#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/80/2228081.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_2228081
loop_
_publ_author_name
'Wang, Yan-Zhi'
'Li, Xiao-Kun'
'Yang, Huai-Xia'
'Zhou, Wan'
'Meng, Xiang-Ru'
_publ_section_title
;
 Tetraaqua{1-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1H-1,2,4-triazole}sulfatozinc(II)
 dihydrate
;
_journal_coeditor_code           WM2415
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1483
_journal_paper_doi               10.1107/S160053681004331X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn (S O4) (C9 H8 N6) (H2 O)4], 2H2 O'
_chemical_formula_moiety         'C9 H16 N6 O8 S Zn, 2(H2 O)'
_chemical_formula_sum            'C9 H20 N6 O10 S Zn'
_chemical_formula_weight         469.74
_chemical_name_systematic
;
Tetraaqua{1-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1H-
1,2,4-triazole}sulfatozinc(II) dihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.60(3)
_cell_angle_beta                 92.16(3)
_cell_angle_gamma                112.24(3)
_cell_formula_units_Z            2
_cell_length_a                   7.5439(15)
_cell_length_b                   7.9573(16)
_cell_length_c                   16.151(3)
_cell_measurement_reflns_used    2915
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9003
_cell_measurement_theta_min      2.5735
_cell_volume                     879.4(4)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Saturn CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7688
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.57
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.581
_exptl_absorpt_correction_T_max  0.7325
_exptl_absorpt_correction_T_min  0.7028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2006)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.269
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3442
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0343P)²+0.4616P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0671
_refine_ls_wR_factor_ref         0.0696
_reflns_number_gt                3130
_reflns_number_total             3442
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            wm2415.cif
_cod_data_source_block           I
_cod_original_cell_volume        879.4(3)
_cod_database_code               2228081
_cod_database_fobs_code          2228081
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 1.09002(3) 0.17235(3) 0.371640(15) 0.02549(9) Uani d . 1 . .
S S1 0.62271(7) -0.14764(7) 0.35463(3) 0.02418(12) Uani d . 1 . .
O O1 0.7976(2) 0.0142(2) 0.39731(9) 0.0305(3) Uani d . 1 A .
O O2 0.4569(4) -0.1335(9) 0.3924(5) 0.0409(19) Uani d P 0.618(19) A 1
O O3 0.6021(13) -0.1670(12) 0.2661(5) 0.0369(14) Uani d P 0.618(19) A 1
O O4 0.6445(10) -0.3168(6) 0.3758(5) 0.0414(14) Uani d P 0.618(19) A 1
O O2' 0.4634(9) -0.0755(15) 0.3547(9) 0.057(3) Uani d P 0.382(19) A 2
O O3' 0.656(2) -0.189(2) 0.2635(9) 0.043(3) Uani d P 0.382(19) A 2
O O4' 0.574(2) -0.2951(11) 0.3977(6) 0.044(3) Uani d P 0.382(19) A 2
O O5 1.1162(2) 0.3281(2) 0.49352(9) 0.0349(4) Uani d . 1 . .
H H5B 1.1754 0.3012 0.5318 0.042 Uiso d R 1 . .
H H5A 1.1677 0.4457 0.5028 0.042 Uiso d R 1 . .
O O6 1.3836(2) 0.3225(2) 0.35396(11) 0.0375(4) Uani d . 1 . .
H H6A 1.4383 0.4397 0.3616 0.045 Uiso d R 1 . .
H H6B 1.4681 0.3082 0.3852 0.045 Uiso d R 1 . .
O O7 1.1822(2) -0.0011(2) 0.42915(10) 0.0342(4) Uani d . 1 . .
H H7A 1.2706 -0.0324 0.4095 0.041 Uiso d R 1 . .
H H7B 1.1743 -0.0138 0.4803 0.041 Uiso d R 1 . .
O O8 1.0517(2) -0.0077(2) 0.25848(10) 0.0378(4) Uani d . 1 . .
H H8B 1.1514 -0.0103 0.2365 0.045 Uiso d R 1 . .
H H8A 0.9778 -0.1201 0.2564 0.045 Uiso d R 1 . .
N N1 0.9899(3) 0.3421(2) 0.31394(11) 0.0288(4) Uani d . 1 . .
N N2 0.9472(3) 0.5789(2) 0.27075(12) 0.0344(4) Uani d . 1 . .
N N3 0.7996(2) 0.4154(2) 0.23720(11) 0.0265(4) Uani d . 1 . .
N N4 0.6884(3) 0.4047(2) 0.09507(11) 0.0285(4) Uani d . 1 . .
N N5 0.6883(3) 0.2466(3) 0.04821(13) 0.0395(5) Uani d . 1 . .
N N6 0.7300(3) 0.2763(3) -0.02657(13) 0.0419(5) Uani d . 1 . .
C C1 1.0571(3) 0.5274(3) 0.31691(14) 0.0328(5) Uani d . 1 . .
H H1 1.1710 0.6106 0.3488 0.039 Uiso calc R 1 . .
C C2 0.8284(3) 0.2775(3) 0.26262(14) 0.0324(5) Uani d . 1 . .
H H2 0.7469 0.1533 0.2467 0.039 Uiso calc R 1 . .
C C3 0.6397(3) 0.4063(3) 0.18067(13) 0.0308(5) Uani d . 1 . .
H H3A 0.5276 0.2952 0.1823 0.037 Uiso calc R 1 . .
H H3B 0.6073 0.5123 0.1997 0.037 Uiso calc R 1 . .
C C4 0.7304(3) 0.5407(3) 0.04844(13) 0.0272(4) Uani d . 1 . .
C C5 0.7419(3) 0.7219(3) 0.06513(15) 0.0349(5) Uani d . 1 . .
H H5 0.7230 0.7772 0.1176 0.042 Uiso calc R 1 . .
C C6 0.7834(4) 0.8139(4) -0.00128(18) 0.0442(6) Uani d . 1 . .
H H6 0.7918 0.9352 0.0066 0.053 Uiso calc R 1 . .
C C7 0.8134(4) 0.7313(4) -0.08015(18) 0.0495(7) Uani d . 1 . .
H H7 0.8431 0.8000 -0.1227 0.059 Uiso calc R 1 . .
C C8 0.8003(4) 0.5530(4) -0.09633(16) 0.0452(6) Uani d . 1 . .
H H8 0.8186 0.4981 -0.1490 0.054 Uiso calc R 1 . .
C C9 0.7578(3) 0.4563(3) -0.02981(14) 0.0334(5) Uani d . 1 . .
O O9 0.3572(3) 0.9693(2) 0.18654(11) 0.0443(4) Uani d . 1 . .
H H9B 0.4072 0.9201 0.2182 0.053 Uiso d R 1 . .
H H9A 0.3326 0.9027 0.1373 0.053 Uiso d R 1 . .
O O10 0.6604(2) 0.3016(2) 0.46855(11) 0.0408(4) Uani d . 1 . .
H H10A 0.6979 0.2174 0.4471 0.049 Uiso d R 1 . .
H H10B 0.6070 0.2662 0.5115 0.049 Uiso d R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O8 Zn1 O7 . . 87.82(7) ?
O8 Zn1 N1 . . 91.97(7) ?
O7 Zn1 N1 . . 178.51(7) ?
O8 Zn1 O5 . . 173.22(6) ?
O7 Zn1 O5 . . 86.93(6) ?
N1 Zn1 O5 . . 93.18(7) ?
O8 Zn1 O6 . . 90.69(7) ?
O7 Zn1 O6 . . 88.10(7) ?
N1 Zn1 O6 . . 93.38(7) ?
O5 Zn1 O6 . . 93.40(8) ?
O8 Zn1 O1 . . 91.05(7) ?
O7 Zn1 O1 . . 88.44(7) ?
N1 Zn1 O1 . . 90.10(7) ?
O5 Zn1 O1 . . 84.54(7) ?
O6 Zn1 O1 . . 176.06(6) ?
O4' S1 O3 . . 124.8(5) ?
O4' S1 O2 . . 79.7(5) ?
O3 S1 O2 . . 112.6(3) ?
O4' S1 O1 . . 112.3(3) ?
O3 S1 O1 . . 113.5(4) ?
O2 S1 O1 . . 108.19(15) ?
O4' S1 O3' . . 116.6(7) ?
O3 S1 O3' . . 19.3(5) ?
O2 S1 O3' . . 131.0(4) ?
O1 S1 O3' . . 106.7(6) ?
O4' S1 O4 . . 27.9(4) ?
O3 S1 O4 . . 108.6(4) ?
O2 S1 O4 . . 107.4(2) ?
O1 S1 O4 . . 106.24(19) ?
O3' S1 O4 . . 94.5(6) ?
O4' S1 O2' . . 109.8(4) ?
O3 S1 O2' . . 86.4(4) ?
O2 S1 O2' . . 31.9(3) ?
O1 S1 O2' . . 104.9(3) ?
O3' S1 O2' . . 105.8(5) ?
O4 S1 O2' . . 135.7(4) ?
S1 O1 Zn1 . . 138.82(9) ?
Zn1 O5 H5B . . 114.8 ?
Zn1 O5 H5A . . 120.7 ?
H5B O5 H5A . . 103.1 ?
Zn1 O6 H6A . . 124.8 ?
Zn1 O6 H6B . . 116.0 ?
H6A O6 H6B . . 96.0 ?
Zn1 O7 H7A . . 119.6 ?
Zn1 O7 H7B . . 126.2 ?
H7A O7 H7B . . 110.1 ?
Zn1 O8 H8B . . 118.1 ?
Zn1 O8 H8A . . 116.6 ?
H8B O8 H8A . . 105.9 ?
C2 N1 C1 . . 103.23(18) ?
C2 N1 Zn1 . . 123.15(15) ?
C1 N1 Zn1 . . 133.61(15) ?
C1 N2 N3 . . 102.46(17) ?
C2 N3 N2 . . 110.19(17) ?
C2 N3 C3 . . 128.18(18) ?
N2 N3 C3 . . 121.62(17) ?
N5 N4 C4 . . 110.63(18) ?
N5 N4 C3 . . 119.25(18) ?
C4 N4 C3 . . 130.06(18) ?
N6 N5 N4 . . 108.29(19) ?
N5 N6 C9 . . 108.93(19) ?
N2 C1 N1 . . 114.12(19) ?
N2 C1 H1 . . 122.9 ?
N1 C1 H1 . . 122.9 ?
N3 C2 N1 . . 109.99(19) ?
N3 C2 H2 . . 125.0 ?
N1 C2 H2 . . 125.0 ?
N4 C3 N3 . . 111.05(18) ?
N4 C3 H3A . . 109.4 ?
N3 C3 H3A . . 109.4 ?
N4 C3 H3B . . 109.4 ?
N3 C3 H3B . . 109.4 ?
H3A C3 H3B . . 108.0 ?
N4 C4 C5 . . 133.5(2) ?
N4 C4 C9 . . 103.73(19) ?
C5 C4 C9 . . 122.8(2) ?
C6 C5 C4 . . 115.5(2) ?
C6 C5 H5 . . 122.3 ?
C4 C5 H5 . . 122.3 ?
C5 C6 C7 . . 122.4(2) ?
C5 C6 H6 . . 118.8 ?
C7 C6 H6 . . 118.8 ?
C8 C7 C6 . . 121.8(2) ?
C8 C7 H7 . . 119.1 ?
C6 C7 H7 . . 119.1 ?
C7 C8 C9 . . 116.9(2) ?
C7 C8 H8 . . 121.6 ?
C9 C8 H8 . . 121.6 ?
N6 C9 C4 . . 108.4(2) ?
N6 C9 C8 . . 130.9(2) ?
C4 C9 C8 . . 120.7(2) ?
H9B O9 H9A . . 107.2 ?
H10A O10 H10B . . 105.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O8 . 2.0615(17) ?
Zn1 O7 . 2.0869(15) ?
Zn1 N1 . 2.0979(18) ?
Zn1 O5 . 2.1028(17) ?
Zn1 O6 . 2.1385(18) ?
Zn1 O1 . 2.1824(16) ?
S1 O4' . 1.401(7) ?
S1 O3 . 1.409(8) ?
S1 O2 . 1.446(3) ?
S1 O1 . 1.4912(16) ?
S1 O3' . 1.505(13) ?
S1 O4 . 1.507(4) ?
S1 O2' . 1.516(7) ?
O5 H5B . 0.8500 ?
O5 H5A . 0.8500 ?
O6 H6A . 0.8499 ?
O6 H6B . 0.8499 ?
O7 H7A . 0.8500 ?
O7 H7B . 0.8501 ?
O8 H8B . 0.8500 ?
O8 H8A . 0.8500 ?
N1 C2 . 1.321(3) ?
N1 C1 . 1.357(3) ?
N2 C1 . 1.313(3) ?
N2 N3 . 1.360(3) ?
N3 C2 . 1.320(3) ?
N3 C3 . 1.457(3) ?
N4 N5 . 1.356(3) ?
N4 C4 . 1.367(3) ?
N4 C3 . 1.443(3) ?
N5 N6 . 1.297(3) ?
N6 C9 . 1.377(3) ?
C1 H1 . 0.9300 ?
C2 H2 . 0.9300 ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.390(3) ?
C4 C9 . 1.390(3) ?
C5 C6 . 1.378(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.400(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.364(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.401(3) ?
C8 H8 . 0.9300 ?
O9 H9B . 0.8499 ?
O9 H9A . 0.8501 ?
O10 H10A . 0.8499 ?
O10 H10B . 0.8500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O8 H8A O3' . 0.85 2.29 2.793(14) 118.0
O10 H10A O1 . 0.85 2.09 2.938(2) 178.2
O10 H10A O2' . 0.85 2.51 3.028(8) 120.1
O5 H5B O4 2_756 0.85 1.94 2.761(5) 163.2
O5 H5B O4' 2_756 0.85 2.19 2.988(13) 156.0
O7 H7B O1 2_756 0.85 1.98 2.823(2) 170.3
O5 H5A O10 2_766 0.85 1.90 2.731(2) 165.4
O6 H6A O4 1_665 0.85 1.94 2.752(5) 158.9
O6 H6A O4' 1_665 0.85 1.94 2.778(8) 170.6
O6 H6B O10 1_655 0.85 1.96 2.808(2) 172.3
O7 H7A O2' 1_655 0.85 1.84 2.684(7) 170.7
O7 H7A O2 1_655 0.85 1.87 2.701(4) 163.9
O8 H8B O9 1_645 0.85 1.82 2.673(3) 176.6
O8 H8A N2 1_545 0.85 2.37 3.122(3) 147.9
O9 H9B O3 1_565 0.85 2.03 2.837(8) 159.2
O9 H9B O2' 1_565 0.85 2.22 2.919(17) 139.4
O9 H9B O3' 1_565 0.85 2.48 3.266(17) 154.4
O9 H9A N6 2_665 0.85 2.01 2.854(3) 174.2
O10 H10B O2 2_656 0.85 1.99 2.806(10) 159.4
O10 H10B O4' 2_656 0.85 2.08 2.836(15) 147.4
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O4' S1 O1 Zn1 . . . . 116.9(8) ?
O3 S1 O1 Zn1 . . . . -31.3(4) ?
O2 S1 O1 Zn1 . . . . -157.0(4) ?
O3' S1 O1 Zn1 . . . . -12.0(7) ?
O4 S1 O1 Zn1 . . . . 88.0(4) ?
O2' S1 O1 Zn1 . . . . -123.9(7) ?
O8 Zn1 O1 S1 . . . . -4.72(15) ?
O7 Zn1 O1 S1 . . . . -92.51(15) ?
N1 Zn1 O1 S1 . . . . 87.25(15) ?
O5 Zn1 O1 S1 . . . . -179.57(15) ?
O6 Zn1 O1 S1 . . . . -120.9(8) ?
O8 Zn1 N1 C2 . . . . 49.15(19) ?
O7 Zn1 N1 C2 . . . . -33(3) ?
O5 Zn1 N1 C2 . . . . -126.43(19) ?
O6 Zn1 N1 C2 . . . . 139.96(19) ?
O1 Zn1 N1 C2 . . . . -41.90(19) ?
O8 Zn1 N1 C1 . . . . -131.7(2) ?
O7 Zn1 N1 C1 . . . . 147(2) ?
O5 Zn1 N1 C1 . . . . 52.7(2) ?
O6 Zn1 N1 C1 . . . . -40.9(2) ?
O1 Zn1 N1 C1 . . . . 137.2(2) ?
C1 N2 N3 C2 . . . . -1.1(2) ?
C1 N2 N3 C3 . . . . 179.8(2) ?
C4 N4 N5 N6 . . . . 0.5(2) ?
C3 N4 N5 N6 . . . . 178.03(19) ?
N4 N5 N6 C9 . . . . -0.2(3) ?
N3 N2 C1 N1 . . . . 0.7(3) ?
C2 N1 C1 N2 . . . . -0.1(3) ?
Zn1 N1 C1 N2 . . . . -179.33(16) ?
N2 N3 C2 N1 . . . . 1.1(3) ?
C3 N3 C2 N1 . . . . -179.8(2) ?
C1 N1 C2 N3 . . . . -0.6(3) ?
Zn1 N1 C2 N3 . . . . 178.71(14) ?
N5 N4 C3 N3 . . . . 76.6(2) ?
C4 N4 C3 N3 . . . . -106.4(2) ?
C2 N3 C3 N4 . . . . -95.9(3) ?
N2 N3 C3 N4 . . . . 83.0(2) ?
N5 N4 C4 C5 . . . . 177.5(2) ?
C3 N4 C4 C5 . . . . 0.3(4) ?
N5 N4 C4 C9 . . . . -0.6(2) ?
C3 N4 C4 C9 . . . . -177.8(2) ?
N4 C4 C5 C6 . . . . -177.9(2) ?
C9 C4 C5 C6 . . . . -0.2(3) ?
C4 C5 C6 C7 . . . . -0.5(4) ?
C5 C6 C7 C8 . . . . 1.0(4) ?
C6 C7 C8 C9 . . . . -0.9(4) ?
N5 N6 C9 C4 . . . . -0.2(3) ?
N5 N6 C9 C8 . . . . -178.1(2) ?
N4 C4 C9 N6 . . . . 0.4(2) ?
C5 C4 C9 N6 . . . . -177.9(2) ?
N4 C4 C9 C8 . . . . 178.7(2) ?
C5 C4 C9 C8 . . . . 0.4(3) ?
C7 C8 C9 N6 . . . . 177.9(2) ?
C7 C8 C9 C4 . . . . 0.2(4) ?
