Highly Functionalized Cyclohexenes Derived from Benzene: Sequential Tandem Addition Reactions Promoted by Tungsten.
Wilson, Katy B.; Smith, Jacob A.; Nedzbala, Hannah S.; Pert, Emmit K.; Dakermanji, Steven J.; Dickie, Diane A.; Harman, W. Dean; The Journal of organic chemistry 84 (2019) 6094–6116; doi:10.1021/acs.joc.9b00279

data_4033687
_publ_section_title
;
 Highly Functionalized Cyclohexenes Derived from Benzene: Sequential
 Tandem Addition Reactions Promoted by Tungsten.
;
_journal_issue                   10
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              6094
_journal_page_last               6116
_journal_paper_doi               10.1021/acs.joc.9b00279
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C23 H35 B N7 O3 P W'
_chemical_formula_weight         683.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
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_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
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_cell_length_c                   15.1042(10)
_cell_measurement_reflns_used    9993
_cell_measurement_temperature    150.(2)
_cell_measurement_theta_max      29.6012
_cell_measurement_theta_min      2.4257
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_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
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_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.352
_exptl_absorpt_correction_T_max  0.54
_exptl_absorpt_correction_T_min  0.40
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_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_recrystallization_method 'Slow evaporation of CD3CN'
_exptl_crystal_size_max          0.389
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_refine_ls_number_reflns         7627
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0151
_refine_ls_R_factor_gt           0.0131
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0114P)^2^+0.6791P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0298
_refine_ls_wR_factor_ref         0.0303
_reflns_number_gt                7224
_reflns_number_total             7627
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b00279_si_001.cif
_cod_data_source_block           29
_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/current/ACS/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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        1357.47(15)
_cod_database_code               4033687
_shelx_res_checksum              12687
_shelx_hkl_checksum              71759