#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:25:26 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288751 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/02/1570291.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_1570291
loop_
_publ_author_name
'Kalita, Kalyan Jyoti'
'Mondal, Saikat'
'Reddy, C. Malla'
'Vijayaraghavan, Ratheesh K.'
_publ_section_title
;
 Thermally activated delayed fluorescence in a mechanically soft
 charge-transfer complex: role of the locally excited state.
;
_journal_issue                   47
_journal_name_full               'Chemical science'
_journal_page_first              13870
_journal_page_last               13878
_journal_paper_doi               10.1039/d3sc03267a
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C4 F2 N, C14 H13 N'
_chemical_formula_sum            'C18 H13 F2 N2'
_chemical_formula_weight         295.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-05-04 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.890(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.21813(19)
_cell_length_b                   19.4553(3)
_cell_length_c                   8.39007(17)
_cell_measurement_reflns_used    5424
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      68.0390
_cell_measurement_theta_min      4.5270
_cell_volume                     1423.65(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -34.00  28.00   0.50    1.20    --  -41.33  29.00  57.00  124
  2  ω    -24.00  35.00   0.50    1.20    --  -41.33  11.00  90.00  118
  3  ω     29.00 110.00   0.50    1.20    --   41.33  29.00  57.00  162
  4  ω     84.00 166.00   0.50    4.79    --   96.67  29.00  57.00  164
  5  ω     90.00 124.00   0.50    4.79    --   96.67 145.00 -90.00   68
  6  ω    135.00 163.00   0.50    4.79    --   96.67 145.00 -90.00   56
  7  ω     90.00 123.00   0.50    4.79    --   96.67 145.00 -60.00   66
  8  ω     80.00 160.00   0.50    4.79    --   96.67  42.00-120.00  160
  9  ω     39.00  64.00   0.50    4.79    --   96.67 -68.00 120.00   50
 10  ω     41.00  82.00   0.50    4.79    --   96.67 -68.00 150.00   82
 11  ω     37.00  97.00   0.50    4.79    --   96.67-117.00 150.00  120
 12  ω     44.00 110.00   0.50    4.79    --   96.67-145.00  60.00  132
 13  ω     41.00  67.00   0.50    4.79    --   96.67 -59.00 -90.00   52
 14  ω     38.00  92.00   0.50    4.79    --   96.67 -77.00 -90.00  108
 15  ω     40.00  83.00   0.50    4.79    --   96.67 -68.00-180.00   86
 16  ω     30.00  55.00   0.50    4.79    --   96.67 -50.00 -90.00   50
 17  ω     30.00  55.00   0.50    4.79    --   96.67 -50.00 -60.00   50
 18  ω     29.00  54.00   0.50    4.79    --   96.67 -59.00 -60.00   50
 19  ω     30.00  56.00   0.50    4.79    --   96.67 -50.00 -30.00   52
 20  ω     36.00  68.00   0.50    4.79    --   96.67 -59.00   0.00   64
 21  ω     30.00  55.00   0.50    4.79    --   96.67 -50.00  30.00   50
 22  ω     30.00  55.00   0.50    4.79    --   96.67 -50.00  90.00   50
 23  ω    -25.00  48.00   0.50    1.20    --   41.33 -43.00  60.00  146
 24  ω    -25.00  48.00   0.50    1.20    --   41.33 -43.00  90.00  146
 25  ω    -27.00  34.00   0.50    1.20    --   41.33 -29.00-103.00  122
 26  ω     18.00  80.00   0.50    1.20    --   41.33-104.00-120.00  124
 27  ω     30.00  56.00   0.50    4.79    --   96.67 -50.00-120.00   52
 28  ω     31.00  57.00   0.50    4.79    --   96.67 -50.00-150.00   52
 29  ω     29.00  55.00   0.50    4.79    --   96.67 -59.00-150.00   52
 30  ω    -65.00  26.00   0.50    1.20    --  -41.33  65.00 120.00  182
 31  ω    -47.00 -15.00   0.50    4.79    --  -82.50  42.00   0.00   64
 32  ω    -47.00 -15.00   0.50    4.79    --  -82.50  42.00  60.00   64
 33  ω    -47.00 -15.00   0.50    4.79    --  -82.50  42.00  30.00   64
 34  ω    -47.00 -15.00   0.50    4.79    --  -82.50  42.00 -90.00   64
 35  ω    -47.00 -15.00   0.50    4.79    --  -82.50  42.00-120.00   64
 36  ω    -83.00 -14.00   0.50    4.79    --  -82.50  68.00-180.00  138
 37  ω   -110.00 -29.00   0.50    1.20    --  -41.33 -29.00-103.00  162
 38  ω   -151.00 -70.00   0.50    4.79    --  -82.50 -29.00-103.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1655206000
_diffrn_orient_matrix_UB_12      0.0275048000
_diffrn_orient_matrix_UB_13      -0.0519043000
_diffrn_orient_matrix_UB_21      -0.0167777000
_diffrn_orient_matrix_UB_22      -0.0115901000
_diffrn_orient_matrix_UB_23      -0.1867882000
_diffrn_orient_matrix_UB_31      -0.0593533000
_diffrn_orient_matrix_UB_32      -0.0733362000
_diffrn_orient_matrix_UB_33      0.0101315000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9254
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.226
_diffrn_reflns_theta_min         4.545
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       needle
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2566
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0563P)²+0.2398P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1028
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2164
_reflns_number_total             2566
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc03267a4.cif
_cod_data_source_block           kjk-etcetoh-needle
_cod_depositor_comments
'Adding full bibliography for 1570291--1570296.cif.'
_cod_database_code               1570291
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N F'
_chemical_oxdiff_usercomment     100K
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.921
_shelx_estimated_absorpt_t_min   0.680
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C14(H14), C17(H17), C20(H20), C18(H18), C13(H13), C12(H12), C19(H19)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.722
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F4 F 0.79647(9) 0.45861(4) 0.62982(11) 0.0310(2) Uani 1 1 d . . . . .
F5 F 0.61078(10) 0.45133(4) 0.81976(10) 0.0336(2) Uani 1 1 d . . . . .
N16 N 0.81024(13) 0.61705(6) 0.75326(14) 0.0237(3) Uani 1 1 d . . . . .
N7 N 0.22827(15) 0.49246(6) 0.78481(17) 0.0330(3) Uani 1 1 d . . . . .
C8 C 0.82954(16) 0.63666(7) 0.60236(17) 0.0227(3) Uani 1 1 d . . . . .
C9 C 0.69185(16) 0.66599(7) 0.49671(17) 0.0222(3) Uani 1 1 d . . . . .
C15 C 0.66327(16) 0.63503(7) 0.74874(18) 0.0234(3) Uani 1 1 d . . . . .
C10 C 0.58452(16) 0.66435(6) 0.58928(17) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.40324(16) 0.49630(7) 0.59906(18) 0.0247(3) Uani 1 1 d . . . . .
C3 C 0.55585(17) 0.47544(7) 0.66221(17) 0.0253(3) Uani 1 1 d . . . . .
C11 C 0.43256(16) 0.68592(7) 0.55402(18) 0.0247(3) Uani 1 1 d . . . . .
H11 H 0.377836 0.705180 0.447431 0.030 Uiso 1 1 calc R U . . .
C14 C 0.59310(17) 0.62701(7) 0.87180(18) 0.0262(3) Uani 1 1 d . . . . .
H14 H 0.646034 0.606848 0.977838 0.031 Uiso 1 1 calc R U . . .
C6 C 0.30560(17) 0.49355(7) 0.70166(19) 0.0268(3) Uani 1 1 d . . . . .
C17 C 0.95861(16) 0.63059(7) 0.55148(18) 0.0251(3) Uani 1 1 d . . . . .
H17 H 1.049840 0.609411 0.621549 0.030 Uiso 1 1 calc R U . . .
C20 C 0.68444(16) 0.69099(7) 0.33777(17) 0.0241(3) Uani 1 1 d . . . . .
H20 H 0.592366 0.710523 0.264919 0.029 Uiso 1 1 calc R U . . .
C18 C 0.94861(17) 0.65671(7) 0.39433(18) 0.0259(3) Uani 1 1 d . . . . .
H18 H 1.035606 0.654162 0.357399 0.031 Uiso 1 1 calc R U . . .
C13 C 0.44287(17) 0.64963(7) 0.83348(19) 0.0279(3) Uani 1 1 d . . . . .
H13 H 0.392702 0.645241 0.915621 0.033 Uiso 1 1 calc R U . . .
C12 C 0.36323(17) 0.67879(7) 0.67667(19) 0.0278(3) Uani 1 1 d . . . . .
H12 H 0.260502 0.693809 0.654444 0.033 Uiso 1 1 calc R U . . .
C19 C 0.81366(17) 0.68670(7) 0.28892(18) 0.0265(3) Uani 1 1 d . . . . .
H19 H 0.810821 0.704342 0.182377 0.032 Uiso 1 1 calc R U . . .
C1 C 0.65047(16) 0.47919(7) 0.56567(18) 0.0247(3) Uani 1 1 d . . . . .
C21 C 0.93446(17) 0.59311(8) 0.90053(18) 0.0288(3) Uani 1 1 d . . . . .
H21A H 0.992365 0.556552 0.865317 0.035 Uiso 1 1 calc R U . . .
H21B H 0.889985 0.572857 0.982590 0.035 Uiso 1 1 calc R U . . .
C22 C 1.04392(17) 0.65038(9) 0.98559(19) 0.0341(4) Uani 1 1 d . . . . .
H22A H 1.091195 0.669502 0.906169 0.051 Uiso 1 1 calc R U . . .
H22B H 1.123925 0.632013 1.084147 0.051 Uiso 1 1 calc R U . . .
H22C H 0.987341 0.686601 1.021396 0.051 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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
C8 N16 C15 108.55(11) . . ?
C8 N16 C21 124.18(12) . . ?
C15 N16 C21 126.43(12) . . ?
N16 C8 C9 109.22(12) . . ?
N16 C8 C17 129.11(13) . . ?
C17 C8 C9 121.68(13) . . ?
C8 C9 C10 106.67(12) . . ?
C20 C9 C8 119.67(13) . . ?
C20 C9 C10 133.63(13) . . ?
N16 C15 C10 108.90(13) . . ?
N16 C15 C14 129.41(13) . . ?
C14 C15 C10 121.68(13) . . ?
C15 C10 C9 106.61(12) . . ?
C11 C10 C9 133.93(13) . . ?
C11 C10 C15 119.44(13) . . ?
C3 C2 C6 120.90(13) . . ?
C1 C2 C3 117.89(13) 3_666 . ?
C1 C2 C6 121.21(13) 3_666 . ?
F5 C3 C2 119.36(13) . . ?
F5 C3 C1 119.52(13) . . ?
C1 C3 C2 121.12(13) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.00(13) . . ?
C12 C11 H11 120.5 . . ?
C15 C14 H14 121.3 . . ?
C13 C14 C15 117.43(13) . . ?
C13 C14 H14 121.3 . . ?
N7 C6 C2 178.83(15) . . ?
C8 C17 H17 121.3 . . ?
C18 C17 C8 117.35(13) . . ?
C18 C17 H17 121.3 . . ?
C9 C20 H20 120.6 . . ?
C19 C20 C9 118.72(13) . . ?
C19 C20 H20 120.6 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.68(14) . . ?
C19 C18 H18 119.2 . . ?
C14 C13 H13 119.1 . . ?
C14 C13 C12 121.71(14) . . ?
C12 C13 H13 119.1 . . ?
C11 C12 C13 120.73(14) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C20 C19 C18 120.87(13) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
F4 C1 C2 119.30(13) . 3_666 ?
F4 C1 C3 119.71(12) . . ?
C3 C1 C2 120.98(13) . 3_666 ?
N16 C21 H21A 109.1 . . ?
N16 C21 H21B 109.1 . . ?
N16 C21 C22 112.52(12) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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
F4 C1 1.3388(16) . ?
F5 C3 1.3380(16) . ?
N16 C8 1.3878(18) . ?
N16 C15 1.3878(18) . ?
N16 C21 1.4624(18) . ?
N7 C6 1.148(2) . ?
C8 C9 1.4121(19) . ?
C8 C17 1.393(2) . ?
C9 C10 1.443(2) . ?
C9 C20 1.400(2) . ?
C15 C10 1.419(2) . ?
C15 C14 1.393(2) . ?
C10 C11 1.399(2) . ?
C2 C3 1.394(2) . ?
C2 C6 1.434(2) . ?
C2 C1 1.393(2) 3_666 ?
C3 C1 1.371(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.388(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.382(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.399(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.402(2) . ?
C12 H12 0.9500 . ?
C19 H19 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.517(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
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
F5 C3 C1 F4 0.13(19) . . . . ?
F5 C3 C1 C2 179.68(12) . . . 3_666 ?
N16 C8 C9 C10 0.38(14) . . . . ?
N16 C8 C9 C20 178.77(11) . . . . ?
N16 C8 C17 C18 -177.88(13) . . . . ?
N16 C15 C10 C9 -2.01(14) . . . . ?
N16 C15 C10 C11 179.30(11) . . . . ?
N16 C15 C14 C13 -179.82(13) . . . . ?
C8 N16 C15 C10 2.28(15) . . . . ?
C8 N16 C15 C14 -178.56(14) . . . . ?
C8 N16 C21 C22 70.91(17) . . . . ?
C8 C9 C10 C15 0.99(14) . . . . ?
C8 C9 C10 C11 179.41(14) . . . . ?
C8 C9 C20 C19 -0.52(19) . . . . ?
C8 C17 C18 C19 -1.3(2) . . . . ?
C9 C8 C17 C18 2.1(2) . . . . ?
C9 C10 C11 C12 -177.55(14) . . . . ?
C9 C20 C19 C18 1.3(2) . . . . ?
C15 N16 C8 C9 -1.65(15) . . . . ?
C15 N16 C8 C17 178.38(14) . . . . ?
C15 N16 C21 C22 -97.35(16) . . . . ?
C15 C10 C11 C12 0.71(19) . . . . ?
C15 C14 C13 C12 0.7(2) . . . . ?
C10 C9 C20 C19 177.35(14) . . . . ?
C10 C15 C14 C13 -0.8(2) . . . . ?
C10 C11 C12 C13 -0.8(2) . . . . ?
C2 C3 C1 F4 -179.86(12) . . . . ?
C2 C3 C1 C2 -0.3(2) . . . 3_666 ?
C14 C15 C10 C9 178.75(12) . . . . ?
C14 C15 C10 C11 0.1(2) . . . . ?
C14 C13 C12 C11 0.1(2) . . . . ?
C6 C2 C3 F5 1.3(2) . . . . ?
C6 C2 C3 C1 -178.75(12) . . . . ?
C17 C8 C9 C10 -179.64(12) . . . . ?
C17 C8 C9 C20 -1.2(2) . . . . ?
C17 C18 C19 C20 -0.4(2) . . . . ?
C20 C9 C10 C15 -177.08(14) . . . . ?
C20 C9 C10 C11 1.3(3) . . . . ?
C1 C2 C3 F5 -179.69(12) 3_666 . . . ?
C1 C2 C3 C1 0.3(2) 3_666 . . . ?
C21 N16 C8 C9 -171.70(12) . . . . ?
C21 N16 C8 C17 8.3(2) . . . . ?
C21 N16 C15 C10 172.05(12) . . . . ?
C21 N16 C15 C14 -8.8(2) . . . . ?
