#------------------------------------------------------------------------------
#$Date: 2024-05-05 03:54:17 +0300 (Sun, 05 May 2024) $
#$Revision: 291519 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/29/7132906.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_7132906
loop_
_publ_author_name
'Sadaphal, Vikas Ashokrao'
'Wu, Tien-Lin'
'Liu, Rai-Shung'
_publ_section_title
;
 Synthesis of two nitrogen-containing polyaromatic compounds through gold
 catalysis/DBU-promoted cyclizations.
;
_journal_issue                   32
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4294
_journal_page_last               4297
_journal_paper_doi               10.1039/d4cc00113c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C23 H16 N2 O'
_chemical_formula_sum            'C23 H16 N2 O'
_chemical_formula_weight         336.38
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-08-22 deposited with the CCDC.	2024-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                104.088(3)
_cell_angle_beta                 101.613(2)
_cell_angle_gamma                109.165(3)
_cell_formula_units_Z            2
_cell_length_a                   8.22512(19)
_cell_length_b                   10.0169(4)
_cell_length_c                   12.1195(4)
_cell_measurement_reflns_used    7364
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      73.6990
_cell_measurement_theta_min      3.9400
_cell_volume                     870.66(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  56.00   0.50    0.05    --   56.25-125.00 -90.00   74
  2  ω     28.00  54.00   0.50    0.05    --   69.31-125.00-120.00   52
  3  ω     15.00  41.00   0.50    0.05    --   56.25-103.00-161.00   52
  4  ω     29.00  54.00   0.50    0.05    --   69.31-103.00-161.00   50
  5  ω     36.00  61.00   0.50    0.05    --   75.94-103.00-161.00   50
  6  ω     64.00  92.00   0.50    0.05    --   83.87-103.00-161.00   56
  7  ω     33.00  58.00   0.50    0.05    --   75.94 -95.00 -90.00   50
  8  ω     17.00  56.00   0.50    0.05    --   56.25 -95.00 -60.00   78
  9  ω     27.00  52.00   0.50    0.05    --   69.31 -95.00  30.00   50
 10  ω     35.00  60.00   0.50    0.05    --   75.94 -95.00  60.00   50
 11  ω     29.00  56.00   0.50    0.05    --   69.31 -95.00  90.00   54
 12  ω     35.00  67.00   0.50    0.05    --   75.94 -95.00 120.00   64
 13  ω     40.00  84.00   0.50    0.05    --   75.94 -95.00 150.00   88
 14  ω     47.00  87.00   0.50    0.05    --   83.87 -95.00 120.00   80
 15  ω     49.00  88.00   0.50    0.05    --   83.87 -95.00  90.00   78
 16  ω     41.00  66.00   0.50    0.05    --   83.87 -95.00  30.00   50
 17  ω     66.00  91.00   0.50    0.05    --   83.87 -95.00   0.00   50
 18  ω     43.00  90.00   0.50    0.05    --   83.87 -95.00 -60.00   94
 19  ω     41.00  92.00   0.50    0.05    --   83.87 -95.00-120.00  102
 20  ω     56.00 127.00   0.50    0.05    --   83.87  15.00   0.00  142
 21  ω     94.00 119.00   0.50    0.05    --   69.31  15.00 -30.00   50
 22  ω     48.00 107.00   0.50    0.05    --   75.94  15.00 -60.00  118
 23  ω     58.00  84.00   0.50    0.05    --   69.31  15.00 -30.00   52
 24  ω     80.00 105.00   0.50    0.05    --   83.87  15.00 120.00   50
 25  ω     37.00  81.00   0.50    0.05    --   56.25  15.00  90.00   88
 26  ω    -64.00 -38.00   0.50    0.05    --  -59.44 -15.00  30.00   52
 27  ω   -126.00 -39.00   0.50    0.05    --  -75.32 -15.00 -30.00  174
 28  ω   -109.00 -73.00   0.50    0.05    --  -59.44 -15.00  30.00   72
 29  ω   -125.00 -48.00   0.50    0.05    --  -75.32 -15.00  60.00  154
 30  ω   -121.00 -88.00   0.50    0.05    --  -72.13 -15.00 120.00   66
 31  ω    -62.00 -36.00   0.50    0.05    --  -72.13 -15.00 120.00   52
 32  ω    -83.00 -56.00   0.50    0.05    --  -75.32 103.00 -59.00   54
 33  ω    -58.00 -33.00   0.50    0.05    --  -75.32 111.00-150.00   50
 34  ω    -97.00 -34.00   0.50    0.05    --  -79.90 115.00 -46.85  126
 35  ω    -97.00 -64.00   0.50    0.05    --  -79.90 114.00  25.30   66
 36  ω    -59.00 -34.00   0.50    0.05    --  -79.90 114.00  25.30   50
 37  ω    -63.00 -36.00   0.50    0.05    --  -75.32 111.00 150.00   54
 38  ω    -52.00 -26.00   0.50    0.05    --  -59.44 103.00 -59.00   52
 39  ω    -56.00 -31.00   0.50    0.05    --  -72.13 103.00 -59.00   50
 40  ω    -92.00 -66.00   0.50    0.05    --  -75.32 111.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0010757000
_diffrn_orient_matrix_UB_12      0.1295215000
_diffrn_orient_matrix_UB_13      -0.0470116000
_diffrn_orient_matrix_UB_21      -0.0055386000
_diffrn_orient_matrix_UB_22      -0.0927760000
_diffrn_orient_matrix_UB_23      -0.1234909000
_diffrn_orient_matrix_UB_31      -0.2082708000
_diffrn_orient_matrix_UB_32      -0.0668390000
_diffrn_orient_matrix_UB_33      -0.0387559000
_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  0.0123
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9944
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.836
_diffrn_reflns_theta_min         3.951
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0093(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0327
_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)+(0.0412P)²+0.2543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0858
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3127
_reflns_number_total             3312
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc00113c2.cif
_cod_data_source_block           230861lt_auto
_cod_depositor_comments
'Adding full bibliography for 7132900--7132907.cif.'
_cod_original_cell_volume        870.66(5)
_cod_database_code               7132906
_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   0.890
_shelx_estimated_absorpt_t_min   0.874
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), N9(H9)
;
_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 1.119
_oxdiff_exptl_absorpt_empirical_full_min 0.865
loop_
_space_group_symop_operation_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_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
C1 C 0.41510(14) 0.24729(11) -0.17199(9) 0.0209(2) Uani 1 1 d . . . . .
C2 C 0.30780(14) 0.32789(11) -0.17162(9) 0.0208(2) Uani 1 1 d . . . . .
C3 C 0.21443(14) 0.30002(11) -0.08544(9) 0.0211(2) Uani 1 1 d . . . . .
C4 C 0.08453(14) 0.34449(12) -0.04735(9) 0.0235(2) Uani 1 1 d . . . . .
H4 H 0.039781 0.406422 -0.081264 0.028 Uiso 1 1 calc R U . . .
C5 C 0.02180(15) 0.29716(12) 0.04047(10) 0.0259(2) Uani 1 1 d . . . . .
H5 H -0.065979 0.327476 0.066551 0.031 Uiso 1 1 calc R U . . .
C6 C 0.08567(15) 0.20582(12) 0.09099(10) 0.0250(2) Uani 1 1 d . . . . .
H6 H 0.043351 0.177523 0.152629 0.030 Uiso 1 1 calc R U . . .
C7 C 0.21072(14) 0.15522(12) 0.05258(9) 0.0228(2) Uani 1 1 d . . . . .
C8 C 0.27240(14) 0.20216(11) -0.03735(9) 0.0210(2) Uani 1 1 d . . . . .
C10 C 0.28791(13) 0.42631(12) -0.24209(9) 0.0211(2) Uani 1 1 d . . . . .
C11 C 0.30416(14) 0.57065(12) -0.18148(10) 0.0240(2) Uani 1 1 d . . . . .
H11 H 0.331486 0.602706 -0.096965 0.029 Uiso 1 1 calc R U . . .
C12 C 0.28147(15) 0.66786(12) -0.24138(11) 0.0281(3) Uani 1 1 d . . . . .
H12 H 0.291669 0.764673 -0.198304 0.034 Uiso 1 1 calc R U . . .
C13 C 0.24379(16) 0.62305(13) -0.36461(11) 0.0312(3) Uani 1 1 d . . . . .
H13 H 0.229409 0.689368 -0.406362 0.037 Uiso 1 1 calc R U . . .
C14 C 0.22725(16) 0.48077(13) -0.42643(10) 0.0290(3) Uani 1 1 d . . . . .
H14 H 0.202065 0.450574 -0.510776 0.035 Uiso 1 1 calc R U . . .
C15 C 0.24685(14) 0.38123(12) -0.36728(9) 0.0230(2) Uani 1 1 d . . . . .
C16 C 0.22352(15) 0.22488(13) -0.43821(9) 0.0262(2) Uani 1 1 d . . . . .
H16A H 0.340708 0.228695 -0.449420 0.031 Uiso 1 1 calc R U . . .
H16B H 0.189684 0.157424 -0.391530 0.031 Uiso 1 1 calc R U . . .
C17 C 0.08560(15) 0.16176(13) -0.55588(10) 0.0265(2) Uani 1 1 d . . . . .
C19 C 0.54225(14) 0.23554(12) -0.23999(9) 0.0226(2) Uani 1 1 d . . . . .
C20 C 0.54283(16) 0.09558(13) -0.29408(10) 0.0274(2) Uani 1 1 d . . . . .
H20 H 0.461987 0.008097 -0.286240 0.033 Uiso 1 1 calc R U . . .
C21 C 0.66135(18) 0.08430(16) -0.35919(11) 0.0363(3) Uani 1 1 d . . . . .
H21 H 0.661309 -0.011034 -0.395852 0.044 Uiso 1 1 calc R U . . .
C22 C 0.77937(18) 0.21088(18) -0.37100(11) 0.0400(3) Uani 1 1 d . . . . .
H22 H 0.860335 0.202467 -0.415611 0.048 Uiso 1 1 calc R U . . .
C23 C 0.77980(16) 0.35002(16) -0.31788(11) 0.0363(3) Uani 1 1 d . . . . .
H23 H 0.861299 0.436927 -0.326053 0.044 Uiso 1 1 calc R U . . .
C24 C 0.66134(15) 0.36317(14) -0.25255(10) 0.0283(3) Uani 1 1 d . . . . .
H24 H 0.661519 0.458767 -0.216596 0.034 Uiso 1 1 calc R U . . .
C25 C 0.27032(15) 0.05445(12) 0.10181(10) 0.0258(2) Uani 1 1 d . . . . .
H25 H 0.223543 0.025254 0.161715 0.031 Uiso 1 1 calc R U . . .
N9 N 0.39124(12) 0.16993(10) -0.09218(7) 0.0210(2) Uani 1 1 d . . . . .
H9 H 0.444253 0.109542 -0.078866 0.025 Uiso 1 1 calc R U . . .
N18 N -0.02310(15) 0.11028(12) -0.64709(9) 0.0364(3) Uani 1 1 d . . . . .
O26 O 0.37729(10) 0.00542(9) 0.07019(7) 0.0293(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 0.0181 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'
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
C2 C1 C19 130.53(9) . . ?
C2 C1 N9 109.54(9) . . ?
N9 C1 C19 119.93(9) . . ?
C1 C2 C3 106.39(9) . . ?
C1 C2 C10 128.93(9) . . ?
C3 C2 C10 124.67(9) . . ?
C4 C3 C2 134.08(10) . . ?
C4 C3 C8 119.04(9) . . ?
C8 C3 C2 106.84(9) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.39(10) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.06(10) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.20(10) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C8 117.52(10) . . ?
C6 C7 C25 120.86(10) . . ?
C8 C7 C25 121.61(10) . . ?
C7 C8 C3 121.69(9) . . ?
N9 C8 C3 107.99(9) . . ?
N9 C8 C7 130.32(9) . . ?
C11 C10 C2 118.27(9) . . ?
C11 C10 C15 118.04(9) . . ?
C15 C10 C2 123.65(9) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 C10 121.83(10) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.63(10) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.53(10) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.30(10) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 C16 120.46(9) . . ?
C14 C15 C10 119.66(10) . . ?
C14 C15 C16 119.88(9) . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 C15 113.30(9) . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
N18 C17 C16 178.77(13) . . ?
C20 C19 C1 120.06(10) . . ?
C24 C19 C1 120.55(10) . . ?
C24 C19 C20 119.39(10) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.07(11) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.36(12) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.05(11) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.29(12) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 H24 120.1 . . ?
C23 C24 C19 119.85(11) . . ?
C23 C24 H24 120.1 . . ?
C7 C25 H25 118.3 . . ?
O26 C25 C7 123.44(10) . . ?
O26 C25 H25 118.3 . . ?
C1 N9 H9 125.4 . . ?
C8 N9 C1 109.22(8) . . ?
C8 N9 H9 125.4 . . ?
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
C1 C2 1.3779(14) . ?
C1 C19 1.4722(14) . ?
C1 N9 1.3843(13) . ?
C2 C3 1.4431(14) . ?
C2 C10 1.4791(14) . ?
C3 C4 1.4014(14) . ?
C3 C8 1.4147(14) . ?
C4 H4 0.9500 . ?
C4 C5 1.3892(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.3953(16) . ?
C6 H6 0.9500 . ?
C6 C7 1.3970(15) . ?
C7 C8 1.4078(15) . ?
C7 C25 1.4545(15) . ?
C8 N9 1.3658(13) . ?
C10 C11 1.4016(14) . ?
C10 C15 1.4071(15) . ?
C11 H11 0.9500 . ?
C11 C12 1.3853(15) . ?
C12 H12 0.9500 . ?
C12 C13 1.3870(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.3867(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.3931(15) . ?
C15 C16 1.5197(14) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.4693(15) . ?
C17 N18 1.1442(15) . ?
C19 C20 1.3976(15) . ?
C19 C24 1.3964(16) . ?
C20 H20 0.9500 . ?
C20 C21 1.3872(16) . ?
C21 H21 0.9500 . ?
C21 C22 1.381(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.3920(16) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 O26 1.2207(13) . ?
N9 H9 0.8800 . ?
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
C1 C2 C3 C4 -177.57(11) . . . . ?
C1 C2 C3 C8 0.15(11) . . . . ?
C1 C2 C10 C11 -129.74(11) . . . . ?
C1 C2 C10 C15 52.73(16) . . . . ?
C1 C19 C20 C21 179.34(10) . . . . ?
C1 C19 C24 C23 -179.52(10) . . . . ?
C2 C1 C19 C20 -135.65(12) . . . . ?
C2 C1 C19 C24 43.46(16) . . . . ?
C2 C1 N9 C8 -1.47(12) . . . . ?
C2 C3 C4 C5 -179.60(11) . . . . ?
C2 C3 C8 C7 178.20(9) . . . . ?
C2 C3 C8 N9 -1.03(11) . . . . ?
C2 C10 C11 C12 -177.85(10) . . . . ?
C2 C10 C15 C14 178.77(10) . . . . ?
C2 C10 C15 C16 -1.14(16) . . . . ?
C3 C2 C10 C11 49.54(14) . . . . ?
C3 C2 C10 C15 -127.99(11) . . . . ?
C3 C4 C5 C6 -0.19(16) . . . . ?
C3 C8 N9 C1 1.53(11) . . . . ?
C4 C3 C8 C7 -3.67(15) . . . . ?
C4 C3 C8 N9 177.10(9) . . . . ?
C4 C5 C6 C7 -1.92(17) . . . . ?
C5 C6 C7 C8 1.18(16) . . . . ?
C5 C6 C7 C25 -177.14(10) . . . . ?
C6 C7 C8 C3 1.62(15) . . . . ?
C6 C7 C8 N9 -179.34(10) . . . . ?
C6 C7 C25 O26 178.97(10) . . . . ?
C7 C8 N9 C1 -177.61(11) . . . . ?
C8 C3 C4 C5 2.90(15) . . . . ?
C8 C7 C25 O26 0.72(17) . . . . ?
C10 C2 C3 C4 3.01(18) . . . . ?
C10 C2 C3 C8 -179.27(9) . . . . ?
C10 C11 C12 C13 -0.81(17) . . . . ?
C10 C15 C16 C17 145.30(10) . . . . ?
C11 C10 C15 C14 1.23(15) . . . . ?
C11 C10 C15 C16 -178.67(9) . . . . ?
C11 C12 C13 C14 0.74(17) . . . . ?
C12 C13 C14 C15 0.33(18) . . . . ?
C13 C14 C15 C10 -1.32(17) . . . . ?
C13 C14 C15 C16 178.58(10) . . . . ?
C14 C15 C16 C17 -34.60(14) . . . . ?
C15 C10 C11 C12 -0.18(15) . . . . ?
C19 C1 C2 C3 -178.57(10) . . . . ?
C19 C1 C2 C10 0.81(19) . . . . ?
C19 C1 N9 C8 177.97(9) . . . . ?
C19 C20 C21 C22 0.03(17) . . . . ?
C20 C19 C24 C23 -0.41(15) . . . . ?
C20 C21 C22 C23 -0.08(18) . . . . ?
C21 C22 C23 C24 -0.11(18) . . . . ?
C22 C23 C24 C19 0.36(17) . . . . ?
C24 C19 C20 C21 0.22(16) . . . . ?
C25 C7 C8 C3 179.92(10) . . . . ?
C25 C7 C8 N9 -1.04(18) . . . . ?
N9 C1 C2 C3 0.79(11) . . . . ?
N9 C1 C2 C10 -179.83(10) . . . . ?
N9 C1 C19 C20 45.05(14) . . . . ?
N9 C1 C19 C24 -135.84(10) . . . . ?
