#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:45:29 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178962 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/91/4119143.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_4119143
loop_
_publ_author_name
'Jonathan C. Barnes'
'Michal Juríček'
'Nathan L. Strutt'
'Marco Frasconi'
'Srinivasan Sampath'
'Marc A. Giesener'
'Psaras L. McGrier'
'Carson J. Bruns'
'Charlotte L. Stern'
'Amy A. Sarjeant'
'J. Fraser Stoddart'
_publ_contact_author_name
;
;
_publ_section_title
;
 ExBox: A Polycyclic Aromatic Hydrocarbon Scavenger
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              183
_journal_page_last               192
_journal_paper_doi               10.1021/ja307360n
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety
'C48 H40 N4, 3(C2 H3 N), 0.5(C18 H12), 4(F6 P)'
_chemical_formula_sum            'C63 H55 F24 N7 P4'
_chemical_formula_weight         1490.02
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-06-19
_audit_creation_method
;
  Olex2 1.2
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
;
_cell_angle_alpha                74.054(2)
_cell_angle_beta                 84.440(2)
_cell_angle_gamma                64.486(2)
_cell_formula_units_Z            1
_cell_length_a                   10.1427(4)
_cell_length_b                   11.1096(4)
_cell_length_c                   17.9530(7)
_cell_measurement_reflns_used    8269
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.19
_cell_measurement_theta_min      4.62
_cell_volume                     1754.90(12)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Quazar optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19182
_diffrn_reflns_theta_full        64.42
_diffrn_reflns_theta_max         64.42
_diffrn_reflns_theta_min         4.57
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.959
_exptl_absorpt_correction_T_max  0.7525
_exptl_absorpt_correction_T_min  0.5695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0909 before and 0.0529 after correction.
The Ratio of minimum to maximum transmission is 0.7568.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       tabular
_exptl_crystal_F_000             758
_exptl_crystal_size_max          0.758
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.299
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.686
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     569
_refine_ls_number_reflns         5682
_refine_ls_number_restraints     108
_refine_ls_restrained_S_all      1.686
_refine_ls_R_factor_all          0.1224
_refine_ls_R_factor_gt           0.1085
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3481
_refine_ls_wR_factor_ref         0.3728
_reflns_number_gt                4587
_reflns_number_total             5682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja307360n_si_008.cif
_cod_data_source_block           n2003
_cod_database_code               4119143
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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
N1 N -0.0503(3) 0.4850(3) 0.7487(2) 0.0398(8) Uani 1 1 d . . .
N2 N 0.0853(4) 1.0129(4) 0.1309(2) 0.0475(9) Uani 1 1 d . . .
C1 C -0.0691(5) 0.4369(4) 0.8337(2) 0.0420(10) Uani 1 1 d . . .
H1A H 0.0162 0.3497 0.8562 0.050 Uiso 1 1 calc R . .
H1B H -0.1579 0.4194 0.8427 0.050 Uiso 1 1 calc R . .
C2 C -0.1591(5) 0.5291(5) 0.6980(3) 0.0451(10) Uani 1 1 d . . .
H2 H -0.2482 0.5234 0.7155 0.054 Uiso 1 1 calc R . .
C3 C -0.1445(5) 0.5826(5) 0.6207(3) 0.0471(11) Uani 1 1 d . . .
H3 H -0.2227 0.6104 0.5855 0.057 Uiso 1 1 calc R . .
C4 C -0.0184(5) 0.5971(4) 0.5928(2) 0.0421(10) Uani 1 1 d . . .
C5 C 0.0941(5) 0.5478(5) 0.6475(3) 0.0482(11) Uani 1 1 d . . .
H5 H 0.1841 0.5523 0.6310 0.058 Uiso 1 1 calc R . .
C6 C 0.0786(5) 0.4934(5) 0.7243(3) 0.0470(11) Uani 1 1 d . . .
H6 H 0.1565 0.4617 0.7605 0.056 Uiso 1 1 calc R . .
C7 C 0.0000(5) 0.6587(5) 0.5111(3) 0.0445(10) Uani 1 1 d . . .
C8 C -0.1175(5) 0.7234(5) 0.4570(3) 0.0485(11) Uani 1 1 d . . .
H8 H -0.2097 0.7240 0.4732 0.058 Uiso 1 1 calc R . .
C9 C -0.1016(5) 0.7858(5) 0.3813(3) 0.0510(11) Uani 1 1 d . . .
H9 H -0.1831 0.8283 0.3463 0.061 Uiso 1 1 calc R . .
C10 C 0.0311(5) 0.7882(5) 0.3547(3) 0.0481(11) Uani 1 1 d . . .
C11 C 0.1475(6) 0.7224(6) 0.4076(3) 0.0563(12) Uani 1 1 d . . .
H11 H 0.2406 0.7185 0.3907 0.068 Uiso 1 1 calc R . .
C12 C 0.1318(5) 0.6624(6) 0.4840(3) 0.0576(13) Uani 1 1 d . . .
H12 H 0.2130 0.6226 0.5190 0.069 Uiso 1 1 calc R . .
C13 C 0.0481(5) 0.8612(5) 0.2752(3) 0.0473(11) Uani 1 1 d . . .
C14 C -0.0666(5) 0.9726(5) 0.2326(3) 0.0539(12) Uani 1 1 d . . .
H14 H -0.1620 0.9992 0.2530 0.065 Uiso 1 1 calc R . .
C15 C -0.0458(5) 1.0468(5) 0.1607(3) 0.0506(11) Uani 1 1 d . . .
H15 H -0.1270 1.1234 0.1323 0.061 Uiso 1 1 calc R . .
C16 C 0.1979(5) 0.9028(5) 0.1689(3) 0.0522(12) Uani 1 1 d . . .
H16 H 0.2911 0.8776 0.1458 0.063 Uiso 1 1 calc R . .
C17 C 0.1847(6) 0.8238(5) 0.2403(3) 0.0549(12) Uani 1 1 d . . .
H17 H 0.2672 0.7446 0.2658 0.066 Uiso 1 1 calc R . .
C18 C 0.1075(5) 1.1063(5) 0.0572(3) 0.0504(11) Uani 1 1 d . . .
H18A H 0.0302 1.1329 0.0184 0.061 Uiso 1 1 calc R . .
H18B H 0.2034 1.0578 0.0355 0.061 Uiso 1 1 calc R . .
C19 C 0.1012(5) 1.2335(5) 0.0755(2) 0.0452(10) Uani 1 1 d . . .
C20 C -0.0318(5) 1.3482(5) 0.0714(2) 0.0437(10) Uani 1 1 d . . .
H20 H -0.1161 1.3517 0.0503 0.052 Uiso 1 1 calc R . .
C21 C -0.0412(4) 1.4577(4) 0.0982(2) 0.0429(10) Uani 1 1 d . . .
H21 H -0.1323 1.5356 0.0958 0.051 Uiso 1 1 calc R . .
C22 C 0.0827(5) 1.4534(4) 0.1285(2) 0.0424(10) Uani 1 1 d . . .
C23 C 0.2166(5) 1.3403(5) 0.1285(3) 0.0523(12) Uani 1 1 d . . .
H23 H 0.3024 1.3384 0.1469 0.063 Uiso 1 1 calc R . .
C24 C 0.2258(5) 1.2313(5) 0.1022(3) 0.0524(12) Uani 1 1 d . . .
H24 H 0.3175 1.1551 0.1024 0.063 Uiso 1 1 calc R . .
N3 N 0.2239(5) 0.7566(5) 0.0344(3) 0.0610(11) Uani 1 1 d . . .
C43 C 0.3442(5) 0.7248(5) 0.0226(3) 0.0515(12) Uani 1 1 d . . .
C44 C 0.4986(6) 0.6863(7) 0.0068(4) 0.0738(17) Uani 1 1 d . . .
H44A H 0.5161 0.6823 -0.0473 0.111 Uiso 1 1 calc R . .
H44B H 0.5569 0.5956 0.0411 0.111 Uiso 1 1 calc R . .
H44C H 0.5268 0.7551 0.0159 0.111 Uiso 1 1 calc R . .
N4 N 0.5743(11) 0.6234(11) 0.5010(7) 0.088(3) Uani 0.50 1 d P . .
C45 C 0.5510(8) 0.6579(10) 0.4354(6) 0.048(2) Uani 0.50 1 d P . .
C46 C 0.5274(9) 0.6991(11) 0.3549(6) 0.054(2) Uani 0.50 1 d P . .
H46A H 0.6184 0.6947 0.3290 0.081 Uiso 0.50 1 calc PR . .
H46B H 0.4517 0.7940 0.3398 0.081 Uiso 0.50 1 calc PR . .
H46C H 0.4956 0.6375 0.3395 0.081 Uiso 0.50 1 calc PR . .
C25 C 0.184(3) 1.1120(19) 0.3205(11) 0.0483(13) Uani 0.25 1 d P A -1
H25 H 0.1302 1.1548 0.2728 0.058 Uiso 0.25 1 calc PR A -1
C26 C 0.321(3) 1.096(2) 0.3192(13) 0.0483(13) Uani 0.25 1 d P A -1
H26 H 0.3634 1.1257 0.2722 0.058 Uiso 0.25 1 calc PR A -1
C27 C 0.407(3) 1.0311(19) 0.3933(10) 0.0483(13) Uani 0.25 1 d P A -1
H27 H 0.5032 1.0246 0.3967 0.058 Uiso 0.25 1 calc PR A -1
C28 C 0.341(3) 0.9808(18) 0.4565(11) 0.0483(13) Uani 0.25 1 d P A -1
H28 H 0.3983 0.9319 0.5029 0.058 Uiso 0.25 1 calc PR A -1
C29 C 0.205(3) 0.9933(19) 0.4595(11) 0.0483(13) Uani 0.25 1 d P A -1
C30 C 0.121(3) 0.9588(18) 0.5171(11) 0.0483(13) Uani 0.25 1 d P A -1
H30 H 0.1649 0.9046 0.5667 0.058 Uiso 0.25 1 calc PR A -1
C31 C -0.037(2) 1.004(2) 0.5046(13) 0.0483(13) Uani 0.25 1 d P A -1
C32 C -0.121(2) 0.9573(19) 0.5769(12) 0.0483(13) Uani 0.25 1 d P A -1
C33 C -0.060(3) 0.8855(19) 0.6482(11) 0.0483(13) Uani 0.25 1 d P A -1
H33 H 0.0403 0.8593 0.6565 0.058 Uiso 0.25 1 calc PR A -1
C34 C -0.139(2) 0.8507(19) 0.7070(11) 0.0483(13) Uani 0.25 1 d P A -1
H34 H -0.0926 0.7957 0.7560 0.058 Uiso 0.25 1 calc PR A -1
C35 C -0.283(3) 0.894(2) 0.6969(12) 0.0483(13) Uani 0.25 1 d P A -1
H35 H -0.3349 0.8751 0.7423 0.058 Uiso 0.25 1 calc PR A -1
C36 C -0.363(3) 0.9595(19) 0.6304(11) 0.0483(13) Uani 0.25 1 d P A -1
H36 H -0.4638 0.9836 0.6246 0.058 Uiso 0.25 1 calc PR A -1
C37 C -0.258(3) 0.9903(19) 0.5631(11) 0.0483(13) Uani 0.25 1 d P A -1
C38 C -0.341(2) 1.0638(17) 0.4881(10) 0.0483(13) Uani 0.25 1 d P A -1
H38 H -0.4402 1.0814 0.4807 0.058 Uiso 0.25 1 calc PR A -1
C39 C -0.256(2) 1.1027(17) 0.4309(10) 0.0483(13) Uani 0.25 1 d P A -1
H39 H -0.3040 1.1567 0.3822 0.058 Uiso 0.25 1 calc PR A -1
C40 C -0.086(2) 1.0684(17) 0.4361(10) 0.0483(13) Uani 0.25 1 d P A -1
C41 C -0.027(2) 1.1114(17) 0.3679(10) 0.0483(13) Uani 0.25 1 d P A -1
H41 H -0.0778 1.1591 0.3195 0.058 Uiso 0.25 1 calc PR A -1
C42 C 0.118(3) 1.075(2) 0.3802(14) 0.0483(13) Uani 0.25 1 d P A -1
P1 P 0.64820(13) 0.89297(14) 0.14624(7) 0.0563(5) Uani 1 1 d . . .
F1 F 0.8048(9) 0.9070(8) 0.1118(3) 0.0618(19) Uani 0.572(11) 1 d PU B 1
F2 F 0.5052(6) 0.8973(8) 0.1768(4) 0.070(2) Uani 0.572(11) 1 d PU B 1
F3 F 0.7025(15) 0.7567(13) 0.1249(7) 0.071(3) Uani 0.572(11) 1 d PU B 1
F4 F 0.7366(14) 0.8195(15) 0.2274(7) 0.059(3) Uani 0.572(11) 1 d PU B 1
F5 F 0.6078(8) 1.0437(7) 0.1661(5) 0.068(2) Uani 0.572(11) 1 d PU B 1
F6 F 0.5810(9) 0.9851(8) 0.0604(4) 0.080(3) Uani 0.572(11) 1 d PU B 1
F1A F 0.7146(14) 0.9758(12) 0.0988(5) 0.074(3) Uani 0.428(11) 1 d PU B 2
F2A F 0.5628(12) 0.7880(15) 0.1949(6) 0.107(4) Uani 0.428(11) 1 d PU B 2
F3A F 0.7198(19) 0.781(2) 0.0944(7) 0.061(3) Uani 0.428(11) 1 d PU B 2
F4A F 0.771(2) 0.804(3) 0.2070(12) 0.078(5) Uani 0.428(11) 1 d PU B 2
F5A F 0.5655(16) 0.9905(15) 0.1979(6) 0.112(6) Uani 0.428(11) 1 d PU B 2
F6A F 0.5070(9) 0.9554(8) 0.0873(5) 0.063(3) Uani 0.428(11) 1 d PU B 2
P2 P 0.57695(13) 0.40332(16) 0.22607(10) 0.0664(6) Uani 1 1 d . . .
F7 F 0.5127(7) 0.2961(6) 0.2643(4) 0.135(2) Uani 1 1 d . C .
F8 F 0.6434(6) 0.5055(7) 0.1893(5) 0.159(3) Uani 1 1 d . C .
F9 F 0.7138(13) 0.350(3) 0.2700(8) 0.271(11) Uani 0.604(11) 1 d PU C 1
F10 F 0.4951(13) 0.4486(14) 0.3048(5) 0.144(4) Uani 0.604(11) 1 d PU C 1
F11 F 0.4287(6) 0.4950(12) 0.1907(6) 0.136(5) Uani 0.604(11) 1 d PU C 1
F12 F 0.6473(9) 0.3663(15) 0.1527(7) 0.160(6) Uani 0.604(11) 1 d PU C 1
F9A F 0.7129(11) 0.2685(11) 0.2206(9) 0.109(5) Uani 0.396(11) 1 d PU C 2
F10A F 0.6275(15) 0.4031(14) 0.3020(7) 0.098(4) Uani 0.396(11) 1 d PU C 2
F11A F 0.4493(15) 0.5465(15) 0.2270(11) 0.148(8) Uani 0.396(11) 1 d PU C 2
F12A F 0.5196(15) 0.4123(13) 0.1420(6) 0.101(5) Uani 0.396(11) 1 d PU C 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'
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'
P P 0.2955 0.4335 '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
C2 N1 C1 121.3(3) . .
C2 N1 C6 120.2(4) . .
C6 N1 C1 118.3(3) . .
C15 N2 C16 119.7(4) . .
C15 N2 C18 119.5(4) . .
C16 N2 C18 120.6(4) . .
N1 C1 H1A 109.9 . .
N1 C1 H1B 109.9 . .
N1 C1 C22 108.7(3) . 2_576
H1A C1 H1B 108.3 . .
C22 C1 H1A 109.9 2_576 .
C22 C1 H1B 109.9 2_576 .
N1 C2 H2 119.5 . .
N1 C2 C3 121.0(4) . .
C3 C2 H2 119.5 . .
C2 C3 H3 119.2 . .
C2 C3 C4 121.6(4) . .
C4 C3 H3 119.2 . .
C3 C4 C5 115.8(4) . .
C3 C4 C7 123.5(4) . .
C5 C4 C7 120.7(4) . .
C4 C5 H5 119.0 . .
C6 C5 C4 122.0(4) . .
C6 C5 H5 119.0 . .
N1 C6 H6 120.3 . .
C5 C6 N1 119.4(4) . .
C5 C6 H6 120.3 . .
C8 C7 C4 121.4(4) . .
C12 C7 C4 122.0(4) . .
C12 C7 C8 116.5(4) . .
C7 C8 H8 119.3 . .
C9 C8 C7 121.4(4) . .
C9 C8 H8 119.3 . .
C8 C9 H9 119.2 . .
C8 C9 C10 121.6(4) . .
C10 C9 H9 119.2 . .
C9 C10 C13 122.4(4) . .
C11 C10 C9 117.0(4) . .
C11 C10 C13 120.5(4) . .
C10 C11 H11 119.1 . .
C12 C11 C10 121.8(5) . .
C12 C11 H11 119.1 . .
C7 C12 H12 119.2 . .
C11 C12 C7 121.6(5) . .
C11 C12 H12 119.2 . .
C14 C13 C10 122.1(4) . .
C14 C13 C17 116.5(4) . .
C17 C13 C10 121.3(4) . .
C13 C14 H14 119.4 . .
C13 C14 C15 121.1(4) . .
C15 C14 H14 119.4 . .
N2 C15 C14 120.9(5) . .
N2 C15 H15 119.5 . .
C14 C15 H15 119.5 . .
N2 C16 H16 118.8 . .
N2 C16 C17 122.3(4) . .
C17 C16 H16 118.8 . .
C13 C17 H17 120.4 . .
C16 C17 C13 119.2(5) . .
C16 C17 H17 120.4 . .
N2 C18 H18A 110.0 . .
N2 C18 H18B 110.0 . .
N2 C18 C19 108.5(3) . .
H18A C18 H18B 108.4 . .
C19 C18 H18A 110.0 . .
C19 C18 H18B 110.0 . .
C20 C19 C18 120.0(4) . .
C24 C19 C18 119.7(4) . .
C24 C19 C20 120.2(4) . .
C19 C20 H20 120.0 . .
C21 C20 C19 120.0(4) . .
C21 C20 H20 120.0 . .
C20 C21 H21 119.9 . .
C20 C21 C22 120.1(4) . .
C22 C21 H21 119.9 . .
C21 C22 C1 120.1(4) . 2_576
C21 C22 C23 118.9(4) . .
C23 C22 C1 120.8(4) . 2_576
C22 C23 H23 119.6 . .
C24 C23 C22 120.9(4) . .
C24 C23 H23 119.6 . .
C19 C24 H24 120.1 . .
C23 C24 C19 119.8(4) . .
C23 C24 H24 120.1 . .
N3 C43 C44 179.0(6) . .
C43 C44 H44A 109.5 . .
C43 C44 H44B 109.5 . .
C43 C44 H44C 109.5 . .
H44A C44 H44B 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
N4 C45 C46 178.1(10) . .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46B 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C26 C25 H25 117.2 . .
C42 C25 H25 117.2 . .
C42 C25 C26 126(2) . .
C25 C26 H26 120.9 . .
C25 C26 C27 118(2) . .
C27 C26 H26 120.9 . .
C26 C27 H27 121.9 . .
C28 C27 C26 116(2) . .
C28 C27 H27 121.9 . .
C27 C28 H28 116.6 . .
C29 C28 C27 127(2) . .
C29 C28 H28 116.6 . .
C28 C29 C30 134(2) . .
C28 C29 C42 113.2(19) . .
C30 C29 C42 113(2) . .
C29 C30 H30 119.2 . .
C29 C30 C31 122(2) . .
C31 C30 H30 119.2 . .
C30 C31 C32 116(2) . .
C40 C31 C30 115.8(15) . .
C40 C31 C32 128(2) . .
C33 C32 C31 125(2) . .
C37 C32 C31 115(2) . .
C37 C32 C33 120(2) . .
C32 C33 H33 119.2 . .
C34 C33 C32 122(3) . .
C34 C33 H33 119.2 . .
C33 C34 H34 120.1 . .
C33 C34 C35 120(2) . .
C35 C34 H34 120.1 . .
C34 C35 H35 116.0 . .
C34 C35 C36 128(2) . .
C36 C35 H35 116.0 . .
C35 C36 H36 126.0 . .
C35 C36 C37 108(2) . .
C37 C36 H36 126.0 . .
C32 C37 C36 122(2) . .
C32 C37 C38 128(2) . .
C38 C37 C36 110(2) . .
C37 C38 H38 124.6 . .
C39 C38 C37 111(2) . .
C39 C38 H38 124.6 . .
C38 C39 H39 115.9 . .
C38 C39 C40 128.2(18) . .
C40 C39 H39 115.9 . .
C31 C40 C39 110.0(17) . .
C31 C40 C41 135(2) . .
C41 C40 C39 115.5(17) . .
C40 C41 H41 125.2 . .
C42 C41 C40 109.6(19) . .
C42 C41 H41 125.2 . .
C25 C42 C29 119(2) . .
C25 C42 C41 115(2) . .
C41 C42 C29 126(2) . .
F1 P1 F2A 148.6(5) . .
F2 P1 F1 173.5(4) . .
F2 P1 F3 97.0(6) . .
F2 P1 F4 96.6(5) . .
F2 P1 F5 90.0(4) . .
F2 P1 F6 93.5(4) . .
F2 P1 F2A 37.4(4) . .
F2 P1 F3A 110.9(7) . .
F2 P1 F4A 111.7(8) . .
F2 P1 F5A 61.6(8) . .
F2 P1 F6A 59.7(4) . .
F3 P1 F1 89.4(5) . .
F3 P1 F4 91.9(6) . .
F3 P1 F5 173.0(6) . .
F3 P1 F6 94.0(5) . .
F3 P1 F2A 65.9(6) . .
F3 P1 F3A 21.2(6) . .
F3 P1 F4A 80.6(9) . .
F3 P1 F5A 152.9(8) . .
F3 P1 F6A 89.3(6) . .
F4 P1 F1 84.3(5) . .
F4 P1 F5 87.1(5) . .
F4 P1 F6 167.6(6) . .
F4 P1 F2A 77.7(6) . .
F4 P1 F3A 105.4(7) . .
F4 P1 F6A 156.2(5) . .
F5 P1 F1 83.6(4) . .
F5 P1 F2A 120.5(6) . .
F6 P1 F1 84.8(4) . .
F6 P1 F5 85.8(4) . .
F6 P1 F2A 114.7(5) . .
F6 P1 F3A 77.5(6) . .
F6 P1 F6A 35.0(3) . .
F1A P1 F1 32.0(4) . .
F1A P1 F2 142.7(6) . .
F1A P1 F3 109.8(6) . .
F1A P1 F4 107.7(6) . .
F1A P1 F5 64.1(5) . .
F1A P1 F6 60.0(5) . .
F1A P1 F2A 173.5(5) . .
F1A P1 F3A 89.9(7) . .
F1A P1 F4A 98.3(10) . .
F1A P1 F5A 97.0(8) . .
F1A P1 F6A 94.2(5) . .
F3A P1 F1 74.9(7) . .
F3A P1 F5 153.8(6) . .
F3A P1 F2A 85.1(7) . .
F3A P1 F6A 83.4(7) . .
F4A P1 F1 70.5(8) . .
F4A P1 F4 18.0(7) . .
F4A P1 F5 96.7(9) . .
F4A P1 F6 154.7(7) . .
F4A P1 F2A 85.8(10) . .
F4A P1 F3A 90.3(9) . .
F4A P1 F5A 91.7(7) . .
F4A P1 F6A 166.0(10) . .
F5A P1 F1 112.6(8) . .
F5A P1 F4 75.5(6) . .
F5A P1 F5 32.9(6) . .
F5A P1 F6 103.3(5) . .
F5A P1 F2A 87.8(9) . .
F5A P1 F3A 172.5(10) . .
F5A P1 F6A 93.0(6) . .
F6A P1 F1 119.5(4) . .
F6A P1 F5 94.4(4) . .
F6A P1 F2A 81.1(5) . .
F7 P2 F10 74.7(5) . .
F7 P2 F12A 88.5(4) . .
F8 P2 F7 178.6(3) . .
F8 P2 F10 105.7(6) . .
F8 P2 F9A 97.7(6) . .
F8 P2 F11A 76.6(8) . .
F8 P2 F12A 92.1(5) . .
F9 P2 F7 103.5(10) . .
F9 P2 F8 75.3(9) . .
F9 P2 F10 85.6(8) . .
F9 P2 F11 162.1(12) . .
F9 P2 F12 96.0(8) . .
F9 P2 F9A 56.6(10) . .
F9 P2 F10A 41.1(8) . .
F9 P2 F11A 121.4(12) . .
F9 P2 F12A 140.0(9) . .
F11 P2 F7 86.1(4) . .
F11 P2 F8 95.2(4) . .
F11 P2 F10 82.4(6) . .
F11 P2 F12 95.8(6) . .
F11 P2 F9A 140.9(8) . .
F11 P2 F10A 124.4(8) . .
F11 P2 F11A 40.7(6) . .
F11 P2 F12A 53.9(7) . .
F12 P2 F7 105.9(6) . .
F12 P2 F8 73.8(6) . .
F12 P2 F10 178.1(6) . .
F12 P2 F9A 53.6(7) . .
F12 P2 F11A 123.3(9) . .
F12 P2 F12A 44.0(5) . .
F9A P2 F7 81.1(6) . .
F9A P2 F10 128.3(7) . .
F9A P2 F11A 174.4(9) . .
F9A P2 F12A 88.8(7) . .
F10A P2 F7 93.8(5) . .
F10A P2 F8 85.6(6) . .
F10A P2 F10 44.9(5) . .
F10A P2 F12 136.6(6) . .
F10A P2 F9A 93.4(7) . .
F10A P2 F11A 86.7(8) . .
F10A P2 F12A 177.0(6) . .
F11A P2 F7 104.6(8) . .
F11A P2 F10 54.8(8) . .
F11A P2 F12A 90.9(7) . .
F12A P2 F10 134.4(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.494(5) .
N1 C2 1.332(6) .
N1 C6 1.371(5) .
N2 C15 1.318(6) .
N2 C16 1.325(6) .
N2 C18 1.505(5) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C1 C22 1.503(6) 2_576
C2 H2 0.9500 .
C2 C3 1.372(6) .
C3 H3 0.9500 .
C3 C4 1.386(6) .
C4 C5 1.397(7) .
C4 C7 1.469(6) .
C5 H5 0.9500 .
C5 C6 1.368(6) .
C6 H6 0.9500 .
C7 C8 1.408(7) .
C7 C12 1.391(7) .
C8 H8 0.9500 .
C8 C9 1.374(7) .
C9 H9 0.9500 .
C9 C10 1.393(7) .
C10 C11 1.386(7) .
C10 C13 1.471(6) .
C11 H11 0.9500 .
C11 C12 1.378(7) .
C12 H12 0.9500 .
C13 C14 1.372(7) .
C13 C17 1.402(7) .
C14 H14 0.9500 .
C14 C15 1.379(7) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C16 C17 1.372(7) .
C17 H17 0.9500 .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C18 C19 1.511(7) .
C19 C20 1.391(6) .
C19 C24 1.383(7) .
C20 H20 0.9500 .
C20 C21 1.389(7) .
C21 H21 0.9500 .
C21 C22 1.395(6) .
C22 C1 1.503(6) 2_576
C22 C23 1.397(6) .
C23 H23 0.9500 .
C23 C24 1.381(7) .
C24 H24 0.9500 .
N3 C43 1.131(6) .
C43 C44 1.456(7) .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
N4 C45 1.149(14) .
C45 C46 1.401(14) .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C25 H25 0.9500 .
C25 C26 1.32(3) .
C25 C42 1.27(3) .
C26 H26 0.9500 .
C26 C27 1.49(3) .
C27 H27 0.9500 .
C27 C28 1.37(3) .
C28 H28 0.9500 .
C28 C29 1.32(3) .
C29 C30 1.36(3) .
C29 C42 1.57(3) .
C30 H30 0.9500 .
C30 C31 1.49(4) .
C31 C32 1.57(3) .
C31 C40 1.27(3) .
C32 C33 1.35(3) .
C32 C37 1.30(3) .
C33 H33 0.9500 .
C33 C34 1.33(3) .
C34 H34 0.9500 .
C34 C35 1.34(3) .
C35 H35 0.9500 .
C35 C36 1.35(3) .
C36 H36 0.9500 .
C36 C37 1.60(3) .
C37 C38 1.49(3) .
C38 H38 0.9500 .
C38 C39 1.38(3) .
C39 H39 0.9500 .
C39 C40 1.60(3) .
C40 C41 1.37(3) .
C41 H41 0.9500 .
C41 C42 1.37(3) .
P1 F1 1.703(6) .
P1 F2 1.486(5) .
P1 F3 1.517(13) .
P1 F4 1.600(13) .
P1 F5 1.675(7) .
P1 F6 1.619(6) .
P1 F1A 1.421(8) .
P1 F2A 1.743(9) .
P1 F3A 1.631(18) .
P1 F4A 1.53(2) .
P1 F5A 1.535(9) .
P1 F6A 1.639(8) .
P2 F7 1.564(5) .
P2 F8 1.529(5) .
P2 F9 1.466(9) .
P2 F10 1.657(10) .
P2 F11 1.487(7) .
P2 F12 1.509(8) .
P2 F9A 1.559(8) .
P2 F10A 1.502(12) .
P2 F11A 1.563(11) .
P2 F12A 1.632(11) .
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
N1 C2 C3 C4 -2.1(7) . .
N2 C16 C17 C13 -0.9(8) . .
N2 C18 C19 C20 -89.7(5) . .
N2 C18 C19 C24 85.1(5) . .
C1 N1 C2 C3 175.2(4) . .
C1 N1 C6 C5 -174.7(4) . .
C1 C22 C23 C24 172.2(4) 2_576 .
C2 N1 C1 C22 -105.0(4) . 2_576
C2 N1 C6 C5 0.2(7) . .
C2 C3 C4 C5 2.9(7) . .
C2 C3 C4 C7 -177.5(4) . .
C3 C4 C5 C6 -2.3(7) . .
C3 C4 C7 C8 8.1(7) . .
C3 C4 C7 C12 -175.1(5) . .
C4 C5 C6 N1 0.8(7) . .
C4 C7 C8 C9 177.4(4) . .
C4 C7 C12 C11 -178.9(5) . .
C5 C4 C7 C8 -172.4(4) . .
C5 C4 C7 C12 4.4(7) . .
C6 N1 C1 C22 69.8(5) . 2_576
C6 N1 C2 C3 0.5(7) . .
C7 C4 C5 C6 178.2(4) . .
C7 C8 C9 C10 -0.2(8) . .
C8 C7 C12 C11 -2.0(8) . .
C8 C9 C10 C11 1.3(7) . .
C8 C9 C10 C13 -176.4(4) . .
C9 C10 C11 C12 -2.8(8) . .
C9 C10 C13 C14 26.7(7) . .
C9 C10 C13 C17 -156.2(5) . .
C10 C11 C12 C7 3.3(9) . .
C10 C13 C14 C15 174.4(5) . .
C10 C13 C17 C16 -174.0(4) . .
C11 C10 C13 C14 -150.9(5) . .
C11 C10 C13 C17 26.2(7) . .
C12 C7 C8 C9 0.5(7) . .
C13 C10 C11 C12 174.9(5) . .
C13 C14 C15 N2 -0.2(8) . .
C14 C13 C17 C16 3.3(7) . .
C15 N2 C16 C17 -2.3(8) . .
C15 N2 C18 C19 73.0(5) . .
C16 N2 C15 C14 2.8(7) . .
C16 N2 C18 C19 -102.0(5) . .
C17 C13 C14 C15 -2.8(7) . .
C18 N2 C15 C14 -172.2(4) . .
C18 N2 C16 C17 172.8(4) . .
C18 C19 C20 C21 171.3(4) . .
C18 C19 C24 C23 -171.5(4) . .
C19 C20 C21 C22 0.6(6) . .
C20 C19 C24 C23 3.3(7) . .
C20 C21 C22 C1 -172.5(4) . 2_576
C20 C21 C22 C23 2.6(6) . .
C21 C22 C23 C24 -2.9(7) . .
C22 C23 C24 C19 -0.1(7) . .
C24 C19 C20 C21 -3.5(6) . .
C25 C26 C27 C28 6(2) . .
C26 C25 C42 C29 -5(3) . .
C26 C25 C42 C41 175.5(17) . .
C26 C27 C28 C29 -5(3) . .
C27 C28 C29 C30 -174.8(19) . .
C27 C28 C29 C42 0(2) . .
C28 C29 C30 C31 171.5(18) . .
C28 C29 C42 C25 5(2) . .
C28 C29 C42 C41 -175.2(16) . .
C29 C30 C31 C32 -179.3(17) . .
C29 C30 C31 C40 4(2) . .
C30 C29 C42 C25 -178.8(16) . .
C30 C29 C42 C41 1(2) . .
C30 C31 C32 C33 2(2) . .
C30 C31 C32 C37 -175.8(14) . .
C30 C31 C40 C39 177.1(13) . .
C30 C31 C40 C41 -1(3) . .
C31 C32 C33 C34 179.4(17) . .
C31 C32 C37 C36 -176.4(15) . .
C31 C32 C37 C38 1(3) . .
C31 C40 C41 C42 -1(3) . .
C32 C31 C40 C39 1(2) . .
C32 C31 C40 C41 -177.6(18) . .
C32 C33 C34 C35 -4(3) . .
C32 C37 C38 C39 -3(2) . .
C33 C32 C37 C36 5(2) . .
C33 C32 C37 C38 -177.5(15) . .
C33 C34 C35 C36 7(3) . .
C34 C35 C36 C37 -4(3) . .
C35 C36 C37 C32 -2(2) . .
C35 C36 C37 C38 -179.8(15) . .
C36 C37 C38 C39 174.3(14) . .
C37 C32 C33 C34 -3(2) . .
C37 C38 C39 C40 5(2) . .
C38 C39 C40 C31 -4(2) . .
C38 C39 C40 C41 174.9(16) . .
C39 C40 C41 C42 -179.5(13) . .
C40 C31 C32 C33 178.5(18) . .
C40 C31 C32 C37 0(3) . .
C40 C41 C42 C25 -178.9(15) . .
C40 C41 C42 C29 1(2) . .
C42 C25 C26 C27 -1(3) . .
C42 C29 C30 C31 -4(2) . .
