#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/44/7054479.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_7054479
loop_
_publ_author_name
'Fischer, Dennis'
'Klapötke, Thomas M.'
'Reymann, Marius'
'Stierstorfer, Jörg'
'Völkl, Maurus B. R.'
_publ_section_title
;
 Energetic alliance of tetrazole-1-oxides and 1,2,5-oxadiazoles
;
_journal_issue                   3
_journal_name_full               'New J. Chem.'
_journal_page_first              1619
_journal_paper_doi               10.1039/C4NJ01351D
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C4 H6 N6 O3'
_chemical_formula_sum            'C4 H6 N6 O3'
_chemical_formula_weight         186.15
_chemical_name_common            3,4-(Dicarboxamidoxyl)furazane
_chemical_name_systematic        3,4-(Dicarboxamidoxyl)furazane
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date
;
'Sun Apr 07 08:05:47 2013'
;
_audit_creation_method
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_audit_update_record             18.04.2013
_cell_angle_alpha                90.00
_cell_angle_beta                 112.147(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.844(3)
_cell_length_b                   8.919(5)
_cell_length_c                   6.988(4)
_cell_measurement_reflns_used    709
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.1280
_cell_measurement_theta_min      4.5600
_cell_volume                     741.5(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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      100
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0428443000
_diffrn_orient_matrix_UB_12      -0.0069476000
_diffrn_orient_matrix_UB_13      0.0574911000
_diffrn_orient_matrix_UB_21      -0.0866095000
_diffrn_orient_matrix_UB_22      -0.0334019000
_diffrn_orient_matrix_UB_23      0.0113377000
_diffrn_orient_matrix_UB_31      0.0359646000
_diffrn_orient_matrix_UB_32      -0.0719058000
_diffrn_orient_matrix_UB_33      -0.0108626000
_diffrn_radiation_collimation    0.5
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2426
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         4.57
_diffrn_source_current           40
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.9859
_exptl_absorpt_correction_T_min  0.9557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     72
_refine_ls_number_reflns         725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0388
_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)+(0.0573P)²+0.0571P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1058
_reflns_number_gt                588
_reflns_number_total             725
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4nj01351d2.cif
_cod_data_source_block           ix157
_cod_depositor_comments
'Adding full bibliography for 7054474--7054485.cif.'
_cod_original_sg_symbol_Hall     ' -C 2yc '
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7054479
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_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
O1 O 0.5000 0.10144(18) 0.7500 0.0184(5) Uani 1 2 d S
O2 O 0.63092(10) -0.46493(14) 0.5470(2) 0.0202(4) Uani 1 1 d .
N3 N 0.56213(12) -0.36575(15) 0.6066(2) 0.0172(4) Uani 1 1 d .
N2 N 0.72743(13) -0.22093(19) 0.7243(3) 0.0235(5) Uani 1 1 d .
N1 N 0.58328(12) 0.01326(15) 0.7294(2) 0.0174(4) Uani 1 1 d .
C2 C 0.61827(14) -0.24697(18) 0.6904(3) 0.0164(4) Uani 1 1 d .
C1 C 0.55273(14) -0.12558(17) 0.7359(3) 0.0150(4) Uani 1 1 d .
H2A H 0.7560(17) -0.135(2) 0.766(3) 0.018(5) Uiso 1 1 d .
H2B H 0.7681(17) -0.294(2) 0.686(3) 0.027(6) Uiso 1 1 d .
H2 H 0.582(2) -0.525(3) 0.489(5) 0.052(8) 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_1
_geom_angle_site_symmetry_3
N1 O1 N1 110.42(16) 2_656 .
N3 O2 H2 96.7(19) . .
C2 N3 O2 109.96(14) . .
C2 N2 H2A 119.9(13) . .
C2 N2 H2B 119.0(12) . .
H2A N2 H2B 120.7(18) . .
C1 N1 O1 106.40(14) . .
N3 C2 N2 125.88(16) . .
N3 C2 C1 115.64(15) . .
N2 C2 C1 118.28(15) . .
N1 C1 C1 108.39(10) . 2_656
N1 C1 C2 118.97(16) . .
C1 C1 C2 132.13(10) 2_656 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 N1 1.3784(17) 2_656
O1 N1 1.3784(17) .
O2 N3 1.4194(18) .
O2 H2 0.81(3) .
N3 C2 1.291(2) .
N2 C2 1.351(2) .
N2 H2A 0.86(2) .
N2 H2B 0.94(2) .
N1 C1 1.305(2) .
C2 C1 1.478(2) .
C1 C1 1.440(3) 2_656
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 H2A O2 0.86(2) 2.16(2) 2.981(2) 159.9(18) 4_656
N2 H2B N1 0.94(2) 2.47(2) 3.323(2) 151.9(18) 4_646
O2 H2 N3 0.81(3) 1.98(3) 2.752(2) 161(3) 5_646
O2 H2 O2 0.81(3) 2.66(3) 3.236(3) 130(2) 5_646
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_4
N1 O1 N1 C1 0.29(9) 2_656 .
O2 N3 C2 N2 -2.2(2) . .
O2 N3 C2 C1 172.56(14) . .
O1 N1 C1 C1 -0.7(2) . 2_656
O1 N1 C1 C2 172.11(13) . .
N3 C2 C1 N1 -149.17(17) . .
N2 C2 C1 N1 26.0(2) . .
N3 C2 C1 C1 21.6(3) . 2_656
N2 C2 C1 C1 -163.2(2) . 2_656
