Synthesis of (Z)-1-Thio- and (Z)-2-Thio-1-alkenyl Boronates via Copper-Catalyzed Regiodivergent Hydroboration of Thioacetylenes: An Experimental and Theoretical Study.
Zhu, Gangguo; Kong, Wei; Feng, Hui; Qian, Zhaosheng; The Journal of organic chemistry 79 (2014) 1786–1795; doi:10.1021/jo4028402

data_4028995
_publ_section_title
;
 Synthesis of (Z)-1-Thio- and (Z)-2-Thio-1-alkenyl Boronates via
 Copper-Catalyzed Regiodivergent Hydroboration of Thioacetylenes: An
 Experimental and Theoretical Study.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1786
_journal_page_last               1795
_journal_paper_doi               10.1021/jo4028402
_journal_volume                  79
_journal_year                    2014
_chemical_formula_sum            'C20 H23 B O2 S'
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_cell_angle_beta                 95.1780(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4509(2)
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_cell_length_c                   14.3242(3)
_cell_measurement_temperature    296(2)
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_cell_volume                     1913.91(6)
_computing_cell_refinement       'Siemens SMART & SAINT'
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_computing_molecular_graphics    'Bruker SHELXTL'
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_computing_structure_solution    'Siemens SHELXTL'
_diffrn_ambient_temperature      296(2)
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_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
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_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
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_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  .0000
_exptl_absorpt_correction_T_min  .0000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
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_exptl_crystal_size_mid          .00
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_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1004P)^2^+0.7340P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1750
_reflns_number_gt                3644
_reflns_number_total             4404
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo4028402_si_003.cif
_cod_data_source_block           kw
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4028995
_refine_ls_r_factor_ref          0.0703