#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:14:47 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180295 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/09/7150922.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_7150922
loop_
_publ_author_name
'Karapetyan, Vahuni'
'Mkrtchyan, Satenik'
'Schmidt, Andreas'
'Gütlein, Jörg-Peter'
'Villinger, Alexander'
'Reinke, Helmut'
'Jiao, Haijun'
'Fischer, Christine'
'Langer, Peter'
_publ_section_title
;
 Synthesis of 3,4-benzo-7-hydroxy-2,9-diazabicyclo[3.3.1]non-7-enes by
 cyclization of 1,3-bis(silyl enol ethers) with quinazolines
;
_journal_issue                   16
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              2961
_journal_page_last               2968
_journal_paper_doi               10.1039/b803141j
_journal_volume                  6
_journal_year                    2008
_chemical_formula_moiety         'C20 H22 N2 O7'
_chemical_formula_sum            'C20 H22 N2 O7'
_chemical_formula_weight         402.40
_chemical_melting_point          371
_chemical_name_common
;
11-Hydroxy-4,5(1',3')-propylene-8,13-diaza-
tricyclo(7.3.1.0$2,7!)trideca-2(7),3,5,10-tetraene-8,10,13-
tricarboxylic acid trimethyl ester
;
_chemical_name_systematic
;
11-Hydroxy-4,5(1',3')-propylene-8,13-diaza-
tricyclo[7.3.1.0^2,7^]trideca-2(7),3,5,10-tetraene-8,10,13-
tricarboxylic acid trimethyl ester
;
_space_group_IT_number           2
_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                91.2360(10)
_cell_angle_beta                 98.8450(10)
_cell_angle_gamma                95.8850(10)
_cell_formula_units_Z            2
_cell_length_a                   8.2926(2)
_cell_length_b                   8.4322(2)
_cell_length_c                   13.9059(3)
_cell_measurement_reflns_used    8603
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      39.73
_cell_measurement_theta_min      2.43
_cell_volume                     955.05(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0151
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29775
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'fragment of plate'
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         5469
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0522
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0867P)²+0.4115P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1569
_reflns_number_gt                4810
_reflns_number_total             5469
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b803141j.txt
_cod_data_source_block           kv9(5z)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7150922
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.56124(14) 0.33656(13) 0.10016(9) 0.0363(2) Uani 1 1 d . . .
H1B H 0.6612 0.3660 0.1190 0.055 Uiso 1 1 calc R . .
O2 O 0.34565(17) 0.90874(14) 0.40336(9) 0.0445(3) Uani 1 1 d . . .
O3 O 0.49977(14) 0.99653(12) 0.29135(8) 0.0348(2) Uani 1 1 d . . .
O4 O 0.80972(13) 0.52682(14) 0.17455(9) 0.0376(3) Uani 1 1 d . A .
O5A O 0.76998(14) 0.77472(19) 0.22138(15) 0.0277(3) Uani 0.907(7) 1 d P A 3
O5B O 0.7594(18) 0.7490(18) 0.2526(15) 0.030(3) Uiso 0.093(7) 1 d P A 4
O6 O 0.09015(13) 0.73497(13) -0.00931(8) 0.0360(2) Uani 1 1 d . . .
O7 O 0.31127(12) 0.91214(11) 0.04465(7) 0.0287(2) Uani 1 1 d . . .
N1 N 0.27046(12) 0.69016(12) 0.12584(8) 0.0234(2) Uani 1 1 d . . .
N2 N 0.40673(13) 0.73605(13) 0.28725(8) 0.0231(2) Uani 1 1 d . . .
C1 C 0.43177(14) 0.72444(14) 0.18486(9) 0.0214(2) Uani 1 1 d . . .
H1A H 0.4848 0.8289 0.1664 0.026 Uiso 1 1 calc R . .
C2 C 0.53770(14) 0.59372(15) 0.16723(9) 0.0232(2) Uani 1 1 d . A .
C3 C 0.47164(16) 0.45147(15) 0.12231(10) 0.0267(3) Uani 1 1 d . . .
C4 C 0.29097(17) 0.41084(16) 0.09084(10) 0.0294(3) Uani 1 1 d . . .
H4A H 0.2578 0.3010 0.1094 0.035 Uiso 1 1 calc R . .
H4B H 0.2646 0.4152 0.0191 0.035 Uiso 1 1 calc R . .
C5 C 0.19601(15) 0.52904(15) 0.13909(10) 0.0250(2) Uani 1 1 d . . .
H5A H 0.0783 0.5166 0.1077 0.030 Uiso 1 1 calc R . .
C6 C 0.20771(15) 0.50115(15) 0.24712(10) 0.0253(2) Uani 1 1 d . B .
C7 C 0.30907(15) 0.60197(15) 0.31784(9) 0.0248(2) Uani 1 1 d . . .
C8 C 0.41066(16) 0.88386(16) 0.33346(10) 0.0277(3) Uani 1 1 d . . .
C9 C 0.5199(3) 1.1530(2) 0.33873(15) 0.0492(4) Uani 1 1 d . . .
H9A H 0.5857 1.2274 0.3033 0.074 Uiso 1 1 calc R . .
H9B H 0.5756 1.1474 0.4058 0.074 Uiso 1 1 calc R . .
H9C H 0.4119 1.1903 0.3392 0.074 Uiso 1 1 calc R . .
C10 C 0.71545(16) 0.62532(17) 0.18912(9) 0.0269(3) Uani 1 1 d . . .
C11A C 0.94627(18) 0.8134(2) 0.23329(15) 0.0375(5) Uani 0.907(7) 1 d P A 3
H11A H 0.9750 0.9240 0.2580 0.056 Uiso 0.907(7) 1 calc PR A 3
H11B H 0.9835 0.8006 0.1703 0.056 Uiso 0.907(7) 1 calc PR A 3
H11C H 0.9996 0.7417 0.2796 0.056 Uiso 0.907(7) 1 calc PR A 3
C11B C 0.942(2) 0.779(2) 0.2876(18) 0.044(5) Uiso 0.093(7) 1 d P A 4
H11D H 0.9633 0.8542 0.3440 0.066 Uiso 0.093(7) 1 calc PR A 4
H11E H 0.9971 0.8243 0.2352 0.066 Uiso 0.093(7) 1 calc PR A 4
H11F H 0.9854 0.6783 0.3063 0.066 Uiso 0.093(7) 1 calc PR A 4
C12 C 0.31945(18) 0.56924(18) 0.41674(10) 0.0316(3) Uani 1 1 d . B .
H12A H 0.3898 0.6367 0.4646 0.038 Uiso 1 1 calc R . .
C13 C 0.2257(2) 0.43711(19) 0.44375(12) 0.0366(3) Uani 1 1 d . . .
C14A C 0.213(3) 0.385(2) 0.5442(19) 0.0466(16) Uani 0.590(13) 1 d P B 1
H14A H 0.1314 0.4417 0.5731 0.056 Uiso 0.590(13) 1 calc PR B 1
H14B H 0.3200 0.4022 0.5874 0.056 Uiso 0.590(13) 1 calc PR B 1
C15A C 0.1533(11) 0.2039(5) 0.5246(3) 0.0578(16) Uani 0.590(13) 1 d P B 1
H15A H 0.2460 0.1409 0.5189 0.069 Uiso 0.590(13) 1 calc PR B 1
H15B H 0.0932 0.1602 0.5761 0.069 Uiso 0.590(13) 1 calc PR B 1
C16A C 0.0395(19) 0.2081(17) 0.4271(10) 0.0452(15) Uani 0.590(13) 1 d P B 1
H16A H 0.0266 0.1039 0.3910 0.054 Uiso 0.590(13) 1 calc PR B 1
H16B H -0.0702 0.2358 0.4369 0.054 Uiso 0.590(13) 1 calc PR B 1
C14B C 0.215(4) 0.365(4) 0.542(3) 0.0466(16) Uani 0.410(13) 1 d P B 2
H14C H 0.1956 0.4457 0.5902 0.056 Uiso 0.410(13) 1 calc PR B 2
H14D H 0.3159 0.3162 0.5669 0.056 Uiso 0.410(13) 1 calc PR B 2
C15B C 0.0610(15) 0.2319(11) 0.5184(5) 0.067(2) Uani 0.410(13) 1 d P B 2
H15C H 0.0805 0.1375 0.5579 0.080 Uiso 0.410(13) 1 calc PR B 2
H15D H -0.0391 0.2746 0.5341 0.080 Uiso 0.410(13) 1 calc PR B 2
C16B C 0.039(3) 0.186(3) 0.4112(15) 0.0452(15) Uani 0.410(13) 1 d P B 2
H16C H -0.0780 0.1674 0.3820 0.054 Uiso 0.410(13) 1 calc PR B 2
H16D H 0.0941 0.0897 0.3993 0.054 Uiso 0.410(13) 1 calc PR B 2
C17 C 0.1253(2) 0.33564(19) 0.37379(13) 0.0385(3) Uani 1 1 d . B .
C18 C 0.11608(18) 0.36619(17) 0.27644(12) 0.0334(3) Uani 1 1 d . . .
H18A H 0.0479 0.2962 0.2291 0.040 Uiso 1 1 calc R B .
C19 C 0.21440(15) 0.77503(15) 0.04821(9) 0.0240(2) Uani 1 1 d . . .
C20 C 0.2661(2) 1.00802(18) -0.03760(12) 0.0374(3) Uani 1 1 d . . .
H20A H 0.3433 1.1049 -0.0336 0.056 Uiso 1 1 calc R . .
H20B H 0.1548 1.0373 -0.0373 0.056 Uiso 1 1 calc R . .
H20C H 0.2695 0.9471 -0.0979 0.056 Uiso 1 1 calc R . .
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 H1B 109.5 . . ?
C8 O3 C9 114.92(13) . . ?
C10 O5A C11A 115.12(12) . . ?
C10 O5B C11B 114.1(13) . . ?
C19 O7 C20 115.59(11) . . ?
C19 N1 C1 124.22(10) . . ?
C19 N1 C5 121.22(10) . . ?
C1 N1 C5 112.08(9) . . ?
C8 N2 C7 119.35(10) . . ?
C8 N2 C1 120.33(10) . . ?
C7 N2 C1 114.40(10) . . ?
N1 C1 N2 107.22(9) . . ?
N1 C1 C2 109.61(10) . . ?
N2 C1 C2 112.02(10) . . ?
N1 C1 H1A 109.3 . . ?
N2 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
C3 C2 C10 118.40(11) . . ?
C3 C2 C1 121.60(11) . . ?
C10 C2 C1 119.69(11) . . ?
O1 C3 C2 123.59(12) . . ?
O1 C3 C4 113.59(12) . . ?
C2 C3 C4 122.80(11) . . ?
C3 C4 C5 110.00(11) . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N1 C5 C6 108.97(10) . . ?
N1 C5 C4 107.88(10) . . ?
C6 C5 C4 110.40(11) . . ?
N1 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
C7 C6 C18 119.26(13) . . ?
C7 C6 C5 122.49(11) . . ?
C18 C6 C5 118.23(12) . . ?
C6 C7 C12 120.56(12) . . ?
C6 C7 N2 118.98(11) . . ?
C12 C7 N2 120.42(12) . . ?
O2 C8 O3 124.08(13) . . ?
O2 C8 N2 124.91(13) . . ?
O3 C8 N2 111.00(11) . . ?
O3 C9 H9A 109.5 . . ?
O3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O4 C10 O5B 122.7(6) . . ?
O4 C10 O5A 121.99(13) . . ?
O5B C10 O5A 21.8(8) . . ?
O4 C10 C2 123.54(13) . . ?
O5B C10 C2 110.7(7) . . ?
O5A C10 C2 114.36(11) . . ?
O5A C11A H11A 109.5 . . ?
O5A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
O5A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
O5B C11B H11D 109.5 . . ?
O5B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
O5B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C13 C12 C7 118.99(14) . . ?
C13 C12 H12A 120.5 . . ?
C7 C12 H12A 120.5 . . ?
C12 C13 C17 120.79(14) . . ?
C12 C13 C14A 127.6(8) . . ?
C17 C13 C14A 111.6(8) . . ?
C12 C13 C14B 132.2(12) . . ?
C17 C13 C14B 106.9(12) . . ?
C14A C13 C14B 6.8(19) . . ?
C13 C14A C15A 101.0(14) . . ?
C13 C14A H14A 111.6 . . ?
C15A C14A H14A 111.6 . . ?
C13 C14A H14B 111.6 . . ?
C15A C14A H14B 111.6 . . ?
H14A C14A H14B 109.4 . . ?
C16A C15A C14A 100.7(11) . . ?
C16A C15A H15A 111.6 . . ?
C14A C15A H15A 111.6 . . ?
C16A C15A H15B 111.6 . . ?
C14A C15A H15B 111.6 . . ?
H15A C15A H15B 109.4 . . ?
C17 C16A C15A 103.7(9) . . ?
C17 C16A H16A 111.0 . . ?
C15A C16A H16A 111.0 . . ?
C17 C16A H16B 111.0 . . ?
C15A C16A H16B 111.0 . . ?
H16A C16A H16B 109.0 . . ?
C13 C14B C15B 103(2) . . ?
C13 C14B H14C 111.1 . . ?
C15B C14B H14C 111.1 . . ?
C13 C14B H14D 111.1 . . ?
C15B C14B H14D 111.1 . . ?
H14C C14B H14D 109.1 . . ?
C16B C15B C14B 107.9(17) . . ?
C16B C15B H15C 110.1 . . ?
C14B C15B H15C 110.1 . . ?
C16B C15B H15D 110.1 . . ?
C14B C15B H15D 110.1 . . ?
H15C C15B H15D 108.4 . . ?
C15B C16B C17 99.8(11) . . ?
C15B C16B H16C 111.8 . . ?
C17 C16B H16C 111.8 . . ?
C15B C16B H16D 111.8 . . ?
C17 C16B H16D 111.8 . . ?
H16C C16B H16D 109.5 . . ?
C18 C17 C13 120.45(13) . . ?
C18 C17 C16A 132.4(5) . . ?
C13 C17 C16A 107.2(5) . . ?
C18 C17 C16B 123.1(7) . . ?
C13 C17 C16B 116.2(7) . . ?
C16A C17 C16B 10.8(9) . . ?
C17 C18 C6 119.93(14) . . ?
C17 C18 H18A 120.0 . . ?
C6 C18 H18A 120.0 . . ?
O6 C19 O7 124.15(12) . . ?
O6 C19 N1 124.58(12) . . ?
O7 C19 N1 111.24(11) . . ?
O7 C20 H20A 109.5 . . ?
O7 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O7 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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 C3 1.3382(16) . ?
O1 H1B 0.8400 . ?
O2 C8 1.2062(17) . ?
O3 C8 1.3434(17) . ?
O3 C9 1.4443(18) . ?
O4 C10 1.2315(16) . ?
O5A C10 1.3376(19) . ?
O5A C11A 1.4479(18) . ?
O5B C10 1.336(15) . ?
O5B C11B 1.51(2) . ?
O6 C19 1.2162(16) . ?
O7 C19 1.3449(15) . ?
O7 C20 1.4395(16) . ?
N1 C19 1.3567(16) . ?
N1 C1 1.4558(15) . ?
N1 C5 1.4611(15) . ?
N2 C8 1.3849(17) . ?
N2 C7 1.4331(15) . ?
N2 C1 1.4728(15) . ?
C1 C2 1.5165(16) . ?
C1 H1A 1.0000 . ?
C2 C3 1.3626(18) . ?
C2 C10 1.4541(17) . ?
C3 C4 1.4967(19) . ?
C4 C5 1.5357(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.5154(18) . ?
C5 H5A 1.0000 . ?
C6 C7 1.3999(19) . ?
C6 C18 1.4059(17) . ?
C7 C12 1.4000(18) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12 C13 1.385(2) . ?
C12 H12A 0.9500 . ?
C13 C17 1.393(3) . ?
C13 C14A 1.49(3) . ?
C13 C14B 1.52(4) . ?
C14A C15A 1.56(2) . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C15A C16A 1.532(15) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
C16A C17 1.501(16) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C14B C15B 1.60(3) . ?
C14B H14C 0.9900 . ?
C14B H14D 0.9900 . ?
C15B C16B 1.51(2) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C16B C17 1.53(2) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
C17 C18 1.376(2) . ?
C18 H18A 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
O1 H1B O4 0.84 1.81 2.5465(16) 145.6 .
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
C19 N1 C1 N2 127.93(12) . . . . ?
C5 N1 C1 N2 -69.83(12) . . . . ?
C19 N1 C1 C2 -110.26(13) . . . . ?
C5 N1 C1 C2 51.98(13) . . . . ?
C8 N2 C1 N1 -100.24(12) . . . . ?
C7 N2 C1 N1 52.50(13) . . . . ?
C8 N2 C1 C2 139.47(11) . . . . ?
C7 N2 C1 C2 -67.79(13) . . . . ?
N1 C1 C2 C3 -14.99(16) . . . . ?
N2 C1 C2 C3 103.90(13) . . . . ?
N1 C1 C2 C10 158.45(11) . . . . ?
N2 C1 C2 C10 -82.67(13) . . . . ?
C10 C2 C3 O1 2.4(2) . . . . ?
C1 C2 C3 O1 175.93(12) . . . . ?
C10 C2 C3 C4 -176.04(12) . . . . ?
C1 C2 C3 C4 -2.53(19) . . . . ?
O1 C3 C4 C5 166.89(11) . . . . ?
C2 C3 C4 C5 -14.51(18) . . . . ?
C19 N1 C5 C6 -148.12(11) . . . . ?
C1 N1 C5 C6 49.03(13) . . . . ?
C19 N1 C5 C4 91.99(14) . . . . ?
C1 N1 C5 C4 -70.86(13) . . . . ?
C3 C4 C5 N1 48.40(14) . . . . ?
C3 C4 C5 C6 -70.58(13) . . . . ?
N1 C5 C6 C7 -13.86(16) . . . . ?
C4 C5 C6 C7 104.46(13) . . . . ?
N1 C5 C6 C18 167.87(11) . . . . ?
C4 C5 C6 C18 -73.81(14) . . . . ?
C18 C6 C7 C12 -0.01(19) . . . . ?
C5 C6 C7 C12 -178.26(12) . . . . ?
C18 C6 C7 N2 177.73(11) . . . . ?
C5 C6 C7 N2 -0.53(18) . . . . ?
C8 N2 C7 C6 133.74(13) . . . . ?
C1 N2 C7 C6 -19.29(15) . . . . ?
C8 N2 C7 C12 -48.52(17) . . . . ?
C1 N2 C7 C12 158.45(11) . . . . ?
C9 O3 C8 O2 2.7(2) . . . . ?
C9 O3 C8 N2 -176.09(13) . . . . ?
C7 N2 C8 O2 5.1(2) . . . . ?
C1 N2 C8 O2 156.54(14) . . . . ?
C7 N2 C8 O3 -176.14(11) . . . . ?
C1 N2 C8 O3 -24.73(16) . . . . ?
C11B O5B C10 O4 13.1(18) . . . . ?
C11B O5B C10 O5A -82(2) . . . . ?
C11B O5B C10 C2 173.8(12) . . . . ?
C11A O5A C10 O4 2.8(3) . . . . ?
C11A O5A C10 O5B 101.5(18) . . . . ?
C11A O5A C10 C2 -173.47(14) . . . . ?
C3 C2 C10 O4 -4.5(2) . . . . ?
C1 C2 C10 O4 -178.12(12) . . . . ?
C3 C2 C10 O5B -165.0(9) . . . . ?
C1 C2 C10 O5B 21.3(9) . . . . ?
C3 C2 C10 O5A 171.70(15) . . . . ?
C1 C2 C10 O5A -1.9(2) . . . . ?
C6 C7 C12 C13 -1.1(2) . . . . ?
N2 C7 C12 C13 -178.84(12) . . . . ?
C7 C12 C13 C17 1.6(2) . . . . ?
C7 C12 C13 C14A -177.0(10) . . . . ?
C7 C12 C13 C14B 176.5(16) . . . . ?
C12 C13 C14A C15A -157.5(6) . . . . ?
C17 C13 C14A C15A 23.8(13) . . . . ?
C14B C13 C14A C15A -23(16) . . . . ?
C13 C14A C15A C16A -36.7(13) . . . . ?
C14A C15A C16A C17 37.5(12) . . . . ?
C12 C13 C14B C15B 171.3(7) . . . . ?
C17 C13 C14B C15B -13.2(19) . . . . ?
C14A C13 C14B C15B 122(17) . . . . ?
C13 C14B C15B C16B 24(2) . . . . ?
C14B C15B C16B C17 -23(2) . . . . ?
C12 C13 C17 C18 -0.8(2) . . . . ?
C14A C13 C17 C18 177.9(8) . . . . ?
C14B C13 C17 C18 -176.9(12) . . . . ?
C12 C13 C17 C16A -178.9(6) . . . . ?
C14A C13 C17 C16A -0.2(10) . . . . ?
C14B C13 C17 C16A 5.0(13) . . . . ?
C12 C13 C17 C16B 174.7(9) . . . . ?
C14A C13 C17 C16B -6.6(13) . . . . ?
C14B C13 C17 C16B -1.4(15) . . . . ?
C15A C16A C17 C18 157.9(4) . . . . ?
C15A C16A C17 C13 -24.3(9) . . . . ?
C15A C16A C17 C16B 124(9) . . . . ?
C15B C16B C17 C18 -168.6(8) . . . . ?
C15B C16B C17 C13 16.0(16) . . . . ?
C15B C16B C17 C16A -18(7) . . . . ?
C13 C17 C18 C6 -0.4(2) . . . . ?
C16A C17 C18 C6 177.2(8) . . . . ?
C16B C17 C18 C6 -175.5(10) . . . . ?
C7 C6 C18 C17 0.8(2) . . . . ?
C5 C6 C18 C17 179.09(13) . . . . ?
C20 O7 C19 O6 -4.4(2) . . . . ?
C20 O7 C19 N1 177.48(12) . . . . ?
C1 N1 C19 O6 169.43(13) . . . . ?
C5 N1 C19 O6 8.7(2) . . . . ?
C1 N1 C19 O7 -12.51(17) . . . . ?
C5 N1 C19 O7 -173.21(11) . . . . ?
