#------------------------------------------------------------------------------
#$Date: 2022-11-23 04:23:10 +0200 (Wed, 23 Nov 2022) $
#$Revision: 279486 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/58/7245896.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_7245896
loop_
_publ_author_name
'Ding, Lujia'
'Ge, Ruirong'
'Wang, Pengcheng'
'Li, Dongxue'
'Lin, Qiuhan'
'Lu, Ming'
'Xu, Yuangang'
_publ_section_title
;
 A series of N-trinitromethyl-substituted polynitro-pyrazoles:
 high-energy-density materials with positive oxygen balances
;
_journal_issue                   51
_journal_name_full               'RSC Advances'
_journal_page_first              33304
_journal_page_last               33312
_journal_paper_doi               10.1039/D2RA06149J
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C6 H7 N5 O5'
_chemical_formula_sum            'C6 H7 N5 O5'
_chemical_formula_weight         229.17
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-07-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-02-15 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.924(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.4834(4)
_cell_length_b                   20.756(2)
_cell_length_c                   9.7107(9)
_cell_measurement_reflns_used    1815
_cell_measurement_temperature    110
_cell_measurement_theta_max      26.20
_cell_measurement_theta_min      3.627
_cell_volume                     895.02(14)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0773
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8322
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.428
_diffrn_reflns_theta_min         2.334
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1043 before and 0.0671 after correction. The Ratio of minimum to maximum transmission is 0.8090. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1823
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0501
_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)+(0.0417P)²+0.6589P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1227
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1219
_reflns_number_total             1823
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra06149j2.cif
_cod_data_source_block           2147_0m
_cod_original_cell_volume        895.02(15)
_cod_database_code               7245896
_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   0.993
_shelx_estimated_absorpt_t_min   0.982
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.b X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_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
O001 O 0.6153(4) 0.63370(8) 0.2153(2) 0.0226(5) Uani 1 1 d . . . . .
O002 O 0.8442(4) 0.78445(8) 0.4709(2) 0.0249(5) Uani 1 1 d . . . . .
O003 O 1.1208(4) 0.72375(9) 0.35405(19) 0.0239(5) Uani 1 1 d . . . . .
O004 O 0.3055(4) 0.61541(9) 0.7941(2) 0.0270(5) Uani 1 1 d . . . . .
O005 O 0.4788(5) 0.52107(9) 0.7448(2) 0.0301(5) Uani 1 1 d . . . . .
N4 N 0.9045(5) 0.61459(10) 0.4733(2) 0.0176(5) Uani 1 1 d . . . . .
N5 N 0.7756(5) 0.57314(10) 0.5516(2) 0.0189(5) Uani 1 1 d . . . . .
N2 N 0.5085(5) 0.72606(10) 0.6614(2) 0.0208(5) Uani 1 1 d . . . . .
H2A H 0.536272 0.765696 0.633666 0.025 Uiso 1 1 calc R . . . .
H2B H 0.393734 0.718857 0.726404 0.025 Uiso 1 1 calc R . . . .
N3 N 0.9386(5) 0.73138(10) 0.4379(2) 0.0207(5) Uani 1 1 d . . . . .
N1 N 0.4602(5) 0.57972(11) 0.7295(2) 0.0212(5) Uani 1 1 d . . . . .
C2 C 0.6408(6) 0.67668(12) 0.6048(3) 0.0175(6) Uani 1 1 d . . . . .
C1 C 0.8292(6) 0.67718(12) 0.5017(3) 0.0176(6) Uani 1 1 d . . . . .
C4 C 0.8434(6) 0.60136(12) 0.2191(3) 0.0191(6) Uani 1 1 d . . . . .
C3 C 0.6232(6) 0.61006(12) 0.6306(3) 0.0193(6) Uani 1 1 d . . . . .
C5 C 1.0416(6) 0.58888(13) 0.3568(3) 0.0201(6) Uani 1 1 d . . . . .
H5A H 1.073071 0.541922 0.369442 0.024 Uiso 1 1 calc R . . . .
H5B H 1.240700 0.609273 0.355287 0.024 Uiso 1 1 calc R . . . .
C6 C 0.9476(7) 0.57239(14) 0.0939(3) 0.0252(7) Uani 1 1 d . . . . .
H6A H 0.779216 0.570580 0.018090 0.038 Uiso 1 1 calc GR . . . .
H6B H 1.022613 0.528714 0.115822 0.038 Uiso 1 1 calc GR . . . .
H6C H 1.109638 0.598802 0.065387 0.038 Uiso 1 1 calc GR . . . .
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
N5 N4 C1 110.9(2) . . ?
N5 N4 C5 117.9(2) . . ?
C1 N4 C5 129.8(2) . . ?
N4 N5 C3 104.7(2) . . ?
H2A N2 H2B 120.0 . . ?
C2 N2 H2A 120.0 . . ?
C2 N2 H2B 120.0 . . ?
O002 N3 O003 124.3(2) . . ?
O002 N3 C1 116.4(2) . . ?
O003 N3 C1 119.3(2) . . ?
O004 N1 C3 116.7(2) . . ?
O005 N1 O004 124.3(2) . . ?
O005 N1 C3 119.0(2) . . ?
N2 C2 C1 129.4(2) . . ?
N2 C2 C3 129.7(2) . . ?
C1 C2 C3 100.9(2) . . ?
N4 C1 N3 123.7(2) . . ?
N4 C1 C2 109.0(2) . . ?
C2 C1 N3 127.2(2) . . ?
O001 C4 C5 120.4(2) . . ?
O001 C4 C6 123.6(3) . . ?
C6 C4 C5 116.0(2) . . ?
N5 C3 N1 118.8(2) . . ?
N5 C3 C2 114.5(2) . . ?
C2 C3 N1 126.7(2) . . ?
N4 C5 C4 111.2(2) . . ?
N4 C5 H5A 109.4 . . ?
N4 C5 H5B 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
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
O001 C4 1.220(3) . ?
O002 N3 1.238(3) . ?
O003 N3 1.240(3) . ?
O004 N1 1.242(3) . ?
O005 N1 1.228(3) . ?
N4 N5 1.332(3) . ?
N4 C1 1.380(3) . ?
N4 C5 1.460(3) . ?
N5 C3 1.337(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C2 1.340(3) . ?
N3 C1 1.405(3) . ?
N1 C3 1.430(3) . ?
C2 C1 1.396(4) . ?
C2 C3 1.409(4) . ?
C4 C5 1.522(4) . ?
C4 C6 1.488(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
