#------------------------------------------------------------------------------
#$Date: 2021-09-06 15:26:59 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268928 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/81/7158198.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_7158198
loop_
_publ_author_name
'Ding, Weiwei'
'Zhang, Gang'
_publ_section_title
;
 Access to fused π-extended acridone derivatives through a regioselective
 oxidative demethylation.
;
_journal_issue                   32
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6985
_journal_page_last               6989
_journal_paper_doi               10.1039/d1ob01249e
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C25 H25 N O3'
_chemical_formula_sum            'C25 H25 N O3'
_chemical_formula_weight         387.46
_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             2020-12-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-06-11 deposited with the CCDC.	2021-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                117.309(13)
_cell_angle_beta                 91.977(11)
_cell_angle_gamma                96.236(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6227(10)
_cell_length_b                   11.3588(12)
_cell_length_c                   11.8411(17)
_cell_measurement_reflns_used    2308
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.3650
_cell_measurement_theta_min      4.1440
_cell_volume                     1019.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     28.00  69.00   1.00    2.00    --   40.73 -57.00 120.00   41
  2  ω     27.00 109.00   1.00    4.00    --  107.58 -95.00 150.00   82
  3  ω     36.00 105.00   1.00    4.00    --  107.58 -95.00  60.00   69
  4  ω    111.00 136.00   1.00    4.00    --  107.58 -61.00 -30.00   25
  5  ω     66.00 108.00   1.00    4.00    --  107.58 -95.00 -60.00   42
  6  ω     59.00  87.00   1.00    4.00    --  107.58 -61.00 -30.00   28
  7  ω     57.00 104.00   1.00    4.00    --  107.58 -95.00-120.00   47
  8  ω     54.00  81.00   1.00    2.00    --   40.73-125.00 -60.00   27
  9  ω     42.00 129.00   1.00    4.00    --  107.58 -45.00-120.00   87
 10  ω    112.00 172.00   1.00    4.00    --  107.58  45.00-180.00   60
 11  ω     80.00 140.00   1.00    4.00    --  107.58  61.00 -90.00   60
 12  ω     36.00 132.00   1.00    4.00    --  107.58 -45.00 120.00   96
 13  ω     26.00 155.00   1.00    4.00    --  107.58 -15.00   0.00  129
 14  ω     18.00  68.00   1.00    2.00    --   40.73  38.00-180.00   50
 15  ω    -94.00  -3.00   1.00    2.00    --  -40.73 125.00  30.00   91
 16  ω   -114.00 -28.00   1.00    2.00    --  -40.73 -38.00 -30.00   86
 17  ω   -108.00 -13.00   1.00    2.00    --  -40.73 -57.00-120.00   95
 18  ω     17.00  43.00   1.00    8.00    --   40.98  38.00-180.00   26
 19  ω     85.00 110.00   1.00   10.00    --  107.58 -95.00 -30.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0379989000
_diffrn_orient_matrix_UB_12      -0.1208842000
_diffrn_orient_matrix_UB_13      0.0255010000
_diffrn_orient_matrix_UB_21      -0.0297539000
_diffrn_orient_matrix_UB_22      0.0948920000
_diffrn_orient_matrix_UB_23      0.1381082000
_diffrn_orient_matrix_UB_31      -0.1739921000
_diffrn_orient_matrix_UB_32      -0.0122513000
_diffrn_orient_matrix_UB_33      -0.0437550000
_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  0.0587
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6322
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.597
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         4.221
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3591
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.1154
_refine_ls_R_factor_gt           0.0936
_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)+(0.1783P)²+1.1515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2981
_refine_ls_wR_factor_ref         0.3188
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2716
_reflns_number_total             3591
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01249e2.cif
_cod_data_source_block           dw-190_2
_cod_depositor_comments
'Adding full bibliography for 7158198--7158200.cif.'
_cod_original_cell_volume        1019.7(2)
_cod_database_code               7158198
_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.
;
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C13(H13), C17(H17), C18(H18),
 C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C)
;
_olex2_date_sample_data_collection 2020-12-25
_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 1.662
_oxdiff_exptl_absorpt_empirical_full_min 0.383
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
O1 O 0.1536(3) 0.9598(3) 0.5837(3) 0.0411(7) Uani 1 1 d . . . . .
O2 O 0.1747(3) 0.8704(3) 0.1190(3) 0.0442(7) Uani 1 1 d . . . . .
O3 O 0.4097(3) 0.7451(3) 0.0406(3) 0.0453(7) Uani 1 1 d . . . . .
N1 N 0.5395(3) 0.7723(3) 0.4533(3) 0.0352(7) Uani 1 1 d . . . . .
C1 C 0.3781(4) 0.8796(3) 0.6264(4) 0.0342(8) Uani 1 1 d . . . . .
C2 C 0.3481(5) 0.9171(4) 0.7531(4) 0.0391(9) Uani 1 1 d . . . . .
H2 H 0.260403 0.958553 0.783790 0.047 Uiso 1 1 calc R U . . .
C3 C 0.4451(5) 0.8940(4) 0.8331(4) 0.0429(9) Uani 1 1 d . . . . .
H3 H 0.422272 0.917531 0.916361 0.052 Uiso 1 1 calc R U . . .
C4 C 0.5789(5) 0.8344(4) 0.7872(4) 0.0433(9) Uani 1 1 d . . . . .
H4 H 0.647476 0.821723 0.841771 0.052 Uiso 1 1 calc R U . . .
C5 C 0.6105(4) 0.7943(4) 0.6628(4) 0.0392(9) Uani 1 1 d . . . . .
H5 H 0.699176 0.753708 0.633564 0.047 Uiso 1 1 calc R U . . .
C6 C 0.5097(4) 0.8144(3) 0.5803(3) 0.0338(8) Uani 1 1 d . . . . .
C7 C 0.2730(4) 0.9066(3) 0.5453(4) 0.0332(8) Uani 1 1 d . . . . .
C8 C 0.3162(4) 0.8672(3) 0.4163(3) 0.0324(8) Uani 1 1 d . . . . .
C9 C 0.4464(4) 0.7994(3) 0.3735(3) 0.0334(8) Uani 1 1 d . . . . .
C10 C 0.4797(4) 0.7577(3) 0.2461(4) 0.0353(8) Uani 1 1 d . . . . .
H10 H 0.565171 0.712415 0.216447 0.042 Uiso 1 1 calc R U . . .
C11 C 0.3877(4) 0.7831(4) 0.1656(4) 0.0362(8) Uani 1 1 d . . . . .
C12 C 0.2558(4) 0.8521(4) 0.2083(4) 0.0361(8) Uani 1 1 d . . . . .
C13 C 0.2234(4) 0.8926(3) 0.3320(4) 0.0340(8) Uani 1 1 d . . . . .
H13 H 0.137951 0.938114 0.361042 0.041 Uiso 1 1 calc R U . . .
C14 C 0.0359(5) 0.9308(5) 0.1576(4) 0.0499(10) Uani 1 1 d . . . . .
H14A H -0.013318 0.939753 0.088543 0.075 Uiso 1 1 calc R U . . .
H14B H 0.062741 1.017604 0.230027 0.075 Uiso 1 1 calc R U . . .
H14C H -0.035059 0.875630 0.180328 0.075 Uiso 1 1 calc R U . . .
C15 C 0.5441(6) 0.6819(5) -0.0051(4) 0.0534(11) Uani 1 1 d . . . . .
H15A H 0.544943 0.655454 -0.094552 0.080 Uiso 1 1 calc R U . . .
H15B H 0.541230 0.604328 0.007972 0.080 Uiso 1 1 calc R U . . .
H15C H 0.636925 0.743270 0.040474 0.080 Uiso 1 1 calc R U . . .
C16 C 0.6600(4) 0.6884(4) 0.4027(4) 0.0349(8) Uani 1 1 d . . . . .
C17 C 0.8086(4) 0.7423(4) 0.3948(4) 0.0398(9) Uani 1 1 d . . . . .
H17 H 0.832171 0.833715 0.422280 0.048 Uiso 1 1 calc R U . . .
C18 C 0.9215(4) 0.6598(4) 0.3460(4) 0.0415(9) Uani 1 1 d . . . . .
H18 H 1.020985 0.696790 0.340947 0.050 Uiso 1 1 calc R U . . .
C19 C 0.8906(4) 0.5220(4) 0.3040(3) 0.0347(8) Uani 1 1 d . . . . .
C20 C 0.7419(4) 0.4702(4) 0.3142(4) 0.0387(9) Uani 1 1 d . . . . .
H20 H 0.718475 0.379073 0.288312 0.046 Uiso 1 1 calc R U . . .
C21 C 0.6271(4) 0.5527(4) 0.3626(4) 0.0384(9) Uani 1 1 d . . . . .
H21 H 0.527445 0.516215 0.368073 0.046 Uiso 1 1 calc R U . . .
C22 C 1.0211(4) 0.4367(4) 0.2484(4) 0.0416(9) Uani 1 1 d . . . . .
C23 C 0.9708(5) 0.2900(4) 0.2137(5) 0.0503(11) Uani 1 1 d . . . . .
H23A H 0.943394 0.283573 0.288827 0.075 Uiso 1 1 calc R U . . .
H23B H 1.055619 0.239973 0.179584 0.075 Uiso 1 1 calc R U . . .
H23C H 0.881710 0.254309 0.151092 0.075 Uiso 1 1 calc R U . . .
C24 C 1.1657(5) 0.4899(4) 0.3457(6) 0.0598(13) Uani 1 1 d . . . . .
H24A H 1.201760 0.580924 0.365635 0.090 Uiso 1 1 calc R U . . .
H24B H 1.247167 0.436096 0.310373 0.090 Uiso 1 1 calc R U . . .
H24C H 1.138781 0.486208 0.422101 0.090 Uiso 1 1 calc R U . . .
C25 C 1.0629(6) 0.4434(5) 0.1266(5) 0.0632(13) Uani 1 1 d . . . . .
H25A H 0.969866 0.418179 0.069162 0.095 Uiso 1 1 calc R U . . .
H25B H 1.137108 0.383150 0.086296 0.095 Uiso 1 1 calc R U . . .
H25C H 1.107939 0.532959 0.147942 0.095 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'
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
C12 O2 C14 115.5(3) . . ?
C11 O3 C15 116.6(3) . . ?
C6 N1 C16 118.9(3) . . ?
C9 N1 C6 120.9(3) . . ?
C9 N1 C16 119.9(3) . . ?
C2 C1 C6 118.7(3) . . ?
C2 C1 C7 119.8(3) . . ?
C6 C1 C7 121.5(3) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.6(4) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.9(4) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.1(4) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(4) . . ?
C6 C5 H5 120.0 . . ?
N1 C6 C1 119.8(3) . . ?
C5 C6 N1 120.6(3) . . ?
C5 C6 C1 119.6(3) . . ?
O1 C7 C1 122.1(3) . . ?
O1 C7 C8 122.2(3) . . ?
C1 C7 C8 115.8(3) . . ?
C9 C8 C7 120.6(3) . . ?
C13 C8 C7 119.7(3) . . ?
C13 C8 C9 119.6(3) . . ?
N1 C9 C8 121.2(3) . . ?
N1 C9 C10 120.0(3) . . ?
C8 C9 C10 118.8(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 H10 119.7 . . ?
O3 C11 C10 124.8(3) . . ?
O3 C11 C12 114.3(3) . . ?
C10 C11 C12 120.9(3) . . ?
O2 C12 C11 114.9(3) . . ?
O2 C12 C13 126.7(3) . . ?
C13 C12 C11 118.4(3) . . ?
C8 C13 H13 119.2 . . ?
C12 C13 C8 121.6(3) . . ?
C12 C13 H13 119.2 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 120.9(3) . . ?
C21 C16 N1 119.6(3) . . ?
C21 C16 C17 119.6(3) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.6(3) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.1 . . ?
C17 C18 C19 121.8(3) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 C22 118.7(3) . . ?
C20 C19 C18 117.7(3) . . ?
C20 C19 C22 123.6(3) . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.8(3) . . ?
C21 C20 H20 119.6 . . ?
C16 C21 C20 120.4(3) . . ?
C16 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C19 C22 C24 109.8(3) . . ?
C19 C22 C25 108.8(3) . . ?
C23 C22 C19 112.0(3) . . ?
C23 C22 C24 108.4(3) . . ?
C23 C22 C25 108.1(4) . . ?
C25 C22 C24 109.7(4) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
O1 C7 1.244(4) . ?
O2 C12 1.354(5) . ?
O2 C14 1.428(5) . ?
O3 C11 1.365(5) . ?
O3 C15 1.421(5) . ?
N1 C6 1.397(5) . ?
N1 C9 1.378(5) . ?
N1 C16 1.443(4) . ?
C1 C2 1.402(5) . ?
C1 C6 1.410(5) . ?
C1 C7 1.451(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.400(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(5) . ?
C7 C8 1.456(5) . ?
C8 C9 1.407(5) . ?
C8 C13 1.407(5) . ?
C9 C10 1.410(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.369(5) . ?
C11 C12 1.425(5) . ?
C12 C13 1.369(5) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.384(5) . ?
C16 C21 1.380(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.378(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.397(5) . ?
C19 C20 1.385(5) . ?
C19 C22 1.530(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.391(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.529(5) . ?
C22 C24 1.532(6) . ?
C22 C25 1.532(6) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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 C7 C8 C9 -175.8(3) . . . . ?
O1 C7 C8 C13 1.7(5) . . . . ?
O2 C12 C13 C8 179.7(3) . . . . ?
O3 C11 C12 O2 -0.8(5) . . . . ?
O3 C11 C12 C13 179.2(3) . . . . ?
N1 C9 C10 C11 179.6(3) . . . . ?
N1 C16 C17 C18 -180.0(3) . . . . ?
N1 C16 C21 C20 -179.7(3) . . . . ?
C1 C2 C3 C4 1.5(6) . . . . ?
C1 C7 C8 C9 4.1(5) . . . . ?
C1 C7 C8 C13 -178.4(3) . . . . ?
C2 C1 C6 N1 178.0(3) . . . . ?
C2 C1 C6 C5 -2.9(5) . . . . ?
C2 C1 C7 O1 -1.7(5) . . . . ?
C2 C1 C7 C8 178.4(3) . . . . ?
C2 C3 C4 C5 -2.6(6) . . . . ?
C3 C4 C5 C6 0.9(6) . . . . ?
C4 C5 C6 N1 -179.1(3) . . . . ?
C4 C5 C6 C1 1.9(5) . . . . ?
C6 N1 C9 C8 -1.6(5) . . . . ?
C6 N1 C9 C10 179.1(3) . . . . ?
C6 N1 C16 C17 -98.6(4) . . . . ?
C6 N1 C16 C21 80.9(4) . . . . ?
C6 C1 C2 C3 1.2(5) . . . . ?
C6 C1 C7 O1 177.4(3) . . . . ?
C6 C1 C7 C8 -2.4(5) . . . . ?
C7 C1 C2 C3 -179.6(3) . . . . ?
C7 C1 C6 N1 -1.1(5) . . . . ?
C7 C1 C6 C5 177.9(3) . . . . ?
C7 C8 C9 N1 -2.2(5) . . . . ?
C7 C8 C9 C10 177.1(3) . . . . ?
C7 C8 C13 C12 -177.1(3) . . . . ?
C8 C9 C10 C11 0.3(5) . . . . ?
C9 N1 C6 C1 3.3(5) . . . . ?
C9 N1 C6 C5 -175.8(3) . . . . ?
C9 N1 C16 C17 87.4(4) . . . . ?
C9 N1 C16 C21 -93.1(4) . . . . ?
C9 C8 C13 C12 0.5(5) . . . . ?
C9 C10 C11 O3 -179.1(3) . . . . ?
C9 C10 C11 C12 -0.1(6) . . . . ?
C10 C11 C12 O2 -179.9(3) . . . . ?
C10 C11 C12 C13 0.1(5) . . . . ?
C11 C12 C13 C8 -0.3(5) . . . . ?
C13 C8 C9 N1 -179.7(3) . . . . ?
C13 C8 C9 C10 -0.4(5) . . . . ?
C14 O2 C12 C11 175.7(3) . . . . ?
C14 O2 C12 C13 -4.3(6) . . . . ?
C15 O3 C11 C10 -4.1(5) . . . . ?
C15 O3 C11 C12 176.9(3) . . . . ?
C16 N1 C6 C1 -170.7(3) . . . . ?
C16 N1 C6 C5 10.2(5) . . . . ?
C16 N1 C9 C8 172.3(3) . . . . ?
C16 N1 C9 C10 -7.0(5) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C17 C16 C21 C20 -0.2(6) . . . . ?
C17 C18 C19 C20 -0.7(6) . . . . ?
C17 C18 C19 C22 178.7(4) . . . . ?
C18 C19 C20 C21 1.1(6) . . . . ?
C18 C19 C22 C23 176.9(4) . . . . ?
C18 C19 C22 C24 56.5(5) . . . . ?
C18 C19 C22 C25 -63.6(5) . . . . ?
C19 C20 C21 C16 -0.7(6) . . . . ?
C20 C19 C22 C23 -3.6(6) . . . . ?
C20 C19 C22 C24 -124.0(4) . . . . ?
C20 C19 C22 C25 115.8(4) . . . . ?
C21 C16 C17 C18 0.6(6) . . . . ?
C22 C19 C20 C21 -178.3(4) . . . . ?
