#------------------------------------------------------------------------------
#$Date: 2024-11-09 14:07:10 +0200 (Sat, 09 Nov 2024) $
#$Revision: 295862 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247697.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_7247697
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.cc29gp7q
_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                 92.197(3)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   14.2569(7)
_cell_length_b                   7.6573(6)
_cell_length_c                   16.6118(8)
_cell_measurement_reflns_used    3466
_cell_measurement_temperature    298.4
_cell_measurement_theta_max      24.19
_cell_measurement_theta_min      2.79
_cell_volume                     1812.17(19)
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298.4
_diffrn_measured_fraction_theta_full 0.549
_diffrn_measured_fraction_theta_max 0.508
_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  0.0409
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.549
_diffrn_reflns_Laue_measured_fraction_max 0.508
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10484
_diffrn_reflns_point_group_measured_fraction_full 0.549
_diffrn_reflns_point_group_measured_fraction_max 0.508
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.286
_diffrn_reflns_theta_min         2.454
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6715
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0553 before and 0.0469 after correction.
The Ratio of minimum to maximum transmission is 0.9009.
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    2.233
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         1871
_refine_ls_number_restraints     306
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0366
_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)+(0.0665P)²+1.0412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1071
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1468
_reflns_number_total             1871
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp04526a2.cif
_cod_data_source_block           2tnp_p07
_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            'C9 H3 N15 O18'
_cod_original_formula_weight         609.26
_cod_original_formula_moiety         '3(C3 H N5 O6)'
_cod_original_formula_units_Z            4
_cod_database_code               7247697
_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,H) groups
2. 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 0.44797(16) 1.1637(4) 0.48725(13) 0.0317(8) Uani 1 1 d . . . . .
O002 O 0.81916(17) 0.6352(4) 0.31889(13) 0.0329(8) Uani 1 1 d . . . . .
O003 O 1.12074(16) 0.2611(4) 0.33139(14) 0.0361(8) Uani 1 1 d . . . . .
O004 O 0.70940(17) 1.1060(4) 0.48802(14) 0.0339(8) Uani 1 1 d . . . . .
O005 O 0.91841(18) 0.4179(5) 0.50045(15) 0.0376(9) Uani 1 1 d . . . . .
O006 O 0.65307(15) 1.0573(4) 0.82932(12) 0.0297(8) Uani 1 1 d . . . . .
O007 O 0.85712(19) 0.8947(5) 0.36143(15) 0.0378(9) Uani 1 1 d . . . . .
O008 O 0.55328(18) 1.3650(4) 0.47110(13) 0.0361(9) Uani 1 1 d . . . . .
O009 O 0.50658(17) 0.9895(4) 0.80762(13) 0.0337(9) Uani 1 1 d . . . . .
O1 O 1.08499(18) -0.0095(5) 0.31049(15) 0.0349(9) Uani 1 1 d . . . . .
O00B O 0.69609(18) 0.9144(5) 0.65892(14) 0.0361(9) Uani 1 1 d . . . . .
O00C O 0.98453(17) 0.0900(4) 0.16068(14) 0.0351(9) Uani 1 1 d . . . . .
O2 O 0.83272(16) 0.1209(4) 0.14173(13) 0.0368(9) Uani 1 1 d . . . . .
N00E N 0.71736(18) 0.5542(5) 0.53655(14) 0.0192(8) Uani 1 1 d . . . . .
O00F O 0.4234(2) 0.8809(5) 0.65202(16) 0.0447(10) Uani 1 1 d . . . . .
O00G O 1.03037(17) 0.2274(4) 0.48835(14) 0.0385(8) Uani 1 1 d . . . . .
N00H N 0.63158(19) 1.2915(5) 0.61828(15) 0.0180(8) Uani 1 1 d . . . . .
N00I N 1.0652(2) 0.1405(5) 0.32108(15) 0.0209(9) Uani 1 1 d . . . . .
O00J O 0.8507(2) 1.0670(5) 0.53615(17) 0.0508(10) Uani 1 1 d . . . . .
N00K N 0.4234(2) 1.0387(6) 0.65059(15) 0.0235(9) Uani 1 1 d . . . . .
N00L N 0.82141(19) 0.7518(5) 0.36890(16) 0.0215(9) Uani 1 1 d . . . . .
N00M N 0.75045(19) 0.5571(5) 0.46289(17) 0.0181(9) Uani 1 1 d . . . . .
O00N O 0.35525(17) 1.1336(5) 0.65071(15) 0.0450(10) Uani 1 1 d . . . . .
N00O N 0.83020(18) 0.2833(4) 0.36979(15) 0.0198(8) Uani 1 1 d . . . . .
N00P N 0.69288(19) 0.7612(6) 0.64123(16) 0.0245(9) Uani 1 1 d . . . . .
N00Q N 0.58014(19) 1.0579(4) 0.78961(15) 0.0198(8) Uani 1 1 d . . . . .
N00R N 0.81865(19) 0.2313(4) 0.29345(15) 0.0198(8) Uani 1 1 d . . . . .
N00S N 0.65021(18) 1.2456(4) 0.69431(14) 0.0178(8) Uani 1 1 d . . . . .
N00T N 0.7751(2) 1.0133(5) 0.51103(15) 0.0243(8) Uani 1 1 d . . . . .
O00U O 0.6674(2) 0.6423(5) 0.68377(15) 0.0517(10) Uani 1 1 d . . . . .
N00V N 0.90617(19) 0.1244(5) 0.18216(15) 0.0238(9) Uani 1 1 d . . . . .
N00W N 0.51528(19) 1.2547(5) 0.51000(15) 0.0223(8) Uani 1 1 d . . . . .
N00X N 0.9593(2) 0.3043(5) 0.46544(16) 0.0260(9) Uani 1 1 d . . . . .
C00Y C 0.7234(2) 0.7158(6) 0.56240(18) 0.0181(9) Uani 1 1 d . . . . .
C00Z C 0.5508(2) 1.2224(5) 0.59045(17) 0.0172(9) Uani 1 1 d . . . . .
C010 C 0.5785(2) 1.1442(5) 0.71352(18) 0.0170(9) Uani 1 1 d . . . . .
C011 C 0.5131(2) 1.1268(5) 0.65040(18) 0.0174(9) Uani 1 1 d . . . . .
C012 C 0.8992(2) 0.1751(5) 0.26427(17) 0.0169(9) Uani 1 1 d . . . . .
C013 C 0.9676(2) 0.1885(5) 0.32365(18) 0.0167(9) Uani 1 1 d . . . . .
C014 C 0.7625(2) 0.8281(6) 0.50705(18) 0.0183(9) Uani 1 1 d . . . . .
C015 C 0.9207(2) 0.2572(5) 0.38684(18) 0.0179(10) Uani 1 1 d . . . . .
C016 C 0.7797(2) 0.7160(6) 0.44382(18) 0.0180(10) Uani 1 1 d . . . . .
H00R H 0.762(2) 0.236(5) 0.2687(17) 0.022 Uiso 1 1 d . U . . .
H00H H 0.665(3) 1.365(6) 0.593(2) 0.022 Uiso 1 1 d . U . . .
H00M H 0.761(3) 0.465(7) 0.433(2) 0.040(13) 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
C00Y N00E N00M 105.3(3) . . ?
N00S N00H C00Z 111.3(3) . . ?
N00S N00H H00H 123(2) . . ?
C00Z N00H H00H 125(2) . . ?
O003 N00I C013 115.0(4) . . ?
O1 N00I O003 126.1(4) . . ?
O1 N00I C013 118.9(3) . . ?
O00F N00K O00N 126.8(4) . . ?
O00F N00K C011 117.8(3) . . ?
O00N N00K C011 115.4(4) . . ?
O002 N00L C016 117.0(3) . . ?
O007 N00L O002 126.1(3) . . ?
O007 N00L C016 116.9(3) . . ?
N00E N00M C016 111.2(3) . . ?
N00E N00M H00M 126(3) . . ?
C016 N00M H00M 122(3) . . ?
C015 N00O N00R 104.0(3) . . ?
O00B N00P O00U 126.5(4) . . ?
O00B N00P C00Y 116.4(3) . . ?
O00U N00P C00Y 117.1(4) . . ?
O006 N00Q O009 126.4(3) . . ?
O006 N00Q C010 118.0(3) . . ?
O009 N00Q C010 115.6(3) . . ?
N00O N00R C012 111.4(3) . . ?
N00O N00R H00R 120(2) . . ?
C012 N00R H00R 128.4(19) . . ?
N00H N00S C010 104.8(3) . . ?
O004 N00T C014 117.9(3) . . ?
O00J N00T O004 124.7(4) . . ?
O00J N00T C014 117.4(3) . . ?
O00C N00V O2 127.7(3) . . ?
O00C N00V C012 116.0(3) . . ?
O2 N00V C012 116.2(3) . . ?
O001 N00W C00Z 115.6(3) . . ?
O008 N00W O001 126.3(3) . . ?
O008 N00W C00Z 118.1(3) . . ?
O005 N00X O00G 127.4(3) . . ?
O005 N00X C015 116.1(3) . . ?
O00G N00X C015 116.5(3) . . ?
N00E C00Y N00P 120.5(3) . . ?
N00E C00Y C014 112.9(3) . . ?
C014 C00Y N00P 126.5(4) . . ?
N00H C00Z N00W 121.6(3) . . ?
N00H C00Z C011 108.6(3) . . ?
C011 C00Z N00W 129.8(3) . . ?
N00S C010 N00Q 119.7(3) . . ?
N00S C010 C011 112.1(3) . . ?
C011 C010 N00Q 128.0(3) . . ?
C00Z C011 N00K 128.7(3) . . ?
C00Z C011 C010 103.3(3) . . ?
C010 C011 N00K 127.9(3) . . ?
N00R C012 N00V 121.9(3) . . ?
N00R C012 C013 108.3(3) . . ?
C013 C012 N00V 129.7(3) . . ?
C012 C013 N00I 128.6(3) . . ?
C012 C013 C015 103.1(3) . . ?
C015 C013 N00I 128.4(3) . . ?
C00Y C014 N00T 129.4(3) . . ?
C016 C014 N00T 128.6(3) . . ?
C016 C014 C00Y 101.9(4) . . ?
N00O C015 N00X 119.4(3) . . ?
N00O C015 C013 113.2(3) . . ?
C013 C015 N00X 127.4(3) . . ?
N00M C016 N00L 121.9(4) . . ?
N00M C016 C014 108.7(3) . . ?
C014 C016 N00L 129.4(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 N00W 1.233(4) . ?
O002 N00L 1.219(4) . ?
O003 N00I 1.225(4) . ?
O004 N00T 1.225(4) . ?
O005 N00X 1.209(4) . ?
O006 N00Q 1.210(3) . ?
O007 N00L 1.215(4) . ?
O008 N00W 1.205(4) . ?
O009 N00Q 1.220(4) . ?
O1 N00I 1.198(4) . ?
O00B N00P 1.210(4) . ?
O00C N00V 1.215(3) . ?
O2 N00V 1.223(3) . ?
N00E N00M 1.328(4) . ?
N00E C00Y 1.312(5) . ?
O00F N00K 1.208(4) . ?
O00G N00X 1.219(4) . ?
N00H N00S 1.328(4) . ?
N00H C00Z 1.334(4) . ?
N00H H00H 0.85(4) . ?
N00I C013 1.440(4) . ?
O00J N00T 1.213(4) . ?
N00K O00N 1.213(4) . ?
N00K C011 1.447(4) . ?
N00L C016 1.426(4) . ?
N00M C016 1.329(6) . ?
N00M H00M 0.88(5) . ?
N00O N00R 1.333(4) . ?
N00O C015 1.325(4) . ?
N00P O00U 1.217(5) . ?
N00P C00Y 1.438(4) . ?
N00Q C010 1.426(4) . ?
N00R C012 1.335(4) . ?
N00R H00R 0.89(3) . ?
N00S C010 1.332(4) . ?
N00T C014 1.430(5) . ?
N00V C012 1.425(4) . ?
N00W C00Z 1.432(4) . ?
N00X C015 1.443(4) . ?
C00Y C014 1.391(5) . ?
C00Z C011 1.363(5) . ?
C010 C011 1.382(4) . ?
C012 C013 1.364(4) . ?
C013 C015 1.371(5) . ?
C014 C016 1.386(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 N00W C00Z N00H 169.5(4) . . . . ?
O001 N00W C00Z C011 -11.7(6) . . . . ?
O002 N00L C016 N00M 8.4(5) . . . . ?
O002 N00L C016 C014 -171.7(3) . . . . ?
O003 N00I C013 C012 118.2(4) . . . . ?
O003 N00I C013 C015 -62.6(5) . . . . ?
O004 N00T C014 C00Y -85.5(4) . . . . ?
O004 N00T C014 C016 88.9(4) . . . . ?
O005 N00X C015 N00O -25.7(6) . . . . ?
O005 N00X C015 C013 153.0(4) . . . . ?
O006 N00Q C010 N00S -11.5(5) . . . . ?
O006 N00Q C010 C011 162.7(4) . . . . ?
O007 N00L C016 N00M -170.5(3) . . . . ?
O007 N00L C016 C014 9.4(5) . . . . ?
O008 N00W C00Z N00H -10.0(6) . . . . ?
O008 N00W C00Z C011 168.8(4) . . . . ?
O009 N00Q C010 N00S 169.4(4) . . . . ?
O009 N00Q C010 C011 -16.4(5) . . . . ?
O1 N00I C013 C012 -62.8(5) . . . . ?
O1 N00I C013 C015 116.4(4) . . . . ?
O00B N00P C00Y N00E -176.2(3) . . . . ?
O00B N00P C00Y C014 5.1(5) . . . . ?
O00C N00V C012 N00R 173.9(3) . . . . ?
O00C N00V C012 C013 -1.1(6) . . . . ?
O2 N00V C012 N00R -6.1(5) . . . . ?
O2 N00V C012 C013 178.9(4) . . . . ?
N00E N00M C016 N00L 177.7(3) . . . . ?
N00E N00M C016 C014 -2.2(4) . . . . ?
N00E C00Y C014 N00T 175.6(3) . . . . ?
N00E C00Y C014 C016 0.1(4) . . . . ?
O00F N00K C011 C00Z 112.1(4) . . . . ?
O00F N00K C011 C010 -72.9(5) . . . . ?
O00G N00X C015 N00O 155.6(4) . . . . ?
O00G N00X C015 C013 -25.7(6) . . . . ?
N00H N00S C010 N00Q 174.2(3) . . . . ?
N00H N00S C010 C011 -0.9(4) . . . . ?
N00H C00Z C011 N00K 175.0(4) . . . . ?
N00H C00Z C011 C010 -0.8(4) . . . . ?
N00I C013 C015 N00O -178.6(4) . . . . ?
N00I C013 C015 N00X 2.7(7) . . . . ?
O00J N00T C014 C00Y 95.3(4) . . . . ?
O00J N00T C014 C016 -90.2(4) . . . . ?
N00M N00E C00Y N00P 179.8(3) . . . . ?
N00M N00E C00Y C014 -1.3(3) . . . . ?
O00N N00K C011 C00Z -69.1(5) . . . . ?
O00N N00K C011 C010 105.8(4) . . . . ?
N00O N00R C012 N00V -175.5(3) . . . . ?
N00O N00R C012 C013 0.5(4) . . . . ?
N00P C00Y C014 N00T -5.5(6) . . . . ?
N00P C00Y C014 C016 178.9(3) . . . . ?
N00Q C010 C011 N00K 10.6(6) . . . . ?
N00Q C010 C011 C00Z -173.5(4) . . . . ?
N00R N00O C015 N00X 178.4(3) . . . . ?
N00R N00O C015 C013 -0.5(4) . . . . ?
N00R C012 C013 N00I 178.6(4) . . . . ?
N00R C012 C013 C015 -0.7(4) . . . . ?
N00S N00H C00Z N00W 179.4(3) . . . . ?
N00S N00H C00Z C011 0.4(5) . . . . ?
N00S C010 C011 N00K -174.9(4) . . . . ?
N00S C010 C011 C00Z 1.1(4) . . . . ?
N00T C014 C016 N00L 5.7(6) . . . . ?
N00T C014 C016 N00M -174.4(3) . . . . ?
O00U N00P C00Y N00E 4.6(5) . . . . ?
O00U N00P C00Y C014 -174.2(3) . . . . ?
N00V C012 C013 N00I -5.9(7) . . . . ?
N00V C012 C013 C015 174.8(4) . . . . ?
N00W C00Z C011 N00K -3.9(7) . . . . ?
N00W C00Z C011 C010 -179.8(4) . . . . ?
C00Y N00E N00M C016 2.1(3) . . . . ?
C00Y C014 C016 N00L -178.7(3) . . . . ?
C00Y C014 C016 N00M 1.2(4) . . . . ?
C00Z N00H N00S C010 0.3(4) . . . . ?
C012 C013 C015 N00O 0.8(4) . . . . ?
C012 C013 C015 N00X -178.0(4) . . . . ?
C015 N00O N00R C012 0.0(4) . . . . ?
