.0568(3) Uani 1 1 d . C .
N2 N 0.40317(12) 0.10747(19) 0.67932(15) 0.0752(5) Uani 1 1 d . . .
N3 N 0.45401(11) 0.47074(13) 0.39146(10) 0.0533(3) Uani 1 1 d . C .
N4 N 0.34102(11) 0.56526(16) 0.39310(11) 0.0598(4) Uani 1 1 d . . .
C1 C 0.1712(5) 0.1261(9) 0.6813(8) 0.103(3) Uani 0.678(11) 1 d P C 1
H1A H 0.1453 0.1754 0.7139 0.154 Uiso 0.678(11) 1 calc PR C 1
H1B H 0.1743 0.0531 0.7052 0.154 Uiso 0.678(11) 1 calc PR C 1
H1C H 0.1389 0.1240 0.6244 0.154 Uiso 0.678(11) 1 calc PR C 1
C2 C 0.2603(3) 0.1678(4) 0.6820(5) 0.0858(17) Uani 0.678(11) 1 d P C 1
H2A H 0.2582 0.2204 0.6366 0.103 Uiso 0.678(11) 1 calc PR C 1
H2B H 0.2833 0.2052 0.7349 0.103 Uiso 0.678(11) 1 calc PR C 1
C3 C 0.3135(2) 0.0738(3) 0.6717(4) 0.0645(12) Uani 0.678(11) 1 d P C 1
H3A H 0.2924 0.0404 0.6169 0.077 Uiso 0.678(11) 1 calc PR C 1
H3B H 0.3109 0.0184 0.7142 0.077 Uiso 0.678(11) 1 calc PR C 1
C1A C 0.1732(16) 0.1224(16) 0.6528(18) 0.109(8) Uani 0.322(11) 1 d P C 2
H1AA H 0.1397 0.0782 0.6089 0.163 Uiso 0.322(11) 1 calc PR C 2
H1AB H 0.1489 0.1947 0.6525 0.163 Uiso 0.322(11) 1 calc PR C 2
H1AC H 0.1756 0.0876 0.7062 0.163 Uiso 0.322(11) 1 calc PR C 2
C2A C 0.2548(7) 0.1321(11) 0.6391(8) 0.086(3) Uani 0.322(11) 1 d P C 2
H2AA H 0.2603 0.2048 0.6155 0.103 Uiso 0.322(11) 1 calc PR C 2
H2AB H 0.2614 0.0776 0.5973 0.103 Uiso 0.322(11) 1 calc PR C 2
C3A C 0.3243(6) 0.1172(13) 0.7154(8) 0.085(3) Uani 0.322(11) 1 d P C 2
H3AA H 0.3161 0.0507 0.7459 0.102 Uiso 0.322(11) 1 calc PR C 2
H3AB H 0.3281 0.1804 0.7528 0.102 Uiso 0.322(11) 1 calc PR C 2
C4 C 0.44109(16) 0.2050(2) 0.68909(16) 0.0725(6) Uani 1 1 d . C .
H4A H 0.4163 0.2708 0.7003 0.087 Uiso 1 1 calc R . .
C5 C 0.45771(14) 0.03113(19) 0.66402(15) 0.0661(5) Uani 1 1 d . C .
C6 C 0.4512(2) -0.0842(3) 0.6508(2) 0.0921(9) Uani 1 1 d . . .
H6A H 0.4026 -0.1221 0.6530 0.111 Uiso 1 1 calc R C .
C7 C 0.5185(3) -0.1382(3) 0.6346(3) 0.1051(11) Uani 1 1 d . C .
H7A H 0.5157 -0.2142 0.6250 0.126 Uiso 1 1 calc R . .
C8 C 0.5917(2) -0.0814(3) 0.6322(3) 0.1052(10) Uani 1 1 d . . .
H8A H 0.6364 -0.1205 0.6205 0.126 Uiso 1 1 calc R C .
C9 C 0.59971(18) 0.0312(2) 0.6467(2) 0.0796(6) Uani 1 1 d . C .
H9A H 0.6487 0.0687 0.6451 0.095 Uiso 1 1 calc R . .
C10 C 0.53156(13) 0.08567(17) 0.66369(13) 0.0579(4) Uani 1 1 d . . .
C11 C 0.58137(14) 0.28509(17) 0.69069(13) 0.0621(4) Uani 1 1 d . . .
H11A H 0.6297 0.2643 0.7341 0.075 Uiso 1 1 calc R C .
H11B H 0.5582 0.3522 0.7089 0.075 Uiso 1 1 calc R . .
C12 C 0.60858(11) 0.30786(13) 0.60945(11) 0.0493(3) Uani 1 1 d . C .
C13 C 0.69295(12) 0.30938(17) 0.60895(13) 0.0582(4) Uani 1 1 d . . .
H13A H 0.7328 0.2929 0.6577 0.070 Uiso 1 1 calc R C .
C14 C 0.71688(13) 0.3355(2) 0.53558(16) 0.0667(5) Uani 1 1 d . C .
H14A H 0.7733 0.3368 0.5351 0.080 Uiso 1 1 calc R . .
C15 C 0.65883(13) 0.35961(16) 0.46348(13) 0.0572(4) Uani 1 1 d . . .
H15A H 0.6760 0.3782 0.4147 0.069 Uiso 1 1 calc R C .
C16 C 0.57417(11) 0.35634(13) 0.46295(11) 0.0494(3) Uani 1 1 d . C .
C17 C 0.54962(11) 0.33118(15) 0.53661(11) 0.0506(3) Uani 1 1 d . . .
H17A H 0.4932 0.3300 0.5371 0.061 Uiso 1 1 calc R C .
C18 C 0.50947(14) 0.37771(17) 0.38277(12) 0.0588(4) Uani 1 1 d . . .
H18A H 0.5374 0.3939 0.3377 0.071 Uiso 1 1 calc R C .
H18B H 0.4762 0.3114 0.3674 0.071 Uiso 1 1 calc R . .
C19 C 0.47690(12) 0.58086(16) 0.40076(11) 0.0541(4) Uani 1 1 d . . .
C20 C 0.55226(15) 0.6329(2) 0.40708(17) 0.0689(5) Uani 1 1 d . C .
H20A H 0.6007 0.5937 0.4060 0.083 Uiso 1 1 calc R . .
C21 C 0.5521(2) 0.7477(2) 0.4152(2) 0.0887(8) Uani 1 1 d . . .
H21A H 0.6019 0.7861 0.4198 0.106 Uiso 1 1 calc R C .
C22 C 0.4795(2) 0.8071(2) 0.4167(2) 0.0891(8) Uani 1 1 d . C .
H22A H 0.4822 0.8838 0.4223 0.107 Uiso 1 1 calc R . .
C23 C 0.40559(18) 0.7554(2) 0.41017(16) 0.0738(6) Uani 1 1 d . . .
H23A H 0.3573 0.7947 0.4113 0.089 Uiso 1 1 calc R C .
C24 C 0.40475(13) 0.64023(17) 0.40161(12) 0.0562(4) Uani 1 1 d . C .
C25 C 0.37313(14) 0.46458(18) 0.38669(12) 0.0588(4) Uani 1 1 d . C .
H25A H 0.3425 0.3991 0.3798 0.071 Uiso 1 1 calc R . .
C26 C 0.25426(18) 0.5995(4) 0.3878(3) 0.0616(9) Uani 0.796(12) 1 d P D 1
H26A H 0.2360 0.6453 0.3382 0.074 Uiso 0.796(12) 1 calc PR D 1
H26B H 0.2523 0.6445 0.4366 0.074 Uiso 0.796(12) 1 calc PR D 1
C27 C 0.1953(2) 0.5056(3) 0.3838(3) 0.0804(13) Uani 0.796(12) 1 d P D 1
H27A H 0.2136 0.4570 0.4318 0.097 Uiso 0.796(12) 1 calc PR D 1
H27B H 0.1928 0.4629 0.3328 0.097 Uiso 0.796(12) 1 calc PR D 1
C28 C 0.1096(5) 0.5530(7) 0.3842(7) 0.113(3) Uani 0.796(12) 1 d P D 1
H28A H 0.0678 0.4977 0.3648 0.169 Uiso 0.796(12) 1 calc PR D 1
H28B H 0.0992 0.6163 0.3476 0.169 Uiso 0.796(12) 1 calc PR D 1
H28C H 0.1080 0.5749 0.4404 0.169 Uiso 0.796(12) 1 calc PR D 1
C26A C 0.2518(11) 0.550(2) 0.4106(11) 0.082(5) Uani 0.204(12) 1 d P D 2
H26C H 0.2455 0.4751 0.4302 0.099 Uiso 0.204(12) 1 calc PR D 2
H26D H 0.2434 0.6015 0.4534 0.099 Uiso 0.204(12) 1 calc PR D 2
C27A C 0.1988(14) 0.568(3) 0.3413(14) 0.122(10) Uani 0.204(12) 1 d P D 2
H27C H 0.2012 0.5081 0.3021 0.147 Uiso 0.204(12) 1 calc PR D 2
H27D H 0.2128 0.6363 0.3165 0.147 Uiso 0.204(12) 1 calc PR D 2
C28A C 0.1029(15) 0.577(2) 0.3571(17) 0.092(9) Uani 0.204(12) 1 d P D 2
H28D H 0.0658 0.6040 0.3069 0.139 Uiso 0.204(12) 1 calc PR D 2
H28E H 0.1026 0.6270 0.4028 0.139 Uiso 0.204(12) 1 calc PR D 2
H28F H 0.0847 0.5050 0.3707 0.139 Uiso 0.204(12) 1 calc PR D 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
P P 0.1023 0.0942 '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
F4A P1A F1A 90.4(10) . .
F4A P1A F3A 90.0(10) . .
F1A P1A F3A 95.8(9) . .
F4A P1A F2X 140.4(11) . .
F1A P1A F2X 57.2(9) . .
F3A P1A F2X 73.3(7) . .
F4A P1A F6X 112.5(6) . .
F1A P1A F6X 152.3(11) . .
F3A P1A F6X 69.9(9) . .
F2X P1A F6X 95.4(5) . .
F4A P1A F6A 90.1(8) . .
F1A P1A F6A 178.6(5) . .
F3A P1A F6A 85.6(8) . .
F2X P1A F6A 122.9(7) . .
F6X P1A F6A 28.1(6) . .
F4A P1A F5A 99.9(12) . .
F1A P1A F5A 91.4(7) . .
F3A P1A F5A 167.7(11) . .
F2X P1A F5A 102.7(7) . .
F6X P1A F5A 99.3(7) . .
F6A P1A F5A 87.2(6) . .
F4A P1A F3X 60.9(11) . .
F1A P1A F3X 87.2(4) . .
F3A P1A F3X 30.4(9) . .
F2X P1A F3X 92.7(3) . .
F6X P1A F3X 90.7(4) . .
F6A P1A F3X 94.3(4) . .
F5A P1A F3X 160.7(7) . .
F4A P1A F5X 116.2(12) . .
F1A P1A F5X 93.0(4) . .
F3A P1A F5X 152.3(10) . .
F2X P1A F5X 89.9(3) . .
F6X P1A F5X 90.6(3) . .
F6A P1A F5X 85.6(4) . .
F5A P1A F5X 16.4(8) . .
F3X P1A F5X 177.1(4) . .
F4A P1A F1X 64.6(6) . .
F1A P1A F1X 31.7(10) . .
F3A P1A F1X 112.3(10) . .
F2X P1A F1X 88.5(3) . .
F6X P1A F1X 176.0(5) . .
F6A P1A F1X 147.9(7) . .
F5A P1A F1X 78.8(7) . .
F3X P1A F1X 90.1(3) . .
F5X P1A F1X 88.4(3) . .
F4A P1A F4X 37.7(10) . .
F1A P1A F4X 120.3(10) . .
F3A P1A F4X 107.6(7) . .
F2X P1A F4X 177.5(4) . .
F6X P1A F4X 87.1(4) . .
F6A P1A F4X 59.6(6) . .
F5A P1A F4X 77.0(7) . .
F3X P1A F4X 87.2(3) . .
F5X P1A F4X 90.2(3) . .
F1X P1A F4X 89.0(4) . .
F4A P1A F2A 177.8(14) . .
F1A P1A F2A 88.7(8) . .
F3A P1A F2A 88.1(11) . .
F2X P1A F2A 37.7(6) . .
F6X P1A F2A 67.8(7) . .
F6A P1A F2A 90.9(9) . .
F5A P1A F2A 82.2(8) . .
F3X P1A F2A 117.0(8) . .
F5X P1A F2A 65.9(8) . .
F1X P1A F2A 115.2(6) . .
F4X P1A F2A 144.2(8) . .
F1Y P1B F5B 93.6(12) . .
F1Y P1B F3Y 98.4(9) . .
F5B P1B F3Y 145.0(10) . .
F1Y P1B F2B 91.5(9) . .
F5B P1B F2B 93.0(8) . .
F3Y P1B F2B 54.1(7) . .
F1Y P1B F4Y 93.1(10) . .
F5B P1B F4Y 117.7(8) . .
F3Y P1B F4Y 94.5(9) . .
F2B P1B F4Y 148.6(8) . .
F1Y P1B F4B 93.6(9) . .
F5B P1B F4B 92.6(8) . .
F3Y P1B F4B 119.1(9) . .
F2B P1B F4B 172.1(7) . .
F4Y P1B F4B 25.1(7) . .
F1Y P1B F6B 173.6(10) . .
F5B P1B F6B 92.7(8) . .
F3Y P1B F6B 75.6(6) . .
F2B P1B F6B 86.9(7) . .
F4Y P1B F6B 85.1(7) . .
F4B P1B F6B 87.3(6) . .
F1Y P1B F5Y 84.5(9) . .
F5B P1B F5Y 33.7(8) . .
F3Y P1B F5Y 177.1(5) . .
F2B P1B F5Y 125.5(6) . .
F4Y P1B F5Y 85.9(6) . .
F4B P1B F5Y 61.1(6) . .
F6B P1B F5Y 101.5(6) . .
F1Y P1B F2Y 87.8(10) . .
F5B P1B F2Y 55.1(8) . .
F3Y P1B F2Y 92.4(9) . .
F2B P1B F2Y 38.4(5) . .
F4Y P1B F2Y 172.8(9) . .
F4B P1B F2Y 147.8(8) . .
F6B P1B F2Y 94.8(6) . .
F5Y P1B F2Y 87.1(7) . .
F1Y P1B F6Y 173.2(9) . .
F5B P1B F6Y 79.9(8) . .
F3Y P1B F6Y 88.2(5) . .
F2B P1B F6Y 90.8(5) . .
F4Y P1B F6Y 88.3(6) . .
F4B P1B F6Y 84.8(5) . .
F6B P1B F6Y 13.3(6) . .
F5Y P1B F6Y 89.0(5) . .
F2Y P1B F6Y 90.0(6) . .
F1Y P1B F3B 91.4(10) . .
F5B P1B F3B 174.9(8) . .
F3Y P1B F3B 32.3(7) . .
F2B P1B F3B 85.5(7) . .
F4Y P1B F3B 63.3(7) . .
F4B P1B F3B 88.4(7) . .
F6B P1B F3B 82.3(5) . .
F5Y P1B F3B 148.6(6) . .
F2Y P1B F3B 123.8(8) . .
F6Y P1B F3B 95.2(5) . .
F1Y P1B F1B 10.5(11) . .
F5B P1B F1B 104.0(8) . .
F3Y P1B F1B 90.3(5) . .
F2B P1B F1B 92.1(7) . .
F4Y P1B F1B 87.1(7) . .
F4B P1B F1B 91.9(6) . .
F6B P1B F1B 163.2(5) . .
F5Y P1B F1B 92.6(5) . .
F2Y P1B F1B 94.8(6) . .
F6Y P1B F1B 175.0(6) . .
F3B P1B F1B 81.0(5) . .
C4 N1 C10 106.84(19) . .
C4 N1 C11 127.0(2) . .
C10 N1 C11 126.14(18) . .
C4 N2 C5 108.33(19) . .
C4 N2 C3 132.4(2) . .
C5 N2 C3 118.7(3) . .
C4 N2 C3A 107.5(6) . .
C5 N2 C3A 140.7(6) . .
C3 N2 C3A 33.0(5) . .
C25 N3 C19 107.92(16) . .
C25 N3 C18 126.18(18) . .
C19 N3 C18 125.78(17) . .
C25 N4 C24 107.54(17) . .
C25 N4 C26 130.2(2) . .
C24 N4 C26 122.1(2) . .
C25 N4 C26A 107.9(9) . .
C24 N4 C26A 142.0(8) . .
C26 N4 C26A 26.8(7) . .
C3 C2 C1 109.7(5) . .
C3 C2 H2A 109.7 . .
C1 C2 H2A 109.7 . .
C3 C2 H2B 109.7 . .
C1 C2 H2B 109.7 . .
H2A C2 H2B 108.2 . .
C2 C3 N2 112.4(4) . .
C2 C3 H3A 109.1 . .
N2 C3 H3A 109.1 . .
C2 C3 H3B 109.1 . .
N2 C3 H3B 109.1 . .
H3A C3 H3B 107.9 . .
C2A C1A H1AA 109.5 . .
C2A C1A H1AB 109.5 . .
H1AA C1A H1AB 109.5 . .
C2A C1A H1AC 109.5 . .
H1AA C1A H1AC 109.5 . .
H1AB C1A H1AC 109.5 . .
C1A C2A C3A 115.6(14) . .
C1A C2A H2AA 108.4 . .
C3A C2A H2AA 108.4 . .
C1A C2A H2AB 108.4 . .
C3A C2A H2AB 108.4 . .
H2AA C2A H2AB 107.4 . .
C2A C3A N2 104.1(9) . .
C2A C3A H3AA 110.9 . .
N2 C3A H3AA 110.9 . .
C2A C3A H3AB 110.9 . .
N2 C3A H3AB 110.9 . .
H3AA C3A H3AB 109.0 . .
N1 C4 N2 111.0(2) . .
N1 C4 H4A 124.5 . .
N2 C4 H4A 124.5 . .
N2 C5 C10 107.3(2) . .
N2 C5 C6 132.3(2) . .
C10 C5 C6 120.4(2) . .
C7 C6 C5 117.8(3) . .
C7 C6 H6A 121.1 . .
C5 C6 H6A 121.1 . .
C6 C7 C8 121.0(3) . .
C6 C7 H7A 119.5 . .
C8 C7 H7A 119.5 . .
C9 C8 C7 122.0(3) . .
C9 C8 H8A 119.0 . .
C7 C8 H8A 119.0 . .
C10 C9 C8 116.9(3) . .
C10 C9 H9A 121.6 . .
C8 C9 H9A 121.6 . .
C9 C10 C5 121.9(2) . .
C9 C10 N1 131.5(2) . .
C5 C10 N1 106.54(19) . .
N1 C11 C12 111.95(16) . .
N1 C11 H11A 109.2 . .
C12 C11 H11A 109.2 . .
N1 C11 H11B 109.2 . .
C12 C11 H11B 109.2 . .
H11A C11 H11B 107.9 . .
C17 C12 C13 120.02(17) . .
C17 C12 C11 119.93(17) . .
C13 C12 C11 120.00(17) . .
C14 C13 C12 119.33(18) . .
C14 C13 H13A 120.3 . .
C12 C13 H13A 120.3 . .
C15 C14 C13 120.90(19) . .
C15 C14 H14A 119.5 . .
C13 C14 H14A 119.5 . .
C14 C15 C16 120.20(18) . .
C14 C15 H15A 119.9 . .
C16 C15 H15A 119.9 . .
C17 C16 C15 119.25(17) . .
C17 C16 C18 120.10(16) . .
C15 C16 C18 120.64(17) . .
C12 C17 C16 120.28(16) . .
C12 C17 H17A 119.9 . .
C16 C17 H17A 119.9 . .
N3 C18 C16 112.19(15) . .
N3 C18 H18A 109.2 . .
C16 C18 H18A 109.2 . .
N3 C18 H18B 109.2 . .
C16 C18 H18B 109.2 . .
H18A C18 H18B 107.9 . .
C20 C19 N3 131.93(19) . .
C20 C19 C24 121.50(19) . .
N3 C19 C24 106.57(17) . .
C19 C20 C21 116.2(2) . .
C19 C20 H20A 121.9 . .
C21 C20 H20A 121.9 . .
C20 C21 C22 122.1(3) . .
C20 C21 H21A 118.9 . .
C22 C21 H21A 118.9 . .
C23 C22 C21 121.3(2) . .
C23 C22 H22A 119.3 . .
C21 C22 H22A 119.3 . .
C22 C23 C24 117.2(2) . .
C22 C23 H23A 121.4 . .
C24 C23 H23A 121.4 . .
N4 C24 C19 107.15(18) . .
N4 C24 C23 131.2(2) . .
C19 C24 C23 121.7(2) . .
N3 C25 N4 110.81(18) . .
N3 C25 H25A 124.6 . .
N4 C25 H25A 124.6 . .
N4 C26 C27 113.9(3) . .
N4 C26 H26A 108.8 . .
C27 C26 H26A 108.8 . .
N4 C26 H26B 108.8 . .
C27 C26 H26B 108.8 . .
H26A C26 H26B 107.7 . .
C26 C27 C28 108.0(4) . .
C26 C27 H27A 110.1 . .
C28 C27 H27A 110.1 . .
C26 C27 H27B 110.1 . .
C28 C27 H27B 110.1 . .
H27A C27 H27B 108.4 . .
C27A C26A N4 107.4(17) . .
C27A C26A H26C 110.2 . .
N4 C26A H26C 110.2 . .
C27A C26A H26D 110.2 . .
N4 C26A H26D 110.2 . .
H26C C26A H26D 108.5 . .
C26A C27A C28A 111.0(18) . .
C26A C27A H27C 109.4 . .
C28A C27A H27C 109.4 . .
C26A C27A H27D 109.4 . .
C28A C27A H27D 109.4 . .
H27C C27A H27D 108.0 . .
C27A C28A H28D 109.5 . .
C27A C28A H28E 109.5 . .
H28D C28A H28E 109.5 . .
C27A C28A H28F 109.5 . .
H28D C28A H28F 109.5 . .
H28E C28A H28F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1A F4A 1.472(8) .
P1A F1A 1.506(8) .
P1A F3A 1.519(12) .
P1A F2X 1.532(4) .
P1A F6X 1.543(6) .
P1A F6A 1.543(9) .
P1A F5A 1.546(10) .
P1A F3X 1.559(4) .
P1A F5X 1.565(4) .
P1A F1X 1.580(4) .
P1A F4X 1.600(4) .
P1A F2A 1.602(10) .
P1B F1Y 1.401(12) .
P1B F5B 1.453(6) .
P1B F3Y 1.498(7) .
P1B F2B 1.520(6) .
P1B F4Y 1.525(8) .
P1B F4B 1.559(7) .
P1B F6B 1.563(8) .
P1B F5Y 1.567(7) .
P1B F2Y 1.574(7) .
P1B F6Y 1.578(6) .
P1B F3B 1.625(8) .
P1B F1B 1.634(9) .
N1 C4 1.321(3) .
N1 C10 1.390(3) .
N1 C11 1.468(3) .
N2 C4 1.325(4) .
N2 C5 1.348(3) .
N2 C3 1.508(4) .
N2 C3A 1.546(10) .
N3 C25 1.317(3) .
N3 C19 1.380(3) .
N3 C18 1.474(2) .
N4 C25 1.338(3) .
N4 C24 1.368(3) .
N4 C26 1.470(3) .
N4 C26A 1.567(18) .
C1 C2 1.547(10) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.466(7) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C1A C2A 1.41(3) .
C1A H1AA 0.9600 .
C1A H1AB 0.9600 .
C1A H1AC 0.9600 .
C2A C3A 1.498(17) .
C2A H2AA 0.9700 .
C2A H2AB 0.9700 .
C3A H3AA 0.9700 .
C3A H3AB 0.9700 .
C4 H4A 0.9300 .
C5 C10 1.383(3) .
C5 C6 1.409(4) .
C6 C7 1.361(5) .
C6 H6A 0.9300 .
C7 C8 1.393(5) .
C7 H7A 0.9300 .
C8 C9 1.381(4) .
C8 H8A 0.9300 .
C9 C10 1.381(3) .
C9 H9A 0.9300 .
C11 C12 1.516(3) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C17 1.382(2) .
C12 C13 1.390(3) .
C13 C14 1.377(3) .
C13 H13A 0.9300 .
C14 C15 1.367(3) .
C14 H14A 0.9300 .
C15 C16 1.391(3) .
C15 H15A 0.9300 .
C16 C17 1.384(2) .
C16 C18 1.509(3) .
C17 H17A 0.9300 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.373(3) .
C19 C24 1.389(3) .
C20 C21 1.391(4) .
C20 H20A 0.9300 .
C21 C22 1.398(5) .
C21 H21A 0.9300 .
C22 C23 1.350(4) .
C22 H22A 0.9300 .
C23 C24 1.396(3) .
C23 H23A 0.9300 .
C25 H25A 0.9300 .
C26 C27 1.484(6) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C27 C28 1.522(9) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 H28A 0.9600 .
C28 H28B 0.9600 .
C28 H28C 0.9600 .
C26A C27A 1.28(3) .
C26A H26C 0.9700 .
C26A H26D 0.9700 .
C27A C28A 1.66(3) .
C27A H27C 0.9700 .
C27A H27D 0.9700 .
C28A H28D 0.9600 .
C28A H28E 0.9600 .
C28A H28F 0.9600 .
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
C1 C2 C3 N2 -175.1(6) . . . .
C4 N2 C3 C2 -3.9(8) . . . .
C5 N2 C3 C2 -174.4(5) . . . .
C3A N2 C3 C2 44.7(8) . . . .
C1A C2A C3A N2 168.5(11) . . . .
C4 N2 C3A C2A 100.6(11) . . . .
C5 N2 C3A C2A -104.7(9) . . . .
C3 N2 C3A C2A -43.9(8) . . . .
C10 N1 C4 N2 0.6(3) . . . .
C11 N1 C4 N2 -177.3(2) . . . .
C5 N2 C4 N1 0.1(3) . . . .
C3 N2 C4 N1 -171.1(3) . . . .
C3A N2 C4 N1 163.5(4) . . . .
C4 N2 C5 C10 -0.7(3) . . . .
C3 N2 C5 C10 171.9(3) . . . .
C3A N2 C5 C10 -155.2(8) . . . .
C4 N2 C5 C6 178.5(3) . . . .
C3 N2 C5 C6 -8.9(5) . . . .
C3A N2 C5 C6 24.0(9) . . . .
N2 C5 C6 C7 178.4(3) . . . .
C10 C5 C6 C7 -2.5(4) . . . .
C5 C6 C7 C8 0.7(6) . . . .
C6 C7 C8 C9 0.6(7) . . . .
C7 C8 C9 C10 -0.1(6) . . . .
C8 C9 C10 C5 -1.7(4) . . . .
C8 C9 C10 N1 -180.0(3) . . . .
N2 C5 C10 C9 -177.6(2) . . . .
C6 C5 C10 C9 3.1(4) . . . .
N2 C5 C10 N1 1.0(2) . . . .
C6 C5 C10 N1 -178.3(2) . . . .
C4 N1 C10 C9 177.5(3) . . . .
C11 N1 C10 C9 -4.6(4) . . . .
C4 N1 C10 C5 -0.9(2) . . . .
C11 N1 C10 C5 176.93(18) . . . .
C4 N1 C11 C12 -116.9(2) . . . .
C10 N1 C11 C12 65.7(3) . . . .
N1 C11 C12 C17 54.1(2) . . . .
N1 C11 C12 C13 -128.28(18) . . . .
C17 C12 C13 C14 0.7(3) . . . .
C11 C12 C13 C14 -176.84(19) . . . .
C12 C13 C14 C15 -0.2(3) . . . .
C13 C14 C15 C16 -1.0(3) . . . .
C14 C15 C16 C17 1.6(3) . . . .
C14 C15 C16 C18 -177.23(19) . . . .
C13 C12 C17 C16 -0.1(3) . . . .
C11 C12 C17 C16 177.46(16) . . . .
C15 C16 C17 C12 -1.0(2) . . . .
C18 C16 C17 C12 177.79(16) . . . .
C25 N3 C18 C16 -115.7(2) . . . .
C19 N3 C18 C16 68.7(2) . . . .
C17 C16 C18 N3 58.9(2) . . . .
C15 C16 C18 N3 -122.32(19) . . . .
C25 N3 C19 C20 -178.6(2) . . . .
C18 N3 C19 C20 -2.3(3) . . . .
C25 N3 C19 C24 0.2(2) . . . .
C18 N3 C19 C24 176.53(17) . . . .
N3 C19 C20 C21 179.4(2) . . . .
C24 C19 C20 C21 0.6(4) . . . .
C19 C20 C21 C22 -0.1(5) . . . .
C20 C21 C22 C23 -0.1(6) . . . .
C21 C22 C23 C24 -0.2(5) . . . .
C25 N4 C24 C19 -0.5(2) . . . .
C26 N4 C24 C19 -177.4(2) . . . .
C26A N4 C24 C19 157.8(12) . . . .
C25 N4 C24 C23 179.7(2) . . . .
C26 N4 C24 C23 2.8(4) . . . .
C26A N4 C24 C23 -22.1(12) . . . .
C20 C19 C24 N4 179.15(19) . . . .
N3 C19 C24 N4 0.1(2) . . . .
C20 C19 C24 C23 -1.0(3) . . . .
N3 C19 C24 C23 -179.99(19) . . . .
C22 C23 C24 N4 -179.4(2) . . . .
C22 C23 C24 C19 0.7(4) . . . .
C19 N3 C25 N4 -0.5(2) . . . .
C18 N3 C25 N4 -176.82(17) . . . .
C24 N4 C25 N3 0.6(2) . . . .
C26 N4 C25 N3 177.2(3) . . . .
C26A N4 C25 N3 -165.5(7) . . . .
C25 N4 C26 C27 7.2(5) . . . .
C24 N4 C26 C27 -176.6(3) . . . .
C26A N4 C26 C27 -31.6(15) . . . .
N4 C26 C27 C28 176.5(5) . . . .
C25 N4 C26A C27A -102(2) . . . .
C24 N4 C26A C27A 99(2) . . . .
C26 N4 C26A C27A 47(2) . . . .
N4 C26A C27A C28A -169.2(18) . . . .
