A tellura-Baeyer–Villiger oxidation: one-step transformation of tellurophene into chiral tellurinate lactone
Wang, Shitao; Yan, Chaoxian; Zhao, Wenlong; Liu, Xiaolan; Yuan, Cheng-Shan; Zhang, Hao-Li; Shao, Xiangfeng; Chemical Science 12 (2021) 5811–5817; doi:10.1039/D1SC00397F

data_1561185
_publ_section_title
;
 A tellura-Baeyer--Villiger oxidation: one-step transformation of
 tellurophene into chiral tellurinate lactone
;
_journal_issue                   16
_journal_name_full               'Chemical Science'
_journal_page_first              5811
_journal_page_last               5817
_journal_paper_doi               10.1039/D1SC00397F
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C42 H54 Cl2 O7 S2 Te'
_chemical_formula_sum            'C42 H54 Cl2 O7 S2 Te'
_chemical_formula_weight         933.47
_chemical_name_common            2STe-ox-Cl
_chemical_name_systematic        2STe-ox-Cl
_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     iterative
_audit_creation_date             2021-01-05
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-02-24 deposited with the CCDC.	2021-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                107.209(3)
_cell_angle_beta                 103.814(3)
_cell_angle_gamma                97.239(3)
_cell_formula_units_Z            2
_cell_length_a                   9.8421(4)
_cell_length_b                   14.6373(6)
_cell_length_c                   16.1252(6)
_cell_measurement_reflns_used    9401
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.1430
_cell_measurement_theta_min      3.1910
_cell_volume                     2105.86(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.966
_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     28.00  67.00   1.00    0.10    --   42.80  37.00   0.00   39
  2  \w     82.00 119.00   1.00    0.10    --   42.80  37.00   0.00   37
  3  \w     71.00 107.00   1.00    0.10    --   42.80 134.00 -74.00   36
  4  \w     70.00 145.00   1.00    0.30    --  109.26 134.00 -74.00   75
  5  \w    126.00 168.00   1.00    0.30    --  109.26  45.00  60.00   42
  6  \w    149.00 175.00   1.00    0.30    --  109.26  15.00 -60.00   26
  7  \w     87.00 155.00   1.00    0.30    --  109.26  45.00  30.00   68
  8  \w    122.00 147.00   1.00    0.30    --  109.26 135.00 105.00   25
  9  \w     72.00  98.00   1.00    0.10    --   42.80 135.00 105.00   26
 10  \w     63.00  98.00   1.00    0.30    --  109.26  15.00 -60.00   35
 11  \w     36.00  92.00   1.00    0.30    --  109.26 -77.00 -60.00   56
 12  \w     65.00  91.00   1.00    0.30    --  109.26 -77.00   0.00   26
 13  \w     91.00 117.00   1.00    0.30    --  109.26-135.00  39.00   26
 14  \w     76.00 104.00   1.00    0.30    --  109.26-125.00 150.00   28
 15  \w     38.00  64.00   1.00    0.10    --   42.80-135.00  39.00   26
 16  \w     53.00 100.00   1.00    0.30    --  109.26 -94.00  30.00   47
 17  \w     39.00  68.00   1.00    0.30    --  109.26 -61.00  90.00   29
 18  \w     38.00  63.00   1.00    0.30    --  109.26 -61.00  60.00   25
 19  \w     36.00  68.00   1.00    0.30    --  109.26 -61.00  30.00   32
 20  \w     55.00  81.00   1.00    0.30    --  109.26 -77.00 -90.00   26
 21  \w     59.00  93.00   1.00    0.30    --  109.26 -94.00-150.00   34
 22  \w     79.00 114.00   1.00    0.30    --  109.26-134.00-141.00   35
 23  \w     49.00 101.00   1.00    0.30    --  109.26 -94.00-120.00   52
 24  \w     41.00  99.00   1.00    0.10    --   42.80-134.00-141.00   58
 25  \w    -32.00  -6.00   1.00    0.10    --   42.80 -19.00-120.00   26
 26  \w    -35.00  36.00   1.00    0.10    --   42.80 -37.00 -60.00   71
 27  \w     22.00 114.00   1.00    0.10    --   42.80  57.00 -90.00   92
 28  \w    -37.00  22.00   1.00    0.10    --   42.80 -19.00  30.00   59
 29  \w    -96.00 -69.00   1.00    0.10    --  -42.80 135.00 105.00   27
 30  \w    -65.00 -32.00   1.00    0.10    --  -42.80 135.00 105.00   33
 31  \w    -74.00 -33.00   1.00    0.30    -- -100.00  61.00 120.00   41
 32  \w    -52.00 -27.00   1.00    0.30    -- -100.00  45.00 120.00   25
 33  \w    -53.00 -24.00   1.00    0.30    -- -100.00  45.00  60.00   29
 34  \w    -54.00 -25.00   1.00    0.30    -- -100.00  45.00  30.00   29
 35  \w    -74.00 -26.00   1.00    0.30    -- -100.00  61.00 -30.00   48
 36  \w    -53.00 -25.00   1.00    0.30    -- -100.00  45.00 -90.00   28
 37  \w    -52.00 -27.00   1.00    0.30    -- -100.00  45.00-120.00   25
 38  \w    -83.00 -58.00   1.00    0.10    --  -42.80 134.00 -74.00   25
 39  \w   -118.00 -84.00   1.00    0.30    -- -100.00 134.00 -74.00   34
 40  \w   -118.00 -88.00   1.00    0.30    -- -100.00 135.00 105.00   30
 41  \w    -88.00 -26.00   1.00    0.30    -- -100.00 125.00 150.00   62
 42  \w   -174.00 -87.00   1.00    0.30    -- -100.00 -94.00 150.00   87
 43  \w   -135.00-103.00   1.00    0.30    -- -100.00 -94.00  60.00   32
 44  \w   -148.00 -81.00   1.00    0.30    -- -100.00-135.00  39.00   67
 45  \w   -113.00 -88.00   1.00    0.30    -- -100.00-125.00-120.00   25
 46  \w   -136.00-111.00   1.00    0.30    -- -100.00-134.00-141.00   25
 47  \w   -173.00-100.00   1.00    0.30    -- -100.00 -45.00 -90.00   73
 48  \w   -170.00-155.00   1.00    0.30    -- -100.00-125.00-120.00   15
;
_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      0.0007555000
_diffrn_orient_matrix_UB_12      -0.0889538000
_diffrn_orient_matrix_UB_13      0.0324652000
_diffrn_orient_matrix_UB_21      0.0511354000
_diffrn_orient_matrix_UB_22      0.0692056000
_diffrn_orient_matrix_UB_23      0.0993793000
_diffrn_orient_matrix_UB_31      -0.1568107000
_diffrn_orient_matrix_UB_32      -0.0030001000
_diffrn_orient_matrix_UB_33      0.0005287000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21919
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.114
_diffrn_reflns_theta_min         3.234
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.059
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       prism
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         5.233
_refine_diff_density_min         -1.153
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         8018
_refine_ls_number_restraints     203
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1242
_refine_ls_R_factor_gt           0.1093
_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^)+(0.1427P)^2^+15.7969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2875
_refine_ls_wR_factor_ref         0.3028
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6530
_reflns_number_total             8018
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc00397f2.cif
_cod_data_source_block           2STe-ox-Cl
_cod_depositor_comments
'Adding full bibliography for 1561180--1561185.cif.'
_cod_original_cell_volume        2105.86(15)
_cod_database_code               1561185
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 98.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C29-C30 = C29A-C30A = C29A-C28A
 1.53 with sigma of 0.01
 C28-C30 = C28A-C30A
 2.5 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C27 \\sim C28A \\sim C29A \\sim C30A \\sim C28 \\sim C29 \\sim C30: within 3.8A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 3.8A
Uanis(C28A) \\sim Ueq, Uanis(C30A) \\sim Ueq, Uanis(C29A) \\sim Ueq, Uanis(C30)
\\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C42) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C21) \\sim Ueq, Uanis(C26) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
4. Rigid body (RIGU) restrains
 C28A, C29A, C30A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C28, C29, C30
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H27c)=Sof(H27d)=Sof(C28A)=Sof(H28c)=Sof(H28d)=Sof(C29A)=Sof(H29c)=
 Sof(H29d)=Sof(C30A)=Sof(H30d)=Sof(H30e)=Sof(H30f)=1-FVAR(1)
 Sof(H27a)=Sof(H27b)=Sof(C28)=Sof(H28a)=Sof(H28b)=Sof(C29)=Sof(H29a)=Sof(H29b)=
 Sof(C30)=Sof(H30a)=Sof(H30b)=Sof(H30c)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C32(H32a,H32b), C36(H36a,H36b), C39(H39a,H39b), C33(H33a,H33b), C31(H31a,
 H31b), C37(H37a,H37b), C40(H40a,H40b), C19(H19a,H19b), C23(H23a,H23b),
 C41(H41a,H41b), C35(H35a,H35b), C25(H25a,H25b), C20(H20a,H20b), C21(H21a,H21b),
  C24(H24a,H24b), C27(H27a,H27b), C27(H27c,H27d), C28(H28a,H28b), C29(H29a,
 H29b), C28A(H28c,H28d), C29A(H29c,H29d)
6.b Idealised Me refined as rotating group:
 C34(H34a,H34b,H34c), C42(H42a,H42b,H42c), C38(H38a,H38b,H38c), C26(H26a,H26b,
 H26c), C22(H22a,H22b,H22c), C30(H30a,H30b,H30c), C30A(H30d,H30e,H30f)
;
_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 6.098
_oxdiff_exptl_absorpt_empirical_full_min 0.295