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#$Date: 2025-03-14 01:34:08 +0200 (Fri, 14 Mar 2025) $
#$Revision: 298426 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/01/7250103.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_7250103
loop_
_publ_author_name
'Yang, Feng'
'Jiang, Shuaijie'
'Xu, Yuangang'
'Wang, Quan'
'He, Zhiwei'
'Lu, Ming'
_publ_section_title
;
 Constructing energetic hydroxytetrazole with high thermal stability by
 connecting aminotriazole onto 1-hydroxytetrazole
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D5CE00030K
_journal_year                    2025
_chemical_formula_moiety         'C3 H3 N7 O2, H2 O'
_chemical_formula_sum            'C3 H5 N7 O3'
_chemical_formula_weight         187.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-06-27 deposited with the CCDC.	2025-03-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.669(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.2861(5)
_cell_length_b                   5.9922(4)
_cell_length_c                   8.2491(6)
_cell_measurement_reflns_used    2080
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.36
_cell_measurement_theta_min      2.82
_cell_volume                     356.93(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3318
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         2.821
_diffrn_source.source            'Ius 2.0'
_diffrn_source.type              microfocus
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_description       plate
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     89
_refine_ls_number_reflns         892
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0410
_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)+(0.0508P)²+0.1735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1067
_reflns_Friedel_coverage         0.000
_reflns_number_gt                744
_reflns_number_total             892
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00030k2.cif
_cod_data_source_block           YF_113_a
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7250103
_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_min   0.967
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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_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
C1 C 0.3766(3) 0.750000 0.3599(2) 0.0239(5) Uani 1 2 d S T P . .
C2 C 0.3147(3) 0.750000 0.5183(2) 0.0234(5) Uani 1 2 d S T P . .
C3 C 0.1034(3) 0.750000 0.6764(2) 0.0261(5) Uani 1 2 d S T P . .
N1 N 0.5538(2) 0.750000 0.3300(2) 0.0253(4) Uani 1 2 d S T P . .
N2 N 0.5522(3) 0.750000 0.1677(2) 0.0307(5) Uani 1 2 d S T P . .
N3 N 0.3774(3) 0.750000 0.1033(2) 0.0330(5) Uani 1 2 d S T P . .
N4 N 0.2657(3) 0.750000 0.2183(2) 0.0305(5) Uani 1 2 d S T P . .
N5 N 0.4069(3) 0.750000 0.6622(2) 0.0271(4) Uani 1 2 d S T P . .
N6 N 0.2688(3) 0.750000 0.7636(2) 0.0279(4) Uani 1 2 d S T P . .
H6 H 0.292(4) 0.750000 0.876(4) 0.033 Uiso 1 2 d S U P . .
N7 N -0.0602(3) 0.750000 0.7206(2) 0.0353(5) Uani 1 2 d DS T P . .
H7A H -0.153(3) 0.750000 0.651(3) 0.042 Uiso 1 2 d DS U P . .
H7B H -0.077(4) 0.750000 0.821(2) 0.042 Uiso 1 2 d DS U P . .
O1 O 0.1258(2) 0.750000 0.51699(17) 0.0262(4) Uani 1 2 d S T P . .
O2 O 0.7064(2) 0.750000 0.4289(2) 0.0396(5) Uani 1 2 d S T P . .
O3 O 0.9002(3) 0.750000 0.0431(3) 0.1053(15) Uani 1 2 d S T P . .
H3A H 0.988(8) 0.750000 0.111(6) 0.126 Uiso 1 2 d S U P . .
H3B H 0.806(8) 0.750000 0.072(6) 0.126 Uiso 1 2 d S U P . .
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
N4 C1 N1 108.90(18) . . ?
N4 C1 C2 124.8(2) . . ?
N1 C1 C2 126.27(19) . . ?
N5 C2 O1 114.00(18) . . ?
N5 C2 C1 130.6(2) . . ?
O1 C2 C1 115.35(18) . . ?
N7 C3 N6 131.0(2) . . ?
N7 C3 O1 120.8(2) . . ?
N6 C3 O1 108.18(19) . . ?
O2 N1 N2 121.70(18) . . ?
O2 N1 C1 130.65(18) . . ?
N2 N1 C1 107.66(17) . . ?
N3 N2 N1 106.47(17) . . ?
N2 N3 N4 111.36(17) . . ?
C1 N4 N3 105.61(18) . . ?
C2 N5 N6 103.02(17) . . ?
C3 N6 N5 110.65(17) . . ?
C3 N6 H6 125.6(17) . . ?
N5 N6 H6 123.7(17) . . ?
C3 N7 H7A 120.0(18) . . ?
C3 N7 H7B 122.2(19) . . ?
H7A N7 H7B 118(2) . . ?
C3 O1 C2 104.14(16) . . ?
H3A O3 H3B 117(5) . . ?
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
C1 N4 1.329(3) . ?
C1 N1 1.346(3) . ?
C1 C2 1.438(3) . ?
C2 N5 1.283(3) . ?
C2 O1 1.375(2) . ?
C3 N7 1.292(3) . ?
C3 N6 1.319(3) . ?
C3 O1 1.346(2) . ?
N1 O2 1.289(2) . ?
N1 N2 1.337(3) . ?
N2 N3 1.313(3) . ?
N3 N4 1.330(3) . ?
N5 N6 1.392(3) . ?
N6 H6 0.92(3) . ?
N7 H7A 0.828(16) . ?
N7 H7B 0.857(16) . ?
O3 H3A 0.79(5) . ?
O3 H3B 0.76(5) . ?
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 H3A N4 0.79(5) 2.10(6) 2.855(3) 160(5) 1_655 yes
O3 H3B N2 0.76(5) 2.10(5) 2.861(3) 177(5) . yes
N7 H7B O3 0.857(16) 1.858(17) 2.713(3) 177(3) 1_456 yes
N7 H7A O2 0.828(16) 1.974(17) 2.755(3) 157(3) 1_455 yes
N6 H6 N3 0.92(3) 1.90(3) 2.808(3) 172(2) 1_556 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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C1 C2 N5 180.000(1) . . . . ?
N1 C1 C2 N5 0.000(1) . . . . ?
N4 C1 C2 O1 0.000(0) . . . . ?
N1 C1 C2 O1 180.000(0) . . . . ?
N4 C1 N1 O2 180.000(0) . . . . ?
C2 C1 N1 O2 0.000(0) . . . . ?
N4 C1 N1 N2 0.000(0) . . . . ?
C2 C1 N1 N2 180.000(0) . . . . ?
O2 N1 N2 N3 180.000(0) . . . . ?
C1 N1 N2 N3 0.000(0) . . . . ?
N1 N2 N3 N4 0.0 . . . . ?
N1 C1 N4 N3 0.000(0) . . . . ?
C2 C1 N4 N3 180.000(0) . . . . ?
N2 N3 N4 C1 0.000(0) . . . . ?
O1 C2 N5 N6 0.000(1) . . . . ?
C1 C2 N5 N6 180.000(1) . . . . ?
N7 C3 N6 N5 180.000(1) . . . . ?
O1 C3 N6 N5 0.000(1) . . . . ?
C2 N5 N6 C3 0.000(1) . . . . ?
N7 C3 O1 C2 180.000(1) . . . . ?
N6 C3 O1 C2 0.000(1) . . . . ?
N5 C2 O1 C3 0.000(1) . . . . ?
C1 C2 O1 C3 180.000(0) . . . . ?
