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_7204244
_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           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.296(3)
_cell_length_b                   22.296(3)
_cell_length_c                   10.547(4)
_cell_measurement_reflns_used    13
_cell_measurement_temperature    295.2
_cell_measurement_theta_max      14.8
_cell_measurement_theta_min      12.9
_cell_volume                     2656.3(13)
_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
_diffrn_orient_matrix_UB_11      -0.00272
_diffrn_orient_matrix_UB_12      0.01997
_diffrn_orient_matrix_UB_13      0.08481
_diffrn_orient_matrix_UB_21      0.02434
_diffrn_orient_matrix_UB_22      0.03878
_diffrn_orient_matrix_UB_23      -0.03989
_diffrn_orient_matrix_UB_31      -0.08488
_diffrn_orient_matrix_UB_32      0.01049
_diffrn_orient_matrix_UB_33      -0.01413
_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  0.03433
_diffrn_reflns_av_sigmaI/netI    0.121
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            3573
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.57
_diffrn_standards_decay_%        -0.22
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1072.00
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.25
_refine_ls_extinction_coef       0.00000039(1)
_refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.'
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_all   1.398
_refine_ls_goodness_of_fit_ref   1.840
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1015
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1792
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00000|Fo|^2^]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0460
_refine_ls_wR_factor_ref         0.0380
_reflns_number_gt                1015
_reflns_number_total             2699
_reflns_threshold_expression     I>2.00\s(I)
_cod_data_source_file            b107705h.txt
_cod_data_source_block           '_473wl19_64phenylA'
_cod_original_cell_volume        2656(1)
_cod_original_sg_symbol_H-M      'P b c a    '
_cod_original_formula_sum        'C14 H18 O2 S '
_cod_database_code               7204244