#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/58/4025878.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_4025878
loop_
_publ_author_name
'Sergey L. Deev'
'Zakhar O. Shenkarev'
'Tatyana S. Shestakova'
'Oleg N. Chupakhin'
'Vladimir L. Rusinov'
'Alexander S. Arseniev'
_publ_section_title
;
 Selective 15N-Labeling and Analysis of 13C-15N J Couplings as an
 Effective Tool for Studying the Structure and Azide-Tetrazole Equilibrium
 in a Series of Tetrazolo[1,5-b][1,2,4]triazines and
 Tetrazolo[1,5-a]pyrimidines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8487
_journal_page_last               8497
_journal_paper_doi               10.1021/jo1017876
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C4 H3 N5'
_chemical_formula_sum            'C4 H3 N5'
_chemical_formula_weight         121.11
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.457(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0702(4)
_cell_length_b                   5.6183(2)
_cell_length_c                   13.1708(8)
_cell_measurement_temperature    295(2)
_cell_volume                     516.07(5)
_computing_cell_refinement       'CrysAlis CCD 171.28c4'
_computing_data_collection       'CrysAlis CCD 171.28c4'
_computing_data_reduction        'CrysAlis RED 171.28c4'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_device_type  'Xcalibur 3 CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0144
_diffrn_reflns_av_sigmaI/netI    0.0123
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6446
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         31.63
_diffrn_reflns_theta_min         2.92
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.113(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1562
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0424
_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)+(0.0800P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1045
_reflns_number_gt                1251
_reflns_number_total             1562
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1017876_si_002.cif
_cod_data_source_block           dc
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_Hall     -P2ybc
_cod_database_code               4025878
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.20140(8) 0.08375(12) 0.22289(5) 0.03550(18) Uani 1 1 d . . .
N5 N 0.36304(10) -0.28038(13) 0.20283(5) 0.0429(2) Uani 1 1 d . . .
C1 C 0.28543(10) -0.12276(14) 0.26135(6) 0.03506(19) Uani 1 1 d . . .
C4 C 0.19005(12) 0.14698(15) 0.12213(7) 0.0427(2) Uani 1 1 d . . .
C2 C 0.35132(12) -0.22000(16) 0.10603(6) 0.0445(2) Uani 1 1 d . . .
C3 C 0.26601(13) -0.00766(17) 0.06201(7) 0.0447(2) Uani 1 1 d . . .
N4 N 0.27368(11) -0.13338(16) 0.36070(5) 0.0491(2) Uani 1 1 d . . .
N3 N 0.18141(11) 0.06664(18) 0.38023(6) 0.0560(2) Uani 1 1 d . . .
N2 N 0.13579(11) 0.20122(15) 0.29959(6) 0.0507(2) Uani 1 1 d . . .
H4 H 0.1272(17) 0.303(2) 0.1052(9) 0.064(3) Uiso 1 1 d . . .
H3 H 0.2641(16) 0.029(3) -0.0061(10) 0.070(4) Uiso 1 1 d . . .
H2 H 0.4062(16) -0.331(2) 0.0616(9) 0.060(3) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0330(3) 0.0338(3) 0.0392(4) -0.0034(2) 0.0046(2) -0.0006(2)
N5 0.0468(4) 0.0385(4) 0.0423(4) 0.0013(3) 0.0041(3) 0.0083(3)
C1 0.0344(3) 0.0363(4) 0.0336(4) 0.0023(3) 0.0029(3) -0.0022(3)
C4 0.0424(4) 0.0383(4) 0.0457(5) 0.0080(3) 0.0020(3) 0.0035(3)
C2 0.0465(4) 0.0465(4) 0.0407(4) -0.0036(3) 0.0079(3) 0.0077(3)
C3 0.0473(4) 0.0524(5) 0.0339(4) 0.0061(3) 0.0054(3) 0.0015(3)
N4 0.0546(4) 0.0587(5) 0.0336(4) 0.0016(3) 0.0062(3) -0.0059(3)
N3 0.0559(4) 0.0704(5) 0.0435(4) -0.0156(4) 0.0131(3) -0.0085(4)
N2 0.0496(4) 0.0505(5) 0.0537(5) -0.0161(3) 0.0132(3) 0.0012(3)
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'
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
N2 N1 C1 108.68(7) . . ?
N2 N1 C4 128.90(7) . . ?
C1 N1 C4 122.42(7) . . ?
C2 N5 C1 114.84(7) . . ?
N4 C1 N5 129.19(8) . . ?
N4 C1 N1 108.12(7) . . ?
N5 C1 N1 122.70(7) . . ?
C3 C4 N1 116.06(7) . . ?
C3 C4 H4 130.2(7) . . ?
N1 C4 H4 113.7(7) . . ?
N5 C2 C3 124.84(8) . . ?
N5 C2 H2 116.6(7) . . ?
C3 C2 H2 118.5(7) . . ?
C4 C3 C2 119.14(8) . . ?
C4 C3 H3 119.3(8) . . ?
C2 C3 H3 121.5(8) . . ?
C1 N4 N3 105.19(7) . . ?
N2 N3 N4 113.11(7) . . ?
N3 N2 N1 104.90(8) . . ?
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
N1 N2 1.3511(9) . ?
N1 C1 1.3627(10) . ?
N1 C4 1.3634(10) . ?
N5 C2 1.3087(11) . ?
N5 C1 1.3484(10) . ?
C1 N4 1.3261(10) . ?
C4 C3 1.3454(13) . ?
C4 H4 0.991(13) . ?
C2 C3 1.4172(12) . ?
C2 H2 0.980(13) . ?
C3 H3 0.918(13) . ?
N4 N3 1.3453(13) . ?
N3 N2 1.3004(13) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 310162
