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#$Date: 2025-04-05 05:02:48 +0300 (Sat, 05 Apr 2025) $
#$Revision: 298751 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/42/7134261.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_7134261
loop_
_publ_author_name
'Nitzer, Alexander'
'Jessen, Christoph'
'Kornath, Andreas J.'
_publ_section_title
;
 Charge distribution and aromaticity in protonated urazole.
;
_journal_issue                   22
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4367
_journal_page_last               4370
_journal_paper_doi               10.1039/d5cc00218d
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'F6 Sb, C2 H4 N3 O2'
_chemical_formula_sum            'C2 H4 F6 N3 O2 Sb'
_chemical_formula_weight         337.83
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-09-23
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-03-23 deposited with the CCDC.	2025-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.384(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5271(9)
_cell_length_b                   8.3036(4)
_cell_length_c                   10.5808(9)
_cell_measurement_reflns_used    3689
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      32.1240
_cell_measurement_theta_min      3.2480
_cell_volume                     813.71(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics
'ORTEP-3, Version ORTEP-III (1.0.3), L. J. Farrugia, J. Appl. Cryst. (2012),45, 849-854'
_computing_publication_material
'PLATON (A.L.Spek, Acta Cryst. 2009, D65, 148-155.) '
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    0.5
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8838
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.247
_diffrn_reflns_theta_min         2.199
_diffrn_source_current           40
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    3.480
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.106
_refine_diff_density_max         1.162
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         2706
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0233
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0204P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0487
_refine_ls_wR_factor_ref         0.0515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2378
_reflns_number_total             2706
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc00218d2.cif
_cod_data_source_block           xh046
_cod_depositor_comments
'Adding full bibliography for 7134258--7134261.cif.'
_cod_original_cell_volume        813.71(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7134261
_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   0.550
_shelx_estimated_absorpt_t_max   0.709
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
Sb1 Sb 0.69512(2) 0.63452(2) 0.86362(2) 0.01067(5) Uani 1 1 d . . . . .
F4 F 0.82516(17) 0.64044(16) 1.06125(16) 0.0226(3) Uani 1 1 d . . . . .
F5 F 0.74703(17) 0.41975(17) 0.85937(17) 0.0227(3) Uani 1 1 d . . . . .
F1 F 0.56642(17) 0.62610(17) 0.66548(15) 0.0221(3) Uani 1 1 d . . . . .
F6 F 0.54925(15) 0.56482(17) 0.90605(17) 0.0204(3) Uani 1 1 d . . . . .
F2 F 0.63445(18) 0.84510(16) 0.86992(17) 0.0237(3) Uani 1 1 d . . . . .
F3 F 0.84106(16) 0.70527(19) 0.82382(17) 0.0252(3) Uani 1 1 d . . . . .
O2 O 0.06311(18) 0.50213(18) 0.40324(19) 0.0167(3) Uani 1 1 d . . . . .
O1 O 0.2062(2) 0.9400(2) 0.2285(2) 0.0173(4) Uani 1 1 d . . . . .
N1 N 0.0903(2) 0.7329(2) 0.2887(2) 0.0131(4) Uani 1 1 d D . . . .
N3 N 0.2805(2) 0.6264(2) 0.4624(2) 0.0149(4) Uani 1 1 d . . . . .
N2 N 0.3219(2) 0.7576(2) 0.4106(2) 0.0131(4) Uani 1 1 d D . . . .
C2 C 0.1368(3) 0.6075(3) 0.3875(2) 0.0128(4) Uani 1 1 d . . . . .
C1 C 0.2051(2) 0.8193(3) 0.3038(2) 0.0127(4) Uani 1 1 d . . . . .
H4 H 0.119(4) 0.969(4) 0.179(4) 0.055(12) Uiso 1 1 d . . . . .
H1 H 0.0035(16) 0.745(3) 0.220(2) 0.028(8) Uiso 1 1 d D . . . .
H3 H 0.348(4) 0.570(4) 0.532(4) 0.042(10) Uiso 1 1 d . . . . .
H2 H 0.4085(15) 0.794(3) 0.443(3) 0.020(7) Uiso 1 1 d 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
F3 Sb1 F5 90.77(7) . . ?
F3 Sb1 F2 92.59(7) . . ?
F5 Sb1 F2 176.64(7) . . ?
F3 Sb1 F4 90.03(7) . . ?
F5 Sb1 F4 89.14(6) . . ?
F2 Sb1 F4 90.94(7) . . ?
F3 Sb1 F1 89.67(7) . . ?
F5 Sb1 F1 90.09(6) . . ?
F2 Sb1 F1 89.84(7) . . ?
F4 Sb1 F1 179.18(7) . . ?
F3 Sb1 F6 179.23(7) . . ?
F5 Sb1 F6 89.62(7) . . ?
F2 Sb1 F6 87.02(7) . . ?
F4 Sb1 F6 89.31(7) . . ?
F1 Sb1 F6 91.00(7) . . ?
C1 N1 C2 109.50(19) . . ?
C2 N3 N2 109.71(19) . . ?
C1 N2 N3 107.82(19) . . ?
O2 C2 N3 127.5(2) . . ?
O2 C2 N1 127.9(2) . . ?
N3 C2 N1 104.61(19) . . ?
O1 C1 N2 123.8(2) . . ?
O1 C1 N1 127.8(2) . . ?
N2 C1 N1 108.32(19) . . ?
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
Sb1 F3 1.8702(15) . ?
Sb1 F5 1.8721(14) . ?
Sb1 F2 1.8736(14) . ?
Sb1 F4 1.8782(15) . ?
Sb1 F1 1.8801(15) . ?
Sb1 F6 1.8841(14) . ?
O2 C2 1.233(3) . ?
O1 C1 1.284(3) . ?
N1 C1 1.347(3) . ?
N1 C2 1.389(3) . ?
N3 C2 1.342(3) . ?
N3 N2 1.380(3) . ?
N2 C1 1.315(3) . ?
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
C2 N3 N2 C1 -0.3(3) . . . . ?
N2 N3 C2 O2 179.2(2) . . . . ?
N2 N3 C2 N1 -0.8(2) . . . . ?
C1 N1 C2 O2 -178.3(2) . . . . ?
C1 N1 C2 N3 1.7(3) . . . . ?
N3 N2 C1 O1 -177.6(2) . . . . ?
N3 N2 C1 N1 1.4(3) . . . . ?
C2 N1 C1 O1 177.0(2) . . . . ?
C2 N1 C1 N2 -1.9(3) . . . . ?
