#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/63/1516365.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_1516365
loop_
_publ_author_name
'Kohno, Yuji'
'Hiyoshi, Reiko I.'
'Yamaguchi, Yoshitaka'
'Matsumoto, Shinya'
'Koseki, Atsushi'
'Takahashi, Osamu'
'Yamasaki, Katsuyoshi'
'Ueda, Kazuyoshi'
_publ_section_title
;
 Molecular dynamics studies of the structural change in
 1,3-diamino-2,4,6-trinitrobenzene (DATB) in the crystalline state under
 high pressure.
;
_journal_issue                   11
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              2551
_journal_page_last               2560
_journal_paper_doi               10.1021/jp809240x
_journal_volume                  113
_journal_year                    2009
_chemical_formula_moiety         'C6 H5 N5 O6 '
_chemical_formula_sum            'C6 H5 N5 O6'
_chemical_formula_weight         243.14
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      7
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_cell_angle_alpha                90
_cell_angle_beta                 95.22(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.309(3)
_cell_length_b                   5.169(4)
_cell_length_c                   11.583(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    223.2
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      14.8
_cell_volume                     435.8(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 2.0'
_computing_publication_material  'teXsan Ver. 2.0'
_computing_structure_refinement  'teXsan Ver. 2.0'
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 1.0000
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            1506
_diffrn_reflns_theta_full        29.98
_diffrn_reflns_theta_max         29.98
_diffrn_standards_decay_%        0.66
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.853
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             248.00
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.21
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  90 Friedel Pairs'
_refine_ls_abs_structure_Flack   -4.2(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.409
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1278
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.0008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.05000(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                1187
_reflns_number_total             1368
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jp809240x_si_002.cif
_cod_data_source_block           uyk1206/kohno/ueda_lab/YNU
_cod_original_sg_symbol_H-M      'P c          '
_cod_original_formula_sum        'C6 H5 N5 O6 '
_cod_database_code               1516365
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,1/2+z
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_symmetry_multiplicity
_atom_site_calc_flag
O(1) O 0.2640(5) 0.6961(3) 0.3161(3) 0.0375(4) Uani 1.00 1 d
O(2) O 0.0943(5) 0.3788(4) 0.3619(3) 0.0392(4) Uani 1.00 1 d
O(3) O 0.3748(5) -0.2009(3) 0.6899(3) 0.0373(4) Uani 1.00 1 d
O(4) O 0.6439(5) -0.1153(4) 0.7666(3) 0.0527(5) Uani 1.00 1 d
O(5) O 0.9979(5) 0.6205(4) 0.5945(3) 0.0399(4) Uani 1.00 1 d
O(6) O 0.8435(5) 0.8484(3) 0.4638(3) 0.0358(4) Uani 1.00 1 d
N(1) N 0.2409(5) 0.5019(3) 0.3737(3) 0.0274(3) Uani 1.00 1 d
N(2) N 0.5140(5) -0.0634(3) 0.6947(3) 0.0274(4) Uani 1.00 1 d
N(3) N 0.8551(5) 0.6642(3) 0.5317(3) 0.0272(4) Uani 1.00 1 d
N(4) N 0.2128(5) 0.0740(4) 0.5321(3) 0.0314(4) Uani 1.00 1 d
N(5) N 0.8346(5) 0.2520(4) 0.6984(3) 0.0339(4) Uani 1.00 1 d
C(1) C 0.3877(5) 0.4191(3) 0.4581(3) 0.0229(4) Uani 1.00 1 d
C(2) C 0.3681(5) 0.2058(3) 0.5360(3) 0.0224(3) Uani 1.00 1 d
C(3) C 0.5250(5) 0.1491(3) 0.6166(3) 0.0223(3) Uani 1.00 1 d
C(4) C 0.6933(5) 0.2973(4) 0.6220(3) 0.0230(4) Uani 1.00 1 d
C(5) C 0.6975(5) 0.5010(3) 0.5382(3) 0.0229(4) Uani 1.00 1 d
C(6) C 0.5482(5) 0.5563(3) 0.4602(3) 0.0234(4) Uani 1.00 1 d
H(1) H 0.127(4) 0.120(5) 0.475(2) 0.033(6) Uiso 1.00 1 d
H(2) H 0.213(4) -0.062(7) 0.582(3) 0.048(8) Uiso 1.00 1 d
H(3) H 0.821(4) 0.126(6) 0.748(2) 0.044(8) Uiso 1.00 1 d
H(4) H 0.929(5) 0.346(6) 0.689(3) 0.059(9) Uiso 1.00 1 d
H(5) H 0.560(3) 0.697(5) 0.411(2) 0.019(5) Uiso 1.00 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 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(1) N(1) O(2) 121.3(2) yes
O(1) N(1) C(1) 118.6(2) yes
O(2) N(1) C(1) 120.1(2) yes
O(3) N(2) O(4) 118.9(2) yes
O(3) N(2) C(3) 120.4(2) yes
O(4) N(2) C(3) 120.7(2) yes
O(5) N(3) O(6) 121.4(2) yes
O(5) N(3) C(5) 120.0(2) yes
O(6) N(3) C(5) 118.6(2) yes
C(2) N(4) H(1) 115(2) no
C(2) N(4) H(2) 115(2) no
H(1) N(4) H(2) 129(3) no
C(4) N(5) H(3) 116(2) no
C(4) N(5) H(4) 113(2) no
H(3) N(5) H(4) 130(3) no
N(1) C(1) C(2) 122.6(2) yes
N(1) C(1) C(6) 116.0(2) yes
C(2) C(1) C(6) 121.3(2) yes
N(4) C(2) C(1) 120.5(2) yes
N(4) C(2) C(3) 123.2(2) yes
C(1) C(2) C(3) 116.3(2) yes
N(2) C(3) C(2) 118.6(2) yes
N(2) C(3) C(4) 118.5(2) yes
C(2) C(3) C(4) 123.0(2) yes
N(5) C(4) C(3) 123.1(2) yes
N(5) C(4) C(5) 121.4(2) yes
C(3) C(4) C(5) 115.5(2) yes
N(3) C(5) C(4) 122.3(2) yes
N(3) C(5) C(6) 115.7(2) yes
C(4) C(5) C(6) 122.0(2) yes
C(1) C(6) C(5) 121.9(2) yes
C(1) C(6) H(5) 121(1) no
C(5) C(6) H(5) 116(1) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) N(1) 1.225(3) yes
O(2) N(1) 1.243(3) yes
O(3) N(2) 1.238(3) yes
O(4) N(2) 1.234(3) yes
O(5) N(3) 1.237(3) yes
O(6) N(3) 1.234(3) yes
N(1) C(1) 1.449(3) yes
N(2) C(3) 1.430(3) yes
N(3) C(5) 1.435(3) yes
N(4) C(2) 1.321(3) yes
N(4) H(1) 0.90(4) no
N(4) H(2) 0.91(4) no
N(5) C(4) 1.319(3) yes
N(5) H(3) 0.88(4) no
N(5) H(4) 0.86(4) no
C(1) C(2) 1.439(3) yes
C(1) C(6) 1.369(3) yes
C(2) C(3) 1.442(3) yes
C(3) C(4) 1.446(3) yes
C(4) C(5) 1.434(3) yes
C(5) C(6) 1.382(3) yes
C(6) H(5) 0.93(3) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
O(1) H(4) 2.75(5) 2_464
O(1) N(2) 3.065(3) 2_564
O(1) H(1) 3.09(3) 1_565
O(1) O(3) 3.092(3) 2_554
O(1) O(3) 3.133(3) 2_564
O(1) N(4) 3.222(3) 1_565
O(1) C(3) 3.229(3) 2_564
O(1) H(2) 3.30(4) 2_564
O(1) N(5) 3.316(3) 2_464
O(1) H(2) 3.37(4) 1_565
O(1) H(3) 3.39(4) 2_464
O(1) C(2) 3.437(3) 2_564
O(1) O(5) 3.485(3) 2_464
O(1) N(4) 3.486(3) 2_564
O(2) H(4) 2.66(4) 2_464
O(2) O(5) 3.108(3) 1_455
O(2) O(5) 3.114(3) 2_464
O(2) N(3) 3.119(3) 1_455
O(2) O(3) 3.124(3) 2_554
O(2) N(5) 3.190(3) 2_464
O(2) O(6) 3.322(3) 1_455
O(2) H(3) 3.44(4) 2_464
O(2) H(3) 3.47(4) 2_454
O(2) O(6) 3.558(3) 1_445
O(3) N(1) 2.880(3) 2_555
O(3) O(5) 3.019(3) 1_445
O(3) C(6) 3.298(3) 1_545
O(3) C(1) 3.299(3) 2_555
O(3) C(1) 3.335(3) 1_545
O(3) C(5) 3.432(3) 1_545
O(3) C(2) 3.545(3) 1_545
O(4) H(5) 2.84(3) 2_565
O(4) O(6) 2.940(3) 2_565
O(4) C(6) 3.316(3) 2_555
O(4) C(5) 3.358(3) 1_545
O(4) C(1) 3.413(3) 2_555
O(4) N(3) 3.442(3) 1_545
O(4) C(4) 3.502(3) 1_545
O(4) H(5) 3.52(3) 2_555
O(5) N(4) 2.948(3) 1_665
O(5) H(1) 3.11(3) 1_665
O(5) H(1) 3.12(3) 1_655
O(5) N(1) 3.300(3) 1_655
O(5) N(4) 3.343(3) 1_655
O(5) H(3) 3.48(3) 1_565
O(5) C(1) 3.537(3) 1_655
O(5) C(2) 3.565(3) 1_655
O(6) H(2) 2.95(4) 1_665
O(6) N(4) 2.980(3) 1_665
O(6) N(5) 3.112(3) 2_564
O(6) C(4) 3.211(3) 1_565
O(6) C(3) 3.423(3) 1_565
O(6) N(5) 3.432(3) 1_565
O(6) H(4) 3.45(4) 2_564
N(1) H(4) 3.09(5) 2_464
N(1) H(2) 3.32(4) 1_565
N(1) N(4) 3.496(3) 1_565
N(1) H(1) 3.53(3) 1_565
N(1) N(3) 3.597(3) 1_455
N(2) H(5) 3.14(3) 2_565
N(2) C(5) 3.255(3) 1_545
N(2) C(6) 3.381(3) 1_545
N(2) H(5) 3.55(3) 1_545
N(2) N(3) 3.552(3) 1_545
N(3) H(2) 2.99(4) 1_665
N(3) H(1) 3.19(3) 1_665
N(3) N(4) 3.364(3) 1_665
N(3) H(3) 3.44(3) 2_564
N(3) H(3) 3.49(3) 1_565
N(3) H(1) 3.54(3) 1_655
N(4) H(4) 3.20(4) 1_455
N(4) H(5) 3.58(3) 1_545
N(5) H(5) 3.33(3) 2_565
N(5) H(1) 3.57(3) 1_655
N(5) H(2) 3.58(4) 1_655
C(1) H(2) 3.35(4) 1_565
C(2) H(5) 3.37(3) 1_545
C(3) H(5) 3.36(3) 1_545
C(3) H(5) 3.49(3) 2_565
C(3) C(6) 3.572(3) 1_545
C(4) H(5) 3.58(3) 2_565
C(6) H(2) 3.54(4) 1_565
H(1) H(4) 3.20(5) 1_455
H(1) H(3) 3.53(5) 2_454
H(2) H(4) 3.28(6) 1_455
H(2) H(5) 3.58(4) 1_545
H(3) H(5) 2.95(4) 2_565
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N(4) H(1) O(2) . 0.90(2) 1.88(2) 2.609(4) 137(2) no
N(4) H(2) O(3) . 0.91(3) 1.79(3) 2.524(4) 135(2) no
N(4) H(1) N(1) . 0.90(2) 2.48(2) 2.893(4) 108(2) no
N(4) H(2) N(2) . 0.91(3) 2.46(3) 2.854(4) 106(2) no
N(5) H(3) O(4) . 0.89(2) 1.82(2) 2.524(4) 134(2) no
N(5) H(4) O(5) . 0.86(3) 1.89(3) 2.601(4) 139(3) no
N(5) H(3) N(2) . 0.89(2) 2.47(2) 2.852(4) 106(2) no
N(5) H(4) N(3) . 0.86(3) 2.48(3) 2.889(4) 110(2) no
N(4) H(2) O(1) 2_565 0.91(3) 3.30(3) 3.486(4) 94(2) no
N(4) H(1) O(1) 1_545 0.90(2) 3.09(2) 3.222(4) 90(1) no
N(4) H(2) N(1) 1_545 0.91(3) 3.32(3) 3.496(4) 93(2) no
N(4) H(1) O(5) 1_455 0.90(2) 3.12(2) 3.343(4) 96(1) no
N(4) H(2) O(5) 1_445 0.91(3) 2.29(3) 2.948(4) 129(2) no
N(4) H(1) O(6) 1_445 0.90(2) 2.50(2) 2.980(4) 114(2) no
N(4) H(1) N(3) 1_445 0.90(2) 3.19(2) 3.364(4) 93(1) no
N(5) H(3) O(6) 2_565 0.89(2) 2.49(2) 3.112(5) 127(2) no
N(5) H(4) O(1) 2_665 0.86(3) 2.75(3) 3.316(4) 124(2) no
N(5) H(4) O(2) 2_665 0.86(3) 2.66(3) 3.190(4) 121(2) no
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_publ_flag
O(1) N(1) C(1) C(2) 175.0(2) yes
O(1) N(1) C(1) C(6) -4.9(3) yes
O(2) N(1) C(1) C(2) -4.1(3) yes
O(2) N(1) C(1) C(6) 176.0(2) yes
O(3) N(2) C(3) C(2) 2.6(3) yes
O(3) N(2) C(3) C(4) -177.3(2) yes
O(4) N(2) C(3) C(2) -178.5(2) yes
O(4) N(2) C(3) C(4) 1.5(3) yes
O(5) N(3) C(5) C(4) 4.9(3) yes
O(5) N(3) C(5) C(6) -176.5(2) yes
O(6) N(3) C(5) C(4) -174.2(2) yes
O(6) N(3) C(5) C(6) 4.4(3) yes
N(1) C(1) C(2) N(4) 0.8(3) yes
N(1) C(1) C(2) C(3) -178.9(2) yes
N(1) C(1) C(6) C(5) 178.5(2) yes
N(2) C(3) C(2) N(4) 1.3(3) yes
N(2) C(3) C(2) C(1) -179.0(2) yes
N(2) C(3) C(4) N(5) -2.7(3) yes
N(2) C(3) C(4) C(5) 177.6(2) yes
N(3) C(5) C(4) N(5) 0.8(3) yes
N(3) C(5) C(4) C(3) -179.5(2) yes
N(3) C(5) C(6) C(1) -178.8(2) yes
N(4) C(2) C(1) C(6) -179.3(2) yes
N(4) C(2) C(3) C(4) -178.8(2) yes
N(5) C(4) C(3) C(2) 177.4(2) yes
N(5) C(4) C(5) C(6) -177.8(2) yes
C(1) C(2) C(3) C(4) 0.9(3) yes
C(1) C(6) C(5) C(4) -0.2(3) yes
C(2) C(1) C(6) C(5) -1.4(3) yes
C(2) C(3) C(4) C(5) -2.3(3) yes
C(3) C(2) C(1) C(6) 1.0(3) yes
C(3) C(4) C(5) C(6) 1.9(3) yes
C(3) C(4) C(5) C(6) 1.9(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 15396
