#------------------------------------------------------------------------------
#$Date: 2021-05-05 11:28:32 +0300 (Wed, 05 May 2021) $
#$Revision: 264894 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/25/7242565.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_7242565
loop_
_publ_author_name
'Wu, Jiasheng'
'Zou, Jiacheng'
'Zhuge, Xiangxue'
'Jia, Zhitai'
'Lin, Na'
'Yuan, Chunxue'
_publ_section_title
;
 Design, synthesis, and characterization of pyridine-containing organic
 crystals with different substitution positions using solvothermal method
;
_journal_issue                   17
_journal_name_full               CrystEngComm
_journal_page_first              3152
_journal_page_last               3159
_journal_paper_doi               10.1039/D1CE00165E
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C28 H24 N4'
_chemical_formula_sum            'C28 H24 N4'
_chemical_formula_weight         416.51
_chemical_name_common            PHZMP
_chemical_name_systematic
2,8-bis((E)-2-(pyridin-3-yl)vinyl)-5,6,11,12-tetrahydrodibenzo[b,f][1,5]diazocine
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-19
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2019.10.31 svn.r3677 for OlexSys, GUI svn.r5972)
;
_audit_update_record
;
2020-07-13 deposited with the CCDC.	2021-03-29 downloaded from the CCDC.
;
_cell_angle_alpha                94.094(5)
_cell_angle_beta                 103.850(5)
_cell_angle_gamma                105.273(5)
_cell_formula_units_Z            2
_cell_length_a                   9.4388(6)
_cell_length_b                   9.4605(5)
_cell_length_c                   12.5876(8)
_cell_measurement_reflns_used    2766
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.8980
_cell_measurement_theta_min      2.2660
_cell_volume                     1041.89(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  55.00   1.00    4.00    --  -11.59  57.00 -30.00   93
  2  ω    -84.00  12.00   1.00    4.00    --  -11.59 -57.00-180.00   96
  3  ω    -13.00  78.00   1.00    4.00    --   11.74  77.00  90.00   91
  4  ω    -87.00 -62.00   1.00    5.00    --  -11.59 153.00 165.84   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0068290000
_diffrn_orient_matrix_UB_12      0.0329944000
_diffrn_orient_matrix_UB_13      0.0540839000
_diffrn_orient_matrix_UB_21      0.0772869000
_diffrn_orient_matrix_UB_22      0.0385528000
_diffrn_orient_matrix_UB_23      0.0051784000
_diffrn_orient_matrix_UB_31      -0.0227821000
_diffrn_orient_matrix_UB_32      0.0599379000
_diffrn_orient_matrix_UB_33      -0.0220728000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6929
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.255
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_recrystallization_method 'Solvothermal Method'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         3636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0625
_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)+(0.0928P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1599
_refine_ls_wR_factor_ref         0.1832
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2605
_reflns_number_total             3636
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00165e2.cif
_cod_data_source_block           tbmp
_cod_depositor_comments
'Adding full bibliography for 7242563--7242566.cif.'
_cod_original_cell_volume        1041.89(11)
_cod_database_code               7242565
_shelx_shelxl_version_number     2018/3
_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 98.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C18(H18), C5(H5), C2(H2A), C19(H19), C6(H6), C22(H22), C7(H7),
 C13(H13), C27(H27), C25(H25), C10(H10), C26(H26), C12(H12), C11(H11), C28(H28),
  C8(H8), C23(H23)
;
_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 15.290
_oxdiff_exptl_absorpt_empirical_full_min 0.444
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
N3 N 0.6637(2) 0.84054(18) 0.54470(14) 0.0231(5) Uani 1 1 d . . . . .
N2 N 0.4253(2) 0.58507(19) 0.57308(14) 0.0241(5) Uani 1 1 d . . . . .
N1 N 1.0325(2) 0.92465(18) 1.36858(14) 0.0264(5) Uani 1 1 d . . . . .
N4 N 0.1485(2) 0.76875(19) -0.28888(15) 0.0298(5) Uani 1 1 d . . . . .
C4 C 0.5043(2) 0.6360(2) 0.68248(17) 0.0208(5) Uani 1 1 d . . . . .
C20 C 0.3741(2) 0.7684(2) 0.21995(17) 0.0208(5) Uani 1 1 d . . . . .
C21 C 0.3199(2) 0.7174(2) 0.30856(17) 0.0219(5) Uani 1 1 d . . . . .
H21 H 0.216761 0.667677 0.294574 0.026 Uiso 1 1 calc R U . . .
C18 C 0.6236(2) 0.8643(2) 0.35028(17) 0.0216(5) Uani 1 1 d . . . . .
H18 H 0.726642 0.914079 0.363731 0.026 Uiso 1 1 calc R U . . .
C5 C 0.5027(2) 0.5365(2) 0.75987(17) 0.0229(5) Uani 1 1 d . . . . .
H5 H 0.447688 0.437523 0.736511 0.028 Uiso 1 1 calc R U . . .
C17 C 0.5668(2) 0.8142(2) 0.43863(16) 0.0206(5) Uani 1 1 d . . . . .
C2 C 0.6655(2) 0.8285(2) 0.83045(17) 0.0224(5) Uani 1 1 d . . . . .
H2A H 0.719588 0.927629 0.854379 0.027 Uiso 1 1 calc R U . . .
C19 C 0.5306(2) 0.8414(2) 0.24438(17) 0.0224(5) Uani 1 1 d . . . . .
H19 H 0.572315 0.875081 0.187793 0.027 Uiso 1 1 calc R U . . .
C1 C 0.6635(2) 0.7296(2) 0.90905(17) 0.0222(5) Uani 1 1 d . . . . .
C6 C 0.5806(2) 0.5819(2) 0.86966(17) 0.0240(5) Uani 1 1 d . . . . .
H6 H 0.577973 0.512635 0.918580 0.029 Uiso 1 1 calc R U . . .
C3 C 0.5908(2) 0.7851(2) 0.71950(17) 0.0206(5) Uani 1 1 d . . . . .
C14 C 0.6145(2) 0.8947(2) 0.63847(16) 0.0232(5) Uani 1 1 d . . . . .
H14A H 0.519764 0.918329 0.609912 0.028 Uiso 1 1 calc R U . . .
H14B H 0.690450 0.985429 0.677739 0.028 Uiso 1 1 calc R U . . .
C22 C 0.2685(2) 0.7416(2) 0.10962(17) 0.0235(5) Uani 1 1 d . . . . .
H22 H 0.165939 0.700596 0.105325 0.028 Uiso 1 1 calc R U . . .
C7 C 0.7539(2) 0.7798(2) 1.02380(17) 0.0255(5) Uani 1 1 d . . . . .
H7 H 0.790359 0.881553 1.046377 0.031 Uiso 1 1 calc R U . . .
C9 C 0.8755(2) 0.7375(2) 1.21453(18) 0.0242(5) Uani 1 1 d . . . . .
C15 C 0.3383(2) 0.6679(2) 0.50393(17) 0.0241(5) Uani 1 1 d . . . . .
H15A H 0.325568 0.746455 0.551334 0.029 Uiso 1 1 calc R U . . .
H15B H 0.237654 0.602034 0.467351 0.029 Uiso 1 1 calc R U . . .
C24 C 0.1908(2) 0.7433(2) -0.09393(17) 0.0228(5) Uani 1 1 d . . . . .
C16 C 0.4107(2) 0.7364(2) 0.41597(17) 0.0209(5) Uani 1 1 d . . . . .
C13 C 0.9588(2) 0.8835(2) 1.26183(17) 0.0264(5) Uani 1 1 d . . . . .
H13 H 0.962968 0.956190 1.215760 0.032 Uiso 1 1 calc R U . . .
C27 C -0.0628(2) 0.6657(2) -0.21641(17) 0.0268(5) Uani 1 1 d . . . . .
H27 H -0.167337 0.623490 -0.229627 0.032 Uiso 1 1 calc R U . . .
C25 C 0.2397(3) 0.7827(2) -0.18664(17) 0.0260(5) Uani 1 1 d . . . . .
H25 H 0.344054 0.821911 -0.176827 0.031 Uiso 1 1 calc R U . . .
C10 C 0.8757(2) 0.6313(2) 1.28588(18) 0.0257(5) Uani 1 1 d . . . . .
H10 H 0.825001 0.532207 1.258641 0.031 Uiso 1 1 calc R U . . .
C26 C 0.0330(2) 0.6821(2) -0.11192(18) 0.0279(5) Uani 1 1 d . . . . .
H26 H -0.006778 0.652786 -0.053516 0.034 Uiso 1 1 calc R U . . .
C12 C 1.0265(2) 0.8193(2) 1.43479(18) 0.0274(5) Uani 1 1 d . . . . .
H12 H 1.075704 0.846531 1.509756 0.033 Uiso 1 1 calc R U . . .
C11 C 0.9503(2) 0.6723(2) 1.39586(18) 0.0269(5) Uani 1 1 d . . . . .
H11 H 0.949532 0.601733 1.443692 0.032 Uiso 1 1 calc R U . . .
C28 C -0.0011(3) 0.7130(2) -0.30103(18) 0.0289(6) Uani 1 1 d . . . . .
H28 H -0.067224 0.705700 -0.370423 0.035 Uiso 1 1 calc R U . . .
C8 C 0.7889(2) 0.6936(2) 1.09904(18) 0.0279(5) Uani 1 1 d . . . . .
H8 H 0.753413 0.592233 1.074669 0.033 Uiso 1 1 calc R U . . .
C23 C 0.3015(2) 0.7691(2) 0.01414(17) 0.0247(5) Uani 1 1 d . . . . .
H23 H 0.403850 0.807884 0.016695 0.030 Uiso 1 1 calc R U . . .
H3 H 0.758(2) 0.890(2) 0.5517(16) 0.022(6) Uiso 1 1 d . . . . .
H2 H 0.386(2) 0.494(2) 0.5577(18) 0.027(6) Uiso 1 1 d . . . . .
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'
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
C17 N3 C14 119.46(18) . . ?
C17 N3 H3 115.8(13) . . ?
C14 N3 H3 108.8(14) . . ?
C4 N2 C15 123.12(18) . . ?
C4 N2 H2 115.5(14) . . ?
C15 N2 H2 112.9(15) . . ?
C13 N1 C12 117.72(17) . . ?
C28 N4 C25 116.39(18) . . ?
N2 C4 C5 119.50(17) . . ?
N2 C4 C3 122.33(17) . . ?
C5 C4 C3 118.16(18) . . ?
C21 C20 C19 116.16(18) . . ?
C21 C20 C22 119.57(18) . . ?
C19 C20 C22 124.26(18) . . ?
C20 C21 H21 118.0 . . ?
C16 C21 C20 124.01(19) . . ?
C16 C21 H21 118.0 . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C19 C18 C17 121.65(19) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.62(18) . . ?
C6 C5 H5 119.2 . . ?
N3 C17 C18 120.13(18) . . ?
N3 C17 C16 121.65(18) . . ?
C18 C17 C16 118.21(18) . . ?
C1 C2 H2A 118.4 . . ?
C3 C2 H2A 118.4 . . ?
C3 C2 C1 123.12(18) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 C20 121.41(19) . . ?
C18 C19 H19 119.3 . . ?
C2 C1 C7 120.60(18) . . ?
C6 C1 C2 116.58(19) . . ?
C6 C1 C7 122.67(18) . . ?
C5 C6 C1 121.36(18) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
C4 C3 C14 121.10(18) . . ?
C2 C3 C4 119.12(17) . . ?
C2 C3 C14 119.56(16) . . ?
N3 C14 C3 113.89(16) . . ?
N3 C14 H14A 108.8 . . ?
N3 C14 H14B 108.8 . . ?
C3 C14 H14A 108.8 . . ?
C3 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C20 C22 H22 116.0 . . ?
C23 C22 C20 127.9(2) . . ?
C23 C22 H22 116.0 . . ?
C1 C7 H7 116.9 . . ?
C8 C7 C1 126.1(2) . . ?
C8 C7 H7 116.9 . . ?
C13 C9 C8 124.21(18) . . ?
C10 C9 C13 116.0(2) . . ?
C10 C9 C8 119.73(18) . . ?
N2 C15 H15A 108.6 . . ?
N2 C15 H15B 108.6 . . ?
N2 C15 C16 114.75(17) . . ?
H15A C15 H15B 107.6 . . ?
C16 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
C25 C24 C26 115.94(19) . . ?
C25 C24 C23 120.02(19) . . ?
C26 C24 C23 124.03(19) . . ?
C21 C16 C17 118.51(18) . . ?
C21 C16 C15 118.60(17) . . ?
C17 C16 C15 122.86(17) . . ?
N1 C13 C9 124.19(18) . . ?
N1 C13 H13 117.9 . . ?
C9 C13 H13 117.9 . . ?
C26 C27 H27 120.6 . . ?
C26 C27 C28 118.9(2) . . ?
C28 C27 H27 120.6 . . ?
N4 C25 C24 125.3(2) . . ?
N4 C25 H25 117.4 . . ?
C24 C25 H25 117.4 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.31(19) . . ?
C11 C10 H10 119.8 . . ?
C24 C26 H26 120.1 . . ?
C27 C26 C24 119.79(19) . . ?
C27 C26 H26 120.1 . . ?
N1 C12 H12 118.8 . . ?
N1 C12 C11 122.5(2) . . ?
C11 C12 H12 118.8 . . ?
C10 C11 C12 119.20(18) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
N4 C28 C27 123.7(2) . . ?
N4 C28 H28 118.2 . . ?
C27 C28 H28 118.2 . . ?
C7 C8 C9 128.3(2) . . ?
C7 C8 H8 115.8 . . ?
C9 C8 H8 115.8 . . ?
C22 C23 C24 125.7(2) . . ?
C22 C23 H23 117.1 . . ?
C24 C23 H23 117.1 . . ?
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
N3 C17 1.389(2) . ?
N3 C14 1.474(3) . ?
N3 H3 0.87(2) . ?
N2 C4 1.382(2) . ?
N2 C15 1.463(2) . ?
N2 H2 0.83(2) . ?
N1 C13 1.333(3) . ?
N1 C12 1.343(3) . ?
N4 C25 1.342(3) . ?
N4 C28 1.337(3) . ?
C4 C5 1.402(3) . ?
C4 C3 1.411(3) . ?
C20 C21 1.399(3) . ?
C20 C19 1.403(3) . ?
C20 C22 1.463(3) . ?
C21 H21 0.9300 . ?
C21 C16 1.387(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.405(3) . ?
C18 C19 1.376(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.377(3) . ?
C17 C16 1.412(3) . ?
C2 H2A 0.9300 . ?
C2 C1 1.409(3) . ?
C2 C3 1.382(3) . ?
C19 H19 0.9300 . ?
C1 C6 1.397(3) . ?
C1 C7 1.462(3) . ?
C6 H6 0.9300 . ?
C3 C14 1.518(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C22 H22 0.9300 . ?
C22 C23 1.338(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.332(3) . ?
C9 C13 1.402(3) . ?
C9 C10 1.395(3) . ?
C9 C8 1.456(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.531(3) . ?
C24 C25 1.394(3) . ?
C24 C26 1.404(3) . ?
C24 C23 1.463(3) . ?
C13 H13 0.9300 . ?
C27 H27 0.9300 . ?
C27 C26 1.378(3) . ?
C27 C28 1.379(3) . ?
C25 H25 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.369(3) . ?
C26 H26 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.378(3) . ?
C11 H11 0.9300 . ?
C28 H28 0.9300 . ?
C8 H8 0.9300 . ?
C23 H23 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
N3 C17 C16 C21 178.40(17) . . . . ?
N3 C17 C16 C15 -3.6(3) . . . . ?
N2 C4 C5 C6 179.54(19) . . . . ?
N2 C4 C3 C2 179.23(19) . . . . ?
N2 C4 C3 C14 -6.2(3) . . . . ?
N2 C15 C16 C21 132.39(19) . . . . ?
N2 C15 C16 C17 -45.6(3) . . . . ?
N1 C12 C11 C10 -0.9(4) . . . . ?
C4 N2 C15 C16 107.6(2) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C4 C3 C14 N3 -48.6(3) . . . . ?
C20 C21 C16 C17 1.2(3) . . . . ?
C20 C21 C16 C15 -176.86(18) . . . . ?
C20 C22 C23 C24 -178.48(18) . . . . ?
C21 C20 C19 C18 -1.6(3) . . . . ?
C21 C20 C22 C23 -173.0(2) . . . . ?
C18 C17 C16 C21 -2.1(3) . . . . ?
C18 C17 C16 C15 175.90(17) . . . . ?
C5 C4 C3 C2 -2.4(3) . . . . ?
C5 C4 C3 C14 172.15(19) . . . . ?
C17 N3 C14 C3 113.65(19) . . . . ?
C17 C18 C19 C20 0.7(3) . . . . ?
C2 C1 C6 C5 -1.2(3) . . . . ?
C2 C1 C7 C8 -164.1(2) . . . . ?
C2 C3 C14 N3 125.9(2) . . . . ?
C19 C20 C21 C16 0.6(3) . . . . ?
C19 C20 C22 C23 6.0(3) . . . . ?
C19 C18 C17 N3 -179.31(17) . . . . ?
C19 C18 C17 C16 1.2(3) . . . . ?
C1 C2 C3 C4 2.0(3) . . . . ?
C1 C2 C3 C14 -172.7(2) . . . . ?
C1 C7 C8 C9 -178.6(2) . . . . ?
C6 C1 C7 C8 11.2(4) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C3 C2 C1 C6 -0.1(3) . . . . ?
C3 C2 C1 C7 175.42(19) . . . . ?
C14 N3 C17 C18 134.63(19) . . . . ?
C14 N3 C17 C16 -45.9(2) . . . . ?
C22 C20 C21 C16 179.66(17) . . . . ?
C22 C20 C19 C18 179.41(17) . . . . ?
C7 C1 C6 C5 -176.7(2) . . . . ?
C9 C10 C11 C12 -0.8(3) . . . . ?
C15 N2 C4 C5 140.1(2) . . . . ?
C15 N2 C4 C3 -41.6(3) . . . . ?
C13 N1 C12 C11 1.2(3) . . . . ?
C13 C9 C10 C11 2.0(3) . . . . ?
C13 C9 C8 C7 -10.8(4) . . . . ?
C25 N4 C28 C27 -2.5(3) . . . . ?
C25 C24 C26 C27 -0.5(3) . . . . ?
C25 C24 C23 C22 177.19(19) . . . . ?
C10 C9 C13 N1 -1.7(3) . . . . ?
C10 C9 C8 C7 167.7(2) . . . . ?
C26 C24 C25 N4 1.1(3) . . . . ?
C26 C24 C23 C22 -1.6(3) . . . . ?
C26 C27 C28 N4 3.0(3) . . . . ?
C12 N1 C13 C9 0.1(3) . . . . ?
C28 N4 C25 C24 0.4(3) . . . . ?
C28 C27 C26 C24 -1.3(3) . . . . ?
C8 C9 C13 N1 176.9(2) . . . . ?
C8 C9 C10 C11 -176.7(2) . . . . ?
C23 C24 C25 N4 -177.78(18) . . . . ?
C23 C24 C26 C27 178.26(18) . . . . ?
