#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:17:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180070 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/16/7051677.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_7051677
loop_
_publ_author_name
'Klapötke, Thomas M.'
'Sabaté, Carles Miró'
_publ_section_title
;
 New energetic compounds based on the nitrogen-rich
 5,5′-azotetrazolate anion ([C2N10]2−)
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1605
_journal_paper_doi               10.1039/b820381d
_journal_volume                  33
_journal_year                    2009
_chemical_formula_moiety         'C2 N10, 2(C H6 N3 O), 2(H2 O)'
_chemical_formula_sum            'C4 H16 N16 O4'
_chemical_formula_weight         352.33
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2008-06-26T19:21:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                105.125(1)
_cell_angle_beta                 90.933(1)
_cell_angle_gamma                102.871(2)
_cell_formula_units_Z            1
_cell_length_a                   4.563(1)
_cell_length_b                   7.362(2)
_cell_length_c                   11.334(1)
_cell_measurement_reflns_used    3898
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.350
_cell_measurement_theta_min      3.134
_cell_volume                     357.19(13)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Oxford Xcalibur3 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4400
_diffrn_reflns_theta_full        25.38
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_min         3.74
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             184
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.118
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.059
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1311
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0530
_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)+(0.0335P)²+0.3575P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1378
_reflns_number_gt                1164
_reflns_number_total             1311
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b820381d.txt
_cod_data_source_block           SczZTx2H2O_mn066
_cod_original_cell_volume        357.20(13)
_cod_database_code               7051677
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8249(4) 0.0041(2) 0.88506(14) 0.0289(4) Uani 1 1 d . . .
O2 O 0.6947(5) -0.3120(3) 1.02225(16) 0.0385(5) Uani 1 1 d . . .
N1 N 0.5334(5) 0.2846(3) 0.56094(17) 0.0300(5) Uani 1 1 d . . .
N3 N 0.5431(4) 0.3681(3) 0.76003(18) 0.0296(5) Uani 1 1 d . . .
N2 N 0.3891(4) 0.2520(3) 0.65847(18) 0.0287(5) Uani 1 1 d . . .
N6 N 0.8101(5) -0.0464(3) 0.67755(18) 0.0284(5) Uani 1 1 d . . .
N8 N 0.2926(5) -0.2352(3) 0.87260(19) 0.0281(5) Uani 1 1 d . . .
N7 N 0.4078(4) -0.1825(3) 0.76800(19) 0.0293(5) Uani 1 1 d . . .
N4 N 0.7906(4) 0.4786(3) 0.73208(19) 0.0307(5) Uani 1 1 d . . .
N5 N 1.0178(5) 0.5265(3) 0.55647(19) 0.0336(5) Uani 1 1 d . . .
C2 C 0.6941(5) -0.0691(3) 0.7809(2) 0.0232(5) Uani 1 1 d . . .
C1 C 0.7774(5) 0.4248(3) 0.6101(2) 0.0263(5) Uani 1 1 d . . .
H6B H 0.712(7) -0.101(4) 0.609(3) 0.036(8) Uiso 1 1 d . . .
H7 H 0.322(7) -0.252(5) 0.702(3) 0.038(8) Uiso 1 1 d . . .
H6A H 0.980(7) 0.035(4) 0.678(3) 0.033(7) Uiso 1 1 d . . .
H8C H 0.116(9) -0.343(6) 0.842(4) 0.069(11) Uiso 1 1 d . . .
H8B H 0.445(8) -0.265(5) 0.922(3) 0.053(9) Uiso 1 1 d . . .
H8A H 0.227(6) -0.146(5) 0.920(3) 0.031(7) Uiso 1 1 d . . .
H2A H 0.845(11) -0.214(6) 1.057(4) 0.067(11) Uiso 1 1 d . . .
H2B H 0.594(11) -0.344(7) 1.087(5) 0.090(14) Uiso 1 1 d . . .
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
_geom_angle_publ_flag
H2A O2 H2B 104(4) . . ?
C1 N1 N2 103.92(19) . . ?
N2 N3 N4 109.64(19) . . ?
N3 N2 N1 109.53(19) . . ?
C2 N6 H6B 121(2) . . ?
C2 N6 H6A 121.8(19) . . ?
H6B N6 H6A 117(3) . . ?
N7 N8 H8C 106(2) . . ?
N7 N8 H8B 112(2) . . ?
H8C N8 H8B 114(3) . . ?
N7 N8 H8A 111.8(19) . . ?
H8C N8 H8A 106(3) . . ?
H8B N8 H8A 107(3) . . ?
C2 N7 N8 117.5(2) . . ?
C2 N7 H7 124(2) . . ?
N8 N7 H7 115(2) . . ?
C1 N4 N3 104.51(19) . . ?
N5 N5 C1 111.3(3) 2_766 . ?
O1 C2 N6 125.1(2) . . ?
O1 C2 N7 119.3(2) . . ?
N6 C2 N7 115.6(2) . . ?
N4 C1 N1 112.4(2) . . ?
N4 C1 N5 115.5(2) . . ?
N1 C1 N5 132.1(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.242(3) . ?
O2 H2A 0.88(5) . ?
O2 H2B 0.93(5) . ?
N1 C1 1.336(3) . ?
N1 N2 1.343(3) . ?
N3 N2 1.320(3) . ?
N3 N4 1.332(3) . ?
N6 C2 1.328(3) . ?
N6 H6B 0.84(3) . ?
N6 H6A 0.87(3) . ?
N8 N7 1.415(3) . ?
N8 H8C 0.98(4) . ?
N8 H8B 0.98(4) . ?
N8 H8A 0.85(3) . ?
N7 C2 1.367(3) . ?
N7 H7 0.83(3) . ?
N4 C1 1.332(3) . ?
N5 N5 1.233(4) 2_766 ?
N5 C1 1.423(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
N6 H6B N1 0.84(3) 2.17(3) 3.000(3) 171(3) 2_656
N7 H7 N5 0.83(3) 2.19(4) 2.998(3) 165(3) 1_445
N6 H6A N2 0.87(3) 2.22(3) 3.088(4) 173(3) 1_655
N8 H8C N4 0.98(4) 1.92(4) 2.864(3) 159(3) 1_445
N8 H8B O2 0.98(4) 1.75(4) 2.725(3) 174(3) .
N8 H8A O1 0.85(3) 2.23(3) 2.957(3) 144(3) 2_657
N8 H8A O1 0.85(3) 2.42(3) 3.038(4) 131(2) 1_455
O2 H2A O1 0.88(5) 1.87(5) 2.742(3) 174(4) 2_757
O2 H2B N3 0.93(5) 1.89(5) 2.803(3) 168(4) 2_657
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
_geom_torsion_publ_flag
N4 N3 N2 N1 -0.1(3) . . . . ?
C1 N1 N2 N3 -0.2(3) . . . . ?
N2 N3 N4 C1 0.3(3) . . . . ?
N8 N7 C2 O1 -9.7(3) . . . . ?
N8 N7 C2 N6 170.5(2) . . . . ?
N3 N4 C1 N1 -0.4(3) . . . . ?
N3 N4 C1 N5 178.73(19) . . . . ?
N2 N1 C1 N4 0.4(3) . . . . ?
N2 N1 C1 N5 -178.6(2) . . . . ?
N5 N5 C1 N4 -177.3(2) 2_766 . . . ?
N5 N5 C1 N1 1.7(4) 2_766 . . . ?
