#------------------------------------------------------------------------------
#$Date: 2016-05-07 09:29:49 +0300 (Sat, 07 May 2016) $
#$Revision: 182836 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/51/7225141.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_7225141
loop_
_publ_author_name
'Shang, Yu'
'Jin, Bo'
'Peng, Ru-Fang'
'Guo, Zhicheng'
'Liu, Qiangqiang'
'Zhao, Jun'
'Zhang, Qingchun'
_publ_section_title
;
 Nitrogen-rich Energetic Salts of
 1H,1′H-5,5′-Bistetrazole-1,1′-diolate: Synthesis,
 Characterization, and Thermal Behaviors
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA10108A
_journal_year                    2016
_chemical_formula_sum            'C5 H6 N10 O2'
_chemical_formula_weight         238.20
_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
_audit_update_record
;
2015-11-06 deposited with the CCDC.
2016-05-05 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.155(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.042(2)
_cell_length_b                   13.882(2)
_cell_length_c                   6.7012(12)
_cell_measurement_reflns_used    2433
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.4
_cell_volume                     924.7(3)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_sigmaI/netI    0.0268
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11618
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         3.40
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_T_max  0.9835
_exptl_absorpt_correction_T_min  0.9727
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2122
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0422
_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)+(0.0825P)²+0.2533P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                1974
_reflns_number_total             2122
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra10108a2.cif
_cod_data_source_block           m20151025d1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' 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 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_cell_volume        924.8(3)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7225141
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
O1 O 0.47075(9) 0.40991(6) 0.71561(14) 0.0220(2) Uani 1 1 d .
O2 O 0.51397(9) 0.76194(6) 0.98619(14) 0.0224(2) Uani 1 1 d D
H2 H 0.5038(17) 0.8134(9) 0.914(2) 0.027 Uiso 1 1 d D
N1 N 0.56307(10) 0.47911(7) 0.73116(15) 0.0185(2) Uani 1 1 d .
N2 N 0.68949(10) 0.46314(8) 0.69861(17) 0.0225(3) Uani 1 1 d .
N3 N 0.75344(11) 0.54521(8) 0.73375(17) 0.0237(3) Uani 1 1 d .
N4 N 0.67023(10) 0.61343(7) 0.78901(16) 0.0213(3) Uani 1 1 d .
N5 N 0.41441(10) 0.70045(7) 0.91310(16) 0.0191(2) Uani 1 1 d .
N6 N 0.28673(11) 0.71540(8) 0.93906(17) 0.0231(3) Uani 1 1 d .
N7 N 0.22167(11) 0.63844(8) 0.86992(18) 0.0246(3) Uani 1 1 d .
N8 N 0.30605(10) 0.57304(7) 0.80342(17) 0.0214(3) Uani 1 1 d .
N9 N 0.19820(11) 0.38219(7) 0.71962(17) 0.0224(3) Uani 1 1 d D
H9 H 0.2798(11) 0.4094(12) 0.738(3) 0.027 Uiso 1 1 d D
N10 N 0.18438(11) 0.28665(7) 0.69162(17) 0.0224(3) Uani 1 1 d D
H10 H 0.2557(13) 0.2478(11) 0.699(3) 0.027 Uiso 1 1 d D
C1 C 0.55088(12) 0.57141(8) 0.78674(17) 0.0181(3) Uani 1 1 d .
C2 C 0.42689(12) 0.61303(8) 0.83162(18) 0.0184(3) Uani 1 1 d .
C3 C 0.07634(13) 0.42132(9) 0.7101(2) 0.0263(3) Uani 1 1 d .
H3 H 0.0579 0.4879 0.7247 0.032 Uiso 1 1 calc R
C4 C -0.01901(14) 0.34901(10) 0.6754(2) 0.0290(3) Uani 1 1 d .
H4 H -0.1140 0.3557 0.6613 0.035 Uiso 1 1 calc R
C5 C 0.05366(13) 0.26473(9) 0.6655(2) 0.0265(3) Uani 1 1 d .
H5 H 0.0167 0.2020 0.6439 0.032 Uiso 1 1 calc R
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
N5 O2 H2 107.4(12)
O1 N1 N2 122.38(9)
O1 N1 C1 128.36(10)
N2 N1 C1 109.21(10)
N3 N2 N1 106.18(10)
N2 N3 N4 110.62(10)
C1 N4 N3 106.32(10)
N6 N5 C2 109.89(10)
N6 N5 O2 121.96(10)
C2 N5 O2 127.61(10)
N7 N6 N5 105.59(10)
N6 N7 N8 111.09(10)
C2 N8 N7 105.94(10)
C3 N9 N10 108.65(10)
C3 N9 H9 130.6(11)
N10 N9 H9 120.7(11)
C5 N10 N9 108.87(10)
C5 N10 H10 129.5(11)
N9 N10 H10 121.5(11)
N4 C1 N1 107.67(10)
N4 C1 C2 128.64(11)
N1 C1 C2 123.68(11)
N8 C2 N5 107.47(10)
N8 C2 C1 127.11(11)
N5 C2 C1 125.41(11)
N9 C3 C4 108.74(11)
N9 C3 H3 125.6
C4 C3 H3 125.6
C3 C4 C5 105.31(12)
C3 C4 H4 127.3
C5 C4 H4 127.3
N10 C5 C4 108.43(11)
N10 C5 H5 125.8
C4 C5 H5 125.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.3288(12)
O2 N5 1.3526(13)
O2 H2 0.860(9)
N1 N2 1.3368(15)
N1 C1 1.3448(14)
N2 N3 1.3126(15)
N3 N4 1.3492(15)
N4 C1 1.3311(15)
N5 N6 1.3344(15)
N5 C2 1.3438(15)
N6 N7 1.3027(15)
N7 N8 1.3594(15)
N8 C2 1.3235(16)
N9 C3 1.3322(17)
N9 N10 1.3439(14)
N9 H9 0.895(9)
N10 C5 1.3347(17)
N10 H10 0.892(9)
C1 C2 1.4426(17)
C3 C4 1.3840(18)
C3 H3 0.9500
C4 C5 1.3854(18)
C4 H4 0.9500
C5 H5 0.9500
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
O2 H2 O1 0.860(9) 1.637(10) 2.4760(12) 164.4(17) 2_656
O2 H2 N1 0.860(9) 2.551(10) 3.3895(14) 165.3(15) 2_656
N9 H9 O1 0.895(9) 1.945(11) 2.7679(15) 152.2(16) .
N9 H9 N8 0.895(9) 2.321(16) 2.8871(15) 121.1(14) .
N10 H10 N4 0.892(9) 2.005(12) 2.8065(15) 148.7(15) 2_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
O1 N1 N2 N3 -177.78(10)
C1 N1 N2 N3 -0.14(13)
N1 N2 N3 N4 0.23(13)
N2 N3 N4 C1 -0.23(13)
C2 N5 N6 N7 -1.29(13)
O2 N5 N6 N7 -173.41(10)
N5 N6 N7 N8 1.27(14)
N6 N7 N8 C2 -0.79(14)
C3 N9 N10 C5 -0.40(15)
N3 N4 C1 N1 0.13(13)
N3 N4 C1 C2 -179.22(12)
O1 N1 C1 N4 177.46(10)
N2 N1 C1 N4 0.00(13)
O1 N1 C1 C2 -3.15(19)
N2 N1 C1 C2 179.39(11)
N7 N8 C2 N5 -0.04(13)
N7 N8 C2 C1 179.24(12)
N6 N5 C2 N8 0.83(13)
O2 N5 C2 N8 172.38(11)
N6 N5 C2 C1 -178.47(11)
O2 N5 C2 C1 -6.92(19)
N4 C1 C2 N8 170.65(12)
N1 C1 C2 N8 -8.6(2)
N4 C1 C2 N5 -10.2(2)
N1 C1 C2 N5 170.56(11)
N10 N9 C3 C4 0.14(16)
N9 C3 C4 C5 0.16(17)
N9 N10 C5 C4 0.51(16)
C3 C4 C5 N10 -0.41(17)
