#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/11/7221184.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_7221184
loop_
_publ_author_name
'Yin, Xin'
'Wu, Jin-Ting'
'Jin, Xin'
'Xu, Cai-Xia'
'He, Piao'
'Li, Tong'
'Wang, Kun'
'Qin, Jian'
'Zhang, Jian-Guo'
_publ_section_title
;
 Nitrogen-rich salts of 1-aminotetrazol-5-one: oxygen-containing
 insensitive energetic materials with high thermal stability
;
_journal_issue                   74
_journal_name_full               'RSC Adv.'
_journal_page_first              60005
_journal_paper_doi               10.1039/C5RA07649H
_journal_volume                  5
_journal_year                    2015
_chemical_formula_sum            'C2 H9 N9 O'
_chemical_formula_weight         175.18
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-08-11 deposited with the CCDC.
2015-07-06 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 103.3740(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5361(4)
_cell_length_b                   6.5988(3)
_cell_length_c                   13.2935(7)
_cell_measurement_temperature    296(2)
_cell_volume                     728.49(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0158
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5898
_diffrn_reflns_theta_full        28.68
_diffrn_reflns_theta_max         28.68
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    0.130
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             368
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1862
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0666P)²+0.0907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1008
_refine_ls_wR_factor_ref         0.1092
_reflns_number_gt                1523
_reflns_number_total             1862
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra07649h2.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7221184
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.83071(12) 0.90573(16) 0.91484(8) 0.0274(2) Uani 1 1 d .
N3 N 0.03395(12) 0.24442(16) 0.73341(7) 0.0354(3) Uani 1 1 d .
H2 H 1.011(2) 0.552(4) 0.8963(16) 0.091(7) Uiso 1 1 d D
H3 H 0.120(2) -0.173(3) 0.6807(12) 0.052(5) Uiso 1 1 d .
H4 H -0.030(2) -0.131(3) 0.6125(14) 0.055(5) Uiso 1 1 d .
H5 H 0.866(3) 0.531(4) 0.8101(18) 0.092(7) Uiso 1 1 d .
H10 H 0.937(2) 0.840(3) 0.8081(12) 0.059(5) Uiso 1 1 d D
N1 N 0.76457(12) 0.82258(15) 0.98504(7) 0.0320(2) Uani 1 1 d .
H1A H 0.7645 0.6930 0.9919 0.038 Uiso 1 1 calc R
H1B H 0.7215 0.8979 1.0241 0.038 Uiso 1 1 calc R
N2 N 0.07422(11) 0.10686(14) 0.66805(7) 0.0285(2) Uani 1 1 d .
C2 C 0.14889(12) 0.20131(17) 0.60069(8) 0.0278(2) Uani 1 1 d .
N4 N 0.03345(15) -0.09575(15) 0.67458(8) 0.0358(3) Uani 1 1 d .
N5 N 0.15349(13) 0.39879(15) 0.62583(8) 0.0363(3) Uani 1 1 d .
N6 N 0.90629(17) 0.58057(17) 0.87003(10) 0.0450(3) Uani 1 1 d D
N7 N 0.83169(13) 1.10566(15) 0.90139(8) 0.0380(3) Uani 1 1 d .
H7A H 0.7884 1.1839 0.9390 0.046 Uiso 1 1 calc R
H7B H 0.8756 1.1565 0.8550 0.046 Uiso 1 1 calc R
N8 N 0.08197(14) 0.41741(17) 0.70672(8) 0.0404(3) Uani 1 1 d .
N9 N 0.89754(13) 0.79112(16) 0.85420(8) 0.0389(3) Uani 1 1 d D
O1 O 0.20125(11) 0.11499(13) 0.53034(7) 0.0376(2) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0284(5) 0.0289(5) 0.0271(5) 0.0000(4) 0.0111(4) 0.0001(4)
N3 0.0426(5) 0.0382(6) 0.0307(5) -0.0040(4) 0.0193(4) 0.0008(4)
N1 0.0424(5) 0.0270(5) 0.0340(5) -0.0010(4) 0.0236(4) 0.0006(4)
N2 0.0347(5) 0.0294(5) 0.0257(5) 0.0008(3) 0.0157(4) -0.0013(3)
C2 0.0306(5) 0.0306(5) 0.0253(5) 0.0019(4) 0.0130(4) -0.0025(4)
N4 0.0487(6) 0.0300(5) 0.0334(5) 0.0019(4) 0.0193(5) -0.0067(4)
N5 0.0484(6) 0.0298(5) 0.0373(5) -0.0027(4) 0.0234(4) -0.0037(4)
N6 0.0659(8) 0.0289(5) 0.0503(7) -0.0036(5) 0.0344(6) 0.0053(5)
N7 0.0501(6) 0.0269(5) 0.0452(6) 0.0021(4) 0.0276(5) 0.0008(4)
N8 0.0526(6) 0.0358(5) 0.0396(6) -0.0060(4) 0.0248(5) -0.0011(5)
N9 0.0566(6) 0.0320(5) 0.0385(6) 0.0006(4) 0.0324(5) 0.0021(4)
O1 0.0530(5) 0.0332(5) 0.0356(5) -0.0040(3) 0.0287(4) -0.0031(4)
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
N1 C1 N9 120.54(10)
N1 C1 N7 121.67(10)
N9 C1 N7 117.79(10)
N8 N3 N2 105.82(9)
N3 N2 C2 109.95(9)
N3 N2 N4 120.03(9)
C2 N2 N4 129.98(9)
O1 C2 N5 128.84(10)
O1 C2 N2 125.43(11)
N5 C2 N2 105.73(9)
C2 N5 N8 106.96(9)
N3 N8 N5 111.53(9)
C1 N9 N6 119.22(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.3169(13)
C1 N9 1.3266(14)
C1 N7 1.3317(14)
N3 N8 1.2900(15)
N3 N2 1.3546(13)
N2 C2 1.3640(13)
N2 N4 1.3892(13)
C2 O1 1.2618(13)
C2 N5 1.3436(14)
N5 N8 1.3594(14)
N6 N9 1.4046(15)
