#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201978 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/22/2222213.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_2222213
loop_
_publ_author_name
'Dong, Wen-Kui'
'Wu, Jian-Chao'
'Sun, Yin-Xia'
'Tong, Jun-Feng'
'Gong, Shang-Sheng'
_publ_section_title
;
 2,2'-[1,1'-(Heptane-1,7-diyldioxydinitrilo)diethylidyne]di-1-naphthol
;
_journal_coeditor_code           AT2813
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1627
_journal_paper_doi               10.1107/S1600536809022727
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C31 H34 N2 O4'
_chemical_formula_moiety         'C31 H34 N2 O4'
_chemical_formula_sum            'C31 H34 N2 O4'
_chemical_formula_weight         498.60
_chemical_name_systematic
;
2,2'-[1,1'-(Heptane-1,7-diyldioxydinitrilo)diethylidyne]di-1-naphthol
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.999(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1670(12)
_cell_length_b                   30.992(3)
_cell_length_c                   8.0562(10)
_cell_measurement_reflns_used    1335
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.371
_cell_measurement_theta_min      2.629
_cell_volume                     2666.3(5)
_computing_cell_refinement       'SAINT (Bruker, 1996)'
_computing_data_collection       'SMART (Bruker, 1996)'
_computing_data_reduction        'SAINT (Bruker, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0675
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6926
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9870
_exptl_absorpt_correction_T_min  0.9656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle-shaped
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.149
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         2351
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.0436
_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)+(0.0485P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.1204
_reflns_number_gt                1294
_reflns_number_total             2351
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2813.cif
_cod_data_source_block           I
_cod_original_cell_volume        2666.4(5)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2222213
_cod_database_fobs_code          2222213
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'
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
N N1 0.5072(4) -0.01344(13) 0.4193(6) 0.0563(12) Uani d . 1 . .
N N2 0.3241(4) 0.34282(14) 0.1038(7) 0.0672(14) Uani d . 1 . .
O O1 0.5541(3) 0.02813(10) 0.4627(5) 0.0638(11) Uani d . 1 . .
O O2 0.2551(4) 0.33008(11) 0.2159(6) 0.0829(14) Uani d . 1 . .
O O3 0.3391(3) -0.06591(10) 0.2602(5) 0.0653(11) Uani d . 1 . .
H H3 0.3708 -0.0422 0.2893 0.098 Uiso calc R 1 . .
O O4 0.4023(4) 0.32932(10) -0.1543(6) 0.0712(12) Uani d . 1 . .
H H4 0.3672 0.3234 -0.0809 0.107 Uiso calc R 1 . .
C C1 0.4564(5) 0.05779(15) 0.3800(8) 0.0613(15) Uani d . 1 . .
H H1A 0.3840 0.0529 0.4210 0.074 Uiso calc R 1 . .
H H1B 0.4314 0.0533 0.2554 0.074 Uiso calc R 1 . .
C C2 0.5032(5) 0.10340(15) 0.4216(8) 0.0545(14) Uani d . 1 . .
H H2A 0.5781 0.1078 0.3858 0.065 Uiso calc R 1 . .
H H2B 0.5245 0.1083 0.5458 0.065 Uiso calc R 1 . .
C C3 0.4027(5) 0.13488(14) 0.3276(8) 0.0603(15) Uani d . 1 . .
H H3A 0.3848 0.1300 0.2038 0.072 Uiso calc R 1 . .
H H3B 0.3269 0.1285 0.3585 0.072 Uiso calc R 1 . .
C C4 0.4333(5) 0.18204(15) 0.3637(8) 0.0581(15) Uani d . 1 . .
H H4A 0.4531 0.1872 0.4875 0.070 Uiso calc R 1 . .
H H4B 0.5068 0.1892 0.3283 0.070 Uiso calc R 1 . .
C C5 0.3270(5) 0.21085(15) 0.2698(7) 0.0617(16) Uani d . 1 . .
H H5A 0.2550 0.2040 0.3093 0.074 Uiso calc R 1 . .
H H5B 0.3049 0.2041 0.1470 0.074 Uiso calc R 1 . .
C C6 0.3514(6) 0.25888(16) 0.2920(9) 0.0715(17) Uani d . 1 . .
H H6A 0.3762 0.2660 0.4145 0.086 Uiso calc R 1 . .
H H6B 0.4197 0.2666 0.2460 0.086 Uiso calc R 1 . .
C C7 0.2364(6) 0.28434(16) 0.1993(10) 0.079(2) Uani d . 1 . .
H H7A 0.2116 0.2768 0.0772 0.095 Uiso calc R 1 . .
H H7B 0.1685 0.2764 0.2456 0.095 Uiso calc R 1 . .
C C8 0.7100(5) -0.03440(16) 0.6125(9) 0.081(2) Uani d . 1 . .
H H8A 0.7385 -0.0071 0.5824 0.121 Uiso calc R 1 . .
H H8B 0.7672 -0.0567 0.6022 0.121 Uiso calc R 1 . .
H H8C 0.7061 -0.0333 0.7299 0.121 Uiso calc R 1 . .
C C9 0.5832(5) -0.04386(16) 0.4933(7) 0.0504(13) Uani d . 1 . .
C C10 0.4203(4) -0.09722(15) 0.3404(7) 0.0473(13) Uani d . 1 . .
C C11 0.5372(4) -0.08821(15) 0.4514(7) 0.0477(14) Uani d . 1 . .
C C12 0.6146(5) -0.12319(17) 0.5284(8) 0.0590(15) Uani d . 1 . .
H H12 0.6940 -0.1178 0.6033 0.071 Uiso calc R 1 . .
C C13 0.5745(5) -0.16512(16) 0.4945(8) 0.0606(16) Uani d . 1 . .
H H13 0.6272 -0.1876 0.5464 0.073 Uiso calc R 1 . .
C C14 0.4557(5) -0.17435(15) 0.3833(7) 0.0503(14) Uani d . 1 . .
C C15 0.3764(4) -0.14046(15) 0.3028(7) 0.0473(13) Uani d . 1 . .
C C16 0.2572(5) -0.14951(17) 0.1906(8) 0.0631(15) Uani d . 1 . .
H H16 0.2050 -0.1271 0.1360 0.076 Uiso calc R 1 . .
C C17 0.2182(6) -0.1910(2) 0.1617(9) 0.0742(18) Uani d . 1 . .
H H17 0.1383 -0.1969 0.0893 0.089 Uiso calc R 1 . .
C C18 0.2957(6) -0.22464(19) 0.2384(9) 0.078(2) Uani d . 1 . .
H H18 0.2672 -0.2529 0.2162 0.093 Uiso calc R 1 . .
C C19 0.4118(6) -0.21739(15) 0.3449(8) 0.0645(16) Uani d . 1 . .
H H19 0.4632 -0.2405 0.3933 0.077 Uiso calc R 1 . .
C C20 0.3147(5) 0.41367(17) 0.2330(8) 0.0735(18) Uani d . 1 . .
H H20A 0.2608 0.4356 0.1663 0.110 Uiso calc R 1 . .
H H20B 0.3881 0.4269 0.3090 0.110 Uiso calc R 1 . .
H H20C 0.2710 0.3981 0.3005 0.110 Uiso calc R 1 . .
C C21 0.3522(4) 0.38312(17) 0.1130(8) 0.0563(15) Uani d . 1 . .
C C22 0.4417(5) 0.37085(14) -0.1341(8) 0.0536(15) Uani d . 1 . .
C C23 0.4214(5) 0.39749(16) -0.0081(8) 0.0568(15) Uani d . 1 . .
C C24 0.4688(5) 0.44061(15) 0.0014(9) 0.0667(17) Uani d . 1 . .
H H24 0.4555 0.4592 0.0850 0.080 Uiso calc R 1 . .
C C25 0.5314(5) 0.45511(19) -0.1051(9) 0.0721(19) Uani d . 1 . .
H H25 0.5620 0.4832 -0.0931 0.087 Uiso calc R 1 . .
C C26 0.5518(5) 0.4283(2) -0.2361(9) 0.0665(16) Uani d . 1 . .
C C27 0.5071(4) 0.38519(17) -0.2497(8) 0.0561(15) Uani d . 1 . .
C C28 0.5259(5) 0.35823(19) -0.3813(9) 0.0729(17) Uani d . 1 . .
H H28 0.4946 0.3302 -0.3931 0.088 Uiso calc R 1 . .
C C29 0.5895(6) 0.3728(2) -0.4915(10) 0.084(2) Uani d . 1 . .
H H29 0.6024 0.3548 -0.5769 0.101 Uiso calc R 1 . .
C C30 0.6349(5) 0.4149(3) -0.4751(10) 0.086(2) Uani d . 1 . .
H H30 0.6787 0.4246 -0.5499 0.103 Uiso calc R 1 . .
C C31 0.6171(5) 0.4419(2) -0.3538(10) 0.077(2) Uani d . 1 . .
H H31 0.6481 0.4699 -0.3469 0.093 Uiso calc R 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
C9 N1 O1 . . 114.2(4) ?
C21 N2 O2 . . 114.0(4) ?
N1 O1 C1 . . 107.2(4) ?
N2 O2 C7 . . 108.1(4) ?
C10 O3 H3 . . 109.5 ?
C22 O4 H4 . . 109.5 ?
O1 C1 C2 . . 109.3(4) ?
O1 C1 H1A . . 109.8 ?
C2 C1 H1A . . 109.8 ?
O1 C1 H1B . . 109.8 ?
C2 C1 H1B . . 109.8 ?
H1A C1 H1B . . 108.3 ?
C1 C2 C3 . . 109.5(4) ?
C1 C2 H2A . . 109.8 ?
C3 C2 H2A . . 109.8 ?
C1 C2 H2B . . 109.8 ?
C3 C2 H2B . . 109.8 ?
H2A C2 H2B . . 108.2 ?
C4 C3 C2 . . 115.8(4) ?
C4 C3 H3A . . 108.3 ?
C2 C3 H3A . . 108.3 ?
C4 C3 H3B . . 108.3 ?
C2 C3 H3B . . 108.3 ?
H3A C3 H3B . . 107.4 ?
C5 C4 C3 . . 112.2(4) ?
C5 C4 H4A . . 109.2 ?
C3 C4 H4A . . 109.2 ?
C5 C4 H4B . . 109.2 ?
C3 C4 H4B . . 109.2 ?
H4A C4 H4B . . 107.9 ?
C4 C5 C6 . . 115.9(5) ?
C4 C5 H5A . . 108.3 ?
C6 C5 H5A . . 108.3 ?
C4 C5 H5B . . 108.3 ?
C6 C5 H5B . . 108.3 ?
H5A C5 H5B . . 107.4 ?
C7 C6 C5 . . 111.0(5) ?
C7 C6 H6A . . 109.4 ?
C5 C6 H6A . . 109.4 ?
C7 C6 H6B . . 109.4 ?
C5 C6 H6B . . 109.4 ?
H6A C6 H6B . . 108.0 ?
O2 C7 C6 . . 113.1(5) ?
O2 C7 H7A . . 109.0 ?
C6 C7 H7A . . 109.0 ?
O2 C7 H7B . . 109.0 ?
C6 C7 H7B . . 109.0 ?
H7A C7 H7B . . 107.8 ?
C9 C8 H8A . . 109.5 ?
C9 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C9 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
N1 C9 C11 . . 115.9(4) ?
N1 C9 C8 . . 121.8(5) ?
C11 C9 C8 . . 122.3(4) ?
O3 C10 C11 . . 122.6(4) ?
O3 C10 C15 . . 115.4(4) ?
C11 C10 C15 . . 122.0(4) ?
C10 C11 C12 . . 118.1(4) ?
C10 C11 C9 . . 122.6(4) ?
C12 C11 C9 . . 119.2(4) ?
C13 C12 C11 . . 121.1(5) ?
C13 C12 H12 . . 119.5 ?
C11 C12 H12 . . 119.5 ?
C12 C13 C14 . . 120.9(5) ?
C12 C13 H13 . . 119.5 ?
C14 C13 H13 . . 119.5 ?
C13 C14 C15 . . 119.7(4) ?
C13 C14 C19 . . 122.3(5) ?
C15 C14 C19 . . 118.0(5) ?
C16 C15 C14 . . 120.0(4) ?
C16 C15 C10 . . 121.8(4) ?
C14 C15 C10 . . 118.2(4) ?
C17 C16 C15 . . 119.8(5) ?
C17 C16 H16 . . 120.1 ?
C15 C16 H16 . . 120.1 ?
C16 C17 C18 . . 120.8(6) ?
C16 C17 H17 . . 119.6 ?
C18 C17 H17 . . 119.6 ?
C19 C18 C17 . . 121.3(5) ?
C19 C18 H18 . . 119.3 ?
C17 C18 H18 . . 119.3 ?
C18 C19 C14 . . 120.1(5) ?
C18 C19 H19 . . 120.0 ?
C14 C19 H19 . . 120.0 ?
C21 C20 H20A . . 109.5 ?
C21 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C21 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N2 C21 C23 . . 114.9(5) ?
N2 C21 C20 . . 122.8(5) ?
C23 C21 C20 . . 122.3(5) ?
O4 C22 C23 . . 122.7(5) ?
O4 C22 C27 . . 115.6(5) ?
C23 C22 C27 . . 121.7(5) ?
C22 C23 C24 . . 117.4(5) ?
C22 C23 C21 . . 122.4(5) ?
C24 C23 C21 . . 120.2(5) ?
C25 C24 C23 . . 122.4(6) ?
C25 C24 H24 . . 118.8 ?
C23 C24 H24 . . 118.8 ?
C24 C25 C26 . . 120.7(6) ?
C24 C25 H25 . . 119.6 ?
C26 C25 H25 . . 119.6 ?
C25 C26 C27 . . 118.8(6) ?
C25 C26 C31 . . 123.3(6) ?
C27 C26 C31 . . 117.8(7) ?
C22 C27 C28 . . 121.8(5) ?
C22 C27 C26 . . 118.9(6) ?
C28 C27 C26 . . 119.2(6) ?
C29 C28 C27 . . 120.8(6) ?
C29 C28 H28 . . 119.6 ?
C27 C28 H28 . . 119.6 ?
C28 C29 C30 . . 119.5(7) ?
C28 C29 H29 . . 120.2 ?
C30 C29 H29 . . 120.2 ?
C31 C30 C29 . . 121.7(7) ?
C31 C30 H30 . . 119.1 ?
C29 C30 H30 . . 119.1 ?
C30 C31 C26 . . 120.9(7) ?
C30 C31 H31 . . 119.5 ?
C26 C31 H31 . . 119.5 ?
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
N1 C9 . 1.292(6) ?
N1 O1 . 1.396(5) ?
N2 C21 . 1.285(6) ?
N2 O2 . 1.404(6) ?
O1 C1 . 1.433(6) ?
O2 C7 . 1.433(6) ?
O3 C10 . 1.356(5) ?
O3 H3 . 0.8200 ?
O4 C22 . 1.355(5) ?
O4 H4 . 0.8200 ?
C1 C2 . 1.511(6) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 C3 . 1.513(7) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.510(6) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.501(7) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.515(7) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.506(8) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.489(7) ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C11 . 1.472(6) ?
C10 C11 . 1.377(6) ?
C10 C15 . 1.429(6) ?
C11 C12 . 1.412(7) ?
C12 C13 . 1.376(7) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.396(7) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.405(6) ?
C14 C19 . 1.424(7) ?
C15 C16 . 1.401(7) ?
C16 C17 . 1.357(7) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.379(8) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.348(9) ?
C18 H18 . 0.9300 ?
C19 H19 . 0.9300 ?
C20 C21 . 1.498(7) ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 C23 . 1.479(7) ?
C22 C23 . 1.378(7) ?
C22 C27 . 1.412(7) ?
C23 C24 . 1.431(6) ?
C24 C25 . 1.333(8) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.414(8) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.418(7) ?
C26 C31 . 1.420(8) ?
C27 C28 . 1.413(8) ?
C28 C29 . 1.366(8) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.390(8) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.345(9) ?
C30 H30 . 0.9300 ?
C31 H31 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3 N1 . 0.82 1.81 2.530(5) 145.7 y
O4 H4 N2 . 0.82 1.80 2.514(7) 145.3 y
C30 H30 O3 3_554 0.93 2.69 3.598(8) 165.4 y
C20 H20A O1 4_454 0.96 2.66 3.572(7) 158.9 y
C29 H29 Cg1 1_655 0.929 3.399 4.1610(10) 141 y
C20 H20B Cg2 1_455 0.960 3.544 4.2030(10) 128 y
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
C9 N1 O1 C1 . . . . -176.2(5) ?
C21 N2 O2 C7 . . . . -176.8(5) ?
N1 O1 C1 C2 . . . . -179.4(4) ?
O1 C1 C2 C3 . . . . 177.3(5) ?
C1 C2 C3 C4 . . . . 177.0(5) ?
C2 C3 C4 C5 . . . . -178.1(5) ?
C3 C4 C5 C6 . . . . -177.4(5) ?
C4 C5 C6 C7 . . . . -177.3(5) ?
N2 O2 C7 C6 . . . . 76.5(7) ?
C5 C6 C7 O2 . . . . -179.8(5) ?
O1 N1 C9 C11 . . . . 179.8(4) ?
O1 N1 C9 C8 . . . . -0.7(7) ?
O3 C10 C11 C12 . . . . 180.0(5) ?
C15 C10 C11 C12 . . . . 0.3(8) ?
O3 C10 C11 C9 . . . . 0.5(8) ?
C15 C10 C11 C9 . . . . -179.2(5) ?
N1 C9 C11 C10 . . . . -0.1(8) ?
C8 C9 C11 C10 . . . . -179.6(6) ?
N1 C9 C11 C12 . . . . -179.5(5) ?
C8 C9 C11 C12 . . . . 1.0(8) ?
C10 C11 C12 C13 . . . . -0.3(8) ?
C9 C11 C12 C13 . . . . 179.2(5) ?
C11 C12 C13 C14 . . . . -0.2(9) ?
C12 C13 C14 C15 . . . . 0.8(8) ?
C12 C13 C14 C19 . . . . 179.7(5) ?
C13 C14 C15 C16 . . . . 179.8(6) ?
C19 C14 C15 C16 . . . . 0.9(7) ?
C13 C14 C15 C10 . . . . -0.8(7) ?
C19 C14 C15 C10 . . . . -179.8(5) ?
O3 C10 C15 C16 . . . . -0.1(7) ?
C11 C10 C15 C16 . . . . 179.7(5) ?
O3 C10 C15 C14 . . . . -179.4(4) ?
C11 C10 C15 C14 . . . . 0.3(7) ?
C14 C15 C16 C17 . . . . 0.8(8) ?
C10 C15 C16 C17 . . . . -178.5(6) ?
C15 C16 C17 C18 . . . . -1.5(10) ?
C16 C17 C18 C19 . . . . 0.4(11) ?
C17 C18 C19 C14 . . . . 1.4(10) ?
C13 C14 C19 C18 . . . . 179.1(6) ?
C15 C14 C19 C18 . . . . -2.0(8) ?
O2 N2 C21 C23 . . . . -178.1(4) ?
O2 N2 C21 C20 . . . . 0.0(7) ?
O4 C22 C23 C24 . . . . 179.3(4) ?
C27 C22 C23 C24 . . . . 0.2(7) ?
O4 C22 C23 C21 . . . . -1.4(8) ?
C27 C22 C23 C21 . . . . 179.5(4) ?
N2 C21 C23 C22 . . . . 6.9(7) ?
C20 C21 C23 C22 . . . . -171.2(5) ?
N2 C21 C23 C24 . . . . -173.8(5) ?
C20 C21 C23 C24 . . . . 8.0(7) ?
C22 C23 C24 C25 . . . . -0.5(7) ?
C21 C23 C24 C25 . . . . -179.8(5) ?
C23 C24 C25 C26 . . . . 1.2(9) ?
C24 C25 C26 C27 . . . . -1.5(8) ?
C24 C25 C26 C31 . . . . 179.7(5) ?
O4 C22 C27 C28 . . . . 2.2(7) ?
C23 C22 C27 C28 . . . . -178.7(5) ?
O4 C22 C27 C26 . . . . -179.7(4) ?
C23 C22 C27 C26 . . . . -0.6(7) ?
C25 C26 C27 C22 . . . . 1.2(7) ?
C31 C26 C27 C22 . . . . -179.9(5) ?
C25 C26 C27 C28 . . . . 179.4(5) ?
C31 C26 C27 C28 . . . . -1.8(7) ?
C22 C27 C28 C29 . . . . -180.0(5) ?
C26 C27 C28 C29 . . . . 1.9(8) ?
C27 C28 C29 C30 . . . . -0.8(9) ?
C28 C29 C30 C31 . . . . -0.5(10) ?
C29 C30 C31 C26 . . . . 0.6(9) ?
C25 C26 C31 C30 . . . . 179.4(6) ?
C27 C26 C31 C30 . . . . 0.6(8) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24742627
