#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/53/4025356.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_4025356
loop_
_publ_author_name
'Lodovico Lunazzi'
'Michele Mancinelli'
'Andrea Mazzanti'
_publ_contact_author
;
Dr. Andrea Mazzanti
University of Bologna
Department of Organic Chemistry A.Mangini
Viale Risorgimento 4
40136 Bologna
Italy
;
_publ_contact_author_email       mazzand@ms.fci.unibo.it
_publ_contact_author_fax         '[039]051 209 3654'
_publ_contact_author_phone       '[039]051 209 3633'
_publ_section_title
;
 Structure and Stereodynamics of Aryldiimino Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2572
_journal_page_last               2577
_journal_paper_doi               10.1021/jo100106t
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C40 H28 N2'
_chemical_formula_weight         536.64
_chemical_name_common            'compound 2'
_chemical_name_systematic
; 
 N1,N8-bis(diphenylmethylene)anthracene-1,8-diamine  
;
_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_date             05/25/2009
_audit_creation_method           SHELXL-97
_audit_update_record             03/09/2009
_cell_angle_alpha                90.00
_cell_angle_beta                 96.3670(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2785(7)
_cell_length_b                   17.3657(13)
_cell_length_c                   18.0417(13)
_cell_measurement_temperature    296(2)
_cell_volume                     2889.1(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'Bruker APEX2'
_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  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33089
_diffrn_reflns_theta_full        28.74
_diffrn_reflns_theta_max         28.74
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9858
_exptl_absorpt_correction_T_min  0.9719
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       brick
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.129
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7003
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0544P)²+0.3577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1192
_reflns_number_gt                5186
_reflns_number_total             7003
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo100106t_si_003.cif
_cod_data_source_block           p21n
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4025356
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_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
C1 C 0.42889(12) 0.76728(7) 0.12075(6) 0.0453(3) Uani 1 1 d . . .
C2 C 0.40798(13) 0.69179(7) 0.10053(7) 0.0544(3) Uani 1 1 d . . .
H2 H 0.3486 0.6798 0.0571 0.065 Uiso 1 1 calc R . .
C3 C 0.47508(14) 0.63195(7) 0.14454(8) 0.0583(3) Uani 1 1 d . . .
H3 H 0.4596 0.5812 0.1294 0.070 Uiso 1 1 calc R . .
C4 C 0.56131(14) 0.64685(7) 0.20818(7) 0.0557(3) Uani 1 1 d . . .
H4 H 0.6043 0.6064 0.2364 0.067 Uiso 1 1 calc R . .
C5 C 0.79267(13) 0.83634(9) 0.38716(7) 0.0575(3) Uani 1 1 d . . .
H5 H 0.8366 0.7970 0.4165 0.069 Uiso 1 1 calc R . .
C6 C 0.81550(14) 0.91054(9) 0.40797(7) 0.0607(3) Uani 1 1 d . . .
H6 H 0.8746 0.9215 0.4518 0.073 Uiso 1 1 calc R . .
C7 C 0.75148(13) 0.97152(8) 0.36458(7) 0.0564(3) Uani 1 1 d . . .
H7 H 0.7706 1.0221 0.3795 0.068 Uiso 1 1 calc R . .
C8 C 0.66167(12) 0.95729(7) 0.30091(6) 0.0475(3) Uani 1 1 d . . .
C9 C 0.54742(12) 0.86158(7) 0.21047(6) 0.0441(2) Uani 1 1 d . . .
H9 H 0.5052 0.9014 0.1812 0.053 Uiso 1 1 calc R . .
C10 C 0.67518(13) 0.74226(7) 0.29740(7) 0.0514(3) Uani 1 1 d . . .
H10 H 0.7180 0.7024 0.3264 0.062 Uiso 1 1 calc R . .
C11 C 0.63521(11) 0.87941(7) 0.27597(6) 0.0444(2) Uani 1 1 d . . .
C12 C 0.52120(11) 0.78585(6) 0.18762(6) 0.0428(2) Uani 1 1 d . . .
C13 C 0.70182(12) 0.81798(7) 0.32057(6) 0.0483(3) Uani 1 1 d . . .
C14 C 0.58677(12) 0.72424(7) 0.23236(6) 0.0467(3) Uani 1 1 d . . .
C15 C 0.24332(12) 0.83846(7) 0.05090(6) 0.0446(3) Uani 1 1 d . . .
C16 C 0.20540(13) 0.90432(7) -0.00062(6) 0.0483(3) Uani 1 1 d . . .
C17 C 0.30069(15) 0.96603(8) -0.00223(8) 0.0620(3) Uani 1 1 d . . .
H17 H 0.3860 0.9665 0.0301 0.074 Uiso 1 1 calc R . .
C18 C 0.27074(18) 1.02637(9) -0.05080(10) 0.0761(4) Uani 1 1 d . . .
H18 H 0.3351 1.0674 -0.0507 0.091 Uiso 1 1 calc R . .
C19 C 0.14604(19) 1.02611(10) -0.09939(9) 0.0787(5) Uani 1 1 d . . .
H19 H 0.1272 1.0661 -0.1334 0.094 Uiso 1 1 calc R . .
C20 C 0.04949(19) 0.96672(11) -0.09764(9) 0.0823(5) Uani 1 1 d . . .
H20 H -0.0355 0.9667 -0.1303 0.099 Uiso 1 1 calc R . .
C21 C 0.07720(16) 0.90671(9) -0.04778(8) 0.0659(4) Uani 1 1 d . . .
H21 H 0.0092 0.8676 -0.0459 0.079 Uiso 1 1 calc R . .
C22 C 0.12245(12) 0.79039(7) 0.07460(7) 0.0480(3) Uani 1 1 d . . .
C23 C 0.08548(16) 0.79874(8) 0.14634(8) 0.0644(4) Uani 1 1 d . . .
H23 H 0.1388 0.8320 0.1792 0.077 Uiso 1 1 calc R . .
C24 C -0.0292(2) 0.75857(10) 0.16982(11) 0.0873(5) Uani 1 1 d . . .
H24 H -0.0533 0.7653 0.2181 0.105 Uiso 1 1 calc R . .
C25 C -0.10687(19) 0.70930(11) 0.12283(14) 0.0925(6) Uani 1 1 d . . .
H25 H -0.1853 0.6829 0.1386 0.111 Uiso 1 1 calc R . .
C26 C -0.07017(18) 0.69823(9) 0.05218(13) 0.0851(5) Uani 1 1 d . . .
H26 H -0.1223 0.6633 0.0206 0.102 Uiso 1 1 calc R . .
C27 C 0.04478(15) 0.73886(8) 0.02717(9) 0.0662(4) Uani 1 1 d . . .
H27 H 0.0690 0.7314 -0.0210 0.079 Uiso 1 1 calc R . .
C28 C 0.47194(12) 1.04018(6) 0.25608(6) 0.0451(3) Uani 1 1 d . . .
C29 C 0.41528(13) 1.10034(6) 0.20247(6) 0.0469(3) Uani 1 1 d . . .
C30 C 0.29466(15) 1.14406(8) 0.21375(8) 0.0624(3) Uani 1 1 d . . .
H30 H 0.2462 1.1350 0.2553 0.075 Uiso 1 1 calc R . .
C31 C 0.24593(18) 1.20096(9) 0.16376(10) 0.0774(4) Uani 1 1 d . . .
H31 H 0.1659 1.2306 0.1722 0.093 Uiso 1 1 calc R . .
C32 C 0.31503(18) 1.21382(9) 0.10181(9) 0.0761(4) Uani 1 1 d . . .
H32 H 0.2815 1.2520 0.0680 0.091 Uiso 1 1 calc R . .
C33 C 0.43424(18) 1.17039(9) 0.08930(8) 0.0705(4) Uani 1 1 d . . .
H33 H 0.4804 1.1789 0.0469 0.085 Uiso 1 1 calc R . .
C34 C 0.48498(15) 1.11444(8) 0.13942(7) 0.0586(3) Uani 1 1 d . . .
H34 H 0.5664 1.0858 0.1311 0.070 Uiso 1 1 calc R . .
C35 C 0.37215(13) 1.00663(6) 0.30726(6) 0.0469(3) Uani 1 1 d . . .
C36 C 0.39918(15) 1.01616(9) 0.38336(7) 0.0613(3) Uani 1 1 d . . .
H36 H 0.4772 1.0461 0.4032 0.074 Uiso 1 1 calc R . .
C37 C 0.31081(17) 0.98140(10) 0.43043(8) 0.0732(4) Uani 1 1 d . . .
H37 H 0.3294 0.9882 0.4817 0.088 Uiso 1 1 calc R . .
C38 C 0.19658(17) 0.93714(9) 0.40194(10) 0.0741(4) Uani 1 1 d . . .
H38 H 0.1390 0.9128 0.4339 0.089 Uiso 1 1 calc R . .
C39 C 0.16659(17) 0.92845(9) 0.32667(10) 0.0737(4) Uani 1 1 d . . .
H39 H 0.0876 0.8989 0.3073 0.088 Uiso 1 1 calc R . .
N1 N 0.37716(10) 0.82923(6) 0.07481(5) 0.0473(2) Uani 1 1 d . . .
C40 C 0.25334(15) 0.96350(8) 0.27910(8) 0.0613(3) Uani 1 1 d . . .
H40 H 0.2317 0.9580 0.2278 0.074 Uiso 1 1 calc R . .
N2 N 0.60338(11) 1.01832(6) 0.25537(6) 0.0504(2) Uani 1 1 d . . .
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'
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
C2 C1 N1 123.04(11) . . ?
C2 C1 C12 119.50(11) . . ?
N1 C1 C12 117.07(10) . . ?
C1 C2 C3 121.00(12) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 121.39(12) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C14 120.25(12) . . ?
C3 C4 H4 119.9 . . ?
C14 C4 H4 119.9 . . ?
C6 C5 C13 120.47(12) . . ?
C6 C5 H5 119.8 . . ?
C13 C5 H5 119.8 . . ?
C5 C6 C7 121.25(12) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 120.80(13) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 N2 120.85(11) . . ?
C7 C8 C11 120.06(11) . . ?
N2 C8 C11 118.88(10) . . ?
C12 C9 C11 121.85(10) . . ?
C12 C9 H9 119.1 . . ?
C11 C9 H9 119.1 . . ?
C14 C10 C13 122.26(11) . . ?
C14 C10 H10 118.9 . . ?
C13 C10 H10 118.9 . . ?
C9 C11 C13 119.04(11) . . ?
C9 C11 C8 122.54(10) . . ?
C13 C11 C8 118.42(10) . . ?
C9 C12 C14 119.27(10) . . ?
C9 C12 C1 121.96(10) . . ?
C14 C12 C1 118.77(10) . . ?
C10 C13 C5 122.18(11) . . ?
C10 C13 C11 118.85(11) . . ?
C5 C13 C11 118.97(11) . . ?
C10 C14 C4 122.20(11) . . ?
C10 C14 C12 118.73(11) . . ?
C4 C14 C12 119.06(11) . . ?
N1 C15 C16 117.36(10) . . ?
N1 C15 C22 124.31(10) . . ?
C16 C15 C22 118.23(10) . . ?
C21 C16 C17 117.96(12) . . ?
C21 C16 C15 122.24(11) . . ?
C17 C16 C15 119.81(11) . . ?
C18 C17 C16 121.08(13) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.10(15) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 119.70(14) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.55(15) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 120.52(14) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
C23 C22 C27 118.70(12) . . ?
C23 C22 C15 118.69(11) . . ?
C27 C22 C15 122.60(11) . . ?
C24 C23 C22 120.99(15) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 120.19(17) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.10(15) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 120.55(16) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C22 C27 C26 119.44(15) . . ?
C22 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
N2 C28 C29 118.24(10) . . ?
N2 C28 C35 123.14(10) . . ?
C29 C28 C35 118.61(10) . . ?
C30 C29 C34 118.67(12) . . ?
C30 C29 C28 121.66(11) . . ?
C34 C29 C28 119.66(11) . . ?
C31 C30 C29 120.52(13) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C32 C31 C30 120.13(15) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C33 120.15(14) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C34 C33 C32 120.12(14) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C29 120.40(13) . . ?
C33 C34 H34 119.8 . . ?
C29 C34 H34 119.8 . . ?
C36 C35 C40 118.74(12) . . ?
C36 C35 C28 120.76(11) . . ?
C40 C35 C28 120.47(11) . . ?
C35 C36 C37 120.31(14) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C38 C37 C36 120.26(14) . . ?
C38 C37 H37 119.9 . . ?
C36 C37 H37 119.9 . . ?
C37 C38 C39 120.13(14) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C38 C39 C40 120.09(14) . . ?
C38 C39 H39 120.0 . . ?
C40 C39 H39 120.0 . . ?
C15 N1 C1 123.27(10) . . ?
C39 C40 C35 120.42(14) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?
C28 N2 C8 121.43(10) . . ?
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
C1 C2 1.3688(17) . ?
C1 N1 1.4095(15) . ?
C1 C12 1.4365(16) . ?
C2 C3 1.4100(18) . ?
C2 H2 0.9300 . ?
C3 C4 1.3497(18) . ?
C3 H3 0.9300 . ?
C4 C14 1.4246(18) . ?
C4 H4 0.9300 . ?
C5 C6 1.352(2) . ?
C5 C13 1.4251(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.4086(19) . ?
C6 H6 0.9300 . ?
C7 C8 1.3647(17) . ?
C7 H7 0.9300 . ?
C8 N2 1.4116(15) . ?
C8 C11 1.4378(16) . ?
C9 C12 1.3916(16) . ?
C9 C11 1.3937(15) . ?
C9 H9 0.9300 . ?
C10 C14 1.3909(17) . ?
C10 C13 1.3935(18) . ?
C10 H10 0.9300 . ?
C11 C13 1.4344(16) . ?
C12 C14 1.4343(15) . ?
C15 N1 1.2787(14) . ?
C15 C16 1.4911(16) . ?
C15 C22 1.4979(16) . ?
C16 C21 1.3842(17) . ?
C16 C17 1.3917(18) . ?
C17 C18 1.3744(19) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.369(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.382(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.3829(18) . ?
C22 C27 1.3840(18) . ?
C23 C24 1.378(2) . ?
C23 H23 0.9300 . ?
C24 C25 1.355(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.369(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.395(2) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 N2 1.2786(15) . ?
C28 C29 1.4800(16) . ?
C28 C35 1.4963(16) . ?
C29 C30 1.3859(18) . ?
C29 C34 1.3912(17) . ?
C30 C31 1.380(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.367(2) . ?
C31 H31 0.9300 . ?
C32 C33 1.378(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.3744(19) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C36 1.3781(17) . ?
C35 C40 1.3822(17) . ?
C36 C37 1.383(2) . ?
C36 H36 0.9300 . ?
C37 C38 1.363(2) . ?
C37 H37 0.9300 . ?
C38 C39 1.364(2) . ?
C38 H38 0.9300 . ?
C39 C40 1.3813(19) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
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
N1 C1 C2 C3 172.97(11) . . . . ?
C12 C1 C2 C3 0.33(18) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
C2 C3 C4 C14 -0.13(19) . . . . ?
C13 C5 C6 C7 -0.4(2) . . . . ?
C5 C6 C7 C8 1.5(2) . . . . ?
C6 C7 C8 N2 -176.73(11) . . . . ?
C6 C7 C8 C11 -2.12(18) . . . . ?
C12 C9 C11 C13 0.80(16) . . . . ?
C12 C9 C11 C8 -179.07(10) . . . . ?
C7 C8 C11 C9 -178.39(11) . . . . ?
N2 C8 C11 C9 -3.67(16) . . . . ?
C7 C8 C11 C13 1.75(16) . . . . ?
N2 C8 C11 C13 176.46(10) . . . . ?
C11 C9 C12 C14 -0.35(16) . . . . ?
C11 C9 C12 C1 178.98(10) . . . . ?
C2 C1 C12 C9 179.37(11) . . . . ?
N1 C1 C12 C9 6.30(15) . . . . ?
C2 C1 C12 C14 -1.30(16) . . . . ?
N1 C1 C12 C14 -174.37(10) . . . . ?
C14 C10 C13 C5 -179.87(11) . . . . ?
C14 C10 C13 C11 0.30(17) . . . . ?
C6 C5 C13 C10 -179.74(12) . . . . ?
C6 C5 C13 C11 0.09(18) . . . . ?
C9 C11 C13 C10 -0.76(16) . . . . ?
C8 C11 C13 C10 179.11(10) . . . . ?
C9 C11 C13 C5 179.40(10) . . . . ?
C8 C11 C13 C5 -0.73(16) . . . . ?
C13 C10 C14 C4 179.07(11) . . . . ?
C13 C10 C14 C12 0.15(17) . . . . ?
C3 C4 C14 C10 -179.78(12) . . . . ?
C3 C4 C14 C12 -0.86(18) . . . . ?
C9 C12 C14 C10 -0.13(16) . . . . ?
C1 C12 C14 C10 -179.48(10) . . . . ?
C9 C12 C14 C4 -179.09(10) . . . . ?
C1 C12 C14 C4 1.56(16) . . . . ?
N1 C15 C16 C21 159.18(12) . . . . ?
C22 C15 C16 C21 -24.21(17) . . . . ?
N1 C15 C16 C17 -20.79(16) . . . . ?
C22 C15 C16 C17 155.83(12) . . . . ?
C21 C16 C17 C18 -2.0(2) . . . . ?
C15 C16 C17 C18 177.92(13) . . . . ?
C16 C17 C18 C19 -0.7(2) . . . . ?
C17 C18 C19 C20 2.1(3) . . . . ?
C18 C19 C20 C21 -0.6(3) . . . . ?
C19 C20 C21 C16 -2.3(3) . . . . ?
C17 C16 C21 C20 3.5(2) . . . . ?
C15 C16 C21 C20 -176.43(13) . . . . ?
N1 C15 C22 C23 70.60(16) . . . . ?
C16 C15 C22 C23 -105.76(13) . . . . ?
N1 C15 C22 C27 -110.48(14) . . . . ?
C16 C15 C22 C27 73.15(15) . . . . ?
C27 C22 C23 C24 -2.0(2) . . . . ?
C15 C22 C23 C24 176.95(13) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C24 C25 C26 1.1(3) . . . . ?
C24 C25 C26 C27 -1.7(3) . . . . ?
C23 C22 C27 C26 1.4(2) . . . . ?
C15 C22 C27 C26 -177.48(12) . . . . ?
C25 C26 C27 C22 0.4(2) . . . . ?
N2 C28 C29 C30 -159.49(12) . . . . ?
C35 C28 C29 C30 21.84(16) . . . . ?
N2 C28 C29 C34 19.77(16) . . . . ?
C35 C28 C29 C34 -158.90(11) . . . . ?
C34 C29 C30 C31 -0.7(2) . . . . ?
C28 C29 C30 C31 178.56(13) . . . . ?
C29 C30 C31 C32 1.1(2) . . . . ?
C30 C31 C32 C33 -0.5(3) . . . . ?
C31 C32 C33 C34 -0.6(2) . . . . ?
C32 C33 C34 C29 1.0(2) . . . . ?
C30 C29 C34 C33 -0.36(19) . . . . ?
C28 C29 C34 C33 -179.64(12) . . . . ?
N2 C28 C35 C36 65.15(16) . . . . ?
C29 C28 C35 C36 -116.25(13) . . . . ?
N2 C28 C35 C40 -112.91(14) . . . . ?
C29 C28 C35 C40 65.69(15) . . . . ?
C40 C35 C36 C37 1.7(2) . . . . ?
C28 C35 C36 C37 -176.44(12) . . . . ?
C35 C36 C37 C38 0.3(2) . . . . ?
C36 C37 C38 C39 -1.6(2) . . . . ?
C37 C38 C39 C40 1.0(2) . . . . ?
C16 C15 N1 C1 -176.77(10) . . . . ?
C22 C15 N1 C1 6.84(17) . . . . ?
C2 C1 N1 C15 57.87(16) . . . . ?
C12 C1 N1 C15 -129.32(12) . . . . ?
C38 C39 C40 C35 0.9(2) . . . . ?
C36 C35 C40 C39 -2.3(2) . . . . ?
C28 C35 C40 C39 175.84(12) . . . . ?
C29 C28 N2 C8 -175.22(10) . . . . ?
C35 C28 N2 C8 3.39(17) . . . . ?
C7 C8 N2 C28 -102.97(14) . . . . ?
C11 C8 N2 C28 82.36(14) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659176
2 PubChem 101841917
