#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:16:50 +0200 (vie 13 de oct de 2017) $
#$Revision: 201980 $
#$URL: svn://www.crystallography.net/cod/cif/2/30/00/2300008.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2300008
loop_
_publ_author_name
'Bolotina, Nadezhda B.'
'Zhurova, Elizabeth'
'Pinkerton, A. Alan'
_publ_section_title
;
 Energetic materials: variable-temperature crystal structure of β-NTO
;
_journal_issue                   2
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              280
_journal_page_last               285
_journal_paper_doi               10.1107/S002188980300092X
_journal_volume                  36
_journal_year                    2003
_chemical_formula_structural     C2H2N4O3
_chemical_formula_sum            'C2 H2 N4 O3'
_chemical_formula_weight         130.08
_chemical_name_systematic
;
  5-nitro-2,4-dihydro-3H-1,2,4,-triazol-3-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.8700(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.3207(4)
_cell_length_b                   5.5215(2)
_cell_length_c                   9.1102(3)
_cell_measurement_reflns_used    165
_cell_measurement_temperature    298.0(10)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      1.76
_cell_volume                     460.44(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      298.0(10)
_diffrn_measurement_device       'Bruker Platform'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            1691
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.560140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.271
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.105
_refine_ls_goodness_of_fit_obs   1.105
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         578
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_restrained_S_obs      1.105
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_obs          0.0438
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0767P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1081
_refine_ls_wR_factor_obs         0.1081
_reflns_number_observed          578
_reflns_number_total             578
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            do0018.cif
_cod_data_source_block           298
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0767P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0767P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2300008
_cod_database_fobs_code          2300008
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N2 0.0187(11) 0.031(2) 0.0399(15) -0.0029(13) 0.0040(10) -0.0060(15)
O3 0.0236(10) 0.039(2) 0.0363(12) 0.0065(10) 0.0028(9) -0.0095(11)
N1 0.0239(13) 0.025(2) 0.0349(15) 0.0036(11) 0.0059(11) -0.0004(13)
N4 0.0171(11) 0.025(2) 0.0294(14) -0.0038(11) 0.0027(10) -0.0020(12)
C3 0.0178(11) 0.035(2) 0.0248(14) -0.0019(15) 0.0009(10) 0.0057(15)
O5B 0.0472(15) 0.039(2) 0.047(2) -0.0164(13) 0.0095(11) -0.0089(13)
O5A 0.0436(14) 0.060(2) 0.056(2) 0.0145(13) 0.0104(12) -0.0222(14)
N5 0.0374(14) 0.028(2) 0.0287(14) 0.0016(14) 0.0037(11) -0.0006(14)
C5 0.0241(13) 0.023(2) 0.0241(13) 0.0001(12) 0.0029(10) -0.0005(14)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N2 0.6540(3) 0.7414(6) 0.2357(3) 0.0301(7) Uani d . 1 . N
H2 0.586(4) 0.641(7) 0.201(4) 0.037(10) Uiso d . 1 . H
O3 0.8626(2) 0.5938(4) 0.1612(2) 0.0334(6) Uani d . 1 . O
N1 0.6163(2) 0.9308(5) 0.3172(3) 0.0278(6) Uani d . 1 . N
N4 0.8523(3) 0.9441(5) 0.3060(3) 0.0240(6) Uani d . 1 . N
H4 0.940(4) 0.990(8) 0.316(4) 0.044(11) Uiso d . 1 . H
C3 0.7986(3) 0.7430(7) 0.2253(3) 0.0262(7) Uani d . 1 . C
O5B 0.8705(3) 1.3544(5) 0.4762(3) 0.0442(7) Uani d . 1 . O
O5A 0.6424(3) 1.3238(6) 0.4944(3) 0.0528(9) Uani d . 1 . O
N5 0.7519(3) 1.2566(6) 0.4496(3) 0.0318(7) Uani d . 1 . N
C5 0.7385(3) 1.0437(6) 0.3568(3) 0.0240(6) Uani d . 1 . C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 '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
N1 N2 C3 113.0(3)
C5 N1 N2 102.6(2)
C5 N4 C3 106.4(2)
O3 C3 N2 127.0(3)
O3 C3 N4 129.5(3)
N2 C3 N4 103.5(3)
O5B N5 O5A 125.7(3)
O5B N5 C5 117.1(3)
O5A N5 C5 117.2(3)
N1 C5 N4 114.6(3)
N1 C5 N5 122.2(3)
N4 C5 N5 123.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N2 N1 . 1.366(4) ?
N2 C3 . 1.369(4) ?
O3 C3 . 1.228(4) ?
N1 C5 . 1.290(4) ?
N4 C5 . 1.352(4) ?
N4 C3 . 1.373(4) ?
O5B N5 . 1.212(3) ?
O5A N5 . 1.226(3) ?
N5 C5 . 1.440(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2696109
