#------------------------------------------------------------------------------
#$Date: 2024-11-09 14:07:10 +0200 (Sat, 09 Nov 2024) $
#$Revision: 295862 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247692.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_7247692
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 N5 O6'
_chemical_formula_sum            'C3 N5 O6'
_chemical_formula_weight         202.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc29gp2k
_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                 127.661(2)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   19.5713(11)
_cell_length_b                   7.6509(8)
_cell_length_c                   14.6982(9)
_cell_measurement_reflns_used    2276
_cell_measurement_temperature    298.4
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.81
_cell_volume                     1742.3(2)
_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 0.546
_diffrn_measured_fraction_theta_max 0.503
_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  0.0326
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.546
_diffrn_reflns_Laue_measured_fraction_max 0.503
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4862
_diffrn_reflns_point_group_measured_fraction_full 0.510
_diffrn_reflns_point_group_measured_fraction_max 0.464
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.379
_diffrn_reflns_theta_min         2.629
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6498
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.311
_exptl_crystal_description       block
_exptl_crystal_F_000             1212
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 637 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -4.5(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         1652
_refine_ls_number_restraints     308
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0399
_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)+(0.0834P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1053
_reflns_Friedel_coverage         0.844
_reflns_Friedel_fraction_full    0.473
_reflns_Friedel_fraction_max     0.425
_reflns_number_gt                1493
_reflns_number_total             1652
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp04526a2.cif
_cod_data_source_block           2tnp_p08_cc
_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 N15 O18'
_cod_original_formula_weight         606.24
_cod_original_formula_moiety         '3(C3 N5 O6)'
_cod_original_formula_units_Z            4
_cod_database_code               7247692
_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, z+1/2'
'x+1/2, y+1/2, 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_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 0.6634(5) 0.9097(15) 0.8870(6) 0.040(3) Uani 1 1 d . . . . .
N002 N 0.8116(5) 0.8874(16) 0.7907(7) 0.016(2) Uani 1 1 d . . . . .
O003 O 0.3342(4) 1.0488(14) 0.1516(6) 0.025(2) Uani 1 1 d . . . . .
O004 O 0.8603(4) 0.8322(11) 0.7714(5) 0.020(2) Uani 1 1 d . . . . .
N005 N 0.4869(5) 0.2419(16) 0.5983(7) 0.024(2) Uani 1 1 d . . . . .
N006 N 0.3370(5) -0.0084(16) 0.4216(7) 0.024(3) Uani 1 1 d . . . . .
O O 0.8216(4) 1.0172(14) 0.8450(7) 0.026(3) Uani 1 1 d . . . . .
O008 O 0.4927(4) 0.7985(13) 0.6652(5) 0.035(3) Uani 1 1 d . . . . .
O009 O 0.3317(5) -0.1573(15) 0.4503(6) 0.035(3) Uani 1 1 d . . . . .
C00A C 0.6638(5) 0.8319(17) 0.7391(7) 0.016(2) Uani 1 1 d . . . . .
O00B O 0.5065(4) 0.8429(14) 0.4297(5) 0.028(3) Uani 1 1 d . . . . .
N00C N 0.6465(5) 1.1737(17) 0.5602(6) 0.017(2) Uani 1 1 d . . . . .
O00D O 0.3147(4) 1.3345(14) 0.1256(6) 0.032(3) Uani 1 1 d . . . . .
O00E O 0.4642(4) 0.6211(13) 0.5302(6) 0.025(2) Uani 1 1 d . . . . .
C00F C 0.5643(6) 1.2247(17) 0.4521(8) 0.016(2) Uani 1 1 d . . . . .
O00G O 0.6873(4) 1.2887(13) 0.6306(6) 0.027(2) Uani 1 1 d . . . . .
O00H O 0.1315(4) 0.1893(12) 0.4251(5) 0.027(2) Uani 1 1 d . . . . .
C00I C 0.7305(6) 0.7943(17) 0.7333(7) 0.016(3) Uani 1 1 d . . . . .
N00J N 0.6302(4) 0.6339(14) 0.6124(6) 0.019(3) Uani 1 1 d . . . . .
N00K N 0.4666(4) 1.3935(15) 0.3287(6) 0.020(2) Uani 1 1 d . . . . .
O00L O 0.4913(4) 0.8671(14) 0.2722(5) 0.032(3) Uani 1 1 d . . . . .
O00M O 0.5376(4) 0.3554(14) 0.6634(6) 0.034(3) Uani 1 1 d . . . . .
O00N O 0.1688(5) -0.0196(16) 0.3626(7) 0.036(3) Uani 1 1 d . . . . .
O00O O 0.5051(4) 0.1111(13) 0.5662(5) 0.031(3) Uani 1 1 d . . . . .
N00P N 0.6614(5) 0.9599(18) 0.8065(7) 0.022(3) Uani 1 1 d . . . . .
N00Q N 0.4987(6) 0.9310(13) 0.3556(8) 0.020(2) Uani 1 1 d . . . . .
O00R O 0.6673(4) 1.0225(14) 0.5684(6) 0.022(2) Uani 1 1 d . . . . .
N00S N 0.3564(5) 1.2000(16) 0.1800(6) 0.018(3) Uani 1 1 d . . . . .
N00T N 0.2904(5) 0.3343(16) 0.5391(7) 0.023(3) Uani 1 1 d . . . . .
O00U O 0.6599(5) 1.1122(15) 0.7827(6) 0.032(3) Uani 1 1 d . . . . .
N00V N 0.7116(5) 0.6700(15) 0.6586(7) 0.019(3) Uani 1 1 d . . . . .
C00W C 0.5997(5) 0.7273(16) 0.6571(7) 0.014(3) Uani 1 1 d . . . . .
C00X C 0.3977(6) 0.2556(18) 0.5535(8) 0.021(3) Uani 1 1 d . . . . .
O00Y O 0.3457(5) 0.0259(13) 0.3476(6) 0.040(3) Uani 1 1 d . . . . .
C00Z C 0.5005(7) 1.1150(15) 0.3652(8) 0.015(2) Uani 1 1 d . . . . .
N010 N 0.3725(5) 0.3763(16) 0.5898(7) 0.026(3) Uani 1 1 d . . . . .
N1 N 0.5440(5) 1.3871(15) 0.4320(6) 0.020(2) Uani 1 1 d . . . . .
C2 C 0.4398(5) 1.2332(16) 0.2882(7) 0.017(3) Uani 1 1 d . . . . .
N3 N 0.5116(5) 0.7126(15) 0.6140(6) 0.019(3) Uani 1 1 d . . . . .
N4 N 0.1825(5) 0.1159(17) 0.4170(7) 0.021(2) Uani 1 1 d . . . . .
C5 C 0.3347(6) 0.1362(17) 0.4810(8) 0.019(3) Uani 1 1 d . . . . .
C6 C 0.2665(6) 0.1918(19) 0.4748(8) 0.018(3) 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'
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
O004 N002 C00I 115.3(9) . . ?
O N002 O004 127.0(10) . . ?
O N002 C00I 117.5(8) . . ?
O00M N005 O00O 125.7(8) . . ?
O00M N005 C00X 118.8(11) . . ?
O00O N005 C00X 115.5(10) . . ?
O009 N006 C5 117.6(10) . . ?
O00Y N006 O009 125.7(11) . . ?
O00Y N006 C5 116.7(13) . . ?
C00I C00A N00P 128.4(10) . . ?
C00W C00A C00I 102.6(9) . . ?
C00W C00A N00P 128.8(8) . . ?
O00G N00C C00F 116.5(13) . . ?
O00R N00C C00F 116.3(9) . . ?
O00R N00C O00G 127.1(10) . . ?
C00Z C00F N00C 127.5(12) . . ?
N1 C00F N00C 119.2(10) . . ?
N1 C00F C00Z 113.2(9) . . ?
C00A C00I N002 126.8(10) . . ?
N00V C00I N002 119.2(8) . . ?
N00V C00I C00A 113.7(9) . . ?
N00V N00J C00W 113.3(8) . . ?
C2 N00K N1 109.8(10) . . ?
O001 N00P C00A 117.8(13) . . ?
O00U N00P O001 124.3(11) . . ?
O00U N00P C00A 117.9(10) . . ?
O00B N00Q O00L 122.9(11) . . ?
O00B N00Q C00Z 118.9(9) . . ?
O00L N00Q C00Z 118.1(8) . . ?
O003 N00S O00D 127.3(10) . . ?
O003 N00S C2 118.1(9) . . ?
O00D N00S C2 114.6(11) . . ?
C6 N00T N010 112.1(9) . . ?
N00J N00V C00I 102.4(8) . . ?
C00A C00W N3 130.7(9) . . ?
N00J C00W C00A 107.9(7) . . ?
N00J C00W N3 121.4(9) . . ?
N010 C00X N005 121.2(10) . . ?
N010 C00X C5 113.8(8) . . ?
C5 C00X N005 124.6(11) . . ?
C00F C00Z N00Q 130.1(9) . . ?
C2 C00Z C00F 101.5(10) . . ?
C2 C00Z N00Q 128.4(9) . . ?
C00X N010 N00T 103.3(9) . . ?
C00F N1 N00K 105.9(10) . . ?
N00K C2 N00S 121.9(10) . . ?
N00K C2 C00Z 109.6(9) . . ?
C00Z C2 N00S 128.4(11) . . ?
O008 N3 C00W 115.0(8) . . ?
O00E N3 O008 127.5(7) . . ?
O00E N3 C00W 117.4(8) . . ?
O00H N4 O00N 125.9(10) . . ?
O00H N4 C6 118.0(11) . . ?
O00N N4 C6 116.1(9) . . ?
C00X C5 N006 129.9(8) . . ?
C6 C5 N006 127.0(10) . . ?
C6 C5 C00X 103.0(10) . . ?
N00T C6 N4 122.2(9) . . ?
N00T C6 C5 107.9(10) . . ?
C5 C6 N4 129.9(12) . . ?
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 N00P 1.221(12) . ?
N002 O004 1.224(10) . ?
N002 O 1.213(13) . ?
N002 C00I 1.451(14) . ?
O003 N00S 1.216(13) . ?
N005 O00M 1.223(14) . ?
N005 O00O 1.247(13) . ?
N005 C00X 1.444(12) . ?
N006 O009 1.241(14) . ?
N006 O00Y 1.228(12) . ?
N006 C5 1.426(15) . ?
O008 N3 1.214(11) . ?
C00A C00I 1.388(12) . ?
C00A N00P 1.415(16) . ?
C00A C00W 1.349(15) . ?
O00B N00Q 1.208(12) . ?
N00C C00F 1.464(12) . ?
N00C O00G 1.214(13) . ?
N00C O00R 1.207(14) . ?
O00D N00S 1.252(13) . ?
O00E N3 1.212(12) . ?
C00F C00Z 1.395(15) . ?
C00F N1 1.282(15) . ?
O00H N4 1.211(11) . ?
C00I N00V 1.323(15) . ?
N00J N00V 1.323(11) . ?
N00J C00W 1.333(12) . ?
N00K N1 1.339(10) . ?
N00K C2 1.323(15) . ?
O00L N00Q 1.244(12) . ?
O00N N4 1.235(16) . ?
N00P O00U 1.212(14) . ?
N00Q C00Z 1.413(13) . ?
N00S C2 1.445(12) . ?
N00T N010 1.334(11) . ?
N00T C6 1.327(16) . ?
C00W N3 1.434(10) . ?
C00X N010 1.305(16) . ?
C00X C5 1.373(16) . ?
C00Z C2 1.366(15) . ?
N4 C6 1.433(14) . ?
C5 C6 1.351(13) . ?
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
N002 C00I N00V N00J -171.2(9) . . . . ?
O003 N00S C2 N00K -175.8(6) . . . . ?
O003 N00S C2 C00Z 1.6(13) . . . . ?
O004 N002 C00I C00A -178.9(11) . . . . ?
O004 N002 C00I N00V -5.6(16) . . . . ?
N005 C00X N010 N00T -173.2(10) . . . . ?
N005 C00X C5 N006 -10(2) . . . . ?
N005 C00X C5 C6 172.6(10) . . . . ?
N006 C5 C6 N00T -177.3(13) . . . . ?
N006 C5 C6 N4 6(2) . . . . ?
O N002 C00I C00A -4.1(19) . . . . ?
O N002 C00I N00V 169.1(13) . . . . ?
O009 N006 C5 C00X 113.5(14) . . . . ?
O009 N006 C5 C6 -69.1(16) . . . . ?
C00A C00I N00V N00J 2.9(15) . . . . ?
C00A C00W N3 O008 -6.3(17) . . . . ?
C00A C00W N3 O00E 171.9(11) . . . . ?
O00B N00Q C00Z C00F 58.4(14) . . . . ?
O00B N00Q C00Z C2 -123.9(10) . . . . ?
N00C C00F C00Z N00Q -2.4(15) . . . . ?
N00C C00F C00Z C2 179.4(7) . . . . ?
N00C C00F N1 N00K -179.8(7) . . . . ?
O00D N00S C2 N00K 4.1(11) . . . . ?
O00D N00S C2 C00Z -178.6(8) . . . . ?
C00F C00Z C2 N00K -0.6(10) . . . . ?
C00F C00Z C2 N00S -178.2(7) . . . . ?
O00G N00C C00F C00Z -170.3(9) . . . . ?
O00G N00C C00F N1 7.4(11) . . . . ?
O00H N4 C6 N00T 2.5(19) . . . . ?
O00H N4 C6 C5 179.0(12) . . . . ?
C00I C00A N00P O001 -109.3(14) . . . . ?
C00I C00A N00P O00U 68.6(16) . . . . ?
C00I C00A C00W N00J 2.2(12) . . . . ?
C00I C00A C00W N3 -175.0(11) . . . . ?
N00J C00W N3 O008 176.8(10) . . . . ?
N00J C00W N3 O00E -5.0(16) . . . . ?
O00L N00Q C00Z C00F -119.9(10) . . . . ?
O00L N00Q C00Z C2 57.9(13) . . . . ?
O00M N005 C00X N010 -6.8(17) . . . . ?
O00M N005 C00X C5 -179.2(11) . . . . ?
O00N N4 C6 N00T -177.8(15) . . . . ?
O00N N4 C6 C5 -1(2) . . . . ?
O00O N005 C00X N010 172.9(11) . . . . ?
O00O N005 C00X C5 0.5(16) . . . . ?
N00P C00A C00I N002 -4(2) . . . . ?
N00P C00A C00I N00V -177.9(12) . . . . ?
N00P C00A C00W N00J 176.8(13) . . . . ?
N00P C00A C00W N3 0(2) . . . . ?
N00Q C00Z C2 N00K -178.9(7) . . . . ?
N00Q C00Z C2 N00S 3.5(15) . . . . ?
O00R N00C C00F C00Z 11.4(12) . . . . ?
O00R N00C C00F N1 -170.8(7) . . . . ?
N00V N00J C00W C00A -0.6(13) . . . . ?
N00V N00J C00W N3 176.9(10) . . . . ?
C00W C00A C00I N002 170.3(10) . . . . ?
C00W C00A C00I N00V -3.3(15) . . . . ?
C00W C00A N00P O001 77.4(15) . . . . ?
C00W C00A N00P O00U -104.6(15) . . . . ?
C00W N00J N00V C00I -1.4(14) . . . . ?
C00X C5 C6 N00T 0.6(15) . . . . ?
C00X C5 C6 N4 -176.3(12) . . . . ?
O00Y N006 C5 C00X -65.2(16) . . . . ?
O00Y N006 C5 C6 112.1(13) . . . . ?
C00Z C00F N1 N00K -1.8(9) . . . . ?
N010 N00T C6 N4 176.5(9) . . . . ?
N010 N00T C6 C5 -0.7(17) . . . . ?
N010 C00X C5 N006 177.5(12) . . . . ?
N010 C00X C5 C6 -0.3(14) . . . . ?
N1 C00F C00Z N00Q 179.7(8) . . . . ?
N1 C00F C00Z C2 1.5(10) . . . . ?
N1 N00K C2 N00S 177.4(7) . . . . ?
N1 N00K C2 C00Z -0.4(9) . . . . ?
C2 N00K N1 C00F 1.3(8) . . . . ?
C5 C00X N010 N00T -0.1(14) . . . . ?
C6 N00T N010 C00X 0.5(15) . . . . ?
