#------------------------------------------------------------------------------
#$Date: 2020-10-06 11:11:30 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257497 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/96/7239682.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_7239682
loop_
_publ_author_name
'Ren, Jianrong'
'Chen, Dong'
'Liu, Guangrui'
'Wang, Kangcai'
'Fan, Guijuan'
'Yu, Yanwu'
'Zhang, Chaoyang'
'Li, Hongzhen'
_publ_section_title
;
 Crystal structure evolution of the high energetic compound carbonic
 dihydrazidinium bis[3-(5-nitroimino-1,2,4-triazolate)] induced by
 solvents
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              593
_journal_page_last               601
_journal_paper_doi               10.1039/C9CE01329F
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C4 H4 N10 O4, 2(H2 O)'
_chemical_formula_sum            'C4 H8 N10 O6'
_chemical_formula_weight         292.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-08-18 deposited with the CCDC.	2019-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.398(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.2460(2)
_cell_length_b                   17.8848(7)
_cell_length_c                   6.3117(2)
_cell_measurement_reflns_used    2740
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      54.915
_cell_measurement_theta_min      7.345
_cell_volume                     547.51(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4050
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.991
_diffrn_reflns_theta_min         3.673
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1058
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0342
_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)+(0.0437P)²+0.1955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                978
_reflns_number_total             1058
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce01329f2.cif
_cod_data_source_block           mo_d8v18635_0m
_cod_depositor_comments
;Adding full bibliography for 7239680--7239683.cif.

 Adding full bibliography for 7239680--7239683.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7239682
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.970
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_site_symmetry_order
_atom_site_calc_flag
O1 O 0.4076(3) 0.74349(6) 0.4321(2) 0.0499(4) Uani 1 1 d
O2 O 0.1811(3) 0.71189(6) 0.6425(2) 0.0532(4) Uani 1 1 d
N1 N 0.3539(3) 0.53563(7) 0.2070(2) 0.0324(3) Uani 1 1 d
H1 H 0.273(4) 0.5006(12) 0.245(3) 0.052(5) Uiso 1 1 d
N2 N 0.5879(3) 0.59798(7) 0.0394(2) 0.0346(3) Uani 1 1 d
N3 N 0.5116(3) 0.64371(7) 0.1785(2) 0.0338(3) Uani 1 1 d
H3 H 0.552(4) 0.6905(12) 0.188(3) 0.051(5) Uiso 1 1 d
N4 N 0.2507(3) 0.62560(7) 0.4291(2) 0.0358(3) Uani 1 1 d
N5 N 0.2844(3) 0.69643(7) 0.4995(2) 0.0365(3) Uani 1 1 d
C1 C 0.3689(3) 0.60693(8) 0.2808(2) 0.0304(3) Uani 1 1 d
C2 C 0.4879(3) 0.53335(8) 0.0609(2) 0.0307(3) Uani 1 1 d
O3 O 0.1020(3) 0.41223(10) 0.2760(3) 0.0683(5) Uani 1 1 d
H3A H 0.017(10) 0.411(3) 0.361(8) 0.156(18) Uiso 1 1 d
H3B H 0.092(17) 0.368(5) 0.245(14) 0.33(5) Uiso 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'
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
_geom_angle_site_symmetry_3
C1 N1 C2 106.61(12) .
C1 N1 H1 125.1(14) .
C2 N1 H1 128.3(14) .
C2 N2 N3 103.73(12) .
C1 N3 N2 111.82(12) .
C1 N3 H3 128.3(13) .
N2 N3 H3 119.9(13) .
N5 N4 C1 115.47(12) .
O1 N5 O2 121.89(13) .
O1 N5 N4 123.71(12) .
O2 N5 N4 114.41(12) .
N3 C1 N4 134.93(13) .
N3 C1 N1 105.59(12) .
N4 C1 N1 119.48(13) .
N2 C2 N1 112.25(12) .
N2 C2 C2 123.87(17) 3_665
N1 C2 C2 123.87(16) 3_665
H3A O3 H3B 97(5) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 N5 1.2317(17) .
O2 N5 1.2477(16) .
N1 C1 1.3496(18) .
N1 C2 1.3571(19) .
N1 H1 0.84(2) .
N2 C2 1.2975(18) .
N2 N3 1.3666(17) .
N3 C1 1.3334(18) .
N3 H3 0.86(2) .
N4 N5 1.3319(17) .
N4 C1 1.3468(19) .
C2 C2 1.450(3) 3_665
O3 H3A 0.82(5) .
O3 H3B 0.81(9) .
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
_geom_hbond_publ_flag
O3 H3B O2 0.81(9) 2.32(8) 2.8249(18) 121(6) 3_566 yes
O3 H3B O1 0.81(9) 2.49(9) 3.284(2) 166(7) 2_545 yes
O3 H3A N4 0.82(5) 2.36(5) 3.158(2) 165(4) 3_566 yes
O3 H3B O2 0.81(9) 2.32(8) 2.8249(18) 121(6) 3_566 yes
N3 H3 O2 0.86(2) 1.93(2) 2.7689(17) 164.1(19) 4_675 yes
N1 H1 O3 0.84(2) 1.87(2) 2.6917(19) 168(2) . yes
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_4
C2 N2 N3 C1 0.00(16) .
C1 N4 N5 O1 1.9(2) .
C1 N4 N5 O2 -177.75(13) .
N2 N3 C1 N4 179.96(15) .
N2 N3 C1 N1 0.34(16) .
N5 N4 C1 N3 -2.0(2) .
N5 N4 C1 N1 177.57(13) .
C2 N1 C1 N3 -0.53(16) .
C2 N1 C1 N4 179.78(13) .
N3 N2 C2 N1 -0.35(16) .
N3 N2 C2 C2 178.53(17) 3_665
C1 N1 C2 N2 0.57(17) .
C1 N1 C2 C2 -178.31(17) 3_665
