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#$Date: 2022-12-15 10:09:18 +0200 (Thu, 15 Dec 2022) $
#$Revision: 279899 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/63/8106396.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_8106396
loop_
_publ_author_name
'Liu, Yan-Ju'
'Li, An-Wen'
'Xing, Chen'
'Tian, Xiao-Zhi'
_publ_section_title
;
 Crystal structure of
 tetrakis(1H-benzimidazol-2-amine)-\kN)-bis(\m2-sulfonato-\k2
 O:O′)dizinc(II) - methanol (1/1), C30H36N12O10S2Zn2
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1053
_journal_page_last               1055
_journal_paper_doi               10.1515/ncrs-2018-0165
_journal_volume                  233
_journal_year                    2018
_chemical_formula_sum            'C30 H36 N12 O10 S2 Zn2'
_chemical_formula_weight         919.57
_chemical_name_systematic
;
bis[(bis(1H-benzimidazol-2-amine)-κ²N,N')sulphate-\kO-
zinc(II)-methanol(1/1)]
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 95.054(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.770(11)
_cell_length_b                   12.482(6)
_cell_length_c                   14.098(7)
_cell_measurement_reflns_used    3227
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.40
_cell_measurement_theta_min      2.31
_cell_volume                     3991(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker D8 VENTURE'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2005)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10762
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         1.796
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.374
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.35.
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            colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       block
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.6003
_refine_diff_density_max         0.803
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3913
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0390
_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)+(0.0585P)²+2.6524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1120
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2880
_reflns_number_total             3913
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0165_suppl.cif
_cod_data_source_block           exp_1115
_cod_original_sg_symbol_Hall     -C_2yc
_cod_original_sg_symbol_H-M      'C 2/c '
_cod_database_code               8106396
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Zn1 Zn 0.06371(2) 0.10601(3) 0.05902(2) 0.04346(15) Uani 1 1 d . . . . .
N1 N 0.12458(12) 0.1301(2) -0.02995(18) 0.0499(7) Uani 1 1 d . . . . .
N2 N 0.17854(13) 0.1666(3) -0.1506(2) 0.0651(8) Uani 1 1 d . . . . .
H2A H 0.1870 0.1853 -0.2065 0.078 Uiso 1 1 calc R U . . .
N3 N 0.07619(14) 0.1992(3) -0.1727(2) 0.0738(9) Uani 1 1 d . . . . .
H3B H 0.0422 0.1970 -0.1504 0.089 Uiso 1 1 calc R U . . .
H3C H 0.0793 0.2221 -0.2296 0.089 Uiso 1 1 calc R U . . .
N4 N 0.07341(10) 0.1977(2) 0.17376(16) 0.0429(6) Uani 1 1 d . . . . .
N5 N 0.09209(13) 0.2587(2) 0.32134(18) 0.0553(7) Uani 1 1 d . . . . .
H5B H 0.1005 0.2586 0.3820 0.066 Uiso 1 1 calc R U . . .
N6 N 0.09335(18) 0.0710(3) 0.2982(2) 0.0840(11) Uani 1 1 d . . . . .
H6B H 0.0901 0.0177 0.2594 0.101 Uiso 1 1 calc R U . . .
H6C H 0.1013 0.0600 0.3581 0.101 Uiso 1 1 calc R U . . .
S1 S -0.06455(3) 0.14146(6) -0.05756(5) 0.04085(19) Uani 0.840(7) 1 d D . P A 1
O1 O -0.02076(12) 0.1161(3) 0.02427(19) 0.0573(11) Uani 0.840(7) 1 d D . P A 1
O2 O -0.07496(19) 0.0427(2) -0.1157(2) 0.0492(9) Uani 0.840(7) 1 d D . P A 1
O3 O -0.04229(17) 0.2241(2) -0.1173(2) 0.0632(11) Uani 0.840(7) 1 d D . P A 1
O4 O -0.11881(14) 0.1752(4) -0.0176(3) 0.0677(12) Uani 0.840(7) 1 d D . P A 1
S1' S -0.06455(3) 0.14146(6) -0.05756(5) 0.04085(19) Uani 0.160(7) 1 d D . P A 2
O1' O -0.0572(9) 0.0305(9) -0.0949(15) 0.089(11) Uani 0.160(7) 1 d D U P A 2
O2' O -0.0069(4) 0.1786(14) -0.0183(14) 0.085(7) Uani 0.160(7) 1 d D U P A 2
O3' O -0.0857(10) 0.2088(14) -0.1395(10) 0.103(8) Uani 0.160(7) 1 d D U P A 2
O4' O -0.1076(8) 0.1403(19) 0.0124(12) 0.095(9) Uani 0.160(7) 1 d D U P A 2
C1 C 0.12411(15) 0.1670(3) -0.1190(2) 0.0522(8) Uani 1 1 d . . . . .
C2 C 0.21832(17) 0.1307(3) -0.0770(3) 0.0647(10) Uani 1 1 d . . . . .
C3 C 0.27857(19) 0.1163(4) -0.0706(3) 0.0895(15) Uani 1 1 d . . . . .
H3A H 0.3007 0.1314 -0.1213 0.107 Uiso 1 1 calc R U . . .
C4 C 0.3042(2) 0.0781(5) 0.0154(4) 0.1116(19) Uani 1 1 d . . . . .
H4A H 0.3449 0.0685 0.0228 0.134 Uiso 1 1 calc R U . . .
C5 C 0.2716(2) 0.0535(5) 0.0909(4) 0.1116(19) Uani 1 1 d . . . . .
H5A H 0.2905 0.0269 0.1473 0.134 Uiso 1 1 calc R U . . .
C6 C 0.21044(17) 0.0684(4) 0.0830(3) 0.0797(12) Uani 1 1 d . . . . .
H6A H 0.1881 0.0533 0.1335 0.096 Uiso 1 1 calc R U . . .
C7 C 0.18473(15) 0.1061(3) -0.0017(3) 0.0584(9) Uani 1 1 d . . . . .
C8 C 0.08593(15) 0.1710(3) 0.2653(2) 0.0494(8) Uani 1 1 d . . . . .
C9 C 0.07066(12) 0.3100(2) 0.1720(2) 0.0418(7) Uani 1 1 d . . . . .
C10 C 0.05842(16) 0.3796(3) 0.0962(3) 0.0592(9) Uani 1 1 d . . . . .
H10A H 0.0498 0.3544 0.0345 0.071 Uiso 1 1 calc R U . . .
C11 C 0.0596(2) 0.4883(3) 0.1163(4) 0.0819(13) Uani 1 1 d . . . . .
H11A H 0.0518 0.5372 0.0671 0.098 Uiso 1 1 calc R U . . .
C12 C 0.0722(2) 0.5253(3) 0.2083(4) 0.0881(14) Uani 1 1 d . . . . .
H12A H 0.0731 0.5989 0.2189 0.106 Uiso 1 1 calc R U . . .
C13 C 0.08329(18) 0.4579(3) 0.2845(3) 0.0712(11) Uani 1 1 d . . . . .
H13A H 0.0909 0.4837 0.3463 0.085 Uiso 1 1 calc R U . . .
C14 C 0.08251(14) 0.3490(3) 0.2647(2) 0.0475(7) Uani 1 1 d . . . . .
O5 O 0.20411(14) 0.2354(3) 0.6688(2) 0.1151(13) Uani 1 1 d D . . . .
H5 H 0.1821 0.2116 0.6217 0.173 Uiso 1 1 d R U . . .
C15 C 0.2414(4) 0.3098(8) 0.6428(5) 0.217(5) Uani 1 1 d D . . . .
H15A H 0.2201 0.3747 0.6268 0.326 Uiso 1 1 calc R U . . .
H15B H 0.2600 0.2850 0.5883 0.326 Uiso 1 1 calc R U . . .
H15C H 0.2708 0.3233 0.6943 0.326 Uiso 1 1 calc R U . . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
O1' Zn1 N1 114.0(7) 5 .
O1 Zn1 N1 124.34(12) . .
O1' Zn1 N4 109.0(6) 5 .
O1 Zn1 N4 101.82(11) . .
N1 Zn1 N4 113.43(10) . .
O1 Zn1 O2 104.25(15) . 5
N1 Zn1 O2 108.59(13) . 5
N4 Zn1 O2 101.92(11) . 5
O1' Zn1 O2' 119.1(6) 5 .
N1 Zn1 O2' 98.9(6) . .
N4 Zn1 O2' 101.7(4) . .
C1 N1 C7 105.3(3) . .
C1 N1 Zn1 134.6(2) . .
C7 N1 Zn1 120.1(2) . .
C1 N2 C2 108.1(3) . .
C1 N2 H2A 126.0 . .
C2 N2 H2A 126.0 . .
C1 N3 H3B 120.0 . .
C1 N3 H3C 120.0 . .
H3B N3 H3C 120.0 . .
C8 N4 C9 105.7(2) . .
C8 N4 Zn1 130.0(2) . .
C9 N4 Zn1 124.21(19) . .
C8 N5 C14 108.6(3) . .
C8 N5 H5B 125.7 . .
C14 N5 H5B 125.7 . .
C8 N6 H6B 120.0 . .
C8 N6 H6C 120.0 . .
H6B N6 H6C 120.0 . .
O3 S1 O4 111.6(2) . .
O3 S1 O2 108.45(18) . .
O4 S1 O2 110.6(2) . .
O3 S1 O1 110.84(18) . .
O4 S1 O1 107.03(18) . .
O2 S1 O1 108.3(2) . .
S1 O1 Zn1 141.9(2) . .
S1 O2 Zn1 122.2(2) . 5
O4' S1' O2' 112.7(7) . .
O4' S1' O3' 110.2(7) . .
O2' S1' O3' 109.7(7) . .
O4' S1' O1' 109.5(7) . .
O2' S1' O1' 107.7(7) . .
O3' S1' O1' 106.9(7) . .
S1' O1' Zn1 140.2(15) . 5
S1' O2' Zn1 133.9(12) . .
N3 C1 N1 125.1(3) . .
N3 C1 N2 122.8(3) . .
N1 C1 N2 112.1(3) . .
C3 C2 N2 132.0(4) . .
C3 C2 C7 122.0(4) . .
N2 C2 C7 105.9(3) . .
C2 C3 C4 116.3(4) . .
C2 C3 H3A 121.9 . .
C4 C3 H3A 121.9 . .
C3 C4 C5 122.5(4) . .
C3 C4 H4A 118.8 . .
C5 C4 H4A 118.8 . .
C4 C5 C6 120.4(4) . .
C4 C5 H5A 119.8 . .
C6 C5 H5A 119.8 . .
C7 C6 C5 117.6(4) . .
C7 C6 H6A 121.2 . .
C5 C6 H6A 121.2 . .
C6 C7 C2 121.3(3) . .
C6 C7 N1 130.1(3) . .
C2 C7 N1 108.6(3) . .
N6 C8 N4 125.2(3) . .
N6 C8 N5 123.4(3) . .
N4 C8 N5 111.4(3) . .
C10 C9 C14 120.8(3) . .
C10 C9 N4 130.2(3) . .
C14 C9 N4 109.0(3) . .
C11 C10 C9 117.2(4) . .
C11 C10 H10A 121.4 . .
C9 C10 H10A 121.4 . .
C12 C11 C10 121.2(4) . .
C12 C11 H11A 119.4 . .
C10 C11 H11A 119.4 . .
C13 C12 C11 122.6(4) . .
C13 C12 H12A 118.7 . .
C11 C12 H12A 118.7 . .
C12 C13 C14 116.4(4) . .
C12 C13 H13A 121.8 . .
C14 C13 H13A 121.8 . .
C13 C14 N5 132.9(3) . .
C13 C14 C9 121.8(3) . .
N5 C14 C9 105.3(3) . .
C15 O5 H5 111.9 . .
O5 C15 H15A 109.5 . .
O5 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
O5 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1' 1.787(16) 5
Zn1 O1 1.947(3) .
Zn1 N1 1.973(3) .
Zn1 N4 1.978(2) .
Zn1 O2 2.028(4) 5
Zn1 O2' 2.070(15) .
N1 C1 1.336(4) .
N1 C7 1.424(4) .
N2 C1 1.354(4) .
N2 C2 1.390(5) .
N2 H2A 0.8600 .
N3 C1 1.334(4) .
N3 H3B 0.8600 .
N3 H3C 0.8600 .
N4 C8 1.338(4) .
N4 C9 1.403(4) .
N5 C8 1.350(4) .
N5 C14 1.387(4) .
N5 H5B 0.8600 .
N6 C8 1.337(4) .
N6 H6B 0.8600 .
N6 H6C 0.8600 .
S1 O3 1.451(3) .
S1 O4 1.464(3) .
S1 O2 1.488(3) .
S1 O1 1.491(2) .
O2 Zn1 2.028(4) 5
S1' O4' 1.450(8) .
S1' O2' 1.455(8) .
S1' O3' 1.475(8) .
S1' O1' 1.497(8) .
O1' Zn1 1.787(16) 5
C2 C3 1.379(6) .
C2 C7 1.396(5) .
C3 C4 1.384(7) .
C3 H3A 0.9300 .
C4 C5 1.385(7) .
C4 H4A 0.9300 .
C5 C6 1.400(6) .
C5 H5A 0.9300 .
C6 C7 1.366(5) .
C6 H6A 0.9300 .
C9 C10 1.386(5) .
C9 C14 1.398(4) .
C10 C11 1.385(5) .
C10 H10A 0.9300 .
C11 C12 1.383(6) .
C11 H11A 0.9300 .
C12 C13 1.371(6) .
C12 H12A 0.9300 .
C13 C14 1.388(5) .
C13 H13A 0.9300 .
O5 C15 1.331(6) .
O5 H5 0.8501 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
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
N3 H3B O3 0.86 2.05 2.891(5) 166.2 .
N6 H6B O2 0.86 2.16 2.936(4) 149.7 5
N2 H2A O5 0.86 1.94 2.796(4) 176.7 1_554
N3 H3C O3 0.86 2.25 3.010(4) 147.7 2_554
N5 H5B O4 0.86 2.18 2.969(5) 151.6 2
N6 H6C O4 0.86 2.67 3.359(5) 138.1 2
O5 H5 O4 0.85 2.02 2.855(5) 169.1 2
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
O3 S1 O1 Zn1 -34.3(4) . . . .
O4 S1 O1 Zn1 -156.3(4) . . . .
O2 S1 O1 Zn1 84.5(4) . . . .
O3 S1 O2 Zn1 146.9(3) . . . 5
O4 S1 O2 Zn1 -90.4(3) . . . 5
O1 S1 O2 Zn1 26.5(3) . . . 5
O4' S1' O1' Zn1 -27(3) . . . 5
O2' S1' O1' Zn1 95(2) . . . 5
O3' S1' O1' Zn1 -147(2) . . . 5
O4' S1' O2' Zn1 82.2(18) . . . .
O3' S1' O2' Zn1 -154.7(15) . . . .
O1' S1' O2' Zn1 -38.6(18) . . . .
C7 N1 C1 N3 -179.9(3) . . . .
Zn1 N1 C1 N3 0.0(6) . . . .
C7 N1 C1 N2 1.2(4) . . . .
Zn1 N1 C1 N2 -178.9(2) . . . .
C2 N2 C1 N3 178.9(3) . . . .
C2 N2 C1 N1 -2.2(4) . . . .
C1 N2 C2 C3 -179.2(5) . . . .
C1 N2 C2 C7 2.1(4) . . . .
N2 C2 C3 C4 -179.8(5) . . . .
C7 C2 C3 C4 -1.3(7) . . . .
C2 C3 C4 C5 1.1(9) . . . .
C3 C4 C5 C6 -1.0(11) . . . .
C4 C5 C6 C7 1.0(9) . . . .
C5 C6 C7 C2 -1.1(7) . . . .
C5 C6 C7 N1 -179.1(5) . . . .
C3 C2 C7 C6 1.3(7) . . . .
N2 C2 C7 C6 -179.8(4) . . . .
C3 C2 C7 N1 179.7(4) . . . .
N2 C2 C7 N1 -1.4(4) . . . .
C1 N1 C7 C6 178.3(4) . . . .
Zn1 N1 C7 C6 -1.6(6) . . . .
C1 N1 C7 C2 0.2(4) . . . .
Zn1 N1 C7 C2 -179.8(2) . . . .
C9 N4 C8 N6 -179.0(3) . . . .
Zn1 N4 C8 N6 -1.7(5) . . . .
C9 N4 C8 N5 -0.9(4) . . . .
Zn1 N4 C8 N5 176.4(2) . . . .
C14 N5 C8 N6 178.9(3) . . . .
C14 N5 C8 N4 0.7(4) . . . .
C8 N4 C9 C10 -179.0(3) . . . .
Zn1 N4 C9 C10 3.5(5) . . . .
C8 N4 C9 C14 0.7(3) . . . .
Zn1 N4 C9 C14 -176.83(19) . . . .
C14 C9 C10 C11 1.2(5) . . . .
N4 C9 C10 C11 -179.2(3) . . . .
C9 C10 C11 C12 -0.3(6) . . . .
C10 C11 C12 C13 -0.9(8) . . . .
C11 C12 C13 C14 1.2(7) . . . .
C12 C13 C14 N5 179.2(4) . . . .
C12 C13 C14 C9 -0.4(5) . . . .
C8 N5 C14 C13 -179.9(4) . . . .
C8 N5 C14 C9 -0.3(4) . . . .
C10 C9 C14 C13 -0.8(5) . . . .
N4 C9 C14 C13 179.5(3) . . . .
C10 C9 C14 N5 179.5(3) . . . .
N4 C9 C14 N5 -0.2(3) . . . .
