Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts: Mechanism and Scope
Li, Chengcheng; Chang, Xiao-Yong; Huo, Luqiong; Tan, Haibo; Xing, Xiangyou; Xu, Chen; ACS Catalysis 11 (2021) 8716–8726; doi:10.1021/acscatal.1c02254

data_4518851
_publ_section_title
;
 Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts:
 Mechanism and Scope
;
_journal_issue                   14
_journal_name_full               'ACS Catalysis'
_journal_page_first              8716
_journal_page_last               8726
_journal_paper_doi               10.1021/acscatal.1c02254
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C32 H31 Cl O P3 Pt, C F3 O3 S, C H Cl3'
_chemical_formula_sum            'C34 H32 Cl4 F3 O4 P3 Pt S'
_chemical_formula_weight         1023.45
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 102.566(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.8139(7)
_cell_length_b                   9.5761(5)
_cell_length_c                   27.8457(12)
_cell_measurement_reflns_used    2659
_cell_measurement_temperature    150
_cell_measurement_theta_max      50.75
_cell_measurement_theta_min      3.13
_cell_volume                     3855.6(3)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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      150
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            31132
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.394
_diffrn_reflns_theta_min         3.134
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    11.491
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.3743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1520 before and 0.0835 after correction. The Ratio of minimum to maximum transmission is 0.4970. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_description       block
_exptl_crystal_F_000             2008
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.262
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         7029
_refine_ls_number_restraints     75
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0358
_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/[\s^2^(Fo^2^)+(0.0688P)^2^+3.5165P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1117
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6421
_reflns_number_total             7029
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs1c02254_si_002.cif
_cod_data_source_block           cxy3233_0m
_cod_depositor_comments
'Adding full bibliography for 4518848--4518852.cif.'
_cod_database_code               4518851
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.424
_shelx_estimated_absorpt_t_min   0.169
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 P3-C11 \\sim P3-C11A
 with sigma of 0.02
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C11-C16 \\sim C11A-C16A
 with sigma of 0.02
 C12-C13 \\sim C12A-C13A
 with sigma of 0.02
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C15-C14 \\sim C15A-C14A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 P3-C12 \\sim P3-C12A
 with sigma of 0.04
 P3-C16 \\sim P3-C16A
 with sigma of 0.04
 C11-C13 \\sim C11A-C13A
 with sigma of 0.04
 C11-C15 \\sim C11A-C15A
 with sigma of 0.04
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C12-C16 \\sim C12A-C16A
 with sigma of 0.04
 C13-C15 \\sim C13A-C15A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16A
 with sigma of 0.04
 P1-O1 \\sim P1-O1A
 with sigma of 0.02
 P1-C1 \\sim P1-C1A
 with sigma of 0.02
 P1-C2 \\sim P1-C2A
 with sigma of 0.02
 C2-C1 \\sim C1A-C2A
 with sigma of 0.02
 O1-C2 \\sim C2A-O1A
 with sigma of 0.02
 O1A-C1A \\sim C1-O1
 with sigma of 0.02
 Cl3A-C33A
 with sigma of 0.02
 Cl4A-C33A
 with sigma of 0.02
 Cl3A-Cl4A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C11A) = Uanis(C11)
Uanis(C12A) = Uanis(C12)
Uanis(C13A) = Uanis(C13)
Uanis(C14A) = Uanis(C14)
Uanis(C15) = Uanis(C15A)
Uanis(C16A) = Uanis(C16)
Uanis(C1A) = Uanis(C1)
Uanis(C2) = Uanis(C2A)
Uanis(O1) = Uanis(O1A)
Uanis(C33A)
Uanis(Cl3A)
Uanis(Cl4A)
4. Others
 Sof(C11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=
 Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=1-FVAR(1)
 Sof(C11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C15)=Sof(H15)=Sof(C14)=
 Sof(H14)=Sof(C16)=Sof(H16)=FVAR(1)
 Sof(O1A)=Sof(H1AA)=Sof(C1A)=Sof(H1AB)=Sof(H1AC)=Sof(H1AD)=Sof(C2A)=Sof(H2AA)=
 Sof(H2AB)=Sof(H2AC)=1-FVAR(2)
 Sof(O1)=Sof(H1)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=
 Sof(H2C)=FVAR(2)
 Sof(Cl3A)=Sof(C33A)=Sof(H33A)=Sof(Cl4A)=1-FVAR(3)
 Sof(Cl3)=Sof(Cl4)=Sof(C33)=Sof(H33)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C33A(H33A)
5.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C19(H19), C32(H32), C22(H22), C20(H20), C26(H26), C18(H18),
 C30(H30), C17(H17), C29(H29), C12(H12), C24(H24), C25(H25), C13(H13), C15(H15),
  C14(H14), C6(H6), C31(H31), C23(H23), C9(H9), C10(H10), C7(H7), C16(H16),
 C8(H8), C12A(H12A), C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C1A(H1AB,H1AC,H1AD), C2A(H2AA,H2AB,H2AC)
5.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O1A(H1AA)
;
_shelx_res_checksum              61105
_shelx_hkl_checksum              53444
_olex2_submission_special_instructions 'No special instructions were received'