#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:30:47 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180042 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/36/7033641.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_7033641
loop_
_publ_author_name
'Haiges, R.'
'Bélanger-Chabot, G'
'Kaplan, S. M.'
'Christe, K. O.'
_publ_section_title
;
 Synthesis and structural characterization of
 3,5-dinitro-1,2,4-triazolates.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2978
_journal_page_last               2988
_journal_paper_doi               10.1039/c4dt03583f
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C6 H12 N6 O4'
_chemical_formula_weight         232.22
_chemical_name_common            'Et2NH2 DNT'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2015-01-02 deposited with the CCDC.
2015-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                73.347(3)
_cell_angle_beta                 73.673(2)
_cell_angle_gamma                77.130(3)
_cell_formula_units_Z            2
_cell_length_a                   7.3101(9)
_cell_length_b                   8.1876(10)
_cell_length_c                   9.9470(12)
_cell_measurement_reflns_used    6034
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      62.7874
_cell_measurement_theta_min      4.7759
_cell_volume                     540.79(11)
_computing_cell_refinement       'APEX2 v2014.1-1 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS, 2013)'
_computing_publication_material  'SHELXTL XLMP 2014/1 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXTL XLMP 2014/1 (Bruker AXS, 2014)'
_computing_structure_solution    'SHELXTL XT 2013/5 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.822
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_type           'CuK\a '
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8580
_diffrn_reflns_theta_full        63.679
_diffrn_reflns_theta_max         63.184
_diffrn_reflns_theta_min         4.77
_diffrn_source                   'IuS microsource'
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  0.7523
_exptl_absorpt_correction_T_min  0.6498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2012/1'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blade
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.209
_exptl_crystal_size_min          0.132
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         1606
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0318P)²+0.1977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0671
_refine_ls_wR_factor_ref         0.0689
_reflns_number_gt                1486
_reflns_number_total             1606
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4dt03583f2.cif
_cod_data_source_block           I
_cod_depositor_comments
'Adding full bibliography for 7033635--7033643.cif.'
_cod_database_code               7033641
#BEGIN Tags that were not found in dictionaries:
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
C C1 0.30428(18) 0.96776(15) 0.44942(13) 0.0203(3) Uani d . . 1
C C2 0.19128(18) 0.85170(16) 0.65347(13) 0.0205(3) Uani d . . 1
N N1 0.17401(15) 1.00668(13) 0.56371(11) 0.0225(3) Uani d . . 1
N N2 0.07672(16) 0.81592(14) 0.80045(12) 0.0253(3) Uani d . . 1
N N3 0.31868(15) 0.72668(13) 0.60306(11) 0.0232(3) Uani d . . 1
N N4 0.39540(16) 0.80537(13) 0.46418(11) 0.0229(3) Uani d . . 1
N N5 0.34971(16) 1.09380(14) 0.31357(11) 0.0245(3) Uani d . . 1
O O1 -0.04076(14) 0.93369(12) 0.84262(10) 0.0346(3) Uani d . . 1
O O2 0.10349(14) 0.66748(12) 0.87414(10) 0.0324(3) Uani d . . 1
O O3 0.25239(15) 1.23739(12) 0.30009(10) 0.0329(3) Uani d . . 1
O O4 0.48527(14) 1.04807(12) 0.21908(10) 0.0336(3) Uani d . . 1
C C3 0.3960(2) 0.6689(2) 0.11641(16) 0.0342(4) Uani d . . 1
H H3B 0.3867 0.5472 0.1633 0.051 Uiso calc U R 1
H H3C 0.363 0.6978 0.0226 0.051 Uiso calc U R 1
H H3A 0.3063 0.7415 0.1773 0.051 Uiso calc U R 1
C C4 0.59929(19) 0.69976(17) 0.09498(13) 0.0246(3) Uani d . . 1
H H4B 0.6887 0.6329 0.0277 0.03 Uiso calc U R 1
H H4A 0.6073 0.8236 0.0514 0.03 Uiso calc U R 1
C C5 0.84965(19) 0.69389(17) 0.22467(14) 0.0253(3) Uani d . . 1
H H5A 0.8394 0.8209 0.2038 0.03 Uiso calc U R 1
H H5B 0.947 0.6533 0.1445 0.03 Uiso calc U R 1
C C6 0.9130(2) 0.61250(17) 0.36410(14) 0.0268(3) Uani d . . 1
H H6B 1.0273 0.6582 0.3615 0.04 Uiso calc U R 1
H H6C 0.9443 0.4871 0.3763 0.04 Uiso calc U R 1
H H6A 0.8085 0.6393 0.445 0.04 Uiso calc U R 1
H H1 0.569(2) 0.700(2) 0.3006(17) 0.032 Uiso d U . 1
H H2 0.662(2) 0.532(2) 0.2719(17) 0.032 Uiso d U . 1
N N6 0.65847(16) 0.64737(14) 0.23511(11) 0.0211(3) Uani d . . 1
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
N1 C1 N4 117.11(11)
N1 C1 N5 122.62(11)
N4 C1 N5 120.27(11)
N1 C2 N3 117.35(11)
N1 C2 N2 122.51(11)
N3 C2 N2 120.14(11)
C1 N1 C2 97.75(10)
O1 N2 O2 124.50(11)
O1 N2 C2 118.33(11)
O2 N2 C2 117.16(10)
C2 N3 N4 103.83(10)
C1 N4 N3 103.96(10)
O3 N5 O4 124.41(11)
O3 N5 C1 118.42(11)
O4 N5 C1 117.17(10)
N6 C4 C3 110.90(11)
N6 C5 C6 110.30(11)
C4 N6 C5 113.74(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.3283(16)
C1 N4 1.3348(16)
C1 N5 1.4500(17)
C2 N1 1.3289(16)
C2 N3 1.3317(16)
C2 N2 1.4492(17)
N2 O1 1.2262(14)
N2 O2 1.2316(14)
N3 N4 1.3613(15)
N5 O3 1.2235(14)
N5 O4 1.2322(14)
C3 C4 1.509(2)
C4 N6 1.4926(17)
C5 N6 1.4973(18)
C5 C6 1.5086(19)
