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#$Date: 2023-06-29 11:12:17 +0300 (Thu, 29 Jun 2023) $
#$Revision: 284551 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/17/7131762.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_7131762
loop_
_publ_author_name
'Ito, Yuki'
'Adachi, Akiya'
'Aikawa, Kohsuke'
'Nozaki, Kyoko'
'Okazoe, Takashi'
_publ_section_title
;
 N-Fluorobenzenesulfonimide (NFSI) analogs with deprotectable
 substituents: Synthesis of b-fluoroamines via catalytic aminofluorination
 of styrenes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC02292G
_journal_year                    2023
_chemical_formula_moiety         'C7 H7 F N2 O6 S2'
_chemical_formula_sum            'C7 H7 F N2 O6 S2'
_chemical_formula_weight         298.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2f02l4
_audit_creation_date             2021-03-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2023-05-02 deposited with the CCDC.	2023-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.077(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.5187(3)
_cell_length_b                   19.0911(5)
_cell_length_c                   8.8331(2)
_cell_measurement_reflns_used    54331
_cell_measurement_temperature    170.15
_cell_measurement_theta_max      30.4330
_cell_measurement_theta_min      2.2170
_cell_volume                     2270.76(9)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      170.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7372
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         1.851
_exptl_absorpt_coefficient_mu    0.505
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_correction_T_min  0.855
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2318
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0353
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0544P)²+2.2046P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2072
_reflns_number_total             2318
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc02292g2.cif
_cod_data_source_block           20210311_nsmsnf_auto
_cod_database_code               7131762
_shelx_shelxl_version_number     2018/1
_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_max   0.897
_shelx_estimated_absorpt_t_min   0.876
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I)
2.b Idealised Me refined as rotating group:
 C00E(H00A,H00B,H00C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
S001 S 0.34697(3) 0.58876(2) 0.34454(5) 0.02783(15) Uani 1 1 d . . . . .
S002 S 0.13818(3) 0.54877(2) 0.41059(5) 0.02683(15) Uani 1 1 d . . . . .
F003 F 0.29059(9) 0.56119(7) 0.60062(13) 0.0380(3) Uani 1 1 d . . . . .
O004 O 0.08276(10) 0.56213(7) 0.53745(17) 0.0342(3) Uani 1 1 d . . . . .
O005 O 0.30664(11) 0.61196(8) 0.19976(15) 0.0372(4) Uani 1 1 d . . . . .
O006 O 0.10978(10) 0.57709(8) 0.26468(17) 0.0377(4) Uani 1 1 d . . . . .
O007 O 0.24530(11) 0.73293(9) 0.33931(19) 0.0436(4) Uani 1 1 d . . . . .
O008 O 0.39495(11) 0.52264(8) 0.3615(2) 0.0413(4) Uani 1 1 d . . . . .
O009 O 0.34362(13) 0.80628(8) 0.24104(19) 0.0450(4) Uani 1 1 d . . . . .
N00A N 0.32740(12) 0.75650(9) 0.32338(19) 0.0312(4) Uani 1 1 d . . . . .
N00B N 0.25032(12) 0.59137(8) 0.46091(17) 0.0271(4) Uani 1 1 d . . . . .
C00C C 0.42505(13) 0.65315(10) 0.4350(2) 0.0253(4) Uani 1 1 d . . . . .
C00D C 0.41363(13) 0.72547(10) 0.4123(2) 0.0272(4) Uani 1 1 d . . . . .
C00E C 0.16446(16) 0.45925(10) 0.4040(2) 0.0325(4) Uani 1 1 d . . . . .
H00A H 0.197451 0.444313 0.501987 0.049 Uiso 1 1 calc R U . . .
H00B H 0.208205 0.450232 0.323466 0.049 Uiso 1 1 calc R U . . .
H00C H 0.102468 0.433003 0.383006 0.049 Uiso 1 1 calc R U . . .
C00F C 0.50765(14) 0.62892(11) 0.5251(2) 0.0317(4) Uani 1 1 d . . . . .
H00F H 0.517082 0.580026 0.540261 0.038 Uiso 1 1 calc R U . . .
C00G C 0.48306(15) 0.77162(11) 0.4776(2) 0.0345(5) Uani 1 1 d . . . . .
H00G H 0.475597 0.820492 0.459842 0.041 Uiso 1 1 calc R U . . .
C00H C 0.56398(15) 0.74666(12) 0.5696(3) 0.0384(5) Uani 1 1 d . . . . .
H00H H 0.611047 0.778601 0.616645 0.046 Uiso 1 1 calc R U . . .
C00I C 0.57626(15) 0.67586(12) 0.5929(2) 0.0366(5) Uani 1 1 d . . . . .
H00I H 0.631910 0.659051 0.655701 0.044 Uiso 1 1 calc R U . . .
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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O005 S001 O008 120.58(10) . . ?
O005 S001 N00B 106.05(8) . . ?
O005 S001 C00C 110.99(9) . . ?
O008 S001 N00B 108.91(9) . . ?
O008 S001 C00C 108.76(9) . . ?
N00B S001 C00C 99.40(8) . . ?
O004 S002 N00B 102.82(8) . . ?
O004 S002 C00E 108.88(9) . . ?
O006 S002 O004 121.82(9) . . ?
O006 S002 N00B 102.31(8) . . ?
O006 S002 C00E 112.46(10) . . ?
N00B S002 C00E 106.86(9) . . ?
O007 N00A O009 124.53(17) . . ?
O007 N00A C00D 118.49(16) . . ?
O009 N00A C00D 116.94(17) . . ?
S001 N00B S002 121.31(9) . . ?
F003 N00B S001 104.57(11) . . ?
F003 N00B S002 106.80(11) . . ?
C00D C00C S001 124.55(14) . . ?
C00F C00C S001 116.43(15) . . ?
C00F C00C C00D 118.81(17) . . ?
C00C C00D N00A 123.04(17) . . ?
C00G C00D N00A 116.41(17) . . ?
C00G C00D C00C 120.52(18) . . ?
S002 C00E H00A 109.5 . . ?
S002 C00E H00B 109.5 . . ?
S002 C00E H00C 109.5 . . ?
H00A C00E H00B 109.5 . . ?
H00A C00E H00C 109.5 . . ?
H00B C00E H00C 109.5 . . ?
C00C C00F H00F 119.9 . . ?
C00I C00F C00C 120.28(19) . . ?
C00I C00F H00F 119.9 . . ?
C00D C00G H00G 120.0 . . ?
C00D C00G C00H 119.91(19) . . ?
C00H C00G H00G 120.0 . . ?
C00G C00H H00H 119.9 . . ?
C00I C00H C00G 120.24(19) . . ?
C00I C00H H00H 119.9 . . ?
C00F C00I H00I 119.9 . . ?
C00H C00I C00F 120.21(19) . . ?
C00H C00I H00I 119.9 . . ?
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
S001 O005 1.4162(15) . ?
S001 O008 1.4211(16) . ?
S001 N00B 1.7331(17) . ?
S001 C00C 1.7650(19) . ?
S002 O004 1.4250(14) . ?
S002 O006 1.4188(15) . ?
S002 N00B 1.7430(16) . ?
S002 C00E 1.748(2) . ?
F003 N00B 1.4256(19) . ?
O007 N00A 1.217(2) . ?
O009 N00A 1.228(2) . ?
N00A C00D 1.471(2) . ?
C00C C00D 1.402(3) . ?
C00C C00F 1.392(3) . ?
C00D C00G 1.376(3) . ?
C00E H00A 0.9800 . ?
C00E H00B 0.9800 . ?
C00E H00C 0.9800 . ?
C00F H00F 0.9500 . ?
C00F C00I 1.387(3) . ?
C00G H00G 0.9500 . ?
C00G C00H 1.388(3) . ?
C00H H00H 0.9500 . ?
C00H C00I 1.375(3) . ?
C00I H00I 0.9500 . ?
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
S001 C00C C00D N00A 7.6(3) . . . . ?
S001 C00C C00D C00G -174.36(15) . . . . ?
S001 C00C C00F C00I 176.04(16) . . . . ?
O004 S002 N00B S001 178.08(10) . . . . ?
O004 S002 N00B F003 58.66(13) . . . . ?
O005 S001 N00B S002 53.83(13) . . . . ?
O005 S001 N00B F003 174.34(11) . . . . ?
O005 S001 C00C C00D 29.46(19) . . . . ?
O005 S001 C00C C00F -145.16(15) . . . . ?
O006 S002 N00B S001 -54.82(12) . . . . ?
O006 S002 N00B F003 -174.24(11) . . . . ?
O007 N00A C00D C00C 41.6(3) . . . . ?
O007 N00A C00D C00G -136.5(2) . . . . ?
O008 S001 N00B S002 -77.33(12) . . . . ?
O008 S001 N00B F003 43.18(13) . . . . ?
O008 S001 C00C C00D 164.37(16) . . . . ?
O008 S001 C00C C00F -10.26(18) . . . . ?
O009 N00A C00D C00C -140.54(19) . . . . ?
O009 N00A C00D C00G 41.4(3) . . . . ?
N00A C00D C00G C00H 176.73(19) . . . . ?
N00B S001 C00C C00D -81.86(17) . . . . ?
N00B S001 C00C C00F 103.52(15) . . . . ?
C00C S001 N00B S002 169.01(10) . . . . ?
C00C S001 N00B F003 -70.49(12) . . . . ?
C00C C00D C00G C00H -1.4(3) . . . . ?
C00C C00F C00I C00H -1.0(3) . . . . ?
C00D C00C C00F C00I 1.1(3) . . . . ?
C00D C00G C00H C00I 1.5(3) . . . . ?
C00E S002 N00B S001 63.52(13) . . . . ?
C00E S002 N00B F003 -55.90(14) . . . . ?
C00F C00C C00D N00A -177.88(17) . . . . ?
C00F C00C C00D C00G 0.1(3) . . . . ?
C00G C00H C00I C00F -0.2(3) . . . . ?
