#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:30:34 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178873 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/02/4110247.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_4110247
loop_
_publ_author_name
'Andrew J. Boydston'
'Cory S. Pecinovsky'
'Steven T. Chao'
'Christopher W. Bielawski'
_publ_section_title
;
 Phase-Tunable Fluorophores Based upon Benzobis(imidazolium) Salts
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14550
_journal_page_last               14551
_journal_paper_doi               10.1021/ja075963d
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C56 H104 N4 2+, 2 B F4 1-'
_chemical_formula_sum            'C56 H104 B2 F8 N4'
_chemical_formula_weight         1007.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                98.805(6)
_cell_angle_beta                 97.397(8)
_cell_angle_gamma                99.781(4)
_cell_formula_units_Z            1
_cell_length_a                   8.4326(8)
_cell_length_b                   9.5389(11)
_cell_length_c                   19.364(2)
_cell_measurement_reflns_used    3413
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      1
_cell_volume                     1497.6(3)
_computing_cell_refinement       'Collect software, Nonius B.V. 1998'
_computing_data_collection       'Collect software, Nonius B.V. 1998'
_computing_data_reduction
;
DENZO and Scalepack (Otwinoski and Minor, 1997)
;
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_solution
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       ω-scans
_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  0.0518
_diffrn_reflns_av_sigmaI/netI    0.1209
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7461
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_description       plates
_exptl_crystal_F_000             550
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.049
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.398
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         5039
_refine_ls_number_restraints     1031
_refine_ls_restrained_S_all      1.454
_refine_ls_R_factor_all          0.1652
_refine_ls_R_factor_gt           0.0811
_refine_ls_shift/su_max          0.094
_refine_ls_shift/su_mean         0.016
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0200P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1535
_refine_ls_wR_factor_ref         0.1754
_reflns_number_gt                2551
_reflns_number_total             5039
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja075963dsi20071013_074322_3.cif
_cod_data_source_block           b6ab12
_cod_database_code               4110247
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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 0.3540(3) 0.7439(2) 0.53044(13) 0.0439(7) Uani 1 1 d U . .
N2 N 0.1954(3) 0.8345(3) 0.45748(13) 0.0450(7) Uani 1 1 d U C .
C1 C 0.2075(4) 0.7269(3) 0.49285(17) 0.0491(10) Uani 1 1 d U . .
H1A H 0.1215 0.6475 0.4913 0.059 Uiso 1 1 calc R . .
C2 C 0.3454(4) 0.9325(3) 0.47425(16) 0.0424(9) Uani 1 1 d U . .
C3 C 0.4462(4) 0.8728(3) 0.52016(16) 0.0423(9) Uani 1 1 d U . .
C4 C 0.3955(4) 1.0620(3) 0.45198(15) 0.0441(9) Uani 1 1 d U . .
H4A H 0.3271 1.1018 0.4205 0.053 Uiso 1 1 calc R . .
C5 C 0.3989(4) 0.6607(3) 0.58549(16) 0.0507(10) Uani 1 1 d U . .
H5A H 0.5087 0.6389 0.5822 0.061 Uiso 1 1 calc R . .
H5B H 0.3204 0.5678 0.5779 0.061 Uiso 1 1 calc R . .
C6 C 0.3985(5) 0.7450(3) 0.65774(16) 0.0539(10) Uani 1 1 d U . .
H6A H 0.2901 0.7712 0.6593 0.065 Uiso 1 1 calc R . .
H6B H 0.4800 0.8360 0.6652 0.065 Uiso 1 1 calc R . .
C7 C 0.4357(5) 0.6650(3) 0.71773(16) 0.0562(10) Uani 1 1 d U . .
H7A H 0.5433 0.6371 0.7161 0.067 Uiso 1 1 calc R . .
H7B H 0.3527 0.5752 0.7113 0.067 Uiso 1 1 calc R . .
C8 C 0.4375(5) 0.7558(3) 0.78957(17) 0.0612(11) Uani 1 1 d U . .
H8A H 0.5241 0.8432 0.7963 0.073 Uiso 1 1 calc R . .
H8B H 0.3321 0.7884 0.7895 0.073 Uiso 1 1 calc R . .
C9 C 0.4654(5) 0.6794(3) 0.85200(16) 0.0605(11) Uani 1 1 d U . .
H9A H 0.5683 0.6429 0.8511 0.073 Uiso 1 1 calc R . .
H9B H 0.3757 0.5950 0.8469 0.073 Uiso 1 1 calc R . .
C10 C 0.4746(5) 0.7765(3) 0.92387(17) 0.0649(11) Uani 1 1 d U . .
H10A H 0.5700 0.8565 0.9307 0.078 Uiso 1 1 calc R . .
H10B H 0.3758 0.8197 0.9232 0.078 Uiso 1 1 calc R . .
C11 C 0.4886(5) 0.6979(3) 0.98632(16) 0.0613(11) Uani 1 1 d U . .
H11A H 0.5869 0.6540 0.9868 0.074 Uiso 1 1 calc R . .
H11B H 0.3927 0.6184 0.9798 0.074 Uiso 1 1 calc R . .
C12 C 0.4991(5) 0.7952(3) 1.05791(16) 0.0628(11) Uani 1 1 d U . .
H12A H 0.5944 0.8752 1.0645 0.075 Uiso 1 1 calc R . .
H12B H 0.4001 0.8381 1.0580 0.075 Uiso 1 1 calc R . .
C13 C 0.5149(5) 0.7140(3) 1.11950(16) 0.0593(11) Uani 1 1 d U . .
H13A H 0.4203 0.6331 1.1122 0.071 Uiso 1 1 calc R . .
H13B H 0.6144 0.6719 1.1194 0.071 Uiso 1 1 calc R . .
C14 C 0.5236(5) 0.8074(3) 1.19133(17) 0.0617(11) Uani 1 1 d U . .
H14A H 0.6169 0.8894 1.1983 0.074 Uiso 1 1 calc R . .
H14B H 0.4230 0.8478 1.1919 0.074 Uiso 1 1 calc R . .
C15 C 0.5428(5) 0.7257(3) 1.25215(16) 0.0614(11) Uani 1 1 d U . .
H15A H 0.6416 0.6830 1.2506 0.074 Uiso 1 1 calc R . .
H15B H 0.4479 0.6453 1.2456 0.074 Uiso 1 1 calc R . .
C16 C 0.5563(6) 0.8192(4) 1.32508(18) 0.0802(13) Uani 1 1 d U . .
H16A H 0.6506 0.8986 1.3323 0.120 Uiso 1 1 calc R . .
H16B H 0.5700 0.7600 1.3617 0.120 Uiso 1 1 calc R . .
H16C H 0.4570 0.8588 1.3279 0.120 Uiso 1 1 calc R . .
C17 C 0.0477(4) 0.8525(3) 0.41328(16) 0.0490(9) Uani 1 1 d DU . .
H17C H 0.0755 0.9353 0.3890 0.059 Uiso 0.40 1 calc PR A 1
H17D H -0.0328 0.8756 0.4441 0.059 Uiso 0.40 1 calc PR A 1
H17A H 0.0736 0.9339 0.3903 0.059 Uiso 0.60 1 d PR . .
H17B H -0.0310 0.8725 0.4433 0.059 Uiso 0.60 1 d PR . .
C19 C 0.0732(5) 0.6716(3) 0.30544(16) 0.0628(11) Uani 1 1 d DU . .
H19C H 0.1662 0.6387 0.3304 0.075 Uiso 0.40 1 calc PR B 1
H19D H 0.1182 0.7561 0.2851 0.075 Uiso 0.40 1 calc PR B 1
H19A H 0.1616 0.6381 0.3301 0.075 Uiso 0.60 1 d PR . .
H19B H 0.1189 0.7533 0.2860 0.075 Uiso 0.60 1 d PR . .
C18 C -0.0298(6) 0.7188(5) 0.3580(2) 0.0359(13) Uani 0.60 1 d PDU C 1
H18A H -0.0618 0.6378 0.3830 0.043 Uiso 0.60 1 calc PR C 1
H18B H -0.1308 0.7376 0.3321 0.043 Uiso 0.60 1 calc PR C 1
C20 C -0.0146(7) 0.5516(6) 0.2455(3) 0.0562(17) Uani 0.60 1 d PDU C 1
H20A H -0.0543 0.4663 0.2663 0.067 Uiso 0.60 1 calc PR C 1
H20B H -0.1117 0.5830 0.2231 0.067 Uiso 0.60 1 calc PR C 1
C21 C 0.0788(13) 0.5037(9) 0.1881(3) 0.079(4) Uani 0.60 1 d PDU C 1
H21A H 0.1698 0.4622 0.2089 0.095 Uiso 0.60 1 calc PR C 1
H21B H 0.1267 0.5894 0.1693 0.095 Uiso 0.60 1 calc PR C 1
C22 C -0.0237(8) 0.3927(8) 0.1272(3) 0.074(2) Uani 0.60 1 d PDU C 1
H22A H -0.0727 0.3079 0.1463 0.089 Uiso 0.60 1 calc PR C 1
H22B H -0.1141 0.4349 0.1064 0.089 Uiso 0.60 1 calc PR C 1
C23 C 0.0664(13) 0.3411(10) 0.0691(3) 0.093(4) Uani 0.60 1 d PDU C 1
H23A H 0.1540 0.2949 0.0892 0.111 Uiso 0.60 1 calc PR C 1
H23B H 0.1186 0.4258 0.0507 0.111 Uiso 0.60 1 calc PR C 1
C24 C -0.0417(9) 0.2343(8) 0.0080(3) 0.081(3) Uani 0.60 1 d PDU C 1
H24A H -0.0984 0.1525 0.0270 0.098 Uiso 0.60 1 calc PR C 1
H24B H -0.1260 0.2825 -0.0133 0.098 Uiso 0.60 1 calc PR C 1
C25 C 0.0461(14) 0.1753(10) -0.0492(3) 0.098(4) Uani 0.60 1 d PDU C 1
H25A H 0.1320 0.1290 -0.0277 0.118 Uiso 0.60 1 calc PR C 1
H25B H 0.1008 0.2570 -0.0689 0.118 Uiso 0.60 1 calc PR C 1
C26 C -0.0606(10) 0.0665(9) -0.1095(3) 0.090(3) Uani 0.60 1 d PDU C 1
H26A H -0.1147 -0.0155 -0.0898 0.108 Uiso 0.60 1 calc PR C 1
H26B H -0.1470 0.1126 -0.1307 0.108 Uiso 0.60 1 calc PR C 1
C27 C 0.0266(13) 0.0075(11) -0.1674(4) 0.114(4) Uani 0.60 1 d PDU C 1
H27A H 0.1135 -0.0383 -0.1464 0.137 Uiso 0.60 1 calc PR C 1
H27B H 0.0795 0.0890 -0.1878 0.137 Uiso 0.60 1 calc PR C 1
C28 C -0.0838(13) -0.1023(10) -0.2266(4) 0.113(4) Uani 0.60 1 d PDU C 1
H28A H -0.1234 -0.1901 -0.2084 0.170 Uiso 0.60 1 calc PR C 1
H28B H -0.0226 -0.1264 -0.2650 0.170 Uiso 0.60 1 calc PR C 1
H28C H -0.1767 -0.0615 -0.2445 0.170 Uiso 0.60 1 calc PR C 1
C18A C 0.0475(15) 0.8195(9) 0.3372(3) 0.091(3) Uani 0.40 1 d PDU C 2
H18C H 0.1334 0.8923 0.3254 0.109 Uiso 0.40 1 calc PR C 2
H18D H -0.0582 0.8331 0.3131 0.109 Uiso 0.40 1 calc PR C 2
C20A C 0.0361(15) 0.6399(9) 0.2259(3) 0.084(3) Uani 0.40 1 d PDU C 2
H20C H -0.0802 0.6428 0.2117 0.101 Uiso 0.40 1 calc PR C 2
H20D H 0.1012 0.7191 0.2080 0.101 Uiso 0.40 1 calc PR C 2
C21A C 0.067(2) 0.4993(13) 0.1892(4) 0.075(5) Uani 0.40 1 d PDU C 2
H21C H 0.0067 0.4195 0.2084 0.089 Uiso 0.40 1 calc PR C 2
H21D H 0.1849 0.4980 0.2004 0.089 Uiso 0.40 1 calc PR C 2
C22A C 0.0185(15) 0.4711(9) 0.1096(3) 0.078(3) Uani 0.40 1 d PDU C 2
H22C H -0.0993 0.4721 0.0988 0.094 Uiso 0.40 1 calc PR C 2
H22D H 0.0779 0.5522 0.0910 0.094 Uiso 0.40 1 calc PR C 2
C23A C 0.049(3) 0.3323(15) 0.0704(4) 0.090(5) Uani 0.40 1 d PDU C 2
H23C H -0.0086 0.2510 0.0895 0.108 Uiso 0.40 1 calc PR C 2
H23D H 0.1672 0.3319 0.0802 0.108 Uiso 0.40 1 calc PR C 2
C24A C -0.0031(15) 0.3051(9) -0.0086(3) 0.083(4) Uani 0.40 1 d PDU C 2
H24C H -0.1208 0.3069 -0.0185 0.100 Uiso 0.40 1 calc PR C 2
H24D H 0.0561 0.3854 -0.0279 0.100 Uiso 0.40 1 calc PR C 2
C25A C 0.026(3) 0.1648(15) -0.0472(4) 0.095(5) Uani 0.40 1 d PDU C 2
H25C H -0.0342 0.0848 -0.0280 0.114 Uiso 0.40 1 calc PR C 2
H25D H 0.1432 0.1629 -0.0367 0.114 Uiso 0.40 1 calc PR C 2
C26A C -0.0239(17) 0.1353(10) -0.1262(3) 0.088(4) Uani 0.40 1 d PDU C 2
H26C H -0.1411 0.1386 -0.1369 0.106 Uiso 0.40 1 calc PR C 2
H26D H 0.0374 0.2141 -0.1457 0.106 Uiso 0.40 1 calc PR C 2
C27A C 0.003(3) -0.0067(16) -0.1641(5) 0.110(5) Uani 0.40 1 d PDU C 2
H27C H -0.0546 -0.0854 -0.1433 0.132 Uiso 0.40 1 calc PR C 2
H27D H 0.1207 -0.0083 -0.1552 0.132 Uiso 0.40 1 calc PR C 2
C28A C -0.054(2) -0.0381(14) -0.2430(4) 0.112(6) Uani 0.40 1 d PDU C 2
H28D H -0.1668 -0.0257 -0.2529 0.168 Uiso 0.40 1 calc PR C 2
H28E H -0.0464 -0.1378 -0.2619 0.168 Uiso 0.40 1 calc PR C 2
H28F H 0.0158 0.0287 -0.2654 0.168 Uiso 0.40 1 calc PR C 2
F1 F -0.2149(3) 0.6778(3) 0.62709(12) 0.0973(9) Uani 1 1 d U . .
F2 F -0.0069(3) 0.5849(2) 0.58871(13) 0.0852(8) Uani 1 1 d U . .
F3 F -0.0170(3) 0.8183(2) 0.58868(12) 0.0904(8) Uani 1 1 d U . .
F4 F -0.1924(3) 0.6449(2) 0.51170(12) 0.1036(9) Uani 1 1 d U . .
B1 B -0.1107(6) 0.6794(5) 0.5806(3) 0.0589(12) Uani 1 1 d U . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
B B 0.0013 0.0007 '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
C1 N1 C3 107.8(3) .
C1 N1 C5 125.4(2) .
C3 N1 C5 125.4(3) .
C1 N2 C2 107.6(3) .
C1 N2 C17 125.8(3) .
C2 N2 C17 126.4(3) .
N1 C1 N2 111.7(3) .
N1 C1 H1A 124.1 .
N2 C1 H1A 124.1 .
C4 C2 C3 123.5(3) .
C4 C2 N2 130.6(3) .
C3 C2 N2 105.9(3) .
C4 C3 N1 130.0(3) 2_676
C4 C3 C2 123.0(3) 2_676
N1 C3 C2 107.0(3) .
C3 C4 C2 113.4(3) 2_676
C3 C4 H4A 123.3 2_676
C2 C4 H4A 123.3 .
N1 C5 C6 110.3(3) .
N1 C5 H5A 109.6 .
C6 C5 H5A 109.6 .
N1 C5 H5B 109.6 .
C6 C5 H5B 109.6 .
H5A C5 H5B 108.1 .
C5 C6 C7 114.1(3) .
C5 C6 H6A 108.7 .
C7 C6 H6A 108.7 .
C5 C6 H6B 108.7 .
C7 C6 H6B 108.7 .
H6A C6 H6B 107.6 .
C6 C7 C8 112.1(3) .
C6 C7 H7A 109.2 .
C8 C7 H7A 109.2 .
C6 C7 H7B 109.2 .
C8 C7 H7B 109.2 .
H7A C7 H7B 107.9 .
C9 C8 C7 114.9(3) .
C9 C8 H8A 108.5 .
C7 C8 H8A 108.5 .
C9 C8 H8B 108.5 .
C7 C8 H8B 108.5 .
H8A C8 H8B 107.5 .
C8 C9 C10 113.5(3) .
C8 C9 H9A 108.9 .
C10 C9 H9A 108.9 .
C8 C9 H9B 108.9 .
C10 C9 H9B 108.9 .
H9A C9 H9B 107.7 .
C11 C10 C9 113.9(3) .
C11 C10 H10A 108.8 .
C9 C10 H10A 108.8 .
C11 C10 H10B 108.8 .
C9 C10 H10B 108.8 .
H10A C10 H10B 107.7 .
C10 C11 C12 113.7(3) .
C10 C11 H11A 108.8 .
C12 C11 H11A 108.8 .
C10 C11 H11B 108.8 .
C12 C11 H11B 108.8 .
H11A C11 H11B 107.7 .
C13 C12 C11 112.6(3) .
C13 C12 H12A 109.1 .
C11 C12 H12A 109.1 .
C13 C12 H12B 109.1 .
C11 C12 H12B 109.1 .
H12A C12 H12B 107.8 .
C14 C13 C12 113.8(3) .
C14 C13 H13A 108.8 .
C12 C13 H13A 108.8 .
C14 C13 H13B 108.8 .
C12 C13 H13B 108.8 .
H13A C13 H13B 107.7 .
C15 C14 C13 113.2(3) .
C15 C14 H14A 108.9 .
C13 C14 H14A 108.9 .
C15 C14 H14B 108.9 .
C13 C14 H14B 108.9 .
H14A C14 H14B 107.8 .
C14 C15 C16 113.9(3) .
C14 C15 H15A 108.8 .
C16 C15 H15A 108.8 .
C14 C15 H15B 108.8 .
C16 C15 H15B 108.8 .
H15A C15 H15B 107.7 .
C15 C16 H16A 109.5 .
C15 C16 H16B 109.5 .
H16A C16 H16B 109.5 .
C15 C16 H16C 109.5 .
H16A C16 H16C 109.5 .
H16B C16 H16C 109.5 .
C18A C17 N2 115.0(5) .
N2 C17 C18 113.1(3) .
N2 C17 H17C 109.0 .
C18 C17 H17C 109.0 .
N2 C17 H17D 109.0 .
C18 C17 H17D 109.0 .
H17C C17 H17D 107.8 .
N2 C17 H17A 109.3 .
C18 C17 H17A 109.6 .
H17D C17 H17A 106.7 .
C18A C17 H17B 135.9 .
N2 C17 H17B 108.7 .
C18 C17 H17B 108.0 .
H17C C17 H17B 109.1 .
H17A C17 H17B 108.0 .
C18 C19 C20A 129.8(5) .
C18 C19 C20 114.7(3) .
C20A C19 C18A 113.2(5) .
C18 C19 H19C 108.6 .
C20A C19 H19C 120.2 .
C20 C19 H19C 108.6 .
C18A C19 H19C 115.3 .
C18 C19 H19D 108.6 .
C20 C19 H19D 108.6 .
H19C C19 H19D 107.6 .
C18 C19 H19A 107.8 .
C20A C19 H19A 120.7 .
C20 C19 H19A 108.1 .
C18A C19 H19A 115.6 .
H19D C19 H19A 108.9 .
C18 C19 H19B 109.2 .
C20 C19 H19B 109.0 .
H19C C19 H19B 106.5 .
H19A C19 H19B 107.8 .
C19 C18 C17 116.1(3) .
C19 C18 H18A 108.3 .
C17 C18 H18A 108.3 .
C19 C18 H18B 108.3 .
C17 C18 H18B 108.3 .
H18A C18 H18B 107.4 .
C21 C20 C19 117.8(5) .
C21 C20 H20A 107.8 .
C19 C20 H20A 107.9 .
C21 C20 H20B 107.8 .
C19 C20 H20B 107.8 .
H20A C20 H20B 107.2 .
C20 C21 C22 113.8(8) .
C20 C21 H21A 108.8 .
C22 C21 H21A 108.8 .
C20 C21 H21B 108.8 .
C22 C21 H21B 108.8 .
H21A C21 H21B 107.7 .
C23 C22 C21 115.2(6) .
C23 C22 H22A 108.4 .
C21 C22 H22A 108.4 .
C23 C22 H22B 108.5 .
C21 C22 H22B 108.5 .
H22A C22 H22B 107.5 .
C22 C23 C24 113.6(7) .
C22 C23 H23A 108.9 .
C24 C23 H23A 108.9 .
C22 C23 H23B 108.8 .
C24 C23 H23B 108.8 .
H23A C23 H23B 107.7 .
C25 C24 C23 114.9(6) .
C25 C24 H24A 108.5 .
C23 C24 H24A 108.5 .
C25 C24 H24B 108.6 .
C23 C24 H24B 108.6 .
H24A C24 H24B 107.5 .
C24 C25 C26 115.0(8) .
C24 C25 H25A 108.5 .
C26 C25 H25A 108.5 .
C24 C25 H25B 108.5 .
C26 C25 H25B 108.5 .
H25A C25 H25B 107.5 .
C27 C26 C25 115.3(7) .
C27 C26 H26A 108.4 .
C25 C26 H26A 108.4 .
C27 C26 H26B 108.5 .
C25 C26 H26B 108.5 .
H26A C26 H26B 107.5 .
C26 C27 C28 113.9(8) .
C26 C27 H27A 108.8 .
C28 C27 H27A 108.8 .
C26 C27 H27B 108.8 .
C28 C27 H27B 108.8 .
H27A C27 H27B 107.7 .
C17 C18A C19 118.5(6) .
C17 C18A H18C 107.6 .
C19 C18A H18C 107.7 .
C17 C18A H18D 107.7 .
C19 C18A H18D 107.7 .
H18C C18A H18D 107.1 .
C21A C20A C19 117.2(7) .
C21A C20A H20C 108.1 .
C19 C20A H20C 108.0 .
C21A C20A H20D 107.9 .
C19 C20A H20D 108.0 .
H20C C20A H20D 107.2 .
C20A C21A C22A 114.3(7) .
C20A C21A H21C 108.6 .
C22A C21A H21C 108.7 .
C20A C21A H21D 108.8 .
C22A C21A H21D 108.7 .
H21C C21A H21D 107.6 .
C23A C22A C21A 116.3(7) .
C23A C22A H22C 108.2 .
C21A C22A H22C 108.2 .
C23A C22A H22D 108.2 .
C21A C22A H22D 108.2 .
H22C C22A H22D 107.4 .
C22A C23A C24A 115.4(7) .
C22A C23A H23C 108.4 .
C24A C23A H23C 108.4 .
C22A C23A H23D 108.5 .
C24A C23A H23D 108.4 .
H23C C23A H23D 107.5 .
C25A C24A C23A 115.0(7) .
C25A C24A H24C 108.5 .
C23A C24A H24C 108.5 .
C25A C24A H24D 108.5 .
C23A C24A H24D 108.5 .
H24C C24A H24D 107.5 .
C24A C25A C26A 116.2(7) .
C24A C25A H25C 108.2 .
C26A C25A H25C 108.2 .
C24A C25A H25D 108.2 .
C26A C25A H25D 108.3 .
H25C C25A H25D 107.4 .
C27A C26A C25A 115.7(7) .
C27A C26A H26C 108.4 .
C25A C26A H26C 108.4 .
C27A C26A H26D 108.3 .
C25A C26A H26D 108.3 .
H26C C26A H26D 107.4 .
C26A C27A C28A 115.4(8) .
C26A C27A H27C 108.4 .
C28A C27A H27C 108.3 .
C26A C27A H27D 108.4 .
C28A C27A H27D 108.5 .
H27C C27A H27D 107.5 .
C27A C28A H28D 109.6 .
C27A C28A H28E 109.5 .
H28D C28A H28E 109.5 .
C27A C28A H28F 109.4 .
H28D C28A H28F 109.5 .
H28E C28A H28F 109.5 .
F1 B1 F2 112.6(4) .
F1 B1 F4 111.2(4) .
F2 B1 F4 107.9(4) .
F1 B1 F3 109.7(4) .
F2 B1 F3 108.2(4) .
F4 B1 F3 106.9(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.321(4) .
N1 C3 1.395(3) .
N1 C5 1.472(4) .
N2 C1 1.329(4) .
N2 C2 1.408(4) .
N2 C17 1.468(4) .
C1 H1A 0.9500 .
C2 C4 1.387(4) .
C2 C3 1.401(5) .
C3 C4 1.374(4) 2_676
C4 C3 1.374(4) 2_676
C4 H4A 0.9500 .
C5 C6 1.504(4) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.514(4) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.519(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.517(4) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.534(4) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.520(4) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.529(4) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.522(4) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.519(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.515(4) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.530(4) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18A 1.459(6) .
C17 C18 1.522(4) .
C17 H17C 0.9900 .
C17 H17D 0.9900 .
C17 H17A 0.9600 .
C17 H17B 0.9599 .
C19 C18 1.488(5) .
C19 C20A 1.504(6) .
C19 C20 1.513(4) .
C19 C18A 1.513(6) .
C19 H19C 0.9900 .
C19 H19D 0.9900 .
C19 H19A 0.9601 .
C19 H19B 0.9599 .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C20 C21 1.503(7) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.518(7) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.504(7) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.519(7) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.502(7) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 C26 1.513(7) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 C27 1.508(7) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C28 1.518(7) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C18A H18C 0.9900 .
C18A H18D 0.9900 .
C20A C21A 1.500(7) .
C20A H19B 1.4701 .
C20A H20C 0.9900 .
C20A H20D 0.9900 .
C21A C22A 1.513(7) .
C21A H21C 0.9900 .
C21A H21D 0.9900 .
C22A C23A 1.502(7) .
C22A H22C 0.9900 .
C22A H22D 0.9900 .
C23A C24A 1.506(7) .
C23A H23C 0.9900 .
C23A H23D 0.9900 .
C24A C25A 1.503(7) .
C24A H24C 0.9900 .
C24A H24D 0.9900 .
C25A C26A 1.503(7) .
C25A H25C 0.9900 .
C25A H25D 0.9900 .
C26A C27A 1.505(8) .
C26A H26C 0.9900 .
C26A H26D 0.9900 .
C27A C28A 1.507(8) .
C27A H27C 0.9900 .
C27A H27D 0.9900 .
C28A H28D 0.9800 .
C28A H28E 0.9800 .
C28A H28F 0.9800 .
F1 B1 1.337(5) .
F2 B1 1.372(5) .
F3 B1 1.397(4) .
F4 B1 1.384(5) .
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_4
C3 N1 C1 N2 0.6(4) .
C5 N1 C1 N2 167.8(3) .
C2 N2 C1 N1 -1.3(4) .
C17 N2 C1 N1 -177.1(3) .
C1 N2 C2 C4 -179.5(3) .
C17 N2 C2 C4 -3.8(5) .
C1 N2 C2 C3 1.5(3) .
C17 N2 C2 C3 177.2(3) .
C1 N1 C3 C4 179.4(3) 2_676
C5 N1 C3 C4 12.3(5) 2_676
C1 N1 C3 C2 0.3(3) .
C5 N1 C3 C2 -166.8(3) .
C4 C2 C3 C4 0.6(5) 2_676
N2 C2 C3 C4 179.7(3) 2_676
C4 C2 C3 N1 179.8(3) .
N2 C2 C3 N1 -1.1(3) .
C3 C2 C4 C3 -0.6(5) 2_676
N2 C2 C4 C3 -179.4(3) 2_676
C1 N1 C5 C6 -98.7(4) .
C3 N1 C5 C6 66.2(4) .
N1 C5 C6 C7 177.3(3) .
C5 C6 C7 C8 178.8(3) .
C6 C7 C8 C9 177.0(3) .
C7 C8 C9 C10 177.2(3) .
C8 C9 C10 C11 175.2(3) .
C9 C10 C11 C12 179.5(3) .
C10 C11 C12 C13 -179.4(3) .
C11 C12 C13 C14 -179.3(3) .
C12 C13 C14 C15 -178.8(3) .
C13 C14 C15 C16 178.5(3) .
C1 N2 C17 C18A -105.5(5) .
C2 N2 C17 C18A 79.5(5) .
C1 N2 C17 C18 -52.5(4) .
C2 N2 C17 C18 132.5(3) .
C20A C19 C18 C17 -127.8(6) .
C20 C19 C18 C17 -171.9(4) .
C18A C19 C18 C17 -41.2(5) .
C18A C17 C18 C19 42.9(6) .
N2 C17 C18 C19 -60.7(5) .
C18 C19 C20 C21 176.7(5) .
C20A C19 C20 C21 53.4(7) .
C18A C19 C20 C21 122.6(8) .
C19 C20 C21 C22 -174.8(6) .
C20 C21 C22 C23 -179.4(7) .
C21 C22 C23 C24 -177.9(7) .
C22 C23 C24 C25 -177.2(8) .
C23 C24 C25 C26 178.8(8) .
C24 C25 C26 C27 179.6(9) .
C25 C26 C27 C28 179.4(9) .
N2 C17 C18A C19 56.3(10) .
C18 C17 C18A C19 -43.2(6) .
C18 C19 C18A C17 44.7(6) .
C20A C19 C18A C17 168.0(8) .
C20 C19 C18A C17 127.4(7) .
C18 C19 C20A C21A -129.7(11) .
C20 C19 C20A C21A -48.4(12) .
C18A C19 C20A C21A 176.6(12) .
C19 C20A C21A C22A 176.8(12) .
C20A C21A C22A C23A 179.3(15) .
C21A C22A C23A C24A 178.9(15) .
C22A C23A C24A C25A -179.1(15) .
C23A C24A C25A C26A -179.5(16) .
C24A C25A C26A C27A -179.0(17) .
C25A C26A C27A C28A 177.6(17) .
