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#$Date: 2024-12-06 22:20:05 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296638 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/34/7063478.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_7063478
loop_
_publ_author_name
'Jin, Gan'
'Lei, Caijin'
'Cheng, Guangbin'
'Yang, Hongwei'
_publ_section_title
;
 Synthesis of novel insensitive heat-resistant explosives based on a
 fused-tricyclic skeleton
;
_journal_issue                   42
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18120
_journal_page_last               18127
_journal_paper_doi               10.1039/D4NJ03802A
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C7 H7 N7 O2'
_chemical_formula_sum            'C7 H7 N7 O2'
_chemical_formula_weight         221.20
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-19
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-20 deposited with the CCDC.	2024-10-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.7579(3)
_cell_length_b                   8.4422(4)
_cell_length_c                   16.3524(6)
_cell_measurement_reflns_used    4673
_cell_measurement_temperature    223.00
_cell_measurement_theta_max      68.021
_cell_measurement_theta_min      5.899
_cell_volume                     932.93(7)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      223.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8704
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.338
_diffrn_reflns_theta_min         5.898
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.052
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1574 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.8659.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
;
 Flack x determined using 624 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.12(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1700
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0378
_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)+(0.0596P)²+0.2180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1013
_reflns_Friedel_coverage         0.672
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                1588
_reflns_number_total             1700
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj03802a2.cif
_cod_data_source_block           cu_20240418_wq_nlg_jg18_0m
_cod_depositor_comments
'Adding full bibliography for 7063476--7063479.cif.'
_cod_database_code               7063478
_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   0.902
_shelx_estimated_absorpt_t_min   0.875
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
O1 O 0.5224(5) 0.6032(3) 0.73919(13) 0.0660(8) Uani 1 1 d . . . . .
O2 O 0.5426(3) 0.7866(3) 0.64744(13) 0.0495(6) Uani 1 1 d . . . . .
N1 N 0.5020(3) 0.6516(3) 0.66877(14) 0.0400(5) Uani 1 1 d . . . . .
N2 N 0.3255(4) 0.3129(3) 0.55789(15) 0.0459(6) Uani 1 1 d . . . . .
N3 N 0.3424(4) 0.4235(3) 0.49822(14) 0.0373(5) Uani 1 1 d . . . . .
N4 N 0.3847(3) 0.8461(3) 0.47823(14) 0.0368(5) Uani 1 1 d . . . . .
N5 N 0.4304(4) 0.9135(3) 0.40455(17) 0.0481(7) Uani 1 1 d . . . . .
N6 N 0.5028(4) 0.8092(4) 0.35488(15) 0.0490(7) Uani 1 1 d . . . . .
N7 N 0.5047(3) 0.6708(3) 0.39443(13) 0.0384(6) Uani 1 1 d . . . . .
C1 C 0.3804(4) 0.3865(4) 0.62577(18) 0.0415(7) Uani 1 1 d . . . . .
H1 H 0.383654 0.339499 0.677878 0.050 Uiso 1 1 calc R U . . .
C2 C 0.4323(4) 0.5417(3) 0.60950(16) 0.0341(6) Uani 1 1 d . . . . .
C3 C 0.4053(3) 0.5644(3) 0.52627(16) 0.0308(6) Uani 1 1 d . . . . .
C4 C 0.4325(3) 0.6953(3) 0.46948(15) 0.0309(5) Uani 1 1 d . . . . .
C5 C 0.2738(5) 0.3871(4) 0.41516(19) 0.0516(8) Uani 1 1 d . . . . .
H5A H 0.169382 0.462400 0.400330 0.062 Uiso 1 1 calc R U . . .
H5B H 0.215348 0.280891 0.415029 0.062 Uiso 1 1 calc R U . . .
C6 C 0.4330(5) 0.3936(4) 0.3513(2) 0.0550(8) Uani 1 1 d . . . . .
H6A H 0.370100 0.409668 0.297942 0.066 Uiso 1 1 calc R U . . .
H6B H 0.499286 0.290349 0.349751 0.066 Uiso 1 1 calc R U . . .
C7 C 0.5879(5) 0.5193(4) 0.3625(2) 0.0517(8) Uani 1 1 d . . . . .
H7A H 0.688757 0.480525 0.400648 0.062 Uiso 1 1 calc R U . . .
H7B H 0.652612 0.539478 0.309923 0.062 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 N1 C2 117.3(2) . . ?
O2 N1 O1 123.5(2) . . ?
O2 N1 C2 119.2(2) . . ?
C1 N2 N3 104.9(2) . . ?
N2 N3 C5 119.7(2) . . ?
C3 N3 N2 113.0(2) . . ?
C3 N3 C5 126.9(2) . . ?
C4 N4 N5 104.5(2) . . ?
N6 N5 N4 110.8(2) . . ?
N5 N6 N7 107.2(2) . . ?
N6 N7 C4 107.8(2) . . ?
N6 N7 C7 125.8(2) . . ?
C4 N7 C7 126.2(3) . . ?
N2 C1 H1 124.6 . . ?
N2 C1 C2 110.7(3) . . ?
C2 C1 H1 124.6 . . ?
C1 C2 N1 124.8(3) . . ?
C1 C2 C3 106.7(3) . . ?
C3 C2 N1 128.5(3) . . ?
N3 C3 C2 104.7(2) . . ?
N3 C3 C4 119.6(2) . . ?
C2 C3 C4 135.7(3) . . ?
N4 C4 N7 109.7(2) . . ?
N4 C4 C3 129.2(2) . . ?
N7 C4 C3 121.0(2) . . ?
N3 C5 H5A 108.7 . . ?
N3 C5 H5B 108.7 . . ?
N3 C5 C6 114.2(3) . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
C5 C6 H6A 108.3 . . ?
C5 C6 H6B 108.3 . . ?
C5 C6 C7 116.1(3) . . ?
H6A C6 H6B 107.4 . . ?
C7 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
N7 C7 C6 112.7(3) . . ?
N7 C7 H7A 109.0 . . ?
N7 C7 H7B 109.0 . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
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 N1 1.230(3) . ?
O2 N1 1.223(3) . ?
N1 C2 1.422(4) . ?
N2 N3 1.355(3) . ?
N2 C1 1.325(4) . ?
N3 C3 1.344(4) . ?
N3 C5 1.468(4) . ?
N4 N5 1.368(3) . ?
N4 C4 1.321(4) . ?
N5 N6 1.294(4) . ?
N6 N7 1.336(4) . ?
N7 C4 1.337(3) . ?
N7 C7 1.491(4) . ?
C1 H1 0.9400 . ?
C1 C2 1.382(4) . ?
C2 C3 1.386(4) . ?
C3 C4 1.455(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C6 1.501(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.502(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
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
O1 N1 C2 C1 2.0(4) . . . . ?
O1 N1 C2 C3 -176.9(3) . . . . ?
O2 N1 C2 C1 -179.6(3) . . . . ?
O2 N1 C2 C3 1.4(4) . . . . ?
N1 C2 C3 N3 178.4(2) . . . . ?
N1 C2 C3 C4 -0.2(5) . . . . ?
N2 N3 C3 C2 0.6(3) . . . . ?
N2 N3 C3 C4 179.5(2) . . . . ?
N2 N3 C5 C6 -118.9(3) . . . . ?
N2 C1 C2 N1 -178.6(2) . . . . ?
N2 C1 C2 C3 0.6(3) . . . . ?
N3 N2 C1 C2 -0.2(3) . . . . ?
N3 C3 C4 N4 137.9(3) . . . . ?
N3 C3 C4 N7 -37.8(3) . . . . ?
N3 C5 C6 C7 -36.1(4) . . . . ?
N4 N5 N6 N7 0.5(3) . . . . ?
N5 N4 C4 N7 0.3(3) . . . . ?
N5 N4 C4 C3 -175.9(2) . . . . ?
N5 N6 N7 C4 -0.4(3) . . . . ?
N5 N6 N7 C7 -175.9(2) . . . . ?
N6 N7 C4 N4 0.1(3) . . . . ?
N6 N7 C4 C3 176.6(2) . . . . ?
N6 N7 C7 C6 -115.9(3) . . . . ?
C1 N2 N3 C3 -0.3(3) . . . . ?
C1 N2 N3 C5 -173.9(3) . . . . ?
C1 C2 C3 N3 -0.7(3) . . . . ?
C1 C2 C3 C4 -179.3(3) . . . . ?
C2 C3 C4 N4 -43.6(4) . . . . ?
C2 C3 C4 N7 140.7(3) . . . . ?
C3 N3 C5 C6 68.4(4) . . . . ?
C4 N4 N5 N6 -0.5(3) . . . . ?
C4 N7 C7 C6 69.4(4) . . . . ?
C5 N3 C3 C2 173.6(3) . . . . ?
C5 N3 C3 C4 -7.4(4) . . . . ?
C5 C6 C7 N7 -38.0(4) . . . . ?
C7 N7 C4 N4 175.6(2) . . . . ?
C7 N7 C4 C3 -7.9(4) . . . . ?
