#------------------------------------------------------------------------------
#$Date: 2025-01-06 12:22:26 +0200 (Mon, 06 Jan 2025) $
#$Revision: 297080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/39/7133948.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_7133948
loop_
_publ_author_name
'Koch, Jan Rick'
'Damrath, Mattis'
'Puylaert, Pim'
'Nachtsheim, Boris J.'
_publ_section_title
;
 Synthesis of phosphate stabilised iodanes and their application in
 intramolecular aryl migrations.
;
_journal_issue                   98
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14653
_journal_page_last               14655
_journal_paper_doi               10.1039/d4cc04934a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C8 H10 I O5 P'
_chemical_formula_sum            'C8 H10 I O5 P'
_chemical_formula_weight         344.03
_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_creation_date             2024-04-24
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-04-24 deposited with the CCDC.	2024-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.875(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.585(3)
_cell_length_b                   4.4660(6)
_cell_length_c                   22.660(3)
_cell_measurement_reflns_used    5064
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.53
_cell_measurement_theta_min      2.80
_cell_volume                     2251.7(5)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            26909
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         2.353
_diffrn_source                   'microfocus Ims X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.985
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1094 before and 0.0805 after correction.
The Ratio of minimum to maximum transmission is 0.7600.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.030
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.064
_refine_diff_density_max         1.010
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2218
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0271
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0314P)²+3.3260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0653
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1908
_reflns_number_total             2218
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc04934a2.cif
_cod_data_source_block           kochjr230112_0m
_cod_depositor_comments
'Adding full bibliography for 7133947--7133948.cif.'
_cod_original_cell_volume        2251.8(5)
_cod_database_code               7133948
_shelx_shelxl_version_number     2019/3
_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_max   0.832
_shelx_estimated_absorpt_t_min   0.716
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C4(H4A)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
2.c Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_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
I1 I 0.66700(2) 0.53332(5) 0.51878(2) 0.01806(10) Uani 1 1 d . . . . .
P1 P 0.79388(4) 0.5740(2) 0.61642(4) 0.0171(2) Uani 1 1 d . . . . .
O2 O 0.76431(12) 0.4337(6) 0.55786(12) 0.0213(6) Uani 1 1 d . . . . .
O3 O 0.83425(13) 0.8323(6) 0.61150(12) 0.0227(6) Uani 1 1 d . . . . .
O5 O 0.57934(12) 0.6098(7) 0.49491(12) 0.0252(6) Uani 1 1 d . . . . .
O4 O 0.82520(13) 0.3314(6) 0.65919(12) 0.0222(6) Uani 1 1 d . . . . .
H4 H 0.822411 0.165165 0.641571 0.033 Uiso 1 1 calc R U . . .
O1 O 0.74054(12) 0.7073(6) 0.64800(11) 0.0198(6) Uani 1 1 d . . . . .
C1 C 0.65349(17) 0.4140(8) 0.60481(17) 0.0189(8) Uani 1 1 d . . . . .
C6 C 0.69264(18) 0.5217(8) 0.65432(18) 0.0196(8) Uani 1 1 d . . . . .
C5 C 0.68237(19) 0.4509(9) 0.71149(18) 0.0227(8) Uani 1 1 d . . . . .
H5 H 0.708657 0.523413 0.745763 0.027 Uiso 1 1 calc R U . . .
C7 C 0.55017(19) 0.4120(10) 0.44809(19) 0.0290(9) Uani 1 1 d . . . . .
H7A H 0.566604 0.447055 0.411378 0.043 Uiso 1 1 calc R U . . .
H7B H 0.506854 0.451784 0.440466 0.043 Uiso 1 1 calc R U . . .
H7C H 0.557320 0.203443 0.460774 0.043 Uiso 1 1 calc R U . . .
C2 C 0.60561(18) 0.2310(9) 0.61165(18) 0.0228(9) Uani 1 1 d . . . . .
H2 H 0.580065 0.153973 0.577322 0.027 Uiso 1 1 calc R U . . .
C3 C 0.59482(19) 0.1597(9) 0.66849(18) 0.0236(9) Uani 1 1 d . . . . .
C4 C 0.63380(18) 0.2749(9) 0.71807(18) 0.0240(9) Uani 1 1 d . . . . .
H4A H 0.626567 0.230542 0.757222 0.029 Uiso 1 1 calc R U . . .
C8 C 0.5424(2) -0.0336(10) 0.6768(2) 0.0311(10) Uani 1 1 d . . . . .
H8A H 0.505094 0.081051 0.666479 0.047 Uiso 1 1 calc R U . . .
H8B H 0.547200 -0.098525 0.718683 0.047 Uiso 1 1 calc R U . . .
H8C H 0.540821 -0.209516 0.650735 0.047 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'
I I -0.4742 1.8119 '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'
P P 0.1023 0.0942 '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
O5 I1 O2 172.66(10) . . ?
O5 I1 C1 89.99(13) . . ?
C1 I1 O2 82.69(13) . . ?
O2 P1 O4 110.20(15) . . ?
O2 P1 O1 106.87(15) . . ?
O3 P1 O2 116.06(16) . . ?
O3 P1 O4 111.80(17) . . ?
O3 P1 O1 105.11(15) . . ?
O4 P1 O1 106.07(15) . . ?
P1 O2 I1 120.84(14) . . ?
C7 O5 I1 113.6(2) . . ?
P1 O4 H4 109.5 . . ?
C6 O1 P1 118.6(2) . . ?
C6 C1 I1 119.3(3) . . ?
C2 C1 I1 119.7(3) . . ?
C2 C1 C6 121.0(3) . . ?
O1 C6 C5 119.2(4) . . ?
C1 C6 O1 121.5(3) . . ?
C1 C6 C5 119.2(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.6(4) . . ?
C4 C5 H5 120.2 . . ?
O5 C7 H7A 109.5 . . ?
O5 C7 H7B 109.5 . . ?
O5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.3(4) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C4 118.3(4) . . ?
C2 C3 C8 121.0(4) . . ?
C4 C3 C8 120.7(4) . . ?
C5 C4 C3 121.7(4) . . ?
C5 C4 H4A 119.2 . . ?
C3 C4 H4A 119.2 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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 O2 2.268(3) . ?
I1 O5 1.990(3) . ?
I1 C1 2.093(4) . ?
P1 O2 1.515(3) . ?
P1 O3 1.486(3) . ?
P1 O4 1.542(3) . ?
P1 O1 1.617(3) . ?
O5 C7 1.449(5) . ?
O4 H4 0.8400 . ?
O1 C6 1.390(5) . ?
C1 C6 1.390(6) . ?
C1 C2 1.385(5) . ?
C6 C5 1.391(6) . ?
C5 H5 0.9500 . ?
C5 C4 1.378(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C3 1.388(5) . ?
C3 C4 1.401(6) . ?
C3 C8 1.503(6) . ?
C4 H4A 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
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
I1 C1 C6 O1 0.1(5) . . . . ?
I1 C1 C6 C5 177.7(3) . . . . ?
I1 C1 C2 C3 -177.5(3) . . . . ?
P1 O1 C6 C1 -65.1(4) . . . . ?
P1 O1 C6 C5 117.3(3) . . . . ?
O2 P1 O1 C6 51.0(3) . . . . ?
O3 P1 O2 I1 -101.90(19) . . . . ?
O3 P1 O1 C6 174.8(3) . . . . ?
O4 P1 O2 I1 129.76(17) . . . . ?
O4 P1 O1 C6 -66.6(3) . . . . ?
O1 P1 O2 I1 14.9(2) . . . . ?
O1 C6 C5 C4 177.9(3) . . . . ?
C1 C6 C5 C4 0.2(6) . . . . ?
C1 C2 C3 C4 -0.6(6) . . . . ?
C1 C2 C3 C8 178.8(4) . . . . ?
C6 C1 C2 C3 2.1(6) . . . . ?
C6 C5 C4 C3 1.2(6) . . . . ?
C2 C1 C6 O1 -179.5(3) . . . . ?
C2 C1 C6 C5 -1.8(6) . . . . ?
C2 C3 C4 C5 -1.0(6) . . . . ?
C8 C3 C4 C5 179.5(4) . . . . ?
