Synthesis of (1-silyl)allylboronates by KO<i>t</i>Bu-catalyzed ring-opening <i>gem</i>-silylborylation of cyclopropenes.
Fujii, Ikuya; Hirata, Haruka; Moniwa, Hirokazu; Shintani, Ryo; Chemical communications (Cambridge, England) 60 (2024) 6921–6924; doi:10.1039/d4cc01336k

data_7133180
_publ_section_title
;
 Synthesis of (1-silyl)allylboronates by KO<i>t</i>Bu-catalyzed
 ring-opening <i>gem</i>-silylborylation of cyclopropenes.
;
_journal_issue                   54
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6921
_journal_page_last               6924
_journal_paper_doi               10.1039/d4cc01336k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C37 H39 B O2 Si'
_chemical_formula_sum            'C37 H39 B O2 Si'
_chemical_formula_weight         554.630
_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_Int_Tables_number      15
_audit_creation_date             2024-04-24
_audit_creation_method
;
Olex2 1.5-dev
(compiled 2024.04.08 svn.rfee37e2d for OlexSys, GUI svn.r6697)
;
_audit_update_record
;
2024-05-18 deposited with the CCDC.	2024-06-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.955(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.206(4)
_cell_length_b                   14.988(3)
_cell_length_c                   26.246(5)
_cell_measurement_reflns_used    6027
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     6279(2)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'SIR-2014 (Burla et al., 2014)'
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9928
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.9974
_diffrn_reflns_Laue_measured_fraction_max 0.9928
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            54311
_diffrn_reflns_point_group_measured_fraction_full 0.9974
_diffrn_reflns_point_group_measured_fraction_max 0.9928
_diffrn_reflns_theta_full        25.2425
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.14
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_description       Prism
_exptl_crystal_F_000             2369.872
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.4525
_refine_diff_density_min         -0.2832
_refine_diff_density_rms         0.0567
_refine_ls_d_res_high            0.7697
_refine_ls_d_res_low             6.4831
_refine_ls_goodness_of_fit_ref   1.0505
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    81
_refine_ls_number_parameters     417
_refine_ls_number_reflns         7169
_refine_ls_number_restraints     67
_refine_ls_restrained_S_all      1.0412
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0510P)^2^+4.7337P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1112
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              20
_reflns_limit_h_min              -20
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              34
_reflns_limit_l_min              0
_reflns_number_gt                5747
_reflns_number_total             7169
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4cc01336k2.cif
_cod_data_source_block           hh1019
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7133180.cif.
;
_cod_database_code               7133180
_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. Restrained distances
 C004-C00E \\sim C004-C1
 with sigma of 0.02
 C00E-C00P \\sim C1-C4
 with sigma of 0.02
 C00E-C00T \\sim C1-C6
 with sigma of 0.02
 C00I-C00N \\sim C2-C3
 with sigma of 0.02
 C00I-C00P \\sim C2-C4
 with sigma of 0.02
 C00I-C00R \\sim C2-C5
 with sigma of 0.02
 C00N-C00X \\sim C3-C7
 with sigma of 0.02
 C00N-C015 \\sim C3-C9
 with sigma of 0.02
 C00R-C011 \\sim C5-C0
 with sigma of 0.02
 C00T-C00X \\sim C6-C7
 with sigma of 0.02
 C011-C014 \\sim C0-C8
 with sigma of 0.02
 C014-C015 \\sim C8-C9
 with sigma of 0.02
 C004-C00P \\sim C004-C4
 with sigma of 0.04
 C004-C00T \\sim C004-C6
 with sigma of 0.04
 C00E-C00I \\sim C1-C2
 with sigma of 0.04
 C00E-C00X \\sim C1-C7
 with sigma of 0.04
 C00I-C00X \\sim C2-C7
 with sigma of 0.04
 C00I-C011 \\sim C2-C0
 with sigma of 0.04
 C00I-C015 \\sim C2-C9
 with sigma of 0.04
 C00N-C00P \\sim C3-C4
 with sigma of 0.04
 C00N-C00R \\sim C3-C5
 with sigma of 0.04
 C00N-C00T \\sim C3-C6
 with sigma of 0.04
 C00N-C014 \\sim C3-C8
 with sigma of 0.04
 C00P-C00R \\sim C4-C5
 with sigma of 0.04
 C00P-C00T \\sim C4-C6
 with sigma of 0.04
 C00R-C014 \\sim C5-C8
 with sigma of 0.04
 C00X-C015 \\sim C7-C9
 with sigma of 0.04
 C011-C015 \\sim C0-C9
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C0 \\sim C8
\\sim C9: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
within 2A
4. Others
 Sof(C1)=Sof(C2)=Sof(C3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=Sof(C6)=Sof(H6)=
 Sof(C7)=Sof(H7)=Sof(C0)=Sof(H0)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=1-FVAR(1)
 Sof(C00E)=Sof(C00I)=Sof(C00N)=Sof(C00P)=Sof(H00P)=Sof(C00R)=Sof(H00R)=
 Sof(C00T)=Sof(H00T)=Sof(C00X)=Sof(H00X)=Sof(C011)=Sof(H011)=Sof(C014)=
 Sof(H014)=Sof(C015)=Sof(H015)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C005(H005)
5.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C008(H008), C00B(H00B), C00D(H00D), C00H(H00H), C00K(H00K),
 C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X), C00Y(H00Y), C011(H011),
 C014(H014), C015(H015), C4(H4), C5(H5), C6(H6), C7(H7), C0(H0), C8(H8), C9(H9)
5.c Idealised Me refined as rotating group:
 C00J(H00a,H00c,H00e), C00L(H00f,H00g,H00i), C00Z(H00j,H00l,H00n), C010(H01a,
 H01b,H01c), C012(H01d,H01e,H01f), C013(H01g,H01h,H01i)
;
_olex2_submission_special_instructions 'No special instructions were received'