#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/50/7215086.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_7215086
loop_
_publ_author_name
'Fischer, Niko'
'Fischer, Dennis'
'Klapötke, Thomas M.'
'Piercey, Davin G.'
'Stierstorfer, Jörg'
_publ_section_title
;
 Pushing the limits of energetic materials -- the synthesis and
 characterization of dihydroxylammonium
 5,5′-bistetrazole-1,1′-diolate
;
_journal_issue                   38
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              20418
_journal_paper_doi               10.1039/c2jm33646d
_journal_volume                  22
_journal_year                    2012
_chemical_formula_moiety         'C2 H2 N8 O2, 2(C H4 O)'
_chemical_formula_sum            'C4 H10 N8 O4'
_chemical_formula_weight         234.20
_chemical_name_common            '5,5-bis(1-hydroxy-tetrazole) dimethanolate'
_chemical_name_systematic        '5,5-bis(1-hydroxy-tetrazole) dimethanolate'
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date
;
'Thu May 26 23:52:59 2011'
;
_audit_creation_method           SHELXL-97
_audit_update_record             30.05.2011
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6818(10)
_cell_length_b                   6.7692(12)
_cell_length_c                   18.884(3)
_cell_measurement_reflns_used    851
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      35.1422
_cell_measurement_theta_min      4.1362
_cell_volume                     982.0(3)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr 1 2005,17:53:34)
;
_computing_molecular_graphics
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
;
_computing_publication_material
'PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       omega-scan
_diffrn_orient_matrix_UB_11      -0.0720624875
_diffrn_orient_matrix_UB_12      0.0604957715
_diffrn_orient_matrix_UB_13      0.0119501115
_diffrn_orient_matrix_UB_21      0.0243713148
_diffrn_orient_matrix_UB_22      -0.0200182066
_diffrn_orient_matrix_UB_23      0.0356519630
_diffrn_orient_matrix_UB_31      0.0725655716
_diffrn_orient_matrix_UB_32      0.0669855519
_diffrn_orient_matrix_UB_33      -0.0000773298
_diffrn_radiation_collimation    0.5
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_sigmaI/netI    0.0705
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4803
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         4.16
_diffrn_source_current           40
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  0.99999
_exptl_absorpt_correction_T_min  0.88533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;SCALE3 ABSPACK - An Oxford Diffraction program (1.0.4,gui:1.0.3)
(C) 2005 Oxford Diffraction Ltd.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.31
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.841
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         968
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.841
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0404
_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+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0891
_reflns_number_gt                555
_reflns_number_total             968
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2jm33646d.txt
_cod_data_source_block           gx320
_cod_original_sg_symbol_Hall     ' -P 2ac 2ab'
_cod_original_sg_symbol_H-M      'P bca'
_cod_database_code               7215086
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
O1 O 1.3201(2) -0.0535(3) 0.54328(8) 0.0238(4) Uani 1 1 d
O2 O 0.9524(3) -0.3800(2) 0.60968(9) 0.0224(4) Uani 1 1 d
N4 N 0.8981(3) 0.0838(3) 0.58394(10) 0.0210(5) Uani 1 1 d
N1 N 1.1664(2) 0.0056(3) 0.57053(10) 0.0201(5) Uani 1 1 d
N3 N 0.9835(2) 0.1017(3) 0.64603(10) 0.0251(5) Uani 1 1 d
N2 N 1.1475(2) 0.0536(3) 0.63859(10) 0.0247(5) Uani 1 1 d
C1 C 1.0142(3) 0.0211(3) 0.53687(11) 0.0187(6) Uani 1 1 d
C2 C 0.9440(4) -0.3964(5) 0.68620(13) 0.0268(6) Uani 1 1 d
H1 H 1.421(4) 0.018(4) 0.5729(13) 0.043(8) Uiso 1 1 d
H2B H 0.903(4) -0.525(5) 0.7004(14) 0.046(9) Uiso 1 1 d
H20 H 0.855(5) -0.377(5) 0.5898(16) 0.059(11) Uiso 1 1 d
H2C H 0.863(4) -0.297(4) 0.7062(14) 0.048(9) Uiso 1 1 d
H2A H 1.059(5) -0.368(5) 0.7079(16) 0.067(10) Uiso 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_3
N1 O1 H1 107.5(14) .
C2 O2 H20 114(2) .
C1 N4 N3 106.46(19) .
N2 N1 C1 110.15(19) .
N2 N1 O1 122.35(17) .
C1 N1 O1 127.48(18) .
N2 N3 N4 110.64(18) .
N3 N2 N1 105.60(17) .
N4 C1 N1 107.14(19) .
N4 C1 C1 127.5(3) 5_756
N1 C1 C1 125.4(3) 5_756
O2 C2 H2B 111.2(16) .
O2 C2 H2C 110.8(15) .
H2B C2 H2C 108(2) .
O2 C2 H2A 110.8(18) .
H2B C2 H2A 110(2) .
H2C C2 H2A 106(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 N1 1.349(2) .
O1 H1 1.07(3) .
O2 C2 1.451(3) .
O2 H20 0.84(4) .
N4 C1 1.329(3) .
N4 N3 1.349(3) .
N1 N2 1.334(2) .
N1 C1 1.334(3) .
N3 N2 1.309(3) .
C1 C1 1.438(4) 5_756
C2 H2B 0.96(3) .
C2 H2C 0.99(3) .
C2 H2A 0.99(3) .
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
O1 H1 O2 1.07(3) 1.38(3) 2.451(2) 177(2) 7_865
O2 H20 N4 0.84(4) 1.97(4) 2.747(3) 155(3) 7_755
O2 H20 O1 0.84(4) 2.57(3) 3.095(2) 122(3) 3_446
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_4
C1 N4 N3 N2 0.4(3) .
N4 N3 N2 N1 0.4(3) .
C1 N1 N2 N3 -1.0(2) .
O1 N1 N2 N3 -179.63(19) .
N3 N4 C1 N1 -1.0(2) .
N3 N4 C1 C1 179.7(3) 5_756
N2 N1 C1 N4 1.3(2) .
O1 N1 C1 N4 179.8(2) .
N2 N1 C1 C1 -179.4(3) 5_756
O1 N1 C1 C1 -0.8(4) 5_756
