#------------------------------------------------------------------------------
#$Date: 2021-09-03 23:27:52 +0300 (Fri, 03 Sep 2021) $
#$Revision: 268440 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/90/4519015.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_4519015
loop_
_publ_author_name
'Zheng, Zhiwei'
'Arai, Tsuyoshi'
'Takao, Koichiro'
_publ_section_title
;
 Complexation-Distribution Separated Solvent Extraction Process Designed
 for Rapid and Efficient Recovery of Inert Platinum Group Metals.
;
_journal_issue                   33
_journal_name_full               'ACS omega'
_journal_page_first              21809
_journal_page_last               21818
_journal_paper_doi               10.1021/acsomega.1c03565
_journal_volume                  6
_journal_year                    2021
_chemical_formula_moiety         'C18 H16 N4 O8 Ru, O'
_chemical_formula_sum            'C20 H16 N2 O9 Ru'
_chemical_formula_weight         529.42
_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             2021-03-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-07-21 deposited with the CCDC.	2021-07-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.707(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.9414(4)
_cell_length_b                   15.0754(3)
_cell_length_c                   12.8497(5)
_cell_measurement_reflns_used    5727
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.2740
_cell_measurement_theta_min      2.3140
_cell_volume                     2066.44(15)
_computing_cell_refinement       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     10.00 110.00   0.50   95.00    --   20.00  54.00-150.00  200
  2  ω     52.00 100.00   0.50   95.00    --   20.00  54.00 150.00   96
  3  ω    -38.00 -13.00   0.50   95.00    --   20.00  54.00   0.00   50
  4  ω    -74.00 -29.00   0.50   95.00    --   20.00  54.00 -90.00   90
  5  ω      6.00  62.00   0.50   95.00    --   20.00  54.00 -90.00  112
  6  ω    -61.00 -29.00   0.50   95.00    --   20.00  54.00-150.00   64
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.942
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11272
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.852
_diffrn_reflns_theta_min         2.230
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.60a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_description       plate
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.314
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.121
_refine_diff_density_max         1.015
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.149
_refine_ls_extinction_coef       0.0026(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         5672
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0387
_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)+(0.0719P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4152
_reflns_number_total             5672
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao1c03565_si_002.cif
_cod_data_source_block           200803_weber_ru-tbpda_a_
_cod_original_cell_volume        2066.44(14)
_cod_database_code               4519015
_shelx_shelxl_version_number     2017/1
_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.
;
_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 Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C14(H14), C16(H16), C5(H5), C15(H15)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C11(H11A,H11B,H11C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
;
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
Ru1 Ru 0.37118(2) 0.61748(2) 0.68943(2) 0.03325(9) Uani 1 1 d . . . . .
O2 O 0.4675(2) 0.50456(13) 0.73303(19) 0.0434(5) Uani 1 1 d . . . . .
O7 O 0.5371(2) 0.67460(14) 0.7112(2) 0.0442(5) Uani 1 1 d . . . . .
O5 O 0.2409(2) 0.55398(15) 0.7270(2) 0.0482(5) Uani 1 1 d . . . . .
N4 N 0.4492(2) 0.63623(15) 0.8586(2) 0.0384(5) Uani 1 1 d . . . . .
N2 N 0.3147(2) 0.55915(14) 0.5216(2) 0.0338(5) Uani 1 1 d . . . . .
O3 O 0.5049(2) 0.37610(14) 0.6700(2) 0.0577(7) Uani 1 1 d . . . . .
O8 O 0.7167(2) 0.7237(2) 0.8520(3) 0.0807(9) Uani 1 1 d . . . . .
O6 O 0.2071(3) 0.52084(19) 0.8794(3) 0.0754(8) Uani 1 1 d . . . . .
O4 O 0.2574(2) 0.74321(15) 0.4101(2) 0.0577(7) Uani 1 1 d . . . . .
N1 N 0.2912(2) 0.71814(16) 0.6568(2) 0.0411(6) Uani 1 1 d . . . . .
O1 O 0.2409(3) 0.78544(16) 0.6389(2) 0.0688(8) Uani 1 1 d . . . . .
N3 N 0.0669(2) 0.69367(17) 0.3796(3) 0.0474(7) Uani 1 1 d . . . . .
C2 C 0.3687(3) 0.47869(17) 0.5300(3) 0.0360(6) Uani 1 1 d . . . . .
C3 C 0.3503(3) 0.4285(2) 0.4345(3) 0.0437(7) Uani 1 1 d . . . . .
H3 H 0.390454 0.374125 0.443509 0.052 Uiso 1 1 calc R . . . .
C1 C 0.4539(3) 0.44789(18) 0.6512(3) 0.0388(6) Uani 1 1 d . . . . .
C4 C 0.2714(3) 0.4598(2) 0.3253(3) 0.0513(8) Uani 1 1 d . . . . .
H4 H 0.256628 0.426578 0.259325 0.062 Uiso 1 1 calc R . . . .
C13 C 0.3907(3) 0.60141(19) 0.9160(3) 0.0443(7) Uani 1 1 d . . . . .
C17 C 0.5635(3) 0.6722(2) 0.9066(3) 0.0461(8) Uani 1 1 d . . . . .
C7 C 0.1868(3) 0.68255(19) 0.4029(3) 0.0393(6) Uani 1 1 d . . . . .
C12 C 0.2695(3) 0.5554(2) 0.8379(4) 0.0532(9) Uani 1 1 d . . . . .
C14 C 0.4484(4) 0.6061(2) 1.0359(3) 0.0564(10) Uani 1 1 d . . . . .
H14 H 0.409831 0.582811 1.078705 0.068 Uiso 1 1 calc R . . . .
C16 C 0.6238(4) 0.6780(2) 1.0279(3) 0.0599(10) Uani 1 1 d . . . . .
H16 H 0.703184 0.703190 1.066126 0.072 Uiso 1 1 calc R . . . .
C6 C 0.2374(3) 0.5896(2) 0.4148(3) 0.0364(6) Uani 1 1 d . . . . .
C5 C 0.2143(3) 0.5414(2) 0.3149(3) 0.0468(7) Uani 1 1 d . . . . .
H5 H 0.161020 0.563817 0.241786 0.056 Uiso 1 1 calc R . . . .
C18 C 0.6114(3) 0.6934(2) 0.8193(3) 0.0517(9) Uani 1 1 d . . . . .
C15 C 0.5636(4) 0.6456(3) 1.0906(3) 0.0656(11) Uani 1 1 d . . . . .
H15 H 0.602282 0.650880 1.171366 0.079 Uiso 1 1 calc R . . . .
C8 C -0.0219(3) 0.6202(2) 0.3649(4) 0.0573(9) Uani 1 1 d . . . . .
H8A H 0.015633 0.564565 0.359037 0.069 Uiso 1 1 calc R . . . .
H8B H -0.097579 0.628858 0.292652 0.069 Uiso 1 1 calc R . . . .
C10 C 0.0167(4) 0.7840(3) 0.3570(4) 0.0688(12) Uani 1 1 d . . . . .
H10A H 0.079367 0.824894 0.409462 0.083 Uiso 1 1 calc R . . . .
H10B H -0.056196 0.787480 0.371443 0.083 Uiso 1 1 calc R . . . .
C9 C -0.0557(4) 0.6147(3) 0.4631(4) 0.0697(12) Uani 1 1 d . . . . .
H9A H -0.115951 0.568129 0.448003 0.104 Uiso 1 1 calc GR . . . .
H9B H -0.091080 0.670096 0.470505 0.104 Uiso 1 1 calc GR . . . .
H9C H 0.018077 0.602184 0.534108 0.104 Uiso 1 1 calc GR . . . .
C11 C -0.0194(4) 0.8101(3) 0.2326(5) 0.0935(16) Uani 1 1 d . . . . .
H11A H -0.086057 0.772464 0.180795 0.140 Uiso 1 1 calc GR . . . .
H11B H 0.051776 0.803712 0.217219 0.140 Uiso 1 1 calc GR . . . .
H11C H -0.046993 0.870711 0.220491 0.140 Uiso 1 1 calc GR . . . .
O9 O 0.0775(8) 0.4344(7) 0.9779(9) 0.333(6) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 18 -10 0.1293
-5 17 11 0.0956
-6 -13 14 0.1406
5 -17 -11 0.1264
7 16 -11 0.1128
-14 2 -2 0.0815
-7 -16 11 0.1560
13 -4 3 0.0267
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
O2 Ru1 O7 85.45(8) . . ?
O2 Ru1 O5 86.45(9) . . ?
O2 Ru1 N2 79.18(9) . . ?
O7 Ru1 N2 99.03(8) . . ?
O5 Ru1 O7 160.63(9) . . ?
O5 Ru1 N2 96.68(9) . . ?
N4 Ru1 O2 83.39(9) . . ?
N4 Ru1 O7 80.83(10) . . ?
N4 Ru1 O5 80.78(10) . . ?
N4 Ru1 N2 162.52(9) . . ?
N1 Ru1 O2 177.63(11) . . ?
N1 Ru1 O7 93.34(10) . . ?
N1 Ru1 O5 94.09(11) . . ?
N1 Ru1 N4 94.41(11) . . ?
N1 Ru1 N2 103.03(11) . . ?
C1 O2 Ru1 119.08(19) . . ?
C18 O7 Ru1 112.9(2) . . ?
C12 O5 Ru1 113.2(2) . . ?
C13 N4 Ru1 116.8(2) . . ?
C13 N4 C17 125.9(3) . . ?
C17 N4 Ru1 116.6(2) . . ?
C2 N2 Ru1 111.4(2) . . ?
C6 N2 Ru1 130.50(19) . . ?
C6 N2 C2 118.1(2) . . ?
O1 N1 Ru1 177.8(3) . . ?
C7 N3 C8 124.5(3) . . ?
C7 N3 C10 117.6(3) . . ?
C10 N3 C8 117.6(3) . . ?
N2 C2 C3 122.9(3) . . ?
N2 C2 C1 115.8(3) . . ?
C3 C2 C1 121.2(3) . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C4 C3 H3 120.5 . . ?
O2 C1 C2 114.4(2) . . ?
O3 C1 O2 123.7(3) . . ?
O3 C1 C2 121.9(3) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
N4 C13 C12 113.5(3) . . ?
N4 C13 C14 118.5(4) . . ?
C14 C13 C12 127.9(3) . . ?
N4 C17 C16 116.7(3) . . ?
N4 C17 C18 113.2(3) . . ?
C16 C17 C18 129.9(3) . . ?
O4 C7 N3 124.0(3) . . ?
O4 C7 C6 117.2(3) . . ?
N3 C7 C6 118.7(3) . . ?
O5 C12 C13 115.7(3) . . ?
O6 C12 O5 124.2(4) . . ?
O6 C12 C13 120.1(4) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.6(4) . . ?
C15 C14 H14 120.7 . . ?
C17 C16 H16 120.5 . . ?
C15 C16 C17 119.0(4) . . ?
C15 C16 H16 120.5 . . ?
N2 C6 C7 118.8(3) . . ?
N2 C6 C5 121.6(3) . . ?
C5 C6 C7 119.3(3) . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
O7 C18 C17 116.4(3) . . ?
O8 C18 O7 123.5(4) . . ?
O8 C18 C17 120.0(4) . . ?
C14 C15 C16 121.2(4) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
N3 C8 H8A 109.1 . . ?
N3 C8 H8B 109.1 . . ?
N3 C8 C9 112.5(3) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
N3 C10 H10A 109.6 . . ?
N3 C10 H10B 109.6 . . ?
N3 C10 C11 110.5(4) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
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
Ru1 O2 1.9887(19) . ?
Ru1 O7 2.060(2) . ?
Ru1 O5 2.060(2) . ?
Ru1 N4 1.963(3) . ?
Ru1 N2 2.139(2) . ?
Ru1 N1 1.741(2) . ?
O2 C1 1.307(4) . ?
O7 C18 1.300(4) . ?
O5 C12 1.308(4) . ?
N4 C13 1.330(4) . ?
N4 C17 1.335(4) . ?
N2 C2 1.355(3) . ?
N2 C6 1.344(4) . ?
O3 C1 1.212(3) . ?
O8 C18 1.222(4) . ?
O6 C12 1.211(4) . ?
O4 C7 1.219(3) . ?
N1 O1 1.148(3) . ?
N3 C7 1.335(4) . ?
N3 C8 1.485(4) . ?
N3 C10 1.463(4) . ?
C2 C3 1.373(4) . ?
C2 C1 1.501(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(5) . ?
C13 C12 1.510(5) . ?
C13 C14 1.378(5) . ?
C17 C16 1.395(5) . ?
C17 C18 1.504(5) . ?
C7 C6 1.506(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.369(6) . ?
C16 H16 0.9300 . ?
C16 C15 1.388(6) . ?
C6 C5 1.390(4) . ?
C5 H5 0.9300 . ?
C15 H15 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.491(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.509(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
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
Ru1 O2 C1 O3 -177.1(2) . . . . ?
Ru1 O2 C1 C2 2.8(3) . . . . ?
Ru1 O7 C18 O8 176.4(3) . . . . ?
Ru1 O7 C18 C17 -1.0(4) . . . . ?
Ru1 O5 C12 O6 -178.8(3) . . . . ?
Ru1 O5 C12 C13 -0.7(3) . . . . ?
Ru1 N4 C13 C12 -2.1(3) . . . . ?
Ru1 N4 C13 C14 174.1(2) . . . . ?
Ru1 N4 C17 C16 -174.2(2) . . . . ?
Ru1 N4 C17 C18 1.0(3) . . . . ?
Ru1 N2 C2 C3 -178.3(2) . . . . ?
Ru1 N2 C2 C1 0.1(3) . . . . ?
Ru1 N2 C6 C7 6.0(4) . . . . ?
Ru1 N2 C6 C5 178.9(2) . . . . ?
N4 C13 C12 O5 1.8(4) . . . . ?
N4 C13 C12 O6 -180.0(3) . . . . ?
N4 C13 C14 C15 -0.5(4) . . . . ?
N4 C17 C16 C15 0.9(5) . . . . ?
N4 C17 C18 O7 0.1(4) . . . . ?
N4 C17 C18 O8 -177.4(3) . . . . ?
N2 C2 C3 C4 -1.6(4) . . . . ?
N2 C2 C1 O2 -1.9(3) . . . . ?
N2 C2 C1 O3 178.0(3) . . . . ?
N2 C6 C5 C4 0.5(5) . . . . ?
O4 C7 C6 N2 76.9(4) . . . . ?
O4 C7 C6 C5 -96.1(4) . . . . ?
N3 C7 C6 N2 -106.3(3) . . . . ?
N3 C7 C6 C5 80.7(4) . . . . ?
C2 N2 C6 C7 -174.0(2) . . . . ?
C2 N2 C6 C5 -1.1(4) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
C3 C2 C1 O2 176.6(3) . . . . ?
C3 C2 C1 O3 -3.5(4) . . . . ?
C3 C4 C5 C6 -0.3(5) . . . . ?
C1 C2 C3 C4 -179.9(3) . . . . ?
C13 N4 C17 C16 -3.8(4) . . . . ?
C13 N4 C17 C18 171.4(3) . . . . ?
C13 C14 C15 C16 -2.1(5) . . . . ?
C17 N4 C13 C12 -172.5(3) . . . . ?
C17 N4 C13 C14 3.7(4) . . . . ?
C17 C16 C15 C14 1.9(5) . . . . ?
C7 N3 C8 C9 109.8(4) . . . . ?
C7 N3 C10 C11 81.3(4) . . . . ?
C7 C6 C5 C4 173.3(3) . . . . ?
C12 C13 C14 C15 175.0(3) . . . . ?
C14 C13 C12 O5 -173.9(3) . . . . ?
C14 C13 C12 O6 4.3(5) . . . . ?
C16 C17 C18 O7 174.5(3) . . . . ?
C16 C17 C18 O8 -3.0(6) . . . . ?
C6 N2 C2 C3 1.7(4) . . . . ?
C6 N2 C2 C1 -179.9(2) . . . . ?
C18 C17 C16 C15 -173.3(3) . . . . ?
C8 N3 C7 O4 176.9(3) . . . . ?
C8 N3 C7 C6 0.3(5) . . . . ?
C8 N3 C10 C11 -93.4(4) . . . . ?
C10 N3 C7 O4 2.5(5) . . . . ?
C10 N3 C7 C6 -174.0(3) . . . . ?
C10 N3 C8 C9 -75.9(4) . . . . ?
