#------------------------------------------------------------------------------
#$Date: 2023-07-14 00:55:01 +0300 (Fri, 14 Jul 2023) $
#$Revision: 285199 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/18/7131883.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_7131883
loop_
_publ_author_name
'Hu, Yong'
'Dong, Wen-Shuai'
'Lu, Zu-Jia'
'Zhang, Han'
'Zhang, Jianguo'
_publ_section_title
;
 Multi-fused heat-resistant nergetic compound constructed by hydrogen
 bonds
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02504G
_journal_year                    2023
_chemical_formula_sum            'C8 H16 Cl2 N12 O14'
_chemical_formula_weight         575.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2023-05-23 deposited with the CCDC.	2023-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 116.175(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.3440(13)
_cell_length_b                   5.2963(5)
_cell_length_c                   14.1981(12)
_cell_measurement_reflns_used    1378
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.584
_cell_measurement_theta_min      2.87
_cell_volume                     1035.50(16)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1068
_diffrn_reflns_av_sigmaI/netI    0.0853
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4954
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.87
_exptl_absorpt_coefficient_mu    0.415
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_density_meas      1.845
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1832
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.1155
_refine_ls_R_factor_gt           0.0735
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0896P)²+0.0686P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1663
_refine_ls_wR_factor_ref         0.1841
_reflns_number_gt                1244
_reflns_number_total             1832
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d3cc02504g2.cif
_cod_data_source_block           210828d
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7131883
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.63200(8) 0.0668(2) 0.19178(9) 0.0398(4) Uani 1 1 d . . .
N1 N 0.8379(2) 0.0426(7) -0.0362(3) 0.0322(9) Uani 1 1 d . . .
N2 N 0.7419(3) 0.3101(7) 0.0128(3) 0.0380(10) Uani 1 1 d . . .
H2 H 0.6848 0.3453 0.0063 0.046 Uiso 1 1 calc R . .
N3 N 0.9997(2) 0.1058(6) 0.0279(3) 0.0313(9) Uani 1 1 d . . .
H3 H 1.0523 0.1885 0.0638 0.038 Uiso 1 1 calc R . .
N4 N 0.6747(3) -0.0180(8) -0.1023(3) 0.0443(10) Uani 1 1 d . . .
H4A H 0.6794 -0.1461 -0.1370 0.053 Uiso 1 1 calc R . .
H4B H 0.6190 0.0254 -0.1067 0.053 Uiso 1 1 calc R . .
N5 N 0.7988(3) 0.6343(7) 0.1291(3) 0.0423(10) Uani 1 1 d . . .
H5A H 0.7404 0.6565 0.1212 0.051 Uiso 1 1 calc R . .
H5B H 0.8448 0.7301 0.1710 0.051 Uiso 1 1 calc R . .
N6 N 0.9916(3) 0.5378(7) 0.1453(3) 0.0322(9) Uani 1 1 d . . .
O1 O 0.9829(2) 0.7326(6) 0.1896(2) 0.0443(9) Uani 1 1 d . . .
O2 O 1.0734(2) 0.4706(6) 0.1566(2) 0.0423(8) Uani 1 1 d . . .
O3 O 0.6634(3) 0.3112(7) 0.1828(3) 0.0711(12) Uani 1 1 d . . .
O4 O 0.7023(3) -0.0493(8) 0.2832(3) 0.0776(13) Uani 1 1 d . . .
O5 O 0.5432(3) 0.0845(9) 0.2002(3) 0.0800(14) Uani 1 1 d . . .
O6 O 0.6177(3) -0.0824(8) 0.1021(3) 0.0637(11) Uani 1 1 d . . .
O7 O 0.4488(2) 0.5716(7) 0.0665(3) 0.0599(11) Uani 1 1 d . . .
H7A H 0.4895 0.6915 0.0910 0.072 Uiso 1 1 d R . .
H7B H 0.4618 0.4917 0.0224 0.072 Uiso 0.50 1 d PR A 1
H7C H 0.4558 0.4723 0.1164 0.072 Uiso 0.50 1 d PR B 2
C1 C 0.7522(3) 0.1106(9) -0.0427(3) 0.0330(10) Uani 1 1 d . . .
C2 C 0.8175(3) 0.4549(8) 0.0776(3) 0.0325(10) Uani 1 1 d . . .
C3 C 0.9092(3) 0.3952(8) 0.0822(3) 0.0322(10) Uani 1 1 d . . .
C4 C 0.9152(3) 0.1796(8) 0.0248(3) 0.0274(9) 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cl1 O4 109.3(3) . . ?
O3 Cl1 O5 109.0(3) . . ?
O4 Cl1 O5 108.9(3) . . ?
O3 Cl1 O6 110.6(2) . . ?
O4 Cl1 O6 109.4(3) . . ?
O5 Cl1 O6 109.6(2) . . ?
C1 N1 C4 117.9(4) . . ?
C2 N2 C1 123.1(4) . . ?
C2 N2 H2 118.5 . . ?
C1 N2 H2 118.5 . . ?
C4 N3 N3 118.2(4) . 3_755 ?
C4 N3 H3 120.9 . . ?
N3 N3 H3 120.9 3_755 . ?
C1 N4 H4A 120.0 . . ?
C1 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C2 N5 H5A 120.0 . . ?
C2 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
O2 N6 O1 119.9(4) . . ?
O2 N6 C3 120.1(4) . . ?
O1 N6 C3 120.0(4) . . ?
H7A O7 H7B 107.7 . . ?
H7A O7 H7C 108.8 . . ?
H7B O7 H7C 108.8 . . ?
N4 C1 N1 119.7(4) . . ?
N4 C1 N2 118.2(4) . . ?
N1 C1 N2 122.2(4) . . ?
N5 C2 N2 117.2(4) . . ?
N5 C2 C3 126.6(4) . . ?
N2 C2 C3 116.2(4) . . ?
N6 C3 C2 120.5(4) . . ?
N6 C3 C4 121.8(4) . . ?
C2 C3 C4 117.7(4) . . ?
N1 C4 N3 115.8(4) . . ?
N1 C4 C3 122.8(4) . . ?
N3 C4 C3 121.4(4) . . ?
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
Cl1 O3 1.407(4) . ?
Cl1 O4 1.411(4) . ?
Cl1 O5 1.422(4) . ?
Cl1 O6 1.431(4) . ?
N1 C1 1.327(5) . ?
N1 C4 1.333(5) . ?
N2 C2 1.356(6) . ?
N2 C1 1.368(5) . ?
N2 H2 0.8600 . ?
N3 C4 1.335(5) . ?
N3 N3 1.375(6) 3_755 ?
N3 H3 0.8600 . ?
N4 C1 1.307(6) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N5 C2 1.307(5) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N6 O2 1.245(4) . ?
N6 O1 1.246(4) . ?
N6 C3 1.404(6) . ?
O7 H7A 0.8500 . ?
O7 H7B 0.8500 . ?
O7 H7C 0.8500 . ?
C2 C3 1.415(6) . ?
C3 C4 1.430(6) . ?
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
C4 N1 C1 N4 179.5(4) . . . . ?
C4 N1 C1 N2 -1.8(6) . . . . ?
C2 N2 C1 N4 179.4(4) . . . . ?
C2 N2 C1 N1 0.7(6) . . . . ?
C1 N2 C2 N5 -177.6(4) . . . . ?
C1 N2 C2 C3 2.4(6) . . . . ?
O2 N6 C3 C2 173.5(4) . . . . ?
O1 N6 C3 C2 -7.0(6) . . . . ?
O2 N6 C3 C4 -3.5(6) . . . . ?
O1 N6 C3 C4 176.0(4) . . . . ?
N5 C2 C3 N6 -1.4(7) . . . . ?
N2 C2 C3 N6 178.6(4) . . . . ?
N5 C2 C3 C4 175.8(4) . . . . ?
N2 C2 C3 C4 -4.3(6) . . . . ?
C1 N1 C4 N3 -179.2(4) . . . . ?
C1 N1 C4 C3 -0.4(6) . . . . ?
N3 N3 C4 N1 -2.2(6) 3_755 . . . ?
N3 N3 C4 C3 178.9(4) 3_755 . . . ?
N6 C3 C4 N1 -179.5(4) . . . . ?
C2 C3 C4 N1 3.4(6) . . . . ?
N6 C3 C4 N3 -0.7(6) . . . . ?
C2 C3 C4 N3 -177.8(4) . . . . ?
