#------------------------------------------------------------------------------
#$Date: 2021-06-05 21:33:11 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/70/7707001.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_7707001
loop_
_publ_author_name
'Yang, Yan'
'Zhou, Zhen'
'Wei, Zu-Zhuang'
'Qin, Qi-Pin'
'Yang, Lin'
'Liang, Hong'
_publ_section_title
;
 High anticancer activity and apoptosis- and autophagy-inducing properties
 of novel lanthanide(III) complexes bearing
 8-hydroxyquinoline-N-oxide and 1,10-phenanthroline.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5828
_journal_page_last               5834
_journal_paper_doi               10.1039/d1dt00450f
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C21 H16 Cl2 Gd N3 O3'
_chemical_formula_sum            'C21 H16 Cl2 Gd N3 O3'
_chemical_formula_weight         586.52
_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   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2020-12-14 deposited with the CCDC.	2021-03-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.014(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8846(6)
_cell_length_b                   11.0552(6)
_cell_length_c                   18.2127(10)
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.529
_cell_measurement_theta_min      3.026
_cell_volume                     1987.5(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            40606
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.537
_diffrn_reflns_theta_min         2.900
_exptl_absorpt_coefficient_mu    3.636
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4435
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1095 before and 0.0453 after correction.
The Ratio of minimum to maximum transmission is 0.5948.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.960
_exptl_crystal_description       block
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4574
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0176
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0470P)²+0.5070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0558
_refine_ls_wR_factor_ref         0.0649
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4199
_reflns_number_total             4574
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00450f2.cif
_cod_data_source_block           222_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7706997--7707003.cif.'
_cod_database_code               7707001
_shelx_shelxl_version_number     2016/6
_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   0.630
_shelx_estimated_absorpt_t_min   0.516
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C17(H17), C2(H2), C21(H21), C3(H3), C11(H11), C1(H1), C19(H19),
 C8(H8), C7(H7), C20(H20), C10(H10), C18(H18), C12(H12)
;
_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
Gd1 Gd 0.27117(2) 0.84861(2) 0.41598(2) 0.02186(6) Uani 1 1 d . . . . .
Cl2 Cl 0.51610(6) 0.91431(6) 0.37648(4) 0.03489(14) Uani 1 1 d . . . . .
Cl1 Cl 0.00768(7) 0.85554(6) 0.44156(4) 0.04123(17) Uani 1 1 d . . . . .
O2 O 0.2788(2) 0.65348(15) 0.42847(13) 0.0374(5) Uani 1 1 d . . . . .
O1 O 0.3607(2) 0.81423(18) 0.52894(11) 0.0405(5) Uani 1 1 d . . . . .
O3 O 0.26233(19) 1.03390(16) 0.48758(10) 0.0354(4) Uani 1 1 d . . . . .
H3A H 0.317996 1.029922 0.525730 0.053 Uiso 1 1 d GR . . . .
H3B H 0.183927 1.040374 0.506068 0.053 Uiso 1 1 d GR . . . .
N1 N 0.3990(2) 0.72124(19) 0.57077(11) 0.0296(4) Uani 1 1 d . . . . .
N3 N 0.2057(2) 1.00513(19) 0.31666(11) 0.0292(4) Uani 1 1 d . . . . .
N2 N 0.2102(2) 0.7634(2) 0.28753(11) 0.0303(4) Uani 1 1 d . . . . .
C9 C 0.3762(3) 0.3900(3) 0.58460(18) 0.0436(7) Uani 1 1 d . . . . .
H9 H 0.399195 0.328901 0.618102 0.052 Uiso 1 1 calc R . . . .
C6 C 0.3089(2) 0.5731(2) 0.48043(14) 0.0282(5) Uani 1 1 d . . . . .
C17 C 0.0614(3) 1.0019(3) 0.12431(15) 0.0438(7) Uani 1 1 d . . . . .
H17 H 0.026430 1.055166 0.088623 0.053 Uiso 1 1 calc R . . . .
C2 C 0.4964(3) 0.6607(3) 0.68702(17) 0.0425(7) Uani 1 1 d . . . . .
H2 H 0.539551 0.681458 0.731873 0.051 Uiso 1 1 calc R . . . .
C14 C 0.1611(3) 0.8393(2) 0.23389(15) 0.0296(6) Uani 1 1 d . . . . .
C21 C 0.2139(3) 1.1238(3) 0.32857(16) 0.0365(6) Uani 1 1 d . . . . .
H21 H 0.245676 1.150626 0.374697 0.044 Uiso 1 1 calc R . . . .
C15 C 0.1586(2) 0.9667(2) 0.24879(13) 0.0291(5) Uani 1 1 d . . . . .
C5 C 0.3710(2) 0.6028(2) 0.55018(14) 0.0284(5) Uani 1 1 d . . . . .
C3 C 0.4677(3) 0.5432(3) 0.67127(16) 0.0428(7) Uani 1 1 d . . . . .
H3 H 0.488958 0.483711 0.706087 0.051 Uiso 1 1 calc R . . . .
C11 C 0.1768(3) 0.5987(3) 0.20227(16) 0.0452(7) Uani 1 1 d . . . . .
H11 H 0.184877 0.516328 0.193078 0.054 Uiso 1 1 calc R . . . .
C1 C 0.4609(3) 0.7504(3) 0.63545(14) 0.0363(6) Uani 1 1 d . . . . .
H1 H 0.480525 0.830923 0.646178 0.044 Uiso 1 1 calc R . . . .
C19 C 0.1249(3) 1.1726(3) 0.20866(18) 0.0432(7) Uani 1 1 d . . . . .
H19 H 0.097003 1.229129 0.173200 0.052 Uiso 1 1 calc R . . . .
C16 C 0.1130(3) 1.0489(3) 0.19355(14) 0.0358(6) Uani 1 1 d . . . . .
C4 C 0.4056(3) 0.5104(2) 0.60244(15) 0.0344(6) Uani 1 1 d . . . . .
C8 C 0.3139(4) 0.3617(2) 0.5183(2) 0.0453(8) Uani 1 1 d . . . . .
H8 H 0.293276 0.281427 0.507155 0.054 Uiso 1 1 calc R . . . .
C13 C 0.1155(3) 0.7973(3) 0.16347(14) 0.0356(6) Uani 1 1 d . . . . .
C7 C 0.2811(3) 0.4516(2) 0.46708(17) 0.0384(6) Uani 1 1 d . . . . .
H7 H 0.238844 0.429685 0.422210 0.046 Uiso 1 1 calc R . . . .
C20 C 0.1771(3) 1.2098(3) 0.27508(17) 0.0418(7) Uani 1 1 d . . . . .
H20 H 0.188334 1.291776 0.284964 0.050 Uiso 1 1 calc R . . . .
C10 C 0.2183(3) 0.6457(2) 0.27139(18) 0.0389(7) Uani 1 1 d . . . . .
H10 H 0.252930 0.592900 0.307429 0.047 Uiso 1 1 calc R . . . .
C18 C 0.0624(3) 0.8836(4) 0.10975(16) 0.0459(7) Uani 1 1 d . . . . .
H18 H 0.028290 0.856127 0.064193 0.055 Uiso 1 1 calc R . . . .
C12 C 0.1245(3) 0.6739(3) 0.14851(17) 0.0445(7) Uani 1 1 d . . . . .
H12 H 0.095394 0.643469 0.102771 0.053 Uiso 1 1 calc R . . . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 '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
Cl2 Gd1 Cl1 161.47(2) . . ?
O2 Gd1 Cl2 105.81(6) . . ?
O2 Gd1 Cl1 92.24(6) . . ?
O2 Gd1 O1 73.97(8) . . ?
O2 Gd1 O3 141.54(7) . . ?
O2 Gd1 N3 138.73(8) . . ?
O2 Gd1 N2 74.67(8) . . ?
O1 Gd1 Cl2 88.47(6) . . ?
O1 Gd1 Cl1 100.80(6) . . ?
O1 Gd1 O3 70.88(7) . . ?
O1 Gd1 N3 147.16(7) . . ?
O1 Gd1 N2 147.38(7) . . ?
O3 Gd1 Cl2 88.51(5) . . ?
O3 Gd1 Cl1 79.60(5) . . ?
O3 Gd1 N3 78.16(6) . . ?
O3 Gd1 N2 141.74(7) . . ?
N3 Gd1 Cl2 79.90(5) . . ?
N3 Gd1 Cl1 83.76(5) . . ?
N3 Gd1 N2 64.24(7) . . ?
N2 Gd1 Cl2 91.57(5) . . ?
N2 Gd1 Cl1 89.14(5) . . ?
C6 O2 Gd1 138.51(18) . . ?
N1 O1 Gd1 138.74(16) . . ?
Gd1 O3 H3A 110.4 . . ?
Gd1 O3 H3B 109.7 . . ?
H3A O3 H3B 103.7 . . ?
O1 N1 C5 122.1(2) . . ?
O1 N1 C1 115.1(2) . . ?
C1 N1 C5 122.8(2) . . ?
C21 N3 Gd1 122.65(18) . . ?
C21 N3 C15 118.0(2) . . ?
C15 N3 Gd1 119.39(16) . . ?
C14 N2 Gd1 119.17(17) . . ?
C10 N2 Gd1 122.95(19) . . ?
C10 N2 C14 117.8(2) . . ?
C4 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C8 C9 C4 120.2(3) . . ?
O2 C6 C5 123.8(2) . . ?
O2 C6 C7 119.3(2) . . ?
C7 C6 C5 116.9(2) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C18 C17 C16 121.6(3) . . ?
C3 C2 H2 120.2 . . ?
C3 C2 C1 119.6(3) . . ?
C1 C2 H2 120.2 . . ?
N2 C14 C15 118.7(2) . . ?
N2 C14 C13 122.3(2) . . ?
C13 C14 C15 119.0(2) . . ?
N3 C21 H21 118.5 . . ?
N3 C21 C20 123.1(3) . . ?
C20 C21 H21 118.5 . . ?
N3 C15 C14 117.9(2) . . ?
N3 C15 C16 121.7(3) . . ?
C16 C15 C14 120.3(2) . . ?
N1 C5 C6 122.1(2) . . ?
N1 C5 C4 117.3(2) . . ?
C6 C5 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C12 C11 C10 120.0(3) . . ?
N1 C1 C2 120.5(3) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C16 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C20 C19 C16 119.8(3) . . ?
C15 C16 C17 118.6(3) . . ?
C19 C16 C17 123.4(3) . . ?
C19 C16 C15 117.9(3) . . ?
C9 C4 C5 119.2(3) . . ?
C9 C4 C3 121.7(3) . . ?
C3 C4 C5 119.1(3) . . ?
C9 C8 H8 119.7 . . ?
C9 C8 C7 120.6(3) . . ?
C7 C8 H8 119.7 . . ?
C14 C13 C18 119.0(3) . . ?
C12 C13 C14 118.5(3) . . ?
C12 C13 C18 122.5(3) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 C6 122.5(3) . . ?
C8 C7 H7 118.8 . . ?
C21 C20 H20 120.3 . . ?
C19 C20 C21 119.4(3) . . ?
C19 C20 H20 120.3 . . ?
N2 C10 C11 122.6(3) . . ?
N2 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
C17 C18 C13 121.2(3) . . ?
C17 C18 H18 119.4 . . ?
C13 C18 H18 119.4 . . ?
C11 C12 C13 118.8(3) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
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
Gd1 Cl2 2.6627(7) . ?
Gd1 Cl1 2.6709(8) . ?
Gd1 O2 2.1701(17) . ?
Gd1 O1 2.2291(18) . ?
Gd1 O3 2.4323(17) . ?
Gd1 N3 2.562(2) . ?
Gd1 N2 2.564(2) . ?
O2 C6 1.320(3) . ?
O1 N1 1.323(3) . ?
O3 H3A 0.8645 . ?
O3 H3B 0.8640 . ?
N1 C5 1.386(4) . ?
N1 C1 1.338(3) . ?
N3 C21 1.331(4) . ?
N3 C15 1.365(3) . ?
N2 C14 1.358(3) . ?
N2 C10 1.337(3) . ?
C9 H9 0.9300 . ?
C9 C4 1.397(4) . ?
C9 C8 1.363(5) . ?
C6 C5 1.420(4) . ?
C6 C7 1.390(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.433(4) . ?
C17 C18 1.335(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.357(4) . ?
C2 C1 1.397(4) . ?
C14 C15 1.436(4) . ?
C14 C13 1.415(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.396(4) . ?
C15 C16 1.412(3) . ?
C5 C4 1.426(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.414(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.403(4) . ?
C11 C12 1.365(5) . ?
C1 H1 0.9300 . ?
C19 H19 0.9300 . ?
C19 C16 1.398(4) . ?
C19 C20 1.354(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.390(4) . ?
C13 C18 1.445(4) . ?
C13 C12 1.394(4) . ?
C7 H7 0.9300 . ?
C20 H20 0.9300 . ?
C10 H10 0.9300 . ?
C18 H18 0.9300 . ?
C12 H12 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
Gd1 O2 C6 C5 -10.2(4) . . . . ?
Gd1 O2 C6 C7 170.7(2) . . . . ?
Gd1 O1 N1 C5 -9.0(4) . . . . ?
Gd1 O1 N1 C1 174.0(2) . . . . ?
Gd1 N3 C21 C20 -179.3(2) . . . . ?
Gd1 N3 C15 C14 -6.3(3) . . . . ?
Gd1 N3 C15 C16 175.88(17) . . . . ?
Gd1 N2 C14 C15 6.5(3) . . . . ?
Gd1 N2 C14 C13 -175.00(19) . . . . ?
Gd1 N2 C10 C11 175.9(2) . . . . ?
O2 C6 C5 N1 3.3(4) . . . . ?
O2 C6 C5 C4 -177.4(2) . . . . ?
O2 C6 C7 C8 177.9(3) . . . . ?
O1 N1 C5 C6 5.1(4) . . . . ?
O1 N1 C5 C4 -174.2(2) . . . . ?
O1 N1 C1 C2 174.8(3) . . . . ?
N1 C5 C4 C9 178.5(2) . . . . ?
N1 C5 C4 C3 -0.9(3) . . . . ?
N3 C21 C20 C19 3.0(4) . . . . ?
N3 C15 C16 C17 -178.3(2) . . . . ?
N3 C15 C16 C19 3.9(4) . . . . ?
N2 C14 C15 N3 -0.2(4) . . . . ?
N2 C14 C15 C16 177.7(2) . . . . ?
N2 C14 C13 C18 178.9(3) . . . . ?
N2 C14 C13 C12 -1.5(4) . . . . ?
C9 C8 C7 C6 -0.2(5) . . . . ?
C6 C5 C4 C9 -0.8(4) . . . . ?
C6 C5 C4 C3 179.8(2) . . . . ?
C2 C3 C4 C9 179.3(3) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C14 N2 C10 C11 -0.9(4) . . . . ?
C14 C15 C16 C17 3.9(4) . . . . ?
C14 C15 C16 C19 -173.9(2) . . . . ?
C14 C13 C18 C17 3.1(4) . . . . ?
C14 C13 C12 C11 0.0(4) . . . . ?
C21 N3 C15 C14 174.6(2) . . . . ?
C21 N3 C15 C16 -3.3(4) . . . . ?
C15 N3 C21 C20 -0.1(4) . . . . ?
C15 C14 C13 C18 -2.6(4) . . . . ?
C15 C14 C13 C12 177.0(3) . . . . ?
C5 N1 C1 C2 -2.2(4) . . . . ?
C5 C6 C7 C8 -1.2(4) . . . . ?
C3 C2 C1 N1 -0.1(5) . . . . ?
C1 N1 C5 C6 -178.0(2) . . . . ?
C1 N1 C5 C4 2.6(3) . . . . ?
C1 C2 C3 C4 1.8(5) . . . . ?
C16 C17 C18 C13 0.1(5) . . . . ?
C16 C19 C20 C21 -2.3(4) . . . . ?
C4 C9 C8 C7 1.1(4) . . . . ?
C8 C9 C4 C5 -0.6(4) . . . . ?
C8 C9 C4 C3 178.7(3) . . . . ?
C13 C14 C15 N3 -178.7(2) . . . . ?
C13 C14 C15 C16 -0.8(4) . . . . ?
C7 C6 C5 N1 -177.6(2) . . . . ?
C7 C6 C5 C4 1.7(4) . . . . ?
C20 C19 C16 C17 -178.7(3) . . . . ?
C20 C19 C16 C15 -1.0(4) . . . . ?
C10 N2 C14 C15 -176.6(3) . . . . ?
C10 N2 C14 C13 1.9(4) . . . . ?
C10 C11 C12 C13 1.0(5) . . . . ?
C18 C17 C16 C15 -3.6(4) . . . . ?
C18 C17 C16 C19 174.1(3) . . . . ?
C18 C13 C12 C11 179.6(3) . . . . ?
C12 C11 C10 N2 -0.6(5) . . . . ?
C12 C13 C18 C17 -176.5(3) . . . . ?
