#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/39/2013905.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_2013905
loop_
_publ_author_name
'Ruszkowska, Joanna'
'Chrobak, Robert'
'Maurin, Jan K.'
'Czarnocki, Zbigniew'
_publ_section_title
;
 Vindoline and 16-demethoxyvindoline: two catharanthus-derived
 alkaloids
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o377
_journal_page_last               o380
_journal_paper_doi               10.1107/S0108270104004342
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C24 H30 N2 O5'
_chemical_formula_moiety         'C24 H30 N2 O5'
_chemical_formula_sum            'C24 H30 N2 O5'
_chemical_formula_weight         426.50
_chemical_melting_point          431.8(8)
_chemical_name_common            16-demethoxyvindoline
_chemical_name_systematic
;
 Methyl (3aR,4R,5S,5aR,10bR,13aR)-4-(acetyloxy)-3a-ethyl-5-hydroxy-6-methyl-
 3a,4,5,5a,6,11,12,13a-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0800(16)
_cell_length_b                   11.320(2)
_cell_length_c                   24.212(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      8.7
_cell_measurement_theta_min      8.0
_cell_volume                     2214.6(7)
_computing_cell_refinement       'Kuma Software'
_computing_data_collection       'Kuma Software (Kuma, 2000)'
_computing_data_reduction        'Kuma Software'
_computing_molecular_graphics    'XP (Bruker, 1998)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Kuma KM-4 κ-axis diffractometer'
_diffrn_measurement_method
;
separate ω-2ο scans for individual reflections
;
_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  0.0914
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4424
_diffrn_reflns_theta_full        30.01
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_min         1.68
_diffrn_standards_decay_%        0.60
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       columnar
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4333
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0802P)²+0.1619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1345
_reflns_number_gt                2550
_reflns_number_total             4333
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            av1168.cif
_cod_data_source_block           II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '431-432.5' was changed to '431.8(8)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '431-432.5' was changed to '431.8(8)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2214.6(8)
_cod_database_code               2013905
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_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
_atom_site_type_symbol
O1 1.0473(2) 0.07443(15) 0.77939(7) 0.0419(4) Uani d . 1 . . O
H1 1.104(5) 0.081(3) 0.8134(16) 0.082(11) Uiso d . 1 . . H
O2 0.6511(3) 0.08223(19) 0.73672(8) 0.0639(6) Uani d . 1 . . O
O3 0.8679(3) -0.00747(19) 0.69828(7) 0.0582(5) Uani d . 1 . . O
O4 0.81734(19) 0.22250(12) 0.82324(6) 0.0379(3) Uani d . 1 . . O
O5 0.5691(3) 0.26392(18) 0.85897(11) 0.0737(7) Uani d . 1 . . O
N1 0.7447(2) -0.15954(16) 0.82117(9) 0.0439(4) Uani d . 1 . . N
C2 0.9054(3) -0.10209(18) 0.81044(9) 0.0357(4) Uani d . 1 . . C
H2 0.9606 -0.1446 0.7804 0.043 Uiso calc R 1 . . H
C3 0.8889(3) 0.02962(18) 0.79355(9) 0.0352(4) Uani d . 1 . . C
C4 0.8039(3) 0.09973(16) 0.83977(8) 0.0331(4) Uani d . 1 . . C
H4 0.6864 0.0783 0.8401 0.040 Uiso calc R 1 . . H
C5 0.8753(3) 0.07925(18) 0.89970(9) 0.0357(4) Uani d . 1 . . C
C6 0.9333(4) 0.1936(2) 0.92573(10) 0.0519(6) Uani d . 1 . . C
H6 0.8540 0.2495 0.9353 0.062 Uiso calc R 1 . . H
C7 1.0898(5) 0.2183(3) 0.93556(12) 0.0651(9) Uani d . 1 . . C
H7 1.1135 0.2883 0.9541 0.078 Uiso calc R 1 . . H
C8 1.2291(4) 0.1432(3) 0.91935(13) 0.0664(8) Uani d . 1 . . C
H8A 1.2769 0.1068 0.9519 0.080 Uiso calc R 1 . . H
H8B 1.3139 0.1911 0.9019 0.080 Uiso calc R 1 . . H
N9 1.1744(3) 0.0511(2) 0.88091(9) 0.0493(5) Uani d . 1 . . N
C10 1.2955(3) -0.0442(3) 0.87181(14) 0.0692(8) Uani d . 1 . . C
H10A 1.3538 -0.0628 0.9057 0.083 Uiso calc R 1 . . H
H10B 1.3757 -0.0216 0.8439 0.083 Uiso calc R 1 . . H
C11 1.1941(3) -0.1477(3) 0.85273(13) 0.0568(7) Uani d . 1 . . C
H11A 1.2268 -0.2185 0.8725 0.068 Uiso calc R 1 . . H
H11B 1.2111 -0.1610 0.8136 0.068 Uiso calc R 1 . . H
C12 1.0090(3) -0.11914(19) 0.86430(9) 0.0381(5) Uani d . 1 . . C
C13 0.9143(3) -0.21543(19) 0.89291(10) 0.0435(5) Uani d . 1 . . C
C14 0.9542(5) -0.2777(2) 0.94038(11) 0.0608(7) Uani d . 1 . . C
H14 1.0538 -0.2643 0.9586 0.073 Uiso calc R 1 . . H
C15 0.8426(6) -0.3603(3) 0.96016(14) 0.0820(12) Uani d . 1 . . C
H15 0.8684 -0.4037 0.9916 0.098 Uiso calc R 1 . . H
C16 0.6952(6) -0.3788(3) 0.93402(16) 0.0825(12) Uani d . 1 . . C
H16 0.6224 -0.4347 0.9482 0.099 Uiso calc R 1 . . H
C17 0.6509(4) -0.3168(2) 0.88693(14) 0.0653(8) Uani d . 1 . . C
H17 0.5496 -0.3294 0.8697 0.078 Uiso calc R 1 . . H
C18 0.7643(3) -0.23465(18) 0.86632(10) 0.0441(5) Uani d . 1 . . C
C19 1.0220(3) -0.0067(2) 0.90025(9) 0.0384(4) Uani d . 1 . . C
H19 1.0400 -0.0316 0.9385 0.046 Uiso calc R 1 . . H
C20 0.7291(3) 0.0319(2) 0.93590(9) 0.0427(5) Uani d . 1 . . C
H20A 0.6419 0.0907 0.9360 0.051 Uiso calc R 1 . . H
H20B 0.6851 -0.0386 0.9185 0.051 Uiso calc R 1 . . H
C21 0.7722(4) 0.0022(2) 0.99557(10) 0.0562(7) Uani d . 1 . . C
H21A 0.6750 -0.0255 1.0143 0.084 Uiso calc R 1 . . H
H21B 0.8133 0.0716 1.0138 0.084 Uiso calc R 1 . . H
H21C 0.8555 -0.0583 0.9962 0.084 Uiso calc R 1 . . H
C22 0.6564(4) -0.2098(3) 0.77338(13) 0.0673(8) Uani d . 1 . . C
H22A 0.6489 -0.1515 0.7447 0.101 Uiso calc R 1 . . H
H22B 0.5471 -0.2332 0.7844 0.101 Uiso calc R 1 . . H
H22C 0.7156 -0.2774 0.7599 0.101 Uiso calc R 1 . . H
C23 0.7868(3) 0.04010(19) 0.74041(9) 0.0421(5) Uani d . 1 . . C
C24 0.7844(5) -0.0115(3) 0.64584(11) 0.0723(9) Uani d . 1 . . C
H24A 0.8553 -0.0478 0.6189 0.108 Uiso calc R 1 . . H
H24B 0.7578 0.0673 0.6342 0.108 Uiso calc R 1 . . H
H24C 0.6845 -0.0567 0.6493 0.108 Uiso calc R 1 . . H
C26 0.6885(3) 0.2940(2) 0.83412(10) 0.0440(5) Uani d . 1 . . C
C27 0.7196(4) 0.4154(2) 0.81310(12) 0.0585(7) Uani d . 1 . . C
H27A 0.8252 0.4179 0.7949 0.088 Uiso calc R 1 . . H
H27B 0.7193 0.4701 0.8434 0.088 Uiso calc R 1 . . H
H27C 0.6343 0.4368 0.7874 0.088 Uiso calc R 1 . . H
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_publ_flag
C3 O1 H1 105(2) no
C23 O3 C24 117.4(2) no
C26 O4 C4 117.68(17) no
C18 N1 C22 115.8(2) no
C18 N1 C2 107.91(19) no
C22 N1 C2 117.3(2) no
N1 C2 C3 113.23(18) no
N1 C2 C12 105.68(17) no
C3 C2 C12 112.63(17) no
N1 C2 H2 108.4 no
C3 C2 H2 108.4 no
C12 C2 H2 108.4 no
O1 C3 C23 104.78(18) no
O1 C3 C4 113.26(18) no
C23 C3 C4 109.35(17) no
O1 C3 C2 109.25(17) no
C23 C3 C2 109.98(17) no
C4 C3 C2 110.08(17) no
O4 C4 C3 105.13(15) no
O4 C4 C5 111.54(15) no
C3 C4 C5 115.55(17) no
O4 C4 H4 108.1 no
C3 C4 H4 108.1 no
C5 C4 H4 108.1 no
C6 C5 C19 107.4(2) no
C6 C5 C20 107.07(19) no
C19 C5 C20 111.17(17) no
C6 C5 C4 111.72(17) no
C19 C5 C4 112.54(17) no
C20 C5 C4 106.84(18) no
C7 C6 C5 123.6(3) no
C7 C6 H6 118.2 no
C5 C6 H6 118.2 no
C6 C7 C8 124.5(3) no
C6 C7 H7 117.8 no
C8 C7 H7 117.8 no
C7 C8 N9 110.6(2) no
C7 C8 H8A 109.5 no
N9 C8 H8A 109.5 no
C7 C8 H8B 109.5 no
N9 C8 H8B 109.5 no
H8A C8 H8B 108.1 no
C8 N9 C19 111.5(2) no
C8 N9 C10 114.5(2) no
C19 N9 C10 106.19(19) no
N9 C10 C11 104.8(2) no
N9 C10 H10A 110.8 no
C11 C10 H10A 110.8 no
N9 C10 H10B 110.8 no
C11 C10 H10B 110.8 no
H10A C10 H10B 108.9 no
C10 C11 C12 107.9(2) no
C10 C11 H11A 110.1 no
C12 C11 H11A 110.1 no
C10 C11 H11B 110.1 no
C12 C11 H11B 110.1 no
H11A C11 H11B 108.4 no
C13 C12 C19 111.88(18) no
C13 C12 C11 115.0(2) no
C19 C12 C11 102.0(2) no
C13 C12 C2 101.63(19) no
C19 C12 C2 113.87(17) no
C11 C12 C2 113.0(2) no
C14 C13 C18 120.5(3) no
C14 C13 C12 129.3(3) no
C18 C13 C12 110.2(2) no
C15 C14 C13 118.6(3) no
C15 C14 H14 120.7 no
C13 C14 H14 120.7 no
C16 C15 C14 120.8(3) no
C16 C15 H15 119.6 no
C14 C15 H15 119.6 no
C15 C16 C17 121.9(3) no
C15 C16 H16 119.0 no
C17 C16 H16 119.0 no
C16 C17 C18 117.5(3) no
C16 C17 H17 121.3 no
C18 C17 H17 121.3 no
C13 C18 N1 111.5(2) no
C13 C18 C17 120.7(3) no
N1 C18 C17 127.7(3) no
N9 C19 C5 111.29(18) no
N9 C19 C12 104.09(18) no
C5 C19 C12 117.71(17) no
N9 C19 H19 107.8 no
C5 C19 H19 107.8 no
C12 C19 H19 107.8 no
C21 C20 C5 115.7(2) no
C21 C20 H20A 108.3 no
C5 C20 H20A 108.3 no
C21 C20 H20B 108.3 no
C5 C20 H20B 108.3 no
H20A C20 H20B 107.4 no
C20 C21 H21A 109.5 no
C20 C21 H21B 109.5 no
H21A C21 H21B 109.5 no
C20 C21 H21C 109.5 no
H21A C21 H21C 109.5 no
H21B C21 H21C 109.5 no
N1 C22 H22A 109.5 no
N1 C22 H22B 109.5 no
H22A C22 H22B 109.5 no
N1 C22 H22C 109.5 no
H22A C22 H22C 109.5 no
H22B C22 H22C 109.5 no
O2 C23 O3 123.8(2) no
O2 C23 C3 125.8(2) no
O3 C23 C3 110.4(2) no
O3 C24 H24A 109.5 no
O3 C24 H24B 109.5 no
H24A C24 H24B 109.5 no
O3 C24 H24C 109.5 no
H24A C24 H24C 109.5 no
H24B C24 H24C 109.5 no
O5 C26 O4 123.8(2) no
O5 C26 C27 125.2(2) no
O4 C26 C27 111.0(2) no
C26 C27 H27A 109.5 no
C26 C27 H27B 109.5 no
H27A C27 H27B 109.5 no
C26 C27 H27C 109.5 no
H27A C27 H27C 109.5 no
H27B C27 H27C 109.5 no
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
O1 C3 . 1.419(3) no
O1 H1 . 0.94(4) no
O2 C23 . 1.199(3) no
O3 C23 . 1.327(3) no
O3 C24 . 1.439(3) no
O4 C26 . 1.345(3) no
O4 C4 . 1.450(2) no
O5 C26 . 1.187(3) no
N1 C18 . 1.394(3) no
N1 C22 . 1.474(3) no
N1 C2 . 1.475(3) no
C2 C3 . 1.552(3) no
C2 C12 . 1.562(3) no
C2 H2 . 0.9800 no
C3 C23 . 1.533(3) no
C3 C4 . 1.534(3) no
C4 C5 . 1.578(3) no
C4 H4 . 0.9800 no
C5 C6 . 1.514(3) no
C5 C19 . 1.534(3) no
C5 C20 . 1.565(3) no
C6 C7 . 1.317(5) no
C6 H6 . 0.9300 no
C7 C8 . 1.465(5) no
C7 H7 . 0.9300 no
C8 N9 . 1.466(4) no
C8 H8A . 0.9700 no
C8 H8B . 0.9700 no
N9 C19 . 1.471(3) no
N9 C10 . 1.473(4) no
C10 C11 . 1.503(4) no
C10 H10A . 0.9700 no
C10 H10B . 0.9700 no
C11 C12 . 1.556(3) no
C11 H11A . 0.9700 no
C11 H11B . 0.9700 no
C12 C13 . 1.501(3) no
C12 C19 . 1.546(3) no
C13 C14 . 1.386(4) no
C13 C18 . 1.390(4) no
C14 C15 . 1.384(5) no
C14 H14 . 0.9300 no
C15 C16 . 1.365(6) no
C15 H15 . 0.9300 no
C16 C17 . 1.386(5) no
C16 H16 . 0.9300 no
C17 C18 . 1.397(4) no
C17 H17 . 0.9300 no
C19 H19 . 0.9800 no
C20 C21 . 1.524(3) no
C20 H20A . 0.9700 no
C20 H20B . 0.9700 no
C21 H21A . 0.9600 no
C21 H21B . 0.9600 no
C21 H21C . 0.9600 no
C22 H22A . 0.9600 no
C22 H22B . 0.9600 no
C22 H22C . 0.9600 no
C24 H24A . 0.9600 no
C24 H24B . 0.9600 no
C24 H24C . 0.9600 no
C26 C27 . 1.488(3) no
C27 H27A . 0.9600 no
C27 H27B . 0.9600 no
C27 H27C . 0.9600 no
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
O1 H1 N9 0.94(4) 1.76(4) 2.677(3) 162(3)
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_publ_flag
C18 N1 C2 C3 -141.17(18) no
C22 N1 C2 C3 85.9(2) no
C18 N1 C2 C12 -17.4(2) no
C22 N1 C2 C12 -150.4(2) no
N1 C2 C3 O1 -174.90(18) no
C12 C2 C3 O1 65.3(2) no
N1 C2 C3 C23 -60.4(2) no
C12 C2 C3 C23 179.75(18) no
N1 C2 C3 C4 60.1(2) no
C12 C2 C3 C4 -59.7(2) no
C26 O4 C4 C3 142.64(18) no
C26 O4 C4 C5 -91.4(2) no
O1 C3 C4 O4 49.2(2) no
C23 C3 C4 O4 -67.3(2) no
C2 C3 C4 O4 171.81(17) no
O1 C3 C4 C5 -74.2(2) no
C23 C3 C4 C5 169.31(17) no
C2 C3 C4 C5 48.4(2) no
O4 C4 C5 C6 2.3(3) no
C3 C4 C5 C6 122.3(2) no
O4 C4 C5 C19 -118.62(18) no
C3 C4 C5 C19 1.4(2) no
O4 C4 C5 C20 119.10(19) no
C3 C4 C5 C20 -120.92(19) no
C19 C5 C6 C7 12.6(4) no
C20 C5 C6 C7 132.1(3) no
C4 C5 C6 C7 -111.3(3) no
C5 C6 C7 C8 4.5(5) no
C6 C7 C8 N9 12.1(4) no
C7 C8 N9 C19 -46.5(3) no
C7 C8 N9 C10 -167.1(2) no
C8 N9 C10 C11 156.8(2) no
C19 N9 C10 C11 33.3(3) no
N9 C10 C11 C12 -13.2(3) no
C10 C11 C12 C13 -131.6(2) no
C10 C11 C12 C19 -10.3(3) no
C10 C11 C12 C2 112.3(2) no
N1 C2 C12 C13 16.4(2) no
C3 C2 C12 C13 140.52(18) no
N1 C2 C12 C19 -104.1(2) no
C3 C2 C12 C19 20.0(3) no
N1 C2 C12 C11 140.2(2) no
C3 C2 C12 C11 -95.7(2) no
C19 C12 C13 C14 -65.3(3) no
C11 C12 C13 C14 50.4(4) no
C2 C12 C13 C14 172.8(2) no
C19 C12 C13 C18 111.6(2) no
C11 C12 C13 C18 -132.7(2) no
C2 C12 C13 C18 -10.3(2) no
C18 C13 C14 C15 0.9(4) no
C12 C13 C14 C15 177.5(3) no
C13 C14 C15 C16 -1.0(5) no
C14 C15 C16 C17 0.2(5) no
C15 C16 C17 C18 0.8(5) no
C14 C13 C18 N1 177.1(2) no
C12 C13 C18 N1 -0.1(3) no
C14 C13 C18 C17 0.1(4) no
C12 C13 C18 C17 -177.1(2) no
C22 N1 C18 C13 145.1(2) no
C2 N1 C18 C13 11.4(2) no
C22 N1 C18 C17 -38.1(4) no
C2 N1 C18 C17 -171.8(2) no
C16 C17 C18 C13 -0.9(4) no
C16 C17 C18 N1 -177.4(3) no
C8 N9 C19 C5 66.5(2) no
C10 N9 C19 C5 -168.1(2) no
C8 N9 C19 C12 -165.7(2) no
C10 N9 C19 C12 -40.3(2) no
C6 C5 C19 N9 -46.2(2) no
C20 C5 C19 N9 -163.04(18) no
C4 C5 C19 N9 77.2(2) no
C6 C5 C19 C12 -166.20(19) no
C20 C5 C19 C12 77.0(2) no
C4 C5 C19 C12 -42.8(2) no
C13 C12 C19 N9 153.54(19) no
C11 C12 C19 N9 30.1(2) no
C2 C12 C19 N9 -91.9(2) no
C13 C12 C19 C5 -82.8(2) no
C11 C12 C19 C5 153.8(2) no
C2 C12 C19 C5 31.8(3) no
C6 C5 C20 C21 -62.0(3) no
C19 C5 C20 C21 55.0(3) no
C4 C5 C20 C21 178.16(18) no
C24 O3 C23 O2 -2.1(4) no
C24 O3 C23 C3 176.2(2) no
O1 C3 C23 O2 -131.1(3) no
C4 C3 C23 O2 -9.4(3) no
C2 C3 C23 O2 111.6(3) no
O1 C3 C23 O3 50.6(2) no
C4 C3 C23 O3 172.32(19) no
C2 C3 C23 O3 -66.7(2) no
C4 O4 C26 O5 4.2(3) no
C4 O4 C26 C27 -178.2(2) no
loop_
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1 ChemSpider 9793500
