#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/57/7235713.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_7235713
loop_
_publ_author_name
'Wu, Bo'
'Yang, Hongwei'
'Wang, Zhixin'
'Lin, Qiuhan'
'Ju, Xuehai'
'Lu, Chunxu'
'Cheng, Guangbin'
_publ_section_title
;
 Synthesis and characterization of new energetic derivatives containing a
 high nitrogen content moiety and picryl group: a new strategy for
 incorporating the picryl functionality
;
_journal_issue                   95
_journal_name_full               'RSC Adv.'
_journal_page_first              53282
_journal_paper_doi               10.1039/C4RA08084J
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C8 H8 Cl N7 O6'
_chemical_formula_weight         333.66
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.387(3)
_cell_length_b                   11.618(2)
_cell_length_c                   18.866(4)
_cell_measurement_reflns_used    4425
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8744
_cell_measurement_theta_min      2.1591
_cell_volume                     2715.0(10)
_computing_cell_refinement       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24826
_diffrn_reflns_theta_full        27.92
_diffrn_reflns_theta_max         27.92
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  0.9619
_exptl_absorpt_correction_T_min  0.9376
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0103(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3254
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0879P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1549
_reflns_number_gt                2375
_reflns_number_total             3254
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra08084j2.cif
_cod_data_source_block           r131208b1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 

2025-04-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C16 H16 Cl2 N14 O12'
_cod_original_formula_weight         667.33
_cod_original_formula_units_Z            4
_cod_original_cell_volume        2715.0(9)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7235713
loop_
_symmetry_equiv_pos_as_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'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.16722(14) 0.15643(18) 0.68466(10) 0.0530(5) Uani 1 1 d .
O2 O 0.27324(16) 0.04843(17) 0.74728(11) 0.0529(5) Uani 1 1 d .
O3 O 0.49514(16) 0.29610(18) 0.90222(9) 0.0530(5) Uani 1 1 d .
O4 O 0.5724(2) 0.4427(2) 0.85546(11) 0.0795(8) Uani 1 1 d .
O5 O 0.53015(16) 0.52473(19) 0.61065(10) 0.0562(5) Uani 1 1 d .
O6 O 0.38613(19) 0.4699(2) 0.55665(11) 0.0721(7) Uani 1 1 d .
N1 N 0.25230(16) 0.1373(2) 0.71549(10) 0.0398(5) Uani 1 1 d .
N2 N 0.51243(17) 0.3597(2) 0.85273(10) 0.0438(5) Uani 1 1 d .
N3 N 0.44904(17) 0.4665(2) 0.60634(11) 0.0423(5) Uani 1 1 d .
N4 N 0.32521(16) 0.17601(18) 0.55890(9) 0.0361(5) Uani 1 1 d .
N5 N 0.27813(16) 0.15305(19) 0.49426(10) 0.0366(5) Uani 1 1 d D
H5 H 0.2354(18) 0.2037(19) 0.4714(13) 0.043(7) Uiso 1 1 d D
N6 N 0.37135(17) -0.0188(2) 0.49095(11) 0.0405(5) Uani 1 1 d D
H6A H 0.395(2) -0.006(2) 0.5347(7) 0.053(8) Uiso 1 1 d D
H6B H 0.389(2) -0.0855(15) 0.4715(13) 0.058(9) Uiso 1 1 d D
N7 N 0.27131(18) 0.0397(2) 0.39512(11) 0.0429(5) Uani 1 1 d D
H7A H 0.280(2) -0.0281(13) 0.3733(12) 0.045(8) Uiso 1 1 d D
H7B H 0.221(2) 0.085(2) 0.3766(14) 0.069(10) Uiso 1 1 d D
C1 C 0.33387(18) 0.2293(2) 0.71710(12) 0.0336(5) Uani 1 1 d .
C2 C 0.38628(18) 0.2458(2) 0.78074(12) 0.0357(5) Uani 1 1 d .
H2 H 0.3744 0.1975 0.8193 0.043 Uiso 1 1 calc R
C3 C 0.45724(17) 0.3374(2) 0.78476(11) 0.0351(5) Uani 1 1 d .
C4 C 0.47707(18) 0.4097(2) 0.72856(12) 0.0359(5) Uani 1 1 d .
H4 H 0.5251 0.4709 0.7327 0.043 Uiso 1 1 calc R
C5 C 0.42342(17) 0.3885(2) 0.66581(11) 0.0339(5) Uani 1 1 d .
C6 C 0.35005(17) 0.2982(2) 0.65693(12) 0.0328(5) Uani 1 1 d .
C7 C 0.29871(19) 0.2700(2) 0.58783(12) 0.0367(6) Uani 1 1 d .
H7 H 0.2492 0.3195 0.5668 0.044 Uiso 1 1 calc R
C8 C 0.30721(18) 0.0559(2) 0.46037(12) 0.0341(5) Uani 1 1 d .
Cl1 Cl 0.63954(5) 0.22048(6) 0.62554(3) 0.0469(2) 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'
Cl Cl 0.1484 0.1585 '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
O2 N1 O1 124.7(2)
O2 N1 C1 117.3(2)
O1 N1 C1 118.0(2)
O3 N2 O4 124.0(2)
O3 N2 C3 118.7(2)
O4 N2 C3 117.3(2)
O5 N3 O6 124.2(2)
O5 N3 C5 118.0(2)
O6 N3 C5 117.8(2)
C7 N4 N5 116.1(2)
C8 N5 N4 118.0(2)
C8 N5 H5 118.4(18)
N4 N5 H5 123.1(18)
C8 N6 H6A 119.9(16)
C8 N6 H6B 123.1(17)
H6A N6 H6B 116.8(16)
C8 N7 H7A 120.9(16)
C8 N7 H7B 121.0(17)
H7A N7 H7B 115.4(16)
C2 C1 C6 123.9(2)
C2 C1 N1 116.3(2)
C6 C1 N1 119.72(19)
C1 C2 C3 117.0(2)
C1 C2 H2 121.5
C3 C2 H2 121.5
C4 C3 C2 122.8(2)
C4 C3 N2 118.7(2)
C2 C3 N2 118.5(2)
C3 C4 C5 117.8(2)
C3 C4 H4 121.1
C5 C4 H4 121.1
C4 C5 C6 123.4(2)
C4 C5 N3 116.0(2)
C6 C5 N3 120.6(2)
C5 C6 C1 115.1(2)
C5 C6 C7 123.3(2)
C1 C6 C7 121.5(2)
N4 C7 C6 117.2(2)
N4 C7 H7 121.4
C6 C7 H7 121.4
N6 C8 N7 121.3(2)
N6 C8 N5 120.6(2)
N7 C8 N5 118.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N1 1.224(3)
O2 N1 1.222(3)
O3 N2 1.210(3)
O4 N2 1.218(3)
O5 N3 1.214(3)
O6 N3 1.220(3)
N1 C1 1.471(3)
N2 C3 1.476(3)
N3 C5 1.477(3)
N4 C7 1.264(3)
N4 N5 1.378(2)
N5 C8 1.346(3)
N5 H5 0.902(10)
N6 C8 1.311(3)
N6 H6A 0.887(9)
N6 H6B 0.885(9)
N7 C8 1.322(3)
N7 H7A 0.895(9)
N7 H7B 0.892(10)
C1 C2 1.378(3)
C1 C6 1.403(3)
C2 C3 1.382(3)
C2 H2 0.9300
C3 C4 1.375(3)
C4 C5 1.380(3)
C4 H4 0.9300
C5 C6 1.398(3)
C6 C7 1.487(3)
C7 H7 0.9300
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
N7 H7B Cl1 0.892(10) 2.470(15) 3.253(3) 147(2) 4_456
N5 H5 Cl1 0.902(10) 2.351(15) 3.196(2) 156(2) 4_456
N6 H6A O4 0.887(9) 2.193(16) 3.014(3) 154(2) 3_646
N6 H6B Cl1 0.885(9) 2.436(15) 3.215(2) 147(2) 5_656
N7 H7A Cl1 0.895(9) 2.447(14) 3.242(3) 148(2) 5_656
N7 H7A O2 0.895(9) 2.48(2) 3.022(3) 119.5(18) 2_554
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
C7 N4 N5 C8 177.6(2)
O2 N1 C1 C2 -39.8(3)
O1 N1 C1 C2 137.8(2)
O2 N1 C1 C6 143.6(2)
O1 N1 C1 C6 -38.8(3)
C6 C1 C2 C3 1.2(4)
N1 C1 C2 C3 -175.3(2)
C1 C2 C3 C4 -0.5(4)
C1 C2 C3 N2 178.2(2)
O3 N2 C3 C4 -179.9(2)
O4 N2 C3 C4 0.7(3)
O3 N2 C3 C2 1.2(3)
O4 N2 C3 C2 -178.1(2)
C2 C3 C4 C5 -0.2(3)
N2 C3 C4 C5 -179.0(2)
C3 C4 C5 C6 0.4(3)
C3 C4 C5 N3 -178.6(2)
O5 N3 C5 C4 16.4(3)
O6 N3 C5 C4 -162.2(2)
O5 N3 C5 C6 -162.6(2)
O6 N3 C5 C6 18.8(3)
C4 C5 C6 C1 0.2(3)
N3 C5 C6 C1 179.1(2)
C4 C5 C6 C7 -175.2(2)
N3 C5 C6 C7 3.8(3)
C2 C1 C6 C5 -1.0(3)
N1 C1 C6 C5 175.4(2)
C2 C1 C6 C7 174.4(2)
N1 C1 C6 C7 -9.2(3)
N5 N4 C7 C6 -178.7(2)
C5 C6 C7 N4 112.1(3)
C1 C6 C7 N4 -62.9(3)
N4 N5 C8 N6 5.7(3)
N4 N5 C8 N7 -172.8(2)
