#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/17/2211755.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_2211755
loop_
_publ_author_name
'E Yang'
'Xu-Chun Song'
'Yue-E Chen'
'Rong-Qiang Zhuang'
_publ_section_title
;
 Piperazinium dinitrate
;
_journal_coeditor_code           CF2077
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o340
_journal_page_last               o341
_journal_paper_doi               10.1107/S1600536806053724
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C4 H12 N2 2+ , 2 N O3 -'
_chemical_formula_moiety         'C4 H12 N2 2+ , 2 N O3 -'
_chemical_formula_sum            'C4 H12 N4 O6'
_chemical_formula_weight         212.18
_chemical_name_systematic
;
Piperazinium dinitrate
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 120.9560(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.6895(3)
_cell_length_b                   5.93010(10)
_cell_length_c                   12.4018(4)
_cell_measurement_reflns_used    220
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.02
_cell_measurement_theta_min      3.23
_cell_volume                     926.44(4)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'DIAMOND (Bergerhoff et al.,  1996)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Siemens SMART 1K CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0526
_diffrn_reflns_av_sigmaI/netI    0.0583
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3535
_diffrn_reflns_theta_full        28.02
_diffrn_reflns_theta_max         28.02
_diffrn_reflns_theta_min         3.23
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.147
_refine_diff_density_min         -0.173
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.768
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.768
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0338
_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)+(0.0417P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0784
_refine_ls_wR_factor_ref         0.0895
_reflns_number_gt                535
_reflns_number_total             1104
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cf2077.cif
_cod_data_source_block           I
_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 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2211755
_cod_database_fobs_code          2211755
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.54413(10) 0.5314(2) 0.14290(12) 0.0722(4) Uani d . 1
O O2 0.52868(9) 0.8925(2) 0.12489(12) 0.0618(4) Uani d . 1
O O3 0.38913(9) 0.6852(2) 0.04531(13) 0.0634(4) Uani d . 1
N N1 0.35353(10) 0.2016(2) 0.02326(13) 0.0481(4) Uani d . 1
H H1A 0.3797 0.3411 0.0287 0.058 Uiso calc R 1
H H1D 0.4041 0.1018 0.0353 0.058 Uiso calc R 1
N N2 0.48815(12) 0.7018(3) 0.10557(13) 0.0466(4) Uani d . 1
C C1 0.32719(13) 0.1720(3) 0.12294(16) 0.0522(5) Uani d . 1
H H1B 0.3899 0.1998 0.2045 0.063 Uiso calc R 1
H H1C 0.3046 0.0179 0.1218 0.063 Uiso calc R 1
C C2 0.25956(12) 0.1689(3) -0.10341(15) 0.0492(5) Uani d . 1
H H2A 0.2348 0.0146 -0.1124 0.059 Uiso calc R 1
H H2B 0.2786 0.1963 -0.1665 0.059 Uiso calc R 1
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
O1 0.0746(9) 0.0526(9) 0.0794(9) 0.0217(7) 0.0325(7) 0.0134(8)
O2 0.0505(7) 0.0463(8) 0.0881(10) -0.0089(6) 0.0352(7) -0.0137(7)
O3 0.0455(8) 0.0508(8) 0.0927(10) -0.0077(6) 0.0347(7) -0.0103(7)
N1 0.0342(7) 0.0401(8) 0.0683(10) 0.0012(6) 0.0252(7) -0.0064(7)
N2 0.0520(9) 0.0430(9) 0.0506(9) 0.0014(8) 0.0306(8) -0.0031(8)
C1 0.0447(10) 0.0512(12) 0.0467(10) 0.0053(9) 0.0135(8) 0.0001(9)
C2 0.0459(10) 0.0501(12) 0.0504(10) -0.0018(8) 0.0241(8) -0.0064(9)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 N1 C1 . . 111.67(13)
C2 N1 H1A . . 109.3
C1 N1 H1A . . 109.3
C2 N1 H1D . . 109.3
C1 N1 H1D . . 109.3
H1A N1 H1D . . 107.9
O1 N2 O2 . . 120.84(15)
O1 N2 O3 . . 120.39(16)
O2 N2 O3 . . 118.76(16)
N1 C1 C2 . 7 110.78(13)
N1 C1 H1B . . 109.5
C2 C1 H1B 7 . 109.5
N1 C1 H1C . . 109.5
C2 C1 H1C 7 . 109.5
H1B C1 H1C . . 108.1
N1 C2 C1 . 7 109.90(13)
N1 C2 H2A . . 109.7
C1 C2 H2A 7 . 109.7
N1 C2 H2B . . 109.7
C1 C2 H2B 7 . 109.7
H2A C2 H2B . . 108.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 N2 . 1.2329(17)
O2 N2 . 1.2425(17)
O3 N2 . 1.2513(17)
N1 C2 . 1.476(2)
N1 C1 . 1.483(2)
N1 H1A . 0.900
N1 H1D . 0.900
C1 C2 7 1.502(2)
C1 H1B . 0.970
C1 H1C . 0.970
C2 C1 7 1.502(2)
C2 H2A . 0.970
C2 H2B . 0.970
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A O3 . 0.90 2.05 2.9025(17) 158
N1 H1D O2 1_545 0.90 2.01 2.8694(17) 160
