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#$Date: 2024-02-04 14:25:38 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289603 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/29/7062908.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_7062908
loop_
_publ_author_name
'Shi, Haichuan'
'Wang, Yuqing'
'Wang, Xinyu'
'Zhang, Xiaotian'
'Huang, Ming'
'Yang, Haijun'
'Luo, Zhenghang'
_publ_section_title
;
 Concise synthesis of a fused energetic pyrazolotriazine with good
 performance
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1212
_journal_page_last               1216
_journal_paper_doi               10.1039/D3NJ04391F
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C5 H3 N7 O4, H4 O2'
_chemical_formula_sum            'C5 H7 N7 O6'
_chemical_formula_weight         261.18
_chemical_name_systematic
4-amino-3,8-dinitro-pyrazolo[5,1-c][1,2,4]triazine
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-12-01
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-12-02 deposited with the CCDC.	2023-12-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.864(16)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.2737(13)
_cell_length_b                   6.2094(8)
_cell_length_c                   9.4529(12)
_cell_measurement_reflns_used    1710
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.7260
_cell_measurement_theta_min      4.0690
_cell_volume                     493.88(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6317
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.146
_diffrn_reflns_theta_min         4.043
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_description       block
_exptl_crystal_F_000             270
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.706
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1318
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.947
_refine_ls_R_factor_all          0.1584
_refine_ls_R_factor_gt           0.0837
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0841P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1914
_refine_ls_wR_factor_ref         0.2129
_reflns_Friedel_coverage         0.000
_reflns_number_gt                560
_reflns_number_total             1318
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj04391f2.cif
_cod_data_source_block           2022_2b_autored
_cod_depositor_comments
'Adding full bibliography for 7062908--7062909.cif.'
_cod_database_code               7062908
_shelx_shelxl_version_number     2014/7
_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   0.972
_shelx_estimated_absorpt_t_min   0.966
_olex2_refinement_description
;
1. Others
 Fixed Sof: H5A(0.5) H5B(0.5) H6C(0.5) H6D(0.5)
2.a Riding coordinates:
 O5(H5A,H5B), O6(H6C,H6D)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5)
2.c X=CH2 refined with riding coordinates:
 N6(H6A,H6B)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O2 O 0.5348(6) 0.2500 0.0949(5) 0.0710(14) Uani 1 2 d S T P A 1
N6 N 0.8358(6) 0.2500 0.3145(5) 0.0436(12) Uani 1 2 d S T P A .
H6A H 0.9380 0.2500 0.3583 0.052 Uiso 1 2 calc RS T P . .
H6B H 0.7863 0.2500 0.2145 0.052 Uiso 1 2 calc RS T P . .
O5 O 0.1810(5) 0.2500 0.4241(5) 0.0688(14) Uani 1 2 d S T P . .
H5A H 0.2067 0.3528 0.4896 0.103 Uiso 0.5 1 d R . . . .
H5B H 0.2591 0.2193 0.4030 0.103 Uiso 0.5 1 d R . . . .
O6 O 0.3864(5) 0.2500 0.7490(5) 0.0645(13) Uani 1 2 d S T P . .
H6C H 0.4621 0.2882 0.7263 0.097 Uiso 0.5 1 d R . . . .
H6D H 0.4097 0.1312 0.7982 0.097 Uiso 0.5 1 d R . . . .
N4 N 0.8409(5) 0.2500 0.5593(5) 0.0346(11) Uani 1 2 d S T P A .
N2 N 0.5244(6) 0.2500 0.4557(6) 0.0558(15) Uani 1 2 d S T P . .
N5 N 1.0037(6) 0.2500 0.6336(6) 0.0512(13) Uani 1 2 d S T P A .
N3 N 0.6068(6) 0.2500 0.6072(6) 0.0485(13) Uani 1 2 d S T P A .
O4 O 1.0038(6) 0.2500 1.0688(5) 0.0726(14) Uani 1 2 d S T P B .
O3 O 0.7482(7) 0.2500 0.9559(5) 0.0856(17) Uani 1 2 d S T P B 2
O1 O 0.3412(6) 0.2500 0.1626(6) 0.0860(17) Uani 1 2 d S T P A .
N1 N 0.4798(6) 0.2500 0.1935(5) 0.0508(14) Uani 1 2 d S T P . .
C2 C 0.7579(7) 0.2500 0.3976(6) 0.0436(14) Uani 1 2 d S T P . .
N7 N 0.8764(8) 0.2500 0.9507(6) 0.0606(15) Uani 1 2 d S T P . .
C4 C 0.8875(8) 0.2500 0.8017(6) 0.0466(16) Uani 1 2 d S T P A .
C1 C 0.5944(7) 0.2500 0.3582(6) 0.0435(15) Uani 1 2 d S T P A .
C5 C 1.0342(8) 0.2500 0.7859(6) 0.0470(16) Uani 1 2 d S T P . .
H5 H 1.1349 0.2500 0.8680 0.056 Uiso 1 2 calc RS T P B .
C3 C 0.7628(8) 0.2500 0.6551(7) 0.0478(15) Uani 1 2 d S T 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
H6A N6 H6B 120.0 . . ?
C2 N6 H6A 120.0 . . ?
C2 N6 H6B 120.0 . . ?
H5A O5 H5B 109.5 . . ?
H6C O6 H6D 109.5 . . ?
N5 N4 C2 122.9(4) . . ?
N5 N4 C3 115.7(5) . . ?
C3 N4 C2 121.4(5) . . ?
N3 N2 C1 121.8(5) . . ?
C5 N5 N4 103.8(4) . . ?
N2 N3 C3 115.2(5) . . ?
O2 N1 C1 117.0(5) . . ?
O1 N1 O2 124.0(5) . . ?
O1 N1 C1 119.0(5) . . ?
N6 C2 N4 118.9(5) . . ?
N6 C2 C1 131.9(5) . . ?
N4 C2 C1 109.2(5) . . ?
O4 N7 C4 116.4(6) . . ?
O3 N7 O4 123.0(5) . . ?
O3 N7 C4 120.7(5) . . ?
C5 C4 N7 124.0(5) . . ?
C3 C4 N7 127.0(6) . . ?
C3 C4 C5 109.1(5) . . ?
N2 C1 N1 112.8(5) . . ?
N2 C1 C2 127.1(6) . . ?
C2 C1 N1 120.1(5) . . ?
N5 C5 C4 109.3(5) . . ?
N5 C5 H5 125.3 . . ?
C4 C5 H5 125.3 . . ?
N4 C3 C4 102.1(5) . . ?
N3 C3 N4 125.3(5) . . ?
N3 C3 C4 132.6(6) . . ?
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
O2 N1 1.236(6) . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
N6 C2 1.271(7) . ?
O5 H5A 0.8500 . ?
O5 H5B 0.8495 . ?
O6 H6C 0.8498 . ?
O6 H6D 0.8499 . ?
N4 N5 1.371(6) . ?
N4 C2 1.393(7) . ?
N4 C3 1.377(7) . ?
N2 N3 1.309(7) . ?
N2 C1 1.332(7) . ?
N5 C5 1.346(7) . ?
N3 C3 1.321(7) . ?
O4 N7 1.238(6) . ?
O3 N7 1.210(6) . ?
O1 N1 1.192(6) . ?
N1 C1 1.470(7) . ?
C2 C1 1.401(8) . ?
N7 C4 1.454(7) . ?
C4 C5 1.430(8) . ?
C4 C3 1.382(8) . ?
C5 H5 0.9300 . ?
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
O2 N1 C1 N2 180.000(1) . . . . ?
O2 N1 C1 C2 0.000(1) . . . . ?
N6 C2 C1 N2 180.000(2) . . . . ?
N6 C2 C1 N1 0.000(2) . . . . ?
N4 N5 C5 C4 0.000(2) . . . . ?
N4 C2 C1 N2 0.000(2) . . . . ?
N4 C2 C1 N1 180.000(1) . . . . ?
N2 N3 C3 N4 0.000(3) . . . . ?
N2 N3 C3 C4 180.000(2) . . . . ?
N5 N4 C2 N6 0.000(2) . . . . ?
N5 N4 C2 C1 180.000(1) . . . . ?
N5 N4 C3 N3 180.000(2) . . . . ?
N5 N4 C3 C4 0.000(2) . . . . ?
N3 N2 C1 N1 180.000(2) . . . . ?
N3 N2 C1 C2 0.000(2) . . . . ?
O4 N7 C4 C5 0.000(4) . . . . ?
O4 N7 C4 C3 180.000(3) . . . . ?
O3 N7 C4 C5 180.000(3) . . . . ?
O3 N7 C4 C3 0.000(4) . . . . ?
O1 N1 C1 N2 0.000(1) . . . . ?
O1 N1 C1 C2 180.000(1) . . . . ?
C2 N4 N5 C5 180.000(2) . . . . ?
C2 N4 C3 N3 0.000(3) . . . . ?
C2 N4 C3 C4 180.000(2) . . . . ?
N7 C4 C5 N5 180.000(3) . . . . ?
N7 C4 C3 N4 180.000(3) . . . . ?
N7 C4 C3 N3 0.000(4) . . . . ?
C1 N2 N3 C3 0.000(2) . . . . ?
C5 C4 C3 N4 0.000(2) . . . . ?
C5 C4 C3 N3 180.000(3) . . . . ?
C3 N4 N5 C5 0.000(2) . . . . ?
C3 N4 C2 N6 180.000(1) . . . . ?
C3 N4 C2 C1 0.000(2) . . . . ?
C3 C4 C5 N5 0.000(2) . . . . ?
