#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:33:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180085 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/31/7053180.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_7053180
loop_
_publ_author_name
'Hou, Kehui'
'Ma, Congming'
'Liu, Zuliang'
_publ_section_title
;
 Synthesis, single crystal structure and performance of N-substituted
 derivatives of dinitroimidazole
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2837
_journal_paper_doi               10.1039/c3nj00521f
_journal_volume                  37
_journal_year                    2013
_chemical_formula_sum            'C9 H3 N7 O10'
_chemical_formula_weight         369.18
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 92.50(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7000(17)
_cell_length_b                   11.397(2)
_cell_length_c                   14.164(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      10
_cell_volume                     1403.1(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Nonius cad4'
_diffrn_measurement_method       ω/2θ
_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  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2690
_diffrn_reflns_theta_full        25.31
_diffrn_reflns_theta_max         25.31
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.9840
_exptl_absorpt_correction_T_min  0.9531
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.037(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0508
_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)+(0.1000P)²+0.1500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1583
_reflns_number_gt                1778
_reflns_number_total             2518
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3nj00521f.txt
_cod_data_source_block           x1
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21/N
_cod_database_code               7053180
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
N1 N 0.4150(2) 0.4897(2) 0.38527(16) 0.0491(6) Uani 1 1 d .
C1 C 0.3597(3) 0.3991(3) 0.33802(19) 0.0468(7) Uani 1 1 d .
O1 O 0.5846(3) 0.3411(3) 0.2772(2) 0.1044(11) Uani 1 1 d .
N2 N 0.2042(2) 0.38556(19) 0.34321(14) 0.0393(5) Uani 1 1 d .
C2 C 0.1581(3) 0.4754(2) 0.39930(17) 0.0388(6) Uani 1 1 d .
H2A H 0.0585 0.4915 0.4169 0.047 Uiso 1 1 calc R
O2 O 0.3837(3) 0.2300(2) 0.25021(18) 0.0768(8) Uani 1 1 d .
C3 C 0.2884(3) 0.5365(2) 0.42421(17) 0.0403(6) Uani 1 1 d .
O3 O 0.1793(3) 0.6597(2) 0.52922(18) 0.0748(7) Uani 1 1 d .
N3 N 0.4499(3) 0.3171(3) 0.2839(2) 0.0625(7) Uani 1 1 d .
C4 C 0.0987(3) 0.3015(2) 0.29850(17) 0.0376(6) Uani 1 1 d .
N4 N 0.2952(3) 0.6393(2) 0.48544(16) 0.0509(6) Uani 1 1 d .
O4 O 0.4123(3) 0.6984(2) 0.49139(16) 0.0710(7) Uani 1 1 d .
N5 N 0.1162(3) 0.1729(2) 0.44194(18) 0.0558(7) Uani 1 1 d .
C5 C 0.0445(3) 0.2049(2) 0.34815(17) 0.0408(6) Uani 1 1 d .
O5 O 0.0361(3) 0.1225(3) 0.49738(18) 0.0901(9) Uani 1 1 d .
N6 N -0.2730(3) 0.0971(2) 0.18644(19) 0.0550(7) Uani 1 1 d .
O6 O 0.2522(3) 0.1969(2) 0.45645(16) 0.0714(7) Uani 1 1 d .
C6 C -0.0769(3) 0.1368(2) 0.3134(2) 0.0457(7) Uani 1 1 d .
H6A H -0.1130 0.0734 0.3473 0.055 Uiso 1 1 calc R
C7 C -0.1425(3) 0.1673(2) 0.22581(19) 0.0435(7) Uani 1 1 d .
N7 N 0.0844(3) 0.4276(2) 0.15214(16) 0.0563(7) Uani 1 1 d .
O7 O -0.3270(3) 0.0220(3) 0.2357(2) 0.0867(9) Uani 1 1 d .
C8 C -0.0925(3) 0.2613(2) 0.17245(18) 0.0433(7) Uani 1 1 d .
H8A H -0.1388 0.2791 0.1138 0.052 Uiso 1 1 calc R
O8 O -0.3219(3) 0.1198(2) 0.10627(17) 0.0779(8) Uani 1 1 d .
C9 C 0.0294(3) 0.3274(2) 0.21040(18) 0.0420(7) Uani 1 1 d .
O9 O -0.0083(3) 0.4752(3) 0.09897(18) 0.0922(9) Uani 1 1 d .
O10 O 0.2199(3) 0.4549(3) 0.16088(18) 0.0856(8) Uani 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 C3 103.3(2)
N1 C1 N2 113.8(2)
N1 C1 N3 125.4(2)
N2 C1 N3 120.8(2)
C2 N2 C1 105.3(2)
C2 N2 C4 123.5(2)
C1 N2 C4 131.2(2)
C3 C2 N2 105.7(2)
C3 C2 H2A 127.1
N2 C2 H2A 127.1
N1 C3 C2 111.9(2)
N1 C3 N4 122.9(2)
C2 C3 N4 125.2(2)
O1 N3 O2 126.1(3)
O1 N3 C1 116.2(3)
O2 N3 C1 117.8(2)
C9 C4 C5 118.3(2)
C9 C4 N2 119.4(2)
C5 C4 N2 121.3(2)
O4 N4 O3 124.2(3)
O4 N4 C3 119.7(2)
O3 N4 C3 116.1(2)
O5 N5 O6 125.1(3)
O5 N5 C5 117.5(3)
O6 N5 C5 117.4(3)
C6 C5 C4 122.1(2)
C6 C5 N5 117.7(3)
C4 C5 N5 120.3(2)
O7 N6 O8 123.8(3)
O7 N6 C7 118.4(3)
O8 N6 C7 117.8(3)
C5 C6 C7 117.1(3)
C5 C6 H6A 121.4
C7 C6 H6A 121.4
C6 C7 C8 123.5(2)
C6 C7 N6 118.8(3)
C8 C7 N6 117.7(2)
O9 N7 O10 124.4(3)
O9 N7 C9 117.7(3)
O10 N7 C9 117.9(3)
C9 C8 C7 117.3(2)
C9 C8 H8A 121.4
C7 C8 H8A 121.4
C8 C9 C4 121.7(2)
C8 C9 N7 117.1(2)
C4 C9 N7 121.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.311(4)
N1 C3 1.362(3)
C1 N2 1.367(3)
C1 N3 1.459(4)
O1 N3 1.211(3)
N2 C2 1.367(3)
N2 C4 1.453(3)
C2 C3 1.364(4)
C2 H2A 0.9300
O2 N3 1.233(3)
C3 N4 1.457(3)
O3 N4 1.228(3)
C4 C9 1.393(4)
C4 C5 1.399(4)
N4 O4 1.221(3)
N5 O5 1.217(4)
N5 O6 1.223(3)
N5 C5 1.488(3)
C5 C6 1.384(4)
N6 O7 1.212(3)
N6 O8 1.223(3)
N6 C7 1.478(3)
C6 C7 1.386(4)
C6 H6A 0.9300
C7 C8 1.391(4)
N7 O9 1.207(3)
N7 O10 1.220(3)
N7 C9 1.500(4)
C8 C9 1.390(4)
C8 H8A 0.9300
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
C3 N1 C1 N2 0.8(3)
C3 N1 C1 N3 -179.1(3)
N1 C1 N2 C2 -0.5(3)
N3 C1 N2 C2 179.5(2)
N1 C1 N2 C4 176.7(2)
N3 C1 N2 C4 -3.3(4)
C1 N2 C2 C3 -0.1(3)
C4 N2 C2 C3 -177.6(2)
C1 N1 C3 C2 -0.9(3)
C1 N1 C3 N4 178.7(2)
N2 C2 C3 N1 0.7(3)
N2 C2 C3 N4 -178.9(2)
N1 C1 N3 O1 -5.6(5)
N2 C1 N3 O1 174.5(3)
N1 C1 N3 O2 173.6(3)
N2 C1 N3 O2 -6.3(4)
C2 N2 C4 C9 87.2(3)
C1 N2 C4 C9 -89.5(3)
C2 N2 C4 C5 -81.7(3)
C1 N2 C4 C5 101.6(3)
N1 C3 N4 O4 12.0(4)
C2 C3 N4 O4 -168.5(3)
N1 C3 N4 O3 -167.3(3)
C2 C3 N4 O3 12.3(4)
C9 C4 C5 C6 -1.5(4)
N2 C4 C5 C6 167.5(2)
C9 C4 C5 N5 179.2(2)
N2 C4 C5 N5 -11.8(4)
O5 N5 C5 C6 -27.1(4)
O6 N5 C5 C6 151.2(3)
O5 N5 C5 C4 152.3(3)
O6 N5 C5 C4 -29.4(4)
C4 C5 C6 C7 0.9(4)
N5 C5 C6 C7 -179.8(2)
C5 C6 C7 C8 0.0(4)
C5 C6 C7 N6 -179.7(2)
O7 N6 C7 C6 6.5(4)
O8 N6 C7 C6 -174.7(3)
O7 N6 C7 C8 -173.2(3)
O8 N6 C7 C8 5.6(4)
C6 C7 C8 C9 -0.3(4)
N6 C7 C8 C9 179.5(2)
C7 C8 C9 C4 -0.4(4)
C7 C8 C9 N7 179.2(2)
C5 C4 C9 C8 1.3(4)
N2 C4 C9 C8 -168.0(2)
C5 C4 C9 N7 -178.4(2)
N2 C4 C9 N7 12.4(4)
O9 N7 C9 C8 29.2(4)
O10 N7 C9 C8 -150.1(3)
O9 N7 C9 C4 -151.2(3)
O10 N7 C9 C4 29.6(4)
