#------------------------------------------------------------------------------
#$Date: 2021-04-05 18:18:34 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/79/7157903.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_7157903
loop_
_publ_author_name
'Shimbo, Daisuke'
'Maruyama, Toshifumi'
'Tada, Norihiro'
'Itoh, Akichika'
_publ_section_title
;
 N-Alkenylation of hydroxamic acid derivatives with ethynyl benziodoxolone
 to synthesize cis-enamides through vinyl benziodoxolones.
;
_journal_issue                   11
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2442
_journal_page_last               2447
_journal_paper_doi               10.1039/d1ob00055a
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C9 H7 I O3'
_chemical_formula_sum            'C9 H7 I O3'
_chemical_formula_weight         290.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-12-23 deposited with the CCDC.	2021-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.868(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4119(4)
_cell_length_b                   4.13820(10)
_cell_length_c                   18.5166(6)
_cell_measurement_reflns_used    2590
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.0
_cell_measurement_theta_min      1.9
_cell_volume                     947.64(5)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 14.6306
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku Mercury CCD (2x2 bin mode)'
_diffrn_measurement_method       'profile data from φ-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8188
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         1.903
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    3.350
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_correction_T_min  0.618
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.033
_exptl_crystal_description       Block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         2173
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0218
_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)+(0.0237P)²+0.1466P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0472
_refine_ls_wR_factor_ref         0.0508
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1822
_reflns_number_total             2173
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob00055a2.cif
_cod_data_source_block           20190828
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Numerical' was
changed to 'numerical' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7157903--7157904.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7157903
_shelx_shelxl_version_number     2014/7
_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   0.370
_shelx_estimated_absorpt_t_max   0.906
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.84070(2) 0.82022(4) 0.55329(2) 0.03734(8) Uani 1 1 d . . . . .
O1 O 0.91868(18) 0.6800(5) 0.44553(11) 0.0488(5) Uani 1 1 d . . . . .
O2 O 0.8977(2) 0.7730(6) 0.32655(12) 0.0556(6) Uani 1 1 d . . . . .
O3 O 0.9580(2) 0.7075(6) 0.69466(14) 0.0574(6) Uani 1 1 d D . . . .
H10 H 1.000(4) 0.867(9) 0.695(4) 0.069 Uiso 0.5 1 d D U P . .
H11 H 1.003(4) 0.554(10) 0.688(4) 0.069 Uiso 0.5 1 d D U P . .
C1 C 0.7310(2) 1.0017(6) 0.46855(14) 0.0352(6) Uani 1 1 d . . . . .
C2 C 0.7639(2) 0.9628(7) 0.39944(15) 0.0387(6) Uani 1 1 d . . . . .
C3 C 0.6964(3) 1.0810(8) 0.34127(16) 0.0470(7) Uani 1 1 d . . . . .
H3 H 0.7164 1.0587 0.2943 0.056 Uiso 1 1 calc R U . . .
C4 C 0.6009(3) 1.2297(8) 0.35304(19) 0.0550(9) Uani 1 1 d . . . . .
H4 H 0.5563 1.3077 0.3140 0.066 Uiso 1 1 calc R U . . .
C5 C 0.5704(3) 1.2645(8) 0.42291(19) 0.0521(8) Uani 1 1 d . . . . .
H5 H 0.5052 1.3653 0.4303 0.062 Uiso 1 1 calc R U . . .
C6 C 0.6357(2) 1.1510(7) 0.48193(17) 0.0441(7) Uani 1 1 d . . . . .
H6 H 0.6158 1.1749 0.5289 0.053 Uiso 1 1 calc R U . . .
C7 C 0.8675(3) 0.7942(7) 0.38847(16) 0.0424(7) Uani 1 1 d . . . . .
C8 C 0.7427(3) 0.9815(8) 0.62975(15) 0.0474(7) Uani 1 1 d . . . . .
C9 C 0.6925(3) 1.0627(10) 0.67642(18) 0.0619(9) Uani 1 1 d . . . . .
H9 H 0.6521 1.1279 0.7139 0.074 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'
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
C8 I1 C1 90.82(11) . . ?
C8 I1 O1 166.07(10) . . ?
C1 I1 O1 75.29(9) . . ?
C7 O1 I1 113.42(19) . . ?
C6 C1 C2 123.0(3) . . ?
C6 C1 I1 122.2(2) . . ?
C2 C1 I1 114.8(2) . . ?
C1 C2 C3 117.9(3) . . ?
C1 C2 C7 120.3(3) . . ?
C3 C2 C7 121.8(3) . . ?
C4 C3 C2 120.4(3) . . ?
C3 C4 C5 120.3(3) . . ?
C4 C5 C6 120.8(3) . . ?
C1 C6 C5 117.7(3) . . ?
O2 C7 O1 124.9(3) . . ?
O2 C7 C2 119.4(3) . . ?
O1 C7 C2 115.8(3) . . ?
C9 C8 I1 175.3(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 C8 2.054(3) . ?
I1 C1 2.126(3) . ?
I1 O1 2.363(2) . ?
O1 C7 1.276(4) . ?
O2 C7 1.239(4) . ?
C1 C6 1.375(4) . ?
C1 C2 1.385(4) . ?
C2 C3 1.396(4) . ?
C2 C7 1.492(4) . ?
C3 C4 1.369(5) . ?
C4 C5 1.386(5) . ?
C5 C6 1.386(5) . ?
C8 C9 1.158(4) . ?
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
C6 C1 C2 C3 -0.1(4) . . . . ?
I1 C1 C2 C3 -179.0(2) . . . . ?
C6 C1 C2 C7 -179.1(3) . . . . ?
I1 C1 C2 C7 2.0(3) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C7 C2 C3 C4 178.9(3) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
I1 C1 C6 C5 179.2(2) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
I1 O1 C7 O2 174.3(3) . . . . ?
I1 O1 C7 C2 -5.9(3) . . . . ?
C1 C2 C7 O2 -177.2(3) . . . . ?
C3 C2 C7 O2 3.9(4) . . . . ?
C1 C2 C7 O1 3.1(4) . . . . ?
C3 C2 C7 O1 -175.9(3) . . . . ?
