#------------------------------------------------------------------------------
#$Date: 2024-12-06 22:58:05 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296721 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/23/1572392.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_1572392
loop_
_publ_author_name
'Li, Chengchuang'
'Zhu, Teng'
'Tang, Jie'
'Lei, Caijin'
'Yu, Guoyang'
'Yang, Yanqiang'
'Yang, Hongwei'
'Xiao, Chuan'
'Cheng, Guangbin'
_publ_section_title
;
 An advanced furoxan-bridged heat-resistant explosive.
;
_journal_issue                   22
_journal_name_full               'Materials horizons'
_journal_page_first              5701
_journal_page_last               5708
_journal_paper_doi               10.1039/d4mh00999a
_journal_volume                  11
_journal_year                    2024
_chemical_formula_moiety         'C12 H4 N16 O10, 1.75(C2 H3 N)'
_chemical_formula_sum            'C15.5 H9.25 N17.75 O10'
_chemical_formula_weight         604.16
_chemical_name_systematic        123
_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             2024-08-10
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-12 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                71.0000(10)
_cell_angle_beta                 81.949(2)
_cell_angle_gamma                88.8700(10)
_cell_formula_units_Z            2
_cell_length_a                   6.4781(2)
_cell_length_b                   13.5834(3)
_cell_length_c                   14.1528(4)
_cell_measurement_reflns_used    5200
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      67.978
_cell_measurement_theta_min      3.336
_cell_volume                     1165.47(6)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      193.00
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15540
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.075
_diffrn_reflns_theta_min         3.336
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.289
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1052 before and 0.0462 after correction.
The Ratio of minimum to maximum transmission is 0.8849.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_description       block
_exptl_crystal_F_000             613
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         4229
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0406
_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)+(0.0592P)²+0.2332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1104
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3319
_reflns_number_total             4229
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4mh00999a2.cif
_cod_data_source_block           cu_20230427_zm_nlg_a_3_2_0m
_cod_depositor_comments
'Adding full bibliography for 1572391--1572394.cif.'
_cod_original_formula_sum        'C15.50 H9.25 N17.75 O10'
_cod_database_code               1572392
_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   0.871
_shelx_estimated_absorpt_t_min   0.850
_olex2_refinement_description
;
1. Restrained distances
 N18-C15
 1.14 with sigma of 0.02
 C15-N18
 1.137 with sigma of 0.01
 C15-C16
 1.456 with sigma of 0.01
 C16-N18
 2.593 with sigma of 0.02
 N19-C17
 1.14 with sigma of 0.02
 C17-N19
 1.137 with sigma of 0.01
 C17-C18
 1.456 with sigma of 0.01
 C18-N19
 2.593 with sigma of 0.02
 N18-C16
 2.59 with sigma of 0.04
 N19-C18
 2.59 with sigma of 0.04
2. Uiso/Uaniso restraints and constraints
N18 \\sim C15 \\sim C16: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
N19 \\sim C17 \\sim C18: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
3. Rigid body (RIGU) restrains
 N18, C15, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N19, C17, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(O7A)=1-FVAR(1)
 Sof(O7)=FVAR(1)
 Fixed Sof: N18(0.25) C15(0.25) C16(0.25) H16A(0.25) H16B(0.25) H16C(0.25)
 N19(0.5) C17(0.5) C18(0.5) H18A(0.5) H18B(0.5) H18C(0.5)
5.a X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N13(H13A,H13B)
5.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_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
O1 O 0.0128(3) 0.28081(15) 0.94173(14) 0.0584(5) Uani 1 1 d . . . . .
C1 C 0.3156(4) 0.19207(17) 0.93424(16) 0.0373(5) Uani 1 1 d . . . . .
N1 N 0.1597(4) 0.24195(17) 0.98611(16) 0.0502(5) Uani 1 1 d . . . . .
O2 O 0.1760(4) 0.2398(2) 1.07197(17) 0.0810(7) Uani 1 1 d . . . . .
C2 C 0.2973(3) 0.19057(15) 0.83696(15) 0.0289(4) Uani 1 1 d . . . . .
N2 N 0.4690(4) 0.15094(17) 0.98637(16) 0.0488(5) Uani 1 1 d . . . . .
C3 C 0.6117(3) 0.09330(15) 0.85983(15) 0.0292(4) Uani 1 1 d . . . . .
N3 N 0.6221(3) 0.10130(16) 0.95205(15) 0.0459(5) Uani 1 1 d . . . . .
O3 O 0.9879(3) -0.01614(17) 0.89943(15) 0.0663(6) Uani 1 1 d . . . . .
O4 O 1.0490(2) -0.00926(12) 0.74272(12) 0.0420(4) Uani 1 1 d . . . A 4
C4 C 0.7391(3) 0.04776(14) 0.79854(15) 0.0277(4) Uani 1 1 d . . . . .
N4 N 0.4556(2) 0.13619(11) 0.80438(12) 0.0249(3) Uani 1 1 d . . . . .
C5 C 0.6473(3) 0.06782(13) 0.71010(13) 0.0235(4) Uani 1 1 d . . . . .
O5 O 0.9900(3) 0.38794(12) 0.53162(13) 0.0460(4) Uani 1 1 d . . . . .
N5 N 0.1596(3) 0.23074(15) 0.77692(14) 0.0401(4) Uani 1 1 d . . . . .
H5A H 0.170329 0.222441 0.717308 0.048 Uiso 1 1 calc R U . . .
H5B H 0.056158 0.266089 0.796069 0.048 Uiso 1 1 calc R U . . .
O6 O 0.9888(2) 0.21906(11) 0.58230(12) 0.0375(4) Uani 1 1 d . . . . .
N6 N 0.4740(2) 0.12202(12) 0.71291(11) 0.0257(3) Uani 1 1 d . . . . .
C6 C 0.7079(3) 0.04105(13) 0.61893(14) 0.0238(4) Uani 1 1 d . . . . .
O7 O 0.7996(2) -0.13479(10) 0.67872(11) 0.0315(5) Uani 0.907(5) 1 d . . P B 1
C7 C 0.6964(3) 0.10393(14) 0.51827(14) 0.0231(4) Uani 1 1 d . . . . .
N7 N 0.9374(3) 0.00325(14) 0.81515(14) 0.0372(4) Uani 1 1 d . . . . .
N8 N 0.7643(2) -0.05216(12) 0.61635(12) 0.0267(3) Uani 1 1 d . . . . .
C8 C 0.6424(3) 0.21394(13) 0.48059(13) 0.0232(4) Uani 1 1 d . . . . .
O8 O 0.7887(2) -0.04714(10) 0.51141(10) 0.0305(3) Uani 1 1 d . . . . .
N9 N 0.7412(3) 0.05193(12) 0.45501(13) 0.0285(4) Uani 1 1 d . . . . .
O9 O 0.0824(3) 0.55119(12) 0.24939(13) 0.0438(4) Uani 1 1 d . . . . .
C9 C 0.7410(3) 0.30225(14) 0.48800(14) 0.0251(4) Uani 1 1 d . . . . .
N10 N 0.9176(3) 0.30369(12) 0.53704(12) 0.0291(4) Uani 1 1 d . . . . .
O10 O 0.2692(3) 0.67789(11) 0.25621(14) 0.0487(4) Uani 1 1 d . . . . .
C10 C 0.6349(3) 0.38832(14) 0.43482(14) 0.0255(4) Uani 1 1 d . . . . .
N11 N 0.4839(2) 0.23966(11) 0.42805(12) 0.0251(3) Uani 1 1 d . . . . .
C11 C 0.3384(3) 0.40279(14) 0.34598(14) 0.0258(4) Uani 1 1 d . . . . .
C12 C 0.3708(3) 0.50959(14) 0.33003(15) 0.0294(4) Uani 1 1 d . . . . .
N12 N 0.4805(2) 0.34517(11) 0.40196(12) 0.0244(3) Uani 1 1 d . . . . .
N13 N 0.2016(3) 0.35268(13) 0.31729(13) 0.0329(4) Uani 1 1 d . . . . .
H13A H 0.203713 0.284362 0.334244 0.039 Uiso 1 1 calc R U . . .
H13B H 0.107556 0.387364 0.281073 0.039 Uiso 1 1 calc R U . . .
N14 N 0.6586(3) 0.49242(12) 0.41354(13) 0.0335(4) Uani 1 1 d . . . . .
N15 N 0.5227(3) 0.55049(12) 0.36087(13) 0.0339(4) Uani 1 1 d . . . . .
N16 N 0.2335(3) 0.58486(13) 0.27461(13) 0.0348(4) Uani 1 1 d . . . . .
C13 C -0.2503(4) 0.2858(2) 1.20102(17) 0.0425(5) Uani 1 1 d . . . . .
C14 C -0.3447(4) 0.2140(2) 1.1640(3) 0.0595(7) Uani 1 1 d . . . . .
H14A H -0.291522 0.228581 1.092360 0.089 Uiso 1 1 calc R U . . .
H14B H -0.496381 0.221419 1.172206 0.089 Uiso 1 1 calc R U . . .
H14C H -0.311051 0.142698 1.202128 0.089 Uiso 1 1 calc R U . . .
N17 N -0.1766(4) 0.3433(2) 1.22973(17) 0.0617(6) Uani 1 1 d . . . . .
N18 N 0.527(4) 0.4662(19) 0.8963(13) 0.105(9) Uani 0.25 1 d D U P C -2
C15 C 0.465(3) 0.4842(12) 0.9673(9) 0.072(4) Uani 0.25 1 d D U P C -2
C16 C 0.395(4) 0.5188(15) 1.0535(11) 0.097(6) Uani 0.25 1 d D U P C -2
H16A H 0.343289 0.589637 1.029782 0.145 Uiso 0.25 1 calc R U P C -2
H16B H 0.512146 0.518063 1.090677 0.145 Uiso 0.25 1 calc R U P C -2
H16C H 0.282924 0.471796 1.098107 0.145 Uiso 0.25 1 calc R U P C -2
N19 N 0.4554(18) 0.4372(9) 0.8979(9) 0.089(4) Uani 0.5 1 d D U P D -1
C17 C 0.3157(14) 0.4625(5) 0.9417(6) 0.084(2) Uani 0.5 1 d D U P D -1
C18 C 0.1401(14) 0.4902(6) 1.0030(7) 0.113(4) Uani 0.5 1 d D U P D -1
H18A H 0.040839 0.529394 0.959489 0.169 Uiso 0.5 1 calc R U P D -1
H18B H 0.189927 0.533243 1.039401 0.169 Uiso 0.5 1 calc R U P D -1
H18C H 0.070967 0.426710 1.051660 0.169 Uiso 0.5 1 calc R U P D -1
O7A O 0.706(3) 0.0622(13) 0.3776(13) 0.041(5) Uani 0.093(5) 1 d . . P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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
C2 C1 N1 120.4(2) . . ?
N2 C1 N1 114.20(19) . . ?
N2 C1 C2 125.4(2) . . ?
O1 N1 C1 117.12(19) . . ?
O2 N1 O1 123.6(2) . . ?
O2 N1 C1 119.2(2) . . ?
N4 C2 C1 110.51(18) . . ?
N5 C2 C1 131.3(2) . . ?
N5 C2 N4 118.19(18) . . ?
N3 N2 C1 122.69(19) . . ?
N3 C3 C4 133.20(19) . . ?
N3 C3 N4 122.67(19) . . ?
N4 C3 C4 104.11(16) . . ?
N2 N3 C3 115.49(18) . . ?
C3 C4 C5 106.04(17) . . ?
C3 C4 N7 127.08(17) . . ?
C5 C4 N7 126.31(18) . . ?
C2 N4 C3 123.16(17) . . ?
N6 N4 C2 122.65(16) . . ?
N6 N4 C3 114.17(16) . . ?
C4 C5 C6 131.85(17) . . ?
N6 C5 C4 111.96(17) . . ?
N6 C5 C6 116.19(16) . . ?
C2 N5 H5A 120.0 . . ?
C2 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C5 N6 N4 103.72(14) . . ?
C7 C6 C5 127.52(17) . . ?
N8 C6 C5 125.22(16) . . ?
N8 C6 C7 106.92(16) . . ?
C6 C7 C8 128.37(17) . . ?
N9 C7 C6 111.76(16) . . ?
N9 C7 C8 119.86(16) . . ?
O3 N7 O4 124.47(19) . . ?
O3 N7 C4 118.01(19) . . ?
O4 N7 C4 117.46(17) . . ?
C6 N8 O8 106.89(14) . . ?
O7 N8 C6 135.53(17) . . ?
O7 N8 O8 117.57(15) . . ?
C9 C8 C7 129.41(17) . . ?
N11 C8 C7 118.74(14) . . ?
N11 C8 C9 111.79(16) . . ?
N9 O8 N8 107.79(12) . . ?
C7 N9 O8 106.62(15) . . ?
O7A N9 C7 134.1(9) . . ?
O7A N9 O8 116.4(9) . . ?
C8 C9 N10 126.91(17) . . ?
C10 C9 C8 106.29(16) . . ?
C10 C9 N10 126.76(16) . . ?
O5 N10 O6 124.04(16) . . ?
O5 N10 C9 118.30(16) . . ?
O6 N10 C9 117.65(15) . . ?
N12 C10 C9 103.68(15) . . ?
N14 C10 C9 133.96(17) . . ?
N14 C10 N12 122.35(17) . . ?
C8 N11 N12 103.97(13) . . ?
N12 C11 C12 110.47(16) . . ?
N13 C11 C12 131.99(19) . . ?
N13 C11 N12 117.54(16) . . ?
C11 C12 N16 119.79(17) . . ?
N15 C12 C11 125.65(19) . . ?
N15 C12 N16 114.55(17) . . ?
N11 N12 C10 114.24(15) . . ?
N11 N12 C11 122.45(15) . . ?
C11 N12 C10 123.29(15) . . ?
C11 N13 H13A 120.0 . . ?
C11 N13 H13B 120.0 . . ?
H13A N13 H13B 120.0 . . ?
N15 N14 C10 116.14(16) . . ?
N14 N15 C12 122.05(16) . . ?
O9 N16 C12 117.47(16) . . ?
O10 N16 O9 123.02(18) . . ?
O10 N16 C12 119.50(18) . . ?
N17 C13 C14 179.4(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N18 C15 C16 174(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N19 C17 C18 176.6(11) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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 N1 1.229(3) . ?
C1 N1 1.452(3) . ?
C1 C2 1.405(3) . ?
C1 N2 1.326(3) . ?
N1 O2 1.225(3) . ?
C2 N4 1.368(3) . ?
C2 N5 1.306(3) . ?
N2 N3 1.314(3) . ?
C3 N3 1.355(3) . ?
C3 C4 1.395(3) . ?
C3 N4 1.371(2) . ?
O3 N7 1.225(2) . ?
O4 N7 1.226(2) . ?
C4 C5 1.405(3) . ?
C4 N7 1.425(3) . ?
N4 N6 1.358(2) . ?
C5 N6 1.333(2) . ?
C5 C6 1.452(3) . ?
O5 N10 1.220(2) . ?
N5 H5A 0.8800 . ?
N5 H5B 0.8800 . ?
O6 N10 1.236(2) . ?
C6 C7 1.414(3) . ?
C6 N8 1.321(2) . ?
O7 N8 1.222(2) . ?
C7 C8 1.467(3) . ?
C7 N9 1.310(2) . ?
N8 O8 1.451(2) . ?
C8 C9 1.410(2) . ?
C8 N11 1.327(2) . ?
O8 N9 1.377(2) . ?
N9 O7A 1.114(17) . ?
O9 N16 1.232(2) . ?
C9 N10 1.423(2) . ?
C9 C10 1.395(3) . ?
O10 N16 1.224(2) . ?
C10 N12 1.375(2) . ?
C10 N14 1.354(2) . ?
N11 N12 1.359(2) . ?
C11 C12 1.409(3) . ?
C11 N12 1.364(2) . ?
C11 N13 1.311(2) . ?
C12 N15 1.329(3) . ?
C12 N16 1.445(3) . ?
N13 H13A 0.8800 . ?
N13 H13B 0.8800 . ?
N14 N15 1.314(2) . ?
C13 C14 1.430(4) . ?
C13 N17 1.131(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N18 C15 1.130(8) . ?
C15 C16 1.457(9) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
N19 C17 1.136(7) . ?
C17 C18 1.453(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
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
C1 C2 N4 C3 -2.1(2) . . . . ?
C1 C2 N4 N6 179.44(16) . . . . ?
C1 N2 N3 C3 -1.0(3) . . . . ?
N1 C1 C2 N4 -177.54(19) . . . . ?
N1 C1 C2 N5 2.3(4) . . . . ?
N1 C1 N2 N3 178.9(2) . . . . ?
C2 C1 N1 O1 0.8(3) . . . . ?
C2 C1 N1 O2 178.0(2) . . . . ?
C2 C1 N2 N3 -1.4(4) . . . . ?
C2 N4 N6 C5 178.91(16) . . . . ?
N2 C1 N1 O1 -179.5(2) . . . . ?
N2 C1 N1 O2 -2.3(4) . . . . ?
N2 C1 C2 N4 2.8(3) . . . . ?
N2 C1 C2 N5 -177.4(2) . . . . ?
C3 C4 C5 N6 0.0(2) . . . . ?
C3 C4 C5 C6 179.52(18) . . . . ?
C3 C4 N7 O3 15.1(3) . . . . ?
C3 C4 N7 O4 -162.14(19) . . . . ?
C3 N4 N6 C5 0.28(19) . . . . ?
N3 C3 C4 C5 -178.6(2) . . . . ?
N3 C3 C4 N7 -6.8(4) . . . . ?
N3 C3 N4 C2 0.0(3) . . . . ?
N3 C3 N4 N6 178.62(18) . . . . ?
C4 C3 N3 N2 -179.8(2) . . . . ?
C4 C3 N4 C2 -178.92(16) . . . . ?
C4 C3 N4 N6 -0.3(2) . . . . ?
C4 C5 N6 N4 -0.15(18) . . . . ?
C4 C5 C6 C7 -140.0(2) . . . . ?
C4 C5 C6 N8 47.6(3) . . . . ?
N4 C3 N3 N2 1.6(3) . . . . ?
N4 C3 C4 C5 0.17(19) . . . . ?
N4 C3 C4 N7 171.91(18) . . . . ?
C5 C4 N7 O3 -174.7(2) . . . . ?
C5 C4 N7 O4 8.0(3) . . . . ?
C5 C6 C7 C8 7.1(3) . . . . ?
C5 C6 C7 N9 -172.70(16) . . . . ?
C5 C6 N8 O7 -7.2(3) . . . . ?
C5 C6 N8 O8 173.73(16) . . . . ?
N5 C2 N4 C3 178.10(17) . . . . ?
N5 C2 N4 N6 -0.4(3) . . . . ?
N6 C5 C6 C7 39.5(2) . . . . ?
N6 C5 C6 N8 -132.89(18) . . . . ?
C6 C5 N6 N4 -179.77(14) . . . . ?
C6 C7 C8 C9 59.9(3) . . . . ?
C6 C7 C8 N11 -122.9(2) . . . . ?
C6 C7 N9 O8 -1.3(2) . . . . ?
C6 C7 N9 O7A 158.0(11) . . . . ?
C6 N8 O8 N9 -0.82(17) . . . . ?
O7 N8 O8 N9 179.93(15) . . . . ?
C7 C6 N8 O7 179.11(19) . . . . ?
C7 C6 N8 O8 0.05(18) . . . . ?
C7 C8 C9 N10 -1.4(3) . . . . ?
C7 C8 C9 C10 176.69(18) . . . . ?
C7 C8 N11 N12 -177.87(15) . . . . ?
N7 C4 C5 N6 -171.84(17) . . . . ?
N7 C4 C5 C6 7.7(3) . . . . ?
N8 C6 C7 C8 -179.40(16) . . . . ?
N8 C6 C7 N9 0.8(2) . . . . ?
N8 O8 N9 C7 1.28(17) . . . . ?
N8 O8 N9 O7A -162.2(9) . . . . ?
C8 C7 N9 O8 178.88(14) . . . . ?
C8 C7 N9 O7A -21.9(11) . . . . ?
C8 C9 N10 O5 176.13(19) . . . . ?
C8 C9 N10 O6 -3.6(3) . . . . ?
C8 C9 C10 N12 1.2(2) . . . . ?
C8 C9 C10 N14 -178.5(2) . . . . ?
C8 N11 N12 C10 1.1(2) . . . . ?
C8 N11 N12 C11 179.64(17) . . . . ?
N9 C7 C8 C9 -120.3(2) . . . . ?
N9 C7 C8 N11 56.9(2) . . . . ?
C9 C8 N11 N12 -0.2(2) . . . . ?
C9 C10 N12 N11 -1.4(2) . . . . ?
C9 C10 N12 C11 179.99(17) . . . . ?
C9 C10 N14 N15 -179.2(2) . . . . ?
N10 C9 C10 N12 179.31(18) . . . . ?
N10 C9 C10 N14 -0.3(4) . . . . ?
C10 C9 N10 O5 -1.6(3) . . . . ?
C10 C9 N10 O6 178.69(18) . . . . ?
C10 N14 N15 C12 -0.1(3) . . . . ?
N11 C8 C9 N10 -178.75(18) . . . . ?
N11 C8 C9 C10 -0.6(2) . . . . ?
C11 C12 N15 N14 -2.0(3) . . . . ?
C11 C12 N16 O9 5.1(3) . . . . ?
C11 C12 N16 O10 -176.02(18) . . . . ?
C12 C11 N12 C10 -1.5(2) . . . . ?
C12 C11 N12 N11 -179.90(16) . . . . ?
N12 C10 N14 N15 1.2(3) . . . . ?
N12 C11 C12 N15 2.6(3) . . . . ?
N12 C11 C12 N16 -178.31(16) . . . . ?
N13 C11 C12 N15 -177.3(2) . . . . ?
N13 C11 C12 N16 1.7(3) . . . . ?
N13 C11 N12 C10 178.51(17) . . . . ?
N13 C11 N12 N11 0.1(3) . . . . ?
N14 C10 N12 N11 178.25(17) . . . . ?
N14 C10 N12 C11 -0.3(3) . . . . ?
N15 C12 N16 O9 -175.72(18) . . . . ?
N15 C12 N16 O10 3.2(3) . . . . ?
N16 C12 N15 N14 178.92(17) . . . . ?
