#------------------------------------------------------------------------------
#$Date: 2015-08-10 13:01:59 +0300 (Mon, 10 Aug 2015) $
#$Revision: 153316 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/93/1529386.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_1529386
loop_
_publ_author_name
'A.D. Vasiliev'
'A.M. Astakhov'
'M.S. Molokeev'
'L.A. Kruglyakova'
'R.S. Stepanov'
_publ_section_title
;
 Crystal and molecular structure of 1-methyl-1,2-dinitroguanidine
;
_journal_issue                   3
_journal_name_full               'Journal of Structural Chemistry'
_journal_page_first              532
_journal_page_last               536
_journal_paper_doi               10.1007/s10947-005-0025-6
_journal_volume                  45
_journal_year                    2004
_chemical_formula_sum            'C2 H5 N5 O4'
_chemical_formula_weight         163.11
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.1160(10)
_cell_length_b                   18.075(2)
_cell_length_c                   6.5590(7)
_cell_measurement_temperature    293(2)
_cell_volume                     1317.8(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_wavelength     1.5406
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 1.000
_diffrn_reflns_number            1242
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         69.954
_diffrn_reflns_theta_min         4.889
_exptl_absorpt_coefficient_mu    1.374
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_F_000             672
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0156(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         1242
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0502
_refine_ls_shift/su_max          0.359
_refine_ls_shift/su_mean         0.030
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1112P)²+0.2221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1556
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                892
_reflns_number_total             1242
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            C2H5N5O4.cif
_cod_data_source_block           a
_cod_database_code               1529386
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.65957(16) 0.15032(10) 0.4890(3) 0.0518(5) Uani 1 1 d . . . . .
N2 N 0.72051(15) 0.10234(10) 0.1933(3) 0.0458(5) Uani 1 1 d . . . . .
C1 C 0.62658(17) 0.10952(10) 0.3176(3) 0.0439(6) Uani 1 1 d . . . . .
N5 N 0.51847(17) 0.08205(13) 0.2982(4) 0.0583(6) Uani 1 1 d . . . . .
H1 H 0.477(3) 0.0832(17) 0.395(5) 0.073(7) Uiso 1 1 d . U . . .
H2 H 0.510(3) 0.0564(17) 0.186(5) 0.073(7) Uiso 1 1 d . U . . .
N3 N 0.5764(2) 0.18099(12) 0.6201(4) 0.0729(7) Uani 1 1 d . . . . .
O1 O 0.6172(2) 0.21327(14) 0.7662(4) 0.1132(10) Uani 1 1 d . . . . .
O2 O 0.4696(2) 0.17587(16) 0.5788(5) 0.1074(11) Uani 1 1 d . . . . .
H6 H 0.499(2) 0.1295(15) 0.663(4) 0.046(6) Uiso 1 1 d . . . . .
N4 N 0.70783(16) 0.06053(10) 0.0255(3) 0.0545(6) Uani 1 1 d . . . . .
O3 O 0.80168(15) 0.04785(10) -0.0672(3) 0.0731(6) Uani 1 1 d . . . . .
O4 O 0.61074(16) 0.03743(13) -0.0376(4) 0.0902(8) Uani 1 1 d . . . . .
C2 C 0.7853(2) 0.1713(2) 0.5286(5) 0.0802(9) Uani 1 1 d . . . . .
H3 H 0.7927 0.1894 0.6657 0.167(12) Uiso 1 1 calc R U . . .
H4 H 0.8092 0.2093 0.4348 0.167(12) Uiso 1 1 calc R U . . .
H5 H 0.8362 0.1288 0.5113 0.167(12) Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
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
N3 N1 C1 122.66(19) . .
N3 N1 C2 115.0(2) . .
C1 N1 C2 121.90(19) . .
C1 N2 N4 118.34(17) . .
N5 C1 N2 128.7(2) . .
N5 C1 N1 121.4(2) . .
N2 C1 N1 109.84(17) . .
C1 N5 H1 117(2) . .
C1 N5 H2 112(2) . .
H1 N5 H2 130(3) . .
O2 N3 O1 125.2(2) . .
O2 N3 N1 118.9(2) . .
O1 N3 N1 115.9(2) . .
O2 N3 H6 49.3(11) . .
O1 N3 H6 115.1(11) . .
N1 N3 H6 107.0(11) . .
N3 O2 H6 69.3(14) . .
O3 N4 O4 121.03(19) . .
O3 N4 N2 114.93(16) . .
O4 N4 N2 124.02(18) . .
N1 C2 H3 109.5 . .
N1 C2 H4 109.5 . .
H3 C2 H4 109.5 . .
N1 C2 H5 109.5 . .
H3 C2 H5 109.5 . .
H4 C2 H5 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 N3 1.379(3) .
N1 C1 1.394(3) .
N1 C2 1.472(3) .
N2 C1 1.331(3) .
N2 N4 1.342(3) .
C1 N5 1.307(3) .
N5 H1 0.78(4) .
N5 H2 0.88(4) .
N3 O2 1.222(4) .
N3 O1 1.210(3) .
N3 H6 1.30(3) .
O2 H6 1.05(3) .
N4 O3 1.229(2) .
N4 O4 1.229(2) .
C2 H3 0.9600 .
C2 H4 0.9600 .
C2 H5 0.9600 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
N4 N2 C1 N5 -1.6(3) . . . .
N4 N2 C1 N1 175.84(18) . . . .
N3 N1 C1 N5 -17.6(3) . . . .
C2 N1 C1 N5 170.0(3) . . . .
N3 N1 C1 N2 164.7(2) . . . .
C2 N1 C1 N2 -7.7(3) . . . .
C1 N1 N3 O2 -4.2(4) . . . .
C2 N1 N3 O2 168.6(3) . . . .
C1 N1 N3 O1 178.0(2) . . . .
C2 N1 N3 O1 -9.2(4) . . . .
C1 N2 N4 O3 -170.4(2) . . . .
C1 N2 N4 O4 11.4(4) . . . .

_cod_database_fobs_code 1529386
