#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:58:34 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289509 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/48/7714849.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_7714849
loop_
_publ_author_name
'Lin, Chenchen'
'Yi, Pingping'
'Yi, Xiaoyi'
'He, Piao'
'Wang, Tingwei'
'Zhang, Jianguo'
_publ_section_title
;
 Synthesis and detonation characters of 3,4,5-1H-trinitropyrazole
 and its nitrogen-rich energetic salts.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1430
_journal_page_last               1433
_journal_paper_doi               10.1039/d3dt03683a
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C3 N5 O6, C2 H6 N5'
_chemical_formula_sum            'C5 H6 N10 O6'
_chemical_formula_weight         302.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-12-03
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2023-02-09 deposited with the CCDC.	2023-12-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.974(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.1145(5)
_cell_length_b                   8.7498(8)
_cell_length_c                   21.6564(19)
_cell_measurement_reflns_used    3642
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.26
_cell_measurement_theta_min      2.51
_cell_volume                     1154.27(17)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_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  0.0355
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            14294
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.538
_diffrn_reflns_theta_min         1.888
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0936 before and 0.0414 after correction.
The Ratio of minimum to maximum transmission is 0.9005.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.043
_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     190
_refine_ls_number_reflns         2635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0382
_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)+(0.0478P)²+0.3363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.1021
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2007
_reflns_number_total             2635
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt03683a2.cif
_cod_data_source_block           lcc
_cod_depositor_comments          'Adding full bibliography for 7714849.cif.'
_cod_database_code               7714849
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2.a Riding coordinates:
 N00B(H00B), N00C(H00A,H00C), N00M(H00D,H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C015(H015)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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 1.3659(2) 0.93547(16) 0.24477(6) 0.0540(4) Uani 1 1 d . . . . .
O003 O 0.6476(2) 1.12444(14) 0.36185(6) 0.0481(3) Uani 1 1 d . . . . .
O2 O 0.8750(3) 1.07659(16) 0.23729(6) 0.0673(5) Uani 1 1 d . . . . .
O005 O 1.5387(2) 0.78039(15) 0.31032(7) 0.0510(4) Uani 1 1 d . . . . .
O3 O 0.6580(2) 0.98004(16) 0.44322(6) 0.0562(4) Uani 1 1 d . . . . .
O00S O 1.0937(3) 1.23024(15) 0.28887(7) 0.0645(4) Uani 1 1 d . . . . .
N00D N 1.2103(2) 0.80420(15) 0.38608(6) 0.0341(3) Uani 1 1 d . . . . .
N00H N 1.0308(2) 0.84796(16) 0.41318(6) 0.0346(3) Uani 1 1 d . . . . .
N00K N 1.0016(3) 1.10827(15) 0.28106(6) 0.0356(3) Uani 1 1 d . . . . .
N00L N 1.3875(2) 0.86686(16) 0.29411(7) 0.0362(3) Uani 1 1 d . . . . .
N00P N 0.7336(2) 1.02676(16) 0.39603(7) 0.0368(3) Uani 1 1 d . . . . .
C00Z C 1.0477(3) 0.99313(16) 0.32852(7) 0.0274(3) Uani 1 1 d . . . . .
C011 C 1.2196(3) 0.89101(17) 0.33549(7) 0.0283(3) Uani 1 1 d . . . . .
C014 C 0.9344(3) 0.96078(17) 0.37926(7) 0.0295(3) Uani 1 1 d . . . . .
N002 N 0.7244(2) 0.58580(14) 0.58797(6) 0.0280(3) Uani 1 1 d . . . . .
N00B N 0.8724(2) 0.70186(16) 0.51593(6) 0.0345(3) Uani 1 1 d . . . . .
H00B H 0.889704 0.754532 0.483207 0.041 Uiso 1 1 d R U . . .
N00C N 0.4819(2) 0.69428(15) 0.50922(6) 0.0337(3) Uani 1 1 d . . . . .
H00A H 0.465476 0.743027 0.474691 0.040 Uiso 1 1 d R U . . .
H00C H 0.368686 0.664147 0.526821 0.040 Uiso 1 1 d R U . . .
N00M N 0.5563(2) 0.52845(16) 0.62163(6) 0.0362(3) Uani 1 1 d . . . . .
H00D H 0.573169 0.431176 0.626925 0.043 Uiso 1 1 d R U . . .
H00E H 0.560799 0.572645 0.657465 0.043 Uiso 1 1 d R U . . .
N00T N 1.0427(2) 0.64394(18) 0.55516(6) 0.0403(4) Uani 1 1 d . . . . .
C00X C 0.6795(3) 0.66582(16) 0.53508(7) 0.0257(3) Uani 1 1 d . . . . .
C015 C 0.9474(3) 0.5753(2) 0.59801(8) 0.0370(4) Uani 1 1 d . . . . .
H015 H 1.020877 0.525113 0.631510 0.044 Uiso 1 1 calc R U . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C011 N00D N00H 106.85(13) . . ?
C014 N00H N00D 107.95(12) . . ?
O2 N00K O00S 124.92(15) . . ?
O2 N00K C00Z 118.09(14) . . ?
O00S N00K C00Z 116.99(15) . . ?
O1 N00L C011 116.36(14) . . ?
O005 N00L O1 125.22(15) . . ?
O005 N00L C011 118.41(14) . . ?
O003 N00P O3 124.40(15) . . ?
O003 N00P C014 117.56(13) . . ?
O3 N00P C014 118.03(14) . . ?
C011 C00Z N00K 128.91(14) . . ?
C011 C00Z C014 102.17(13) . . ?
C014 C00Z N00K 128.90(14) . . ?
N00D C011 N00L 120.72(14) . . ?
N00D C011 C00Z 111.81(13) . . ?
C00Z C011 N00L 127.38(14) . . ?
N00H C014 N00P 120.35(13) . . ?
N00H C014 C00Z 111.21(14) . . ?
C00Z C014 N00P 128.37(15) . . ?
C00X N002 N00M 121.46(13) . . ?
C00X N002 C015 107.25(12) . . ?
C015 N002 N00M 131.28(13) . . ?
N00T N00B H00B 124.3 . . ?
C00X N00B H00B 124.3 . . ?
C00X N00B N00T 111.40(13) . . ?
H00A N00C H00C 120.0 . . ?
C00X N00C H00A 120.0 . . ?
C00X N00C H00C 120.0 . . ?
N002 N00M H00D 109.7 . . ?
N002 N00M H00E 109.8 . . ?
H00D N00M H00E 109.1 . . ?
C015 N00T N00B 104.48(14) . . ?
N00B C00X N002 105.59(13) . . ?
N00C C00X N002 124.95(13) . . ?
N00C C00X N00B 129.42(14) . . ?
N002 C015 H015 124.4 . . ?
N00T C015 N002 111.27(15) . . ?
N00T C015 H015 124.4 . . ?
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
O1 N00L 1.2228(18) . ?
O003 N00P 1.2195(18) . ?
O2 N00K 1.2033(19) . ?
O005 N00L 1.2223(19) . ?
O3 N00P 1.2277(18) . ?
O00S N00K 1.2115(19) . ?
N00D N00H 1.3443(19) . ?
N00D C011 1.3385(19) . ?
N00H C014 1.336(2) . ?
N00K C00Z 1.4494(19) . ?
N00L C011 1.436(2) . ?
N00P C014 1.432(2) . ?
C00Z C011 1.378(2) . ?
C00Z C014 1.378(2) . ?
N002 N00M 1.4033(17) . ?
N002 C00X 1.3501(19) . ?
N002 C015 1.365(2) . ?
N00B H00B 0.8594 . ?
N00B N00T 1.3819(19) . ?
N00B C00X 1.3221(19) . ?
N00C H00A 0.8592 . ?
N00C H00C 0.8601 . ?
N00C C00X 1.311(2) . ?
N00M H00D 0.8638 . ?
N00M H00E 0.8655 . ?
N00T C015 1.287(2) . ?
C015 H015 0.9300 . ?
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 N00L C011 N00D 169.78(15) . . . . ?
O1 N00L C011 C00Z -6.5(2) . . . . ?
O003 N00P C014 N00H -176.70(15) . . . . ?
O003 N00P C014 C00Z 0.1(2) . . . . ?
O2 N00K C00Z C011 96.2(2) . . . . ?
O2 N00K C00Z C014 -85.9(2) . . . . ?
O005 N00L C011 N00D -10.0(2) . . . . ?
O005 N00L C011 C00Z 173.77(16) . . . . ?
O3 N00P C014 N00H 2.3(2) . . . . ?
O3 N00P C014 C00Z 179.13(16) . . . . ?
O00S N00K C00Z C011 -84.2(2) . . . . ?
O00S N00K C00Z C014 93.7(2) . . . . ?
N00D N00H C014 N00P 177.83(14) . . . . ?
N00D N00H C014 C00Z 0.53(19) . . . . ?
N00H N00D C011 N00L -176.64(14) . . . . ?
N00H N00D C011 C00Z 0.16(19) . . . . ?
N00K C00Z C011 N00D 178.46(15) . . . . ?
N00K C00Z C011 N00L -5.0(3) . . . . ?
N00K C00Z C014 N00H -178.72(15) . . . . ?
N00K C00Z C014 N00P 4.3(3) . . . . ?
C011 N00D N00H C014 -0.42(18) . . . . ?
C011 C00Z C014 N00H -0.41(18) . . . . ?
C011 C00Z C014 N00P -177.43(16) . . . . ?
C014 C00Z C011 N00D 0.14(18) . . . . ?
C014 C00Z C011 N00L 176.69(15) . . . . ?
N00B N00T C015 N002 0.32(19) . . . . ?
N00M N002 C00X N00B 179.93(13) . . . . ?
N00M N002 C00X N00C -1.9(2) . . . . ?
N00M N002 C015 N00T 179.45(15) . . . . ?
N00T N00B C00X N002 1.06(17) . . . . ?
N00T N00B C00X N00C -176.95(16) . . . . ?
C00X N002 C015 N00T 0.30(19) . . . . ?
C00X N00B N00T C015 -0.88(19) . . . . ?
C015 N002 C00X N00B -0.82(17) . . . . ?
C015 N002 C00X N00C 177.30(15) . . . . ?
