#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:09:38 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244481 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/89/7238965.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_7238965
loop_
_publ_author_name
'Song, Jinhong'
'Wang, Kai'
'Liang, Lixuan'
'Bian, Chengming'
'Zhou, Zhiming'
_publ_section_title
;
 High-energy-density materials based on 1-nitramino-2,4-dinitroimidazole
;
_journal_issue                   27
_journal_name_full               'RSC Advances'
_journal_page_first              10859
_journal_paper_doi               10.1039/c3ra40410b
_journal_volume                  3
_journal_year                    2013
_chemical_formula_sum            'C4 H7 N9 O6'
_chemical_formula_weight         277.19
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2012-06-03 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.613(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.710(4)
_cell_length_b                   13.065(5)
_cell_length_c                   7.573(3)
_cell_measurement_reflns_used    3585
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29.109
_cell_measurement_theta_min      2.472
_cell_volume                     1050.3(7)
_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      153(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8065
_diffrn_reflns_theta_full        29.14
_diffrn_reflns_theta_max         29.14
_diffrn_reflns_theta_min         2.47
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  0.9917
_exptl_absorpt_correction_T_min  0.9147
_exptl_absorpt_correction_type   Multi-scans
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.753
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2787
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0347
_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)+(0.0319P)²+0.1160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0793
_reflns_number_gt                2040
_reflns_number_total             2787
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra40410b.txt
_cod_data_source_block           bo1700
_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_sg_symbol_H-M      P2(1)/c
_cod_database_code               7238965
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
_atom_site_refinement_flags
O1 O 0.09456(8) 0.36514(8) 0.16535(12) 0.0245(2) Uani 1 1 d .
O2 O 0.27143(9) 0.34080(8) 0.34150(12) 0.0237(2) Uani 1 1 d .
O3 O 0.31763(9) 0.55757(8) 0.29032(13) 0.0285(2) Uani 1 1 d .
O4 O 0.51164(10) 0.59898(7) 0.38589(13) 0.0282(2) Uani 1 1 d .
O5 O 0.81264(9) 0.35161(9) 0.12752(13) 0.0323(3) Uani 1 1 d .
O6 O 0.70334(9) 0.24562(8) -0.05224(13) 0.0287(2) Uani 1 1 d .
N1 N 0.40044(10) 0.39160(8) 0.10614(13) 0.0148(2) Uani 1 1 d .
N2 N 0.59721(10) 0.44230(8) 0.20574(13) 0.0169(2) Uani 1 1 d .
N3 N 0.26952(10) 0.39273(9) 0.05632(14) 0.0181(2) Uani 1 1 d .
N4 N 0.21263(10) 0.36468(8) 0.19342(14) 0.0176(2) Uani 1 1 d .
N5 N 0.43148(11) 0.54429(8) 0.30203(13) 0.0187(2) Uani 1 1 d .
N6 N 0.71265(10) 0.31657(9) 0.05576(14) 0.0209(3) Uani 1 1 d .
N7 N 0.15467(12) 0.38947(10) 0.66569(16) 0.0259(3) Uani 1 1 d .
N8 N -0.02864(13) 0.37664(11) 0.78958(16) 0.0277(3) Uani 1 1 d .
N9 N -0.03285(12) 0.36702(10) 0.48675(16) 0.0241(3) Uani 1 1 d .
C1 C 0.47801(12) 0.32660(10) 0.03398(16) 0.0161(3) Uani 1 1 d .
H1 H 0.4552 0.2705 -0.0434 0.019 Uiso 1 1 calc R
C2 C 0.47722(12) 0.45923(10) 0.20789(15) 0.0154(3) Uani 1 1 d .
C3 C 0.59693(12) 0.35985(10) 0.09749(16) 0.0160(3) Uani 1 1 d .
C4 C 0.03154(13) 0.37704(10) 0.64726(17) 0.0190(3) Uani 1 1 d .
H7A H 0.1946(16) 0.3843(12) 0.570(2) 0.034(5) Uiso 1 1 d .
H7B H 0.1955(16) 0.4032(13) 0.773(2) 0.039(5) Uiso 1 1 d .
H9A H 0.0069(16) 0.3658(12) 0.396(2) 0.035(5) Uiso 1 1 d .
H9B H -0.1133(18) 0.3506(13) 0.479(2) 0.047(5) Uiso 1 1 d .
H8A H 0.0105(18) 0.3791(13) 0.897(3) 0.047(5) Uiso 1 1 d .
H8B H -0.1089(19) 0.3751(14) 0.779(2) 0.045(5) 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
C1 N1 C2 106.06(10)
C1 N1 N3 122.91(10)
C2 N1 N3 130.35(10)
C2 N2 C3 102.65(11)
N4 N3 N1 109.50(9)
O2 N4 O1 121.99(11)
O2 N4 N3 122.89(11)
O1 N4 N3 115.11(10)
O3 N5 O4 125.25(11)
O3 N5 C2 118.33(11)
O4 N5 C2 116.41(11)
O5 N6 O6 124.45(12)
O5 N6 C3 119.03(12)
O6 N6 C3 116.53(11)
C4 N7 H7A 119.0(11)
C4 N7 H7B 119.0(11)
H7A N7 H7B 122.0(16)
C4 N8 H8A 122.4(13)
C4 N8 H8B 121.1(12)
H8A N8 H8B 116.5(17)
C4 N9 H9A 119.2(11)
C4 N9 H9B 118.3(12)
H9A N9 H9B 121.6(16)
N1 C1 C3 104.53(11)
N1 C1 H1 127.7
C3 C1 H1 127.7
N2 C2 N1 113.66(11)
N2 C2 N5 122.43(11)
N1 C2 N5 123.84(11)
N2 C3 C1 113.09(12)
N2 C3 N6 120.95(11)
C1 C3 N6 125.95(12)
N7 C4 N9 120.16(13)
N7 C4 N8 120.09(12)
N9 C4 N8 119.73(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N4 1.2542(14)
O2 N4 1.2507(14)
O3 N5 1.2232(15)
O4 N5 1.2273(14)
O5 N6 1.2237(14)
O6 N6 1.2314(15)
N1 C1 1.3528(16)
N1 C2 1.3721(16)
N1 N3 1.4030(15)
N2 C2 1.3062(16)
N2 C3 1.3534(17)
N3 N4 1.3233(15)
N5 C2 1.4408(17)
N6 C3 1.4351(17)
N7 C4 1.3175(19)
N7 H7A 0.892(17)
N7 H7B 0.891(18)
N8 C4 1.3271(18)
N8 H8A 0.864(19)
N8 H8B 0.85(2)
N9 C4 1.3221(17)
N9 H9A 0.858(18)
N9 H9B 0.882(19)
C1 C3 1.3711(18)
C1 H1 0.9500
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
C1 N1 N3 N4 114.87(13)
C2 N1 N3 N4 -75.95(15)
N1 N3 N4 O2 -0.52(16)
N1 N3 N4 O1 178.45(10)
C2 N1 C1 C3 -0.07(13)
N3 N1 C1 C3 171.36(10)
C3 N2 C2 N1 -0.05(13)
C3 N2 C2 N5 -177.20(11)
C1 N1 C2 N2 0.08(14)
N3 N1 C2 N2 -170.48(11)
C1 N1 C2 N5 177.19(11)
N3 N1 C2 N5 6.63(19)
O3 N5 C2 N2 176.53(11)
O4 N5 C2 N2 -2.26(17)
O3 N5 C2 N1 -0.33(17)
O4 N5 C2 N1 -179.12(11)
C2 N2 C3 C1 0.00(14)
C2 N2 C3 N6 178.80(11)
N1 C1 C3 N2 0.05(14)
N1 C1 C3 N6 -178.68(11)
O5 N6 C3 N2 4.12(17)
O6 N6 C3 N2 -175.71(11)
O5 N6 C3 C1 -177.24(12)
O6 N6 C3 C1 2.93(18)
