#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/18/2101847.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2101847
loop_
_publ_author_name
'Pinkerton, A. Alan'
_publ_section_title
;
 Energetic Materials: The Preparation and Structural Characterization
 of Three Biguanidinium Dinitramides
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              504
_journal_page_last               512
_journal_paper_doi               10.1107/S0108768196013183
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C2 H9 N11 O8'
_chemical_formula_weight         315.20
_chemical_name_common            'Biguanidinium bis-dinitramide'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 115.790(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.892(2)
_cell_length_b                   8.1310(10)
_cell_length_c                   13.038(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      50
_cell_measurement_theta_min      39
_cell_volume                     1135.1(3)
_computing_cell_refinement       'P3/PC (Siemens, 1989a)'
_computing_data_collection       'P3/PC (Siemens, 1989a)'
_computing_data_reduction        'XDISK (Siemens, 1989b)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1985)'
_computing_publication_material  'SHELXTL (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-92 (Sheldrick, 1992)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0151
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            927
_diffrn_reflns_theta_max         60.05
_diffrn_reflns_theta_min         6.84
_diffrn_standards_decay_%        0.50
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.59
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_description       'Clear chunky bipyramids'
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.403
_refine_ls_extinction_coef       0.034(3)
_refine_ls_extinction_method     'SHELXL (SHeldrick, 1985)'
_refine_ls_goodness_of_fit_all   1.128
_refine_ls_goodness_of_fit_obs   1.137
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         845
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.128
_refine_ls_restrained_S_obs      1.137
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_obs          0.0533
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0962P)²+0.9237P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1379
_refine_ls_wR_factor_obs         0.1360
_reflns_number_observed          812
_reflns_number_total             845
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bk0035.cif
_cod_data_source_block           II
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w =
1/[\s^2^(Fo^2^)+(0.0962P)^2^+0.9237P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0962P)^2^+0.9237P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2101847
_cod_database_fobs_code          2101847
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0432(12) 0.0238(11) 0.0319(11) -0.0064(8) 0.0202(9) -0.0009(7)
N2 0.0289(10) 0.0329(12) 0.0286(11) -0.0082(7) 0.0123(8) -0.0020(8)
O1 0.091(2) 0.0521(13) 0.0302(11) -0.0122(10) 0.0261(10) 0.0018(8)
O2 0.0422(11) 0.0293(10) 0.0539(12) -0.0025(7) 0.0241(9) -0.0062(7)
N3 0.0247(10) 0.0277(11) 0.0335(11) -0.0043(7) 0.0123(8) 0.0000(7)
O3 0.0570(12) 0.0339(11) 0.0517(12) -0.0173(8) 0.0291(10) 0.0023(8)
O4 0.0633(12) 0.0423(12) 0.0583(13) -0.0093(9) 0.0389(10) -0.0174(9)
N4 0.051(2) 0.0163(13) 0.053(2) 0.000 0.0404(15) 0.000
C1 0.0224(10) 0.0226(11) 0.0220(11) -0.0027(8) 0.0098(9) -0.0026(8)
N5 0.0369(11) 0.0266(12) 0.0352(12) 0.0046(8) 0.0243(10) 0.0056(8)
N6 0.0340(12) 0.0288(12) 0.0393(12) 0.0085(8) 0.0222(10) 0.0101(9)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
N1 0.1469(2) -0.4843(2) 0.9129(2) 0.0316(6) Uani d . 1 N
N2 0.1446(2) -0.4146(2) 1.00920(15) 0.0302(6) Uani d . 1 N
O1 0.1625(2) -0.4891(2) 1.09534(15) 0.0580(7) Uani d . 1 O
O2 0.1298(2) -0.2645(2) 0.99970(15) 0.0407(6) Uani d . 1 O
N3 0.1257(2) -0.6478(2) 0.90013(15) 0.0287(6) Uani d . 1 N
O3 0.0901(2) -0.7336(2) 0.9577(2) 0.0456(6) Uani d . 1 O
O4 0.1413(2) -0.7042(2) 0.8189(2) 0.0502(7) Uani d . 1 O
N4 0.0000 -0.0261(3) 0.7500 0.0339(8) Uani d S 1 N
H4 0.0000 0.074(5) 0.7500 0.043(10) Uiso d S 1 H
C1 0.0750(2) -0.0959(2) 0.7074(2) 0.0223(6) Uani d . 1 C
N5 0.1071(2) -0.0021(2) 0.6427(2) 0.0298(6) Uani d . 1 N
H5A 0.073(3) 0.095(4) 0.619(2) 0.042(7) Uiso d . 1 H
H5B 0.165(3) -0.036(3) 0.622(2) 0.045(7) Uiso d . 1 H
N6 0.1139(2) -0.2471(2) 0.7307(2) 0.0317(6) Uani d . 1 N
H6A 0.109(3) -0.300(4) 0.783(3) 0.045(8) Uiso d . 1 H
H6B 0.153(3) -0.285(4) 0.691(3) 0.056(9) Uiso d . 1 H
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'
H H 0.0000 0.0000 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
N3 N1 N2 . 116.0(2) yes
O1 N2 O2 . 123.3(2) yes
O1 N2 N1 . 124.7(2) yes
O2 N2 N1 . 111.8(2) yes
O3 N3 O4 . 122.2(2) yes
O3 N3 N1 . 125.4(2) yes
O4 N3 N1 . 112.3(2) yes
C1 N4 C1 2_556 130.8(3) yes
N6 C1 N5 . 121.8(2) yes
N6 C1 N4 . 121.8(2) yes
N5 C1 N4 . 116.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 N3 . 1.350(3) yes
N1 N2 . 1.388(3) yes
N2 O1 . 1.211(2) yes
N2 O2 . 1.231(2) yes
N3 O3 . 1.227(2) yes
N3 O4 . 1.240(2) yes
N4 C1 2_556 1.363(2) yes
N4 C1 . 1.363(2) yes
C1 N6 . 1.302(3) yes
C1 N5 . 1.312(3) yes
