A New Strategy for Efficient Synthesis of Medium and Large Ring Lactones without High Dilution or Slow Addition
Wanxiang Zhao; Zigang Li; Jianwei Sun; Journal of the American Chemical Society 135 (2013) 4680–4683; doi:10.1021/ja400883q

data_4119504
_publ_contact_author_name
;
;
_publ_section_title
;
 A New Strategy for Efficient Synthesis of Medium and Large Ring Lactones
 without High Dilution or Slow Addition
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4680
_journal_page_last               4683
_journal_paper_doi               10.1021/ja400883q
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         'C22 H24 O2'
_chemical_formula_sum            'C22 H24 O2'
_chemical_formula_weight         320.41
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
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  Olex2 1.2-beta
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
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_cell_length_c                   19.1185(4)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
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_computing_molecular_graphics
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
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XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.00(14)
_diffrn_detector_area_resol_mean 15.9578
_diffrn_measured_fraction_theta_full 0.9864
_diffrn_measured_fraction_theta_max 0.9159
_diffrn_measurement_details
;
  1 omega  105.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   64.0000  -30.0000 72

  2 omega  -14.00   68.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -38.0000 -150.0000 82

  3 omega   77.00  125.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000   90.0000 48

  4 omega   74.00  123.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000 -120.0000 49

  5 omega   40.00  121.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   57.0000   30.0000 81

  6 omega   37.00   62.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -120.0000 25

  7 omega   40.00   78.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000   30.0000 38

  8 omega   92.00  174.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   50.0000   60.0000 82

  9 omega   38.00   71.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -38.0000 -180.0000 33

 10 omega   41.00   80.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000  -90.0000 39

 11 omega   45.00   71.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000  -30.0000 26

 12 omega   39.00   84.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000 -111.0000  -60.0000 45

 13 omega   87.00  168.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   38.0000  120.0000 81
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1284447000
_diffrn_orient_matrix_UB_12      -0.0241765000
_diffrn_orient_matrix_UB_13      -0.0319364000
_diffrn_orient_matrix_UB_21      -0.0421601000
_diffrn_orient_matrix_UB_22      0.1250523000
_diffrn_orient_matrix_UB_23      -0.0501663000
_diffrn_orient_matrix_UB_31      0.0875076000
_diffrn_orient_matrix_UB_32      0.0956917000
_diffrn_orient_matrix_UB_33      0.0576331000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
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_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5604
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_diffrn_reflns_theta_min         9.48
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           35
_diffrn_source_power             1.75
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.589
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89627
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.204
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_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.214
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_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
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_refine_ls_number_reflns         3108
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.2714P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1001
_reflns_number_gt                2838
_reflns_number_total             3108
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja400883q_si_002.cif
_cod_data_source_block           xiang3cult
_cod_database_code               4119504
_reflns_odcompleteness_completeness 98.64
_reflns_odcompleteness_iscentric 1
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