Solvent-free Hydrosilylation of Carbonyl Compounds Catalyzed by Organotin(IV) Compounds
Basu, Debayan; Chakraborty, Sudipta; Chakraborty, Gourav; Bhattacharya, Saptarshi; Patra, Niladri; Nayek, Hari Pada; Dalton Transactions  (2025) –; doi:10.1039/D5DT01033K

data_7718879
_publ_section_title
;
 Solvent-free Hydrosilylation of Carbonyl Compounds Catalyzed by
 Organotin(IV) Compounds
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D5DT01033K
_journal_year                    2025
_chemical_formula_moiety         'C16 H15 Cl2 N O2 Sn'
_chemical_formula_sum            'C16 H15 Cl2 N O2 Sn'
_chemical_formula_weight         442.88
_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
_audit_creation_date             2025-02-05
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2016.08.26 svn.r3337 for Rigaku Oxford Diffraction, GUI svn.r5221)
;
_audit_update_record
;
2025-06-06 deposited with the CCDC.	2025-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                68.040(5)
_cell_angle_beta                 82.155(5)
_cell_angle_gamma                88.256(5)
_cell_formula_units_Z            2
_cell_length_a                   9.2724(6)
_cell_length_b                   9.2940(5)
_cell_length_c                   10.7548(6)
_cell_measurement_reflns_used    3314
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.0530
_cell_measurement_theta_min      2.2220
_cell_volume                     851.32(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0303
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_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    -10.00  32.00   1.00    3.93    --   14.69  77.00 -60.00   42
  2  \w     -4.00  26.00   1.00    3.93    --   14.69  77.00  90.00   30
  3  \w    -43.00  42.00   1.00    3.93    --  -16.64  77.00 -30.00   85
  4  \w    -35.00  42.00   1.00    3.93    --  -16.64  77.00  90.00   77
  5  \w     14.00  40.00   1.00    3.93    --  -16.64  77.00-120.00   26
  6  \w    -43.00  12.00   1.00    3.93    --  -16.64  77.00-180.00   55
  7  \w    -24.00  41.00   1.00    3.93    --  -16.64  77.00-150.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0746556000
_diffrn_orient_matrix_UB_12      -0.0038796000
_diffrn_orient_matrix_UB_13      0.0087590000
_diffrn_orient_matrix_UB_21      0.0006157000
_diffrn_orient_matrix_UB_22      0.0799082000
_diffrn_orient_matrix_UB_23      -0.0101103000
_diffrn_orient_matrix_UB_31      -0.0197960000
_diffrn_orient_matrix_UB_32      -0.0193477000
_diffrn_orient_matrix_UB_33      0.0705101000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7219
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_min         2.061
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.819
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic reddish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_description       needle
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0460
_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^)+(0.0387P)^2^+0.1341P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2998
_reflns_number_total             3649
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01033k2.cif
_cod_data_source_block           2
_cod_database_code               7718879
_chemical_oxdiff_formula         'C H N O Cl Sn'
_diffrn_oxdiff_digest_frames
;
01aa587fbc23b7ea9d615ff89e18c19fb800028947d
;
_diffrn_oxdiff_digest_hkl
;
016764842cdcd9f9f84bc1f89df03c7db88e81
;
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C9(H9), C11(H11), C12(H12)
;
_shelx_shelxl_version_number     2014/7
_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 1.636
_oxdiff_exptl_absorpt_empirical_full_min 0.454