#------------------------------------------------------------------------------
#$Date: 2022-05-04 00:54:56 +0300 (Wed, 04 May 2022) $
#$Revision: 274855 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/00/7130044.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_7130044
loop_
_publ_author_name
'Leleu, Ludovic'
'Martzel, Thomas'
'Fall, Arona'
'Sanselme, Morgane'
'Levacher, Vincent'
'Oudeyer, Sylvain'
'Brière, Jean-François'
_publ_section_title
;
 Diastereoselective addition of redox active esters to azomethine imines
 by electrosynthesis
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01795D
_journal_year                    2022
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C25 H31 N3 O3'
_chemical_formula_sum            'C25 H31 N3 O3'
_chemical_formula_weight         421.53
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2021-09-28T14:39:34-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2022-02-25 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.745(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2426(14)
_cell_length_b                   18.554(3)
_cell_length_c                   12.2554(17)
_cell_measurement_reflns_used    1645
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.27
_cell_measurement_theta_min      1.99
_cell_measurement_wavelength     0.71073
_cell_volume                     2328.0(6)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SMART APEX I Bruker'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_av_unetI/netI     0.0862
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10371
_diffrn_reflns_theta_full        23.27
_diffrn_reflns_theta_max         23.27
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.08
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0
_exptl_crystal_size_mid          0
_exptl_crystal_size_min          0
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.836
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3350
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.836
_refine_ls_R_factor_all          0.1074
_refine_ls_R_factor_gt           0.0521
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0528P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1295
_reflns_number_gt                1645
_reflns_number_total             3350
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            d2cc01795d2.cif
_cod_data_source_block           lgl247
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7130044
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 0.7618(3) 0.28967(16) 0.4002(3) 0.0543(9) Uani 1 1 d . . .
C2 C 0.8743(3) 0.28547(17) 0.4811(3) 0.0645(10) Uani 1 1 d . . .
H2A H 0.8448 0.2733 0.5533 0.077 Uiso 1 1 calc R . .
H2B H 0.9218 0.3307 0.4849 0.077 Uiso 1 1 calc R . .
C3 C 0.9586(3) 0.22503(17) 0.4347(3) 0.0598(9) Uani 1 1 d . . .
H3 H 1.0512 0.2371 0.4465 0.072 Uiso 1 1 calc R . .
C4 C 1.0186(2) 0.26701(15) 0.2518(3) 0.0493(8) Uani 1 1 d . . .
H4 H 1.025 0.3152 0.2844 0.059 Uiso 1 1 calc R . .
C5 C 1.1505(3) 0.23208(18) 0.2631(2) 0.0511(8) Uani 1 1 d . . .
C6 C 1.1667(3) 0.15828(19) 0.2509(3) 0.0629(9) Uani 1 1 d . . .
H6 H 1.0943 0.1293 0.2355 0.075 Uiso 1 1 calc R . .
C7 C 1.2895(4) 0.1272(2) 0.2613(3) 0.0775(11) Uani 1 1 d . . .
H7 H 1.2984 0.0776 0.2525 0.093 Uiso 1 1 calc R . .
C8 C 1.3972(4) 0.1681(3) 0.2843(3) 0.0832(12) Uani 1 1 d . . .
H8 H 1.4792 0.1468 0.2906 0.1 Uiso 1 1 calc R . .
C9 C 1.3836(3) 0.2404(3) 0.2981(3) 0.0783(12) Uani 1 1 d . . .
H9 H 1.4567 0.2685 0.3147 0.094 Uiso 1 1 calc R . .
C10 C 1.2609(3) 0.27265(19) 0.2874(3) 0.0644(10) Uani 1 1 d . . .
H10 H 1.2532 0.3222 0.2968 0.077 Uiso 1 1 calc R . .
C11 C 0.9733(2) 0.27590(15) 0.1305(3) 0.0498(8) Uani 1 1 d . . .
C12 C 0.8667(3) 0.33496(16) 0.1061(3) 0.0658(10) Uani 1 1 d . . .
H12A H 0.8083 0.3235 0.0447 0.079 Uiso 1 1 calc R . .
H12B H 0.8179 0.3487 0.1695 0.079 Uiso 1 1 calc R . .
C13 C 0.9747(3) 0.38807(17) 0.0785(3) 0.0792(11) Uani 1 1 d . . .
H13A H 0.9585 0.414 0.0106 0.095 Uiso 1 1 calc R . .
H13B H 0.9979 0.421 0.1374 0.095 Uiso 1 1 calc R . .
C14 C 1.0686(3) 0.32474(15) 0.0684(3) 0.0593(9) Uani 1 1 d . . .
H14A H 1.1518 0.332 0.1067 0.071 Uiso 1 1 calc R . .
H14B H 1.0813 0.3097 -0.0064 0.071 Uiso 1 1 calc R . .
C15 C 0.8415(3) 0.16812(18) 0.0787(3) 0.0540(9) Uani 1 1 d . . .
C16 C 0.7603(3) 0.04777(17) 0.0291(3) 0.0651(10) Uani 1 1 d . . .
C17 C 0.6405(3) 0.0713(2) -0.0311(4) 0.1288(18) Uani 1 1 d . . .
H17A H 0.5975 0.1078 0.0101 0.193 Uiso 1 1 calc R . .
H17B H 0.583 0.0308 -0.0416 0.193 Uiso 1 1 calc R . .
H17C H 0.6631 0.0904 -0.1008 0.193 Uiso 1 1 calc R . .
C18 C 0.8243(4) -0.0132(2) -0.0312(4) 0.1230(17) Uani 1 1 d . . .
H18A H 0.846 0.0026 -0.103 0.184 Uiso 1 1 calc R . .
H18B H 0.7652 -0.0533 -0.0369 0.184 Uiso 1 1 calc R . .
H18C H 0.9025 -0.0278 0.0081 0.184 Uiso 1 1 calc R . .
C19 C 0.7352(5) 0.0253(2) 0.1431(4) 0.1375(18) Uani 1 1 d . . .
H19A H 0.8166 0.0219 0.1838 0.206 Uiso 1 1 calc R . .
H19B H 0.6925 -0.0208 0.1425 0.206 Uiso 1 1 calc R . .
H19C H 0.6803 0.0603 0.1767 0.206 Uiso 1 1 calc R . .
C20 C 0.9309(4) 0.1540(2) 0.4880(4) 0.0770(11) Uani 1 1 d . . .
C21 C 0.9817(4) 0.1415(3) 0.5918(4) 0.1160(17) Uani 1 1 d . . .
H21 H 1.0356 0.1754 0.6261 0.139 Uiso 1 1 calc R . .
C22 C 0.8713(10) 0.0280(5) 0.5948(10) 0.215(7) Uani 1 1 d . . .
H22 H 0.8495 -0.014 0.6314 0.258 Uiso 1 1 calc R . .
C23 C 0.8234(7) 0.0400(3) 0.4925(7) 0.175(4) Uani 1 1 d . . .
H23 H 0.7706 0.0056 0.4581 0.21 Uiso 1 1 calc R . .
C24 C 0.9517(7) 0.0775(4) 0.6446(7) 0.185(4) Uani 1 1 d . . .
H24 H 0.9866 0.0684 0.7142 0.222 Uiso 1 1 calc R . .
C25 C 0.8524(4) 0.1035(2) 0.4386(4) 0.1046(15) Uani 1 1 d . . .
H25 H 0.8183 0.1116 0.3685 0.126 Uiso 1 1 calc R . .
N1 N 0.7983(2) 0.25432(13) 0.3120(2) 0.0586(7) Uani 1 1 d . . .
H1 H 0.7472 0.2498 0.2554 0.07 Uiso 1 1 calc R . .
N2 N 0.9263(2) 0.22439(12) 0.3158(2) 0.0533(7) Uani 1 1 d . . .
N3 N 0.9523(2) 0.20642(12) 0.07745(19) 0.0501(7) Uani 1 1 d . . .
H3A H 1.0162 0.1885 0.0425 0.06 Uiso 1 1 calc R . .
O1 O 0.65584(19) 0.31882(11) 0.41128(18) 0.0697(7) Uani 1 1 d . . .
O2 O 0.73879(18) 0.18765(11) 0.11659(18) 0.0666(7) Uani 1 1 d . . .
O3 O 0.85980(18) 0.10464(12) 0.02795(18) 0.0714(7) 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 0 '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 0.006 '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
O1 C1 N1 125.5(3) . . ?
O1 C1 C2 128.0(3) . . ?
N1 C1 C2 106.4(3) . . ?
C1 C2 C3 102.9(3) . . ?
C1 C2 H2A 111.2 . . ?
C3 C2 H2A 111.2 . . ?
C1 C2 H2B 111.2 . . ?
C3 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
N2 C3 C20 112.3(3) . . ?
N2 C3 C2 104.9(3) . . ?
C20 C3 C2 111.3(3) . . ?
N2 C3 H3 109.4 . . ?
C20 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
N2 C4 C5 108.0(2) . . ?
N2 C4 C11 112.8(2) . . ?
C5 C4 C11 112.1(2) . . ?
N2 C4 H4 107.9 . . ?
C5 C4 H4 107.9 . . ?
C11 C4 H4 107.9 . . ?
C10 C5 C6 117.4(3) . . ?
C10 C5 C4 120.8(3) . . ?
C6 C5 C4 121.8(3) . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 120.9(4) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C7 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C5 C10 C9 121.0(3) . . ?
C5 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
N3 C11 C14 112.7(2) . . ?
N3 C11 C4 111.6(2) . . ?
C14 C11 C4 111.0(2) . . ?
N3 C11 C12 116.1(2) . . ?
C14 C11 C12 86.7(2) . . ?
C4 C11 C12 116.3(2) . . ?
C13 C12 C11 89.3(2) . . ?
C13 C12 H12A 113.8 . . ?
C11 C12 H12A 113.8 . . ?
C13 C12 H12B 113.8 . . ?
C11 C12 H12B 113.8 . . ?
H12A C12 H12B 111 . . ?
C14 C13 C12 89.1(2) . . ?
C14 C13 H13A 113.8 . . ?
C12 C13 H13A 113.8 . . ?
C14 C13 H13B 113.8 . . ?
C12 C13 H13B 113.8 . . ?
H13A C13 H13B 111 . . ?
C13 C14 C11 90.1(2) . . ?
C13 C14 H14A 113.6 . . ?
C11 C14 H14A 113.6 . . ?
C13 C14 H14B 113.6 . . ?
C11 C14 H14B 113.6 . . ?
H14A C14 H14B 110.9 . . ?
O2 C15 N3 126.0(3) . . ?
O2 C15 O3 124.7(3) . . ?
N3 C15 O3 109.2(3) . . ?
O3 C16 C17 110.5(3) . . ?
O3 C16 C19 110.5(3) . . ?
C17 C16 C19 112.7(4) . . ?
O3 C16 C18 102.8(3) . . ?
C17 C16 C18 110.0(3) . . ?
C19 C16 C18 109.8(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 119.6(4) . . ?
C25 C20 C3 121.8(4) . . ?
C21 C20 C3 118.6(4) . . ?
C20 C21 C24 119.4(6) . . ?
C20 C21 H21 120.3 . . ?
C24 C21 H21 120.3 . . ?
C23 C22 C24 120.1(9) . . ?
C23 C22 H22 119.9 . . ?
C24 C22 H22 119.9 . . ?
C22 C23 C25 120.3(9) . . ?
C22 C23 H23 119.8 . . ?
C25 C23 H23 119.8 . . ?
C22 C24 C21 120.3(9) . . ?
C22 C24 H24 119.8 . . ?
C21 C24 H24 119.8 . . ?
C20 C25 C23 120.3(6) . . ?
C20 C25 H25 119.9 . . ?
C23 C25 H25 119.9 . . ?
C1 N1 N2 116.6(3) . . ?
C1 N1 H1 121.7 . . ?
N2 N1 H1 121.7 . . ?
N1 N2 C4 112.2(2) . . ?
N1 N2 C3 101.9(2) . . ?
C4 N2 C3 112.9(2) . . ?
C15 N3 C11 125.3(2) . . ?
C15 N3 H3A 117.3 . . ?
C11 N3 H3A 117.3 . . ?
C15 O3 C16 121.2(2) . . ?
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 O1 1.224(3) . ?
C1 N1 1.328(4) . ?
C1 C2 1.498(4) . ?
C2 C3 1.535(4) . ?
C2 H2A 0.97 . ?
C2 H2B 0.97 . ?
C3 N2 1.485(4) . ?
C3 C20 1.501(4) . ?
C3 H3 0.98 . ?
C4 N2 1.476(3) . ?
C4 C5 1.500(4) . ?
C4 C11 1.552(4) . ?
C4 H4 0.98 . ?
C5 C10 1.384(4) . ?
C5 C6 1.388(4) . ?
C6 C7 1.386(4) . ?
C6 H6 0.93 . ?
C7 C8 1.361(4) . ?
C7 H7 0.93 . ?
C8 C9 1.360(5) . ?
C8 H8 0.93 . ?
C9 C10 1.394(4) . ?
C9 H9 0.93 . ?
C10 H10 0.93 . ?
C11 N3 1.457(3) . ?
C11 C14 1.548(4) . ?
C11 C12 1.570(4) . ?
C12 C13 1.527(4) . ?
C12 H12A 0.97 . ?
C12 H12B 0.97 . ?
C13 C14 1.526(4) . ?
C13 H13A 0.97 . ?
C13 H13B 0.97 . ?
C14 H14A 0.97 . ?
C14 H14B 0.97 . ?
C15 O2 1.218(3) . ?
C15 N3 1.339(3) . ?
C15 O3 1.348(3) . ?
C16 O3 1.467(3) . ?
C16 C17 1.479(4) . ?
C16 C19 1.488(5) . ?
C16 C18 1.512(4) . ?
C17 H17A 0.96 . ?
C17 H17B 0.96 . ?
C17 H17C 0.96 . ?
C18 H18A 0.96 . ?
C18 H18B 0.96 . ?
C18 H18C 0.96 . ?
C19 H19A 0.96 . ?
C19 H19B 0.96 . ?
C19 H19C 0.96 . ?
C20 C25 1.365(5) . ?
C20 C21 1.379(5) . ?
C21 C24 1.390(8) . ?
C21 H21 0.93 . ?
C22 C23 1.351(12) . ?
C22 C24 1.364(12) . ?
C22 H22 0.93 . ?
C23 C25 1.387(6) . ?
C23 H23 0.93 . ?
C24 H24 0.93 . ?
C25 H25 0.93 . ?
N1 N2 1.423(3) . ?
N1 H1 0.86 . ?
N3 H3A 0.86 . ?
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
N1 H1 O2 0.86 2.05 2.747(3) 137 .
N3 H3A O1 0.86 2.19 2.995(3) 156.1 4_665
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
O1 C1 C2 C3 163.8(3) . . . . ?
N1 C1 C2 C3 -15.5(3) . . . . ?
C1 C2 C3 N2 25.5(3) . . . . ?
C1 C2 C3 C20 -96.3(3) . . . . ?
N2 C4 C5 C10 -132.4(3) . . . . ?
C11 C4 C5 C10 102.7(3) . . . . ?
N2 C4 C5 C6 46.8(4) . . . . ?
C11 C4 C5 C6 -78.1(3) . . . . ?
C10 C5 C6 C7 -0.9(5) . . . . ?
C4 C5 C6 C7 179.8(3) . . . . ?
C5 C6 C7 C8 0.3(5) . . . . ?
C6 C7 C8 C9 0.5(6) . . . . ?
C7 C8 C9 C10 -0.8(6) . . . . ?
C6 C5 C10 C9 0.6(5) . . . . ?
C4 C5 C10 C9 179.9(3) . . . . ?
C8 C9 C10 C5 0.2(5) . . . . ?
N2 C4 C11 N3 -56.8(3) . . . . ?
C5 C4 C11 N3 65.3(3) . . . . ?
N2 C4 C11 C14 176.5(2) . . . . ?
C5 C4 C11 C14 -61.3(3) . . . . ?
N2 C4 C11 C12 79.5(3) . . . . ?
C5 C4 C11 C12 -158.3(2) . . . . ?
N3 C11 C12 C13 -129.9(3) . . . . ?
C14 C11 C12 C13 -16.2(2) . . . . ?
C4 C11 C12 C13 95.7(3) . . . . ?
C11 C12 C13 C14 16.4(2) . . . . ?
C12 C13 C14 C11 -16.6(3) . . . . ?
N3 C11 C14 C13 133.2(3) . . . . ?
C4 C11 C14 C13 -100.7(3) . . . . ?
C12 C11 C14 C13 16.2(2) . . . . ?
N2 C3 C20 C25 -16.9(4) . . . . ?
C2 C3 C20 C25 100.5(4) . . . . ?
N2 C3 C20 C21 166.1(3) . . . . ?
C2 C3 C20 C21 -76.5(4) . . . . ?
C25 C20 C21 C24 -0.3(6) . . . . ?
C3 C20 C21 C24 176.8(4) . . . . ?
C24 C22 C23 C25 -1.8(13) . . . . ?
C23 C22 C24 C21 1.9(14) . . . . ?
C20 C21 C24 C22 -0.9(10) . . . . ?
C21 C20 C25 C23 0.3(6) . . . . ?
C3 C20 C25 C23 -176.6(3) . . . . ?
C22 C23 C25 C20 0.7(9) . . . . ?
O1 C1 N1 N2 179.9(3) . . . . ?
C2 C1 N1 N2 -0.7(3) . . . . ?
C1 N1 N2 C4 -103.9(3) . . . . ?
C1 N1 N2 C3 17.2(3) . . . . ?
C5 C4 N2 N1 178.7(2) . . . . ?
C11 C4 N2 N1 -56.8(3) . . . . ?
C5 C4 N2 C3 64.2(3) . . . . ?
C11 C4 N2 C3 -171.3(2) . . . . ?
C20 C3 N2 N1 95.8(3) . . . . ?
C2 C3 N2 N1 -25.3(3) . . . . ?
C20 C3 N2 C4 -143.6(2) . . . . ?
C2 C3 N2 C4 95.3(3) . . . . ?
O2 C15 N3 C11 6.0(5) . . . . ?
O3 C15 N3 C11 -175.8(3) . . . . ?
C14 C11 N3 C15 -148.2(3) . . . . ?
C4 C11 N3 C15 86.1(3) . . . . ?
C12 C11 N3 C15 -50.4(4) . . . . ?
O2 C15 O3 C16 -9.7(5) . . . . ?
N3 C15 O3 C16 172.1(3) . . . . ?
C17 C16 O3 C15 65.4(4) . . . . ?
C19 C16 O3 C15 -60.0(4) . . . . ?
C18 C16 O3 C15 -177.2(3) . . . . ?
