#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:00:13 +0100 (Sun 17 de Nov de 2019) $
#$Revision: 230690 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/64/7156435.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_7156435
loop_
_publ_author_name
'Minhas, Harsimran K.'
'Riley, William'
'Stuart, Alison M.'
'Urbonaite, Martyna'
_publ_section_title
;
 Activation of the hypervalent fluoroiodane reagent by hydrogen bonding to
 hexafluoroisopropanol.
;
_journal_issue                   39
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7170
_journal_page_last               7173
_journal_paper_doi               10.1039/c8ob02236d
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C11 H12 O3'
_chemical_formula_sum            'C11 H12 O3'
_chemical_formula_weight         192.21
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2018-08-01 deposited with the CCDC.
2018-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1019(17)
_cell_length_b                   9.4796(16)
_cell_length_c                   9.9375(17)
_cell_measurement_reflns_used    858
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.082
_cell_measurement_theta_min      2.847
_cell_volume                     951.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex 2000 CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6947
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.95
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.440
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
absoprtion correction based on 3652 reflections(SADABS);Rint 0.1393 before
correction and 0.0523 after.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         994
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0378
_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)+(0.0526P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0865
_reflns_number_gt                919
_reflns_number_total             994
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8ob02236d2.cif
_cod_data_source_block           17085
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/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 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7156434--7156436.cif.
;
_cod_original_sg_symbol_H-M      Pna2(1)
_cod_database_code               7156435
loop_
_symmetry_equiv_pos_as_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'
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
O1 O 0.48039(18) 0.82725(19) 0.18326(19) 0.0290(5) Uani 1 1 d .
O2 O 0.38463(17) 0.91045(18) -0.1052(2) 0.0281(4) Uani 1 1 d .
O3 O 0.59684(18) 0.95361(17) -0.1561(2) 0.0290(5) Uani 1 1 d .
H3 H 0.5668 1.0326 -0.1793 0.043 Uiso 1 1 calc R
C1 C 0.4189(2) 0.7221(2) 0.1511(3) 0.0213(5) Uani 1 1 d .
C2 C 0.4470(2) 0.6491(2) 0.0173(3) 0.0212(5) Uani 1 1 d .
H2 H 0.3623 0.6460 -0.0347 0.025 Uiso 1 1 calc R
C3 C 0.5476(3) 0.7302(3) -0.0664(3) 0.0232(6) Uani 1 1 d .
H3A H 0.6299 0.7416 -0.0134 0.028 Uiso 1 1 calc R
H3B H 0.5693 0.6746 -0.1477 0.028 Uiso 1 1 calc R
C4 C 0.4985(2) 0.8737(3) -0.1086(3) 0.0223(5) Uani 1 1 d .
C5 C 0.4904(2) 0.4968(3) 0.0430(3) 0.0208(5) Uani 1 1 d .
C6 C 0.4154(2) 0.3851(3) -0.0066(3) 0.0244(6) Uani 1 1 d .
H6 H 0.3363 0.4038 -0.0551 0.029 Uiso 1 1 calc R
C7 C 0.4554(3) 0.2464(3) 0.0145(3) 0.0272(6) Uani 1 1 d .
H7 H 0.4044 0.1708 -0.0209 0.033 Uiso 1 1 calc R
C8 C 0.5686(3) 0.2188(3) 0.0864(3) 0.0285(7) Uani 1 1 d .
H8 H 0.5955 0.1241 0.1013 0.034 Uiso 1 1 calc R
C9 C 0.6439(3) 0.3294(3) 0.1373(3) 0.0268(6) Uani 1 1 d .
H9 H 0.7219 0.3104 0.1874 0.032 Uiso 1 1 calc R
C10 C 0.6046(2) 0.4672(3) 0.1148(3) 0.0246(6) Uani 1 1 d .
H10 H 0.6567 0.5425 0.1490 0.029 Uiso 1 1 calc R
C11 C 0.3139(3) 0.6598(3) 0.2386(3) 0.0285(6) Uani 1 1 d .
H11A H 0.2985 0.7217 0.3160 0.043 Uiso 1 1 calc R
H11B H 0.3426 0.5668 0.2702 0.043 Uiso 1 1 calc R
H11C H 0.2318 0.6500 0.1869 0.043 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0339(10) 0.0246(9) 0.0286(11) -0.0066(9) 0.0003(8) -0.0029(8)
O2 0.0266(10) 0.0237(9) 0.0341(11) 0.0001(9) 0.0001(8) 0.0043(7)
O3 0.0318(11) 0.0212(9) 0.0339(11) 0.0051(8) 0.0023(8) -0.0022(7)
C1 0.0213(12) 0.0187(12) 0.0240(14) -0.0006(10) -0.0050(11) 0.0056(10)
C2 0.0203(12) 0.0211(13) 0.0221(14) -0.0010(10) -0.0022(10) 0.0006(10)
C3 0.0249(13) 0.0216(13) 0.0230(14) -0.0009(11) 0.0016(11) 0.0028(10)
C4 0.0285(13) 0.0198(12) 0.0187(12) -0.0043(10) -0.0007(11) -0.0029(10)
C5 0.0231(12) 0.0198(12) 0.0196(11) 0.0008(10) 0.0050(10) -0.0007(10)
C6 0.0218(12) 0.0248(13) 0.0265(14) -0.0019(11) 0.0012(10) -0.0012(10)
C7 0.0342(15) 0.0215(13) 0.0258(16) -0.0037(11) 0.0070(12) -0.0049(12)
C8 0.0364(16) 0.0219(15) 0.0274(16) 0.0023(11) 0.0081(12) 0.0055(12)
C9 0.0268(13) 0.0305(13) 0.0233(14) 0.0031(11) 0.0014(12) 0.0070(11)
C10 0.0271(13) 0.0248(13) 0.0217(13) -0.0010(11) -0.0003(11) -0.0014(10)
C11 0.0278(14) 0.0306(14) 0.0270(14) -0.0016(12) 0.0032(11) 0.0026(10)
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 0.0000 '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 0.0106 0.0000 '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
C4 O3 H3 109.5
O1 C1 C11 122.2(3)
O1 C1 C2 120.3(2)
C11 C1 C2 117.4(2)
C3 C2 C1 111.82(19)
C3 C2 C5 112.1(2)
C1 C2 C5 109.6(2)
C3 C2 H2 107.7
C1 C2 H2 107.7
C5 C2 H2 107.7
C4 C3 C2 112.9(2)
C4 C3 H3A 109.0
C2 C3 H3A 109.0
C4 C3 H3B 109.0
C2 C3 H3B 109.0
H3A C3 H3B 107.8
O2 C4 O3 123.9(3)
O2 C4 C3 124.6(2)
O3 C4 C3 111.5(2)
C10 C5 C6 118.8(2)
C10 C5 C2 121.0(2)
C6 C5 C2 120.2(2)
C7 C6 C5 120.5(2)
C7 C6 H6 119.8
C5 C6 H6 119.8
C8 C7 C6 120.0(3)
C8 C7 H7 120.0
C6 C7 H7 120.0
C7 C8 C9 120.0(2)
C7 C8 H8 120.0
C9 C8 H8 120.0
C10 C9 C8 119.8(3)
C10 C9 H9 120.1
C8 C9 H9 120.1
C9 C10 C5 120.9(2)
C9 C10 H10 119.6
C5 C10 H10 119.6
C1 C11 H11A 109.5
C1 C11 H11B 109.5
H11A C11 H11B 109.5
C1 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.218(3)
O2 C4 1.203(3)
O3 C4 1.335(3)
O3 H3 0.8400
C1 C11 1.493(4)
C1 C2 1.525(4)
C2 C3 1.521(4)
C2 C5 1.530(3)
C2 H2 1.0000
C3 C4 1.507(3)
C3 H3A 0.9900
C3 H3B 0.9900
C5 C10 1.386(4)
C5 C6 1.392(4)
C6 C7 1.391(4)
C6 H6 0.9500
C7 C8 1.374(4)
C7 H7 0.9500
C8 C9 1.391(4)
C8 H8 0.9500
C9 C10 1.383(4)
C9 H9 0.9500
C10 H10 0.9500
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O1 0.84 1.96 2.734(3) 151.8 2_674
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
O1 C1 C2 C3 -4.5(3)
C11 C1 C2 C3 175.3(2)
O1 C1 C2 C5 120.5(2)
C11 C1 C2 C5 -59.7(3)
C1 C2 C3 C4 -64.2(3)
C5 C2 C3 C4 172.2(2)
C2 C3 C4 O2 -16.0(4)
C2 C3 C4 O3 166.6(2)
C3 C2 C5 C10 62.5(3)
C1 C2 C5 C10 -62.3(3)
C3 C2 C5 C6 -117.1(3)
C1 C2 C5 C6 118.1(3)
C10 C5 C6 C7 -0.7(4)
C2 C5 C6 C7 178.9(2)
C5 C6 C7 C8 1.0(4)
C6 C7 C8 C9 -0.5(4)
C7 C8 C9 C10 -0.3(4)
C8 C9 C10 C5 0.6(4)
C6 C5 C10 C9 -0.1(4)
C2 C5 C10 C9 -179.7(3)
