#------------------------------------------------------------------------------
#$Date: 2024-04-05 03:12:40 +0300 (Fri, 05 Apr 2024) $
#$Revision: 291054 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/98/7159813.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_7159813
loop_
_publ_author_name
'Lu, Qing'
'He, Yanmin'
'Chang, Junbiao'
'Yu, Wenquan'
_publ_section_title
;
 Synthesis of 2,2-difunctionalized 2H-azirines via
 I₂-mediated annulation of enamines.
;
_journal_issue                   11
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2292
_journal_page_last               2299
_journal_paper_doi               10.1039/d4ob00156g
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C17 H14 N4 O2'
_chemical_formula_sum            'C17 H14 N4 O2'
_chemical_formula_weight         306.32
_chemical_melting_point          381.5(5)
_chemical_name_systematic
'Ethyl 2-(1H-benzo[d][1,2,3]triazol-1-yl)-3-phenyl-2H-azirine-2-carboxylate'
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-10-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-01-08 deposited with the CCDC.	2024-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                113.649(8)
_cell_angle_beta                 108.152(6)
_cell_angle_gamma                94.284(6)
_cell_formula_units_Z            2
_cell_length_a                   9.5735(6)
_cell_length_b                   9.5741(7)
_cell_length_c                   10.0303(8)
_cell_measurement_reflns_used    1354
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.0950
_cell_measurement_theta_min      4.9890
_cell_volume                     778.90(12)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00 -32.00   1.00    1.00    --  -33.50 178.00-150.00   76
  2  ω    -52.00  35.00   1.00    1.00    --  -33.50  57.00-150.00   87
  3  ω   -102.00 -15.00   1.00    1.00    --  -33.50 -57.00  60.00   87
  4  ω     14.00 107.00   1.00    1.00    --   36.62  37.00  90.00   93
  5  ω     57.00 111.00   1.00    1.00    --   36.62 178.00 -30.00   54
  6  ω     57.00 111.00   1.00    1.00    --   36.62 178.00  30.00   54
  7  ω     -4.00  77.00   1.00    1.00    --   36.62 -99.00-150.00   81
  8  ω     -1.00 109.00   1.00    1.00    --   36.62  19.00  90.00  110
  9  ω     -4.00  45.00   1.00    1.00    --   36.62 -99.00   0.00   49
 10  ω     81.00 110.00   1.00    1.00    --   36.62 178.00  60.00   29
 11  ω     49.00  74.00   1.00    1.00    --   36.62 -99.00   0.00   25
 12  ω     17.00 104.00   1.00    1.00    --   36.62  37.00-180.00   87
 13  ω     42.00  71.00   1.00    1.00    --   36.62 -99.00 120.00   29
 14  ω     46.00 108.00   1.00    3.00    --  108.00-111.00 -60.00   62
 15  ω     93.00 120.00   1.00    3.00    --  108.00 -30.00   0.00   27
 16  ω     69.00 108.00   1.00    3.00    --  108.00 -94.00 120.00   39
 17  ω     67.00 137.00   1.00    3.00    --  108.00 178.00  90.00   70
 18  ω    101.00 163.00   1.00    3.00    --  108.00 111.00  90.00   62
 19  ω     41.00 119.00   1.00    3.00    --  108.00 -45.00 150.00   78
 20  ω     85.00 137.00   1.00    3.00    --  108.00  77.00 -90.00   52
 21  ω     37.00 106.00   1.00    3.00    --  108.00-111.00  60.00   69
 22  ω    107.00 135.00   1.00    3.00    --  108.00 178.00-150.00   28
 23  ω     42.00 128.00   1.00    3.00    --  108.00 -61.00  60.00   86
 24  ω     96.00 126.00   1.00    3.00    --  108.00 -61.00 -60.00   30
 25  ω     38.00  74.00   1.00    3.00    --  108.00 -30.00   0.00   36
 26  ω     77.00 177.00   1.00    3.00    --  108.00  15.00-120.00  100
 27  ω     72.00 109.00   1.00    3.00    --  108.00 -94.00-180.00   37
 28  ω     75.00 103.00   1.00    3.00    --  108.00 178.00-150.00   28
 29  ω     89.00 176.00   1.00    3.00    --  108.00  61.00 150.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0334895000
_diffrn_orient_matrix_UB_12      -0.1045975000
_diffrn_orient_matrix_UB_13      0.0748046000
_diffrn_orient_matrix_UB_21      0.0304300000
_diffrn_orient_matrix_UB_22      0.1469984000
_diffrn_orient_matrix_UB_23      0.1544148000
_diffrn_orient_matrix_UB_31      -0.1679994000
_diffrn_orient_matrix_UB_32      0.0046050000
_diffrn_orient_matrix_UB_33      -0.0569354000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5569
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.023
_diffrn_reflns_theta_max         67.023
_diffrn_reflns_theta_min         4.995
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96988
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/hexane'
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0493
_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)+(0.0769P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1504
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1912
_reflns_number_total             2761
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00156g2.cif
_cod_data_source_block           202209181
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '381-382' was changed to
'381.5(5)' -- the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7159813.cif.
;
_cod_original_cell_volume        778.90(11)
_cod_database_code               7159813
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C30H3O3N2
_chemical_oxdiff_usercomment     r
_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   0.931
_shelx_estimated_absorpt_t_min   0.886
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_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 1.174
_oxdiff_exptl_absorpt_empirical_full_min 0.914
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
O1 O 0.3322(2) -0.0800(2) -0.1422(2) 0.0736(6) Uani 1 1 d . . . . .
O2 O 0.29551(18) 0.11796(19) 0.05101(19) 0.0536(4) Uani 1 1 d . . . . .
N1 N 0.19390(19) -0.0682(2) 0.1583(2) 0.0482(5) Uani 1 1 d . . . . .
N2 N 0.0519(2) -0.1207(3) 0.1489(2) 0.0579(5) Uani 1 1 d . . . . .
N3 N 0.0493(2) -0.0591(3) 0.2894(2) 0.0605(6) Uani 1 1 d . . . . .
N4 N 0.2906(2) -0.2858(3) -0.0038(3) 0.0610(6) Uani 1 1 d . . . . .
C1 C 0.4348(2) 0.1111(3) 0.3848(3) 0.0506(5) Uani 1 1 d . . . . .
H1 H 0.4970 0.1079 0.3289 0.061 Uiso 1 1 calc R . . . .
C2 C 0.4854(3) 0.1972(3) 0.5444(3) 0.0569(6) Uani 1 1 d . . . . .
H2 H 0.5847 0.2553 0.5983 0.068 Uiso 1 1 calc R . . . .
C3 C 0.3925(3) 0.2008(3) 0.6298(3) 0.0616(7) Uani 1 1 d . . . . .
H3 H 0.4325 0.2596 0.7383 0.074 Uiso 1 1 calc R . . . .
C4 C 0.2449(3) 0.1200(3) 0.5572(3) 0.0572(6) Uani 1 1 d . . . . .
H4 H 0.1835 0.1224 0.6137 0.069 Uiso 1 1 calc R . . . .
C5 C 0.1907(2) 0.0336(3) 0.3937(3) 0.0485(5) Uani 1 1 d . . . . .
C6 C 0.2842(2) 0.0286(2) 0.3112(2) 0.0442(5) Uani 1 1 d . . . . .
C7 C -0.0917(3) -0.3455(3) -0.2846(3) 0.0617(7) Uani 1 1 d . . . . .
H7 H -0.0928 -0.2409 -0.2311 0.074 Uiso 1 1 calc R . . . .
C8 C -0.2099(3) -0.4433(4) -0.4219(3) 0.0726(8) Uani 1 1 d . . . . .
H8 H -0.2910 -0.4048 -0.4615 0.087 Uiso 1 1 calc R . . . .
C9 C -0.2082(3) -0.5978(4) -0.5006(3) 0.0723(8) Uani 1 1 d . . . . .
H9 H -0.2873 -0.6629 -0.5947 0.087 Uiso 1 1 calc R . . . .
C10 C -0.0918(4) -0.6565(3) -0.4423(4) 0.0779(9) Uani 1 1 d . . . . .
H10 H -0.0928 -0.7618 -0.4953 0.093 Uiso 1 1 calc R . . . .
C11 C 0.0272(3) -0.5603(3) -0.3050(4) 0.0713(8) Uani 1 1 d . . . . .
H11 H 0.1066 -0.6005 -0.2649 0.086 Uiso 1 1 calc R . . . .
C12 C 0.0287(3) -0.4031(3) -0.2264(3) 0.0505(6) Uani 1 1 d . . . . .
C13 C 0.1590(3) -0.2980(3) -0.0903(3) 0.0508(6) Uani 1 1 d . . . . .
C14 C 0.2300(2) -0.1357(3) 0.0218(3) 0.0485(5) Uani 1 1 d . . . . .
C15 C 0.2927(2) -0.0303(3) -0.0329(3) 0.0495(6) Uani 1 1 d . . . . .
C16 C 0.3426(3) 0.2266(3) -0.0044(3) 0.0668(7) Uani 1 1 d . . . . .
H16A H 0.4349 0.2093 -0.0227 0.080 Uiso 1 1 calc R . . . .
H16B H 0.2651 0.2089 -0.1026 0.080 Uiso 1 1 calc R . . . .
C17 C 0.3670(7) 0.3840(4) 0.1112(6) 0.139(2) Uani 1 1 d . . . . .
H17A H 0.3970 0.4557 0.0749 0.208 Uiso 1 1 calc GR . . . .
H17B H 0.4451 0.4015 0.2075 0.208 Uiso 1 1 calc GR . . . .
H17C H 0.2753 0.4005 0.1289 0.208 Uiso 1 1 calc GR . . . .
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'
O O 0.0492 0.0322 '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
C15 O2 C16 115.15(19) . . ?
N2 N1 C14 118.61(18) . . ?
C6 N1 N2 109.91(18) . . ?
C6 N1 C14 130.74(18) . . ?
N3 N2 N1 108.45(18) . . ?
N2 N3 C5 108.53(18) . . ?
C13 N4 C14 61.38(16) . . ?
C2 C1 H1 122.1 . . ?
C2 C1 C6 115.8(2) . . ?
C6 C1 H1 122.1 . . ?
C1 C2 H2 118.8 . . ?
C1 C2 C3 122.4(2) . . ?
C3 C2 H2 118.8 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.7(2) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 121.7 . . ?
C3 C4 C5 116.7(2) . . ?
C5 C4 H4 121.7 . . ?
N3 C5 C4 130.0(2) . . ?
N3 C5 C6 108.9(2) . . ?
C6 C5 C4 121.1(2) . . ?
N1 C6 C1 133.4(2) . . ?
N1 C6 C5 104.24(18) . . ?
C5 C6 C1 122.4(2) . . ?
C8 C7 H7 120.1 . . ?
C8 C7 C12 119.8(3) . . ?
C12 C7 H7 120.1 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.1(3) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.9(3) . . ?
C12 C11 H11 120.1 . . ?
C7 C12 C11 119.6(2) . . ?
C7 C12 C13 119.9(2) . . ?
C11 C12 C13 120.4(2) . . ?
N4 C13 C12 145.0(2) . . ?
N4 C13 C14 69.31(17) . . ?
C12 C13 C14 145.2(2) . . ?
N1 C14 N4 115.9(2) . . ?
N1 C14 C13 119.0(2) . . ?
N1 C14 C15 119.1(2) . . ?
C13 C14 N4 49.31(14) . . ?
C13 C14 C15 118.4(2) . . ?
C15 C14 N4 115.78(18) . . ?
O1 C15 O2 126.1(2) . . ?
O1 C15 C14 121.9(2) . . ?
O2 C15 C14 111.97(19) . . ?
O2 C16 H16A 109.8 . . ?
O2 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
C17 C16 O2 109.2(3) . . ?
C17 C16 H16A 109.8 . . ?
C17 C16 H16B 109.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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
O1 C15 1.199(3) . ?
O2 C15 1.321(3) . ?
O2 C16 1.465(3) . ?
N1 N2 1.375(2) . ?
N1 C6 1.368(3) . ?
N1 C14 1.425(3) . ?
N2 N3 1.301(3) . ?
N3 C5 1.381(3) . ?
N4 C13 1.253(3) . ?
N4 C14 1.546(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.370(3) . ?
C1 C6 1.396(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.408(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.367(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.400(3) . ?
C5 C6 1.387(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.375(4) . ?
C7 C12 1.381(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.360(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.387(4) . ?
C12 C13 1.443(3) . ?
C13 C14 1.451(3) . ?
C14 C15 1.496(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.431(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
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 N2 N3 C5 -0.7(3) . . . . ?
N1 C14 C15 O1 176.1(2) . . . . ?
N1 C14 C15 O2 -5.0(3) . . . . ?
N2 N1 C6 C1 179.7(3) . . . . ?
N2 N1 C6 C5 -0.5(2) . . . . ?
N2 N1 C14 N4 -87.2(2) . . . . ?
N2 N1 C14 C13 -31.2(3) . . . . ?
N2 N1 C14 C15 127.3(2) . . . . ?
N2 N3 C5 C4 -178.0(2) . . . . ?
N2 N3 C5 C6 0.4(3) . . . . ?
N3 C5 C6 N1 0.1(3) . . . . ?
N3 C5 C6 C1 179.9(2) . . . . ?
N4 C13 C14 N1 -100.6(2) . . . . ?
N4 C13 C14 C15 100.8(2) . . . . ?
N4 C14 C15 O1 30.6(3) . . . . ?
N4 C14 C15 O2 -150.55(19) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C2 C1 C6 N1 -179.9(2) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 N3 179.6(3) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 N1 178.7(2) . . . . ?
C4 C5 C6 C1 -1.5(4) . . . . ?
C6 N1 N2 N3 0.8(3) . . . . ?
C6 N1 C14 N4 81.8(3) . . . . ?
C6 N1 C14 C13 137.8(2) . . . . ?
C6 N1 C14 C15 -63.7(3) . . . . ?
C6 C1 C2 C3 0.9(4) . . . . ?
C7 C8 C9 C10 1.4(5) . . . . ?
C7 C12 C13 N4 -172.8(3) . . . . ?
C7 C12 C13 C14 -5.0(5) . . . . ?
C8 C7 C12 C11 -1.7(4) . . . . ?
C8 C7 C12 C13 174.4(2) . . . . ?
C8 C9 C10 C11 -1.4(5) . . . . ?
C9 C10 C11 C12 -0.2(5) . . . . ?
C10 C11 C12 C7 1.8(4) . . . . ?
C10 C11 C12 C13 -174.3(3) . . . . ?
C11 C12 C13 N4 3.3(5) . . . . ?
C11 C12 C13 C14 171.1(3) . . . . ?
C12 C7 C8 C9 0.2(4) . . . . ?
C12 C13 C14 N1 86.9(4) . . . . ?
C12 C13 C14 N4 -172.5(4) . . . . ?
C12 C13 C14 C15 -71.7(4) . . . . ?
C13 N4 C14 N1 107.0(2) . . . . ?
C13 N4 C14 C15 -106.3(2) . . . . ?
C13 C14 C15 O1 -25.2(3) . . . . ?
C13 C14 C15 O2 153.6(2) . . . . ?
C14 N1 N2 N3 172.0(2) . . . . ?
C14 N1 C6 C1 9.9(4) . . . . ?
C14 N1 C6 C5 -170.3(2) . . . . ?
C14 N4 C13 C12 172.6(4) . . . . ?
C15 O2 C16 C17 -169.6(3) . . . . ?
C16 O2 C15 O1 4.2(4) . . . . ?
C16 O2 C15 C14 -174.7(2) . . . . ?
