Donor free stibenium cation as efficient cyanosilylation catalyst
Sen, Nilanjana; Gothe, Prachi; Sarkar, Pallavi; Das, Shubhajit; Tothadi, Srinu; Pati, Swapan K.; Khan, Shabana; Chemical Communications  (2022) –; doi:10.1039/D2CC03158B

data_7130590
_publ_section_title
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 Donor free stibenium cation as efficient cyanosilylation catalyst
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC03158B
_journal_year                    2022
_chemical_formula_moiety         'C16 H26 Cl N2 Sb'
_chemical_formula_sum            'C16 H26 Cl N2 Sb'
_chemical_formula_weight         403.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-07-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-08-01 deposited with the CCDC.	2022-08-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.154(3)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   28.428(3)
_cell_length_b                   11.5247(12)
_cell_length_c                   16.1500(18)
_cell_measurement_reflns_used    9200
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.24
_cell_volume                     5237.6(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0589
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            192266
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.909
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1390 before and 0.0872 after correction. The Ratio of minimum to maximum transmission is 0.8281. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             2448
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.960
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.00045(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         9198
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0264
_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^)+(0.0058P)^2^+13.8269P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0508
_refine_ls_wR_factor_ref         0.0526
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8282
_reflns_number_total             9198
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc03158b2.cif
_cod_data_source_block           a1_a
_cod_database_code               7130590
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.919
_shelx_estimated_absorpt_t_min   0.807
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C36(H36A,H36B), C21(H21A,H21B), C20(H20A,H20B), C4(H4A,H4B),
 C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 C30(H30), C29(H29), C14(H14), C28(H28), C13(H13), C12(H12), C46(H46),
 C11(H11), C27(H27), C47(H47), C45(H45), C44(H44)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C40(H40A,H40B,H40C), C32(H32A,H32B,H32C),
 C25(H25A,H25B,H25C), C7(H7A,H7B,H7C), C16(H16A,H16B,H16C), C24(H24A,H24B,H24C),
  C34(H34A,H34B,H34C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C1(H1A,H1B,
 H1C), C3(H3A,H3B,H3C), C41(H41A,H41B,H41C), C23(H23A,H23B,H23C), C39(H39A,H39B,
 H39C), C2(H2A,H2B,H2C), C33(H33A,H33B,H33C)
;
_shelx_res_checksum              6661
_shelx_hkl_checksum              21612
_olex2_submission_special_instructions 'No special instructions were received'