#------------------------------------------------------------------------------
#$Date: 2023-04-18 04:21:17 +0300 (Tue, 18 Apr 2023) $
#$Revision: 282689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/66/7246644.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_7246644
loop_
_publ_author_name
'Lv, Shuaipeng'
'Li, Qiannan'
'Sang, Ji-Wei'
'Zhang, Yu'
'Wang, Jinxin'
'Zhang, Wei-Dong'
_publ_section_title
;
 Uranyl nitrate as a recyclable homogeneous photocatalyst for selective
 cross-coupling of N-substituted amines and indoles
;
_journal_issue                   18
_journal_name_full               'RSC Advances'
_journal_page_first              11929
_journal_page_last               11937
_journal_paper_doi               10.1039/D3RA01037F
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C25 H24 N2'
_chemical_formula_sum            'C25 H24 N2'
_chemical_formula_weight         352.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-10-22
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_audit_update_record
;
2021-11-29 deposited with the CCDC.	2023-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.7770(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.40750(10)
_cell_length_b                   22.1588(4)
_cell_length_c                   13.6261(3)
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    213.00
_cell_measurement_theta_max      54.886
_cell_measurement_theta_min      4.503
_cell_volume                     1906.57(6)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      213.00
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19212
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.869
_diffrn_reflns_theta_min         4.501
_diffrn_source_current           2.85
_diffrn_source_power             0.19887300000000002
_diffrn_source_voltage           69.78
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.349
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0996 before and 0.0502 after correction.
The Ratio of minimum to maximum transmission is 0.8129.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3592
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0523P)²+0.4513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1134
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3079
_reflns_number_total             3592
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra01037f2.cif
_cod_data_source_block           mj21493_0m
_cod_database_code               7246644
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.983
_shelx_estimated_absorpt_t_min   0.976
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.57469(16) 0.31011(5) 0.74855(8) 0.0361(3) Uani 1 1 d . . . . .
N2 N 0.37403(17) 0.41615(5) 0.46596(8) 0.0393(3) Uani 1 1 d . . . . .
C1 C 0.42765(19) 0.29419(5) 0.65565(9) 0.0324(3) Uani 1 1 d . . . . .
H1 H 0.282268 0.297626 0.670661 0.039 Uiso 1 1 calc R U . . .
C2 C 0.4595(2) 0.22854(6) 0.63035(9) 0.0353(3) Uani 1 1 d . . . . .
C3 C 0.2990(2) 0.19886(6) 0.56708(10) 0.0458(3) Uani 1 1 d . . . . .
H3 H 0.174956 0.219913 0.540420 0.055 Uiso 1 1 calc R U . . .
C4 C 0.3193(3) 0.13879(7) 0.54276(12) 0.0578(4) Uani 1 1 d . . . . .
H4 H 0.208662 0.118931 0.500933 0.069 Uiso 1 1 calc R U . . .
C5 C 0.5025(3) 0.10837(7) 0.58028(12) 0.0617(5) Uani 1 1 d . . . . .
H5 H 0.517898 0.067629 0.563661 0.074 Uiso 1 1 calc R U . . .
C6 C 0.6634(3) 0.13747(7) 0.64213(12) 0.0545(4) Uani 1 1 d . . . . .
H6 H 0.788699 0.116350 0.666653 0.065 Uiso 1 1 calc R U . . .
C7 C 0.6443(2) 0.19775(6) 0.66916(10) 0.0410(3) Uani 1 1 d . . . . .
C8 C 0.8187(2) 0.22774(7) 0.74001(12) 0.0514(4) Uani 1 1 d . . . . .
H8A H 0.954827 0.218019 0.720205 0.062 Uiso 1 1 calc R U . . .
H8B H 0.820453 0.211444 0.807010 0.062 Uiso 1 1 calc R U . . .
C9 C 0.7946(2) 0.29582(6) 0.74311(11) 0.0436(3) Uani 1 1 d . . . . .
H9A H 0.888117 0.312262 0.801368 0.052 Uiso 1 1 calc R U . . .
H9B H 0.833956 0.313882 0.683189 0.052 Uiso 1 1 calc R U . . .
C10 C 0.5354(2) 0.36762(6) 0.78747(9) 0.0399(3) Uani 1 1 d . . . . .
C11 C 0.3565(3) 0.37500(8) 0.83176(12) 0.0564(4) Uani 1 1 d . . . . .
H11 H 0.265172 0.342165 0.835196 0.068 Uiso 1 1 calc R U . . .
C12 C 0.3123(4) 0.43023(10) 0.87072(14) 0.0775(6) Uani 1 1 d . . . . .
H12 H 0.189261 0.435011 0.898925 0.093 Uiso 1 1 calc R U . . .
C13 C 0.4482(4) 0.47845(9) 0.86840(14) 0.0821(7) Uani 1 1 d . . . . .
H13 H 0.418765 0.515904 0.895435 0.099 Uiso 1 1 calc R U . . .
C14 C 0.6247(4) 0.47119(8) 0.82662(13) 0.0733(6) Uani 1 1 d . . . . .
H14 H 0.718010 0.503833 0.825606 0.088 Uiso 1 1 calc R U . . .
C15 C 0.6695(3) 0.41642(7) 0.78548(11) 0.0532(4) Uani 1 1 d . . . . .
H15 H 0.791347 0.412434 0.756121 0.064 Uiso 1 1 calc R U . . .
C16 C 0.43967(19) 0.33614(5) 0.56871(9) 0.0323(3) Uani 1 1 d . . . . .
C17 C 0.3142(2) 0.38620(6) 0.54592(9) 0.0353(3) Uani 1 1 d . . . . .
C18 C 0.1350(2) 0.40981(7) 0.59116(11) 0.0474(4) Uani 1 1 d . . . . .
H18A H 0.171966 0.449126 0.620308 0.071 Uiso 1 1 calc R U . . .
H18B H 0.106010 0.382258 0.642515 0.071 Uiso 1 1 calc R U . . .
H18C H 0.010082 0.413440 0.540165 0.071 Uiso 1 1 calc R U . . .
C19 C 0.2719(3) 0.46910(7) 0.41697(12) 0.0556(4) Uani 1 1 d . . . . .
H19A H 0.155593 0.456689 0.365776 0.083 Uiso 1 1 calc R U . . .
H19B H 0.373712 0.491925 0.386852 0.083 Uiso 1 1 calc R U . . .
H19C H 0.218021 0.494099 0.465500 0.083 Uiso 1 1 calc R U . . .
C20 C 0.5378(2) 0.38527(6) 0.43543(9) 0.0363(3) Uani 1 1 d . . . . .
C21 C 0.6481(2) 0.39846(7) 0.35836(10) 0.0445(3) Uani 1 1 d . . . . .
H21 H 0.618076 0.433426 0.319462 0.053 Uiso 1 1 calc R U . . .
C22 C 0.8023(2) 0.35863(7) 0.34107(11) 0.0500(4) Uani 1 1 d . . . . .
H22 H 0.879529 0.366528 0.289656 0.060 Uiso 1 1 calc R U . . .
C23 C 0.8461(2) 0.30657(7) 0.39882(11) 0.0494(4) Uani 1 1 d . . . . .
H23 H 0.950182 0.279575 0.384706 0.059 Uiso 1 1 calc R U . . .
C24 C 0.7392(2) 0.29413(6) 0.47610(10) 0.0419(3) Uani 1 1 d . . . . .
H24 H 0.770983 0.259024 0.514443 0.050 Uiso 1 1 calc R U . . .
C25 C 0.58240(19) 0.33407(5) 0.49744(9) 0.0337(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 0.0137 0.0067 '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 0.0241 0.0134 '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
C9 N1 C1 112.54(10) . . ?
C10 N1 C1 113.86(10) . . ?
C10 N1 C9 116.62(11) . . ?
C17 N2 C19 125.92(12) . . ?
C20 N2 C17 109.09(10) . . ?
C20 N2 C19 124.85(12) . . ?
N1 C1 H1 106.8 . . ?
N1 C1 C2 109.33(10) . . ?
N1 C1 C16 114.23(10) . . ?
C2 C1 H1 106.8 . . ?
C2 C1 C16 112.54(10) . . ?
C16 C1 H1 106.8 . . ?
C3 C2 C1 118.76(12) . . ?
C3 C2 C7 119.73(12) . . ?
C7 C2 C1 121.51(12) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.97(14) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.45(15) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.12(14) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.29(14) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 118.43(13) . . ?
C2 C7 C8 121.31(12) . . ?
C6 C7 C8 120.25(13) . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C7 C8 C9 112.94(11) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
N1 C9 C8 108.71(11) . . ?
N1 C9 H9A 109.9 . . ?
N1 C9 H9B 109.9 . . ?
C8 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C11 C10 N1 118.58(13) . . ?
C15 C10 N1 122.98(13) . . ?
C15 C10 C11 118.42(14) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.51(18) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.32(19) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.36(17) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.11(18) . . ?
C15 C14 H14 119.4 . . ?
C10 C15 C14 120.26(17) . . ?
C10 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C1 124.43(11) . . ?
C17 C16 C25 106.67(11) . . ?
C25 C16 C1 128.86(11) . . ?
N2 C17 C18 119.60(11) . . ?
C16 C17 N2 109.59(11) . . ?
C16 C17 C18 130.80(12) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 C21 129.40(12) . . ?
N2 C20 C25 107.79(11) . . ?
C21 C20 C25 122.82(12) . . ?
C20 C21 H21 121.1 . . ?
C22 C21 C20 117.78(13) . . ?
C22 C21 H21 121.1 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.96(13) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.15(14) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.84(13) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C16 106.83(11) . . ?
C24 C25 C16 135.73(12) . . ?
C24 C25 C20 117.40(12) . . ?
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
N1 C1 1.4865(16) . ?
N1 C9 1.4584(17) . ?
N1 C10 1.4192(17) . ?
N2 C17 1.3842(17) . ?
N2 C19 1.4499(17) . ?
N2 C20 1.3751(16) . ?
C1 H1 0.9900 . ?
C1 C2 1.5165(17) . ?
C1 C16 1.5181(17) . ?
C2 C3 1.3899(19) . ?
C2 C7 1.3912(18) . ?
C3 H3 0.9400 . ?
C3 C4 1.383(2) . ?
C4 H4 0.9400 . ?
C4 C5 1.375(2) . ?
C5 H5 0.9400 . ?
C5 C6 1.376(2) . ?
C6 H6 0.9400 . ?
C6 C7 1.397(2) . ?
C7 C8 1.502(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.518(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.393(2) . ?
C10 C15 1.384(2) . ?
C11 H11 0.9400 . ?
C11 C12 1.382(2) . ?
C12 H12 0.9400 . ?
C12 C13 1.382(3) . ?
C13 H13 0.9400 . ?
C13 C14 1.360(3) . ?
C14 H14 0.9400 . ?
C14 C15 1.387(2) . ?
C15 H15 0.9400 . ?
C16 C17 1.3741(17) . ?
C16 C25 1.4432(17) . ?
C17 C18 1.4877(18) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 C21 1.3927(19) . ?
C20 C25 1.4145(18) . ?
C21 H21 0.9400 . ?
C21 C22 1.375(2) . ?
C22 H22 0.9400 . ?
C22 C23 1.398(2) . ?
C23 H23 0.9400 . ?
C23 C24 1.378(2) . ?
C24 H24 0.9400 . ?
C24 C25 1.4056(18) . ?
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 159.81(11) . . . . ?
N1 C1 C2 C7 -20.02(16) . . . . ?
N1 C1 C16 C17 -92.34(14) . . . . ?
N1 C1 C16 C25 85.20(15) . . . . ?
N1 C10 C11 C12 179.94(14) . . . . ?
N1 C10 C15 C14 -178.65(14) . . . . ?
N2 C20 C21 C22 -177.84(13) . . . . ?
N2 C20 C25 C16 -1.15(14) . . . . ?
N2 C20 C25 C24 176.96(11) . . . . ?
C1 N1 C9 C8 -67.85(14) . . . . ?
C1 N1 C10 C11 72.18(15) . . . . ?
C1 N1 C10 C15 -109.35(14) . . . . ?
C1 C2 C3 C4 -179.16(13) . . . . ?
C1 C2 C7 C6 -179.56(12) . . . . ?
C1 C2 C7 C8 1.6(2) . . . . ?
C1 C16 C17 N2 176.64(11) . . . . ?
C1 C16 C17 C18 -4.5(2) . . . . ?
C1 C16 C25 C20 -176.34(12) . . . . ?
C1 C16 C25 C24 6.1(2) . . . . ?
C2 C1 C16 C17 142.23(12) . . . . ?
C2 C1 C16 C25 -40.23(17) . . . . ?
C2 C3 C4 C5 -1.2(2) . . . . ?
C2 C7 C8 C9 -14.0(2) . . . . ?
C3 C2 C7 C6 0.6(2) . . . . ?
C3 C2 C7 C8 -178.27(13) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C7 0.8(3) . . . . ?
C5 C6 C7 C2 -1.3(2) . . . . ?
C5 C6 C7 C8 177.54(15) . . . . ?
C6 C7 C8 C9 167.14(14) . . . . ?
C7 C2 C3 C4 0.7(2) . . . . ?
C7 C8 C9 N1 45.08(17) . . . . ?
C9 N1 C1 C2 53.78(13) . . . . ?
C9 N1 C1 C16 -73.34(13) . . . . ?
C9 N1 C10 C11 -154.16(13) . . . . ?
C9 N1 C10 C15 24.31(18) . . . . ?
C10 N1 C1 C2 -170.66(10) . . . . ?
C10 N1 C1 C16 62.22(14) . . . . ?
C10 N1 C9 C8 157.90(12) . . . . ?
C10 C11 C12 C13 -1.6(3) . . . . ?
C11 C10 C15 C14 -0.2(2) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C10 -0.9(3) . . . . ?
C15 C10 C11 C12 1.4(2) . . . . ?
C16 C1 C2 C3 -72.13(15) . . . . ?
C16 C1 C2 C7 108.04(13) . . . . ?
C17 N2 C20 C21 -179.92(13) . . . . ?
C17 N2 C20 C25 0.34(14) . . . . ?
C17 C16 C25 C20 1.54(14) . . . . ?
C17 C16 C25 C24 -176.06(15) . . . . ?
C19 N2 C17 C16 176.54(13) . . . . ?
C19 N2 C17 C18 -2.5(2) . . . . ?
C19 N2 C20 C21 4.2(2) . . . . ?
C19 N2 C20 C25 -175.59(13) . . . . ?
C20 N2 C17 C16 0.67(15) . . . . ?
C20 N2 C17 C18 -178.36(12) . . . . ?
C20 C21 C22 C23 0.2(2) . . . . ?
C21 C20 C25 C16 179.08(12) . . . . ?
C21 C20 C25 C24 -2.81(19) . . . . ?
C21 C22 C23 C24 -1.3(2) . . . . ?
C22 C23 C24 C25 0.3(2) . . . . ?
C23 C24 C25 C16 179.05(14) . . . . ?
C23 C24 C25 C20 1.6(2) . . . . ?
C25 C16 C17 N2 -1.36(14) . . . . ?
C25 C16 C17 C18 177.52(13) . . . . ?
C25 C20 C21 C22 1.9(2) . . . . ?
