#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247690.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_7247690
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
_audit_block_doi                 10.5517/ccdc.csd.cc29gp0h
_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                 92.235(4)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   15.1040(12)
_cell_length_b                   8.2460(10)
_cell_length_c                   17.1411(12)
_cell_measurement_reflns_used    2353
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      23.00
_cell_measurement_theta_min      2.70
_cell_volume                     2133.3(3)
_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)'
_diffrn_ambient_temperature      298.0
_diffrn_measured_fraction_theta_full 0.597
_diffrn_measured_fraction_theta_max 0.597
_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  0.0462
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.597
_diffrn_reflns_Laue_measured_fraction_max 0.597
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10171
_diffrn_reflns_point_group_measured_fraction_full 0.597
_diffrn_reflns_point_group_measured_fraction_max 0.597
_diffrn_reflns_theta_full        22.980
_diffrn_reflns_theta_max         22.980
_diffrn_reflns_theta_min         2.378
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6507
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0900 before and 0.0486 after correction.
The Ratio of minimum to maximum transmission is 0.8730.
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    1.897
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_refine_diff_density_max         0.133
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         1766
_refine_ls_number_restraints     306
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0453
_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)+(0.0650P)²+0.9840P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1319
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1155
_reflns_number_total             1766
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp04526a2.cif
_cod_data_source_block           2tnp_p01_model
_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               7247690
_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 0.8246(2) 0.5958(6) 0.35549(19) 0.0571(14) Uani 1 1 d . . . . .
O002 O 0.6819(2) 0.6025(6) 0.64829(19) 0.0542(13) Uani 1 1 d . . . . .
O003 O 0.5277(2) 0.4881(5) 0.81246(16) 0.0529(13) Uani 1 1 d . . . . .
O004 O 0.66446(18) 0.4175(5) 0.83326(15) 0.0544(12) Uani 1 1 d . . . . .
O005 O 0.9264(2) 0.1148(6) 0.50972(17) 0.0623(14) Uani 1 1 d . . . . .
O006 O 0.5675(2) 0.1244(6) 0.48678(18) 0.0606(14) Uani 1 1 d . . . . .
O007 O 0.9767(2) 0.4640(5) 0.18054(16) 0.0549(13) Uani 1 1 d . . . . .
N008 N 0.7647(2) 0.9302(6) 0.4657(2) 0.0299(11) Uani 1 1 d . . . . .
O009 O 1.1190(2) 0.3101(6) 0.33961(19) 0.0706(14) Uani 1 1 d . . . . .
N00A N 0.8350(2) 0.2579(5) 0.30115(19) 0.0309(12) Uani 1 1 d . . . . .
O00B O 1.0333(2) 0.2828(5) 0.49177(17) 0.0610(13) Uani 1 1 d . . . . .
O00C O 0.83782(19) 0.4069(5) 0.16181(16) 0.0622(13) Uani 1 1 d . . . . .
O00D O 0.4605(2) 0.2929(5) 0.50449(17) 0.0621(13) Uani 1 1 d . . . . .
N00E N 0.7308(2) 0.9379(5) 0.5364(2) 0.0307(11) Uani 1 1 d . . . . .
O00F O 0.4489(2) 0.5840(7) 0.6580(2) 0.0772(18) Uani 1 1 d . . . . .
N00G N 0.6875(2) 0.7449(7) 0.6323(2) 0.0378(14) Uani 1 1 d . . . . .
O00H O 0.8225(2) 0.4371(6) 0.52268(19) 0.0730(15) Uani 1 1 d . . . . .
N00I N 0.8480(2) 0.2044(5) 0.37456(17) 0.0328(12) Uani 1 1 d . . . . .
O00J O 0.6850(2) 0.4299(6) 0.4872(2) 0.0694(14) Uani 1 1 d . . . . .
N00K N 0.6427(2) 0.2028(6) 0.6279(2) 0.0320(12) Uani 1 1 d . . . . .
N00L N 0.8139(3) 0.7378(7) 0.3697(2) 0.0399(14) Uani 1 1 d . . . . .
N00M N 0.6628(2) 0.2529(5) 0.70025(19) 0.0304(12) Uani 1 1 d . . . . .
N00N N 0.4451(3) 0.4374(8) 0.6587(2) 0.0461(15) Uani 1 1 d . . . . .
N00O N 0.5955(2) 0.4219(5) 0.79400(18) 0.0344(12) Uani 1 1 d . . . . .
N00P N 0.9069(2) 0.4087(5) 0.20016(18) 0.0368(13) Uani 1 1 d . . . . .
O00Q O 0.6655(3) 0.8580(6) 0.67327(19) 0.0732(14) Uani 1 1 d . . . . .
O00R O 0.8302(3) 0.8519(6) 0.32688(19) 0.0741(14) Uani 1 1 d . . . . .
N00S N 0.7528(3) 0.5017(7) 0.50367(19) 0.0402(11) Uani 1 1 d . . . . .
N00T N 0.9654(2) 0.2128(6) 0.4717(2) 0.0430(14) Uani 1 1 d . . . . .
O00U O 0.3788(2) 0.3555(6) 0.65818(19) 0.0735(15) Uani 1 1 d . . . . .
C00V C 0.7225(2) 0.7847(7) 0.5572(2) 0.0280(13) Uani 1 1 d . . . . .
C00W C 0.7778(2) 0.7770(7) 0.4434(2) 0.0275(13) Uani 1 1 d . . . . .
N00X N 0.5279(2) 0.2204(6) 0.5249(2) 0.0418(13) Uani 1 1 d . . . . .
C00Y C 0.5944(2) 0.3434(6) 0.7193(2) 0.0268(13) Uani 1 1 d . . . . .
N00Z N 1.0580(3) 0.4063(7) 0.3351(2) 0.0438(15) Uani 1 1 d . . . . .
C010 C 0.5635(3) 0.2589(6) 0.6023(2) 0.0282(13) Uani 1 1 d . . . . .
C011 C 0.9295(2) 0.2501(6) 0.3940(2) 0.0278(13) Uani 1 1 d . . . . .
O012 O 1.0631(2) 0.5511(7) 0.3311(2) 0.0785(18) Uani 1 1 d . . . . .
C013 C 0.7515(3) 0.6769(7) 0.5017(2) 0.0285(11) Uani 1 1 d . . . . .
C014 C 0.9692(2) 0.3337(6) 0.3355(2) 0.0307(14) Uani 1 1 d . . . . .
C015 C 0.9061(2) 0.3369(6) 0.2765(2) 0.0277(13) Uani 1 1 d . . . . .
C016 C 0.5297(2) 0.3496(6) 0.6596(2) 0.0272(13) Uani 1 1 d . . . . .
H008 H 0.784(3) 1.030(7) 0.433(2) 0.059(15) Uiso 1 1 d . . . . .
H00A H 0.780(3) 0.250(6) 0.273(2) 0.059(14) Uiso 1 1 d . . . . .
H00K H 0.673(4) 0.112(9) 0.602(3) 0.10(2) 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 111.8(4) . . ?
N00E N008 H008 125(3) . . ?
C00W N008 H008 123(3) . . ?
N00I N00A H00A 123(2) . . ?
C015 N00A N00I 111.5(3) . . ?
C015 N00A H00A 125(2) . . ?
C00V N00E N008 104.1(4) . . ?
O002 N00G O00Q 126.1(5) . . ?
O002 N00G C00V 116.8(5) . . ?
O00Q N00G C00V 117.1(6) . . ?
C011 N00I N00A 104.1(3) . . ?
N00M N00K C010 111.5(3) . . ?
N00M N00K H00K 124(3) . . ?
C010 N00K H00K 123(3) . . ?
O001 N00L O00R 126.4(5) . . ?
O001 N00L C00W 117.0(5) . . ?
O00R N00L C00W 116.6(6) . . ?
C00Y N00M N00K 104.7(3) . . ?
O00F N00N C016 116.8(4) . . ?
O00U N00N O00F 126.8(5) . . ?
O00U N00N C016 116.4(6) . . ?
O003 N00O O004 125.5(4) . . ?
O003 N00O C00Y 117.1(3) . . ?
O004 N00O C00Y 117.4(3) . . ?
O007 N00P O00C 126.6(4) . . ?
O007 N00P C015 116.6(3) . . ?
O00C N00P C015 116.9(3) . . ?
O00H N00S C013 117.1(4) . . ?
O00J N00S O00H 124.5(6) . . ?
O00J N00S C013 118.3(4) . . ?
O005 N00T O00B 126.2(3) . . ?
O005 N00T C011 117.7(4) . . ?
O00B N00T C011 116.1(4) . . ?
N00E C00V N00G 119.9(5) . . ?
N00E C00V C013 113.1(4) . . ?
C013 C00V N00G 127.0(6) . . ?
N008 C00W N00L 122.1(5) . . ?
N008 C00W C013 108.1(4) . . ?
C013 C00W N00L 129.8(6) . . ?
O006 N00X O00D 126.5(3) . . ?
O006 N00X C010 117.8(4) . . ?
O00D N00X C010 115.6(4) . . ?
N00M C00Y N00O 119.4(3) . . ?
N00M C00Y C016 111.9(4) . . ?
C016 C00Y N00O 128.7(4) . . ?
O009 N00Z C014 115.0(6) . . ?
O012 N00Z O009 127.2(5) . . ?
O012 N00Z C014 117.8(4) . . ?
N00K C010 N00X 121.4(4) . . ?
N00K C010 C016 108.1(3) . . ?
C016 C010 N00X 130.5(4) . . ?
N00I C011 N00T 118.9(4) . . ?
N00I C011 C014 112.9(3) . . ?
C014 C011 N00T 128.2(4) . . ?
C00V C013 N00S 129.0(5) . . ?
C00W C013 N00S 128.0(5) . . ?
C00W C013 C00V 102.9(5) . . ?
C011 C014 N00Z 129.2(3) . . ?
C015 C014 N00Z 127.0(4) . . ?
C015 C014 C011 103.8(3) . . ?
N00A C015 N00P 121.6(3) . . ?
N00A C015 C014 107.6(4) . . ?
C014 C015 N00P 130.8(4) . . ?
C00Y C016 N00N 127.8(4) . . ?
C010 C016 N00N 128.3(3) . . ?
C010 C016 C00Y 103.9(3) . . ?
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 1.208(6) . ?
O002 N00G 1.210(6) . ?
O003 N00O 1.213(4) . ?
O004 N00O 1.218(4) . ?
O005 N00T 1.206(5) . ?
O006 N00X 1.201(5) . ?
O007 N00P 1.208(4) . ?
N008 N00E 1.335(5) . ?
N008 C00W 1.337(6) . ?
N008 H008 1.04(5) . ?
O009 N00Z 1.215(6) . ?
N00A N00I 1.341(4) . ?
N00A C015 1.339(5) . ?
N00A H00A 0.94(4) . ?
O00B N00T 1.215(4) . ?
O00C N00P 1.211(4) . ?
O00D N00X 1.219(4) . ?
N00E C00V 1.321(6) . ?
O00F N00N 1.210(6) . ?
N00G O00Q 1.220(6) . ?
N00G C00V 1.449(6) . ?
O00H N00S 1.214(5) . ?
N00I C011 1.318(5) . ?
O00J N00S 1.206(5) . ?
N00K N00M 1.331(5) . ?
N00K C010 1.341(5) . ?
N00K H00K 0.99(6) . ?
N00L O00R 1.224(6) . ?
N00L C00W 1.432(6) . ?
N00M C00Y 1.326(5) . ?
N00N O00U 1.208(6) . ?
N00N C016 1.468(6) . ?
N00O C00Y 1.434(5) . ?
N00P C015 1.436(5) . ?
N00S C013 1.445(7) . ?
N00T C011 1.451(5) . ?
C00V C013 1.385(7) . ?
C00W C013 1.368(7) . ?
N00X C010 1.447(5) . ?
C00Y C016 1.388(5) . ?
N00Z O012 1.198(6) . ?
N00Z C014 1.469(6) . ?
C010 C016 1.351(6) . ?
C011 C014 1.375(6) . ?
C014 C015 1.363(5) . ?
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 178.8(4) . . . . ?
O001 N00L C00W C013 -1.1(6) . . . . ?
O002 N00G C00V N00E -179.6(3) . . . . ?
O002 N00G C00V C013 -0.9(6) . . . . ?
O003 N00O C00Y N00M -171.9(5) . . . . ?
O003 N00O C00Y C016 9.3(8) . . . . ?
O004 N00O C00Y N00M 8.6(7) . . . . ?
O004 N00O C00Y C016 -170.2(5) . . . . ?
O005 N00T C011 N00I 14.3(8) . . . . ?
O005 N00T C011 C014 -167.4(6) . . . . ?
O006 N00X C010 N00K 6.7(9) . . . . ?
O006 N00X C010 C016 -173.5(6) . . . . ?
O007 N00P C015 N00A -173.3(4) . . . . ?
O007 N00P C015 C014 7.6(8) . . . . ?
N008 N00E C00V N00G 179.7(3) . . . . ?
N008 N00E C00V C013 0.8(4) . . . . ?
N008 C00W C013 N00S 179.6(4) . . . . ?
N008 C00W C013 C00V 0.4(4) . . . . ?
O009 N00Z C014 C011 65.6(7) . . . . ?
O009 N00Z C014 C015 -115.5(6) . . . . ?
N00A N00I C011 N00T 179.3(4) . . . . ?
N00A N00I C011 C014 0.8(5) . . . . ?
O00B N00T C011 N00I -166.7(4) . . . . ?
O00B N00T C011 C014 11.5(8) . . . . ?
O00C N00P C015 N00A 6.3(7) . . . . ?
O00C N00P C015 C014 -172.9(5) . . . . ?
O00D N00X C010 N00K -171.8(5) . . . . ?
O00D N00X C010 C016 8.0(9) . . . . ?
N00E N008 C00W N00L -179.9(3) . . . . ?
N00E N008 C00W C013 0.1(4) . . . . ?
N00E C00V C013 N00S -179.9(4) . . . . ?
N00E C00V C013 C00W -0.8(5) . . . . ?
O00F N00N C016 C00Y 67.9(7) . . . . ?
O00F N00N C016 C010 -110.6(6) . . . . ?
N00G C00V C013 N00S 1.3(7) . . . . ?
N00G C00V C013 C00W -179.5(3) . . . . ?
O00H N00S C013 C00V -98.7(5) . . . . ?
O00H N00S C013 C00W 82.3(5) . . . . ?
N00I N00A C015 N00P -178.5(4) . . . . ?
N00I N00A C015 C014 0.9(6) . . . . ?
N00I C011 C014 N00Z 178.8(5) . . . . ?
N00I C011 C014 C015 -0.3(6) . . . . ?
O00J N00S C013 C00V 80.6(6) . . . . ?
O00J N00S C013 C00W -98.3(5) . . . . ?
N00K N00M C00Y N00O -178.1(4) . . . . ?
N00K N00M C00Y C016 0.8(6) . . . . ?
N00K C010 C016 N00N 179.3(5) . . . . ?
N00K C010 C016 C00Y 0.5(6) . . . . ?
N00L C00W C013 N00S -0.5(7) . . . . ?
N00L C00W C013 C00V -179.6(4) . . . . ?
N00M N00K C010 N00X 179.8(5) . . . . ?
N00M N00K C010 C016 0.0(6) . . . . ?
N00M C00Y C016 N00N -179.7(5) . . . . ?
N00M C00Y C016 C010 -0.9(6) . . . . ?
N00O C00Y C016 N00N -0.8(8) . . . . ?
N00O C00Y C016 C010 178.0(5) . . . . ?
O00Q N00G C00V N00E 1.2(6) . . . . ?
O00Q N00G C00V C013 179.9(4) . . . . ?
O00R N00L C00W N008 -1.7(6) . . . . ?
O00R N00L C00W C013 178.3(4) . . . . ?
N00T C011 C014 N00Z 0.5(9) . . . . ?
N00T C011 C014 C015 -178.6(5) . . . . ?
O00U N00N C016 C00Y -112.6(5) . . . . ?
O00U N00N C016 C010 68.9(7) . . . . ?
C00W N008 N00E C00V -0.5(4) . . . . ?
N00X C010 C016 N00N -0.5(10) . . . . ?
N00X C010 C016 C00Y -179.3(5) . . . . ?
N00Z C014 C015 N00A -179.5(5) . . . . ?
N00Z C014 C015 N00P -0.2(9) . . . . ?
C010 N00K N00M C00Y -0.5(6) . . . . ?
C011 C014 C015 N00A -0.4(6) . . . . ?
C011 C014 C015 N00P 178.9(5) . . . . ?
O012 N00Z C014 C011 -113.8(6) . . . . ?
O012 N00Z C014 C015 65.1(7) . . . . ?
C015 N00A N00I C011 -1.0(5) . . . . ?
