#------------------------------------------------------------------------------
#$Date: 2021-06-05 22:01:03 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266104 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/72/7707287.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_7707287
loop_
_publ_author_name
'Yang, Zhen-Li'
'Wu, Yue-Mei'
'He, Piao'
'Cao, Wen-Li'
'Manzoor, Saira'
'Zhang, Jian-Guo'
_publ_section_title
;
 Synthesis and characterization of promising insensitive energetic salts
 based on 3-amino-5-hydrazinopyrazole.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7456
_journal_page_last               7463
_journal_paper_doi               10.1039/d1dt00527h
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         '2(N O3), C3 H9 N5'
_chemical_formula_sum            'C3 H9 N7 O6'
_chemical_formula_weight         239.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-11-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-24 deposited with the CCDC.	2021-04-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.39(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6631(13)
_cell_length_b                   9.3281(19)
_cell_length_c                   14.077(3)
_cell_measurement_reflns_used    2588
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.4491
_cell_volume                     873.4(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1498
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.621
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8243
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0544
_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)+(0.0292P)²+1.9301P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1355
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1431
_reflns_number_total             1498
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00527h2.cif
_cod_data_source_block           bwn18399_tw
_cod_depositor_comments
'Adding full bibliography for 7707286--7707290.cif.'
_cod_database_code               7707287
_shelx_shelxl_version_number     2018/3
_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_max   0.967
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.633(5)
 0.367(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups, All N(H,H,H) groups
3.a Riding coordinates:
 N3(H3), N5(H5A,H5B,H5C), N4(H4), N1(H1A,H1B), N2(H2A)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2244(4) -0.0074(3) 0.89730(16) 0.0236(6) Uani 1 1 d . . . A 1
O3 O 0.0863(4) -0.1181(2) 0.77402(16) 0.0193(6) Uani 1 1 d . . . B 2
O2 O 0.0746(4) 0.1138(3) 0.78290(17) 0.0263(6) Uani 1 1 d . . . C 1
N6 N 0.1300(4) -0.0024(3) 0.81897(19) 0.0155(6) Uani 1 1 d . . . . .
O4 O 0.4230(4) 0.0504(3) 0.23053(16) 0.0209(6) Uani 1 1 d . . . . .
N7 N 0.3884(4) 0.1387(3) 0.16299(19) 0.0175(6) Uani 1 1 d . . . . .
O6 O 0.2928(4) 0.0970(3) 0.08878(17) 0.0274(7) Uani 1 1 d . . . D 2
O5 O 0.4502(4) 0.2636(3) 0.17023(17) 0.0262(6) Uani 1 1 d . . . . .
N3 N 0.8567(4) 0.1731(3) 0.57857(19) 0.0166(6) Uani 1 1 d . . . . .
H3 H 0.858163 0.242075 0.618038 0.020 Uiso 1 1 d R . . . .
N5 N 0.6477(4) 0.2810(3) 0.34876(18) 0.0161(6) Uani 1 1 d . . . . .
H5A H 0.684581 0.220850 0.307921 0.019 Uiso 1 1 d R . . . .
H5B H 0.636251 0.364440 0.324821 0.019 Uiso 1 1 d R . . . .
H5C H 0.536871 0.242470 0.361591 0.019 Uiso 1 1 d R . . . .
N4 N 0.7730(4) 0.2914(3) 0.43392(19) 0.0159(6) Uani 1 1 d . . . . .
H4 H 0.757203 0.372630 0.459750 0.019 Uiso 1 1 d R . . . .
N1 N 0.7362(4) -0.1918(3) 0.5663(2) 0.0173(6) Uani 1 1 d . . . . .
H1A H 0.808833 -0.226211 0.612471 0.021 Uiso 1 1 d R . . . .
H1B H 0.723693 -0.251721 0.520801 0.021 Uiso 1 1 d R . . . .
C2 C 0.7228(5) 0.0293(3) 0.4660(2) 0.0134(7) Uani 1 1 d . . . . .
H2 H 0.667563 -0.005043 0.406513 0.016 Uiso 1 1 calc R . . . .
N2 N 0.8406(4) 0.0385(3) 0.61593(19) 0.0153(6) Uani 1 1 d . . . . .
H2A H 0.888443 0.024667 0.672502 0.018 Uiso 1 1 d R . . . .
C3 C 0.7764(5) 0.1692(3) 0.4892(2) 0.0132(7) Uani 1 1 d . . . . .
C1 C 0.7671(5) -0.0503(3) 0.5484(2) 0.0133(7) 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'
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N6 O2 121.3(3) . . ?
O6 N7 O4 118.9(3) . . ?
O5 N7 O4 120.3(3) . . ?
O5 N7 O6 120.8(3) . . ?
N2 N3 H3 116.2 . . ?
C3 N3 H3 128.6 . . ?
C3 N3 N2 107.5(3) . . ?
H5A N5 H5B 111.0 . . ?
H5A N5 H5C 98.9 . . ?
H5B N5 H5C 114.4 . . ?
N4 N5 H5A 115.8 . . ?
N4 N5 H5B 107.8 . . ?
N4 N5 H5C 108.9 . . ?
N5 N4 H4 109.9 . . ?
C3 N4 N5 114.1(2) . . ?
C3 N4 H4 119.6 . . ?
H1A N1 H1B 110.8 . . ?
C1 N1 H1A 115.0 . . ?
C1 N1 H1B 120.4 . . ?
C3 C2 H2 127.3 . . ?
C3 C2 C1 105.4(3) . . ?
C1 C2 H2 127.3 . . ?
N3 N2 H2A 117.8 . . ?
C1 N2 N3 109.3(3) . . ?
C1 N2 H2A 132.5 . . ?
N3 C3 N4 120.0(3) . . ?
N3 C3 C2 109.3(3) . . ?
N4 C3 C2 130.5(3) . . ?
N1 C1 C2 130.0(3) . . ?
N2 C1 N1 121.6(3) . . ?
N2 C1 C2 108.3(3) . . ?
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
O1 N6 1.237(3) . ?
O3 N6 1.276(4) . ?
O2 N6 1.244(4) . ?
O4 N7 1.268(4) . ?
N7 O6 1.253(4) . ?
N7 O5 1.238(4) . ?
N3 H3 0.8500 . ?
N3 N2 1.368(4) . ?
N3 C3 1.339(4) . ?
N5 H5A 0.8499 . ?
N5 H5B 0.8499 . ?
N5 H5C 0.8500 . ?
N5 N4 1.423(4) . ?
N4 H4 0.8498 . ?
N4 C3 1.380(4) . ?
N1 H1A 0.8500 . ?
N1 H1B 0.8500 . ?
N1 C1 1.363(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(4) . ?
C2 C1 1.394(4) . ?
N2 H2A 0.8500 . ?
N2 C1 1.332(4) . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 N2 C1 N1 179.8(3) . . . . ?
N3 N2 C1 C2 -3.5(4) . . . . ?
N5 N4 C3 N3 -167.5(3) . . . . ?
N5 N4 C3 C2 18.8(5) . . . . ?
N2 N3 C3 N4 -179.8(3) . . . . ?
N2 N3 C3 C2 -4.8(4) . . . . ?
C3 N3 N2 C1 5.1(4) . . . . ?
C3 C2 C1 N1 176.9(3) . . . . ?
C3 C2 C1 N2 0.5(4) . . . . ?
C1 C2 C3 N3 2.7(4) . . . . ?
C1 C2 C3 N4 177.0(3) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.633(5)
2 0.367(5)
