#------------------------------------------------------------------------------
#$Date: 2022-11-07 07:16:22 +0200 (Mon, 07 Nov 2022) $
#$Revision: 278975 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/77/1567725.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_1567725
loop_
_publ_author_name
'Rai, Pramod'
'Maji, Kakoli'
'Jana, Sayan K.'
'Maji, Biplab'
_publ_section_title
;
 Intermolecular dearomative [4 + 2] cycloaddition of naphthalenes via
 visible-light energy-transfer-catalysis
;
_journal_issue                   42
_journal_name_full               'Chemical Science'
_journal_page_first              12503
_journal_page_last               12510
_journal_paper_doi               10.1039/D2SC04005K
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C23 H19 F N2 O, C3 H7'
_chemical_formula_sum            'C26 H26 F N2 O'
_chemical_formula_weight         401.49
_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     iterative
_audit_creation_date             2022-05-18
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-05-19 deposited with the CCDC.	2022-10-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.152(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1117(2)
_cell_length_b                   20.3860(3)
_cell_length_c                   9.62050(10)
_cell_measurement_reflns_used    10887
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.1240
_cell_measurement_theta_min      4.1550
_cell_volume                     2082.34(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 109.00   0.50    0.29    --   41.33  43.00  30.00  168
  2  ω     70.00 165.00   0.50    1.15    --   96.67  77.00 -38.00  190
  3  ω     80.00 163.00   0.50    1.15    --   96.67  42.00 -60.00  166
  4  ω     83.00 164.00   0.50    1.15    --   96.67  33.00 -90.00  162
  5  ω     15.00 110.00   0.50    0.29    --   41.33  77.00 -38.00  190
  6  ω    -68.00  27.00   0.50    0.29    --  -41.33  77.00 -38.00  190
  7  ω    -24.00  35.00   0.50    0.29    --  -41.33  11.00-180.00  118
  8  ω    -28.00  30.00   0.50    0.29    --  -41.33  21.00 120.00  116
  9  ω     18.00  80.00   0.50    0.29    --   41.33-104.00  90.00  124
 10  ω     30.00 109.00   0.50    1.15    --   96.67-117.00 120.00  158
 11  ω     30.00 109.00   0.50    1.15    --   96.67-117.00  90.00  158
 12  ω     27.00 127.00   0.50    1.15    --   96.67 -87.00-180.00  200
 13  ω     28.00 105.00   0.50    1.15    --   96.67 -77.00-164.00  154
 14  ω     29.00  68.00   0.50    1.15    --   96.67 -59.00-120.00   78
 15  ω     29.00  83.00   0.50    1.15    --   96.67 -68.00 -60.00  108
 16  ω     30.00  57.00   0.50    1.15    --   96.67 -50.00 -90.00   54
 17  ω     30.00  57.00   0.50    1.15    --   96.67 -50.00-150.00   54
 18  ω     29.00  54.00   0.50    1.15    --   96.67 -59.00 -30.00   50
 19  ω     28.00 105.00   0.50    1.15    --   96.67 -77.00  90.00  154
 20  ω     29.00  68.00   0.50    1.15    --   96.67 -59.00 120.00   78
 21  ω   -110.00 -14.00   0.50    0.29    --  -41.33 -77.00-164.00  192
 22  ω   -149.00 -78.00   0.50    1.15    --  -82.50-117.00 -90.00  142
 23  ω   -151.00 -55.00   0.50    1.15    --  -82.50 -77.00-164.00  192
 24  ω    -47.00 -15.00   0.50    1.15    --  -82.50  42.00-150.00   64
 25  ω   -105.00 -14.00   0.50    1.15    --  -82.50  77.00 -38.00  182
 26  ω    -47.00 -15.00   0.50    1.15    --  -82.50  42.00 -30.00   64
 27  ω     81.00 164.00   0.50    1.15    --   96.67 145.00 -90.00  166
 28  ω     99.00 164.00   0.50    1.15    --   96.67 117.00 150.00  130
 29  ω    -30.00  28.00   0.50    0.29    --   41.33 -21.00   0.00  116
 30  ω    -27.00  68.00   0.50    0.29    --   41.33 -77.00-164.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15565
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.278
_diffrn_reflns_theta_min         4.164
_exptl_absorpt_coefficient_mu    0.673
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.640
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3735
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0477
_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)+(0.0697P)²+0.6029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1278
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3355
_reflns_number_total             3735
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc04005k2.cif
_cod_data_source_block           prapd203a_2
_cod_depositor_comments
'Adding full bibliography for 1567725--1567729.cif.'
_cod_database_code               1567725
_shelx_shelxl_version_number     2018/3
_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   0.987
_shelx_estimated_absorpt_t_min   0.936
_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:
 C14(H14), C17(H17), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16a,H16b), C26(H26a,H26b), C25(H25a,H25b)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C12(H12), C2(H2), C9(H9), C20(H20), C3(H3), C19(H19), C22(H22),
 C23(H23), C10(H10), C11(H11)
2.d Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C24(H24a,H24b,H24c)
;
_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
;
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
F1 F 1.10604(9) 0.16948(5) 0.69741(11) 0.0402(3) Uani 1 1 d . . . . .
O1 O 0.65243(11) 0.51775(5) 0.31402(11) 0.0289(3) Uani 1 1 d . . . . .
N1 N 0.67575(11) 0.54647(6) 0.60745(13) 0.0225(3) Uani 1 1 d . . . . .
N2 N 0.67158(13) 0.43937(6) 0.65255(13) 0.0270(3) Uani 1 1 d . . . . .
C15 C 0.60519(12) 0.34933(7) 0.40063(15) 0.0188(3) Uani 1 1 d . . . . .
H15 H 0.605859 0.348573 0.499588 0.023 Uiso 1 1 calc R U . . .
C6 C 0.62359(13) 0.40435(7) 0.33350(14) 0.0197(3) Uani 1 1 d . . . . .
C8 C 0.50057(14) 0.35982(7) 0.09703(15) 0.0218(3) Uani 1 1 d . . . . .
C13 C 0.47798(13) 0.30356(7) 0.16864(15) 0.0211(3) Uani 1 1 d . . . . .
C4 C 0.66297(13) 0.48427(7) 0.54951(15) 0.0209(3) Uani 1 1 d . . . . .
C18 C 0.81465(13) 0.25119(7) 0.37184(15) 0.0211(3) Uani 1 1 d . . . . .
C5 C 0.64638(13) 0.47180(7) 0.39382(15) 0.0202(3) Uani 1 1 d . . . . .
C14 C 0.58329(13) 0.28858(7) 0.30647(15) 0.0199(3) Uani 1 1 d . . . . .
H14 H 0.564375 0.249257 0.358561 0.024 Uiso 1 1 calc R U . . .
C17 C 0.70402(13) 0.27813(7) 0.25329(15) 0.0206(3) Uani 1 1 d . . . . .
H17 H 0.681487 0.244694 0.173745 0.025 Uiso 1 1 calc R U . . .
C12 C 0.37011(14) 0.26649(8) 0.11044(16) 0.0256(3) Uani 1 1 d . . . . .
H12 H 0.354535 0.228425 0.159432 0.031 Uiso 1 1 calc R U . . .
C2 C 0.69297(14) 0.53959(8) 0.75254(16) 0.0270(3) Uani 1 1 d . . . . .
H2 H 0.704649 0.573783 0.822353 0.032 Uiso 1 1 calc R U . . .
C7 C 0.62271(13) 0.39351(7) 0.17678(15) 0.0211(3) Uani 1 1 d . . . . .
H7 H 0.634827 0.435369 0.128387 0.025 Uiso 1 1 calc R U . . .
C16 C 0.73058(14) 0.34329(7) 0.18459(15) 0.0215(3) Uani 1 1 d . . . . .
H16A H 0.736538 0.334826 0.085503 0.026 Uiso 1 1 calc R U . . .
H16B H 0.811954 0.361742 0.243858 0.026 Uiso 1 1 calc R U . . .
C9 C 0.41650(15) 0.37875(8) -0.03445(16) 0.0266(3) Uani 1 1 d . . . . .
H9 H 0.432476 0.416496 -0.084171 0.032 Uiso 1 1 calc R U . . .
C20 C 0.94772(14) 0.15801(8) 0.47317(17) 0.0283(4) Uani 1 1 d . . . . .
H20 H 0.970870 0.113468 0.467305 0.034 Uiso 1 1 calc R U . . .
C3 C 0.69016(16) 0.47381(8) 0.77811(16) 0.0303(4) Uani 1 1 d . . . . .
H3 H 0.699854 0.454740 0.870874 0.036 Uiso 1 1 calc R U . . .
C19 C 0.84918(14) 0.18560(7) 0.36519(16) 0.0232(3) Uani 1 1 d . . . . .
H19 H 0.804226 0.159383 0.285051 0.028 Uiso 1 1 calc R U . . .
C1 C 0.67066(14) 0.60972(7) 0.53422(17) 0.0263(3) Uani 1 1 d . . . . .
H1A H 0.745196 0.614624 0.500434 0.039 Uiso 1 1 calc R U . . .
H1B H 0.668792 0.645165 0.602365 0.039 Uiso 1 1 calc R U . . .
H1C H 0.594579 0.611753 0.450794 0.039 Uiso 1 1 calc R U . . .
C22 C 0.98182(14) 0.26174(8) 0.59970(17) 0.0283(4) Uani 1 1 d . . . . .
H22 H 1.027865 0.287591 0.679947 0.034 Uiso 1 1 calc R U . . .
C21 C 1.01128(14) 0.19660(8) 0.58907(17) 0.0286(4) Uani 1 1 d . . . . .
C23 C 0.88342(14) 0.28861(8) 0.49053(16) 0.0258(3) Uani 1 1 d . . . . .
H23 H 0.862228 0.333457 0.496474 0.031 Uiso 1 1 calc R U . . .
C10 C 0.30789(15) 0.34131(8) -0.09247(16) 0.0305(4) Uani 1 1 d . . . . .
H10 H 0.249158 0.353991 -0.181958 0.037 Uiso 1 1 calc R U . . .
C11 C 0.28499(15) 0.28585(8) -0.02075(17) 0.0296(4) Uani 1 1 d . . . . .
H11 H 0.210727 0.260885 -0.061384 0.036 Uiso 1 1 calc R U . . .
C26 C 0.98453(16) 0.48569(8) 0.42400(18) 0.0317(4) Uani 1 1 d . . . . .
H26A H 0.912186 0.455391 0.409058 0.038 Uiso 1 1 calc R U . . .
H26B H 1.057487 0.459771 0.415848 0.038 Uiso 1 1 calc R U . . .
C25 C 0.95259(17) 0.53735(9) 0.30455(19) 0.0359(4) Uani 1 1 d . . . . .
H25A H 1.026967 0.565825 0.315353 0.043 Uiso 1 1 calc R U . . .
H25B H 0.883338 0.565201 0.316560 0.043 Uiso 1 1 calc R U . . .
C24 C 0.91288(19) 0.50778(9) 0.1508(2) 0.0430(5) Uani 1 1 d . . . . .
H24A H 0.885034 0.542911 0.078984 0.064 Uiso 1 1 calc R U . . .
H24B H 0.843653 0.476738 0.141852 0.064 Uiso 1 1 calc R U . . .
H24C H 0.984643 0.484809 0.133600 0.064 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
C4 N1 C1 129.27(12) . . ?
C2 N1 C4 106.70(12) . . ?
C2 N1 C1 124.02(12) . . ?
C4 N2 C3 105.38(13) . . ?
C6 C15 H15 122.7 . . ?
C6 C15 C14 114.69(12) . . ?
C14 C15 H15 122.7 . . ?
C15 C6 C5 128.28(12) . . ?
C15 C6 C7 113.51(12) . . ?
C5 C6 C7 118.20(12) . . ?
C13 C8 C7 112.78(12) . . ?
C9 C8 C13 120.46(14) . . ?
C9 C8 C7 126.75(14) . . ?
C8 C13 C14 113.03(12) . . ?
C12 C13 C8 120.47(13) . . ?
C12 C13 C14 126.47(13) . . ?
N1 C4 C5 122.47(13) . . ?
N2 C4 N1 110.84(12) . . ?
N2 C4 C5 126.65(13) . . ?
C19 C18 C17 119.08(13) . . ?
C19 C18 C23 117.91(14) . . ?
C23 C18 C17 123.00(13) . . ?
O1 C5 C6 119.84(12) . . ?
O1 C5 C4 119.37(13) . . ?
C4 C5 C6 120.79(12) . . ?
C15 C14 C13 107.76(11) . . ?
C15 C14 H14 112.2 . . ?
C15 C14 C17 107.56(11) . . ?
C13 C14 H14 112.2 . . ?
C13 C14 C17 104.65(11) . . ?
C17 C14 H14 112.2 . . ?
C18 C17 C14 112.49(11) . . ?
C18 C17 H17 107.1 . . ?
C18 C17 C16 114.72(12) . . ?
C14 C17 H17 107.1 . . ?
C16 C17 C14 107.95(11) . . ?
C16 C17 H17 107.1 . . ?
C13 C12 H12 120.4 . . ?
C13 C12 C11 119.11(15) . . ?
C11 C12 H12 120.4 . . ?
N1 C2 H2 126.8 . . ?
N1 C2 C3 106.42(13) . . ?
C3 C2 H2 126.8 . . ?
C6 C7 H7 112.0 . . ?
C6 C7 C16 105.50(11) . . ?
C8 C7 C6 108.14(11) . . ?
C8 C7 H7 112.0 . . ?
C8 C7 C16 106.73(11) . . ?
C16 C7 H7 112.0 . . ?
C17 C16 C7 110.02(11) . . ?
C17 C16 H16A 109.7 . . ?
C17 C16 H16B 109.7 . . ?
C7 C16 H16A 109.7 . . ?
C7 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.83(15) . . ?
C10 C9 H9 120.6 . . ?
C19 C20 H20 120.7 . . ?
C21 C20 H20 120.7 . . ?
C21 C20 C19 118.54(14) . . ?
N2 C3 C2 110.66(14) . . ?
N2 C3 H3 124.7 . . ?
C2 C3 H3 124.7 . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.36(14) . . ?
C20 C19 H19 119.3 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.42(15) . . ?
C23 C22 H22 120.8 . . ?
F1 C21 C20 118.95(15) . . ?
F1 C21 C22 118.77(15) . . ?
C20 C21 C22 122.28(14) . . ?
C18 C23 H23 119.3 . . ?
C22 C23 C18 121.48(14) . . ?
C22 C23 H23 119.3 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.67(14) . . ?
C11 C10 H10 119.7 . . ?
C12 C11 H11 119.8 . . ?
C10 C11 C12 120.45(15) . . ?
C10 C11 H11 119.8 . . ?
C26 C26 H26A 108.9 3_766 . ?
C26 C26 H26B 108.9 3_766 . ?
C26 C26 C25 113.44(17) 3_766 . ?
H26A C26 H26B 107.7 . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C26 C25 C24 113.08(15) . . ?
H25A C25 H25B 107.8 . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 C21 1.3614(17) . ?
O1 C5 1.2254(18) . ?
N1 C4 1.3756(18) . ?
N1 C2 1.359(2) . ?
N1 C1 1.4623(19) . ?
N2 C4 1.3318(19) . ?
N2 C3 1.359(2) . ?
C15 H15 0.9500 . ?
C15 C6 1.340(2) . ?
C15 C14 1.5112(19) . ?
C6 C5 1.485(2) . ?
C6 C7 1.5210(19) . ?
C8 C13 1.398(2) . ?
C8 C7 1.513(2) . ?
C8 C9 1.387(2) . ?
C13 C14 1.5185(19) . ?
C13 C12 1.388(2) . ?
C4 C5 1.4762(19) . ?
C18 C17 1.512(2) . ?
C18 C19 1.398(2) . ?
C18 C23 1.398(2) . ?
C14 H14 1.0000 . ?
C14 C17 1.5847(19) . ?
C17 H17 1.0000 . ?
C17 C16 1.5503(19) . ?
C12 H12 0.9500 . ?
C12 C11 1.392(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.365(2) . ?
C7 H7 1.0000 . ?
C7 C16 1.5612(19) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C9 H9 0.9500 . ?
C9 C10 1.398(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.387(2) . ?
C20 C21 1.377(2) . ?
C3 H3 0.9500 . ?
C19 H19 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C21 1.379(2) . ?
C22 C23 1.386(2) . ?
C23 H23 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.387(2) . ?
C11 H11 0.9500 . ?
C26 C26 1.517(3) 3_766 ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.522(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C24 1.536(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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
N1 C4 C5 O1 5.0(2) . . . . ?
N1 C4 C5 C6 -175.51(12) . . . . ?
N1 C2 C3 N2 -0.01(19) . . . . ?
N2 C4 C5 O1 -172.82(14) . . . . ?
N2 C4 C5 C6 6.7(2) . . . . ?
C15 C6 C5 O1 -174.76(14) . . . . ?
C15 C6 C5 C4 5.8(2) . . . . ?
C15 C6 C7 C8 54.87(15) . . . . ?
C15 C6 C7 C16 -59.03(15) . . . . ?
C15 C14 C17 C18 75.46(14) . . . . ?
C15 C14 C17 C16 -52.12(14) . . . . ?
C6 C15 C14 C13 -52.32(15) . . . . ?
C6 C15 C14 C17 60.00(15) . . . . ?
C6 C7 C16 C17 60.69(14) . . . . ?
C8 C13 C14 C15 53.87(15) . . . . ?
C8 C13 C14 C17 -60.40(14) . . . . ?
C8 C13 C12 C11 0.4(2) . . . . ?
C8 C7 C16 C17 -54.19(14) . . . . ?
C8 C9 C10 C11 -0.6(2) . . . . ?
C13 C8 C7 C6 -51.94(15) . . . . ?
C13 C8 C7 C16 61.14(14) . . . . ?
C13 C8 C9 C10 1.2(2) . . . . ?
C13 C14 C17 C18 -170.13(11) . . . . ?
C13 C14 C17 C16 62.29(13) . . . . ?
C13 C12 C11 C10 0.2(2) . . . . ?
C4 N1 C2 C3 0.01(16) . . . . ?
C4 N2 C3 C2 0.01(18) . . . . ?
C18 C17 C16 C7 -132.19(12) . . . . ?
C5 C6 C7 C8 -126.29(13) . . . . ?
C5 C6 C7 C16 119.81(13) . . . . ?
C14 C15 C6 C5 179.43(13) . . . . ?
C14 C15 C6 C7 -1.87(17) . . . . ?
C14 C13 C12 C11 -177.34(13) . . . . ?
C14 C17 C16 C7 -5.90(15) . . . . ?
C17 C18 C19 C20 -178.23(13) . . . . ?
C17 C18 C23 C22 177.90(13) . . . . ?
C12 C13 C14 C15 -128.25(14) . . . . ?
C12 C13 C14 C17 117.48(15) . . . . ?
C2 N1 C4 N2 -0.01(16) . . . . ?
C2 N1 C4 C5 -178.14(13) . . . . ?
C7 C6 C5 O1 6.59(19) . . . . ?
C7 C6 C5 C4 -172.89(12) . . . . ?
C7 C8 C13 C14 -1.86(16) . . . . ?
C7 C8 C13 C12 -179.88(12) . . . . ?
C7 C8 C9 C10 179.79(13) . . . . ?
C9 C8 C13 C14 176.93(12) . . . . ?
C9 C8 C13 C12 -1.1(2) . . . . ?
C9 C8 C7 C6 129.36(14) . . . . ?
C9 C8 C7 C16 -117.56(15) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C3 N2 C4 N1 0.00(17) . . . . ?
C3 N2 C4 C5 178.04(14) . . . . ?
C19 C18 C17 C14 106.35(14) . . . . ?
C19 C18 C17 C16 -129.74(13) . . . . ?
C19 C18 C23 C22 -0.8(2) . . . . ?
C19 C20 C21 F1 178.35(13) . . . . ?
C19 C20 C21 C22 -1.3(2) . . . . ?
C1 N1 C4 N2 -178.99(13) . . . . ?
C1 N1 C4 C5 2.9(2) . . . . ?
C1 N1 C2 C3 179.06(14) . . . . ?
C21 C20 C19 C18 0.5(2) . . . . ?
C21 C22 C23 C18 0.1(2) . . . . ?
C23 C18 C17 C14 -72.38(17) . . . . ?
C23 C18 C17 C16 51.53(18) . . . . ?
C23 C18 C19 C20 0.6(2) . . . . ?
C23 C22 C21 F1 -178.62(13) . . . . ?
C23 C22 C21 C20 1.0(2) . . . . ?
C26 C26 C25 C24 -176.19(18) 3_766 . . . ?
