#------------------------------------------------------------------------------
#$Date: 2019-11-23 15:49:18 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233894 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/60/7236066.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_7236066
loop_
_publ_author_name
'Liu, Long'
'Zhang, Yanqiang'
'Li, Zhimin'
'Zhang, Suojiang'
_publ_section_title
;
 Nitrogen-rich energetic 4-R-5-nitro-1,2,3-triazolate salts (R = --CH3,
 --NH2, --N3, --NO2 and --NHNO2) as high performance energetic materials
;
_journal_issue                   28
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              14768
_journal_paper_doi               10.1039/C5TA01901J
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C3 H7 N9 O4'
_chemical_formula_weight         233.18
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-01-29 deposited with the CCDC.
2015-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.354(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.304(2)
_cell_length_b                   6.3952(18)
_cell_length_c                   18.719(5)
_cell_measurement_reflns_used    1315
_cell_measurement_temperature    163(2)
_cell_measurement_theta_max      31,492
_cell_measurement_theta_min      3.186
_cell_volume                     874.4(4)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      163(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9955
_diffrn_reflns_theta_full        31.49
_diffrn_reflns_theta_max         31.49
_diffrn_reflns_theta_min         2.79
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Chunk
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    X,Y,Z,Ueq
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2891
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0359P)²+0.3600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0847
_reflns_number_gt                2658
_reflns_number_total             2891
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ta01901j2.cif
_cod_data_source_block           bo3194
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        874.3(4)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7236066
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_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
O1 O 0.48710(10) 0.22026(13) 0.21875(4) 0.02593(17) Uani 1 1 d
O2 O 0.72627(10) 0.04605(13) 0.18475(4) 0.02436(17) Uani 1 1 d
O3 O 1.07895(10) 0.16707(14) 0.22272(4) 0.02522(17) Uani 1 1 d
O4 O 1.18998(10) 0.02255(12) 0.31885(4) 0.02265(16) Uani 1 1 d
C1 C 0.71890(12) 0.16917(15) 0.29969(5) 0.01550(17) Uani 1 1 d
C2 C 0.89970(12) 0.15387(14) 0.32253(5) 0.01488(16) Uani 1 1 d
C3 C 0.34079(13) 0.23726(15) 0.02833(5) 0.01727(17) Uani 1 1 d
N1 N 0.61571(11) 0.21073(14) 0.35682(4) 0.01907(17) Uani 1 1 d
N2 N 0.73161(11) 0.22230(14) 0.41256(4) 0.02000(17) Uani 1 1 d
N3 N 0.90532(11) 0.18833(13) 0.39282(4) 0.01763(16) Uani 1 1 d
N4 N 0.63842(11) 0.14289(13) 0.22979(4) 0.01773(16) Uani 1 1 d
N5 N 1.06781(10) 0.11183(13) 0.28533(4) 0.01621(15) Uani 1 1 d
N6 N 0.03240(12) 0.20167(16) 0.06267(5) 0.02272(18) Uani 1 1 d
N7 N 0.21928(12) 0.21280(14) 0.08080(5) 0.02003(17) Uani 1 1 d
N8 N 0.28309(12) 0.26939(15) -0.03787(5) 0.02165(18) Uani 1 1 d
N9 N 0.51875(12) 0.23111(17) 0.04439(5) 0.02411(19) Uani 1 1 d
H9A H 0.600(2) 0.242(2) 0.0107(9) 0.035(4) Uiso 1 1 d
H7 H 0.259(2) 0.183(3) 0.1235(9) 0.041(4) Uiso 1 1 d
H6A H -0.031(2) 0.296(3) 0.0894(9) 0.040(4) Uiso 1 1 d
H8A H 0.362(2) 0.281(2) -0.0713(8) 0.031(4) Uiso 1 1 d
H9B H 0.554(2) 0.198(3) 0.0885(9) 0.036(4) Uiso 1 1 d
H8B H 0.168(2) 0.281(2) -0.0455(8) 0.034(4) Uiso 1 1 d
H6B H -0.011(2) 0.075(3) 0.0747(9) 0.043(4) Uiso 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'
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 C2 107.88(8)
N1 C1 N4 121.33(8)
C2 C1 N4 130.77(8)
N3 C2 C1 108.37(8)
N3 C2 N5 119.10(8)
C1 C2 N5 132.53(8)
N8 C3 N9 121.38(9)
N8 C3 N7 119.83(9)
N9 C3 N7 118.79(9)
C1 N1 N2 106.06(8)
N3 N2 N1 111.72(8)
C2 N3 N2 105.97(8)
O1 N4 O2 124.09(9)
O1 N4 C1 117.90(8)
O2 N4 C1 118.01(8)
O3 N5 O4 124.70(8)
O3 N5 C2 118.00(8)
O4 N5 C2 117.29(8)
N7 N6 H6A 109.2(10)
N7 N6 H6B 109.3(11)
H6A N6 H6B 106.0(14)
C3 N7 N6 118.44(8)
C3 N7 H7 118.9(11)
N6 N7 H7 121.8(11)
C3 N8 H8A 119.0(10)
C3 N8 H8B 118.5(11)
H8A N8 H8B 122.5(15)
C3 N9 H9A 120.0(10)
C3 N9 H9B 119.6(10)
H9A N9 H9B 119.8(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N4 1.2273(11)
O2 N4 1.2300(11)
O3 N5 1.2273(11)
O4 N5 1.2284(10)
C1 N1 1.3387(12)
C1 C2 1.3890(12)
C1 N4 1.4408(12)
C2 N3 1.3345(12)
C2 N5 1.4406(12)
C3 N8 1.3223(13)
C3 N9 1.3329(13)
C3 N7 1.3370(12)
N1 N2 1.3417(12)
N2 N3 1.3414(11)
N6 N7 1.4063(13)
N6 H6A 0.911(17)
N6 H6B 0.902(18)
N7 H7 0.869(18)
N8 H8A 0.857(16)
N8 H8B 0.856(16)
N9 H9A 0.870(16)
N9 H9B 0.889(17)
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
N1 C1 C2 N3 -0.68(11)
N4 C1 C2 N3 -178.98(9)
N1 C1 C2 N5 179.83(10)
N4 C1 C2 N5 1.53(18)
C2 C1 N1 N2 0.60(11)
N4 C1 N1 N2 179.10(8)
C1 N1 N2 N3 -0.33(11)
C1 C2 N3 N2 0.46(10)
N5 C2 N3 N2 -179.97(8)
N1 N2 N3 C2 -0.09(11)
N1 C1 N4 O1 22.08(14)
C2 C1 N4 O1 -159.81(10)
N1 C1 N4 O2 -158.57(9)
C2 C1 N4 O2 19.54(15)
N3 C2 N5 O3 -149.38(9)
C1 C2 N5 O3 30.07(15)
N3 C2 N5 O4 30.71(13)
C1 C2 N5 O4 -149.84(10)
N8 C3 N7 N6 6.14(14)
N9 C3 N7 N6 -174.67(9)
