#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/87/7058777.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_7058777
loop_
_publ_author_name
'Chen, Jifeng'
'Yu, Yi'
'Zhang, Shujuan'
'Li, Yuchuan'
'Pang, Siping'
_publ_section_title
;
 Energetic materials with fluorinated four-membered heterocyclic ring:
 3,3′-difluoroazetidine (DFAZ) salts
;
_journal_issue                   38
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              15115
_journal_paper_doi               10.1039/C9NJ02569C
_journal_volume                  43
_journal_year                    2019
_chemical_formula_sum            'C3 H6 Cl F2 N'
_chemical_formula_weight         129.54
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-08-22 deposited with the CCDC.    2019-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.334(7)
_cell_length_b                   9.277(6)
_cell_length_c                   11.237(7)
_cell_measurement_reflns_used    1992
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.69
_cell_measurement_theta_min      3.63
_cell_volume                     1077.3(12)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'BRUKER SMART APEXII CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6927
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.706
_diffrn_reflns_theta_min         3.464
_exptl_absorpt_coefficient_mu    0.623
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0325
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0338P)²+0.3639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0826
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1032
_reflns_number_total             1263
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj02569c2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7058774--7058778.cif.'
_cod_database_code               7058777
_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_min   0.880
_shelx_estimated_absorpt_t_max   0.970
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
F1 F -0.07974(10) 0.81482(14) 0.19260(9) 0.0369(3) Uani 1 1 d . .
F2 F -0.05144(10) 0.58808(13) 0.22076(8) 0.0343(3) Uani 1 1 d . .
N1 N 0.14168(12) 0.75299(13) 0.37851(11) 0.0124(3) Uani 1 1 d . .
H1A H 0.183572 0.678733 0.414789 0.015 Uiso 1 1 d R U
H1B H 0.173822 0.839133 0.403539 0.015 Uiso 1 1 d R U
C1 C 0.13667(15) 0.73910(17) 0.24500(13) 0.0156(3) Uani 1 1 d . .
H1C H 0.182832 0.653578 0.213790 0.019 Uiso 1 1 calc R U
H1D H 0.162934 0.827588 0.202084 0.019 Uiso 1 1 calc R U
C2 C -0.00815(15) 0.7195(2) 0.25416(13) 0.0182(3) Uani 1 1 d . .
C3 C -0.00323(14) 0.74303(17) 0.38770(13) 0.0157(3) Uani 1 1 d . .
H3A H -0.045225 0.833408 0.414220 0.019 Uiso 1 1 calc R U
H3B H -0.034053 0.659616 0.434779 0.019 Uiso 1 1 calc R U
Cl1 Cl 0.25070(3) 0.99514(3) 0.02393(3) 0.01298(14) 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 N1 C1 91.65(10)
C3 N1 H1A 113.4
C1 N1 H1A 113.4
C3 N1 H1B 113.3
C1 N1 H1B 113.3
H1A N1 H1B 110.7
N1 C1 C2 88.66(11)
N1 C1 H1C 113.9
C2 C1 H1C 113.9
N1 C1 H1D 113.9
C2 C1 H1D 113.9
H1C C1 H1D 111.1
F1 C2 F2 105.57(13)
F1 C2 C1 115.50(14)
F2 C2 C1 114.69(14)
F1 C2 C3 115.61(14)
F2 C2 C3 114.56(13)
C1 C2 C3 90.96(11)
N1 C3 C2 88.53(10)
N1 C3 H3A 113.9
C2 C3 H3A 113.9
N1 C3 H3B 113.9
C2 C3 H3B 113.9
H3A C3 H3B 111.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C2 1.345(2)
F2 C2 1.351(2)
N1 C3 1.504(2)
N1 C1 1.507(2)
N1 H1A 0.9101
N1 H1B 0.9100
C1 C2 1.511(2)
C1 H1C 0.9900
C1 H1D 0.9900
C2 C3 1.517(2)
C3 H3A 0.9900
C3 H3B 0.9900
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
C3 N1 C1 C2 -3.39(12)
N1 C1 C2 F1 122.50(14)
N1 C1 C2 F2 -114.37(13)
N1 C1 C2 C3 3.36(12)
C1 N1 C3 C2 3.38(12)
F1 C2 C3 N1 -122.41(14)
F2 C2 C3 N1 114.47(13)
C1 C2 C3 N1 -3.37(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 124124374
