#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:15:31 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178427 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/48/4024891.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_4024891
loop_
_publ_author_name
'Junro Yoshino'
'Naokazu Kano'
'Takayuki Kawashima'
_publ_contact_author_address
;
Department of Chemistry, Graduate School of Science,
The University of Tokyo,
7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan
;
_publ_contact_author_email       kano@chem.s.u-tokyo.ac.jp
_publ_contact_author_fax         +81-5800-6899
_publ_contact_author_name        'Naokazu Kano'
_publ_contact_author_phone       +81-5841-4341
_publ_section_title
;
Fluorescence Properties of Simple N-Substituted Aldimines with a B-N
Interaction and Their Fluorescence Quenching by a Cyanide Ion
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7496
_journal_page_last               7503
_journal_paper_doi               10.1021/jo901733b
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C25 H10 B F10 N'
_chemical_formula_sum            'C25 H10 B F10 N'
_chemical_formula_weight         525.15
_chemical_name_common            azomethine
_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                101.811(5)
_cell_angle_beta                 114.010(6)
_cell_angle_gamma                90.459(5)
_cell_formula_units_Z            2
_cell_length_a                   10.059(5)
_cell_length_b                   10.511(5)
_cell_length_c                   10.888(6)
_cell_measurement_reflns_used    3358
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      3.1339
_cell_volume                     1024.0(9)
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_molecular_graphics    ORTEP-III
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 14.5666
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
scan:
    Number of images: 600
               Slice: -70.0000 - 110.0000
         Image width: 0.3000
            Exp time: 12.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 45.0780
              2theta: 19.7459
scan:
    Number of images: 600
               Slice: -70.0000 - 110.0000
         Image width: 0.3000
            Exp time: 12.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 45.0780
              2theta: 19.7459

;
_diffrn_measurement_device
;
Mercury CCD (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC8: Eulerian 3-circle
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.1080
_diffrn_orient_matrix_UB_12      -0.0159
_diffrn_orient_matrix_UB_13      -0.0076
_diffrn_orient_matrix_UB_21      -0.0050
_diffrn_orient_matrix_UB_22      -0.0706
_diffrn_orient_matrix_UB_23      -0.0673
_diffrn_orient_matrix_UB_31      0.0442
_diffrn_orient_matrix_UB_32      0.0432
_diffrn_orient_matrix_UB_33      -0.0827
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0096
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6530
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.14
_diffrn_source_current           40.0000
_diffrn_source_power             2.0000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.9681
_exptl_absorpt_correction_T_min  0.9085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Jacobson, R. (1998) Private communication
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         3500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0322
_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)+(0.0392P)²+0.5240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0843
_reflns_number_gt                3139
_reflns_number_total             3500
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901733b_si_001.cif
_cod_data_source_block           4a
_cod_database_code               4024891
#BEGIN Tags that were not found in dictionaries:
_diffrn_reflns_av_sigmai/deti    0.0508
#END Tags that were not found in dictionaries
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
B1 B 0.6235(2) 0.28422(16) 0.32583(18) 0.0186(4) Uani 1 1 d . . .
C1 C 0.44964(18) 0.24252(15) 0.24587(15) 0.0198(3) Uani 1 1 d . . .
C2 C 0.32932(18) 0.30905(16) 0.23483(16) 0.0229(3) Uani 1 1 d . . .
H1 H 0.3414 0.3945 0.2902 0.027 Uiso 1 1 calc R . .
C3 C 0.19109(18) 0.25127(17) 0.14308(17) 0.0258(4) Uani 1 1 d . . .
H2 H 0.1090 0.2980 0.1366 0.031 Uiso 1 1 calc R . .
C4 C 0.16879(18) 0.12637(17) 0.05976(17) 0.0266(4) Uani 1 1 d . . .
H3 H 0.0727 0.0894 -0.0035 0.032 Uiso 1 1 calc R . .
C5 C 0.28793(19) 0.05585(16) 0.06947(16) 0.0250(4) Uani 1 1 d . . .
H4 H 0.2754 -0.0301 0.0148 0.030 Uiso 1 1 calc R . .
C6 C 0.42690(17) 0.11670(15) 0.16301(15) 0.0188(3) Uani 1 1 d . . .
C7 C 0.56513(18) 0.06586(15) 0.18490(16) 0.0210(3) Uani 1 1 d . . .
H5 H 0.5738 -0.0204 0.1428 0.025 Uiso 1 1 calc R . .
N1 N 0.67652(14) 0.14917(12) 0.26759(13) 0.0186(3) Uani 1 1 d . . .
C8 C 0.82557(17) 0.11874(15) 0.30742(15) 0.0201(3) Uani 1 1 d . . .
C9 C 0.86089(19) -0.00849(15) 0.30624(16) 0.0254(4) Uani 1 1 d . . .
H6 H 0.7867 -0.0774 0.2813 0.031 Uiso 1 1 calc R . .
C10 C 1.0046(2) -0.03469(17) 0.34143(18) 0.0308(4) Uani 1 1 d . . .
H7 H 1.0285 -0.1221 0.3392 0.037 Uiso 1 1 calc R . .
C11 C 1.1133(2) 0.06472(18) 0.37971(18) 0.0303(4) Uani 1 1 d . . .
H8 H 1.2116 0.0458 0.4028 0.036 Uiso 1 1 calc R . .
C12 C 1.07925(18) 0.19158(17) 0.38438(17) 0.0259(4) Uani 1 1 d . . .
H9 H 1.1546 0.2602 0.4123 0.031 Uiso 1 1 calc R . .
C13 C 0.93568(18) 0.22003(15) 0.34868(16) 0.0230(3) Uani 1 1 d . . .
H10 H 0.9126 0.3078 0.3523 0.028 Uiso 1 1 calc R . .
C14 C 0.69818(17) 0.30242(14) 0.49415(15) 0.0182(3) Uani 1 1 d . . .
C15 C 0.64683(17) 0.22086(15) 0.55454(16) 0.0203(3) Uani 1 1 d . . .
C16 C 0.70742(18) 0.22384(16) 0.69437(17) 0.0242(4) Uani 1 1 d . . .
C17 C 0.82631(18) 0.31138(17) 0.78176(16) 0.0261(4) Uani 1 1 d . . .
C18 C 0.88235(17) 0.39467(16) 0.72829(16) 0.0248(4) Uani 1 1 d . . .
C19 C 0.81902(17) 0.38830(15) 0.58762(16) 0.0204(3) Uani 1 1 d . . .
F1 F 0.53392(11) 0.12888(9) 0.47514(10) 0.0286(2) Uani 1 1 d . . .
F2 F 0.65424(12) 0.13929(11) 0.74465(10) 0.0359(3) Uani 1 1 d . . .
F3 F 0.88978(12) 0.31263(12) 0.91667(10) 0.0404(3) Uani 1 1 d . . .
F4 F 0.99954(11) 0.48056(10) 0.81201(10) 0.0376(3) Uani 1 1 d . . .
F5 F 0.88328(10) 0.47192(9) 0.54372(10) 0.0275(2) Uani 1 1 d . . .
C20 C 0.65331(16) 0.40595(14) 0.26502(15) 0.0173(3) Uani 1 1 d . . .
C21 C 0.63301(16) 0.53157(15) 0.31997(15) 0.0182(3) Uani 1 1 d . . .
C22 C 0.63687(16) 0.63735(14) 0.26490(16) 0.0190(3) Uani 1 1 d . . .
C23 C 0.65877(16) 0.62033(14) 0.14556(16) 0.0191(3) Uani 1 1 d . . .
C24 C 0.67641(16) 0.49778(15) 0.08444(15) 0.0184(3) Uani 1 1 d . . .
C25 C 0.67331(17) 0.39421(14) 0.14445(15) 0.0176(3) Uani 1 1 d . . .
F6 F 0.60375(10) 0.55444(9) 0.43329(9) 0.0241(2) Uani 1 1 d . . .
F7 F 0.61638(11) 0.75665(8) 0.32362(10) 0.0266(2) Uani 1 1 d . . .
F8 F 0.65856(11) 0.72178(9) 0.08803(10) 0.0281(2) Uani 1 1 d . . .
F9 F 0.69283(10) 0.47935(9) -0.03385(9) 0.0250(2) Uani 1 1 d . . .
F10 F 0.68778(11) 0.27627(8) 0.07584(9) 0.0251(2) Uani 1 1 d . . .
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'
B B 0.0013 0.0007 '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'
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
C1 B1 N1 97.67(12) . . ?
C1 B1 C20 105.10(12) . . ?
N1 B1 C20 113.25(12) . . ?
C1 B1 C14 117.43(13) . . ?
N1 B1 C14 104.65(12) . . ?
C20 B1 C14 117.23(13) . . ?
C2 C1 C6 118.20(15) . . ?
C2 C1 B1 133.16(15) . . ?
C6 C1 B1 108.26(13) . . ?
C1 C2 C3 119.89(16) . . ?
C1 C2 H1 120.1 . . ?
C3 C2 H1 120.1 . . ?
C2 C3 C4 121.82(16) . . ?
C2 C3 H2 119.1 . . ?
C4 C3 H2 119.1 . . ?
C3 C4 C5 119.75(15) . . ?
C3 C4 H3 120.1 . . ?
C5 C4 H3 120.1 . . ?
C4 C5 C6 117.31(15) . . ?
C4 C5 H4 121.3 . . ?
C6 C5 H4 121.3 . . ?
C1 C6 C5 123.02(15) . . ?
C1 C6 C7 109.94(14) . . ?
C5 C6 C7 126.98(15) . . ?
N1 C7 C6 113.33(14) . . ?
N1 C7 H5 123.3 . . ?
C6 C7 H5 123.3 . . ?
C7 N1 C8 123.08(13) . . ?
C7 N1 B1 110.65(13) . . ?
C8 N1 B1 126.13(12) . . ?
C9 C8 C13 119.83(15) . . ?
C9 C8 N1 121.25(14) . . ?
C13 C8 N1 118.92(14) . . ?
C10 C9 C8 119.73(15) . . ?
C10 C9 H6 120.1 . . ?
C8 C9 H6 120.1 . . ?
C11 C10 C9 120.62(16) . . ?
C11 C10 H7 119.7 . . ?
C9 C10 H7 119.7 . . ?
C12 C11 C10 119.84(16) . . ?
C12 C11 H8 120.1 . . ?
C10 C11 H8 120.1 . . ?
C11 C12 C13 120.51(16) . . ?
C11 C12 H9 119.7 . . ?
C13 C12 H9 119.7 . . ?
C12 C13 C8 119.42(15) . . ?
C12 C13 H10 120.3 . . ?
C8 C13 H10 120.3 . . ?
C19 C14 C15 113.65(14) . . ?
C19 C14 B1 126.26(14) . . ?
C15 C14 B1 119.93(14) . . ?
F1 C15 C16 115.72(14) . . ?
F1 C15 C14 119.98(14) . . ?
C16 C15 C14 124.26(15) . . ?
F2 C16 C17 119.72(14) . . ?
F2 C16 C15 120.84(15) . . ?
C17 C16 C15 119.41(15) . . ?
F3 C17 C16 120.32(16) . . ?
F3 C17 C18 120.53(16) . . ?
C16 C17 C18 119.12(15) . . ?
F4 C18 C17 120.07(15) . . ?
F4 C18 C19 120.16(16) . . ?
C17 C18 C19 119.76(15) . . ?
F5 C19 C18 115.73(14) . . ?
F5 C19 C14 120.47(14) . . ?
C18 C19 C14 123.80(15) . . ?
C21 C20 C25 113.89(13) . . ?
C21 C20 B1 119.79(13) . . ?
C25 C20 B1 125.32(13) . . ?
F6 C21 C22 116.22(13) . . ?
F6 C21 C20 119.63(13) . . ?
C22 C21 C20 124.13(14) . . ?
F7 C22 C21 121.03(14) . . ?
F7 C22 C23 119.44(13) . . ?
C21 C22 C23 119.51(14) . . ?
F8 C23 C24 120.47(14) . . ?
F8 C23 C22 120.34(14) . . ?
C24 C23 C22 119.16(13) . . ?
F9 C24 C23 119.66(13) . . ?
F9 C24 C25 120.98(13) . . ?
C23 C24 C25 119.34(14) . . ?
F10 C25 C24 115.58(13) . . ?
F10 C25 C20 120.47(13) . . ?
C24 C25 C20 123.93(14) . . ?
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
B1 C1 1.613(2) . ?
B1 N1 1.619(2) . ?
B1 C20 1.633(2) . ?
B1 C14 1.641(2) . ?
C1 C2 1.378(2) . ?
C1 C6 1.398(2) . ?
C2 C3 1.381(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.392(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.393(3) . ?
C4 H3 0.9500 . ?
C5 C6 1.400(2) . ?
C5 H4 0.9500 . ?
C6 C7 1.439(2) . ?
C7 N1 1.294(2) . ?
C7 H5 0.9500 . ?
N1 C8 1.440(2) . ?
C8 C9 1.385(2) . ?
C8 C13 1.394(2) . ?
C9 C10 1.382(3) . ?
C9 H6 0.9500 . ?
C10 C11 1.376(3) . ?
C10 H7 0.9500 . ?
C11 C12 1.375(3) . ?
C11 H8 0.9500 . ?
C12 C13 1.387(2) . ?
C12 H9 0.9500 . ?
C13 H10 0.9500 . ?
C14 C19 1.388(2) . ?
C14 C15 1.391(2) . ?
C15 F1 1.3466(19) . ?
C15 C16 1.384(2) . ?
C16 F2 1.3437(19) . ?
C16 C17 1.371(3) . ?
C17 F3 1.3395(19) . ?
C17 C18 1.375(3) . ?
C18 F4 1.344(2) . ?
C18 C19 1.386(2) . ?
C19 F5 1.3540(19) . ?
C20 C21 1.387(2) . ?
C20 C25 1.389(2) . ?
C21 F6 1.3573(18) . ?
C21 C22 1.374(2) . ?
C22 F7 1.3443(18) . ?
C22 C23 1.381(2) . ?
C23 F8 1.3424(17) . ?
C23 C24 1.372(2) . ?
C24 F9 1.3399(18) . ?
C24 C25 1.386(2) . ?
C25 F10 1.3522(18) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 B1 C1 C2 -174.75(16) . . . . ?
C20 B1 C1 C2 -58.1(2) . . . . ?
C14 B1 C1 C2 74.3(2) . . . . ?
N1 B1 C1 C6 -2.24(14) . . . . ?
C20 B1 C1 C6 114.44(13) . . . . ?
C14 B1 C1 C6 -113.18(14) . . . . ?
C6 C1 C2 C3 -0.4(2) . . . . ?
B1 C1 C2 C3 171.58(15) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C2 C1 C6 C5 0.2(2) . . . . ?
B1 C1 C6 C5 -173.60(13) . . . . ?
C2 C1 C6 C7 177.56(13) . . . . ?
B1 C1 C6 C7 3.75(16) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C4 C5 C6 C7 -176.39(14) . . . . ?
C1 C6 C7 N1 -4.05(18) . . . . ?
C5 C6 C7 N1 173.17(14) . . . . ?
C6 C7 N1 C8 178.31(13) . . . . ?
C6 C7 N1 B1 2.39(17) . . . . ?
C1 B1 N1 C7 -0.08(14) . . . . ?
C20 B1 N1 C7 -110.21(15) . . . . ?
C14 B1 N1 C7 120.96(13) . . . . ?
C1 B1 N1 C8 -175.85(12) . . . . ?
C20 B1 N1 C8 74.02(18) . . . . ?
C14 B1 N1 C8 -54.81(17) . . . . ?
C7 N1 C8 C9 -25.6(2) . . . . ?
B1 N1 C8 C9 149.70(15) . . . . ?
C7 N1 C8 C13 154.88(15) . . . . ?
B1 N1 C8 C13 -29.8(2) . . . . ?
C13 C8 C9 C10 -2.2(2) . . . . ?
N1 C8 C9 C10 178.22(14) . . . . ?
C8 C9 C10 C11 1.0(3) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C10 C11 C12 C13 -1.0(3) . . . . ?
C11 C12 C13 C8 -0.2(2) . . . . ?
C9 C8 C13 C12 1.8(2) . . . . ?
N1 C8 C13 C12 -178.60(14) . . . . ?
C1 B1 C14 C19 -148.99(15) . . . . ?
N1 B1 C14 C19 104.08(17) . . . . ?
C20 B1 C14 C19 -22.3(2) . . . . ?
C1 B1 C14 C15 35.8(2) . . . . ?
N1 B1 C14 C15 -71.14(17) . . . . ?
C20 B1 C14 C15 162.46(14) . . . . ?
C19 C14 C15 F1 -177.19(13) . . . . ?
B1 C14 C15 F1 -1.4(2) . . . . ?
C19 C14 C15 C16 0.6(2) . . . . ?
B1 C14 C15 C16 176.42(14) . . . . ?
F1 C15 C16 F2 -0.2(2) . . . . ?
C14 C15 C16 F2 -178.09(14) . . . . ?
F1 C15 C16 C17 177.58(14) . . . . ?
C14 C15 C16 C17 -0.3(2) . . . . ?
F2 C16 C17 F3 0.2(2) . . . . ?
C15 C16 C17 F3 -177.59(14) . . . . ?
F2 C16 C17 C18 178.03(14) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
F3 C17 C18 F4 -1.7(2) . . . . ?
C16 C17 C18 F4 -179.49(13) . . . . ?
F3 C17 C18 C19 177.30(13) . . . . ?
C16 C17 C18 C19 -0.5(2) . . . . ?
F4 C18 C19 F5 0.4(2) . . . . ?
C17 C18 C19 F5 -178.59(13) . . . . ?
F4 C18 C19 C14 179.89(14) . . . . ?
C17 C18 C19 C14 0.9(2) . . . . ?
C15 C14 C19 F5 178.56(13) . . . . ?
B1 C14 C19 F5 3.1(2) . . . . ?
C15 C14 C19 C18 -0.9(2) . . . . ?
B1 C14 C19 C18 -176.40(14) . . . . ?
C1 B1 C20 C21 83.66(17) . . . . ?
N1 B1 C20 C21 -170.89(13) . . . . ?
C14 B1 C20 C21 -48.8(2) . . . . ?
C1 B1 C20 C25 -84.18(18) . . . . ?
N1 B1 C20 C25 21.3(2) . . . . ?
C14 B1 C20 C25 143.33(15) . . . . ?
C25 C20 C21 F6 176.16(13) . . . . ?
B1 C20 C21 F6 7.0(2) . . . . ?
C25 C20 C21 C22 -2.2(2) . . . . ?
B1 C20 C21 C22 -171.31(14) . . . . ?
F6 C21 C22 F7 1.7(2) . . . . ?
C20 C21 C22 F7 -179.94(14) . . . . ?
F6 C21 C22 C23 -176.80(13) . . . . ?
C20 C21 C22 C23 1.6(2) . . . . ?
F7 C22 C23 F8 -0.5(2) . . . . ?
C21 C22 C23 F8 178.03(13) . . . . ?
F7 C22 C23 C24 -178.58(13) . . . . ?
C21 C22 C23 C24 -0.1(2) . . . . ?
F8 C23 C24 F9 -0.3(2) . . . . ?
C22 C23 C24 F9 177.77(13) . . . . ?
F8 C23 C24 C25 -178.72(13) . . . . ?
C22 C23 C24 C25 -0.6(2) . . . . ?
F9 C24 C25 F10 0.0(2) . . . . ?
C23 C24 C25 F10 178.38(13) . . . . ?
F9 C24 C25 C20 -178.47(14) . . . . ?
C23 C24 C25 C20 -0.1(2) . . . . ?
C21 C20 C25 F10 -176.99(13) . . . . ?
B1 C20 C25 F10 -8.5(2) . . . . ?
C21 C20 C25 C24 1.4(2) . . . . ?
B1 C20 C25 C24 169.86(15) . . . . ?
