#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/72/2207265.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_2207265
loop_
_publ_author_name
'Ji-Xin Yuan'
'Li Li'
'Xin-Yuan Song'
'Zhi-Min Jin'
_publ_section_title
;
 Dicyclohexylammonium 1-(2-hydroxy-1-naphthyl)-2-naphtholate
;
_journal_coeditor_code           IS6129
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3712
_journal_page_last               o3714
_journal_paper_doi               10.1107/S1600536805032447
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C12 H24 N + , C20 H13 O2 -'
_chemical_formula_moiety         'C12 H24 N + , C20 H13 O2 -'
_chemical_formula_sum            'C32 H37 N O2'
_chemical_formula_weight         467.63
_chemical_name_systematic
;
Dicyclohexylammonium 1-(2-hydroxy-1-naphthyl)-2-naphtholate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.434(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.9935(11)
_cell_length_b                   10.1824(7)
_cell_length_c                   16.9848(12)
_cell_measurement_reflns_used    1087
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      19.86
_cell_measurement_theta_min      2.45
_cell_volume                     2565.0(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 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  0.0491
_diffrn_reflns_av_sigmaI/netI    0.0792
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13165
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.96
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_correction_T_min  0.9859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4528
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.211
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0986
_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)+(0.0194P)²+1.412P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1595
_refine_ls_wR_factor_ref         0.1757
_reflns_number_gt                3102
_reflns_number_total             4533
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is6129.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2207265
_cod_database_fobs_code          2207265
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_type_symbol
O1 0.76780(17) 0.6325(3) 0.19335(14) 0.0651(8) Uani d . 1 O
H1 0.7250 0.5833 0.1958 0.098 Uiso calc R 1 H
O2 0.81392(17) 0.9484(3) 0.24963(14) 0.0791(9) Uani d . 1 O
C1 0.8162(2) 0.7931(3) 0.11060(18) 0.0415(8) Uani d . 1 C
C2 0.7531(2) 0.7023(3) 0.12408(19) 0.0461(9) Uani d . 1 C
C3 0.6750(2) 0.6805(4) 0.0688(2) 0.0547(10) Uani d . 1 C
H3 0.6314 0.6216 0.0807 0.066 Uiso calc R 1 H
C4 0.6629(2) 0.7454(4) -0.0018(2) 0.0559(10) Uani d . 1 C
H4 0.6111 0.7297 -0.0379 0.067 Uiso calc R 1 H
C5 0.7269(2) 0.8353(3) -0.02145(18) 0.0452(9) Uani d . 1 C
C6 0.7169(3) 0.9018(4) -0.0950(2) 0.0599(10) Uani d . 1 C
H6 0.6658 0.8865 -0.1320 0.072 Uiso calc R 1 H
C7 0.7800(3) 0.9876(4) -0.1129(2) 0.0660(11) Uani d . 1 C
H7 0.7723 1.0302 -0.1619 0.079 Uiso calc R 1 H
C8 0.8567(3) 1.0115(4) -0.0576(2) 0.0630(11) Uani d . 1 C
H8 0.9001 1.0700 -0.0701 0.076 Uiso calc R 1 H
C9 0.8686(2) 0.9505(3) 0.0143(2) 0.0511(9) Uani d . 1 C
H9 0.9199 0.9687 0.0504 0.061 Uiso calc R 1 H
C10 0.8049(2) 0.8601(3) 0.03546(18) 0.0427(8) Uani d . 1 C
C11 0.8979(2) 0.8192(3) 0.17056(18) 0.0412(8) Uani d . 1 C
C12 0.8912(2) 0.8980(3) 0.23612(19) 0.0485(9) Uani d . 1 C
C13 0.9716(3) 0.9235(4) 0.2898(2) 0.0591(10) Uani d . 1 C
H13 0.9687 0.9789 0.3329 0.071 Uiso calc R 1 H
C14 1.0524(3) 0.8699(4) 0.2805(2) 0.0604(11) Uani d . 1 C
H14 1.1033 0.8889 0.3170 0.072 Uiso calc R 1 H
C15 1.0596(2) 0.7858(4) 0.2159(2) 0.0518(9) Uani d . 1 C
C16 1.1423(3) 0.7238(4) 0.2055(3) 0.0708(12) Uani d . 1 C
H16 1.1934 0.7375 0.2428 0.085 Uiso calc R 1 H
C17 1.1476(3) 0.6447(5) 0.1418(3) 0.0803(14) Uani d . 1 C
H17 1.2018 0.6042 0.1358 0.096 Uiso calc R 1 H
C18 1.0720(3) 0.6248(4) 0.0860(3) 0.0738(12) Uani d . 1 C
H18 1.0764 0.5728 0.0417 0.089 Uiso calc R 1 H
C19 0.9917(3) 0.6796(3) 0.0946(2) 0.0571(10) Uani d . 1 C
H19 0.9418 0.6629 0.0565 0.068 Uiso calc R 1 H
C20 0.9816(2) 0.7618(3) 0.16012(19) 0.0436(8) Uani d . 1 C
N1 0.7940(2) 0.2545(4) 0.17422(17) 0.0796(11) Uani d . 1 N
H1A 0.7603 0.3083 0.1999 0.119 Uiso calc R 1 H
H1B 0.8002 0.1788 0.2018 0.119 Uiso calc R 1 H
C21 0.7410(2) 0.2250(4) 0.0941(2) 0.0592(10) Uani d . 1 C
H21 0.7759 0.1642 0.0659 0.071 Uiso calc R 1 H
C22 0.6548(3) 0.1581(4) 0.1076(2) 0.0729(12) Uani d . 1 C
H22A 0.6252 0.2108 0.1437 0.087 Uiso calc R 1 H
H22B 0.6691 0.0735 0.1326 0.087 Uiso calc R 1 H
C23 0.5902(3) 0.1377(4) 0.0306(2) 0.0764(13) Uani d . 1 C
H23A 0.6155 0.0738 -0.0023 0.092 Uiso calc R 1 H
H23B 0.5335 0.1034 0.0427 0.092 Uiso calc R 1 H
C24 0.5738(3) 0.2647(5) -0.0144(2) 0.0780(13) Uani d . 1 C
H24A 0.5433 0.3258 0.0164 0.094 Uiso calc R 1 H
H24B 0.5348 0.2487 -0.0644 0.094 Uiso calc R 1 H
C25 0.6611(3) 0.3247(5) -0.0310(2) 0.0801(13) Uani d . 1 C
H25A 0.6488 0.4074 -0.0588 0.096 Uiso calc R 1 H
H25B 0.6896 0.2664 -0.0650 0.096 Uiso calc R 1 H
C26 0.7245(3) 0.3480(4) 0.0459(2) 0.0651(11) Uani d . 1 C
H26A 0.7815 0.3813 0.0337 0.078 Uiso calc R 1 H
H26B 0.6988 0.4140 0.0771 0.078 Uiso calc R 1 H
C27 0.8859(2) 0.3151(4) 0.1788(2) 0.0573(10) Uani d . 1 C
H27 0.8799 0.3984 0.1495 0.069 Uiso calc R 1 H
C28 0.9204(3) 0.3445(5) 0.2654(2) 0.0780(13) Uani d . 1 C
H28A 0.9234 0.2638 0.2960 0.094 Uiso calc R 1 H
H28B 0.8791 0.4038 0.2864 0.094 Uiso calc R 1 H
C29 1.0134(3) 0.4066(4) 0.2734(2) 0.0755(13) Uani d . 1 C
H29A 1.0096 0.4905 0.2461 0.091 Uiso calc R 1 H
H29B 1.0356 0.4222 0.3292 0.091 Uiso calc R 1 H
C30 1.0776(3) 0.3192(5) 0.2388(3) 0.0884(15) Uani d . 1 C
H30A 1.0854 0.2383 0.2691 0.106 Uiso calc R 1 H
H30B 1.1359 0.3620 0.2426 0.106 Uiso calc R 1 H
C31 1.0438(3) 0.2875(4) 0.1524(3) 0.0793(13) Uani d . 1 C
H31A 1.0849 0.2262 0.1327 0.095 Uiso calc R 1 H
H31B 1.0428 0.3672 0.1210 0.095 Uiso calc R 1 H
C32 0.9496(3) 0.2283(4) 0.1420(2) 0.0660(11) Uani d . 1 C
H32A 0.9277 0.2171 0.0858 0.079 Uiso calc R 1 H
H32B 0.9519 0.1424 0.1670 0.079 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
C2 O1 H1 109.5 ?
C2 C1 C10 118.4(3) ?
C2 C1 C11 121.6(3) yes
C10 C1 C11 119.9(3) yes
O1 C2 C1 117.9(3) yes
O1 C2 C3 120.4(3) yes
C1 C2 C3 121.6(3) ?
C4 C3 C2 120.2(3) ?
C4 C3 H3 119.9 ?
C2 C3 H3 119.9 ?
C3 C4 C5 121.4(3) ?
C3 C4 H4 119.3 ?
C5 C4 H4 119.3 ?
C4 C5 C6 122.5(3) ?
C4 C5 C10 118.4(3) ?
C6 C5 C10 119.1(3) ?
C7 C6 C5 121.5(3) ?
C7 C6 H6 119.3 ?
C5 C6 H6 119.3 ?
C6 C7 C8 119.6(4) ?
C6 C7 H7 120.2 ?
C8 C7 H7 120.2 ?
C9 C8 C7 120.8(4) ?
C9 C8 H8 119.6 ?
C7 C8 H8 119.6 ?
C8 C9 C10 121.6(3) ?
C8 C9 H9 119.2 ?
C10 C9 H9 119.2 ?
C9 C10 C5 117.5(3) ?
C9 C10 C1 122.8(3) ?
C5 C10 C1 119.8(3) ?
C12 C11 C20 120.5(3) ?
C12 C11 C1 120.0(3) ?
C20 C11 C1 119.5(3) ?
O2 C12 C11 122.3(3) yes
O2 C12 C13 120.0(3) yes
C11 C12 C13 117.7(3) ?
C14 C13 C12 122.5(3) ?
C14 C13 H13 118.8 ?
C12 C13 H13 118.8 ?
C13 C14 C15 120.5(3) ?
C13 C14 H14 119.7 ?
C15 C14 H14 119.7 ?
C14 C15 C20 118.4(3) ?
C14 C15 C16 122.3(4) ?
C20 C15 C16 119.3(4) ?
C17 C16 C15 120.9(4) ?
C17 C16 H16 119.5 ?
C15 C16 H16 119.5 ?
C16 C17 C18 119.7(4) ?
C16 C17 H17 120.2 ?
C18 C17 H17 120.2 ?
C19 C18 C17 121.2(4) ?
C19 C18 H18 119.4 ?
C17 C18 H18 119.4 ?
C18 C19 C20 121.8(4) ?
C18 C19 H19 119.1 ?
C20 C19 H19 119.1 ?
C15 C20 C19 117.0(3) ?
C15 C20 C11 120.4(3) ?
C19 C20 C11 122.6(3) ?
C27 N1 C21 119.2(3) ?
C27 N1 H1A 107.5 ?
C21 N1 H1A 107.5 ?
C27 N1 H1B 107.5 ?
C21 N1 H1B 107.5 ?
H1A N1 H1B 107.0 ?
C26 C21 N1 110.6(3) ?
C26 C21 C22 112.6(3) ?
N1 C21 C22 107.7(3) yes
C26 C21 H21 108.6 ?
N1 C21 H21 108.6 ?
C22 C21 H21 108.6 ?
C21 C22 C23 112.4(3) ?
C21 C22 H22A 109.1 ?
C23 C22 H22A 109.1 ?
C21 C22 H22B 109.1 ?
C23 C22 H22B 109.1 ?
H22A C22 H22B 107.8 ?
C24 C23 C22 110.8(3) ?
C24 C23 H23A 109.5 ?
C22 C23 H23A 109.5 ?
C24 C23 H23B 109.5 ?
C22 C23 H23B 109.5 ?
H23A C23 H23B 108.1 ?
C23 C24 C25 111.1(4) ?
C23 C24 H24A 109.4 ?
C25 C24 H24A 109.4 ?
C23 C24 H24B 109.4 ?
C25 C24 H24B 109.4 ?
H24A C24 H24B 108.0 ?
C24 C25 C26 110.7(3) ?
C24 C25 H25A 109.5 ?
C26 C25 H25A 109.5 ?
C24 C25 H25B 109.5 ?
C26 C25 H25B 109.5 ?
H25A C25 H25B 108.1 ?
C21 C26 C25 111.9(3) ?
C21 C26 H26A 109.2 ?
C25 C26 H26A 109.2 ?
C21 C26 H26B 109.2 ?
C25 C26 H26B 109.2 ?
H26A C26 H26B 107.9 ?
N1 C27 C32 111.8(3) ?
N1 C27 C28 108.1(3) ?
C32 C27 C28 111.8(3) ?
N1 C27 H27 108.3 ?
C32 C27 H27 108.3 ?
C28 C27 H27 108.3 ?
C27 C28 C29 110.3(3) ?
C27 C28 H28A 109.6 ?
C29 C28 H28A 109.6 ?
C27 C28 H28B 109.6 ?
C29 C28 H28B 109.6 ?
H28A C28 H28B 108.1 ?
C30 C29 C28 110.7(4) ?
C30 C29 H29A 109.5 ?
C28 C29 H29A 109.5 ?
C30 C29 H29B 109.5 ?
C28 C29 H29B 109.5 ?
H29A C29 H29B 108.1 ?
C29 C30 C31 111.4(3) ?
C29 C30 H30A 109.4 ?
C31 C30 H30A 109.4 ?
C29 C30 H30B 109.4 ?
C31 C30 H30B 109.4 ?
H30A C30 H30B 108.0 ?
C30 C31 C32 111.7(4) ?
C30 C31 H31A 109.3 ?
C32 C31 H31A 109.3 ?
C30 C31 H31B 109.3 ?
C32 C31 H31B 109.3 ?
H31A C31 H31B 107.9 ?
C27 C32 C31 110.7(3) ?
C27 C32 H32A 109.5 ?
C31 C32 H32A 109.5 ?
C27 C32 H32B 109.5 ?
C31 C32 H32B 109.5 ?
H32A C32 H32B 108.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.364(4) yes
O1 H1 0.8200 ?
O2 C12 1.317(4) yes
C1 C2 1.366(4) yes
C1 C10 1.435(4) ?
C1 C11 1.497(4) yes
C2 C3 1.407(4) ?
C3 C4 1.358(5) ?
C3 H3 0.9300 ?
C4 C5 1.401(5) ?
C4 H4 0.9300 ?
C5 C6 1.409(5) ?
C5 C10 1.427(4) ?
C6 C7 1.356(5) ?
C6 H6 0.9300 ?
C7 C8 1.395(5) ?
C7 H7 0.9300 ?
C8 C9 1.358(5) ?
C8 H8 0.9300 ?
C9 C10 1.410(4) ?
C9 H9 0.9300 ?
C11 C12 1.388(4) ?
C11 C20 1.419(4) ?
C12 C13 1.426(4) yes
C13 C14 1.359(5) ?
C13 H13 0.9300 ?
C14 C15 1.409(5) ?
C14 H14 0.9300 ?
C15 C20 1.415(4) ?
C15 C16 1.425(5) ?
C16 C17 1.361(6) ?
C16 H16 0.9300 ?
C17 C18 1.381(6) ?
C17 H17 0.9300 ?
C18 C19 1.355(5) ?
C18 H18 0.9300 ?
C19 C20 1.419(5) ?
C19 H19 0.9300 ?
N1 C27 1.501(4) yes
N1 C21 1.503(4) yes
N1 H1A 0.9000 ?
N1 H1B 0.9000 ?
C21 C26 1.496(5) ?
C21 C22 1.508(5) yes
C21 H21 0.9800 ?
C22 C23 1.523(5) ?
C22 H22A 0.9700 ?
C22 H22B 0.9700 ?
C23 C24 1.504(6) ?
C23 H23A 0.9700 ?
C23 H23B 0.9700 ?
C24 C25 1.508(5) ?
C24 H24A 0.9700 ?
C24 H24B 0.9700 ?
C25 C26 1.517(4) ?
C25 H25A 0.9700 ?
C25 H25B 0.9700 ?
C26 H26A 0.9700 ?
C26 H26B 0.9700 ?
C27 C32 1.503(5) ?
C27 C28 1.516(5) ?
C27 H27 0.9800 ?
C28 C29 1.519(5) ?
C28 H28A 0.9700 ?
C28 H28B 0.9700 ?
C29 C30 1.493(6) ?
C29 H29A 0.9700 ?
C29 H29B 0.9700 ?
C30 C31 1.515(5) ?
C30 H30A 0.9700 ?
C30 H30B 0.9700 ?
C31 C32 1.522(5) ?
C31 H31A 0.9700 ?
C31 H31B 0.9700 ?
C32 H32A 0.9700 ?
C32 H32B 0.9700 ?
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
O1 H1 O2 2_645 0.82 1.80 2.510(4) 144 yes
N1 H1A O2 2_645 0.90 2.07 2.967(4) 174 yes
N1 H1B O1 2_645 0.90 2.23 2.841(4) 125 yes
N1 H1B O2 1_545 0.90 2.48 3.366(5) 168 yes
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
C10 C1 C2 O1 175.4(3) ?
C11 C1 C2 O1 -1.9(5) ?
C10 C1 C2 C3 -4.7(5) ?
C11 C1 C2 C3 178.0(3) ?
O1 C2 C3 C4 -176.6(3) ?
C1 C2 C3 C4 3.5(5) ?
C2 C3 C4 C5 -0.3(6) ?
C3 C4 C5 C6 178.6(3) ?
C3 C4 C5 C10 -1.4(5) ?
C4 C5 C6 C7 -179.4(4) ?
C10 C5 C6 C7 0.6(5) ?
C5 C6 C7 C8 -0.3(6) ?
C6 C7 C8 C9 -0.3(6) ?
C7 C8 C9 C10 0.6(6) ?
C8 C9 C10 C5 -0.3(5) ?
C8 C9 C10 C1 179.3(3) ?
C4 C5 C10 C9 179.7(3) ?
C6 C5 C10 C9 -0.3(5) ?
C4 C5 C10 C1 0.1(5) ?
C6 C5 C10 C1 -179.9(3) ?
C2 C1 C10 C9 -176.7(3) ?
C11 C1 C10 C9 0.6(5) ?
C2 C1 C10 C5 2.9(5) ?
C11 C1 C10 C5 -179.8(3) ?
C2 C1 C11 C12 -79.2(4) yes
C10 C1 C11 C12 103.6(4) ?
C2 C1 C11 C20 100.2(4) ?
C10 C1 C11 C20 -77.0(4) yes
C20 C11 C12 O2 -177.0(3) ?
C1 C11 C12 O2 2.3(5) ?
C20 C11 C12 C13 2.8(5) ?
C1 C11 C12 C13 -177.8(3) ?
O2 C12 C13 C14 177.4(4) ?
C11 C12 C13 C14 -2.5(5) ?
C12 C13 C14 C15 0.2(6) ?
C13 C14 C15 C20 1.8(5) ?
C13 C14 C15 C16 -177.6(3) ?
C14 C15 C16 C17 -178.9(4) ?
C20 C15 C16 C17 1.7(6) ?
C15 C16 C17 C18 0.4(6) ?
C16 C17 C18 C19 -1.9(6) ?
C17 C18 C19 C20 1.2(6) ?
C14 C15 C20 C19 178.3(3) ?
C16 C15 C20 C19 -2.3(5) ?
C14 C15 C20 C11 -1.4(5) ?
C16 C15 C20 C11 178.0(3) ?
C18 C19 C20 C15 0.9(5) ?
C18 C19 C20 C11 -179.4(3) ?
C12 C11 C20 C15 -0.9(5) ?
C1 C11 C20 C15 179.7(3) ?
C12 C11 C20 C19 179.4(3) ?
C1 C11 C20 C19 0.0(5) ?
C27 N1 C21 C26 -59.9(5) ?
C27 N1 C21 C22 176.7(4) ?
C26 C21 C22 C23 51.1(5) ?
N1 C21 C22 C23 173.2(3) ?
C21 C22 C23 C24 -52.9(5) ?
C22 C23 C24 C25 56.4(5) ?
C23 C24 C25 C26 -57.7(5) ?
N1 C21 C26 C25 -172.7(3) ?
C22 C21 C26 C25 -52.2(5) ?
C24 C25 C26 C21 55.3(5) ?
C21 N1 C27 C32 -61.2(5) ?
C21 N1 C27 C28 175.4(4) ?
N1 C27 C28 C29 -179.8(4) ?
C32 C27 C28 C29 56.7(5) ?
C27 C28 C29 C30 -57.3(5) ?
C28 C29 C30 C31 56.9(5) ?
C29 C30 C31 C32 -55.3(5) ?
N1 C27 C32 C31 -176.2(3) ?
C28 C27 C32 C31 -54.8(4) ?
C30 C31 C32 C27 53.7(5) ?
loop_
_cod_related_entry_id
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_cod_related_entry_code
1 ChemSpider 30654885
