Investigations into the reaction of the lithium enolate of cyclohexanone and phenyl vinyl sulfoxide: A simple synthesis of a bicyclo[4.2.0]octan-1-ol
Loughlin, Wendy A.; Rowen, Catherine C.; Healy, Peter C.; Journal of the Chemical Society, Perkin Transactions 2  (2002) 296–; doi:10.1039/b107705h

data_7204246
_publ_section_title
;
 Investigations into the reaction of the lithium enolate of
 cyclohexanone and phenyl vinyl sulfoxide: A simple synthesis of a
 bicyclo[4.2.0]octan-1-ol
;
_journal_issue                   2
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              296
_journal_paper_doi               10.1039/b107705h
_journal_year                    2002
_chemical_formula_moiety         'C14 H18 O2 S '
_chemical_formula_sum            'C14 H18 O2 S'
_chemical_formula_weight         250.35
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90
_cell_angle_beta                 104.79(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.774(2)
_cell_length_b                   9.135(2)
_cell_length_c                   11.388(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295.2
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      7.8
_cell_volume                     1284.8(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction
'teXsan for Windows version 1.06 (MSC, 1997-2001)'
_computing_publication_material
'teXsan for Windows version 1.06 (MSC, 1997-2001)'
_computing_structure_refinement
'teXsan for Windows version 1.06 (MSC, 1997-2001)'
_computing_structure_solution
;
SIR92 (Altomare, et. al. 1994)
;
_diffrn_ambient_temperature      295.2
_diffrn_measurement_device       'Rigaku AFC7R'
_diffrn_measurement_method       \w-2\q
_diffrn_orient_matrix_UB_11      0.02239
_diffrn_orient_matrix_UB_12      -0.08275
_diffrn_orient_matrix_UB_13      0.05854
_diffrn_orient_matrix_UB_21      -0.01255
_diffrn_orient_matrix_UB_22      0.06291
_diffrn_orient_matrix_UB_23      0.06699
_diffrn_orient_matrix_UB_31      -0.07679
_diffrn_orient_matrix_UB_32      -0.03436
_diffrn_orient_matrix_UB_33      -0.01832
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.05606
_diffrn_reflns_av_sigmaI/netI    0.042
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2824
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.78
_diffrn_standards_decay_%        13.41
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             536.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.24
_refine_ls_extinction_coef       0.0000102(3)
_refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.'
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_all   2.004
_refine_ls_goodness_of_fit_ref   2.240
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1726
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0460
_refine_ls_shift/su_max          0.0500
_refine_ls_shift/su_mean         0.0047
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00015|Fo|^2^]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0570
_refine_ls_wR_factor_ref         0.0550
_reflns_number_gt                1726
_reflns_number_total             2430
_reflns_threshold_expression     I>2.00\s(I)
_cod_data_source_file            b107705h.txt
_cod_data_source_block           '_476wl20_64phenylC'
_cod_original_cell_volume        1284.7(4)
_cod_original_sg_symbol_H-M      'P 21/a     '
_cod_original_formula_sum        'C14 H18 O2 S '
_cod_database_code               7204246