#------------------------------------------------------------------------------
#$Date: 2020-07-06 05:03:52 +0300 (Mon, 06 Jul 2020) $
#$Revision: 253819 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/64/7126468.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_7126468
loop_
_publ_author_name
'Tang, Pan-Ting'
'Shao, You-Xiang'
'Wang, Liang-Neng'
'Wei, Yi'
'Li, Ming'
'Zhang, Ni-Juan'
'Luo, Xiao-Peng'
'Ke, Zhuofeng'
'Liu, Yue-Jin'
'Zeng, Ming-Hua'
_publ_section_title
;
 Synthesis of seven-membered lactones by regioselective and
 stereoselective iodolactonization of electron-deficient olefins.
;
_journal_issue                   49
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6680
_journal_page_last               6683
_journal_paper_doi               10.1039/c9cc10080f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C19 H17 I O5'
_chemical_formula_sum            'C19 H17 I O5'
_chemical_formula_weight         452.22
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-31 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                111.642(2)
_cell_angle_beta                 106.312(2)
_cell_angle_gamma                106.245(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8357(2)
_cell_length_b                   10.4353(3)
_cell_length_c                   10.4634(3)
_cell_measurement_reflns_used    8993
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      30.0630
_cell_measurement_theta_min      2.3080
_cell_volume                     865.10(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  31.00   0.50    0.53    --   10.30 -57.00 -30.00   68
  2  ω     -5.00  21.00   0.50    0.53    --   10.30 -99.00 -30.00   52
  3  ω    -14.00  30.00   0.50    0.53    --   -9.20 -99.00 -90.00   88
  4  ω     22.00  48.00   0.50    0.53    --   10.30-104.00-179.00   52
  5  ω    -17.00   9.00   0.50    0.53    --   -9.20 -99.00 -30.00   52
  6  ω    -26.00   6.00   0.50    0.53    --   -9.20 -99.00  60.00   64
  7  ω    -25.00  48.00   0.50    0.53    --   10.30 -99.00 120.00  146
  8  ω    -64.00 -31.00   0.50    0.53    --   10.30 -57.00 -30.00   66
  9  ω     -3.00  22.00   0.50    0.53    --   -9.20 -19.00 -30.00   50
 10  ω     38.00  64.00   0.50    0.53    --   -9.20  57.00-180.00   52
 11  ω    -23.00  10.00   0.50    0.53    --   -9.20  57.00-180.00   66
 12  ω    -85.00 -39.00   0.50    0.53    --   -9.20 -19.00 -30.00   92
 13  ω    -60.00 -25.00   0.50    0.53    --   10.30 -57.00   0.00   70
 14  ω    -64.00  29.00   0.50    0.53    --   10.30 -57.00-120.00  186
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0108288000
_diffrn_orient_matrix_UB_12      -0.0768852000
_diffrn_orient_matrix_UB_13      -0.0268588000
_diffrn_orient_matrix_UB_21      0.0352445000
_diffrn_orient_matrix_UB_22      0.0148909000
_diffrn_orient_matrix_UB_23      0.0761901000
_diffrn_orient_matrix_UB_31      -0.0745981000
_diffrn_orient_matrix_UB_32      -0.0206194000
_diffrn_orient_matrix_UB_33      0.0011126000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13105
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.126
_diffrn_reflns_theta_min         2.320
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.876
_refine_diff_density_min         -1.700
_refine_diff_density_rms         0.172
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         4297
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0317
_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)+(0.0425P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0743
_refine_ls_wR_factor_ref         0.0762
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3978
_reflns_number_total             4297
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc10080f2.cif
_cod_data_source_block           tpt-9-7
_cod_depositor_comments
'Adding full bibliography for 7126465--7126470.cif.'
_cod_original_cell_volume        865.10(4)
_cod_database_code               7126468
_shelx_shelxl_version_number     2018/3
_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   0.705
_shelx_estimated_absorpt_t_min   0.705
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C17(H17), C18(H18)
2.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.219
_oxdiff_exptl_absorpt_empirical_full_min 0.517
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.06883(2) 0.98040(2) 0.69995(2) 0.02044(7) Uani 1 1 d . . . . .
O1 O 0.6400(2) 0.9027(2) 0.8947(3) 0.0328(5) Uani 1 1 d . . . . .
O2 O 0.31100(18) 0.8014(2) 0.79732(19) 0.0201(4) Uani 1 1 d . . . . .
O3 O 0.1055(2) 0.7201(2) 0.8487(2) 0.0289(4) Uani 1 1 d . . . . .
O4 O 0.15049(18) 0.58791(18) 0.4886(2) 0.0165(3) Uani 1 1 d . . . . .
O5 O 0.2929(2) 0.4657(2) 0.4367(2) 0.0257(4) Uani 1 1 d . . . . .
C1 C 0.5437(3) 0.7701(3) 0.8876(3) 0.0281(6) Uani 1 1 d . . . . .
H1A H 0.604464 0.748494 0.960871 0.034 Uiso 1 1 calc R . . . .
H1B H 0.501892 0.683928 0.786772 0.034 Uiso 1 1 calc R . . . .
C2 C 0.7671(3) 0.8878(4) 0.8601(4) 0.0375(7) Uani 1 1 d . . . . .
H2A H 0.726884 0.813201 0.755170 0.056 Uiso 1 1 calc GR . . . .
H2B H 0.823197 0.855725 0.923861 0.056 Uiso 1 1 calc GR . . . .
H2C H 0.836757 0.984364 0.878158 0.056 Uiso 1 1 calc GR . . . .
C3 C 0.2588(3) 0.5685(3) 0.4364(3) 0.0177(5) Uani 1 1 d . . . . .
C4 C 0.4123(3) 0.7934(3) 0.9222(3) 0.0233(5) Uani 1 1 d . . . . .
H4A H 0.353821 0.709210 0.932926 0.028 Uiso 1 1 calc R . . . .
H4B H 0.453436 0.887230 1.016830 0.028 Uiso 1 1 calc R . . . .
C5 C 0.1606(3) 0.7575(3) 0.7723(3) 0.0174(5) Uani 1 1 d . . . . .
C6 C 0.0630(3) 0.7562(2) 0.6308(3) 0.0146(4) Uani 1 1 d . . . . .
H6 H -0.045543 0.680666 0.587805 0.018 Uiso 1 1 calc R . . . .
C7 C 0.1228(3) 0.7228(3) 0.5085(3) 0.0141(4) Uani 1 1 d . . . . .
H7 H 0.222762 0.809003 0.545536 0.017 Uiso 1 1 calc R . . . .
C8 C 0.0148(3) 0.6883(3) 0.3538(3) 0.0160(4) Uani 1 1 d . . . . .
C9 C -0.1448(3) 0.6471(3) 0.3063(3) 0.0199(5) Uani 1 1 d . . . . .
H9 H -0.189799 0.644584 0.373031 0.024 Uiso 1 1 calc R . . . .
C10 C -0.2381(3) 0.6095(3) 0.1579(3) 0.0238(5) Uani 1 1 d . . . . .
H10 H -0.345275 0.580918 0.125571 0.029 Uiso 1 1 calc R . . . .
C11 C -0.1707(3) 0.6147(3) 0.0591(3) 0.0240(5) Uani 1 1 d . . . . .
H11 H -0.232909 0.590231 -0.039291 0.029 Uiso 1 1 calc R . . . .
C12 C -0.0114(3) 0.6561(3) 0.1059(3) 0.0218(5) Uani 1 1 d . . . . .
H12 H 0.033183 0.660646 0.039335 0.026 Uiso 1 1 calc R . . . .
C13 C 0.0823(3) 0.6909(3) 0.2525(3) 0.0165(5) Uani 1 1 d . . . . .
C14 C 0.2538(3) 0.7310(3) 0.3020(3) 0.0185(5) Uani 1 1 d . . . . .
C15 C 0.3392(3) 0.8251(3) 0.2589(3) 0.0234(5) Uani 1 1 d . . . . .
H15 H 0.288293 0.860358 0.199888 0.028 Uiso 1 1 calc R . . . .
C16 C 0.4983(3) 0.8668(3) 0.3023(3) 0.0273(6) Uani 1 1 d . . . . .
H16 H 0.553685 0.932397 0.275431 0.033 Uiso 1 1 calc R . . . .
C17 C 0.5756(3) 0.8109(3) 0.3861(3) 0.0269(6) Uani 1 1 d . . . . .
H17 H 0.682549 0.839377 0.415737 0.032 Uiso 1 1 calc R . . . .
C18 C 0.4927(3) 0.7133(3) 0.4247(3) 0.0230(5) Uani 1 1 d . . . . .
H18 H 0.543188 0.672114 0.476481 0.028 Uiso 1 1 calc R . . . .
C19 C 0.3334(3) 0.6749(3) 0.3872(3) 0.0179(5) Uani 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 0.0033 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
C1 O1 C2 112.2(2) . . ?
C5 O2 C4 116.23(19) . . ?
C3 O4 C7 117.97(18) . . ?
O1 C1 C4 109.1(2) . . ?
O4 C3 C19 119.7(2) . . ?
O5 C3 O4 117.0(2) . . ?
O5 C3 C19 123.3(2) . . ?
O2 C4 C1 107.9(2) . . ?
O2 C5 C6 111.7(2) . . ?
O3 C5 O2 125.5(2) . . ?
O3 C5 C6 122.7(2) . . ?
C5 C6 I1 107.28(14) . . ?
C5 C6 C7 114.25(19) . . ?
C7 C6 I1 107.51(14) . . ?
O4 C7 C6 106.12(17) . . ?
O4 C7 C8 106.99(18) . . ?
C8 C7 C6 116.91(18) . . ?
C9 C8 C7 123.6(2) . . ?
C9 C8 C13 120.0(2) . . ?
C13 C8 C7 116.33(19) . . ?
C8 C9 C10 119.9(2) . . ?
C11 C10 C9 120.0(2) . . ?
C10 C11 C12 120.4(2) . . ?
C11 C12 C13 120.2(2) . . ?
C8 C13 C14 120.2(2) . . ?
C12 C13 C8 119.5(2) . . ?
C12 C13 C14 120.4(2) . . ?
C15 C14 C13 118.8(2) . . ?
C15 C14 C19 118.0(2) . . ?
C19 C14 C13 123.2(2) . . ?
C16 C15 C14 121.3(2) . . ?
C15 C16 C17 120.3(2) . . ?
C18 C17 C16 119.5(2) . . ?
C17 C18 C19 121.0(2) . . ?
C14 C19 C3 125.0(2) . . ?
C18 C19 C3 115.1(2) . . ?
C18 C19 C14 119.9(2) . . ?
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 C6 2.158(2) . ?
O1 C1 1.403(3) . ?
O1 C2 1.429(3) . ?
O2 C4 1.450(3) . ?
O2 C5 1.335(3) . ?
O3 C5 1.199(3) . ?
O4 C3 1.357(3) . ?
O4 C7 1.459(3) . ?
O5 C3 1.211(3) . ?
C1 C4 1.495(4) . ?
C3 C19 1.488(3) . ?
C5 C6 1.515(3) . ?
C6 C7 1.521(3) . ?
C7 C8 1.507(3) . ?
C8 C9 1.387(3) . ?
C8 C13 1.404(3) . ?
C9 C10 1.398(3) . ?
C10 C11 1.384(4) . ?
C11 C12 1.384(4) . ?
C12 C13 1.393(3) . ?
C13 C14 1.498(3) . ?
C14 C15 1.396(3) . ?
C14 C19 1.414(3) . ?
C15 C16 1.385(4) . ?
C16 C17 1.392(4) . ?
C17 C18 1.375(4) . ?
C18 C19 1.399(3) . ?
