#------------------------------------------------------------------------------
#$Date: 2021-09-18 02:09:59 +0300 (Sat, 18 Sep 2021) $
#$Revision: 269199 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/83/7708337.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_7708337
loop_
_publ_author_name
'Uzelac, Marina'
'Yuan, Kang'
'Nichol, Gary Stephen'
'Ingleson, Michael James'
_publ_section_title
;
 Formation of a hydride containing amido-zincate using pinacolborane
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT02580E
_journal_year                    2021
_chemical_formula_moiety         'C23 H21 N3 Zn'
_chemical_formula_sum            'C23 H21 N3 Zn'
_chemical_formula_weight         404.80
_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             2021-02-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-03 deposited with the CCDC.	2021-09-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.724(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8368(2)
_cell_length_b                   14.6402(2)
_cell_length_c                   14.2478(2)
_cell_measurement_reflns_used    17179
_cell_measurement_temperature    120.01(13)
_cell_measurement_theta_max      29.0610
_cell_measurement_theta_min      3.9980
_cell_volume                     1975.08(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (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      120.01(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  54.00   1.00   20.00    --  -15.82  36.00  50.00   89
  2  ω    -85.00   4.00   1.00   20.00    --  -15.82 -36.00-106.00   89
  3  ω     -2.00  87.00   1.00   20.00    --   17.54  36.00  50.00   89
  4  ω    -52.00  37.00   1.00   20.00    --   17.54 -36.00-106.00   89
  5  ω    -39.00  11.00   1.00   20.00    --  -15.82 -77.00 120.00   50
  6  ω     -9.00  39.00   1.00   20.00    --   17.54  77.00 -60.00   48
  7  ω    -20.00  56.00   1.00   20.00    --   17.54 -99.00-120.00   76
  8  ω    -20.00  56.00   1.00   20.00    --   17.54 -99.00  60.00   76
  9  ω      1.00  85.00   1.00   20.00    --   17.54  57.00 -30.00   84
 10  ω     39.00  90.00   1.00   20.00    --   17.54 178.00-150.00   51
 11  ω    -39.00  11.00   1.00   20.00    --  -15.82 -77.00-180.00   50
 12  ω    -39.00  11.00   1.00   20.00    --  -15.82 -77.00  60.00   50
 13  ω    -20.00  56.00   1.00   20.00    --   17.54 -99.00 -30.00   76
 14  ω    -20.00   7.00   1.00   20.00    --   17.54 -99.00 150.00   27
 15  ω     -9.00  39.00   1.00   20.00    --   17.54  77.00 120.00   48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0329427000
_diffrn_orient_matrix_UB_12      -0.0195921000
_diffrn_orient_matrix_UB_13      0.0460855000
_diffrn_orient_matrix_UB_21      0.0672531000
_diffrn_orient_matrix_UB_22      0.0105935000
_diffrn_orient_matrix_UB_23      -0.0064297000
_diffrn_orient_matrix_UB_31      -0.0015514000
_diffrn_orient_matrix_UB_32      0.0430259000
_diffrn_orient_matrix_UB_33      0.0225901000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43196
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.415
_diffrn_reflns_theta_min         3.281
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_recrystallization_method
'The material was recrystallised by slow cooling of boiling 1,2-difluorobenzene solution to room temperature.'
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_min          0.099
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4951
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0131P)²+2.6340P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0698
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4287
_reflns_number_total             4951
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt02580e2.cif
_cod_data_source_block           mu506_reprocess
_cod_database_code               7708337
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C23 H21 N3 Zn'
_chemical_oxdiff_usercomment     '120 K'
_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.
;
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C8(H8), C12(H12), C21(H21), C19(H19), C6(H6), C17(H17), C2(H2),
 C9(H9), C20(H20), C14(H14), C11(H11), C10(H10), C16(H16), C15(H15), C3(H3),
 C5(H5), C4(H4)
2.b Idealised Me refined as rotating group:
 C23(H23a,H23b,H23c)
;
_olex2_exptl_crystal_mounting_method
'The crystal was mountedon a MITIGEN holder in oil.'
_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 1.215
_oxdiff_exptl_absorpt_empirical_full_min 0.906
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
Zn1 Zn 0.36833(2) 0.72499(2) 0.33521(2) 0.01502(6) Uani 1 1 d . . . . .
N2 N 0.33435(18) 0.62797(10) 0.22235(11) 0.0194(3) Uani 1 1 d . . . . .
N3 N 0.27276(16) 0.62150(10) 0.40114(10) 0.0144(3) Uani 1 1 d . . . . .
N1 N 0.37943(17) 0.50402(10) 0.33280(11) 0.0160(3) Uani 1 1 d . . . . .
C7 C 0.23036(19) 0.82735(12) 0.29483(12) 0.0155(3) Uani 1 1 d . . . . .
C22 C 0.19642(19) 0.64875(12) 0.46169(13) 0.0170(4) Uani 1 1 d . . . . .
H22 H 0.167030 0.709324 0.458559 0.020 Uiso 1 1 calc R U . . .
C18 C 0.30907(19) 0.53302(12) 0.40133(12) 0.0148(3) Uani 1 1 d . . . . .
C13 C 0.34405(19) 0.53743(12) 0.23621(13) 0.0165(3) Uani 1 1 d . . . . .
C8 C 0.2755(2) 0.91852(13) 0.30474(13) 0.0183(4) Uani 1 1 d . . . . .
H8 H 0.371639 0.930452 0.327707 0.022 Uiso 1 1 calc R U . . .
C1 C 0.5739(2) 0.73732(12) 0.40197(14) 0.0185(4) Uani 1 1 d . . . . .
C12 C 0.0837(2) 0.81494(14) 0.25969(14) 0.0211(4) Uani 1 1 d . . . . .
H12 H 0.048245 0.755727 0.251032 0.025 Uiso 1 1 calc R U . . .
C23 C 0.4457(2) 0.41331(12) 0.34807(14) 0.0198(4) Uani 1 1 d . . . . .
H23A H 0.495564 0.406096 0.415599 0.030 Uiso 1 1 calc R U . . .
H23B H 0.510729 0.407458 0.308879 0.030 Uiso 1 1 calc R U . . .
H23C H 0.374169 0.367101 0.329701 0.030 Uiso 1 1 calc R U . . .
C21 C 0.1596(2) 0.59228(13) 0.52765(14) 0.0207(4) Uani 1 1 d . . . . .
H21 H 0.107383 0.613630 0.568616 0.025 Uiso 1 1 calc R U . . .
C19 C 0.2773(2) 0.47127(12) 0.46745(13) 0.0197(4) Uani 1 1 d . . . . .
H19 H 0.305621 0.410578 0.468544 0.024 Uiso 1 1 calc R U . . .
C6 C 0.6779(2) 0.71633(13) 0.35460(16) 0.0243(4) Uani 1 1 d . . . . .
H6 H 0.650136 0.692056 0.291973 0.029 Uiso 1 1 calc R U . . .
C17 C 0.2992(3) 0.66013(14) 0.13063(14) 0.0292(5) Uani 1 1 d . . . . .
H17 H 0.289639 0.722944 0.121474 0.035 Uiso 1 1 calc R U . . .
C2 C 0.6243(2) 0.77342(13) 0.49612(15) 0.0233(4) Uani 1 1 d . . . . .
H2 H 0.559273 0.789536 0.530023 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1824(2) 0.99207(13) 0.28168(15) 0.0254(4) Uani 1 1 d . . . . .
H9 H 0.216920 1.051547 0.288642 0.031 Uiso 1 1 calc R U . . .
C20 C 0.2036(2) 0.50177(13) 0.53074(14) 0.0222(4) Uani 1 1 d . . . . .
H20 H 0.183200 0.461742 0.575750 0.027 Uiso 1 1 calc R U . . .
C14 C 0.3215(2) 0.47698(13) 0.15766(14) 0.0238(4) Uani 1 1 d . . . . .
H14 H 0.328540 0.414253 0.168157 0.029 Uiso 1 1 calc R U . . .
C11 C -0.0107(2) 0.88756(16) 0.23732(16) 0.0309(5) Uani 1 1 d . . . . .
H11 H -0.107146 0.876334 0.214882 0.037 Uiso 1 1 calc R U . . .
C10 C 0.0386(2) 0.97643(15) 0.24839(16) 0.0318(5) Uani 1 1 d . . . . .
H10 H -0.024176 1.025177 0.233611 0.038 Uiso 1 1 calc R U . . .
C16 C 0.2767(3) 0.60540(15) 0.04972(15) 0.0371(6) Uani 1 1 d . . . . .
H16 H 0.254141 0.630161 -0.012706 0.045 Uiso 1 1 calc R U . . .
C15 C 0.2888(3) 0.51173(15) 0.06445(15) 0.0347(5) Uani 1 1 d . . . . .
H15 H 0.274876 0.472460 0.011382 0.042 Uiso 1 1 calc R U . . .
C3 C 0.7678(2) 0.78623(14) 0.54121(18) 0.0324(5) Uani 1 1 d . . . . .
H3 H 0.796993 0.808709 0.604550 0.039 Uiso 1 1 calc R U . . .
C5 C 0.8219(2) 0.73066(15) 0.39838(19) 0.0333(5) Uani 1 1 d . . . . .
H5 H 0.887719 0.716668 0.364466 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8661(2) 0.76538(15) 0.4914(2) 0.0397(6) Uani 1 1 d . . . . .
H4 H 0.961795 0.774759 0.520525 0.048 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'
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
_geom_angle_publ_flag
N2 Zn1 N3 81.90(6) . . ?
C7 Zn1 N2 109.35(7) . . ?
C7 Zn1 N3 108.28(6) . . ?
C1 Zn1 N2 110.85(7) . . ?
C1 Zn1 N3 111.43(7) . . ?
C1 Zn1 C7 126.20(7) . . ?
C13 N2 Zn1 124.42(12) . . ?
C13 N2 C17 118.65(16) . . ?
C17 N2 Zn1 116.92(13) . . ?
C22 N3 Zn1 117.40(12) . . ?
C18 N3 Zn1 122.52(12) . . ?
C18 N3 C22 118.55(15) . . ?
C18 N1 C13 122.28(15) . . ?
C18 N1 C23 116.88(14) . . ?
C13 N1 C23 116.07(14) . . ?
C8 C7 Zn1 120.88(14) . . ?
C8 C7 C12 115.18(17) . . ?
C12 C7 Zn1 123.87(14) . . ?
N3 C22 H22 118.1 . . ?
N3 C22 C21 123.77(17) . . ?
C21 C22 H22 118.1 . . ?
N3 C18 N1 118.05(15) . . ?
N3 C18 C19 121.07(16) . . ?
C19 C18 N1 120.88(16) . . ?
N2 C13 N1 118.37(16) . . ?
N2 C13 C14 121.29(17) . . ?
C14 C13 N1 120.34(16) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 C7 122.85(18) . . ?
C9 C8 H8 118.6 . . ?
C6 C1 Zn1 121.81(15) . . ?
C2 C1 Zn1 122.65(14) . . ?
C2 C1 C6 115.39(18) . . ?
C7 C12 H12 118.7 . . ?
C11 C12 C7 122.70(19) . . ?
C11 C12 H12 118.6 . . ?
N1 C23 H23A 109.5 . . ?
N1 C23 H23B 109.5 . . ?
N1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C21 H21 121.4 . . ?
C22 C21 C20 117.26(17) . . ?
C20 C21 H21 121.4 . . ?
C18 C19 H19 120.5 . . ?
C20 C19 C18 118.99(17) . . ?
C20 C19 H19 120.5 . . ?
C1 C6 H6 118.9 . . ?
C5 C6 C1 122.3(2) . . ?
C5 C6 H6 118.9 . . ?
N2 C17 H17 118.2 . . ?
N2 C17 C16 123.59(19) . . ?
C16 C17 H17 118.2 . . ?
C1 C2 H2 118.6 . . ?
C3 C2 C1 122.80(19) . . ?
C3 C2 H2 118.6 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.86(19) . . ?
C10 C9 H9 120.1 . . ?
C21 C20 H20 119.9 . . ?
C19 C20 C21 120.22(17) . . ?
C19 C20 H20 119.9 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 118.94(18) . . ?
C15 C14 H14 120.5 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 C12 120.1(2) . . ?
C10 C11 H11 120.0 . . ?
C9 C10 C11 119.30(19) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C17 C16 H16 121.2 . . ?
C17 C16 C15 117.55(19) . . ?
C15 C16 H16 121.2 . . ?
C14 C15 C16 119.95(19) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 119.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
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
Zn1 N2 2.1032(15) . ?
Zn1 N3 2.1309(15) . ?
Zn1 C7 1.9988(18) . ?
Zn1 C1 1.9964(19) . ?
N2 C13 1.340(2) . ?
N2 C17 1.343(2) . ?
N3 C22 1.349(2) . ?
N3 C18 1.343(2) . ?
N1 C18 1.407(2) . ?
N1 C13 1.412(2) . ?
N1 C23 1.469(2) . ?
C7 C8 1.402(3) . ?
C7 C12 1.405(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.372(3) . ?
C18 C19 1.401(2) . ?
C13 C14 1.397(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.393(3) . ?
C1 C6 1.403(3) . ?
C1 C2 1.401(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.390(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C20 1.391(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.400(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.372(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.396(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.384(3) . ?
C20 H20 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.376(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.383(3) . ?
C10 H10 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.387(3) . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.381(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.375(4) . ?
C4 H4 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
Zn1 N2 C13 N1 0.0(2) . . . . ?
Zn1 N2 C13 C14 -179.28(14) . . . . ?
Zn1 N2 C17 C16 178.6(2) . . . . ?
Zn1 N3 C22 C21 -162.67(15) . . . . ?
Zn1 N3 C18 N1 -19.2(2) . . . . ?
Zn1 N3 C18 C19 161.14(14) . . . . ?
Zn1 C7 C8 C9 -177.04(14) . . . . ?
Zn1 C7 C12 C11 176.24(15) . . . . ?
Zn1 C1 C6 C5 175.51(15) . . . . ?
Zn1 C1 C2 C3 -176.82(15) . . . . ?
N2 C13 C14 C15 0.0(3) . . . . ?
N2 C17 C16 C15 1.2(4) . . . . ?
N3 C22 C21 C20 -0.5(3) . . . . ?
N3 C18 C19 C20 2.2(3) . . . . ?
N1 C18 C19 C20 -177.54(17) . . . . ?
N1 C13 C14 C15 -179.2(2) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
C7 C12 C11 C10 0.7(3) . . . . ?
C22 N3 C18 N1 175.31(16) . . . . ?
C22 N3 C18 C19 -4.4(3) . . . . ?
C22 C21 C20 C19 -1.9(3) . . . . ?
C18 N3 C22 C21 3.6(3) . . . . ?
C18 N1 C13 N2 49.9(2) . . . . ?
C18 N1 C13 C14 -130.80(19) . . . . ?
C18 C19 C20 C21 1.1(3) . . . . ?
C13 N2 C17 C16 -2.1(3) . . . . ?
C13 N1 C18 N3 -38.7(2) . . . . ?
C13 N1 C18 C19 140.99(18) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C8 C7 C12 C11 -0.7(3) . . . . ?
C8 C9 C10 C11 -0.8(3) . . . . ?
C1 C6 C5 C4 0.8(3) . . . . ?
C1 C2 C3 C4 1.9(3) . . . . ?
C12 C7 C8 C9 0.0(3) . . . . ?
C12 C11 C10 C9 0.1(3) . . . . ?
C23 N1 C18 N3 166.72(16) . . . . ?
C23 N1 C18 C19 -13.6(3) . . . . ?
C23 N1 C13 N2 -155.32(17) . . . . ?
C23 N1 C13 C14 24.0(3) . . . . ?
C6 C1 C2 C3 -1.2(3) . . . . ?
C6 C5 C4 C3 -0.2(3) . . . . ?
C17 N2 C13 N1 -179.28(18) . . . . ?
C17 N2 C13 C14 1.4(3) . . . . ?
C17 C16 C15 C14 0.4(4) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
