#------------------------------------------------------------------------------
#$Date: 2015-05-08 18:33:47 +0300 (Fri, 08 May 2015) $
#$Revision: 135761 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/02/7220203.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_7220203
loop_
_publ_author_name
'Sheremetev, Aleksei B.'
'Lyalin, Boris V.'
'Kozeev, Andrei M.'
'Palysaeva, Nadezhda V.'
'Struchkova, Marina I.'
'Suponitsky, Kyrill'
_publ_section_title
;
 A Practical Anodic Oxidation of Aminofurazans to Azofurazans: an
 environmentally friendly route
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA05726D
_journal_year                    2015
_chemical_formula_moiety         'C4 N10 O2'
_chemical_formula_sum            'C4 N10 O2'
_chemical_formula_weight         220.14
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   none
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-06-10 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1050(9)
_cell_length_b                   8.5614(9)
_cell_length_c                   11.3382(12)
_cell_measurement_reflns_used    1640
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.93
_cell_measurement_theta_min      2.98
_cell_volume                     786.76(15)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11319
_diffrn_reflns_theta_full        31.13
_diffrn_reflns_theta_max         31.13
_diffrn_reflns_theta_min         2.98
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1475
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0359
_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)+(0.0345P)²+0.0850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0683
_refine_ls_wR_factor_ref         0.0778
_reflns_number_gt                1140
_reflns_number_total             1475
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c5ra05726d2.cif
_cod_data_source_block           comp11
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_database_code               7220203
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
O1 O 1.06531(18) 0.9688(2) 0.25707(14) 0.0224(4) Uani 1 1 d
O2 O 0.22821(18) 0.75090(17) 0.06019(13) 0.0180(3) Uani 1 1 d
N1 N 0.9316(2) 0.9661(2) 0.18134(16) 0.0193(4) Uani 1 1 d
N2 N 1.0354(2) 0.8800(2) 0.35843(16) 0.0184(4) Uani 1 1 d
N3 N 0.6667(2) 0.8489(2) 0.18590(15) 0.0124(4) Uani 1 1 d
N4 N 0.6054(2) 0.7049(2) 0.20063(15) 0.0144(4) Uani 1 1 d
N5 N 0.5826(2) 0.9604(2) 0.12870(16) 0.0148(4) Uani 1 1 d
N6 N 0.3242(2) 0.6416(2) 0.12084(16) 0.0174(4) Uani 1 1 d
N7 N 0.3011(2) 0.8974(2) 0.04693(16) 0.0174(4) Uani 1 1 d
N8 N 0.7960(2) 0.7349(2) 0.42291(15) 0.0179(4) Uani 1 1 d
N9 N 0.8742(2) 0.6918(2) 0.51372(16) 0.0150(4) Uani 1 1 d
N10 N 0.9243(2) 0.6414(2) 0.59758(17) 0.0203(4) Uani 1 1 d
C1 C 0.8241(2) 0.8804(2) 0.23451(18) 0.0139(4) Uani 1 1 d
C2 C 0.8859(3) 0.8256(2) 0.34505(18) 0.0136(4) Uani 1 1 d
C3 C 0.4566(3) 0.7237(2) 0.14521(18) 0.0141(4) Uani 1 1 d
C4 C 0.4439(3) 0.8772(2) 0.10137(17) 0.0138(4) Uani 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'
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
N1 O1 N2 111.42(15)
N7 O2 N6 114.80(15)
C1 N1 O1 104.41(17)
C2 N2 O1 105.01(17)
N4 N3 N5 121.80(16)
N4 N3 C1 117.46(17)
N5 N3 C1 120.74(17)
N3 N4 C3 99.28(16)
N3 N5 C4 99.05(16)
C3 N6 O2 101.55(16)
C4 N7 O2 101.71(16)
N9 N8 C2 114.81(18)
N10 N9 N8 170.2(2)
N1 C1 N3 122.39(18)
N1 C1 C2 111.11(18)
N3 C1 C2 126.51(19)
N2 C2 N8 127.9(2)
N2 C2 C1 108.04(18)
N8 C2 C1 124.0(2)
N6 C3 N4 138.9(2)
N6 C3 C4 111.47(19)
N4 C3 C4 109.60(18)
N7 C4 N5 139.3(2)
N7 C4 C3 110.47(19)
N5 C4 C3 110.26(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.383(2)
O1 N2 1.399(2)
O2 N7 1.394(2)
O2 N6 1.398(2)
N1 C1 1.289(3)
N2 C2 1.307(3)
N3 N4 1.340(2)
N3 N5 1.340(2)
N3 C1 1.415(3)
N4 C3 1.370(3)
N5 C4 1.366(3)
N6 C3 1.312(3)
N7 C4 1.324(3)
N8 N9 1.264(2)
N8 C2 1.383(3)
N9 N10 1.120(2)
C1 C2 1.429(3)
C3 C4 1.409(3)
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
N2 O1 N1 C1 0.5(2)
N1 O1 N2 C2 -0.5(2)
N5 N3 N4 C3 -0.5(2)
C1 N3 N4 C3 178.76(16)
N4 N3 N5 C4 0.0(2)
C1 N3 N5 C4 -179.15(16)
N7 O2 N6 C3 0.4(2)
N6 O2 N7 C4 -0.4(2)
O1 N1 C1 N3 179.57(17)
O1 N1 C1 C2 -0.2(2)
N4 N3 C1 N1 141.4(2)
N5 N3 C1 N1 -39.3(3)
N4 N3 C1 C2 -38.8(3)
N5 N3 C1 C2 140.4(2)
O1 N2 C2 N8 -177.67(19)
O1 N2 C2 C1 0.4(2)
N9 N8 C2 N2 -5.4(3)
N9 N8 C2 C1 176.9(2)
N1 C1 C2 N2 -0.1(3)
N3 C1 C2 N2 -179.88(19)
N1 C1 C2 N8 178.04(19)
N3 C1 C2 N8 -1.8(3)
O2 N6 C3 N4 -179.8(2)
O2 N6 C3 C4 -0.2(2)
N3 N4 C3 N6 -179.7(3)
N3 N4 C3 C4 0.7(2)
O2 N7 C4 N5 -179.1(2)
O2 N7 C4 C3 0.3(2)
N3 N5 C4 N7 179.8(2)
N3 N5 C4 C3 0.4(2)
N6 C3 C4 N7 -0.1(2)
N4 C3 C4 N7 179.68(17)
N6 C3 C4 N5 179.53(18)
N4 C3 C4 N5 -0.7(2)
