#------------------------------------------------------------------------------
#$Date: 2023-10-24 00:56:58 +0300 (Tue, 24 Oct 2023) $
#$Revision: 287075 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/22/7132247.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_7132247
loop_
_publ_author_name
'Bhatia, Prachi'
'Pandey, Krishna'
'Das, Priyanka'
'Kumar, Dheeraj'
_publ_section_title
;
 Bis(dinitropyrazolyl)methanes spruced up with hydroxyl group: High
 performance energetic salts with reduced sensitivity
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC04445A
_journal_year                    2023
_chemical_formula_moiety         'C7 H2 N8 O10, 2(C2 H7 N6)'
_chemical_formula_sum            'C11 H16 N20 O10'
_chemical_formula_weight         588.379
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_Int_Tables_number      15
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-08-18
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-09-07 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.034(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   32.034(3)
_cell_length_b                   5.3339(5)
_cell_length_c                   29.714(3)
_cell_measurement_reflns_used    6858
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      24.4746
_cell_measurement_theta_min      2.5442
_cell_volume                     4350.4(7)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9968
_diffrn_measurement_device_type  'Bruker D8 QUEST Photon III C7'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.9997
_diffrn_reflns_Laue_measured_fraction_max 0.9968
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            45335
_diffrn_reflns_point_group_measured_fraction_full 0.9997
_diffrn_reflns_point_group_measured_fraction_max 0.9968
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.08
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.7170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2418.274
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.163
_refine_diff_density_max         0.5234
_refine_diff_density_min         -0.4047
_refine_diff_density_rms         0.0771
_refine_ls_d_res_high            0.8083
_refine_ls_d_res_low             13.7243
_refine_ls_goodness_of_fit_ref   1.0708
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    17
_refine_ls_number_parameters     415
_refine_ls_number_reflns         4306
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.0702
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0440P)²+5.8154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1082
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              33
_reflns_limit_h_min              -39
_reflns_limit_k_max              6
_reflns_limit_k_min              0
_reflns_limit_l_max              36
_reflns_limit_l_min              0
_reflns_number_gt                3382
_reflns_number_total             4306
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cc04445a2.cif
_cod_data_source_block           DK_PB_PSTOT_0249
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_cell_volume        4350.3(7)
_cod_database_code               7132247
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H) groups, H16 of N16, All N(H,H) groups
 At 1.2 times of:
  H11 of N11
2. Restrained distances
 N19-H19a
 0.89 with sigma of 0.02
 N19-H19b
 0.89 with sigma of 0.02
 H19a-H19b
 1.5 with sigma of 0.04
 C10-H19a = C10-H19b
 2 with sigma of 0.04
3.a Aromatic/amide H refined with riding coordinates:
 N11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-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_refinement_flags_posn
O1 O 0.55938(5) 0.9080(3) 0.75135(6) 0.0263(4) Uani 1.000000 .
O2 O 0.55281(6) 0.6837(3) 0.80884(6) 0.0315(4) Uani 1.000000 .
O3 O 0.61549(5) 0.2600(3) 0.85218(5) 0.0230(3) Uani 1.000000 .
O4 O 0.68951(6) -0.0745(3) 0.86012(6) 0.0290(4) Uani 1.000000 .
O5 O 0.72743(7) 0.0489(4) 0.82104(9) 0.0620(7) Uani 1.000000 .
O6 O 0.71336(6) 1.1115(3) 0.65552(7) 0.0410(5) Uani 1.000000 .
O7 O 0.65454(6) 1.0492(3) 0.57557(6) 0.0336(4) Uani 1.000000 .
O8 O 0.58969(5) 0.6397(3) 0.55627(5) 0.0235(3) Uani 1.000000 .
O9 O 0.55674(5) 0.2179(3) 0.58958(6) 0.0270(4) Uani 1.000000 .
O10 O 0.59727(5) 0.1356(3) 0.67396(6) 0.0280(4) Uani 1.000000 .
N1 N 0.57048(6) 0.7258(3) 0.78079(7) 0.0228(4) Uani 1.000000 .
N2 N 0.69395(7) 0.0672(4) 0.82950(7) 0.0284(5) Uani 1.000000 .
N3 N 0.62518(6) 0.5899(3) 0.75407(7) 0.0214(4) Uani 1.000000 .
N4 N 0.65807(6) 0.4116(3) 0.76772(7) 0.0212(4) Uani 1.000000 .
N5 N 0.66184(6) 0.5188(3) 0.69152(7) 0.0201(4) Uani 1.000000 .
N6 N 0.68529(6) 0.7173(3) 0.68844(7) 0.0217(4) Uani 1.000000 .
N7 N 0.67752(6) 0.9929(4) 0.62238(7) 0.0253(4) Uani 1.000000 .
N8 N 0.59070(6) 0.2601(3) 0.63526(7) 0.0214(4) Uani 1.000000 .
C1 C 0.60570(7) 0.5533(4) 0.78412(8) 0.0187(4) Uani 1.000000 .
C2 C 0.62527(7) 0.3420(4) 0.81885(8) 0.0189(4) Uani 1.000000 .
C3 C 0.65972(7) 0.2578(4) 0.80582(8) 0.0201(5) Uani 1.000000 .
C4 C 0.68512(8) 0.3811(5) 0.74019(9) 0.0236(5) Uani 1.000000 .
H4a H 0.6848(9) 0.204(5) 0.7321(10) 0.0353(7) Uiso 1.000000 R
H4b H 0.7165(9) 0.461(5) 0.7616(10) 0.0353(7) Uiso 1.000000 R
C5 C 0.66093(7) 0.7833(4) 0.63818(8) 0.0204(5) Uani 1.000000 .
C6 C 0.61943(7) 0.6270(4) 0.60465(8) 0.0195(4) Uani 1.000000 .
C7 C 0.62230(7) 0.4548(4) 0.64272(8) 0.0198(4) Uani 1.000000 .
N9 N 0.68844(6) -0.2529(3) 1.00627(6) 0.0187(4) Uani 1.000000 .
N10 N 0.70520(6) 0.0766(3) 0.97310(7) 0.0226(4) Uani 1.000000 .
N11 N 0.66219(6) -0.0414(3) 0.93570(7) 0.0223(4) Uani 1.000000 .
H11 H 0.64386(6) 0.0104(3) 0.90306(7) 0.0267(5) Uiso 1.000000 R
N12 N 0.69185(7) -0.4482(4) 1.03927(8) 0.0239(4) Uani 1.000000 .
H12a H 0.6896(9) -0.387(5) 1.0653(10) 0.0359(6) Uiso 1.000000 R
H12b H 0.7177(10) -0.534(5) 1.0478(10) 0.0359(6) Uiso 1.000000 R
N13 N 0.75872(7) -0.0055(4) 1.06391(7) 0.0241(4) Uani 1.000000 .
H13a H 0.7791(9) 0.090(5) 1.0639(10) 0.0362(6) Uiso 1.000000 R
H13b H 0.7692(9) -0.128(5) 1.0875(10) 0.0362(6) Uiso 1.000000 R
N14 N 0.61475(7) -0.3913(4) 0.93091(8) 0.0245(4) Uani 1.000000 .
H14a H 0.6111(9) -0.507(5) 0.9476(10) 0.0368(6) Uiso 1.000000 R
H14b H 0.6012(9) -0.403(5) 0.8975(11) 0.0368(6) Uiso 1.000000 R
C8 C 0.65237(7) -0.2384(4) 0.95495(8) 0.0193(4) Uani 1.000000 .
C9 C 0.71977(7) -0.0541(4) 1.01562(8) 0.0192(4) Uani 1.000000 .
N15 N 0.51145(6) 1.1266(3) 0.39868(6) 0.0186(4) Uani 1.000000 .
N16 N 0.56337(6) 0.9706(4) 0.47327(7) 0.0232(4) Uani 1.000000 .
H16 H 0.5786(9) 0.920(5) 0.5065(10) 0.0349(6) Uiso 1.000000 R
N17 N 0.56429(6) 0.8176(4) 0.43574(7) 0.0247(4) Uani 1.000000 .
N18 N 0.47589(7) 1.2916(4) 0.36258(7) 0.0222(4) Uani 1.000000 .
H18a H 0.4512(9) 1.200(5) 0.3411(10) 0.0334(6) Uiso 1.000000 R
H18b H 0.4876(9) 1.389(5) 0.3459(10) 0.0334(6) Uiso 1.000000 R
N19 N 0.51992(7) 0.8275(4) 0.34256(7) 0.0237(4) Uani 1.000000 D
H19a H 0.5001(8) 0.929(4) 0.3152(7) 0.0355(6) Uiso 1.000000 DR
H19b H 0.5436(7) 0.763(4) 0.3390(9) 0.0355(6) Uiso 1.000000 DR
N20 N 0.52001(7) 1.3336(4) 0.47324(8) 0.0258(4) Uani 1.000000 .
H20a H 0.5427(10) 1.384(5) 0.5050(11) 0.0388(7) Uiso 1.000000 R
H20b H 0.4988(10) 1.435(5) 0.4513(11) 0.0388(7) Uiso 1.000000 R
C10 C 0.53260(7) 0.9182(4) 0.39096(8) 0.0201(5) Uani 1.000000 D
C11 C 0.53145(7) 1.1541(4) 0.45113(8) 0.0200(5) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
O2 N1 O1 123.61(18) . . ?
C1 N1 O1 119.28(17) . . ?
C1 N1 O2 117.11(17) . . ?
O5 N2 O4 122.88(19) . . ?
C3 N2 O4 117.11(18) . . ?
C3 N2 O5 119.97(19) . . ?
C1 N3 N4 105.24(16) . . ?
C3 N4 N3 111.61(17) . . ?
C4 N4 N3 120.90(17) . . ?
C4 N4 C3 127.29(18) . . ?
C4 N5 N6 117.20(17) . . ?
C7 N5 N6 111.59(17) . . ?
C7 N5 C4 130.09(19) . . ?
C5 N6 N5 105.27(16) . . ?
O7 N7 O6 123.08(19) . . ?
C5 N7 O6 119.57(18) . . ?
C5 N7 O7 117.33(17) . . ?
O10 N8 O9 123.05(17) . . ?
C7 N8 O9 117.69(17) . . ?
C7 N8 O10 119.26(17) . . ?
N3 C1 N1 119.04(18) . . ?
C2 C1 N1 126.57(18) . . ?
C2 C1 N3 114.33(18) . . ?
C1 C2 O3 130.05(19) . . ?
C3 C2 O3 130.41(19) . . ?
C3 C2 C1 99.52(17) . . ?
N4 C3 N2 122.49(18) . . ?
C2 C3 N2 127.95(19) . . ?
C2 C3 N4 109.31(18) . . ?
N5 C4 N4 110.63(17) . . ?
H4a C4 N4 107.9(15) . . ?
H4a C4 N5 108.3(15) . . ?
H4b C4 N4 107.2(14) . . ?
H4b C4 N5 105.2(15) . . ?
H4b C4 H4a 118(2) . . ?
N7 C5 N6 118.57(18) . . ?
C6 C5 N6 114.90(18) . . ?
C6 C5 N7 126.52(18) . . ?
C5 C6 O8 130.20(19) . . ?
C7 C6 O8 130.32(19) . . ?
C7 C6 C5 99.48(17) . . ?
N8 C7 N5 123.29(18) . . ?
C6 C7 N5 108.76(18) . . ?
C6 C7 N8 127.88(18) . . ?
C8 N9 N12 122.91(17) . . ?
C9 N9 N12 130.08(17) . . ?
C9 N9 C8 106.88(17) . . ?
C9 N10 N11 104.13(17) . . ?
H11 N11 N10 124.01(10) . . ?
C8 N11 N10 111.99(17) . . ?
C8 N11 H11 124.01(11) . . ?
H12a N12 N9 109.1(18) . . ?
H12b N12 N9 108.5(17) . . ?
H12b N12 H12a 116(2) . . ?
H13b N13 H13a 119(2) . . ?
C9 N13 H13a 114.3(18) . . ?
C9 N13 H13b 117.4(17) . . ?
H14b N14 H14a 119(3) . . ?
C8 N14 H14a 120.2(18) . . ?
C8 N14 H14b 116.6(18) . . ?
N11 C8 N9 106.18(17) . . ?
N14 C8 N9 125.7(2) . . ?
N14 C8 N11 128.1(2) . . ?
N10 C9 N9 110.80(18) . . ?
N13 C9 N9 122.33(19) . . ?
N13 C9 N10 126.8(2) . . ?
C10 N15 N18 130.78(17) . . ?
C11 N15 N18 121.93(17) . . ?
C11 N15 C10 107.29(17) . . ?
N17 N16 H16 119.0(17) . . ?
C11 N16 H16 128.3(17) . . ?
C11 N16 N17 111.45(17) . . ?
C10 N17 N16 104.44(17) . . ?
H18a N18 N15 106.4(17) . . ?
H18b N18 N15 111.7(15) . . ?
H18b N18 H18a 113(2) . . ?
H19b N19 H19a 112(2) . . ?
C10 N19 H19a 115.1(15) . . ?
C10 N19 H19b 117.0(15) . . ?
H20b N20 H20a 121(3) . . ?
C11 N20 H20a 117.7(17) . . ?
C11 N20 H20b 113.4(18) . . ?
N17 C10 N15 110.65(18) . . ?
N19 C10 N15 123.71(19) . . ?
N19 C10 N17 125.6(2) . . ?
N16 C11 N15 106.17(18) . . ?
N20 C11 N15 124.45(19) . . ?
N20 C11 N16 129.4(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
O1 N1 1.231(2) . ?
O2 N1 1.246(2) . ?
O3 C2 1.261(2) . ?
O4 N2 1.246(2) . ?
O5 N2 1.225(2) . ?
O6 N7 1.234(2) . ?
O7 N7 1.229(2) . ?
O8 C6 1.251(2) . ?
O9 N8 1.247(2) . ?
O10 N8 1.248(2) . ?
N1 C1 1.419(3) . ?
N2 C3 1.391(3) . ?
N3 N4 1.319(2) . ?
N3 C1 1.341(3) . ?
N4 C3 1.377(3) . ?
N4 C4 1.475(3) . ?
N5 N6 1.328(2) . ?
N5 C4 1.441(3) . ?
N5 C7 1.389(3) . ?
N6 C5 1.327(3) . ?
N7 C5 1.418(3) . ?
N8 C7 1.386(3) . ?
C1 C2 1.436(3) . ?
C2 C3 1.418(3) . ?
C4 H4a 0.97(3) . ?
C4 H4b 0.97(3) . ?
C5 C6 1.445(3) . ?
C6 C7 1.423(3) . ?
N9 N12 1.396(2) . ?
N9 C8 1.360(3) . ?
N9 C9 1.386(3) . ?
N10 N11 1.397(2) . ?
N10 C9 1.301(3) . ?
N11 H11 0.8800 . ?
N11 C8 1.310(3) . ?
N12 H12a 0.88(3) . ?
N12 H12b 0.86(3) . ?
N13 H13a 0.83(3) . ?
N13 H13b 0.89(3) . ?
N13 C9 1.355(3) . ?
N14 H14a 0.84(3) . ?
N14 H14b 0.86(3) . ?
N14 C8 1.319(3) . ?
N15 N18 1.401(2) . ?
N15 C10 1.381(3) . ?
N15 C11 1.353(3) . ?
N16 H16 0.89(3) . ?
N16 N17 1.394(3) . ?
N16 C11 1.320(3) . ?
N17 C10 1.303(3) . ?
N18 H18a 0.87(3) . ?
N18 H18b 0.92(3) . ?
N19 H19a 0.908(15) . ?
N19 H19b 0.886(15) . ?
N19 C10 1.366(3) . ?
N20 H20a 0.88(3) . ?
N20 H20b 0.85(3) . ?
N20 C11 1.316(3) . ?
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
O1 N1 C1 N3 -1.6(2) . . . . ?
O1 N1 C1 C2 175.39(17) . . . . ?
O2 N1 C1 N3 179.13(18) . . . . ?
O2 N1 C1 C2 -3.9(2) . . . . ?
O3 C2 C1 N1 1.7(3) . . . . ?
O3 C2 C1 N3 178.9(2) . . . . ?
O3 C2 C3 N2 -4.1(3) . . . . ?
O3 C2 C3 N4 -178.4(2) . . . . ?
O4 N2 C3 N4 -173.89(18) . . . . ?
O4 N2 C3 C2 12.5(2) . . . . ?
O5 N2 C3 N4 8.2(3) . . . . ?
O5 N2 C3 C2 -165.4(2) . . . . ?
O6 N7 C5 N6 -1.4(2) . . . . ?
O6 N7 C5 C6 179.19(19) . . . . ?
O7 N7 C5 N6 179.49(19) . . . . ?
O7 N7 C5 C6 0.1(2) . . . . ?
O8 C6 C5 N6 -179.8(2) . . . . ?
O8 C6 C5 N7 -0.4(3) . . . . ?
O8 C6 C7 N5 -179.8(2) . . . . ?
O8 C6 C7 N8 -2.8(3) . . . . ?
O9 N8 C7 N5 -179.22(17) . . . . ?
O9 N8 C7 C6 4.1(2) . . . . ?
O10 N8 C7 N5 0.7(2) . . . . ?
O10 N8 C7 C6 -175.90(18) . . . . ?
N1 C1 N3 N4 176.51(19) . . . . ?
N1 C1 C2 C3 -176.6(2) . . . . ?
N2 C3 N4 N3 -175.1(2) . . . . ?
N2 C3 N4 C4 10.2(3) . . . . ?
N2 C3 C2 C1 174.2(2) . . . . ?
N3 N4 C3 C2 -0.43(18) . . . . ?
N3 N4 C4 N5 -15.1(2) . . . . ?
N3 C1 C2 C3 0.58(19) . . . . ?
N4 C3 C2 C1 -0.08(18) . . . . ?
N4 C4 N5 N6 111.43(18) . . . . ?
N4 C4 N5 C7 -81.9(2) . . . . ?
N5 N6 C5 N7 -179.99(15) . . . . ?
N5 N6 C5 C6 -0.52(18) . . . . ?
N5 C7 C6 C5 0.17(17) . . . . ?
N6 C5 C6 C7 0.21(19) . . . . ?
N7 C5 C6 C7 179.6(2) . . . . ?
N8 C7 C6 C5 177.2(2) . . . . ?
N9 C8 N11 N10 1.17(18) . . . . ?
N9 C9 N10 N11 1.45(18) . . . . ?
N10 N11 C8 N14 179.41(17) . . . . ?
N15 C10 N17 N16 -0.54(18) . . . . ?
N15 C11 N16 N17 -0.93(19) . . . . ?
N16 N17 C10 N19 -177.95(15) . . . . ?
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
N19 H19a 1 0.8900 0.0200 -0.0181
N19 H19b 1 0.8900 0.0200 0.0041
H19a H19b 1 1.5000 0.0400 0.0154
C10 H19a 1 2.0000 0.0400 0.0656
C10 H19b 1 2.0000 0.0400 0.0640
