#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:01:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/42/2104299.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2104299
loop_
_publ_author_name
'Rychlewska, Urszula'
'Plutecka, Agnieszka'
'Hoffmann, Marcin'
'Skowronek, Paweł'
'Gawrońska, Krystyna'
'Gawroński, Jacek'
_publ_section_title
;
 Probing the shapes of chiral bis-(o-naphthalimidobenzoyl)
 systems using X-ray and circular dichroism methods
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              86
_journal_page_last               95
_journal_paper_doi               10.1107/S0108768108041827
_journal_volume                  65
_journal_year                    2009
_chemical_formula_moiety         'C43 H30 N2 O8'
_chemical_formula_sum            'C43 H30 N2 O8'
_chemical_formula_weight         702.69
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.203(6)
_cell_angle_beta                 111.486(7)
_cell_angle_gamma                107.147(6)
_cell_formula_units_Z            1
_cell_length_a                   9.2897(7)
_cell_length_b                   10.0849(7)
_cell_length_c                   11.0897(8)
_cell_measurement_reflns_used    4689
_cell_measurement_temperature    140.0(5)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      3.17
_cell_volume                     855.11(14)
_computing_cell_refinement
'CrysAlisRED v.1.171.23(Oxford Diffraction,2002)'
_computing_data_collection
'CrysAlisCCD v.1.171.23(Oxford Diffraction,2002)'
_computing_data_reduction
'CrysAlisRED v.1.171.23(Oxford Diffraction,2002)'
_computing_molecular_graphics
'XP. Simens Analytical X-Ray Instruments (1989)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Kuma KM4CCD κ-geometry diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8911
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.17
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 'every 50 dc frames'
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             366
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.179
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_extinction_coef       0.038(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         2994
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.911
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0311
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0549
_refine_ls_wR_factor_ref         0.0577
_reflns_number_gt                2388
_reflns_number_total             2994
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            so5018.cif
_cod_data_source_block           2
_cod_database_code               2104299
_cod_database_fobs_code          2104299
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 -0.0406(5) 0.5349(4) 0.2678(4) 0.0625(10) Uani d . 1 . .
H H1A -0.1447 0.5103 0.2746 0.094 Uiso d R 1 . .
H H1B 0.0282 0.6407 0.3165 0.094 Uiso d R 1 . .
H H1C -0.0657 0.5075 0.1713 0.094 Uiso d R 1 . .
C C2 0.0551(4) 0.4505(3) 0.3334(3) 0.0387(8) Uani d . 1 . .
H H2 -0.0149 0.3448 0.2893 0.046 Uiso d R 1 . .
C C3 0.2221(4) 0.4821(3) 0.3269(3) 0.0385(8) Uani d . 1 . .
H H3A 0.2911 0.5880 0.3736 0.046 Uiso d R 1 . .
H H3B 0.1986 0.4553 0.2308 0.046 Uiso d R 1 . .
C C4 0.3224(4) 0.3995(3) 0.3906(3) 0.0344(7) Uani d . 1 . .
H H4 0.3570 0.4319 0.4890 0.041 Uiso d R 1 . .
C C5 0.4762(4) 0.4201(4) 0.3663(3) 0.0483(9) Uani d . 1 . .
H H5A 0.5356 0.3667 0.4091 0.072 Uiso d R 1 . .
H H5B 0.4391 0.3817 0.2675 0.072 Uiso d R 1 . .
H H5C 0.5507 0.5247 0.4057 0.072 Uiso d R 1 . .
O O1 0.1007(2) 0.5014(2) 0.48349(18) 0.0327(5) Uani d . 1 . .
O O2 -0.1456(3) 0.3224(3) 0.4362(2) 0.0621(7) Uani d . 1 . .
O O3 0.4598(2) 0.5489(2) 0.8068(2) 0.0334(5) Uani d . 1 . .
O O4 0.1725(2) 0.8304(2) 0.6826(2) 0.0375(5) Uani d . 1 . .
N N1 0.3194(3) 0.6924(2) 0.7465(2) 0.0230(5) Uani d . 1 . .
C C6 -0.0133(4) 0.4303(3) 0.5189(3) 0.0342(7) Uani d . 1 . .
C C7 0.0365(3) 0.4926(3) 0.6709(3) 0.0266(6) Uani d . 1 . .
C C8 0.1889(3) 0.6094(3) 0.7760(3) 0.0254(6) Uani d . 1 . .
C C9 0.2212(4) 0.6523(3) 0.9143(3) 0.0331(7) Uani d . 1 . .
H H9 0.3291 0.7304 0.9851 0.040 Uiso d R 1 . .
C C10 0.0998(4) 0.5817(3) 0.9504(3) 0.0395(8) Uani d . 1 . .
H H10 0.1235 0.6138 1.0467 0.047 Uiso d R 1 . .
C C11 -0.0541(4) 0.4672(3) 0.8478(3) 0.0388(8) Uani d . 1 . .
H H11 -0.1391 0.4185 0.8719 0.047 Uiso d R 1 . .
C C12 -0.0847(3) 0.4229(3) 0.7099(3) 0.0345(7) Uani d . 1 . .
H H12 -0.1909 0.3430 0.6387 0.041 Uiso d R 1 . .
C C13 0.4519(3) 0.6475(3) 0.7612(3) 0.0240(6) Uani d . 1 . .
C C14 0.5754(3) 0.7235(3) 0.7192(3) 0.0209(6) Uani d . 1 . .
C C15 0.7074(3) 0.6828(3) 0.7298(3) 0.0267(6) Uani d . 1 . .
H H15 0.7156 0.6038 0.7626 0.032 Uiso d R 1 . .
C C16 0.8284(3) 0.7554(3) 0.6932(3) 0.0282(7) Uani d . 1 . .
H H16 0.9202 0.7266 0.7014 0.034 Uiso d R 1 . .
C C17 0.8155(3) 0.8666(3) 0.6450(3) 0.0274(7) Uani d . 1 . .
H H17 0.9003 0.9164 0.6211 0.033 Uiso d R 1 . .
C C18 0.6803(3) 0.9102(3) 0.6291(3) 0.0239(6) Uani d . 1 . .
C C19 0.6594(3) 1.0220(3) 0.5769(3) 0.0292(7) Uani d . 1 . .
H H19 0.7399 1.0719 0.5492 0.035 Uiso d R 1 . .
C C20 0.5264(3) 1.0593(3) 0.5640(3) 0.0325(7) Uani d . 1 . .
H H20 0.5147 1.1352 0.5273 0.039 Uiso d R 1 . .
C C21 0.4059(3) 0.9879(3) 0.6025(3) 0.0292(7) Uani d . 1 . .
H H21 0.3123 1.0144 0.5927 0.035 Uiso d R 1 . .
C C22 0.4227(3) 0.8791(3) 0.6551(3) 0.0217(6) Uani d . 1 . .
C C23 0.5595(3) 0.8375(3) 0.6690(3) 0.0212(6) Uani d . 1 . .
C C24 0.2953(3) 0.8023(3) 0.6943(3) 0.0270(7) Uani d . 1 . .
O O1A 0.2080(2) 0.2392(2) 0.32080(18) 0.0325(5) Uani d . 1 . .
O O2A 0.2111(3) 0.2232(2) 0.5199(2) 0.0509(6) Uani d . 1 . .
O O3A -0.0925(2) 0.0754(2) -0.0006(2) 0.0335(5) Uani d . 1 . .
O O4A 0.2685(2) -0.1024(2) 0.2366(2) 0.0366(5) Uani d . 1 . .
N N1A 0.0849(2) -0.0209(2) 0.1095(2) 0.0221(5) Uani d . 1 . .
C C6A 0.1549(3) 0.1676(3) 0.3949(3) 0.0312(7) Uani d . 1 . .
C C7A 0.0147(3) 0.0157(3) 0.3062(3) 0.0260(6) Uani d . 1 . .
C C8A -0.0230(3) -0.0719(3) 0.1719(3) 0.0255(6) Uani d . 1 . .
C C9A -0.1613(3) -0.2085(3) 0.0974(3) 0.0301(7) Uani d . 1 . .
H H9A -0.1853 -0.2668 0.0053 0.036 Uiso d R 1 . .
C C10A -0.2673(4) -0.2621(3) 0.1535(3) 0.0360(7) Uani d . 1 . .
H H10A -0.3643 -0.3569 0.1012 0.043 Uiso d R 1 . .
C C11A -0.2299(4) -0.1778(3) 0.2864(3) 0.0377(7) Uani d . 1 . .
H H11A -0.3026 -0.2132 0.3261 0.045 Uiso d R 1 . .
C C12A -0.0897(4) -0.0410(3) 0.3629(3) 0.0353(7) Uani d . 1 . .
H H12A -0.0632 0.0152 0.4564 0.042 Uiso d R 1 . .
C C13A 0.0403(3) 0.0602(3) 0.0263(3) 0.0240(6) Uani d . 1 . .
C C14A 0.1596(3) 0.1228(3) -0.0253(3) 0.0205(6) Uani d . 1 . .
C C15A 0.1204(3) 0.1984(3) -0.1120(3) 0.0285(7) Uani d . 1 . .
H H15A 0.0160 0.2106 -0.1382 0.034 Uiso d R 1 . .
C C16A 0.2339(4) 0.2593(3) -0.1619(3) 0.0340(7) Uani d . 1 . .
H H16A 0.2076 0.3140 -0.2210 0.041 Uiso d R 1 . .
C C17A 0.3825(4) 0.2427(3) -0.1245(3) 0.0337(7) Uani d . 1 . .
H H17A 0.4565 0.2820 -0.1618 0.040 Uiso d R 1 . .
C C18A 0.4285(3) 0.1668(3) -0.0353(3) 0.0270(7) Uani d . 1 . .
C C19A 0.5813(3) 0.1466(3) 0.0062(3) 0.0344(7) Uani d . 1 . .
H H19A 0.6582 0.1837 -0.0295 0.041 Uiso d R 1 . .
C C20A 0.6235(3) 0.0770(3) 0.0976(3) 0.0355(7) Uani d . 1 . .
H H20A 0.7285 0.0658 0.1248 0.043 Uiso d R 1 . .
C C21A 0.5118(3) 0.0198(3) 0.1502(3) 0.0315(7) Uani d . 1 . .
H H21A 0.5425 -0.0274 0.2156 0.038 Uiso d R 1 . .
C C22A 0.3585(3) 0.0320(3) 0.1078(3) 0.0239(6) Uani d . 1 . .
C C23A 0.3138(3) 0.1056(3) 0.0158(3) 0.0231(6) Uani d . 1 . .
C C24A 0.2395(3) -0.0355(3) 0.1576(3) 0.0261(7) Uani d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0000 '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 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 H1A . . 109.3 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.4 ?
C2 C1 H1C . . 109.6 ?
H1A C1 H1C . . 109.7 ?
H1B C1 H1C . . 109.3 ?
O1 C2 C1 . . 108.4(2) ?
O1 C2 C3 . . 106.1(2) ?
C1 C2 C3 . . 113.1(3) ?
O1 C2 H2 . . 109.4 ?
C1 C2 H2 . . 110.3 ?
C3 C2 H2 . . 109.4 ?
C4 C3 C2 . . 115.1(2) ?
C4 C3 H3A . . 109.2 ?
C2 C3 H3A . . 108.0 ?
C4 C3 H3B . . 108.0 ?
C2 C3 H3B . . 108.8 ?
H3A C3 H3B . . 107.6 ?
O1A C4 C5 . . 107.3(2) ?
O1A C4 C3 . . 106.8(2) ?
C5 C4 C3 . . 113.0(2) ?
O1A C4 H4 . . 110.1 ?
C5 C4 H4 . . 110.0 ?
C3 C4 H4 . . 109.5 ?
C4 C5 H5A . . 109.8 ?
C4 C5 H5B . . 109.1 ?
H5A C5 H5B . . 109.4 ?
C4 C5 H5C . . 109.6 ?
H5A C5 H5C . . 109.6 ?
H5B C5 H5C . . 109.3 ?
C6 O1 C2 . . 117.2(2) ?
C24 N1 C13 . . 125.2(2) ?
C24 N1 C8 . . 117.3(2) ?
C13 N1 C8 . . 117.3(2) ?
O2 C6 O1 . . 123.5(3) ?
O2 C6 C7 . . 122.0(3) ?
O1 C6 C7 . . 114.5(2) ?
C8 C7 C12 . . 117.6(3) ?
C8 C7 C6 . . 126.9(2) ?
C12 C7 C6 . . 115.5(2) ?
C9 C8 C7 . . 120.9(2) ?
C9 C8 N1 . . 117.1(2) ?
C7 C8 N1 . . 122.1(2) ?
C8 C9 C10 . . 120.5(3) ?
C8 C9 H9 . . 119.2 ?
C10 C9 H9 . . 120.3 ?
C11 C10 C9 . . 119.8(3) ?
C11 C10 H10 . . 120.7 ?
C9 C10 H10 . . 119.5 ?
C10 C11 C12 . . 119.4(3) ?
C10 C11 H11 . . 120.3 ?
C12 C11 H11 . . 120.3 ?
C11 C12 C7 . . 121.7(3) ?
C11 C12 H12 . . 119.6 ?
C7 C12 H12 . . 118.7 ?
O3 C13 N1 . . 119.7(2) ?
O3 C13 C14 . . 123.4(2) ?
N1 C13 C14 . . 116.9(2) ?
C15 C14 C23 . . 120.2(2) ?
C15 C14 C13 . . 119.4(2) ?
C23 C14 C13 . . 120.3(2) ?
C14 C15 C16 . . 120.5(3) ?
C14 C15 H15 . . 119.4 ?
C16 C15 H15 . . 120.0 ?
C17 C16 C15 . . 120.0(3) ?
C17 C16 H16 . . 120.1 ?
C15 C16 H16 . . 119.9 ?
C16 C17 C18 . . 121.7(2) ?
C16 C17 H17 . . 119.2 ?
C18 C17 H17 . . 119.2 ?
C19 C18 C17 . . 123.8(2) ?
C19 C18 C23 . . 118.3(2) ?
C17 C18 C23 . . 117.9(2) ?
C20 C19 C18 . . 121.2(2) ?
C20 C19 H19 . . 119.6 ?
C18 C19 H19 . . 119.2 ?
C19 C20 C21 . . 121.1(3) ?
C19 C20 H20 . . 119.4 ?
C21 C20 H20 . . 119.5 ?
C22 C21 C20 . . 119.6(3) ?
C22 C21 H21 . . 119.8 ?
C20 C21 H21 . . 120.7 ?
C21 C22 C23 . . 120.5(2) ?
C21 C22 C24 . . 119.9(2) ?
C23 C22 C24 . . 119.6(2) ?
C14 C23 C22 . . 121.0(2) ?
C14 C23 C18 . . 119.6(2) ?
C22 C23 C18 . . 119.4(2) ?
O4 C24 N1 . . 119.9(2) ?
O4 C24 C22 . . 123.1(3) ?
N1 C24 C22 . . 117.0(2) ?
C6A O1A C4 . . 118.8(2) ?
C13A N1A C24A . . 125.3(2) ?
C13A N1A C8A . . 117.4(2) ?
C24A N1A C8A . . 116.3(2) ?
O2A C6A O1A . . 123.3(3) ?
O2A C6A C7A . . 123.6(3) ?
O1A C6A C7A . . 113.1(2) ?
C12A C7A C8A . . 118.1(3) ?
C12A C7A C6A . . 115.9(2) ?
C8A C7A C6A . . 126.0(2) ?
C9A C8A C7A . . 120.6(2) ?
C9A C8A N1A . . 118.9(2) ?
C7A C8A N1A . . 120.5(2) ?
C8A C9A C10A . . 120.8(3) ?
C8A C9A H9A . . 119.3 ?
C10A C9A H9A . . 119.9 ?
C11A C10A C9A . . 119.1(3) ?
C11A C10A H10A . . 120.1 ?
C9A C10A H10A . . 120.8 ?
C10A C11A C12A . . 120.5(3) ?
C10A C11A H11A . . 119.9 ?
C12A C11A H11A . . 119.6 ?
C11A C12A C7A . . 120.9(3) ?
C11A C12A H12A . . 119.6 ?
C7A C12A H12A . . 119.5 ?
O3A C13A N1A . . 119.9(2) ?
O3A C13A C14A . . 123.5(2) ?
N1A C13A C14A . . 116.6(2) ?
C15A C14A C23A . . 120.6(2) ?
C15A C14A C13A . . 119.6(2) ?
C23A C14A C13A . . 119.8(2) ?
C14A C15A C16A . . 120.2(3) ?
C14A C15A H15A . . 119.8 ?
C16A C15A H15A . . 120.0 ?
C17A C16A C15A . . 120.2(3) ?
C17A C16A H16A . . 119.6 ?
C15A C16A H16A . . 120.2 ?
C16A C17A C18A . . 121.7(3) ?
C16A C17A H17A . . 119.0 ?
C18A C17A H17A . . 119.3 ?
C17A C18A C19A . . 123.7(3) ?
C17A C18A C23A . . 118.2(2) ?
C19A C18A C23A . . 118.1(3) ?
C20A C19A C18A . . 121.5(3) ?
C20A C19A H19A . . 119.0 ?
C18A C19A H19A . . 119.5 ?
C19A C20A C21A . . 120.2(3) ?
C19A C20A H20A . . 119.8 ?
C21A C20A H20A . . 120.0 ?
C22A C21A C20A . . 120.0(3) ?
C22A C21A H21A . . 119.9 ?
C20A C21A H21A . . 120.1 ?
C21A C22A C23A . . 120.8(2) ?
C21A C22A C24A . . 119.3(2) ?
C23A C22A C24A . . 119.9(2) ?
C22A C23A C14A . . 121.4(2) ?
C22A C23A C18A . . 119.4(2) ?
C14A C23A C18A . . 119.2(2) ?
O4A C24A N1A . . 119.6(2) ?
O4A C24A C22A . . 123.7(2) ?
N1A C24A C22A . . 116.7(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.516(4) ?
C1 H1A . 0.9604 ?
C1 H1B . 0.9588 ?
C1 H1C . 0.9591 ?
C2 O1 . 1.476(3) ?
C2 C3 . 1.521(4) ?
C2 H2 . 0.9589 ?
C3 C4 . 1.519(4) ?
C3 H3A . 0.9589 ?
C3 H3B . 0.9592 ?
C4 O1A . 1.467(3) ?
C4 C5 . 1.513(4) ?
C4 H4 . 0.9588 ?
C5 H5A . 0.9591 ?
C5 H5B . 0.9587 ?
C5 H5C . 0.9590 ?
O1 C6 . 1.332(3) ?
O2 C6 . 1.211(3) ?
O3 C13 . 1.223(3) ?
O4 C24 . 1.224(3) ?
N1 C24 . 1.399(3) ?
N1 C13 . 1.401(3) ?
N1 C8 . 1.447(3) ?
C6 C7 . 1.491(4) ?
C7 C8 . 1.389(4) ?
C7 C12 . 1.406(3) ?
C8 C9 . 1.382(4) ?
C9 C10 . 1.389(4) ?
C9 H9 . 0.9574 ?
C10 C11 . 1.381(4) ?
C10 H10 . 0.9592 ?
C11 C12 . 1.383(4) ?
C11 H11 . 0.9608 ?
C12 H12 . 0.9574 ?
C13 C14 . 1.468(3) ?
C14 C15 . 1.378(3) ?
C14 C23 . 1.409(3) ?
C15 C16 . 1.396(4) ?
C15 H15 . 0.9599 ?
C16 C17 . 1.365(4) ?
C16 H16 . 0.9598 ?
C17 C18 . 1.414(3) ?
C17 H17 . 0.9608 ?
C18 C19 . 1.410(4) ?
C18 C23 . 1.421(3) ?
C19 C20 . 1.362(3) ?
C19 H19 . 0.9609 ?
C20 C21 . 1.403(4) ?
C20 H20 . 0.9599 ?
C21 C22 . 1.377(3) ?
C21 H21 . 0.9597 ?
C22 C23 . 1.420(3) ?
C22 C24 . 1.476(3) ?
O1A C6A . 1.340(3) ?
O2A C6A . 1.205(3) ?
O3A C13A . 1.223(3) ?
O4A C24A . 1.225(3) ?
N1A C13A . 1.399(3) ?
N1A C24A . 1.404(3) ?
N1A C8A . 1.454(3) ?
C6A C7A . 1.486(4) ?
C7A C12A . 1.395(3) ?
C7A C8A . 1.399(3) ?
C8A C9A . 1.375(4) ?
C9A C10A . 1.392(4) ?
C9A H9A . 0.9592 ?
C10A C11A . 1.377(4) ?
C10A H10A . 0.9583 ?
C11A C12A . 1.384(4) ?
C11A H11A . 0.9610 ?
C12A H12A . 0.9591 ?
C13A C14A . 1.473(3) ?
C14A C15A . 1.372(3) ?
C14A C23A . 1.413(3) ?
C15A C16A . 1.413(3) ?
C15A H15A . 0.9591 ?
C16A C17A . 1.362(4) ?
C16A H16A . 0.9595 ?
C17A C18A . 1.406(4) ?
C17A H17A . 0.9610 ?
C18A C19A . 1.416(4) ?
C18A C23A . 1.433(3) ?
C19A C20A . 1.368(4) ?
C19A H19A . 0.9610 ?
C20A C21A . 1.412(4) ?
C20A H20A . 0.9590 ?
C21A C22A . 1.380(3) ?
C21A H21A . 0.9593 ?
C22A C23A . 1.407(3) ?
C22A C24A . 1.471(4) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C2 C3 C4 . . . . 61.6(3) ?
C1 C2 C3 C4 . . . . -179.7(3) ?
C2 C3 C4 O1A . . . . 55.3(3) ?
C2 C3 C4 C5 . . . . 173.2(2) ?
C1 C2 O1 C6 . . . . 87.8(3) ?
C3 C2 O1 C6 . . . . -150.4(2) ?
C2 O1 C6 O2 . . . . 4.4(4) ?
C2 O1 C6 C7 . . . . -176.8(2) ?
O2 C6 C7 C8 . . . . 175.8(3) ?
O1 C6 C7 C8 . . . . -3.1(4) ?
O2 C6 C7 C12 . . . . -3.5(4) ?
O1 C6 C7 C12 . . . . 177.6(2) ?
C12 C7 C8 C9 . . . . 1.8(4) ?
C6 C7 C8 C9 . . . . -177.5(3) ?
C12 C7 C8 N1 . . . . -177.5(2) ?
C6 C7 C8 N1 . . . . 3.2(4) ?
C24 N1 C8 C9 . . . . -100.7(3) ?
C13 N1 C8 C9 . . . . 84.7(3) ?
C24 N1 C8 C7 . . . . 78.7(3) ?
C13 N1 C8 C7 . . . . -96.0(3) ?
C7 C8 C9 C10 . . . . -1.7(4) ?
N1 C8 C9 C10 . . . . 177.6(2) ?
C8 C9 C10 C11 . . . . 0.4(4) ?
C9 C10 C11 C12 . . . . 0.7(4) ?
C10 C11 C12 C7 . . . . -0.6(4) ?
C8 C7 C12 C11 . . . . -0.6(4) ?
C6 C7 C12 C11 . . . . 178.7(2) ?
C24 N1 C13 O3 . . . . -179.2(2) ?
C8 N1 C13 O3 . . . . -5.0(3) ?
C24 N1 C13 C14 . . . . 0.6(3) ?
C8 N1 C13 C14 . . . . 174.8(2) ?
O3 C13 C14 C15 . . . . 0.6(4) ?
N1 C13 C14 C15 . . . . -179.2(2) ?
O3 C13 C14 C23 . . . . -179.3(2) ?
N1 C13 C14 C23 . . . . 0.9(3) ?
C23 C14 C15 C16 . . . . 1.1(4) ?
C13 C14 C15 C16 . . . . -178.7(3) ?
C14 C15 C16 C17 . . . . -0.8(4) ?
C15 C16 C17 C18 . . . . -0.7(4) ?
C16 C17 C18 C19 . . . . -178.6(3) ?
C16 C17 C18 C23 . . . . 1.8(4) ?
C17 C18 C19 C20 . . . . -180.0(3) ?
C23 C18 C19 C20 . . . . -0.4(4) ?
C18 C19 C20 C21 . . . . 0.1(4) ?
C19 C20 C21 C22 . . . . 0.4(4) ?
C20 C21 C22 C23 . . . . -0.8(4) ?
C20 C21 C22 C24 . . . . -179.3(3) ?
C15 C14 C23 C22 . . . . 178.9(2) ?
C13 C14 C23 C22 . . . . -1.3(3) ?
C15 C14 C23 C18 . . . . 0.0(3) ?
C13 C14 C23 C18 . . . . 179.9(2) ?
C21 C22 C23 C14 . . . . -178.3(3) ?
C24 C22 C23 C14 . . . . 0.2(3) ?
C21 C22 C23 C18 . . . . 0.6(3) ?
C24 C22 C23 C18 . . . . 179.1(3) ?
C19 C18 C23 C14 . . . . 178.9(2) ?
C17 C18 C23 C14 . . . . -1.4(3) ?
C19 C18 C23 C22 . . . . 0.0(3) ?
C17 C18 C23 C22 . . . . 179.7(2) ?
C13 N1 C24 O4 . . . . 178.1(2) ?
C8 N1 C24 O4 . . . . 3.9(4) ?
C13 N1 C24 C22 . . . . -1.6(4) ?
C8 N1 C24 C22 . . . . -175.8(2) ?
C21 C22 C24 O4 . . . . 0.0(4) ?
C23 C22 C24 O4 . . . . -178.5(2) ?
C21 C22 C24 N1 . . . . 179.7(2) ?
C23 C22 C24 N1 . . . . 1.2(3) ?
C5 C4 O1A C6A . . . . 126.6(2) ?
C3 C4 O1A C6A . . . . -111.9(2) ?
C4 O1A C6A O2A . . . . -8.8(4) ?
C4 O1A C6A C7A . . . . 168.6(2) ?
O2A C6A C7A C12A . . . . 21.3(4) ?
O1A C6A C7A C12A . . . . -156.1(2) ?
O2A C6A C7A C8A . . . . -160.2(3) ?
O1A C6A C7A C8A . . . . 22.5(3) ?
C12A C7A C8A C9A . . . . 1.4(4) ?
C6A C7A C8A C9A . . . . -177.1(2) ?
C12A C7A C8A N1A . . . . -177.8(2) ?
C6A C7A C8A N1A . . . . 3.7(4) ?
C13A N1A C8A C9A . . . . 88.4(3) ?
C24A N1A C8A C9A . . . . -102.1(3) ?
C13A N1A C8A C7A . . . . -92.4(3) ?
C24A N1A C8A C7A . . . . 77.1(3) ?
C7A C8A C9A C10A . . . . 0.4(4) ?
N1A C8A C9A C10A . . . . 179.6(2) ?
C8A C9A C10A C11A . . . . -1.3(4) ?
C9A C10A C11A C12A . . . . 0.5(4) ?
C10A C11A C12A C7A . . . . 1.3(4) ?
C8A C7A C12A C11A . . . . -2.3(4) ?
C6A C7A C12A C11A . . . . 176.4(2) ?
C24A N1A C13A O3A . . . . -174.3(2) ?
C8A N1A C13A O3A . . . . -5.8(4) ?
C24A N1A C13A C14A . . . . 6.1(3) ?
C8A N1A C13A C14A . . . . 174.6(2) ?
O3A C13A C14A C15A . . . . -2.2(4) ?
N1A C13A C14A C15A . . . . 177.4(2) ?
O3A C13A C14A C23A . . . . 177.3(2) ?
N1A C13A C14A C23A . . . . -3.1(3) ?
C23A C14A C15A C16A . . . . 0.4(4) ?
C13A C14A C15A C16A . . . . 179.8(2) ?
C14A C15A C16A C17A . . . . 0.3(4) ?
C15A C16A C17A C18A . . . . -0.6(4) ?
C16A C17A C18A C19A . . . . 179.9(3) ?
C16A C17A C18A C23A . . . . 0.3(4) ?
C17A C18A C19A C20A . . . . 177.4(3) ?
C23A C18A C19A C20A . . . . -3.0(4) ?
C18A C19A C20A C21A . . . . 1.6(4) ?
C19A C20A C21A C22A . . . . 1.0(4) ?
C20A C21A C22A C23A . . . . -2.1(4) ?
C20A C21A C22A C24A . . . . 176.7(3) ?
C21A C22A C23A C14A . . . . -178.2(2) ?
C24A C22A C23A C14A . . . . 3.1(3) ?
C21A C22A C23A C18A . . . . 0.7(3) ?
C24A C22A C23A C18A . . . . -178.1(2) ?
C15A C14A C23A C22A . . . . 178.2(2) ?
C13A C14A C23A C22A . . . . -1.2(3) ?
C15A C14A C23A C18A . . . . -0.7(3) ?
C13A C14A C23A C18A . . . . 179.9(2) ?
C17A C18A C23A C22A . . . . -178.6(2) ?
C19A C18A C23A C22A . . . . 1.8(3) ?
C17A C18A C23A C14A . . . . 0.3(4) ?
C19A C18A C23A C14A . . . . -179.3(2) ?
C13A N1A C24A O4A . . . . 175.9(2) ?
C8A N1A C24A O4A . . . . 7.3(3) ?
C13A N1A C24A C22A . . . . -4.3(3) ?
C8A N1A C24A C22A . . . . -172.9(2) ?
C21A C22A C24A O4A . . . . 0.5(4) ?
C23A C22A C24A O4A . . . . 179.3(3) ?
C21A C22A C24A N1A . . . . -179.2(2) ?
C23A C22A C24A N1A . . . . -0.5(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654531
2 PubChem 102281598
