#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/31/4023183.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_4023183
loop_
_publ_author_name
'Mekhman S. Yusubov'
'Tatyana V. Funk'
'Ki-Whan Chi'
'Eun-Hye Cha'
'Ghyung Hwa Kim'
'Andreas Kirschning'
'Viktor V. Zhdankin'
_publ_section_title
;
 Preparation and X-ray Structures of
 3-[Bis(trifluoroacetoxy)iodo]benzoic Acid and
 3-[Hydroxy(tosyloxy)iodo]benzoic Acid: New Recyclable
 Hypervalent Iodine Reagents
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              295
_journal_page_last               297
_journal_paper_doi               10.1021/jo702112s
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C14 H13 I O6 S'
_chemical_formula_sum            'C14 H13 I O6 S'
_chemical_formula_weight         436.20
_chemical_name_systematic
; 
 ? 
;
_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                 99.15(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.534(3)
_cell_length_b                   12.134(2)
_cell_length_c                   7.1660(14)
_cell_measurement_temperature    90(2)
_cell_volume                     1505.2(5)
_computing_cell_refinement       HKL2000
_computing_data_collection       'Quantum 210'
_computing_data_reduction        HKL2000
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  \j-scan
_diffrn_radiation_monochromator  'Quantum 210'
_diffrn_radiation_source         PAL_4A
_diffrn_radiation_type           'synchrotron radiation'
_diffrn_radiation_wavelength     0.80000
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5316
_diffrn_reflns_theta_full        30.39
_diffrn_reflns_theta_max         30.39
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    3.114
_exptl_absorpt_correction_T_max  0.8599
_exptl_absorpt_correction_T_min  0.7459
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   HKL2000
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.132
_refine_diff_density_min         -2.534
_refine_diff_density_rms         0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         3089
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0476
_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)+(0.1025P)²+2.4752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1332
_reflns_number_gt                3047
_reflns_number_total             3089
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo702112s-File003_2.cif
_cod_data_source_block           p21c
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4023183
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
I1 I 0.185543(11) -0.093254(16) -0.17564(3) 0.00990(15) Uani 1 1 d . . .
S1 S 0.29307(5) -0.09846(6) 0.26757(13) 0.0104(2) Uani 1 1 d . . .
O1 O 0.23348(15) 0.3522(2) -0.0431(4) 0.0165(5) Uani 1 1 d . . .
O2 O 0.12154(15) 0.4439(2) -0.1196(4) 0.0158(5) Uani 1 1 d . . .
O3 O 0.12028(14) -0.1325(2) -0.4133(4) 0.0155(5) Uani 1 1 d . . .
H3 H 0.1234 -0.0833 -0.4940 0.023 Uiso 1 1 calc R . .
O4 O 0.25664(15) -0.2051(2) 0.2521(4) 0.0161(5) Uani 1 1 d . . .
O5 O 0.25583(14) -0.0214(2) 0.1200(3) 0.0139(5) Uani 1 1 d . . .
O6 O 0.29885(14) -0.0468(2) 0.4537(3) 0.0150(5) Uani 1 1 d . . .
C1 C 0.6219(2) -0.1570(4) 0.1214(6) 0.0244(9) Uani 1 1 d . . .
H1A H 0.6520 -0.0908 0.1627 0.037 Uiso 1 1 calc R . .
H1B H 0.6218 -0.1687 -0.0139 0.037 Uiso 1 1 calc R . .
H1C H 0.6451 -0.2209 0.1923 0.037 Uiso 1 1 calc R . .
C2 C 0.5399(2) -0.1422(3) 0.1573(5) 0.0162(7) Uani 1 1 d . . .
C3 C 0.4854(2) -0.2251(3) 0.1107(5) 0.0157(7) Uani 1 1 d . . .
H3B H 0.5001 -0.2912 0.0548 0.019 Uiso 1 1 calc R . .
C4 C 0.4097(2) -0.2131(3) 0.1443(5) 0.0133(7) Uani 1 1 d . . .
H4B H 0.3729 -0.2702 0.1117 0.016 Uiso 1 1 calc R . .
C5 C 0.5173(2) -0.0452(3) 0.2381(5) 0.0181(7) Uani 1 1 d . . .
H5A H 0.5538 0.0122 0.2697 0.022 Uiso 1 1 calc R . .
C6 C 0.38883(19) -0.1158(3) 0.2265(5) 0.0113(6) Uani 1 1 d . . .
C7 C 0.1232(2) 0.0529(3) -0.1509(5) 0.0111(6) Uani 1 1 d . . .
C8 C 0.16294(18) 0.1519(3) -0.1199(4) 0.0107(6) Uani 1 1 d . . .
H8A H 0.2178 0.1540 -0.1025 0.013 Uiso 1 1 calc R . .
C9 C 0.04328(19) 0.0463(3) -0.1761(4) 0.0112(6) Uani 1 1 d . . .
H9A H 0.0177 -0.0225 -0.1997 0.013 Uiso 1 1 calc R . .
C10 C 0.0012(2) 0.1436(3) -0.1658(5) 0.0140(7) Uani 1 1 d . . .
H10A H -0.0536 0.1409 -0.1798 0.017 Uiso 1 1 calc R . .
C11 C 0.03890(19) 0.2431(3) -0.1354(5) 0.0120(6) Uani 1 1 d . . .
H11A H 0.0099 0.3086 -0.1281 0.014 Uiso 1 1 calc R . .
C12 C 0.11935(19) 0.2486(3) -0.1151(4) 0.0106(6) Uani 1 1 d . . .
C13 C 0.1580(2) 0.3581(3) -0.0934(5) 0.0117(6) Uani 1 1 d . . .
C14 C 0.4423(2) -0.0314(3) 0.2729(5) 0.0152(7) Uani 1 1 d . . .
H14A H 0.4276 0.0349 0.3278 0.018 Uiso 1 1 calc R . .
H1 H 0.249(3) 0.406(4) -0.033(8) 0.019(15) Uiso 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 -0.0020 0.0021 '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'
O O -0.0042 0.0079 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1265 0.1577 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.6948 2.2434 '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 I1 C7 92.21(12) . . ?
O3 I1 O5 172.02(9) . . ?
C7 I1 O5 79.81(11) . . ?
O4 S1 O6 114.92(16) . . ?
O4 S1 O5 111.85(15) . . ?
O6 S1 O5 109.79(14) . . ?
O4 S1 C6 107.61(17) . . ?
O6 S1 C6 105.88(16) . . ?
O5 S1 C6 106.22(16) . . ?
S1 O5 I1 119.90(14) . . ?
C3 C2 C5 118.6(3) . . ?
C3 C2 C1 120.7(4) . . ?
C5 C2 C1 120.7(4) . . ?
C2 C3 C4 121.3(3) . . ?
C6 C4 C3 118.8(3) . . ?
C14 C5 C2 121.1(3) . . ?
C14 C6 C4 120.8(3) . . ?
C14 C6 S1 119.7(3) . . ?
C4 C6 S1 119.5(3) . . ?
C9 C7 C8 122.8(3) . . ?
C9 C7 I1 117.9(2) . . ?
C8 C7 I1 119.2(3) . . ?
C7 C8 C12 117.8(3) . . ?
C7 C9 C10 118.4(3) . . ?
C11 C10 C9 120.3(3) . . ?
C10 C11 C12 120.6(3) . . ?
C11 C12 C8 120.1(3) . . ?
C11 C12 C13 119.3(3) . . ?
C8 C12 C13 120.6(3) . . ?
O2 C13 O1 124.6(3) . . ?
O2 C13 C12 121.8(3) . . ?
O1 C13 C12 113.6(3) . . ?
C5 C14 C6 119.3(3) . . ?
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
I1 O3 1.954(3) . ?
I1 C7 2.105(3) . ?
I1 O5 2.437(2) . ?
S1 O4 1.439(3) . ?
S1 O6 1.463(3) . ?
S1 O5 1.483(2) . ?
S1 C6 1.763(3) . ?
O1 C13 1.317(4) . ?
O2 C13 1.220(5) . ?
C1 C2 1.511(5) . ?
C2 C3 1.391(5) . ?
C2 C5 1.397(6) . ?
C3 C4 1.394(5) . ?
C4 C6 1.394(5) . ?
C5 C14 1.387(5) . ?
C6 C14 1.392(5) . ?
C7 C9 1.386(5) . ?
C7 C8 1.389(5) . ?
C8 C12 1.404(5) . ?
C9 C10 1.400(5) . ?
C10 C11 1.378(5) . ?
C11 C12 1.397(5) . ?
C12 C13 1.488(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25946932
