#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/79/4027922.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_4027922
loop_
_publ_author_name
'Elżbieta Gońka'
'Damian Myśliwiec'
'Tadeusz Lis'
'Piotr J. Chmielewski'
'Marcin Stępień'
_publ_section_title
;
 Synthesis of Bis(phenanthropyrroles) via a Tandem Scholl Oxidation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1260
_journal_page_last               1265
_journal_paper_doi               10.1021/jo302486x
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C46 H44 N2 O12, 2(C H4 O)'
_chemical_formula_sum            'C48 H52 N2 O14'
_chemical_formula_weight         880.92
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 130.21(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.753(12)
_cell_length_b                   14.269(8)
_cell_length_c                   17.857(10)
_cell_measurement_reflns_used    1018
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     4233(5)
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2009)'
_computing_data_reduction        CrysAlisRED
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type
;
'Oxford Xcalibur PX κ-geometry diffractometer with CCD area detector'
;
_diffrn_measurement_method       'ω and φ'
_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  0.0727
_diffrn_reflns_av_sigmaI/netI    0.2211
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7252
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         26.56
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_description       block
_exptl_crystal_F_000             1864
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.22
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.2106
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0564
_refine_ls_wR_factor_ref         0.0646
_reflns_number_gt                1400
_reflns_number_total             4291
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo302486x_si_002.cif
_cod_data_source_block           stepa
_cod_original_cell_volume        4233(4)
_cod_database_code               4027922
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.56945(16) 0.4561(2) 0.7483(2) 0.0423(9) Uani 1 1 d . . .
H1 H 0.5810 0.4081 0.7863 0.051 Uiso 1 1 calc R . .
C2 C 0.6000(2) 0.4699(3) 0.7013(3) 0.0371(10) Uani 1 1 d . . .
C3 C 0.5646(2) 0.5510(3) 0.6437(3) 0.0344(10) Uani 1 1 d . . .
C4 C 0.51309(19) 0.5869(2) 0.6617(2) 0.0298(10) Uani 1 1 d . . .
C5 C 0.5187(2) 0.5278(2) 0.7271(3) 0.0368(10) Uani 1 1 d . . .
C18 C 0.6613(2) 0.4041(3) 0.7237(3) 0.0493(12) Uani 1 1 d . A .
O19 O 0.70054(13) 0.40901(18) 0.69729(17) 0.0553(8) Uani 1 1 d . . .
O20 O 0.67265(16) 0.3348(2) 0.7821(2) 0.0797(11) Uani 1 1 d . . .
C21 C 0.7435(5) 0.2738(5) 0.8293(6) 0.052(2) Uani 0.643(9) 1 d P A 1
H21A H 0.7633 0.2510 0.8939 0.062 Uiso 0.643(9) 1 calc PR A 1
H21B H 0.7878 0.3063 0.8376 0.062 Uiso 0.643(9) 1 calc PR A 1
C22 C 0.7077(4) 0.1909(5) 0.7523(6) 0.062(3) Uani 0.643(9) 1 d P A 1
H22A H 0.7503 0.1454 0.7747 0.093 Uiso 0.643(9) 1 calc PR A 1
H22B H 0.6862 0.2161 0.6884 0.093 Uiso 0.643(9) 1 calc PR A 1
H22C H 0.6644 0.1599 0.7461 0.093 Uiso 0.643(9) 1 calc PR A 1
C21A C 0.7125(10) 0.2496(10) 0.7767(13) 0.044(5) Uiso 0.357(9) 1 d P A 2
H21C H 0.6964 0.2456 0.7107 0.053 Uiso 0.357(9) 1 calc PR A 2
H21D H 0.7718 0.2558 0.8257 0.053 Uiso 0.357(9) 1 calc PR A 2
C22A C 0.6874(6) 0.1669(7) 0.7961(8) 0.048(4) Uiso 0.357(9) 1 d P A 2
H22D H 0.7118 0.1117 0.7919 0.073 Uiso 0.357(9) 1 calc PR A 2
H22E H 0.6286 0.1616 0.7475 0.073 Uiso 0.357(9) 1 calc PR A 2
H22F H 0.7045 0.1709 0.8619 0.073 Uiso 0.357(9) 1 calc PR A 2
C6 C 0.5685(2) 0.5981(3) 0.5762(3) 0.0297(10) Uani 1 1 d . . .
C11 C 0.5263(2) 0.6812(3) 0.5337(3) 0.0367(11) Uani 1 1 d . . .
C13 C 0.47628(19) 0.7204(3) 0.5545(3) 0.0369(11) Uani 1 1 d . . .
C12 C 0.4684(2) 0.6716(3) 0.6159(3) 0.0337(10) Uani 1 1 d . . .
C7 C 0.61309(18) 0.5618(2) 0.5513(2) 0.0374(11) Uani 1 1 d . . .
H7 H 0.6413 0.5044 0.5797 0.045 Uiso 1 1 calc R . .
C8 C 0.6168(2) 0.6076(3) 0.4867(3) 0.0382(11) Uani 1 1 d . . .
C9 C 0.5756(2) 0.6915(3) 0.4446(3) 0.0483(12) Uani 1 1 d . B .
C10 C 0.53071(19) 0.7286(3) 0.4675(3) 0.0467(12) Uani 1 1 d . . .
H10 H 0.5027 0.7860 0.4386 0.056 Uiso 1 1 calc R . .
C14 C 0.4345(2) 0.8057(3) 0.5132(3) 0.0424(11) Uani 1 1 d . . .
H14 H 0.4406 0.8404 0.4730 0.051 Uiso 1 1 calc R . .
C15 C 0.3854(2) 0.8397(3) 0.5295(3) 0.0433(11) Uani 1 1 d . . .
C16 C 0.3747(2) 0.7884(3) 0.5864(3) 0.0432(12) Uani 1 1 d . . .
C17 C 0.41570(19) 0.7063(3) 0.6295(2) 0.0347(11) Uani 1 1 d . . .
H17 H 0.4085 0.6723 0.6691 0.042 Uiso 1 1 calc R . .
O23 O 0.65949(13) 0.57754(17) 0.45902(17) 0.0478(8) Uani 1 1 d . . .
C24 C 0.70529(19) 0.4942(2) 0.5052(3) 0.0486(12) Uani 1 1 d . . .
H24A H 0.7343 0.4796 0.4816 0.073 Uiso 1 1 calc R . .
H24B H 0.6691 0.4423 0.4893 0.073 Uiso 1 1 calc R . .
H24C H 0.7440 0.5034 0.5764 0.073 Uiso 1 1 calc R . .
O25 O 0.57876(17) 0.7318(2) 0.3774(2) 0.0683(10) Uani 1 1 d . . .
C26 C 0.5385(4) 0.8164(5) 0.3323(5) 0.065(3) Uani 0.50 1 d P B -3
H26A H 0.5474 0.8358 0.2874 0.097 Uiso 0.50 1 calc PR B -3
H26B H 0.5591 0.8647 0.3825 0.097 Uiso 0.50 1 calc PR B -3
H26C H 0.4807 0.8077 0.2955 0.097 Uiso 0.50 1 calc PR B -3
C26A C 0.6528(5) 0.7944(6) 0.4319(6) 0.086(3) Uani 0.50 1 d P B 4
H26D H 0.6554 0.8246 0.3848 0.129 Uiso 0.50 1 calc PR B 4
H26E H 0.7013 0.7564 0.4778 0.129 Uiso 0.50 1 calc PR B 4
H26F H 0.6495 0.8424 0.4684 0.129 Uiso 0.50 1 calc PR B 4
O27 O 0.34354(15) 0.92337(18) 0.4933(2) 0.0600(8) Uani 1 1 d . . .
C28 C 0.3521(2) 0.9798(3) 0.4347(3) 0.0749(15) Uani 1 1 d . . .
H28A H 0.3189 1.0362 0.4135 0.112 Uiso 1 1 calc R . .
H28B H 0.3347 0.9441 0.3769 0.112 Uiso 1 1 calc R . .
H28C H 0.4087 0.9978 0.4732 0.112 Uiso 1 1 calc R . .
O29 O 0.32175(13) 0.82675(18) 0.59611(17) 0.0559(8) Uani 1 1 d . . .
C30 C 0.30589(19) 0.7715(3) 0.6504(2) 0.0612(13) Uani 1 1 d . . .
H30A H 0.2670 0.8045 0.6515 0.092 Uiso 1 1 calc R . .
H30B H 0.3561 0.7624 0.7177 0.092 Uiso 1 1 calc R . .
H30C H 0.2839 0.7104 0.6186 0.092 Uiso 1 1 calc R . .
O31 O 0.4155(4) 0.9951(4) 0.1974(5) 0.104(3) Uani 0.554(7) 1 d P C 5
H31 H 0.4522 1.0116 0.1968 0.155 Uiso 0.554(7) 1 d PR C 5
C31 C 0.4301(10) 1.0312(11) 0.2822(13) 0.082(4) Uani 0.554(7) 1 d P C 5
H31A H 0.4590 1.0908 0.3012 0.123 Uiso 0.554(7) 1 calc PR C 5
H31B H 0.4626 0.9863 0.3362 0.123 Uiso 0.554(7) 1 calc PR C 5
H31C H 0.3787 1.0412 0.2674 0.123 Uiso 0.554(7) 1 calc PR C 5
O32 O 0.4756(5) 0.9650(5) 0.3438(5) 0.075(3) Uani 0.446(7) 1 d P C 6
H32 H 0.5207 0.9924 0.3848 0.112 Uiso 0.446(7) 1 d PR C 6
C32 C 0.4303(15) 1.0544(18) 0.290(2) 0.35(2) Uani 0.446(7) 1 d P C 6
H32A H 0.4277 1.0943 0.3321 0.530 Uiso 0.446(7) 1 calc PR C 6
H32B H 0.3757 1.0388 0.2302 0.530 Uiso 0.446(7) 1 calc PR C 6
H32C H 0.4584 1.0879 0.2715 0.530 Uiso 0.446(7) 1 calc PR C 6
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 0.0016 '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 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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_3
C5 N1 C2 110.2(3) .
C5 N1 H1 124.9 .
C2 N1 H1 124.9 .
N1 C2 C3 108.2(3) .
N1 C2 C18 117.0(4) .
C3 C2 C18 134.7(4) .
C2 C3 C6 134.7(3) .
C2 C3 C4 105.5(3) .
C6 C3 C4 119.8(3) .
C5 C4 C12 131.0(3) .
C5 C4 C3 108.3(3) .
C12 C4 C3 120.7(3) .
N1 C5 C4 107.8(3) .
N1 C5 C5 118.8(3) 6_657
C4 C5 C5 133.4(3) 6_657
O19 C18 O20 121.5(4) .
O19 C18 C2 127.0(4) .
O20 C18 C2 111.5(3) .
C18 O20 C21 118.8(4) .
C18 O20 C21A 111.4(7) .
O20 C21 C22 101.4(6) .
O20 C21 H21A 111.5 .
C22 C21 H21A 111.5 .
O20 C21 H21B 111.5 .
C22 C21 H21B 111.5 .
H21A C21 H21B 109.3 .
C21 C22 H22A 109.5 .
C21 C22 H22B 109.5 .
H22A C22 H22B 109.5 .
C21 C22 H22C 109.5 .
H22A C22 H22C 109.5 .
H22B C22 H22C 109.5 .
C22A C21A O20 108.5(11) .
C22A C21A H21C 110.0 .
O20 C21A H21C 110.0 .
C22A C21A H21D 110.0 .
O20 C21A H21D 110.0 .
H21C C21A H21D 108.4 .
C21A C22A H22D 109.5 .
C21A C22A H22E 109.5 .
H22D C22A H22E 109.5 .
C21A C22A H22F 109.5 .
H22D C22A H22F 109.5 .
H22E C22A H22F 109.5 .
C11 C6 C7 119.4(3) .
C11 C6 C3 119.0(3) .
C7 C6 C3 121.5(4) .
C6 C11 C10 119.2(3) .
C6 C11 C13 121.6(3) .
C10 C11 C13 119.3(4) .
C12 C13 C14 118.4(3) .
C12 C13 C11 119.6(3) .
C14 C13 C11 122.0(4) .
C13 C12 C17 119.1(3) .
C13 C12 C4 119.1(3) .
C17 C12 C4 121.8(3) .
C8 C7 C6 121.3(3) .
C8 C7 H7 119.4 .
C6 C7 H7 119.4 .
O23 C8 C7 125.1(4) .
O23 C8 C9 115.2(4) .
C7 C8 C9 119.7(3) .
O25 C9 C10 122.8(4) .
O25 C9 C8 117.0(3) .
C10 C9 C8 120.1(4) .
C9 C10 C11 120.3(3) .
C9 C10 H10 119.9 .
C11 C10 H10 119.9 .
C15 C14 C13 121.7(4) .
C15 C14 H14 119.2 .
C13 C14 H14 119.2 .
C14 C15 O27 125.2(4) .
C14 C15 C16 119.5(4) .
O27 C15 C16 115.2(3) .
C17 C16 O29 124.1(3) .
C17 C16 C15 120.4(3) .
O29 C16 C15 115.4(3) .
C16 C17 C12 120.7(4) .
C16 C17 H17 119.6 .
C12 C17 H17 119.6 .
C8 O23 C24 115.9(3) .
O23 C24 H24A 109.5 .
O23 C24 H24B 109.5 .
H24A C24 H24B 109.5 .
O23 C24 H24C 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
C9 O25 C26 119.9(4) .
C9 O25 C26A 108.4(4) .
C26 O25 C26A 82.7(5) .
O25 C26 H26A 109.5 .
O25 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
O25 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
O25 C26A H26D 109.5 .
O25 C26A H26E 109.5 .
H26D C26A H26E 109.5 .
O25 C26A H26F 109.5 .
H26D C26A H26F 109.5 .
H26E C26A H26F 109.5 .
C15 O27 C28 118.2(3) .
O27 C28 H28A 109.5 .
O27 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
O27 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
C16 O29 C30 116.4(3) .
O29 C30 H30A 109.5 .
O29 C30 H30B 109.5 .
H30A C30 H30B 109.5 .
O29 C30 H30C 109.5 .
H30A C30 H30C 109.5 .
H30B C30 H30C 109.5 .
C31 O31 H31 110.6 .
C32 O32 H32 94.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C5 1.367(3) .
N1 C2 1.379(3) .
N1 H1 0.8800 .
C2 C3 1.402(4) .
C2 C18 1.460(4) .
C3 C6 1.430(4) .
C3 C4 1.444(4) .
C4 C5 1.382(4) .
C4 C12 1.431(4) .
C5 C5 1.478(5) 6_657
C18 O19 1.216(3) .
C18 O20 1.339(4) .
O20 C21 1.472(7) .
O20 C21A 1.531(15) .
C21 C22 1.585(12) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C21A C22A 1.434(19) .
C21A H21C 0.9900 .
C21A H21D 0.9900 .
C22A H22D 0.9800 .
C22A H22E 0.9800 .
C22A H22F 0.9800 .
C6 C11 1.386(4) .
C6 C7 1.403(4) .
C11 C10 1.419(4) .
C11 C13 1.468(4) .
C13 C12 1.400(4) .
C13 C14 1.410(4) .
C12 C17 1.407(4) .
C7 C8 1.374(4) .
C7 H7 0.9500 .
C8 O23 1.371(3) .
C8 C9 1.390(5) .
C9 O25 1.371(4) .
C9 C10 1.384(4) .
C10 H10 0.9500 .
C14 C15 1.364(4) .
C14 H14 0.9500 .
C15 O27 1.383(4) .
C15 C16 1.389(4) .
C16 C17 1.369(4) .
C16 O29 1.384(3) .
C17 H17 0.9500 .
O23 C24 1.423(4) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
O25 C26 1.401(7) .
O25 C26A 1.522(7) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C26A H26D 0.9800 .
C26A H26E 0.9800 .
C26A H26F 0.9800 .
O27 C28 1.425(4) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
O29 C30 1.453(3) .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
O31 C31 1.426(14) .
O31 H31 0.8400 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
O32 C32 1.52(3) .
O32 H32 0.8504 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O23 0.88 2.38 2.952(4) 122.8 2_565
C7 H7 O19 0.95 2.10 2.960(4) 149.1 .
C24 H24A O27 0.98 2.39 3.307(4) 156.1 3_545
C30 H30A O19 0.98 2.55 3.505(4) 164.3 3_455
C26 H26A O31 0.98 2.37 2.912(10) 114.3 6_656
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_4
C5 N1 C2 C3 -3.1(4) .
C5 N1 C2 C18 174.4(3) .
N1 C2 C3 C6 -176.5(4) .
C18 C2 C3 C6 6.7(8) .
N1 C2 C3 C4 2.1(4) .
C18 C2 C3 C4 -174.7(4) .
C2 C3 C4 C5 -0.4(4) .
C6 C3 C4 C5 178.5(3) .
C2 C3 C4 C12 178.6(3) .
C6 C3 C4 C12 -2.6(5) .
C2 N1 C5 C4 2.8(4) .
C2 N1 C5 C5 -178.2(3) 6_657
C12 C4 C5 N1 179.7(4) .
C3 C4 C5 N1 -1.5(4) .
C12 C4 C5 C5 1.0(8) 6_657
C3 C4 C5 C5 179.7(5) 6_657
N1 C2 C18 O19 -172.8(4) .
C3 C2 C18 O19 3.8(8) .
N1 C2 C18 O20 5.2(5) .
C3 C2 C18 O20 -178.2(4) .
O19 C18 O20 C21 11.2(7) .
C2 C18 O20 C21 -167.0(5) .
O19 C18 O20 C21A -21.9(9) .
C2 C18 O20 C21A 159.9(7) .
C18 O20 C21 C22 -92.7(5) .
C21A O20 C21 C22 -9.0(15) .
C18 O20 C21A C22A -151.0(10) .
C21 O20 C21A C22A 98.4(19) .
C2 C3 C6 C11 -177.6(4) .
C4 C3 C6 C11 4.0(5) .
C2 C3 C6 C7 3.1(6) .
C4 C3 C6 C7 -175.3(3) .
C7 C6 C11 C10 -1.3(5) .
C3 C6 C11 C10 179.4(3) .
C7 C6 C11 C13 177.7(3) .
C3 C6 C11 C13 -1.6(5) .
C6 C11 C13 C12 -2.3(5) .
C10 C11 C13 C12 176.7(3) .
C6 C11 C13 C14 178.7(4) .
C10 C11 C13 C14 -2.3(5) .
C14 C13 C12 C17 3.6(5) .
C11 C13 C12 C17 -175.4(4) .
C14 C13 C12 C4 -177.3(4) .
C11 C13 C12 C4 3.6(5) .
C5 C4 C12 C13 177.4(4) .
C3 C4 C12 C13 -1.2(5) .
C5 C4 C12 C17 -3.6(6) .
C3 C4 C12 C17 177.7(3) .
C11 C6 C7 C8 1.0(5) .
C3 C6 C7 C8 -179.8(3) .
C6 C7 C8 O23 179.4(4) .
C6 C7 C8 C9 -0.1(5) .
O23 C8 C9 O25 3.3(5) .
C7 C8 C9 O25 -177.2(3) .
O23 C8 C9 C10 -179.9(3) .
C7 C8 C9 C10 -0.3(6) .
O25 C9 C10 C11 176.6(4) .
C8 C9 C10 C11 -0.1(6) .
C6 C11 C10 C9 0.9(5) .
C13 C11 C10 C9 -178.1(4) .
C12 C13 C14 C15 -1.9(6) .
C11 C13 C14 C15 177.2(4) .
C13 C14 C15 O27 178.8(4) .
C13 C14 C15 C16 -1.4(6) .
C14 C15 C16 C17 2.8(6) .
O27 C15 C16 C17 -177.3(4) .
C14 C15 C16 O29 -177.8(4) .
O27 C15 C16 O29 2.0(5) .
O29 C16 C17 C12 179.7(3) .
C15 C16 C17 C12 -1.0(6) .
C13 C12 C17 C16 -2.3(5) .
C4 C12 C17 C16 178.7(4) .
C7 C8 O23 C24 -2.6(5) .
C9 C8 O23 C24 176.9(3) .
C10 C9 O25 C26 3.1(7) .
C8 C9 O25 C26 179.9(5) .
C10 C9 O25 C26A 95.3(5) .
C8 C9 O25 C26A -87.9(5) .
C14 C15 O27 C28 -0.4(6) .
C16 C15 O27 C28 179.7(3) .
C17 C16 O29 C30 -4.3(5) .
C15 C16 O29 C30 176.4(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139092545
