#------------------------------------------------------------------------------
#$Date: 2023-03-05 23:04:45 +0200 (Sun, 05 Mar 2023) $
#$Revision: 281634 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/85/1568599.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_1568599
loop_
_publ_author_name
'Ershov, Ivan S.'
'Esikov, Kirill A.'
'Nesterova, Olga M.'
'Skryl’nikova, Mariya A.'
'Khramchikhin, Andrey V.'
'Shmaneva, Nadezda T.'
'Chernov, Ivan S.'
'Chernova, Ekaterina N.'
'Puzyk, Aleksandra M.'
'Sivtsov, Eugene V.'
'Pavlyukova, Yuliya N.'
'Trifonov, Rostislav E.'
'Ostrovskii, Vladimir A.'
_publ_section_title
;
 3-(5-Phenyl-2H-tetrazol-2-yl)pyridine
;
_journal_issue                   1
_journal_name_full               Molbank
_journal_page_first              M1598
_journal_paper_doi               10.3390/M1598
_journal_volume                  2023
_journal_year                    2023
_chemical_formula_moiety         'C12 H9 N5'
_chemical_formula_sum            'C12 H9 N5'
_chemical_formula_weight         223.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-20
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.329(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.8450(9)
_cell_length_b                   4.6353(2)
_cell_length_c                   22.7163(11)
_cell_measurement_reflns_used    4230
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.5830
_cell_measurement_theta_min      4.4290
_cell_volume                     2095.29(17)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -99.00 -72.00   0.50    4.05    --  -35.49 157.00  54.00   54
  2  ω    -82.00 -30.00   0.50    4.05    --  -35.49 119.00-100.00  104
  3  ω    -97.00 -70.00   0.50    4.05    --  -35.49-157.00  18.00   54
  4  ω     28.00  73.00   0.50    4.05    --   35.49-119.00 173.00   90
  5  ω     57.00  82.00   0.50    4.05    --   35.49 157.00  54.00   50
  6  ω     82.00 107.00   0.50   16.22    --  100.00 157.00  54.00   50
  7  ω     50.00  91.00   0.50   16.22    --  100.00-119.00 173.00   82
  8  ω     57.00  83.00   0.50   16.22    --  100.00-157.00  18.00   52
  9  ω     94.00 119.00   0.50   16.22    --  100.00 119.00-100.00   50
 10  ω    -39.00 -10.00   0.50    4.05    --  -35.49 -65.00  30.00   58
 11  ω    -97.00 -67.00   0.50    4.05    --  -35.49 -65.00  30.00   60
 12  ω     19.00  62.00   0.50    4.05    --   35.49  32.00 120.00   86
 13  ω     13.00  50.00   0.50    4.05    --   35.49  54.00  30.00   74
 14  ω     37.00 104.00   0.50    4.05    --   35.49  43.00   0.00  134
 15  ω     72.00  97.00   0.50    4.05    --   35.49  43.00 -60.00   50
 16  ω    -12.00  17.00   0.50    4.05    --   35.49-104.00  30.00   58
 17  ω    -37.00  60.00   0.50    4.05    --   35.49 -21.00-120.00  194
 18  ω    -34.00  -9.00   0.50    4.05    --   35.49 -77.00  90.00   50
 19  ω     20.00  81.00   0.50    4.05    --   35.49  43.00-120.00  122
 20  ω     81.00 106.00   0.50    4.05    --   35.49  32.00 120.00   50
 21  ω     65.00 102.00   0.50    4.05    --   35.49  54.00  30.00   74
 22  ω     40.00  74.00   0.50    4.05    --   35.49-138.00 150.00   68
 23  ω     47.00  72.00   0.50    4.05    --   35.49-104.00  30.00   50
 24  ω     -2.00  23.00   0.50    4.05    --   35.49 -77.00  90.00   50
 25  ω    132.00 157.00   0.50   16.22    --  100.00  91.00 120.00   50
 26  ω     85.00 123.00   0.50   16.22    --  100.00  91.00 120.00   76
 27  ω     35.00  60.00   0.50   16.22    --  100.00-149.00-180.00   50
 28  ω    131.00 157.00   0.50   16.22    --  100.00   7.00  90.00   52
 29  ω     25.00  96.00   0.50   16.22    --  100.00   7.00  90.00  142
 30  ω     81.00 139.00   0.50   16.22    --  100.00   0.00 -90.00  116
 31  ω     37.00 124.00   0.50   16.22    --  100.00 -61.00-180.00  174
 32  ω     83.00 144.00   0.50   16.22    --  100.00 107.00  60.00  122
 33  ω     34.00 117.00   0.50   16.22    --  100.00 -45.00 -30.00  166
 34  ω     90.00 115.00   0.50   16.22    --  100.00  45.00 -90.00   50
 35  ω     97.00 126.00   0.50   16.22    --  100.00  91.00 -90.00   58
 36  ω     37.00  62.00   0.50   16.22    --  100.00-149.00 120.00   50
 37  ω     82.00 129.00   0.50   16.22    --  100.00-149.00 120.00   94
 38  ω     83.00 157.00   0.50   16.22    --  100.00 107.00  90.00  148
 39  ω    102.00 129.00   0.50   16.22    --  100.00 107.00-180.00   54
 40  ω     95.00 122.00   0.50   16.22    --  100.00 -86.00 150.00   54
 41  ω     87.00 130.00   0.50   16.22    --  100.00 -86.00 -90.00   86
 42  ω     28.00  55.00   0.50   16.22    --  100.00 -86.00 -90.00   54
 43  ω     88.00 113.00   0.50   16.22    --  100.00 107.00 -30.00   50
 44  ω     51.00  81.00   0.50   16.22    --  100.00 -86.00 150.00   60
 45  ω     66.00  91.00   0.50   16.22    --  100.00-149.00-180.00   50
 46  ω     54.00 104.00   0.50   16.22    --  100.00-107.00   0.00  100
 47  ω     81.00 106.00   0.50   16.22    --  100.00-107.00 120.00   50
 48  ω     25.00  64.00   0.50   16.22    --  100.00   0.00 -90.00   78
 49  ω     34.00  75.00   0.50   16.22    --  100.00 -69.00 -30.00   82
 50  ω    106.00 135.00   0.50   16.22    --  100.00 157.00  54.00   58
 51  ω    -58.00 -20.00   0.50    4.05    --  -35.49  54.00  90.00   76
 52  ω    -19.00  12.00   0.50    4.05    --  -35.49 104.00 120.00   62
 53  ω     -9.00  35.00   0.50    4.05    --   35.49 -43.00-150.00   88
 54  ω     30.00  65.00   0.50    4.05    --   35.49 -77.00-180.00   70
 55  ω    -21.00  13.00   0.50    4.05    --   35.49 -77.00-180.00   68
 56  ω     31.00  58.00   0.50    4.05    --   35.49-138.00  90.00   54
 57  ω     13.00  50.00   0.50    4.05    --   35.49  54.00 120.00   74
 58  ω     61.00  94.00   0.50    4.05    --   35.49  54.00 120.00   66
 59  ω     -8.00  63.00   0.50    4.05    --   35.49 -77.00-120.00  142
 60  ω     93.00 144.00   0.50   16.22    --  100.00  53.00  60.00  102
 61  ω     23.00  50.00   0.50   16.22    --  100.00 -91.00 -60.00   54
 62  ω    104.00 131.00   0.50   16.22    --  100.00  37.00-180.00   54
 63  ω     24.00  51.00   0.50   16.22    --  100.00 -15.00-120.00   54
 64  ω     29.00  65.00   0.50   16.22    --  100.00-107.00 -90.00   72
 65  ω     74.00 102.00   0.50   16.22    --  100.00-107.00-150.00   56
 66  ω     91.00 118.00   0.50   16.22    --  100.00-149.00 150.00   54
 67  ω     43.00  86.00   0.50   16.22    --  100.00-149.00 150.00   86
 68  ω     60.00 117.00   0.50   16.22    --  100.00 -37.00  30.00  114
 69  ω     50.00  81.00   0.50   16.22    --  100.00 -61.00 -90.00   62
 70  ω     76.00 136.00   0.50   16.22    --  100.00  61.00 120.00  120
 71  ω     51.00 103.00   0.50   16.22    --  100.00 -91.00  30.00  104
 72  ω     58.00  90.00   0.50   16.22    --  100.00 -37.00 -90.00   64
 73  ω     58.00  95.00   0.50   16.22    --  100.00 -53.00 120.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0614477000
_diffrn_orient_matrix_UB_12      0.0412010000
_diffrn_orient_matrix_UB_13      -0.0571410000
_diffrn_orient_matrix_UB_21      0.0467475000
_diffrn_orient_matrix_UB_22      0.0135872000
_diffrn_orient_matrix_UB_23      -0.0412186000
_diffrn_orient_matrix_UB_31      -0.0057829000
_diffrn_orient_matrix_UB_32      -0.3295406000
_diffrn_orient_matrix_UB_33      -0.0089653000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            7480
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.185
_diffrn_reflns_theta_min         4.077
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0386
_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)+(0.0457P)²+1.5969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.0996
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1768
_reflns_number_total             1949
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ISE-1.cif
_cod_data_source_block           ise-1
_cod_database_code               1568599
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C12 H9 N5'
_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   0.985
_shelx_estimated_absorpt_t_min   0.916
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C2(H2), C1(H1), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.888
_oxdiff_exptl_absorpt_empirical_full_min 0.704
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
N1 N 0.29390(6) 0.9433(3) 0.71473(6) 0.0313(3) Uani 1 1 d . . . . .
N2 N 0.34338(6) 0.4724(3) 0.60561(5) 0.0271(3) Uani 1 1 d . . . . .
N3 N 0.33228(6) 0.4241(3) 0.54540(5) 0.0325(3) Uani 1 1 d . . . . .
N4 N 0.37684(6) 0.2303(3) 0.54129(5) 0.0320(3) Uani 1 1 d . . . . .
N5 N 0.39425(6) 0.3178(3) 0.64148(5) 0.0264(3) Uani 1 1 d . . . . .
C5 C 0.32704(7) 0.7535(3) 0.69033(6) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.367273 0.670504 0.716162 0.034 Uiso 1 1 calc R U . . .
C4 C 0.30496(7) 0.6729(3) 0.62866(6) 0.0260(3) Uani 1 1 d . . . . .
C3 C 0.24624(7) 0.7895(4) 0.58984(7) 0.0323(4) Uani 1 1 d . . . . .
H3 H 0.230195 0.736132 0.547605 0.039 Uiso 1 1 calc R U . . .
C2 C 0.21198(8) 0.9861(4) 0.61497(7) 0.0351(4) Uani 1 1 d . . . . .
H2 H 0.171783 1.073007 0.590036 0.042 Uiso 1 1 calc R U . . .
C1 C 0.23696(7) 1.0551(3) 0.67694(7) 0.0317(3) Uani 1 1 d . . . . .
H1 H 0.212513 1.188668 0.693655 0.038 Uiso 1 1 calc R U . . .
C6 C 0.41434(7) 0.1685(3) 0.60012(6) 0.0256(3) Uani 1 1 d . . . . .
C7 C 0.47011(7) -0.0367(3) 0.61574(6) 0.0258(3) Uani 1 1 d . . . . .
C8 C 0.50688(7) -0.0886(3) 0.67713(6) 0.0282(3) Uani 1 1 d . . . . .
H8 H 0.495315 0.008050 0.709431 0.034 Uiso 1 1 calc R U . . .
C9 C 0.56000(7) -0.2802(3) 0.69086(6) 0.0291(3) Uani 1 1 d . . . . .
H9 H 0.584908 -0.314763 0.732640 0.035 Uiso 1 1 calc R U . . .
C10 C 0.57723(7) -0.4226(3) 0.64406(7) 0.0300(3) Uani 1 1 d . . . . .
H10 H 0.613648 -0.555057 0.653788 0.036 Uiso 1 1 calc R U . . .
C11 C 0.54125(7) -0.3713(3) 0.58308(7) 0.0320(3) Uani 1 1 d . . . . .
H11 H 0.553273 -0.467319 0.550961 0.038 Uiso 1 1 calc R U . . .
C12 C 0.48774(7) -0.1800(3) 0.56888(6) 0.0290(3) Uani 1 1 d . . . . .
H12 H 0.462957 -0.146400 0.527025 0.035 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 0.0181 0.0091 '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 0.0311 0.0180 '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
C5 N1 C1 117.12(13) . . ?
N3 N2 N5 113.48(12) . . ?
N3 N2 C4 122.71(12) . . ?
N5 N2 C4 123.81(11) . . ?
N4 N3 N2 106.03(11) . . ?
N3 N4 C6 106.55(11) . . ?
C6 N5 N2 101.98(11) . . ?
N1 C5 H5 118.7 . . ?
N1 C5 C4 122.57(13) . . ?
C4 C5 H5 118.7 . . ?
C5 C4 N2 119.49(13) . . ?
C3 C4 N2 120.45(13) . . ?
C3 C4 C5 120.05(14) . . ?
C4 C3 H3 121.3 . . ?
C2 C3 C4 117.46(14) . . ?
C2 C3 H3 121.3 . . ?
C3 C2 H2 120.4 . . ?
C3 C2 C1 119.21(14) . . ?
C1 C2 H2 120.4 . . ?
N1 C1 C2 123.58(14) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
N4 C6 C7 123.87(12) . . ?
N5 C6 N4 111.96(13) . . ?
N5 C6 C7 124.17(12) . . ?
C8 C7 C6 120.96(13) . . ?
C12 C7 C6 119.75(13) . . ?
C12 C7 C8 119.28(13) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.04(13) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.42(13) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.89(14) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.08(14) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.28(13) . . ?
C11 C12 H12 119.9 . . ?
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
N1 C5 1.3366(19) . ?
N1 C1 1.3445(19) . ?
N2 N3 1.3364(17) . ?
N2 N5 1.3368(17) . ?
N2 C4 1.4246(19) . ?
N3 N4 1.3156(18) . ?
N4 C6 1.3627(18) . ?
N5 C6 1.3309(18) . ?
C5 H5 0.9500 . ?
C5 C4 1.389(2) . ?
C4 C3 1.387(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.382(2) . ?
C2 H2 0.9500 . ?
C2 C1 1.385(2) . ?
C1 H1 0.9500 . ?
C6 C7 1.462(2) . ?
C7 C8 1.3975(19) . ?
C7 C12 1.394(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.381(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(2) . ?
C12 H12 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
N1 C5 C4 N2 179.11(13) . . . . ?
N1 C5 C4 C3 -0.3(2) . . . . ?
N2 N3 N4 C6 -0.48(16) . . . . ?
N2 N5 C6 N4 -0.12(15) . . . . ?
N2 N5 C6 C7 179.69(13) . . . . ?
N2 C4 C3 C2 -178.99(14) . . . . ?
N3 N2 N5 C6 -0.20(15) . . . . ?
N3 N2 C4 C5 -167.65(13) . . . . ?
N3 N2 C4 C3 11.7(2) . . . . ?
N3 N4 C6 N5 0.39(17) . . . . ?
N3 N4 C6 C7 -179.42(13) . . . . ?
N4 C6 C7 C8 179.55(13) . . . . ?
N4 C6 C7 C12 0.5(2) . . . . ?
N5 N2 N3 N4 0.44(16) . . . . ?
N5 N2 C4 C5 11.4(2) . . . . ?
N5 N2 C4 C3 -169.23(13) . . . . ?
N5 C6 C7 C8 -0.2(2) . . . . ?
N5 C6 C7 C12 -179.26(13) . . . . ?
C5 N1 C1 C2 -0.7(2) . . . . ?
C5 C4 C3 C2 0.4(2) . . . . ?
C4 N2 N3 N4 179.58(13) . . . . ?
C4 N2 N5 C6 -179.32(13) . . . . ?
C4 C3 C2 C1 -0.6(2) . . . . ?
C3 C2 C1 N1 0.8(3) . . . . ?
C1 N1 C5 C4 0.4(2) . . . . ?
C6 C7 C8 C9 -179.06(13) . . . . ?
C6 C7 C12 C11 178.88(13) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C7 C12 C11 -0.2(2) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C9 C10 C11 C12 -0.6(2) . . . . ?
C10 C11 C12 C7 0.5(2) . . . . ?
C12 C7 C8 C9 0.0(2) . . . . ?
