A new hypervalent iodine(iii/v) oxidant and its application to the synthesis of 2H-azirines
Zhang, Guangtao; Wang, Yuanxun; Xu, Jun; Sun, Jiyun; Sun, Fengxia; Zhang, Yilin; Zhang, Chenglin; Du, Yunfei; Chemical Science 11 (2020) 947–953; doi:10.1039/C9SC05536C

data_1556865
_publ_section_title
;
 A new hypervalent iodine(iii/v) oxidant and its application to the
 synthesis of 2H-azirines
;
_journal_issue                   4
_journal_name_full               'Chemical Science'
_journal_page_first              947
_journal_page_last               953
_journal_paper_doi               10.1039/C9SC05536C
_journal_volume                  11
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C12 H8 I2 N2 O7'
_chemical_formula_sum            'C12 H8 I2 N2 O7'
_chemical_formula_weight         546.00
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-10-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-30 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2007(5)
_cell_length_b                   7.7793(5)
_cell_length_c                   24.6164(18)
_cell_measurement_reflns_used    2005
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.3550
_cell_measurement_theta_min      3.5850
_cell_volume                     1570.42(18)
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     -4.00  54.00   0.50    1.00    --   46.12 -57.00 -18.00  116
  2  \w   -107.00 -28.00   0.50    2.00    -- -100.00  67.00 -37.00  158
  3  \w     41.00 102.00   0.50    2.00    --  101.75-111.00 108.00  122
  4  \w    100.00 158.00   0.50    2.00    --  101.75  57.00 123.00  116
  5  \w   -116.00 -90.00   0.50    1.00    --  -46.12-125.00 120.00   52
  6  \w    -26.00  60.00   0.50    1.00    --   46.12 -57.00 120.00  172
  7  \w   -106.00 -53.00   0.50    2.00    -- -100.00  45.00-150.00  106
  8  \w   -172.00-111.00   0.50    2.00    -- -100.00 -45.00-120.00  122
  9  \w     76.00 101.00   0.50    2.00    --  101.75 -94.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0358496000
_diffrn_orient_matrix_UB_12      0.1767607000
_diffrn_orient_matrix_UB_13      0.0255426000
_diffrn_orient_matrix_UB_21      0.1374684000
_diffrn_orient_matrix_UB_22      -0.0805405000
_diffrn_orient_matrix_UB_23      0.0340802000
_diffrn_orient_matrix_UB_31      0.1230963000
_diffrn_orient_matrix_UB_32      0.0387908000
_diffrn_orient_matrix_UB_33      -0.0457762000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            5347
_diffrn_reflns_point_group_measured_fraction_full 0.821
_diffrn_reflns_point_group_measured_fraction_max 0.777
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.913
_diffrn_reflns_theta_min         3.591
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    31.828
_exptl_absorpt_correction_T_max  0.808
_exptl_absorpt_correction_T_min  0.116
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    2.309
_exptl_crystal_description       needle
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.022
_exptl_crystal_size_min          0.011
_refine_diff_density_max         1.687
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.143
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2485
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0533
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+8.5244P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1323
_reflns_Friedel_coverage         0.593
_reflns_Friedel_fraction_full    0.638
_reflns_Friedel_fraction_max     0.593
_reflns_number_gt                2048
_reflns_number_total             2485
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9sc05536c2.cif
_cod_data_source_block           dyf_10_10
_cod_depositor_comments
;Adding full bibliography for 1556865.cif.

 Adding full bibliography for 1556865.cif.
;
_cod_database_code               1556865
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C10 H8 I2 N4 O7'
_shelx_estimated_absorpt_t_max   0.721
_shelx_estimated_absorpt_t_min   0.128
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C2(H2), C11(H11), C1(H1), C8(H8), C10(H10), C5(H5), C6(H6)
;
_shelx_res_checksum              63867
_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 2.033
_oxdiff_exptl_absorpt_empirical_full_min 0.506