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#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/36/2103642.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_2103642
loop_
_publ_author_name
'Zhurova, Elizabeth A.'
'Pinkerton, A. Alan'
_publ_contact_author
;
A. Alan Pinkerton
Department of Chemistry,
University of Toledo,
2801 W. Bancroft st.,
Toledo, OH 43606, USA.
;
_publ_section_title
;
 Chemical bonding in energetic materials: β-NTO
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              359
_journal_page_last               365
_journal_paper_doi               10.1107/S0108768100020048
_journal_volume                  57
_journal_year                    2001
_chemical_formula_sum            'C2 H2 N4 O3'
_chemical_formula_weight         130.08
_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_type_scat_source
'International Tables Vol. IV Tables 2.2B and 2.3.1'
_cell_angle_alpha                90.0000(10)
_cell_angle_beta                 101.4740(10)
_cell_angle_gamma                90.0000(10)
_cell_formula_units_Z            4
_cell_length_a                   9.32550(10)
_cell_length_b                   5.45030(10)
_cell_length_c                   9.04000(10)
_cell_measurement_reflns_used    8330
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      0
_cell_volume                     450.291(11)
_computing_cell_refinement       'SMART5.054, Siemens (1996a)'
_computing_data_collection       'SMART5.054, Siemens (1996a)'
_computing_data_reduction        'SAINT7.08, Siemens (1996b)'
_computing_molecular_graphics    'XD, Koritsanszky et al, (1995)'
_computing_publication_material  'XD, Koritsanszky et al, (1995)'
_computing_structure_refinement  'XD, Koritsanszky et al, (1995)'
_computing_structure_solution    'SHELXTL, 'Sheldrick (1997)'
_diffrn_measurement_device       'Bruker platform diffractometer'
_diffrn_measurement_method       w
_diffrn_radiation_type           'Ag K\a'
_diffrn_radiation_wavelength     .56085
_diffrn_reflns_av_R_equivalents  .0215
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            68989
_diffrn_reflns_theta_max         43.69
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .104
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_description       plate
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .12
_refine_diff_density_max         .1
_refine_diff_density_min         -.3
_refine_ls_extinction_coef       .2195
_refine_ls_extinction_method     'isotropic Becker-Coppens, type 1'
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4080
_refine_ls_R_factor_gt           .0333
_refine_ls_shift/su_max          .0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/[σ²(F)+0.0001F²]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0425
_reflns_number_gt                4080
_reflns_number_total             6909
_reflns_threshold_expression     'I>2σ for sintl<1.0, I>6σ for sintl>1.0'
_cod_data_source_file            br0102.cif
_cod_data_source_block           NTO
_cod_original_cell_volume        450.291
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2103642
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
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
N(2) .00540(10) .00940(10) .01320(10) -.00090(10) .00170(10) -.00180(10)
O(3) .00780(10) .01230(10) .01240(10) .00160(10) .00190(10) -.00330(10)
N(1) .00570(10) .01040(10) .01250(10) .00020(10) .00230(10) -.00110(10)
N(4) .00530(10) .00950(10) .00980(10) -.00100(10) .00170(10) -.00140(10)
C(3) .00560(10) .00860(10) .00920(10) .00030(10) .00140(10) -.00080(10)
O(5B) .01420(10) .01250(10) .0156(2) -.00470(10) .00350(10) -.00310(10)
O(5A) .01270(10) .0178(2) .0187(2) .00290(10) .00430(10) -.00670(10)
N(5) .00960(10) .00920(10) .01000(10) .00040(10) .00190(10) -.00110(10)
C(5) .00670(10) .00860(10) .00910(10) .00000(10) .00170(10) -.00090(10)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(2) .65343(3) .73475(4) .23553(3) .010
H(2) .57735 .61089 .18887 .008
O(3) .86295(2) .58983(4) .15996(3) .011
N(1) .61566(3) .92544(4) .31807(3) .010
N(4) .85229(2) .94632(4) .30610(3) .008
H(4) .95523 1.01280 .32263 .009
C(3) .79842(3) .74010(5) .22532(3) .008
O(5B) .86967(3) 1.36316(4) .47666(3) .014
O(5A) .64118(3) 1.32520(5) .49799(3) .017
N(5) .75032(3) 1.26075(5) .45135(3) .010
C(5) .73793(3) 1.04447(5) .35760(3) .008
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
H(2) N(2) N(1) 1_555 1_555 1_555 120.10(10) yes
H(2) N(2) C(3) 1_555 1_555 1_555 127.30(10) yes
N(1) N(2) C(3) 1_555 1_555 1_555 112.60(10) yes
N(2) N(1) C(5) 1_555 1_555 1_555 102.90(10) yes
H(4) N(4) C(3) 1_555 1_555 1_555 127.30(10) yes
H(4) N(4) C(5) 1_555 1_555 1_555 126.70(10) yes
C(3) N(4) C(5) 1_555 1_555 1_555 105.90(10) yes
N(2) C(3) O(3) 1_555 1_555 1_555 126.70(10) yes
N(2) C(3) N(4) 1_555 1_555 1_555 104.00(10) yes
O(3) C(3) N(4) 1_555 1_555 1_555 129.30(10) yes
O(5B) N(5) O(5A) 1_555 1_555 1_555 126.10(10) yes
O(5B) N(5) C(5) 1_555 1_555 1_555 116.40(10) yes
O(5A) N(5) C(5) 1_555 1_555 1_555 117.40(10) yes
N(1) C(5) N(4) 1_555 1_555 1_555 114.60(10) yes
N(1) C(5) N(5) 1_555 1_555 1_555 122.20(10) yes
N(4) C(5) N(5) 1_555 1_555 1_555 123.20(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(2) H(2) 1_555 1_555 1.0090 yes
N(2) N(1) 1_555 1_555 1.3658(3) yes
N(2) C(3) 1_555 1_555 1.3737(3) yes
O(3) C(3) 1_555 1_555 1.2343(3) yes
N(1) C(5) 1_555 1_555 1.2987(4) yes
N(4) H(4) 1_555 1_555 1.0090 yes
N(4) C(3) 1_555 1_555 1.3795(3) yes
N(4) C(5) 1_555 1_555 1.3556(4) yes
O(5B) N(5) 1_555 1_555 1.2253(3) yes
O(5A) N(5) 1_555 1_555 1.2279(3) yes
N(5) C(5) 1_555 1_555 1.4430(4) yes
