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#$Date: 2025-07-06 19:09:30 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/83/7718364.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_7718364
loop_
_publ_author_name
'Anand, Aman'
'Regina, Anitta'
'Jalwal, Sachin'
'Prodhan, Soumojyati'
'Sil, Debangsu'
'Paranjothy, Manikandan'
'Chakraborty, Subrata'
_publ_section_title
;
 Chromium catalyzed acceptorless dehydrogenative (cross)coupling of
 primary amines to secondary imines.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6432
_journal_page_last               6442
_journal_paper_doi               10.1039/d4dt03460k
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C15 H6 Cr N2 O5, C11 H6 N2 O'
_chemical_formula_sum            'C26 H12 Cr N4 O6'
_chemical_formula_weight         528.40
_chemical_name_systematic        CrDAFO
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-03-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-03-13 deposited with the CCDC.	2025-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.381(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.339(6)
_cell_length_b                   29.542(16)
_cell_length_c                   6.845(4)
_cell_measurement_reflns_used    2514
_cell_measurement_temperature    150
_cell_measurement_theta_max      22.98
_cell_measurement_theta_min      2.76
_cell_volume                     2255(2)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4557
_diffrn_reflns_av_unetI/netI     0.2846
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            33135
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         1.826
_diffrn_source_current           0.95
_diffrn_source_power             0.0475
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.560
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3431
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1590 before and 0.0959 after correction.
The Ratio of minimum to maximum transmission is 0.4602.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       plate
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.123
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.2638
_refine_ls_R_factor_gt           0.1030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+15.1950P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1395
_refine_ls_wR_factor_ref         0.1915
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1787
_reflns_number_total             4203
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03460k2.cif
_cod_data_source_block           mo_cr_dafo_red_0m
_cod_depositor_comments
'Adding full bibliography for 7718364--7718365.cif.'
_cod_database_code               7718364
_shelx_shelxl_version_number     2019/3
_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   0.934
_shelx_estimated_absorpt_t_min   0.844
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), C1(H1), C14(H14), C9(H9), C19(H19), C18(H18), C8(H8),
 C7(H7), C2(H2), C13(H13), C20(H20)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
Cr01 Cr 0.65662(12) 0.59096(5) 0.4110(2) 0.0257(4) Uani 1 1 d . . . . .
O1 O 1.0437(6) 0.4632(2) 0.1738(9) 0.0413(18) Uani 1 1 d . . . . .
O2 O 0.2437(5) 0.6443(2) 0.1341(9) 0.0396(17) Uani 1 1 d . . . . .
O3 O 0.6860(5) 0.5563(2) 0.8338(10) 0.050(2) Uani 1 1 d . . . . .
O4 O 0.6478(6) 0.6854(2) 0.5661(10) 0.0492(19) Uani 1 1 d . . . . .
O6 O 0.5806(6) 0.6410(2) 0.0234(10) 0.0443(18) Uani 1 1 d . . . . .
N2 N 0.6731(6) 0.5248(2) 0.2803(10) 0.0238(18) Uani 1 1 d . . . . .
N1 N 0.8477(6) 0.5905(2) 0.4057(9) 0.0217(16) Uani 1 1 d . . . . .
N4 N -0.0343(7) 0.7662(2) 0.0181(11) 0.0330(19) Uani 1 1 d . . . . .
N3 N 0.2201(7) 0.8049(2) 0.1399(10) 0.0311(19) Uani 1 1 d . . . . .
O5 O 0.3941(6) 0.5788(3) 0.4163(10) 0.063(2) Uani 1 1 d . . . . .
C10 C 0.7876(7) 0.5177(3) 0.2640(12) 0.024(2) Uani 1 1 d . . . . .
C11 C 0.8783(7) 0.5517(3) 0.3289(12) 0.022(2) Uani 1 1 d . . . . .
C26 C 0.6156(7) 0.6202(3) 0.1662(13) 0.025(2) Uani 1 1 d . . . . .
C15 C 0.2695(8) 0.7249(3) 0.1619(11) 0.022(2) Uani 1 1 d . . . . .
C4 C 0.9880(7) 0.5363(3) 0.3027(12) 0.023(2) Uani 1 1 d . . . . .
C16 C 0.2019(8) 0.6823(3) 0.1214(13) 0.029(2) Uani 1 1 d . . . . .
C6 C 0.8359(8) 0.4797(3) 0.1878(12) 0.026(2) Uani 1 1 d . . . . .
C22 C 0.1898(8) 0.7616(3) 0.1235(12) 0.024(2) Uani 1 1 d . . . . .
C21 C 0.0659(8) 0.7423(3) 0.0626(12) 0.027(2) Uani 1 1 d . . . . .
C17 C 0.0745(8) 0.6953(3) 0.0607(12) 0.026(2) Uani 1 1 d . . . . .
C3 C 1.0834(8) 0.5643(3) 0.3588(13) 0.034(2) Uani 1 1 d . . . . .
H3 H 1.162056 0.556140 0.342246 0.040 Uiso 1 1 calc R U . . .
C12 C 0.3400(9) 0.8118(3) 0.1995(13) 0.036(3) Uani 1 1 d . . . . .
H12 H 0.367701 0.842183 0.210019 0.044 Uiso 1 1 calc R U . . .
C1 C 0.9458(8) 0.6182(3) 0.4642(13) 0.032(2) Uani 1 1 d . . . . .
H1 H 0.934373 0.646807 0.521409 0.038 Uiso 1 1 calc R U . . .
C14 C 0.3887(9) 0.7330(3) 0.2235(12) 0.031(2) Uani 1 1 d . . . . .
H14 H 0.444695 0.708916 0.249848 0.037 Uiso 1 1 calc R U . . .
C5 C 0.9689(8) 0.4898(3) 0.2134(13) 0.033(2) Uani 1 1 d . . . . .
C9 C 0.5991(8) 0.4900(3) 0.2124(13) 0.034(2) Uani 1 1 d . . . . .
H9 H 0.516669 0.492135 0.221641 0.041 Uiso 1 1 calc R U . . .
C23 C 0.6825(8) 0.5681(3) 0.6733(15) 0.034(2) Uani 1 1 d . . . . .
C19 C -0.1334(9) 0.6931(3) -0.0392(13) 0.042(3) Uani 1 1 d . . . . .
H19 H -0.206606 0.676968 -0.075155 0.051 Uiso 1 1 calc R U . . .
C18 C -0.0257(9) 0.6694(3) 0.0069(12) 0.033(2) Uani 1 1 d . . . . .
H18 H -0.022229 0.637355 0.001306 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6393(9) 0.4518(3) 0.1305(13) 0.039(3) Uani 1 1 d . . . . .
H8 H 0.583301 0.428831 0.080306 0.047 Uiso 1 1 calc R U . . .
C7 C 0.7579(9) 0.4457(3) 0.1189(13) 0.036(2) Uani 1 1 d . . . . .
H7 H 0.784702 0.418772 0.064814 0.043 Uiso 1 1 calc R U . . .
C2 C 1.0594(8) 0.6057(3) 0.4424(13) 0.032(2) Uani 1 1 d . . . . .
H2 H 1.123899 0.625999 0.485503 0.038 Uiso 1 1 calc R U . . .
C13 C 0.4249(8) 0.7776(3) 0.2460(13) 0.037(3) Uani 1 1 d . . . . .
H13 H 0.506705 0.784893 0.292767 0.045 Uiso 1 1 calc R U . . .
C24 C 0.6534(8) 0.6480(3) 0.5098(13) 0.033(2) Uani 1 1 d . . . . .
C20 C -0.1341(9) 0.7401(4) -0.0329(14) 0.042(3) Uani 1 1 d . . . . .
H20 H -0.209275 0.754987 -0.066279 0.051 Uiso 1 1 calc R U . . .
C25 C 0.4947(9) 0.5835(3) 0.4113(13) 0.040(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'
Cr Cr 0.3209 0.6236 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cr01 N1 80.0(3) . . ?
C26 Cr01 N2 94.1(3) . . ?
C26 Cr01 N1 94.4(3) . . ?
C26 Cr01 C23 171.0(4) . . ?
C23 Cr01 N2 93.5(3) . . ?
C23 Cr01 N1 91.7(3) . . ?
C24 Cr01 N2 175.0(3) . . ?
C24 Cr01 N1 95.7(3) . . ?
C24 Cr01 C26 83.5(4) . . ?
C24 Cr01 C23 89.3(4) . . ?
C24 Cr01 C25 91.3(4) . . ?
C25 Cr01 N2 93.0(4) . . ?
C25 Cr01 N1 172.7(4) . . ?
C25 Cr01 C26 88.2(4) . . ?
C25 Cr01 C23 86.6(4) . . ?
C10 N2 Cr01 109.4(5) . . ?
C10 N2 C9 113.7(7) . . ?
C9 N2 Cr01 136.9(6) . . ?
C11 N1 Cr01 110.1(5) . . ?
C11 N1 C1 111.8(7) . . ?
C1 N1 Cr01 138.1(6) . . ?
C21 N4 C20 113.3(8) . . ?
C22 N3 C12 113.6(8) . . ?
N2 C10 C11 120.7(8) . . ?
N2 C10 C6 127.7(8) . . ?
C6 C10 C11 111.6(8) . . ?
N1 C11 C10 119.7(8) . . ?
N1 C11 C4 130.3(8) . . ?
C4 C11 C10 110.0(8) . . ?
O6 C26 Cr01 172.3(8) . . ?
C22 C15 C16 109.2(7) . . ?
C14 C15 C16 131.4(8) . . ?
C14 C15 C22 119.4(8) . . ?
C11 C4 C5 106.8(7) . . ?
C3 C4 C11 117.1(8) . . ?
C3 C4 C5 136.0(8) . . ?
O2 C16 C15 126.3(8) . . ?
O2 C16 C17 127.5(8) . . ?
C15 C16 C17 106.2(7) . . ?
C10 C6 C5 104.5(8) . . ?
C7 C6 C10 116.6(8) . . ?
C7 C6 C5 138.9(8) . . ?
N3 C22 C15 125.5(8) . . ?
N3 C22 C21 127.2(8) . . ?
C15 C22 C21 107.3(7) . . ?
N4 C21 C22 125.5(8) . . ?
N4 C21 C17 126.0(8) . . ?
C17 C21 C22 108.5(8) . . ?
C21 C17 C16 108.8(8) . . ?
C18 C17 C16 130.8(8) . . ?
C18 C17 C21 120.4(9) . . ?
C4 C3 H3 121.8 . . ?
C4 C3 C2 116.4(8) . . ?
C2 C3 H3 121.8 . . ?
N3 C12 H12 117.6 . . ?
N3 C12 C13 124.9(8) . . ?
C13 C12 H12 117.6 . . ?
N1 C1 H1 118.9 . . ?
C2 C1 N1 122.1(8) . . ?
C2 C1 H1 118.9 . . ?
C15 C14 H14 121.3 . . ?
C15 C14 C13 117.5(9) . . ?
C13 C14 H14 121.3 . . ?
O1 C5 C4 128.5(9) . . ?
O1 C5 C6 124.4(8) . . ?
C4 C5 C6 107.1(7) . . ?
N2 C9 H9 118.9 . . ?
N2 C9 C8 122.2(9) . . ?
C8 C9 H9 118.9 . . ?
O3 C23 Cr01 172.4(8) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C20 C19 C18 120.3(9) . . ?
C17 C18 C19 115.7(9) . . ?
C17 C18 H18 122.1 . . ?
C19 C18 H18 122.1 . . ?
C9 C8 H8 118.9 . . ?
C7 C8 C9 122.1(9) . . ?
C7 C8 H8 118.9 . . ?
C6 C7 C8 117.6(8) . . ?
C6 C7 H7 121.2 . . ?
C8 C7 H7 121.2 . . ?
C3 C2 H2 118.8 . . ?
C1 C2 C3 122.3(8) . . ?
C1 C2 H2 118.8 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(9) . . ?
C14 C13 H13 120.4 . . ?
O4 C24 Cr01 177.0(8) . . ?
N4 C20 C19 124.4(9) . . ?
N4 C20 H20 117.8 . . ?
C19 C20 H20 117.8 . . ?
O5 C25 Cr01 178.4(8) . . ?
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
Cr01 N2 2.171(7) . ?
Cr01 N1 2.174(6) . ?
Cr01 C26 1.868(9) . ?
Cr01 C23 1.891(10) . ?
Cr01 C24 1.819(10) . ?
Cr01 C25 1.850(10) . ?
O1 C5 1.220(9) . ?
O2 C16 1.216(9) . ?
O3 C23 1.147(10) . ?
O4 C24 1.174(10) . ?
O6 C26 1.163(9) . ?
N2 C10 1.339(10) . ?
N2 C9 1.355(10) . ?
N1 C11 1.333(10) . ?
N1 C1 1.382(10) . ?
N4 C21 1.326(10) . ?
N4 C20 1.363(11) . ?
N3 C22 1.324(10) . ?
N3 C12 1.362(11) . ?
O5 C25 1.155(10) . ?
C10 C11 1.449(11) . ?
C10 C6 1.391(11) . ?
C11 C4 1.367(11) . ?
C15 C16 1.473(11) . ?
C15 C22 1.404(11) . ?
C15 C14 1.362(11) . ?
C4 C3 1.361(11) . ?
C4 C5 1.504(11) . ?
C16 C17 1.480(12) . ?
C6 C5 1.516(12) . ?
C6 C7 1.366(12) . ?
C22 C21 1.504(12) . ?
C21 C17 1.390(11) . ?
C17 C18 1.364(11) . ?
C3 H3 0.9500 . ?
C3 C2 1.399(11) . ?
C12 H12 0.9500 . ?
C12 C13 1.391(12) . ?
C1 H1 0.9500 . ?
C1 C2 1.373(11) . ?
C14 H14 0.9500 . ?
C14 C13 1.380(12) . ?
C9 H9 0.9500 . ?
C9 C8 1.376(12) . ?
C19 H19 0.9500 . ?
C19 C18 1.392(12) . ?
C19 C20 1.389(12) . ?
C18 H18 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.372(12) . ?
C7 H7 0.9500 . ?
C2 H2 0.9500 . ?
C13 H13 0.9500 . ?
C20 H20 0.9500 . ?
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
Cr01 N2 C10 C11 -0.1(9) . . . . ?
Cr01 N2 C10 C6 -179.9(7) . . . . ?
Cr01 N2 C9 C8 178.2(6) . . . . ?
Cr01 N1 C11 C10 0.1(9) . . . . ?
Cr01 N1 C11 C4 -177.8(8) . . . . ?
Cr01 N1 C1 C2 177.7(6) . . . . ?
O2 C16 C17 C21 -178.8(9) . . . . ?
O2 C16 C17 C18 0.6(15) . . . . ?
N2 C10 C11 N1 0.0(12) . . . . ?
N2 C10 C11 C4 178.3(7) . . . . ?
N2 C10 C6 C5 -178.0(8) . . . . ?
N2 C10 C6 C7 0.8(13) . . . . ?
N2 C9 C8 C7 2.4(14) . . . . ?
N1 C11 C4 C3 -1.3(14) . . . . ?
N1 C11 C4 C5 178.7(8) . . . . ?
N1 C1 C2 C3 0.3(13) . . . . ?
N4 C21 C17 C16 -179.5(8) . . . . ?
N4 C21 C17 C18 1.0(14) . . . . ?
N3 C22 C21 N4 -1.1(14) . . . . ?
N3 C22 C21 C17 178.8(8) . . . . ?
N3 C12 C13 C14 3.0(13) . . . . ?
C10 N2 C9 C8 -1.5(12) . . . . ?
C10 C11 C4 C3 -179.3(7) . . . . ?
C10 C11 C4 C5 0.6(9) . . . . ?
C10 C6 C5 O1 175.8(8) . . . . ?
C10 C6 C5 C4 -1.7(9) . . . . ?
C10 C6 C7 C8 0.0(12) . . . . ?
C11 N1 C1 C2 0.1(11) . . . . ?
C11 C10 C6 C5 2.2(9) . . . . ?
C11 C10 C6 C7 -179.0(7) . . . . ?
C11 C4 C3 C2 1.4(12) . . . . ?
C11 C4 C5 O1 -176.7(9) . . . . ?
C11 C4 C5 C6 0.7(9) . . . . ?
C15 C16 C17 C21 0.5(9) . . . . ?
C15 C16 C17 C18 -180.0(9) . . . . ?
C15 C22 C21 N4 178.5(8) . . . . ?
C15 C22 C21 C17 -1.6(9) . . . . ?
C15 C14 C13 C12 -2.1(12) . . . . ?
C4 C3 C2 C1 -1.1(13) . . . . ?
C16 C15 C22 N3 -178.4(8) . . . . ?
C16 C15 C22 C21 1.9(9) . . . . ?
C16 C15 C14 C13 179.2(8) . . . . ?
C16 C17 C18 C19 179.1(8) . . . . ?
C6 C10 C11 N1 179.8(7) . . . . ?
C6 C10 C11 C4 -1.9(10) . . . . ?
C22 N3 C12 C13 -1.9(12) . . . . ?
C22 C15 C16 O2 177.8(8) . . . . ?
C22 C15 C16 C17 -1.6(9) . . . . ?
C22 C15 C14 C13 0.4(12) . . . . ?
C22 C21 C17 C16 0.6(9) . . . . ?
C22 C21 C17 C18 -178.9(8) . . . . ?
C21 N4 C20 C19 -0.2(13) . . . . ?
C21 C17 C18 C19 -1.5(12) . . . . ?
C3 C4 C5 O1 3.3(17) . . . . ?
C3 C4 C5 C6 -179.4(10) . . . . ?
C12 N3 C22 C15 0.1(12) . . . . ?
C12 N3 C22 C21 179.6(8) . . . . ?
C1 N1 C11 C10 178.4(7) . . . . ?
C1 N1 C11 C4 0.4(13) . . . . ?
C14 C15 C16 O2 -1.1(15) . . . . ?
C14 C15 C16 C17 179.5(9) . . . . ?
C14 C15 C22 N3 0.6(13) . . . . ?
C14 C15 C22 C21 -179.0(7) . . . . ?
C5 C4 C3 C2 -178.5(9) . . . . ?
C5 C6 C7 C8 178.4(10) . . . . ?
C9 N2 C10 C11 179.7(7) . . . . ?
C9 N2 C10 C6 -0.1(12) . . . . ?
C9 C8 C7 C6 -1.5(14) . . . . ?
C18 C19 C20 N4 -0.5(15) . . . . ?
C7 C6 C5 O1 -2.7(17) . . . . ?
C7 C6 C5 C4 179.8(10) . . . . ?
C20 N4 C21 C22 179.8(8) . . . . ?
C20 N4 C21 C17 -0.1(13) . . . . ?
C20 C19 C18 C17 1.3(13) . . . . ?
