#------------------------------------------------------------------------------
#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/64/7056436.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_7056436
loop_
_publ_author_name
'Du, Yao'
'Zhang, Ji-Chuan'
'peng, Panpan'
'Su, Hui'
'Li, Sheng-Hua'
'Pang, Si-Ping'
_publ_section_title
;
 Synthesis and characterization of three pyrazolate inner diazonium salts:
 green, powerful and stable primary explosives
;
_journal_issue                   17
_journal_name_full               'New J. Chem.'
_journal_page_first              9244
_journal_page_last               9249
_journal_paper_doi               10.1039/C7NJ00876G
_journal_volume                  41
_journal_year                    2017
_chemical_formula_sum            'C3 H0 N6 O4'
_chemical_formula_weight         184.09
_chemical_name_systematic        4-diazo-3,5-dinitropyrazole
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-01-05 deposited with the CCDC.
2017-07-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 109.625(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.382(3)
_cell_length_b                   10.234(2)
_cell_length_c                   12.054(3)
_cell_measurement_reflns_used    4515
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29.131
_cell_measurement_theta_min      2.680
_cell_volume                     1322.5(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13874
_diffrn_reflns_theta_full        29.13
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         2.68
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.9538
_exptl_absorpt_correction_T_min  0.9195
_exptl_absorpt_correction_type   Multi-scans
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Chunk
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3539
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0463
_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
'calc w=1/[σ²(Fo²)+(0.0569P)²+0.1130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                3021
_reflns_number_total             3539
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj00876g2.cif
_cod_data_source_block           bo2541
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        1322.4(5)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7056436
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
N1 N 0.49413(10) 0.31928(11) 0.47464(10) 0.0308(2) Uani 1 1 d
N2 N 0.46910(9) 0.41342(11) 0.38858(10) 0.0294(2) Uani 1 1 d
N3 N 0.16693(9) 0.35210(9) 0.40213(8) 0.0235(2) Uani 1 1 d
N4 N 0.06860(10) 0.34282(11) 0.39537(10) 0.0339(3) Uani 1 1 d
N5 N 0.38203(11) 0.19832(11) 0.57971(10) 0.0328(3) Uani 1 1 d
N6 N 0.29303(10) 0.53481(10) 0.26329(9) 0.0273(2) Uani 1 1 d
N7 N 0.70079(10) 0.89946(10) 0.02447(9) 0.0286(2) Uani 1 1 d
N8 N 0.73958(10) 0.97977(10) 0.12210(9) 0.0284(2) Uani 1 1 d
N9 N 0.89949(9) 0.68581(10) 0.23712(9) 0.0243(2) Uani 1 1 d
N10 N 0.95634(11) 0.60509(11) 0.28810(10) 0.0343(3) Uani 1 1 d
N11 N 0.74393(10) 0.68161(10) -0.02843(9) 0.0277(2) Uani 1 1 d
N12 N 0.88488(10) 0.96944(11) 0.32165(10) 0.0320(3) Uani 1 1 d
O1 O 0.27953(10) 0.18764(10) 0.59129(9) 0.0415(3) Uani 1 1 d
O2 O 0.47659(11) 0.14082(11) 0.63700(10) 0.0537(3) Uani 1 1 d
O3 O 0.17918(9) 0.54379(9) 0.23166(8) 0.0349(2) Uani 1 1 d
O4 O 0.36177(10) 0.59991(10) 0.22641(9) 0.0415(3) Uani 1 1 d
O5 O 0.79678(10) 0.57929(9) 0.01131(8) 0.0384(2) Uani 1 1 d
O6 O 0.68705(10) 0.70389(10) -0.13216(8) 0.0403(3) Uani 1 1 d
O7 O 0.95663(10) 0.89635(11) 0.39299(9) 0.0450(3) Uani 1 1 d
O8 O 0.86898(10) 1.08553(10) 0.33544(10) 0.0462(3) Uani 1 1 d
C1 C 0.38868(11) 0.28887(11) 0.48992(10) 0.0245(2) Uani 1 1 d
C2 C 0.28900(10) 0.36011(11) 0.41340(10) 0.0212(2) Uani 1 1 d
C3 C 0.34923(11) 0.43793(11) 0.35285(10) 0.0233(2) Uani 1 1 d
C4 C 0.75427(11) 0.78539(11) 0.05534(10) 0.0234(2) Uani 1 1 d
C5 C 0.82824(10) 0.78393(11) 0.17404(10) 0.0222(2) Uani 1 1 d
C6 C 0.81555(11) 0.91177(11) 0.20920(10) 0.0243(2) Uani 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'
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
C1 N1 N2 107.76(10)
C3 N2 N1 108.16(10)
N4 N3 C2 177.95(12)
O2 N5 O1 125.89(12)
O2 N5 C1 118.41(12)
O1 N5 C1 115.69(11)
O4 N6 O3 125.91(11)
O4 N6 C3 117.99(11)
O3 N6 C3 116.10(10)
C4 N7 N8 107.63(10)
C6 N8 N7 107.59(10)
N10 N9 C5 179.22(13)
O6 N11 O5 125.67(11)
O6 N11 C4 118.02(10)
O5 N11 C4 116.27(10)
O8 N12 O7 126.44(12)
O8 N12 C6 117.74(11)
O7 N12 C6 115.79(11)
N1 C1 C2 111.14(11)
N1 C1 N5 122.52(11)
C2 C1 N5 126.25(11)
N3 C2 C1 127.70(11)
N3 C2 C3 130.27(10)
C1 C2 C3 102.02(10)
N2 C3 C2 110.91(10)
N2 C3 N6 121.81(11)
C2 C3 N6 127.27(11)
N7 C4 C5 111.30(10)
N7 C4 N11 122.39(11)
C5 C4 N11 126.09(11)
N9 C5 C4 128.73(11)
N9 C5 C6 128.90(11)
C4 C5 C6 102.28(10)
N8 C6 C5 111.16(11)
N8 C6 N12 122.60(11)
C5 C6 N12 125.95(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.3115(16)
N1 N2 1.3736(15)
N2 C3 1.3096(15)
N3 N4 1.0986(14)
N3 C2 1.3523(15)
N5 O2 1.2175(15)
N5 O1 1.2255(15)
N5 C1 1.4459(16)
N6 O4 1.2194(14)
N6 O3 1.2252(14)
N6 C3 1.4470(15)
N7 C4 1.3114(15)
N7 N8 1.3807(15)
N8 C6 1.3131(15)
N9 N10 1.1007(14)
N9 C5 1.3527(14)
N11 O6 1.2209(14)
N11 O5 1.2224(14)
N11 C4 1.4427(15)
N12 O8 1.2215(14)
N12 O7 1.2224(15)
N12 C6 1.4456(16)
C1 C2 1.4023(15)
C2 C3 1.4046(16)
C4 C5 1.3953(17)
C5 C6 1.3975(16)
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
C1 N1 N2 C3 -0.32(13)
C4 N7 N8 C6 0.05(13)
N2 N1 C1 C2 0.91(13)
N2 N1 C1 N5 -175.97(10)
O2 N5 C1 N1 -5.78(18)
O1 N5 C1 N1 173.72(11)
O2 N5 C1 C2 177.83(12)
O1 N5 C1 C2 -2.67(18)
N4 N3 C2 C1 -2(4)
N4 N3 C2 C3 177(100)
N1 C1 C2 N3 178.16(11)
N5 C1 C2 N3 -5.10(19)
N1 C1 C2 C3 -1.08(13)
N5 C1 C2 C3 175.65(11)
N1 N2 C3 C2 -0.39(13)
N1 N2 C3 N6 179.01(10)
N3 C2 C3 N2 -178.34(11)
C1 C2 C3 N2 0.87(13)
N3 C2 C3 N6 2.3(2)
C1 C2 C3 N6 -178.48(10)
O4 N6 C3 N2 -4.54(17)
O3 N6 C3 N2 175.67(11)
O4 N6 C3 C2 174.76(12)
O3 N6 C3 C2 -5.04(17)
N8 N7 C4 C5 1.14(13)
N8 N7 C4 N11 -173.78(10)
O6 N11 C4 N7 2.86(17)
O5 N11 C4 N7 -179.19(11)
O6 N11 C4 C5 -171.28(11)
O5 N11 C4 C5 6.67(18)
N10 N9 C5 C4 -55(9)
N10 N9 C5 C6 129(9)
N7 C4 C5 N9 -178.51(11)
N11 C4 C5 N9 -3.82(19)
N7 C4 C5 C6 -1.77(13)
N11 C4 C5 C6 172.92(11)
N7 N8 C6 C5 -1.21(13)
N7 N8 C6 N12 172.95(10)
N9 C5 C6 N8 178.53(11)
C4 C5 C6 N8 1.80(13)
N9 C5 C6 N12 4.6(2)
C4 C5 C6 N12 -172.12(11)
O8 N12 C6 N8 1.59(18)
O7 N12 C6 N8 -176.68(12)
O8 N12 C6 C5 174.85(12)
O7 N12 C6 C5 -3.42(18)
