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#$Date: 2016-03-26 00:19:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180072 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/18/7051805.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_7051805
loop_
_publ_author_name
'Ye, Chengfeng'
'Gao, Haixiang'
'Twamley, Brendan'
'Shreeve, Jean’ne M.'
_publ_section_title
;
 Dense energetic salts of N,N′-dinitrourea (DNU)
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              317
_journal_paper_doi               10.1039/b712417a
_journal_volume                  32
_journal_year                    2008
_chemical_formula_moiety         'C1 H1 N4 O5, C2 H4 N3'
_chemical_formula_sum            'C3 H5 N7 O5'
_chemical_formula_weight         219.14
_chemical_name_common            'C H N4 O5, C2 H4 N3'
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 95.5300(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.6156(3)
_cell_length_b                   4.9837(2)
_cell_length_c                   10.3119(4)
_cell_measurement_reflns_used    4485
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.68
_cell_volume                     389.55(3)
_computing_cell_refinement       'Bruker, 2006; SAINT+ v. 7.23a'
_computing_data_collection       'Bruker, 2006; SMART v. 5.632'
_computing_data_reduction        'Bruker, 2006; SAINT+ v. 7.23a'
_computing_molecular_graphics    'Bruker, 2003; XP, SHELXTL v. 6.14'
_computing_publication_material  'Bruker, 2001; XCIF, SHELXTL, v. 6.14'
_computing_structure_refinement  'Bruker, 2003; XL,SHELXTL v. 6.14''
_computing_structure_solution    'Bruker, 2003; XS, SHELXTL v. 6.14'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker/Siemens SMART APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0142
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5716
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2004/1 ; Bruker, 2004'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.5(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1151
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0255
_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)+(0.0393P)²+0.0795P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0655
_refine_ls_wR_factor_ref         0.0662
_reflns_number_gt                1114
_reflns_number_total             1151
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b712417a.txt
_cod_data_source_block           2a
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7051805
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C3 C 0.22660(19) 0.2497(3) 0.46405(14) 0.0146(3) Uani 1 1 d . . .
H3 H 0.1562 0.3820 0.5005 0.018 Uiso 1 1 calc R . .
C5 C 0.38193(19) 0.0267(3) 0.33598(14) 0.0141(3) Uani 1 1 d . . .
H5 H 0.4402 -0.0200 0.2618 0.017 Uiso 1 1 calc R . .
C10 C 0.15467(19) 0.6268(3) 0.81057(14) 0.0132(3) Uani 1 1 d . . .
N1 N 0.38427(17) -0.1193(3) 0.44124(13) 0.0155(3) Uani 1 1 d . . .
N2 N 0.28513(17) 0.0264(3) 0.51985(12) 0.0144(3) Uani 1 1 d . . .
H2 H 0.2633 -0.0239 0.5985 0.017 Uiso 1 1 calc R . .
N4 N 0.28506(16) 0.2550(3) 0.34608(12) 0.0139(3) Uani 1 1 d . . .
H4 H 0.2651 0.3808 0.2866 0.017 Uiso 1 1 calc R . .
N8 N -0.03549(16) 0.2665(3) 0.78495(11) 0.0124(3) Uani 1 1 d . . .
N9 N 0.03977(17) 0.4515(3) 0.86353(12) 0.0143(3) Uani 1 1 d . . .
N12 N 0.22400(17) 0.7824(3) 0.91718(12) 0.0166(3) Uani 1 1 d . . .
H12 H 0.1894 0.7416 0.9938 0.020 Uiso 1 1 calc R . .
N13 N 0.33984(17) 0.9908(3) 0.91336(13) 0.0146(3) Uani 1 1 d . . .
O6 O -0.15525(15) 0.1320(3) 0.83356(10) 0.0158(2) Uani 1 1 d . . .
O7 O 0.00179(15) 0.2148(3) 0.67315(10) 0.0191(3) Uani 1 1 d . . .
O11 O 0.19092(16) 0.6578(3) 0.69942(11) 0.0200(3) Uani 1 1 d . . .
O14 O 0.37897(16) 1.1019(3) 1.01829(11) 0.0188(3) Uani 1 1 d . . .
O15 O 0.39662(16) 1.0524(3) 0.81003(11) 0.0215(3) 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C3 N4 106.72(14) . . ?
N2 C3 H3 126.6 . . ?
N4 C3 H3 126.6 . . ?
N1 C5 N4 111.42(13) . . ?
N1 C5 H5 124.3 . . ?
N4 C5 H5 124.3 . . ?
O11 C10 N9 131.44(14) . . ?
O11 C10 N12 124.44(15) . . ?
N9 C10 N12 104.09(12) . . ?
C5 N1 N2 103.46(14) . . ?
C3 N2 N1 111.96(13) . . ?
C3 N2 H2 124.0 . . ?
N1 N2 H2 124.0 . . ?
C3 N4 C5 106.43(14) . . ?
C3 N4 H4 126.8 . . ?
C5 N4 H4 126.8 . . ?
O7 N8 O6 119.56(14) . . ?
O7 N8 N9 126.17(13) . . ?
O6 N8 N9 114.26(12) . . ?
N8 N9 C10 116.84(12) . . ?
N13 N12 C10 126.28(13) . . ?
N13 N12 H12 116.9 . . ?
C10 N12 H12 116.9 . . ?
O14 N13 O15 125.25(15) . . ?
O14 N13 N12 114.87(13) . . ?
O15 N13 N12 119.88(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C3 N2 1.311(2) . ?
C3 N4 1.3353(18) . ?
C3 H3 0.9500 . ?
C5 N1 1.305(2) . ?
C5 N4 1.365(2) . ?
C5 H5 0.9500 . ?
C10 O11 1.2143(18) . ?
C10 N9 1.385(2) . ?
C10 N12 1.406(2) . ?
N1 N2 1.3682(18) . ?
N2 H2 0.8800 . ?
N4 H4 0.8800 . ?
N8 O7 1.2406(16) . ?
N8 O6 1.2729(17) . ?
N8 N9 1.3212(19) . ?
N12 N13 1.3656(19) . ?
N12 H12 0.8800 . ?
N13 O14 1.2264(18) . ?
N13 O15 1.2270(17) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O11 0.88 2.00 2.7521(18) 142 1_545
N2 H2 O15 0.88 2.35 3.0335(17) 135 1_545
N2 H2 O7 0.88 2.50 2.9487(17) 112 .
N4 H4 O6 0.88 1.90 2.7542(18) 164 2_556
N4 H4 N8 0.88 2.65 3.3824(19) 141 2_556
N12 H12 O6 0.88 1.90 2.7752(17) 170 2_557
N12 H12 N9 0.88 2.61 3.2763(19) 134 2_557
N12 H12 N8 0.88 2.67 3.5145(18) 162 2_557
C3 H3 O7 0.95 2.38 2.8848(18) 113 .
N2 H2 O7 0.88 2.50 2.9487(17) 112 .
