#------------------------------------------------------------------------------
#$Date: 2025-07-06 16:13:47 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300467 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/45/7134577.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_7134577
loop_
_publ_author_name
'Nehe, Sagar'
'Yadav, Abhishek Kumar'
'Ghule, Vikas D.'
'Dharavath, Srinivas'
_publ_section_title
;
 Trinitromethyl- and nitramino-substituted triazolo-pyridazines: synthesis
 and energetic performance
;
_journal_issue                   50
_journal_name_full               'Chemical Communications'
_journal_page_first              9047
_journal_page_last               9050
_journal_paper_doi               10.1039/D5CC02368H
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C6 H2 Cl N7 O6'
_chemical_formula_sum            'C6 H2 Cl N7 O6'
_chemical_formula_weight         303.60
_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     iterative
_audit_creation_date             2025-05-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2025-05-14 deposited with the CCDC.	2025-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                104.376(3)
_cell_angle_beta                 97.790(2)
_cell_angle_gamma                102.786(2)
_cell_formula_units_Z            4
_cell_length_a                   9.1720(8)
_cell_length_b                   9.4996(9)
_cell_length_c                   13.2063(12)
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.30
_cell_volume                     1064.67(17)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22321
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.369
_diffrn_reflns_theta_min         2.554
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6331
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1596 before and 0.0636 after correction.
The Ratio of minimum to maximum transmission is 0.8490.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         5319
_refine_ls_number_restraints     174
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0368
_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)+(0.0162P)²+0.9963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0821
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4540
_reflns_number_total             5319
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc02368h2.cif
_cod_data_source_block           9octb_0m_a_ccdc_2441110
_cod_depositor_comments
'Adding full bibliography for 7134576--7134577.cif.'
_cod_database_code               7134577
_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.
;
_shelx_estimated_absorpt_t_max   0.957
_shelx_estimated_absorpt_t_min   0.878
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Shared sites
{N13, N13A}
3. Restrained distances
 N14-C12 \\sim N14A-C12 \\sim N12A-C12 \\sim N12-C12 \\sim N13A-C12 \\sim
N13-C12
 with sigma of 0.01
 O9-C12 \\sim O9A-C12 \\sim C12-O014 \\sim C12-O0 \\sim C12-O8 \\sim C12-O8A
\\sim O11-C12 \\sim O11A-C12
 \\sim O10-C12 \\sim O10A-C12 \\sim O12-C12 \\sim O12A-C12
 with sigma of 0.04
 O8A-N12A \\sim O8-N12 \\sim O9A-N12A \\sim O9-N12 \\sim O10A-N13A \\sim
O10-N13 \\sim O11-N13 \\sim O11A-
 N13A \\sim O0-N14A \\sim O12A-N14A \\sim O12-N14 \\sim O014-N14
 with sigma of 0.01
 O11-O10 \\sim O11A-O10A \\sim O12-O014 \\sim O12A-O0 \\sim O9-O8 \\sim O9A-O8A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(N12A) \\sim Ueq, Uanis(N12) \\sim Ueq: with sigma of 0.003 and sigma for
terminal atoms of 0.006
Uanis(N13) = Uanis(N13A)
Uanis(N12A) = Uanis(N12)
Uanis(O9A) = Uanis(O9)
Uanis(O11) = Uanis(O11A)
5. Others
 Sof(N14A)=Sof(O12A)=Sof(O0)=Sof(O8A)=Sof(N12A)=Sof(O9A)=Sof(N13A)=Sof(O10A)=
 Sof(O11A)=1-FVAR(1)
 Sof(O9)=Sof(O12)=Sof(N13)=Sof(O11)=Sof(N12)=Sof(O10)=Sof(N14)=Sof(O8)=
 Sof(O014)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C9(H9), C8(H8)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl1 Cl 0.30139(4) 0.79875(5) 0.42785(3) 0.01825(9) Uani 1 1 d . . . . .
Cl2 Cl 0.13735(5) 0.48626(6) 1.16777(4) 0.02953(11) Uani 1 1 d . . . . .
O1 O 0.77658(13) 0.93024(13) 0.67165(10) 0.0194(2) Uani 1 1 d . . . . .
O4 O 0.68125(14) 0.50127(13) 0.46808(10) 0.0215(3) Uani 1 1 d . . . . .
O6 O 0.97612(14) 0.54207(14) 0.60505(10) 0.0214(3) Uani 1 1 d . . . . .
O3 O 0.65553(14) 0.57274(15) 0.63352(10) 0.0235(3) Uani 1 1 d . . . . .
O5 O 1.11348(14) 0.76820(15) 0.62136(12) 0.0297(3) Uani 1 1 d . . . . .
O9 O 0.445(2) 0.7432(19) 0.7141(6) 0.0237(14) Uani 0.536(3) 1 d D . P A 1
N2 N 0.72113(14) 0.81474(15) 0.43807(10) 0.0130(3) Uani 1 1 d . . . . .
N1 N 0.58011(15) 0.78796(15) 0.46298(11) 0.0138(3) Uani 1 1 d . . . . .
N7 N 0.71368(15) 0.58556(15) 0.55788(11) 0.0156(3) Uani 1 1 d . . . . .
N9 N 0.22432(16) 0.73934(15) 0.99059(12) 0.0176(3) Uani 1 1 d . . . . .
N3 N 0.91091(16) 0.87550(16) 0.35631(12) 0.0186(3) Uani 1 1 d . . . . .
N5 N 0.99448(15) 0.67181(16) 0.60288(11) 0.0169(3) Uani 1 1 d . . . . .
N4 N 0.96177(16) 0.81972(16) 0.43668(12) 0.0182(3) Uani 1 1 d . . . . .
N6 N 0.84439(16) 0.83711(16) 0.68159(11) 0.0188(3) Uani 1 1 d . . . . .
N8 N 0.22768(16) 0.62672(15) 1.03681(11) 0.0159(3) Uani 1 1 d . . . . .
O2 O 0.9048(2) 0.82041(17) 0.76406(11) 0.0398(4) Uani 1 1 d . . . . .
O12 O 0.5478(12) 0.7567(7) 1.0581(5) 0.0284(13) Uani 0.536(3) 1 d D . P A 1
N13 N 0.35764(17) 0.53942(18) 0.81004(13) 0.0258(3) Uani 0.536(3) 1 d D . P A 1
O11 O 0.2206(5) 0.5115(6) 0.7843(5) 0.0293(9) Uani 0.536(3) 1 d D . P A 1
N11 N 0.27095(17) 0.89028(19) 0.89048(15) 0.0287(4) Uani 1 1 d . . . . .
N10 N 0.16411(17) 0.93137(17) 0.94572(15) 0.0281(4) Uani 1 1 d . . . . .
C1 C 0.48245(18) 0.82725(17) 0.40200(13) 0.0143(3) Uani 1 1 d . . . . .
C5 C 0.84802(17) 0.78490(18) 0.48503(13) 0.0146(3) Uani 1 1 d . . . . .
C4 C 0.76558(18) 0.87234(18) 0.35796(13) 0.0149(3) Uani 1 1 d . . . . .
N12 N 0.4855(4) 0.8051(4) 0.8091(3) 0.0169(7) Uani 0.536(3) 1 d D U P A 1
C2 C 0.51346(19) 0.89353(18) 0.31822(13) 0.0171(3) Uani 1 1 d . . . . .
H2 H 0.435421 0.921196 0.278812 0.020 Uiso 1 1 calc R U . . .
C3 C 0.65485(19) 0.91629(18) 0.29580(13) 0.0166(3) Uani 1 1 d . . . . .
H3 H 0.679014 0.959904 0.240725 0.020 Uiso 1 1 calc R U . . .
C7 C 0.13952(19) 0.62576(19) 1.10634(13) 0.0183(3) Uani 1 1 d . . . . .
C6 C 0.85074(17) 0.72363(18) 0.57758(13) 0.0148(3) Uani 1 1 d . . . . .
O10 O 0.4402(4) 0.4722(4) 0.7561(3) 0.0264(7) Uani 0.536(3) 1 d D . P A 1
C10 C 0.13664(19) 0.84002(18) 1.00632(15) 0.0214(4) Uani 1 1 d . . . . .
C9 C 0.0429(2) 0.8322(2) 1.08220(16) 0.0246(4) Uani 1 1 d . . . . .
H9 H -0.020217 0.898749 1.096514 0.030 Uiso 1 1 calc R U . . .
C8 C 0.0466(2) 0.7263(2) 1.13358(15) 0.0242(4) Uani 1 1 d . . . . .
H8 H -0.011698 0.718805 1.187140 0.029 Uiso 1 1 calc R U . . .
C11 C 0.30629(19) 0.7758(2) 0.91835(16) 0.0227(4) Uani 1 1 d . . . . .
C12 C 0.42250(19) 0.7041(2) 0.87942(13) 0.0231(4) Uani 1 1 d D . . . .
N14 N 0.5666(4) 0.7313(4) 0.9672(3) 0.0167(7) Uani 0.536(3) 1 d D . P A 1
O8 O 0.5718(3) 0.9309(3) 0.85191(18) 0.0212(6) Uani 0.536(3) 1 d D . P A 1
O014 O 0.6812(3) 0.7173(3) 0.9336(2) 0.0275(6) Uani 0.536(3) 1 d D . P A 1
N14A N 0.5219(5) 0.6791(5) 0.9740(3) 0.0209(9) Uani 0.464(3) 1 d D . P A 2
O12A O 0.5610(14) 0.7939(7) 1.0476(6) 0.0292(16) Uani 0.464(3) 1 d D . P A 2
O0 O 0.5563(4) 0.5623(4) 0.9701(3) 0.0391(9) Uani 0.464(3) 1 d D . P A 2
O8A O 0.6466(4) 0.8375(4) 0.8568(3) 0.0441(11) Uani 0.464(3) 1 d D . P A 2
N12A N 0.5168(4) 0.7736(5) 0.8104(4) 0.0169(7) Uani 0.464(3) 1 d D U P A 2
O9A O 0.448(3) 0.767(2) 0.7236(7) 0.0237(14) Uani 0.464(3) 1 d D . P A 2
N13A N 0.35764(17) 0.53942(18) 0.81004(13) 0.0258(3) Uani 0.464(3) 1 d D . P A 2
O10A O 0.4534(5) 0.4757(5) 0.8055(3) 0.0293(9) Uani 0.464(3) 1 d D . P A 2
O11A O 0.2238(6) 0.4696(7) 0.7994(7) 0.0293(9) Uani 0.464(3) 1 d D . P A 2
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'
Cl Cl 0.1484 0.1585 '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'
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
N1 N2 C4 127.87(13) . . ?
C5 N2 N1 127.31(13) . . ?
C5 N2 C4 104.79(13) . . ?
C1 N1 N2 112.30(13) . . ?
O4 N7 O3 128.48(15) . . ?
O4 N7 C6 114.47(13) . . ?
O3 N7 C6 117.01(14) . . ?
N8 N9 C10 127.61(14) . . ?
C11 N9 N8 127.32(14) . . ?
C11 N9 C10 105.08(14) . . ?
C4 N3 N4 107.06(13) . . ?
O6 N5 C6 117.00(13) . . ?
O5 N5 O6 127.97(14) . . ?
O5 N5 C6 114.99(13) . . ?
C5 N4 N3 108.01(13) . . ?
O1 N6 O2 127.73(15) . . ?
O1 N6 C6 116.04(13) . . ?
O2 N6 C6 116.21(13) . . ?
C7 N8 N9 111.92(14) . . ?
O11 N13 O10 124.0(4) . . ?
O11 N13 C12 109.8(3) . . ?
O10 N13 C12 120.5(2) . . ?
C11 N11 N10 108.05(15) . . ?
C10 N10 N11 107.22(14) . . ?
N1 C1 Cl1 115.72(12) . . ?
N1 C1 C2 126.08(14) . . ?
C2 C1 Cl1 118.18(12) . . ?
N2 C5 C6 122.57(13) . . ?
N4 C5 N2 110.25(14) . . ?
N4 C5 C6 127.18(14) . . ?
N2 C4 C3 117.12(14) . . ?
N3 C4 N2 109.89(14) . . ?
N3 C4 C3 132.99(15) . . ?
O9 N12 C12 113.4(10) . . ?
O9 N12 O8 126.8(10) . . ?
O8 N12 C12 119.8(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.36(15) . . ?
C3 C2 H2 120.3 . . ?
C4 C3 H3 121.4 . . ?
C2 C3 C4 117.21(14) . . ?
C2 C3 H3 121.4 . . ?
N8 C7 Cl2 114.62(13) . . ?
N8 C7 C8 126.52(16) . . ?
C8 C7 Cl2 118.86(13) . . ?
N5 C6 N7 106.55(12) . . ?
N5 C6 N6 105.62(12) . . ?
N6 C6 N7 106.30(12) . . ?
C5 C6 N7 111.31(13) . . ?
C5 C6 N5 112.86(13) . . ?
C5 C6 N6 113.67(13) . . ?
N9 C10 C9 117.53(16) . . ?
N10 C10 N9 109.63(16) . . ?
N10 C10 C9 132.80(16) . . ?
C10 C9 H9 121.4 . . ?
C8 C9 C10 117.23(16) . . ?
C8 C9 H9 121.4 . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 119.10(17) . . ?
C9 C8 H8 120.5 . . ?
N9 C11 C12 125.59(15) . . ?
N11 C11 N9 110.02(15) . . ?
N11 C11 C12 124.34(16) . . ?
N13 C12 N12 109.67(18) . . ?
N13 C12 N14 114.43(19) . . ?
C11 C12 N13 113.96(14) . . ?
C11 C12 N12 101.01(17) . . ?
C11 C12 N14 113.84(18) . . ?
C11 C12 N14A 109.3(2) . . ?
C11 C12 N12A 117.9(2) . . ?
C11 C12 N13A 113.96(14) . . ?
N14 C12 N12 102.2(2) . . ?
N12A C12 N14A 112.4(3) . . ?
N12A C12 N13A 102.3(2) . . ?
N13A C12 N14A 99.33(19) . . ?
O12 N14 C12 116.1(6) . . ?
O12 N14 O014 128.9(6) . . ?
O014 N14 C12 114.9(3) . . ?
O12A N14A C12 109.3(6) . . ?
O0 N14A C12 123.2(3) . . ?
O0 N14A O12A 127.5(6) . . ?
N14A O0 O0 115.5(4) . 2_667 ?
O8A N12A C12 112.4(4) . . ?
O8A N12A O9A 131.4(14) . . ?
O9A N12A C12 115.9(13) . . ?
O10A N13A C12 111.0(2) . . ?
O10A N13A O11A 120.3(4) . . ?
O11A N13A C12 122.4(4) . . ?
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
Cl1 C1 1.7171(16) . ?
Cl2 C7 1.7149(17) . ?
O1 N6 1.2107(18) . ?
O4 N7 1.2098(18) . ?
O6 N5 1.2146(18) . ?
O3 N7 1.2138(18) . ?
O5 N5 1.2099(18) . ?
O9 N12 1.211(7) . ?
N2 N1 1.3628(17) . ?
N2 C5 1.363(2) . ?
N2 C4 1.3749(19) . ?
N1 C1 1.301(2) . ?
N7 C6 1.543(2) . ?
N9 N8 1.3608(18) . ?
N9 C10 1.375(2) . ?
N9 C11 1.356(2) . ?
N3 N4 1.371(2) . ?
N3 C4 1.330(2) . ?
N5 C6 1.530(2) . ?
N4 C5 1.319(2) . ?
N6 O2 1.2164(19) . ?
N6 C6 1.538(2) . ?
N8 C7 1.304(2) . ?
O12 N14 1.208(5) . ?
N13 O11 1.207(4) . ?
N13 O10 1.274(3) . ?
N13 C12 1.539(2) . ?
N11 N10 1.366(2) . ?
N11 C11 1.321(2) . ?
N10 C10 1.327(2) . ?
C1 C2 1.433(2) . ?
C5 C6 1.478(2) . ?
C4 C3 1.418(2) . ?
N12 C12 1.568(4) . ?
N12 O8 1.225(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.352(2) . ?
C3 H3 0.9500 . ?
C7 C8 1.429(2) . ?
C10 C9 1.411(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.350(3) . ?
C8 H8 0.9500 . ?
C11 C12 1.470(2) . ?
C12 N14 1.563(3) . ?
C12 N14A 1.543(4) . ?
C12 N12A 1.509(5) . ?
C12 N13A 1.539(2) . ?
N14 O014 1.216(4) . ?
N14A O12A 1.213(6) . ?
N14A O0 1.210(4) . ?
O0 O0 1.799(7) 2_667 ?
O8A N12A 1.208(5) . ?
N12A O9A 1.209(7) . ?
N13A O10A 1.172(4) . ?
N13A O11A 1.230(5) . ?
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
Cl1 C1 C2 C3 -179.58(13) . . . . ?
Cl2 C7 C8 C9 -177.19(14) . . . . ?
O1 N6 C6 N7 -92.80(16) . . . . ?
O1 N6 C6 N5 154.26(13) . . . . ?
O1 N6 C6 C5 30.00(19) . . . . ?
O4 N7 C6 N5 -83.88(15) . . . . ?
O4 N7 C6 N6 163.82(12) . . . . ?
O4 N7 C6 C5 39.55(18) . . . . ?
O6 N5 C6 N7 -1.47(18) . . . . ?
O6 N5 C6 N6 111.30(15) . . . . ?
O6 N5 C6 C5 -123.93(15) . . . . ?
O3 N7 C6 N5 94.12(15) . . . . ?
O3 N7 C6 N6 -18.19(17) . . . . ?
O3 N7 C6 C5 -142.46(14) . . . . ?
O5 N5 C6 N7 -179.46(14) . . . . ?
O5 N5 C6 N6 -66.69(17) . . . . ?
O5 N5 C6 C5 58.08(19) . . . . ?
O9 N12 C12 N13 13.9(11) . . . . ?
O9 N12 C12 C11 -106.7(11) . . . . ?
O9 N12 C12 N14 135.7(11) . . . . ?
N2 N1 C1 Cl1 -179.64(11) . . . . ?
N2 N1 C1 C2 -0.9(2) . . . . ?
N2 C5 C6 N7 49.4(2) . . . . ?
N2 C5 C6 N5 169.13(14) . . . . ?
N2 C5 C6 N6 -70.61(19) . . . . ?
N2 C4 C3 C2 -2.0(2) . . . . ?
N1 N2 C5 N4 177.14(14) . . . . ?
N1 N2 C5 C6 -3.4(2) . . . . ?
N1 N2 C4 N3 -177.27(14) . . . . ?
N1 N2 C4 C3 3.1(2) . . . . ?
N1 C1 C2 C3 1.7(3) . . . . ?
N9 N8 C7 Cl2 179.82(11) . . . . ?
N9 N8 C7 C8 0.6(2) . . . . ?
N9 C10 C9 C8 0.0(3) . . . . ?
N9 C11 C12 N13 68.1(2) . . . . ?
N9 C11 C12 N12 -174.4(2) . . . . ?
N9 C11 C12 N14 -65.6(3) . . . . ?
N9 C11 C12 N14A -42.0(3) . . . . ?
N9 C11 C12 N12A -171.9(3) . . . . ?
N9 C11 C12 N13A 68.1(2) . . . . ?
N3 N4 C5 N2 0.60(19) . . . . ?
N3 N4 C5 C6 -178.79(15) . . . . ?
N3 C4 C3 C2 178.48(18) . . . . ?
N4 N3 C4 N2 -0.22(18) . . . . ?
N4 N3 C4 C3 179.28(17) . . . . ?
N4 C5 C6 N7 -131.29(17) . . . . ?
N4 C5 C6 N5 -11.5(2) . . . . ?
N4 C5 C6 N6 108.72(18) . . . . ?
N8 N9 C10 N10 -179.13(16) . . . . ?
N8 N9 C10 C9 2.9(3) . . . . ?
N8 N9 C11 N11 179.09(16) . . . . ?
N8 N9 C11 C12 -3.3(3) . . . . ?
N8 C7 C8 C9 2.0(3) . . . . ?
O2 N6 C6 N7 85.50(17) . . . . ?
O2 N6 C6 N5 -27.44(19) . . . . ?
O2 N6 C6 C5 -151.70(16) . . . . ?
N13 C12 N14 O12 -107.9(5) . . . . ?
N13 C12 N14 O014 69.0(4) . . . . ?
O11 N13 C12 N12 -98.9(3) . . . . ?
O11 N13 C12 C11 13.5(3) . . . . ?
O11 N13 C12 N14 146.9(3) . . . . ?
N11 N10 C10 N9 -0.3(2) . . . . ?
N11 N10 C10 C9 177.2(2) . . . . ?
N11 C11 C12 N13 -114.6(2) . . . . ?
N11 C11 C12 N12 2.8(3) . . . . ?
N11 C11 C12 N14 111.6(2) . . . . ?
N11 C11 C12 N14A 135.3(3) . . . . ?
N11 C11 C12 N12A 5.3(3) . . . . ?
N11 C11 C12 N13A -114.6(2) . . . . ?
N10 N11 C11 N9 0.4(2) . . . . ?
N10 N11 C11 C12 -177.23(18) . . . . ?
N10 C10 C9 C8 -177.3(2) . . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
C5 N2 N1 C1 -179.00(15) . . . . ?
C5 N2 C4 N3 0.57(18) . . . . ?
C5 N2 C4 C3 -179.03(14) . . . . ?
C4 N2 N1 C1 -1.6(2) . . . . ?
C4 N2 C5 N4 -0.72(18) . . . . ?
C4 N2 C5 C6 178.71(15) . . . . ?
C4 N3 N4 C5 -0.23(18) . . . . ?
N12 C12 N14 O12 133.6(5) . . . . ?
N12 C12 N14 O014 -49.5(4) . . . . ?
O10 N13 C12 N12 55.4(3) . . . . ?
O10 N13 C12 C11 167.8(2) . . . . ?
O10 N13 C12 N14 -58.8(3) . . . . ?
C10 N9 N8 C7 -3.2(2) . . . . ?
C10 N9 C11 N11 -0.5(2) . . . . ?
C10 N9 C11 C12 177.05(18) . . . . ?
C10 C9 C8 C7 -2.2(3) . . . . ?
C11 N9 N8 C7 177.32(17) . . . . ?
C11 N9 C10 N10 0.5(2) . . . . ?
C11 N9 C10 C9 -177.45(16) . . . . ?
C11 N11 N10 C10 -0.1(2) . . . . ?
C11 C12 N14 O12 25.6(5) . . . . ?
C11 C12 N14 O014 -157.5(3) . . . . ?
C11 C12 N14A O12A -47.6(6) . . . . ?
C11 C12 N14A O0 134.6(4) . . . . ?
C11 C12 N12A O8A 107.5(4) . . . . ?
C11 C12 N12A O9A -66.6(11) . . . . ?
C11 C12 N13A O10A -160.6(3) . . . . ?
C11 C12 N13A O11A -8.4(4) . . . . ?
C12 N14A O0 O0 -99.6(5) . . . 2_667 ?
O8 N12 C12 N13 -163.5(3) . . . . ?
O8 N12 C12 C11 75.9(3) . . . . ?
O8 N12 C12 N14 -41.7(4) . . . . ?
N14A C12 N12A O8A -21.0(5) . . . . ?
N14A C12 N12A O9A 164.9(11) . . . . ?
N14A C12 N13A O10A -44.6(3) . . . . ?
N14A C12 N13A O11A 107.6(4) . . . . ?
O12A N14A O0 O0 83.0(9) . . . 2_667 ?
N12A C12 N14A O12A 85.3(6) . . . . ?
N12A C12 N14A O0 -92.6(5) . . . . ?
N12A C12 N13A O10A 71.0(3) . . . . ?
N12A C12 N13A O11A -136.8(4) . . . . ?
N13A C12 N14A O12A -167.2(6) . . . . ?
N13A C12 N14A O0 15.0(5) . . . . ?
N13A C12 N12A O8A -126.6(4) . . . . ?
N13A C12 N12A O9A 59.2(11) . . . . ?
