#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/48/4024896.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_4024896
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         'C20 H8 B F10 N O'
_chemical_formula_sum            'C20 H8 B F10 N O'
_chemical_formula_weight         479.08
_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                96.728(12)
_cell_angle_beta                 98.789(12)
_cell_angle_gamma                97.675(12)
_cell_formula_units_Z            2
_cell_length_a                   6.725(5)
_cell_length_b                   9.160(8)
_cell_length_c                   15.492(13)
_cell_measurement_reflns_used    2168
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      3.1005
_cell_volume                     925.4(13)
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_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 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details
;
scan:
    Number of images: 720
               Slice: -70.0000 - 110.0000
         Image width: 0.2500
            Exp time: 21.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 45.1603
              2theta: 19.4948
scan:
    Number of images: 720
               Slice: -70.0000 - 110.0000
         Image width: 0.2500
            Exp time: 21.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 45.1603
              2theta: 19.4948

;
_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      -0.1189
_diffrn_orient_matrix_UB_12      0.0379
_diffrn_orient_matrix_UB_13      0.0872
_diffrn_orient_matrix_UB_21      0.0527
_diffrn_orient_matrix_UB_22      0.0643
_diffrn_orient_matrix_UB_23      0.0739
_diffrn_orient_matrix_UB_31      -0.0151
_diffrn_orient_matrix_UB_32      0.0586
_diffrn_orient_matrix_UB_33      -0.0263
_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  0.0283
_diffrn_reflns_av_sigmaI/netI    0.0697
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5884
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  0.9576
_exptl_absorpt_correction_T_min  0.9414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Rigaku, Private communication
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         3158
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0387
_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)+(0.0364P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1016
_reflns_number_gt                2562
_reflns_number_total             3158
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901733b_si_006.cif
_cod_data_source_block           7
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_database_code               4024896
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 0.5408(3) 0.2803(2) 0.75509(15) 0.0175(5) Uani 1 1 d . . .
C1 C 0.3858(3) 0.3817(2) 0.71164(12) 0.0187(4) Uani 1 1 d . . .
C2 C 0.1883(3) 0.3484(2) 0.66606(13) 0.0208(5) Uani 1 1 d . . .
H1 H 0.1189 0.2490 0.6564 0.025 Uiso 1 1 calc R . .
C3 C 0.0911(3) 0.4628(2) 0.63417(14) 0.0271(5) Uani 1 1 d . . .
H2 H -0.0434 0.4392 0.6016 0.033 Uiso 1 1 calc R . .
C4 C 0.1871(3) 0.6093(3) 0.64922(16) 0.0327(6) Uani 1 1 d . . .
H3 H 0.1185 0.6846 0.6266 0.039 Uiso 1 1 calc R . .
C5 C 0.3839(3) 0.6466(2) 0.69739(15) 0.0298(5) Uani 1 1 d . . .
H4 H 0.4502 0.7469 0.7095 0.036 Uiso 1 1 calc R . .
C6 C 0.4802(3) 0.5319(2) 0.72719(14) 0.0220(5) Uani 1 1 d . . .
C7 C 0.6862(3) 0.5437(2) 0.77580(14) 0.0241(5) Uani 1 1 d . . .
H5 H 0.7795 0.6336 0.7928 0.029 Uiso 1 1 calc R . .
N1 N 0.7237(2) 0.41491(18) 0.79244(11) 0.0202(4) Uani 1 1 d . . .
O1 O 0.9047(2) 0.38171(16) 0.83479(9) 0.0256(4) Uani 1 1 d . . .
C8 C 1.0570(3) 0.5099(2) 0.86949(15) 0.0316(6) Uani 1 1 d . . .
H6 H 1.0960 0.5602 0.8208 0.047 Uiso 1 1 calc R . .
H7 H 1.1770 0.4781 0.9018 0.047 Uiso 1 1 calc R . .
H8 H 1.0015 0.5786 0.9095 0.047 Uiso 1 1 calc R . .
C9 C 0.6303(3) 0.1656(2) 0.68643(12) 0.0156(4) Uani 1 1 d . . .
C10 C 0.6388(3) 0.1884(2) 0.59982(13) 0.0174(4) Uani 1 1 d . . .
C11 C 0.7116(3) 0.0939(2) 0.54022(12) 0.0203(5) Uani 1 1 d . . .
C12 C 0.7812(3) -0.0325(2) 0.56562(13) 0.0200(5) Uani 1 1 d . . .
C13 C 0.7796(3) -0.0591(2) 0.65121(13) 0.0200(5) Uani 1 1 d . . .
C14 C 0.7094(3) 0.0395(2) 0.70942(12) 0.0177(4) Uani 1 1 d . . .
F1 F 0.57511(18) 0.31073(13) 0.56928(8) 0.0255(3) Uani 1 1 d . . .
F2 F 0.71249(18) 0.12162(14) 0.45688(7) 0.0290(3) Uani 1 1 d . . .
F3 F 0.84740(18) -0.12801(14) 0.50823(8) 0.0297(3) Uani 1 1 d . . .
F4 F 0.84527(18) -0.18270(13) 0.67701(8) 0.0294(3) Uani 1 1 d . . .
F5 F 0.71647(18) 0.00566(13) 0.79199(7) 0.0268(3) Uani 1 1 d . . .
C15 C 0.4529(3) 0.2070(2) 0.83491(13) 0.0186(4) Uani 1 1 d . . .
C16 C 0.3150(3) 0.0740(2) 0.81635(13) 0.0208(5) Uani 1 1 d . . .
C17 C 0.2329(3) 0.0034(2) 0.87977(14) 0.0257(5) Uani 1 1 d . . .
C18 C 0.2839(3) 0.0673(3) 0.96697(14) 0.0290(5) Uani 1 1 d . . .
C19 C 0.4133(3) 0.1989(3) 0.98847(13) 0.0287(5) Uani 1 1 d . . .
C20 C 0.4946(3) 0.2663(2) 0.92357(13) 0.0246(5) Uani 1 1 d . . .
F6 F 0.25976(17) 0.00684(13) 0.73192(7) 0.0262(3) Uani 1 1 d . . .
F7 F 0.10692(19) -0.12792(14) 0.85733(8) 0.0363(3) Uani 1 1 d . . .
F8 F 0.2085(2) -0.00196(16) 1.02970(8) 0.0432(4) Uani 1 1 d . . .
F9 F 0.4657(2) 0.26332(17) 1.07406(8) 0.0439(4) Uani 1 1 d . . .
F10 F 0.6214(2) 0.39737(14) 0.95130(8) 0.0340(3) 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'
O O 0.0106 0.0060 '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
N1 B1 C1 95.66(16) . . ?
N1 B1 C15 111.24(17) . . ?
C1 B1 C15 110.37(17) . . ?
N1 B1 C9 105.98(16) . . ?
C1 B1 C9 116.54(17) . . ?
C15 B1 C9 115.16(17) . . ?
C2 C1 C6 118.22(19) . . ?
C2 C1 B1 132.46(18) . . ?
C6 C1 B1 109.31(18) . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H1 120.3 . . ?
C3 C2 H1 120.3 . . ?
C4 C3 C2 121.5(2) . . ?
C4 C3 H2 119.3 . . ?
C2 C3 H2 119.3 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H3 119.9 . . ?
C5 C4 H3 119.9 . . ?
C6 C5 C4 117.8(2) . . ?
C6 C5 H4 121.1 . . ?
C4 C5 H4 121.1 . . ?
C5 C6 C1 122.8(2) . . ?
C5 C6 C7 127.4(2) . . ?
C1 C6 C7 109.79(18) . . ?
N1 C7 C6 110.28(18) . . ?
N1 C7 H5 124.9 . . ?
C6 C7 H5 124.9 . . ?
C7 N1 O1 126.82(17) . . ?
C7 N1 B1 114.95(17) . . ?
O1 N1 B1 118.16(16) . . ?
N1 O1 C8 114.29(16) . . ?
O1 C8 H6 109.5 . . ?
O1 C8 H7 109.5 . . ?
H6 C8 H7 109.5 . . ?
O1 C8 H8 109.5 . . ?
H6 C8 H8 109.5 . . ?
H7 C8 H8 109.5 . . ?
C10 C9 C14 113.67(17) . . ?
C10 C9 B1 122.49(17) . . ?
C14 C9 B1 123.82(17) . . ?
F1 C10 C11 115.77(18) . . ?
F1 C10 C9 120.19(17) . . ?
C11 C10 C9 124.04(18) . . ?
F2 C11 C10 120.90(19) . . ?
F2 C11 C12 119.26(18) . . ?
C10 C11 C12 119.83(18) . . ?
F3 C12 C13 120.54(19) . . ?
F3 C12 C11 120.92(19) . . ?
C13 C12 C11 118.54(18) . . ?
F4 C13 C12 119.39(18) . . ?
F4 C13 C14 120.65(18) . . ?
C12 C13 C14 119.96(19) . . ?
F5 C14 C13 115.82(18) . . ?
F5 C14 C9 120.29(17) . . ?
C13 C14 C9 123.87(19) . . ?
C20 C15 C16 113.75(19) . . ?
C20 C15 B1 126.29(19) . . ?
C16 C15 B1 119.91(18) . . ?
F6 C16 C17 116.83(19) . . ?
F6 C16 C15 119.20(17) . . ?
C17 C16 C15 124.0(2) . . ?
F7 C17 C18 120.12(19) . . ?
F7 C17 C16 120.7(2) . . ?
C18 C17 C16 119.2(2) . . ?
F8 C18 C19 120.9(2) . . ?
F8 C18 C17 119.8(2) . . ?
C19 C18 C17 119.27(19) . . ?
F9 C19 C18 120.1(2) . . ?
F9 C19 C20 119.7(2) . . ?
C18 C19 C20 120.2(2) . . ?
F10 C20 C19 115.95(19) . . ?
F10 C20 C15 120.48(19) . . ?
C19 C20 C15 123.6(2) . . ?
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 N1 1.605(3) . ?
B1 C1 1.610(3) . ?
B1 C15 1.626(3) . ?
B1 C9 1.643(3) . ?
C1 C2 1.382(3) . ?
C1 C6 1.413(3) . ?
C2 C3 1.406(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.394(3) . ?
C4 H3 0.9500 . ?
C5 C6 1.393(3) . ?
C5 H4 0.9500 . ?
C6 C7 1.456(3) . ?
C7 N1 1.285(3) . ?
C7 H5 0.9500 . ?
N1 O1 1.381(2) . ?
O1 C8 1.442(2) . ?
C8 H6 0.9800 . ?
C8 H7 0.9800 . ?
C8 H8 0.9800 . ?
C9 C10 1.390(3) . ?
C9 C14 1.395(3) . ?
C10 F1 1.361(2) . ?
C10 C11 1.380(3) . ?
C11 F2 1.345(2) . ?
C11 C12 1.382(3) . ?
C12 F3 1.341(2) . ?
C12 C13 1.377(3) . ?
C13 F4 1.350(2) . ?
C13 C14 1.380(3) . ?
C14 F5 1.346(2) . ?
C15 C20 1.388(3) . ?
C15 C16 1.400(3) . ?
C16 F6 1.352(2) . ?
C16 C17 1.381(3) . ?
C17 F7 1.351(2) . ?
C17 C18 1.380(3) . ?
C18 F8 1.346(2) . ?
C18 C19 1.364(3) . ?
C19 F9 1.360(3) . ?
C19 C20 1.383(3) . ?
C20 F10 1.359(3) . ?
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 -179.3(2) . . . . ?
C15 B1 C1 C2 -64.1(3) . . . . ?
C9 B1 C1 C2 69.7(3) . . . . ?
N1 B1 C1 C6 -0.42(19) . . . . ?
C15 B1 C1 C6 114.74(19) . . . . ?
C9 B1 C1 C6 -111.44(19) . . . . ?
C6 C1 C2 C3 2.2(3) . . . . ?
B1 C1 C2 C3 -179.0(2) . . . . ?
C1 C2 C3 C4 -1.6(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
C4 C5 C6 C1 -0.9(3) . . . . ?
C4 C5 C6 C7 177.9(2) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
B1 C1 C6 C5 179.89(19) . . . . ?
C2 C1 C6 C7 180.00(17) . . . . ?
B1 C1 C6 C7 0.9(2) . . . . ?
C5 C6 C7 N1 180.0(2) . . . . ?
C1 C6 C7 N1 -1.2(2) . . . . ?
C6 C7 N1 O1 177.82(16) . . . . ?
C6 C7 N1 B1 0.9(2) . . . . ?
C1 B1 N1 C7 -0.3(2) . . . . ?
C15 B1 N1 C7 -114.73(19) . . . . ?
C9 B1 N1 C7 119.41(19) . . . . ?
C1 B1 N1 O1 -177.52(15) . . . . ?
C15 B1 N1 O1 68.0(2) . . . . ?
C9 B1 N1 O1 -57.8(2) . . . . ?
C7 N1 O1 C8 5.7(3) . . . . ?
B1 N1 O1 C8 -177.41(16) . . . . ?
N1 B1 C9 C10 -81.6(2) . . . . ?
C1 B1 C9 C10 23.3(3) . . . . ?
C15 B1 C9 C10 154.97(19) . . . . ?
N1 B1 C9 C14 96.6(2) . . . . ?
C1 B1 C9 C14 -158.46(19) . . . . ?
C15 B1 C9 C14 -26.8(3) . . . . ?
C14 C9 C10 F1 -177.16(16) . . . . ?
B1 C9 C10 F1 1.2(3) . . . . ?
C14 C9 C10 C11 2.1(3) . . . . ?
B1 C9 C10 C11 -179.55(18) . . . . ?
F1 C10 C11 F2 -1.8(3) . . . . ?
C9 C10 C11 F2 178.95(17) . . . . ?
F1 C10 C11 C12 179.44(17) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
F2 C11 C12 F3 -0.7(3) . . . . ?
C10 C11 C12 F3 178.14(17) . . . . ?
F2 C11 C12 C13 179.90(17) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
F3 C12 C13 F4 0.0(3) . . . . ?
C11 C12 C13 F4 179.39(17) . . . . ?
F3 C12 C13 C14 -179.41(17) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
F4 C13 C14 F5 1.7(3) . . . . ?
C12 C13 C14 F5 -178.98(18) . . . . ?
F4 C13 C14 C9 -176.85(18) . . . . ?
C12 C13 C14 C9 2.5(3) . . . . ?
C10 C9 C14 F5 178.12(16) . . . . ?
B1 C9 C14 F5 -0.2(3) . . . . ?
C10 C9 C14 C13 -3.4(3) . . . . ?
B1 C9 C14 C13 178.23(18) . . . . ?
N1 B1 C15 C20 12.5(3) . . . . ?
C1 B1 C15 C20 -92.4(2) . . . . ?
C9 B1 C15 C20 133.1(2) . . . . ?
N1 B1 C15 C16 -170.10(16) . . . . ?
C1 B1 C15 C16 85.0(2) . . . . ?
C9 B1 C15 C16 -49.5(3) . . . . ?
C20 C15 C16 F6 178.87(16) . . . . ?
B1 C15 C16 F6 1.2(3) . . . . ?
C20 C15 C16 C17 -2.5(3) . . . . ?
B1 C15 C16 C17 179.80(19) . . . . ?
F6 C16 C17 F7 1.3(3) . . . . ?
C15 C16 C17 F7 -177.31(18) . . . . ?
F6 C16 C17 C18 -179.89(18) . . . . ?
C15 C16 C17 C18 1.5(3) . . . . ?
F7 C17 C18 F8 0.3(3) . . . . ?
C16 C17 C18 F8 -178.53(19) . . . . ?
F7 C17 C18 C19 179.16(19) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
F8 C18 C19 F9 -1.0(3) . . . . ?
C17 C18 C19 F9 -179.86(19) . . . . ?
F8 C18 C19 C20 177.96(19) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
F9 C19 C20 F10 -1.2(3) . . . . ?
C18 C19 C20 F10 179.82(18) . . . . ?
F9 C19 C20 C15 178.64(18) . . . . ?
C18 C19 C20 C15 -0.3(3) . . . . ?
C16 C15 C20 F10 -178.20(17) . . . . ?
B1 C15 C20 F10 -0.7(3) . . . . ?
C16 C15 C20 C19 1.9(3) . . . . ?
B1 C15 C20 C19 179.43(19) . . . . ?
