Influence of the catalyst structure in the cycloaddition of isocyanates to oxiranes promoted by tetraarylstibonium cations.
Yang, Mengxi; Pati, Nilanjana; Bélanger-Chabot, Guillaume; Hirai, Masato; Gabbaï, François P; Dalton transactions (Cambridge, England : 2003) 47 (2018) 11843–11850; doi:10.1039/c8dt00702k

data_7045904
_publ_section_title
;
 Influence of the catalyst structure in the cycloaddition of isocyanates
 to oxiranes promoted by tetraarylstibonium cations.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11843
_journal_page_last               11850
_journal_paper_doi               10.1039/c8dt00702k
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety
'C28 H22 Sb, 0.5(C F3 O3 S), 0.5(O3 S), 0.5(C F3)'
_chemical_formula_sum            'C29 H22 F3 O3 S Sb'
_chemical_formula_weight         629.27
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-01-18
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2018-02-20 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.698(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.848(7)
_cell_length_b                   14.208(7)
_cell_length_c                   24.673(17)
_cell_measurement_reflns_used    9918
_cell_measurement_temperature    110
_cell_measurement_theta_max      21.26
_cell_measurement_theta_min      2.81
_cell_volume                     5078(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0800
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            78867
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.447
_diffrn_reflns_theta_min         2.296
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.221
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1069 before and 0.0674 after correction.
The Ratio of minimum to maximum transmission is 0.8003.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_description       plate
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         5413
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0243P)^2^+20.4903P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3735
_reflns_number_total             5413
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt00702k2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7045904--7045908.cif.'
_cod_database_code               7045904
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 S1-C61
 1.816 with sigma of 0.02
 S1-O1 = S1-O2 = S1-O3
 1.45 with sigma of 0.02
 C61-F1 = C61-F2 = C61-F3
 1.333 with sigma of 0.02
 S1-O1 \\sim S1-O2
 with sigma of 0.02
 O1-F1 \\sim O1-F3 \\sim O2-F2 \\sim O2-F3
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C71 \\sim F11: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C28: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08
Uanis(S2) = Uanis(C62)
Uanis(S11) = Uanis(C61)
Uanis(S1) = Uanis(C71)
Uanis(O21) = Uanis(F2)
Uanis(O11) = Uanis(F3)
Uanis(O2) = Uanis(F21)
Uanis(F21) = Uanis(O3)
4. Same fragment restrains
{C17, C18, C19, C20, C21, C22} sigma for 1-2: 0.02, 1-3: 0.04
as
{C23, C24, C25, C26, C27, C28}
{S1, O1, O2, O3, C61, F1, F2, F3} sigma for 1-2: 0.02, 1-3: 0.04
as
{S11, O11, O21, O31, C71, F11, F21, F31}
{S1, O1, O2, O3} sigma for 1-2: 0.02, 1-3: 0.04
as
{S2, O4, O5, O6}
{C61, F1, F2, F3} sigma for 1-2: 0.02, 1-3: 0.04
as
{C62, F4, F5, F6}
5. Others
 Sof(S11)=Sof(O11)=Sof(O21)=Sof(O31)=Sof(C71)=Sof(F11)=Sof(F21)=Sof(F31)=0.5*
 (1-FVAR(2))
 Sof(S1)=Sof(O1)=Sof(O2)=Sof(O3)=Sof(C61)=Sof(F1)=Sof(F2)=Sof(F3)=0.5*FVAR(2)
 Fixed Sof: S2(0.5) O4(0.5) O5(0.5) O6(0.5) C62(0.5) F4(0.5) F5(0.5) F6(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22),
  C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
;
_shelx_res_checksum              4840
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'