#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/53/4025357.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_4025357
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            'C38 H26 N2'
_chemical_formula_weight         510.61
_chemical_name_common            'compound 3'
_chemical_name_systematic
; 
 N1,N8-bis(diphenylmethylene)biphenylene-1,8-diamine  
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             06/09/2009
_audit_creation_method           SHELXL-97
_audit_update_record             09/03/2009
_cell_angle_alpha                90.00
_cell_angle_beta                 106.4210(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.4862(10)
_cell_length_b                   12.4518(10)
_cell_length_c                   17.2162(13)
_cell_measurement_temperature    296(2)
_cell_volume                     2773.1(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 0.939
_diffrn_measured_fraction_theta_max 0.939
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            31202
_diffrn_reflns_theta_full        28.70
_diffrn_reflns_theta_max         28.70
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.9790
_exptl_absorpt_correction_T_min  0.9790
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       brick
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       0.0072(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         6723
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0414
_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)+(0.0494P)²+0.4381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1250
_reflns_number_gt                4700
_reflns_number_total             6723
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo100106t_si_004.cif
_cod_data_source_block           p21c
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4025357
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.08998(10) 0.61339(10) 0.12362(7) 0.0547(3) Uani 1 1 d . . .
C2 C -0.00614(12) 0.66396(12) 0.11580(9) 0.0686(4) Uani 1 1 d . . .
H2 H -0.0638 0.6216 0.1131 0.082 Uiso 1 1 calc R . .
C3 C -0.01699(13) 0.77363(13) 0.11205(10) 0.0749(4) Uani 1 1 d . . .
H3 H -0.0820 0.8031 0.1064 0.090 Uiso 1 1 calc R . .
C4 C 0.06667(12) 0.84292(12) 0.11644(9) 0.0685(4) Uani 1 1 d . . .
H4 H 0.0591 0.9172 0.1139 0.082 Uiso 1 1 calc R . .
C5 C 0.35656(13) 0.87184(12) 0.14293(9) 0.0702(4) Uani 1 1 d . . .
H5 H 0.3512 0.9461 0.1463 0.084 Uiso 1 1 calc R . .
C6 C 0.45033(13) 0.82070(14) 0.14616(10) 0.0794(4) Uani 1 1 d . . .
H6 H 0.5091 0.8626 0.1520 0.095 Uiso 1 1 calc R . .
C7 C 0.45878(12) 0.71118(14) 0.14108(9) 0.0729(4) Uani 1 1 d . . .
H7 H 0.5228 0.6814 0.1434 0.087 Uiso 1 1 calc R . .
C8 C 0.37280(10) 0.64225(11) 0.13244(7) 0.0571(3) Uani 1 1 d . . .
C9 C 0.28267(10) 0.69256(10) 0.13189(7) 0.0534(3) Uani 1 1 d . . .
C10 C 0.27400(11) 0.80571(11) 0.13448(7) 0.0572(3) Uani 1 1 d . . .
C11 C 0.15915(11) 0.79449(10) 0.12456(7) 0.0560(3) Uani 1 1 d . . .
C12 C 0.17029(10) 0.68130(10) 0.12585(7) 0.0523(3) Uani 1 1 d . . .
C13 C 0.14355(9) 0.44980(10) 0.18798(7) 0.0502(3) Uani 1 1 d . . .
C14 C 0.15757(9) 0.33152(10) 0.18425(8) 0.0525(3) Uani 1 1 d . . .
C15 C 0.12898(12) 0.27820(11) 0.11093(9) 0.0669(4) Uani 1 1 d . . .
H15 H 0.1003 0.3163 0.0634 0.080 Uiso 1 1 calc R . .
C16 C 0.14282(14) 0.16849(13) 0.10797(11) 0.0807(5) Uani 1 1 d . . .
H16 H 0.1238 0.1332 0.0584 0.097 Uiso 1 1 calc R . .
C17 C 0.18448(13) 0.11121(12) 0.17773(11) 0.0783(4) Uani 1 1 d . . .
H17 H 0.1933 0.0373 0.1753 0.094 Uiso 1 1 calc R . .
C18 C 0.21273(15) 0.16237(13) 0.25001(11) 0.0854(5) Uani 1 1 d . . .
H18 H 0.2409 0.1237 0.2973 0.103 Uiso 1 1 calc R . .
C19 C 0.19966(14) 0.27226(12) 0.25351(9) 0.0749(4) Uani 1 1 d . . .
H19 H 0.2196 0.3068 0.3034 0.090 Uiso 1 1 calc R . .
C20 C 0.17932(10) 0.50377(10) 0.26869(7) 0.0530(3) Uani 1 1 d . . .
C21 C 0.10710(13) 0.53329(13) 0.30808(9) 0.0739(4) Uani 1 1 d . . .
H21 H 0.0373 0.5197 0.2841 0.089 Uiso 1 1 calc R . .
C22 C 0.13827(18) 0.58275(15) 0.38264(11) 0.0935(6) Uani 1 1 d . . .
H22 H 0.0896 0.6016 0.4092 0.112 Uiso 1 1 calc R . .
C23 C 0.24044(19) 0.60418(14) 0.41762(10) 0.0920(6) Uani 1 1 d . . .
H23 H 0.2612 0.6377 0.4679 0.110 Uiso 1 1 calc R . .
C24 C 0.31241(15) 0.57637(14) 0.37886(10) 0.0837(5) Uani 1 1 d . . .
H24 H 0.3819 0.5915 0.4027 0.100 Uiso 1 1 calc R . .
C25 C 0.28228(11) 0.52592(12) 0.30444(8) 0.0654(4) Uani 1 1 d . . .
H25 H 0.3315 0.5069 0.2784 0.078 Uiso 1 1 calc R . .
C26 C 0.35037(9) 0.47975(10) 0.06221(7) 0.0505(3) Uani 1 1 d . . .
C27 C 0.36337(9) 0.36150(10) 0.06075(7) 0.0529(3) Uani 1 1 d . . .
C28 C 0.41070(11) 0.30560(12) 0.13114(9) 0.0651(4) Uani 1 1 d . . .
H28 H 0.4326 0.3422 0.1801 0.078 Uiso 1 1 calc R . .
C29 C 0.42556(14) 0.19620(13) 0.12900(10) 0.0791(4) Uani 1 1 d . . .
H29 H 0.4573 0.1595 0.1766 0.095 Uiso 1 1 calc R . .
C30 C 0.39383(13) 0.14117(13) 0.05713(10) 0.0781(4) Uani 1 1 d . . .
H30 H 0.4051 0.0676 0.0559 0.094 Uiso 1 1 calc R . .
C31 C 0.34585(15) 0.19464(13) -0.01234(10) 0.0821(5) Uani 1 1 d . . .
H31 H 0.3234 0.1573 -0.0609 0.098 Uiso 1 1 calc R . .
C32 C 0.33039(13) 0.30430(12) -0.01083(9) 0.0706(4) Uani 1 1 d . . .
H32 H 0.2974 0.3401 -0.0586 0.085 Uiso 1 1 calc R . .
C33 C 0.30101(9) 0.53589(10) -0.01623(7) 0.0497(3) Uani 1 1 d . . .
C34 C 0.36142(12) 0.57175(14) -0.06393(9) 0.0747(4) Uani 1 1 d . . .
H34 H 0.4325 0.5607 -0.0471 0.090 Uiso 1 1 calc R . .
C35 C 0.31731(13) 0.62379(15) -0.13618(10) 0.0827(5) Uani 1 1 d . . .
H35 H 0.3586 0.6469 -0.1680 0.099 Uiso 1 1 calc R . .
C36 C 0.21355(13) 0.64128(12) -0.16100(8) 0.0718(4) Uani 1 1 d . . .
H36 H 0.1840 0.6769 -0.2095 0.086 Uiso 1 1 calc R . .
C37 C 0.15287(11) 0.60651(12) -0.11457(8) 0.0671(4) Uani 1 1 d . . .
H37 H 0.0820 0.6187 -0.1316 0.081 Uiso 1 1 calc R . .
C38 C 0.19615(10) 0.55333(11) -0.04250(7) 0.0558(3) Uani 1 1 d . . .
H38 H 0.1541 0.5292 -0.0116 0.067 Uiso 1 1 calc R . .
N1 N 0.09858(9) 0.50017(8) 0.12269(6) 0.0568(3) Uani 1 1 d . . .
N2 N 0.38495(9) 0.52928(9) 0.12976(6) 0.0597(3) 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
C12 C1 C2 115.18(12) . . ?
C12 C1 N1 123.38(12) . . ?
C2 C1 N1 121.25(12) . . ?
C3 C2 C1 122.04(14) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 122.33(15) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C11 C4 C3 115.69(13) . . ?
C11 C4 H4 122.2 . . ?
C3 C4 H4 122.2 . . ?
C10 C5 C6 115.55(14) . . ?
C10 C5 H5 122.2 . . ?
C6 C5 H5 122.2 . . ?
C7 C6 C5 122.57(14) . . ?
C7 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C6 C7 C8 121.89(15) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C9 C8 C7 115.06(13) . . ?
C9 C8 N2 124.45(12) . . ?
C7 C8 N2 120.38(13) . . ?
C8 C9 C10 122.54(12) . . ?
C8 C9 C12 147.14(12) . . ?
C10 C9 C12 90.25(11) . . ?
C5 C10 C9 122.27(14) . . ?
C5 C10 C11 147.99(14) . . ?
C9 C10 C11 89.74(10) . . ?
C4 C11 C12 122.28(13) . . ?
C4 C11 C10 148.31(12) . . ?
C12 C11 C10 89.41(10) . . ?
C1 C12 C11 122.39(12) . . ?
C1 C12 C9 147.08(12) . . ?
C11 C12 C9 90.50(10) . . ?
N1 C13 C14 118.76(11) . . ?
N1 C13 C20 122.96(11) . . ?
C14 C13 C20 118.24(11) . . ?
C19 C14 C15 118.21(13) . . ?
C19 C14 C13 121.19(12) . . ?
C15 C14 C13 120.60(12) . . ?
C14 C15 C16 120.22(14) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 120.50(14) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 119.93(15) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 119.97(16) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C14 C19 C18 121.17(14) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C25 C20 C21 119.17(13) . . ?
C25 C20 C13 121.64(12) . . ?
C21 C20 C13 119.18(12) . . ?
C22 C21 C20 120.22(16) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 120.16(17) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.13(16) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 120.27(17) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C20 C25 C24 120.03(15) . . ?
C20 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
N2 C26 C27 118.57(11) . . ?
N2 C26 C33 123.22(11) . . ?
C27 C26 C33 118.16(10) . . ?
C32 C27 C28 118.20(13) . . ?
C32 C27 C26 121.08(12) . . ?
C28 C27 C26 120.70(12) . . ?
C29 C28 C27 120.46(14) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C29 C28 120.43(14) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C31 C30 C29 119.82(15) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 120.19(15) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C31 C32 C27 120.87(14) . . ?
C31 C32 H32 119.6 . . ?
C27 C32 H32 119.6 . . ?
C38 C33 C34 118.50(12) . . ?
C38 C33 C26 121.57(11) . . ?
C34 C33 C26 119.93(11) . . ?
C35 C34 C33 120.69(14) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C36 C35 C34 120.10(14) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.93(13) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C38 120.43(14) . . ?
C36 C37 H37 119.8 . . ?
C38 C37 H37 119.8 . . ?
C33 C38 C37 120.34(12) . . ?
C33 C38 H38 119.8 . . ?
C37 C38 H38 119.8 . . ?
C13 N1 C1 119.87(10) . . ?
C26 N2 C8 119.39(11) . . ?
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 C12 1.3660(18) . ?
C1 C2 1.4129(19) . ?
C1 N1 1.4150(16) . ?
C2 C3 1.373(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.405(2) . ?
C3 H3 0.9300 . ?
C4 C11 1.357(2) . ?
C4 H4 0.9300 . ?
C5 C10 1.3591(19) . ?
C5 C6 1.403(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.373(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.4163(19) . ?
C7 H7 0.9300 . ?
C8 C9 1.3650(18) . ?
C8 N2 1.4185(17) . ?
C9 C10 1.4156(18) . ?
C9 C12 1.4962(19) . ?
C10 C11 1.516(2) . ?
C11 C12 1.4168(17) . ?
C13 N1 1.2804(15) . ?
C13 C14 1.4885(17) . ?
C13 C20 1.4953(16) . ?
C14 C19 1.3805(19) . ?
C14 C15 1.3812(18) . ?
C15 C16 1.382(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.353(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(2) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.3783(19) . ?
C20 C21 1.385(2) . ?
C21 C22 1.378(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.365(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.381(2) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 N2 1.2822(16) . ?
C26 C27 1.4838(18) . ?
C26 C33 1.4991(16) . ?
C27 C32 1.3834(18) . ?
C27 C28 1.3869(18) . ?
C28 C29 1.379(2) . ?
C28 H28 0.9300 . ?
C29 C30 1.373(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.362(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.383(2) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C38 1.3747(17) . ?
C33 C34 1.3841(18) . ?
C34 C35 1.379(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.360(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.366(2) . ?
C36 H36 0.9300 . ?
C37 C38 1.3818(18) . ?
C37 H37 0.9300 . ?
C38 H38 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
C12 C1 C2 C3 -1.0(2) . . . . ?
N1 C1 C2 C3 -176.30(13) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C11 0.1(2) . . . . ?
C10 C5 C6 C7 0.1(2) . . . . ?
C5 C6 C7 C8 -0.2(2) . . . . ?
C6 C7 C8 C9 -1.8(2) . . . . ?
C6 C7 C8 N2 -178.15(13) . . . . ?
C7 C8 C9 C10 3.90(17) . . . . ?
N2 C8 C9 C10 -179.87(11) . . . . ?
C7 C8 C9 C12 179.76(17) . . . . ?
N2 C8 C9 C12 -4.0(3) . . . . ?
C6 C5 C10 C9 2.07(19) . . . . ?
C6 C5 C10 C11 -177.31(18) . . . . ?
C8 C9 C10 C5 -4.31(19) . . . . ?
C12 C9 C10 C5 177.94(12) . . . . ?
C8 C9 C10 C11 175.36(11) . . . . ?
C12 C9 C10 C11 -2.39(9) . . . . ?
C3 C4 C11 C12 2.0(2) . . . . ?
C3 C4 C11 C10 -177.93(18) . . . . ?
C5 C10 C11 C4 2.0(4) . . . . ?
C9 C10 C11 C4 -177.5(2) . . . . ?
C5 C10 C11 C12 -178.0(2) . . . . ?
C9 C10 C11 C12 2.52(9) . . . . ?
C2 C1 C12 C11 3.06(17) . . . . ?
N1 C1 C12 C11 178.26(11) . . . . ?
C2 C1 C12 C9 -179.56(17) . . . . ?
N1 C1 C12 C9 -4.4(3) . . . . ?
C4 C11 C12 C1 -3.78(19) . . . . ?
C10 C11 C12 C1 176.18(11) . . . . ?
C4 C11 C12 C9 177.65(12) . . . . ?
C10 C11 C12 C9 -2.39(9) . . . . ?
C8 C9 C12 C1 8.3(3) . . . . ?
C10 C9 C12 C1 -175.22(19) . . . . ?
C8 C9 C12 C11 -173.95(19) . . . . ?
C10 C9 C12 C11 2.56(9) . . . . ?
N1 C13 C14 C19 -175.92(13) . . . . ?
C20 C13 C14 C19 1.86(18) . . . . ?
N1 C13 C14 C15 4.35(18) . . . . ?
C20 C13 C14 C15 -177.88(12) . . . . ?
C19 C14 C15 C16 -0.1(2) . . . . ?
C13 C14 C15 C16 179.62(13) . . . . ?
C14 C15 C16 C17 0.4(2) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C15 C14 C19 C18 -0.2(2) . . . . ?
C13 C14 C19 C18 -179.96(15) . . . . ?
C17 C18 C19 C14 0.3(3) . . . . ?
N1 C13 C20 C25 -104.26(15) . . . . ?
C14 C13 C20 C25 78.06(15) . . . . ?
N1 C13 C20 C21 75.02(17) . . . . ?
C14 C13 C20 C21 -102.66(15) . . . . ?
C25 C20 C21 C22 -0.9(2) . . . . ?
C13 C20 C21 C22 179.75(14) . . . . ?
C20 C21 C22 C23 0.8(3) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
C22 C23 C24 C25 -0.4(3) . . . . ?
C21 C20 C25 C24 0.4(2) . . . . ?
C13 C20 C25 C24 179.67(13) . . . . ?
C23 C24 C25 C20 0.3(2) . . . . ?
N2 C26 C27 C32 -178.02(12) . . . . ?
C33 C26 C27 C32 -0.37(18) . . . . ?
N2 C26 C27 C28 0.83(18) . . . . ?
C33 C26 C27 C28 178.48(11) . . . . ?
C32 C27 C28 C29 1.0(2) . . . . ?
C26 C27 C28 C29 -177.90(13) . . . . ?
C27 C28 C29 C30 0.1(2) . . . . ?
C28 C29 C30 C31 -1.1(3) . . . . ?
C29 C30 C31 C32 0.9(3) . . . . ?
C30 C31 C32 C27 0.2(3) . . . . ?
C28 C27 C32 C31 -1.1(2) . . . . ?
C26 C27 C32 C31 177.77(14) . . . . ?
N2 C26 C33 C38 -90.98(16) . . . . ?
C27 C26 C33 C38 91.48(14) . . . . ?
N2 C26 C33 C34 88.85(17) . . . . ?
C27 C26 C33 C34 -88.68(16) . . . . ?
C38 C33 C34 C35 0.0(2) . . . . ?
C26 C33 C34 C35 -179.85(15) . . . . ?
C33 C34 C35 C36 0.6(3) . . . . ?
C34 C35 C36 C37 -0.5(3) . . . . ?
C35 C36 C37 C38 -0.2(2) . . . . ?
C34 C33 C38 C37 -0.7(2) . . . . ?
C26 C33 C38 C37 179.18(12) . . . . ?
C36 C37 C38 C33 0.8(2) . . . . ?
C14 C13 N1 C1 -176.10(11) . . . . ?
C20 C13 N1 C1 6.24(18) . . . . ?
C12 C1 N1 C13 76.38(16) . . . . ?
C2 C1 N1 C13 -108.70(15) . . . . ?
C27 C26 N2 C8 -179.69(11) . . . . ?
C33 C26 N2 C8 2.78(18) . . . . ?
C9 C8 N2 C26 77.29(16) . . . . ?
C7 C8 N2 C26 -106.67(15) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659177
2 PubChem 46210914
