#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/86/7218628.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_7218628
loop_
_publ_author_name
'Wu, Bo'
'Wang, Zhixin'
'Yang, Hongwei'
'Lin, Qiuhan'
'Ju, Xuehai'
'Lu, Chunxu'
'Cheng, Guangbin'
_publ_section_title
;
 Synthesis and characterization of a new family of energetic salts based
 on guanidinium cation containing furoxanyl functionality
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA11732H
_journal_year                    2014
_chemical_formula_moiety         'C5 H9 N6 O2, C N5 O2'
_chemical_formula_sum            'C6 H9 N11 O4'
_chemical_formula_weight         299.24
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 104.323(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9990(8)
_cell_length_b                   6.3838(4)
_cell_length_c                   18.1184(10)
_cell_measurement_reflns_used    3048
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.69
_cell_measurement_theta_min      3.35
_cell_volume                     1232.65(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  'TRIUMPH curved crystal monochromator'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7739
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         3.35
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.9759
_exptl_absorpt_correction_T_min  0.9577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2380
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0356
_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)+(0.0500P)²+0.3334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                1846
_reflns_number_total             2380
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra11732h2.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2827 2014-09-09 07:05:25Z andrius 
;
_cod_original_sg_symbol_Hall     '-P2ybc  '
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               7218628
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
C1 C 0.37027(15) 0.6375(3) 0.16162(9) 0.0209(4) Uani 1 1 d .
C2 C 0.93643(16) 1.0979(3) 0.10740(10) 0.0252(4) Uani 1 1 d .
C3 C 0.86316(15) 1.0199(3) 0.03733(9) 0.0216(4) Uani 1 1 d .
C4 C 0.9774(2) 1.0040(3) 0.18419(11) 0.0420(5) Uani 1 1 d .
H4A H 1.0561 1.0696 0.2119 0.063 Uiso 1 1 calc R
H4B H 0.9905 0.8532 0.1795 0.063 Uiso 1 1 calc R
H4C H 0.9128 1.0270 0.2121 0.063 Uiso 1 1 calc R
C5 C 0.79171(15) 0.8259(3) 0.02166(9) 0.0230(4) Uani 1 1 d .
H5 H 0.7647 0.7743 -0.0289 0.028 Uiso 1 1 calc R
C6 C 0.65921(15) 0.4390(2) 0.11105(9) 0.0201(4) Uani 1 1 d .
N1 N 0.40771(14) 0.8191(2) 0.19452(8) 0.0260(3) Uani 1 1 d .
N2 N 0.45050(14) 0.9221(2) 0.14146(8) 0.0277(3) Uani 1 1 d .
N3 N 0.43739(13) 0.8028(2) 0.08057(8) 0.0262(3) Uani 1 1 d .
N4 N 0.38634(13) 0.6185(2) 0.09211(7) 0.0241(3) Uani 1 1 d .
N5 N 0.31790(14) 0.4723(2) 0.19880(8) 0.0261(3) Uani 1 1 d .
N6 N 0.97551(14) 1.2843(2) 0.09252(9) 0.0301(4) Uani 1 1 d .
N7 N 0.86101(14) 1.1493(2) -0.01923(8) 0.0281(3) Uani 1 1 d .
N8 N 0.76590(13) 0.7262(2) 0.07695(8) 0.0214(3) Uani 1 1 d .
N9 N 0.69776(13) 0.5459(2) 0.05682(8) 0.0232(3) Uani 1 1 d .
H9 H 0.6796 0.5009 0.0094 0.028 Uiso 1 1 calc R
N10 N 0.59920(13) 0.2608(2) 0.09095(8) 0.0259(3) Uani 1 1 d .
H10A H 0.5733 0.1860 0.1249 0.031 Uiso 1 1 calc R
H10B H 0.5851 0.2167 0.0436 0.031 Uiso 1 1 calc R
N11 N 0.68324(14) 0.5134(2) 0.18084(8) 0.0259(3) Uani 1 1 d .
H11A H 0.6590 0.4437 0.2166 0.031 Uiso 1 1 calc R
H11B H 0.7235 0.6330 0.1918 0.031 Uiso 1 1 calc R
O1 O 0.29073(12) 0.5147(2) 0.25858(7) 0.0340(3) Uani 1 1 d .
O2 O 0.30553(14) 0.2992(2) 0.16904(8) 0.0404(4) Uani 1 1 d .
O3 O 0.92966(12) 1.32133(19) 0.01094(7) 0.0337(3) Uani 1 1 d .
O4 O 1.03841(14) 1.4251(2) 0.13082(8) 0.0485(4) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N4 C1 N1 114.24(14)
N4 C1 N5 122.71(15)
N1 C1 N5 123.05(13)
N6 C2 C3 106.07(15)
N6 C2 C4 121.35(16)
C3 C2 C4 132.43(17)
N7 C3 C2 112.04(15)
N7 C3 C5 118.59(15)
C2 C3 C5 129.35(15)
C2 C4 H4A 109.5
C2 C4 H4B 109.5
H4A C4 H4B 109.5
C2 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
N8 C5 C3 119.00(15)
N8 C5 H5 120.5
C3 C5 H5 120.5
N11 C6 N10 122.98(15)
N11 C6 N9 119.57(15)
N10 C6 N9 117.44(14)
C1 N1 N2 103.41(13)
N3 N2 N1 109.35(14)
N2 N3 N4 109.83(13)
C1 N4 N3 103.17(13)
O2 N5 O1 124.45(15)
O2 N5 C1 117.89(13)
O1 N5 C1 117.64(14)
O4 N6 C2 135.08(16)
O4 N6 O3 117.11(14)
C2 N6 O3 107.82(13)
C3 N7 O3 106.98(13)
C5 N8 N9 114.98(14)
C6 N9 N8 118.71(13)
C6 N9 H9 120.6
N8 N9 H9 120.6
C6 N10 H10A 120.0
C6 N10 H10B 120.0
H10A N10 H10B 120.0
C6 N11 H11A 120.0
C6 N11 H11B 120.0
H11A N11 H11B 120.0
N7 O3 N6 107.04(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N4 1.320(2)
C1 N1 1.322(2)
C1 N5 1.445(2)
C2 N6 1.315(2)
C2 C3 1.415(2)
C2 C4 1.479(3)
C3 N7 1.312(2)
C3 C5 1.456(2)
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 N8 1.277(2)
C5 H5 0.9500
C6 N11 1.315(2)
C6 N10 1.321(2)
C6 N9 1.348(2)
N1 N2 1.3423(19)
N2 N3 1.3186(19)
N3 N4 1.343(2)
N5 O2 1.2225(19)
N5 O1 1.2232(18)
N6 O4 1.2372(19)
N6 O3 1.4583(19)
N7 O3 1.3677(18)
N8 N9 1.3731(18)
N9 H9 0.8800
N10 H10A 0.8800
N10 H10B 0.8800
N11 H11A 0.8800
N11 H11B 0.8800
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
N6 C2 C3 N7 2.4(2)
C4 C2 C3 N7 -172.98(19)
N6 C2 C3 C5 -176.24(16)
C4 C2 C3 C5 8.4(3)
N7 C3 C5 N8 -161.97(16)
C2 C3 C5 N8 16.6(3)
N4 C1 N1 N2 0.05(19)
N5 C1 N1 N2 179.18(15)
C1 N1 N2 N3 0.15(18)
N1 N2 N3 N4 -0.30(18)
N1 C1 N4 N3 -0.22(18)
N5 C1 N4 N3 -179.36(14)
N2 N3 N4 C1 0.31(17)
N4 C1 N5 O2 11.0(2)
N1 C1 N5 O2 -168.10(16)
N4 C1 N5 O1 -170.13(15)
N1 C1 N5 O1 10.8(2)
C3 C2 N6 O4 177.70(19)
C4 C2 N6 O4 -6.3(3)
C3 C2 N6 O3 -2.04(18)
C4 C2 N6 O3 173.97(16)
C2 C3 N7 O3 -1.65(19)
C5 C3 N7 O3 177.15(13)
C3 C5 N8 N9 179.68(13)
N11 C6 N9 N8 2.6(2)
N10 C6 N9 N8 -176.75(14)
C5 N8 N9 C6 -175.50(15)
C3 N7 O3 N6 0.34(17)
O4 N6 O3 N7 -178.65(15)
C2 N6 O3 N7 1.15(17)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199428
