#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247696.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_7247696
loop_
_publ_author_name
'Atceken, Nurunnisa'
'Hemingway, Jack'
'Bull, Craig L.'
'Liu, Xiaojiao'
'Michalchuk, Adam A. L.'
'Konar, Sumit'
'Morrison, Carole A.'
'Pulham, Colin R.'
_publ_section_title
;
 High-pressure structural studies and pressure-induced sensitisation of
 3,4,5-trinitro-1H-pyrazole.
;
_journal_issue                   46
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              31646
_journal_page_last               31654
_journal_paper_doi               10.1039/d3cp04526a
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C3 H N5 O6'
_chemical_formula_sum            'C3 H N5 O6'
_chemical_formula_weight         203.09
_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   difmap
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc29gp5n
_audit_creation_date             2021-12-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-12-16 deposited with the CCDC.	2023-11-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.170(7)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   14.9370(17)
_cell_length_b                   8.1341(11)
_cell_length_c                   16.9890(17)
_cell_measurement_reflns_used    2256
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      24.74
_cell_measurement_theta_min      2.73
_cell_volume                     2062.7(4)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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      298.0
_diffrn_measured_fraction_theta_full 0.553
_diffrn_measured_fraction_theta_max 0.507
_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  0.0563
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_Laue_measured_fraction_full 0.553
_diffrn_reflns_Laue_measured_fraction_max 0.507
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11940
_diffrn_reflns_point_group_measured_fraction_full 0.553
_diffrn_reflns_point_group_measured_fraction_max 0.507
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.380
_diffrn_reflns_theta_min         2.399
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0839 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.8771.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         2144
_refine_ls_number_restraints     306
_refine_ls_restrained_S_all      0.981
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0512
_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)+(0.0568P)²+2.7225P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1499
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1313
_reflns_number_total             2144
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp04526a2.cif
_cod_data_source_block           2tnp_p02
_cod_depositor_comments
;
Adding full bibliography for 7247689--7247697.cif.

2024-11-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C18 H6 N30 O36'
_cod_original_formula_weight         1218.53
_cod_original_formula_moiety         '3(C6 H2 N10 O12)'
_cod_original_formula_units_Z            2
_cod_database_code               7247696
_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. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
;
_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
O001 O 0.8274(3) 0.5972(5) 0.3545(2) 0.0527(12) Uani 1 1 d . . . . .
O002 O 0.6821(2) 0.5995(5) 0.6493(2) 0.0500(11) Uani 1 1 d . . . . .
O003 O 0.5252(2) 0.4925(5) 0.8125(2) 0.0459(11) Uani 1 1 d . . . . .
O004 O 0.6631(2) 0.4196(5) 0.83367(19) 0.0458(10) Uani 1 1 d . . . . .
O005 O 0.9260(3) 0.1118(6) 0.5109(2) 0.0562(13) Uani 1 1 d . . . . .
O006 O 0.5655(3) 0.1251(6) 0.4839(2) 0.0534(12) Uani 1 1 d . . . . .
O007 O 0.9783(2) 0.4634(5) 0.1786(2) 0.0510(12) Uani 1 1 d . . . . .
N008 N 0.7625(3) 0.9332(6) 0.4651(3) 0.0268(10) Uani 1 1 d . . . . .
O009 O 1.1209(2) 0.3041(6) 0.3403(2) 0.0627(13) Uani 1 1 d . . . . .
N00A N 0.8338(3) 0.2590(5) 0.3010(2) 0.0274(10) Uani 1 1 d . . . . .
O00B O 1.0332(2) 0.2853(5) 0.4934(2) 0.0560(12) Uani 1 1 d . . . . .
O00C O 0.8367(2) 0.4091(5) 0.1599(2) 0.0546(12) Uani 1 1 d . . . . .
O00D O 0.4586(2) 0.3007(5) 0.5014(2) 0.0559(12) Uani 1 1 d . . . . .
N00E N 0.7291(3) 0.9407(5) 0.5363(2) 0.0278(10) Uani 1 1 d . . . . .
O00F O 0.4461(3) 0.5901(6) 0.6565(2) 0.0681(15) Uani 1 1 d . . . . .
N00G N 0.6874(3) 0.7448(7) 0.6332(3) 0.0328(11) Uani 1 1 d . . . . .
O00H O 0.8256(3) 0.4347(5) 0.5245(2) 0.0627(13) Uani 1 1 d . . . . .
N00I N 0.8460(2) 0.2058(5) 0.3750(2) 0.0283(10) Uani 1 1 d . . . . .
O00J O 0.6876(3) 0.4252(5) 0.4853(2) 0.0599(12) Uani 1 1 d . . . . .
N00K N 0.6410(3) 0.2023(6) 0.6270(3) 0.0302(11) Uani 1 1 d . . . . .
N00L N 0.8140(3) 0.7417(6) 0.3681(3) 0.0347(11) Uani 1 1 d . . . . .
N00M N 0.6618(2) 0.2525(5) 0.6997(2) 0.0282(10) Uani 1 1 d . . . . .
N00N N 0.4425(3) 0.4416(7) 0.6577(2) 0.0399(12) Uani 1 1 d . . . . .
N00O N 0.5940(3) 0.4236(5) 0.7943(2) 0.0313(11) Uani 1 1 d . . . . .
N00P N 0.9071(3) 0.4089(5) 0.1987(2) 0.0334(11) Uani 1 1 d . . . . .
O00Q O 0.6653(3) 0.8565(6) 0.6756(2) 0.0670(14) Uani 1 1 d . . . . .
O00R O 0.8287(3) 0.8560(6) 0.3246(2) 0.0638(13) Uani 1 1 d . . . . .
N00S N 0.7554(3) 0.4981(6) 0.5033(2) 0.0352(10) Uani 1 1 d . . . . .
N00T N 0.9657(3) 0.2125(6) 0.4725(2) 0.0356(11) Uani 1 1 d . . . . .
O00U O 0.3750(3) 0.3581(6) 0.6573(2) 0.0660(13) Uani 1 1 d . . . . .
C00V C 0.7218(3) 0.7850(6) 0.5584(3) 0.0240(11) Uani 1 1 d . . . . .
C00W C 0.7779(3) 0.7783(7) 0.4427(3) 0.0260(12) Uani 1 1 d . . . . .
N00X N 0.5263(3) 0.2251(6) 0.5222(2) 0.0352(11) Uani 1 1 d . . . . .
C00Y C 0.5919(3) 0.3438(6) 0.7187(3) 0.0235(11) Uani 1 1 d . . . . .
N00Z N 1.0593(3) 0.4028(7) 0.3345(2) 0.0394(12) Uani 1 1 d . . . . .
C010 C 0.5620(3) 0.2605(6) 0.5997(3) 0.0270(12) Uani 1 1 d . . . . .
C011 C 0.9290(3) 0.2518(6) 0.3943(3) 0.0262(12) Uani 1 1 d . . . . .
O012 O 1.0671(3) 0.5492(6) 0.3291(2) 0.0714(16) Uani 1 1 d . . . . .
C013 C 0.7519(3) 0.6757(6) 0.5021(3) 0.0256(10) Uani 1 1 d . . . . .
C014 C 0.9699(3) 0.3349(6) 0.3351(3) 0.0252(12) Uani 1 1 d . . . . .
C015 C 0.9056(3) 0.3378(6) 0.2753(3) 0.0276(12) Uani 1 1 d . . . . .
C016 C 0.5271(3) 0.3531(6) 0.6586(3) 0.0257(12) Uani 1 1 d . . . . .
H008 H 0.783(4) 1.028(9) 0.432(4) 0.09(2) Uiso 1 1 d . . . . .
H00K H 0.673(3) 0.138(6) 0.601(2) 0.004(11) Uiso 1 1 d . . . . .
H00A H 0.780(4) 0.254(7) 0.274(3) 0.070(18) Uiso 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N00E N008 C00W 112.1(4) . . ?
N00E N008 H008 127(5) . . ?
C00W N008 H008 120(5) . . ?
N00I N00A C015 112.4(4) . . ?
N00I N00A H00A 123(3) . . ?
C015 N00A H00A 124(3) . . ?
C00V N00E N008 104.6(4) . . ?
O002 N00G C00V 116.9(4) . . ?
O00Q N00G O002 124.9(6) . . ?
O00Q N00G C00V 118.2(6) . . ?
C011 N00I N00A 103.6(4) . . ?
N00M N00K C010 112.7(4) . . ?
N00M N00K H00K 124(2) . . ?
C010 N00K H00K 123(2) . . ?
O001 N00L C00W 116.2(4) . . ?
O00R N00L O001 126.2(6) . . ?
O00R N00L C00W 117.7(5) . . ?
N00K N00M C00Y 103.8(3) . . ?
O00F N00N O00U 126.6(5) . . ?
O00F N00N C016 117.1(5) . . ?
O00U N00N C016 116.4(5) . . ?
O003 N00O C00Y 116.3(3) . . ?
O004 N00O O003 125.6(4) . . ?
O004 N00O C00Y 118.1(4) . . ?
O007 N00P O00C 126.5(4) . . ?
O007 N00P C015 116.7(4) . . ?
O00C N00P C015 116.8(4) . . ?
O00H N00S C013 117.4(4) . . ?
O00J N00S O00H 125.2(5) . . ?
O00J N00S C013 117.3(4) . . ?
O005 N00T C011 117.7(4) . . ?
O00B N00T O005 126.1(4) . . ?
O00B N00T C011 116.2(4) . . ?
N00E C00V N00G 120.5(5) . . ?
N00E C00V C013 112.5(5) . . ?
C013 C00V N00G 127.0(5) . . ?
N008 C00W N00L 121.6(5) . . ?
N008 C00W C013 107.8(5) . . ?
C013 C00W N00L 130.6(5) . . ?
O006 N00X O00D 126.5(4) . . ?
O006 N00X C010 117.4(4) . . ?
O00D N00X C010 116.1(4) . . ?
N00M C00Y N00O 118.5(4) . . ?
N00M C00Y C016 112.7(4) . . ?
C016 C00Y N00O 128.7(4) . . ?
O009 N00Z C014 116.2(5) . . ?
O012 N00Z O009 125.7(5) . . ?
O012 N00Z C014 118.2(5) . . ?
N00K C010 N00X 122.8(4) . . ?
N00K C010 C016 107.2(4) . . ?
C016 C010 N00X 130.0(4) . . ?
N00I C011 N00T 118.8(4) . . ?
N00I C011 C014 113.2(4) . . ?
C014 C011 N00T 128.0(4) . . ?
C00V C013 N00S 129.8(5) . . ?
C00W C013 N00S 127.3(5) . . ?
C00W C013 C00V 103.0(5) . . ?
C011 C014 N00Z 128.9(4) . . ?
C015 C014 N00Z 127.6(4) . . ?
C015 C014 C011 103.5(4) . . ?
N00A C015 N00P 122.2(4) . . ?
N00A C015 C014 107.3(4) . . ?
C014 C015 N00P 130.4(4) . . ?
C00Y C016 N00N 128.2(4) . . ?
C010 C016 N00N 128.2(4) . . ?
C010 C016 C00Y 103.5(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
O001 N00L 1.216(6) . ?
O002 N00G 1.217(6) . ?
O003 N00O 1.220(5) . ?
O004 N00O 1.209(4) . ?
O005 N00T 1.216(5) . ?
O006 N00X 1.207(5) . ?
O007 N00P 1.213(5) . ?
N008 N00E 1.327(6) . ?
N008 C00W 1.339(7) . ?
N008 H008 1.01(7) . ?
O009 N00Z 1.223(6) . ?
N00A N00I 1.335(5) . ?
N00A C015 1.336(6) . ?
N00A H00A 0.91(5) . ?
O00B N00T 1.211(5) . ?
O00C N00P 1.219(4) . ?
O00D N00X 1.224(5) . ?
N00E C00V 1.327(6) . ?
O00F N00N 1.210(6) . ?
N00G O00Q 1.213(6) . ?
N00G C00V 1.426(7) . ?
O00H N00S 1.211(5) . ?
N00I C011 1.325(5) . ?
O00J N00S 1.203(5) . ?
N00K N00M 1.327(5) . ?
N00K C010 1.338(5) . ?
N00K H00K 0.84(4) . ?
N00L O00R 1.213(6) . ?
N00L C00W 1.427(7) . ?
N00M C00Y 1.330(6) . ?
N00N O00U 1.215(6) . ?
N00N C016 1.454(6) . ?
N00O C00Y 1.439(6) . ?
N00P C015 1.425(6) . ?
N00S C013 1.446(7) . ?
N00T C011 1.453(5) . ?
C00V C013 1.393(7) . ?
C00W C013 1.376(7) . ?
N00X C010 1.430(5) . ?
C00Y C016 1.382(5) . ?
N00Z O012 1.200(6) . ?
N00Z C014 1.446(6) . ?
C010 C016 1.371(7) . ?
C011 C014 1.374(6) . ?
C014 C015 1.371(6) . ?
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
O001 N00L C00W N008 178.3(4) . . . . ?
O001 N00L C00W C013 -2.8(7) . . . . ?
O002 N00G C00V N00E 179.5(4) . . . . ?
O002 N00G C00V C013 -1.4(6) . . . . ?
O003 N00O C00Y N00M -173.0(5) . . . . ?
O003 N00O C00Y C016 10.0(9) . . . . ?
O004 N00O C00Y N00M 8.3(8) . . . . ?
O004 N00O C00Y C016 -168.7(5) . . . . ?
O005 N00T C011 N00I 14.4(9) . . . . ?
O005 N00T C011 C014 -166.2(6) . . . . ?
O006 N00X C010 N00K 7.7(10) . . . . ?
O006 N00X C010 C016 -172.1(7) . . . . ?
O007 N00P C015 N00A -173.0(5) . . . . ?
O007 N00P C015 C014 7.7(9) . . . . ?
N008 N00E C00V N00G -179.8(4) . . . . ?
N008 N00E C00V C013 1.0(5) . . . . ?
N008 C00W C013 N00S 179.4(4) . . . . ?
N008 C00W C013 C00V -0.4(5) . . . . ?
O009 N00Z C014 C011 64.0(8) . . . . ?
O009 N00Z C014 C015 -115.5(6) . . . . ?
N00A N00I C011 N00T -179.7(5) . . . . ?
N00A N00I C011 C014 0.8(6) . . . . ?
O00B N00T C011 N00I -165.0(5) . . . . ?
O00B N00T C011 C014 14.4(9) . . . . ?
O00C N00P C015 N00A 7.1(8) . . . . ?
O00C N00P C015 C014 -172.2(5) . . . . ?
O00D N00X C010 N00K -172.0(5) . . . . ?
O00D N00X C010 C016 8.2(10) . . . . ?
N00E N008 C00W N00L -179.9(4) . . . . ?
N00E N008 C00W C013 1.0(5) . . . . ?
N00E C00V C013 N00S 179.9(4) . . . . ?
N00E C00V C013 C00W -0.4(5) . . . . ?
O00F N00N C016 C00Y 69.4(7) . . . . ?
O00F N00N C016 C010 -109.8(7) . . . . ?
N00G C00V C013 N00S 0.8(8) . . . . ?
N00G C00V C013 C00W -179.5(4) . . . . ?
O00H N00S C013 C00V -96.0(6) . . . . ?
O00H N00S C013 C00W 84.4(6) . . . . ?
N00I N00A C015 N00P -178.5(4) . . . . ?
N00I N00A C015 C014 1.0(6) . . . . ?
N00I C011 C014 N00Z -179.8(5) . . . . ?
N00I C011 C014 C015 -0.2(6) . . . . ?
O00J N00S C013 C00V 82.1(6) . . . . ?
O00J N00S C013 C00W -97.5(6) . . . . ?
N00K N00M C00Y N00O -177.9(5) . . . . ?
N00K N00M C00Y C016 -0.4(7) . . . . ?
N00K C010 C016 N00N -179.8(5) . . . . ?
N00K C010 C016 C00Y 0.9(7) . . . . ?
N00L C00W C013 N00S 0.3(8) . . . . ?
N00L C00W C013 C00V -179.4(4) . . . . ?
N00M N00K C010 N00X 179.0(5) . . . . ?
N00M N00K C010 C016 -1.2(7) . . . . ?
N00M C00Y C016 N00N -179.7(5) . . . . ?
N00M C00Y C016 C010 -0.3(7) . . . . ?
N00O C00Y C016 N00N -2.5(10) . . . . ?
N00O C00Y C016 C010 176.9(5) . . . . ?
O00Q N00G C00V N00E -0.1(6) . . . . ?
O00Q N00G C00V C013 179.0(5) . . . . ?
O00R N00L C00W N008 -1.5(6) . . . . ?
O00R N00L C00W C013 177.4(5) . . . . ?
N00T C011 C014 N00Z 0.7(10) . . . . ?
N00T C011 C014 C015 -179.6(5) . . . . ?
O00U N00N C016 C00Y -111.3(6) . . . . ?
O00U N00N C016 C010 69.4(8) . . . . ?
C00W N008 N00E C00V -1.2(4) . . . . ?
N00X C010 C016 N00N 0.0(11) . . . . ?
N00X C010 C016 C00Y -179.3(5) . . . . ?
N00Z C014 C015 N00A 179.2(5) . . . . ?
N00Z C014 C015 N00P -1.4(10) . . . . ?
C010 N00K N00M C00Y 1.0(7) . . . . ?
C011 C014 C015 N00A -0.4(6) . . . . ?
C011 C014 C015 N00P 178.9(5) . . . . ?
O012 N00Z C014 C011 -115.4(6) . . . . ?
O012 N00Z C014 C015 65.1(7) . . . . ?
C015 N00A N00I C011 -1.1(6) . . . . ?
