#------------------------------------------------------------------------------
#$Date: 2024-01-06 10:22:26 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288818 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247727.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_7247727
loop_
_publ_author_name
'Pan, Dongping'
'Liu, Fu-Xiaomin'
'Zeng, Zhongyi'
'Ye, Junwei'
'Cai, Ying'
'Wang, Shengdong'
'Zhou, Zhi'
'Yi, Wei'
_publ_section_title
;
 Practical conversion of gem-difluorocyclopropenes for the chemodivergent
 assembly of fluorinated heterocyclic frameworks
;
_journal_issue                   24
_journal_name_full               'Green Chemistry'
_journal_page_first              10630
_journal_page_last               10637
_journal_paper_doi               10.1039/D3GC03203E
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C17 H16 F2 N2 O'
_chemical_formula_sum            'C17 H16 F2 N2 O'
_chemical_formula_weight         302.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-04-06
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-07-07 deposited with the CCDC.	2023-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   37.7194(4)
_cell_length_b                   16.9142(2)
_cell_length_c                   9.49011(12)
_cell_measurement_reflns_used    8539
_cell_measurement_temperature    294.60(10)
_cell_measurement_theta_max      75.4790
_cell_measurement_theta_min      5.4500
_cell_volume                     6054.63(12)
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.60(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     84.00 178.00   0.50    0.80    --  109.26  26.00   7.00  188
  2  ω     80.00 178.00   0.50    0.80    --  109.26  77.00-120.00  196
  3  ω     90.00 118.00   0.50    0.80    --  109.26  30.00-180.00   56
  4  ω    125.00 177.00   0.50    0.80    --  109.26  30.00-180.00  104
  5  ω    -27.00  38.00   0.50    0.27    --  -43.18  19.00 120.00  130
  6  ω    -51.00 -14.00   0.50    0.80    --  -90.25  45.00 120.00   74
  7  ω    -51.00 -14.00   0.50    0.80    --  -90.25  45.00   0.00   74
  8  ω    -51.00 -14.00   0.50    0.80    --  -90.25  45.00  30.00   74
  9  ω    -32.00  36.00   0.50    0.27    --  -43.18  26.00   7.00  136
 10  ω     58.00  94.00   0.50    0.80    --  109.26-103.00  91.00   72
 11  ω     36.00 105.00   0.50    0.80    --  109.26 -94.00  30.00  138
 12  ω    -86.00 -13.00   0.50    0.27    --  -43.18 125.00-180.00  146
 13  ω    -81.00 -15.00   0.50    0.80    --  -90.25 103.00-166.00  132
 14  ω    -82.00 -15.00   0.50    0.80    --  -90.25 112.00  95.00  134
 15  ω    -36.00  32.00   0.50    0.27    --   43.18 -26.00-156.00  136
 16  ω     35.00 106.00   0.50    0.80    --  109.26 -77.00-180.00  142
 17  ω     35.00  71.00   0.50    0.80    --  109.26 -61.00 -90.00   72
 18  ω     35.00  71.00   0.50    0.80    --  109.26 -61.00 -30.00   72
 19  ω     35.00 106.00   0.50    0.80    --  109.26 -77.00 120.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0039474000
_diffrn_orient_matrix_UB_12      -0.0584249000
_diffrn_orient_matrix_UB_13      -0.1235441000
_diffrn_orient_matrix_UB_21      -0.0137158000
_diffrn_orient_matrix_UB_22      -0.0674732000
_diffrn_orient_matrix_UB_23      0.0943938000
_diffrn_orient_matrix_UB_31      -0.0382741000
_diffrn_orient_matrix_UB_32      0.0181410000
_diffrn_orient_matrix_UB_33      -0.0466123000
_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  0.0253
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10107
_diffrn_reflns_point_group_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.506
_diffrn_reflns_theta_min         4.689
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59735
_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            colorless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_description       block
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
;
 Flack x determined using 1133 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2875
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0554P)²+1.3038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0871
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    0.887
_reflns_Friedel_fraction_max     0.835
_reflns_number_gt                2752
_reflns_number_total             2875
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc03203e2.cif
_cod_data_source_block           pdp-31
_cod_depositor_comments
'Adding full bibliography for 7247725--7247728.cif.'
_cod_original_cell_volume        6054.64(13)
_cod_database_code               7247727
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C272 H256 N32 O48 '
_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   0.928
_shelx_estimated_absorpt_t_min   0.898
_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 Ternary CH refined with riding coordinates:
 C8(H8), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_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 1.515
_oxdiff_exptl_absorpt_empirical_full_min 0.579
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
F1 F 0.55008(5) 0.55311(9) 0.81458(16) 0.0768(5) Uani 1 1 d . . . . .
F2 F 0.57846(4) 0.66085(8) 0.75873(17) 0.0675(4) Uani 1 1 d . . . . .
O1 O 0.50994(4) 0.75390(9) 0.6475(2) 0.0581(4) Uani 1 1 d . . . . .
N1 N 0.56935(4) 0.66830(9) 0.40262(18) 0.0412(3) Uani 1 1 d . . . . .
N2 N 0.54113(4) 0.67846(9) 0.50071(19) 0.0435(4) Uani 1 1 d . . . . .
C1 C 0.57138(5) 0.47337(11) 0.5520(2) 0.0415(4) Uani 1 1 d . . . . .
C2 C 0.59114(6) 0.42526(13) 0.6397(3) 0.0561(5) Uani 1 1 d . . . . .
H2 H 0.603852 0.447274 0.713931 0.067 Uiso 1 1 calc R U . . .
C3 C 0.59206(8) 0.34402(14) 0.6173(3) 0.0668(7) Uani 1 1 d . . . . .
H3 H 0.605423 0.311886 0.676482 0.080 Uiso 1 1 calc R U . . .
C4 C 0.57321(7) 0.31099(13) 0.5074(3) 0.0627(6) Uani 1 1 d . . . . .
H4 H 0.573895 0.256655 0.492680 0.075 Uiso 1 1 calc R U . . .
C5 C 0.55354(7) 0.35807(14) 0.4203(3) 0.0607(6) Uani 1 1 d . . . . .
H5 H 0.540734 0.335724 0.346676 0.073 Uiso 1 1 calc R U . . .
C6 C 0.55266(6) 0.43945(12) 0.4418(2) 0.0504(5) Uani 1 1 d . . . . .
H6 H 0.539418 0.471320 0.381788 0.060 Uiso 1 1 calc R U . . .
C7 C 0.57108(5) 0.56114(10) 0.5713(2) 0.0399(4) Uani 1 1 d . . . . .
C8 C 0.53655(5) 0.60837(10) 0.5854(2) 0.0434(4) Uani 1 1 d . . . . .
H8 H 0.513752 0.580563 0.584395 0.052 Uiso 1 1 calc R U . . .
C9 C 0.56058(6) 0.59856(11) 0.7061(2) 0.0508(5) Uani 1 1 d . . . . .
C10 C 0.59483(5) 0.61566(11) 0.4758(2) 0.0409(4) Uani 1 1 d . . . . .
H10 H 0.609920 0.648059 0.536850 0.049 Uiso 1 1 calc R U . . .
C11 C 0.61803(5) 0.57164(12) 0.3747(3) 0.0520(5) Uani 1 1 d . . . . .
H11 H 0.638992 0.549257 0.407426 0.062 Uiso 1 1 calc R U . . .
C12 C 0.60957(6) 0.56370(13) 0.2407(3) 0.0582(6) Uani 1 1 d . . . . .
H12 H 0.624536 0.535852 0.180695 0.070 Uiso 1 1 calc R U . . .
C13 C 0.57728(7) 0.59786(14) 0.1862(3) 0.0594(6) Uani 1 1 d . . . . .
H13 H 0.570141 0.587244 0.094347 0.071 Uiso 1 1 calc R U . . .
C14 C 0.55776(5) 0.64469(12) 0.2683(2) 0.0494(5) Uani 1 1 d . . . . .
H14 H 0.535872 0.662225 0.235814 0.059 Uiso 1 1 calc R U . . .
C15 C 0.52882(5) 0.75063(11) 0.5432(2) 0.0437(4) Uani 1 1 d . . . . .
C16 C 0.53769(6) 0.82014(12) 0.4514(3) 0.0560(5) Uani 1 1 d . . . . .
H16A H 0.562957 0.819999 0.432377 0.067 Uiso 1 1 calc R U . . .
H16B H 0.525430 0.814626 0.362129 0.067 Uiso 1 1 calc R U . . .
C17 C 0.52777(12) 0.89747(16) 0.5164(5) 0.1013(13) Uani 1 1 d . . . . .
H17A H 0.530306 0.938826 0.447847 0.152 Uiso 1 1 calc R U . . .
H17B H 0.543017 0.907974 0.595196 0.152 Uiso 1 1 calc R U . . .
H17C H 0.503601 0.895325 0.547903 0.152 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'
O O 0.0492 0.0322 '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
N2 N1 C10 104.53(14) . . ?
C14 N1 N2 113.24(15) . . ?
C14 N1 C10 117.10(15) . . ?
N1 N2 C8 110.76(14) . . ?
C15 N2 N1 123.66(15) . . ?
C15 N2 C8 121.94(17) . . ?
C2 C1 C6 119.03(18) . . ?
C2 C1 C7 120.98(18) . . ?
C6 C1 C7 119.96(17) . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 120.5(2) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C1 C7 C8 122.27(15) . . ?
C1 C7 C10 120.46(16) . . ?
C8 C7 C10 103.20(14) . . ?
C9 C7 C1 122.14(17) . . ?
C9 C7 C8 58.34(14) . . ?
C9 C7 C10 113.55(15) . . ?
N2 C8 C7 106.13(14) . . ?
N2 C8 H8 119.6 . . ?
N2 C8 C9 116.92(16) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 59.02(13) . . ?
C9 C8 H8 119.6 . . ?
F1 C9 F2 108.09(18) . . ?
F1 C9 C7 119.72(17) . . ?
F1 C9 C8 118.66(19) . . ?
F2 C9 C7 121.38(19) . . ?
F2 C9 C8 120.63(17) . . ?
C8 C9 C7 62.64(13) . . ?
N1 C10 C7 104.65(14) . . ?
N1 C10 H10 108.5 . . ?
N1 C10 C11 112.20(17) . . ?
C7 C10 H10 108.5 . . ?
C11 C10 C7 114.24(15) . . ?
C11 C10 H10 108.5 . . ?
C10 C11 H11 119.1 . . ?
C12 C11 C10 121.83(19) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.6(2) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.6(2) . . ?
C14 C13 H13 120.2 . . ?
N1 C14 H14 119.1 . . ?
C13 C14 N1 121.82(19) . . ?
C13 C14 H14 119.1 . . ?
O1 C15 N2 118.54(18) . . ?
O1 C15 C16 124.40(18) . . ?
N2 C15 C16 116.94(18) . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 C15 113.0(2) . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
F1 C9 1.345(3) . ?
F2 C9 1.347(2) . ?
O1 C15 1.221(3) . ?
N1 N2 1.425(2) . ?
N1 C10 1.483(2) . ?
N1 C14 1.405(3) . ?
N2 C8 1.443(2) . ?
N2 C15 1.367(2) . ?
C1 C2 1.382(3) . ?
C1 C6 1.386(3) . ?
C1 C7 1.496(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.534(3) . ?
C7 C9 1.481(3) . ?
C7 C10 1.573(3) . ?
C8 H8 0.9800 . ?
C8 C9 1.470(3) . ?
C10 H10 0.9800 . ?
C10 C11 1.496(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.318(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.444(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.333(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.501(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.494(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
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
O1 C15 C16 C17 12.5(4) . . . . ?
N1 N2 C8 C7 18.3(2) . . . . ?
N1 N2 C8 C9 81.3(2) . . . . ?
N1 N2 C15 O1 -165.07(18) . . . . ?
N1 N2 C15 C16 18.9(3) . . . . ?
N1 C10 C11 C12 -18.3(3) . . . . ?
N2 N1 C10 C7 31.94(18) . . . . ?
N2 N1 C10 C11 156.34(15) . . . . ?
N2 N1 C14 C13 -147.5(2) . . . . ?
N2 C8 C9 F1 155.96(17) . . . . ?
N2 C8 C9 F2 18.7(3) . . . . ?
N2 C8 C9 C7 -93.35(17) . . . . ?
N2 C15 C16 C17 -171.6(3) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C7 C8 N2 -137.43(18) . . . . ?
C1 C7 C8 C9 110.5(2) . . . . ?
C1 C7 C9 F1 -1.6(3) . . . . ?
C1 C7 C9 F2 138.44(19) . . . . ?
C1 C7 C9 C8 -110.69(19) . . . . ?
C1 C7 C10 N1 119.87(18) . . . . ?
C1 C7 C10 C11 -3.2(3) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C2 C1 C7 C8 -127.1(2) . . . . ?
C2 C1 C7 C9 -56.8(3) . . . . ?
C2 C1 C7 C10 99.7(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 C1 -0.6(4) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C6 C1 C7 C8 55.2(3) . . . . ?
C6 C1 C7 C9 125.6(2) . . . . ?
C6 C1 C7 C10 -78.0(2) . . . . ?
C7 C1 C2 C3 -177.8(2) . . . . ?
C7 C1 C6 C5 178.2(2) . . . . ?
C7 C8 C9 F1 -110.7(2) . . . . ?
C7 C8 C9 F2 112.0(2) . . . . ?
C7 C10 C11 C12 100.6(2) . . . . ?
C8 N2 C15 O1 -8.6(3) . . . . ?
C8 N2 C15 C16 175.35(19) . . . . ?
C8 C7 C9 F1 109.0(2) . . . . ?
C8 C7 C9 F2 -110.9(2) . . . . ?
C8 C7 C10 N1 -20.85(19) . . . . ?
C8 C7 C10 C11 -143.94(18) . . . . ?
C9 C7 C8 N2 112.09(18) . . . . ?
C9 C7 C10 N1 -81.8(2) . . . . ?
C9 C7 C10 C11 155.13(19) . . . . ?
C10 N1 N2 C8 -32.3(2) . . . . ?
C10 N1 N2 C15 126.5(2) . . . . ?
C10 N1 C14 C13 -25.7(3) . . . . ?
C10 C7 C8 N2 2.4(2) . . . . ?
C10 C7 C8 C9 -109.72(17) . . . . ?
C10 C7 C9 F1 -159.58(19) . . . . ?
C10 C7 C9 F2 -19.5(3) . . . . ?
C10 C7 C9 C8 91.37(17) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
C11 C12 C13 C14 7.1(4) . . . . ?
C12 C13 C14 N1 6.3(4) . . . . ?
C14 N1 N2 C8 96.31(19) . . . . ?
C14 N1 N2 C15 -104.9(2) . . . . ?
C14 N1 C10 C7 -94.25(19) . . . . ?
C14 N1 C10 C11 30.1(2) . . . . ?
C15 N2 C8 C7 -140.86(18) . . . . ?
C15 N2 C8 C9 -77.9(2) . . . . ?
